JP2011213930A - Pasty washing agent composition - Google Patents
Pasty washing agent composition Download PDFInfo
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- JP2011213930A JP2011213930A JP2010084869A JP2010084869A JP2011213930A JP 2011213930 A JP2011213930 A JP 2011213930A JP 2010084869 A JP2010084869 A JP 2010084869A JP 2010084869 A JP2010084869 A JP 2010084869A JP 2011213930 A JP2011213930 A JP 2011213930A
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- Prior art keywords
- meth
- feeling
- acid
- fatty acid
- washing
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 25
- 238000005406 washing Methods 0.000 title abstract description 20
- 235000011837 pasties Nutrition 0.000 title abstract description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 239000000194 fatty acid Substances 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 13
- 125000002091 cationic group Chemical group 0.000 claims abstract description 13
- 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 abstract description 10
- 239000000600 sorbitol Substances 0.000 claims abstract description 10
- 229920006163 vinyl copolymer Polymers 0.000 claims abstract description 10
- -1 fatty acid salt Chemical class 0.000 claims description 14
- 239000003599 detergent Substances 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 abstract description 13
- 239000003795 chemical substances by application Substances 0.000 abstract description 9
- 239000000344 soap Substances 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 3
- 239000000178 monomer Substances 0.000 description 21
- 238000004140 cleaning Methods 0.000 description 15
- 239000006260 foam Substances 0.000 description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 8
- 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 description 8
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 150000003926 acrylamides Chemical class 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 239000004475 Arginine Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 235000019437 butane-1,3-diol Nutrition 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000011538 cleaning material Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000003020 moisturizing effect Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- IFFWKLMLAFMNNP-UHFFFAOYSA-N 1-amino-2-methylpropane-1,1-diol Chemical compound CC(C)C(N)(O)O IFFWKLMLAFMNNP-UHFFFAOYSA-N 0.000 description 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- UZMZRFVLRULBOV-UHFFFAOYSA-N 2-[dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azaniumyl]acetate Chemical compound CC(=C)C(=O)OCC[N+](C)(C)CC([O-])=O UZMZRFVLRULBOV-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- QSTURKXDYNIRGT-UHFFFAOYSA-N 2-hydroxydec-2-enoic acid Chemical compound CCCCCCCC=C(O)C(O)=O QSTURKXDYNIRGT-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZQRNRKASNNVFAJ-UHFFFAOYSA-N 3-[dimethyl(2-prop-2-enoyloxyethyl)azaniumyl]propane-1-sulfonate Chemical compound [O-]S(=O)(=O)CCC[N+](C)(C)CCOC(=O)C=C ZQRNRKASNNVFAJ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- JYCKNDWZDXGNBW-UHFFFAOYSA-N dipropyl sulfate Chemical compound CCCOS(=O)(=O)OCCC JYCKNDWZDXGNBW-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 230000003648 hair appearance Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000845 maltitol Substances 0.000 description 1
- 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 description 1
- 235000010449 maltitol Nutrition 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229960000834 vinyl ether Drugs 0.000 description 1
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- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
Description
本発明は、泡のつや、泡密度、洗い上がり後のしっとり感が良好な、ペースト状洗浄料組成物に関する。 The present invention relates to a paste-like cleaning composition having good gloss, foam density, and moist feeling after washing.
高級脂肪酸セッケンを主洗浄料とするペースト状洗浄料組成物は、洗浄力と、洗い上がり後のさっぱり感を特徴としており、広く上市されている。かかるペースト状洗浄料組成物には保湿剤を添加することが一般的であり、ソルビトール、マルチトール、ポリエチレングリコール、1,3−ブチレングリコール、グリセリン、ジプロピレングリコール、プロピレングリコールなどが配合される(非特許文献1参照)
またカチオン性高分子は特に毛髪用洗浄料の泡質を改善し、洗いあがり後のきしみ感を改善するために用いられている(特許文献1参照)。
Paste-type detergent compositions that use higher fatty acid soap as the main detergent are characterized by their detergency and a refreshing feeling after washing, and are widely marketed. A moisturizing agent is generally added to such a paste-like cleaning composition, and sorbitol, maltitol, polyethylene glycol, 1,3-butylene glycol, glycerin, dipropylene glycol, propylene glycol, and the like are blended ( (See Non-Patent Document 1)
Cationic polymers are used particularly for improving the foam quality of hair washing agents and for improving the squeaky feeling after washing (see Patent Document 1).
