WO2024083905A1 - Solid surfactant compositions - Google Patents
Solid surfactant compositions Download PDFInfo
- Publication number
- WO2024083905A1 WO2024083905A1 PCT/EP2023/078965 EP2023078965W WO2024083905A1 WO 2024083905 A1 WO2024083905 A1 WO 2024083905A1 EP 2023078965 W EP2023078965 W EP 2023078965W WO 2024083905 A1 WO2024083905 A1 WO 2024083905A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- alkyl
- surfactant composition
- personal care
- surfactants
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 105
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 64
- 239000007787 solid Substances 0.000 title claims abstract description 40
- -1 anionic carboxylic ester Chemical class 0.000 claims abstract description 47
- 238000009472 formulation Methods 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 31
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 27
- 125000002252 acyl group Chemical group 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 11
- 239000002562 thickening agent Substances 0.000 claims description 9
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000003093 cationic surfactant Substances 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- 239000002280 amphoteric surfactant Substances 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000001720 carbohydrates Chemical class 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 2
- 230000032050 esterification Effects 0.000 claims description 2
- 238000005886 esterification reaction Methods 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 239000001630 malic acid Substances 0.000 claims description 2
- 235000011090 malic acid Nutrition 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 238000005187 foaming Methods 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 235000001014 amino acid Nutrition 0.000 description 12
- 239000000843 powder Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- 125000000129 anionic group Chemical class 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 6
- 239000006260 foam Substances 0.000 description 6
- 239000008187 granular material Substances 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 4
- 244000303965 Cyamopsis psoralioides Species 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000004806 packaging method and process Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 238000001694 spray drying Methods 0.000 description 4
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000007891 compressed tablet Substances 0.000 description 3
- 125000002704 decyl group Chemical group [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])* 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- VLARUOGDXDTHEH-UHFFFAOYSA-L disodium cromoglycate Chemical compound [Na+].[Na+].O1C(C([O-])=O)=CC(=O)C2=C1C=CC=C2OCC(O)COC1=CC=CC2=C1C(=O)C=C(C([O-])=O)O2 VLARUOGDXDTHEH-UHFFFAOYSA-L 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000008247 solid mixture Substances 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical group [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- QNAYBMKLOCPYGJ-UHFFFAOYSA-M alaninate Chemical compound CC(N)C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-M 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 150000001860 citric acid derivatives Chemical class 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000008233 hard water Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000001341 hydroxy propyl starch Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 2
- 235000013828 hydroxypropyl starch Nutrition 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002663 nebulization Methods 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 150000003899 tartaric acid esters Chemical class 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- KMZOJSINLAGOMV-UHFFFAOYSA-N (prop-2-enoylamino) propane-1-sulfonate Chemical compound CCCS(=O)(=O)ONC(=O)C=C KMZOJSINLAGOMV-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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical class NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001612 Hydroxyethyl starch Polymers 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
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical class NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical class CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
- JWGGSJFIGIGFSQ-UHFFFAOYSA-M N-dodecanoylglycinate Chemical compound CCCCCCCCCCCC(=O)NCC([O-])=O JWGGSJFIGIGFSQ-UHFFFAOYSA-M 0.000 description 1
- DYUGTPXLDJQBRB-UHFFFAOYSA-M N-myristoylglycinate Chemical compound CCCCCCCCCCCCCC(=O)NCC([O-])=O DYUGTPXLDJQBRB-UHFFFAOYSA-M 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 108010077895 Sarcosine Proteins 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 125000006177 alkyl benzyl group Chemical group 0.000 description 1
- 125000005599 alkyl carboxylate group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001483 arginine derivatives Chemical class 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000003910 behenoyl group Chemical group O=C([*])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
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
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- 239000000872 buffer Substances 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
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- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
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- 239000001913 cellulose Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 229940045110 chitosan Drugs 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 229940080421 coco glucoside Drugs 0.000 description 1
- 229940071124 cocoyl glutamate Drugs 0.000 description 1
- 229940065856 cocoyl glycinate Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
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- 239000006071 cream Substances 0.000 description 1
- 239000000551 dentifrice Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- PXEDJBXQKAGXNJ-QTNFYWBSSA-L disodium L-glutamate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](N)CCC([O-])=O PXEDJBXQKAGXNJ-QTNFYWBSSA-L 0.000 description 1
- 229940079779 disodium cocoyl glutamate Drugs 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000007787 electrohydrodynamic spraying Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 125000001924 fatty-acyl group Chemical group 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
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- 229960002154 guar gum Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229940050526 hydroxyethylstarch Drugs 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940071085 lauroyl glutamate Drugs 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])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
- 239000012669 liquid formulation Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 229940070800 myristoyl glutamate Drugs 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])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
- FFJMLWSZNCJCSZ-UHFFFAOYSA-N n-methylmethanamine;hydrobromide Chemical class Br.CNC FFJMLWSZNCJCSZ-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([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])[H] 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 231100000683 possible toxicity Toxicity 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 229940116317 potato starch Drugs 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- 229940071089 sarcosinate Drugs 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
- 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
- A61K8/0216—Solid or semisolid forms
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
-
- 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
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
-
- 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
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0052—Cast detergent compositions
Definitions
- the present invention relates to solid surfactant compositions, comprising an anionic ester of C8-C20 alkyl polyglycosides and a C8-C22 N-acyl amino acid, and to personal care formulations containing said solid surfactant compositions.
- Solid, low-water content or water-less personal care products can be provided in sustainable and recyclable packaging. They are also generally more concentrated, a fraction of the size of their liquid counterparts, keeping packaging to a minimum and being lighter and easier to transport, therefore generating lower emissions. Formulating with low water content, anyhow, can be challenging, as all the properties that consumers demand must be guaranteed: ease of use, agreeable foam, mildness, nice hair and skin feel. New solid and sustainable ingredients are therefore essential to deliver safe, effective, water-conscious personal care products.
- APG alkyl polyglycosides
- anionic ester of alkyl polyglycosides such as APG sulfosuccinates, APG tartrates and APG citrates
- anionic ester of APG without sulfate or sulfonate groups such as APG tartrates and APG citrates, are appreciated in the personal care sector because their mildness toward the hair, skin and mucous membranes.
- APG surfactants and their derivatives are mainly provided as water solutions and are really difficult, almost impossible, to desiccate and to provide them in solid form.
