WO2024008583A1 - Hybrid microcapsules - Google Patents
Hybrid microcapsules Download PDFInfo
- Publication number
- WO2024008583A1 WO2024008583A1 PCT/EP2023/068046 EP2023068046W WO2024008583A1 WO 2024008583 A1 WO2024008583 A1 WO 2024008583A1 EP 2023068046 W EP2023068046 W EP 2023068046W WO 2024008583 A1 WO2024008583 A1 WO 2024008583A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- microcapsules
- group
- polymer
- perfume
- ingredient
- Prior art date
Links
- 239000003094 microcapsule Substances 0.000 title claims abstract description 198
- 239000000203 mixture Substances 0.000 claims abstract description 184
- 238000000034 method Methods 0.000 claims abstract description 49
- 230000008569 process Effects 0.000 claims abstract description 46
- 238000002360 preparation method Methods 0.000 claims abstract description 30
- 239000002304 perfume Substances 0.000 claims description 119
- 239000004615 ingredient Substances 0.000 claims description 104
- 239000002245 particle Substances 0.000 claims description 92
- 239000000463 material Substances 0.000 claims description 74
- 229920000642 polymer Polymers 0.000 claims description 70
- -1 guanidinium cation Chemical class 0.000 claims description 69
- 239000002002 slurry Substances 0.000 claims description 62
- 230000002209 hydrophobic effect Effects 0.000 claims description 44
- 239000002904 solvent Substances 0.000 claims description 39
- 239000000839 emulsion Substances 0.000 claims description 36
- 239000000796 flavoring agent Substances 0.000 claims description 31
- 235000019634 flavors Nutrition 0.000 claims description 31
- 102000004169 proteins and genes Human genes 0.000 claims description 31
- 108090000623 proteins and genes Proteins 0.000 claims description 31
- 239000012948 isocyanate Substances 0.000 claims description 26
- 108010076119 Caseins Proteins 0.000 claims description 25
- 102000011632 Caseins Human genes 0.000 claims description 25
- 229920001661 Chitosan Polymers 0.000 claims description 24
- 239000000178 monomer Substances 0.000 claims description 23
- 229940080237 sodium caseinate Drugs 0.000 claims description 23
- 150000002513 isocyanates Chemical class 0.000 claims description 22
- 239000004480 active ingredient Substances 0.000 claims description 18
- 229920000084 Gum arabic Polymers 0.000 claims description 17
- 235000010489 acacia gum Nutrition 0.000 claims description 17
- 239000000205 acacia gum Substances 0.000 claims description 17
- 244000215068 Acacia senegal Species 0.000 claims description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 11
- 125000002091 cationic group Chemical group 0.000 claims description 10
- 235000010980 cellulose Nutrition 0.000 claims description 10
- 229920002678 cellulose Polymers 0.000 claims description 10
- 239000001913 cellulose Substances 0.000 claims description 10
- 229920001282 polysaccharide Polymers 0.000 claims description 10
- 239000005017 polysaccharide Substances 0.000 claims description 10
- 235000002639 sodium chloride Nutrition 0.000 claims description 10
- 238000012695 Interfacial polymerization Methods 0.000 claims description 9
- 239000004744 fabric Substances 0.000 claims description 9
- 229920000058 polyacrylate Polymers 0.000 claims description 9
- 150000001263 acyl chlorides Chemical class 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 230000000845 anti-microbial effect Effects 0.000 claims description 6
- 229920001277 pectin Polymers 0.000 claims description 6
- 239000001814 pectin Substances 0.000 claims description 6
- 235000010987 pectin Nutrition 0.000 claims description 6
- 229920002907 Guar gum Polymers 0.000 claims description 5
- 239000004368 Modified starch Substances 0.000 claims description 5
- 229920000881 Modified starch Polymers 0.000 claims description 5
- 235000010418 carrageenan Nutrition 0.000 claims description 5
- 229920001525 carrageenan Polymers 0.000 claims description 5
- 239000000679 carrageenan Substances 0.000 claims description 5
- 229940113118 carrageenan Drugs 0.000 claims description 5
- 235000010417 guar gum Nutrition 0.000 claims description 5
- 239000000665 guar gum Substances 0.000 claims description 5
- 229960002154 guar gum Drugs 0.000 claims description 5
- 229920000831 ionic polymer Polymers 0.000 claims description 5
- 235000019426 modified starch Nutrition 0.000 claims description 5
- 229920001285 xanthan gum Polymers 0.000 claims description 5
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 5
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical class O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 claims description 4
- 239000002131 composite material Substances 0.000 claims description 4
- 229920003045 dextran sodium sulfate Polymers 0.000 claims description 4
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 claims description 4
- 229940048086 sodium pyrophosphate Drugs 0.000 claims description 4
- UGTZMIPZNRIWHX-UHFFFAOYSA-K sodium trimetaphosphate Chemical compound [Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 UGTZMIPZNRIWHX-UHFFFAOYSA-K 0.000 claims description 4
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 4
- 235000019818 tetrasodium diphosphate Nutrition 0.000 claims description 4
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 claims description 4
- 235000010493 xanthan gum Nutrition 0.000 claims description 4
- 239000000230 xanthan gum Substances 0.000 claims description 4
- 229940082509 xanthan gum Drugs 0.000 claims description 4
- 229920002873 Polyethylenimine Chemical class 0.000 claims description 3
- 239000003905 agrochemical Substances 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 230000031902 chemoattractant activity Effects 0.000 claims description 3
- 239000008406 cosmetic ingredient Substances 0.000 claims description 3
- 239000002418 insect attractant Substances 0.000 claims description 3
- 239000000077 insect repellent Substances 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 229920000962 poly(amidoamine) Chemical class 0.000 claims description 3
- 229920000447 polyanionic polymer Polymers 0.000 claims description 3
- 238000011012 sanitization Methods 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 1
- 229940045110 chitosan Drugs 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 150000004676 glycans Chemical class 0.000 claims 1
- 239000003921 oil Substances 0.000 description 98
- 235000019198 oils Nutrition 0.000 description 98
- 239000000047 product Substances 0.000 description 81
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 73
- 239000012071 phase Substances 0.000 description 68
- 239000000243 solution Substances 0.000 description 53
- 239000011257 shell material Substances 0.000 description 36
- 235000018102 proteins Nutrition 0.000 description 30
- 239000000725 suspension Substances 0.000 description 30
- 239000002585 base Substances 0.000 description 27
- 239000006185 dispersion Substances 0.000 description 22
- 150000001875 compounds Chemical class 0.000 description 21
- 239000007788 liquid Substances 0.000 description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- 102000007544 Whey Proteins Human genes 0.000 description 20
- 108010046377 Whey Proteins Proteins 0.000 description 20
- 239000000126 substance Substances 0.000 description 20
- 235000021119 whey protein Nutrition 0.000 description 20
- 229920001577 copolymer Polymers 0.000 description 19
- 229920000877 Melamine resin Polymers 0.000 description 18
- 238000005354 coacervation Methods 0.000 description 17
- 238000009472 formulation Methods 0.000 description 16
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 14
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 14
- 239000002979 fabric softener Substances 0.000 description 14
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 14
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 14
- 238000002347 injection Methods 0.000 description 13
- 239000007924 injection Substances 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000002994 raw material Substances 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 12
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 11
- 239000003205 fragrance Substances 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 108010010803 Gelatin Proteins 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- 241000607479 Yersinia pestis Species 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 10
- 229920001222 biopolymer Polymers 0.000 description 10
- 239000002775 capsule Substances 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 239000003995 emulsifying agent Substances 0.000 description 10
- 229920000159 gelatin Polymers 0.000 description 10
- 235000019322 gelatine Nutrition 0.000 description 10
- 235000011852 gelatine desserts Nutrition 0.000 description 10
- 150000002430 hydrocarbons Chemical group 0.000 description 10
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 10
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 9
- 239000004952 Polyamide Substances 0.000 description 9
- 229940022663 acetate Drugs 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 9
- 235000013877 carbamide Nutrition 0.000 description 9
- 239000008273 gelatin Substances 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 9
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- 229920002647 polyamide Polymers 0.000 description 9
- 150000004804 polysaccharides Chemical class 0.000 description 9
- 229920002635 polyurethane Polymers 0.000 description 9
- 239000004814 polyurethane Substances 0.000 description 9
- 239000003381 stabilizer Substances 0.000 description 9
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 8
- 239000004372 Polyvinyl alcohol Substances 0.000 description 8
- 230000008901 benefit Effects 0.000 description 8
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 8
- 230000003115 biocidal effect Effects 0.000 description 8
- 239000003139 biocide Substances 0.000 description 8
- 239000011258 core-shell material Substances 0.000 description 8
- 239000003599 detergent Substances 0.000 description 8
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 8
- 238000010406 interfacial reaction Methods 0.000 description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 description 8
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 8
- 239000002453 shampoo Substances 0.000 description 8
- 229920002396 Polyurea Polymers 0.000 description 7
- 239000011149 active material Substances 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 7
- 239000012296 anti-solvent Substances 0.000 description 7
- 239000004202 carbamide Substances 0.000 description 7
- 229920006317 cationic polymer Polymers 0.000 description 7
- 229940015043 glyoxal Drugs 0.000 description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 7
- 229920000867 polyelectrolyte Polymers 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 241001672694 Citrus reticulata Species 0.000 description 6
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229920002494 Zein Polymers 0.000 description 6
- 230000001166 anti-perspirative effect Effects 0.000 description 6
- 239000003213 antiperspirant Substances 0.000 description 6
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000002537 cosmetic Substances 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 150000002576 ketones Chemical class 0.000 description 6
- 235000001510 limonene Nutrition 0.000 description 6
- 229940087305 limonene Drugs 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 150000003505 terpenes Chemical class 0.000 description 6
- 239000005019 zein Substances 0.000 description 6
- 229940093612 zein Drugs 0.000 description 6
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 description 6
- 244000089742 Citrus aurantifolia Species 0.000 description 5
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- 235000002595 Solanum tuberosum Nutrition 0.000 description 5
- 244000061456 Solanum tuberosum Species 0.000 description 5
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000002671 adjuvant Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 229920003180 amino resin Polymers 0.000 description 5
- 235000020971 citrus fruits Nutrition 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 5
- 150000002825 nitriles Chemical class 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 235000013769 triethyl citrate Nutrition 0.000 description 5
- 229920003169 water-soluble polymer Polymers 0.000 description 5
- ALHUZKCOMYUFRB-UHFFFAOYSA-N 3-methylcyclopentadecan-1-one Chemical compound CC1CCCCCCCCCCCCC(=O)C1 ALHUZKCOMYUFRB-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 235000005979 Citrus limon Nutrition 0.000 description 4
- 244000131522 Citrus pyriformis Species 0.000 description 4
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 108010073771 Soybean Proteins Proteins 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 4
- 229960002903 benzyl benzoate Drugs 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 150000001720 carbohydrates Chemical class 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical group O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical group C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 description 4
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical group O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 4
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 4
- 239000002781 deodorant agent Substances 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- UODXCYZDMHPIJE-UHFFFAOYSA-N menthanol Chemical compound CC1CCC(C(C)(C)O)CC1 UODXCYZDMHPIJE-UHFFFAOYSA-N 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 239000002417 nutraceutical Substances 0.000 description 4
- 235000021436 nutraceutical agent Nutrition 0.000 description 4
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 4
- 239000013042 solid detergent Substances 0.000 description 4
- 229940001941 soy protein Drugs 0.000 description 4
- 235000019640 taste Nutrition 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
- 229920003176 water-insoluble polymer Polymers 0.000 description 4
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 description 3
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 description 3
- MZZRKEIUNOYYDF-UHFFFAOYSA-N 2,4-dimethylcyclohex-3-ene-1-carbaldehyde Chemical compound CC1C=C(C)CCC1C=O MZZRKEIUNOYYDF-UHFFFAOYSA-N 0.000 description 3
- FGDINYRLQOKVQS-UHFFFAOYSA-N 3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3h-benzofuran-2-one Chemical compound C1CC(C)CC2OC(=O)C(C)C21 FGDINYRLQOKVQS-UHFFFAOYSA-N 0.000 description 3
- JRJBVWJSTHECJK-PKNBQFBNSA-N 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one Chemical compound CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C JRJBVWJSTHECJK-PKNBQFBNSA-N 0.000 description 3
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- OMPIYDSYGYKWSG-UHFFFAOYSA-N Citronensaeure-alpha-aethylester Natural products CCOC(=O)CC(O)(C(O)=O)CC(O)=O OMPIYDSYGYKWSG-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical group C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 240000009088 Fragaria x ananassa Species 0.000 description 3
- 108010068370 Glutens Proteins 0.000 description 3
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 108010084695 Pea Proteins Proteins 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- 235000011941 Tilia x europaea Nutrition 0.000 description 3
- 229920001807 Urea-formaldehyde Polymers 0.000 description 3
- 239000002386 air freshener Substances 0.000 description 3
- 235000010443 alginic acid Nutrition 0.000 description 3
- 229920000615 alginic acid Polymers 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- POIARNZEYGURDG-FNORWQNLSA-N beta-damascenone Chemical compound C\C=C\C(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-FNORWQNLSA-N 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 229940057975 ethyl citrate Drugs 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 3
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 3
- BNSYGCKJOAPBCM-UHFFFAOYSA-N heptan-2-ol Chemical compound [CH2]C(O)CCCCC BNSYGCKJOAPBCM-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 3
- 239000004571 lime Substances 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 3
- 235000019341 magnesium sulphate Nutrition 0.000 description 3
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 3
- 235000019702 pea protein Nutrition 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920000162 poly(ureaurethane) Polymers 0.000 description 3
- 229920002401 polyacrylamide Polymers 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000582 polyisocyanurate Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000012460 protein solution Substances 0.000 description 3
- CZCBTSFUTPZVKJ-UHFFFAOYSA-N rose oxide Chemical compound CC1CCOC(C=C(C)C)C1 CZCBTSFUTPZVKJ-UHFFFAOYSA-N 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
- NKMKFQCVDZVEJR-WKTRQSJXSA-N (3r,5z)-3-methylcyclopentadec-5-en-1-one Chemical compound C[C@@H]1C\C=C/CCCCCCCCCC(=O)C1 NKMKFQCVDZVEJR-WKTRQSJXSA-N 0.000 description 2
- JIYIHILAGIZIMD-CLFYSBASSA-N (4z)-cyclopentadec-4-en-1-one Chemical compound O=C1CCCCCCCCCC\C=C/CC1 JIYIHILAGIZIMD-CLFYSBASSA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- XEJGJTYRUWUFFD-FNORWQNLSA-N (e)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one Chemical compound C\C=C\C(=O)C1C(C)C=CCC1(C)C XEJGJTYRUWUFFD-FNORWQNLSA-N 0.000 description 2
- RNLHVODSMDJCBR-SOFGYWHQSA-N (e)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)\C=C\C1CC=C(C)C1(C)C RNLHVODSMDJCBR-SOFGYWHQSA-N 0.000 description 2
- WSTQLNQRVZNEDV-CSKARUKUSA-N (e)-4-methyldec-3-en-5-ol Chemical compound CCCCCC(O)C(\C)=C\CC WSTQLNQRVZNEDV-CSKARUKUSA-N 0.000 description 2
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 2
- CRIGTVCBMUKRSL-FNORWQNLSA-N 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enone Chemical compound C\C=C\C(=O)C1C(C)=CCCC1(C)C CRIGTVCBMUKRSL-FNORWQNLSA-N 0.000 description 2
- QUMXDOLUJCHOAY-UHFFFAOYSA-N 1-Phenylethyl acetate Chemical compound CC(=O)OC(C)C1=CC=CC=C1 QUMXDOLUJCHOAY-UHFFFAOYSA-N 0.000 description 2
- NLPRPAWQSZJDKS-KWJPBRIFSA-N 1-[(Z)-hex-3-enoxy]-2-methylundec-1-ene Chemical compound C(C\C=C/CC)OC=C(CCCCCCCCC)C NLPRPAWQSZJDKS-KWJPBRIFSA-N 0.000 description 2
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 2
- NYUDDIHGUGQPSX-UHFFFAOYSA-N 1-methoxy-4-[1-(2-phenylethoxy)prop-1-en-2-yl]benzene Chemical compound COC1=CC=C(C=C1)C(=COCCC1=CC=CC=C1)C NYUDDIHGUGQPSX-UHFFFAOYSA-N 0.000 description 2
- AZDVIACRBAMGSR-UHFFFAOYSA-N 1-methyl-4-[1-(2-phenylethoxy)prop-1-en-2-yl]benzene Chemical compound CC1=CC=C(C=C1)C(=COCCC1=CC=CC=C1)C AZDVIACRBAMGSR-UHFFFAOYSA-N 0.000 description 2
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
- OFHHDSQXFXLTKC-UHFFFAOYSA-N 10-undecenal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 description 2
- MFJCPDOGFAYSTF-UHFFFAOYSA-N 1H-isochromene Chemical compound C1=CC=C2COC=CC2=C1 MFJCPDOGFAYSTF-UHFFFAOYSA-N 0.000 description 2
- PUKWIVZFEZFVAT-UHFFFAOYSA-N 2,2,5-trimethyl-5-pentylcyclopentan-1-one Chemical compound CCCCCC1(C)CCC(C)(C)C1=O PUKWIVZFEZFVAT-UHFFFAOYSA-N 0.000 description 2
- ZGWHBKXVWKNCBD-UHFFFAOYSA-N 2-(2-methylundec-1-enoxy)ethoxybenzene Chemical compound CC(=COCCOC1=CC=CC=C1)CCCCCCCCC ZGWHBKXVWKNCBD-UHFFFAOYSA-N 0.000 description 2
- UOOCYECTFSTECY-UHFFFAOYSA-N 2-(2-methylundec-1-enoxy)ethylbenzene Chemical compound CC(=COCCC1=CC=CC=C1)CCCCCCCCC UOOCYECTFSTECY-UHFFFAOYSA-N 0.000 description 2
- ZEQIZXQKZDADKQ-UHFFFAOYSA-N 2-(2-phenylethenoxy)ethylbenzene Chemical compound C(CC1=CC=CC=C1)OC=CC1=CC=CC=C1 ZEQIZXQKZDADKQ-UHFFFAOYSA-N 0.000 description 2
- LUZDYPLAQQGJEA-UHFFFAOYSA-N 2-Methoxynaphthalene Chemical compound C1=CC=CC2=CC(OC)=CC=C21 LUZDYPLAQQGJEA-UHFFFAOYSA-N 0.000 description 2
- HIGGFWFRAWSMBR-UHFFFAOYSA-N 2-Methyl-3-hexanone Chemical compound CCCC(=O)C(C)C HIGGFWFRAWSMBR-UHFFFAOYSA-N 0.000 description 2
- SJWKGDGUQTWDRV-UHFFFAOYSA-N 2-Propenyl heptanoate Chemical compound CCCCCCC(=O)OCC=C SJWKGDGUQTWDRV-UHFFFAOYSA-N 0.000 description 2
- KWFUWODDNMRNRI-UHFFFAOYSA-N 2-[(2-heptylcyclopentylidene)methoxy]ethylbenzene Chemical compound C(CCCCCC)C1C(CCC1)=COCCC1=CC=CC=C1 KWFUWODDNMRNRI-UHFFFAOYSA-N 0.000 description 2
- AGGCNHVYALEGLZ-UHFFFAOYSA-N 2-[(2-pentylcyclopentylidene)methoxy]ethylbenzene Chemical compound C(CCCC)C1C(CCC1)=COCCC1=CC=CC=C1 AGGCNHVYALEGLZ-UHFFFAOYSA-N 0.000 description 2
- HBLSLXXZPJPRPZ-UHFFFAOYSA-N 2-[1-(2-phenylethoxy)prop-1-en-2-yl]naphthalene Chemical compound C(CC1=CC=CC=C1)OC=C(C)C1=CC2=CC=CC=C2C=C1 HBLSLXXZPJPRPZ-UHFFFAOYSA-N 0.000 description 2
- FMKCNGWMAKQEAK-UHFFFAOYSA-N 2-[1-(3,7-dimethyloct-6-enoxy)prop-1-en-2-yl]naphthalene Chemical compound CC(CCOC=C(C)C1=CC2=CC=CC=C2C=C1)CCC=C(C)C FMKCNGWMAKQEAK-UHFFFAOYSA-N 0.000 description 2
- ASSLNWGZWLNSLL-UHFFFAOYSA-N 2-dodecylsulfanyloctan-4-one Chemical compound C(CCCCCCCCCCC)SC(C)CC(CCCC)=O ASSLNWGZWLNSLL-UHFFFAOYSA-N 0.000 description 2
- RUUHDEGJEGHQKL-UHFFFAOYSA-M 2-hydroxypropyl(trimethyl)azanium;chloride Chemical compound [Cl-].CC(O)C[N+](C)(C)C RUUHDEGJEGHQKL-UHFFFAOYSA-M 0.000 description 2
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- YDKWVAGCEGCZDZ-UHFFFAOYSA-N 2-phenylethyl 2-oxo-2-phenylacetate Chemical compound C=1C=CC=CC=1C(=O)C(=O)OCCC1=CC=CC=C1 YDKWVAGCEGCZDZ-UHFFFAOYSA-N 0.000 description 2
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 description 2
- ULKRWXKBORSJBF-UHFFFAOYSA-N 3,7-dimethylocta-2,6-dienyl 2-oxo-2-phenylacetate Chemical compound CC(C)=CCCC(C)=CCOC(=O)C(=O)c1ccccc1 ULKRWXKBORSJBF-UHFFFAOYSA-N 0.000 description 2
- CRFQQFDSKWNZIZ-UHFFFAOYSA-N 3,7-dimethylocta-2,6-dienyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC=C(C)CCC=C(C)C CRFQQFDSKWNZIZ-UHFFFAOYSA-N 0.000 description 2
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 description 2
- MPWGZBWDLMDIHO-UHFFFAOYSA-N 3-propylphenol Chemical compound CCCC1=CC=CC(O)=C1 MPWGZBWDLMDIHO-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- AZGJAIOSZHISRL-UHFFFAOYSA-N 4-dodecylsulfanyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one Chemical compound CCCCCCCCCCCCSC(CC(C)=O)C1C(C)=CCCC1(C)C AZGJAIOSZHISRL-UHFFFAOYSA-N 0.000 description 2
- ZTSJZMIUIXQBHI-UHFFFAOYSA-N 4-dodecylsulfanyl-4-(2,6,6-trimethylcyclohexen-1-yl)butan-2-one Chemical compound CCCCCCCCCCCCSC(CC(C)=O)C1=C(C)CCCC1(C)C ZTSJZMIUIXQBHI-UHFFFAOYSA-N 0.000 description 2
- XCZQYLKHFRXCPX-UHFFFAOYSA-N 4-methylidene-2-phenyloxane Chemical compound C1C(=C)CCOC1C1=CC=CC=C1 XCZQYLKHFRXCPX-UHFFFAOYSA-N 0.000 description 2
- OWFZJSXGDOTWSH-UHFFFAOYSA-N 5-methyl-2-propan-2-ylbicyclo[2.2.2]oct-5-ene-8-carbaldehyde Chemical compound O=CC1CC2C(C(C)C)CC1C(C)=C2 OWFZJSXGDOTWSH-UHFFFAOYSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 108010088751 Albumins Proteins 0.000 description 2
- 102000009027 Albumins Human genes 0.000 description 2
- 244000099147 Ananas comosus Species 0.000 description 2
- 235000007119 Ananas comosus Nutrition 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- 241000195940 Bryophyta Species 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- LNVTURZAZKRPCK-UHFFFAOYSA-N C(C)(C)C1=C(C=C(C=C1)C)OC=C1C(CCC1)CCCCC Chemical compound C(C)(C)C1=C(C=C(C=C1)C)OC=C1C(CCC1)CCCCC LNVTURZAZKRPCK-UHFFFAOYSA-N 0.000 description 2
- VQVRNPULDHBFPP-UHFFFAOYSA-N C(CCCCC)OC(=COC1=C(C=C(C=O)C=C1)OC)C1=CC=CC=C1 Chemical compound C(CCCCC)OC(=COC1=C(C=C(C=O)C=C1)OC)C1=CC=CC=C1 VQVRNPULDHBFPP-UHFFFAOYSA-N 0.000 description 2
- ZGDUFJGUJKEYKV-UHFFFAOYSA-N COC1=C(C=CC(=C1)CCC)OC=C1C(CCC1)CCCCC Chemical compound COC1=C(C=CC(=C1)CCC)OC=C1C(CCC1)CCCCC ZGDUFJGUJKEYKV-UHFFFAOYSA-N 0.000 description 2
- STJKIFBNCMTFGI-UHFFFAOYSA-N COC=1C=C(C=O)C=CC=1OC=C(C1=CC=CC=C1)OC Chemical compound COC=1C=C(C=O)C=CC=1OC=C(C1=CC=CC=C1)OC STJKIFBNCMTFGI-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 244000037364 Cinnamomum aromaticum Species 0.000 description 2
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- 241000207199 Citrus Species 0.000 description 2
- 240000004307 Citrus medica Species 0.000 description 2
- 240000000560 Citrus x paradisi Species 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical group C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 102100028717 Cytosolic 5'-nucleotidase 3A Human genes 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- HZPKNSYIDSNZKW-UHFFFAOYSA-N Ethyl 2-methylpentanoate Chemical compound CCCC(C)C(=O)OCC HZPKNSYIDSNZKW-UHFFFAOYSA-N 0.000 description 2
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 235000016623 Fragaria vesca Nutrition 0.000 description 2
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- DUKPKQFHJQGTGU-UHFFFAOYSA-N Hexyl salicylic acid Chemical compound CCCCCCOC(=O)C1=CC=CC=C1O DUKPKQFHJQGTGU-UHFFFAOYSA-N 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 2
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 2
- 229920000161 Locust bean gum Polymers 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- UUQHKWMIDYRWHH-UHFFFAOYSA-N Methyl beta-orcinolcarboxylate Chemical compound COC(=O)C1=C(C)C=C(O)C(C)=C1O UUQHKWMIDYRWHH-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 108010013296 Sericins Proteins 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 235000010749 Vicia faba Nutrition 0.000 description 2
- 240000006677 Vicia faba Species 0.000 description 2
- 235000002098 Vicia faba var. major Nutrition 0.000 description 2
- 229920002000 Xyloglucan Polymers 0.000 description 2
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 2
- IBPMCNLBNBGNNF-ARJAWSKDSA-N [(z)-hex-3-enyl] 2-oxo-2-phenylacetate Chemical compound CC\C=C/CCOC(=O)C(=O)C1=CC=CC=C1 IBPMCNLBNBGNNF-ARJAWSKDSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 239000000783 alginic acid Substances 0.000 description 2
- 229960001126 alginic acid Drugs 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 125000005227 alkyl sulfonate group Chemical group 0.000 description 2
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 2
- JKRWZLOCPLZZEI-UHFFFAOYSA-N alpha-Trichloromethylbenzyl acetate Chemical compound CC(=O)OC(C(Cl)(Cl)Cl)C1=CC=CC=C1 JKRWZLOCPLZZEI-UHFFFAOYSA-N 0.000 description 2
- GUUHFMWKWLOQMM-NTCAYCPXSA-N alpha-hexylcinnamaldehyde Chemical compound CCCCCC\C(C=O)=C/C1=CC=CC=C1 GUUHFMWKWLOQMM-NTCAYCPXSA-N 0.000 description 2
- GUUHFMWKWLOQMM-UHFFFAOYSA-N alpha-n-hexylcinnamic aldehyde Natural products CCCCCCC(C=O)=CC1=CC=CC=C1 GUUHFMWKWLOQMM-UHFFFAOYSA-N 0.000 description 2
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 230000000843 anti-fungal effect Effects 0.000 description 2
- 230000002141 anti-parasite Effects 0.000 description 2
- 229940121375 antifungal agent Drugs 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 229940007550 benzyl acetate Drugs 0.000 description 2
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- WCOGJMOUNVGCLA-UHFFFAOYSA-N bis(3,7-dimethylocta-2,6-dienyl) butanedioate Chemical compound CC(C)=CCCC(C)=CCOC(=O)CCC(=O)OCC=C(C)CCC=C(C)C WCOGJMOUNVGCLA-UHFFFAOYSA-N 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229940098773 bovine serum albumin Drugs 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- 229930008380 camphor Natural products 0.000 description 2
- 229960000846 camphor Drugs 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000005018 casein Substances 0.000 description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
- 235000021240 caseins Nutrition 0.000 description 2
- 229920003118 cationic copolymer Polymers 0.000 description 2
- 235000019705 chickpea protein Nutrition 0.000 description 2
- 229960005233 cineole Drugs 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical group O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 2
- NUQDJSMHGCTKNL-UHFFFAOYSA-N cyclohexyl 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1CCCCC1 NUQDJSMHGCTKNL-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical group C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- KRJHRNUTLDTSKY-UHFFFAOYSA-N diethyl cyclohexane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCC(C(=O)OCC)CC1 KRJHRNUTLDTSKY-UHFFFAOYSA-N 0.000 description 2
- XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 description 2
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 229940113120 dipropylene glycol Drugs 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 239000001813 ethyl (2R)-2-methylbutanoate Substances 0.000 description 2
- HCRBXQFHJMCTLF-ZCFIWIBFSA-N ethyl (2r)-2-methylbutanoate Chemical compound CCOC(=O)[C@H](C)CC HCRBXQFHJMCTLF-ZCFIWIBFSA-N 0.000 description 2
- OBNCKNCVKJNDBV-UHFFFAOYSA-N ethyl butyrate Chemical compound CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 102000034238 globular proteins Human genes 0.000 description 2
- 108091005896 globular proteins Proteins 0.000 description 2
- 239000001087 glyceryl triacetate Substances 0.000 description 2
- 235000013773 glyceryl triacetate Nutrition 0.000 description 2
- 239000008266 hair spray Substances 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 2
- 229920002674 hyaluronan Polymers 0.000 description 2
- 229960003160 hyaluronic acid Drugs 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 2
- 239000010954 inorganic particle Substances 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-M isobutyrate Chemical compound CC(C)C([O-])=O KQNPFQTWMSNSAP-UHFFFAOYSA-M 0.000 description 2
- YJSUCBQWLKRPDL-UHFFFAOYSA-N isocyclocitral Chemical compound CC1CC(C)=CC(C)C1C=O YJSUCBQWLKRPDL-UHFFFAOYSA-N 0.000 description 2
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 2
- 235000010420 locust bean gum Nutrition 0.000 description 2
- 239000000711 locust bean gum Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229940041616 menthol Drugs 0.000 description 2
- OVXRPXGVKBHGQO-UYWIDEMCSA-N methyl (1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound C1CC(C(C)C)=CC2=CC[C@H]3[C@@](C(=O)OC)(C)CCC[C@]3(C)[C@H]21 OVXRPXGVKBHGQO-UYWIDEMCSA-N 0.000 description 2
- GVOWHGSUZUUUDR-UHFFFAOYSA-N methyl N-methylanthranilate Chemical compound CNC1=CC=CC=C1C(=O)OC GVOWHGSUZUUUDR-UHFFFAOYSA-N 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 235000011929 mousse Nutrition 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- BSAIUMLZVGUGKX-UHFFFAOYSA-N non-2-enal Chemical compound CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 2
