JP6764232B2 - Sophorolipid-containing composition having excellent foaming properties - Google Patents
Sophorolipid-containing composition having excellent foaming properties Download PDFInfo
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- JP6764232B2 JP6764232B2 JP2016017170A JP2016017170A JP6764232B2 JP 6764232 B2 JP6764232 B2 JP 6764232B2 JP 2016017170 A JP2016017170 A JP 2016017170A JP 2016017170 A JP2016017170 A JP 2016017170A JP 6764232 B2 JP6764232 B2 JP 6764232B2
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- ZTOKUMPYMPKCFX-CZNUEWPDSA-N (E)-17-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxyoctadec-9-enoic acid Chemical compound OC(=O)CCCCCCC/C=C/CCCCCCC(C)O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(C)=O)O1 ZTOKUMPYMPKCFX-CZNUEWPDSA-N 0.000 title claims description 40
- 239000000203 mixture Substances 0.000 title claims description 37
- 238000005187 foaming Methods 0.000 title description 21
- 239000004094 surface-active agent Substances 0.000 claims description 37
- 239000006260 foam Substances 0.000 claims description 16
- 239000011734 sodium Substances 0.000 claims description 16
- 229910052708 sodium Inorganic materials 0.000 claims description 16
- 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 claims description 14
- 150000001413 amino acids Chemical class 0.000 claims description 10
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000344 soap Substances 0.000 claims description 10
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 6
- 238000004140 cleaning Methods 0.000 claims description 6
- 239000002453 shampoo Substances 0.000 claims description 6
- 108010077895 Sarcosine Proteins 0.000 claims description 5
- 230000001815 facial effect Effects 0.000 claims description 4
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 claims description 4
- 239000004471 Glycine Substances 0.000 claims description 3
- 241001093760 Sapindaceae Species 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 229940079781 sodium cocoyl glutamate Drugs 0.000 claims description 3
- 241000580938 Sapindus Species 0.000 claims description 2
- 239000002994 raw material Substances 0.000 description 10
- -1 hydroxy fatty acid Chemical class 0.000 description 9
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 8
- 229940024606 amino acid Drugs 0.000 description 8
- 235000001014 amino acid Nutrition 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 7
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 6
- 230000007613 environmental effect Effects 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229930014626 natural product Natural products 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 4
- 241001278026 Starmerella bombicola Species 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 230000001953 sensory effect Effects 0.000 description 4
- 229960003080 taurine Drugs 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 235000004279 alanine Nutrition 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229930182490 saponin Natural products 0.000 description 3
- 150000007949 saponins Chemical class 0.000 description 3
- 235000017709 saponins Nutrition 0.000 description 3
- 229940043230 sarcosine Drugs 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 206010013786 Dry skin Diseases 0.000 description 2
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000003110 anti-inflammatory effect Effects 0.000 description 2
- 239000003876 biosurfactant Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 230000037336 dry skin Effects 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 239000004088 foaming agent Substances 0.000 description 2
- 229940049906 glutamate Drugs 0.000 description 2
- 229930195712 glutamate Natural products 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 2
- 108700004121 sarkosyl Proteins 0.000 description 2
- 229940045944 sodium lauroyl glutamate Drugs 0.000 description 2
