BR112019003762B1 - Composição de fragrância encapsulada, processo para sua preparação e uso da mesma - Google Patents
Composição de fragrância encapsulada, processo para sua preparação e uso da mesma Download PDFInfo
- Publication number
- BR112019003762B1 BR112019003762B1 BR112019003762-4A BR112019003762A BR112019003762B1 BR 112019003762 B1 BR112019003762 B1 BR 112019003762B1 BR 112019003762 A BR112019003762 A BR 112019003762A BR 112019003762 B1 BR112019003762 B1 BR 112019003762B1
- Authority
- BR
- Brazil
- Prior art keywords
- mixture
- microcapsule
- shell
- positively charged
- polyisocyanate
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 140
- 239000003205 fragrance Substances 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 33
- 230000008569 process Effects 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title description 5
- 239000003094 microcapsule Substances 0.000 claims abstract description 102
- 239000012948 isocyanate Substances 0.000 claims abstract description 54
- 239000003381 stabilizer Substances 0.000 claims abstract description 54
- 239000011162 core material Substances 0.000 claims abstract description 45
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 45
- 150000001412 amines Chemical class 0.000 claims abstract description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000768 polyamine Polymers 0.000 claims abstract description 17
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 9
- 239000002612 dispersion medium Substances 0.000 claims abstract description 6
- 239000002304 perfume Substances 0.000 claims description 83
- 239000005056 polyisocyanate Substances 0.000 claims description 83
- 229920001228 polyisocyanate Polymers 0.000 claims description 83
- 239000004615 ingredient Substances 0.000 claims description 61
- 239000002775 capsule Substances 0.000 claims description 58
- 239000006185 dispersion Substances 0.000 claims description 33
- 239000007864 aqueous solution Substances 0.000 claims description 32
- 239000000839 emulsion Substances 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 239000012071 phase Substances 0.000 claims description 17
- 229920002873 Polyethylenimine Polymers 0.000 claims description 13
- 125000000129 anionic group Chemical group 0.000 claims description 10
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 7
- 239000000047 product Substances 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 2
- -1 aliphatic isocyanates Chemical class 0.000 description 40
- 239000000178 monomer Substances 0.000 description 32
- 239000011257 shell material Substances 0.000 description 28
- 125000002091 cationic group Chemical group 0.000 description 22
- 150000001299 aldehydes Chemical class 0.000 description 21
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 230000015572 biosynthetic process Effects 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 14
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 12
- 230000008021 deposition Effects 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 229920002396 Polyurea Polymers 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- 150000001450 anions Chemical class 0.000 description 8
- 238000000149 argon plasma sintering Methods 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000011258 core-shell material Substances 0.000 description 8
- 238000009826 distribution Methods 0.000 description 8
- 230000002209 hydrophobic effect Effects 0.000 description 8
- 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 8
- 230000007935 neutral effect Effects 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 7
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 7
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 7
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 7
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 7
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 231100000640 hair analysis Toxicity 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 5