- surfactant mixtures comprising an anionic carboxylic ester of C8-C20 alkyl polyglycoside and a salt of a Os-Cis acyl aminoacid can be easily dried and can be provided in the form of solid compositions, such as powders, granules, compressed tablets or pellets.
- solid compositions such as powders, granules, compressed tablets or pellets.
- surfactant compositions quickly dissolve in water and can be used to prepare both solid and concentrated personal care formulations.
- both ingredients are bio-based materials with excellent surface properties, low potential toxicity and low environmental impact.
- WO 2021/087492 describes a substantially anhydrous, concentrated surfactant composition
- a sugar-based surfactant such as an alkyl polyglucoside citrate
- an amino acid based surfactant such as an alkyl polyglucoside citrate
- a polyglycerol ester or a polyhydroxy ether such as a polyglycerol ester or a polyhydroxy ether
- a glycol such as a glycol
- Solid surfactant compositions are not described nor suggested. Only liquid surfactant compositions are exemplified.
- a solid surfactant composition comprising: a) from 10 to 45 % by weight (wt%) of an anionic carboxylic ester of C8-C20 alkyl polyglycosides and b) from 20 to 75 wt%, of a C8-C22 N-acyl amino acid salt, with the proviso that the sum of a) and b) make up at least 50 wt%, preferably at least 65 wt%, of the composition.
- a further object of this invention is a personal care formulation comprising from 0.5 to 70 wt% of said solid surfactant composition.
- solid as used herein and common in the art, applies to substances in a state of matter having constant volume and shape at normal conditions, which means that the physical state of the surfactant composition is that of a solid at temperature of 20°C and a pressure of 1 atmosphere.
- the solid surfactant composition may be in powder, granule, compressed tablet, stick or pellet form.
- composition is in powder or granule form. More preferably it is in powder form.
- binder means a composition in pulverulent form, with a particle size comprised between 0.1 pm and 3 mm, preferably between 0.3 pm and 1 mm.
- granules means small fractionated objects formed from solid particles that are aggregated together, of variable shapes and sizes. They may be in regular or irregular form. They may in particular be in spherical form or in square, rectangular or elongated form such as small sticks. Spherical granules are most preferred.
- the solid surfactant composition may be in the form of a compressed tablet, stick or pellet form, which can be obtained, for example, by manual or mechanical press or by extrusion.
- the solid surfactant composition of the invention comprises from 10 to 45 wt%, preferably from 15 to 40 % wt, more preferably from 20 to 40 wt%, of an anionic carboxylic ester of alkyl polyglycosides.
- the anionic carboxylic ester of alkyl polyglycosides may be represented by the formula (I): [R-O-(G)x]n -(D) y (I) wherein:
- R is an aliphatic alkyl group, saturated or unsaturated, linear or branched, having from 6 to 20 atoms of carbon, preferably from 8 to 14 carbon atoms;
- G is a residue of a reducing saccharide, preferably of glucose, connected to R-O by means of an ethereal O-glycosidical bond;
- O is an oxygen atom
- D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid, maleic acid, malic acid, sulfosuccinic acid and mixtures thereof, in acid or salt form;
- n is a number between 1 and m-1, where m is the number of carboxylic groups in the acid that originates D;
- x is a number from 1 to 5, representing the average degree of polymerization of G;
- y is a number from 1 to 5, representing the average degree of esterification.
- anionic esters of alkyl polyglycosides of formula (I) are known and they can be prepared as described, for example, in EP 258 814 or EP 510 564.
- the anionic ester of alkyl polyglycosides is synthesized from alkyl polyglucosides with an alkyl group containing 8 to 14 carbon atoms and having an average degree of polymerization x between 1.0 and 2.5.
- D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid and mixtures thereof.
- the solid surfactant composition of the invention comprises from 20 to 75% wt, more preferably from 30 to 70% wt, more preferably from 35 to 70 wt%, of a C8-C22 N-acyl amino acid salt.
- the type of amino acid that is used to produce said salt is not particularly limited. Examples include glutamic acid, glycine, alanine, phenylalanine, sarcosine, tyrosine, threonine, aspartic acid and the like.
- As the acyl group for example, a saturated or unsaturated, straight or branched fatty acyl group having from 8 to 22 carbon atoms, preferably from 8 to 18 carbon atoms, can be used.
- acyl group examples include 2-ethylhexanoyl, capryloyl, caproyl, lauroyl, myristoyl, stearoyl, isostearoyl, oleoyl, behenoyl, cocoyl, palmitoyl groups, and the like.
- a mixture of two or more N-acyl amino acids having acyl groups of different chain lengths may be used for the preparation of the surfactant composition of the invention.
- the type of salt of the C8-C22 N-acyl amino acid is also not particularly limited.
- the salt may be chosen among those commonly used in the art. Examples include alkali metal salts such as sodium salts and potassium salts, alkaline earth metal salts such as calcium salts and magnesium salts, ammonium salts, organic amine salts such as monoethanolamine salts, diethanolamine salts and triethanolamine salts, basic amino acid salts such as arginine salts and lysine salts. Alkali metal and ammonium salts are preferred, and the sodium salts are the most preferred.
- C8-C22 N-acyl amino acid salts suitable for the realization of the present invention are the sodium or ammonium or potassium salts of N-lauroyl sarcosinate, N- cocoyl sarcosinate, N-lauroyl glutamate, N-cocoyl glutamate, N-myristoyl glutamate, N- lauroyl alaninate, N-cocoyl alaninate, N-myristoyl alaninate, N-lauroyl glycinate, N-cocoyl glycinate, N-myristoyl glycinate, and mixtures thereof.
- C8-C22 N-acyl glutamate and glycinate salts are preferred amino acid based surfactants for the preparation of the solid surfactant compositions of the present invention.
- Cs-Cis acyl glutamate salts are particularly preferred.
- the solid surfactant composition of the invention can further comprise from 3 to 25 wt%, preferably from 5 to 20 wt%, of an alkyl polyglycoside.
- Suitable alkyl polyglycosides have Formula II:
- the solid surfactant composition in powder form can be prepared by means of solvent evaporation, spray-drying, freeze-drying and electrospraying starting from the composition in form of aqueous solution.
- the solid surfactant composition of the invention is prepared by spray-drying.