- IWIUXJGIDSGWDN-UQKRIMTDSA-M sodium;(2s)-2-(dodecanoylamino)pentanedioate;hydron Chemical compound [Na+].CCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC(O)=O IWIUXJGIDSGWDN-UQKRIMTDSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- TUBPSFQENHCYBW-HVDRVSQOSA-N (2s)-2-aminopentanedioic acid;2-[bis(2-hydroxyethyl)amino]ethanol Chemical compound OC(=O)[C@@H](N)CCC(O)=O.OCCN(CCO)CCO TUBPSFQENHCYBW-HVDRVSQOSA-N 0.000 description 1
- AVBJHQDHVYGQLS-UHFFFAOYSA-N 2-(dodecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCC(=O)NC(C(O)=O)CCC(O)=O AVBJHQDHVYGQLS-UHFFFAOYSA-N 0.000 description 1
- HJDITXMCJQRQLU-UHFFFAOYSA-N 2-[dodecanoyl(methyl)amino]acetate;tris(2-hydroxyethyl)azanium Chemical class OCCN(CCO)CCO.CCCCCCCCCCCC(=O)N(C)CC(O)=O HJDITXMCJQRQLU-UHFFFAOYSA-N 0.000 description 1
- GXJQMKFJQFGQKV-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS(O)(=O)=O GXJQMKFJQFGQKV-KHPPLWFESA-N 0.000 description 1
- XAEBXRXAOJUGOF-UHFFFAOYSA-N 2-aminoacetic acid;2-[bis(2-hydroxyethyl)amino]ethanol Chemical compound NCC(O)=O.OCCN(CCO)CCO XAEBXRXAOJUGOF-UHFFFAOYSA-N 0.000 description 1
- DXDTUQXKMVJYAM-UHFFFAOYSA-N 2-aminoacetic acid;potassium Chemical compound [K].NCC(O)=O DXDTUQXKMVJYAM-UHFFFAOYSA-N 0.000 description 1
- HXFCUMCLVYNZDM-UHFFFAOYSA-N 2-aminoacetic acid;sodium Chemical compound [Na].NCC(O)=O HXFCUMCLVYNZDM-UHFFFAOYSA-N 0.000 description 1
- HVCOBJNICQPDBP-UHFFFAOYSA-N 3-[3-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxydecanoyloxy]decanoic acid;hydrate Chemical compound O.OC1C(OC(CC(=O)OC(CCCCCCC)CC(O)=O)CCCCCCC)OC(C)C(O)C1OC1C(O)C(O)C(O)C(C)O1 HVCOBJNICQPDBP-UHFFFAOYSA-N 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- 206010012438 Dermatitis atopic Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 229930186217 Glycolipid Natural products 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001427678 Madhuca Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229930190787 Mi-saponin Natural products 0.000 description 1
- GJCIGHXFSCQUCP-UQKRIMTDSA-N N(CCO)(CCO)CCO.C(CCCCCCCCCCC)(=O)CN[C@@H](C)C(=O)O Chemical compound N(CCO)(CCO)CCO.C(CCCCCCCCCCC)(=O)CN[C@@H](C)C(=O)O GJCIGHXFSCQUCP-UQKRIMTDSA-N 0.000 description 1
- OXOCYDYLMYYPBP-UTLKBRERSA-M N(CCO)(CCO)CCO.N[C@@H](CCC(=O)[O-])C(=O)OC(CCCCCCCCCCC)=O.[Na+] Chemical compound N(CCO)(CCO)CCO.N[C@@H](CCC(=O)[O-])C(=O)OC(CCCCCCCCCCC)=O.[Na+] OXOCYDYLMYYPBP-UTLKBRERSA-M 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- HIWPGCMGAMJNRG-ACCAVRKYSA-N Sophorose 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 HIWPGCMGAMJNRG-ACCAVRKYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- QZNHLTIQXBHTTJ-LMOVPXPDSA-N [Na].C(CCCCCCCCCCCCC)CN[C@@H](C)C(=O)O Chemical compound [Na].C(CCCCCCCCCCCCC)CN[C@@H](C)C(=O)O QZNHLTIQXBHTTJ-LMOVPXPDSA-N 0.000 description 1
- GWVPJQDUGPKIOI-UQKRIMTDSA-N [Na].CCCCCCCCCCCC(=O)CN[C@@H](C)C(O)=O Chemical compound [Na].CCCCCCCCCCCC(=O)CN[C@@H](C)C(O)=O GWVPJQDUGPKIOI-UQKRIMTDSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000000767 anti-ulcer Effects 0.000 description 1
- 201000008937 atopic dermatitis Diseases 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- HIWPGCMGAMJNRG-UHFFFAOYSA-N beta-sophorose Natural products OC1C(O)C(CO)OC(O)C1OC1C(O)C(O)C(O)C(CO)O1 HIWPGCMGAMJNRG-UHFFFAOYSA-N 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000013586 microbial product Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 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 1
- MEPWGWOLTUCULL-NTISSMGPSA-M sodium;(4s)-4-amino-5-oxo-5-tetradecanoyloxypentanoate Chemical compound [Na+].CCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O MEPWGWOLTUCULL-NTISSMGPSA-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
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- PZDOWFGHCNHPQD-VNNZMYODSA-N sophorose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](C=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PZDOWFGHCNHPQD-VNNZMYODSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940048912 triethanolamine cocoyl glutamate Drugs 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Description
本発明は、ソホロリピッドを含有するソホロリピッド含有組成物に関し、特に、起泡性に優れたソホロリピッド含有組成物に関する。 The present invention relates to a sophorolipid-containing composition containing sophorolipid, and more particularly to a sophorolipid-containing composition having excellent foaming property.