- BOPPSUHPZARXTH-UHFFFAOYSA-N ocean propanal Chemical compound O=CC(C)CC1=CC=C2OCOC2=C1 BOPPSUHPZARXTH-UHFFFAOYSA-N 0.000 description 2
- CWIPUXNYOJYESQ-UHFFFAOYSA-N oxaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=CC=O.NC1=NC(N)=NC(N)=N1 CWIPUXNYOJYESQ-UHFFFAOYSA-N 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 2
- 229960000292 pectin Drugs 0.000 description 2
- 239000012782 phase change material Substances 0.000 description 2
- MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 2
- 239000001738 pogostemon cablin oil Substances 0.000 description 2
- 229920000747 poly(lactic acid) Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000011495 polyisocyanurate Substances 0.000 description 2
- 239000004626 polylactic acid Substances 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000003333 secondary alcohols Chemical class 0.000 description 2
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000003509 tertiary alcohols Chemical class 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- 125000005425 toluyl group Chemical group 0.000 description 2
- 229960002622 triacetin Drugs 0.000 description 2
- 239000001069 triethyl citrate Substances 0.000 description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 2
- RGVQNSFGUOIKFF-UHFFFAOYSA-N verdyl acetate Chemical compound C12CC=CC2C2CC(OC(=O)C)C1C2 RGVQNSFGUOIKFF-UHFFFAOYSA-N 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 description 2
- 125000005023 xylyl group Chemical group 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 2
- 229930007850 β-damascenone Natural products 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 1
- WTOYNNBCKUYIKC-JMSVASOKSA-N (+)-nootkatone Chemical compound C1C[C@@H](C(C)=C)C[C@@]2(C)[C@H](C)CC(=O)C=C21 WTOYNNBCKUYIKC-JMSVASOKSA-N 0.000 description 1
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- NFLGAXVYCFJBMK-IUCAKERBSA-N (-)-isomenthone Chemical compound CC(C)[C@@H]1CC[C@H](C)CC1=O NFLGAXVYCFJBMK-IUCAKERBSA-N 0.000 description 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- PXLKJWMSFPYVNB-UHFFFAOYSA-N (1-methyl-4-propan-2-ylcyclohexyl) acetate Chemical compound CC(C)C1CCC(C)(OC(C)=O)CC1 PXLKJWMSFPYVNB-UHFFFAOYSA-N 0.000 description 1
- ODZMYNHWVMNAFY-RKDXNWHRSA-N (1R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene Chemical compound CC1=CC[C@@H]2C[C@H]1SC2(C)C ODZMYNHWVMNAFY-RKDXNWHRSA-N 0.000 description 1
- CAHBWTKATBUYHO-OWBHPGMISA-N (1Z)-3-methylcyclopentadecene Chemical compound CC\1CCCCCCCCCCCC\C=C/1 CAHBWTKATBUYHO-OWBHPGMISA-N 0.000 description 1
- FAXNZPOZWCWYBD-IWSPIJDZSA-N (1r,4r,5r)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane Chemical compound C[C@@H]1CC[C@H]2C(C)(C)S[C@@H]1C2 FAXNZPOZWCWYBD-IWSPIJDZSA-N 0.000 description 1
- UWSPWQQZFOSTHS-UHFFFAOYSA-N (2,5-dimethyl-1,3-dihydroinden-2-yl)methanol Chemical compound CC1=CC=C2CC(C)(CO)CC2=C1 UWSPWQQZFOSTHS-UHFFFAOYSA-N 0.000 description 1
- OLPGHBILOFNQNR-UHFFFAOYSA-N (2-methoxy-4-methylphenyl) methyl carbonate Chemical compound COC(=O)OC1=CC=C(C)C=C1OC OLPGHBILOFNQNR-UHFFFAOYSA-N 0.000 description 1
- AMXYRHBJZOVHOL-ODYTWBPASA-N (2E,6Z)-nona-2,6-dien-1-ol Chemical compound CC\C=C/CC\C=C\CO AMXYRHBJZOVHOL-ODYTWBPASA-N 0.000 description 1
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- RVOKNSFEAOYULQ-HTQZYQBOSA-N (2r,5r)-5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one Chemical compound C[C@@H]1CC[C@@H](C(C)(C)S)C(=O)C1 RVOKNSFEAOYULQ-HTQZYQBOSA-N 0.000 description 1
- BVDMQAQCEBGIJR-MJBXVCDLSA-N (3R)-1-[(1S,6S)-2,2,6-trimethylcyclohexyl]hexan-3-ol Chemical compound CCC[C@@H](O)CC[C@H]1[C@@H](C)CCCC1(C)C BVDMQAQCEBGIJR-MJBXVCDLSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- BVDMQAQCEBGIJR-BFHYXJOUSA-N (3r)-1-[(1r,6s)-2,2,6-trimethylcyclohexyl]hexan-3-ol Chemical compound CCC[C@@H](O)CC[C@@H]1[C@@H](C)CCCC1(C)C BVDMQAQCEBGIJR-BFHYXJOUSA-N 0.000 description 1
- BVDMQAQCEBGIJR-MELADBBJSA-N (3s)-1-[(1r,6s)-2,2,6-trimethylcyclohexyl]hexan-3-ol Chemical compound CCC[C@H](O)CC[C@@H]1[C@@H](C)CCCC1(C)C BVDMQAQCEBGIJR-MELADBBJSA-N 0.000 description 1
- FGDINYRLQOKVQS-RYPBNFRJSA-N (3s,3as,6r,7ar)-3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3h-1-benzofuran-2-one Chemical compound C1C[C@@H](C)C[C@H]2OC(=O)[C@@H](C)[C@@H]21 FGDINYRLQOKVQS-RYPBNFRJSA-N 0.000 description 1
- YBDPZJGWLRHCHO-OTDCXJTMSA-N (3s,4s,5s)-4,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,4'-cyclohex-2-ene]-1'-one Chemical compound C([C@@]([C@@H]1C)(C2(C)C)[H])C2C[C@@]21CCC(=O)C=C2 YBDPZJGWLRHCHO-OTDCXJTMSA-N 0.000 description 1
- QQEJQOCPOXXQJZ-UHFFFAOYSA-N (4-ethyl-2-methoxyphenyl) methyl carbonate Chemical compound CCC1=CC=C(OC(=O)OC)C(OC)=C1 QQEJQOCPOXXQJZ-UHFFFAOYSA-N 0.000 description 1
- YWJHQHJWHJRTAB-JTQLQIEISA-N (4r)-4-(2-methoxypropan-2-yl)-1-methylcyclohexene Chemical compound COC(C)(C)[C@@H]1CCC(C)=CC1 YWJHQHJWHJRTAB-JTQLQIEISA-N 0.000 description 1
- RFEUMWKMELDWIM-UHFFFAOYSA-N (5,5,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl) acetate Chemical compound CC1(C)CCCC2(C)CC(OC(=O)C)CCC21 RFEUMWKMELDWIM-UHFFFAOYSA-N 0.000 description 1
- FGDINYRLQOKVQS-LJSVPSOQSA-N (6r)-3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3h-1-benzofuran-2-one Chemical compound C1C[C@@H](C)CC2OC(=O)C(C)C21 FGDINYRLQOKVQS-LJSVPSOQSA-N 0.000 description 1
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- NBCMACYORPIYNY-NSCUHMNNSA-N (E)-jasmolactone Chemical compound C\C=C\CCC1CCCC(=O)O1 NBCMACYORPIYNY-NSCUHMNNSA-N 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- MMCDSVCBSAMNPL-HJWRWDBZSA-N (Z)-4-Dodecenal Chemical compound CCCCCCC\C=C/CCC=O MMCDSVCBSAMNPL-HJWRWDBZSA-N 0.000 description 1
- NVIPUOMWGQAOIT-RQOWECAXSA-N (Z)-7-Hexadecen-1,16-olide Chemical compound O=C1CCCCC\C=C/CCCCCCCCO1 NVIPUOMWGQAOIT-RQOWECAXSA-N 0.000 description 1
- ZKVZSBSZTMPBQR-OWOJBTEDSA-N (Z)-9-Cycloheptadecen-1-one Chemical compound O=C1CCCCCCC\C=C\CCCCCCC1 ZKVZSBSZTMPBQR-OWOJBTEDSA-N 0.000 description 1
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 description 1
- KHQDWCKZXLWDNM-BWODNOAJSA-N (e)-2-ethyl-4-[(1r)-2,2,3-trimethylcyclopent-3-en-1-yl]but-2-en-1-ol Chemical compound CC\C(CO)=C/C[C@H]1CC=C(C)C1(C)C KHQDWCKZXLWDNM-BWODNOAJSA-N 0.000 description 1
- QZFSNJAQFWEXEA-DPIRACIPSA-N (e)-3,3-dimethyl-5-[(1r)-2,2,3-trimethylcyclopent-3-en-1-yl]pent-4-en-2-ol Chemical compound CC(O)C(C)(C)\C=C\[C@H]1CC=C(C)C1(C)C QZFSNJAQFWEXEA-DPIRACIPSA-N 0.000 description 1
- ZWKNLRXFUTWSOY-QPJJXVBHSA-N (e)-3-phenylprop-2-enenitrile Chemical compound N#C\C=C\C1=CC=CC=C1 ZWKNLRXFUTWSOY-QPJJXVBHSA-N 0.000 description 1
- LBKHGAIELUNYML-ZRDIBKRKSA-N (e)-4-methyl-5-(4-methylphenyl)pent-4-enal Chemical compound O=CCCC(/C)=C/C1=CC=C(C)C=C1 LBKHGAIELUNYML-ZRDIBKRKSA-N 0.000 description 1
- ZLYYJUJDFKGVKB-OWOJBTEDSA-N (e)-but-2-enedioyl dichloride Chemical compound ClC(=O)\C=C\C(Cl)=O ZLYYJUJDFKGVKB-OWOJBTEDSA-N 0.000 description 1
- CWRKZMLUDFBPAO-VOTSOKGWSA-N (e)-dec-4-enal Chemical compound CCCCC\C=C\CCC=O CWRKZMLUDFBPAO-VOTSOKGWSA-N 0.000 description 1
- VKWHHXRPUBTXCX-ZHACJKMWSA-N (e)-tridec-3-enenitrile Chemical compound CCCCCCCCC\C=C\CC#N VKWHHXRPUBTXCX-ZHACJKMWSA-N 0.000 description 1
- YYMCVDNIIFNDJK-XFQWXJFMSA-N (z)-1-(3-fluorophenyl)-n-[(z)-(3-fluorophenyl)methylideneamino]methanimine Chemical compound FC1=CC=CC(\C=N/N=C\C=2C=C(F)C=CC=2)=C1 YYMCVDNIIFNDJK-XFQWXJFMSA-N 0.000 description 1
- CCUZJLSMWJWYBU-HVMWSGSDSA-N (z)-undec-9-enal;(e)-undec-9-enal Chemical compound C\C=C\CCCCCCCC=O.C\C=C/CCCCCCCC=O CCUZJLSMWJWYBU-HVMWSGSDSA-N 0.000 description 1
- JZLWSRCQCPAUDP-UHFFFAOYSA-N 1,3,5-triazine-2,4,6-triamine;urea Chemical compound NC(N)=O.NC1=NC(N)=NC(N)=N1 JZLWSRCQCPAUDP-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- SWJPEBQEEAHIGZ-UHFFFAOYSA-N 1,4-dibromobenzene Chemical compound BrC1=CC=C(Br)C=C1 SWJPEBQEEAHIGZ-UHFFFAOYSA-N 0.000 description 1
- YRILEURMKYHART-UHFFFAOYSA-N 1,5,5-trimethyl-4-(3-methylpentyl)cyclopentene Chemical compound CCC(C)CCC1CC=C(C)C1(C)C YRILEURMKYHART-UHFFFAOYSA-N 0.000 description 1
- BVDMQAQCEBGIJR-UHFFFAOYSA-N 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol Chemical compound CCCC(O)CCC1C(C)CCCC1(C)C BVDMQAQCEBGIJR-UHFFFAOYSA-N 0.000 description 1
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 1
- IOFYRNMXFRRJPS-UHFFFAOYSA-N 1-(3,3-dimethylcyclohexen-1-yl)pent-4-en-1-one Chemical compound CC1(C)CCCC(C(=O)CCC=C)=C1 IOFYRNMXFRRJPS-UHFFFAOYSA-N 0.000 description 1
- OEVIJAZJVZDBQL-UHFFFAOYSA-N 1-(5,5-dimethylcyclohexen-1-yl)pent-4-en-1-one Chemical compound CC1(C)CCC=C(C(=O)CCC=C)C1 OEVIJAZJVZDBQL-UHFFFAOYSA-N 0.000 description 1
- WUAPJQYLVHJBCV-UHFFFAOYSA-N 1-(5-ethyl-5-methylcyclohexen-1-yl)pent-4-en-1-one Chemical compound CCC1(C)CCC=C(C(=O)CCC=C)C1 WUAPJQYLVHJBCV-UHFFFAOYSA-N 0.000 description 1
- DTASASPITSYOBC-UHFFFAOYSA-N 1-(5-propyl-1,3-benzodioxol-2-yl)ethanone Chemical compound CCCC1=CC=C2OC(C(C)=O)OC2=C1 DTASASPITSYOBC-UHFFFAOYSA-N 0.000 description 1
- SERLAGPUMNYUCK-DCUALPFSSA-N 1-O-alpha-D-glucopyranosyl-D-mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SERLAGPUMNYUCK-DCUALPFSSA-N 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- BVDMQAQCEBGIJR-YIOYIWSBSA-N 1-[(1s,6r)-2,2,6-trimethylcyclohexyl]hexan-3-ol Chemical compound CCCC(O)CC[C@H]1[C@H](C)CCCC1(C)C BVDMQAQCEBGIJR-YIOYIWSBSA-N 0.000 description 1
- UHKIGXVNMXYBOP-UHFFFAOYSA-M 1-ethenyl-3-methylimidazol-3-ium;chloride Chemical compound [Cl-].C[N+]=1C=CN(C=C)C=1 UHKIGXVNMXYBOP-UHFFFAOYSA-M 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- CNANHJLQJZEVPS-UHFFFAOYSA-N 1-ethoxyethoxycyclododecane Chemical compound CCOC(C)OC1CCCCCCCCCCC1 CNANHJLQJZEVPS-UHFFFAOYSA-N 0.000 description 1
- GTDLILFCRHJTRW-UHFFFAOYSA-N 1-methoxyhexane-3-thiol Chemical compound CCCC(S)CCOC GTDLILFCRHJTRW-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- VUIWFNRBSGUSIN-UHFFFAOYSA-N 1-methyl-4-(4-methylpent-3-enyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)=CCCC1=CCC(C)(C=O)CC1 VUIWFNRBSGUSIN-UHFFFAOYSA-N 0.000 description 1
- QQLIGMASAVJVON-UHFFFAOYSA-N 1-naphthalen-1-ylethanone Chemical compound C1=CC=C2C(C(=O)C)=CC=CC2=C1 QQLIGMASAVJVON-UHFFFAOYSA-N 0.000 description 1
- QILMAYXCYBTEDM-UHFFFAOYSA-N 1-oxacycloheptadec-10-en-2-one Chemical compound O=C1CCCCCCCC=CCCCCCCO1 QILMAYXCYBTEDM-UHFFFAOYSA-N 0.000 description 1
- KHLFMZDGADSQGR-UHFFFAOYSA-N 1-oxacyclohexadec-3-en-2-one Chemical compound O=C1OCCCCCCCCCCCCC=C1 KHLFMZDGADSQGR-UHFFFAOYSA-N 0.000 description 1
- HWCUCNKPBMGSSC-UHFFFAOYSA-N 1-phenylethenyl acetate Chemical compound CC(=O)OC(=C)C1=CC=CC=C1 HWCUCNKPBMGSSC-UHFFFAOYSA-N 0.000 description 1
- MGWGNGWZAQWPAD-UHFFFAOYSA-N 10-ethylidene-3-oxatricyclo[6.2.1.02,7]undecan-4-one Chemical compound C12OC(=O)CCC2C2CC(=CC)C1C2 MGWGNGWZAQWPAD-UHFFFAOYSA-N 0.000 description 1
- MVOSYKNQRRHGKX-UHFFFAOYSA-N 11-Undecanolactone Chemical compound O=C1CCCCCCCCCCO1 MVOSYKNQRRHGKX-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-IUCAKERBSA-N 1S,5S-(-)-alpha-Pinene Natural products CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 1
- OJHKGCQYPZHBGK-UHFFFAOYSA-N 2,2-bis[(2-carbonochloridoylbenzoyl)oxymethyl]butyl 2-carbonochloridoylbenzoate Chemical compound ClC(=O)C1=C(C(=O)OCC(CC)(COC(C2=C(C=CC=C2)C(=O)Cl)=O)COC(C2=C(C=CC=C2)C(=O)Cl)=O)C=CC=C1 OJHKGCQYPZHBGK-UHFFFAOYSA-N 0.000 description 1
- LDRKVDQOZKJZLZ-UHFFFAOYSA-N 2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butyl 4-chloro-4-oxobutanoate Chemical compound ClC(CCC(=O)OCC(CC)(COC(CCC(Cl)=O)=O)COC(CCC(=O)Cl)=O)=O LDRKVDQOZKJZLZ-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- CXTDHVZIWXLRBJ-UHFFFAOYSA-N 2,6,6-trimethylcyclohex-3-ene-1-carboxylic acid Chemical compound CC1C=CCC(C)(C)C1C(O)=O CXTDHVZIWXLRBJ-UHFFFAOYSA-N 0.000 description 1
- OXAOETZSXSLKPI-UHFFFAOYSA-N 2-(2-chloro-2-oxoethyl)sulfanylbutanedioyl dichloride Chemical compound ClC(CSC(C(=O)Cl)CC(=O)Cl)=O OXAOETZSXSLKPI-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- FXVSXUHVVJBMJR-UHFFFAOYSA-N 2-(2-methyl-4-phenylbut-1-enoxy)ethylbenzene Chemical compound CC(CCC1=CC=CC=C1)=COCCC1=CC=CC=C1 FXVSXUHVVJBMJR-UHFFFAOYSA-N 0.000 description 1
- JJJPNTQYUJPWGQ-UHFFFAOYSA-N 2-(3-Phenylpropyl)pyridine Chemical compound C=1C=CC=NC=1CCCC1=CC=CC=C1 JJJPNTQYUJPWGQ-UHFFFAOYSA-N 0.000 description 1
- AUYIPUXBYUMKFV-UHFFFAOYSA-N 2-(4-chloro-4-oxobutanoyl)oxypropyl 4-chloro-4-oxobutanoate Chemical compound CC(COC(=O)CCC(Cl)=O)OC(=O)CCC(Cl)=O AUYIPUXBYUMKFV-UHFFFAOYSA-N 0.000 description 1
- HBNHCGDYYBMKJN-UHFFFAOYSA-N 2-(4-methylcyclohexyl)propan-2-yl acetate Chemical compound CC1CCC(C(C)(C)OC(C)=O)CC1 HBNHCGDYYBMKJN-UHFFFAOYSA-N 0.000 description 1
- KWNAUDMYKHHEOA-UHFFFAOYSA-N 2-(4-methylphenoxy)acetaldehyde Chemical compound CC1=CC=C(OCC=O)C=C1 KWNAUDMYKHHEOA-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- MJTPMXWJHPOWGH-UHFFFAOYSA-N 2-Phenoxyethyl isobutyrate Chemical compound CC(C)C(=O)OCCOC1=CC=CC=C1 MJTPMXWJHPOWGH-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- JKXYOQDLERSFPT-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-octadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO JKXYOQDLERSFPT-UHFFFAOYSA-N 0.000 description 1
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 1
- BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-butanol Substances CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
- MLMGJTAJUDSUKA-UHFFFAOYSA-N 2-ethenyl-1h-imidazole Chemical compound C=CC1=NC=CN1 MLMGJTAJUDSUKA-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- KHQDWCKZXLWDNM-UHFFFAOYSA-N 2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol Chemical compound CCC(CO)=CCC1CC=C(C)C1(C)C KHQDWCKZXLWDNM-UHFFFAOYSA-N 0.000 description 1
- PJXHBTZLHITWFX-UHFFFAOYSA-N 2-heptylcyclopentan-1-one Chemical compound CCCCCCCC1CCCC1=O PJXHBTZLHITWFX-UHFFFAOYSA-N 0.000 description 1
- SBPCDHPYHZAFFW-UHFFFAOYSA-N 2-methyl-1-octan-3-yloxyundec-1-ene Chemical compound CC(=COC(CC)CCCCC)CCCCCCCCC SBPCDHPYHZAFFW-UHFFFAOYSA-N 0.000 description 1
- DGHXZJZALPECTJ-UHFFFAOYSA-N 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-1-ol Chemical compound OCC(C)CC(=C)C1CC=C(C)C1(C)C DGHXZJZALPECTJ-UHFFFAOYSA-N 0.000 description 1
- MBZKQDXXFMITAC-UHFFFAOYSA-N 2-methylbutyl butanoate Chemical compound CCCC(=O)OCC(C)CC MBZKQDXXFMITAC-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QZFSNJAQFWEXEA-UHFFFAOYSA-N 3,3-dimethyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)(C)C=CC1CC=C(C)C1(C)C QZFSNJAQFWEXEA-UHFFFAOYSA-N 0.000 description 1
- QZFSNJAQFWEXEA-ZGTCLIOFSA-N 3,3-dimethyl-5-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]pent-4-en-2-ol Chemical compound CC(O)C(C)(C)C=C[C@H]1CC=C(C)C1(C)C QZFSNJAQFWEXEA-ZGTCLIOFSA-N 0.000 description 1
- DEMWVPUIZCCHPT-UHFFFAOYSA-N 3,5,6-trimethylcyclohex-3-ene-1-carbaldehyde Chemical compound CC1C=C(C)CC(C=O)C1C DEMWVPUIZCCHPT-UHFFFAOYSA-N 0.000 description 1
- QPNXWGRYYRSVET-UHFFFAOYSA-N 3,7,11-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene Chemical compound CC1CC=CC(C)CC=CC(C)CC2OC21 QPNXWGRYYRSVET-UHFFFAOYSA-N 0.000 description 1
- MTDAKBBUYMYKAR-UHFFFAOYSA-N 3,7-dimethyloct-6-enenitrile Chemical compound N#CCC(C)CCC=C(C)C MTDAKBBUYMYKAR-UHFFFAOYSA-N 0.000 description 1
- GEPCDOWRWODJEY-UHFFFAOYSA-N 3-(3,3-dimethyl-1,2-dihydroinden-5-yl)propanal Chemical compound C1=C(CCC=O)C=C2C(C)(C)CCC2=C1 GEPCDOWRWODJEY-UHFFFAOYSA-N 0.000 description 1
- IHMKWBJKOWYASH-UHFFFAOYSA-N 3-(4,4-dimethylcyclohexen-1-yl)propanal Chemical compound CC1(C)CCC(CCC=O)=CC1 IHMKWBJKOWYASH-UHFFFAOYSA-N 0.000 description 1
- TYCHBDHDMFEQMC-UHFFFAOYSA-N 3-(dimethylamino)-2-methylprop-2-enoic acid Chemical compound CN(C)C=C(C)C(O)=O TYCHBDHDMFEQMC-UHFFFAOYSA-N 0.000 description 1
- LNTJADZLGCWBQH-UHFFFAOYSA-N 3-dodecylsulfanyl-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one Chemical compound CCCCCCCCCCCCSC(C)CC(=O)C1C(C)C=CCC1(C)C LNTJADZLGCWBQH-UHFFFAOYSA-N 0.000 description 1
- JUCARGIKESIVLB-UHFFFAOYSA-N 3-mercaptohexyl acetate Chemical compound CCCC(S)CCOC(C)=O JUCARGIKESIVLB-UHFFFAOYSA-N 0.000 description 1
- FKLSTTWRGDCXOK-UHFFFAOYSA-N 3-methoxy-7,7-dimethyl-10-methylidenebicyclo[4.3.1]decane Chemical compound C1C(OC)CCC2C(C)(C)CCC1C2=C FKLSTTWRGDCXOK-UHFFFAOYSA-N 0.000 description 1
- NGYMOTOXXHCHOC-UHFFFAOYSA-N 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol Chemical compound CC(O)C(C)CCC1CC=C(C)C1(C)C NGYMOTOXXHCHOC-UHFFFAOYSA-N 0.000 description 1
- QELCXXZZKSRBET-UHFFFAOYSA-N 3-methyl-5-phenylpent-2-enenitrile Chemical compound N#CC=C(C)CCC1=CC=CC=C1 QELCXXZZKSRBET-UHFFFAOYSA-N 0.000 description 1
- OXYRENDGHPGWKV-UHFFFAOYSA-N 3-methyl-5-phenylpentan-1-ol Chemical compound OCCC(C)CCC1=CC=CC=C1 OXYRENDGHPGWKV-UHFFFAOYSA-N 0.000 description 1
- VBVHHAXCYHWVKK-UHFFFAOYSA-N 3-methyl-6-propan-2-ylcyclohex-2-ene-1-thiol Chemical compound CC(C)C1CCC(C)=CC1S VBVHHAXCYHWVKK-UHFFFAOYSA-N 0.000 description 1
- 125000001331 3-methylbutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])O* 0.000 description 1
- NKMKFQCVDZVEJR-UHFFFAOYSA-N 3-methylcyclopentadec-5-en-1-one Chemical compound CC1CC=CCCCCCCCCCC(=O)C1 NKMKFQCVDZVEJR-UHFFFAOYSA-N 0.000 description 1
- WPKWKTFXIURJFK-UHFFFAOYSA-N 3-methylhex-2-enyl acetate Chemical compound CCCC(C)=CCOC(C)=O WPKWKTFXIURJFK-UHFFFAOYSA-N 0.000 description 1
- SQVJYNSGAXORSQ-UHFFFAOYSA-N 4,6-dimethyl-2-phenyl-3,6-dihydro-2h-pyran Chemical compound C1C(C)=CC(C)OC1C1=CC=CC=C1 SQVJYNSGAXORSQ-UHFFFAOYSA-N 0.000 description 1
- KJCYADDLQAAPHD-UHFFFAOYSA-N 4-(2,4,5-tricarbonochloridoylbenzoyl)oxybutyl 2,4,5-tricarbonochloridoylbenzoate Chemical compound ClC(=O)C1=C(C(=O)OCCCCOC(C2=C(C=C(C(=C2)C(=O)Cl)C(=O)Cl)C(=O)Cl)=O)C=C(C(=C1)C(=O)Cl)C(=O)Cl KJCYADDLQAAPHD-UHFFFAOYSA-N 0.000 description 1
- BGTBFNDXYDYBEY-FNORWQNLSA-N 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one Chemical compound C\C=C\C(=O)C1=C(C)CCCC1(C)C BGTBFNDXYDYBEY-FNORWQNLSA-N 0.000 description 1
- YWJHQHJWHJRTAB-UHFFFAOYSA-N 4-(2-Methoxypropan-2-yl)-1-methylcyclohex-1-ene Chemical compound COC(C)(C)C1CCC(C)=CC1 YWJHQHJWHJRTAB-UHFFFAOYSA-N 0.000 description 1
- CWRKZMLUDFBPAO-SREVYHEPSA-N 4-Decenal Chemical compound CCCCC\C=C/CCC=O CWRKZMLUDFBPAO-SREVYHEPSA-N 0.000 description 1
- HFNGYHHRRMSKEU-UHFFFAOYSA-N 4-Methoxybenzyl acetate Chemical compound COC1=CC=C(COC(C)=O)C=C1 HFNGYHHRRMSKEU-UHFFFAOYSA-N 0.000 description 1
- KZZASWGRLOTITL-UHFFFAOYSA-N 4-cyclohexyl-2-methylbutan-2-ol Chemical compound CC(C)(O)CCC1CCCCC1 KZZASWGRLOTITL-UHFFFAOYSA-N 0.000 description 1
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 1
- YVSNOTITPICPTB-UHFFFAOYSA-N 4-methyl-2-(2-methylpropyl)oxan-4-ol Chemical compound CC(C)CC1CC(C)(O)CCO1 YVSNOTITPICPTB-UHFFFAOYSA-N 0.000 description 1
- FILVPVLQGMBYPS-UHFFFAOYSA-N 4-methyl-2-pentylpyridine Chemical compound CCCCCC1=CC(C)=CC=N1 FILVPVLQGMBYPS-UHFFFAOYSA-N 0.000 description 1
- SWOPLXXJAVYFPY-UHFFFAOYSA-N 4-methyl-2-phenyl-3,6-dihydro-2h-pyran Chemical compound C1C(C)=CCOC1C1=CC=CC=C1 SWOPLXXJAVYFPY-UHFFFAOYSA-N 0.000 description 1
- GDAVABNCFOTAOD-UHFFFAOYSA-N 4-methyl-2-phenyloxane Chemical compound C1C(C)CCOC1C1=CC=CC=C1 GDAVABNCFOTAOD-UHFFFAOYSA-N 0.000 description 1
- YXKYECZAOSJDGP-UHFFFAOYSA-N 4-methyl-6-phenyl-3,6-dihydro-2h-pyran Chemical compound O1CCC(C)=CC1C1=CC=CC=C1 YXKYECZAOSJDGP-UHFFFAOYSA-N 0.000 description 1
- AVJUDQZBROVIIP-UHFFFAOYSA-N 41723-98-2 Chemical compound CC1OC11C(C2C3CC(C)=CC2)CC3C1 AVJUDQZBROVIIP-UHFFFAOYSA-N 0.000 description 1
- VWFXPROOUAWFEE-UHFFFAOYSA-N 41724-19-0 Chemical compound C12CC(=O)C(C)CC2C2CC1CC2 VWFXPROOUAWFEE-UHFFFAOYSA-N 0.000 description 1
- WWJLCYHYLZZXBE-UHFFFAOYSA-N 5-chloro-1,3-dihydroindol-2-one Chemical compound ClC1=CC=C2NC(=O)CC2=C1 WWJLCYHYLZZXBE-UHFFFAOYSA-N 0.000 description 1
- PXRBWNLUQYZAAX-UHFFFAOYSA-N 6-Butyltetrahydro-2H-pyran-2-one Chemical compound CCCCC1CCCC(=O)O1 PXRBWNLUQYZAAX-UHFFFAOYSA-N 0.000 description 1
- YZRXRLLRSPQHDK-UHFFFAOYSA-N 6-Hexyltetrahydro-2H-pyran-2-one Chemical compound CCCCCCC1CCCC(=O)O1 YZRXRLLRSPQHDK-UHFFFAOYSA-N 0.000 description 1
- JHRDMNILWGIFBI-UHFFFAOYSA-N 6-diazenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(N=N)=N1 JHRDMNILWGIFBI-UHFFFAOYSA-N 0.000 description 1
- OPFPLXAEUOBWQR-UHFFFAOYSA-N 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane Chemical compound CC1OCCC11SCCN1 OPFPLXAEUOBWQR-UHFFFAOYSA-N 0.000 description 1
- GHBSPIPJMLAMEP-UHFFFAOYSA-N 6-pentyloxan-2-one Chemical compound CCCCCC1CCCC(=O)O1 GHBSPIPJMLAMEP-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- ZPFJBPIFMMENKC-UHFFFAOYSA-N 67634-24-6 Chemical compound C12C=CCC2C2CC(OC(=O)CC)C1C2 ZPFJBPIFMMENKC-UHFFFAOYSA-N 0.000 description 1
- LLVFKEOMLYDSGT-UHFFFAOYSA-N 69486-14-2 Chemical compound C12CCC(=O)OC2C2CC(=CC)C1C2 LLVFKEOMLYDSGT-UHFFFAOYSA-N 0.000 description 1
- KQPGRKHBHURUAP-UHFFFAOYSA-N 7-propyl-1,5-benzodioxepin-3-one Chemical compound O1CC(=O)COC2=CC(CCC)=CC=C21 KQPGRKHBHURUAP-UHFFFAOYSA-N 0.000 description 1
- UNHPNXMTAQYTRG-UHFFFAOYSA-N 8-butan-2-ylquinoline Chemical compound C1=CN=C2C(C(C)CC)=CC=CC2=C1 UNHPNXMTAQYTRG-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
- 235000009436 Actinidia deliciosa Nutrition 0.000 description 1
- 244000298697 Actinidia deliciosa Species 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- TWXUTZNBHUWMKJ-UHFFFAOYSA-N Allyl cyclohexylpropionate Chemical compound C=CCOC(=O)CCC1CCCCC1 TWXUTZNBHUWMKJ-UHFFFAOYSA-N 0.000 description 1
- YPZUZOLGGMJZJO-UHFFFAOYSA-N Ambronide Chemical compound C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 description 1
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical group NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 1
- 241000249058 Anthracothorax Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241000238421 Arthropoda Species 0.000 description 1
- 108010011485 Aspartame Proteins 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 240000000385 Brassica napus var. napus Species 0.000 description 1
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 235000004936 Bromus mango Nutrition 0.000 description 1
- LNTJADZLGCWBQH-VUSXNOBASA-N C(CCCCCCCCCCC)SC(CC(=O)[C@H]1[C@@H](C=CCC1(C)C)C)C Chemical compound C(CCCCCCCCCCC)SC(CC(=O)[C@H]1[C@@H](C=CCC1(C)C)C)C LNTJADZLGCWBQH-VUSXNOBASA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 240000004160 Capsicum annuum Species 0.000 description 1
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 102100038608 Cathelicidin antimicrobial peptide Human genes 0.000 description 1
- 101710140438 Cathelicidin antimicrobial peptide Proteins 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 235000009849 Cucumis sativus Nutrition 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
- YYLLIJHXUHJATK-UHFFFAOYSA-N Cyclohexyl acetate Chemical compound CC(=O)OC1CCCCC1 YYLLIJHXUHJATK-UHFFFAOYSA-N 0.000 description 1
- NOTFZGFABLVTIG-UHFFFAOYSA-N Cyclohexylethyl acetate Chemical compound CC(=O)OCCC1CCCCC1 NOTFZGFABLVTIG-UHFFFAOYSA-N 0.000 description 1
- BZKFMUIJRXWWQK-UHFFFAOYSA-N Cyclopentenone Chemical group O=C1CCC=C1 BZKFMUIJRXWWQK-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 108010082495 Dietary Plant Proteins Proteins 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PXIKRTCSSLJURC-UHFFFAOYSA-N Dihydroeugenol Chemical compound CCCC1=CC=C(O)C(OC)=C1 PXIKRTCSSLJURC-UHFFFAOYSA-N 0.000 description 1
- 241000402754 Erythranthe moschata Species 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- NHJSLVJXXDHDRV-UHFFFAOYSA-N Etaspirene Chemical compound CCC1=CCCC(C)(C)C11C=CC(C)O1 NHJSLVJXXDHDRV-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- KBEBGUQPQBELIU-CMDGGOBGSA-N Ethyl cinnamate Chemical compound CCOC(=O)\C=C\C1=CC=CC=C1 KBEBGUQPQBELIU-CMDGGOBGSA-N 0.000 description 1
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- 239000001512 FEMA 4601 Substances 0.000 description 1
- AZKVWQKMDGGDSV-BCMRRPTOSA-N Genipin Chemical compound COC(=O)C1=CO[C@@H](O)[C@@H]2C(CO)=CC[C@H]12 AZKVWQKMDGGDSV-BCMRRPTOSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 1
- KGEKLUUHTZCSIP-UHFFFAOYSA-N Isobornyl acetate Natural products C1CC2(C)C(OC(=O)C)CC1C2(C)C KGEKLUUHTZCSIP-UHFFFAOYSA-N 0.000 description 1
- XXIKYCPRDXIMQM-UHFFFAOYSA-N Isopentenyl acetate Chemical compound CC(C)=CCOC(C)=O XXIKYCPRDXIMQM-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- 238000007696 Kjeldahl method Methods 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 1
- 229930064664 L-arginine Natural products 0.000 description 1
- 235000014852 L-arginine Nutrition 0.000 description 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- 108010060630 Lactoglobulins Proteins 0.000 description 1
- 102000008192 Lactoglobulins Human genes 0.000 description 1
- 102220549062 Low molecular weight phosphotyrosine protein phosphatase_C13S_mutation Human genes 0.000 description 1
- 241000219745 Lupinus Species 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- 235000014826 Mangifera indica Nutrition 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000014749 Mentha crispa Nutrition 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 244000078639 Mentha spicata Species 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 102000014171 Milk Proteins Human genes 0.000 description 1
- 108010011756 Milk Proteins Proteins 0.000 description 1
- 240000005561 Musa balbisiana Species 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- QUBHKIHVNBLQBS-UHFFFAOYSA-N N-benzyl-N',N'-dimethyl-N-(3-methylphenyl)-1-phenylethane-1,2-diamine 2,3-dihydroxybutanedioic acid Chemical compound OC(=O)C(O)C(O)C(O)=O.C=1C=CC=CC=1C(CN(C)C)N(C=1C=C(C)C=CC=1)CC1=CC=CC=C1 QUBHKIHVNBLQBS-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 235000005305 Nypa fruticans Nutrition 0.000 description 1
- 244000004005 Nypa fruticans Species 0.000 description 1
- XQOAKYYZMDCSIA-UHFFFAOYSA-N O1OO1 Chemical class O1OO1 XQOAKYYZMDCSIA-UHFFFAOYSA-N 0.000 description 1
- FEULWJOPPYMKQQ-UHFFFAOYSA-N O=C(CCC(Cl)=O)OCC(COC(CCC(Cl)=O)=O)OC(CCC(Cl)=O)=O Chemical compound O=C(CCC(Cl)=O)OCC(COC(CCC(Cl)=O)=O)OC(CCC(Cl)=O)=O FEULWJOPPYMKQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 108010058846 Ovalbumin Proteins 0.000 description 1
- 241000282372 Panthera onca Species 0.000 description 1
- 235000000370 Passiflora edulis Nutrition 0.000 description 1
- 244000288157 Passiflora edulis Species 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- ZOZIRNMDEZKZHM-UHFFFAOYSA-N Phenethyl phenylacetate Chemical compound C=1C=CC=CC=1CCOC(=O)CC1=CC=CC=C1 ZOZIRNMDEZKZHM-UHFFFAOYSA-N 0.000 description 1
- MIYFJEKZLFWKLZ-UHFFFAOYSA-N Phenylmethyl benzeneacetate Chemical compound C=1C=CC=CC=1COC(=O)CC1=CC=CC=C1 MIYFJEKZLFWKLZ-UHFFFAOYSA-N 0.000 description 1
- LQKRYVGRPXFFAV-UHFFFAOYSA-N Phenylmethylglycidic ester Chemical compound CCOC(=O)C1OC1(C)C1=CC=CC=C1 LQKRYVGRPXFFAV-UHFFFAOYSA-N 0.000 description 1
- 108010064851 Plant Proteins Proteins 0.000 description 1
- 229920002732 Polyanhydride Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 235000014360 Punica granatum Nutrition 0.000 description 1
- 244000294611 Punica granatum Species 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 235000009184 Spondias indica Nutrition 0.000 description 1
- 244000228451 Stevia rebaudiana Species 0.000 description 1
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 1
- 239000004376 Sucralose Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 1
- CDJJKTLOZJAGIZ-UHFFFAOYSA-N Tolylacetate Chemical compound CC(=O)OC1=CC=C(C)C=C1 CDJJKTLOZJAGIZ-UHFFFAOYSA-N 0.000 description 1
- 108060008539 Transglutaminase Proteins 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 240000000851 Vaccinium corymbosum Species 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- BGKAKRUFBSTALK-UHFFFAOYSA-N Vanillin isobutyrate Chemical compound COC1=CC(C=O)=CC=C1OC(=O)C(C)C BGKAKRUFBSTALK-UHFFFAOYSA-N 0.000 description 1
- 229920001938 Vegetable gum Polymers 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- 244000273928 Zingiber officinale Species 0.000 description 1
- 239000001940 [(1R,4S,6R)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Substances 0.000 description 1
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 1
- KGEKLUUHTZCSIP-UMNHJUIQSA-N [(1s,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] acetate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C)C[C@H]1C2(C)C KGEKLUUHTZCSIP-UMNHJUIQSA-N 0.000 description 1
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
- LMETVDMCIJNNKH-UHFFFAOYSA-N [(3,7-Dimethyl-6-octenyl)oxy]acetaldehyde Chemical compound CC(C)=CCCC(C)CCOCC=O LMETVDMCIJNNKH-UHFFFAOYSA-N 0.000 description 1
- HAGVLTQNKGKTQS-UHFFFAOYSA-N [2-[2,2-bis[(2-carbonochloridoylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-carbonochloridoylbenzoyl)oxymethyl]butyl] 2-carbonochloridoylbenzoate Chemical compound ClC(=O)C1=C(C(=O)OCC(CC)(COC(C2=C(C=CC=C2)C(=O)Cl)=O)COCC(CC)(COC(C2=C(C=CC=C2)C(=O)Cl)=O)COC(C2=C(C=CC=C2)C(=O)Cl)=O)C=CC=C1 HAGVLTQNKGKTQS-UHFFFAOYSA-N 0.000 description 1
- HTEADACXOVYDIW-UHFFFAOYSA-N [2-[2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxobutanoyl)oxymethyl]butyl] 4-chloro-4-oxobutanoate Chemical compound ClC(CCC(=O)OCC(CC)(COC(CCC(=O)Cl)=O)COCC(CC)(COC(CCC(Cl)=O)=O)COC(CCC(=O)Cl)=O)=O HTEADACXOVYDIW-UHFFFAOYSA-N 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-UHFFFAOYSA-N 0.000 description 1
- UZFLPKAIBPNNCA-UHFFFAOYSA-N alpha-ionone Natural products CC(=O)C=CC1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-UHFFFAOYSA-N 0.000 description 1
- UZFLPKAIBPNNCA-BQYQJAHWSA-N alpha-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 229940062909 amyl salicylate Drugs 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- 230000000842 anti-protozoal effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003096 antiparasitic agent Substances 0.000 description 1
- 239000003904 antiprotozoal agent Substances 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000000605 aspartame Substances 0.000 description 1
- 235000010357 aspartame Nutrition 0.000 description 1
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
- 229960003438 aspartame Drugs 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- XTKDAFGWCDAMPY-UHFFFAOYSA-N azaperone Chemical compound C1=CC(F)=CC=C1C(=O)CCCN1CCN(C=2N=CC=CC=2)CC1 XTKDAFGWCDAMPY-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 235000021015 bananas Nutrition 0.000 description 1
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 1
- 229940075506 behentrimonium chloride Drugs 0.000 description 1