従来の高級脂肪酸セッケンを主洗浄料とするペースト状洗浄料組成物は、泡のきめが粗く泡にコシが無い、洗い上がりが突っ張る、という問題点があった。そこで本発明においては、高級脂肪酸石鹸の特長である洗浄力と洗い上がり後のさっぱり感はそのままに、泡が細かくコシ、つやがあり、洗い上がり後しっとり感を有するペースト状洗浄料組成物を提供することを目的とした。 Conventional paste-type cleaning compositions containing a higher fatty acid soap as the main cleaning agent have problems that the foam is rough and the foam is not stiff, and the washing finish is stretched. Accordingly, in the present invention, a paste-like cleaning composition is provided which has the detergency and the refreshing feeling after washing, which are the characteristics of the high-grade fatty acid soap, while the foam is fine, firm and glossy and has a moist feeling after washing. Aimed to do.
本発明は、成分(A)〜成分(D)、すなわち(A)高級脂肪酸塩と、(B)カチオン性架橋ビニル共重合体と、(C)ポリエチレングリコールと、(D)ソルビトールを含有するペースト状洗浄料組成物に関する。 The present invention relates to a paste containing component (A) to component (D), that is, (A) a higher fatty acid salt, (B) a cationic crosslinked vinyl copolymer, (C) polyethylene glycol, and (D) sorbitol. The present invention relates to a cleaning composition.
本発明のペースト状洗浄料組成物は、洗浄力と洗い上がり後のさっぱり感が良好で、泡が細かくコシ、つやがあり、洗い上がり後しっとり感を有する。 The paste-like cleaning composition of the present invention has a good detergency and a refreshing feeling after washing, has a fine foam and a gloss, and has a moist feeling after washing.
本発明のペースト状洗浄料組成物は、成分(A)〜成分(D)、すなわち(A)高級脂肪酸塩と、(B)カチオン性架橋ビニル共重合体と、(C)ポリエチレングリコールと、(D)ソルビトールを含有する。これらの成分に関し、個々に説明する。 The paste-like cleaning composition of the present invention comprises components (A) to (D), that is, (A) a higher fatty acid salt, (B) a cationic crosslinked vinyl copolymer, (C) polyethylene glycol, ( D) Contains sorbitol. These components will be described individually.
本発明で用いる成分(A)高級脂肪酸塩を構成する高級脂肪酸としては、飽和又は不飽和のいずれであってもよく、炭素数8〜24、特に10〜22のものが好ましい。好ましいものの具体例としては、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、イソステアリン酸、オレイン酸、ヒドロキシステアリン酸、ヒドロキシデセン酸、ヤシ油脂肪酸、還元ヤシ油脂肪酸、牛脂脂肪酸、還元牛脂脂肪酸、パーム核脂肪酸などが上げられる。これらの高級脂肪酸と塩を形成するアルカリ剤としては、ナトリウム、カリウムなどのアルカリ金属塩、アンモニウム塩、モノエタノールアミン塩、ジエタノールアミン塩、トリエタノールアミン塩、2−アミノ−2−メチルプロパノール、2−アミノ−2−メチルプロパンジオールなどのアルカノールアミン塩、リジン、アルギニンなどの塩基性アミノ酸塩等が挙げられる。これらのうち、特にカリウム、アルギニンが好ましい。 The higher fatty acid constituting the component (A) higher fatty acid salt used in the present invention may be either saturated or unsaturated, and preferably has 8 to 24 carbon atoms, particularly 10 to 22 carbon atoms. Specific examples of preferable ones include lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid, hydroxystearic acid, hydroxydecenoic acid, coconut oil fatty acid, reduced coconut oil fatty acid, beef tallow fatty acid, reduced beef tallow fatty acid, palm Nuclear fatty acids are raised. Examples of alkali agents that form salts with these higher fatty acids include alkali metal salts such as sodium and potassium, ammonium salts, monoethanolamine salts, diethanolamine salts, triethanolamine salts, 2-amino-2-methylpropanol, 2- Examples include alkanolamine salts such as amino-2-methylpropanediol, and basic amino acid salts such as lysine and arginine. Of these, potassium and arginine are particularly preferable.