- the solid surfactant composition in granule form can be prepared by means of a fluidized bed, a rolling or a spray drying apparatus, starting from the composition in powder form.
- the granulation is performed by means of a rolling granulating apparatus.
- the pellets can be prepared, for example, by dry pressing or extrusion of the composition in powder form or in form of solution, preferably by extrusion.
- the disclosed solid surfactant composition can be utilized for preparing personal care formulations, which comprise from 0.5 to 70 wt%, preferably from 1 to 60 %wt%, more preferably from 2 to 50 wt%, of said surfactant composition.
- the personal care formulations of the invention can further comprise from 0.1 to 50 wt%, preferably from 0.5 to 45 wt%, more preferably from 5 to 40 wt %, of at least another surfactant selected among anionic surfactants, amphoteric surfactants, cationic surfactants, zwitterionic surfactants, non-ionic surfactants, and mixture thereof.
- Anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylamido sulfonates, alkylaryl sulfonates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglycerides sulfates, alpha-olefin sulfonates, paraffin sulfonates, alkyl and alkylaryl phosphates, alkyl ether and alkylaryl ether phosphates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinate, alkylsulfoacetate, alkylsarcosinates, acyl sarcosinates, alkyl carboxylates, fatty acids salts (soaps), alkyl ether carboxylates, nonacyl
- amphoteric or zwitterionic surfactants which can be used in the compositions of the present disclosure are those which can be broadly described as derivatives of aliphatic amines or quaternary ammonium compounds, containing an anionic water-solubilizing group, e.g. a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
- an anionic water-solubilizing group e.g. a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
- Cationic surfactants useful in the compositions of the present disclosure contain amino or quaternary ammonium moieties, which are positively charged when dissolved in the aqueous composition of the present invention.
- cationic surfactants are long- chain alkyl trimethyl ammonium chlorides, long-chain alkyl benzyl dimethyl ammonium chlorides, alkylamine hydrochlorides, alkylamine acetates and di(long-chain alkyl) dimethyl ammonium bromides.
- the counter-ion can be monoatomic or polyatomic, inorganic or organic.
- examples of counterions are: alkali metal, alkaline earth metal, transition metal, chloride, bromide, iodide, ammonium, pyridinium, triethanol amonium and methyl sulfate.
- Nonionic surfactants can be broadly defined as compounds containing a hydrophobic moiety and a nonionic hydrophilic moiety.
- hydrophobic moiety can be alkyl, alkyl aromatic and aryl aromatic.
- nonionic hydrophilic moieties are polyoxyalkylenes, amine oxides, hydroxyl groups and alkanol amides.
- nonionic surfactants are alkoxylated fatty alcohols, alkoxylated fatty acids, (poly)glycerol alkyl esters, alkoxylated di- and tri-stiryl phenols, fatty sugar esters and polyesters, fatty alkoxylated sugar esters, sorbitan and alkoxylated sorbitan fatty acid esters, block copolymers of polyethylene glycol and polypropylene glycol.
- nonionic emulsifiers include alkyl polyglycosides, such as those represented by Formula II described above.
- the further surfactant of the personal care formulation of the invention is a nonionic surfactant or a mixture of nonionic surfactants.
- Preferred nonionic surfactants are alkyl polyglycosides.
- the personal care formulation of the invention can also comprise from 0.01 to 4.0 wt%, preferably from 0.05 to 3.0 wt%, of at least one thickening agent.
- thickening agents that can be used in the formulation of the invention include inorganic and organic thickening agents. Suitable inorganic thickening agents are clays and silicas.
- Suitable synthetic organic thickening agents include anionic, cationic, hydrophobically-modified and amphoteric acrylic copolymers (such as crosslinked homopolymers of acrylic acid or of acrylamidopropyl sulfonic acid (AM PS) or crosslinked copolymers of (meth)acrylic acid, a C1-C4 acrylate ester and a C8-C40 substituted polyethylene glycol acrylate ester).
- AM PS acrylamidopropyl sulfonic acid
- Suitable natural and semisynthetic organic thickening agents include cellulose and nonionic, cationic, anionic and amphoteric cellulosic polymers (such as hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose and cationic hydroxypropyl cellulose); nonionic, anionic, hydrophobically-modified, amphoteric and cationic polysaccharides (such as xanthan gum, chitosan, alginate, guar gum, carboxymethyl guar, hydroxypropyl guar, cationic guar, cationic hydroxypropyl guar; potato starch, wheat starch, rice starch, methyl hydroxypropyl starch, starch phosphate, carboxymethyl starch, hydroxyethyl starch and hydroxypropyl starch). Mixtures of different thickening agents can be also used.
- the preferred thickening agent is xanthan gum.
- the personal care formulation of the invention is an aqueous liquid formulation, comprising from 1 to 8 wt% of the composition of the invention, from 1 to 15 wt% of an alkyl polyglicoside of formula II and from 0.05 to 1.0 wt% of xanthan gum.
- the personal care formulation of the invention is a solid formulation, comprising from 25 to 50 wt% of the solid composition of the invention, from 5 to 20 wt% of an alkyl polyglicoside of formula II and from 0 to 20 wt% of at least one further surfactant.
- the pH of the personal care formulation is an important factor.
- the pH range is between 3.5 and 7.0, more preferably between 4.0 and 6.5.
- acids, bases, and buffers can be utilized to adjust and/or maintain the pH of the compositions of the present invention.
- materials useful for adjusting and/or maintaining the pH include, without limitation, ammonia, sodium carbonate, sodium hydroxide, triethanolamine, hydrochloric acid, phosphoric acid, sodium hydrogen phosphate, sodium dihydrogen phosphate, citric acid, lactic acid and the like.
- the cosmetic formulation of the invention can comprise further additives commonly used in the field.
- these additives are: humectants, emollients, consistency factors and sensorial additives, chelating agents, solubilizers; fillers, pigments, dyes; polyquatemary ammonium compounds, such as cationic polysaccharides, as conditioning agents; perfumes, fragrances and/or, essential oils; water and/or oil soluble vitamins or derivatives or precursors; antioxidants and/or preservatives; pearlescing agents; peeling and or scrubbing agents; plant extracts, particularly water soluble plant extracts; hydroxy-, particularly alpha-hydroxy, and/or polyunsaturated acids; phospholipids; proteins and/or amino acids and/or derivatives; electrolytes; NM F (natural moisturising factor); foam boosters and/or stabilisers e.g. mono- and/or di-ethanolamides and/or amine oxides; and sucrose ester derivatives.
