JPH01117813A - Cosmetic - Google Patents
CosmeticInfo
- Publication number
- JPH01117813A JPH01117813A JP27487087A JP27487087A JPH01117813A JP H01117813 A JPH01117813 A JP H01117813A JP 27487087 A JP27487087 A JP 27487087A JP 27487087 A JP27487087 A JP 27487087A JP H01117813 A JPH01117813 A JP H01117813A
- Authority
- JP
- Japan
- Prior art keywords
- group
- maleic acid
- copolymer
- cosmetics
- hair
- 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.)
- Granted
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 25
- 229920001577 copolymer Polymers 0.000 claims abstract description 25
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims abstract description 19
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 9
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000002148 esters Chemical class 0.000 claims abstract description 8
- 150000002430 hydrocarbons Chemical group 0.000 claims abstract description 8
- 239000011976 maleic acid Substances 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000005702 oxyalkylene group Chemical group 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 5
- 125000002252 acyl group Chemical group 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims 1
- -1 octadecylene Chemical group 0.000 description 24
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000003205 fragrance Substances 0.000 description 7
- 239000006071 cream Substances 0.000 description 6
- 239000006210 lotion Substances 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000003974 emollient agent Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 125000006353 oxyethylene group Chemical group 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 4
- 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 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229960000541 cetyl alcohol Drugs 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003676 hair preparation Substances 0.000 description 3
- 239000008266 hair spray Substances 0.000 description 3
- 229940057995 liquid paraffin Drugs 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 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
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 229940035044 sorbitan monolaurate Drugs 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 229940032094 squalane Drugs 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 229940099259 vaseline Drugs 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- GOLAKLHPPDDLST-HZJYTTRNSA-N (9z,12z)-octadeca-9,12-dien-1-amine Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCN GOLAKLHPPDDLST-HZJYTTRNSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- LMMTVYUCEFJZLC-UHFFFAOYSA-N 1,3,5-pentanetriol Chemical compound OCCC(O)CCO LMMTVYUCEFJZLC-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- NGKIIKNJVVBNNE-UHFFFAOYSA-N 11-methyldodecan-1-amine Chemical compound CC(C)CCCCCCCCCCN NGKIIKNJVVBNNE-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- DRWUOVOJVMEODA-UHFFFAOYSA-N 14-methylpentadecan-1-amine Chemical compound CC(C)CCCCCCCCCCCCCN DRWUOVOJVMEODA-UHFFFAOYSA-N 0.000 description 1
- WTHCRRXOPUNKAA-UHFFFAOYSA-N 16-methylheptadecan-1-amine Chemical compound CC(C)CCCCCCCCCCCCCCCN WTHCRRXOPUNKAA-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- CDVMRBKZDAJYGH-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;propane-1,2-diol Chemical compound CC(O)CO.OCCN(CCO)CCO CDVMRBKZDAJYGH-UHFFFAOYSA-N 0.000 description 1
- CAYHVMBQBLYQMT-UHFFFAOYSA-N 2-decyltetradecan-1-ol Chemical compound CCCCCCCCCCCCC(CO)CCCCCCCCCC CAYHVMBQBLYQMT-UHFFFAOYSA-N 0.000 description 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
- BYDRTKVGBRTTIT-UHFFFAOYSA-N 2-methylprop-2-en-1-ol Chemical compound CC(=C)CO BYDRTKVGBRTTIT-UHFFFAOYSA-N 0.000 description 1
- RZBQPWHJXAYARL-UHFFFAOYSA-N 2-n-dodecylpropane-1,2-diamine Chemical compound CCCCCCCCCCCCNC(C)CN RZBQPWHJXAYARL-UHFFFAOYSA-N 0.000 description 1
- KFXTTZQGCNRYEN-UHFFFAOYSA-N 2-n-octadecylpropane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCNC(C)CN KFXTTZQGCNRYEN-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006032 3-methyl-3-butenyl group Chemical group 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 description 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- QWIZNVHXZXRPDR-UHFFFAOYSA-N D-melezitose Natural products O1C(CO)C(O)C(O)C(O)C1OC1C(O)C(CO)OC1(CO)OC1OC(CO)C(O)C(O)C1O QWIZNVHXZXRPDR-UHFFFAOYSA-N 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-OBAJZVCXSA-N Gentianose Natural products O(C[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@H](O)[C@@H](CO)O2)O1)[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-OBAJZVCXSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 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
- AYRXSINWFIIFAE-SCLMCMATSA-N Isomaltose Natural products OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@@H](O)[C@@H](O)[C@@H]1O AYRXSINWFIIFAE-SCLMCMATSA-N 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 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
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
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- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
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- 229940009714 erythritol Drugs 0.000 description 1
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- 239000008269 hand cream Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- QWIZNVHXZXRPDR-WSCXOGSTSA-N melezitose Chemical compound O([C@@]1(O[C@@H]([C@H]([C@@H]1O[C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O)CO)CO)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O QWIZNVHXZXRPDR-WSCXOGSTSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- AALGJIBQIZWZBP-UHFFFAOYSA-N n-decyltetradecan-1-amine Chemical compound CCCCCCCCCCCCCCNCCCCCCCCCC AALGJIBQIZWZBP-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- FJDUDHYHRVPMJZ-UHFFFAOYSA-N nonan-1-amine Chemical compound CCCCCCCCCN FJDUDHYHRVPMJZ-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl 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])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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
- 230000000149 penetrating effect Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer 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
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は化粧料に関するものであり、とくに頭髪および
皮膚用化粧料に適した化粧料に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to cosmetics, and particularly to cosmetics suitable for hair and skin cosmetics.