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- FNGBYWBFWZVPPV-UHFFFAOYSA-N benzene-1,2,4,5-tetracarbonyl chloride Chemical compound ClC(=O)C1=CC(C(Cl)=O)=C(C(Cl)=O)C=C1C(Cl)=O FNGBYWBFWZVPPV-UHFFFAOYSA-N 0.000 description 1
- CJPIDIRJSIUWRJ-UHFFFAOYSA-N benzene-1,2,4-tricarbonyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C(C(Cl)=O)=C1 CJPIDIRJSIUWRJ-UHFFFAOYSA-N 0.000 description 1
- UWCPYKQBIPYOLX-UHFFFAOYSA-N benzene-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 UWCPYKQBIPYOLX-UHFFFAOYSA-N 0.000 description 1
- 239000001518 benzyl (E)-3-phenylprop-2-enoate Substances 0.000 description 1
- NGHOLYJTSCBCGC-QXMHVHEDSA-N benzyl cinnamate Chemical compound C=1C=CC=CC=1\C=C/C(=O)OCC1=CC=CC=C1 NGHOLYJTSCBCGC-QXMHVHEDSA-N 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- POIARNZEYGURDG-UHFFFAOYSA-N beta-damascenone Natural products CC=CC(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-UHFFFAOYSA-N 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 235000021014 blueberries Nutrition 0.000 description 1
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 1
- 229940116229 borneol Drugs 0.000 description 1
- FZJUFJKVIYFBSY-UHFFFAOYSA-N bourgeonal Chemical compound CC(C)(C)C1=CC=C(CCC=O)C=C1 FZJUFJKVIYFBSY-UHFFFAOYSA-N 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IRXBNHGNHKNOJI-UHFFFAOYSA-N butanedioyl dichloride Chemical compound ClC(=O)CCC(Cl)=O IRXBNHGNHKNOJI-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 108010033929 calcium caseinate Proteins 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 229940071162 caseinate Drugs 0.000 description 1
- DJYWGTBEZVORGE-CVWWDKSYSA-N cedr-8(15)-en-9-ol Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1C(=C)C(O)C2 DJYWGTBEZVORGE-CVWWDKSYSA-N 0.000 description 1
- IRAQOCYXUMOFCW-CXTNEJHOSA-N cedrene Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@H]1C(C)=CC2 IRAQOCYXUMOFCW-CXTNEJHOSA-N 0.000 description 1
- SVURIXNDRWRAFU-OGMFBOKVSA-N cedrol Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1[C@@](O)(C)CC2 SVURIXNDRWRAFU-OGMFBOKVSA-N 0.000 description 1
- 229940026455 cedrol Drugs 0.000 description 1
- PCROEXHGMUJCDB-UHFFFAOYSA-N cedrol Natural products CC1CCC2C(C)(C)C3CC(C)(O)CC12C3 PCROEXHGMUJCDB-UHFFFAOYSA-N 0.000 description 1
- HRGPYCVTDOECMG-UHFFFAOYSA-N cedrol methyl ether Chemical compound COC1(C)CCC2(C(CC3)C)C3C(C)(C)C1C2 HRGPYCVTDOECMG-UHFFFAOYSA-N 0.000 description 1
- HRGPYCVTDOECMG-WALBABNVSA-N cedrol methyl ether Chemical compound CO[C@@]1(C)CC[C@]2([C@@H](CC3)C)[C@@H]3C(C)(C)[C@H]1C2 HRGPYCVTDOECMG-WALBABNVSA-N 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000007705 chemical test Methods 0.000 description 1
- 229940095710 chewable product Drugs 0.000 description 1
- KBEBGUQPQBELIU-UHFFFAOYSA-N cinnamic acid ethyl ester Natural products CCOC(=O)C=CC1=CC=CC=C1 KBEBGUQPQBELIU-UHFFFAOYSA-N 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- RRGOKSYVAZDNKR-ARJAWSKDSA-M cis-3-hexenylacetate Chemical compound CC\C=C/CCCC([O-])=O RRGOKSYVAZDNKR-ARJAWSKDSA-M 0.000 description 1
- NGHOLYJTSCBCGC-UHFFFAOYSA-N cis-cinnamic acid benzyl ester Natural products C=1C=CC=CC=1C=CC(=O)OCC1=CC=CC=C1 NGHOLYJTSCBCGC-UHFFFAOYSA-N 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- ZKVZSBSZTMPBQR-UPHRSURJSA-N civetone Chemical compound O=C1CCCCCCC\C=C/CCCCCCC1 ZKVZSBSZTMPBQR-UPHRSURJSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000010634 clove oil Substances 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000000625 cyclamic acid and its Na and Ca salt Substances 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- AZSAUMXEXMBZBS-UHFFFAOYSA-N cyclododeca-4,8-dien-1-one Chemical compound O=C1CCCC=CCCC=CCC1 AZSAUMXEXMBZBS-UHFFFAOYSA-N 0.000 description 1
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 1
- LXJDKGYSHYYKFJ-UHFFFAOYSA-N cyclohexadecanone Chemical compound O=C1CCCCCCCCCCCCCCC1 LXJDKGYSHYYKFJ-UHFFFAOYSA-N 0.000 description 1
- FEUMMORSWUHIPB-UHFFFAOYSA-N cyclohexane-1,2,4,5-tetracarbonyl chloride Chemical compound ClC(=O)C1CC(C(Cl)=O)C(C(Cl)=O)CC1C(Cl)=O FEUMMORSWUHIPB-UHFFFAOYSA-N 0.000 description 1
- HIZMBMVNMBMUEE-UHFFFAOYSA-N cyclohexane-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1CC(C(Cl)=O)CC(C(Cl)=O)C1 HIZMBMVNMBMUEE-UHFFFAOYSA-N 0.000 description 1
- YKFKEYKJGVSEIX-UHFFFAOYSA-N cyclohexanone, 4-(1,1-dimethylethyl)- Chemical compound CC(C)(C)C1CCC(=O)CC1 YKFKEYKJGVSEIX-UHFFFAOYSA-N 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- MHKKFRQKYWBFON-UHFFFAOYSA-N cyclopropylmethyl hex-3-enoate Chemical compound CCC=CCC(=O)OCC1CC1 MHKKFRQKYWBFON-UHFFFAOYSA-N 0.000 description 1
- OOTFVKOQINZBBF-UHFFFAOYSA-N cystamine Chemical compound CCSSCCN OOTFVKOQINZBBF-UHFFFAOYSA-N 0.000 description 1
- 229940099500 cystamine Drugs 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- IRAQOCYXUMOFCW-UHFFFAOYSA-N di-epi-alpha-cedrene Natural products C1C23C(C)CCC3C(C)(C)C1C(C)=CC2 IRAQOCYXUMOFCW-UHFFFAOYSA-N 0.000 description 1
- PFRGXCVKLLPLIP-UHFFFAOYSA-N diallyl disulfide Chemical compound C=CCSSCC=C PFRGXCVKLLPLIP-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical class OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229930008394 dihydromyrcenol Natural products 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000012470 diluted sample Substances 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- RZHAJHJCMIBAET-UHFFFAOYSA-N ethyl (2-methoxy-4-methylphenyl) carbonate Chemical compound C(OCC)(OC1=C(C=C(C=C1)C)OC)=O RZHAJHJCMIBAET-UHFFFAOYSA-N 0.000 description 1
- 239000001449 ethyl (2R)-2-methylpentanoate Substances 0.000 description 1
- ROBJRQHNPKJRFH-PLNGDYQASA-N ethyl (z)-3-hydroxybut-2-enoate Chemical compound CCOC(=O)\C=C(\C)O ROBJRQHNPKJRFH-PLNGDYQASA-N 0.000 description 1
- NYNCZOLNVTXTTP-UHFFFAOYSA-N ethyl 2-(1,3-dioxoisoindol-2-yl)acetate Chemical compound C1=CC=C2C(=O)N(CC(=O)OCC)C(=O)C2=C1 NYNCZOLNVTXTTP-UHFFFAOYSA-N 0.000 description 1
- HCRBXQFHJMCTLF-UHFFFAOYSA-N ethyl 2-methylbutyrate Chemical compound CCOC(=O)C(C)CC HCRBXQFHJMCTLF-UHFFFAOYSA-N 0.000 description 1
- 229940090910 ethyl 2-methylbutyrate Drugs 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 229940005667 ethyl salicylate Drugs 0.000 description 1
- 229940073505 ethyl vanillin Drugs 0.000 description 1
- 239000010642 eucalyptus oil Substances 0.000 description 1
- 229940044949 eucalyptus oil Drugs 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- OSVMTWJCGUFAOD-KZQROQTASA-N formestane Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1O OSVMTWJCGUFAOD-KZQROQTASA-N 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- OALYTRUKMRCXNH-QMMMGPOBSA-N gamma-Nonalactone Natural products CCCCC[C@H]1CCC(=O)O1 OALYTRUKMRCXNH-QMMMGPOBSA-N 0.000 description 1
- PHXATPHONSXBIL-JTQLQIEISA-N gamma-Undecalactone Natural products CCCCCCC[C@H]1CCC(=O)O1 PHXATPHONSXBIL-JTQLQIEISA-N 0.000 description 1
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 description 1
- 229940020436 gamma-undecalactone Drugs 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229940014259 gelatin Drugs 0.000 description 1
- AZKVWQKMDGGDSV-UHFFFAOYSA-N genipin Natural products COC(=O)C1=COC(O)C2C(CO)=CCC12 AZKVWQKMDGGDSV-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 235000008397 ginger Nutrition 0.000 description 1
- 229960000587 glutaral Drugs 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 1
- PKWIYNIDEDLDCJ-UHFFFAOYSA-N guanazole Chemical compound NC1=NNC(N)=N1 PKWIYNIDEDLDCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229960002885 histidine Drugs 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N isoeugenol Chemical compound COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 239000000905 isomalt Substances 0.000 description 1
- 235000010439 isomalt Nutrition 0.000 description 1
- HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Natural products CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- WYTVJTNOJJKEEQ-UHFFFAOYSA-N isospirene Chemical compound C1=CC(C)OC21C(C)=CCC(C)C2C WYTVJTNOJJKEEQ-UHFFFAOYSA-N 0.000 description 1
- SVURIXNDRWRAFU-UHFFFAOYSA-N juniperanol Natural products C1C23C(C)CCC3C(C)(C)C1C(O)(C)CC2 SVURIXNDRWRAFU-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 238000002356 laser light scattering Methods 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 235000010449 maltitol Nutrition 0.000 description 1
- 239000000845 maltitol Substances 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229930007503 menthone Natural products 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- SMJXJPQSPQXVMU-UHFFFAOYSA-N methyl 2,2-dimethyl-6-methylidenecyclohexane-1-carboxylate Chemical compound COC(=O)C1C(=C)CCCC1(C)C SMJXJPQSPQXVMU-UHFFFAOYSA-N 0.000 description 1
- KVWWIYGFBYDJQC-MNOVXSKESA-N methyl 2-[(1r,2s)-3-oxo-2-pentylcyclopentyl]acetate Chemical compound CCCCC[C@H]1[C@@H](CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-MNOVXSKESA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 235000021239 milk protein Nutrition 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000008368 mint flavor Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003750 molluscacide Substances 0.000 description 1
- 230000002013 molluscicidal effect Effects 0.000 description 1
- XJKYDNDJFRDNHX-BDAKNGLRSA-N n-[(2s,5r)-5-methyl-2-propan-2-ylcyclohexylidene]hydroxylamine Chemical compound CC(C)[C@@H]1CC[C@@H](C)CC1=NO XJKYDNDJFRDNHX-BDAKNGLRSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- HIGQPQRQIQDZMP-FLIBITNWSA-N neryl acetate Chemical compound CC(C)=CCC\C(C)=C/COC(C)=O HIGQPQRQIQDZMP-FLIBITNWSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 1
- 235000015205 orange juice Nutrition 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229950005308 oxymethurea Drugs 0.000 description 1
- UPPSFGGDKACIKP-UHFFFAOYSA-N p-Tolyl isobutyrate Chemical compound CC(C)C(=O)OC1=CC=C(C)C=C1 UPPSFGGDKACIKP-UHFFFAOYSA-N 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- GGHMUJBZYLPWFD-CUZKYEQNSA-N patchouli alcohol Chemical compound C1C[C@]2(C)[C@@]3(O)CC[C@H](C)[C@@H]2C[C@@H]1C3(C)C GGHMUJBZYLPWFD-CUZKYEQNSA-N 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- LVECZGHBXXYWBO-UHFFFAOYSA-N pentadecanolide Natural products CC1CCCCCCCCCCCCC(=O)O1 LVECZGHBXXYWBO-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940049953 phenylacetate Drugs 0.000 description 1
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 1
- 235000021118 plant-derived protein Nutrition 0.000 description 1
- 229920000765 poly(2-oxazolines) Polymers 0.000 description 1
- 229920003213 poly(N-isopropyl acrylamide) Polymers 0.000 description 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
- 229920002627 poly(phosphazenes) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 1
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- GWFJURKHPPFFMD-UHFFFAOYSA-N prop-2-enyl 2-(2-methylbutoxy)acetate Chemical compound CCC(C)COCC(=O)OCC=C GWFJURKHPPFFMD-UHFFFAOYSA-N 0.000 description 1
- MBUYSYKXSMTIPP-UHFFFAOYSA-N prop-2-enyl 2-cyclohexyloxyacetate Chemical compound C=CCOC(=O)COC1CCCCC1 MBUYSYKXSMTIPP-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- XDQSHBPWPDMDGE-UHFFFAOYSA-N propane-1,2,3-tricarbonyl chloride Chemical compound ClC(=O)CC(C(Cl)=O)CC(Cl)=O XDQSHBPWPDMDGE-UHFFFAOYSA-N 0.000 description 1
- OJTDGPLHRSZIAV-UHFFFAOYSA-N propane-1,2-diol Chemical compound CC(O)CO.CC(O)CO OJTDGPLHRSZIAV-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- GGHMUJBZYLPWFD-UHFFFAOYSA-N rac-patchouli alcohol Natural products C1CC2(C)C3(O)CCC(C)C2CC1C3(C)C GGHMUJBZYLPWFD-UHFFFAOYSA-N 0.000 description 1
- 235000019203 rebaudioside A Nutrition 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 239000003128 rodenticide Substances 0.000 description 1
- 229930007790 rose oxide Natural products 0.000 description 1
- 235000019574 salt enhancing Nutrition 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229960001462 sodium cyclamate Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000013097 stability assessment Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940013618 stevioside Drugs 0.000 description 1
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
- 235000019202 steviosides Nutrition 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- WPLOVIFNBMNBPD-ATHMIXSHSA-N subtilin Chemical compound CC1SCC(NC2=O)C(=O)NC(CC(N)=O)C(=O)NC(C(=O)NC(CCCCN)C(=O)NC(C(C)CC)C(=O)NC(=C)C(=O)NC(CCCCN)C(O)=O)CSC(C)C2NC(=O)C(CC(C)C)NC(=O)C1NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C1NC(=O)C(=C/C)/NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C3CCCN3C(=O)C(NC(=O)C3NC(=O)C(CC(C)C)NC(=O)C(=C)NC(=O)C(CCC(O)=O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)CC=4C5=CC=CC=C5NC=4)CSC3)C(C)SC2)C(C)C)C(C)SC1)CC1=CC=CC=C1 WPLOVIFNBMNBPD-ATHMIXSHSA-N 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 229920002677 supramolecular polymer Polymers 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- NPFVOOAXDOBMCE-UHFFFAOYSA-N trans-3-hexenyl acetate Natural products CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 description 1
- WJSDHUCWMSHDCR-VMPITWQZSA-N trans-cinnamyl acetate Chemical compound CC(=O)OC\C=C\C1=CC=CC=C1 WJSDHUCWMSHDCR-VMPITWQZSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 description 1
- 102000003601 transglutaminase Human genes 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- WKSPQBFDRTUGEF-UHFFFAOYSA-N tridec-2-enenitrile Chemical compound CCCCCCCCCCC=CC#N WKSPQBFDRTUGEF-UHFFFAOYSA-N 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 229960004799 tryptophan Drugs 0.000 description 1
- 235000019583 umami taste Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- BALAUIYKESNHDW-UHFFFAOYSA-N verdyl propionate Chemical compound C1CC2C3C(OC(=O)CC)C=CC3C1C2 BALAUIYKESNHDW-UHFFFAOYSA-N 0.000 description 1
- 238000012800 visualization Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P10/00—Shaping or working of foodstuffs characterised by the products
- A23P10/30—Encapsulation of particles, e.g. foodstuff additives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5089—Processes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/10—Complex coacervation, i.e. interaction of oppositely charged particles
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the present invention relates to a new process for the preparation of hybrid microcapsules.
- Hybrid microcapsules are also an object of the invention.
- Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the invention.
- the present invention is proposing a solution to the above-mentioned problem by providing new hybrid microcapsules and a process for preparing said microcapsules.
- a first object of the invention is a process for the preparation of a microcapsule slurry comprising the steps of:
- a second object of the invention is a microcapsule slurry obtainable by the process according to anyone of the preceding claims.
- the present invention also relates to perfumed consumer products and flavoured edible products comprising the microcapsule slurry or microcapsules defined above.
- Figure 1 is a schematic representation of the formation of a Pickering emulsion when coacervate particles are used to stabilize the oil phase.
- Figure 2 represents microscopic picture of microcapsules prepared by the process of the invention.
- Figure 3 represents the preparation of coacervate particles by using flash nanoprecipitation process (FNP) with two polymer solutions (having opposite charge).
- FNP flash nanoprecipitation process
- active ingredient it is meant a single compound or a combination of ingredients.
- perfume or flavour oil it is meant a single perfuming or flavouring compound or a mixture of several perfuming or flavouring compounds.
- consumer product or “end-product” it is meant a manufactured product ready to be distributed, sold and used by a consumer.
- microcapsule in the present invention it is meant a system in which particles are dispersed in a continuous phase of a different composition and it specifically includes a suspension or an emulsion.
- microcapsules size or “particle size” it is meant the volume mean diameter (D[4,3J) of the relevant capsules/particle, capsules/particles suspension as obtained by laser light scattering of a diluted sample in a Malvern Mastersizer 3000.
- microcapsules are thus defined as “hybrid” or “composite” with reference to the nature of the shell that is composed a polymeric shell formed from the interfacial polymerization, wherein coacervates particles are embedded within said polymeric shell. Coacervates particles are used to stabilize a Pickering emulsion during the process.
- microcapsule slurry it is meant microcapsule(s) that is (are) dispersed in a liquid.
- the slurry is an aqueous slurry, i.e the microcapsule(s) is (are) dispersed in an aqueous phase.
- polyfunctional monomer it is meant a molecule that, as unit, reacts or binds chemically to form a polymer or a supramolecular polymer.
- the polyfunctional monomer of the invention has at least two functional groups that are capable to react with or bind to functional groups of another component and/or are capable to polymerize to form a polymeric shell.
- a first object of the invention is a process for the preparation of a microcapsule slurry comprising the steps of:
- the process for the preparation of a microcapsule slurry comprises the steps of:
- the solvent comprises, preferably consists of water.
- the dispersing phase is a water phase.
- the two-phases dispersion is an oil-in-water emulsion.
- the solvent comprises water and an alcohol such as glycerol, 1 ,4- butanediol, ethylene glycol and mixtures thereof.
- an alcohol such as glycerol, 1 ,4- butanediol, ethylene glycol and mixtures thereof.
- a second polyfunctional monomer is added in step 1) in the water phase and/or in step 3) in the Pickering emulsion.
- the second polyfunctional monomer can be chosen in the group consisting of melamine- based resin or urea-based resin.
- two processes are combined in the present invention, namely, the formation of coacervate particles prepared by Flash Nanoprecipitation (FNP) process, and an interfacial polymerization (or interfacial reaction) process to obtain microcapsules having good properties.
- FNP Flash Nanoprecipitation
- interfacial polymerization or interfacial reaction
- the process of the invention comprises forming a Pickering emulsion that is further subjected to interfacial polymerization (or interfacial reaction).
- the Pickering emulsion determines the morphology and surface properties (size, density, zeta potential, stiffness) of the membrane, while the interfacial reaction determines the permeability and stiffness of the capsules.
- Figure 1 represents the formation of a Pickering emulsion when coacervate particles are used as colloidal stabilizer to stabilize the oil droplets.
- a polymeric emulsifier is added in step 1) in the water phase.
- polymeric emulsifier By “polymeric emulsifier”, it meant an emulsifier having both a polar group with an affinity for water (hydrophilic) and a nonpolar group with an affinity for oil (lipophilic).
- the hydrophilic part can dissolve in the water phase and the hydrophobic part can dissolve in the oil phase providing a film around droplets.
- Coacervate particles used in the present invention are not a polymeric emulsifier. Coacervate particles belong to a colloidal stabilizer.
- This optional polymeric emulsifier can allow assisting to stabilize the oil droplets in the presence of coacervate particles.
- the polymeric emulsifier can be an ionic or non-ionic surfactant.
- non-ionic polymers include polyvinyl alcohol, gum Arabic, cellulose derivatives such hydroxyethyl cellulose, polyethylene oxide, co-polymers of polyethylene oxide and polyethylene or polypropylene oxide, co-polymers alkyl acrylates and N-vinypyrrolidone, and non-ionic polysaccharide.
- Ionic polymers include co-polymers of acrylamide and acrylic acid, acid anionic surfactant (such as sodium dodecyl sulfate), acrylic co-polymers bearing a sulfonate group, and co-polymers of vinyl ethers and maleic anhydride, and ionic polysaccharide.
- acid anionic surfactant such as sodium dodecyl sulfate
- acrylic co-polymers bearing a sulfonate group and co-polymers of vinyl ethers and maleic anhydride, and ionic polysaccharide.
- no polymeric emulsifier is added at any stage of the process.
- the coacervate particles are dispersed in a solvent, preferably a water phase, with a pH preferably between 2 and 8. Typically, this is done under ultrasonic or high mechanical agitation condition.
- a solvent preferably a water phase
- a pH preferably between 2 and 8.
- at least one polyfunctional monomer is dissolved in a hydrophobic material (for example, a perfume or flavour oil) to form an oil phase, which is then added to the dispersing phase (typically water phase) to form a Pickering emulsion, the mean droplet size of which is preferably comprised between 1 and 3000 microns, more preferably between 1 and 500 microns, even more preferably between 5 and 50 microns.
- the two-phases Pickering dispersion (typically oil-in-water Pickering emulsion) is made for instance by using high speed mechanical disperser or ultrasonic dispersers at room temperature.
- the pH value is preferably adjusted to a value above 8.5 and preferably not higher than 11. However, this step can be omitted.
- the interfacial polymerization can be carried out typically at a temperature between 50°C and 80°C under stirring for 2 to 40 hours to complete the reaction and form microcapsules in the form of a slurry.
- the morphology of the microcapsules of the invention can vary from a core-shell to a matrix type. According to one embodiment, it is of the core-shell type.
- the microcapsules comprise a core based on a hydrophobic active ingredient, typically a perfume or flavour oil, and a polymeric shell comprising coacervate particles embedded within the polymeric shell. Oil phase
- At least one polyfunctional monomer is admixed with a hydrophobic material to form an oil phase.
- the polyfunctional monomer used in the process of the invention is present in amounts representing from 0.1 to 40%, preferably from 0.1 to 30%, more preferably from 0.2 to 20% by weight based on the total amount of the oil phase.
- the polyfunctional monomer is chosen in the group consisting of at least one isocyanate, anhydride or maleic anhydride, acyl chloride, epoxide, (meth) acrylate monomers, alkoxy silane, and mixtures thereof.
- Suitable polyfunctional isocyanates used according to the invention have at least two or three isocyanate functional groups and include aromatic isocyanate, aliphatic isocyanate and mixtures thereof.
- the polyfunctional isocyanate comprises at least 3 but may comprise up to 6, or even only 4, isocyanate functional groups and the oil phase is essentially free from diisocyanate.
- a triisocyanate (3 isocyanate functional groups) is used.
- said polyfunctional isocyanate is an aromatic polyfunctional isocyanate.
- aromatic polyfunctional isocyanate is meant here as encompassing any polyfunctional isocyanate comprising an aromatic moiety. Preferably, it comprises a phenyl, a toluyl, a xylyl, a naphthyl or a diphenyl moiety, more preferably a toluyl or a xylyl moiety.
- Preferred aromatic polyfunctional isocyanates are biurets and polyisocyanurates, more preferably comprising one of the above-cited specific aromatic moieties.
- the aromatic polyfunctional isocyanate is a polyisocyanurate of toluene diisocyanate (commercially available from Bayer under the tradename Desmodur® RC), a trimethylol propane-adduct of toluene diisocyanate (commercially available from Bayer under the tradename Desmodur® L75), a trimethylol propane-adduct of xylylene diisocyanate (commercially available from Mitsui Chemicals under the tradename Takenate® D-110N).
- the aromatic polyfunctional isocyanate is a trimethylol propaneadduct of xylylene diisocyanate.
- said polyfunctional isocyanate is an aliphatic polyfunctional isocyanate.
- aliphatic polyfunctional isocyanate is defined as a polyfunctional isocyanate which does not comprise any aromatic moiety.
- Preferred aliphatic polyfunctional isocyanates are a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate, a trimethylol propane-adduct of hexamethylene diisocyanate (available from Mitsui Chemicals) or a biuret of hexamethylene diisocyanate (commercially available from Bayer under the tradename Desmodur® N 100), among which a biuret of hexamethylene diisocyanate is even more preferred.
- said at least one polyfunctional isocyanate is in the form of a mixture of at least one aliphatic polyfunctional isocyanate and of at least one aromatic polyfunctional isocyanate, both comprising at least two or three isocyanate functional groups, such as a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane-adduct of xylylene diisocyanate, a mixture of a biuret of hexamethylene diisocyanate with a polyisocyanurate of toluene diisocyanate and a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane-adduct of toluene diisocyanate.
- it is a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane- adduct of xylylene diisocyanate.
- the polyfunctional monomer is an acyl chloride.
- the acyl chloride has the following formula (I)
- n is an integer varying between 1 and 8, preferably between 1 and 6, more preferably between 1 and 4, and wherein X is an (n+l)-valent C2 to C45 hydrocarbon group optionally comprising at least one group selected from (i) to (xi), particularly from (i) to (vi)
- R is a hydrogen atom or an alkyl group such as a methyl or an ethyl group, preferably a hydrogen atom.
- hydrocarbon group consists of hydrogen and carbon atoms and can be in the form of an aliphatic hydrocarbon, i.e. linear or branched saturated hydrocarbon (e.g. alkyl group), a linear or branched unsaturated hydrocarbon (e.g. alkenyl or alkynil group), a saturated cyclic hydrocarbon (e.g. cycloalkyl) or an unsaturated cyclic hydrocarbon (e.g. cycloalkenyl or cycloalkynyl), or can be in the form of an aromatic hydrocarbon, i.e. aryl group, or can also be in the form of a mixture of said type of groups, e.g.
- a specific group may comprise a linear alkyl, a branched alkenyl (e.g. having one or more carbon-carbon double bonds), a (poly)cycloalkyl and an aryl moiety, unless a specific limitation to only one type is mentioned.
- a group when a group is mentioned as being in the form of more than one type of topology (e.g. linear, cyclic or branched) and/or being saturated or unsaturated (e.g. alkyl, aromatic or alkenyl), it is also meant a group which may comprise moieties having any one of said topologies or being saturated or unsaturated, as explained above.
- a group when a group is mentioned as being in the form of one type of saturation or unsaturation, (e.g. alkyl), it is meant that said group can be in any type of topology (e.g. linear, cyclic or branched) or having several moieties with various topologies.
- hydrocarbon group optionally comprising ...” it is meant that said hydrocarbon group optionally comprises heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including for example esters, acids, amide). These groups can either substitute a hydrogen atom of the hydrocarbon group and thus be laterally attached to said hydrocarbon, or substitute a carbon atom (if chemically possible) of the hydrocarbon group and thus be inserted into the hydrocarbon chain or ring.
- the acyl chloride is chosen from the group consisting of benzene-l,3,5-tricarbonyl trichloride (trimesoyl trichloride), benzene- 1,2,4- tricarbonyl trichloride, benzene- 1,2, 4, 5 -tetracarbonyl tetrachloride, cyclohexane-1,3,5- tricarbonyl trichloride, isophthalyol dichloride, diglycolyl dichloride, terephthaloyl chloride, fumaryl dichloride, adipoyl chloride, succinic dichloride, propane- 1, 2, 3-tricarbonyl trichloride, cyclohexane- 1,2, 4, 5-tetracarbonyl tetrachloride, 2,2'-disulfanediyldisuccinyl dichloride, 2-(2- chloro-2-oxo-ethyl)sulfanyl
- the oil phase concentration is comprised between 5% and 60%, preferably between 20% and 40% of the Pickering emulsion.
- the core is an oil-based core.
- the hydrophobic material according to the invention can be “inert” material like solvents or active ingredients.
- hydrophobic materials When the hydrophobic materials is an active ingredient, it is preferably chosen from the group consisting of flavors, flavor ingredients, perfumes, perfume ingredients, nutraceuticals, cosmetics, pest control agents, biocide actives and mixtures thereof.
- the hydrophobic material comprises a mixture of a perfume with another ingredient selected from the group consisting of nutraceuticals, cosmetics, pest control agents and biocide actives.
- the hydrophobic material comprises a phase change material (PCM).
- PCM phase change material
- the hydrophobic material comprises a mixture of biocide actives with another ingredient selected from the group consisting of perfumes, nutraceuticals, cosmetics, pest control agents.
- the hydrophobic material comprises a mixture of pest control agents with another ingredient selected from the group consisting of perfumes, nutraceuticals, cosmetics, biocide actives.
- the hydrophobic material comprises a perfume.
- the hydrophobic material consists of a perfume.
- the hydrophobic material consists of biocide actives.
- the hydrophobic material consists of pest control agents.
- perfume an ingredient or a composition that is a liquid at about 20°C.
- said perfume oil can be a perfuming ingredient alone or a mixture of ingredients in the form of a perfuming composition.
- a perfuming ingredient it is meant here a compound, which is used for the primary purpose of conferring or modulating an odor.
- such an ingredient, to be considered as being a perfuming one must be recognized by a person skilled in the art as being able to at least impart or modify in a positive or pleasant way the odor of a composition, and not just as having an odor.
- perfume oil also includes a combination of perfuming ingredients with substances which together improve, enhance or modify the delivery of the perfuming ingredients, such as perfume precursors, modulators, emulsions or dispersions, as well as combinations which impart an additional benefit beyond that of modifying or imparting an odor, such as long-lastingness, blooming, malodor counteraction, antimicrobial effect, microbial stability, pest control.
