US20230055814A1 - Process for enzymatically preparing sugar esters and/or sugar alcohol esters - Google Patents
Process for enzymatically preparing sugar esters and/or sugar alcohol esters Download PDFInfo
- Publication number
- US20230055814A1 US20230055814A1 US17/757,576 US202017757576A US2023055814A1 US 20230055814 A1 US20230055814 A1 US 20230055814A1 US 202017757576 A US202017757576 A US 202017757576A US 2023055814 A1 US2023055814 A1 US 2023055814A1
- Authority
- US
- United States
- Prior art keywords
- acid
- residue
- evonik
- gmbh
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims abstract description 105
- 235000000346 sugar Nutrition 0.000 title claims abstract description 101
- 230000008569 process Effects 0.000 title claims abstract description 68
- -1 sugar alcohol esters Chemical class 0.000 title claims abstract description 58
- 150000002148 esters Chemical class 0.000 title claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 293
- 230000002255 enzymatic effect Effects 0.000 claims abstract description 28
- 238000002360 preparation method Methods 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 99
- 150000005846 sugar alcohols Chemical class 0.000 claims description 67
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 62
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 53
- 239000002253 acid Substances 0.000 claims description 51
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 50
- 229930195729 fatty acid Natural products 0.000 claims description 50
- 239000000194 fatty acid Substances 0.000 claims description 50
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 48
- 239000000811 xylitol Substances 0.000 claims description 48
- 235000010447 xylitol Nutrition 0.000 claims description 48
- 229960002675 xylitol Drugs 0.000 claims description 48
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 48
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 42
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 41
- 239000000600 sorbitol Substances 0.000 claims description 41
- 108090001060 Lipase Proteins 0.000 claims description 39
- 239000004367 Lipase Substances 0.000 claims description 39
- 102000004882 Lipase Human genes 0.000 claims description 39
- 125000002252 acyl group Chemical group 0.000 claims description 39
- 235000019421 lipase Nutrition 0.000 claims description 39
- 229930091371 Fructose Natural products 0.000 claims description 33
- 239000005715 Fructose Substances 0.000 claims description 33
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 33
- 150000004665 fatty acids Chemical group 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 25
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 24
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 21
- 229960002446 octanoic acid Drugs 0.000 claims description 21
- 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 claims description 20
- 239000008103 glucose Substances 0.000 claims description 20
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 19
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 19
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 19
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 19
- 229960001031 glucose Drugs 0.000 claims description 19
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 18
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 17
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 14
- 235000021355 Stearic acid Nutrition 0.000 claims description 14
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 14
- 239000008117 stearic acid Substances 0.000 claims description 14
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 13
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 13
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 claims description 13
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 13
- 239000004386 Erythritol Substances 0.000 claims description 12
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 12
- 235000019414 erythritol Nutrition 0.000 claims description 12
- 229940009714 erythritol Drugs 0.000 claims description 12
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 10
- 229930006000 Sucrose Natural products 0.000 claims description 10
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 10
- 239000011541 reaction mixture Substances 0.000 claims description 10
- 239000005720 sucrose Substances 0.000 claims description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 9
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims description 9
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 9
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 9
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 claims description 9
- 239000005639 Lauric acid Substances 0.000 claims description 9
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims description 9
- 229930195725 Mannitol Natural products 0.000 claims description 9
- 239000005642 Oleic acid Substances 0.000 claims description 9
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims description 9
- 239000000594 mannitol Substances 0.000 claims description 9
- 235000010355 mannitol Nutrition 0.000 claims description 9
- 235000021313 oleic acid Nutrition 0.000 claims description 9
- SERLAGPUMNYUCK-DCUALPFSSA-N 1-O-alpha-D-glucopyranosyl-D-mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SERLAGPUMNYUCK-DCUALPFSSA-N 0.000 claims description 8
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 8
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 claims description 8
- PVXPPJIGRGXGCY-TZLCEDOOSA-N 6-O-alpha-D-glucopyranosyl-D-fructofuranose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)C(O)(CO)O1 PVXPPJIGRGXGCY-TZLCEDOOSA-N 0.000 claims description 8
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 8
- NBGXQZRRLOGAJF-UHFFFAOYSA-N Maltulose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)(CO)OCC1O NBGXQZRRLOGAJF-UHFFFAOYSA-N 0.000 claims description 8
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 8
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 8
- 150000001413 amino acids Chemical class 0.000 claims description 8
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims description 8
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims description 8
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 8
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 8
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 8
- 239000000905 isomalt Substances 0.000 claims description 8
- 235000010439 isomalt Nutrition 0.000 claims description 8
- HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Natural products CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 claims description 8
- 239000000832 lactitol Substances 0.000 claims description 8
- 235000010448 lactitol Nutrition 0.000 claims description 8
- VQHSOMBJVWLPSR-JVCRWLNRSA-N lactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-JVCRWLNRSA-N 0.000 claims description 8
- 229960003451 lactitol Drugs 0.000 claims description 8
- 239000008101 lactose Substances 0.000 claims description 8
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 8
- 229960004488 linolenic acid Drugs 0.000 claims description 8
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 claims description 8
- 239000000845 maltitol Substances 0.000 claims description 8
- 235000010449 maltitol Nutrition 0.000 claims description 8
- 229940035436 maltitol Drugs 0.000 claims description 8
- JCQLYHFGKNRPGE-HFZVAGMNSA-N maltulose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JCQLYHFGKNRPGE-HFZVAGMNSA-N 0.000 claims description 8
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 8
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims description 8
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 claims description 8
- ASJSAQIRZKANQN-CRCLSJGQSA-N 2-deoxy-D-ribose Chemical compound OC[C@@H](O)[C@@H](O)CC=O ASJSAQIRZKANQN-CRCLSJGQSA-N 0.000 claims description 7
- FBPFZTCFMRRESA-FBXFSONDSA-N Allitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-FBXFSONDSA-N 0.000 claims description 7
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 7
- LKDRXBCSQODPBY-JDJSBBGDSA-N D-allulose Chemical compound OCC1(O)OC[C@@H](O)[C@@H](O)[C@H]1O LKDRXBCSQODPBY-JDJSBBGDSA-N 0.000 claims description 7
- FBPFZTCFMRRESA-KAZBKCHUSA-N D-altritol Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KAZBKCHUSA-N 0.000 claims description 7
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 claims description 7
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 7
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 claims description 7
- UNXHWFMMPAWVPI-QWWZWVQMSA-N D-threitol Chemical compound OC[C@@H](O)[C@H](O)CO UNXHWFMMPAWVPI-QWWZWVQMSA-N 0.000 claims description 7
- PNNNRSAQSRJVSB-SLPGGIOYSA-N Fucose Natural products C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C=O PNNNRSAQSRJVSB-SLPGGIOYSA-N 0.000 claims description 7
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 claims description 7
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims description 7
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 7
- JVWLUVNSQYXYBE-UHFFFAOYSA-N Ribitol Natural products OCC(C)C(O)C(O)CO JVWLUVNSQYXYBE-UHFFFAOYSA-N 0.000 claims description 7
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 claims description 7
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 claims description 7
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims description 7
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims description 7
- 229930182830 galactose Natural products 0.000 claims description 7
- 229960001375 lactose Drugs 0.000 claims description 7
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 claims description 7
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 6
- SVBWNHOBPFJIRU-UHFFFAOYSA-N 1-O-alpha-D-Glucopyranosyl-D-fructose Natural products OC1C(O)C(O)C(CO)OC1OCC1(O)C(O)C(O)C(O)CO1 SVBWNHOBPFJIRU-UHFFFAOYSA-N 0.000 claims description 6
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 claims description 6
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 6
- 229920002674 hyaluronan Polymers 0.000 claims description 6
- 229960003160 hyaluronic acid Drugs 0.000 claims description 6
- JCQLYHFGKNRPGE-FCVZTGTOSA-N lactulose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 JCQLYHFGKNRPGE-FCVZTGTOSA-N 0.000 claims description 6
- 229960000511 lactulose Drugs 0.000 claims description 6
- PFCRQPBOOFTZGQ-UHFFFAOYSA-N lactulose keto form Natural products OCC(=O)C(O)C(C(O)CO)OC1OC(CO)C(O)C(O)C1O PFCRQPBOOFTZGQ-UHFFFAOYSA-N 0.000 claims description 6
- NMXLJRHBJVMYPD-IPFGBZKGSA-N trehalulose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@]1(O)CO[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 NMXLJRHBJVMYPD-IPFGBZKGSA-N 0.000 claims description 6
- 235000021357 Behenic acid Nutrition 0.000 claims description 5
- NGXUUAFYUCOICP-UHFFFAOYSA-N aminometradine Chemical group CCN1C(=O)C=C(N)N(CC=C)C1=O NGXUUAFYUCOICP-UHFFFAOYSA-N 0.000 claims description 5
- 229940116226 behenic acid Drugs 0.000 claims description 5
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 150000004714 phosphonium salts Chemical class 0.000 claims description 5
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 4
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 4
- 229940114072 12-hydroxystearic acid Drugs 0.000 claims description 4
- OXEDXHIBHVMDST-UHFFFAOYSA-N 12Z-octadecenoic acid Natural products CCCCCC=CCCCCCCCCCCC(O)=O OXEDXHIBHVMDST-UHFFFAOYSA-N 0.000 claims description 4
- SXNBVULTHKFMNO-UHFFFAOYSA-N 2,2-dihydroxyoctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)(O)C(O)=O SXNBVULTHKFMNO-UHFFFAOYSA-N 0.000 claims description 4
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 4
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 4
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims description 4
- 235000021319 Palmitoleic acid Nutrition 0.000 claims description 4
- 239000005643 Pelargonic acid Substances 0.000 claims description 4
- CNVZJPUDSLNTQU-UHFFFAOYSA-N Petroselaidic acid Natural products CCCCCCCCCCCC=CCCCCC(O)=O CNVZJPUDSLNTQU-UHFFFAOYSA-N 0.000 claims description 4
- 229920002472 Starch Polymers 0.000 claims description 4
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims description 4
- 235000021342 arachidonic acid Nutrition 0.000 claims description 4
- 229940114079 arachidonic acid Drugs 0.000 claims description 4
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims description 4
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims description 4
- 229940090949 docosahexaenoic acid Drugs 0.000 claims description 4
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 4
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 4
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 4
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 4
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 claims description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims description 4
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 4
- 239000008107 starch Substances 0.000 claims description 4
- 235000019698 starch Nutrition 0.000 claims description 4
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 4
- AQWHMKSIVLSRNY-UHFFFAOYSA-N trans-Octadec-5-ensaeure Natural products CCCCCCCCCCCCC=CCCCC(O)=O AQWHMKSIVLSRNY-UHFFFAOYSA-N 0.000 claims description 4
- 229960002703 undecylenic acid Drugs 0.000 claims description 4
- 239000006227 byproduct Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- ZFTFOHBYVDOAMH-XNOIKFDKSA-N (2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxymethyl]-2-(hydroxymethyl)oxolane-2,3,4-triol Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(OC[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 ZFTFOHBYVDOAMH-XNOIKFDKSA-N 0.000 claims description 2
- DBTMGCOVALSLOR-UHFFFAOYSA-N 32-alpha-galactosyl-3-alpha-galactosyl-galactose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(OC2C(C(CO)OC(O)C2O)O)OC(CO)C1O DBTMGCOVALSLOR-UHFFFAOYSA-N 0.000 claims description 2
- 229920000936 Agarose Polymers 0.000 claims description 2
- 229920000945 Amylopectin Polymers 0.000 claims description 2
- 229920000856 Amylose Polymers 0.000 claims description 2
- 241000228245 Aspergillus niger Species 0.000 claims description 2
- 229920002101 Chitin Polymers 0.000 claims description 2
- 239000004381 Choline salt Substances 0.000 claims description 2
- 229920000858 Cyclodextrin Polymers 0.000 claims description 2
- RXVWSYJTUUKTEA-UHFFFAOYSA-N D-maltotriose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(O)C(CO)O1 RXVWSYJTUUKTEA-UHFFFAOYSA-N 0.000 claims description 2
- 229920002307 Dextran Polymers 0.000 claims description 2
- 241000222175 Diutina rugosa Species 0.000 claims description 2
- 229920002670 Fructan Polymers 0.000 claims description 2
- 229920002527 Glycogen Polymers 0.000 claims description 2
- 241001373560 Humicola sp. Species 0.000 claims description 2
- 229920001202 Inulin Polymers 0.000 claims description 2
- 101710098556 Lipase A Proteins 0.000 claims description 2
- 101710099648 Lysosomal acid lipase/cholesteryl ester hydrolase Proteins 0.000 claims description 2
- 102100026001 Lysosomal acid lipase/cholesteryl ester hydrolase Human genes 0.000 claims description 2
- FTNIPWXXIGNQQF-UHFFFAOYSA-N Maltopentose Chemical compound OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(OC3C(OC(OC4C(OC(O)C(O)C4O)CO)C(O)C3O)CO)C(O)C2O)CO)C(O)C1O FTNIPWXXIGNQQF-UHFFFAOYSA-N 0.000 claims description 2
- 241001661345 Moesziomyces antarcticus Species 0.000 claims description 2
- 241001507683 Penicillium aurantiogriseum Species 0.000 claims description 2
- 235000002245 Penicillium camembertii Nutrition 0.000 claims description 2
- 108010009736 Protein Hydrolysates Proteins 0.000 claims description 2
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 claims description 2
- 241000235402 Rhizomucor Species 0.000 claims description 2
- 241000235403 Rhizomucor miehei Species 0.000 claims description 2
- 241000235545 Rhizopus niveus Species 0.000 claims description 2
- 240000005384 Rhizopus oryzae Species 0.000 claims description 2
- 235000013752 Rhizopus oryzae Nutrition 0.000 claims description 2
- UQZIYBXSHAGNOE-USOSMYMVSA-N Stachyose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO[C@@H]2[C@@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O2)O1 UQZIYBXSHAGNOE-USOSMYMVSA-N 0.000 claims description 2
- 241000223258 Thermomyces lanuginosus Species 0.000 claims description 2
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 claims description 2
- LNRUEZIDUKQGRH-UHFFFAOYSA-N Umbelliferose Natural products OC1C(O)C(CO)OC1(CO)OC1C(OC2C(C(O)C(O)C(CO)O2)O)C(O)C(O)C(CO)O1 LNRUEZIDUKQGRH-UHFFFAOYSA-N 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 235000019417 choline salt Nutrition 0.000 claims description 2
- 229940097362 cyclodextrins Drugs 0.000 claims description 2
- 229940096919 glycogen Drugs 0.000 claims description 2
- 229940029339 inulin Drugs 0.000 claims description 2
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 claims description 2
- FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 claims description 2
- QWIZNVHXZXRPDR-WSCXOGSTSA-N melezitose Chemical compound O([C@@]1(O[C@@H]([C@H]([C@@H]1O[C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O)CO)CO)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O QWIZNVHXZXRPDR-WSCXOGSTSA-N 0.000 claims description 2
- 239000001814 pectin Substances 0.000 claims description 2
- 229920001277 pectin Polymers 0.000 claims description 2
- 235000010987 pectin Nutrition 0.000 claims description 2
- 150000003248 quinolines Chemical class 0.000 claims description 2
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- UQZIYBXSHAGNOE-XNSRJBNMSA-N stachyose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O3)O)O2)O)O1 UQZIYBXSHAGNOE-XNSRJBNMSA-N 0.000 claims description 2
- LNRUEZIDUKQGRH-YZUCMPLFSA-N umbelliferose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 LNRUEZIDUKQGRH-YZUCMPLFSA-N 0.000 claims description 2
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 8
- FBPFZTCFMRRESA-ZXXMMSQZSA-N D-iditol Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-ZXXMMSQZSA-N 0.000 claims 2
- 101710098554 Lipase B Proteins 0.000 claims 1
- 241000228147 Penicillium camemberti Species 0.000 claims 1
- 229960003082 galactose Drugs 0.000 claims 1
- 238000009472 formulation Methods 0.000 description 118
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 115
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 109
- 235000011187 glycerol Nutrition 0.000 description 55
- 229960005150 glycerol Drugs 0.000 description 55
- 150000008163 sugars Chemical class 0.000 description 49
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 44
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 39
- 229960002920 sorbitol Drugs 0.000 description 39
- 239000000047 product Substances 0.000 description 37
- 229960002737 fructose Drugs 0.000 description 32
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 31
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 30
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 27
- 102000004190 Enzymes Human genes 0.000 description 27
- 108090000790 Enzymes Proteins 0.000 description 27