〔従来の技術〕 ″
頭髪用化粧料、皮膚用化粧料には、油溶性または水に難
溶性のポリアルキレンゲリコール誘導体、パラフィンワ
ックス、合成エステル、水溶性のカチオン性セルロース
誘導体、ビニルピロリドン/アルキルジアルキルアミノ
(メタ)アクリレート共重合体、不飽和カルボン酸(無
水物)誘導体/ビニルエーテル共重合体等のさまざまな
化合物が使用されている、これらの成分は化粧料の種類
によって使用目的および使用形態は異なるが、−船釣に
は、整備性、保湿性、付着性、皮膚に対する親和性など
を付与するために使用されている。[Prior Art] Hair cosmetics and skin cosmetics include oil-soluble or poorly water-soluble polyalkylene gelicol derivatives, paraffin wax, synthetic esters, water-soluble cationic cellulose derivatives, vinylpyrrolidone/alkyl Various compounds are used, such as dialkylamino (meth)acrylate copolymers, unsaturated carboxylic acid (anhydride) derivatives/vinyl ether copolymers, etc. The purposes and forms of use of these ingredients vary depending on the type of cosmetic. However, in boat fishing, it is used to provide maintainability, moisture retention, adhesion, and affinity for the skin.
最近、頭髪用化粧料としては、べとつかず、軽い感触の
ものが好まれる傾向にあり、油性化粧料は整髪力はある
が、必ずしも最適のものではない。Recently, there has been a trend toward preference for hair cosmetics that are non-sticky and have a light feel, and although oil-based cosmetics have hair-styling properties, they are not necessarily optimal.
また水溶性の共重合体等は、接着および保持性が強いた
め、不自然な外観を与えてしまう。Furthermore, water-soluble copolymers and the like have strong adhesion and retention properties, so they give an unnatural appearance.
皮膚用化粧料の場合も、べとつき感が残ったり、使用抜
落としにくいなどの欠点を有している。Cosmetics for the skin also have drawbacks such as a sticky feeling and difficulty in removing them after use.
本発明の目的は、これらの問題点を解決するため、べと
つかず、軽い感触であり、なおかつ高度の接着および保
持力を持ち、自然な外観を与える化粧料を提供すること
である。The object of the present invention is to solve these problems by providing a cosmetic that is non-sticky, has a light feel, has a high degree of adhesion and holding power, and gives a natural appearance.
本発明は、(i)一般式〔I〕で示されるポリオキシア
ルキレン誘導体単位と、(i)無水マレイン酸、マレイ
ン酸、その塩およびエステルから選ばれるマレイン酸類
単位との共重合体を含有することを特徴とする化粧料で
ある。The present invention contains a copolymer of (i) a polyoxyalkylene derivative unit represented by the general formula [I] and (i) a maleic acid unit selected from maleic anhydride, maleic acid, salts and esters thereof. It is a cosmetic product that is characterized by:
(ただし、Bは2〜8個の水酸基を持つ化合物の残基、
AOは炭素数2〜18のオキシアルキレン基、R1は炭
素数2〜5の不飽和炭化水素基または不飽和アシル基、
R2は炭素数1〜40の炭化水素基、n= O〜100
0. b = O〜1000、a = O〜1000.
a +b + c = 1〜3000、m=1〜8、m
=0〜2、n=O〜7.Q+m+n=2〜8.m/(Q
+n)≦173である。)
一般式〔l〕において、Bを残基とする2〜8個の水酸
基をもつ化合物としては、エチレングリコール、プロピ
レングリコール、ブチレンゲリコール、ドデシレングリ
コール、オクタデシレンゲリコール、ネオペンチルグリ
コール、スチレングリコール、グリセリン、ジグリセリ
ン、ポリグリセリン、トリメチロールエタン、トリメチ
ロールプロパン、1,3.5−ペンタントリオール、エ
リスリトール、ペンタエリスリトール、ジペンタエリス
リトール、ソルビトール、ソルビタン、ソルバイト、ソ
ルビトールグリセリン縮合物、アドニトール、アラビト
ール、キシリトール、マンニトール等の多価アルコール
類;カテコiル、レゾルシン、ヒドロキノン、フロログ
ルシン等の多価フェノール類:キシロース、アラビノー
ス、リボース、ラムノース、グルコース、フルクトース
、ガラクトース、マンノース、ソルボース、セロビオー
ス、マルトース、イソマルトース、トレハロース、シュ
ークロース、ラフィノース、ゲンチアノース、メレジト
ース等の糖類;それらの部分エーテル化物や部分エステ
ル化物などがある。(However, B is a residue of a compound having 2 to 8 hydroxyl groups,
AO is an oxyalkylene group having 2 to 18 carbon atoms, R1 is an unsaturated hydrocarbon group or unsaturated acyl group having 2 to 5 carbon atoms,
R2 is a hydrocarbon group having 1 to 40 carbon atoms, n=O to 100
0. b = O~1000, a = O~1000.
