JP4469875B2 - Hair cosmetics - Google Patents
Hair cosmetics Download PDFInfo
- Publication number
- JP4469875B2 JP4469875B2 JP2007146271A JP2007146271A JP4469875B2 JP 4469875 B2 JP4469875 B2 JP 4469875B2 JP 2007146271 A JP2007146271 A JP 2007146271A JP 2007146271 A JP2007146271 A JP 2007146271A JP 4469875 B2 JP4469875 B2 JP 4469875B2
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- Prior art keywords
- group
- acid
- carbon atoms
- branched
- 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.)
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- 239000003676 hair preparation Substances 0.000 title description 6
- -1 salt ether amine Chemical class 0.000 claims description 76
- 125000004432 carbon atom Chemical group C* 0.000 claims description 60
- 210000004209 hair Anatomy 0.000 claims description 55
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 29
- 239000000194 fatty acid Substances 0.000 claims description 29
- 229930195729 fatty acid Natural products 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 24
- 150000004665 fatty acids Chemical class 0.000 claims description 22
- 239000002537 cosmetic Substances 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 229920001296 polysiloxane Polymers 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 239000004166 Lanolin Substances 0.000 claims description 10
- 229940039717 lanolin Drugs 0.000 claims description 10
- 235000019388 lanolin Nutrition 0.000 claims description 10
- WSRCOZWDQPJAQT-UHFFFAOYSA-N 18-methylicosanoic acid Chemical compound CCC(C)CCCCCCCCCCCCCCCCC(O)=O WSRCOZWDQPJAQT-UHFFFAOYSA-N 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- PCGKIWPTIJPQHI-UHFFFAOYSA-N 16-methyloctadecanoic acid Chemical compound CCC(C)CCCCCCCCCCCCCCC(O)=O PCGKIWPTIJPQHI-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 claims description 2
- ZONJATNKKGGVSU-UHFFFAOYSA-N 14-methylpentadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCC(O)=O ZONJATNKKGGVSU-UHFFFAOYSA-N 0.000 claims description 2
- VLJCQMPCVZKWIE-UHFFFAOYSA-N 17-methyl-nonadecanoic acid Chemical compound CCC(C)CCCCCCCCCCCCCCCC(O)=O VLJCQMPCVZKWIE-UHFFFAOYSA-N 0.000 claims description 2
- MYWSBJKVOUZCIA-UHFFFAOYSA-N 2-hydroxy-3,5-diiodobenzaldehyde Chemical compound OC1=C(I)C=C(I)C=C1C=O MYWSBJKVOUZCIA-UHFFFAOYSA-N 0.000 claims description 2
- YZKLUEWQADEGKP-UHFFFAOYSA-N 5-(2,4-dichlorophenyl)cyclohexane-1,3-dione Chemical compound ClC1=CC(Cl)=CC=C1C1CC(=O)CC(=O)C1 YZKLUEWQADEGKP-UHFFFAOYSA-N 0.000 claims description 2
- FXUKWLSZZHVEJD-UHFFFAOYSA-N C16:0-14-methyl Natural products CCC(C)CCCCCCCCCCCCC(O)=O FXUKWLSZZHVEJD-UHFFFAOYSA-N 0.000 claims description 2
- IIUXHTGBZYEGHI-UHFFFAOYSA-N iso-margaric acid Natural products CC(C)CCCCCCCCCCCCCC(O)=O IIUXHTGBZYEGHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- GBZDALHFANHWOF-UHFFFAOYSA-N 2-methyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C)C(O)=O GBZDALHFANHWOF-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 23
- 150000002430 hydrocarbons Chemical class 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 150000001783 ceramides Chemical class 0.000 description 15
- 229940106189 ceramide Drugs 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 12
- 230000006378 damage Effects 0.000 description 12
- 239000000284 extract Substances 0.000 description 12
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 10
- 125000004122 cyclic group Chemical group 0.000 description 9
- 229920006395 saturated elastomer Polymers 0.000 description 9
- 229930195734 saturated hydrocarbon Natural products 0.000 description 9
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 238000011282 treatment Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 7
- 230000003700 hair damage Effects 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 150000007522 mineralic acids Chemical class 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 230000008439 repair process Effects 0.000 description 7
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000007524 organic acids Chemical class 0.000 description 6
- 125000004043 oxo group Chemical group O=* 0.000 description 6
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 6
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 5
- 239000004310 lactic acid Substances 0.000 description 5
- 235000014655 lactic acid Nutrition 0.000 description 5
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 5
- 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 5