- humectants
- Examples of personal care formulations of the invention are hair- and skin- cleansing compositions, shampoos, 2-in-1 shampoos, body and shower gels, bath foams, cleansing soaps and bars, cleansing powders and concentrates, make-up removers, impregnating liquids for wet wipes, cleansing foams and mousses, liquid soaps, scrubbing/peeling formulations, dentifrices, shaving creams and other products for similar applications.
- DSCG Disodium Cocoyl Glutamate, 27 wt% aq. solution
- APG Citrate Disodium Coco-Glucoside Citrate, 30 wt% aq. solution
- SCA Disodium Cocoyl Alaninate, 26 wt% aq. solution
- LPG Lauryl Polyglucoside, 50 wt% water solution
- DPG Decyl Polyglucoside, 50 wt% water solution
- a solid surfactant composition according to the invention was prepared by carefully mixing 8.75 Kg of APG Citrate and 16.25 Kg of DSCG. The mixture was then spray dried with a laboratory spray-dryer (APT-5.0 from APTSOL, evaporative capacity max: 5 Kg/h)
- the spray-drying process begins with the atomization of liquid mixture in a droplets nebulization.
- the feeding of the material to be processed takes place via a peristaltic pump, at the same time an air jet causes the liquid coming out as a fine spray through a nozzle.
- the droplets come into contact with the air in co-current respect to the nebulization flow. This takes place inside the drying chamber, with consequent evaporation of the liquid and formation of dry particles.
- Table 1 The spray dryer settings are reported in Table 1:
- a solid surfactant composition according to the invention was prepared by carefully mixing 150 g of APG Citrate and 220.7 g of DSCG. The mixture was then spray dried with a laboratory spray-dryer (APT-2.0 from APTSOL, evaporative capacity max: 2 Kg/h). The spray dryer settings are reported in Table 3. Table 3
- a solid surfactant composition according to the invention was prepared by carefully mixing 140 g of APG Citrate and 260 g of SCA. The mixture was then spray dried with a laboratory spray-dryer (APT-2.0 from APTSOL, evaporative capacity max: 2 Kg/h). The same spray dryer settings of Example 2 were used.
- CMC Critical Micellar Concentration
- mN/m Surface Tension
- the contact angle over the time was determined on Parafilm® M surface with a Pocket Goniometer (PGX from Rycobel) using the same solutions used for the CMC determination.
- the foamability of the solid surfactant composition of Examples 1-3 and the stability of the foam produced after 5 min was determined according the Ross-Miles method on 0.10 wt% (as active matter) solutions in deionized water and water with a hardness of 30 °F. The pH of the solutions was brought to about 5.5 with citric acid. The test was performed both a 25 and 40 °C. Solutions of the solid surfactant composition of Example 1 and lauryl polyglucoside or decyl polyglucoside in a ratio by weight of 1.22:1 were also evaluated. The results in millimeters are shown in Table 6 and 7, for the deionized and hard water respectively, together with the results of the comparative surfactants.
- the surfactant composition of the invention has excellent foaming properties, comparable or better than surfactants widely recognized for their foamability, such as decyl polyglucoside.
- the combination of the surfactant composition of the invention and an alkyl polyglucoside maintain remarkable foaming power, even when the alkyl polyglucoside shows very poor performances, i.e. lauryl polyglucoside in hard water.
- Table 8 shows the amount (wt%) of the ingredients, as active substance, their ratio by weight and the Brookfield viscosity in mPa*s of the formulations.
- Example 1 Naturally derived surfactants, such as amino-acid based surfactants, can prove to be extremely difficult to thicken. On the contrary, the solid composition of Example 1 can be easily formulated into self-thickening rinse-off compositions, with remarkable foaming properties.
- a rinse-off personal care composition containing the surfactant composition of Example 1 was prepared with the ingredient reported in Table 9.
- Example 1 The liquid rinse-off personal care composition containing Example 1 can be thickened by means of polymers, such as natural or natural-derived gums, without compromising the foaming nor other sensorial attributes.
- Example 13 A solid cleansing bar, containing the surfactant composition of Example 1 as primary surfactant, was prepared according to Table 10.
- the solid bar delivers a mild yet effective cleansing action, providing a pleasant and creamy foam.
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Abstract
The present invention relates to solid surfactant compositions comprising an anionic carboxylic ester of C8-C20 alkyl polyglycosides and a C8-C22 N-acyl amino acid, which can be easily formulated into self-thickening rinse-off formulations with remarkable foaming properties, and to personal care formulations containing said solid surfactant compositions.
Description
SOLID SURFACTANT COMPOSITIONS
TECHNICAL FIELD
The present invention relates to solid surfactant compositions, comprising an anionic ester of C8-C20 alkyl polyglycosides and a C8-C22 N-acyl amino acid, and to personal care formulations containing said solid surfactant compositions.
PRIOR ART
Given recent concerns for the preservation of the environment, together with the desire of consumers and conscious companies to take care of the planet, there is a strong boost to reduce the environmental footprint of personal care products, including consumer products. Traditional personal care rinse-off compositions, such as shampoos and body washes, typically contain water as predominant ingredient of the formulation. This leads to the need for large plastic packaging, as well as an increase in cost and CO2 emissions during transportation. Traditionally, the personal care market is almost totally dependent on plastic packs, sparingly recycled or difficult to recycle, as paper-based or biodegradable materials are not entirely satisfactory for aqueous compositions or liquid-based cosmetics. Besides the formulations of personal care products, therefore, packaging provides another opportunity to reduce a product environmental footprint.
With this goal in mind, efforts have been made to develop and sell personal care products in concentrated or, in particular, in solid form, and therefore, to provide products that comprise less or no water. Solid, low-water content or water-less personal care products, can be provided in sustainable and recyclable packaging. They are also generally more concentrated, a fraction of the size of their liquid counterparts, keeping packaging to a minimum and being lighter and easier to transport, therefore generating lower emissions. Formulating with low water content, anyhow, can be challenging, as all the properties that consumers demand must be guaranteed: ease of use, agreeable foam, mildness, nice hair and skin feel. New solid and sustainable ingredients are therefore essential to deliver safe, effective, water-conscious personal care products.