a + b + c = 1-3000, m = 1-8, m
=0-2, n=O-7. Q+m+n=2-8. m/(Q
+n)≦173. ) In the general formula [l], compounds having 2 to 8 hydroxyl groups with B as a residue include ethylene glycol, propylene glycol, butylene gelylcol, dodecylene glycol, octadecylene gelicol, neopentyl glycol, Styrene glycol, glycerin, diglycerin, polyglycerin, trimethylolethane, trimethylolpropane, 1,3.5-pentanetriol, erythritol, pentaerythritol, dipentaerythritol, sorbitol, sorbitan, sorbite, sorbitol glycerin condensate, adonitol, Polyhydric alcohols such as arabitol, xylitol, and mannitol; Polyhydric phenols such as catechol, resorcinol, hydroquinone, and phloroglucin; xylose, arabinose, ribose, rhamnose, glucose, fructose, galactose, mannose, sorbose, cellobiose, maltose, Sugars such as isomaltose, trehalose, sucrose, raffinose, gentianose, melezitose; partially etherified products and partially esterified products thereof.
AOで示される炭素数2〜18のオキシアルキレン基と
しては、オキシエチレン基、オキシプロピレン基、オキ
シブチレン基、オキシテトラメチレン基、オキシスチレ
ン基、オキシアルキレン基、オキシテトラメチレン基、
オキシへ午すデシレン基、オキシオクタデシレン基など
があり、1種単独または2種以上の混合付加体でもよく
、2種以上のときはランダム状付加体であってもブロッ
ク状付加体であってもよい。The oxyalkylene group having 2 to 18 carbon atoms represented by AO includes oxyethylene group, oxypropylene group, oxybutylene group, oxytetramethylene group, oxystyrene group, oxyalkylene group, oxytetramethylene group,
There are decylene groups, oxyoctadecylene groups, etc., which may be used alone or as a mixed adduct of two or more types, and when two or more types are used, it may be a random adduct or a block adduct. You can.
R1で示される炭素数2〜5の不飽和炭化水素基または
不飽和アシル基としては、ビニル基、アリル基、メタリ
ル基、3−ブテニル基、4−ペンテニル基、3−メチル
−3−ブテニル基、アクリル基、メタクリル基、ビニル
アセチル基、クロトニル基などの重合性不飽和結合を有
するものがある。Examples of the unsaturated hydrocarbon group or unsaturated acyl group having 2 to 5 carbon atoms represented by R1 include vinyl group, allyl group, methallyl group, 3-butenyl group, 4-pentenyl group, and 3-methyl-3-butenyl group. Some have polymerizable unsaturated bonds such as , acrylic group, methacrylic group, vinyl acetyl group, and crotonyl group.
R2で示される炭素数1〜40の炭化水素基としてはメ
チル基、エチル基、プロピル基、イソプロピル基、ブチ
ル基、イソブチル基、第三ブチル基。The hydrocarbon group having 1 to 40 carbon atoms represented by R2 includes a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, and a tert-butyl group.
アミル基、イソアミル基、ヘキシル基、ヘプチル基、2
−エチルヘキシル基、オクチル基、ノニル基、デシル基
、ウンデシル基、ドデシル基、イソトリデシル基、テト
ラデシル基、ヘキサデシル基、イソヘキサデシル基、オ
クタデシル基、イソオクタデシル基、オレイル基、オク
チルドデシル基、トコシル基、デシルテトラデシル基、
ベンジル基、クレジル基、ブチルフェニル基、ジブチル
フエニル基、オクチルフェニル基、ノニルフェニル基、
ドデシルフェニル基、ジオクチルフェニル基、ジノニル
フェニル基、スチレン化フェニル基、ナフチル基などが
ある。Amyl group, isoamyl group, hexyl group, heptyl group, 2
- ethylhexyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, isotridecyl group, tetradecyl group, hexadecyl group, isohexadecyl group, octadecyl group, isooctadecyl group, oleyl group, octyldodecyl group, tocosyl group, decyltetradecyl group,
benzyl group, cresyl group, butylphenyl group, dibutylphenyl group, octylphenyl group, nonylphenyl group,
Examples include dodecylphenyl group, dioctylphenyl group, dinonylphenyl group, styrenated phenyl group, and naphthyl group.