- 239000006210 lotion Substances 0.000 description 25
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 24
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 23
- 230000032050 esterification Effects 0.000 description 23
- 238000005886 esterification reaction Methods 0.000 description 23
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 22
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 22
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 22
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 22
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 22
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 22
- 229960002216 methylparaben Drugs 0.000 description 22
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 21
- 240000002989 Euphorbia neriifolia Species 0.000 description 21
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 description 21
- 239000003921 oil Substances 0.000 description 21
- 235000019198 oils Nutrition 0.000 description 21
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 20
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 20
- 239000000155 melt Substances 0.000 description 20
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 20
- 238000003756 stirring Methods 0.000 description 20
- 239000002537 cosmetic Substances 0.000 description 19
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 19
- 229920001285 xanthan gum Polymers 0.000 description 19
- 239000000230 xanthan gum Substances 0.000 description 19
- 235000010493 xanthan gum Nutrition 0.000 description 19
- 229940082509 xanthan gum Drugs 0.000 description 19
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 18
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 18
- 230000008901 benefit Effects 0.000 description 18
- PXTQQOLKZBLYDY-UHFFFAOYSA-N bis(2-ethylhexyl) carbonate Chemical compound CCCCC(CC)COC(=O)OCC(CC)CCCC PXTQQOLKZBLYDY-UHFFFAOYSA-N 0.000 description 18
- 125000004432 carbon atom Chemical group C* 0.000 description 18
- 239000013256 coordination polymer Substances 0.000 description 18
- 229940008099 dimethicone Drugs 0.000 description 18
- 239000004205 dimethyl polysiloxane Substances 0.000 description 18
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 18
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- 229940075529 glyceryl stearate Drugs 0.000 description 17
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 16
- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 description 16
- 229940100524 ethylhexylglycerin Drugs 0.000 description 16
- 229960005323 phenoxyethanol Drugs 0.000 description 16
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 14
- 108010031797 Candida antarctica lipase B Proteins 0.000 description 14
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 14
- XVAMCHGMPYWHNL-UHFFFAOYSA-N bemotrizinol Chemical compound OC1=CC(OCC(CC)CCCC)=CC=C1C1=NC(C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(OCC(CC)CCCC)=CC=2)O)=N1 XVAMCHGMPYWHNL-UHFFFAOYSA-N 0.000 description 14
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 14
- 229940039346 isoamyl cocoate Drugs 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- FTLLYZOWBWEERE-UHFFFAOYSA-N 2-phenoxyethyl octanoate Chemical compound CCCCCCCC(=O)OCCOC1=CC=CC=C1 FTLLYZOWBWEERE-UHFFFAOYSA-N 0.000 description 13
- 235000013305 food Nutrition 0.000 description 13
- 229940087068 glyceryl caprylate Drugs 0.000 description 13
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 13
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 13
- 230000000475 sunscreen effect Effects 0.000 description 13
- 239000000516 sunscreening agent Substances 0.000 description 13
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 12
- 229960001679 octinoxate Drugs 0.000 description 12
- 239000002304 perfume Substances 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 11
- 239000005711 Benzoic acid Substances 0.000 description 11
- 229920002125 Sokalan® Polymers 0.000 description 11
- 235000010233 benzoic acid Nutrition 0.000 description 11
- 229960001631 carbomer Drugs 0.000 description 11
- 238000001914 filtration Methods 0.000 description 11
- 235000013980 iron oxide Nutrition 0.000 description 11
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 11
- WCOXQTXVACYMLM-UHFFFAOYSA-N 2,3-bis(12-hydroxyoctadecanoyloxy)propyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC(O)CCCCCC)COC(=O)CCCCCCCCCCC(O)CCCCCC WCOXQTXVACYMLM-UHFFFAOYSA-N 0.000 description 10
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 10
- 229960003237 betaine Drugs 0.000 description 10
- 239000004202 carbamide Substances 0.000 description 10
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 10
- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 description 10
- WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 10
- 229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 10
- 229940100573 methylpropanediol Drugs 0.000 description 10
- 229960000601 octocrylene Drugs 0.000 description 10
- 239000003755 preservative agent Substances 0.000 description 10
- 230000002335 preservative effect Effects 0.000 description 10
- 239000004408 titanium dioxide Substances 0.000 description 10
- 235000010384 tocopherol Nutrition 0.000 description 10
- 229960001295 tocopherol Drugs 0.000 description 10
- 229930003799 tocopherol Natural products 0.000 description 10
- 239000011732 tocopherol Substances 0.000 description 10
- 229920001567 vinyl ester resin Polymers 0.000 description 10
- 229960003487 xylose Drugs 0.000 description 10
- 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 10
- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 9
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropanol Chemical compound CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 description 9
- SZAMSYKZCSDVBH-CLFAGFIQSA-N [(z)-octadec-9-enyl] (z)-docos-13-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OCCCCCCCC\C=C/CCCCCCCC SZAMSYKZCSDVBH-CLFAGFIQSA-N 0.000 description 9
- 229960005193 avobenzone Drugs 0.000 description 9
- 235000019445 benzyl alcohol Nutrition 0.000 description 9
- 229920006037 cross link polymer Polymers 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 229940120511 oleyl erucate Drugs 0.000 description 9
- 229950009195 phenylpropanol Drugs 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- 239000011780 sodium chloride Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 8
- 244000303965 Cyamopsis psoralioides Species 0.000 description 8
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 8
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 8
- 229960001630 diethylamino hydroxybenzoyl hexyl benzoate Drugs 0.000 description 8
- 238000004821 distillation Methods 0.000 description 8
- FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 8
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 8
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 8
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 8
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
- 229940116351 sebacate Drugs 0.000 description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 8
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 7
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229940071160 cocoate Drugs 0.000 description 7
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- 239000002781 deodorant agent Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 229940068171 ethyl hexyl salicylate Drugs 0.000 description 7
- RNNBHZYEKNHLKT-UHFFFAOYSA-N isopropylmethylpyrazolyl dimethylcarbamate Chemical compound CC(C)N1N=C(C)C=C1OC(=O)N(C)C RNNBHZYEKNHLKT-UHFFFAOYSA-N 0.000 description 7
- 229960002160 maltose Drugs 0.000 description 7
- 239000004200 microcrystalline wax Substances 0.000 description 7
- 235000019808 microcrystalline wax Nutrition 0.000 description 7
- 239000006069 physical mixture Substances 0.000 description 7
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 7
- 235000010234 sodium benzoate Nutrition 0.000 description 7
- 239000004299 sodium benzoate Substances 0.000 description 7
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 6
- OPJWPPVYCOPDCM-UHFFFAOYSA-N 2-ethylhexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC OPJWPPVYCOPDCM-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 6
- FBPFZTCFMRRESA-UNTFVMJOSA-N L-iditol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO FBPFZTCFMRRESA-UNTFVMJOSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 244000025272 Persea americana Species 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 230000001166 anti-perspirative effect Effects 0.000 description 6
- 239000003213 antiperspirant Substances 0.000 description 6
- 229960004101 bemotrizinol Drugs 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 6
- 229960000655 ensulizole Drugs 0.000 description 6
- 231100001261 hazardous Toxicity 0.000 description 6
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 6
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 6
- 229940058349 sodium levulinate Drugs 0.000 description 6
- RDKYCKDVIYTSAJ-UHFFFAOYSA-M sodium;4-oxopentanoate Chemical compound [Na+].CC(=O)CCC([O-])=O RDKYCKDVIYTSAJ-UHFFFAOYSA-M 0.000 description 6
- 239000001069 triethyl citrate Substances 0.000 description 6
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 6
- 235000013769 triethyl citrate Nutrition 0.000 description 6
- 235000013311 vegetables Nutrition 0.000 description 6
- 229940043375 1,5-pentanediol Drugs 0.000 description 5
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 5
- 241000871495 Heeria argentea Species 0.000 description 5
- 229920002385 Sodium hyaluronate Polymers 0.000 description 5
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 125000005250 alkyl acrylate group Chemical group 0.000 description 5
- 239000011942 biocatalyst Substances 0.000 description 5
- 229940081733 cetearyl alcohol Drugs 0.000 description 5
- 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 5
- LVYZJEPLMYTTGH-UHFFFAOYSA-H dialuminum chloride pentahydroxide dihydrate Chemical compound [Cl-].[Al+3].[OH-].[OH-].[Al+3].[OH-].[OH-].[OH-].O.O LVYZJEPLMYTTGH-UHFFFAOYSA-H 0.000 description 5
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 5
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 5
- 239000002608 ionic liquid Substances 0.000 description 5
- 235000010213 iron oxides and hydroxides Nutrition 0.000 description 5
- 239000004407 iron oxides and hydroxides Substances 0.000 description 5
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 5
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 5
- 229940010747 sodium hyaluronate Drugs 0.000 description 5
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 5
- 235000010199 sorbic acid Nutrition 0.000 description 5
- 239000004334 sorbic acid Substances 0.000 description 5
- 229940075582 sorbic acid Drugs 0.000 description 5
- CUVSTAMIHSSVKL-UWVGGRQHSA-N (4s)-4-[(2-aminoacetyl)amino]-5-[[(2s)-6-amino-1-(carboxymethylamino)-1-oxohexan-2-yl]amino]-5-oxopentanoic acid Chemical compound NCCCC[C@@H](C(=O)NCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)CN CUVSTAMIHSSVKL-UWVGGRQHSA-N 0.000 description 4
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 4
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 4
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 description 4
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- 240000004246 Agave americana Species 0.000 description 4
- 235000019743 Choline chloride Nutrition 0.000 description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 4
- 235000017011 Mandorlo dulce Nutrition 0.000 description 4
- 244000076313 Mandorlo dulce Species 0.000 description 4
- 240000007817 Olea europaea Species 0.000 description 4
- OQILCOQZDHPEAZ-UHFFFAOYSA-N Palmitinsaeure-octylester Natural products CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 4
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 4
- 241001135917 Vitellaria paradoxa Species 0.000 description 4
- 229940048851 cetyl ricinoleate Drugs 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- SGMZJAMFUVOLNK-UHFFFAOYSA-M choline chloride Chemical compound [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 description 4
- 229960003178 choline chloride Drugs 0.000 description 4
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- GJQLBGWSDGMZKM-UHFFFAOYSA-N ethylhexyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(CC)CCCCC GJQLBGWSDGMZKM-UHFFFAOYSA-N 0.000 description 4
- XAMHKORMKJIEFW-AYTKPMRMSA-N hexadecyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC XAMHKORMKJIEFW-AYTKPMRMSA-N 0.000 description 4
- 235000012907 honey Nutrition 0.000 description 4
- 239000011630 iodine Substances 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000004302 potassium sorbate Substances 0.000 description 4
- 235000010241 potassium sorbate Nutrition 0.000 description 4
- 229940069338 potassium sorbate Drugs 0.000 description 4
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 238000007086 side reaction Methods 0.000 description 4
- FRHNXUKHAUWMOQ-UHFFFAOYSA-M sodium;16-methylheptadecanoate Chemical compound [Na+].CC(C)CCCCCCCCCCCCCCC([O-])=O FRHNXUKHAUWMOQ-UHFFFAOYSA-M 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000006188 syrup Substances 0.000 description 4
- 235000020357 syrup Nutrition 0.000 description 4
- 229940094879 tetrapeptide-21 Drugs 0.000 description 4
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 3
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 3
- 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 3
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 3
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 3
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 3
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 3
- 239000008873 AXOL Substances 0.000 description 3
- 235000019489 Almond oil Nutrition 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 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 3
- 240000007228 Mangifera indica Species 0.000 description 3
- 235000014826 Mangifera indica Nutrition 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920006152 PA1010 Polymers 0.000 description 3
- 235000008673 Persea americana Nutrition 0.000 description 3
- 235000011236 Persea americana var americana Nutrition 0.000 description 3
- 108010020346 Polyglutamic Acid Proteins 0.000 description 3
- 241001558929 Sclerotium <basidiomycota> Species 0.000 description 3
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 3
- 239000004904 UV filter Substances 0.000 description 3
- 239000008168 almond oil Substances 0.000 description 3
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 3
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 235000013871 bee wax Nutrition 0.000 description 3
- 239000012166 beeswax Substances 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 238000004422 calculation algorithm Methods 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 150000001733 carboxylic acid esters Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 3
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 3
- 238000004590 computer program Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- JDRSMPFHFNXQRB-IBEHDNSVSA-N decyl glucoside Chemical compound CCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O JDRSMPFHFNXQRB-IBEHDNSVSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 229960004881 homosalate Drugs 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 229940087305 limonene Drugs 0.000 description 3
- 235000001510 limonene Nutrition 0.000 description 3
- 229930007744 linalool Natural products 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000010979 pH adjustment Methods 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 description 3
- 239000001521 potassium lactate Substances 0.000 description 3
- 235000011085 potassium lactate Nutrition 0.000 description 3
- 229960001304 potassium lactate Drugs 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000003380 propellant Substances 0.000 description 3
- FTBUKOLPOATXGV-UHFFFAOYSA-N propyl dodecanoate Chemical group CCCCCCCCCCCC(=O)OCCC FTBUKOLPOATXGV-UHFFFAOYSA-N 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 150000003378 silver Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 229940080321 sodium anisate Drugs 0.000 description 3
- AETSDHMVQHOYPB-UHFFFAOYSA-M sodium;4-methoxybenzoate Chemical compound [Na+].COC1=CC=C(C([O-])=O)C=C1 AETSDHMVQHOYPB-UHFFFAOYSA-M 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 229960000281 trometamol Drugs 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- 229940015975 1,2-hexanediol Drugs 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- FPVJYHHGNGJAPC-UHFFFAOYSA-N 2-[3-(decanoylamino)propyl-dimethylazaniumyl]acetate Chemical compound CCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O FPVJYHHGNGJAPC-UHFFFAOYSA-N 0.000 description 2
- SUZKAIPUWCLPCH-UHFFFAOYSA-N 2-[dimethyl-[3-(octanoylamino)propyl]azaniumyl]acetate Chemical group CCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O SUZKAIPUWCLPCH-UHFFFAOYSA-N 0.000 description 2
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 description 2
- NKEQOUMMGPBKMM-UHFFFAOYSA-N 2-hydroxy-2-[2-(2-hydroxy-3-octadecanoyloxypropoxy)-2-oxoethyl]butanedioic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CC(O)(C(O)=O)CC(O)=O NKEQOUMMGPBKMM-UHFFFAOYSA-N 0.000 description 2
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 2
- DWYHDSLIWMUSOO-UHFFFAOYSA-N 2-phenyl-1h-benzimidazole Chemical compound C1=CC=CC=C1C1=NC2=CC=CC=C2N1 DWYHDSLIWMUSOO-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- IREAODMQYCOAGP-UHFFFAOYSA-N 3-(hexadecanoylamino)propyl-trimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC(=O)NCCC[N+](C)(C)C IREAODMQYCOAGP-UHFFFAOYSA-N 0.000 description 2
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000004936 Bromus mango Nutrition 0.000 description 2
- RWEAMLZYSCERGZ-UHFFFAOYSA-N C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O Chemical compound C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O.C(CCCCCCC)(=O)O RWEAMLZYSCERGZ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 235000005956 Cosmos caudatus Nutrition 0.000 description 2
- AERBNCYCJBRYDG-UHFFFAOYSA-N D-ribo-phytosphingosine Natural products CCCCCCCCCCCCCCC(O)C(O)C(N)CO AERBNCYCJBRYDG-UHFFFAOYSA-N 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 229920001503 Glucan Polymers 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 229930186217 Glycolipid Natural products 0.000 description 2
- UUGLJVMIFJNVFH-UHFFFAOYSA-N Hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1 UUGLJVMIFJNVFH-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 2
- 108010048733 Lipozyme Proteins 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- BBAFBDLICMHBNU-MFZOPHKMSA-N N-(2-hydroxyoctadecanoyl)-4-hydroxysphinganine Chemical compound CCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC BBAFBDLICMHBNU-MFZOPHKMSA-N 0.000 description 2
- ATGQXSBKTQANOH-UWVGARPKSA-N N-oleoylphytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC ATGQXSBKTQANOH-UWVGARPKSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- 235000002725 Olea europaea Nutrition 0.000 description 2