- perfuming ingredients such as perfume precursors, modulators, emulsions or dispersions, as well as combinations which impart an additional benefit beyond that of modifying or imparting an odor, such as long-lastingness, blooming, malodor counteraction, antimicrobial effect, microbial stability, pest control.
- perfuming ingredients present in the oil phase do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to intended use or application and the desired organoleptic effect.
- these perfuming ingredients belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfurous heterocyclic compounds and essential oils (for example Thyme oil), and said perfuming co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery.
- perfuming ingredients which are commonly used in perfume formulations, such as:
- Aldehydic ingredients decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and/or nonenal;
- Aromatic -herbal ingredients eucalyptus oil, camphor, eucalyptol, 5- methyltricyclo[6.2.1.0 2,7 ]undecan-4-one, l-methoxy-3 -hexanethiol, 2-ethyl-4,4- dimethyl-l,3-oxathiane, 2,2,7/8,9/10-tetramethylspiro[5.5]undec-8-en-l-one, menthol and/or alpha-pinene;
- Citrus ingredients dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, l-p-menthen-8-yl acetate and/or l,4(8)-p-menthadiene;
- Floral ingredients methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4- tert-butylphenyl)-2-methylpropanal, hexylcinnamic aldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta ionone, methyl 2- (methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-l-yl)-3-buten- 2-one, (IE)- 1 -(2,6,6-trimethyl-2-cyclohexen- 1 -yl)- 1 -penten-3-one, 1 -(2,6,6-trimethyl- 1 ,3-cyclohexadien- 1 -yl)-2-buten- 1 -one, (2E)- 1 -(2,
- Fruity ingredients gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2- methyl-4-propyl-l,3-oxathiane, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2- phenoxyethyl isobutyrate, ethyl 2-methyl-l,3-dioxolane-2-acetate, diethyl 1,4- cyclohexanedicarboxylate, 3-methyl-2-hexen-l-yl acetate, l-[3,3- dimethylcyclohexyl]ethyl [3-ethyl-2-oxiranyl]acetate and/or diethyl 1 ,4-cyclohexane dicarboxylate;
- Woody ingredients l-[(lRS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3- dimethyl-5-[(lR)-2,2,3-trimethyl-3-cyclopenten-l-yl]-4-penten-2-ol, 3,4'- dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 2 ’ 7 ]undec[4]ene, (1- ethoxyethoxy)cyclododecane, 2,2,9, 1 l-tetramethylspiro[5.5]undec-8-en-l-yl acetate,
- ingredients e.g. amber, powdery spicy or watery: dodecahydro-3a,6,6,9a- tetramethyl-naphtho[2,l-b]furan and any of its stereoisomers, heliotropin, anisic aldehyde, eugenol, cinnamic aldehyde, clove oil, 3-(l,3-benzodioxol-5-yl)-2- methylpropanal, 7-methyl-2H-l ,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl- l,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-l- thia-4-azaspiro[4.4]nonane and/or 3-(3-isopropyl- 1 -phenyl)butanal.
- ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds also known as properfume or profragrance.
- suitable properfumes may include 4-(dodecylthio)- 4-(2,6,6-trimethyl-2-cyclohexen-l-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-l- cyclohexen-l-yl)-2-butanone, 3-(dodecylthio)-l-(2,6,6-trimethyl-3-cyclohexen-l-yl)-l- butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7- dimethylocta-2,6-dien-l-yl oxo(phenyl)acetate, (Z)-hex-3-en-l-l-
- the perfuming ingredients may be dissolved in a solvent of current use in the perfume industry.
- the solvent is preferably not an alcohol.
- solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin resins, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes, or isoparaffins.
- the solvent is very hydrophobic and highly sterically hindered, like for example Abalyn® or benzyl benzoate.
- the perfume comprises less than 30% of solvent. More preferably the perfume comprises less than 20% and even more preferably less than 10% of solvent, all these percentages being defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially free of solvent.
- Preferred perfuming ingredients are those having a high steric hindrance (bulky materials) and in particular those from one of the following groups: Group 1 : perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched Ci to C4 alkyl or alkenyl substituent;
- Group 2 perfuming ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one linear or branched C4 to Cs alkyl or alkenyl substituent;
- Group 3 perfuming ingredients comprising a phenyl ring or perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C5 to Cs alkyl or alkenyl substituent or with at least one phenyl substituent and optionally one or more linear or branched Ci to C3 alkyl or alkenyl substituents;
- Group 4 perfuming ingredients comprising at least two fused or linked Cs and/or Ce rings
- Group 5 perfuming ingredients comprising a camphor-like ring structure
- Group 6 perfuming ingredients comprising at least one C7 to C20 ring structure
- Group 7 perfuming ingredients having a logP value above 3.5 and comprising at least one tert-butyl or at least one trichloromethyl substitutent;
- Group 1 2,4-dimethyl-3-cyclohexene-l-carbaldehyde (origin: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene- 1 -cyclohexanecarboxylate (origin: Firmenich SA, Geneva, Switzerland), nerone, terpineol, dihydroterpineol, terpenyl acetate, dihydroterpenyl acetate, dipentene, eucalyptol, hexylate, rose oxide, (S)-l,8-p-menthadiene-7-ol (origin: Firmenich SA, Geneva, Switzerland), l-p-menthene-4-ol, (lRS,3RS,4SR)-3-p-mentanyl acetate, (lR,2S,4R)-4,6,6-trimethyl-bicyclo[3,l,l]heptan-2-ol
- Group 3 damascenes, l-(5,5-dimethyl-l-cyclohexen-l-yl)-4-penten-l-one (origin: Firmenich SA, Geneva, Switzerland), (l'R)-2-[2-(4'-methyl-3'-cyclohexen-r- yl)propyl]cyclopentanone, alpha-ionone, beta-ionone, damascenone, mixture of l-(5,5- dimethyl- 1 -cyclohexen- 1 -yl)-4-penten- 1 -one and 1 -(3 ,3 -dimethyl- 1 -cyclohexen- 1 -yl)-4- penten-l-one (origin: Firmenich SA, Geneva, Switzerland), l-(2,6,6-trimethyl-l- cyclohexen-l-yl)-2-buten-l-one (origin: Firmenich SA, Geneva, Switzerland), (1S,1'R)- [l
- Group 4 Methyl cedryl ketone (origin: International Flavors and Fragrances, USA), a mixture of (lRS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0 2 ’ 6 ]dec-3-en-8-yl 2- methylpropanoate and (lRS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0 2 ’ 6 ]dec-4-en-8-yl 2- methylpropanoate, vetyverol, vetyverone, l-(octahydro-2,3,8,8-tetramethyl-2- naphtalenyl)-l -ethanone (origin: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-l-oxaspiro[4.5]deca-3,6-diene and the (5RS,9SR,10RS) isomer, 6-ethyl-2,10,10-
- Group 5 camphor, borneol, isobomyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5- ene-2-carbaldehyde, pinene, camphene, 8-methoxycedrane, (8-methoxy-2,6,6,8- tetramethyl-tricyclo[5.3.1.0(l,5)]undecane (origin: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, mixture of 9-ethylidene-3-oxatricyclo[6.2.1.0(2, 7)]undecan-4- one and 10-ethylidene-3-oxatricyclo[6.2.1.0 2,7 ]undecan-4-one (origin: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (origin: Firmenich SA, Geneva, Switzerland);
- the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from Groups 1 to 7, as defined above. More preferably said perfume comprises at least 30%, preferably at least 50% of ingredients from Groups 3 to 7, as defined above. Most preferably said perfume comprises at least 30%, preferably at least 50% of ingredients from Groups 3, 4, 6 or 7, as defined above.
- the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients having a logP above 3, preferably above 3.5 and even more preferably above 3.75.
- the perfume used in the invention contains less than 10% of its own weight of primary alcohols, less than 15% of its own weight of secondary alcohols and less than 20% of its own weight of tertiary alcohols.
- the perfume used in the invention does not contain any primary alcohols and contains less than 15% of secondary and tertiary alcohols.
- the oil phase (or the oil-based core) comprises: 25-100wt%, preferably 25-98% of a perfume oil comprising at least 15wt% of high impact perfume raw materials having a Log T ⁇ -4, and 0-75wt%, preferably 2-75% of a density balancing material having a density greater than 1.07 g/cm 3 .
- “High impact perfume raw materials” should be understood as perfume raw materials having a LogT ⁇ -4.
- the odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charges and molecular mass.
- the odor threshold concentration is presented as the common logarithm of the threshold concentration, i.e., Log [Threshold] (“LogT”).
- a “density balancing material” should be understood as a material having a density greater than 1.07 g/cm 3 and having preferably low or no odor.
- the odor threshold concentration of a perfuming compound is determined by using a gas chromatograph (“GC”). Specifically, the gas chromatograph is calibrated to determine the exact volume of the perfume oil ingredient injected by the syringe, the precise split ratio, and the hydrocarbon response using a hydrocarbon standard of known concentration and chainlength distribution. The air flow rate is accurately measured and, assuming the duration of a human inhalation to last 12 seconds, the sampled volume is calculated. Since the precise concentration at the detector at any point in time is known, the mass per volume inhaled is known and hence the concentration of the perfuming compound. To determine the threshold concentration, solutions are delivered to the sniff port at the back-calculated concentration.
- GC gas chromatograph
- the high impact perfume raw materials having a Log T ⁇ -4 are selected from the group consisting of (+-)-l-methoxy-3-hexanethiol, 4-(4-hydroxy-l-phenyl)- 2-butanone, 2-methoxy-4-(l-propenyl)-l-phenyl acetate, pyrazobutyle, 3 -propylphenol, l-(3- methyl-l-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, l-(3,3/5,5-dimethyl-l- cyclohexen-l-yl)-4-penten-l-one , l-(5,5-dimethyl-l-cyclohexen-l-yl)-4-penten-l-one, a mixture comprising (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one and (3SR,
- perfume raw materials having a Log T ⁇ -4 are chosen in the group consisting of aldehydes, ketones, alcohols, phenols, esters lactones, ethers, epoxydes, nitriles and mixtures thereof.
- perfume raw materials having a Log T ⁇ -4 comprise at least one compound chosen in the group consisting of alcohols, phenols, esters lactones, ethers, epoxydes, nitriles and mixtures thereof, preferably in amount comprised between 20 and 70% by weight based on the total weight of the perfume raw materials having a Log T ⁇ -4.
- perfume raw materials having a Log T ⁇ -4 comprise between 20 and 70% by weight of aldehydes, ketones, and mixtures thereof based on the total weight of the perfume raw materials having a Log T ⁇ -4.
- the remaining perfume raw materials contained in the oil-based core may have therefore a Log T>-4.
- the perfume raw materials having a Log T>-4 are chosen in the group consisting of ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6/8-sec- butylquinoline, (+-)-3-(l,3-benzodioxol-5-yl)-2-methylpropanal, verdyl propionate, 1- (octahydro-2,3,8,8-tetramethyl-2-naphtalenyl)-l-ethanone, methyl 2-((lRS,2RS)-3-oxo-2- pentylcyclopentyl) acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexene-l- carbaldehyde, l,3,3-trimethyl-2-oxabicyclo[
- the perfume formulation comprises
- a perfume oil (based on the total weight of the perfume formulation), wherein the perfume oil has at least two, preferably all of the following characteristics: o at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients having a log P above 3, preferably above 3.5, o at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of Bulky materials of groups 1 to 6, preferably 3 to 6 as defined previously and o at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials having a Log T ⁇ -4 as defined previously, optionally, further hydrophobic active ingredients.
- the perfume comprises 0 to 60 wt.% of a hydrophobic solvent.
- the hydrophobic solvent is a density balancing material preferably chosen in the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.
- the hydrophobic solvent has Hansen Solubility Parameters compatible with entrapped perfume oil.
- Hansen solubility parameter refers to a solubility parameter approach proposed by Charles Hansen used to predict polymer solubility and was developed around the basis that the total energy of vaporization of a liquid consists of several individual parts. To calculate the "weighted Hansen solubility parameter” one must combine the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonding (electron exchange).
- the weighted Hansen solubility parameter is calculated as (8D 2 + 8P 2 + 8H 2 ) 0 ' 5 , wherein 8D is the Hansen dispersion value (also referred to in the following as the atomic dispersion fore), 8P is the Hansen polarizability value (also referred to in the following as the dipole moment), and 8H is the Hansen Hydrogenbonding ("h-bonding") value (also referred to in the following as hydrogen bonding).
- h-bonding Hansen Hydrogenbonding
- Euclidean difference in solubility parameter between a fragrance and a solvent is calculated as (4*(8Dsolvent-8Dfragrance) 2 + (8Psolvent-8Pfragrance) 2 + (SHsolvent-SHfragrance) 2 ) ⁇ , in which 8D S olvent, 8P solvent, and 8H S rete, are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding values of the solvent, respectively; and 8Dfr a grance, 8Pfr a grance, and 8Hf r a g rance are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding values of the fragrance, respectively.
- the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (8D) from 12 to 20, a dipole moment (8P) from 1 to 8, and a hydrogen bonding (8H) from 2.5 to 11.
- the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (8D) from 12 to 20, preferably from 14 to 20, a dipole moment (8P) from 1 to 8, preferably from 1 to 7, and a hydrogen bonding (8H) from 2.5 to 11, preferably from 4 to 11.
- At least 90% of the perfume oil, preferably at least 95% of the perfume oil, most preferably at least of 98% of the perfume oil has at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (8D) from 12 to 20, a dipole moment (8P) from 1 to 8, and a hydrogen bonding (8H) from 2.5 to 11.
- the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (8D) from 12 to 20, preferably from 14 to 20, a dipole moment (8P) from 1 to 8, preferably from 1 to 7, and a hydrogen bonding (8H) from 2.5 to 11, preferably from 4 to 11.
- the perfuming formulation comprises a fragrance modulator (that can be used in addition to the hydrophobic solvent when present or as substitution of the hydrophobic solvent when there is no hydrophobic solvent).
- the fragrance modulator is defined as a fragrance material with i. a vapor pressure of less than 0.0008 Torr at 22°C; ii. a clogP of 3.5 and higher, preferably 4.0 and higher and more preferably 4.5 iii. at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force from 12 to 20, a dipole moment from 1 to 7, and a hydrogen bonding from 2.5 to 11 , iv.
- Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force from 14 to 20, a dipole moment from 1 to 8, and a hydrogen bonding from 4 to 11, when in solution with a compound having a vapor pressure range of 0.0008 to 0.08 Torr at 22°C.
- ingredients can be listed as modulators but the list in not limited to the following materials: alcohol C12, oxacyclohexadec-12/13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-r-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4- cyclopentadecen-l-one, cyclopentadec anone, (8Z)-oxacycloheptadec-8-en-2-one, 2-[5-
- the hydrophobic material is free of any active ingredient (such as perfume).
- it comprises, preferably consists of hydrophobic solvents, preferably chosen in the group consisting of isopropyl myristate, tryglycerides (e.g.
- biocide refers to a chemical substance capable of killing living organisms (e.g. microorganisms) or reducing or preventing their growth and/or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and in industry where they prevent the fouling of, for example, water, agricultural products including seed, and oil pipelines.
- a biocide can be a pesticide, including a fungicide, herbicide, insecticide, algicide, molluscicide, miticide and rodenticide; and/or an antimicrobial such as a germicide, antibiotic, antibacterial, antiviral, antifungal, antiprotozoal and/or antiparasite.
- Pests refer to any living organism, whether animal, plant or fungus, which is invasive or troublesome to plants or animals, pests include insects notably arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.
- flavor oil it is meant here a flavoring ingredient or a mixture of flavoring ingredients, solvents or adjuvants of current use for the preparation of a flavoring formulation, i.e. a particular mixture of ingredients which is intended to be added to an edible composition or chewable product to impart, improve or modify its organoleptic properties, in particular its flavor and/or taste.
- flavoring ingredients are well known to a person skilled in the art and their nature does not warrant a detailed description here, which in any case would not be exhaustive, the skilled flavorist being able to select them on the basis of his general knowledge and according to the intended use or application and the organoleptic effect it is desired to achieve. Many of these flavoring ingredients are listed in reference texts such as in the book by S.
- the flavor is a mint flavor.
- the mint is selected from the group consisting of peppermint and spearmint.
- the flavor is a cooling agent or mixtures thereof. In another embodiment, the flavor is a menthol flavor.
- Flavors that are derived from or based on fruits where citric acid is the predominant, naturally-occurring acid include but are not limited to, for example, citrus fruits (e.g. lemon, lime), limonene, strawberry, orange, and pineapple.
- the flavors food is lemon, lime or orange juice extracted directly from the fruit.
- Further embodiments of the flavor comprise the juice or liquid extracted from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, and any other citrus fruit, or variation or hybrid thereof.
- the flavor comprises a liquid extracted or distilled from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, any other citrus fruit or variation or hybrid thereof, pomegranates, kiwifruits, watermelons, apples, bananas, blueberries, melons, ginger, bell peppers, cucumbers, passion fruits, mangos, pears, tomatoes, and strawberries.
- the flavor comprises a composition that comprises limonene, in a particular embodiment, the composition is a citrus that further comprises limonene.
- the flavor comprises a flavor selected from the group comprising strawberry, orange, lime, tropical, berry mix, and pineapple.
- flavor includes not only flavors that impart or modify the smell of foods but include taste imparting or modifying ingredients.
- the latter do not necessarily have a taste or smell themselves but are capable of modifying the taste that other ingredients provides, for instance, salt enhancing ingredients, sweetness enhancing ingredients, umami enhancing ingredients, bitterness blocking ingredients and so on.
- suitable sweetening components may be included in the particles described herein.
- a sweetening component is selected from the group consisting of sugar (e.g., but not limited to sucrose), a stevia component (such as but not limited to stevioside or rebaudioside A), sodium cyclamate, aspartame, sucralose, sodium saccharine, and Acesulfam K or mixtures thereof.
- the process of the invention comprises the step of adding a reactant into the water phase during the reaction.
- This optional reactant can participate to the shell formation of microcapsules.
- the reactant can be water soluble or water suspensible.
- suitable reactant include alcohols, amines, phenols, thiols, and mixtures thereof.
- the polyfunctional monomer is a polyfunctional isocyanate and no substantial amount of amines or other water-soluble reactant susceptible to polymerize with the polyfunctional isocyanate such as alcohols, thiols, ureas, urethanes, and mixtures thereof is added at any stage of the process.
- the weight ratio between the oil phase and the water phase is comprised between 1:99 and50:50, preferably between 10:90 and 40:60.
- the coacervate particles can be “simple” coacervate particles (i.e made by “simple” coacervation) or “complex” coacervates (i.e made by “complex” coacervation) or mixtures thereof.
- simple coacervation it is understood that one polymer (or copolymer) alone made to undergo phase separation and is then precipitated from an uniform solution in the presence of anti-solvent to form the coacervate particles.
- complex coacervation is understood methods in which at least two polymers (or polyelectrolyte) of opposite charge (under specific pH value) together form the coacervate particles.
- the complex coacervation also encompasses the formation of coacervates from a charged polyions with a polymer of oppositive charge.
- the coacervate is a complex coacervate particle.
- the coacervate particle comprises at least a first polymer and a second polymer.
- the first polymer and the second polymer are water-soluble.
- First polymer and second polymer can also be named respectively first polyelectrolyte and second polyelectrolyte.
- the first and/or second polymer are (is) biopolymer(s).
- the first polymer contains at least one cationic group such as amino group, azole group, amide group, quaternary ammonium cation or guanidinium cation.
- the first polymer is preferably chosen in the group consisting of proteins (such as gelatin, whey protein, albumin), chitosan and derivatives, cationic modified polysaccharides, polyethyleneimine, poly(amidoamine)s, poly(amino-co-ester), cationic polyacrylate or mixtures thereof.
- proteins such as gelatin, whey protein, albumin
- chitosan and derivatives cationic modified polysaccharides
- polyethyleneimine poly(amidoamine)s
- poly(amino-co-ester) cationic polyacrylate or mixtures thereof.
- the protein is a plant-protein preferably chosen in the group consisting of potato protein, chickpea protein, pea protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, canola protein, rice protein, sunflower seed protein, and mixtures thereof.
- the second polymer is selected from the group of a polymer consisting of modified starch, gum arabic, chitosan, alginate salts, cellulose derivatives, guar gum, pectinate salts, pectin, carrageenan, sodium caseinate, hyaluronic acid, polyacrylic and methacrylic acid, xanthan gum or polyanion preferably chosen in the group consisting of sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt and mixtures thereof.
- the weight ratio between the first polymer and the second polymer is preferably comprised between 1:9 and 9:1, more preferably between 3:7 and 7:3.
- the coacervate particles comprise chitosan (as first polymer) and sodium caseinate (as second polymer).
- the coacervate particles comprise whey protein (as first polymer) and gum arabic (as second polymer).
- the coacervate particles comprise whey protein (as first polymer) and chitosan (as second polymer).
- the coacervate particles comprise chitosan (as first polymer) and sodium alginate (as second polymer). According to an embodiment, the coacervate particles comprise chitosan (as first polymer) and pectin (as second polymer).
- the coacervate particle comprises a polymer and an oppositely charged polyions with the polymer (such as anions and cations).
- anions are polyvalent anions, such as sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt.
- cations are multivalent metal cation, such as Sn 4+ , Al 3+ , Fe 3+ , Sb 3+ , Ga 3+ , Ca 2+ , Mg 2+ , Zn 2+ , Ba 2+ , Cd 2+ , Co 2+ , Cu 2+ and mixtures thereof.
- the coacervate particles are prepared by flash nanoprecipitation (FNP).
- FNP flash nanoprecipitation
- Coacervates particles can be prepared using a MIVM (Multi-Inlet- Vortex-Mixer) device which contains typically between 2 and 4 inlets.
- MIVM Multi-Inlet- Vortex-Mixer
- FNP Flash Nanoprecipitation method
- FNP can provide coacervate particle suspension with higher biopolymer content, meaning that more biopolymer can be embedded into the shell during the shell formation process.
- the coacervate particles are complex coacervate particles (i.e comprising at least two polymers)
- the coacervate particles are prepared by a flash nanoprecipitation (FNP) process comprising the steps of:
- First polymer and second polymer are defined as previously.
- the third solution and/or the fourth solution typically comprises water of a buffer solution.
- the buffer solution can be added in step (iii) to adjust the pH, typically between 2.0 and 8.0
- the fourth solution and/or the third solution can comprise an active ingredient.
- the third and/or fourth solution is preferably water miscible.
- the person skilled in the art will be able to select suitable process parameters.
- the injection is typically made using the pump (for example PHD ULTRA, Harvard) under a speed comprised between 10 mL/min and 120 mL/min, preferably between 20 mL/min and 80 mL/min.
- the coacervate is a simple coacervate particles.
- the coacervate particle comprises only:
- water insoluble polymer or copolymer: coacervate particles formed via the precipitation from water insoluble polymer solution in the presence of water or aqueous solution (water solution).
- Simple coacervation particles may be obtained by a flash nanoprecipitation process comprising the steps of:
- step ii) water soluble or non-water soluble
- the person skilled in the art will be able to select a suitable anti-solvent in step ii).
- a “water soluble polymer” is intended for the purpose of the present invention as encompassing any polymer which forms a one-phase solution in water. Preferably, it forms a one phase solution when dissolved in water at concentrations as high as 20% by weight, more preferably even as high as 50% by weight. Most preferably it forms a one phase solution when dissolved in water at any concentration.
- the water soluble polymer may be selected from the group consisting of proteins (such as gelatin, sodium caseinate, whey protein, albumin), chitosan and derivatives, cationic modified polysaccharides, polyethyleneimine, poly(amidoamine)s, poly(amino-co-ester), cationic polyacrylate, modified starch, gum arabic, chitosan, alginate salts, zein, cellulose derivatives, guar gum, pectinate salts, pectin, carrageenan, hyaluronic acid, polyacrylic and methacrylic acid, xanthan gum or polyanion consisting of sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt, poly(ethylene glycol), polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamide, polyethylene oxide, polyhydroxy ethylmethacrylate and other hydrophilic poly acrylates, poly(N
- the water soluble co-polymer containing hydrophilic block in the co-polymer, hydrophilic block could select from polyvinyl alcohol, poly(ethylene glycol), polyethylene oxide, poly acrylates, polyacrylamide, polyols, polyvinylpyrrolidone or other poly electrolytes.
- anti-solvent one may cite for example water miscible organic solvent, acid solution, alkaline solution or salt solution. Optionally, it may contain a further step to remove the organic solvent from the particle suspension.
- the polymer may include proteins, polycaprolactone polyol, poly lactic-co-glycolic acid, polylactic acid, polyepoxides, polyanhydrides, poly(meth)acrylates, and co-polymer containing block of poly lactic-co-glycolic acid, polylactic acid, polyvinyl alcohol, poly(ethylene glycol), polyethylene oxide, poly acrylates, polyacrylamide, polyols, polyvinylpyrrolidone.
- the water-insoluble polymer or copolymer should be dissolved in step i) in an organic solvent which is soluble with water.
- the water soluble solvents include methanol, ethanol, ethylene glycol, propylene glycol, glycerin, acetone, ethyl acetate, tetrahydrofuran, dimethylacetamide, dimethylformamide, dimethyl sulfoxide, acetonitrile, pyridine, acetic acid, 2-methoxyethanol, 2-ethoxyethanol, morpholine, N-methyl-2-pyrrolidone, formamide, acetamide.
- the polymer or copolymer could be dissolved in these solvents and be precipitated from the solution in the presence of water or water solution as anti-solvent in step ii).
- the water or water solution acts as anti-solvent.
- One may cite also for example acid solution, alkaline solution or salt solution.
- the process may contain a further step to remove the organic solvent from the particle suspension.
- the coacervate particles have a particle size comprised between 100 nm and 10 pm, preferably between 200 nm and 5 m.
- particle size it is meant an average diameter of particles based on size distribution measured by dynamic light scattering (DLS) using Zetasizer Nano ZS equipment from Malvern Instruments Ltd., UK when particles are dispersed into a water phase.
- DLS dynamic light scattering
- the total amount of coacervate particles present in the water phase is comprised between 0.1 and 20 wt%, preferably between 0.2 and 10 wt%.
- the coacervate particles comprise an active ingredient, preferably chosen in the group consisting of a cosmetic ingredient, skin caring ingredient, perfume ingredient, flavor ingredient, malodour counteracting ingredient, antimicrobial ingredient, pharmaceutical or agrochemical ingredient, a sanitizing ingredient, an insect repellent or attractant, and mixtures thereof.
- the active ingredient is an antimicrobial ingredient.
- Said antimicrobial ingredient may be an antibacterial ingredient, antifungal ingredient, and/or an antiparasitic ingredient.
- Non-exhaustive examples of such ingredients include quaternary ammonium and polymers containing quaternary ammonium group, cathelicidin antimicrobial peptides, chitosan and derivatives, polyphenols and inorganic particles such as silver particles, titanium dioxide particles and zinc oxide particles.
- the active ingredient When prepared by FNP, the active ingredient may be added by mixing the active ingredient (or active ingredient solution) into the polymer solution or injecting the active ingredient into one stream of a multi-inlet vortex mixer during the process.
- the surface of the microcapsules obtained by the process of the invention can be modified with an additional step.
- Monomers or polymers suitable for surface modification are selected from compounds which can form chemical bond between the monomer or polymer and the microcapsules and which can improve the compatibility between the microcapsules and a target substrate.
- slurry a polymer selected from the group consisting of a non-ionic polysaccharide, a cationic polymer, a polysuccinimide derivative (as described for instance in WO2021185724) and mixtures thereof to form an outer coating to the microcapsule.
- Non-ionic polysaccharide polymers are well known to a person skilled in the art.
- Preferred non-ionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methyl cellulose.
- Cationic polymers are also well known to a person skilled in the art.
- Preferred cationic polymers have cationic charge densities of at least 0.5 meq/g, more preferably at least about 1.5 meq/g, but also preferably less than about 7 meq/g, more preferably less than about 6.2 meq/g.
- the cationic charge density of the cationic polymers may be determined by the Kjeldahl method as described in the US Pharmacopoeia under chemical tests for Nitrogen determination.
- the preferred cationic polymers are chosen from those that contain units comprising primary, secondary, tertiary and/or quaternary amine groups that can either form part of the main polymer chain or can be borne by a side substituent directly connected thereto.
- the weight average (Mw) molecular weight of the cationic polymer is preferably between 10,000 and 3.5M Dalton, more preferably between 50,000 and 2M Dalton.
- copolymers shall be selected from the group consisting of polyquatemium-5, polyquatemium-6, polyquaternium-7, polyquatemiumlO, polyquatemium- 11 , polyquaternium-16, polyquatemium-22, polyquatemium-28, polyquatemium-43, polyquatemium-44, polyquatemium-46, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride
- Salcare® SC60 cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, origin: BASF
- Luviquat® such as the PQ UN, FC 550 or Style (polyquatemium- 11 to 68 or quatemized copolymers of vinylpyr
- an amount of polymer described above comprised between about 0% and 5% w/w, or even between about 0.1% and 2% w/w, percentage being expressed on a w/w basis relative to the total weight of the slurry as obtained after step 3). It is clearly understood by a person skilled in the art that only part of said added polymers will be incorporated into/deposited on the microcapsule shell.
- Another object of the invention is process for the preparation of microcapsule powder comprising the steps of:
- any drying method known to a skilled person in the art can be used; in particular the slurry may be spray-dried preferably in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrines, natural or modified starch, vegetable gums, pectins, xanthanes, alginates, carragenans or cellulose derivatives to provide microcapsules in a powder form.
- a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrines, natural or modified starch, vegetable gums, pectins, xanthanes, alginates, carragenans or cellulose derivatives to provide microcapsules in a powder form.
- Microcapsule powder may also comprise free perfume.
- An object of the invention is a microcapsule slurry or a microcapsule powder obtainable by the processes defined above.
- microcapsule or a microcapsules slurry comprising at least one microcapsule, said microcapsule comprising: a core, preferably an oil-based core, comprising a hydrophobic material, preferably a perfume oil a composite shell comprising a first material and a second material, wherein:
- the second material is a polymeric material.
- the polymeric material is preferably chosen in the group consisting of polyurea, polyester, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal and mixtures thereof.
- the weight ratio in the slurry between the first material and the second material is comprised between 1:99 and 99:1, preferably between 10:90 and 99:1.
- the second material is present in an amount less than 5%, by weight based on the total weight of the microcapsule slurry.
- the shell material is a biodegradable material.
- the shell has a biodegradability of at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%, within 60 days according to OECD301F.
- the core-shell microcapsule has a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
- the core- shell microcapsule including all components, such as the core, shell and optionally coating may have a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
- the oil-based core preferably perfume oil has a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
- OECD301F is a standard test method on the biodegradability from the Organization of Economic Co-operation and Development.
- the coacervate particles have a particle size comprised between 100 nm and 10 pm, preferably between 200 nm and 5 m.
- the microcapsule slurry can comprise auxiliary ingredients selected from the group of thickening agents/rheology modifiers, antimicrobial agents, opacity-building agents, mica particles, salt, pH stabilizers/buffering ingredients, preferably in an amount comprised between 0 and 15% by weight based on the total weight of the slurry.
- the microcapsule slurry of the invention comprises additional free (i.e non-encapsulated) perfume, preferably in an amount comprised between 5 and 50% by weight based on the total weight of the slurry.
- the microcapsules of the invention can be used in combination with a second type of microcapsules.
- Another object of the invention is a microcapsule delivery system comprising: the microcapsules of the present invention as a first type of microcapsule, and a second type of microcapsules, wherein the first type of microcapsule and the second type of microcapsules differ in their hydrophobic material and/or their wall material and/or their coacervate particles and/or in their coating material.
- the microcapsule delivery system is in the form of a slurry.
- the wall of the second type of microcapsules can vary.
- the polymer shell of the second type of microcapsules comprises a material selected from the group consisting of polyurea, polyurethane, polyamide, poly hydroxy alkanoates, polyacrylate, polyesters, poly aminoesters, polyepoxides, organosilicon, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine formaldehyde resin cross-linked with polyisocyanate or aromatic polyols, melamine urea resin, melamine glyoxal resin, gelatin/ gum arabic shell wall, and mixtures thereof.
- the second type of microcapsule can comprise an oil-based core comprising a hydrophobic active, preferably perfume, and a composite shell comprising a first material and a second material, wherein the first material and the second material are different, the first material is a coacervate, the second material is a polymeric material.
- the weight ratio between the first material and the second material is comprised between 50:50 and 99.9:0.1.
- the coacervate comprises a first poly electrolyte, preferably selected among proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably Gelatin and a second polyelectrolyte, preferably alginate salts, cellulose derivatives guar gum, pectinate salts, carrageenan, polyacrylic and methacrylic acid or xanthan gum, or yet plant gums such as acacia gum (Gum Arabic), most preferably Gum Arabic.
- proteins such as gelatin
- polypeptides or polysaccharides such as chitosan
- a second polyelectrolyte preferably alginate salts, cellulose derivatives guar gum, pectinate salts, carrageenan, polyacrylic and methacrylic acid or xanthan gum, or yet plant gums such as acacia gum (Gum Arabic), most preferably Gum Arabic.
- the coacervate first material can be hardened chemically using a suitable cross-linker such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin or can be hardenedenzymatically using an enzyme such as transglutaminase.
- the second polymeric material can be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, organosilicon, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal and mixtures thereof, preferably polyurea and/or polyurethane.
- the second material is preferably present in an amount less than 3 wt.%, preferably less than 1 wt.% based on the total weight of the second type of microcapsule slurry.
- the shell of the second type of microcapsules can be aminoplast-based, polyurea-based or polyurethane-based.
- the shell of the second type of microcapsules can also be hybrid, namely organic-inorganic such as a hybrid shell composed of at least two types of inorganic particles that are cross-linked, or yet a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macro-monomeric composition.
- the shell of the second type of microcapsules comprises an aminoplast copolymer, such as melamine-formaldehyde or urea- formaldehyde or cross-linked melamine formaldehyde or melamine glyoxal.
- aminoplast copolymer such as melamine-formaldehyde or urea- formaldehyde or cross-linked melamine formaldehyde or melamine glyoxal.
- the shell of the second type of microcapsules is polyurea- based made from, for example but not limited to isocyanate-based monomers and amine- containing crosslinkers such as guanidine carbonate and/or guanazole.
- Certain polyurea microcapsules comprise a polyurea wall which is the reaction product of the polymerisation between at least one polyisocyanate comprising at least two isocyanate functional groups and at least one reactant selected from the group consisting of an amine (for example a water- soluble guanidine salt and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated perfume.