ソホロリピッドは微生物、主に酵母により生産される両親媒性脂質であり、強い界面活性作用を持ち、なお且つ生分解性に優れている事から、近年、バイオサーファクタントの主役として用途開発が進められている。ソホロリピッドを生産する酵母としては、非病原性の担子菌酵母であるスタルメレラ・ボンビコラ(Starmerella bombicola;旧名称キャンディダ・ボンビコラ(Candida bombicola))がよく知られており、そのバイオサーファクタントの生産力は培養液1L当たり400g以上にも達するため、商業ベースの生産に向いており、多くの検討がこの酵母を用いて行われている。本酵母で生産されるソホロリピッドの構造を下記に示す。 Sophorolipid is an amphipathic lipid produced by microorganisms, mainly yeast, and has a strong surface-active action and excellent biodegradability. Therefore, in recent years, application development has been promoted as a leading role of biosurfactant. There is. As a yeast that produces sophorolipid, a non-pathogenic basidiomycete yeast, Starmerella bombicola (formerly known as Candida bombicola), is well known, and its biosurfactant productivity is cultivated. Since it reaches 400 g or more per liter of liquid, it is suitable for commercial production, and many studies have been conducted using this yeast. The structure of sophorolipid produced by this yeast is shown below.
ソホロリピッドは長鎖ヒドロキシ脂肪酸とソホロースが結合したグリコリピッドであり、スタルメレラ・ボンビコラ(Starmerella bombicola;旧名称キャンディダ・ボンビコラ(Candida bombicola))で生産した場合、ラクトン型と酸型がおおよそ6〜8:2〜4の混合物である。発明者らは、マフア(Madhuca)属植物の種子の抽出物を含有する培地に酵母を添加し、好気的条件下で培養することにより、天然物の範疇を逸脱せず、なお且つ環境負荷を増加させる事のない、ソホロリピッドの起泡性付与技術及び泡立ちコントロール技術を提案している(特許文献1) Sophorolipid is a glycolipid in which a long-chain hydroxy fatty acid and sophorose are bound to each other, and when produced by Starmerella bombicola (formerly known as Candida bombicola), the lactone type and the acid type are approximately 6 to 8 :. It is a mixture of 2-4. The inventors added yeast to a medium containing an extract of seeds of a plant belonging to the genus Madhuca and cultured it under aerobic conditions so as not to deviate from the category of natural products and to have an environmental load. We have proposed a technique for imparting foaming property and a technique for controlling foaming of sohololipid that does not increase the amount of yeast (Patent Document 1).
この混合物の界面活性力は臨界ミセル濃度(CMC)がおよそ35−70mg/L、表面張力−35〜75mN/mと、一般的な界面活性剤として多用されているラウリル硫酸ソーダの10〜100分の1の濃度で強い界面活性力を示し、生分解し難いラウリル硫酸ソーダと比較し、生分解し易く環境的にも有意義な材料である(非特許文献1)。 The surfactant of this mixture has a critical micelle concentration (CMC) of about 35-70 mg / L and a surface tension of 35 to 75 mN / m, which is 10 to 100 minutes of sodium lauryl sulfate, which is often used as a general surfactant. It is a material that exhibits strong surface activity at a concentration of 1 and is easily biodegradable and environmentally significant as compared with sodium lauryl sulfate, which is difficult to biodegrade (Non-Patent Document 1).
ソホロリピッドは、微生物生産物であり且つノニオン系成分が主体であるため皮膚親和性が良く、化粧品の浸透性向上剤としてすでに実用化されている。また、生分解性に優れ、少量の添加で効果があることから、食器洗浄用途でも利用が進んでいる。 Since sophorolipid is a microbial product and mainly contains nonionic components, it has good skin affinity and has already been put into practical use as an agent for improving the permeability of cosmetics. In addition, it has excellent biodegradability and is effective even when added in a small amount, so that it is also being used for dishwashing.
以上のような用途では泡が立ち難い方が適しているが、ソホロリピッドの性能を最大限生かすことができ、かつ、環境汚染の低減としての意義が大きいシャンプー、コンディショナー、ボディソープ、ハンドソープ、洗顔フォームなどの洗浄用途では、泡立ちが洗浄力の目安として必要とされるため、起泡性の低い現状のソホロリピッドはかかる洗浄用途の組成物の原料としては適していないのが実情である。 For the above applications, it is better to have less foam, but shampoo, conditioner, body soap, hand soap, face wash, which can maximize the performance of sophorolipid and have great significance in reducing environmental pollution. In cleaning applications such as foams, foaming is required as a measure of detergency, so the current situation is that sophorolipid, which has low foaming properties, is not suitable as a raw material for compositions for such cleaning applications.