- 150000001241 acetals Chemical class 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000004814 polyurethane Substances 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 229960001860 salicylate Drugs 0.000 description 5
- 235000019698 starch Nutrition 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- YGFGZTXGYTUXBA-UHFFFAOYSA-N (±)-2,6-dimethyl-5-heptenal Chemical compound O=CC(C)CCC=C(C)C YGFGZTXGYTUXBA-UHFFFAOYSA-N 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 4
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 125000000542 sulfonic acid group Chemical group 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 3
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 3
- 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 3
- GHBSPIPJMLAMEP-UHFFFAOYSA-N 6-pentyloxan-2-one Chemical compound CCCCCC1CCCC(=O)O1 GHBSPIPJMLAMEP-UHFFFAOYSA-N 0.000 description 3
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- JUWUWIGZUVEFQB-UHFFFAOYSA-N Fenchyl acetate Chemical compound C1CC2C(C)(C)C(OC(=O)C)C1(C)C2 JUWUWIGZUVEFQB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- YPZUZOLGGMJZJO-UHFFFAOYSA-N ambrofix Natural products C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 description 3
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 3
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical class [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 3
- 239000000337 buffer salt Substances 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 3
- 229940043350 citral Drugs 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 3
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 3
- WFEISWUNAJPLRX-ONNFQVAWSA-N dupical Chemical compound C12CCCC2C2C\C(=C/CCC=O)C1C2 WFEISWUNAJPLRX-ONNFQVAWSA-N 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 description 3
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 3
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 3
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 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
- 229920000570 polyether Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 3
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- SGAWOGXMMPSZPB-UHFFFAOYSA-N safranal Chemical compound CC1=C(C=O)C(C)(C)CC=C1 SGAWOGXMMPSZPB-UHFFFAOYSA-N 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- QRPLZGZHJABGRS-UHFFFAOYSA-N xi-5-Dodecanolide Chemical compound CCCCCCCC1CCCC(=O)O1 QRPLZGZHJABGRS-UHFFFAOYSA-N 0.000 description 3
- 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 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Chemical compound CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 2
- 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 2
- ULDHMXUKGWMISQ-SECBINFHSA-N (-)-carvone Chemical compound CC(=C)[C@@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-SECBINFHSA-N 0.000 description 2
- KOSQMCNVEGXSCQ-UHFFFAOYSA-N (2-butan-2-yl-1-ethenylcyclohexyl) acetate Chemical compound CCC(C)C1CCCCC1(OC(C)=O)C=C KOSQMCNVEGXSCQ-UHFFFAOYSA-N 0.000 description 2
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 description 2
- MXIGGIZQUGDKAP-UHFFFAOYSA-N (4-methyl-4-phenylpentan-2-yl) acetate Chemical compound CC(=O)OC(C)CC(C)(C)C1=CC=CC=C1 MXIGGIZQUGDKAP-UHFFFAOYSA-N 0.000 description 2
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-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
- YQYKESUTYHZAGG-BZNIZROVSA-N 1-[(1r,2s)-1,2,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl]ethanone Chemical compound C1([C@H]([C@@](CC2)(C)C(C)=O)C)=C2CCCC1(C)C YQYKESUTYHZAGG-BZNIZROVSA-N 0.000 description 2
- YBUIAJZFOGJGLJ-SWRJLBSHSA-N 1-cedr-8-en-9-ylethanone Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1C(C)=C(C(C)=O)C2 YBUIAJZFOGJGLJ-SWRJLBSHSA-N 0.000 description 2
- MVTYXAVPKZRAMW-UHFFFAOYSA-N 1-methyl-4-(4-methylpentyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)CCCC1=CCC(C)(C=O)CC1 MVTYXAVPKZRAMW-UHFFFAOYSA-N 0.000 description 2