- an amine for example a water- soluble guanidine salt and guanidine
- a colloidal stabilizer or emulsifier for example a colloidal stabilizer or emulsifier
- an encapsulated perfume for example a water- soluble guanidine salt and guanidine
- an amine for example a water-
- the colloidal stabilizer includes an aqueous solution of between 0.1% and 0.4% of polyvinyl alcohol, between 0.6% and 1% of a cationic copolymer of vinylpyrrolidone and of a quaternized vinylimidazol (all percentages being defined by weight relative to the total weight of the colloidal stabilizer).
- the emulsifier is an anionic or amphiphilic biopolymer, which may be, in one aspect, chosen from the group consisting of gum Arabic, soy protein, gelatin, sodium caseinate and mixtures thereof.
- the microcapsule wall material of the second type of microcapsules may comprise any suitable resin and especially including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc.
- suitable resins include the reaction product of an aldehyde and an amine
- suitable aldehydes include, formaldehyde and glyoxal.
- suitable amines include melamine, urea, benzoguanamine, glycoluril, and mixtures thereof.
- Suitable melamines include, methylol melamine, methylated methylol melamine, imino melamine and mixtures thereof.
- Suitable ureas include, dimethylol urea, methylated dimethylol urea, urearesorcinol, and mixtures thereof.
- Suitable materials for making may be obtained from one or more of the following companies Solutia Inc. (St Louis, Missouri U.S.A.), Cytec Industries (West Paterson, New Jersey U.S.A.), Sigma-Aldrich (St. Louis, Missouri U.S.A.).
- the second type of microcapsules is a one- shell aminoplast core-shell microcapsule obtainable by a process comprising the steps of:
- the second type of microcapsules is a formaldehyde- free capsule.
- a typical process for the preparation of aminoplast formaldehyde-free microcapsules slurry comprises the steps of
- oligomeric composition comprising the reaction product of, or obtainable by reacting together: a. a polyamine component in the form of melamine or of a mixture of melamine and at least one C1-C4 compound comprising two NH2 functional groups; b. an aldehyde component in the form of a mixture of glyoxal, a C4-62,2-dialkoxy- ethanal and optionally a glyoxalate, said mixture having a molar ratio glyoxal/C4-62,2-dialkoxy-ethanal comprised between 1/1 andlO/1; and c. a protic acid catalyst;
- an oil-in-water dispersion wherein the droplet size is comprised between 1 and 600 microns, and comprising: a. an oil; b. a water medium: c. at least an oligomeric composition as obtained in step 1 ; d. at least a cross-linker selected amongst: i. C 4 -C 12 aromatic or aliphatic di- or tri-isocyanates and their biurets, triurets, trimmers, trimethylol propane-adduct and mixtures thereof; and/or ii. a di- or tri-oxiran compounds of formula:
- n stands for 2 or 3 and 1 represents a C2-C6 group optionally comprising from 2 to 6 nitrogen and/or oxygen atoms; e. optionally a C1-C4 compounds comprising two NH2 functional groups;
- the second type of microcapsule comprises
- an oil-based core comprising a hydrophobic active, preferably perfume
- biopolymer shell comprising a protein, wherein at least one protein is cross-linked.
- the protein is chosen in the group consisting of milk proteins, caseinate salts such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed proteins, gelatins, gluten, pea protein, soy protein, silk protein and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate
- the protein comprises sodium caseinate and a globular protein, preferably chosen in the group consisting of whey protein, beta-lactoglobulin, ovalbumine, bovine serum albumin, vegetable proteins, and mixtures thereof.
- the protein is preferably a mixture of sodium caseinate and whey protein.
- the biopolymer shell comprises a crosslinked protein chosen in the group consisting of sodium caseinate and/or whey protein.
- the second type of microcapsules slurry comprises at least one microcapsule made of: - an oil-based core comprising the hydrophobic active, preferably perfume;
- an inner shell made of a polymerized polyfunctional monomer; preferably a polyisocyanate having at least two isocyanate functional groups
- biopolymer shell comprising a protein, wherein at least one protein is cross-linked; wherein the protein contains preferably a mixture comprising sodium caseinate and a globular protein, preferably whey protein,
- sodium caseinate and/or whey protein is (are) crosslinked protein(s).
- the weight ratio between sodium caseinate and whey protein is preferably comprised between 0.01 and 100, preferably between 0.1 and 10, more preferably between 0.2 and 5.
- the second type of microcapsules is a polyamide coreshell polyamide microcapsule comprising:
- an oil-based core comprising comprising a hydrophobic active, preferably perfume, and
- polyamide shell comprising or being obtainable from:
- the second type of microcapsules comprises:
- an oil-based core comprising a hydrophobic active, preferably perfume, and
- polyamide shell comprising or being obtainable from:
- an acyl chloride preferably in an amount comprised between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w/w
- a first amino compound preferably in an amount comprised between 1% and 50% w/w, preferably between 7 and 40% w/w;
- a second amino compound preferably in an amount comprised between 1% and 50% w/w, preferably between 2 and 25% w/w
- a stabilizer preferably a biopolymer, preferably in an amount comprised between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%, • optionally, a carbohydrate.
- the second type of microcapsules comprises:
- an oil-based core comprising a hydrophobic active, preferably perfume, and
- polyamide shell comprising or being obtainable from:
- a first amino-compound being an amino-acid, preferably chosen in the group consisting of L-Lysine, L-Arginine, L-Histidine, L-Tryptophane and/or mixtures thereof.
- a second amino-compound preferably chosen in the group consisting of ethylene diamine, diethylene triamine, cystamine and/or mixtures thereof, and
- a biopolymer preferably chosen in the group consisting of potato protein, chickpea protein, pea protein, algae protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, white egg albumin, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof,
- a carbohydrate preferably selected from the group consisting of anionic salt of alginic acid, preferably alginic acid sodium salt, pectin, lignin, anionic modified starch, carboxymethylcellulose, carrageenan and mixtures thereof.
- the shell of the second type of microcapsules is polyurea- or polyurethane-based.
- processes for the preparation of polyurea and polyurethane-based microcapsule slurry are for instance described in International Patent Application Publication No. W02007/004166, European Patent Application Publication No. EP 2300146, and European Patent Application Publication No. EP25799.
- a process for the preparation of polyurea or polyurethane-based microcapsule slurry include the following steps: a) Dissolving at least one polyisocyanate having at least two isocyanate groups in an oil to form an oil phase; b) Preparing an aqueous solution of an emulsifier or colloidal stabilizer to form a dispersing phase; c) Adding the oil phase to the dispersing phase to form an oil-in-water dispersion, wherein the mean droplet size is comprised between 1 and 500 pm, preferably between 5 and 50 pm; and d) Applying conditions sufficient to induce interfacial polymerisation and form microcapsules in form of a slurry.
- microcapsules of the invention can be used in combination with active ingredients.
- An object of the invention is therefore a composition comprising:
- an active ingredient preferably chosen in the group consisting of a cosmetic ingredient, skin caring ingredient, perfume ingredient, flavor ingredient, malodour counteracting ingredient, bactericide ingredient, fungicide ingredient, pharmaceutical or agrochemical ingredient, a sanitizing ingredient, an insect repellent or attractant, and mixtures thereof.
- the capsules of the invention show a good performance in terms of stability in challenging medium.
- Another object of the present invention is a perfuming composition
- a perfuming composition comprising:
- microcapsules or microcapsule slurry as defined above wherein the oil comprises a perfume
- an emulsifying system i.e. a solvent and a surfactant system, or a solvent commonly used in perfumery.
- a solvent and a surfactant system i.e. a solvent and a surfactant system
- a detailed description of the nature and type of solvents commonly used in perfumery cannot be exhaustive.
- solvents such as dipropyleneglycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2- ethoxy ethoxy) -1 -ethanol or ethyl citrate, which are the most commonly used.
- compositions which comprise both a perfumery carrier and a perfumery co-ingredient can be also ethanol, water/ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (origin: Exxon Chemical) or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (origin: Dow Chemical Company).
- perfumery coingredient it is meant here a compound, which is used in a perfuming preparation or a composition to impart a hedonic effect and which is not a microcapsule as defined above.
- perfuming co-ingredients present in the perfuming composition do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of his general knowledge and according to the intended use or application and the desired organoleptic effect.
- these perfuming co-ingredients belong to chemical classes as varied as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfurous heterocyclic compounds and essential oils, and said perfuming co-ingredients can be of natural or synthetic origin.
- co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that said co-ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.
- Co-ingredients may be chosen in the group consisting of 4-(dodecylthio)-4-(2,6,6- trimethyl-2-cyclohexen-l-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-l-cyclohexen-l- yl)-2-butanone, trans-3-(dodecylthio)-l-(2,6,6-trimethyl-3-cyclohexen-l-yl)-l-butanone, 2- (dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-l-yl oxo(phenyl)acetate, (Z)-hex-3-en-l-yl oxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-l-
- perfumery adjuvant we mean here an ingredient capable of imparting additional added benefit such as a color, a particular light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvant commonly used in perfuming bases cannot be exhaustive, but it has to be mentioned that said ingredients are well known to a person skilled in the art.
- the perfuming composition according to the invention comprises between 0.01 and 30 % by weight of microcapsules as defined above.
- microcapsules can advantageously be used in many application fields and used in consumer products.
- Microcapsules can be used in liquid form applicable to liquid consumer products as well as in powder form, applicable to powder consumer products.
- the consumer product as defined above is liquid and comprises: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; and c) a microcapsule slurry or microcapsules as defined above, d) optionally non-encapsulated perfume.
- the consumer product as defined above is in a powder form and comprises: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) a microcapsule powder as defined above. c) optionally perfume powder that is different from the microcapsules defined above.
- the products of the invention can in particular be of used in perfumed consumer products such as product belonging to fine fragrance or “functional” perfumery.
- Functional perfumery includes in particular personal-care products including hair-care, body cleansing, skin care, hygiene-care as well as home-care products including laundry care, surface care and air care.
- another object of the present invention consists of a perfumed consumer product comprising as a perfuming ingredient, the microcapsules defined above or a perfuming composition as defined above.
- the perfume element of said consumer product can be a combination of perfume microcapsules as defined above and free or non-encapsulated perfume, as well as other types of perfume microcapsules than those here-disclosed.
- liquid consumer product comprising: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; and c) a perfuming composition as defined above is another object of the invention.
- inventions microcapsules can therefore be added as such or as part of an invention’ s perfuming composition in a perfumed consumer product.
- a perfumed consumer product it is meant a consumer product which is expected to deliver among different benefits a perfuming effect to the surface to which it is applied (e.g. skin, hair, textile, paper, or home surface) or in the air (air- freshener, deodorizer etc.).
- a perfumed consumer product according to the invention is a manufactured product which comprises a functional formulation also referred to as “base”, together with benefit agents, among which an effective amount of microcapsules according to the invention.
- Non- limiting examples of suitable perfumed consumer products can be a perfume, such as a fine perfume, a cologne, an after-shave lotion, a body-splash; a fabric care product, such as a liquid or solid detergent, tablets and unit dose (single or multi-chambers), a fabric softener, a dryer sheet, a fabric refresher, an ironing water, or a bleach; a personal-care product, such as a hair-care product (e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray), a cosmetic preparation (e.g. a vanishing cream, body lotion or a deodorant or antiperspirant), or a skin-care product (e.g.
- a hair-care product e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray
- a cosmetic preparation e.g. a vanishing cream, body lotion or a deodorant or antiperspirant
- a skin-care product e.g
- a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product
- an air care product such as an air freshener or a “ready to use” powdered air freshener
- a home care product such all-purpose cleaners, liquid or power or tablet dishwashing products, toilet cleaners or products for cleaning various surfaces, for example sprays & wipes intended for the treatment I refreshment of textiles or hard surfaces (floors, tiles, stone-floors etc.); a hygiene product such as sanitary napkins, diapers, toilet paper.
- Another object of the invention is a consumer product comprising: a personal care active base, and - microcapsules or microcapsule slurry as defined above or the perfuming composition as defined above, wherein the consumer product is in the form of a personal care composition.
- the personal care composition is preferably chosen in the group consisting of a hair-care product (e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray), a cosmetic preparation (e.g. a vanishing cream, body lotion or a deodorant or antiperspirant), or a skincare product (e.g. a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product);
- a hair-care product e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray
- a cosmetic preparation e.g. a vanishing cream, body lotion or a deodorant or antiperspirant
- a skincare product e.g. a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product
- Another object of the invention is a consumer product comprising: - a home care or a fabric care active base, and microcapsules or microcapsule slurry as defined above or the perfuming composition as defined above, wherein the consumer product is in the form of a home care or a fabric care composition.
- the consumer product comprises from 0.1 to 15 wt%, more preferably between 0.2 and 5 wt% of the microcapsules of the present invention, these percentages being defined by weight relative to the total weight of the consumer product.
- concentrations may be adapted according to the benefit effect desired in each product.
- An object of the invention is a consumer product, preferably a home care or a fabric care consumer product comprising the microcapsules or the microcapsule slurry as defined above, wherein the consumer product has a pH less than 7.
- An object of the invention is a consumer product, preferably a home care or a fabric care consumer product comprising the microcapsules or the microcapsule slurry as defined above, wherein the consumer product has a pH equals or greater than 7.
- active base For liquid consumer product mentioned below, by “active base”, it should be understood that the active base includes active materials (typically including surfactants) and water.
- active base includes active materials (typically including surfactants) and auxiliary agents (such as bleaching agents, buffering agent; builders; soil release or soil suspension polymers; granulated enzyme particles, corrosion inhibitors, antifoaming, sud suppressing agents; dyes, fillers, and mixtures thereof).
- active materials typically including surfactants
- auxiliary agents such as bleaching agents, buffering agent; builders; soil release or soil suspension polymers; granulated enzyme particles, corrosion inhibitors, antifoaming, sud suppressing agents; dyes, fillers, and mixtures thereof.
- An object of the invention is a consumer product in the form of a fabric softener composition
- a fabric softener active base preferably comprising at least one active material chosen in the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquats), Hamburg esterquat (HEQ), TEAQ (triethanolamine quat), silicones and mixtures thereof
- the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
- Liquid detergent An object of the invention is a consumer product in the form of a liquid detergent composition
- a liquid detergent active base preferably comprising at least one active material chosen in the group consisting of anionic surfactant such as alkylbenzenesulfonate (ABS), secondary alkyl sulfonate (SAS), primary alcohol sulfate (PAS), lauryl ether sulfate (LES), methyl ester sulfonate (MES) and nonionic surfactant such as alkyl amines, alkanolamide, fatty alcohol poly(ethylene glycol) ether, fatty alcohol ethoxylate (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxy des, alkyl polyglucosides, alkyl polyglucos amides, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsule
- An object of the invention is a consumer product in the form of a solid detergent composition
- a solid detergent active base preferably comprising at least one active material chosen in the group consisting of anionic surfactant such as alkylbenzenesulfonate (ABS), secondary alkyl sulfonate (SAS), primary alcohol sulfate (PAS), lauryl ether sulfate (LES), methyl ester sulfonate (MES) and nonionic surfactant such as alkyl amines, alkanolamide, fatty alcohol poly(ethylene glycol) ether, fatty alcohol ethoxylate (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxy des, alkyl polyglucosides, alkyl polyglucos amides, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule powder or microcapsule slurry or microcapsul
- An object of the invention is a consumer product in the form of a shampoo or a shower gel composition
- a shampoo or a shower gel active base comprising: a shampoo or a shower gel active base; preferably comprising at least one active material chosen in the group consisting of sodium alkylether sulfate, ammonium alkylether sulfates, alkylamphoacetate, cocamidopropyl betaine, cocamide MEA, alkylglucosides and aminoacid based surfactants and mixtures thereof, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
- An object of the invention is a consumer product in the form of a rinse-off conditioner composition
- a rinse-off conditioner active base preferably comprising at least one active material chosen in the group consisting of cetyltrimonium chloride, stearyl trimonium chloride, benzalkonium chloride, behentrimonium chloride and mixture thereof, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
- An object of the invention is a consumer product in the form of a solid scent booster composition
- a solid carrier preferably chosen in the group consisting of urea, sodium chloride, sodium sulphate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, saccharides such as sucrose, mono-, di-, and polysaccharides and derivatives such as starch, cellulose, methyl cellulose, ethyl cellulose, propyl cellulose, polyols/sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt, PEG, PVP, citric acid or any water soluble solid acid, fatty alcohols or fatty acids and mixtures thereof, a microcapsule
- An object of the invention is a consumer product in the form of a liquid scent booster composition
- a surfactant system essentially consisting of one or more than one non-ionic surfactant, wherein the surfactant system has a mean HLB between 10 and 14, preferably chosen in the group consisting of ethoxylated aliphatic alcohols, POE/PPG (polyoxyethylene and polyoxypropylene) ethers, mono and polyglyceryl esters, sucrose ester compounds, polyoxyethylene hydroxylesters, alkyl polyglucosides, amine oxides and combinations thereof; a linker chosen in the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxyl carboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactant having an HLB less than 10 and mixtures thereof, and a microcapsule slurry or microcapsules as defined above, in the form of a slurry
- An object of the invention is a consumer product in the form of an oxidative hair coloring composition
- an oxidizing phase comprising an oxidizing agent and an alkaline phase comprising an alkakine agent, a dye precursor and a coupling compound; wherein said dye precursor and said coupling compound form an oxidative hair dye in the presence of the oxidizing agent, preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil
- the consumer product is in the form of a perfuming composition
- a perfuming composition comprising:
- microcapsule slurry or microcapsules as defined previously,
- the obtained complex coacervation suspension contains 0.5% Sodium Caseinate and 0.1% Chitosan (mean particle size: 347 nm) with the pH comprised between 4.8-5.0.
- An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
- a perfume oil see Table 1
- Takenate® Xylylene Diisocyanate adduct polymer
- An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
- the Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
- Figure 2 represents microscopic picture of microcapsules B.
- Whey protein solution Whey protein dissolved in DI water
- Gum Arabic solution Gum Arabic dissolved in DI water
- the obtained complex coacervation suspension contains 0.3% whey protein and 0.6% Gum Arabic (mean particle size: 1.2 pm) with the pH was adjusted between 4.3-4.6.
- An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
- a perfume oil see Table 1
- Takenate® Xylylene Diisocyanate adduct polymer
- the Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
- Microcapsules C composition 1 Takenate® D-l ION (Trimethylol propane-adduct of xylylene diisocyanate), origin: Mitsui Chemicals, Inc., Japan
- An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
- a perfume oil see Table 1
- Takenate® Xylylene Diisocyanate adduct polymer
- the Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
- Potato protein/gum arabic complex particle suspension preparation 2.0% potato protein solution (pH was adjusted to 2 by using 5.0% hydrochloric acid solution and 5.0% sodium hydroxide solution) and 2.0% gum arabic solution (pH was adjusted to 2 by using 5.0% hydrochloric acid solution and 5.0% sodium hydroxide solution) were injected into two different streams of a two stream multi-inlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
- the obtained complex coacervation suspension contains 1.0% potato protein and 1.0% gum arabic (mean particle size: 814.7 nm) with the pH comprised 2.
- An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the water phase comprising complex coacervation suspension and melamine- formaldehyde resin (MF resin) with an oil/water ratio at 3:7. Then a stable Pickering emulsion was formed by using a homogenizer. The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 80°C for 2 h. Then ethylene urea was added, and the slurry was cooled down to RT.
- Takenate® Xylylene Diisocyanate adduct polymer
- Zein was dissolved into ethanol/water (70/30 v/v) mixture for a solution with solid content at 2.0%. Zein solution and water were injected into two different streams of a two stream multiinlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min. The obtained suspension was evaporated by rotavapor removing ethanol to obtain a final suspension with solid content at ca. 6.8% (mean particle size: 615.1 nm).
- An oil phase comprising a perfume oil (see Table 1) and ethylene glycol dimethacrylate (EGDMA) was added into the dilute zein simple coacervation suspension (2.0% zein particles in suspension) with an oil/water ratio at 3:7. Then a stable Pickering emulsion was formed by using a homogenizer, and the Pickering emulsion was transferred into a reactor. Ammonium persulfate (APS) solution and sodium bisulfite solution were added into the Pickering emulsion. Then reaction was carried out at 40°C for 3 h and 60°C for 1 h under N2 atmosphere.
- APS ammonium persulfate
- sodium bisulfite solution were added into the Pickering emulsion. Then reaction was carried out at 40°C for 3 h and 60°C for 1 h under N2 atmosphere.
- Zeta potential measurement Zeta potential of microcapsules was examined using Zetasizer
- the storage stability of the capsules was evaluated in a fabric softener formulation (see composition in Table 8). Capsule dispersions were diluted in the fabric softener (29.73 g) to obtain a final concentration of perfume of 0.20 wt%. The softener was stored for up to 3 days at 37 °C. The amount of perfume leaked out of the capsules was then measured by solvent extraction with isooctane (10 mL) under stirring.
- a fabric softener base comprising microcapsules (2 g) was introduced into a 20 mL vial.
- the sample was diluted with water (2 mL) to decrease the viscosity using a Socorex 10 mL bottle top dispenser.
- the samples were shaken for 5 min using the Turbulat Shaker set at 40 rpm.
- the samples were shaken for 45 min at 40 rpm to extract the free perfume and then centrifuged for 10 min at 3.0 G to separate the two phases.
- the solvent phase was recovered and dried on MgSCL for GC analysis.
- Microcapsules according to the invention show therefore a good stability in a fabric softener.
- Capsule slurry was added into 26g unperfumed fabric softener with perfume oil dosage of 0.1% under stirring at 200rpm for 5 min, the fabric softener was used to wash the cotton towels.
- Performance intensity (scale from 1 to7): Before rubbing 2.8+0.1; after rubbing 4.5+0.1 for microcapsules A.
- Performance intensity (scale from 1 to7): Before rubbing 3.2+0.1; after rubbing 4.6+0.1 for microcapsules B.
- Performance intensity (scale from 1 to7): Before rubbing 3.0+0.1; after rubbing 4.3+0.1 for microcapsules C.
- Performance intensity (scale from 1 to7): Before rubbing 2.1+0.1; after rubbing 4.7+0.1 for microcapsules D.
- Microcapsules of the present invention are dispersed in a liquid detergent base described below to obtain a concentration of encapsulated perfume oil at 0.22%.
- Rinse-off conditioner Microcapsules of the present invention are dispersed in a rinse-off conditioner base described below to obtain a concentration of encapsulated perfume oil at 0.5%.
- Microcapsules of the present invention are weighed and mixed in a shampoo composition to add the equivalent of 0.2% perfume.
- Antiperspirant roll-on emulsion composition Microcapsules of the present invention are weighed and mixed in antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.
- Part A and B are heated separately to 75 °C; Part A is added to Part B under stirring and the mixture is homogenized for 10 min. Then, the mixture is cooled under stirring; and Part C is slowly added when the mixture reached 45 °C and Part D when the mixture reached at 35 °C while stirring. Then the mixture is cooled to room temperature.
- Microcapsules of the present invention are weighed and mixed in antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.
- Irgasan® DP 300 trademark and origin : BASF
- Microcapsules of the present invention are weighed and mixed in the following composition to add the equivalent of 0.2% perfume.
- CARBOPOL AQUA SF-1 POLYMER trademark and origin: NOVEON
- Unit dose formulation A sufficient amount of exemplified microcapsules is weighed and mixed in a unit dose formulation to add the equivalent of 0.2% perfume.
- the unit dose formulation can be contained in a PVOH (polyvinyl alcohol) film.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Birds (AREA)
- Dispersion Chemistry (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Fats And Perfumes (AREA)
Abstract
The present invention relates to a new process for the preparation of hybrid microcapsules. Hybrid microcapsules are also an object of the invention. Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the invention.
Description
HYBRID MICROCAPSULES
TECHNICAL FIELD
The present invention relates to a new process for the preparation of hybrid microcapsules. Hybrid microcapsules are also an object of the invention. Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the invention.
BACKGROUND OF THE INVENTION
One of the problems faced by the perfumery industry lies in the relatively rapid loss of olfactive benefit provided by odoriferous compounds due to their volatility, particularly that of “top-notes”. In order to tailor the release rates of volatiles, delivery systems such as microcapsules containing a perfume are needed to protect and later release the core payload when triggered. A key requirement from the industry regarding these systems is to survive suspension in challenging bases without physically dissociating or degrading. This is referred to as stability for the delivery system. For instance, fragranced personal and household cleansers containing high levels of aggressive surfactant detergents are very challenging for the stability of microcapsules.
In addition to the performance in terms of stability and olfactive performance, the consumer demand for eco-friendly delivery systems is more and more important and is driving the development of new delivery systems.
There is therefore still a need to provide new microcapsules using more eco-friendly materials, while not compromising on the performance of the microcapsules, in particular in terms of stability in a challenging medium such as a consumer product base, as well as in delivering a good performance in terms of active ingredient delivery, e.g. olfactive performance in the case of perfuming ingredients.
The present invention is proposing a solution to the above-mentioned problem by providing new hybrid microcapsules and a process for preparing said microcapsules.
SUMMARY OF THE INVENTION
A first object of the invention is a process for the preparation of a microcapsule slurry comprising the steps of:
1) suspending coavervate particles in a solvent to form a dispersing phase;
2) admixing at least one polyfunctional monomer with a hydrophobic material to form an oil phase;
3) adding the oil phase to the dispersing phase and mixing them to form a two-phases Pickering emulsion under conditions allowing the formation of a microcapsule slurry by interfacial polymerization.
A second object of the invention is a microcapsule slurry obtainable by the process according to anyone of the preceding claims.
The present invention also relates to perfumed consumer products and flavoured edible products comprising the microcapsule slurry or microcapsules defined above.
BRIEF DESCRIPTION OF THE FIGURES
Figure 1: is a schematic representation of the formation of a Pickering emulsion when coacervate particles are used to stabilize the oil phase.
Figure 2: represents microscopic picture of microcapsules prepared by the process of the invention.
Figure 3: represents the preparation of coacervate particles by using flash nanoprecipitation process (FNP) with two polymer solutions (having opposite charge).
DETAILED DESCRIPTION OF THE INVENTION
Unless stated otherwise, percentages (%) are meant to designate a percentage by weight of a composition.
By “active ingredient”, it is meant a single compound or a combination of ingredients.
By “perfume or flavour oil”, it is meant a single perfuming or flavouring compound or a mixture of several perfuming or flavouring compounds.
By “consumer product” or “end-product” it is meant a manufactured product ready to be distributed, sold and used by a consumer.
For the sake of clarity, by the expression “dispersion” in the present invention it is meant a system in which particles are dispersed in a continuous phase of a different composition and it specifically includes a suspension or an emulsion.
A “microcapsule”, or the similar, in the present invention it is meant that core-shell microcapsules have a particle size distribution in the micron range (e.g. a mean diameter comprised between about 1 and 3000 microns, preferably between 1 and 500 microns, more preferably between 5 and 50 microns), and comprise an external solid polymeric shell and an internal continuous oil phase enclosed by the external shell.
By “microcapsules size” or “particle size” it is meant the volume mean diameter (D[4,3J) of the relevant capsules/particle, capsules/particles suspension as obtained by laser light scattering of a diluted sample in a Malvern Mastersizer 3000.
The microcapsules are thus defined as “hybrid” or “composite” with reference to the nature of the shell that is composed a polymeric shell formed from the interfacial polymerization, wherein coacervates particles are embedded within said polymeric shell. Coacervates particles are used to stabilize a Pickering emulsion during the process.
By “microcapsule slurry”, it is meant microcapsule(s) that is (are) dispersed in a liquid. According to an embodiment, the slurry is an aqueous slurry, i.e the microcapsule(s) is (are) dispersed in an aqueous phase.
By “polyfunctional monomer”, it is meant a molecule that, as unit, reacts or binds chemically to form a polymer or a supramolecular polymer. The polyfunctional monomer of the invention has at least two functional groups that are capable to react with or bind to functional groups of another component and/or are capable to polymerize to form a polymeric shell.
It has been found that hybrid microcapsules with overall good performance in challenging bases could be obtained.
PROCESS FOR PREPARING MICROCAPSULES
A first object of the invention is a process for the preparation of a microcapsule slurry comprising the steps of:
1) suspending coacervate particles in a solvent to form a dispersing phase;
2) admixing at least one polyfunctional monomer with a hydrophobic material to form an oil phase;
3) adding the oil phase to the dispersing phase and mixing them to form a two-phases Pickering emulsion under conditions allowing the formation of a microcapsule slurry by interfacial polymerization.
According to an embodiment, the process for the preparation of a microcapsule slurry comprises the steps of:
1) suspending coacervate particles in water to form a water phase;
2) admixing at least one polyfunctional monomer with a hydrophobic material to form an oil phase;
3) adding the oil phase to the water phase and mixing them to form an oil-in-water Pickering emulsion under conditions allowing the formation of a microcapsule slurry by interfacial polymerization.
According to an embodiment, the solvent comprises, preferably consists of water.
According to an embodiment, the dispersing phase is a water phase.
According to an embodiment, the two-phases dispersion is an oil-in-water emulsion.
According to an embodiment, the solvent comprises water and an alcohol such as glycerol, 1 ,4- butanediol, ethylene glycol and mixtures thereof.
According to an embodiment, a second polyfunctional monomer is added in step 1) in the water phase and/or in step 3) in the Pickering emulsion.
The second polyfunctional monomer can be chosen in the group consisting of melamine- based resin or urea-based resin.
According to an embodiment, two processes are combined in the present invention, namely, the formation of coacervate particles prepared by Flash Nanoprecipitation (FNP) process, and an interfacial polymerization (or interfacial reaction) process to obtain microcapsules having good properties.
The process of the invention comprises forming a Pickering emulsion that is further subjected to interfacial polymerization (or interfacial reaction).
Without wishing to be bound by theory, it is believed that the Pickering emulsion determines the morphology and surface properties (size, density, zeta potential, stiffness) of the membrane, while the interfacial reaction determines the permeability and stiffness of the capsules.
Figure 1 represents the formation of a Pickering emulsion when coacervate particles are used as colloidal stabilizer to stabilize the oil droplets.
According to a particular embodiment, a polymeric emulsifier is added in step 1) in the water phase.
By “polymeric emulsifier”, it meant an emulsifier having both a polar group with an affinity for water (hydrophilic) and a nonpolar group with an affinity for oil (lipophilic). The hydrophilic part can dissolve in the water phase and the hydrophobic part can dissolve in the
oil phase providing a film around droplets. Coacervate particles used in the present invention are not a polymeric emulsifier. Coacervate particles belong to a colloidal stabilizer.
This optional polymeric emulsifier can allow assisting to stabilize the oil droplets in the presence of coacervate particles. The polymeric emulsifier can be an ionic or non-ionic surfactant. As non-limiting examples, non-ionic polymers include polyvinyl alcohol, gum Arabic, cellulose derivatives such hydroxyethyl cellulose, polyethylene oxide, co-polymers of polyethylene oxide and polyethylene or polypropylene oxide, co-polymers alkyl acrylates and N-vinypyrrolidone, and non-ionic polysaccharide. Ionic polymers include co-polymers of acrylamide and acrylic acid, acid anionic surfactant (such as sodium dodecyl sulfate), acrylic co-polymers bearing a sulfonate group, and co-polymers of vinyl ethers and maleic anhydride, and ionic polysaccharide.
According to an embodiment, no polymeric emulsifier is added at any stage of the process.
In the first step of the process, the coacervate particles are dispersed in a solvent, preferably a water phase, with a pH preferably between 2 and 8. Typically, this is done under ultrasonic or high mechanical agitation condition. In a second step, at least one polyfunctional monomer is dissolved in a hydrophobic material (for example, a perfume or flavour oil) to form an oil phase, which is then added to the dispersing phase (typically water phase) to form a Pickering emulsion, the mean droplet size of which is preferably comprised between 1 and 3000 microns, more preferably between 1 and 500 microns, even more preferably between 5 and 50 microns. The two-phases Pickering dispersion (typically oil-in-water Pickering emulsion) is made for instance by using high speed mechanical disperser or ultrasonic dispersers at room temperature.
Once the Pickering emulsion is formed, the pH value is preferably adjusted to a value above 8.5 and preferably not higher than 11. However, this step can be omitted.
The interfacial polymerization can be carried out typically at a temperature between 50°C and 80°C under stirring for 2 to 40 hours to complete the reaction and form microcapsules in the form of a slurry.
The morphology of the microcapsules of the invention can vary from a core-shell to a matrix type. According to one embodiment, it is of the core-shell type. In this case, the microcapsules comprise a core based on a hydrophobic active ingredient, typically a perfume or flavour oil, and a polymeric shell comprising coacervate particles embedded within the polymeric shell.
Oil phase
According to the invention, at least one polyfunctional monomer is admixed with a hydrophobic material to form an oil phase.
According to an embodiment, the polyfunctional monomer used in the process of the invention is present in amounts representing from 0.1 to 40%, preferably from 0.1 to 30%, more preferably from 0.2 to 20% by weight based on the total amount of the oil phase.
According to an embodiment, the polyfunctional monomer is chosen in the group consisting of at least one isocyanate, anhydride or maleic anhydride, acyl chloride, epoxide, (meth) acrylate monomers, alkoxy silane, and mixtures thereof.
Suitable polyfunctional isocyanates used according to the invention have at least two or three isocyanate functional groups and include aromatic isocyanate, aliphatic isocyanate and mixtures thereof.
According to a particular embodiment, the polyfunctional isocyanate comprises at least 3 but may comprise up to 6, or even only 4, isocyanate functional groups and the oil phase is essentially free from diisocyanate.
According to a particular embodiment, a triisocyanate (3 isocyanate functional groups) is used.
According to one embodiment, said polyfunctional isocyanate is an aromatic polyfunctional isocyanate.
The term “aromatic polyfunctional isocyanate” is meant here as encompassing any polyfunctional isocyanate comprising an aromatic moiety. Preferably, it comprises a phenyl, a toluyl, a xylyl, a naphthyl or a diphenyl moiety, more preferably a toluyl or a xylyl moiety. Preferred aromatic polyfunctional isocyanates are biurets and polyisocyanurates, more preferably comprising one of the above-cited specific aromatic moieties. More preferably, the aromatic polyfunctional isocyanate is a polyisocyanurate of toluene diisocyanate (commercially available from Bayer under the tradename Desmodur® RC), a trimethylol propane-adduct of toluene diisocyanate (commercially available from Bayer under the tradename Desmodur® L75), a trimethylol propane-adduct of xylylene diisocyanate (commercially available from Mitsui Chemicals under the tradename Takenate® D-110N). In a most preferred embodiment, the aromatic polyfunctional isocyanate is a trimethylol propaneadduct of xylylene diisocyanate.