この問題を解決するためにスルホン酸系界面活性剤やサルフェイト系界面活性剤等の発泡剤を添加する方法も考えられるが、消費者は、環境負荷低減や皮膚刺激性低減の立場から、スルホン酸系界面活性剤やサルフェイト系界面活性剤等の合成系の発泡剤や一般的に用いられている滑剤のシリコンは回避する傾向にあり、できるだけ天然系原料での対応が望まれている。しかし、コスト・性能の両面で適当なものがない、というのが現状である。 In order to solve this problem, a method of adding a foaming agent such as a sulfonic acid-based surfactant or a sulfate-based surfactant can be considered, but consumers consider sulfone from the viewpoint of reducing environmental load and skin irritation. Synthetic foaming agents such as acid-based surfactants and sulfate-based surfactants and silicon, which is a commonly used lubricant, tend to be avoided, and it is desired to use natural raw materials as much as possible. However, the current situation is that there is no suitable product in terms of both cost and performance.
本発明は、スルホン酸系やサルフェイト系界面活性剤などの化学合成物主体の合成系界面活性剤をできるだけ使用せずに、ソホロリピッドを起泡性が必要な用途、特に、シャンプー、コンディショナー、ボディソープ、ハンドソープ、洗顔フォームの原料に用いる為に、天然物の範疇を逸脱せず、なお且つ環境負荷を増加させる事なく、起泡性が高く、きめ細かな泡を生成し、洗浄後の滑らかさやしっとり感を付与するソホロリピッド含有組成物を提供する事を目的とする。 The present invention uses as little synthetic surfactants as possible, such as sulfonic acid-based and sulfate-based surfactants, to foam sophorolipids, especially shampoos, conditioners, and bodies. Since it is used as a raw material for soaps, hand soaps, and facial cleansing foams, it does not deviate from the category of natural products and does not increase the environmental load, it has high foaming properties, produces fine foam, and is smooth after washing. An object of the present invention is to provide a composition containing sophorolipid that imparts a moist feeling.
発明者らはソホロリピッドの起泡性を向上させる物質について種々検討したところ、アミノ酸系界面活性剤がソホロリピッドの起泡性を相乗的に向上させることを見い出した。 The inventors have studied various substances that improve the foaming property of sophorolipid, and found that an amino acid-based surfactant synergistically improves the foaming property of sophorolipid.
すなわち、本発明は、ソロホリピッドと、アミノ酸系界面活性剤とを含有し、かつ、化学合成物主体の合成系界面活性剤を含有しない又は制限された量を含む、ソホロリピッド含有組成物を提供するものである。 That is, the present invention provides a sophorolipid-containing composition containing a solo holic and an amino acid-based surfactant, and containing no or a limited amount of a synthetic surfactant mainly composed of a chemical compound. Is.
本発明によれば、本来起泡性が高くないソホロリピッドを、起泡性が高く、きめ細かな泡を生成し、洗浄後の滑らかさやしっとり感を付与するソホロリピッド含有組成物として提供することができる。また、天然物中心の組成物であるため安全性が高く、また、生分解性が高いため環境への負荷が小さい。 According to the present invention, sophorolipid, which is originally not highly foamable, can be provided as a sophorolipid-containing composition which is highly foamable, produces fine foam, and imparts smoothness and moist feeling after washing. In addition, since it is a composition mainly composed of natural products, it is highly safe, and because it is highly biodegradable, it has a small impact on the environment.
本発明のソロホリピッド含有組成物は、泡立ちや泡のきめ細かさを必要とする製品の原料として用いることができるため、シャンプー、コンディショナー、ボディソープ、ハンドソープ、洗顔フォームの原料に使用することにより、生分解性に優れ、なお且つ環境負荷を増加させる事なく、泡立ちが増強され、泡質(きめ細かさ)も改善され、乾燥後は滑らかであり、しっとり感が改善され、手肌への乾燥肌の影響を軽減された商品を製造することができる。 Since the solo hollypid-containing composition of the present invention can be used as a raw material for products that require foaming and fineness of foam, it can be used as a raw material for shampoos, conditioners, body soaps, hand soaps, and facial cleansing foams. It has excellent degradability, and foaming is enhanced without increasing the environmental load, foam quality (fineness) is also improved, it is smooth after drying, moist feeling is improved, and dry skin on the hands and skin. It is possible to manufacture products with reduced impact.
