JP6292230B2 - ゲル化剤 - Google Patents
ゲル化剤 Download PDFInfo
- Publication number
- JP6292230B2 JP6292230B2 JP2015518239A JP2015518239A JP6292230B2 JP 6292230 B2 JP6292230 B2 JP 6292230B2 JP 2015518239 A JP2015518239 A JP 2015518239A JP 2015518239 A JP2015518239 A JP 2015518239A JP 6292230 B2 JP6292230 B2 JP 6292230B2
- Authority
- JP
- Japan
- Prior art keywords
- gel
- group
- oily base
- gelling agent
- composition
- 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.)
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- 239000003349 gelling agent Substances 0.000 title claims description 35
- 239000000203 mixture Substances 0.000 claims description 51
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 239000003921 oil Substances 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 14
- 239000000194 fatty acid Substances 0.000 claims description 14
- 229930195729 fatty acid Natural products 0.000 claims description 14
- 150000004665 fatty acids Chemical class 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 230000001166 anti-perspirative effect Effects 0.000 claims description 7
- 239000003213 antiperspirant Substances 0.000 claims description 7
- 239000010696 ester oil Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 229920002545 silicone oil Polymers 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 125000006219 1-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002948 undecyl 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])[H] 0.000 claims description 4
- 239000002585 base Substances 0.000 description 56
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- 239000000654 additive Substances 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 6
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- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 4
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- 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
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004471 Glycine Substances 0.000 description 3
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
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- 239000006071 cream Substances 0.000 description 3
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- 238000000034 method Methods 0.000 description 3
- 125000002347 octyl 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])[H] 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
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- 238000003786 synthesis reaction Methods 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
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- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XXAXVMUWHZHZMJ-UHFFFAOYSA-N Chymopapain Chemical compound OC1=CC(S(O)(=O)=O)=CC(S(O)(=O)=O)=C1O XXAXVMUWHZHZMJ-UHFFFAOYSA-N 0.000 description 2
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- 125000002252 acyl group Chemical group 0.000 description 2