According to another embodiment, said polyfunctional isocyanate is an aliphatic polyfunctional isocyanate. The term “aliphatic polyfunctional isocyanate” is defined as a polyfunctional isocyanate which does not comprise any aromatic moiety. Preferred aliphatic
polyfunctional isocyanates are a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate, a trimethylol propane-adduct of hexamethylene diisocyanate (available from Mitsui Chemicals) or a biuret of hexamethylene diisocyanate (commercially available from Bayer under the tradename Desmodur® N 100), among which a biuret of hexamethylene diisocyanate is even more preferred.
According to another embodiment, said at least one polyfunctional isocyanate is in the form of a mixture of at least one aliphatic polyfunctional isocyanate and of at least one aromatic polyfunctional isocyanate, both comprising at least two or three isocyanate functional groups, such as a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane-adduct of xylylene diisocyanate, a mixture of a biuret of hexamethylene diisocyanate with a polyisocyanurate of toluene diisocyanate and a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane-adduct of toluene diisocyanate. Most preferably, it is a mixture of a biuret of hexamethylene diisocyanate with a trimethylol propane- adduct of xylylene diisocyanate.
According to an embodiment, the polyfunctional monomer is an acyl chloride.
According to a particular embodiment, the acyl chloride has the following formula (I)
®
wherein n is an integer varying between 1 and 8, preferably between 1 and 6, more preferably between 1 and 4, and wherein X is an (n+l)-valent C2 to C45 hydrocarbon group optionally comprising at least one group selected from (i) to (xi), particularly from (i) to (vi)
wherein R is a hydrogen atom or an alkyl group such as a methyl or an ethyl group, preferably a hydrogen atom.
It is understood that by . hydrocarbon group ...” it is meant that said group consists of hydrogen and carbon atoms and can be in the form of an aliphatic hydrocarbon, i.e. linear or branched saturated hydrocarbon (e.g. alkyl group), a linear or branched unsaturated hydrocarbon (e.g. alkenyl or alkynil group), a saturated cyclic hydrocarbon (e.g. cycloalkyl) or an unsaturated cyclic hydrocarbon (e.g. cycloalkenyl or cycloalkynyl), or can be in the form of an aromatic hydrocarbon, i.e. aryl group, or can also be in the form of a mixture of said type of groups, e.g. a specific group may comprise a linear alkyl, a branched alkenyl (e.g. having one or more carbon-carbon double bonds), a (poly)cycloalkyl and an aryl moiety, unless a specific limitation to only one type is mentioned. Similarly, in all the embodiments of the invention, when a group is mentioned as being in the form of more than one type of topology (e.g. linear, cyclic or branched) and/or being saturated or unsaturated (e.g. alkyl, aromatic or alkenyl), it is also meant a group which may comprise moieties having any one of said topologies or being saturated or unsaturated, as explained above. Similarly, in all the embodiments of the invention, when a group is mentioned as being in the form of one type of saturation or unsaturation, (e.g. alkyl), it is meant that said group can be in any type of topology (e.g. linear, cyclic or branched) or having several moieties with various topologies.
It is understood that with the term “... a hydrocarbon group, optionally comprising ...” it is meant that said hydrocarbon group optionally comprises heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including for example esters, acids, amide). These groups can either substitute a hydrogen atom of the hydrocarbon
group and thus be laterally attached to said hydrocarbon, or substitute a carbon atom (if chemically possible) of the hydrocarbon group and thus be inserted into the hydrocarbon chain or ring.
According to a particular embodiment, the acyl chloride is chosen from the group consisting of benzene-l,3,5-tricarbonyl trichloride (trimesoyl trichloride), benzene- 1,2,4- tricarbonyl trichloride, benzene- 1,2, 4, 5 -tetracarbonyl tetrachloride, cyclohexane-1,3,5- tricarbonyl trichloride, isophthalyol dichloride, diglycolyl dichloride, terephthaloyl chloride, fumaryl dichloride, adipoyl chloride, succinic dichloride, propane- 1, 2, 3-tricarbonyl trichloride, cyclohexane- 1,2, 4, 5-tetracarbonyl tetrachloride, 2,2'-disulfanediyldisuccinyl dichloride, 2-(2- chloro-2-oxo-ethyl)sulfanylbutanedioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamoyl dichloride, (S)-4-((l,5-dichloro-l,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 2,2-bis[(4- chloro-4-oxo-butanoyl)oxymethyl]butyl 4-chloro-4-oxo-butanoate, [2-[2,2-bis[(4-chloro-4- oxo-butanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl] 4- chloro-4-oxo-butanoate, 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl 2- chlorocarbonyl-benzoate, [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2- [(2-chlorocarbonylbenzoyl)oxymethyl]butyl] 2-chlorocarbonylbenzoate, 4-(2,4,5- trichlorocarbonylbenzoyl)oxybutyl 2,4,5-trichlorocarbonyl-benzoate, propane- 1 ,2,3 -triyl tris(4-chloro-4-oxobutanoate), propane- 1,2-diyl bis(4-chloro-4-oxobutanoate) and mixtures thereof.
According to a particular embodiment, the oil phase concentration is comprised between 5% and 60%, preferably between 20% and 40% of the Pickering emulsion.
Hydrophobic material
According to an embodiment, the core is an oil-based core.
The hydrophobic material according to the invention can be “inert” material like solvents or active ingredients.
When the hydrophobic materials is an active ingredient, it is preferably chosen from the group consisting of flavors, flavor ingredients, perfumes, perfume ingredients, nutraceuticals, cosmetics, pest control agents, biocide actives and mixtures thereof.
According to a particular embodiment, the hydrophobic material comprises a mixture of a perfume with another ingredient selected from the group consisting of nutraceuticals, cosmetics, pest control agents and biocide actives.
According to an embodiment, the hydrophobic material comprises a phase change material (PCM).
According to a particular embodiment, the hydrophobic material comprises a mixture of biocide actives with another ingredient selected from the group consisting of perfumes, nutraceuticals, cosmetics, pest control agents.
According to a particular embodiment, the hydrophobic material comprises a mixture of pest control agents with another ingredient selected from the group consisting of perfumes, nutraceuticals, cosmetics, biocide actives.
According to a particular embodiment, the hydrophobic material comprises a perfume. According to a particular embodiment, the hydrophobic material consists of a perfume. According to a particular embodiment, the hydrophobic material consists of biocide actives.
According to a particular embodiment, the hydrophobic material consists of pest control agents.
By “perfume” (or also “perfume oil”) what is meant here is an ingredient or a composition that is a liquid at about 20°C. According to any one of the above embodiments said perfume oil can be a perfuming ingredient alone or a mixture of ingredients in the form of a perfuming composition. As a “perfuming ingredient” it is meant here a compound, which is used for the primary purpose of conferring or modulating an odor. In other words such an ingredient, to be considered as being a perfuming one, must be recognized by a person skilled in the art as being able to at least impart or modify in a positive or pleasant way the odor of a composition, and not just as having an odor. For the purpose of the present invention, perfume oil also includes a combination of perfuming ingredients with substances which together improve, enhance or modify the delivery of the perfuming ingredients, such as perfume precursors, modulators, emulsions or dispersions, as well as combinations which impart an additional benefit beyond that of modifying or imparting an odor, such as long-lastingness, blooming, malodor counteraction, antimicrobial effect, microbial stability, pest control.
The nature and type of the perfuming ingredients present in the oil phase do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to intended use or application and the desired organoleptic effect. In general terms, these perfuming ingredients belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfurous heterocyclic compounds and essential oils (for example Thyme oil), and said perfuming co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more
recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery.
In particular one may cite perfuming ingredients which are commonly used in perfume formulations, such as:
Aldehydic ingredients: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and/or nonenal;
Aromatic -herbal ingredients: eucalyptus oil, camphor, eucalyptol, 5- methyltricyclo[6.2.1.02,7]undecan-4-one, l-methoxy-3 -hexanethiol, 2-ethyl-4,4- dimethyl-l,3-oxathiane, 2,2,7/8,9/10-tetramethylspiro[5.5]undec-8-en-l-one, menthol and/or alpha-pinene;
- Balsamic ingredients: coumarin, ethylvanillin and/or vanillin;
- Citrus ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, l-p-menthen-8-yl acetate and/or l,4(8)-p-menthadiene;
Floral ingredients: methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4- tert-butylphenyl)-2-methylpropanal, hexylcinnamic aldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta ionone, methyl 2- (methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-l-yl)-3-buten- 2-one, (IE)- 1 -(2,6,6-trimethyl-2-cyclohexen- 1 -yl)- 1 -penten-3-one, 1 -(2,6,6-trimethyl- 1 ,3-cyclohexadien- 1 -yl)-2-buten- 1 -one, (2E)- 1 -(2,6,6-trimethyl-2-cyclohexen- 1 -yl)-2- buten- 1 -one, (2E)- 1 - [2,6,6-trimethyl-3-cyclohexen- 1 -yl]-2-buten- 1 -one, (2E)- 1 -(2,6,6- trimethyl- 1 -cyclohexen- 1 -yl)-2-buten- 1 -one, 3-(3 ,3/1 , 1 -dimethyl-5-indanyl)propanal, 2,5-dimethyl-2-indanmethanol, 2,6,6-trimethyl-3-cyclohexene-l-carboxylate, 3-(4,4- dimethyl-1 -cyclohexen- l-yl)propanal, hexyl salicylate, 3,7-dimethyl-l,6-nonadien-3- ol, 3-(4-isopropylphenyl)-2-methylpropanal, verdyl acetate, geraniol, p-menth-l-en-8- ol, 4-(l,l-dimethylethyl)-l-cyclohexyle acetate, l,l-dimethyl-2-phenylethyl acetate, 4- cyclohexyl-2-methyl-2-butanol, amyl salicylate , high cis methyl dihydrojasmonate, 3- methyl- 5 -phenyl- 1 -pentanol, verdyl proprionate, geranyl acetate, tetrahydro linalool, cis-7-p-menthanol, propyl (S)-2-(l,l-dimethylpropoxy)propanoate, 2- methoxynaphthalene, 2,2,2-trichloro-l -phenylethyl acetate, 4/3-(4-hydroxy-4- methylpentyl)-3-cyclohexene-l-carbaldehyde, amylcinnamic aldehyde, 8-decen-5- olide, 4-phenyl-2-butanone, isononyle acetate, 4-(l,l-dimethylethyl)-l-cyclohexyl acetate, verdyl isobutyrate and/or mixture of methylionones isomers;
Fruity ingredients: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2- methyl-4-propyl-l,3-oxathiane, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl
acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2- phenoxyethyl isobutyrate, ethyl 2-methyl-l,3-dioxolane-2-acetate, diethyl 1,4- cyclohexanedicarboxylate, 3-methyl-2-hexen-l-yl acetate, l-[3,3- dimethylcyclohexyl]ethyl [3-ethyl-2-oxiranyl]acetate and/or diethyl 1 ,4-cyclohexane dicarboxylate;
Green ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-l- carbaldehyde, 2-tert-butyl-l -cyclohexyl acetate, styrallyl acetate, allyl (2- methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-l-ol and/or 1 -(5 ,5-dimethyl- 1 -cyclohexen- 1 -yl)-4-penten- 1 -one;
Musk ingredients: l,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-l- one, 3-methylcyclopentadecanone, l-oxa-12-cyclohexadecen-2-one, l-oxa-13- cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-l-one, 2-{(lS)-l-[(lR)-3,3- dimethylcyclohexyl]ethoxy } -2-oxoethyl propionate, 3-methyl-5-cyclopentadecen- 1 - one, 4,6,6,7,8,8-hexamethyl-l,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (lS,rR)-2-[l-(3',3'-dimethyl-r-cyclohexyl)ethoxy]-2-methylpropyl propanoate, oxacyclohexadecan-2-one and/or (lS,rR)-[l-(3',3'-dimethyl-l'- cyclohexyl)ethoxycarbonyl]methyl propanoate;
Woody ingredients: l-[(lRS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3- dimethyl-5-[(lR)-2,2,3-trimethyl-3-cyclopenten-l-yl]-4-penten-2-ol, 3,4'- dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.02’7]undec[4]ene, (1- ethoxyethoxy)cyclododecane, 2,2,9, 1 l-tetramethylspiro[5.5]undec-8-en-l-yl acetate,
1-(octahydro-2,3,8,8-tetramethyl-2-naphtalenyl)-l-ethanone, patchouli oil, terpenes fractions of patchouli oil, Clearwood®, (rR,E)-2-ethyl-4-(2',2',3'-trimethyl-3'- cyclopenten-l'-yl)-2-buten-l-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-l-yl)-2- buten-l-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-
2-ol, l-(2,3,8,8-tetramethyl-l,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-l-one and/or isobornyl acetate;
Other ingredients (e.g. amber, powdery spicy or watery): dodecahydro-3a,6,6,9a- tetramethyl-naphtho[2,l-b]furan and any of its stereoisomers, heliotropin, anisic aldehyde, eugenol, cinnamic aldehyde, clove oil, 3-(l,3-benzodioxol-5-yl)-2- methylpropanal, 7-methyl-2H-l ,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl- l,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-l- thia-4-azaspiro[4.4]nonane and/or 3-(3-isopropyl- 1 -phenyl)butanal.
It is also understood that said ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds also known as properfume or profragrance. Non-limiting examples of suitable properfumes may include 4-(dodecylthio)- 4-(2,6,6-trimethyl-2-cyclohexen-l-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-l- cyclohexen-l-yl)-2-butanone, 3-(dodecylthio)-l-(2,6,6-trimethyl-3-cyclohexen-l-yl)-l- butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7- dimethylocta-2,6-dien-l-yl oxo(phenyl)acetate, (Z)-hex-3-en-l-yl oxo(phenyl)acetate, 3,7- dimethyl-2,6-octadien-l-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-l-yl) succinate, (2-((2-methylundec-l-en-l-yl)oxy)ethyl)benzene, l-methoxy-4-(3-methyl-4- phenethoxybut-3-en- 1 -yl)benzene, (3-methyl-4-phenethoxybut-3-en- 1 -yl)benzene, 1 - (((Z)-hex-3 -en- 1 -yl)oxy)-2-methylundec- 1 -ene, (2-((2-methylundec- 1 -en- 1 - yl)oxy)ethoxy)benzene, 2-methyl- 1 -(octan-3 -yloxy)undec- 1 -ene, 1 -methoxy-4-( 1 - phenethoxyprop- 1 -en-2-yl)benzene, 1 -methyl-4-( 1 -phenethoxyprop- 1 -en-2-yl)benzene, 2- ( 1 -phenethoxyprop- 1 -en-2-yl)naphthalene, (2-phenethoxy vinyl)benzene, 2-( 1 -((3 ,7- dimethyloct-6-en- 1 -yl)oxy)prop- 1 -en-2-yl)naphthalene, (2- ((2- pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy- 1 -((2-methoxy-2- phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1 - isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy- 1 - ((2- pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2- phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3- methoxybenzaldehyde or a mixture thereof.
The perfuming ingredients may be dissolved in a solvent of current use in the perfume industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin resins, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes, or isoparaffins. Preferably, the solvent is very hydrophobic and highly sterically hindered, like for example Abalyn® or benzyl benzoate. Preferably the perfume comprises less than 30% of solvent. More preferably the perfume comprises less than 20% and even more preferably less than 10% of solvent, all these percentages being defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially free of solvent.
Preferred perfuming ingredients are those having a high steric hindrance (bulky materials) and in particular those from one of the following groups:
Group 1 : perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched Ci to C4 alkyl or alkenyl substituent;
Group 2: perfuming ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one linear or branched C4 to Cs alkyl or alkenyl substituent;
Group 3: perfuming ingredients comprising a phenyl ring or perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C5 to Cs alkyl or alkenyl substituent or with at least one phenyl substituent and optionally one or more linear or branched Ci to C3 alkyl or alkenyl substituents;
Group 4: perfuming ingredients comprising at least two fused or linked Cs and/or Ce rings; Group 5 : perfuming ingredients comprising a camphor-like ring structure;
Group 6: perfuming ingredients comprising at least one C7 to C20 ring structure;
Group 7: perfuming ingredients having a logP value above 3.5 and comprising at least one tert-butyl or at least one trichloromethyl substitutent;
Examples of ingredients from each of these groups are:
Group 1: 2,4-dimethyl-3-cyclohexene-l-carbaldehyde (origin: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene- 1 -cyclohexanecarboxylate (origin: Firmenich SA, Geneva, Switzerland), nerone, terpineol, dihydroterpineol, terpenyl acetate, dihydroterpenyl acetate, dipentene, eucalyptol, hexylate, rose oxide, (S)-l,8-p-menthadiene-7-ol (origin: Firmenich SA, Geneva, Switzerland), l-p-menthene-4-ol, (lRS,3RS,4SR)-3-p-mentanyl acetate, (lR,2S,4R)-4,6,6-trimethyl-bicyclo[3,l,l]heptan-2-ol, tetrahydro-4-methyl-2-phenyl-2H- pyran (origin: Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, cyclanol acetate, 1 ,4-cyclohexane diethyldicarboxylate (origin: Firmenich SA, Geneva, Switzerland), (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (origin: Firmenich SA, Geneva, Switzerland), ((6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (origin: Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-l,3-dioxane, 2,4,6- trimethyl-3 -cyclohexene- 1 -carbaldehy de;
Group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-l-yl)-4-penten-2-ol (origin: Givaudan SA, Vernier, Switzerland), (rR,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten- l'-yl)-2-buten-l-ol (origin: Firmenich SA, Geneva, Switzerland), (l'R,E)-3,3-dimethyl-5- (2',2',3'-trimethyl-3'-cyclopenten-r-yl)-4-penten-2-ol (origin: Firmenich SA, Geneva,
Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-l-cyclopentane acetate (origin: Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-l-cyclopentanone (origin: Firmenich SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3- cyclopenten-l-yl)-4-penten-2-ol (origin: Firmenich SA, Geneva, Switzerland), 3-methyl- 5-(2,2,3-trimethyl-3-cyclopenten-l-yl)-2-pentanol (origin, Givaudan SA, Vernier, Switzerland);
Group 3: damascenes, l-(5,5-dimethyl-l-cyclohexen-l-yl)-4-penten-l-one (origin: Firmenich SA, Geneva, Switzerland), (l'R)-2-[2-(4'-methyl-3'-cyclohexen-r- yl)propyl]cyclopentanone, alpha-ionone, beta-ionone, damascenone, mixture of l-(5,5- dimethyl- 1 -cyclohexen- 1 -yl)-4-penten- 1 -one and 1 -(3 ,3 -dimethyl- 1 -cyclohexen- 1 -yl)-4- penten-l-one (origin: Firmenich SA, Geneva, Switzerland), l-(2,6,6-trimethyl-l- cyclohexen-l-yl)-2-buten-l-one (origin: Firmenich SA, Geneva, Switzerland), (1S,1'R)- [l-(3',3'-Dimethyl-l'-cyclohexyl)ethoxycarbonyl]methyl propanoate (origin: Firmenich SA, Geneva, Switzerland), 2-tert-butyl-l -cyclohexyl acetate (origin: International Flavors and Fragrances, USA), l-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (origin: Firmenich SA, Geneva, Switzerland), trans-l-(2,2,6-trimethyl-l-cyclohexyl)-3-hexanol (origin: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-l- yl)-3-buten-2-one, terpenyl isobutyrate, 4-(l,l-dimethylethyl)-l-cyclohexyl acetate (origin: Firmenich SA, Geneva, Switzerland), 8-methoxy-l-p-menthene, (lS,l'R)-2-[l- (3 ',3' -dimethyl- F -cyclohexyl) ethoxy]-2-methylpropyl propanoate (origin: Firmenich SA, Geneva, Switzerland), para tert-butylcyclohexanone, menthenethiol, 1 -methyl-4-(4- methyl-3-pentenyl)-3-cyclohexene-l-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenyl methyl carbonate, ethyl 2-methoxy-4- methylphenyl carbonate, 4-ethyl-2-methoxyphenyl methyl carbonate;
Group 4: Methyl cedryl ketone (origin: International Flavors and Fragrances, USA), a mixture of (lRS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.02’6]dec-3-en-8-yl 2- methylpropanoate and (lRS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.02’6]dec-4-en-8-yl 2- methylpropanoate, vetyverol, vetyverone, l-(octahydro-2,3,8,8-tetramethyl-2- naphtalenyl)-l -ethanone (origin: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-l-oxaspiro[4.5]deca-3,6-diene and the (5RS,9SR,10RS) isomer, 6-ethyl-2,10,10-trimethyl-l-oxaspiro[4.5]deca-3,6-diene, l,2,3,5,6,7-hexahydro-l,l,2,3,3-pentamethyl-4-indenone (origin: International Flavors and Fragrances, USA), a mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(l,l- dimethyl-5-indanyl)propanal (origin: Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-
tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane (origin: Firmenich SA, Geneva, Switzerland), 9/10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (perhydro-5,5,8A- trimethyl-2-naphthalenyl acetate (origin: Firmenich SA, Geneva, Switzerland), octalynol, (dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,l-b]furan, origin: Firmenich SA, Geneva, Switzerland), tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl acetate and tricyclo[5.2.1.0(2, 6)]dec-4- en-8-yl acetate as well as tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propanoate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propanoate, (+)-(lS,2S,3S)-2,6,6-trimethyl- bicyclo[3.1.1]heptane-3-spiro-2'-cyclohexen-4'-one;
Group 5: camphor, borneol, isobomyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5- ene-2-carbaldehyde, pinene, camphene, 8-methoxycedrane, (8-methoxy-2,6,6,8- tetramethyl-tricyclo[5.3.1.0(l,5)]undecane (origin: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, mixture of 9-ethylidene-3-oxatricyclo[6.2.1.0(2, 7)]undecan-4- one and 10-ethylidene-3-oxatricyclo[6.2.1.02,7]undecan-4-one (origin: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (origin: Firmenich SA, Geneva, Switzerland);
Group 6: (trimethyl-13-oxabicyclo-[10.1.0]-trideca-4,8-diene (origin: Firmenich SA, Geneva, Switzerland), 9-hexadecen- 16-olide (origin: Firmenich SA, Geneva, Switzerland), pentadecenolide (origin: Firmenich SA, Geneva, Switzerland), 3-methyl-(4/5)- cyclopentadecenone , (origin: Firmenich SA, Geneva, Switzerland), 3- methylcyclopentadecanone (origin: Firmenich SA, Geneva, Switzerland), pentadecanolide (origin: Firmenich SA, Geneva, Switzerland), cyclopentadecanone (origin: Firmenich SA, Geneva, Switzerland), 1 -ethoxy ethoxy)cyclododecane (origin: Firmenich SA, Geneva, Switzerland), l,4-dioxacycloheptadecane-5, 17-dione, 4,8-cyclododecadien-l-one;
Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal (origin: Givaudan SA, Vernier, Switzerland), 2,2,2-trichloro-l -phenylethyl acetate.
Preferably, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from Groups 1 to 7, as defined above. More preferably said perfume comprises at least 30%, preferably at least 50% of ingredients from Groups 3 to 7, as defined above. Most preferably said perfume comprises at least 30%, preferably at least 50% of ingredients from Groups 3, 4, 6 or 7, as defined above.
According to another preferred embodiment, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients having a logP above 3, preferably above 3.5 and even more preferably above 3.75.
According to a particular embodiment, the perfume used in the invention contains less than 10% of its own weight of primary alcohols, less than 15% of its own weight of secondary alcohols and less than 20% of its own weight of tertiary alcohols. Advantageously, the perfume used in the invention does not contain any primary alcohols and contains less than 15% of secondary and tertiary alcohols.
According to an embodiment, the oil phase (or the oil-based core) comprises: 25-100wt%, preferably 25-98% of a perfume oil comprising at least 15wt% of high impact perfume raw materials having a Log T<-4, and 0-75wt%, preferably 2-75% of a density balancing material having a density greater than 1.07 g/cm3.
“High impact perfume raw materials” should be understood as perfume raw materials having a LogT<-4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charges and molecular mass. For convenience, the odor threshold concentration is presented as the common logarithm of the threshold concentration, i.e., Log [Threshold] (“LogT”).
A “density balancing material” should be understood as a material having a density greater than 1.07 g/cm3 and having preferably low or no odor.
The odor threshold concentration of a perfuming compound is determined by using a gas chromatograph (“GC”). Specifically, the gas chromatograph is calibrated to determine the exact volume of the perfume oil ingredient injected by the syringe, the precise split ratio, and the hydrocarbon response using a hydrocarbon standard of known concentration and chainlength distribution. The air flow rate is accurately measured and, assuming the duration of a human inhalation to last 12 seconds, the sampled volume is calculated. Since the precise concentration at the detector at any point in time is known, the mass per volume inhaled is known and hence the concentration of the perfuming compound. To determine the threshold concentration, solutions are delivered to the sniff port at the back-calculated concentration. A panelist sniffs the GC effluent and identifies the retention time when odor is noticed. The average across all panelists determines the odor threshold concentration of the perfuming compound. The determination of odor threshold is described in more detail in C. Vuilleumier et al., Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development, Perfume & Flavorist, Vol. 33, September, 2008, pages 54-61.
The nature of high impact perfume raw materials having a Log T<-4 and density balancing material having a density greater than 1.07 g/cm3 are described in WO2018115250, the content of which are included by reference.
According to an embodiment, the high impact perfume raw materials having a Log T<-4 are selected from the group consisting of (+-)-l-methoxy-3-hexanethiol, 4-(4-hydroxy-l-phenyl)- 2-butanone, 2-methoxy-4-(l-propenyl)-l-phenyl acetate, pyrazobutyle, 3 -propylphenol, l-(3- methyl-l-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, l-(3,3/5,5-dimethyl-l- cyclohexen-l-yl)-4-penten-l-one , l-(5,5-dimethyl-l-cyclohexen-l-yl)-4-penten-l-one, a mixture comprising (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one and (3SR,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one, (+-)-l-(5-ethyl-5- methyl-l-cyclohexen-l-yl)-4-penten-l-one, (l'S,3'R)-l-methyl-2-[(l',2',2'- trimethylbicyclo[3.1.0]hex-3'-yl)methyl]cyclopropyl Jmethanol, (+-)-3-mercaptohexyl acetate, (2E)- 1 -(2,6,6-trimethyl- 1 ,3-cyclohexadien- 1 -yl)-2-buten- 1 -one, H-methyl-2h- 1,5- benzodioxepin-3(4H)-one, (2E,6Z)-2,6-nonadien-l-ol, (4Z)-4-dodecenal, (+-)-4-hydroxy-2,5- dimethyl-3(2H)-furanone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)- perhydro-4alpha,8abeta-dimethyl-4a-naphthalenol, patchoulol, 2-methoxy-4-(l- propenyl)phenol, mixture comprising (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylene-2-phenyl-2H-pyran, mixture comprising 4-methylene-2- phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran, 4-hydroxy-3- methoxybenzaldehyde, nonylenic aldehyde, 2-methoxy-4-propylphenol, 3-methyl-5-phenyl-2- pentenenitrile, l-(spiro[4.5]dec-6/7-en-7-yl)-4-penten-l-one(, 2-methoxynaphthalene, (-)- (3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,l-b]furan, 5-nonanolide, (3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,l-b]furan, 7-isopropyL 2H,4H-l,5-benzodioxepin-3-one, coumarin, 4-methylphenyl isobutyrate, (2E)-1 -(2,6,6- trimethyl- l,3-cyclohexadien-l-yl)-2-buten-l -one, beta, 2,2, 3-tetramethyl-delta-methylene-3- cyclopentene- 1 -butanol, delta damascene ((2E)-l-[(lRS,2SR)-2,6,6-trimethyl-3-cyclohexen- l-yl]-2-buten-l-one), (+-)-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran, anisaldehyde, paracresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenylglycidate, octalactone gamma, ethyl 3-phenyl-2-propenoate, (-)-(2E)-2-ethyl-4- [(lR)-2,2,3-trimethyl-3-cyclopenten-l-yl]-2-buten-l-ol, paracresyl acetate, dodecalactone, tricyclone, (+)-(3R,5Z)-3-methyl-5-cyclopentadecen-l-one, undecalactone, (lR,4R)-8- mercapto-3-p-menthanone, (3S,3AS,6R,7AR)-3,6-dimethylhexahydro-l-benzofuran-2(3H)- one, beta ionone, (+-)-6-pentyltetrahydro-2H-pyran-2-one, (3E,5Z)-l,3,5-undecatriene, 10- undecenal, (9E)-9-undecenal (9Z)-9-undecenal, (Z)-4-decenal, (+-)-ethyl 2-methylpentanoate,
1 ,2-diallyldisulfane, 2-tridecenenitrile, 3-tridecenenitrile, , (+-)-2-ethyl-4,4-dimethyl-l,3- oxathiane, (+)-(3R,5Z)-3-methyl-5-cyclopentadecen- 1 -one, 3-(4-tert-butylphenyl)propanal, allyl (cyclohexyloxy)acetate, methylnaphthylketone, (+-)-(4E)-3-methyl-4-cyclopentadecen-
1-one, (+-)-5E3-methyl-5-cyclopentadecen-l-one, cyclopropylmethyl 3-hexenoate, (4E)-4- methyl-5-(4-methylphenyl)-4-pentenal, (+-)- 1 -(5-propyl- 1 ,3-benzodioxol-2-yl)ethanone, 4- methyl-2-pentylpyridine, (+-)-(E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-l-yl)-3-buten-2- one, (3aRS,5aSR,9aSR,9bRS)-3a,6,6,9a-tetramethyldodecahydronaphtho[2, 1 -b]furan, (2S,5R)-5-methyl-2-(2-propanyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl-l-phenyl)butanal, methyl 2-(3-oxo-2-pentylcyclopentyl)acetate, l-(2,6,6- trimethyl- 1 -cyclohex-2-enyl)pent- 1 -en-3 -one, indol, 7 -propyl-2H,4H- 1 ,5 -benzodioxepin-3 - one, ethyl praline, (4-methylphenoxy)acetaldehyde, ethyl tricyclo[5.2.1.0.2,6]decane-2- carboxylate, (+)-(rS,2S,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-r-yl)-4-penten-
2-ol, (4E)-3,3-dimethyl-5-[(lR)-2,2,3-trimethyl-3-cyclopenten-l-yl]-4-penten-2-ol, 8- isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, methylnonylacetaldehyde, 4- formyl-2-methoxyphenyl 2-methylpropanoate, (E)-4-decenal, (+-)-2-ethyl-4-(2,2,3-trimethyl-
3-cyclopenten-l-yl)-2-buten-l-ol, (lR,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]oct-3-ene,
(lR,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (-)-(3R)-3,7-dimethyl-l,6-octadien-3- ol, (E)-3-phenyl-2-propenenitrile, 4-methoxybenzyl acetate, (E)-3-methyl-5-(2,2,3-trimethyl- 3-cyclopenten-l-yl)-4-penten-2-ol, allyl (2/3-methylbutoxy)acetate, (+-)-(2E)- 1 -(2,6,6- trimethyl-2-cyclohexen- 1 -yl)-2-buten- 1 -one, (IE)- 1 -(2,6,6-trimethyl- 1 -cyclohexen- 1 -yl)- 1 - penten-3-one, and mixtures thereof.
According to an embodiment, perfume raw materials having a Log T<-4 are chosen in the group consisting of aldehydes, ketones, alcohols, phenols, esters lactones, ethers, epoxydes, nitriles and mixtures thereof.
According to an embodiment, perfume raw materials having a Log T<-4 comprise at least one compound chosen in the group consisting of alcohols, phenols, esters lactones, ethers, epoxydes, nitriles and mixtures thereof, preferably in amount comprised between 20 and 70% by weight based on the total weight of the perfume raw materials having a Log T<-4.
According to an embodiment, perfume raw materials having a Log T<-4 comprise between 20 and 70% by weight of aldehydes, ketones, and mixtures thereof based on the total weight of the perfume raw materials having a Log T<-4.
The remaining perfume raw materials contained in the oil-based core may have therefore a Log T>-4.
According to an embodiment, the perfume raw materials having a Log T>-4 are chosen in the group consisting of ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6/8-sec- butylquinoline, (+-)-3-(l,3-benzodioxol-5-yl)-2-methylpropanal, verdyl propionate, 1- (octahydro-2,3,8,8-tetramethyl-2-naphtalenyl)-l-ethanone, methyl 2-((lRS,2RS)-3-oxo-2- pentylcyclopentyl) acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexene-l- carbaldehyde, l,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-l- propenyl)-2H-pyran, dodecanal, l-oxa-12/13-cyclohexadecen-2-one, (+-)-3-(4- isopropylphenyl)-2-methylpropanal, aldehyde Cll, (+-)-2,6-dimethyl-7-octen-2-ol, allyl 3- cyclohexylpropanoate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-propanyl)cyclohexanone, allyl heptanoate, 2-(2-methyl-2-propanyl)cyclohexyl acetate, l,l-dimethyl-2-phenylethyl butyrate, geranyl acetate, neryl acetate, (+-)-l -phenylethyl acetate, l,l-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutanoate, (2Z)-ethyl 3-hydroxy-2-butenoate, 8-p-menthanol, 8-p-menthanyl acetate, 1-p-menthanyl acetate, (+-)-2-(4-methyl-3- cyclohexen-l-yl)-2-propanyl acetate, (+-)-2-methylbutyl butanoate, 2-{(lS)-l-[(lR)-3,3- dimethylcyclohexyl]ethoxy } -2-oxoethyl propionate, 3 ,5 ,6-trimethyl-3 -cyclohexene- 1 - carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-l-carbaldehyde, 2-cyclohexylethyl acetate, octanal, ethyl butanoate, (+-)-(3E)-4-(2,6,6-trimethyl-l/2-cyclohexen-l-yl)-3-buten-2-one, 1- [(lRS,6SR)-2,2, 6- trimethylcyclohexyl] -3 -hexanol , 1,3, 3 - trimethy 1-2- oxabicyclo[2.2.2]octane, l,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethyl hexanoate, undecanal, decanal, 2-phenylethyl acetate, (lS,2S,4S)-l,7,7-trimethylbicyclo[2.2.1]heptan-2- ol, (lS,2R,4S)-l,7,7-trimethylbicyclo[2.2.1]heptan-2-ol ), (+-)-3,7-dimethyl-3-octanol, 1- methyl-4-(2-propanylidene)cyclohexene, (+)-(R)-4-(2-methoxypropan-2-yl)-l- methylcyclohex-l-ene, verdyl acetate, (3R)-l-[(lR,6S)-2,2,6-trimethylcyclohexyl]-3- hexanol, (3S)-l-[(lR,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3R)-l-[(lS,6S)-2,2,6- trimethylcyclohexyl] -3 -hexanol, (+)-(lS,l'R)-2-[l-(3',3'-dimethyl-l'-cyclohexyl)ethoxy]-2- methylpropyl propanoate, and mixtures thereof.