また、これらの高級脂肪酸塩は、必ずしも脂肪酸塩としてペースト状洗浄料組成物に配合する必要はなく、上記高級脂肪酸と塩基とをそれぞれ別個に添加し、組成物中で脂肪酸塩を形成せしめてもよい。 In addition, these higher fatty acid salts do not necessarily need to be blended in the paste-like cleaning composition as fatty acid salts, and the higher fatty acid and the base may be added separately to form a fatty acid salt in the composition. Good.
これらの高級脂肪酸塩は、1種又は2種以上を組み合わせて用いることができ、ペースト状洗浄料組成物全量に対し30〜60質量%配合される。30質量%未満では充分な洗浄力が得られず、60質量%を超えると結晶の析出などの問題を生じるので好ましくない。 These higher fatty acid salts can be used alone or in combination of two or more, and are blended in an amount of 30 to 60% by mass based on the total amount of the paste-like cleaning composition. If it is less than 30% by mass, sufficient detergency cannot be obtained, and if it exceeds 60% by mass, problems such as crystal precipitation occur, which is not preferable.
本発明で用いる成分(B)カチオン性架橋ビニル共重合体としては、分子中にカチオン性基と架橋構造とを有するものであれば特に制限されないが、例えば特開平11−71435号公報に記載のカチオン性基含有共重合体が挙げられる。特に、(a)カチオン性基含有不飽和単量体の少なくとも1種と、(b)アミド基含有不飽和単量体の少なくとも1種、及び(c)分子中に2以上の不飽和基を有する架橋性不飽和単量体の少なくとも1種を必須単量体とする単量体混合物を重合してなる、これら単量体に由来する構成単位を有する架橋ビニル共重合体が好ましい。 The component (B) cationic crosslinked vinyl copolymer used in the present invention is not particularly limited as long as it has a cationic group and a crosslinked structure in the molecule. For example, as described in JP-A-11-71435 Examples include cationic group-containing copolymers. In particular, (a) at least one cationic group-containing unsaturated monomer, (b) at least one amide group-containing unsaturated monomer, and (c) two or more unsaturated groups in the molecule. A cross-linked vinyl copolymer having a structural unit derived from these monomers obtained by polymerizing a monomer mixture containing at least one kind of cross-linkable unsaturated monomer as an essential monomer is preferred.
(a)のカチオン性基含有不飽和単量体としては、ジアルキルアミノアルキル基を有する(メタ)アクリル酸エステル類又は(メタ)アクリルアミド類;ジアルキルアミノ基を有するスチレン類、ビニルピリジン類、N−ビニル複素環化合物類;更にこれらアミノ基を有する単量体の酸中和物又は4級アンモニウム塩、(メタ)アクリロイルアルキルトリアルキル4級アンモニウム塩類、ジアリルジアルキル4級アンモニウム塩などが挙げられる。 The cationic group-containing unsaturated monomer (a) includes (meth) acrylic acid esters or (meth) acrylamides having a dialkylaminoalkyl group; styrenes having a dialkylamino group, vinylpyridines, N- Vinyl heterocyclic compounds; and acid neutralized or quaternary ammonium salts of these amino group-containing monomers, (meth) acryloylalkyltrialkyl quaternary ammonium salts, diallyldialkyl quaternary ammonium salts, and the like.