- 239000004264 Petrolatum Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 235000009184 Spondias indica Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- GCDXVKZXCQGDHC-BLCQCPAESA-N [30-oxo-30-[[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]amino]triacontyl] (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C\C=C/CCCCC GCDXVKZXCQGDHC-BLCQCPAESA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 235000011126 aluminium potassium sulphate Nutrition 0.000 description 2
- 239000010478 argan oil Substances 0.000 description 2
- 235000014121 butter Nutrition 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 229940073742 capramidopropyl betaine Drugs 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229940086668 ceramide eop Drugs 0.000 description 2
- 229940085262 cetyl dimethicone Drugs 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 229940080421 coco glucoside Drugs 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 229960003624 creatine Drugs 0.000 description 2
- 239000006046 creatine Substances 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 2
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 2
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 2
- 229940102552 disteardimonium hectorite Drugs 0.000 description 2
- 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 2
- 230000037336 dry skin Effects 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 150000002231 fructose derivatives Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000002303 glucose derivatives Chemical class 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 2
- 229940119170 jojoba wax Drugs 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 2
- 229940048848 lauryl glucoside Drugs 0.000 description 2
- FCCDDURTIIUXBY-UHFFFAOYSA-N lipoamide Chemical compound NC(=O)CCCCC1CCSS1 FCCDDURTIIUXBY-UHFFFAOYSA-N 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 description 2
- 229940078812 myristyl myristate Drugs 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229920001542 oligosaccharide Polymers 0.000 description 2
- 150000002482 oligosaccharides Chemical class 0.000 description 2
- 229940037624 palmitamidopropyltrimonium chloride Drugs 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 229940066842 petrolatum Drugs 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- AERBNCYCJBRYDG-KSZLIROESA-N phytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO AERBNCYCJBRYDG-KSZLIROESA-N 0.000 description 2
- 229940033329 phytosphingosine Drugs 0.000 description 2
- 229920002643 polyglutamic acid Polymers 0.000 description 2
- 229940100518 polyglyceryl-4 isostearate Drugs 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 2
- 229940050271 potassium alum Drugs 0.000 description 2
- GRLPQNLYRHEGIJ-UHFFFAOYSA-J potassium aluminium sulfate Chemical compound [Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRLPQNLYRHEGIJ-UHFFFAOYSA-J 0.000 description 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- 229960003415 propylparaben Drugs 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 210000002966 serum Anatomy 0.000 description 2
- 229940057910 shea butter Drugs 0.000 description 2
- 229960004029 silicic acid Drugs 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229940079781 sodium cocoyl glutamate Drugs 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 229940045898 sodium stearoyl glutamate Drugs 0.000 description 2
- KDHFCTLPQJQDQI-BDQAORGHSA-M sodium;(4s)-4-amino-5-octadecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O KDHFCTLPQJQDQI-BDQAORGHSA-M 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229960004793 sucrose Drugs 0.000 description 2
- 150000003445 sucroses Chemical class 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 2
- 229940100530 zinc ricinoleate Drugs 0.000 description 2
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 1
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- ZQCIPRGNRQXXSK-UHFFFAOYSA-N 1-octadecoxypropan-2-ol Chemical compound CCCCCCCCCCCCCCCCCCOCC(C)O ZQCIPRGNRQXXSK-UHFFFAOYSA-N 0.000 description 1
- KZVIUXKOLXVBPC-UHFFFAOYSA-N 16-methylheptadecanamide Chemical compound CC(C)CCCCCCCCCCCCCCC(N)=O KZVIUXKOLXVBPC-UHFFFAOYSA-N 0.000 description 1
- JNAYPSWVMNJOPQ-UHFFFAOYSA-N 2,3-bis(16-methylheptadecanoyloxy)propyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCCCC(C)C JNAYPSWVMNJOPQ-UHFFFAOYSA-N 0.000 description 1
- DWHIUNMOTRUVPG-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCO DWHIUNMOTRUVPG-UHFFFAOYSA-N 0.000 description 1
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 1
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
- 235000011437 Amygdalus communis Nutrition 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 244000125300 Argania sideroxylon Species 0.000 description 1
- 235000016108 Argania sideroxylon Nutrition 0.000 description 1
- JSUVCAQGWVUMPD-QXUQJYLISA-N Arjuna Natural products O([C@H]([C@@H](O)C=O)[C@H]1[C@H](O)COC(=O)c2c(c(O)c(O)c(O)c2)-c2c(O)c(O)c3OC(=O)c4c(c(O)c(O)c5OC(=O)c2c3-c45)-c2c(O)c(O)c(O)cc2C(=O)O1)C(=O)c1cc(O)c(O)c(O)c1 JSUVCAQGWVUMPD-QXUQJYLISA-N 0.000 description 1
- DBFHTTOOJDMDTI-KCMGSBMCSA-N C(CCCCCCCCCCCCCCCCC)(=O)O.CC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCCCCCCCCCCCCCCCC)(=O)O.CC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)O.CC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCCCCCCCCCCCCCCCC)(=O)O.CC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO DBFHTTOOJDMDTI-KCMGSBMCSA-N 0.000 description 1
- 102100021851 Calbindin Human genes 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 102000004308 Carboxylic Ester Hydrolases Human genes 0.000 description 1
- 108090000863 Carboxylic Ester Hydrolases Proteins 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- LKDRXBCSQODPBY-VRPWFDPXSA-N D-fructopyranose Chemical compound OCC1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-VRPWFDPXSA-N 0.000 description 1
- 239000004287 Dehydroacetic acid Substances 0.000 description 1
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
- 241000509579 Draco Species 0.000 description 1
- VZRKEAFHFMSHCD-UHFFFAOYSA-N Ethyl 3-(N-butylacetamido)propionate Chemical compound CCCCN(C(C)=O)CCC(=O)OCC VZRKEAFHFMSHCD-UHFFFAOYSA-N 0.000 description 1
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 1
- 241001289349 Exocoetidae Species 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 1
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 1
- 101000898082 Homo sapiens Calbindin Proteins 0.000 description 1
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 244000165082 Lavanda vera Species 0.000 description 1
- 244000178870 Lavandula angustifolia Species 0.000 description 1
- 244000062730 Melissa officinalis Species 0.000 description 1
- 235000010654 Melissa officinalis Nutrition 0.000 description 1
- CJKGLEVYDCRGBX-FQYIUYQHSA-N N-(30-(9Z,12Z-octadecadienoyloxy)-tricontanoyl)-sphing-4-enine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C\C=C/CCCCC CJKGLEVYDCRGBX-FQYIUYQHSA-N 0.000 description 1
- NPRJSFWNFTXXQC-QFWQFVLDSA-N N-(hexanoyl)sphing-4-enine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCC NPRJSFWNFTXXQC-QFWQFVLDSA-N 0.000 description 1
- DAAZGMWCIAIMCL-ZDXQCDESSA-N N-hexanoylphytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCC DAAZGMWCIAIMCL-ZDXQCDESSA-N 0.000 description 1
- KZTJQXAANJHSCE-OIDHKYIRSA-N N-octodecanoylsphinganine Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC KZTJQXAANJHSCE-OIDHKYIRSA-N 0.000 description 1
- GLZPCOQZEFWAFX-JXMROGBWSA-N Nerol Natural products CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 108010084311 Novozyme 435 Proteins 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 241000282372 Panthera onca Species 0.000 description 1
- 244000271379 Penicillium camembertii Species 0.000 description 1
- 101001021643 Pseudozyma antarctica Lipase B Proteins 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 244000044822 Simmondsia californica Species 0.000 description 1
- 235000004433 Simmondsia californica Nutrition 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 1
- 235000000538 Terminalia arjuna Nutrition 0.000 description 1
- 244000071109 Terminalia arjuna Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 241000482268 Zea mays subsp. mays Species 0.000 description 1
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
- FENRSEGZMITUEF-ATTCVCFYSA-E [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].OP(=O)([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)(O)[O-])[C@H](OP(=O)([O-])[O-])[C@H](OP(=O)(O)[O-])[C@H]1OP(=O)([O-])[O-] Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].OP(=O)([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)(O)[O-])[C@H](OP(=O)([O-])[O-])[C@H](OP(=O)(O)[O-])[C@H]1OP(=O)([O-])[O-] FENRSEGZMITUEF-ATTCVCFYSA-E 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- 239000001140 aloe barbadensis leaf extract Substances 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229960001422 aluminium chlorohydrate Drugs 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 229940071248 anisate Drugs 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 235000021302 avocado oil Nutrition 0.000 description 1
- 239000008163 avocado oil Substances 0.000 description 1
- 239000010480 babassu oil Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003876 biosurfactant Substances 0.000 description 1
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
- 229960001948 caffeine Drugs 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 229940092542 ceramide eos Drugs 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 238000012505 colouration Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000019258 dehydroacetic acid Nutrition 0.000 description 1
- 229940061632 dehydroacetic acid Drugs 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 239000000539 dimer Substances 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
- 229940047642 disodium cocoamphodiacetate Drugs 0.000 description 1
- 229940079779 disodium cocoyl glutamate Drugs 0.000 description 1
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 1
- GLCJMPWWQKKJQZ-UHFFFAOYSA-L disodium;2-[4-(4,6-disulfonato-1h-benzimidazol-2-yl)phenyl]-1h-benzimidazole-4,6-disulfonate;hydron Chemical compound [Na+].[Na+].C1=C(S(O)(=O)=O)C=C2NC(C3=CC=C(C=C3)C3=NC4=C(C=C(C=C4N3)S(=O)(=O)O)S([O-])(=O)=O)=NC2=C1S([O-])(=O)=O GLCJMPWWQKKJQZ-UHFFFAOYSA-L 0.000 description 1
- GLSRFBDXBWZNLH-UHFFFAOYSA-L disodium;2-chloroacetate;2-(4,5-dihydroimidazol-1-yl)ethanol;hydroxide Chemical compound [OH-].[Na+].[Na+].[O-]C(=O)CCl.OCCN1CCN=C1 GLSRFBDXBWZNLH-UHFFFAOYSA-L 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000374 eutectic mixture Substances 0.000 description 1
- 230000005496 eutectics Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 229920000370 gamma-poly(glutamate) polymer Polymers 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 229940074052 glyceryl isostearate Drugs 0.000 description 1
- 229940074046 glyceryl laurate Drugs 0.000 description 1
- 229940049294 glyceryl stearate se Drugs 0.000 description 1
- 229940100608 glycol distearate Drugs 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 229940100463 hexyl laurate Drugs 0.000 description 1
- 229920013819 hydroxyethyl ethylcellulose Polymers 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229960000367 inositol Drugs 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229960002479 isosorbide Drugs 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 229940040102 levulinic acid Drugs 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229940044591 methyl glucose dioleate Drugs 0.000 description 1
- DDIZAANNODHTRB-UHFFFAOYSA-N methyl p-anisate Chemical compound COC(=O)C1=CC=C(OC)C=C1 DDIZAANNODHTRB-UHFFFAOYSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- 229960001173 oxybenzone Drugs 0.000 description 1
- 238000005949 ozonolysis reaction Methods 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229940048845 polyglyceryl-3 diisostearate Drugs 0.000 description 1
- 229940043707 polyglyceryl-6 distearate Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- RMGVATURDVPNOZ-UHFFFAOYSA-M potassium;hexadecyl hydrogen phosphate Chemical compound [K+].CCCCCCCCCCCCCCCCOP(O)([O-])=O RMGVATURDVPNOZ-UHFFFAOYSA-M 0.000 description 1
- 229940078491 ppg-15 stearyl ether Drugs 0.000 description 1
- MYBAXOBGFKMWLR-UHFFFAOYSA-N propane-1,2,3-triol heptahydrate Chemical compound O.O.O.O.O.O.O.OCC(O)CO MYBAXOBGFKMWLR-UHFFFAOYSA-N 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000037307 sensitive skin Effects 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 235000021391 short chain fatty acids Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940080272 sodium coco-sulfate Drugs 0.000 description 1
- 229940096501 sodium cocoamphoacetate Drugs 0.000 description 1
- 229940065859 sodium cocoyl glycinate Drugs 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- 229940007636 sodium lauroyl methyl isethionate Drugs 0.000 description 1
- 229940083982 sodium phytate Drugs 0.000 description 1
- NTYZDAJPNNBYED-UHFFFAOYSA-M sodium;2-(2-dodecanoyloxypropanoyloxy)propanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)C(=O)OC(C)C([O-])=O NTYZDAJPNNBYED-UHFFFAOYSA-M 0.000 description 1
- IKGKWKGYFJBGQJ-UHFFFAOYSA-M sodium;2-(dodecanoylamino)acetate Chemical compound [Na+].CCCCCCCCCCCC(=O)NCC([O-])=O IKGKWKGYFJBGQJ-UHFFFAOYSA-M 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- NVIZQHFCDBQNPH-UHFFFAOYSA-M sodium;2-dodecanoyloxypropane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)CS([O-])(=O)=O NVIZQHFCDBQNPH-UHFFFAOYSA-M 0.000 description 1
- CRPCXAMJWCDHFM-UHFFFAOYSA-M sodium;5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1CCC(=O)N1 CRPCXAMJWCDHFM-UHFFFAOYSA-M 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- ABTZKZVAJTXGNN-UHFFFAOYSA-N stearyl heptanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCC ABTZKZVAJTXGNN-UHFFFAOYSA-N 0.000 description 1
- 229940098758 stearyl heptanoate Drugs 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 229940098385 triisostearin Drugs 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/02—Monosaccharides
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6454—Glycerides by esterification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Definitions
- the invention provides a process for the enzymatic preparation of sugar esters and/or sugar alcohol esters and also provides mixture compositions containing sugar esters and/or sugar alcohol esters.
- Fatty acid esters of sugars and sugar alcohols have surfactant properties and due to their natural raw material basis and sustainability are in particular suitable for applications in the food sector and in the cosmetics industry.
- Fatty acid esters of sugars or sugar alcohols are conventionally synthesized by reaction of the sugars or sugar alcohols with fatty acid chlorides in the presence of pyridine (Surfactants, K. Kosswig in Ullmann's Encyclopedia of Industrial Chemistry, Online, Wiley-VCH, Weinheim, 2000, https://doi.org/10.1002/14356007.a25_747).
- a disadvantage of this process described in the prior art is that the use of such solvents for applications in the food or cosmetics sector is not acceptable and in addition a corresponding removal of the solvents requires additional process steps such as crystallization, filtration or distillation.
- a further disadvantage of this process described in the prior art is the quantitative release of HCl when using fatty acid chlorides, since HCl can lead to corrosion of the metallic surfaces of the reactors.
- a disadvantage of this process described in the prior art is that, during the reaction for example of sorbitol under the conditions mentioned, dehydration of the sugars or sugar alcohols occurs as a side reaction.
- This side reaction occurs in the presence of acidic catalysts even from temperatures as low as approx. 140° C.
- sorbitol is dehydrated first to sorbitan (by the loss of a molecule of water) and further to isosorbide (by the loss of a further molecule of water).
- the sugars or sugar alcohols used thus lose hydrophilicity and are thus increasingly less suitable as hydrophilic head groups for surfactants.
- a further disadvantage of this process described in the prior art is that the side reactions occurring lead to a dark colouration of the products obtained, which possibly requires a further treatment, for example with bleaching agents such as hydrogen peroxide or activated carbon, in order to be able to use the products obtained in cosmetic formulations, for example.
- This process described in the prior art has the further disadvantage that the side reactions occurring lead to an unpleasant odour in the products obtained, which can interact undesirably with the perfume used in cosmetic formulations.
- a further disadvantage of these processes described in the prior art is that the ionic liquids are produced from petrochemical raw materials and hence their use is undesirable for natural and sustainable applications in the food sector or in the cosmetics industry.
- a further disadvantage of the processes described in the prior art is the use of fatty acid vinyl esters as acyl donor, since these release toxicologically hazardous acetaldehyde during the reaction, which complicates handling on an industrial scale and in addition is undesirable for applications in the food sector or in the cosmetics industry.
- the fatty acid vinyl esters are prepared from petrochemical raw materials such as acetylene or ethylene in the presence of toxicologically hazardous metal catalysts such as mercury, cadmium, palladium or silver salts (G.
- choline chloride or other ammonium or phosphonium salts as a result of their salt character can negatively affect the use profiles of fatty acid esters of sugars or sugar alcohols, if they remain in the product.
- a further disadvantage of this process described in the prior art is that the industrially available quality of choline chloride is a petrochemical raw material, the presence of which in the product is therefore undesirable for natural and sustainable applications in the food sector or in the cosmetics industry. It is thus a further disadvantage of this process described in the prior art that at least one additional process step such as crystallization, filtration or distillation is necessary for removing the choline chloride or other ammonium or phosphonium salts.
- fatty acid vinyl esters as acyl donor, since these release toxicologically hazardous acetaldehyde during the reaction, which complicates handling on an industrial scale and in addition is undesirable for applications in the food sector or in the cosmetics industry.
- the fatty acid vinyl esters are prepared from petrochemical raw materials such as acetylene or ethylene in the presence of toxicologically hazardous metal catalysts such as mercury, cadmium, palladium or silver salts (G.
- a further disadvantage of this process described in the prior art is the use of at most only 0.066 equivalents of the acyl donor based on the total amount of sugars and sugar alcohols.
- a further disadvantage of this process described in the prior art is that the large excess of the sugars and sugar alcohols used necessitates at least one further additional process step such as extraction, crystallization, filtration or distillation for isolation of the fatty acid esters of the sugars and sugar alcohols.