According to an embodiment, the perfume formulation comprises
0 to 60 wt.% of a hydrophobic solvent (based on the total weight of the perfume formulation),
40 to 100 wt.% of a perfume oil (based on the total weight of the perfume formulation), wherein the perfume oil has at least two, preferably all of the following characteristics:
o at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients having a log P above 3, preferably above 3.5, o at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of Bulky materials of groups 1 to 6, preferably 3 to 6 as defined previously and o at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials having a Log T < -4 as defined previously, optionally, further hydrophobic active ingredients.
According to a particular embodiment, the perfume comprises 0 to 60 wt.% of a hydrophobic solvent.
According to a particular embodiment, the hydrophobic solvent is a density balancing material preferably chosen in the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.
In a particular embodiment, the hydrophobic solvent has Hansen Solubility Parameters compatible with entrapped perfume oil.
The term "Hansen solubility parameter" is understood refers to a solubility parameter approach proposed by Charles Hansen used to predict polymer solubility and was developed around the basis that the total energy of vaporization of a liquid consists of several individual parts. To calculate the "weighted Hansen solubility parameter" one must combine the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonding (electron exchange). The weighted Hansen solubility parameter" is calculated as (8D2+ 8P2+ 8H2)0'5, wherein 8D is the Hansen dispersion value (also referred to in the following as the atomic dispersion fore), 8P is the Hansen polarizability value (also referred to in the following as the dipole moment), and 8H is the Hansen Hydrogenbonding ("h-bonding") value (also referred to in the following as hydrogen bonding). For a more detailed description of the parameters and values, see Charles Hansen, The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).
Euclidean difference in solubility parameter between a fragrance and a solvent is calculated as (4*(8Dsolvent-8Dfragrance)2 + (8Psolvent-8Pfragrance)2 + (SHsolvent-SHfragrance)2)^ , in which 8DSolvent, 8P solvent, and 8HSoivent, are the Hansen dispersion value, Hansen polarizability value, and Hansen
h-bonding values of the solvent, respectively; and 8Dfragrance, 8Pfragrance, and 8Hfragrance are the Hansen dispersion value, Hansen polarizability value, and Hansen h-bonding values of the fragrance, respectively.
In a particular embodiment, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (8D) from 12 to 20, a dipole moment (8P) from 1 to 8, and a hydrogen bonding (8H) from 2.5 to 11.
In a particular embodiment, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (8D) from 12 to 20, preferably from 14 to 20, a dipole moment (8P) from 1 to 8, preferably from 1 to 7, and a hydrogen bonding (8H) from 2.5 to 11, preferably from 4 to 11.
In a particular embodiment, at least 90% of the perfume oil, preferably at least 95% of the perfume oil, most preferably at least of 98% of the perfume oil has at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (8D) from 12 to 20, a dipole moment (8P) from 1 to 8, and a hydrogen bonding (8H) from 2.5 to 11.
In a particular embodiment, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (8D) from 12 to 20, preferably from 14 to 20, a dipole moment (8P) from 1 to 8, preferably from 1 to 7, and a hydrogen bonding (8H) from 2.5 to 11, preferably from 4 to 11.
According to an embodiment, the perfuming formulation comprises a fragrance modulator (that can be used in addition to the hydrophobic solvent when present or as substitution of the hydrophobic solvent when there is no hydrophobic solvent).
Preferably, the fragrance modulator is defined as a fragrance material with i. a vapor pressure of less than 0.0008 Torr at 22°C; ii. a clogP of 3.5 and higher, preferably 4.0 and higher and more preferably 4.5 iii. at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force from 12 to 20, a dipole moment from 1 to 7, and a hydrogen bonding from 2.5 to 11 , iv. at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force from 14 to 20, a dipole moment from 1 to 8, and a hydrogen bonding from 4 to 11, when in solution with a compound having a vapor pressure range of 0.0008 to 0.08 Torr at 22°C.
Preferably, as examples the following ingredients can be listed as modulators but the list in not limited to the following materials: alcohol C12, oxacyclohexadec-12/13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-r-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4- cyclopentadecen-l-one, cyclopentadec anone, (8Z)-oxacycloheptadec-8-en-2-one, 2-[5-
(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, muguet aldehyde, l,5,8-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, (+-)-4,6,6,7 ,8,8- hexamethyl-l,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (+)-(lS,2S,3S,5R)-2,6,6- trimethylspiro[bicyclo[3.1.1]heptane-3,r-cyclohexane]-2'-en-4'-one, oxacyclohexadecan-2- one, 2-{(lS)-l-[(lR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, (+)- (4R,4aS,6R)-4,4a-dimethyl-6-(l-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amylcinnamic aldehyde, hexylcinnamic aldehyde, hexyl salicylate, (lE)-l-(2,6,6-trimethyl-l- cyclohexen- 1 -yl)- 1 ,6-heptadien-3-one, (9Z)-9-cycloheptadecen- 1 -one.
According to a particular embodiment, the hydrophobic material is free of any active ingredient (such as perfume). According to this particular embodiment, it comprises, preferably consists of hydrophobic solvents, preferably chosen in the group consisting of isopropyl myristate, tryglycerides (e.g. Neobee® MCT oil, vegetable oils), D-limonene, silicone oil, mineral oil, and mixtures thereof with optionally hydrophilic solvents preferably chosen in the group consisting of 1 ,4-butanediol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propanediol), 1,3-propanediol, dipropylene glycol, glycerol, glycol ethers and mixtures thereof .
The term "biocide" refers to a chemical substance capable of killing living organisms (e.g. microorganisms) or reducing or preventing their growth and/or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and in industry where they prevent the fouling of, for example, water, agricultural products including seed, and oil pipelines. A biocide can be a pesticide, including a fungicide, herbicide, insecticide, algicide, molluscicide, miticide and rodenticide; and/or an antimicrobial such as a germicide, antibiotic, antibacterial, antiviral, antifungal, antiprotozoal and/or antiparasite.
As used herein, a "pest control agent" indicates a substance that serves to repel or attract pests, to decrease, inhibit or promote their growth, development or their activity. Pests refer to any living organism, whether animal, plant or fungus, which is invasive or troublesome to plants or animals, pests include insects notably arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.
By "flavor oil", it is meant here a flavoring ingredient or a mixture of flavoring ingredients, solvents or adjuvants of current use for the preparation of a flavoring formulation,
i.e. a particular mixture of ingredients which is intended to be added to an edible composition or chewable product to impart, improve or modify its organoleptic properties, in particular its flavor and/or taste. Flavoring ingredients are well known to a person skilled in the art and their nature does not warrant a detailed description here, which in any case would not be exhaustive, the skilled flavorist being able to select them on the basis of his general knowledge and according to the intended use or application and the organoleptic effect it is desired to achieve. Many of these flavoring ingredients are listed in reference texts such as in the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, N.J., USA, or its more recent versions, or in other works of similar nature such as Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press or Synthetic Food Adjuncts, 1947, by M. B. Jacobs, van Nostrand Co., Inc. Solvents and adjuvants of current use for the preparation of a flavoring formulation are also well known in the art.
In a particular embodiment, the flavor is a mint flavor. In a more particular embodiment, the mint is selected from the group consisting of peppermint and spearmint.
In a further embodiment, the flavor is a cooling agent or mixtures thereof. In another embodiment, the flavor is a menthol flavor.
Flavors that are derived from or based on fruits where citric acid is the predominant, naturally-occurring acid include but are not limited to, for example, citrus fruits (e.g. lemon, lime), limonene, strawberry, orange, and pineapple. In one embodiment, the flavors food is lemon, lime or orange juice extracted directly from the fruit. Further embodiments of the flavor comprise the juice or liquid extracted from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, and any other citrus fruit, or variation or hybrid thereof. In a particular embodiment, the flavor comprises a liquid extracted or distilled from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, any other citrus fruit or variation or hybrid thereof, pomegranates, kiwifruits, watermelons, apples, bananas, blueberries, melons, ginger, bell peppers, cucumbers, passion fruits, mangos, pears, tomatoes, and strawberries.
In a particular embodiment, the flavor comprises a composition that comprises limonene, in a particular embodiment, the composition is a citrus that further comprises limonene.
In another particular embodiment, the flavor comprises a flavor selected from the group comprising strawberry, orange, lime, tropical, berry mix, and pineapple.
The phrase flavor includes not only flavors that impart or modify the smell of foods but include taste imparting or modifying ingredients. The latter do not necessarily have a taste or
smell themselves but are capable of modifying the taste that other ingredients provides, for instance, salt enhancing ingredients, sweetness enhancing ingredients, umami enhancing ingredients, bitterness blocking ingredients and so on.
In a further embodiment, suitable sweetening components may be included in the particles described herein. In a particular embodiment, a sweetening component is selected from the group consisting of sugar (e.g., but not limited to sucrose), a stevia component (such as but not limited to stevioside or rebaudioside A), sodium cyclamate, aspartame, sucralose, sodium saccharine, and Acesulfam K or mixtures thereof.
Water phase particular embodiments
According to a particular embodiment, the process of the invention comprises the step of adding a reactant into the water phase during the reaction. This optional reactant can participate to the shell formation of microcapsules.
The reactant can be water soluble or water suspensible. Examples of suitable reactant include alcohols, amines, phenols, thiols, and mixtures thereof.
According to a particular embodiment, when the polyfunctional monomer is a polyfunctional isocyanate and no substantial amount of amines or other water-soluble reactant susceptible to polymerize with the polyfunctional isocyanate such as alcohols, thiols, ureas, urethanes, and mixtures thereof is added at any stage of the process.
According to an embodiment, the weight ratio between the oil phase and the water phase is comprised between 1:99 and50:50, preferably between 10:90 and 40:60.
Coacervate particles
The coacervate particles can be “simple” coacervate particles (i.e made by “simple” coacervation) or “complex” coacervates (i.e made by "complex" coacervation) or mixtures thereof. By simple coacervation, it is understood that one polymer (or copolymer) alone made to undergo phase separation and is then precipitated from an uniform solution in the presence of anti-solvent to form the coacervate particles. By complex coacervation is understood methods in which at least two polymers (or polyelectrolyte) of opposite charge (under specific pH value) together form the coacervate particles. The complex coacervation also encompasses the formation of coacervates from a charged polyions with a polymer of oppositive charge.
Complex coacervate particles
According to a particular embodiment, the coacervate is a complex coacervate particle. In other words, according to this embodiment, the coacervate particle comprises at least a first polymer and a second polymer. According to an embodiment, the first polymer and the second polymer are water-soluble.
First polymer and second polymer can also be named respectively first polyelectrolyte and second polyelectrolyte.
According to an embodiment, the first and/or second polymer are (is) biopolymer(s).
According to an embodiment, the first polymer contains at least one cationic group such as amino group, azole group, amide group, quaternary ammonium cation or guanidinium cation.
The first polymer is preferably chosen in the group consisting of proteins (such as gelatin, whey protein, albumin), chitosan and derivatives, cationic modified polysaccharides, polyethyleneimine, poly(amidoamine)s, poly(amino-co-ester), cationic polyacrylate or mixtures thereof.
According to an embodiment, the protein is a plant-protein preferably chosen in the group consisting of potato protein, chickpea protein, pea protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, canola protein, rice protein, sunflower seed protein, and mixtures thereof.
The second polymer is selected from the group of a polymer consisting of modified starch, gum arabic, chitosan, alginate salts, cellulose derivatives, guar gum, pectinate salts, pectin, carrageenan, sodium caseinate, hyaluronic acid, polyacrylic and methacrylic acid, xanthan gum or polyanion preferably chosen in the group consisting of sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt and mixtures thereof.
The weight ratio between the first polymer and the second polymer is preferably comprised between 1:9 and 9:1, more preferably between 3:7 and 7:3.
According to an embodiment, the coacervate particles comprise chitosan (as first polymer) and sodium caseinate (as second polymer).
According to an embodiment, the coacervate particles comprise whey protein (as first polymer) and gum arabic (as second polymer).
According to an embodiment, the coacervate particles comprise whey protein (as first polymer) and chitosan (as second polymer).
According to an embodiment, the coacervate particles comprise chitosan (as first polymer) and sodium alginate (as second polymer).
According to an embodiment, the coacervate particles comprise chitosan (as first polymer) and pectin (as second polymer).
According to an embodiment, the coacervate particle comprises a polymer and an oppositely charged polyions with the polymer (such as anions and cations). Examples of anions are polyvalent anions, such as sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt. Examples of cations are multivalent metal cation, such as Sn4+, Al3+, Fe3+, Sb3+, Ga3+, Ca2+, Mg2+, Zn2+, Ba2+, Cd2+, Co2+, Cu2+ and mixtures thereof.
According to a particular embodiment, the coacervate particles are prepared by flash nanoprecipitation (FNP). Coacervates particles can be prepared using a MIVM (Multi-Inlet- Vortex-Mixer) device which contains typically between 2 and 4 inlets.
It has been found that the preparation of coacervate particles using Flash Nanoprecipitation method (FNP) shows several advantages. Indeed, coacervate particles with controlled size and narrow size distribution can be obtained when prepared via FNP, which are one of the key factors on surface activity of these coacervate particles at the oil-in-water interface for preparing a stable Pickering emulsion.
Furthermore, when biopolymer(s) is/are used as polyelectrolyte(s), FNP can provide coacervate particle suspension with higher biopolymer content, meaning that more biopolymer can be embedded into the shell during the shell formation process.
Eastly, it is possible to include active ingredients into the coacervate particles during FNP process, providing therefore additional benefits to microcapsules.
According to an embodiment, when the coacervate particles are complex coacervate particles (i.e comprising at least two polymers), the coacervate particles are prepared by a flash nanoprecipitation (FNP) process comprising the steps of:
(i) Injection of a first polymer solution in a first stream of a multi-inlet vortex mixer,
(ii) Injection of a second polymer solution in a second stream of a multi-inlet vortex mixer
(iii) Optionally, injection of a third solution and/or a fourth solution in a third and/or forth stream of a multi-inlet vortex mixer,
(iv) Mixing the solutions injected from the different stream to form a complex coacervate particle suspension.
First polymer and second polymer are defined as previously.
The third solution and/or the fourth solution typically comprises water of a buffer solution.
The buffer solution can be added in step (iii) to adjust the pH, typically between 2.0 and 8.0 The fourth solution and/or the third solution can comprise an active ingredient. The third and/or fourth solution is preferably water miscible.
The person skilled in the art will be able to select suitable process parameters. The injection is typically made using the pump (for example PHD ULTRA, Harvard) under a speed comprised between 10 mL/min and 120 mL/min, preferably between 20 mL/min and 80 mL/min.
A typical process is represented on Figure 2.
Simple coacervate particles
According to a particular embodiment, the coacervate is a simple coacervate particles.
In other words, according to this embodiment, the coacervate particle comprises only:
(a) water soluble polymer (or copolymer): coacervate particles formed via the precipitation from water soluble polymer solution in the presence of an anti-solvent, or
(b) water insoluble polymer (or copolymer): coacervate particles formed via the precipitation from water insoluble polymer solution in the presence of water or aqueous solution (water solution).
Simple coacervation particles may be obtained by a flash nanoprecipitation process comprising the steps of:
(i) Injection of a polymer solution in a first stream of a multi-inlet vortex mixer,
(ii) Injection of an anti-solvent in a second stream of a multi-inlet vortex mixer
(iii) Optionally, injection of a third solution and/or a fourth solution in a third and/or forth stream of a multi-inlet vortex mixer,
(iv) Mixing the solutions injected from the different streams to form a simple coacervate particle suspension.
Depending on the nature of the polymer used in step i) (water soluble or non-water soluble), the person skilled in the art will be able to select a suitable anti-solvent in step ii).
(a) Water-soluble polymers (or co-polymers)
A “water soluble polymer” is intended for the purpose of the present invention as encompassing any polymer which forms a one-phase solution in water. Preferably, it forms a one phase solution when dissolved in water at concentrations as high as 20% by weight, more
preferably even as high as 50% by weight. Most preferably it forms a one phase solution when dissolved in water at any concentration.
The water soluble polymer may be selected from the group consisting of proteins (such as gelatin, sodium caseinate, whey protein, albumin), chitosan and derivatives, cationic modified polysaccharides, polyethyleneimine, poly(amidoamine)s, poly(amino-co-ester), cationic polyacrylate, modified starch, gum arabic, chitosan, alginate salts, zein, cellulose derivatives, guar gum, pectinate salts, pectin, carrageenan, hyaluronic acid, polyacrylic and methacrylic acid, xanthan gum or polyanion consisting of sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt, poly(ethylene glycol), polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamide, polyethylene oxide, polyhydroxy ethylmethacrylate and other hydrophilic poly acrylates, poly(N- isopropylacrylamide), polyols, polyoxazoline, polyphosphates, polyphosphazenes, polyvinyl methyl ether, locust bean gum, xyloglucan, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methyl cellulose. According to an embodiment, the water soluble co-polymer containing hydrophilic block in the co-polymer, hydrophilic block could select from polyvinyl alcohol, poly(ethylene glycol), polyethylene oxide, poly acrylates, polyacrylamide, polyols, polyvinylpyrrolidone or other poly electrolytes.
As anti-solvent, one may cite for example water miscible organic solvent, acid solution, alkaline solution or salt solution. Optionally, it may contain a further step to remove the organic solvent from the particle suspension.
(b) Water-insoluble polymers (or co-polymers)
The polymer (or copolymer) may include proteins, polycaprolactone polyol, poly lactic-co-glycolic acid, polylactic acid, polyepoxides, polyanhydrides, poly(meth)acrylates, and co-polymer containing block of poly lactic-co-glycolic acid, polylactic acid, polyvinyl alcohol, poly(ethylene glycol), polyethylene oxide, poly acrylates, polyacrylamide, polyols, polyvinylpyrrolidone.
The water-insoluble polymer or copolymer should be dissolved in step i) in an organic solvent which is soluble with water. The water soluble solvents include methanol, ethanol, ethylene glycol, propylene glycol, glycerin, acetone, ethyl acetate, tetrahydrofuran, dimethylacetamide, dimethylformamide, dimethyl sulfoxide, acetonitrile, pyridine, acetic acid, 2-methoxyethanol, 2-ethoxyethanol, morpholine, N-methyl-2-pyrrolidone, formamide, acetamide. The polymer or copolymer could be dissolved in these solvents and be
precipitated from the solution in the presence of water or water solution as anti-solvent in step ii).
The water or water solution acts as anti-solvent. One may cite also for example acid solution, alkaline solution or salt solution.
Optionally, the process may contain a further step to remove the organic solvent from the particle suspension.
According to an embodiment, the coacervate particles have a particle size comprised between 100 nm and 10 pm, preferably between 200 nm and 5 m.
By “particle size” it is meant an average diameter of particles based on size distribution measured by dynamic light scattering (DLS) using Zetasizer Nano ZS equipment from Malvern Instruments Ltd., UK when particles are dispersed into a water phase.
Preferably, the total amount of coacervate particles present in the water phase is comprised between 0.1 and 20 wt%, preferably between 0.2 and 10 wt%.
According to an embodiment, the coacervate particles comprise an active ingredient, preferably chosen in the group consisting of a cosmetic ingredient, skin caring ingredient, perfume ingredient, flavor ingredient, malodour counteracting ingredient, antimicrobial ingredient, pharmaceutical or agrochemical ingredient, a sanitizing ingredient, an insect repellent or attractant, and mixtures thereof.
According to an embodiment, the active ingredient is an antimicrobial ingredient. Said antimicrobial ingredient may be an antibacterial ingredient, antifungal ingredient, and/or an antiparasitic ingredient. Non-exhaustive examples of such ingredients include quaternary ammonium and polymers containing quaternary ammonium group, cathelicidin antimicrobial peptides, chitosan and derivatives, polyphenols and inorganic particles such as silver particles, titanium dioxide particles and zinc oxide particles.
When prepared by FNP, the active ingredient may be added by mixing the active ingredient (or active ingredient solution) into the polymer solution or injecting the active ingredient into one stream of a multi-inlet vortex mixer during the process.
Optional step: Outer coating
According to particular embodiment, the surface of the microcapsules obtained by the process of the invention can be modified with an additional step. Monomers or polymers suitable for surface modification are selected from compounds which can form chemical bond between the monomer or polymer and the microcapsules and which can improve the compatibility between the microcapsules and a target substrate.
Thus, according to a particular embodiment of the invention, at the end of step 3) of the process, one may also add to the invention’s slurry a polymer selected from the group consisting of a non-ionic polysaccharide, a cationic polymer, a polysuccinimide derivative (as described for instance in WO2021185724) and mixtures thereof to form an outer coating to the microcapsule.
Non-ionic polysaccharide polymers are well known to a person skilled in the art. Preferred non-ionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methyl cellulose.
Cationic polymers are also well known to a person skilled in the art. Preferred cationic polymers have cationic charge densities of at least 0.5 meq/g, more preferably at least about 1.5 meq/g, but also preferably less than about 7 meq/g, more preferably less than about 6.2 meq/g. The cationic charge density of the cationic polymers may be determined by the Kjeldahl method as described in the US Pharmacopoeia under chemical tests for Nitrogen determination. The preferred cationic polymers are chosen from those that contain units comprising primary, secondary, tertiary and/or quaternary amine groups that can either form part of the main polymer chain or can be borne by a side substituent directly connected thereto. The weight average (Mw) molecular weight of the cationic polymer is preferably between 10,000 and 3.5M Dalton, more preferably between 50,000 and 2M Dalton.
According to a particular embodiment, one will use cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N- dimethylaminomethacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3 -methyl- 1 -vinyl- lH-imidazol-3-ium chloride), vinylpyrrolidone, acrylamidopropyltrimonium chloride, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2- hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride. Preferably copolymers shall be selected from the group consisting of polyquatemium-5, polyquatemium-6, polyquaternium-7, polyquatemiumlO, polyquatemium- 11 , polyquaternium-16, polyquatemium-22, polyquatemium-28, polyquatemium-43, polyquatemium-44, polyquatemium-46, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride
As specific examples of commercially available products, one may cite Salcare® SC60 (cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, origin: BASF) or Luviquat®, such as the PQ UN, FC 550 or Style (polyquatemium- 11 to 68 or quatemized copolymers of vinylpyrrolidone origin: BASF), or also the Jaguar® (C13S or C17, origin Rhodia).
According to any one of the above embodiments of the invention, there is added an amount of polymer described above comprised between about 0% and 5% w/w, or even between about 0.1% and 2% w/w, percentage being expressed on a w/w basis relative to the total weight of the slurry as obtained after step 3). It is clearly understood by a person skilled in the art that only part of said added polymers will be incorporated into/deposited on the microcapsule shell.
Another object of the invention is process for the preparation of microcapsule powder comprising the steps of:
1) suspending in water coavervate particles to form a water phase;
2) admixing at least one polyfunctional monomer with a hydrophobic material to form an oil phase;
3) adding the oil phase to the water phase and mixing them to form an oil-in-water Pickering emulsion under conditions allowing the formation of a microcapsule slurry by interfacial polymerization.
4) drying the microcapsule slurry to obtain a microcapsule powder.
Any drying method known to a skilled person in the art can be used; in particular the slurry may be spray-dried preferably in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrines, natural or modified starch, vegetable gums, pectins, xanthanes, alginates, carragenans or cellulose derivatives to provide microcapsules in a powder form.
Microcapsule powder may also comprise free perfume.
MICROCAPSULES
An object of the invention is a microcapsule slurry or a microcapsule powder obtainable by the processes defined above.
Another object of the invention is a microcapsule or a microcapsules slurry comprising at least one microcapsule, said microcapsule comprising: a core, preferably an oil-based core, comprising a hydrophobic material, preferably a perfume oil
a composite shell comprising a first material and a second material, wherein:
• the first material and the second material are different,
• the first material is coacervate particles,
• the second material is a polymeric material.
The embodiments and definitions previously, especially for the hydrophobic material, coacervate particles as described herein-above applies mutatis mutandis.
The polymeric material is preferably chosen in the group consisting of polyurea, polyester, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal and mixtures thereof.
Preferably, the weight ratio in the slurry between the first material and the second material is comprised between 1:99 and 99:1, preferably between 10:90 and 99:1.
Preferably, the second material is present in an amount less than 5%, by weight based on the total weight of the microcapsule slurry.
In a particular embodiment, the shell material is a biodegradable material.
In a particular embodiment, the shell has a biodegradability of at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%, within 60 days according to OECD301F.
In a particular embodiment, the core-shell microcapsule has a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
Thereby it is understood that the core- shell microcapsule including all components, such as the core, shell and optionally coating may have a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
In a particular embodiment, the oil-based core, preferably perfume oil has a biodegradability of at least 40 %, preferably at least 60 %, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days according to OECD301F.
OECD301F is a standard test method on the biodegradability from the Organization of Economic Co-operation and Development.
A typical method for extracting the shell for measuring the biodegradability is disclosed in Gasparini and all in Molecules 2020, 25,718.
According to an embodiment, the coacervate particles have a particle size comprised between 100 nm and 10 pm, preferably between 200 nm and 5 m.
Optional components
When microcapsules are in the form of a slurry, the microcapsule slurry can comprise auxiliary ingredients selected from the group of thickening agents/rheology modifiers, antimicrobial agents, opacity-building agents, mica particles, salt, pH stabilizers/buffering ingredients, preferably in an amount comprised between 0 and 15% by weight based on the total weight of the slurry.
According to another embodiment, the microcapsule slurry of the invention comprises additional free (i.e non-encapsulated) perfume, preferably in an amount comprised between 5 and 50% by weight based on the total weight of the slurry.
MULTIPLE MICROCAPSULES SYSTEM
According to an embodiment, the microcapsules of the invention (first type of microcapsule) can be used in combination with a second type of microcapsules.
Another object of the invention is a microcapsule delivery system comprising: the microcapsules of the present invention as a first type of microcapsule, and a second type of microcapsules, wherein the first type of microcapsule and the second type of microcapsules differ in their hydrophobic material and/or their wall material and/or their coacervate particles and/or in their coating material.
According to a particular embodiment, the microcapsule delivery system is in the form of a slurry.
The wall of the second type of microcapsules can vary. As non-limiting examples, the polymer shell of the second type of microcapsules comprises a material selected from the group consisting of polyurea, polyurethane, polyamide, poly hydroxy alkanoates, polyacrylate, polyesters, poly aminoesters, polyepoxides, organosilicon, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine formaldehyde resin cross-linked with polyisocyanate or aromatic polyols, melamine urea resin, melamine glyoxal resin, gelatin/ gum arabic shell wall, and mixtures thereof.
The second type of microcapsule can comprise an oil-based core comprising a hydrophobic active, preferably perfume, and a composite shell comprising a first material and a second material, wherein the first material and the second material are different, the first material is a coacervate, the second material is a polymeric material. In a particular
embodiment, the weight ratio between the first material and the second material is comprised between 50:50 and 99.9:0.1. In a particular embodiment, the coacervate comprises a first poly electrolyte, preferably selected among proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably Gelatin and a second polyelectrolyte, preferably alginate salts, cellulose derivatives guar gum, pectinate salts, carrageenan, polyacrylic and methacrylic acid or xanthan gum, or yet plant gums such as acacia gum (Gum Arabic), most preferably Gum Arabic. The coacervate first material can be hardened chemically using a suitable cross-linker such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin or can be hardenedenzymatically using an enzyme such as transglutaminase. The second polymeric material can be selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, organosilicon, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, melamine and formaldehyde, melamine and urea, or melamine and glyoxal and mixtures thereof, preferably polyurea and/or polyurethane. The second material is preferably present in an amount less than 3 wt.%, preferably less than 1 wt.% based on the total weight of the second type of microcapsule slurry.
As non- limiting examples, the shell of the second type of microcapsules can be aminoplast-based, polyurea-based or polyurethane-based. The shell of the second type of microcapsules can also be hybrid, namely organic-inorganic such as a hybrid shell composed of at least two types of inorganic particles that are cross-linked, or yet a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macro-monomeric composition.
According to an aspect, the shell of the second type of microcapsules comprises an aminoplast copolymer, such as melamine-formaldehyde or urea- formaldehyde or cross-linked melamine formaldehyde or melamine glyoxal.
According to another aspect the shell of the second type of microcapsules is polyurea- based made from, for example but not limited to isocyanate-based monomers and amine- containing crosslinkers such as guanidine carbonate and/or guanazole. Certain polyurea microcapsules comprise a polyurea wall which is the reaction product of the polymerisation between at least one polyisocyanate comprising at least two isocyanate functional groups and at least one reactant selected from the group consisting of an amine (for example a water- soluble guanidine salt and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated perfume. However, the use of an amine can be omitted. According to a particular aspect, the colloidal stabilizer includes an aqueous solution of between 0.1% and 0.4% of polyvinyl alcohol, between 0.6% and 1% of a cationic copolymer of vinylpyrrolidone and of a
quaternized vinylimidazol (all percentages being defined by weight relative to the total weight of the colloidal stabilizer). According to another aspect, the emulsifier is an anionic or amphiphilic biopolymer, which may be, in one aspect, chosen from the group consisting of gum Arabic, soy protein, gelatin, sodium caseinate and mixtures thereof.
According to another embodiment, the microcapsule wall material of the second type of microcapsules may comprise any suitable resin and especially including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include the reaction product of an aldehyde and an amine, suitable aldehydes include, formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril, and mixtures thereof. Suitable melamines include, methylol melamine, methylated methylol melamine, imino melamine and mixtures thereof. Suitable ureas include, dimethylol urea, methylated dimethylol urea, urearesorcinol, and mixtures thereof. Suitable materials for making may be obtained from one or more of the following companies Solutia Inc. (St Louis, Missouri U.S.A.), Cytec Industries (West Paterson, New Jersey U.S.A.), Sigma-Aldrich (St. Louis, Missouri U.S.A.).
According to another embodiment, the second type of microcapsules is a one- shell aminoplast core-shell microcapsule obtainable by a process comprising the steps of:
1) admixing a perfume oil with at least a polyisocyanate having at least two isocyanate functional groups to form an oil phase;
2) dispersing or dissolving into water an aminoplast resin and optionally a stabilizer to form a dispersing phase;
3) preparing an oil-in-water dispersion, wherein the mean droplet size is comprised between 1 and 100 microns, by admixing the oil phase and the dispersing phase;
4) performing a curing step to form the wall of said microcapsule; and
5) optionally drying the final dispersion to obtain the dried core-shell microcapsule. According to an embodiment, the second type of microcapsules is a formaldehyde- free capsule. A typical process for the preparation of aminoplast formaldehyde-free microcapsules slurry comprises the steps of
1) preparing an oligomeric composition comprising the reaction product of, or obtainable by reacting together: a. a polyamine component in the form of melamine or of a mixture of melamine and at least one C1-C4 compound comprising two NH2 functional groups; b. an aldehyde component in the form of a mixture of glyoxal, a C4-62,2-dialkoxy- ethanal and optionally a glyoxalate, said mixture having a molar ratio glyoxal/C4-62,2-dialkoxy-ethanal comprised between 1/1 andlO/1; and
c. a protic acid catalyst;
2) preparing an oil-in-water dispersion, wherein the droplet size is comprised between 1 and 600 microns, and comprising: a. an oil; b. a water medium: c. at least an oligomeric composition as obtained in step 1 ; d. at least a cross-linker selected amongst: i. C4-C 12 aromatic or aliphatic di- or tri-isocyanates and their biurets, triurets, trimmers, trimethylol propane-adduct and mixtures thereof; and/or ii. a di- or tri-oxiran compounds of formula:
A-(oxiran-2-ylmethyl)n wherein n stands for 2 or 3 and 1 represents a C2-C6 group optionally comprising from 2 to 6 nitrogen and/or oxygen atoms; e. optionally a C1-C4 compounds comprising two NH2 functional groups;
3) Heating the dispersion; and
4) Cooling the dispersion.
In another particular embodiment, the second type of microcapsule comprises
- an oil-based core comprising a hydrophobic active, preferably perfume,
- optionally an inner shell made of a polymerized polyfunctional monomer;
- a biopolymer shell comprising a protein, wherein at least one protein is cross-linked.
According to a particular embodiment, the protein is chosen in the group consisting of milk proteins, caseinate salts such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed proteins, gelatins, gluten, pea protein, soy protein, silk protein and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate
According to a particular embodiment, the protein comprises sodium caseinate and a globular protein, preferably chosen in the group consisting of whey protein, beta-lactoglobulin, ovalbumine, bovine serum albumin, vegetable proteins, and mixtures thereof.
The protein is preferably a mixture of sodium caseinate and whey protein.
According to a particular embodiment, the biopolymer shell comprises a crosslinked protein chosen in the group consisting of sodium caseinate and/or whey protein.
According to a particular embodiment, the second type of microcapsules slurry comprises at least one microcapsule made of:
- an oil-based core comprising the hydrophobic active, preferably perfume;
- an inner shell made of a polymerized polyfunctional monomer; preferably a polyisocyanate having at least two isocyanate functional groups
- a biopolymer shell comprising a protein, wherein at least one protein is cross-linked; wherein the protein contains preferably a mixture comprising sodium caseinate and a globular protein, preferably whey protein,
- optionally at least an outer mineral layer.
According to an embodiment, sodium caseinate and/or whey protein is (are) crosslinked protein(s).
The weight ratio between sodium caseinate and whey protein is preferably comprised between 0.01 and 100, preferably between 0.1 and 10, more preferably between 0.2 and 5.
In another particular embodiment, the second type of microcapsules is a polyamide coreshell polyamide microcapsule comprising:
- an oil-based core comprising comprising a hydrophobic active, preferably perfume, and
- a polyamide shell comprising or being obtainable from:
• an acyl chloride,
• a first amino compound,
• a second amino compound,
• optionally, a carbohydrate.
According to a particular embodiment, the second type of microcapsules comprises:
- an oil-based core comprising a hydrophobic active, preferably perfume, and
- a polyamide shell comprising or being obtainable from:
• an acyl chloride, preferably in an amount comprised between 5 and 98%, preferably between 20 and 98%, more preferably between 30 and 85% w/w
• a first amino compound, preferably in an amount comprised between 1% and 50% w/w, preferably between 7 and 40% w/w;
• a second amino compound, preferably in an amount comprised between 1% and 50% w/w, preferably between 2 and 25% w/w
• a stabilizer, preferably a biopolymer, preferably in an amount comprised between 0 and 90%, preferably between 0.1 and 75%, more preferably between 1 and 70%,
• optionally, a carbohydrate.
According to a particular embodiment, the second type of microcapsules comprises:
- an oil-based core comprising a hydrophobic active, preferably perfume, and
- a polyamide shell comprising or being obtainable from:
• an acyl chloride,
• a first amino-compound being an amino-acid, preferably chosen in the group consisting of L-Lysine, L-Arginine, L-Histidine, L-Tryptophane and/or mixtures thereof.