酸中和物を得るための好ましい酸としては、塩酸、硫酸、酢酸、クエン酸、コハク酸、アジピン酸、スルファミン酸などが挙げられ、4級アンモニウム塩を得るための好ましい4級化剤としては、塩化メチル、ヨウ化メチル等のハロゲン化アルキル、硫酸ジメチル、硫酸ジエチル、硫酸ジ−N−プロピル等の硫酸アルキルが挙げられる。 Preferred acids for obtaining acid neutralized products include hydrochloric acid, sulfuric acid, acetic acid, citric acid, succinic acid, adipic acid, sulfamic acid and the like. Preferred quaternizing agents for obtaining quaternary ammonium salts are as follows. Alkyl halides such as methyl chloride and methyl iodide, and alkyl sulfates such as dimethyl sulfate, diethyl sulfate and di-N-propyl sulfate.
単量体(a)の好ましい具体例としては、ジメチルアミノエチル(メタ)アクリレート、ジエチルアミノエチル(メタ)アクリレート、ジメチルアミノプロピル(メタ)アクリルアミド、ジエチルアミノプロピル(メタ)アクリルアミド、及びこれらを前記の4級化剤で4級化した4級アンモニウム塩、あるいはジメチルジアリルアンモニウムクロライド等が挙げられる。 Preferred specific examples of the monomer (a) include dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylamide, diethylaminopropyl (meth) acrylamide, and the above-mentioned quaternary. Examples include quaternary ammonium salts quaternized with an agent, dimethyl diallyl ammonium chloride, and the like.
(b)のアミド基含有不飽和単量体としては、N−モノアルキル(メタ)アクリルアミド類、N,N−ジアルキル(メタ)アクリルアミド類、N−(メタ)アクリロイルモルホリン、N−ビニルピロリドン、N−ビニルピペリドン等が挙げられる。 As the amide group-containing unsaturated monomer of (b), N-monoalkyl (meth) acrylamides, N, N-dialkyl (meth) acrylamides, N- (meth) acryloylmorpholine, N-vinylpyrrolidone, N -Vinyl piperidone etc. are mentioned.
単量体(b)の好ましい具体例としては、N−メチル(メタ)アクリルアミド、N,N−ジメチル(メタ)アクリルアミド、N,N−ジエチル(メタ)アクリルアミド、N−n−プロピル(メタ)アクリルアミド、N−t−ブチルアクリルアミド、N−(メタ)アクリロイルモルホリン、N−ビニルピロリドン等が挙げられる。中でも、N,N−ジ置換アクリルアミドを用いた場合に使用感が好ましく、特にN,N−ジメチル(メタ)アクリルアミド、N,N−ジエチル(メタ)アクリルアミド等が好ましい。 Preferable specific examples of the monomer (b) include N-methyl (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide, and Nn-propyl (meth) acrylamide. N-t-butylacrylamide, N- (meth) acryloylmorpholine, N-vinylpyrrolidone and the like. Among them, the feeling of use is preferable when N, N-disubstituted acrylamide is used, and N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide and the like are particularly preferable.
(c)の分子中に2以上のビニル基を有する架橋性不飽和単量体としては、多価アルコール又は不飽和アルコールの(メタ)アクリル酸エステル類、ビス(メタ)アクリルアミド類、ジビニル化合物、ポリアリル化合物等が挙げられる。具体的には、エチレングリコールジ(メタ)アクリレート、ポリエチレングリコールジ(メタ)アクリレート、ペンタエリスリトールテトラ(メタ)アクリレート、ジビニルベンゼン、ジビニルエーテル、ペンタエリスリトールのアリルエーテル化体、ビニル(メタ)アクリレート、アリル(メタ)アクリレート等が、特に好ましい。 Examples of the crosslinkable unsaturated monomer having two or more vinyl groups in the molecule (c) include (meth) acrylic acid esters of polyhydric alcohol or unsaturated alcohol, bis (meth) acrylamides, divinyl compounds, Examples include polyallyl compounds. Specifically, ethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, pentaerythritol tetra (meth) acrylate, divinylbenzene, divinyl ether, allyl etherified pentaerythritol, vinyl (meth) acrylate, allyl (Meth) acrylate and the like are particularly preferable.