本実施形態において、ソホロリピッドは、化学合成系ではなく酵母の発酵工程を経て製造されたものであれば特に限定はないが、例えば、特開2014−150774号公報に記載の方法で製造されたソホロリピッドを使用することにより起泡性の高い水溶性サポニンを含有させる事が可能であり、これにより起泡のみならず、クッション性が高く持続性のある泡を得る事が可能となるため好ましい。 In the present embodiment, the sophorolipid is not particularly limited as long as it is produced through a yeast fermentation step instead of a chemical synthesis system. For example, the sophorolipid produced by the method described in JP-A-2014-150774. It is possible to contain water-soluble saponin having high foaming property by using the above, which is preferable because it is possible to obtain not only foaming but also foam having high cushioning property and durability.
ソホロリピッドは複数分子種の混合物であって、通常、ラクトン型を50%以上含む。従って、本実施形態においては、ソホロリピッドとは、単一の物質のみならず、糖鎖の1位のヒドロキシル基と2糖目の4位のヒドロキシル基が、エステル結合でラクトン環を有したり、1位のヒドロキシル基からアルキル基を介して末端にカルボン酸基を有するものや、糖鎖のヒドロキシル基がアセチル基で封鎖されたものの混合物を含有する。 Sophorolipid is a mixture of multiple molecular species and usually contains 50% or more of the lactone form. Therefore, in the present embodiment, the sophorolipid is not only a single substance, but also the hydroxyl group at the 1-position of the sugar chain and the hydroxyl group at the 4-position of the second sugar may have a lactone ring in an ester bond. It contains a mixture of a hydroxyl group at the 1-position having a carboxylic acid group at the end via an alkyl group and a sugar chain in which the hydroxyl group is sealed with an acetyl group.
本実施形態に係るソホロリピッド含有組成物におけるソホロリピッドの含有量は、ソホロリピッドが界面活性剤の主剤としてではなく界面活性剤助剤(CO−サーファクタント)として利用される観点から0.01〜5重量%、好ましくは0.03〜4重量%であることが好ましく、0.04〜2重量%であることがより好ましく、0.05〜0.9重量%であることがさらに好ましい。 The content of sophorolipid in the sophorolipid-containing composition according to the present embodiment is 0.01 to 5% by weight from the viewpoint that sophorolipid is used not as a main agent of a surfactant but as a surfactant auxiliary agent (CO-surfactant). It is preferably 0.03 to 4% by weight, more preferably 0.04 to 2% by weight, and even more preferably 0.05 to 0.9% by weight.
本実施形態において、アミノ酸系界面活性剤は、アミノ酸と脂肪酸を原料として製造されるため天然物由来の合成界面活性剤として知られており、肌に対し低刺激であるという特徴を有している。アミノ酸系界面活性剤を、原料にするアミノ酸の種類で分類すると、グルタミン酸系、タウリン系、アラニン系、グリシン系、サルコシン系に分類することができ、これらの1種類又は2種類以上を使用することができる。
In the present embodiment, the amino acid-based surfactant is known as a synthetic surfactant derived from a natural product because it is produced using amino acids and fatty acids as raw materials, and has a feature of being mild to the skin. .. The amino acid-based surfactant, when classified by kinds of amino acids in the raw material, glutamate system, data Gaulin type, alanine type, glycine type, can be classified into sarcosine system, using one or two or more of these be able to.
グルタミン酸系界面活性剤はアシルグルタミン酸塩(AGS)を基本構造とし、具体的には、例えば、ココイルグルタミン酸ナトリウム、ココイルグルタミン酸トリエタノールアミン塩、ラウロイルグルタミン酸ナトリウム、ラウロイルグルタミン酸ナトリウム(N-ラウロイル-L-グルタミン酸ナトリウム)、ラウロイルグルタミン酸トリエタノールアミン塩、水添タロウグルタミン酸ナトリウム、ミリストイルグルタミン酸ナトリウム、ステアロイルグルタミン酸ナトリウム、などを挙げることができる。本実施形態においては、特に、ココイルグルタミン酸ナトリウムであることが好ましい。 The basic structure of the glutamic acid-based surfactant is acyl glutamate (AGS). Specifically, for example, sodium cocoyl glutamate, triethanolamine cocoyl glutamate, sodium lauroyl glutamate, and sodium lauroyl glutamate (N-lauroyl-L-glutamic acid). Sodium), monosodium lauroyl glutamate triethanolamine salt, hydrogenated monosodium glutamate, monosodium myristoyl glutamate, monosodium stearoyl glutamate, and the like. In the present embodiment, sodium cocoyl glutamate is particularly preferable.