Sustainable alkyl polyglycosides (APG) based surfactants have been known and appreciated for a long time. Even, anionic ester of alkyl polyglycosides, such as APG sulfosuccinates, APG tartrates and APG citrates, are known. In particular anionic ester of
APG without sulfate or sulfonate groups such as APG tartrates and APG citrates, are appreciated in the personal care sector because their mildness toward the hair, skin and mucous membranes.
However, APG surfactants and their derivatives are mainly provided as water solutions and are really difficult, almost impossible, to desiccate and to provide them in solid form.
Surprisingly, it has now been found that surfactant mixtures, comprising an anionic carboxylic ester of C8-C20 alkyl polyglycoside and a salt of a Os-Cis acyl aminoacid can be easily dried and can be provided in the form of solid compositions, such as powders, granules, compressed tablets or pellets. These surfactant compositions quickly dissolve in water and can be used to prepare both solid and concentrated personal care formulations. Moreover, both ingredients are bio-based materials with excellent surface properties, low potential toxicity and low environmental impact.
As far as the Applicant knows, the solid surfactant compositions of the present disclosure have never been described.
WO 2021/087492 describes a substantially anhydrous, concentrated surfactant composition comprising a sugar-based surfactant, such as an alkyl polyglucoside citrate; an amino acid based surfactant; a polyglycerol ester or a polyhydroxy ether, or a combination of a polyglycerol ester and a polyhydroxy ether; and, optionally, a glycol. According to WO 2021/087492, however, a carrier is typically needed to help solubilize the composition and a glycol is therefore included in the surfactant compositions in an amount between about 10 wt% and less than 40 wt%. Solid surfactant compositions are not described nor suggested. Only liquid surfactant compositions are exemplified.
DESCRIPTION OF THE INVENTION
It is therefore an object of the present invention a solid surfactant composition comprising: a) from 10 to 45 % by weight (wt%) of an anionic carboxylic ester of C8-C20 alkyl polyglycosides and b) from 20 to 75 wt%, of a C8-C22 N-acyl amino acid salt, with the proviso that the sum of a) and b) make up at least 50 wt%, preferably at least 65 wt%, of the composition.
A further object of this invention is a personal care formulation comprising from 0.5 to 70 wt% of said solid surfactant composition.
DETAILED DESCRIPTION OF THE INVENTION
The term "solid", as used herein and common in the art, applies to substances in a state of matter having constant volume and shape at normal conditions, which means that the physical state of the surfactant composition is that of a solid at temperature of 20°C and a pressure of 1 atmosphere.
The solid surfactant composition may be in powder, granule, compressed tablet, stick or pellet form. Preferably, composition is in powder or granule form. More preferably it is in powder form.
The term "powder" means a composition in pulverulent form, with a particle size comprised between 0.1 pm and 3 mm, preferably between 0.3 pm and 1 mm.
The term "granules" means small fractionated objects formed from solid particles that are aggregated together, of variable shapes and sizes. They may be in regular or irregular form. They may in particular be in spherical form or in square, rectangular or elongated form such as small sticks. Spherical granules are most preferred.
The solid surfactant composition may be in the form of a compressed tablet, stick or pellet form, which can be obtained, for example, by manual or mechanical press or by extrusion. The solid surfactant composition of the invention comprises from 10 to 45 wt%, preferably from 15 to 40 % wt, more preferably from 20 to 40 wt%, of an anionic carboxylic ester of alkyl polyglycosides.
The anionic carboxylic ester of alkyl polyglycosides may be represented by the formula (I): [R-O-(G)x]n -(D)y (I) wherein:
R is an aliphatic alkyl group, saturated or unsaturated, linear or branched, having from 6 to 20 atoms of carbon, preferably from 8 to 14 carbon atoms;
G is a residue of a reducing saccharide, preferably of glucose, connected to R-O by means of an ethereal O-glycosidical bond;
O is an oxygen atom;
D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid, maleic acid, malic acid, sulfosuccinic acid and mixtures thereof, in acid or salt form;
n is a number between 1 and m-1, where m is the number of carboxylic groups in the acid that originates D; x is a number from 1 to 5, representing the average degree of polymerization of G; y is a number from 1 to 5, representing the average degree of esterification.
The above mentioned anionic esters of alkyl polyglycosides of formula (I) are known and they can be prepared as described, for example, in EP 258 814 or EP 510 564.
In a preferred embodiments, the anionic ester of alkyl polyglycosides is synthesized from alkyl polyglucosides with an alkyl group containing 8 to 14 carbon atoms and having an average degree of polymerization x between 1.0 and 2.5.
Preferably, in formula (I), D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid and mixtures thereof.
Anionic esters of alkyl polyglucosides of formula (I) in which R is an alkyl group having from 8 to 14 atoms of carbon, the average degree of polymerization x is between 1.0 and 2.5 and D is the acyl residue of citric acid (citric esters of Cg-Cu alkyl polyglucosides) gave the best results.
The solid surfactant composition of the invention comprises from 20 to 75% wt, more preferably from 30 to 70% wt, more preferably from 35 to 70 wt%, of a C8-C22 N-acyl amino acid salt.
The type of amino acid that is used to produce said salt is not particularly limited. Examples include glutamic acid, glycine, alanine, phenylalanine, sarcosine, tyrosine, threonine, aspartic acid and the like. As the acyl group, for example, a saturated or unsaturated, straight or branched fatty acyl group having from 8 to 22 carbon atoms, preferably from 8 to 18 carbon atoms, can be used. Examples of the acyl group include 2-ethylhexanoyl, capryloyl, caproyl, lauroyl, myristoyl, stearoyl, isostearoyl, oleoyl, behenoyl, cocoyl, palmitoyl groups, and the like.
A mixture of two or more N-acyl amino acids having acyl groups of different chain lengths may be used for the preparation of the surfactant composition of the invention.
The type of salt of the C8-C22 N-acyl amino acid is also not particularly limited. The salt may be chosen among those commonly used in the art. Examples include alkali metal salts such as sodium salts and potassium salts, alkaline earth metal salts such as calcium salts and
magnesium salts, ammonium salts, organic amine salts such as monoethanolamine salts, diethanolamine salts and triethanolamine salts, basic amino acid salts such as arginine salts and lysine salts. Alkali metal and ammonium salts are preferred, and the sodium salts are the most preferred.