- 229960005323 phenoxyethanol Drugs 0.000 description 5
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- 235000019486 Sunflower oil Nutrition 0.000 description 4
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 4
- 239000004359 castor oil Substances 0.000 description 4
- 235000019438 castor oil Nutrition 0.000 description 4
- 239000003093 cationic surfactant Substances 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 description 4
- 238000005342 ion exchange Methods 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- BHQZSXXOSYWJSZ-UHFFFAOYSA-N n,n-dimethyl-3-octadecoxypropan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCOCCCN(C)C BHQZSXXOSYWJSZ-UHFFFAOYSA-N 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 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 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000002600 sunflower oil Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- WGVGLSURTKMQQC-UHFFFAOYSA-N 3-aminopropyl-ethyl-dimethylazanium Chemical compound CC[N+](C)(C)CCCN WGVGLSURTKMQQC-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 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
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 235000019445 benzyl alcohol Nutrition 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 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
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 3
- 235000013922 glutamic acid Nutrition 0.000 description 3
- 239000004220 glutamic acid Substances 0.000 description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
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- 239000008117 stearic acid Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
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- 125000004806 1-methylethylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
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- YETXGSGCWODRAA-UHFFFAOYSA-N 17-methyloctadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCCC(O)=O YETXGSGCWODRAA-UHFFFAOYSA-N 0.000 description 2
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- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 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 2
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- 150000007513 acids Chemical class 0.000 description 2
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- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 2
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- 238000009826 distribution Methods 0.000 description 2
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 125000001302 tertiary amino group Chemical group 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000002469 tricosyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 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
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、特定の第３級アミン又はその塩を含有する毛髪化粧料に関する。 The present invention relates to a hair cosmetic containing a specific tertiary amine or a salt thereof.
毛髪は、太陽光による紫外線や熱、乾燥等の影響を常に受けると共に、日々の洗髪やブラッシング、ドライヤーの熱等によりパサつきがちである。特に、洗髪後のドライヤー乾燥により毛髪のツヤがなくなる、パサつくなどの損傷は、ドライヤーの熱による毛髪内部の空洞化が原因であることが解明されている。また、近年では、各自の自由に髪色を変えたり（カラーリング）、髪型を変化させたり（パーマ等）するなど、髪の外観の変化を楽しむことが一般化し、これら施術の頻度が高くなっている。このようにカラーリング処理やパーマネントウェーブ処理をした毛髪は、使用する染毛剤やパーマネントウェーブ剤の化学的要因により、内部の空洞化が生じるとされている。更に、日々のヘアケア行動（洗髪過程、手グシ、ブラッシング）は毛髪に小さな歪みを繰り返し与え続け、毛髪内部の亀裂、すきま、割れ目、切れ目等が成長、進展していくと考えられる。 Hair is always affected by sunlight, ultraviolet rays, heat, drying, and the like, and tends to be pricked by daily hair washing, brushing, the heat of a dryer, and the like. In particular, it has been elucidated that damages such as hair loss and dryness caused by drying of the hair dryer after washing the hair are caused by cavitation inside the hair due to the heat of the hair dryer. In recent years, it has become common to enjoy changes in the appearance of hair, such as changing the hair color freely (coloring), changing the hairstyle (perm, etc.), and the frequency of these treatments has increased. ing. It is said that the hair that has been subjected to coloring treatment or permanent wave treatment in this way is subject to internal cavitation due to chemical factors of the hair dye or permanent wave agent to be used. Furthermore, daily hair care actions (hair washing process, hand rush, brushing) continue to repeatedly give small distortion to the hair, and it is considered that cracks, gaps, cracks, cuts, etc. inside the hair grow and progress.