タウリン系界面活性剤はアシルメチルタウリン塩(AMT)を基本構造とし、具体的には、例えば、ココイルメチルタウリンナトリウム、ココイルメチルタウリンカリウム、ココイルメチルタウリンマグネシウム、ラウロイルメチルタウリンナトリウム、ステアロイルメチルタウリンナトリウム、ミリストイルメチルタウリンナトリウム、オレイルメチルタウリンナトリウム、パルミトイルメチルタウリンナトリウム、ココイルタウリンナトリウム、などを挙げることができる。 The taurine-based surfactant has an acylmethyl taurine salt (AMT) as a basic structure, and specifically, for example, cocoyl methyl taurine sodium, cocoyl methyl taurine potassium, cocoyl methyl taurine magnesium, lauroyl methyl taurine sodium, stearoyl methyl taurine sodium, Examples thereof include sodium myristylmethyl taurine, sodium oleylmethyl taurine, sodium palmitoyl methyl taurine, sodium cocoyl taurine, and the like.
アラニン系界面活性剤はアシルメチルアラニン塩(LBA)を基本構造とし、具体的には、例えば、ココイルメチルアラニンナトリウム、ラウロイルメチルアラニンナトリウム、ラウロイルメチルアラニントリエタノールアミン塩、ココイルアラニントリエタノールアミン塩、ミリストイルメチルアラニンナトリウム、などを挙げることができる。 The alanine-based surfactant has an acylmethylalanine salt (LBA) as a basic structure, and specifically, for example, cocoylmethylalanine sodium, lauroylmethylalanine sodium, lauroylmethylalanine triethanolamine salt, cocoyl alanine triethanolamine salt, Examples include myristylmethylalanine sodium.
グリシン系界面活性剤はアシルグリシン塩を基本構造とし、具体的には、例えば、ココイルグリシンナトリウム、ココイルメチルグリシンナトリウム、ココイルグリシンカリウム、ココイルグリシントリエタノールアミン塩、などを挙げることができる。本実施形態においては、特に、ココイルグリシンナトリウム及び/又はココイルメチルグリシンナトリウムであることが好ましい。 The glycine-based surfactant has an acylglycine salt as a basic structure, and specific examples thereof include cocoyl glycine sodium, cocoyl methyl glycine sodium, cocoyl glycine potassium, and cocoyl glycine triethanolamine salt. In this embodiment, sodium cocoylglycine and / or sodium cocoylmethylglycine is particularly preferable.
サルコシン系界面活性剤はアシルサルコシン塩を基本構造とし、具体的には、例えば、ココイルサルコシンナトリウム、ココイルサルコシンカリウム、ココイルサルコシントリエタノールアミン塩、ラウロイルサルコシンナトリウム、ラウロイルサルコシンカリウム、ラウロイルサルコシントリエタノールアミン塩、ミリストイルサルコシンナトリウム、などを挙げることができる。 The sarcosine-based surfactant has an acyl sarcosine salt as a basic structure, and specifically, for example, cocoyl sarcosine sodium, cocoyl sarcosine potassium, cocoyl sarcosine triethanolamine salt, lauroyl sarcosine sodium, lauroyl sarcosine potassium, lauroyl sarcosine triethanolamine salt. , Millistyl sarcosine sodium, and the like.
本実施形態に係るソホロリピッド含有組成物におけるアミノ酸系界面活性剤を含むその他の界面活性剤の含有量は、スルホン酸系やサルファイト系の界面活性剤などの化学合成物主体の合成系界面活性剤を含まずに泡立ちと洗浄力を向上させる観点から、3〜50重量%であることが好ましく、5〜30重量%であることがより好ましく、6〜25重量%であることがさらに好ましい。 The content of other surfactants including amino acid-based surfactants in the sophorolipid-containing composition according to the present embodiment is a synthetic surfactant mainly composed of a chemical compound such as a sulfonic acid-based or sulfite-based surfactant. From the viewpoint of improving foaming and detergency without containing, it is preferably 3 to 50% by weight, more preferably 5 to 30% by weight, and even more preferably 6 to 25% by weight.
また、上述したソホロリピッドとアミノ酸系界面活性剤を含むその他の界面活性剤の配合比は、泡立ちと肌理細かさの観点から1:3〜1:50であることが好ましく、1:4〜1:40であることがより好ましく、1:5〜1:30であることがさらに好ましい。 The blending ratio of the above-mentioned sophorolipid and other surfactants including amino acid-based surfactants is preferably 1: 3 to 1:50, preferably 1: 4 to 1:50, from the viewpoint of foaming and fineness of texture. It is more preferably 40, and even more preferably 1: 5 to 1:30.