- a further disadvantage of this process described in the prior art is that the large excess of the sugars and sugar alcohols used is uneconomical on an industrial scale and in addition necessitates complex recycling of the sugars and sugar alcohols used.
- a further disadvantage of this process described in the prior art is that, in the case of honey as substrate, only glucose esters are detected and, in the case of agave syrup as substrate, only fructose esters are detected, that is to say in each case only one of the sugar components present in the honey or agave syrup is actually esterified.
- JPS58116688 discloses the enzymatically catalyzed esterification of mixtures of polysaccharides and/or monosaccharides and oligosaccharides: oligosaccharides and/or polysaccharides are thus always present.
- the reactions are carried out in water or hexane as solvent; the comparative examples show that, without solvent or with only small quantities of solvent, barely any conversion can be achieved.
- KR20180007129 discloses a process for preparing mixtures of sucrose esters, fructose esters and glucose esters by enzymatic esterification of sucrose.
- the process is carried out in solutions which have been diluted with water to such an extent that lauric acid employed is present in dissolved form. Owing to the aqueous, acidic conditions, sucrose is split into the corresponding monosaccharides and esterified during the course of the reaction.
- the acyl groups are always employed in deficiency, in relation to esterified saccharides obtained, so that the product always contains unreacted saccharides.
- the sucrose esters always make up the majority of esters obtained.
- a further disadvantage of this prior art process is that the ratio of the different saccharide esters obtained cannot be predicted or controlled.
- the object of the invention was to provide a process for preparing sugar esters and/or sugar alcohol esters which contain in particular 4 to 12, preferably 4 to 6, carbon atoms in the sugar moiety or sugar alcohol moiety, which is able to overcome at least one disadvantage of the processes of the prior art.
- the sugar esters and/or sugar alcohol esters are to be represented by the readily available sugars or sugar alcohols having 4 to 12, preferably 4 to 6, carbon atoms.
- the present invention provides a process for the enzymatic preparation of a mixture composition comprising at least two selected from sugar esters and/or sugar alcohol esters which contain 4 to 12, preferably 4 to 6, carbon atoms in the sugar moiety or sugar alcohol moiety, comprising the process step
- acyl group donor preferably fatty acid acyl group donor, especially selected from fatty acid esters and fatty acids, particularly preferably fatty acids,
- the invention further provides mixture compositions containing particular sugar esters and/or sugar alcohol esters which contain in particular 4 to 12, preferably 4 to 6, carbon atoms in the sugar moiety or sugar alcohol moiety.
- An advantage of the present invention is that the process according to the invention can be carried out in the absence of a solvent.
- Another advantage of the present invention is that the process according to the invention can be carried out using natural and sustainable synthesis components.
- a further advantage of the present invention is that the sugar esters and/or sugar alcohol esters according to the invention are obtained in homogeneous reaction mixtures, and this property can be achieved even at low degrees of esterification.
- a further advantage of the present invention is that the sugar esters and/or sugar alcohol esters according to the invention have outstanding colour properties.
- a further advantage of the present invention is that the sugar esters and/or sugar alcohol esters according to the invention have low odour, in particular a caramel-typical odour is barely perceptible.
- An advantage of the present invention is that substrates in a mixture can be successfully converted, whereas their conversion alone in the absence of a solvent is not successful.
- a further advantage of the present invention is that no undesired byproducts are formed from the employed sugars/sugar alcohols by elimination of water, such as sorbitans from sorbitol.
- a further advantage of the present invention is that the sugar esters and/or sugar alcohol esters obtained can be incorporated very readily into formulations, especially into cosmetic formulations.
- a further advantage of the present invention is that gentle formulations can be prepared using the sugar esters and/or sugar alcohol esters obtained.
- a further advantage of the present invention is that formulations having a particularly good skin feel can be prepared using the sugar esters and/or sugar alcohol esters obtained.
- a further advantage of the present invention is that sustainable formulations without petrochemical components can be prepared using the sugar esters and/or sugar alcohol esters obtained.
- a further advantage of the present invention is that the sugar esters and/or sugar alcohol esters obtained can be prepared without the quantitative release of HCl or acetaldehyde.
- a further advantage of the present invention is that the reaction can be effected in a bubble column on account of the good miscibility of the reaction mixture, as a result of which relatively long catalyst lifetimes can be achieved.
- a further advantage of the present invention is that a large amount of acyl donors can be used, based on the total molar amount of sugars and/or sugar alcohols.
- a further advantage of the present invention is that the esters of the sugars and sugar alcohols used are obtained in a homogeneous reaction mixture, so that no additional process steps such as extraction, crystallization, filtration or distillation are required.
- a further advantage of the present invention is that during the reaction more than just one of the sugar and sugar alcohol components used is esterified.
- a further advantage of the present invention is that homogeneous melts are obtained when reacting at relatively low degrees of esterification.
- the present invention provides a process for the enzymatic preparation of a mixture composition comprising at least two selected from sugar esters and/or sugar alcohol esters which contain in particular 4 to 12, preferably 4 to 6, carbon atoms in the sugar moiety or sugar alcohol moiety, comprising the process step
- two selected from sugar esters and/or sugar alcohol esters in the context of the present invention should be understood to mean that the two esters differ in terms of their sugars and/or in terms of their sugar alcohols. Esters must therefore be present which have two different residues in terms of sugar and/or sugar alcohol residue.
- all of the sugars and sugar alcohols such as for example agarose, amylopectin, amylose, cellulose, chitin, cyclodextrins, dextrans, fructans, glycogen, hyaluronic acid, inulin, isomelizitose, maltohexose, maltopentose, maltotetrose, maltotriose, melizitose, pectins, raffinose, stachyose, starch, starch hydrolysate, umbelliferose, cellobiose, isomalt, isomaltulose, lactitol, lactose, lactulose, maltitol, maltose, maltulose, sucrose, trehalose, trehalulose,
- the sugars and sugar alcohols are selected from the group of sugars and sugar alcohols containing 4 to 12, preferably 4 to 6, carbon atoms.
- the sugars and sugar alcohols from the group of sugars and sugar alcohols containing 4 to 12 carbon atoms are selected from
- allitol allulose, altritol, arabinitol, arabinose, deoxyribose, erythritol, fructose, fucose, galactitol, galactose, glucose, iditol, mannitol, mannose, rhamnose, ribitol, ribose, sorbitol, sorbose, threitol, xylitol and xylose,
- allitol, allulose, altritol, arabinitol, arabinose, cellobiose, deoxyribose, erythritol, fructose, fucose, galactitol, galactose, glucose, iditol, isomalt, isomaltulose, lactitol, lactose, lactulose, maltitol, maltose, maltulose, mannitol, mannose, rhamnose, ribitol, ribose, sorbitol, sorbose, threitol, trehalulose, xylitol and xylose are particularly preferred and
- erythritol fructose, glucose, isomalt, isomaltulose, lactitol, lactose, maltitol, maltose, maltulose, mannitol, sorbitol, sorbose, xylitol and xylose are very particularly preferred.
- the sugars and sugar alcohols from the group of sugars and sugar alcohols containing 4 to 6 carbon atoms are selected from
- the sugars and sugar alcohols are selected from the group.
- a process which is preferred according to the invention is characterized in that in process step B), as mixture containing at least two selected from sugars and sugar alcohols, mixtures containing glucose, fructose and maltose with, in each case based on all sugars and sugar alcohols present in the mixture, a glucose content of 40% by weight to 50% by weight and a fructose content of 47% by weight to 57% by weight, and
- glucose, fructose and sucrose with, in each case based on all sugars and sugar alcohols present in the mixture, a glucose content of 5% by weight to 24% by weight and a fructose content of 75% by weight to 94% by weight
- acyl group donors may be used according to the invention. These are, for example, carboxylic esters or carboxylic acids themselves and mixtures thereof.
- carboxylic esters used as acyl group donor are selected from esters based on alkanols and polyols having up to 6 carbon atoms, particularly preferably having up to 3 carbon atoms, very preferably glycerol esters.
- carboxylic esters used as acyl group donor are selected from triglycerides, especially natural fats and oils, particularly preferably selected from the group comprising, preferably consisting of, coconut fat, palm kernel oil, olive oil, palm oil, argan oil, castor oil, linseed oil, babassu oil, rapeseed oil, algal oils, sesame oil, soya oil, avocado oil, jojoba oil, safflower oil, almond oil, cottonseed oil, shea butter, sunflower oil, cupuaçu butter and oils having a high proportion of polyunsaturated fatty acids (PUFAs).
- Sorbitan esters, monoglycerides and diglycerides, in particular containing the acyl groups described hereinafter, may likewise preferably be used.
- the acyl group donor is selected from fatty acid acyl group donors which in particular provide an acyl group selected from the group of acyl groups of natural fatty acids.
- Natural fatty acids can be produced on the basis of naturally occurring vegetable or animal oils and have preferably 6-30 carbon atoms, especially 8-22 carbon atoms. Natural fatty acids are generally unbranched and usually consist of an even number of carbon atoms. Any double bonds have cis configuration.
- caproic acid caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, pelargonic acid (obtainable from the ozonolysis of oleic acid), isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, undecylenic acid (obtainable from the pyrolysis of ricinoleic acid), oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachic acid, behenic acid, erucic acid, gadoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid and arachidonic acid.
- acyl group donors used are carboxylic acids, especially fatty acids, with particular preference being given to using the fatty acids specifically mentioned hereinabove.
- the fatty acid vinyl esters are prepared from petrochemical raw materials such as acetylene or ethylene in the presence of toxicologically hazardous metal catalysts such as mercury, cadmium, palladium or silver salts (G.
- the sugars and sugar alcohols prefferably be selected from erythritol, fructose, glucose, sorbitol, xylitol and xylose and for the acyl group donor to be selected from at least one from the group of caproic acid, caprylic acid, pelargonic acid, capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachic acid, behenic acid, erucic acid, gadoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid and arachidonic acid.
- a process which is preferred in accordance with the invention is characterized in that the mixture used in process step B) and containing at least two selected from sugars and sugar alcohols comprises substances selected from the group consisting of choline salts, ammonium salts and phosphonium salts in an amount of less than 2% by weight, preferably less than 1% by weight, particularly preferably less than 0.1% by weight, especially does not comprise any of these substances, where the weight percentages relate to all sugar and sugar alcohols in process step B) in the mixture containing at least two selected from sugars and sugar alcohols.
- a process which is preferred in accordance with the invention is characterized in that in process step B) the molar ratio of all sugars and sugar alcohols to acyl groups present in all acyl group donors is in a range from 1.00:0.08 to 1.00:10.00, preferably from 1.00:0.50 to 1.00:7.00, particularly preferably from 1.00:1.25 to 1.00:2.25, alternatively particularly preferably from 1.00:2.00 to 1.00:4.50.
- a process which is preferred in accordance with the invention is characterized in that in process step B) the molar ratio of all primary hydroxyl groups in all sugars and sugar alcohols to acyl groups present in all acyl group donors is in a range from 1.00:0.10 to 1.00:3.00, particularly preferably from 1.00:1.25 to 1.00:2.25.
- a process which is preferred in accordance with the invention is characterized in that in process step B) a mixture containing sugars and/or sugar alcohols having 4 to 6 carbon atoms is employed and the molar ratio of all primary hydroxyl groups in all sugars and sugar alcohols having 4 to 6 carbon atoms to acyl groups present in all acyl group donors is in a range from 1.00:0.20 to 1.00:1.5.
- Lipases used with preference in accordance with the invention are present immobilized on a solid support.
- Lipases used with preference in accordance with the invention in process step B) are lipases selected from the group comprising the lipase from Thermomyces lanuginosus (accession number O59952), lipases A and B (accession number P41365) from Candida antarctica and the lipase from Mucor miehei (accession number P19515), the lipase from Humicola sp.
- the enzymes that are homologous at the amino acid level, by comparison with the reference sequence, preferably have at least 50%, especially at least 90%, enzyme activity in propyl laurate units as defined in the context of the present invention.
- carboxylic ester hydrolases that are likewise used with preference in processes according to the invention, are the commercial products Lipozyme TL IM, Novozym 435, Lipozyme IM 20, Lipase SP382, Lipase SP525, Lipase SP523, (all commercial products from Novozymes A/S, Bagsvaerd, Denmark), Chirazyme L2, Chirazyme L5, Chirazyme L8, Chirazyme L9 (all commercial products from Roche Molecular Biochemicals, Mannheim, Germany), CALB Immo Plus TM from Purolite, and Lipase M “Amano”, Lipase F-AP 15 “Amano”, Lipase AY “Amano”, Lipase N “Amano”, Lipase R “Amano”, Lipase A “Amano”, Lipase D “Amano”, Lipase G “Amano” (all commercial products from Amano, Japan).
- “Homology at the amino acid level” in the context of the present invention is understood to mean “amino acid identity”, which can be determined with the aid of known methods. In general, use is made of special computer programs with algorithms taking into account specific requirements. Preferred methods for determining the identity initially generate the greatest alignment between the sequences to be compared. Computer programs for determining the identity include, but are not limited to, the GCG program package including
- the person skilled in the art is aware that various computer programs are available for the calculation of similarity or identity between two nucleotide or amino acid sequences. For instance, the percentage identity between two amino acid sequences can be determined, for example, by the algorithm developed by Needleman and Wunsch (J. Mol. Biol. (48): 444-453 (1970)), which has been integrated into the GAP program in the GCG software package (available at http://www.gcg.com), using either a Blossom 62 matrix or a PAM250 matrix, a gap weight of 16, 14, 12, 10, 8, 6 or 4 and a length weight of 1, 2, 3, 4, 5 or 6.
- Blossom 62 matrix is typically used applying the default settings (gap weight: 12, length weight: 1).
- an identity of 60% means 60% homology. The same applies to higher identities.
- process step B) is conducted at reaction temperatures in the range between 20° C. and 160° C., preferably 35° C. and 130° C., in particular between 50° C. and 110° C.
- process step B) is conducted at a pressure of less than 1 bar, preferably less than 0.5 bar and particularly preferably less than 0.05 bar.
- process step B) is conducted in a bubble column reactor, with at least one inert gas being passed through the reaction mixture; this gas is preferably selected from the group comprising, preferably consisting of, nitrogen and argon.
- the gas stream it is preferable in accordance with the invention for the gas stream to be 1 to 60 kg/h, preferably 5 to 25 kg/h, yet more preferably 10 to 14 kg/h.
- a process which is preferred in accordance with the invention is characterized in that in process step B) the mixture containing at least two selected from sugars and sugar alcohols and the acyl group donor make up in total at least 10% by weight, preferably at least 86% by weight, particularly preferably at least 90% by weight, of the overall reaction mixture.
- a process which is preferred in accordance with the invention is characterized in that, in the process, solvent, in particular water or hexane, is added in an amount of at most 5% by weight, preferably at most 2% by weight, particularly preferably is not added at all, where the weight percentages relate to the overall reaction mixture.
- solvent in particular water or hexane
- a process which is preferred in accordance with the invention is characterized in that byproducts forming in process step B), for example water in the case where the acyl group donor used is an acid, the corresponding alcohol in the case where the acyl group donor used is an ester, are removed.
- the process according to the invention comprises process step A) providing the at least two selected from sugars and sugar alcohols spatially separately from each other in solid form or in a form dissolved in water and mixing them to give the mixture used in process step B) and containing at least two selected from sugars and sugar alcohols. It may be especially preferable here to concentrate the mixture containing at least two selected from sugars and sugar alcohols and the acyl group donor by means of removing water, in order for the abovementioned mixture and acyl group donor to reach in total at least 10% by weight, preferably at least 86% by weight, particularly preferably at least 90% by weight, of the overall reaction mixture.
- process step A) comprises a reduction of the water content of the mixture used in process step B) and containing at least two selected from sugars and sugar alcohols to less than 17% by weight, preferably less than 14% by weight, particularly preferably less than 10% by weight, where the weight percentages relate to the total mixture used in process step B) and containing at least two selected from sugars and sugar alcohols.
- the process according to the invention comprises process step C) removing the lipase.
- the process according to the invention comprises process step D) filtering the mixture composition comprising at least two selected from sugar esters and/or sugar alcohol esters through a filter, especially a bag filter, having a fineness of 0.1 ⁇ to 1250 ⁇ , preferably from 0.5 ⁇ to 100 ⁇ .
- process step D) is conducted in a temperature range of from 20° C. to 150° C., especially 40° C. to 120° C.
- process step D) is conducted in a pressure range of from 1 bar to 25 bar, especially of from 1.5 bar to 10 bar.
- the process according to the invention does not comprise any further purification step besides process steps C) and D), if these are present.