そこで、毛髪損傷を修復させる目的で、様々な試みが行われてきた。例えば、毛髪の損傷を修復又は抑止すると共に、良好な感触を付与する技術として、エーテル型第３級アミン、高級アルコール及び有機溶剤を併用した毛髪化粧料（特許文献１）、分岐脂肪酸類を含有する毛髪化粧料（特許文献２）等が提案されている。 Accordingly, various attempts have been made for the purpose of repairing hair damage. For example, as a technique for repairing or preventing damage to hair and imparting a good feel, hair cosmetics using ether type tertiary amines, higher alcohols and organic solvents (Patent Document 1), containing branched fatty acids Hair cosmetics (Patent Document 2) and the like have been proposed.
しかしながら、これらの毛髪化粧料では、カラーリング等を繰り返したヘビーダメージ毛髪に対して良好な感触を付与したり、疲労破壊（枝毛・切毛）を修復又は抑止するには不十分であった。また洗髪時のきしみを低減するまでには至らなかった。 However, these hair cosmetics are insufficient to give a good feel to heavy damaged hair that has been repeatedly colored, and to repair or inhibit fatigue destruction (split hairs and cut hairs). . Moreover, it did not reach the point of reducing the squeak during hair washing.
本発明は、化学処理、ドライヤー乾燥、日々のヘアケア行動による毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与できる毛髪化粧料を提供することを目的とする。 The present invention provides a hair cosmetic that can repair or inhibit hair damage and fatigue destruction caused by chemical treatment, dryer drying, and daily hair care behavior, and can impart good flexibility and a supple feel from when wet to after drying. The purpose is to do.
本発明者は、エーテル型の第３級アミン化合物（以下、「エーテルアミン」という）、分岐脂肪酸類及びシリコーン類を併用することにより、上記要求を満たす毛髪化粧料が得られることを見出した。 The present inventor has found that a hair cosmetic satisfying the above requirements can be obtained by using an ether type tertiary amine compound (hereinafter referred to as “ether amine”), branched fatty acids and silicones in combination.
すなわち本発明は、成分(A)、(B)、(C)及び水を含有する毛髪化粧料を提供するものである。 That is, the present invention provides a hair cosmetic containing components (A), (B), (C) and water.
(A) 一般式(1)で表される第３級アミン又はその塩 (A) Tertiary amine represented by the general formula (1) or a salt thereof
〔式中、Ｒ1は、炭素数６〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基を示し、Ｒ2及びＲ3は、同一又は異なる炭素数１〜６のアルキル基又は基−(ＡＯ)mＨ（Ａは炭素数２〜４のアルキレン基、ｍは１〜６の数を示し、ｍ個のＡは同一でも異なってもよく、その配列は任意である）を示す。〕 [Wherein R 1 represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R 2 and R 3 are the same or different alkyl groups or groups having 1 to 6 carbon atoms — ( AO) m H (A represents an alkylene group having 2 to 4 carbon atoms, m represents a number of 1 to 6, m m may be the same or different, and the arrangement thereof is arbitrary). ]
(B) 一般式(2)で表される分岐脂肪酸又はその塩 (B) Branched fatty acid represented by the general formula (2) or a salt thereof
〔式中、Ｒ4はメチル基又はエチル基を示し、ｐは３〜36の整数を示す。〕 [Wherein, R 4 represents a methyl group or an ethyl group, and p represents an integer of 3 to 36. ]
本発明の毛髪化粧料は、毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与することができる。 The hair cosmetic composition of the present invention can repair or inhibit hair damage and fatigue destruction, and can impart a good flexibility and a supple feel from wet to dry.
本発明で用いられる成分(A)のエーテルアミンにおいて、Ｒ1は炭素数６〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基であり、湿潤時から乾燥後まで良好な柔軟性及び滑り性を付与でき、特に乾燥後の滑り性に優れる点から、炭素数12〜24、特に炭素数14〜22の直鎖又は分岐鎖のアルキル基又はアルケニル基が好ましく、特にアルキル基であることが好ましい。 In the ether amine of component (A) used in the present invention, R 1 is a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and has good flexibility and slipperiness from wet to dry In particular, a linear or branched alkyl or alkenyl group having 12 to 24 carbon atoms, particularly 14 to 22 carbon atoms is preferable, and an alkyl group is particularly preferable from the viewpoint of excellent slipperiness after drying. .