- WPFFGMCNILGTEA-UHFFFAOYSA-N 1-spiro[4.5]dec-8-en-9-ylpent-4-en-1-one Chemical compound C1C(C(=O)CCC=C)=CCCC11CCCC1 WPFFGMCNILGTEA-UHFFFAOYSA-N 0.000 description 2
- OFHHDSQXFXLTKC-UHFFFAOYSA-N 10-undecenal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 description 2
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- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
- JEPWTUCYPWOCQV-UHFFFAOYSA-N 2,4-dimethyl-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)-1,3-dioxolane Chemical compound O1C(C)COC1(C)C1=CC=C2C(C)(C)CCC(C)(C)C2=C1 JEPWTUCYPWOCQV-UHFFFAOYSA-N 0.000 description 2
- GPVOTKFXWGURGP-UHFFFAOYSA-N 2,5,5-trimethyl-1,3,4,4a,6,7-hexahydronaphthalen-2-ol Chemical compound C1C(C)(O)CCC2C1=CCCC2(C)C GPVOTKFXWGURGP-UHFFFAOYSA-N 0.000 description 2
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 description 2
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- RQXTZKGDMNIWJF-UHFFFAOYSA-N 2-butan-2-ylcyclohexan-1-one Chemical compound CCC(C)C1CCCCC1=O RQXTZKGDMNIWJF-UHFFFAOYSA-N 0.000 description 2
- JTHVYOIHZNYRCC-UHFFFAOYSA-N 2-hexylcyclopentan-1-one Chemical compound CCCCCCC1CCCC1=O JTHVYOIHZNYRCC-UHFFFAOYSA-N 0.000 description 2
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 description 2
- IQVAERDLDAZARL-UHFFFAOYSA-N 2-phenylpropanal Chemical compound O=CC(C)C1=CC=CC=C1 IQVAERDLDAZARL-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- VMUNAKQXJLHODT-VAWYXSNFSA-N 2-tridecenal Chemical compound CCCCCCCCCC\C=C\C=O VMUNAKQXJLHODT-VAWYXSNFSA-N 0.000 description 2
- ZHDQGHCZWWDMRS-UHFFFAOYSA-N 3,5-dimethylcyclohex-3-ene-1-carbaldehyde Chemical compound CC1CC(C=O)CC(C)=C1 ZHDQGHCZWWDMRS-UHFFFAOYSA-N 0.000 description 2
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- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- WXETUDXXEZHSCS-MAVITOTKSA-N vertofix coeur Chemical compound C[C@@H]1CC[C@@]2(C(/CC3)=C\C(C)=O)[C@@H]3C(C)(C)[C@@H]1C2 WXETUDXXEZHSCS-MAVITOTKSA-N 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- WGPCZPLRVAWXPW-UHFFFAOYSA-N xi-Dihydro-5-octyl-2(3H)-furanone Chemical compound CCCCCCCCC1CCC(=O)O1 WGPCZPLRVAWXPW-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- 229930007850 β-damascenone Natural products 0.000 description 1
Classifications
-
- 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
- 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
- B01J13/14—Polymerisation; cross-linking
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1615905.5 | 2016-09-19 | ||
| GBGB1615905.5A GB201615905D0 (en) | 2016-09-19 | 2016-09-19 | Improvements in or relating to organic compounds |
| PCT/EP2017/073615 WO2018050914A1 (en) | 2016-09-19 | 2017-09-19 | Improvements in or relating to organic compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR112019003762A2 BR112019003762A2 (pt) | 2019-05-21 |
| BR112019003762B1 true BR112019003762B1 (pt) | 2022-09-06 |
Family
ID=57288693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112019003762-4A BR112019003762B1 (pt) | 2016-09-19 | 2017-09-19 | Composição de fragrância encapsulada, processo para sua preparação e uso da mesma |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10808208B2 (enExample) |
| EP (1) | EP3515589B1 (enExample) |
| JP (1) | JP6986070B2 (enExample) |
| CN (1) | CN109789384B (enExample) |
| BR (1) | BR112019003762B1 (enExample) |
| ES (1) | ES2977116T3 (enExample) |
| GB (1) | GB201615905D0 (enExample) |
| MX (1) | MX2019002102A (enExample) |
| PL (1) | PL3515589T3 (enExample) |
| SG (1) | SG11201901247SA (enExample) |
| WO (1) | WO2018050914A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201804038D0 (en) * | 2018-03-14 | 2018-04-25 | Givaudan Sa | Improvements in or realating to organic compounds |
| EP4025335B1 (en) | 2019-09-06 | 2025-02-12 | Unilever Global IP Limited | Microcapsule and hair care composition |
| JP7625584B2 (ja) * | 2019-09-06 | 2025-02-03 | ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ | マイクロカプセルおよびヘアケア組成物 |