- the present invention further provides a mixture composition
- a mixture composition comprising at least two selected from sugar esters and sugar alcohol esters obtainable by the process according to the invention which contain in particular 4 to 12, preferably 4 to 6, carbon atoms in the sugar moiety or sugar alcohol moiety.
- the present invention also provides a mixture composition containing sugar esters and/or sugar alcohol esters, characterized in that the sugar and/or sugar alcohol residue of the sugar ester and/or of the sugar alcohol ester is selected from at least two sugar and/or sugar alcohol residues selected from the group of the residues of allitol, allulose, altritol, arabinitol, arabinose, cellobiose, deoxyribose, erythritol, fructose, fucose, galactitol, galactose, glucose, iditol, iditol, isomalt, isomaltulose, lactitol, lactose, lactulose, maltitol, maltose, maltulose, mannitol, mannose, rhamnose, ribitol, ribose, sucrose, sorbitol, sorbose, threitol, trehalose, trehal
- erythritol preferably from erythritol, fructose, glucose, isomalt, isomaltulose, lactitol, lactose, maltitol, maltose, maltulose, mannitol, sucrose, sorbitol, sorbose, xylitol and xylose, especially preferably from erythritol, fructose, glucose, sorbitol, xylitol and xylose, and
- ester residue is selected from at least one acyl group of the group of acid residues of the fatty acids
- caproic acid preferably of caproic acid, caprylic acid, pelargonic acid, capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachic acid, behenic acid, erucic acid, gadoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid and arachidonic acid.
- Mixture compositions that are preferred in accordance with the invention contain preferably 4 to 6 carbon atoms in the sugar moiety or sugar alcohol moiety.
- Mixture compositions that are preferred in accordance with the invention contain the sugar ester and/or the sugar alcohol ester in an amount of at least 50% by weight, preferably at least 80% by weight, particularly preferably at least 95% by weight, where the percentages by weight relate to the overall mixture composition.
- sugar esters and/or sugar alcohol esters present have a degree of esterification of 1.00 and above, in particular of 1.00 to 7.00, particularly preferably of 1.25 to 2.25, alternatively particularly preferably of 2.00 to 4.50.
- Suitable methods for determining the acid number are particularly those according to DGF C-V 2, DIN EN ISO 2114, Ph. Eur. 2.5.1, ISO 3682 and ASTM D 974.
- the mixture was stirred at 80° C. and 15 mbar for 24 h, during which time the water formed was continuously distilled off. Subsequently, the mixture was filtered at 80° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, colourless and had an acid number of 1.8 mg KOH/g.
- the product obtained was inhomogeneous in the melt, reddish coloured and had an acid number of approx. 140.5 mg KOH/g (due to the inhomogeneity the acid number could not be determined unambiguously).
- Example 3 Physical Mixture of Example 1 and Example 2 (Not in Accordance with the Invention)
- Example 2 A mixture of an ester obtained as described in Example 1 (42.00 g) and an ester as described in Example 2 (18.00 g) was heated to 80° C. for 1 h with stirring and while passing N 2 through.
- the product obtained was inhomogeneous in the melt, cloudy, orange and had an acid number of approx. 40 mg KOH/g (due to the inhomogeneity the acid number could not be determined unambiguously).
- the mixture was stirred at 80° C. and 20 mbar for 24 h, during which time the water formed was continuously distilled off. Subsequently, the mixture was filtered at 80° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, clear and colourless and had an acid number of 1.3 mg KOH/g.
- Example 7 Physical Mixture of Example 5 and Example 6
- Example 8 Enzymatic Esterification of a Mixture of Xylitol and Sorbitol (70:30) with 1.50 eq. of Caprylic Acid (According to the Invention)
- Example 9 Enzymatic Esterification of a Mixture of Xylitol and Sorbitol (66:34) with 2.00 eq. of Technical-Grade Oleic Acid (According to the Invention)
- the mixture was subsequently stirred at 80° C. and 10 mbar for 24 h, during which time the water formed was continuously distilled off. Subsequently, the mixture was filtered at 80° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, slightly cloudy and pale yellow and had an acid number of 2.0 mg KOH/g.
- Example 10 Enzymatic Esterification of a Mixture of Xylitol and Sorbitol (70:30) with 2.00 eq. of Technical-Grade Oleic Acid (According to the Invention)
- Example 13 Physical Mixture of Example 11 and Example 12
- Example 11 A mixture of an ester obtained as described in Example 11 (42.00 g) and an ester as described in Example 12 (18.00 g) was heated to 80° C. for 1 h with stirring and while passing N 2 through.
- the product obtained was homogeneous in the melt, clear, orange and had an acid number of 5.1 mg KOH/g.
- Example 14 Enzymatic Esterification of a Mixture of Xylitol and Fructose (70:30) with 2.00 eq. of Stearic Acid (According to the Invention)
- the mixture was subsequently filtered at 80′C and 2 bar N 2 pressure through a filter press with a Seitz T-750 depth filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, clear and had an acid number of 3.2 mg KOH/g.
- Example 15 Enzymatic Esterification of a Mixture of Xylitol, Sorbitol and Fructose (50:25:25) with 1.91 eq. of Caprylic Acid (According to the Invention)
- a mixture of xylitol (39.59 g, 0.260 mol), sorbitol (19.80 g, 0.109 mol), fructose (19.80 g, 0.110 mol) and caprylic acid (acid number 389 mg KOH/g, >98%, 138.05 g, 0.957 mol, 1.91 eq. based on the total initial weight of xylitol, sorbitol and fructose) was heated to 100° C. with stirring and while passing N 2 through and stirred for 1 h.
- Candida antarctica lipase B enzyme (5.92 g; Purolite D5619, corresponding to 51257 PLU) was added and the mixture was stirred further at 80° C. and 20 mbar for 24 h, during which time the water formed was continuously distilled off, Subsequently, the mixture was filtered at 90° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, clear and yellow and had an acid number of 3.1 mg KOH/g.
- Example 16 Enzymatic Esterification of a Mixture of Xylitol, Sorbitol and Glucose (65:25:10) with 1.91 eq. of Caprylic Acid (According to the Invention)
- a mixture of xylitol (52.12 g, 0.342 mol), sorbitol (20.05 g, 0.110 mol), glucose (8.02 g, 0.045 mol) and caprylic acid (acid number 389 mg KOH/g, >98%, 136.91 g, 0.949 mol, 1.91 eq, based on the total initial weight of xylitol, sorbitol and glucose) was heated to 100° C. with stirring and while passing N 2 through and stirred for 1 h.
- Candida antarctica lipase B enzyme (5.91 g; Purolite D5619, corresponding to 51170 PLU) was added and the mixture was stirred further at 80° C. and 20 mbar for 24 h, during which time the water formed was continuously distilled off, Subsequently, the mixture was filtered at 90° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme. The product obtained was homogeneous in the melt, clear and pale yellow and had an acid number of 10.0 mg KOH/g.
- Example 17 Enzymatic Esterification of a Mixture of Xylitol and Sorbitol (70:30) with 1.50 eq. of Lauric Acid (According to the Invention)
- a mixture of xylitol (51.7 g, 0.340 mol), sorbitol (22.16 g, 0.122 mol) and lauric acid (acid number 280 mg KOH/g, >99%, 138.60 g, 0.692 mol, 1.50 eq. based on the total initial weight of xylitol and sorbitol) was heated to 100° C. with stirring and while passing N 2 through, and after 60 min immobilized Candida antarctica lipase B enzyme (6.02 g; Purolite D5619, corresponding to 52122 PLU) was added. The mixture was subsequently stirred at 95° C. and 50 mbar for 24 h, during which time the water formed was continuously distilled off.
- the mixture was filtered at 90° C. through a Büchner funnel with black ribbon filter in order to remove the enzyme.
- the product obtained was homogeneous in the melt, slightly cloudy and pale yellow to virtually colourless and had an acid number of 0.8 mg KOH/g.
- Table 1 compares Example 4 according to the invention with Examples 1, 2 and 3 not in accordance with the invention in terms of reaction course, homogeneity and odour.
- Example 1 Example 2
- Example 3 Example 4 not in not in not in not in according to accordance with accordance with the invention the invention the invention the invention Sugar/sugar alcohol xylitol fructose xylitol/fructose xylitol/fructose (70:30)
- Fatty acid caprylic acid caprylic acid caprylic acid caprylic acid Sugar/fatty acid 1:2 1:2 1:2 1:2 molar ratio Appearance in the homogeneous inhomogeneous/ inhomogeneous/ homogeneous melt after 2 phases 2 phases filtration/after mixing Acid number AN ⁇ 1.3 after AN 140.5 after AN approx.
- Example 2 not in accordance with the invention after 24 h reaction time is inhomogeneous, still has a high residual acid number of approx. 140.5 mg KOH/g and in addition still has a pronounced odour of fatty acid, which is perceived as unpleasant in the case of the short-chain fatty acids such as caprylic acid.
- Example 1 not in accordance with the invention after 24 h reaction time is homogeneous and has a residual acid number of just ⁇ 1.3 mg KOH/g, a pronounced odour of fatty acid can also be detected for this example.
- Example 3 Only in Example 4 according to the invention are a low residual acid number (i.e. a high conversion of the fatty acid), a homogeneous product and a pleasant odour (popcorn-like) achieved after 24 h reaction time.
- Table 2 compares Example 8 according to the invention with Examples 5 and 6 not in accordance with the invention in terms of reaction course and homogeneity.
- Example 5 Example 6
- Example 7 Example 8 not in not in not in not in according to accordance with accordance with the invention the invention the invention the invention the invention Sugar/sugar alcohol xylitol sorbitol xylitol/sorbitol xylitol/sorbitol (70:30)
- Fatty acid caprylic acid caprylic acid caprylic acid caprylic acid Sugar/fatty acid 1:1.5 1:1.5 1:1.5 1:1.5 molar ratio Appearance in the approx. 2.5% approx. 30% approx.
- Example 5 not in accordance with the invention at 80° C. exhibits phase separation in the melt in the form of a sediment. This phenomenon is even more pronounced in Example 6 not in accordance with the invention and also occurs in the physical mixture of Example 5 and Example 6 (Example 7). Only Example 8 according to the invention at 80° C. is homogeneous in the melt and exhibits no phase separation, despite the comparatively low degree of esterification of 1:1.5 (sugar/fatty acid molar ratio).
- Table 3 compares Example 14 according to the invention with Example 13 not in accordance with the invention in terms of reaction course and colour.
- Example 14 not in according to accordance with the invention the invention
- Example 13 the physical mixture (Example 13) exhibits a much poorer colour than a process product according to the invention (Example 14).
- compositions according to the invention can be used in a large number of cosmetic formulations.
- Formulations 1a, 1b and 1c Aluminium Salt-Containing Antiperspirant/Deodorant Formulations
- Formulation 1a 1b 1c Composition from Example 14 3.2% 3.2% 3.2% C18-C22 Hydroxyalkyl Hydroxypropyl Guar 0.2% (ESAFLOR HM 22, Lamberti S.p.A.) Hydroxypropyl Guar (ESAFLOR HDR, Lamberti 0.2% 0.2% S.p.A.) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik 5.4% 5.4% 5.4% Operations GmbH) Water to 100% to 100% to 100% Aluminum Chlorohydrate (50% aq.; Locron LIC, 20.0% 20.0% 20.0% Clariant AG) Methylisothiazolinone, Methylparaben, Ethylparaben; 0.8% 0.8% Dipropylene Glycol (Microcare MEM, Thor) Undecylenamidopropyltrimonium methosulfate; Aqua; 1.0% Propylene Glycol (dermosoft ® UTM, Evonik Dr. Straetmans GmbH)
- Formulations 2a, 2b and 2c Aluminium-Free Deodorant Formulation without Antiperspirant Active Ingredients
- Formulation 2a 2b 2c Composition from Example 14 3.2% 3.2% 3.2% Hydroxypropyl Guar (ESAFLOR HDR, Lamberti S.p.A.) 0.15% C18-22 Hydroxyalkyl Hydroxypropyl Guar (ESAFLOR HM 0.15% 0.15% 22, Lamberti S.p.A.) Polyglyceryl-3 Caprylate (TEGO ® Cosmo P 813, Evonik 0.5% 0.5% 0.5% Operations GmbH) Zinc Ricinoleate (TEGODEO ® PY 88 G, Evonik Operations 1.0% 1.0% 1.0% GmbH) Caprylic/Capric Triglyceride (TEGOSOFT ® CT, Evonik 5.65% 5.65% 5.65% Operations GmbH) Water to 100% to 100% to 100% to 100% Glycerin 3.0% 3.0% 3.0% Benzyl Alcohol, Benzoic Acid, Sorbic Acid (Rokonsal BSB- 1.0% 1.0% 1.0% N, Ashland Specialty Ingredients) Citric acid (50% aq.) q.s
- Formulations 3a, 3b and 3c O/W Deodorant Emulsion Containing Potassium Alum
- Formulation 3a 3b 3c Composition from Example 14 4.8% 4.8% 4.8% C18-C22 Hydroxyalkyl Hydroxypropyl Guar (ESAFLOR 0.25% HDR, Lamberti S.p.A.) Hydroxypropyl Guar (ESAFLOR HDR, Lamberti S.p.A.) 0.25% 0.25% Isopropyl Palmitate (TEGOSOFT ® P, Evonik Operations 5.0% 5.0% 5.0% GmbH) Water to 100% to 100% to 100% to 100% Glycerin 3.0% 3.0% 3.0% Potassium alum 5.0% 5.0% 5.0% 5.0% Methylisothiazolinone, Methylparaben, Ethylparaben; 0.8% 0.8% Dipropylene Glycol (Microcare MEM, Thor) Pentylene Glycol (dermosoft ® Pentiol eco, Evonik Dr. 3.5% Straetmans GmbH)
- Formulation 4a and 4b Antiperspirant/Deodorant Lotion