Specific examples C8-C22 N-acyl amino acid salts suitable for the realization of the present invention are the sodium or ammonium or potassium salts of N-lauroyl sarcosinate, N- cocoyl sarcosinate, N-lauroyl glutamate, N-cocoyl glutamate, N-myristoyl glutamate, N- lauroyl alaninate, N-cocoyl alaninate, N-myristoyl alaninate, N-lauroyl glycinate, N-cocoyl glycinate, N-myristoyl glycinate, and mixtures thereof.
C8-C22 N-acyl glutamate and glycinate salts are preferred amino acid based surfactants for the preparation of the solid surfactant compositions of the present invention. Cs-Cis acyl glutamate salts are particularly preferred.
The solid surfactant composition of the invention can further comprise from 3 to 25 wt%, preferably from 5 to 20 wt%, of an alkyl polyglycoside. Suitable alkyl polyglycosides have Formula II:
R-O-(G)X II wherein R, O, G and x have the same meaning reported above for Formula I.
The solid surfactant composition in powder form can be prepared by means of solvent evaporation, spray-drying, freeze-drying and electrospraying starting from the composition in form of aqueous solution. Preferably, the solid surfactant composition of the invention is prepared by spray-drying.
The solid surfactant composition in granule form can be prepared by means of a fluidized bed, a rolling or a spray drying apparatus, starting from the composition in powder form. Preferably, the granulation is performed by means of a rolling granulating apparatus.
The pellets can be prepared, for example, by dry pressing or extrusion of the composition in powder form or in form of solution, preferably by extrusion.
The disclosed solid surfactant composition can be utilized for preparing personal care formulations, which comprise from 0.5 to 70 wt%, preferably from 1 to 60 %wt%, more preferably from 2 to 50 wt%, of said surfactant composition.
The personal care formulations of the invention can further comprise from 0.1 to 50 wt%, preferably from 0.5 to 45 wt%, more preferably from 5 to 40 wt %, of at least another surfactant selected among anionic surfactants, amphoteric surfactants, cationic surfactants, zwitterionic surfactants, non-ionic surfactants, and mixture thereof.
Anionic surfactants include alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylamido sulfonates, alkylaryl sulfonates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglycerides sulfates, alpha-olefin sulfonates, paraffin sulfonates, alkyl and alkylaryl phosphates, alkyl ether and alkylaryl ether phosphates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinate, alkylsulfoacetate, alkylsarcosinates, acyl sarcosinates, alkyl carboxylates, fatty acids salts (soaps), alkyl ether carboxylates, nonacylated alkyl isethionates, acyl taurates, acyl glycinates, and mixtures thereof.
The amphoteric or zwitterionic surfactants which can be used in the compositions of the present disclosure are those which can be broadly described as derivatives of aliphatic amines or quaternary ammonium compounds, containing an anionic water-solubilizing group, e.g. a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
Cationic surfactants useful in the compositions of the present disclosure contain amino or quaternary ammonium moieties, which are positively charged when dissolved in the aqueous composition of the present invention. Examples of cationic surfactants are long- chain alkyl trimethyl ammonium chlorides, long-chain alkyl benzyl dimethyl ammonium chlorides, alkylamine hydrochlorides, alkylamine acetates and di(long-chain alkyl) dimethyl ammonium bromides.
In the case of anionic, cationic or amphoteric surfactants, the counter-ion can be monoatomic or polyatomic, inorganic or organic. Examples of counterions are: alkali metal, alkaline earth metal, transition metal, chloride, bromide, iodide, ammonium, pyridinium, triethanol amonium and methyl sulfate.
Nonionic surfactants can be broadly defined as compounds containing a hydrophobic moiety and a nonionic hydrophilic moiety. Examples of the hydrophobic moiety can be alkyl, alkyl aromatic and aryl aromatic. Examples of nonionic hydrophilic moieties are polyoxyalkylenes, amine oxides, hydroxyl groups and alkanol amides. Examples of nonionic surfactants are alkoxylated fatty alcohols, alkoxylated fatty acids, (poly)glycerol alkyl esters,
alkoxylated di- and tri-stiryl phenols, fatty sugar esters and polyesters, fatty alkoxylated sugar esters, sorbitan and alkoxylated sorbitan fatty acid esters, block copolymers of polyethylene glycol and polypropylene glycol. Other examples of nonionic emulsifiers include alkyl polyglycosides, such as those represented by Formula II described above.
In a preferred embodiment of the invention, the further surfactant of the personal care formulation of the invention is a nonionic surfactant or a mixture of nonionic surfactants. Preferred nonionic surfactants are alkyl polyglycosides.
The personal care formulation of the invention can also comprise from 0.01 to 4.0 wt%, preferably from 0.05 to 3.0 wt%, of at least one thickening agent. Examples of thickening agents that can be used in the formulation of the invention include inorganic and organic thickening agents. Suitable inorganic thickening agents are clays and silicas. Suitable synthetic organic thickening agents include anionic, cationic, hydrophobically-modified and amphoteric acrylic copolymers (such as crosslinked homopolymers of acrylic acid or of acrylamidopropyl sulfonic acid (AM PS) or crosslinked copolymers of (meth)acrylic acid, a C1-C4 acrylate ester and a C8-C40 substituted polyethylene glycol acrylate ester). Suitable natural and semisynthetic organic thickening agents include cellulose and nonionic, cationic, anionic and amphoteric cellulosic polymers (such as hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose and cationic hydroxypropyl cellulose); nonionic, anionic, hydrophobically-modified, amphoteric and cationic polysaccharides (such as xanthan gum, chitosan, alginate, guar gum, carboxymethyl guar, hydroxypropyl guar, cationic guar, cationic hydroxypropyl guar; potato starch, wheat starch, rice starch, methyl hydroxypropyl starch, starch phosphate, carboxymethyl starch, hydroxyethyl starch and hydroxypropyl starch). Mixtures of different thickening agents can be also used.
The preferred thickening agent is xanthan gum.
In a particularly preferred embodiment, the personal care formulation of the invention is an aqueous liquid formulation, comprising from 1 to 8 wt% of the composition of the invention, from 1 to 15 wt% of an alkyl polyglicoside of formula II and from 0.05 to 1.0 wt% of xanthan gum.