| CN111604013A (zh) * | 2020-04-08 | 2020-09-01 | 名畔科技(镇江)有限公司 | 一种利用聚乙二醇长链烷基酰胺实现香精缓释的方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE50104385D1 (de) | 2000-02-23 | 2004-12-09 | Henkel Kgaa | Wasch- oder reinigungsmittel mit komponenten in form von mikro- und/oder nanokapseln |
| DE10024624A1 (de) | 2000-05-18 | 2001-11-22 | Bayer Ag | Modifizierte Polyisocyanate |
| DE10117671A1 (de) | 2001-04-09 | 2002-10-10 | Bayer Ag | Mit duftstoffhaltigen Mikrokapseln ausgerüstetes Leder |
| GB0114197D0 (en) * | 2001-06-11 | 2001-08-01 | Syngenta Ltd | Reactive polymeric surfactants |
| ES2628202T3 (es) * | 2008-06-16 | 2017-08-02 | Firmenich S.A. | Procedimiento de preparación de microcápsulas de poliurea |
| US20120148644A1 (en) | 2009-09-18 | 2012-06-14 | Lewis Michael Popplewell | Encapsulated Active Materials |
| US10226405B2 (en) * | 2009-09-18 | 2019-03-12 | International Flavors & Fragrances Inc. | Purified polyurea capsules, methods of preparation, and products containing the same |
| WO2011123730A1 (en) | 2010-04-01 | 2011-10-06 | The Procter & Gamble Company | Process for coating cationic polymers on microcapsules |
| JP6012598B2 (ja) | 2010-06-11 | 2016-10-25 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | ポリ尿素マイクロカプセルの製造方法 |
| GB201010701D0 (en) | 2010-06-25 | 2010-08-11 | Givaudan Sa | Process for producing microcapsules |
| EP2399667B1 (en) * | 2010-06-25 | 2017-03-08 | Cognis IP Management GmbH | Process for producing microcapsules |
| KR20140026455A (ko) | 2011-04-07 | 2014-03-05 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 전도성 중합체 퓨즈 |
| JP6012724B2 (ja) | 2011-06-28 | 2016-10-25 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | ポリ尿素マイクロカプセルの製造方法 |
| EP2793800A1 (en) * | 2011-12-22 | 2014-10-29 | Givaudan SA | Improvements in or relating to the encapsulation of perfumes |
| CN104011193B (zh) | 2011-12-22 | 2017-04-12 | 弗门尼舍有限公司 | 制备聚脲微胶囊的方法 |
| EP3137207B1 (en) * | 2014-04-29 | 2019-02-06 | Basf Se | Anionic polyvinyl alcohol copolymer as protective colloid for pesticidal polyurea microcapsules |
| JP6861629B2 (ja) | 2014-06-13 | 2021-04-21 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | 付着が改善されたポリ尿素マイクロカプセルの製造方法 |
| CN107072925B (zh) * | 2014-11-07 | 2021-03-12 | 奇华顿股份有限公司 | 胶囊组合物 |
| JP6735745B2 (ja) | 2014-11-07 | 2020-08-05 | ジボダン エス エー | 有機化合物におけるまたは関連する改良 |
-
2016
- 2016-09-19 GB GBGB1615905.5A patent/GB201615905D0/en not_active Ceased
-
2017
- 2017-09-19 BR BR112019003762-4A patent/BR112019003762B1/pt active IP Right Grant
- 2017-09-19 WO PCT/EP2017/073615 patent/WO2018050914A1/en not_active Ceased
- 2017-09-19 CN CN201780057435.1A patent/CN109789384B/zh active Active
- 2017-09-19 EP EP17768803.3A patent/EP3515589B1/en active Active
- 2017-09-19 MX MX2019002102A patent/MX2019002102A/es unknown
- 2017-09-19 SG SG11201901247SA patent/SG11201901247SA/en unknown
- 2017-09-19 ES ES17768803T patent/ES2977116T3/es active Active
- 2017-09-19 JP JP2019515288A patent/JP6986070B2/ja active Active
- 2017-09-19 US US16/329,754 patent/US10808208B2/en active Active
- 2017-09-19 PL PL17768803.3T patent/PL3515589T3/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB201615905D0 (en) | 2016-11-02 |
| CN109789384B (zh) | 2022-06-07 |
| US20190233770A1 (en) | 2019-08-01 |
| PL3515589T3 (pl) | 2024-06-10 |
| JP6986070B2 (ja) | 2021-12-22 |
| WO2018050914A1 (en) | 2018-03-22 |
| EP3515589B1 (en) | 2024-02-14 |
| US10808208B2 (en) | 2020-10-20 |
| SG11201901247SA (en) | 2019-04-29 |
| ES2977116T3 (es) | 2024-08-19 |
| JP2019529646A (ja) | 2019-10-17 |
| CN109789384A (zh) | 2019-05-21 |
| BR112019003762A2 (pt) | 2019-05-21 |
| EP3515589A1 (en) | 2019-07-31 |
| MX2019002102A (es) | 2019-06-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B350 | Update of information on the portal [chapter 15.35 patent gazette] | ||
| B06W | Patent application suspended after preliminary examination (for patents with searches from other patent authorities) chapter 6.23 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 19/09/2017, OBSERVADAS AS CONDICOES LEGAIS |