- Formulation 4a 4b Composition from Example 14 3.0% 3.0% Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik Operations 3.0% 3.0% GmbH) PPG-14 Butyl Ether (TEGOSOFT ® PBE, Evonik Operations GmbH) 3.0% 3.0% Polyglyceryl-3 Caprylate (TEGO ® Cosmo P813, Evonik Operations 0.5% 0.5% GmbH) Demineralized Water to 100% to 100% Hydroxyethylcellulose (Natrosol 250 HHR, Ashland Specialty 1.0% 1.0% Chemicals) Aluminum Chlorohydrate (50%) (Reach 501L, Reheis) 15.0% 15.0% Methylisothiazolinone, Methylparaben, Ethylparaben; Dipropylene 0.8% 3.0% Glycol (Microcare MEM, Thor) 1,2-Hexanediol (dermosoft ® Hexiol, Evonik Dr. Straetmans GmbH) 2.8%
- Formulations 5a, 5b and 5c Antiperspirant/Deodorant Creams
- Formulation 5a 5b 5c Composition from Example 14 3.0% 2.5% 2.5% Sodium Cetearyl Sulfate (Lanette E, BASF SE) 0.5% 0.5% Glyceryl Stearate 1.0% 1.0% 1.0% Stearyl Alcohol 1.0% 1.0% 1.0% PPG-15 Stearyl Ether 5.0% 5.0% 5.0% Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations 5.0% 5.0% 5.0% GmbH) Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik 5.0% 5.0% 5.0% Operations GmbH) Persea Gratissima (Avocado) Oil 2.0% 2.0% 2.0% Polyglyceryl-3 Caprylate (TEGO ® Cosmo P813, Evonik 0.5% 0.5% 0.5% Operations GmbH) Zinc Ricinoleate (TEGODEO ® PY88 G, Evonik Operations 1.0% 1.0% 1.0% GmbH) Demineralized Water to 100% to 100% to 100% Hydroxyethylcellulose (Natrosol 250 HHR (A
- Formulation 6a 6b Composition from Example 14 4.0% 4.0% Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik Operations GmbH) 3.2% 3.2% Isopropyl Palmitate (TEGOSOFT ® P, Evonik Operations GmbH) 2.0% 2.0% Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (Tinosorb S, BASF 3.0% 3.0% SE) Butyl Methoxydibenzoylmethane 2.0% 2.0% EHC 2.0% 2.0% Ethylhexyl salicylate 4.0% 4.0% Octocrylene 4.0% 4.0% Glycerin 3.0% 3.0% Water to 100% to 100% Carbomer suspension 1 (Acrylates/C10-30 Alkyl Acrylate Crosspolymer, 1.0% 1.0% TEGO ® Carbomer 341ER, Evonik Operations GmbH, 20% in Phenoxyethyl Caprylate) Tris(hydroxymethyl)aminomethane (30% aq.) 0.6%
- Formulations 7a, 7b and 7c Sunscreen Spray
- Formulation 7a 7b 7c Composition from Example 14 3.0% 2.5% 2.5% Glyceryl Stearate Citrate (AXOL ® C 62, Evonik 0.5% 0.5% Operations GmbH) Glyceryl Stearate 0.5% 0.5% 0.5% 0.5% Stearyl Alcohol 0.5% 0.5% 0.5% 0.5% Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 3.0% 3.0% 3.0% (Tinosorb S, BASF SE) Butyl Methoxydibenzoylmethane 2.0% 2.0% 2.0% Ethylhexyl Methoxycinnamate 2.0% 2.0% 2.0% Ethylhexyl salicylate 4.0% 4.0% 4.0% Octocrylene 4.0% 4.0% 4.0% Isopropyl Palmitate 2.0% 2.0% 2.0% Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 3.2% 3.2% 3.2% Operations GmbH) Glycerin 3.0% 3.0% 3.0% Demineralized Water to 100% to 100% to 100% Carb
- Formulations 8a, 8b and 8c Sunscreen Lotion, SPF 30
- Formulation 8a 8b 8c Composition from Example 14 3.00% 2.00% 2.00% Cetearyl Glucoside (TEGO ® Care CG 90, Evonik 0.50% 0.50% Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 8.00% 8.00% 8.00% Operations GmbH) Diethylamino Hydroxybenzoyl Hexyl Benzoate (Uvinul A 6.00% 6.00% 6.00% Plus, BASF SE) Ethylhexyl Methoxycinnamate 8.00% 8.00% 8.00% Stearyl Alcohol 1.00% 1.00% 1.00% Glyceryl Stearate 1.00% 1.00% 1.00% 1.00% Tocopheryl Acetate 0.50% 0.50% 0.50% Glycerin 2.00% 2.00% 2.00% Demineralized Water to 100% to 100% to 100% Tromethamine 0.90% 0.90% 0.90% Phenylbenzimidazole Sulfonic Acid 2.00% 2.00% 2.00% Acrylates
- Formulations 9a, 9b and 9c Sunscreen Lotion SPF 30, High UVA Protection
- Formulation 9a 9b 9c Composition from Example 14 3.00% 2.50% 2.50% Sodium Cetearyl Sulfate (Lanette E, BASF SE) 0.50% 0.50% Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 7.30% 7.30% 7.30% Operations GmbH) Butyl Methoxydibenzoylmethane 5.00% 5.00% Diethylhexyl Butamido Triazone (UVAsorb HEB, 3V 1.00% 1.00% 1.00% Sigma) Ethylhexyl Salicylate 1.50% 1.50% 1.50% Octocrylene 3.50% 3.50% 3.50% 3.50% Titanium Dioxide; Diethylhexyl Carbonate; Polyglyceryl-6 2.20% 2.20% 2.20% Polyhydroxystearate (TEGO ® Sun TDEC 45, Evonik Operations GmbH) Stearyl Alcohol 1.00% 1.00% 1.00% Nylon-10/10 (TEGOLON ® ECO 10-10
- Formulations 10a, 10b and 10c Sunscreen Lotion, SPF 30
- Formulation 10a 10b 10c Composition from Example 14 3.00% 2.00% 2.00% Methylglucose Sesquistearate (TEGO ® Care PS, 1.00% 1.00% Evonik Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 1.50% 1.50% 1.50% Operations GmbH) Octocrylene 10.00% 10.00% 10.00% Butyl Methoxydibenzoylmethane 3.50% 3.50% 3.50% Titanium Dioxide; Diethylhexyl Carbonate; 14.50% 14.50% 14.50% Polyglyceryl-6 Polyhydroxystearate (TEGO ® Sun TDEC 45, Evonik Operations GmbH) Stearyl Alcohol 0.20% 0.20% 0.20% Glyceryl Stearate 0.20% 0.20% 0.20% Tocopheryl Acetate 0.50% 0.50% 0.50% Glycerin 2.00% 2.00% 2.00% Demineralized Water to 100% to 100% to 100% Acrylates/C10-30 Alkyl
- Formulations 11a, 11b and 11c Sunscreen Lotion SPF 50, High UVA Protection
- Formulation 11a 11b 11c Composition from Example 14 3.00% 2.50% 2.50% Polyglyceryl-3 Methylglucose Distearate (TEGO ® Care 450, 0.50% 0.50% Evonik Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik Operations 2.00% 2.00% 2.00% GmbH) Nylon-10/10 (TEGOLON ® ECO 10-10, Evonik Operations 0.50% 0.50% 0.50% GmbH) Butyl Methoxydibenzoylmethane 5.00% 5.00% 5.00% Diethylhexyl Butamido Triazone (UVAsorb HEB, 3V Sigma) 1.00% 1.00% 1.00% 1.00% Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (Tinosorb S, 3.00% 3.00% 3.00% BASF SE) Ethylhexyl Salicylate 1.00% 1.00% 1.00% 1.00% Octocry
- Formulations 12a, 12b and 12c Sunscreen Lotion, SPF 50
- Formulation 12a 12b 12c Composition from Example 14 3.50% 3.00% 3.00% Glyceryl Stearate Citrate (AXOL ® C 62, Evonik 1.00% 1.00% Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 2.50% 2.50% 2.50% Operations GmbH) Diethylamino Hydroxybenzoyl Hexyl Benzoate 10.00% 10.00% 10.00% Ethylhexyl Methoxycinnamate 10.00% 10.00% 10.00% 10.00% Stearyl Alcohol 1.00% 1.00% 1.00% Glyceryl Stearate 1.00% 1.00% 1.00% 1.00% Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.50% 0.50% 0.50% 0.50% Tocopheryl Acetate 0.50% 0.50% 0.50% Glycerin 2.00% 2.00% Demineralized Water to 100% to 100% to 100% Phenylbenzimidazole Sul
- Formulations 13a, 13b and 13c Sunscreen Lotion SPF 50+
- Formulation 13a 13b 13c Composition from Example 14 3.00% 2.5% 2.5% Potassium Cetyl Phosphate 1.0% 1.0% Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik 3.00% 3.00% 3.00% Operations GmbH) Butyl Methoxydibenzoylmethane 5.00% 5.00% Octocrylene 4.90% 4.90% 4.90% Ethylhexyl Methoxycinnamate 0.10% 0.10% 0.10% 0.10% Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 4.70% 4.70% 4.70% (Tinosorb S, BASF SE) Diethylhexyl Butamido Triazone (UVAsorb HEB, 3V 3.70% 3.70% 3.70% Sigma) Titanium Dioxide; Diethylhexyl Carbonate; 11.00% 11.00% 11.00% Polyglyceryl-6 Polyhydroxystearate (TEGO ® Sun
- Formulation 14a 14b Composition from Example 14 4.0% 4.0% Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations GmbH) 2.5% 2.5% Caprylic/Capric Triglyceride (TEGOSOFT ® CT, Evonik Operations 3.5% 3.5% GmbH) Water to 100% to 100% Creatine (TEGO ® Cosmo C 100, Evonik Operations GmbH) 0.5% 0.5% Carbomer suspension 2 (Carbomer, TEGO ® Carbomer 141, Evonik 1.0% 1.0% Operations GmbH, 20% in Ethylhexyl Stearate) Sodium hydroxide (10% aq.) 0.6% 0.6% Phenoxyethanol, Ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr 0.7% GmbH) Aqua; Sodium Levulinate; Sodium Benzoate (Versatil ® BL; Evonik Dr. 1.5% Straetmans GmbH) Glyceryl Caprylate (dermosoft ® GMCY
- Formulation 15a 15b Composition from Example 14 6.0% 6.0% Caprylic/Capric Triglyceride (TEGOSOFT ® CT, Evonik Operations 8.0% 8.0% GmbH) Isopropyl Palmitate (TEGOSOFT ® P, Evonik Operations GmbH) 11.0% 11.0% Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0% 10.0% Water to 100% to 100% Glycerin 3.0% 3.0% Sodium hydroxide (10% aq.) 0.2% 0.2% Benzyl Alcohol, Benzoic Acid, Sorbic Acid (Rokonsal BSB-N, Ashland 0.8% Specialty Ingredients) Glycerin; Aqua; Sodium Levulinate; Sodium Anisate (dermosoft ® 1388 3% eco; Evonik Dr. Straetmans GmbH) Glyceryl Caprylate (dermosoft ® GMCY MB; Evonik Dr. Straetmans 0.2% GmbH)
- Formulation 16a and 16b Anti-Aging Cream
- Formulation 16a 16b Composition from Example 14 6.0% 6.0% Caprylic/Capric Triglyceride (TEGOSOFT ® CT, Evonik Operations 9.5% 9.5% GmbH) C12-15 Alkyl Benzoate (TEGOSOFT ® TN, Evonik Operations GmbH) 9.5% 9.5% Water to 100% to 100% Glycerin 3.0% 3.0% Tetrapeptide-21; Glycerin; Butylene Glycol; Aqua (TEGO ® PEP 4-17, 4.0% 4.0% Evonik industries) Sodium Hyaluronate (HyaCare ®, Evonik Operations GmbH) 0.1% 0.1% Hydrolyzed Hyaluronic Acid (HyaCare ® 50, Evonik Operations GmbH) 0.1% 0.1% Aqua; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; 5.0% 5.0% Polyglyceryl-4 Diisostearate/Polyhydroxystearate/Sebacate; Sodium Isostearate (HyaCare ® Filler CL,
- Formulation 17a 17b Composition from Example 14 6.0% 6.0% Myristyl Myristate (TEGOSOFT ® MM, Evonik Operations GmbH) 2.0% 2.0% Isopropyl Myristate (TEGOSOFT ® M, Evonik Operations GmbH) 6.0% 6.0% Decyl Cocoate (TEGOSOFT ® DC, Evonik Operations GmbH) 6.0% 6.0% Cetyl Ricinoleate (TEGOSOFT ® CR, Evonik Operations GmbH) 1.0% 1.0% Water to 100% to 100% Glycerin 1.0% 1.0% Titanium Dioxide (Hombitan AC 360, Sachtleben) 8.0% 8.0% Iron Oxides (Sicovit Yellow 10 E 172, Rockwood Pigments) 0.9% 0.9% Iron Oxides (Sicovit Red 30 E 172, Rockwood Pigments) 0.2% 0.2% Iron Oxides (Sicovit Brown 70 E 172, Rockwood Pigments) 0.4% 0.4% Iron Oxides (Sicovit Black 80 E 172, Rockwood Pigments) 0.1% 0.1% Cellulose (TEGO ®
- Formulations 18a, 18b, 18c and 18d Lotions with Cosmetic Active Ingredients
- Formulation 18a 18b 18c 18d Composition from Example 14 3.5% 3.5% 3.0% 3.0% Stearic Acid 0.5% 0.5% Glyceryl Stearate 0.5% 0.6% 0.6% 0.6% Cetearyl Alcohol 0.5% 0.6% 0.6% 0.6% 0.6% Caprylic/Capric Triglyceride 8.5% 8.5% 8.5% 8.5% Evonik Operations GmbH) Demineralized Water to 100% to 100% to 100% Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.8% 0.8% 0.8% 0.8% 0.8% Terminalia Arjuna Bark Extract; Pentylene 2.0% 2.0% 2.0% Glycol (proposed; TEGO ® Arjuna S, Evonik Operations GmbH) Betaine; Urea; Potassium Lactate; Sodium 5.0% Polyglutamate (proposed); Hydrolyzed Sclerotium Gum (TEGO ® Smooth; Evonik Operations GmbH) Phenoxyethanol, Methylpara
- Formulations 19a, 19b and 19c Lotion with Low Oil Phase Content
- Formulation 19a 19b 19c Composition from Example 14 3.0% 2.0% 2.0% Polyglyceryl-3 Dicitrate/Stearate (TEGO ® Care PSC 3, 1.0% 1.0% Evonik Operations GmbH) Cetearyl Alcohol 0.5% 0.5% 0.5% Caprylic/Capric Triglyceride 6.5% 6.5% 6.5% Demineralized Water to 100% to 100% to 100% Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% Methylisothiazolinone, Methylparaben, Ethylparaben; 0.8% 0.8% Dipropylene Glycol (Microcare MEM, Thor) Glycerin; Aqua; Sodium Levulinate; Sodium Anisate 3.0% (dermosoft ® 1388; Evonik Dr. Straetmans GmbH)
- Formulations 20a, 20b, 20c and 20d O/W Serums 1
- Formulation 20a 20b 20c 20d Composition from Example 14 2.5% 2.5% 4.0% 4.0% Sodium Stearoyl Glutamate (Eumulgin SG, BASF 1.0% SE) Glyceryl Stearate 0.75% 0.75% Stearyl Alcohol 0.75% 0.75% Caprylic/Capric Triglyceride 2.0% 2.0% 2.0% 2.0% Oleyl Erucate (TEGOSOFT ® OER, Evonik 2.0% 2.0% 2.0% 2.0% Operations GmbH) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik 3.0% 3.0% Operations GmbH) Persea Gratissima (Avocado) Oil 1.0% 1.0% 1.0% 1.0% 1.0% Aqua; Ethylhexyl Stearate; Sodium Hyaluronate 3.0% 3.0% Crosspolymer; Polyglyceryl-4 Diisostearate/Polyhydroxystearate/Sebacate; Sodium Isostearate (HyaCare ® Filler CL, Evonik Industries) Deminer
- Formulations 20e 20f, 20g and 20h O/W Serums 2
- Formulation 20e 20f 20g 20h Composition from Example 14 3.0% 3.0% 2.0% 2.0% Cetearyl Glucoside (TEGO ® Care CG 90, Evonik Operations 0.5% GmbH) Polyglyceryl-3 Dicitrate/Stearate (TEGO ® Care PSC 3, 1.5% 1.5% Evonik Operations GmbH) Glyceryl Stearate 0.75% 0.5% 0.5% 0.5% 0.5% Stearyl Alcohol 0.75% 0.5% 0.5% 0.5% 0.5% Caprylic/Capric Triglyceride 2.0% 2.0% 2.0% 2.0% Oleyl Erucate (TEGOSOFT ® OER, Evonik Operations 2.0% 2.0% 2.0% 2.0% GmbH) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations 3.0% GmbH) Persea Gratissima (Avocado) Oil 1.0% 1.0% 1.0% 1.0% Aqua; Ethylhexyl Stearate; Sodium Hyaluronate 3.0% 3.0% 3.0% Crosspolymer; Polyglyceryl-4 Di
- Formulations 21a, 21b and 21c O/W Blemish Balm Lotion
- Formulation 21a 21b 21c Composition from Example 14 4.00% 3.00% 3.00% Polyglyceryl-3 Methylglucose Distearate (TEGO ® Care 450, 1.00% 1.00% Evonik Operations GmbH) Glyceryl Stearate 0.75% 0.75% 0.75% Stearyl Alcohol 0.75% 0.75% 0.75% 0.75% Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik Operations 7.40% 7.40% 7.40% GmbH) Aqua; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; 2.00% 2.00% 2.00% Polyglyceryl-4 Diisostearate/Polyhydroxystearate/Sebacate; Sodium Isostearate (HyaCare ® Filler CL, Evonik Industries) Ethylhexyl Methoxycinnamate 5.00% 5.00% Diethylamino Hydroxybenzoyl Hexyl Benzoate (Uvinul A
- Formulations 22a, 22b, 22c and 22d Lotion for Sensitive Skin
- Formulation 22a 22b 22c 22d Composition from Example 14 3.0% 3.0% 3.0% 3.0% Glyceryl Stearate 0.5% 1.0% 0.5% 0.5% Cetearyl Alcohol 1.0% 1.0% 1.0% 1.0% Butyrospermum Parkii (Shea) Butter 3.0% 3.0% 3.0% Caprylic/Capric Triglyceride 5.0% 5.0% 5.0% 5.0% Isopropyl Palmitate (TEGOSOFT ® P, Evonik 5.0% 5.0% 5.0% 5.0% Operations GmbH) Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.2% 0.2% 0.2% 0.2% 0.2% Glycerin 5.0% 5.0% 5.0% 5.0% 5.0% 5.0% 5.0% Urea 10.0% 15.0% 20.0% 20.0% Demineralized Water to 100% to 100% to 100% to 100% Phenoxyethanol, Ethylhexylglycerin (Euxyl PE 0.7% 9010, Schülke & Mayr GmbH) Sodium Hydroxide (10% aq.)(pH adjustment to q.