Ｒ2及びＲ3は、それぞれ独立に、炭素数１〜６のアルキル基、又は基−(ＡＯ)mＨ（Ａ及びｍは前記の意味を示す）であり、湿潤時から乾燥後まで良好な柔軟性及び滑り性を付与でき、乾燥後の滑り性に優れるという観点から、炭素数１〜６のアルキル基及び−(ＣＨ2ＣＨ2Ｏ)mＨ（ｍは１〜３、特に１が好ましい）が好ましく、更にはＲ2及びＲ3の少なくとも一方が、炭素数１〜６のアルキル基、中でもメチル基又はエチル基であるのが好ましく、特に双方が同じであることが好ましい。 R 2 and R 3 are each independently an alkyl group having 1 to 6 carbon atoms or a group — (AO) m H (A and m are as defined above), and good from wet to dry From the viewpoint of providing flexibility and slipperiness and excellent slipperiness after drying, an alkyl group having 1 to 6 carbon atoms and — (CH 2 CH 2 O) m H (m is 1 to 3, particularly 1 is preferable. Further, at least one of R 2 and R 3 is preferably an alkyl group having 1 to 6 carbon atoms, especially a methyl group or an ethyl group, and it is particularly preferable that both are the same.
エーテルアミンの好ましい具体例としては、N,N-ジメチル-3-ヘキサデシルオキシプロピルアミン、N,N-ジメチル-3-オクタデシルオキシプロピルアミンが挙げられる。 Preferable specific examples of the ether amine include N, N-dimethyl-3-hexadecyloxypropylamine and N, N-dimethyl-3-octadecyloxypropylamine.
また、本発明に用いられるエーテルアミンは、その全部又は一部が、無機酸又は有機酸により中和されていることが好ましい。 Moreover, it is preferable that the ether amine used for this invention is neutralized all or part by the inorganic acid or the organic acid.
無機酸としては塩酸、硫酸、リン酸等が挙げられる。有機酸としては、酢酸、プロピオン酸等のモノカルボン酸；マロン酸、コハク酸、グルタル酸、アジピン酸、マレイン酸、フマル酸、フタル酸等のジカルボン酸；ポリグルタミン酸等のポリカルボン酸；グリコール酸、乳酸、ヒドロキシアクリル酸、グリセリン酸、リンゴ酸、酒石酸、クエン酸等のヒドロキシカルボン酸；グルタミン酸、アスパラギン酸等の酸性アミノ酸などが挙げられる。これらの中で、無機酸、ジカルボン酸、ヒドロキシカルボン酸、酸性アミノ酸が好ましく、無機酸としては、塩酸が特に好ましい。ジカルボン酸としては、マレイン酸、コハク酸が特に好ましい。ヒドロキシカルボン酸としては、グリコール酸、乳酸、リンゴ酸が特に好ましい。酸性アミノ酸としては、グルタミン酸が特に好ましい。 Examples of inorganic acids include hydrochloric acid, sulfuric acid, phosphoric acid and the like. Organic acids include monocarboxylic acids such as acetic acid and propionic acid; dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid and phthalic acid; polycarboxylic acids such as polyglutamic acid; glycolic acid And hydroxycarboxylic acids such as lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid and citric acid; and acidic amino acids such as glutamic acid and aspartic acid. Among these, inorganic acids, dicarboxylic acids, hydroxycarboxylic acids, and acidic amino acids are preferable, and hydrochloric acid is particularly preferable as the inorganic acid. As the dicarboxylic acid, maleic acid and succinic acid are particularly preferable. As the hydroxycarboxylic acid, glycolic acid, lactic acid, and malic acid are particularly preferable. As the acidic amino acid, glutamic acid is particularly preferable.