In another particularly preferred embodiment, the personal care formulation of the invention is a solid formulation, comprising from 25 to 50 wt% of the solid composition of
the invention, from 5 to 20 wt% of an alkyl polyglicoside of formula II and from 0 to 20 wt% of at least one further surfactant.
The pH of the personal care formulation is an important factor. Preferably, the pH range is between 3.5 and 7.0, more preferably between 4.0 and 6.5. A wide variety of acids, bases, and buffers can be utilized to adjust and/or maintain the pH of the compositions of the present invention. Examples of materials useful for adjusting and/or maintaining the pH include, without limitation, ammonia, sodium carbonate, sodium hydroxide, triethanolamine, hydrochloric acid, phosphoric acid, sodium hydrogen phosphate, sodium dihydrogen phosphate, citric acid, lactic acid and the like.
Beside the above described ingredients, the cosmetic formulation of the invention can comprise further additives commonly used in the field. Examples of these additives are: humectants, emollients, consistency factors and sensorial additives, chelating agents, solubilizers; fillers, pigments, dyes; polyquatemary ammonium compounds, such as cationic polysaccharides, as conditioning agents; perfumes, fragrances and/or, essential oils; water and/or oil soluble vitamins or derivatives or precursors; antioxidants and/or preservatives; pearlescing agents; peeling and or scrubbing agents; plant extracts, particularly water soluble plant extracts; hydroxy-, particularly alpha-hydroxy, and/or polyunsaturated acids; phospholipids; proteins and/or amino acids and/or derivatives; electrolytes; NM F (natural moisturising factor); foam boosters and/or stabilisers e.g. mono- and/or di-ethanolamides and/or amine oxides; and sucrose ester derivatives.
Examples of personal care formulations of the invention are hair- and skin- cleansing compositions, shampoos, 2-in-1 shampoos, body and shower gels, bath foams, cleansing soaps and bars, cleansing powders and concentrates, make-up removers, impregnating liquids for wet wipes, cleansing foams and mousses, liquid soaps, scrubbing/peeling formulations, dentifrices, shaving creams and other products for similar applications.
EXAMPLES
In the Examples the following surfactants were used:
DSCG = Disodium Cocoyl Glutamate, 27 wt% aq. solution;
APG Citrate = Disodium Coco-Glucoside Citrate, 30 wt% aq. solution;
SCA = Disodium Cocoyl Alaninate, 26 wt% aq. solution;
LPG = Lauryl Polyglucoside, 50 wt% water solution;
DPG = Decyl Polyglucoside, 50 wt% water solution;
Example 1
A solid surfactant composition according to the invention was prepared by carefully mixing 8.75 Kg of APG Citrate and 16.25 Kg of DSCG. The mixture was then spray dried with a laboratory spray-dryer (APT-5.0 from APTSOL, evaporative capacity max: 5 Kg/h)
The spray-drying process begins with the atomization of liquid mixture in a droplets nebulization. The feeding of the material to be processed takes place via a peristaltic pump, at the same time an air jet causes the liquid coming out as a fine spray through a nozzle. The droplets come into contact with the air in co-current respect to the nebulization flow. This takes place inside the drying chamber, with consequent evaporation of the liquid and formation of dry particles. The spray dryer settings are reported in Table 1:
5.85 kg of a fine pale yellow powder having a particle size distribution (volume based) reported in Table 2 were obtained.
Example 2
A solid surfactant composition according to the invention was prepared by carefully mixing 150 g of APG Citrate and 220.7 g of DSCG. The mixture was then spray dried with a laboratory spray-dryer (APT-2.0 from APTSOL, evaporative capacity max: 2 Kg/h). The spray dryer settings are reported in Table 3.
Table 3
A fine pale yellow powder was obtained.
Example 3
A solid surfactant composition according to the invention was prepared by carefully mixing 140 g of APG Citrate and 260 g of SCA. The mixture was then spray dried with a laboratory spray-dryer (APT-2.0 from APTSOL, evaporative capacity max: 2 Kg/h). The same spray dryer settings of Example 2 were used.
A fine pale yellow powder was obtained.
Critical Micellar Concentration, Surface Tension and Contact Angle
The Critical Micellar Concentration (CMC, mg/l) and the Surface Tension (mN/m) were determined with a tensiometer (K100 from KRUSS) on a 0.10 wt% active matter deionized water solution (pH 5.5).
The contact angle over the time was determined on Parafilm® M surface with a Pocket Goniometer (PGX from Rycobel) using the same solutions used for the CMC determination.
The following Tables report the Critical Micellar Concentration (CMC, mg/l) and the Surface Tension (mN/m) of Examples 1-3 (Table 4) and the Contact Angle over the time of the solid surfactant composition of Example 1 (Table 5).
Foamability Evaluation
The foamability of the solid surfactant composition of Examples 1-3 and the stability of the foam produced after 5 min was determined according the Ross-Miles method on 0.10 wt% (as active matter) solutions in deionized water and water with a hardness of 30 °F. The pH of the solutions was brought to about 5.5 with citric acid. The test was performed both a 25 and 40 °C. Solutions of the solid surfactant composition of Example 1 and lauryl polyglucoside or decyl polyglucoside in a ratio by weight of 1.22:1 were also evaluated. The results in millimeters are shown in Table 6 and 7, for the deionized and hard water respectively, together with the results of the comparative surfactants.
* Comparative
* Comparative
ND = Not Determined
NA = Not Applicable
The surfactant composition of the invention has excellent foaming properties, comparable or better than surfactants widely recognized for their foamability, such as decyl polyglucoside. The combination of the surfactant composition of the invention and an alkyl polyglucoside maintain remarkable foaming power, even when the alkyl polyglucoside shows very poor performances, i.e. lauryl polyglucoside in hard water.
Examples 4-11
The Ross-Miles foamability (mm) of surfactant systems close to those of personal care formulations prepared by dissolving in deionized water different amount of the solid surfactant composition of Example 1 and of lauryl polyglucoside was determined. The pH of the surfactant solutions was brought to about 5.0 with citric acid. Table 8 shows the amount (wt%) of the ingredients, as active substance, their ratio by weight and the Brookfield viscosity in mPa*s of the formulations.