- Formulations 23a, 23b, 23c and 23d Care Lotion for Dry Skin 1
- Formulation 23a 23b 23c 23d Composition from Example 14 3.0% 2.5% 3.0% 3.0% Sodium Stearoyl Glutamate (Eumulgin SG, 1.0% BASF SE) Glyceryl Stearate 1.0% 1.0% 1.5% 1.5% Cetearyl Alcohol 1.0% 1.0% 1.5% 1.5% Cetyl Ricinoleate 2.0% 2.0% 2.0% 2.0% Oleyl Erucate (TEGOSOFT ® OER, Evonik 5.0% 5.0% 5.0% 5.0% Operations GmbH) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik 8.0% 8.0% 8.0% Operations GmbH) Decyl Cocoate (TEGOSOFT ® DC, Evonik 3.0% 3.0% 3.0% 3.0% Operations GmbH) Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.2% 0.2% 0.2% 0.2% 0.2% Glycerin 5.0% 5.0% 5.0% 5.0% 5.0% 5.0% 5.0% Urea 10.0% 10.0% 15.0% 15.0% Demineralized Water to 100% to 100% to 100% to 100% Methy
- Formulations 23e, 23f, 23g and 23h Care Lotion for Dry Skin 2
- Formulation 23e 23f 23g 23h Composition from Example 14 2.5% 3.0% 3.0% 3.0% Polyglyceryl-6 Distearate 0.5% Stearic Acid 0.5% 0.5% Glyceryl Stearate 1.5% 1.5% 1.5% Cetearyl Alcohol 1.5% 1.5% 1.5% 1.5% Cetyl Ricinoleate 2.0% 2.0% 2.0% Oleyl Erucate (TEGOSOFT ® OER, Evonik 5.0% 5.0% 5.0% Operations GmbH) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik 8.0% 8.0% 8.0% Operations GmbH) Decyl Cocoate (TEGOSOFT ® DC, Evonik 3.0% 3.0% 3.0% 3.0% Operations GmbH) Xanthan Gum (Keltrol CG-SFT, CP Kelco) 0.2% 0.2% 0.2% 0.2% 0.2% 0.2% Glycerin 5.0% 5.0% 5.0% 5.0% 5.0% 5.0% Urea 15.0% 20.0% 20.0% 20.0% Demineralized Water to 100% to 100% to 100% to 100% Methylisothiazolin
- Formulations 24a, 24b and 24c Preservative-Free Lotions 1
- Formulation 24a 24b 24c Composition from Example 14 3.0% 2.0% 3.0% (AXOL ® C 62, Evonik Operations GmbH) 1.0% Glyceryl Stearate 0.2% 0.2% 0.5% Stearyl Alcohol 0.2% 0.2% 0.5% Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0% 10.0% 10.0% 10.0% Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations 6.6% 6.6% 6.0% GmbH) Glycerin 4.0% 4.0% 4.0% Demineralized Water to 100.0% to 100.0% to 100.0% Caprylyl Glycol, Glycerin, Glyceryl Caprylate, Phenylpropanol 1.0% 1.0% (Dermosoft ® LP, Evonik Dr.
- Formulations 24d, 24e and 24f Preservative-Free Lotions 2
- Formulation 24d 24e 24f Composition from Example 14 3.0% 3.0% 1.5% Glyceryl Stearate SE 0.5% Polyglyceryl-3 Dicitrate/Stearate (TEGO ® Care PSC 3, Evonik 1.5% Operations GmbH) Glyceryl Stearate 0.5% 0.5% 0.5% Stearyl Alcohol 0.5% 0.5% 0.5% Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0% 10.0% 10.0% 10.0% Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations GmbH) 6.0% 6.0% 6.0% Glycerin 4.0% 4.0% 4.0% Demineralized Water to 100.0% to 100.0% to 100.0% Methylpropanediol, Caprylyl Glycol, Phenylpropanol 4.0% (Dermosoft ® OMP, Evonik Dr.
- Formulation 25a 25b Composition from Example 9 or 10 2.0% 2.0% Beeswax 0.5% 0.5% Castor wax 0.5% 0.5% Paraffinum Perliquidum 10.5% 10.5% Decyl Cocoate (TEGOSOFT ® DC, Evonik 8.0% 8.0% Operations GmbH) Tocopheryl acetate 0.5% 0.5% Cyclopentasiloxane 6.0% 6.0% Sodium chloride 0.5% 0.5% Water to 100% to 100% Glycerin 3.0% 3.0% Phenoxyethanol; Ethylhexylglycerin (Euxyl 0.7% PE 9010, Schülke & Mayr GmbH) Ethanol 5.0% 5.0% Glyceryl Caprylate (dermosoft ® GMC; 0.4% Evonik Dr. Straetmans GmbH) Zinc Sulfate 1.0%
- Formulation 26a 26b Composition from Example 9 or 10 2.0% 2.0% Mineral oil 17.0% 17.0% Castor wax 0.4% 0.4% Microcrystalline wax 0.6% 0.6% Water to 100% to 100% Sodium chloride 0.5% 0.5% Urea 10.0% 10.0% Phenoxyethanol; Ethylhexylglycerin (Euxyl PE 9010, 0.7% Schülke & Mayr GmbH) Glyceryl Caprylate (dermosoft ® GMC; Evonik Dr. 0.35% Straetmans GmbH) Pentylene Glycol (dermosoft ® Pentiol eco; Evonik 2.0% Dr. Straetmans GmbH)
- Formulation 27a 27b Composition from Example 9 or 10 0.8% 0.8% Cetyl Dimethicone (ABIL ® Wax 9801, Evonik 1.6% 1.6% Operations GmbH) Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik 4.0% 4.0% Operations GmbH) Dimethicone (ABIL ® 350, Evonik Operations 1.0% 1.0% GmbH) Cyclopentasiloxane 4.0% 4.0% Magnesium stearate 0.3% 0.3% Water to 100% to 100% Propylene glycol 5.0% 5.0% Sodium chloride 1.0% 1.0% Methylisothiazolinone, Methylparaben, Ethylparaben; 0.8% Dipropylene Glycol (Microcare MEM, Thor) Glyceryl Caprylate (dermosoft ® GMC; Evonik Dr. 0.25% Straetmans GmbH) Phenylpropanol (dermosoft ® 250 eco; Evonik Dr. 0.35% Straet
- Formulation 28a 28b 28c Composition from Example 9 or 10 2.0% 1.5% 1.5% Polyglyceryl-4 Diisostearate/ 0.5% 0.5% Polyhydroxystearate/Sebacate (ISOLAN ® GPS, Evonik Operations GmbH) Castor wax 0.5% 0.5% 0.5% Beeswax 0.5% 0.5% 0.5% 0.5% Ethylhexyl Stearate (TEGOSOFT ® 10.0% 10.0% 10.0% OS, Evonik Operations GmbH) Diethylhexyl Carbonate (TEGOSOFT ® 8.5% 8.5% 8.5% DEC, Evonik Operations GmbH) Dimethicone (Belsil DM 5, Wacker 6.0% 6.0% 6.0% Chemical Corp.) Tocopheryl acetate 0.5% 0.5% 0.5% Glycerin 3.0% 3.0% 3.0% Water to 100% to 100% to 100% Sodium chloride 1.0% 1.0% 1.0% Ethanol 20.0% 20.0% 20.0% 0.5%
- Formulations 29a, 29b and 29c W/O Cream Based on Natural Ingredients
- Formulation 29a 29b 29c Composition from Example 9 or 10 3.0% 2.5% 2.5% Diisostearyl Polyglyceryl-3 Dimer 0.5% 0.5% Dilinoleate (ISOLAN ® PDI, Evonik Operations GmbH) Diethylhexyl Carbonate (TEGOSOFT ® 7.0% 7.0% 7.0% DEC, Evonik Operations GmbH) Oleyl Erucate (TEGOSOFT ® OER, Evonik 3.0% 3.0% 3.0% Operations GmbH) Almond oil 7.0% 7.0% 7.0% Shea butter 2.0% 2.0% 2.0% Cetyl Ricinoleate (TEGOSOFT ® CR, 1.0% 1.0% 1.0% Evonik Operations GmbH) Beeswax 0.6% 0.6% 0.6% Castor wax 0.4% 0.4% 0.4% Glycerin 5.0% 5.0% 5.0% 5.0% Water to 100% to 100% to 100% Magnesium sulfate heptahydrate 1.5% 1.5% 1.5% Sodium Benzoate, Potassium Sorbate (Euxyl 0.5% 0.5% K 712,
- Formulation 30a 30b 30c Composition from Example 9 or 10 3.0% 2.5% 2.5% Polyglyceryl-3 Oleate (ISOLAN ® 0.5% 0.5% GO 33, Evonik Operations GmbH) Isoamyl Cocoate (TEGOSOFT ® AC, 5.0% 5.0% 5.0% Evonik Operations GmbH) Diethylhexyl Carbonate (TEGOSOFT ® 12.0% 12.0% 12.0% DEC, Evonik Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® 4.0% 4.0% 4.0% 4.0% XC, Evonik Operations GmbH) Zinc stearate 0.5% 0.5% 0.5% Water to 100% to 100% to 100% Glycerin 3.0% 3.0% 3.0% Sodium chloride 1.5% 1.5% 1.5% Phenoxyethanol; Ethylhexylglycerin (Euxyl 0.7% 0.7% PE 9010, Schülke & Mayr GmbH) Benzyl Alcohol; Caprylyl Glycol; Benzoic 1.5% Acid (Verstatil ® BOB;
- Formulations 31a, 31b and 31c Moisturizing Lotion Containing Urea
- Formulation 31a 31b 31c Composition from Example 9 or 10 2.0% 1.5% 1.5% Cetyl PEG/PPG-10/1 Dimethicone (ABIL ® 0.5% 0.5% EM 180, Evonik Operations GmbH) Microcrystalline wax 0.5% 0.5% 0.5% Castor wax 0.5% 0.5% 0.5% C12-15 Alkyl Benzoate 7.5% 7.5% 7.5% Oleyl Erucate (TEGOSOFT ® OER, Evonik 5.0% 5.0% 5.0% Operations GmbH) Ethylhexyl Palmitate (TEGOSOFT ® OP, 5.0% 5.0% Evonik Operations GmbH) Caprylic/Capric Triglyceride 5.0% 5.0% 5.0% Glycerin 3.0% 3.0% 3.0% Urea 20.0% 20.0% 20.0% Magnesium sulfate heptahydrate 1.0% 1.0% 1.0% Water to 100% to 100% to 100% Phenoxyethanol; Ethylhexylglycerin (Euxyl 0.70% 0.70% PE 9010, Schülke & Mayr GmbH)
- Formulations 32a, 32b, 32c and 32d W/O Lotion with Light-as-Silk Skin Feel
- Formulation 32a 32b 32c 32d Composition from Example 9 or 10 2.5% 2.0% 2.0% 2.0% Cetyl PEG/PPG-10/1 Dimethicone (ABIL ® EM — 0.5% — — 90, Evonik Operations GmbH) Bis-PEG/PPG-14/14 Dimethicone; Dimethicone — — 1.0% 1.0% (ABIL ® EM 97 S, Evonik Operations GmbH) Microcrystalline wax 0.1% 0.1% 0.1% 0.1% Castor wax 0.1% 0.1% 0.1% 0.1% 0.1% 0.1% Diethylhexyl Carbonate (TEGOSOFT ® DEC, 11.8% 11.8% 11.8% 11.8% Evonik Operations GmbH) Myristyl Myristate (TEGOSOFT ® MM, Evonik 1.0% 1.0% 1.0% 1.0% 1.0% Operations GmbH) Dimethicone (Belsil DM 5, Wacker Chemical Corp.) 8.0% 8.0% 8.0% 8.0% Dimethicone (ABIL ® 350, Evonik Operations GmbH) 0.5% 0.5% 0.5%
- Formulations 33a, 33b and 33c Baby-Care Product
- Formulation 33a 33b 33c Composition from Example 9 or 10 3.0% 2.0% 2.0% Paraffinum Liquidum; Petrolatum; Ozokerite; Glyceryl Oleate; 1.0% 1.0% Lanolin Alcohol (PROTEGIN ® XN, Evonik Operations GmbH) Castor wax 0.1% 0.1% 0.1% Microcrystalline wax 0.1% 0.1% 0.1% 0.1% Oleyl Erucate (TEGOSOFT ® OER, Evonik Operations GmbH) 1.0% 1.0% 1.0% 1.0% 1.0% Isoamyl Cocoate (TEGOSOFT ® AC, Evonik Operations GmbH) 3.8% 3.8% 3.8% Ethylhexyl Palmitate (TEGOSOFT ® OP, Evonik Operations GmbH) 1.0% 1.0% 1.0% 1.0% Almond oil 1.0% 1.0% 1.0% 1.0% Zinc oxide 20.0% 20.0% 20.0% Glycerin 3.0% 3.0% 3.0% Magnesium sulfate heptahydrate 1.0% 1.0% 1.0% Sodium Lactate; Sodium PCA; Glycine; Fruc
- Formulation 34a 34b 34c Composition from Example 9 or 10 3.0% 2.5% 2.5% Petrolatum; Ozokerite; Hydrogenated Castor Oil; Glyceryl isostearate; 0.5% 0.5% Polyglyceryl-3 Oleate (PROTEGIN ® W, Evonik Operations GmbH) Castor wax 0.1% 0.1% 0.1% Microcrystalline wax 0.1% 0.1% 0.1% 0.1% Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik Operations GmbH) 9.0% 9.0% 9.0% 9.0% Ethylhexyl Palmitate (TEGOSOFT ® OP, Evonik Operations GmbH) 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% 9.0% Stearyl Heptanoate (TEGOSOFT ® SH, Evonik Operations GmbH) 8.8% 8.8% 8.8% Glycerin 3.0% 3.0% 3.0% 3.0% Magnesium sulfate
- Formulations 35a and 35b Sunscreen Lotion SPF 30 UVA with Insect Repellent
- Formulations 36a and 36b Sunscreen Lotion SPF 30 UVA in Accordance with Exocet Criteria
- Formulation 36a 36b Composition from Example 9 or 10 3.0% 2.0% Polyglyceryl-3 Polyricinoleate (Cithrol — 1.0% PG3PR, Croda Int. PLC) Isoamyl Cocoate (TEGOSOFT ® AC, Evonik 2.0% 2.0% Operations GmbH) Decyl Cocoate (TEGOSOFT ® DC, Evonik 10.0% 10.0% Operations GmbH) Isopropyl Palmitate (TEGOSOFT ® P, 10.0% 10.0% Evonik Operations GmbH) Zinc Oxide (Zinc Oxide PI, Symrise) 16.0% 16.0% Titanium Dioxide [nano]; Alumina; 9.0% 9.0% Stearic Acid (Eusolex T-S, Merck KGaA) Water to 100% to 100% Glycerin 3.0% 3.0% Magnesium sulfate heptahydrate 1.0% 1.0% Sodium Benzoate, Potassium Sorbate 0.5% 0.5% (Euxyl K 712, Schülke & Mayr
- Formulations 37a, 37b, 37c and 37d Sunscreen Spray SPF 30 UVA
- Formulation 37a 37b 37c 37d Composition from Example 9 or 10 3.0% 2.0% 3.0% 2.0% Cetyl PEG/PPG-10/1 Dimethicone (ABIL ® EM 90, — 1.0% — — Evonik Operations GmbH) Polyglyceryl-4 Diisostearate/Polyhydroxystearate/ — — — 1.0% Sebacate (ISOLAN ® GPS, Evonik Operations GmbH) Diethyihexyl Carbonate (TEGOSOFT ® DEC, Evonik 13.0% 13.0% 11.3% 11.3% Operations GmbH) C12-15 Alkyl Benzoate 13.0% 13.0% 11.3% 11.3% Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 1.0% 1.0% 1.5% 1.5% (Tinosorb S, BASF SE) Butyl Methoxydibenzoylmethane — — 3.0% 3.0% Ethylhexyl Methoxycinnamate 5.0% 5.0% — — Octocrylene —
- Formulations 38a, 38b, 38c and 38d Sunscreen Lotion SPF 50 UVA
- Formulation 38a 38b 38c 38d Composition from Example 9 or 10 3.0% 2.5% 3.0% 2.5% Cetyl PEG/PPG-10/1 Dimethicone (ABIL ® EM 90, Evonik — 1.0% — 1.0% Operations GmbH) Microcrystalline wax 0.3% 0.3% 0.3% 0.3% Castor wax 0.3% 0.3% 0.3% 0.3% 0.3% Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik 2.4% 2.4% — — Operations GmbH) Phenoxyethyl Caprylate (TEGOSOFT ® XC, Evonik — — 3.9% 3.9% Operations GmbH) Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (Tinosorb 6.0% 6.0% — — S, BASF SE) Diethylamino Hydroxybenzoyl Hexyl Benzoate (Uvinul A 7.0% 7.0% 5.0% 5.0% Plus, BASF SE) Butyl Methoxydibenzoylmethane —
- Formulations 39a, 39b and 39c Sunscreen Lotion SPF 50 in Accordance with FDA Criteria
- Formulation 39a 39b 39c Composition from Example 9 or 10 2.0% 1.5% 1.5% Lauryl PEG-10 Tris(Trimethylsiloxy)silylethyl Dimethicone (ES- — 0.5% 0.5% 5300 Formulation Aid, Dow Corning Corp.) Ethylhexyl Methoxycinnamate; Diethylamino Hydroxybenzoyl 7.5% 7.5% 7.5% Hexyl Benzoate (Uvinul A + B, BASF SE) Ethylhexyl Salicylate 5.0% 5.0% 5.0% Homosalate 15.0% 15.0% 15.0% 15.0% Butyl Methoxydibenzoylmethane 3.0% 3.0% 3.0% Benzophenone-3 6.0% 6.0% 6.0% Octocrylene 10.0% 10.0% 10.0% Triisostearin 2.0% 2.0% 2.0% Microcrystalline wax 1.2% 1.2% 1.2% Castor wax 0.8% 0.8% 0.8% Cetyl Dimethicone (ABIL ® Wax 9801, Evonik Operations 2.0% 2.0% 2.0% GmbH)
- Formulation 40a 40b 40c 40d 40e 40f Composition from Example 9 4.5% 2.5% 3.0% 2.5% 2.0% 2.0% or 10 Bis-(Glyceryl/Lauryl) Glyceryl — 2.0% — — — — Lauryl Dimethicone; Caprylic/Capric Triglyceride (ABIL ® EM 120, Evonik Operations GmbH) Polyglyceryl-4 Isostearate — — 1.0% — — — (ISOLAN ® GI 34, Evonik Operations GmbH) Cetyl Diglyceryl — — 1.0% — — Tris(Trimethylsiloxy)silylethyl Dimethicone (DC-5600, Dow Corning Corp.) Lauryl Polyglyceryl-3 — — — — 1.0% — Polydimethylsiloxyethyl Dimethicone (KF-6105, Shin- Etsu Chemical Co.) Polyglyceryl-4 Isostearate; — — — —
- Formulations 41a, 41b, 41c, 41d, 41e, 41f and 41g CC (Colour Control) Fluid
- Formulation 41a 41b 41c 41d 41e 41f 41g Composition from Example 9 3.0% 2.0% 2.5% 3.0% 2.5% 2.0% 1.0% or 10
- Formulations 42a, 42b, 42c, 42d and 42e Antiperspirant/Deodorant Spray or Aerosol Spray
- Formulation 42a 42b 42c 42d 42e Composition from Example 9 or 10 3.0% 2.0% 3.0% 2.0% 2.0% Polyglyceryl-4 — 1.0% — 1.0% 1.0% Diisostearate/Polyhydroxystearate/ Sebacate (ISOLAN ® GPS, Evonik Operations GmbH) Isopropyl Palmitate (TEGOSOFT ® 20.0% 20.0% 20.0% 20.0% 20.0% P, Evonik Operations GmbH) Diethylhexyl Carbonate 7.0% 7.0% 7.0% 7.0% 7.0% 7.0% 7.0% 7.0% 7.0% (TEGOSOFT ® DEC, Evonik Operations GmbH) Triethyl Citrate (dermofeel ® TEC 5.0% eco; Evonik Dr.