ここで、有機酸として成分(B)の分岐脂肪酸を用いてもよい。また、予めエーテルアミンと分岐脂肪酸とを混合、中和し、酸付加塩として用いてもよい。なお、本発明の毛髪化粧料において、成分(A)と成分(B)とは疎水性の複合体を形成すると推定される。 Here, the branched fatty acid of component (B) may be used as the organic acid. Alternatively, ether amine and branched fatty acid may be mixed and neutralized in advance, and used as an acid addition salt. In the hair cosmetic composition of the present invention, it is presumed that component (A) and component (B) form a hydrophobic complex.
上記無機酸及び／又は有機酸の配合量は、エーテルアミンに対し、0.1〜10倍モル、更に0.3〜４倍モルが、効果的にアミン臭を低減でき、また柔軟性や滑り性のようなコンディショニング効果を高める観点から好ましい。 The compounding amount of the inorganic acid and / or organic acid is 0.1 to 10 times mol, more preferably 0.3 to 4 times mol, with respect to the ether amine, and the amine odor can be effectively reduced. This is preferable from the viewpoint of enhancing the conditioning effect.
成分(A)のエーテルアミン又はその塩は、２種以上を併用してもよく、またその含有量は、使用時に良好な柔軟性及び滑り性を付与する点から、エーテルアミンとして0.1〜20重量％が好ましく、更には0.3〜15重量％、特に0.5〜10重量％が好ましい。 The ether amine of component (A) or a salt thereof may be used in combination of two or more thereof, and the content thereof is 0.1 to 20% by weight as an ether amine from the viewpoint of imparting good flexibility and slipperiness during use. %, More preferably 0.3 to 15% by weight, and particularly preferably 0.5 to 10% by weight.
成分(B)の分岐脂肪酸は、例えば、LIPIDS, vol.23, No.9, 878〜881(1988)の記載に従い、毛髪等から分離、抽出することもできるが、特許文献２、WO98/30532に従って合成することもできる。分岐脂肪酸は一般式(2)で表されるものであり、総炭素数が７〜40、更には８〜30、特に10〜22であるものが好ましく、具体的には、18-メチルエイコサン酸、14-メチルペンタデカン酸、14-メチルヘキサデカン酸、15-メチルヘキサデカン酸、15-メチルヘプタデカン酸、16-メチルヘプタデカン酸、16-メチルオクタデカン酸、17-メチルオクタデカン酸、17-メチルノナデカン酸が挙げられる。また、この分岐脂肪酸の塩としては、ナトリウム塩、リチウム塩、カリウム塩等のアルカリ金属塩；カルシウム塩、マグネシウム塩等のアルカリ土類金属塩；アンモニウム塩；トリエタノールアミン塩、ジエタノールアミン塩、モノエタノールアミン塩等の有機アミン塩；リジン塩、アルギニン塩等の塩基性アミノ酸塩が挙げられる。 The branched fatty acid of component (B) can be separated and extracted from hair or the like according to the description of LIPIDS, vol.23, No.9, 878-881 (1988), for example. Patent Document 2, WO98 / 30532 Can also be synthesized according to The branched fatty acid is represented by the general formula (2) and preferably has a total carbon number of 7 to 40, more preferably 8 to 30, particularly 10 to 22, specifically 18-methyleicosane. Acid, 14-methylpentadecanoic acid, 14-methylhexadecanoic acid, 15-methylhexadecanoic acid, 15-methylheptadecanoic acid, 16-methylheptadecanoic acid, 16-methyloctadecanoic acid, 17-methyloctadecanoic acid, 17-methylnonadecanoic acid Is mentioned. The branched fatty acid salts include alkali metal salts such as sodium salt, lithium salt and potassium salt; alkaline earth metal salts such as calcium salt and magnesium salt; ammonium salt; triethanolamine salt, diethanolamine salt and monoethanol. Organic amine salts such as amine salts; basic amino acid salts such as lysine salts and arginine salts.