マレイン酸の塩としては、アンモニア;メチルアミン、
エチルアミン、プロピルアミン、ブチルアミン、ヘキシ
ルアミン、オクチルアミン、2−エチルヘキシルアミン
、ノニルアミン、デシルアミン、ドデシルアミン、イソ
トリデシルアミン、テトラデシルアミン、ヘキサデシル
アミン、イソヘキサデシルアミン、ステアリルアミン、
イソステアリルアミン、オレイルアミン、リノールアミ
ン。Salts of maleic acid include ammonia; methylamine;
Ethylamine, propylamine, butylamine, hexylamine, octylamine, 2-ethylhexylamine, nonylamine, decylamine, dodecylamine, isotridecylamine, tetradecylamine, hexadecylamine, isohexadecylamine, stearylamine,
Isostearylamine, oleylamine, linoleamine.
オクチルドデシルアミン、トコジルアミン、デシルテト
ラデシルアミン、アニリン等のモノアミン;エチレンジ
アミン、テトラメチレンジアミン、ドデシルプロピレン
ジアミン、オクタデシルプロピレンジアミン、オレイル
プロピレンジアミン、ジエチレントリアミン、トリエチ
レンテトラミン、テトラエチレンペンタミン、ペンタエ
チレンへキサミン等のポリアミン;モノエタノールアミ
ン。Monoamines such as octyldodecylamine, tocodylamine, decyltetradecylamine, aniline; ethylenediamine, tetramethylenediamine, dodecylpropylenediamine, octadecylpropylenediamine, oleylpropylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, etc. polyamine; monoethanolamine.
ジェタノールアミン、トリエタノールアミン、モノイソ
プロパツールアミン、ジイソプロパツールアミン、トリ
イソプロパツールアミン、前記モノアミンやジアミンの
アルキレンオキシド付加物等のアルカノールアミン;リ
ジン、アルギニン、ヒスチジン等のアミノ酸;リチウム
、ナトリウム、カリウム等のアルカリ金属;マグネシウ
ム、カルシウム等のアルカリ土類金属などの塩がある。Alkanolamines such as jetanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine, and alkylene oxide adducts of the above monoamines and diamines; Amino acids such as lysine, arginine, and histidine; Lithium There are salts of alkali metals such as , sodium and potassium; alkaline earth metals such as magnesium and calcium.
マレイン酸のエステルとしてはメタノール、エタノール
、アリルアルコール、メタリルアルコール、プロパツー
ル、イソプロパツール、ブタノール、イソブタノール、
第三ブタノール、ペンタノール、イソペンタノール、ヘ
キサノール、ヘプタツール、2−エチルヘキサノール、
オクタツール。Maleic acid esters include methanol, ethanol, allyl alcohol, methallyl alcohol, propatool, isoproptool, butanol, isobutanol,
Tertiary butanol, pentanol, isopentanol, hexanol, heptatool, 2-ethylhexanol,
Octatool.
ノナノール、デカノール、ウンデカノール、ドデカノー
ル、イソトリデカノール、テトラデカノール、ヘキサデ
カノール、イソセチルアルコール、オクタデカノール、
イソステアリルアルコール、オレイルアルコール、オク
チルドデカノール、ドコサノール、デシルテトラデカノ
ール等のアルコールのエステルがある。Nonanol, decanol, undecanol, dodecanol, isotridecanol, tetradecanol, hexadecanol, isocetyl alcohol, octadecanol,
There are esters of alcohols such as isostearyl alcohol, oleyl alcohol, octyldodecanol, docosanol, and decyltetradecanol.
本発明の共重合体は一般式(I)で示されるポリオキシ
アルキレン誘導体単位と、無水マレイン酸、マレイン酸
、その塩およびエステルから選ばれるマレイン酸類単位
との共重合体であり、ポリオキシアルキレン誘導体単位
およびマレイン酸類単位はそれぞれ1種単独でもよく、
また2種以上が共重合していてもよい。The copolymer of the present invention is a copolymer of a polyoxyalkylene derivative unit represented by the general formula (I) and a maleic acid unit selected from maleic anhydride, maleic acid, salts and esters thereof, and Each of the derivative unit and the maleic acid unit may be used alone,
Moreover, two or more types may be copolymerized.
本発明で用いる共重合体におけるポリオキシアルキレン
誘導体単位とマレイン酸類単位との使用比率はとくに限
定されないが、重合性の二重結合を基準とする当量比で
783〜3ニア、好ましくはほぼ1:1が好ましい。共
重合体の平均分子量もとくに限定されないが、重量平均
分子量で1 、000〜2,000,000であること
が好ましい、また共重合体1分子中にマレイン酸類単位
が4以上あるのが好ましい。The ratio of polyoxyalkylene derivative units and maleic acid units used in the copolymer used in the present invention is not particularly limited, but the equivalent ratio based on the polymerizable double bond is 783 to 3, preferably approximately 1: 1 is preferred. The average molecular weight of the copolymer is also not particularly limited, but it is preferably 1,000 to 2,000,000 in terms of weight average molecular weight, and preferably 4 or more maleic acid units in one molecule of the copolymer.