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- 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 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 239000010702 perfluoropolyether Substances 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920001308 poly(aminoacid) Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 108010064470 polyaspartate Proteins 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002643 polyglutamic acid Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- TXBBUSUXYMIVOS-UHFFFAOYSA-N thenoyltrifluoroacetone Chemical compound FC(F)(F)C(=O)CC(=O)C1=CC=CS1 TXBBUSUXYMIVOS-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- QPQANCNBWQXGTQ-UHFFFAOYSA-N trihydroxy(trimethylsilylperoxy)silane Chemical compound C[Si](C)(C)OO[Si](O)(O)O QPQANCNBWQXGTQ-UHFFFAOYSA-N 0.000 description 1
- GVPDNFYOFKBFEN-UHFFFAOYSA-N trimethyl(octadecoxy)silane Chemical compound CCCCCCCCCCCCCCCCCCO[Si](C)(C)C GVPDNFYOFKBFEN-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- ORZHVTYKPFFVMG-UHFFFAOYSA-N xylenol orange Chemical compound OC(=O)CN(CC(O)=O)CC1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(CN(CC(O)=O)CC(O)=O)C(O)=C(C)C=2)=C1 ORZHVTYKPFFVMG-UHFFFAOYSA-N 0.000 description 1
- ZNVKGUVDRSSWHV-UHFFFAOYSA-L zinc;4-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=C(S([O-])(=O)=O)C=C1.OC1=CC=C(S([O-])(=O)=O)C=C1 ZNVKGUVDRSSWHV-UHFFFAOYSA-L 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- IPCAPQRVQMIMAN-UHFFFAOYSA-L zirconyl chloride Chemical compound Cl[Zr](Cl)=O IPCAPQRVQMIMAN-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/0229—Sticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Cosmetics (AREA)
Description
[1]式(1):
で表されるペプチド化合物を含有する油性基剤のゲル化剤。
[2]R1が炭素原子数3〜21のアルキル基であり、R2a、R2bおよびR2cがそれぞれ炭素原子数1〜10のアルキル基である、上記[1]に記載の油性基剤のゲル化剤。
[3]R1が1−エチルペンチル基もしくはウンデシル基であり、R2a、R2bおよびR2cがいずれもブチル基である、上記[1]または[2]に記載の油性基剤のゲル化剤。
[4](A)上記[1]〜[3]のいずれかに記載の油性基剤のゲル化剤、および(B)油性基剤を含有するゲル状組成物。
[5](B)油性基剤が、シリコーン油、エステル油、炭化水素、高級アルコール及び脂肪酸からなる群より選択される1種または2種以上である、上記[4]に記載のゲル状組成物。
[6]ゲル状組成物全量に対し、(A)の配合量が、式(1)で表されるペプチド化合物の量にして0.01〜20質量%である、上記[4]または[5]に記載のゲル状組成物。
[7]形状が棒状である、上記[4]〜[6]のいずれかに記載のゲル状組成物。
[8]制汗剤、リップスティックまたは口紅である、上記[4]〜[7]のいずれかに記載のゲル状組成物。
ここで、本明細書において「ゲル化剤」とは、液体を増粘し、ゼリー状もしくは固形状にまで変化させる物質または組成物をいう。本発明においては特に、油性の液体(油性基剤)に対するゲル化剤として有用である。
本発明の油性基剤のゲル化剤に含有されるペプチド化合物は、式(1)で表される化合物である。
式(1):
かかるアルキル基としては、プロピル基、イソプロピル基、ブチル基、イソブチル基、sec−ブチル基、tert−ブチル基、ペンチル基、sec−ペンチル基、tert−ペンチル基、イソペンチル基、ヘキシル基、ヘプチル基、1−エチルペンチル基、オクチル基、2−エチルヘキシル基、tert−オクチル基、ノニル基、イソノニル基、デシル基、イソデシル基、ウンデシル基、ドデシル基、トリデシル基、イソトリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、オクタデシル基、イソオクタデシル基、2−ヘプチルウンデシル基、イコシル基、ヘンイコシル基等が挙げられる。少量で有効なゲル強度を付与できるという観点から、炭素原子数5〜17のアルキル基であることがより好ましく、炭素原子数7〜13のアルキル基であることがさらに好ましく、1−エチルペンチル基またはウンデシル基であることが最も好ましい。
かかるアルキル基としては、メチル基、エチル基、イソプロピル基、プロピル基、ブチル基、イソブチル基、sec−ブチル基、tert−ブチル基、ペンチル基、sec−ペンチル基、tert−ペンチル基、イソペンチル基、ヘキシル基、ヘプチル基、オクチル基、2−エチルヘキシル基、tert−オクチル基、ノニル基、イソノニル基、デシル基、イソデシル基等が挙げられる。少量で有効なゲル強度を付与できるという観点から、炭素原子数3〜6のアルキル基であることがより好ましく、R2a、R2b、R2cで示されるアルキル基がすべてブチル基であることがさらに好ましい。
本発明においては、上記式(1)で表されるペプチド化合物をそのまま用い、またはセチルアルコール、ステアリルアルコール、ステアリン酸、硬化油、固形パラフィン等の賦形剤等の添加剤を加えて、粉末状の油性基剤のゲル化剤として提供することができ、また、前記ペプチド化合物を、エタノール、イソプロパノール、ジプロピレングリコール等の溶剤に溶解または懸濁して、液状または懸濁液状の油性基剤のゲル化剤として提供することもできる。なお、本発明の目的には、粉末状の形態で提供することが好ましい。