本実施形態において、スルホン酸系界面活性剤やサルフェイト系界面活性剤などの化学合成主体の合成系界面活性剤は一切含有しないか、含有していても制限された量が含まれるのみである。制限された量とは、肌に刺激を与えず、乳幼児やアトピー性皮膚炎患者に対しても影響を及ぼさない程度の量を意味し、含有量の目安としては、本実施形態に係るソホロリピッド含有組成物の全量に対し、5重量%未満をいう。 In the present embodiment, no synthetic surfactant such as a sulfonic acid-based surfactant or a sulfate-based surfactant is contained, or even if it is contained, a limited amount is contained. .. The limited amount means an amount that does not irritate the skin and does not affect infants and patients with atopic dermatitis, and as a guideline for the content, the content of sophorolipid according to the present embodiment is contained. It means less than 5% by weight based on the total amount of the composition.
スルホン酸系界面活性剤やサルフェイト系界面活性剤は、安価に生産可能で、さらに泡立ちも良く、汚れも良く落ちることから シャンプーの原料として使用されることが多い。その一方、髪や皮膚には刺激が強いため、近年では、洗浄用組成物の原料としては敬遠される傾向にある。スルホン酸系界面活性剤としては、例えば、直鎖アルキルベンゼンスルホン酸ナトリウムやラウリルスルホン酸ナトリウムなどを挙げることができる。サルフェイト系界面活性剤としては、例えば、ラウリル硫酸ナトリウム、ラウレス硫酸ナトリウム、ラウレス硫酸トリエタノールアミン塩、パレス−3硫酸ナトリウムなどを挙げることができる。 Sulfonic acid-based surfactants and sulfate-based surfactants are often used as raw materials for shampoos because they can be produced at low cost, have good foaming properties, and remove stains well. On the other hand, since it is strongly irritating to hair and skin, it has tended to be avoided as a raw material for cleaning compositions in recent years. Examples of the sulfonic acid-based surfactant include sodium linear alkylbenzene sulfonate and sodium lauryl sulfonate. Examples of the sulfate-based surfactant include sodium lauryl sulfate, sodium laureth sulfate, triethanolamine laureth sulfate, and palace-3 sodium sulfate.
本実施形態に係るソホロリピッド含有組成物は、起泡性をより高めるために、さらに、ムクロジ(Sapindus mukurossi)を含有することが好ましい。ムクロジは果皮にサポニンを含むため、果皮を粉砕して微粉末状にしたものを本実施形態に係るソホロリピッド含有組成物に添加すれば、ソホロリピッド含有組成物の起泡性をより向上させるものと推察される。また、日本で詳細に機能が研究され、薬理学的に抗潰瘍や抗炎症作用を有する事が認められているサポニンもあり(Mi−サポニン)、これらを本実施形態に係るソホロリピッド含有組成物に添加することにより抗炎症機能等薬理学的な機能を持たせる事も可能となる。それにより毎日シャンプーが手肌に接触することの多い美容室の店員の手肌への影響を軽減することができる。また組成物の粘度調整や析出防止のためエタノールアミン塩を用いてもよい。 The sophorolipid-containing composition according to the present embodiment preferably further contains mukurossi (Sapindus mukurossi) in order to further enhance the foaming property. Since Sapindaceae contains saponin in the pericarp, it is presumed that if the pericarp is crushed into a fine powder and added to the sophorolipid-containing composition according to the present embodiment, the foaming property of the sophorolipid-containing composition is further improved. Will be done. In addition, there are saponins whose functions have been studied in detail in Japan and which are pharmacologically recognized to have anti-ulcer and anti-inflammatory effects (Mi-saponins), and these are used in the sophorolipid-containing composition according to the present embodiment. By adding it, it is possible to give it a pharmacological function such as an anti-inflammatory function. As a result, it is possible to reduce the influence on the hand skin of the beauty salon clerk who often comes into contact with the hand skin every day. Further, an ethanolamine salt may be used for adjusting the viscosity of the composition and preventing precipitation.
本実施形態ソホロリピッド含有組成物におけるムクロジの含有量は、泡立ちの観点から、0.1〜2重量%であることが好ましく、0.2〜1重量%であることがより好ましく、0.3〜0.9重量%であることがさらに好ましい。 The content of Sapindaceae in the sophorolipid-containing composition of the present embodiment is preferably 0.1 to 2% by weight, more preferably 0.2 to 1% by weight, and 0.3 to 1% by weight, from the viewpoint of foaming. It is more preferably 0.9% by weight.