• a second amino-compound, preferably chosen in the group consisting of ethylene diamine, diethylene triamine, cystamine and/or mixtures thereof, and
• a biopolymer, preferably chosen in the group consisting of potato protein, chickpea protein, pea protein, algae protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, white egg albumin, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof,
• optionally a carbohydrate, preferably selected from the group consisting of anionic salt of alginic acid, preferably alginic acid sodium salt, pectin, lignin, anionic modified starch, carboxymethylcellulose, carrageenan and mixtures thereof.
According to another aspect, the shell of the second type of microcapsules is polyurea- or polyurethane-based. Examples of processes for the preparation of polyurea and polyurethane-based microcapsule slurry are for instance described in International Patent Application Publication No. W02007/004166, European Patent Application Publication No. EP 2300146, and European Patent Application Publication No. EP25799. Typically a process for the preparation of polyurea or polyurethane-based microcapsule slurry include the following steps: a) Dissolving at least one polyisocyanate having at least two isocyanate groups in an oil to form an oil phase; b) Preparing an aqueous solution of an emulsifier or colloidal stabilizer to form a dispersing phase;
c) Adding the oil phase to the dispersing phase to form an oil-in-water dispersion, wherein the mean droplet size is comprised between 1 and 500 pm, preferably between 5 and 50 pm; and d) Applying conditions sufficient to induce interfacial polymerisation and form microcapsules in form of a slurry.
PERFUMING COMPOSITION AND CONSUMER PRODUCTS
The microcapsules of the invention can be used in combination with active ingredients. An object of the invention is therefore a composition comprising:
(i) microcapsules or microcapsule slurry as defined above;
(ii) an active ingredient, preferably chosen in the group consisting of a cosmetic ingredient, skin caring ingredient, perfume ingredient, flavor ingredient, malodour counteracting ingredient, bactericide ingredient, fungicide ingredient, pharmaceutical or agrochemical ingredient, a sanitizing ingredient, an insect repellent or attractant, and mixtures thereof.
The capsules of the invention show a good performance in terms of stability in challenging medium.
Another object of the present invention is a perfuming composition comprising:
(i) microcapsules or microcapsule slurry as defined above, wherein the oil comprises a perfume;
(ii) at least one ingredient selected from the group consisting of a perfumery carrier, a perfumery co-ingredient and mixtures thereof;
(iii) optionally at least one perfumery adjuvant.
As liquid perfumery carriers one may cite, as non-limiting examples, an emulsifying system, i.e. a solvent and a surfactant system, or a solvent commonly used in perfumery. A detailed description of the nature and type of solvents commonly used in perfumery cannot be exhaustive. However, one can cite as non-limiting examples solvents such as dipropyleneglycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2- ethoxy ethoxy) -1 -ethanol or ethyl citrate, which are the most commonly used. For the compositions which comprise both a perfumery carrier and a perfumery co-ingredient, other suitable perfumery carriers than those previously specified, can be also ethanol, water/ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (origin: Exxon Chemical) or glycol ethers and glycol ether esters such as those known
under the trademark Dowanol® (origin: Dow Chemical Company). By “perfumery coingredient” it is meant here a compound, which is used in a perfuming preparation or a composition to impart a hedonic effect and which is not a microcapsule as defined above. In other words such a co-ingredient, to be considered as being a perfuming one, must be recognized by a person skilled in the art as being able to at least impart or modify in a positive or pleasant way the odor of a composition, and not just as having an odor.
The nature and type of the perfuming co-ingredients present in the perfuming composition do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of his general knowledge and according to the intended use or application and the desired organoleptic effect. In general terms, these perfuming co-ingredients belong to chemical classes as varied as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfurous heterocyclic compounds and essential oils, and said perfuming co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that said co-ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds. Co-ingredients may be chosen in the group consisting of 4-(dodecylthio)-4-(2,6,6- trimethyl-2-cyclohexen-l-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-l-cyclohexen-l- yl)-2-butanone, trans-3-(dodecylthio)-l-(2,6,6-trimethyl-3-cyclohexen-l-yl)-l-butanone, 2- (dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-l-yl oxo(phenyl)acetate, (Z)-hex-3-en-l-yl oxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-l-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-l-yl) succinate, (2-((2-methylundec-l-en-l- yl)oxy)ethyl)benzene, l-methoxy-4-(3-methyl-4-phenethoxybut-3-en-l-yl)benzene, (3- methyl-4-phenethoxybut-3-en- 1 -yljbenzene, 1 -(((Z)-hex-3-en- 1 -yl)oxy)-2-methylundec- 1 - ene, (2-((2-methylundec- 1 -en- 1 -yl)oxy)ethoxy)benzene, 2-methyl- 1 -(octan-3 -y loxy )u ndec- 1 - ene, 1 -methoxy-4-( 1 -phenethoxyprop- 1 -en-2-yl)benzene, 1 -methyl-4-( 1 -phenethoxyprop- 1 - en-2-yl)benzene, 2-(l-phenethoxyprop-l-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-( 1 -((3 ,7 -dimethyloct-6-en- 1 -yl)oxy)prop- 1 -en-2-yl)naphthalene, (2-((2- pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy- 1 -((2-methoxy-2- phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1 - isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy- 1 -((2-
pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2- phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3- methoxybenzaldehyde or a mixture thereof or a mixture thereof.
By “perfumery adjuvant” we mean here an ingredient capable of imparting additional added benefit such as a color, a particular light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvant commonly used in perfuming bases cannot be exhaustive, but it has to be mentioned that said ingredients are well known to a person skilled in the art.
Preferably, the perfuming composition according to the invention comprises between 0.01 and 30 % by weight of microcapsules as defined above.
The invention’ s microcapsules can advantageously be used in many application fields and used in consumer products. Microcapsules can be used in liquid form applicable to liquid consumer products as well as in powder form, applicable to powder consumer products.
According to a particular embodiment, the consumer product as defined above is liquid and comprises: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; and c) a microcapsule slurry or microcapsules as defined above, d) optionally non-encapsulated perfume.
According to a particular embodiment, the consumer product as defined above is in a powder form and comprises: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) a microcapsule powder as defined above. c) optionally perfume powder that is different from the microcapsules defined above.
In the case of microcapsules including a perfume oil-based core, the products of the invention, can in particular be of used in perfumed consumer products such as product belonging to fine fragrance or “functional” perfumery. Functional perfumery includes in particular personal-care products including hair-care, body cleansing, skin care, hygiene-care as well as home-care products including laundry care, surface care and air care. Consequently, another object of the present invention consists of a perfumed consumer product comprising as a perfuming ingredient, the microcapsules defined above or a perfuming composition as defined above. The perfume element of said consumer product can be a combination of
perfume microcapsules as defined above and free or non-encapsulated perfume, as well as other types of perfume microcapsules than those here-disclosed.
In particular a liquid consumer product comprising: a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; b) water or a water-miscible hydrophilic organic solvent; and c) a perfuming composition as defined above is another object of the invention.
Also a powder consumer product comprising
(a) from 2 to 65% by weight, relative to the total weight of the consumer product, of at least one surfactant; and
(b) a perfuming composition as defined above is part of the invention.
The invention’s microcapsules can therefore be added as such or as part of an invention’ s perfuming composition in a perfumed consumer product.
For the sake of clarity, it has to be mentioned that, by “perfumed consumer product” it is meant a consumer product which is expected to deliver among different benefits a perfuming effect to the surface to which it is applied (e.g. skin, hair, textile, paper, or home surface) or in the air (air- freshener, deodorizer etc.). In other words, a perfumed consumer product according to the invention is a manufactured product which comprises a functional formulation also referred to as “base”, together with benefit agents, among which an effective amount of microcapsules according to the invention.
The nature and type of the other constituents of the perfumed consumer product do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of his general knowledge and according to the nature and the desired effect of said product. Base formulations of consumer products in which the microcapsules of the invention can be incorporated can be found in the abundant literature relative to such products. These formulations do not warrant a detailed description here which would in any case not be exhaustive. The person skilled in the art of formulating such consumer products is perfectly able to select the suitable components on the basis of his general knowledge and of the available literature.
Non- limiting examples of suitable perfumed consumer products can be a perfume, such as a fine perfume, a cologne, an after-shave lotion, a body-splash; a fabric care product, such as a liquid or solid detergent, tablets and unit dose (single or multi-chambers), a fabric softener, a dryer sheet, a fabric refresher, an ironing water, or a bleach; a personal-care product, such as a hair-care product (e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray), a
cosmetic preparation (e.g. a vanishing cream, body lotion or a deodorant or antiperspirant), or a skin-care product (e.g. a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product); an air care product, such as an air freshener or a “ready to use” powdered air freshener; or a home care product, such all-purpose cleaners, liquid or power or tablet dishwashing products, toilet cleaners or products for cleaning various surfaces, for example sprays & wipes intended for the treatment I refreshment of textiles or hard surfaces (floors, tiles, stone-floors etc.); a hygiene product such as sanitary napkins, diapers, toilet paper.
Another object of the invention is a consumer product comprising: a personal care active base, and - microcapsules or microcapsule slurry as defined above or the perfuming composition as defined above, wherein the consumer product is in the form of a personal care composition.
Personal care active bases in which the microcapsules of the invention can be incorporated can be found in the abundant literature relative to such products. These formulations do not warrant a detailed description here which would in any case not be exhaustive. The person skilled in the art of formulating such consumer products is perfectly able to select the suitable components on the basis of his general knowledge and of the available literature.
The personal care composition is preferably chosen in the group consisting of a hair-care product (e.g. a shampoo, hair conditioner, a coloring preparation or a hair spray), a cosmetic preparation (e.g. a vanishing cream, body lotion or a deodorant or antiperspirant), or a skincare product (e.g. a perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or a hygiene product);
Another object of the invention is a consumer product comprising: - a home care or a fabric care active base, and microcapsules or microcapsule slurry as defined above or the perfuming composition as defined above, wherein the consumer product is in the form of a home care or a fabric care composition.
Home care or fabric care active bases in which the microcapsules of the invention can be incorporated can be found in the abundant literature relative to such products. These formulations do not warrant a detailed description here which would in any case not be exhaustive. The person skilled in the art of formulating such consumer products is perfectly able to select the suitable components on the basis of his general knowledge and of the available literature.
Preferably, the consumer product comprises from 0.1 to 15 wt%, more preferably between 0.2 and 5 wt% of the microcapsules of the present invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course the above concentrations may be adapted according to the benefit effect desired in each product.
An object of the invention is a consumer product, preferably a home care or a fabric care consumer product comprising the microcapsules or the microcapsule slurry as defined above, wherein the consumer product has a pH less than 7.
An object of the invention is a consumer product, preferably a home care or a fabric care consumer product comprising the microcapsules or the microcapsule slurry as defined above, wherein the consumer product has a pH equals or greater than 7.
For liquid consumer product mentioned below, by “active base”, it should be understood that the active base includes active materials (typically including surfactants) and water.
For solid consumer product mention below, by “active base”, it should be understood that the active base includes active materials (typically including surfactants) and auxiliary agents (such as bleaching agents, buffering agent; builders; soil release or soil suspension polymers; granulated enzyme particles, corrosion inhibitors, antifoaming, sud suppressing agents; dyes, fillers, and mixtures thereof).
Fabric softener
An object of the invention is a consumer product in the form of a fabric softener composition comprising: a fabric softener active base; preferably comprising at least one active material chosen in the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquats), Hamburg esterquat (HEQ), TEAQ (triethanolamine quat), silicones and mixtures thereof, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Liquid detergent
An object of the invention is a consumer product in the form of a liquid detergent composition comprising: a liquid detergent active base; preferably comprising at least one active material chosen in the group consisting of anionic surfactant such as alkylbenzenesulfonate (ABS), secondary alkyl sulfonate (SAS), primary alcohol sulfate (PAS), lauryl ether sulfate (LES), methyl ester sulfonate (MES) and nonionic surfactant such as alkyl amines, alkanolamide, fatty alcohol poly(ethylene glycol) ether, fatty alcohol ethoxylate (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxy des, alkyl polyglucosides, alkyl polyglucos amides, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Solid detergent
An object of the invention is a consumer product in the form of a solid detergent composition comprising: a solid detergent active base; preferably comprising at least one active material chosen in the group consisting of anionic surfactant such as alkylbenzenesulfonate (ABS), secondary alkyl sulfonate (SAS), primary alcohol sulfate (PAS), lauryl ether sulfate (LES), methyl ester sulfonate (MES) and nonionic surfactant such as alkyl amines, alkanolamide, fatty alcohol poly(ethylene glycol) ether, fatty alcohol ethoxylate (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxy des, alkyl polyglucosides, alkyl polyglucos amides, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule powder or microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Shampoo/shower gel
An object of the invention is a consumer product in the form of a shampoo or a shower gel composition comprising: a shampoo or a shower gel active base; preferably comprising at least one active material chosen in the group consisting of sodium alkylether sulfate, ammonium alkylether sulfates, alkylamphoacetate, cocamidopropyl betaine, cocamide MEA, alkylglucosides and aminoacid based surfactants and mixtures thereof, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Rinse- Off Conditioner
An object of the invention is a consumer product in the form of a rinse-off conditioner composition comprising: a rinse-off conditioner active base; preferably comprising at least one active material chosen in the group consisting of cetyltrimonium chloride, stearyl trimonium chloride, benzalkonium chloride, behentrimonium chloride and mixture thereof, the active base being used preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, a microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Solid scent booster
An object of the invention is a consumer product in the form of a solid scent booster composition comprising: a solid carrier, preferably chosen in the group consisting of urea, sodium chloride, sodium sulphate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium
oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, saccharides such as sucrose, mono-, di-, and polysaccharides and derivatives such as starch, cellulose, methyl cellulose, ethyl cellulose, propyl cellulose, polyols/sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt, PEG, PVP, citric acid or any water soluble solid acid, fatty alcohols or fatty acids and mixtures thereof, a microcapsule slurry or microcapsules as defined above, in a powdered form, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Liquid scent booster
An object of the invention is a consumer product in the form of a liquid scent booster composition comprising: an aqueous phase, a surfactant system essentially consisting of one or more than one non-ionic surfactant, wherein the surfactant system has a mean HLB between 10 and 14, preferably chosen in the group consisting of ethoxylated aliphatic alcohols, POE/PPG (polyoxyethylene and polyoxypropylene) ethers, mono and polyglyceryl esters, sucrose ester compounds, polyoxyethylene hydroxylesters, alkyl polyglucosides, amine oxides and combinations thereof; a linker chosen in the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxyl carboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactant having an HLB less than 10 and mixtures thereof, and a microcapsule slurry or microcapsules as defined above, in the form of a slurry, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil.
Hair coloration
An object of the invention is a consumer product in the form of an oxidative hair coloring composition comprising: an oxidizing phase comprising an oxidizing agent and an alkaline phase comprising an alkakine agent, a dye precursor and a coupling compound; wherein said dye precursor and said coupling compound form an oxidative hair dye in the presence of the oxidizing agent, preferably in an amount comprised between 85 and 99.95% by weight based on the total weight of the composition, microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 to 15 wt%, more preferably between 0.1 and 5 wt% by weight based on the total weight of the composition, optionally free perfume oil
Perfuming composition
According to a particular embodiment, the consumer product is in the form of a perfuming composition comprising:
0.1 to 30%, preferably 0.1 to 20% of or microcapsule slurry or microcapsules as defined previously,
0 to 40%, preferably 3-40% of perfume, and
20-90%, preferably 40-90% of ethanol, by weight based on the total weight of the perfuming composition.
The invention will now be further described by way of examples. It will be appreciated that the invention as claimed is not intended to be limited in any way by these examples.
EXAMPLES
Example 1
Preparation of microcapsules according to the invention
Microcapsules A
Sodium Caseinate/ Chitosan complex particle suspension preparation
2.0% Sodium Caseinate solution (Sodium Caseinate dissolved in DI water) and 0.4% Chitosan solution (Chitosan dissolved in 1% Acetic acid solution) were injected into two different streams of a four stream multi inlet vortex. The other two streams were injected with water with pH at 5.0. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
The obtained complex coacervation suspension contains 0.5% Sodium Caseinate and 0.1% Chitosan (mean particle size: 347 nm) with the pH comprised between 4.8-5.0.
Microcapsules preparation
An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
Table 2: Microcapsules A composition
1 ) Takenate® D-l ION (75% active solution in ethyl acetate of Trimethylol propaneadduct of xylylene diisocyanate), origin: Mitsui Chemicals, Inc., Japan
Microcapsules B
Sodium Caseinate/ Chitosan complex particles suspension preparation
2.0% Sodium Caseinate solution (Sodium Caseinate dissolved in DI water) and 0.4% Chitosan solution (Chitosan dissolved in 1% Acetic acid solution) were injected into a two-stream inlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
The obtained complex coacervation suspension containing 1.0% Sodium Caseinate and 0.2% Chitosan (mean particle size: 764 nm), the pH of the suspension was adjusted to 4.8-5.0.
Microcapsules preparation
An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
1 ) Takenate® D-l ION (Trimethylol propane-adduct of xylylene diisocyanate), origin: Mitsui Chemicals, Inc., Japan
Figure 2 represents microscopic picture of microcapsules B.
Microcapsules C
Whey protein/Gum Arabic complex particles suspension preparation
0.6% Whey protein solution (Whey protein dissolved in DI water) and 1.2% Gum Arabic solution (Gum Arabic dissolved in DI water) were injected into a two-stream inlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
The obtained complex coacervation suspension contains 0.3% whey protein and 0.6% Gum Arabic (mean particle size: 1.2 pm) with the pH was adjusted between 4.3-4.6.
An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
Table 4: Microcapsules C composition
1 ) Takenate® D-l ION (Trimethylol propane-adduct of xylylene diisocyanate), origin: Mitsui Chemicals, Inc., Japan
Microcapsules D
Whey protein/Chitosan complex particles suspension preparation
4.0% Whey protein solution (Whey protein dissolved in DI water) and 0.8% Chitosan solution (Chitosan dissolved in 1% Acetic acid solution) were injected into two steams of a four stream multi-inlet vortex, the other two streams were injected with water with pH at 5.5. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
The obtained complex coacervation suspension containing 1.0% Whey protein and 0.2% Chitosan (mean particle size: 5.0 pm) with the pH ca. 5.5.
An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the complex coacervation suspension with an oil/water ratio at 3:7. Then, a stable Pickering emulsion was formed by using a homogenizer.
The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 70°C for 3h.
1 ) Takenate® D-l 10N (Trimethylol propane-adduct of xylylene diisocyanate), origin:
Mitsui Chemicals, Inc., Japan
Microcapsule E:
Potato protein/gum arabic complex particle suspension preparation
2.0% potato protein solution (pH was adjusted to 2 by using 5.0% hydrochloric acid solution and 5.0% sodium hydroxide solution) and 2.0% gum arabic solution (pH was adjusted to 2 by using 5.0% hydrochloric acid solution and 5.0% sodium hydroxide solution) were injected into two different streams of a two stream multi-inlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min.
The obtained complex coacervation suspension contains 1.0% potato protein and 1.0% gum arabic (mean particle size: 814.7 nm) with the pH comprised 2.
Microcapsules preparation
An oil phase comprising a perfume oil (see Table 1) and Takenate® (Xylylene Diisocyanate adduct polymer) was added into the water phase comprising complex coacervation suspension and melamine- formaldehyde resin (MF resin) with an oil/water ratio at 3:7. Then a stable Pickering emulsion was formed by using a homogenizer. The Pickering emulsion was transferred into a reactor and the interfacial reaction was carried out at 80°C for 2 h. Then ethylene urea was added, and the slurry was cooled down to RT.
1 ) Solanic 200, origin: Royal Avebe U.A., Netherlands
2) Melamine Formaldehyde resin
3) Takenate® D-l 10N (75% active solution in ethyl acetate of Trimethylol propaneadduct of xylylene diisocyanate), origin: Mitsui Chemicals, Inc., Japan
Microcapsule F:
Zein simple particle suspension preparation
Zein was dissolved into ethanol/water (70/30 v/v) mixture for a solution with solid content at 2.0%. Zein solution and water were injected into two different streams of a two stream multiinlet vortex. The injection was made using the pump (PHD ULTRA, Harvard) under the speed at 40 mL/min. The obtained suspension was evaporated by rotavapor removing ethanol to obtain a final suspension with solid content at ca. 6.8% (mean particle size: 615.1 nm).
Microcapsules preparation
An oil phase comprising a perfume oil (see Table 1) and ethylene glycol dimethacrylate (EGDMA) was added into the dilute zein simple coacervation suspension (2.0% zein particles in suspension) with an oil/water ratio at 3:7. Then a stable Pickering emulsion was formed by using a homogenizer, and the Pickering emulsion was transferred into a reactor. Ammonium persulfate (APS) solution and sodium bisulfite solution were added into the Pickering emulsion. Then reaction was carried out at 40°C for 3 h and 60°C for 1 h under N2 atmosphere.
Characterization and performance of microcapsules according to the invention
Size measurement: Mean size (D [4,3]) of microcapsule slurry was measured by using the Mastersizer 3000 equipment from Malvern Instruments Ltd., UK
Zeta potential measurement: Zeta potential of microcapsules was examined using Zetasizer
The storage stability of the capsules was evaluated in a fabric softener formulation (see composition in Table 8). Capsule dispersions were diluted in the fabric softener (29.73 g) to obtain a final concentration of perfume of 0.20 wt%. The softener was stored for up to 3 days at 37 °C. The amount of perfume leaked out of the capsules was then measured by solvent extraction with isooctane (10 mL) under stirring.
A fabric softener base comprising microcapsules (2 g) was introduced into a 20 mL vial. The sample was diluted with water (2 mL) to decrease the viscosity using a Socorex 10 mL bottle top dispenser. The samples were shaken for 5 min using the Turbulat Shaker set at 40 rpm. Isooctane, containing 1 ,4-dibromobenzene as an internal standard at a precisely known concentration around 90 ng/pL, was added to the vial (10 mL). The samples were shaken for 45 min at 40 rpm to extract the free perfume and then centrifuged for 10 min at 3.0 G to separate the two phases. The solvent phase was recovered and dried on MgSCL for GC analysis.
Microcapsules according to the invention show therefore a good stability in a fabric softener.
Performance intensity
Perfume oil dosage in the fabric softener: 0.1%
Washing protocol:
(1) Capsule slurry was added into 26g unperfumed fabric softener with perfume oil dosage of 0.1% under stirring at 200rpm for 5 min, the fabric softener was used to wash the cotton towels.
(2) Cotton towels (30cm*30cm - 1.4 kg for 36 towels) were washed with a washing machine (with 65g unperfumed detergent and the fabric softener containing capsules in step 1) in a regular wash cycle: water level-43L, wash cycle and time-regular mode for 42 min, water temperature-RT @25°C.
(3) The washed towels were let dry 24h at RT before processing to the evaluation before and after rubbing.
A sensory panel was performed, 8 panelists were asked to rate the perfume intensity on dry towels before and after rubbing using a scale between 1 (non-perceptible perfume) and 7 (very strong perfume intensity).
Performance intensity (scale from 1 to7): Before rubbing 2.8+0.1; after rubbing 4.5+0.1 for microcapsules A.
Performance intensity (scale from 1 to7): Before rubbing 3.2+0.1; after rubbing 4.6+0.1 for microcapsules B.
Performance intensity (scale from 1 to7): Before rubbing 3.0+0.1; after rubbing 4.3+0.1 for microcapsules C.
Performance intensity (scale from 1 to7): Before rubbing 2.1+0.1; after rubbing 4.7+0.1 for microcapsules D.
Example 3
Liquid detergent composition
Microcapsules of the present invention are dispersed in a liquid detergent base described below to obtain a concentration of encapsulated perfume oil at 0.22%.
1) Hostapur® SAS 60; Origin: Clariant
2) Edenor® K 12-18; Origin: Cognis
3) Genapol® LA 070; Origin: Clariant
4) Aculyn® 88; Origin: Dow Chemical
Example 4
Rinse-off conditioner Microcapsules of the present invention are dispersed in a rinse-off conditioner base described below to obtain a concentration of encapsulated perfume oil at 0.5%.
1) Genamin KDM P, Clariant
2) Tylose H10 Y G4, Shin Etsu
3) Lanette O, BASF
4) Arlacel 165-FP-MBAL-PA-(RB), Croda 5) Incroquat Behenyl TMS-50-MBAE-PA-(MH) HA4112, Croda
6) SP Brij S20 MBAE-PA(RB), Croda
7) Xiameter DC MEM-0949 Emulsion, Dow Coming
8) Alfa Aesar Example 5
Shampoo composition
Microcapsules of the present invention are weighed and mixed in a shampoo composition to add the equivalent of 0.2% perfume.
1) Ucare Polymer JR-400, Noveon
2) Schweizerhall
3) Glydant, Lonza
4) Texapon NSO IS, Cognis
5) Tego Betain F 50, Evonik
6) Amphotensid GB 2009, Zschimmer & Schwarz
7) Monomuls 90 L- 12, Gruenau
8) Nipagin Monosodium, NIPA
Example 6
Antiperspirant roll-on emulsion composition Microcapsules of the present invention are weighed and mixed in antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.
1) BRIJ 72; origin : ICI
2) BRIJ 721; origin : ICI
3) ARLAMOL E; origin : UNIQEMA-CRODA
4) LOCRON L; origin : CLARIAN
Part A and B are heated separately to 75 °C; Part A is added to Part B under stirring and the mixture is homogenized for 10 min. Then, the mixture is cooled under stirring; and Part C is slowly added when the mixture reached 45 °C and Part D when the mixture reached at 35 °C while stirring. Then the mixture is cooled to room temperature.
Example 7
Deodorant spray composition
Microcapsules of the present invention are weighed and mixed in antiperspirant roll-on emulsion composition to add the equivalent of 0.2% perfume.
1) Irgasan® DP 300; trademark and origin : BASF
All the ingredients according to the sequence of Table 11 are mixed and dissolved. Then the aerosol cans are filled, crimp and the propellant is added (Aerosol filling: 40% active solution 60% Propane / Butane 2.5 bar).
Example 8
Shower- el composition
Microcapsules of the present invention are weighed and mixed in the following composition to add the equivalent of 0.2% perfume.
Table 15: Shower gel composition
2) EDETA B POWDER; trademark and origin: BASF
3) CARBOPOL AQUA SF-1 POLYMER; trademark and origin: NOVEON
4) ZETESOL AO 328 U; trademark and origin: ZSCHIMMER & SCHWARZ
5) TEGO-BETAIN F 50; trademark and origin: GOLDSCHMIDT 6) KATHON CG; trademark and origin: ROHM & HASS
Example 9
Unit dose formulation A sufficient amount of exemplified microcapsules is weighed and mixed in a unit dose formulation to add the equivalent of 0.2% perfume.
The unit dose formulation can be contained in a PVOH (polyvinyl alcohol) film.
Claims
1. Process for the preparation of a microcapsule slurry comprising the steps of:
1) suspending coavervate particles in a solvent to form a dispersing phase;
2) admixing at least one polyfunctional monomer with a hydrophobic material to form an oil phase;
3) adding the oil phase to the dispersing phase and mixing them to form two-phases Pickering emulsion under conditions allowing the formation of a microcapsule slurry by interfacial polymerization.
2. The process according to claim 1 , wherein the coacervate particles are prepared by a flash nanoprecipitation process.
3. The process according to claim 1 or 2, wherein the coacervate particles comprise at least one polymer.
4. The process according to anyone of the preceding claims, wherein the coacervate particles comprise a first polymer and a second polymer.
5. The process according to claim 4, wherein the first polymer contains at least one cationic group such as amino group, azole group, amide group, quaternary ammonium cation or guanidinium cation.
6. The process according to according to claim 4, wherein the first polymer is chosen in the group consisting of proteins, chitosan and derivatives, cationic modified polysaccharides, polyethyleneimine, poly(amidoamine)s, poly(amino-co-ester), cationic polyacrylate and mixtures thereof.
7. The process according to claim 4, wherein the second polymer is selected from the group of polymer consisting of modified starch, gum arabic, chitosan, sodium caseinate, alginate salts, cellulose derivatives, guar gum, pectinate salts, pectin, carrageenan, polyacrylic and methacrylic acid, xanthan gum or polyanion consisting of sodium triphosphate, trisodium trimetaphosphate, sodium pyrophosphate, dextran sulfate sodium salt and mixtures thereof.
8. The process according to anyone of the preceding claims, wherein the coacervate particle comprises a polymer and an oppositely charged poly ion with the polymer.
9. The process according to anyone of the preceding claims, wherein the coacervate particles comprise an active ingredient, preferably chosen in the group consisting of a cosmetic ingredient, skin caring ingredient, perfume ingredient, flavor ingredient, malodour counteracting ingredient, antimicrobial ingredient, pharmaceutical or agrochemical ingredient, a sanitizing ingredient, an insect repellent or attractant, and mixtures thereof.
10. The process according to anyone of the preceding claims, wherein the polyfunctional monomer is chosen in the group consisting of at least one isocyanate, anhydride or maleic anhydride, acyl chloride, epoxide, (meth) acrylate monomers, alkoxysilane, and mixtures thereof.
11. A microcapsule slurry obtainable by the process according to anyone of the preceding claims, wherein the microcapsules comprise: a core, preferably an oil-based core, comprising a hydrophobic material, preferably a perfume oil a composite shell comprising a first material and a second material, wherein:
• the first material and the second material are different,
• the first material is coacervate particles,
• the second material is a polymeric material.
12. Microcapsule slurry according to claim 11, wherein the weight ratio in the slurry between the first material and the second material is comprised between 10:90 and 99: 1 , preferably between 30:70 and 99:1.
13. Microcapsule slurry according to claim 11 or 12, wherein the second material is present in an amount less than 5%, by weight based on the total weight of the microcapsule slurry.
14. A consumer product comprising: a personal care active base, and microcapsules slurry or microcapsules as defined in anyone of the claims 11 to 13, wherein the consumer product is in the form of a personal care composition.
15. A consumer product comprising: a home care or a fabric care active base, and microcapsules slurry or microcapsules as defined in anyone of the claims 11 to 13, wherein the consumer product is in the form of a home care or a fabric care composition.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNPCT/CN2022/103669 | 2022-07-04 | ||
CN2022103669 | 2022-07-04 | ||
EP22186252 | 2022-07-21 | ||
EP22186252.7 | 2022-07-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2024008583A1 true WO2024008583A1 (en) | 2024-01-11 |
Family
ID=87158156
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2023/068046 WO2024008583A1 (en) | 2022-07-04 | 2023-06-30 | Hybrid microcapsules |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2024008583A1 (en) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0025799A1 (en) | 1979-03-28 | 1981-04-01 | Grace W R & Co | A cyclic process for forming high purity zsm-5 catalyst. |
WO2007004166A1 (en) | 2005-06-30 | 2007-01-11 | Firmenich Sa | Polyurethane and polyurea microcapsules |
EP2300146A1 (en) | 2008-06-16 | 2011-03-30 | Firmenich S.A. | Process for preparing polyurea microcapsules |
WO2014044840A1 (en) * | 2012-09-24 | 2014-03-27 | Firmenich Sa | Multilayered core/shell microcapsules |
WO2018002214A1 (en) * | 2016-06-30 | 2018-01-04 | Firmenich Sa | Core-composite shell microcapsules |
WO2018115250A1 (en) | 2016-12-22 | 2018-06-28 | Firmenich Sa | Density balanced high impact perfume microcapsules |
WO2021018947A1 (en) * | 2019-07-30 | 2021-02-04 | Firmenich Sa | Composite microcapsules |
WO2021185724A1 (en) | 2020-03-16 | 2021-09-23 | Firmenich Sa | Microcapsules coated with a polysuccinimide derivative |
-
2023
- 2023-06-30 WO PCT/EP2023/068046 patent/WO2024008583A1/en unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0025799A1 (en) | 1979-03-28 | 1981-04-01 | Grace W R & Co | A cyclic process for forming high purity zsm-5 catalyst. |
WO2007004166A1 (en) | 2005-06-30 | 2007-01-11 | Firmenich Sa | Polyurethane and polyurea microcapsules |
EP2300146A1 (en) | 2008-06-16 | 2011-03-30 | Firmenich S.A. | Process for preparing polyurea microcapsules |
WO2014044840A1 (en) * | 2012-09-24 | 2014-03-27 | Firmenich Sa | Multilayered core/shell microcapsules |
WO2018002214A1 (en) * | 2016-06-30 | 2018-01-04 | Firmenich Sa | Core-composite shell microcapsules |
WO2018115250A1 (en) | 2016-12-22 | 2018-06-28 | Firmenich Sa | Density balanced high impact perfume microcapsules |
WO2021018947A1 (en) * | 2019-07-30 | 2021-02-04 | Firmenich Sa | Composite microcapsules |
WO2021185724A1 (en) | 2020-03-16 | 2021-09-23 | Firmenich Sa | Microcapsules coated with a polysuccinimide derivative |
Non-Patent Citations (5)
Title |
---|
"Fenaroli's Handbook of Flavor Ingredients", 1975, CRC PRESS |
"Gasparini and all in Molecules", vol. 25, 2020, pages: 718 |
C. VUILLEUMIER ET AL.: "Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development", PERFUME & FLAVORIST, vol. 33, September 2008 (2008-09-01), pages 54 - 61 |
M. B. JACOBS: "Synthetic Food Adjuncts", 1947, NOSTRAND CO., INC |
S. ARCTANDER, PERFUME AND FLAVOR CHEMICALS, 1969 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP4225484A1 (en) | Hybrid microcapsules comprising a regenerated biopolymer | |
US20240050917A1 (en) | Process for preparing polyester microcapsules | |
US20240050331A1 (en) | Process for preparing microcapsules | |
EP3894063A1 (en) | Poly(ester urea) microcapsules | |
WO2024018014A1 (en) | Composite microcapsules | |
WO2023006532A1 (en) | Polyamide-based microcapsules | |
EP4308287A1 (en) | Polyamide-based microcapsules | |
WO2022207526A1 (en) | Functionalized chitosan preparation | |
US20240148617A1 (en) | Coated core-shell microcapsules | |
EP4313396A1 (en) | Acetoacetyl polymer-based microcapsules | |
WO2024008583A1 (en) | Hybrid microcapsules | |
US20240335361A1 (en) | Microcapsules having a mineral layer | |
WO2023057262A1 (en) | Plant protein-based microcapsules | |
EP4313397A1 (en) | Polyamide-based microcapsules | |
WO2024126450A1 (en) | Protein-based microcapsules | |
WO2024126446A1 (en) | Polyamide-based microcapsules | |
EP4225485A1 (en) | Hybrid microcapsules comprising lignin particles | |
WO2023217589A1 (en) | Polyamide microcapsules | |
WO2024153727A1 (en) | Microcapsules from polylactone based prepolymer | |
WO2023217590A1 (en) | Polyamide microcapsules | |
JP2024536980A (en) | Plant protein-based microcapsules | |
EP4178715A1 (en) | Process for preparing polyester microcapsules |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23738653 Country of ref document: EP Kind code of ref document: A1 |