Naturally derived surfactants, such as amino-acid based surfactants, can prove to be extremely difficult to thicken. On the contrary, the solid composition of Example 1 can be easily formulated into self-thickening rinse-off compositions, with remarkable foaming properties.
Example 12
A rinse-off personal care composition containing the surfactant composition of Example 1 was prepared with the ingredient reported in Table 9.
RVT, 20 rpm, 25°C
The liquid rinse-off personal care composition containing Example 1 can be thickened by means of polymers, such as natural or natural-derived gums, without compromising the foaming nor other sensorial attributes.
Example 13 A solid cleansing bar, containing the surfactant composition of Example 1 as primary surfactant, was prepared according to Table 10.
The solid bar delivers a mild yet effective cleansing action, providing a pleasant and creamy foam.
Claims
1) Solid surfactant composition comprising: a) from 10 to 45 % by weight (wt%) of an anionic carboxylic ester of C8-C20 alkyl polyglycosides and b) from 20 to 75 wt%, of a C8-C22 N-acyl amino acid salt, with the proviso that the sum of a) and b) make up at least 50 wt% of the composition.
2) The surfactant composition of claim 1 comprising: a) from 15 to 40 % wt of an anionic carboxylic ester of alkyl polyglycosides and b) from 30 to 70% wt of a C8-C22 N-acyl amino acid salt.
3) The surfactant composition of claim 1, wherein the anionic carboxylic ester of alkyl polyglycosides may be represented by the formula (I):
[R-O-(G)x]n -(D)y (I) where:
R is an aliphatic alkyl group, saturated or unsaturated, linear or branched, having from 6 to 20 atoms of carbon;
G is a residue of a reducing saccharide, connected to R-O by means of an ethereal O- glycosidical bond;
O is an oxygen atom;
D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid, maleic acid, malic acid, sulfosuccinic acid and mixtures thereof, in acid or salt form; n is a number between 1 and m-1, where m is the number of carboxylic groups in the acid that originates D; x is a number from 1 to 5, representing the average degree of polymerization of G; y is a number from 1 to 5 representing the average degree of esterification.
4) The surfactant composition of claim 3, wherein, in formula (I), D is the acyl residue of a carboxylic acid selected from the group consisting of citric acid, tartaric acid and mixtures thereof.
5) The surfactant composition of claim 4, wherein, in formula (I), R is an alkyl group having from 8 to 14 atoms of carbon, the average degree of polymerization x is between 1.0 and 2.5 and D is the acyl residue of citric acid.
) The surfactant composition of claim 1, further comprising from 3 to 25 wt% of an alkyl polyglycoside of Formula II:
R-O-(G)X II wherein
R is an aliphatic alkyl group, saturated or unsaturated, linear or branched, having from 6 to 20 atoms of carbon;
G is a residue of a reducing saccharide, connected to R-O by means of an ethereal O- glycosidical bond;
O is an oxygen atom. ) Personal care formulation comprising from 0.5 to 70 wt% of a solid surfactant composition comprising: a) from 10 to 45 wt% of an anionic carboxylic ester of C8-C20 alkyl polyglycosides and b) from 20 to 75 wt%, of a C8-C22 N-acyl amino acid. ) The personal care formulation of claim 7, further comprising from 0.1 to 50 wt% of at least another surfactant selected among anionic surfactants, amphoteric surfactants, cationic surfactants, zwitterionic surfactants, non-ionic surfactants, and mixture thereof. ) The personal care formulation of claim 8, wherein said at least another surfactant is an alkyl polyglycoside. ) The personal care formulation of claim 7, further comprising from 0.01 to 4.0 wt% of at least one thickening agent.
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0258814A2 (en) | 1986-08-28 | 1988-03-09 | AUSCHEM S.p.A. | Surfactants coming from bi- or tri-carboxylic hydroxyacids |
EP0510564A1 (en) | 1991-04-24 | 1992-10-28 | AUSCHEM S.P.A. in fallimento | Procedure for the preparation of surface-active agents derived from di- or tri-carboxylic acids |
EP2314270A2 (en) * | 2009-10-13 | 2011-04-27 | Henkel AG & Co. KGaA | Hair cleaning product |
WO2017106276A1 (en) * | 2015-12-14 | 2017-06-22 | Sino Lion USA LLC | Thickening cleansing compositions and applications and methods of preparation thereof |
WO2017223076A1 (en) * | 2016-06-20 | 2017-12-28 | Rita Corporation | Surfactant composition |
WO2020033649A1 (en) * | 2018-08-10 | 2020-02-13 | The Procter & Gamble Company | Rinse-off cleansing compositions |
WO2021087492A1 (en) | 2019-11-01 | 2021-05-06 | Rita Corporation | Substantially anhydrous, concentrated surfactant compositions |
CN113081886A (en) * | 2021-04-15 | 2021-07-09 | 南京泛成生物科技有限公司 | Alkyl polyglycoside solid preparation, preparation method and application |
-
2023
- 2023-10-18 WO PCT/EP2023/078965 patent/WO2024083905A1/en unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0258814A2 (en) | 1986-08-28 | 1988-03-09 | AUSCHEM S.p.A. | Surfactants coming from bi- or tri-carboxylic hydroxyacids |
EP0510564A1 (en) | 1991-04-24 | 1992-10-28 | AUSCHEM S.P.A. in fallimento | Procedure for the preparation of surface-active agents derived from di- or tri-carboxylic acids |
EP2314270A2 (en) * | 2009-10-13 | 2011-04-27 | Henkel AG & Co. KGaA | Hair cleaning product |
WO2017106276A1 (en) * | 2015-12-14 | 2017-06-22 | Sino Lion USA LLC | Thickening cleansing compositions and applications and methods of preparation thereof |
WO2017223076A1 (en) * | 2016-06-20 | 2017-12-28 | Rita Corporation | Surfactant composition |
WO2020033649A1 (en) * | 2018-08-10 | 2020-02-13 | The Procter & Gamble Company | Rinse-off cleansing compositions |
WO2021087492A1 (en) | 2019-11-01 | 2021-05-06 | Rita Corporation | Substantially anhydrous, concentrated surfactant compositions |
CN113081886A (en) * | 2021-04-15 | 2021-07-09 | 南京泛成生物科技有限公司 | Alkyl polyglycoside solid preparation, preparation method and application |
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