一般式CI)で示される単位中には、少なくとも1つの
R1が含有される必要がある。R1の炭素数は重合反応
性と関係があり、長ずざると反応性が乏しいので、上記
の範囲が適当である。Ωで示されるR1の数が1である
と直線的な共重合体ができ、2以上であると架橋した共
重合体を得ることができる。この場合、aの値を任意に
選ぶことにより、架橋度を調整し、水溶性のものから固
体状のものまで、任意の形態の共重合体を得ることがで
きる。At least one R1 must be contained in the unit represented by the general formula CI). The number of carbon atoms in R1 is related to polymerization reactivity, and if it is too long, the reactivity will be poor, so the above range is appropriate. When the number of R1 represented by Ω is 1, a linear copolymer can be obtained, and when it is 2 or more, a crosslinked copolymer can be obtained. In this case, by arbitrarily selecting the value of a, the degree of crosslinking can be adjusted and a copolymer in any form, from water-soluble to solid, can be obtained.
Ω、m、nの関係については、mはO〜2の範囲であれ
ば良いが、(ffi + n)に対してあまり多いと反
応中に架橋したエステルが生成してゲル化を起こし、そ
の調整が困難であるため好ましくない、従ってΩ、m、
nの関係は、m/(Q+n)≦173であることが必要
である。Regarding the relationship between Ω, m, and n, m should be in the range of O to 2, but if it is too large relative to (ffi + n), crosslinked ester will be generated during the reaction and gelation will occur. Unfavorable as it is difficult to adjust, therefore Ω, m,
The relationship of n needs to be m/(Q+n)≦173.
AOの炭素数は2〜18の範囲で任意に選択できるが、
R2との組合せで、親水性にも親油性にもすることがで
きる。AOがオキシエチレン基のみの場合や、混合物の
場合でもオキシエチレン基が25モル%以上のときには
親水性になり、それ以下でオキシエチレン基を用いるか
、他のオキシアルキレン基の場合には親油性になる。The number of carbon atoms in AO can be arbitrarily selected within the range of 2 to 18, but
In combination with R2, it can be made hydrophilic or lipophilic. Even if AO is only an oxyethylene group or a mixture, if the oxyethylene group is 25 mol% or more, it becomes hydrophilic, and if it is less than that, it becomes lipophilic if an oxyethylene group is used, or if it is another oxyalkylene group. become.
本発明で用いる共重合体は、一般式[I]のボリオキシ
アルキレン誘導体と、無水マレイン酸、マレイン酸、マ
レイン酸塩またはマレイン酸エステルとを、過酸化物等
のラジカル触媒を用いて共重合させることによって容易
に得ることができるが、マレイン酸類単位がマレイン酸
、その塩またはエステルの場合は、一般式[1)のポリ
オキシアルキレン誘導体と無水マレイン酸とをラジカル
触媒を用いて共重合させた後、エステル化または加水分
解し、またさらにこれを塩に転換する方が、高分子量の
ものが得られるので好ましい。The copolymer used in the present invention is produced by copolymerizing the polyoxyalkylene derivative of general formula [I] with maleic anhydride, maleic acid, maleate, or maleic acid ester using a radical catalyst such as peroxide. However, when the maleic acid unit is maleic acid, its salt or ester, it can be obtained by copolymerizing the polyoxyalkylene derivative of general formula [1) and maleic anhydride using a radical catalyst. After that, it is preferable to esterify or hydrolyze and further convert this into a salt because a product with a high molecular weight can be obtained.
また共重合の際、スチレン、α−オレフィン、酢酸ビニ
ル等の共重合可能な成分を混合して共重合させても良い
。Further, during copolymerization, copolymerizable components such as styrene, α-olefin, and vinyl acetate may be mixed and copolymerized.
本発明で用いる共重合体は、B、AOlRl、R2、α
、mおよびnを適当に変化させることにより、水溶性の
液体から水難溶性の固体まで変化させることができ、水
溶液から粉体までの種々の形態の化粧料として使用でき
る。また界面活性を有する共重合体も得られるので、乳
化剤として使用することも可能である。さらに共重合体
中に酸の部分が多い程、ケラチンと親和性が良くて皮膚
および頭髪になめらかな感触を与える。The copolymer used in the present invention is B, AOlRl, R2, α
, m and n can be changed from a water-soluble liquid to a poorly water-soluble solid, and can be used as cosmetics in various forms from aqueous solutions to powders. Furthermore, since a copolymer having surface activity can be obtained, it can also be used as an emulsifier. Furthermore, the more acid moieties there are in the copolymer, the better the affinity with keratin, giving a smooth feel to the skin and hair.