抽出品としては、ラノリンからの抽出物、すなわちラノリン脂肪酸及びその塩が挙げられる。ラノリン脂肪酸は、イソ脂肪酸、アンテイソ脂肪酸と呼ばれるメチル分岐長鎖脂肪酸を50重量％程度含有する。具体的には、クロダシッド18-MEA〔クローダジャパン社〕、スクライロ〔クローダジャパン社〕、FA-NH〔日本精化社〕が挙げられる。 Examples of the extract include an extract from lanolin, that is, a lanolin fatty acid and a salt thereof. Lanolin fatty acid contains about 50% by weight of methyl branched long chain fatty acid called iso fatty acid or anteiso fatty acid. Specific examples include Crodacid 18-MEA [Crowda Japan Co., Ltd.], Scrairo [Crowda Japan Co., Ltd.], and FA-NH [Nippon Seika Co., Ltd.].
成分(B)の分岐脂肪酸又はその塩は、２種以上を併用してもよい。また、合成品と抽出品を混合して使用してもよい。その含有量は、毛髪の損傷を回復又は抑制させる効果の観点から、本発明の毛髪化粧料中に0.01〜10重量％が好ましく、更には0.05〜５重量％が好ましい。 Two or more kinds of the branched fatty acid of component (B) or a salt thereof may be used in combination. Moreover, you may mix and use a synthetic product and an extract. The content is preferably 0.01 to 10% by weight, more preferably 0.05 to 5% by weight in the hair cosmetic composition of the present invention, from the viewpoint of the effect of recovering or suppressing hair damage.
また、本発明の毛髪化粧料中に含まれる水の量は、50〜95重量％、特に60〜90重量％が好ましい。 Further, the amount of water contained in the hair cosmetic composition of the present invention is preferably 50 to 95% by weight, particularly preferably 60 to 90% by weight.
成分(C)のシリコーン類としては、
(ｉ) 高重合ジメチルポリシロキサン
例えば、BY11-026、BY22-19〔東レ・ダウコーニング社〕、FZ-3125〔日本ユニカー社〕等が挙げられる。
高重合ジメチルポリシロキサンは、液状油（例えば、下記(ii)ジメチルポリシロキサンオイル、(iii)環状シリコーン等の液状シリコーン油、またイソパラフィン等の液状炭化水素油）に溶解又は分散したものも使用することができる。
As the silicone of component (C),
(i) Highly polymerized dimethylpolysiloxane Examples include BY11-026, BY22-19 (Toray Dow Corning), FZ-3125 (Nihon Unicar).
Highly polymerized dimethylpolysiloxane is also used which is dissolved or dispersed in liquid oil (for example, (ii) dimethylpolysiloxane oil below, (iii) liquid silicone oil such as cyclic silicone, or liquid hydrocarbon oil such as isoparaffin). be able to.
(ii) 下記一般式で表されるジメチルポリシロキサンオイル (ii) Dimethylpolysiloxane oil represented by the following general formula
〔式中、ｃは０〜650の整数を示す。〕 [Wherein, c represents an integer of 0 to 650. ]
具体的には、SH200Cシリーズ、粘度１cs、50cs、200cs、1000cs、5000cs〔東レ・ダウコーニング社〕等の市販品が含まれる。 Specifically, commercially available products such as SH200C series, viscosities 1 cs, 50 cs, 200 cs, 1000 cs, 5000 cs (Toray Dow Corning) are included.
(iii) 下記一般式で表される環状シリコーン (iii) Cyclic silicone represented by the following general formula
〔式中、ｄは３〜７の整数を示す。〕 [In formula, d shows the integer of 3-7. ]
具体的には、ドデカメチルシクロヘキサシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン等が挙げられる。また、市販品としては、SH244やSH245（東レ・ダウコーニング社）が挙げられる。 Specific examples include dodecamethylcyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and the like. Commercially available products include SH244 and SH245 (Toray Dow Corning).