単量体(a)、(b)及び(c)は、それぞれ1種以上を用いることができる。 One or more monomers (a), (b) and (c) can be used.
単量体(a)と単量体(b)の共重合比率は、(a)/(b)のモル比で、2/98〜98/2、特に3/97〜60/40であるのが、皮膚への塗布時の使用感を有し、塗布後の皮膚になめらかな感触を付与できる共重合体を提供するために好ましい。 The copolymerization ratio of the monomer (a) and the monomer (b) is 2/98 to 98/2, particularly 3/97 to 60/40 in terms of the molar ratio (a) / (b). However, it is preferable for providing a copolymer that has a feeling of use at the time of application to the skin and can give a smooth feel to the skin after application.
また、単量体(c)の割合は、単量体全量中0.002〜5質量%、特に0.002〜3質量%、更には0.002〜1質量%であるのが、ペースト状洗浄料組成物として適度な粘性と保形性を与える共重合体を提供するために好ましい。 The proportion of the monomer (c) is 0.002 to 5% by mass, particularly 0.002 to 3% by mass, more preferably 0.002 to 1% by mass, based on the total amount of monomers. It is preferable for providing a copolymer that gives moderate viscosity and shape retention as a cleaning composition.
本発明で用いるカチオン性架橋ビニル共重合体は、これらの単量体のほか、更にこれらと共重合可能な他の不飽和単量体を構成成分とすることができる。他の単量体としては、例えばメチル(メタ)アクリレート、エチル(メタ)アクリレート、ポリエチレングリコール(メタ)アクリレート等の(メタ)アクリル酸エステル類;アクリル酸、メタアクリル酸;N−3(−スルホプロピル)−N−アクリロイルオキシエチル−N,N−ジメチルアンモニウムベタイン、N−カルボキシメチル−N−メタクリロイルオキシエチル−N,N−ジメチルアンモニウムベタイン等のベタイン類などが挙げられる。 In addition to these monomers, the cationic crosslinked vinyl copolymer used in the present invention can further contain other unsaturated monomers copolymerizable therewith. Examples of other monomers include (meth) acrylic acid esters such as methyl (meth) acrylate, ethyl (meth) acrylate, and polyethylene glycol (meth) acrylate; acrylic acid, methacrylic acid; N-3 (-sulfo Propyl) -N-acryloyloxyethyl-N, N-dimethylammonium betaine, betaines such as N-carboxymethyl-N-methacryloyloxyethyl-N, N-dimethylammonium betaine, and the like.
本発明で用いる(B)カチオン性架橋ビニル共重合体は、これらの単量体を用いて、常法により、例えば、水溶液重合法、逆相懸濁重合法、沈殿重合法等の方法により製造することができる。市販品としてポリクオタニウム−52(ソフケアKG−310W、花王)を用いることができる。 The (B) cationic crosslinked vinyl copolymer used in the present invention is produced by a conventional method using these monomers, for example, by an aqueous solution polymerization method, reverse phase suspension polymerization method, precipitation polymerization method or the like. can do. Polyquaternium-52 (Sofcare KG-310W, Kao) can be used as a commercial product.
本発明において(B)カチオン性架橋ビニル共重合体は1種以上を用いることができ、本発明のペースト状洗浄料組成物中の含有量は、0.005〜0.1質量%、特に0.01〜0.1質量%であるのが好ましい。1質量%以上配合すると、曳糸性が高くなりチューブ容器へのバルクの充填が困難になる場合がある。0.005質量%未満の配合では、泡質の低下が見られたり、洗いあがりのしっとり感に影響を及ぼす場合がある。 In the present invention, (B) the cationic crosslinked vinyl copolymer may be used in one or more kinds, and the content in the paste-like cleaning composition of the present invention is 0.005 to 0.1% by mass, particularly 0. It is preferably 0.01 to 0.1% by mass. When blended in an amount of 1% by mass or more, the spinnability becomes high and it may be difficult to fill the tube container with a bulk. When the amount is less than 0.005% by mass, the foam quality may be deteriorated or the moist feeling of washing may be affected.