本発明の化粧料は上記共重合体を含有するものであり、
その配合量は化粧料の種類により変化するが、−船釣に
は0.1〜50重量%、好ましくは0.5〜30重量%
程度の量で充分に効果を発揮する。The cosmetic of the present invention contains the above copolymer,
The amount incorporated varies depending on the type of cosmetic, but - for boat fishing, 0.1 to 50% by weight, preferably 0.5 to 30% by weight.
It is effective enough in moderate amounts.
上記共重合体の使用目的、使用形態等は化粧料の種類に
よって相違するが、主剤または助剤的に使用され、それ
ぞれの種類に応じて他の成分と配合し、混合して化粧料
とされる。この場合、上記共重合体を単独で用いること
もできるが、従来より用いられている他の化粧料成分と
併用することもできる。いずれの場合も水、アルコール
その他の液体または固体希釈剤と併用するのが一般的で
ある。The purpose and form of use of the above copolymers differ depending on the type of cosmetics, but they are used as main ingredients or auxiliary agents, and are blended with other ingredients depending on the type and mixed to make cosmetics. Ru. In this case, the above copolymer can be used alone, but it can also be used in combination with other conventionally used cosmetic ingredients. In either case, it is generally used in combination with water, alcohol, or other liquid or solid diluents.
本発明の化粧料には、上記成分のほかに各種添加剤を併
用することができる。このような添加剤の例としては、
カップリング剤、可塑剤、緩和剤、シックナー、潤滑剤
、被膜形成樹脂、浸透剤、緩衝剤、アニオン系、カチオ
ン系、両性系または非イオン系の界面活性剤、香料、染
料、保存剤、防腐剤、噴射剤、気泡安定剤、紫外線吸収
剤、柔軟剤、光沢調節剤、帯電防止剤、防湿剤、清澄剤
、蒸発促進剤等がある。In addition to the above-mentioned components, various additives can be used in the cosmetic composition of the present invention. Examples of such additives include:
Coupling agents, plasticizers, emollients, thickeners, lubricants, film-forming resins, penetrating agents, buffering agents, anionic, cationic, amphoteric or nonionic surfactants, fragrances, dyes, preservatives, preservatives agents, propellants, bubble stabilizers, ultraviolet absorbers, softeners, gloss control agents, antistatic agents, moisture proofing agents, clarifying agents, evaporation accelerators, etc.
化粧料の種類としては、ヘアスプレー、セットローショ
ン、ヘアリンス、ヘアトリートメント。Types of cosmetics include hair spray, setting lotion, hair rinse, and hair treatment.
コールドウェーブ液、ヘアトニック、ヘアリキッド、ヘ
アブロー、ポマード、ヘアクリーム、ヘアオイル、チッ
ク等の頭髪用化粧料、あるいはパック、クレンジングク
リーム、化粧水、コールドクリーム、ハンドクリーム、
パウダー、ファンデーション、マスカラ、アイシャドー
、ローション等の皮膚用化粧料などを挙げることができ
る。Hair cosmetics such as cold wave liquid, hair tonic, hair liquid, hair blow, pomade, hair cream, hair oil, hair pack, cleansing cream, lotion, cold cream, hand cream, etc.
Examples include skin cosmetics such as powder, foundation, mascara, eye shadow, and lotion.
本発明の化粧料は、共重合性のポリオキシアルキレン誘
導体単位と、マレイン酸類単位との共重合体を含有する
ため、べとつかず、軽い感触であり、なおかつ高度の接
着および保持力を持ち、自然な外観を与えるなど、優れ
た化粧料である。Since the cosmetic of the present invention contains a copolymer of a copolymerizable polyoxyalkylene derivative unit and a maleic acid unit, it is non-sticky, has a light feel, has high adhesion and holding power, and has a natural It is an excellent cosmetic that gives a beautiful appearance.
以下、本発明の実施例について説明する。各例中、%は
重量基準であり、平均分子量は重電平均分子量である。Examples of the present invention will be described below. In each example, the percentages are by weight and the average molecular weight is the weight average molecular weight.
実施例1〜12(ヘアスプレー)
表1に示す実施例1〜12および比較例1〜3の共重合
体を用いて、以下に示す処方でヘアスプレーを調製し、
15〜55才の男女各10人を対象として、官能テスト
を行った。その結果を表2に示すが、本発明のペアスプ
レーが優れていることがわかる。Examples 1 to 12 (hair spray) Using the copolymers of Examples 1 to 12 and Comparative Examples 1 to 3 shown in Table 1, hair sprays were prepared according to the formulation shown below,
A sensory test was conducted on 10 men and 10 men between the ages of 15 and 55. The results are shown in Table 2, and it can be seen that the pair spray of the present invention is excellent.