(iv) 下記一般式で表されるアミノ変性シリコーン (iv) Amino-modified silicone represented by the following general formula
〔式中、Ｒ5はＲ6と同一の基又はメチル基又は水酸基を示し、Ｒ6は−Ｒ7−Ｑ（ここでＲ7は炭素数３〜６の２価炭化水素基、Ｑは１〜３級アミノ基含有基又はアンモニウム基含有基を示す。）で表される反応性官能基を示し、ｅ及びｆはそれぞれ正の整数で、ｅ＋ｆは分子量に依存する。好ましい平均分子量は3000〜100000である。〕 Wherein, R 5 represents the same group or a methyl or hydroxyl group and R 6, 2 divalent hydrocarbon group R 6 is -R 7 -Q (wherein R 7 is 3 to 6 carbon atoms, Q is 1 -Represents a tertiary amino group-containing group or an ammonium group-containing group.), E and f are each a positive integer, and e + f depends on the molecular weight. A preferable average molecular weight is 3000 to 100,000. ]
例えば、SS-3551、SF8452C、DC929、DC8500（以上、東レ・ダウコーニング社）、KT 1989（GE東芝社）等が挙げられる。アミノ変性シリコーンを水性乳濁液として用いる場合、該水性乳濁液中に含まれるアミノ変性シリコーンの量は20〜60重量％が好ましく、30〜50重量％が更に好ましい。好ましいアミノ変性シリコーン水性乳濁液としては、SM8704C（東レ・ダウコーニング社）が挙げられる。 Examples include SS-3551, SF8452C, DC929, DC8500 (above, Toray Dow Corning), KT 1989 (GE Toshiba). When amino-modified silicone is used as an aqueous emulsion, the amount of amino-modified silicone contained in the aqueous emulsion is preferably 20 to 60% by weight, more preferably 30 to 50% by weight. A preferred amino-modified silicone aqueous emulsion is SM8704C (Toray Dow Corning).
(ｖ) その他のシリコーン類
上記以外に、ポリエーテル変性シリコーン、メチルフェニルポリシロキサン、脂肪酸変性シリコーン、アルコール変性シリコーン、アルコキシ変性シリコーン、エポキシ変性シリコーン、フッ素変性シリコーン、アルキル変性シリコーン等が挙げられる。
(v) in addition to other silicones described above include polyether modified silicones, methylphenyl polysiloxane, fatty acid-modified silicones, alcohol-modified silicones, alkoxy-modified silicones, epoxy-modified silicon cone, fluorine-modified silicones, A alkyl-modified silicone, and the like .
シリコーン化合物の含有量は、本発明の毛髪化粧料中に0.1〜15重量％が好ましく、特に0.5〜10重量％が好ましい。 The content of the silicone compound is preferably 0.1 to 15% by weight, and particularly preferably 0.5 to 10% by weight in the hair cosmetic composition of the present invention.
本発明の毛髪化粧料には、毛髪の外部からの補修効果を向上させるため、更に成分(D)として、両親媒性アミド脂質を含有させることができる。両親媒性アミド脂質としては、一般式(3)で表されるジアミド化合物及び一般式(5)で示されるセラミド類から選ばれるものが挙げられる。 In order to improve the effect of repairing the hair from the outside, the hair cosmetic composition of the present invention can further contain an amphiphilic amide lipid as component (D). Examples of the amphiphilic amide lipid include those selected from diamide compounds represented by the general formula (3) and ceramides represented by the general formula (5).