本実施形態に係るソホロリピッド含有組成物は、本来起泡性が高くないソホロリピッドに、起泡性が高く、きめ細かな泡を生成し、すすぎ性に優れ、洗浄後の滑らかさやしっとり感を付与するため、洗浄用組成物として利用することができる。 The sophorolipid-containing composition according to the present embodiment is intended to give sophorolipid, which is originally not highly foamable, a highly foamable, fine foam, excellent rinse property, smoothness and moist feeling after washing. , Can be used as a cleaning composition.
洗浄用組成物としては、例えば、シャンプー、コンディショナー、ボディソープ、ハンドソープ、洗顔フォームを挙げることができる。本実施形態の洗浄用組成物は、生分解性に優れ、なお且つ環境負荷を増加させる事なく、泡立ち増強され、泡質(きめ細かさ)も改善され、乾燥後は滑らかであり、しっとり感が改善され、手肌への乾燥肌の影響を軽減された商品を製造することができる。 Examples of the cleansing composition include shampoo, conditioner, body soap, hand soap, and facial cleansing foam. The cleaning composition of the present embodiment has excellent biodegradability, enhances foaming without increasing the environmental load, improves foam quality (fineness), and is smooth and moist after drying. It is possible to manufacture a product that is improved and the influence of dry skin on the hand skin is reduced.
本実施形態のソホロリピッド含有物は、上記のほか、天然物由来の界面活性剤として、例えば、土壌及び地下水の放射能汚染除去、石油3次回収、洗濯用洗剤、化粧品基材、薬用皮膚ケアー商品用等に利用可能である。 In addition to the above, the sophorolipid-containing material of the present embodiment can be used as a natural product-derived surfactant, for example, for removing radioactive contamination of soil and groundwater, tertiary recovery of petroleum, laundry detergent, cosmetic base material, and medicated skin care products. It can be used for other purposes.
1.ソホロリピッド含有組成物の調製
表1及び表2に示す配合量でソホロリピッド含有組成物を調製した。
1. 1. Preparation of Sophorolipid-Containing Composition A sophorolipid-containing composition was prepared in the blending amounts shown in Tables 1 and 2.
2.泡高の評価
実施例1〜7及び比較例1、2をサンプルとして、エプトン管法により定量的な起泡試験を実施した。各サンプルを1.0%濃度になるよう蒸留水に溶解し、各々5mlを同一径の50mlエプトン管に入れ、蓋をした後、同一ストロークで各30回上下に振盪、その後、10分間静置し、エプトン管における、排液部上部から泡部の高さと真液部の高さから発泡部の割合(%)を求めた。結果を表3に示す
2. 2. Evaluation of foam height Using Examples 1 to 7 and Comparative Examples 1 and 2 as samples, a quantitative foaming test was carried out by the Epton tube method. Dissolve each sample in distilled water to a concentration of 1.0%, put 5 ml each in a 50 ml Epton tube of the same diameter, cover, shake up and down 30 times with the same stroke, and then let stand for 10 minutes. Then, the ratio (%) of the foamed portion was determined from the height of the foam portion and the height of the true liquid portion from the upper part of the drainage portion in the Epton pipe. The results are shown in Table 3.
3.官能評価
実用評価を考慮し5人のテスターに実施例及び比較例の組成物8gを毛髪部を左右に分けて添加し30秒間洗髪した後、すすぎを1分間行い、洗髪中と乾燥後に官能評価を行った。その結果を表4及び表5に示す。なお、官能評価は、各実施例については比較例1と比較し、各比較例は実施例1と比較した。また、官能評価の結果は5人のテスターの平均とした。
3. 3. Sensory evaluation In consideration of practical evaluation, 8 g of the compositions of Examples and Comparative Examples were added to the left and right parts of the hair, washed for 30 seconds, rinsed for 1 minute, and sensory evaluated during hair washing and after drying. Was done. The results are shown in Tables 4 and 5. In the sensory evaluation, each Example was compared with Comparative Example 1, and each Comparative Example was compared with Example 1. The result of the sensory evaluation was the average of 5 testers.
Claims (5)
ソホロリピッド含有組成物。 A sophorolipid, and amino acid-based surfactants, contains a Sapindus peel powder,
Sohololipid-containing composition.
The cleansing composition according to claim 4, wherein the cleansing composition is at least one selected from the group consisting of shampoo, conditioner, body soap, hand soap, and facial cleansing foam.
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