処方 (%)
表1に示す共重合体 3.0無水エ
タノール 36.0ジメチルポ
リシロキサン 0・62−メチル−2
−アミノ−1−プロパツール 0.3トリクロルモ
ノフルオロメタン 30.0ジクロルジフルオ
ロメタン 30.0香料
0.1
実施例13(パック)
処方 (%)
A 精製水 64.0
プロピレングリコール 5.0エタノ
ール 5.OCソルビタ
ンモノラウレート2.0
スクワラン 5・OD エ
タノール 3.0香料
0.5
防腐剤 適量A相にB
相を添加し、60℃に加温して溶解した。Prescription (%) Copolymer shown in Table 1 3.0 Absolute ethanol 36.0 Dimethylpolysiloxane 0.62-methyl-2
-Amino-1-propatol 0.3 Trichloromonofluoromethane 30.0 Dichlorodifluoromethane 30.0 Fragrance
0.1 Example 13 (Pack) Prescription (%) A Purified water 64.0
Propylene glycol 5.0 Ethanol 5. OC sorbitan monolaurate 2.0 Squalane 5・OD Ethanol 3.0 Fragrance 0.5 Preservative Appropriate amount B to phase A
The phases were added and warmed to 60°C to dissolve.
つぎに、これを60℃に加温して溶解したC相に添加し
、攪拌しながら室温まで冷却したのち、D相を混合して
パックを得た。Next, this was added to phase C which had been heated to 60°C and dissolved, and after cooling to room temperature while stirring, phase D was mixed to obtain a pack.
得られたパックは肌へのなじみが良く、塗布し易く、フ
ィルム形成能やその剥離性についても良好であった。The resulting pack blended well with the skin, was easy to apply, and had good film-forming ability and releasability.
実施例14(エモリエントローション)処方
(%)
A ステアリン酸 2.0
セチルアルコール 1.5ワセリ
ン 5.0流動パラフ
イン 10.0グリセリン
3・5プロピレングリコール
5.0精製水
70.OC香料 0.5
防腐剤、酸化防止剤 適量B相を加
熱混合し、これに加熱溶解したA相を添加し、さらにC
相を添加して、加熱しながら混合して70℃とし、ホモ
ミキサーで均一に乳化して室温で冷却し、エモリエント
ローションを得た。Example 14 (emollient lotion) formulation
(%) A Stearic acid 2.0
Cetyl alcohol 1.5 Vaseline 5.0 Liquid paraffin 10.0 Glycerin
3.5 Propylene glycol 5.0 Purified water
70. OC fragrance 0.5 Preservative, antioxidant Appropriate amount of phase B is heated and mixed, then heated and dissolved phase A is added, and then phase C is added.
The phases were added and mixed while heating to 70°C, homogeneously emulsified with a homomixer, and cooled to room temperature to obtain an emollient lotion.
得られたエモリエントローションは肌へのなじみが良く
、べたつきがなく、さっばりとしていた。The obtained emollient lotion blended well into the skin, was not sticky, and felt light.
実施例15(クリームファンデーション)処方
(%)
A ステアリン酸 0.5
スクワラン 11.0セチ
ルアルコール 1.5流動パラフ
イン 5.0イソプロピルミ
リステート 4.OB トリエタノール
アミン 1.2プロピレングリコー
ル 4.5精製水
53.3防腐剤
適量C酸化チタン
8.0タルク
7.0カオリン 2
.0着色顔料 適量D
香 料 適量人相を8
0℃に加熱溶解したのち、Cの顔料を添加して均一に分
散させた。これに80℃で加熱溶解したB相を徐々に添
加して乳化したのち、攪拌しながら冷却して50℃でD
の香料を加え、さらに攪拌しながら室温まで冷却したに
のようにして得られたクリームファンデーションは、軽
い伸びのもので、肌のなじみも良かった。Example 15 (cream foundation) formulation
(%) A Stearic acid 0.5
Squalane 11.0 Cetyl alcohol 1.5 Liquid paraffin 5.0 Isopropyl myristate 4. OB Triethanolamine 1.2 Propylene glycol 4.5 Purified water
53.3 Preservatives
Appropriate amount of C titanium oxide
8.0 talc
7.0 Kaolin 2
.. 0 Color pigment appropriate amount D
Fragrance: Appropriate amount: 8
After heating and dissolving at 0°C, pigment C was added and uniformly dispersed. Phase B heated and dissolved at 80°C was gradually added to emulsify it, and then cooled with stirring and heated to 50°C.
The cream foundation obtained by adding the fragrance and cooling it to room temperature while stirring was light and spreadable on the skin.
実施例16(クレンジングクリーム)
処方 (%)
A パラフィン 5.
5セチルアルコール 1.5ワセ
リン 17.0流動
パラフイン 28.0ポリオキ
シエチレン(5モル)3.0
ソルビタンモノラウリン酸エステル
防腐剤 適量プロピレ
ングリコール 4.0グリセリン
1・5精製水
36.OC香料 0.
5
A相を混合加熱溶解して65℃にし、B相も混合加熱し
て65℃にし、A相にB相を加えて攪拌し、ホモミキサ
ーにより均一に乳化したのち冷却して、50℃でCの香
料を加え、攪拌しながら室温まで冷却した。Example 16 (Cleansing Cream) Prescription (%) A Paraffin 5.