- Formulations 43a, 43b, 43c and 43d Sunscreen Aerosol SPF 50 UVA
- Formulation 43a 43b 43c 43d Composition from Example 9 or 10 4.0% 4.0% 4.0% 4.0% Cetyl PEG/PPG-10/1 Dimethicone (ABIL ® EM 90, Evonik — — 1.0% 1.0% Operations GmbH) C12-15 Alkyl Benzoate 10.0% 8.0% 10.0% 8.0% Diethylhexyl Carbonate (TEGOSOFT ® DEC, Evonik 13.0% 10.0% 13.0% 10.0% Operations GmbH) Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (Tinosorb 4.0% 4.0% 4.0% 4.0% S, BASF SE) Diethylamino Hydroxybenzoyl Hexyl Benzoate (Uvinul A 5.0% 5.0% 5.0% 5.0% Plus, BASF SE) Ethylhexyl Salicylate 5.0% 5.0% 5.0% 5.0% 5.0% Ethylhexyl Methoxycinnamate 4.0% 4.0% 4.0% 4.0% Water to 100% to 100% to 100% to 100% to 100% Glycerin
- Formulations 47a 47b Water to 100.0% to 100.0% Composition from Example 4, 8, 15 or 16 2.5% 2.5% Composition from Example 14 1.5% 1.5% Cocamidopropyl Betaine (TEGO ® Betain F 50, Evonik 22.0% 22.0% Operations GmbH, 38%) Lauryl Glucoside (Plantacare 1200 UP, BASF, 50%) 6.0% 6.0% Sodium Cocoyl Glutamate (Plantapon ACG HC, BASF) 1.5% 1.5% Sodium Cocoyl Glycinate (Hostapon SG, Clariant) 0.8% 0.8% Zinc Pyrithione (Microcare ZP, Thor) 0.1% 0.1% PEG-120 Methyl Glucose Dioleate (ANTIL ® 120 Plus, Evonik) 0.4% 0.4% Sodium Chloride 0.5% 0.5% Isostearamide MIPA; Glyceryl Laurate (ANTIL ® SPA 80, Evonik) 0.5% 0.5% Xanthan Gum (Keltrol CG-SFT,
- Formulation 49 Cream Soap
- Formulation 51 Micellar Water for Make-Up Removal
- Formulation 52a 52b Composition from Example 4, 8, 15 or 16 3.5% 3.5% Aloe Barbadensis Leaf Extract (Aloe-Con UP 40, Florida Food 0.2% 0.2% Products Inc.) Isopropyl Myristate (TEGOSOFT ® M, Evonik) 0.2% 0.2% Disodium Cocoamphodiacetate (REWOTERIC ® AM 2 C NM, 1.5% 1.5% Evonik Operations GmbH, 39%) Perfume 0.2% 0.2% Propylene Glycol (Euxyl K 320, Schülke & Mayr GmbH) 2.5% 2.5% Hydrolyzed Silk (Crosilk 10000, Croda Inc.) 0.2% 0.2% Caprylyl/Capryl Glucoside (Plantacare 810 UP, BASF) 1.0% 1.0% Water to 100.0% to 100.0% Citric Acid to pH 5.0 to pH 5.0 Phenoxyethanol (S&M Phenoxyethanol, Schülke & Mayr GmbH) 0.5% 0.5% Dehydroacetic Acid (Unisept DHA
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP19218421.6A EP3839052A1 (de) | 2019-12-20 | 2019-12-20 | Verfahren zur enzymatischen herstellung von zucker-estern und/oder zuckeralkohol-estern |
EP19218421.6 | 2019-12-20 | ||
PCT/EP2020/086736 WO2021122971A1 (de) | 2019-12-20 | 2020-12-17 | Verfahren zur enzymatischen herstellung von zucker-estern und/oder zuckeralkohol-estern |
Publications (1)
Publication Number | Publication Date |
---|---|
US20230055814A1 true US20230055814A1 (en) | 2023-02-23 |
Family
ID=69411058
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US17/757,528 Pending US20230023141A1 (en) | 2019-12-20 | 2020-12-17 | Sorbitan esters and process for enzymatically preparing same |
US17/757,576 Pending US20230055814A1 (en) | 2019-12-20 | 2020-12-17 | Process for enzymatically preparing sugar esters and/or sugar alcohol esters |
US17/757,711 Pending US20230033620A1 (en) | 2019-12-20 | 2020-12-17 | Carboxylic acid esters of xylitol and process for enzymatically preparing same |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US17/757,528 Pending US20230023141A1 (en) | 2019-12-20 | 2020-12-17 | Sorbitan esters and process for enzymatically preparing same |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US17/757,711 Pending US20230033620A1 (en) | 2019-12-20 | 2020-12-17 | Carboxylic acid esters of xylitol and process for enzymatically preparing same |
Country Status (6)
Country | Link |
---|---|
US (3) | US20230023141A1 (zh) |
EP (4) | EP3839052A1 (zh) |
JP (3) | JP2023507448A (zh) |
CN (3) | CN114787118A (zh) |
BR (3) | BR112022011988A2 (zh) |
WO (3) | WO2021122971A1 (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20240024091A (ko) | 2021-06-18 | 2024-02-23 | 에보닉 오퍼레이션스 게엠베하 | 노난산 에스테르 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB947830A (en) * | 1961-06-20 | 1964-01-29 | Ledoga Spa | Esters of fatty acids with xylite |
GB1016885A (en) * | 1962-10-16 | 1966-01-12 | Ledoga Spa | Xylitol esters |
BE623684A (zh) * | 1962-10-19 | |||
GB1025028A (en) * | 1962-12-28 | 1966-04-06 | Ledoga Spa | Xylitol esters |
JPS58116688A (ja) * | 1981-12-28 | 1983-07-11 | Asahi Denka Kogyo Kk | 油脂類のエステル基交換反応方法 |
US4614718A (en) | 1983-08-23 | 1986-09-30 | Dai-Ichio Kogyo Seiyaku Co., Ltd. | Synthesis of sugar or sugar-alcohol fatty acid esters |
JPH0665309B2 (ja) | 1986-11-26 | 1994-08-24 | 花王株式会社 | エステル化方法 |
EP0413307A1 (en) * | 1989-08-15 | 1991-02-20 | Lion Corporation | Process for producing saccharide fatty acid monoesters |
DK144292D0 (da) | 1992-12-01 | 1992-12-01 | Novo Nordisk As | Forbedret fremgangsmaade |
US5635614A (en) * | 1995-06-09 | 1997-06-03 | National Research Council Of Canada | Sugar/sugar alcohol esters |
GB0409066D0 (en) | 2004-04-23 | 2004-05-26 | Ici Plc | Surfactant composition |
WO2007036235A1 (en) | 2005-09-30 | 2007-04-05 | Novozymes A/S | Immobilization of enzymes |
DE102009001748A1 (de) | 2009-03-23 | 2010-09-30 | Evonik Goldschmidt Gmbh | Formulierungen enthaltend Sorbitancarbonsäureester |
KR101452769B1 (ko) * | 2012-09-25 | 2014-10-21 | 지준홍 | 지속성 냉감 효과를 갖는 자일리톨 지방산 에스테르를 유효성분으로 함유하는 화장료 조성물 |
KR101939851B1 (ko) | 2013-10-01 | 2019-01-17 | 켐유니온 키미카 엘티디에이 | 화장품, 약제학 및 수의학 적용분야를 위한 항미생물, 공-유화제 및 증점제 특성을 가지는 자일리틸 에스테르 함유 조성물 |
KR20150057589A (ko) * | 2013-11-20 | 2015-05-28 | 지준홍 | 자일리톨 지방산 에스테르를 유효성분으로 포함하는 방부제 조성물 |
CN105754982B (zh) * | 2014-12-15 | 2021-12-07 | 丰益(上海)生物技术研发中心有限公司 | 固定化脂肪酶以及固定化脂肪酶的制备方法 |
KR101823324B1 (ko) * | 2016-07-12 | 2018-03-14 | 주식회사 일신웰스 | 당 지방산 에스테르 제조방법 |
-
2019
- 2019-12-20 EP EP19218421.6A patent/EP3839052A1/de not_active Withdrawn
-
2020
- 2020-12-17 US US17/757,528 patent/US20230023141A1/en active Pending
- 2020-12-17 WO PCT/EP2020/086736 patent/WO2021122971A1/de unknown
- 2020-12-17 JP JP2022537637A patent/JP2023507448A/ja active Pending
- 2020-12-17 BR BR112022011988A patent/BR112022011988A2/pt unknown
- 2020-12-17 CN CN202080086956.1A patent/CN114787118A/zh active Pending
- 2020-12-17 EP EP20833825.1A patent/EP4077697A1/de active Pending
- 2020-12-17 EP EP20833824.4A patent/EP4077696A1/de active Pending
- 2020-12-17 CN CN202080086984.3A patent/CN114829617A/zh active Pending
- 2020-12-17 WO PCT/EP2020/086739 patent/WO2021122973A1/de unknown
- 2020-12-17 CN CN202080086950.4A patent/CN114787368A/zh active Pending
- 2020-12-17 WO PCT/EP2020/086737 patent/WO2021122972A1/de unknown
- 2020-12-17 BR BR112022011453A patent/BR112022011453A2/pt unknown
- 2020-12-17 EP EP20833826.9A patent/EP4077698A1/de active Pending
- 2020-12-17 JP JP2022537641A patent/JP2023507450A/ja active Pending
- 2020-12-17 BR BR112022011457A patent/BR112022011457A2/pt unknown
- 2020-12-17 US US17/757,576 patent/US20230055814A1/en active Pending
- 2020-12-17 JP JP2022537633A patent/JP2023507446A/ja active Pending
- 2020-12-17 US US17/757,711 patent/US20230033620A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
CN114829617A (zh) | 2022-07-29 |
CN114787118A (zh) | 2022-07-22 |
BR112022011988A2 (pt) | 2022-08-30 |
WO2021122972A1 (de) | 2021-06-24 |
WO2021122973A1 (de) | 2021-06-24 |
US20230023141A1 (en) | 2023-01-26 |
EP3839052A1 (de) | 2021-06-23 |
EP4077697A1 (de) | 2022-10-26 |
WO2021122971A1 (de) | 2021-06-24 |
BR112022011457A2 (pt) | 2022-08-23 |
JP2023507450A (ja) | 2023-02-22 |
EP4077698A1 (de) | 2022-10-26 |
JP2023507448A (ja) | 2023-02-22 |
BR112022011453A2 (pt) | 2022-08-23 |
EP4077696A1 (de) | 2022-10-26 |
CN114787368A (zh) | 2022-07-22 |
US20230033620A1 (en) | 2023-02-02 |
JP2023507446A (ja) | 2023-02-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2978769B1 (fr) | Nouveau procédé de préparation de polyols-glycosides | |
WO2014167200A1 (fr) | Nouvelles émulsions eau-dans-huile à forte teneur en phase aqueuse, de consistances liquides et stables au stockage | |
WO2016170246A1 (fr) | Nouvelles émulsions cosmétiques se présentant sous la forme de mousse, procédé pour leur obtention et leur utilisation en cosmétique | |
US20230133290A1 (en) | Active mixure | |
WO2015078893A1 (fr) | Composition d'alkyl polyglucosides et d'esters gras d'aminoacides cationisés | |
FR3073854A1 (fr) | Latex inverse auto-inversible, comprenant comme agent inverseur des alkylpolyglycosides, son utilisation comme agent epaississant, et compositions cosmetiques en comprenant | |
US20230055814A1 (en) | Process for enzymatically preparing sugar esters and/or sugar alcohol esters | |
EP3723719B1 (fr) | Nouveaux glycéryl polyrhamnosides, procédé pour leur préparation et composition cosmétiques et/ou pharmaceutiques en comprenant | |
EP3661478B1 (fr) | Nouvelle composition tensioactive, son procédé de préparation, et son utilisation comme émulsionnant pour préparer des émulsions topiques huile-dans-eau | |
EP3723720B1 (fr) | Nouveaux polyol polyrhamnosides, procédé pour leur préparation et composition cosmétiques et/ou pharmaceutiques en comprenant | |
CN110831934B (zh) | 在不使用有机溶剂或酰氯的情况下合成n-酰基化合物的方法 | |
WO2019115911A1 (fr) | Nouveaux alkyl polyrhamnosides, procédé pour leur préparation et composition cosmétiques et/ou pharmaceutiques en comprenant | |
FR3034988A1 (fr) | Nouvelles emulsions cosmetiques se presentant sous la forme de mousse, procede pour leur obtention et leur utilisation en cosmetique | |
JP7356981B2 (ja) | リポアミノ酸及びアルカンジオールの新規組成物、その調製のための方法、並びにそれから得られる化粧用又は医薬組成物 | |
FR3043546A1 (fr) | Nouvelles emulsions cosmetiques se presentant sous la forme de mousse, procede pour leur obtention et leur utilisation en cosmetique | |
WO2021116002A1 (fr) | Latex inverse pour composition cosmétique combinant un agent séquestrant particulier et un polyélectrolyte comprenant une fonction acide faible | |
EP3027170A1 (fr) | Nouvelles utilisations d'alkyl polyglycosides pour solubiliser dans l'eau de la vitamine e; compositions les comprenant | |
US20210093533A1 (en) | New composition of lipoamino acids and diols, process for the preparation thereof, and cosmetic or pharmaceutical composition resulting therefrom |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: EVONIK OPERATIONS GMBH, GERMANY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:VON HOF, JAN MARIAN;LIEBIG, STEFAN JULIAN;WENK, HANS HENNING;AND OTHERS;REEL/FRAME:060234/0917 Effective date: 20220221 |
|
STPP | Information on status: patent application and granting procedure in general |
Free format text: DOCKETED NEW CASE - READY FOR EXAMINATION |