本発明で用いる成分(C)ポリエチレングリコールとしては、通常洗浄料組成物に配合しうるポリエチレングリコールであれば特に限定されない。ポリエチレングリコールの平均重合度は、4〜50の範囲、特に4〜40の範囲が好ましい。平均重合度が4未満では良好な洗い上がり後のしっとり感を得ることが困難になる場合がある。平均重合度が50を超えるとペーストの硬度が高くなりすぎて洗浄料に向かなくなる場合がある。本発明においてはポリエチレングリコールを1〜10質量%配合する。配合量が1質量%未満の場合、良好な洗い上がり後のしっとり感を得ることが困難になる場合がある。10質量%を超えて配合してもこれ以上のしっとり感を得ることができずべたつきを生じる場合がある。 The component (C) polyethylene glycol used in the present invention is not particularly limited as long as it is a polyethylene glycol that can be usually blended in a cleaning composition. The average degree of polymerization of polyethylene glycol is preferably in the range of 4-50, particularly in the range of 4-40. If the average degree of polymerization is less than 4, it may be difficult to obtain a moist feeling after washing. If the average degree of polymerization exceeds 50, the hardness of the paste may become too high to be suitable for cleaning materials. In the present invention, 1 to 10% by mass of polyethylene glycol is blended. When the amount is less than 1% by mass, it may be difficult to obtain a moist feeling after a good wash. Even if it exceeds 10 mass%, a moist feeling more than this cannot be obtained, and stickiness may occur.
本発明で用いる成分(D)ソルビトールとしては、通常洗浄料に配合しうるソルビトールであれば特に限定されない。本発明においてはソルビトールを1〜10質量%配合する。1質量%未満の場合、泡のつや、泡の密度などの泡質や洗い上がりのしっとり感に問題が生じる場合がある。10質量%を超えて配合しても、これ以上の泡質改善効果が得られない場合がある。 The component (D) sorbitol used in the present invention is not particularly limited as long as it is a sorbitol that can be usually blended in a cleaning material. In this invention, 1-10 mass% of sorbitol is mix | blended. When the amount is less than 1% by mass, there may be a problem with foam quality, foam quality such as foam density, and moist feeling after washing. Even if it exceeds 10 mass%, the foam quality improvement effect beyond this may not be obtained.
本発明のペースト状皮膚洗浄料組成物には、上述の必須成分の他に、必要に応じて、通常、医薬品、医薬部外品、皮膚化粧料に配合される、水性成分、油性成分、保湿剤、色素、乳化剤、可溶化剤、紫外線吸収剤、増粘剤、薬剤、香料、樹脂、防菌防黴剤、アルコール類等を適宜配合することができる。 In the pasty skin cleansing composition of the present invention, in addition to the above-mentioned essential components, an aqueous component, an oily component, and a moisturizing agent, which are usually blended in pharmaceuticals, quasi drugs, and skin cosmetics as necessary. Agents, pigments, emulsifiers, solubilizers, ultraviolet absorbers, thickeners, drugs, fragrances, resins, antibacterial and antifungal agents, alcohols, and the like can be appropriately blended.
さらに実施例により、本発明の特徴について詳細に説明する。 Further, the features of the present invention will be described in detail by way of examples.