5 Cetyl alcohol 1.5 Vaseline 17.0 Liquid paraffin 28.0 Polyoxyethylene (5 mol) 3.0 Sorbitan monolaurate preservative Appropriate amount Propylene glycol 4.0 Glycerin
1.5 Purified water
36. OC fragrance 0.
5. Mix and heat dissolve phase A to 65°C, mix and heat phase B to 65°C, add phase B to phase A, stir, emulsify uniformly with a homomixer, cool, and dissolve at 50°C. Flavor C was added, and the mixture was cooled to room temperature while stirring.
このようにして得られたクレンジングクリームは、伸び
が良く、滑らかな感触であった。The cleansing cream thus obtained spread well and had a smooth feel.
代理人 弁理士 柳 原 成Agent: Patent attorney Sei Yanagi Hara
Claims (3)
キレン誘導体単位と、(ii)無水マレイン酸、マレイ
ン酸、その塩およびエステルから選ばれるマレイン酸類
単位との共重合体を含有することを特徴とする化粧料。 ▲数式、化学式、表等があります▼・・・〔 I 〕 (ただし、Bは2〜8個の水酸基を持つ化合物の残基、
AOは炭素数2〜18のオキシアルキレン基、R^1は
炭素数2〜5の不飽和炭化水素基または不飽和アシル基
、R^2は炭素数1〜40の炭化水素基、a=0〜10
00、b=0〜1000、c=0〜1000、a+b+
c=1〜3000、Q=1〜8、m=0〜2、n=0〜
7、l+m+n=2〜8、m/(l+n)≦1/3であ
る。)(1) Contains a copolymer of (i) a polyoxyalkylene derivative unit represented by the general formula [I] and (ii) a maleic acid unit selected from maleic anhydride, maleic acid, a salt thereof, and an ester. Cosmetics featuring: ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・[I] (However, B is the residue of a compound with 2 to 8 hydroxyl groups,
AO is an oxyalkylene group having 2 to 18 carbon atoms, R^1 is an unsaturated hydrocarbon group or unsaturated acyl group having 2 to 5 carbon atoms, R^2 is a hydrocarbon group having 1 to 40 carbon atoms, a=0 ~10
00, b=0-1000, c=0-1000, a+b+
c=1~3000, Q=1~8, m=0~2, n=0~
7, l+m+n=2-8, m/(l+n)≦1/3. )
位とマレイン酸類単位が、重合性の二重結合を基準とす
る当量比で7:3〜3:7である特許請求の範囲第1項
記載の化粧料。(2) Claim 1, wherein the polyoxyalkylene derivative unit of general formula [I] and the maleic acid unit are in an equivalent ratio of 7:3 to 3:7 based on the polymerizable double bond. cosmetics.
00,000である特許請求の範囲第1項または第2項
記載の化粧料。(3) The weight average molecular weight of the copolymer is 1,000 to 2,0
00,000, the cosmetic according to claim 1 or 2.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62274870A JP2508148B2 (en) | 1987-10-30 | 1987-10-30 | Cosmetics |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62274870A JP2508148B2 (en) | 1987-10-30 | 1987-10-30 | Cosmetics |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01117813A true JPH01117813A (en) | 1989-05-10 |
JP2508148B2 JP2508148B2 (en) | 1996-06-19 |
Family
ID=17547708
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62274870A Expired - Lifetime JP2508148B2 (en) | 1987-10-30 | 1987-10-30 | Cosmetics |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2508148B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6817428B1 (en) | 2000-03-15 | 2004-11-16 | Kabushiki Kaisha Miyanaga | Drill bit |
JP2006306857A (en) * | 2005-03-31 | 2006-11-09 | Nof Corp | Cosmetic base and cosmetic formulated therewith |
US9370829B2 (en) | 2012-04-11 | 2016-06-21 | Sumitomo Electric Hardmetal Corp. | Bit exchangeable drill |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62167307A (en) * | 1986-01-17 | 1987-07-23 | Mitsubishi Yuka Fine Chem Co Ltd | Hairdressing resin |
-
1987
- 1987-10-30 JP JP62274870A patent/JP2508148B2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62167307A (en) * | 1986-01-17 | 1987-07-23 | Mitsubishi Yuka Fine Chem Co Ltd | Hairdressing resin |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6817428B1 (en) | 2000-03-15 | 2004-11-16 | Kabushiki Kaisha Miyanaga | Drill bit |
JP2006306857A (en) * | 2005-03-31 | 2006-11-09 | Nof Corp | Cosmetic base and cosmetic formulated therewith |
US9370829B2 (en) | 2012-04-11 | 2016-06-21 | Sumitomo Electric Hardmetal Corp. | Bit exchangeable drill |
Also Published As
Publication number | Publication date |
---|---|
JP2508148B2 (en) | 1996-06-19 |
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