本発明の油性基剤のゲル化剤全量に対する式(1)で表されるペプチド化合物の含有量は、0.1質量%〜100質量%であることが好ましく、1.0質量%〜100質量%であることがより好ましい。
本発明の油性基剤のゲル化剤によりゲル化される油性基剤としては、シリコーン油、エステル油、炭化水素、高級アルコール及び脂肪酸が好ましく、シリコーン油、エステル油、炭化水素及び高級アルコールがより好ましい。
本発明はさらに、(A)上記した式(1)で表されるペプチド化合物を含有する油性基剤のゲル化剤、および(B)油性基剤を含有するゲル状組成物を提供する。
本発明の目的には、シリコーン油、エステル油、炭化水素、高級アルコール及び脂肪酸からなる群より選択した1種または2種以上を用いることが好ましく、シリコーン油、エステル油、炭化水素及び高級アルコールからなる群より選択した1種または2種以上を用いることがより好ましい。
本発明において、ゲル状組成物とは、狭義には(A)の油性基剤のゲル化剤と、(B)の油性基剤のみからなる組成物を意味し、また、広義には、更に上記の各種添加成分をも含む最終製品としての化粧料、芳香剤、医薬部外品等をも意味するものである。
本発明のゲル状組成物には、上記界面活性剤より1種を選択して単独で配合してもよく、2種以上を併用して配合してもよい。
本発明においては、必要に応じて、上記した添加剤より1種または2種以上を選択して用いることができる。
本発明においては、必要に応じて、上記した粉体より1種または2種以上を選択して用いることができる。
また、粒状のゲル状組成物は、固化したゲルの粉砕、水相中に乳化した油滴のゲル化等により調製することができる。
本発明の化粧料または医薬部外品は、形状および大きさを問わず、具体的には、制汗剤、洗顔料、クレンジングジェル、乳液、マッサージクリーム、コールドクリーム、モイスチャージェル、パック、アフターシェイビングジェル、ファンデーション、リップスティック、口紅、チーク、マスカラ、シャンプー、リンス、育毛剤、トリートメント、ヘアコンディショナー、チック、セットローション、ヘアクリーム、ヘアワックス、ヘアムース、パーマ液、染毛剤、ヘアカラー、ヘアマニキュア、日焼け止めオイル、ハンドソープ、芳香剤及び湿布薬等として提供され、好ましくは、制汗剤、リップスティックまたは口紅等の棒状の形状を有する化粧料または医薬部外品として提供される。
式(2)で表されるペプチド化合物を以下の通り合成した。
式(2):
N−ラウロイル−L−グルタミン酸無水物31.1g(0.1mol)をトルエン400mLに加え、95℃で攪拌溶解した。これにグルタミン酸ナトリウム一水和物18.7g(0.1mol)を加え、5時間加熱還流攪拌を続けた後、室温まで放冷した。濃硫酸にてpHを1にし、析出した固体をろ過、乾燥し、30.6gの固体を得た(収率67%)。続いて、得られた固体30.6g(0.067mol)をメタノール300mLに懸濁させ、濃硫酸0.66g(0.0067mol)を加え、5時間加熱還流撹拌を行った。その後メタノールを減圧下留去し、ブチルアミンを49g(0.67mol)加え、再びこの溶液を5時間加熱還流した。過剰なブチルアミンを減圧下留去し、残渣を水で洗浄後、クロマトグラフィーにて精製し、目的物を41.8g(収率50%)得た。
NMR:1H−NMRピーク(CD3OD) δ:0.90−0.97(m,12H)、1.31−1.40(m,22H)、1.45−1.55(m,6H)、1.55−1.70(m,2H)、1.80−2.22(m,4H)、2.24−2.38(m,6H)、3.16−3.22(m,6H)、4.18−4.38(m,2H)
[ゲル化能]
シクロペンタシロキサン/オクチルドデカノール(80/20(質量比)混合物)[(B)成分]6gに、表1に示す実施例1及び比較例1〜3の各油性基剤のゲル化剤をそれぞれ1質量%となるように添加し、30mLサンプル管瓶に入れ加熱溶解した。溶解後、25℃の室温下に24時間静置し、ゲル状組成物を得た。得られたゲル状組成物のゲル強度をレオメータ(FUDOH RHEO METER NRM−2010−J−CW)にて測定し、以下の評価基準でゲル化能を評価した。アダプターはプルーム用・粘弾性用、10φを用い、試料台速度は6cm/minとした。結果を表1に示す。
<評価基準>
○:ゲル強度が30g以上
△:ゲル強度が1g以上30g未満
×:ゲル化しない
上記と同様の手順にてゲル状組成物を得、得られたゲル状組成物における「発汗現象」、すなわちゲル状組成物の表面から油性基剤がにじみ出る現象の発生の有無を目視にて観察し、以下の評価基準で発汗現象の抑制作用を評価した。結果を表1に示す。
<評価基準>
○:発汗現象が見られない
×:発汗現象が見られる
(i)ジラウロイルグルタミン酸リシンナトリウム:旭化成ケミカルズ株式会社製、「ペリセア L−30」
(ii)パルミチン酸デキストリン:千葉製粉株式会社製、「レオパール LK2」
(iii)12−ヒドロキシステアリン酸:東京化成工業株式会社製、試薬
(iv)シクロペンタシロキサン:東レ・ダウコーニング株式会社製、「SH245」
(v)オクチルドデカノール:高級アルコール工業株式会社製、「リソノール20SP」
一方、既存の油性基剤のゲル化剤(比較例1〜3)を1質量%添加した場合には、ゲルの形成が認められなかった。
すなわち、合成例1のペプチド化合物を含有する本発明の油性基剤のゲル化剤は、他の既存の油性基剤のゲル化剤と比較して、少量の添加で油性基剤をゲル化させることができ、かつ「発汗現象」を抑制することが確かめられた。
また、本発明により、「発汗現象」の抑制された良好なゲル状組成物を提供することができる。
Claims (8)
- R1が炭素原子数3〜21のアルキル基であり、R2a、R2bおよびR2cがそれぞれ炭素原子数1〜10のアルキル基である、請求項1に記載の油性基剤のゲル化剤。
- R1が1−エチルペンチル基もしくはウンデシル基であり、R2a、R2bおよびR2cがいずれもブチル基である、請求項1または2に記載の油性基剤のゲル化剤。
- (A)請求項1〜3のいずれか1項に記載の油性基剤のゲル化剤、および(B)油性基剤を含有するゲル状組成物。
- (B)油性基剤が、シリコーン油、エステル油、炭化水素、高級アルコール及び脂肪酸からなる群より選択される1種または2種以上である、請求項4に記載のゲル状組成物。
- ゲル状組成物全量に対し、(A)の配合量が、式(1)で表されるペプチド化合物の量にして0.01〜20質量%である、請求項4または5に記載のゲル状組成物。
- 形状が棒状である、請求項4〜6のいずれか1項に記載のゲル状組成物。
- 制汗剤、リップスティックまたは口紅である、請求項4〜7のいずれか1項に記載のゲル状組成物。
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