表1、表2に示す処方にて定法によりペースト状皮膚洗浄料組成物を調製し、使用感の評価を行った。なお表中PEGはポリエチレングリコールの略であり、その後の数字は平均重合度を表す。使用感評価の結果、ポリエチレングリコールを配合していない比較例1は、洗い上がりのしっとり感に欠ける使用感であった。ソルビトールを配合していない比較例2は、泡質が良くなく、洗い上がりのしっとり感に欠ける使用感であった。カチオン性架橋ビニル共重合体であるポリクオタニウム−52を配合していない比較例3は、泡密度が低下してきめの粗い泡質となり、しっとり感に欠ける使用感であった。これら比較例に対し、本願発明の実施例1〜5は、洗浄力と洗い上がり後のさっぱり感が良好で、泡が細かくコシ、つやがあり、洗い上がり後しっとり感を有する使用感であった。 A pasty skin cleansing composition was prepared by a conventional method using the formulations shown in Tables 1 and 2, and the feeling of use was evaluated. In the table, PEG is an abbreviation for polyethylene glycol, and the subsequent numbers represent the average degree of polymerization. As a result of the usability evaluation, Comparative Example 1 in which polyethylene glycol was not blended had a feeling of use lacking a moist feeling after washing. In Comparative Example 2 in which sorbitol was not blended, the foam quality was not good, and the feeling of use was lacking in a moist feeling after washing. In Comparative Example 3 in which the polyquaternium-52 which is a cationic cross-linked vinyl copolymer was not blended, the foam density was lowered to give a coarse foam, and the feeling of use lacking a moist feeling. In contrast to these comparative examples, Examples 1 to 5 of the present invention were good in cleaning power and refreshing feeling after washing, finely foamed, glossy, and glossy after use. .
[実施例6] ペースト状洗浄料組成物
(1)精製水 31.97量%)
(2)グリセリン 10.00
(3)1,3−ブチレングリコール 10.00
(4)ソルビトール 5.00
(5)PEG−20 5.00
(6)水酸化カリウム 5.00
(7)ポリクオタニウム−52 0.03
(8)POE(20)グリセロール
モノステアリン酸エステル 2.00
(9)ステアリン酸 12.00
(10)ミリスチン酸 14.00
(11)ラウリン酸 5.00
製法
(1)〜(7)の水相成分と(7)〜(11)の油相成分をそれぞれ75℃に加熱、混合、均一化した後、水相に油相を添加してけん化後冷却する。
[Example 6] Pasty cleaning composition
(1) Purified water 31.97%)
(2) Glycerin 10.00
(3) 1,3-butylene glycol 10.00
(4) Sorbitol 5.00
(5) PEG-20 5.00
(6) Potassium hydroxide 5.00
(7) Polyquaternium-52 0.03
(8) POE (20) Glycerol monostearate 2.00
(9) Stearic acid 12.00
(10) Myristic acid 14.00
(11) Lauric acid 5.00
Manufacturing method
The water phase components (1) to (7) and the oil phase components (7) to (11) are heated, mixed and homogenized at 75 ° C. respectively, and then the oil phase is added to the water phase and saponified and cooled. .
実施例6で得られたペースト状洗浄料組成物は、洗浄力と洗い上がり後のさっぱり感が良好で、泡が細かくコシ、つやがあり、洗い上がり後しっとり感を有する使用感であった。 The paste-like cleaning composition obtained in Example 6 had good detergency and a refreshing feeling after washing, had a fine foam, washes and gloss, and had a feeling of use having a moist feeling after washing.
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| JP2000178121A (en) * | 1998-12-18 | 2000-06-27 | Kao Corp | Cosmetics |
| JP2005113067A (en) * | 2003-10-10 | 2005-04-28 | Kao Corp | Cleaning composition |
| JP2006183030A (en) * | 2004-11-30 | 2006-07-13 | Lion Corp | Paste detergent composition |
| JP2006206525A (en) * | 2005-01-28 | 2006-08-10 | Shiseido Co Ltd | Pasty skin detergent |
| JP2007039350A (en) * | 2005-08-01 | 2007-02-15 | Lion Corp | Skin cleanser composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014208633A (en) * | 2013-03-29 | 2014-11-06 | ライオン株式会社 | Skin detergent composition in foamer container |
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