(ｉ) 一般式(3)で表されるジアミド化合物 (i) Diamide compound represented by the general formula (3)
〔式中、Ｒ8は水酸基及び／又はアルコキシ基が置換していてもよい炭素数１〜12の直鎖又は分岐鎖の炭化水素基を示し、Ｒ9は炭素数１〜５の直鎖又は分岐鎖の二価の炭化水素基を示し、Ｒ10は炭素数１〜22の直鎖又は分岐鎖の二価の炭化水素基を示す。〕 [Wherein R 8 represents a linear or branched hydrocarbon group having 1 to 12 carbon atoms which may be substituted by a hydroxyl group and / or an alkoxy group, and R 9 represents a linear or branched chain having 1 to 5 carbon atoms. A branched divalent hydrocarbon group is represented, and R 10 represents a linear or branched divalent hydrocarbon group having 1 to 22 carbon atoms. ]
一般式(3)において、Ｒ8としては、水酸基及び炭素数１〜６のアルコキシ基から選ばれる１〜３個が置換していてもよい炭素数１〜12の直鎖又は分岐鎖のアルキル基が好ましい。なかでも、無置換の炭素数１〜12のアルキル基、又は水酸基が１〜２個、炭素数１〜６のアルコキシ基が１個、若しくは水酸基と炭素数１〜６のアルコキシ基が１個ずつ置換した、炭素数２〜12のアルキル基がより好ましい。具体的には、メチル基、エチル基、プロピル基、ブチル基、ヘキシル基、ドデシル基、2-メチルプロピル基、2-エチルヘキシル基、2-ヒドロキシエチル基、9-ヒドロキシノニル基、2,3-ジヒドロキシプロピル基、2-メトキシエチル基、2-ヒドロキシ-3-メトキシプロピル基、9-メトキシノニル基等が挙げられ、なかでも2-ヒドロキシエチル基、メチル基、ドデシル基、2-メトキシエチル基が好ましい。 In the general formula (3), R 8 is a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted with 1 to 3 groups selected from a hydroxyl group and an alkoxy group having 1 to 6 carbon atoms. Is preferred. Among them, an unsubstituted alkyl group having 1 to 12 carbon atoms, or 1 to 2 hydroxyl groups, one alkoxy group having 1 to 6 carbon atoms, or one hydroxyl group and one alkoxy group having 1 to 6 carbon atoms. A substituted alkyl group having 2 to 12 carbon atoms is more preferred. Specifically, methyl group, ethyl group, propyl group, butyl group, hexyl group, dodecyl group, 2-methylpropyl group, 2-ethylhexyl group, 2-hydroxyethyl group, 9-hydroxynonyl group, 2,3- Examples include dihydroxypropyl group, 2-methoxyethyl group, 2-hydroxy-3-methoxypropyl group, 9-methoxynonyl group, among which 2-hydroxyethyl group, methyl group, dodecyl group, 2-methoxyethyl group preferable.
一般式(3)において、Ｒ9としては、炭素数２〜５、更には炭素数２〜３の直鎖又は分岐鎖のアルキレン基が好ましい。具体的には、エチレン基、トリメチレン基、テトラメチレン基、ペンタメチレン基、1-メチルエチレン基、2-メチルエチレン基、1-メチルトリメチレン基、2-メチルトリメチレン基、1,1-ジメチルエチレン基、2-エチルトリメチレン基等が挙げられ、なかでもエチレン基及びトリメチレン基が好ましい。 In the general formula (3), R 9 is preferably a linear or branched alkylene group having 2 to 5 carbon atoms, more preferably 2 to 3 carbon atoms. Specifically, ethylene group, trimethylene group, tetramethylene group, pentamethylene group, 1-methylethylene group, 2-methylethylene group, 1-methyltrimethylene group, 2-methyltrimethylene group, 1,1-dimethyl Examples thereof include an ethylene group and a 2-ethyltrimethylene group, and among them, an ethylene group and a trimethylene group are preferable.
一般式(3)において、Ｒ10としては、炭素数２〜22の直鎖又は分岐鎖の二価炭化水素基が好ましく、更には炭素数11〜22の直鎖又は分岐鎖のアルキレン基、及び１〜４個の二重結合を有するアルケニレン基が好ましい。具体的には、エチレン基、トリメチレン基、テトラメチレン基、ヘキサメチレン基、ヘプタメチレン基、オクタメチレン基、デカメチレン基、ウンデカメチレン基、ドデカメチレン基、トリデカメチレン基、テトラデカメチレン基、ヘキサデカメチレン基、オクタデカメチレン基、1-メチルエチレン基、2-エチルトリメチレン基、1-メチルヘプタメチレン基、2-メチルヘプタメチレン基、1-ブチルヘキサメチレン基、2-メチル-5-エチルヘプタメチレン基、2,3,6-トリメチルヘプタメチレン基、6-エチルデカメチレン基、7-メチルテトラデカメチレン基、7-エチルヘキサデカメチレン基、7,12-ジメチルオクタデカメチレン基、8,11-ジメチルオクタデカメチレン基、7,10-ジメチル-7-エチルヘキサデカメチレン基、1-オクタデシルエチレン基、エテニレン基、1-オクタデセニルエチレン基、7,11-オクタデカジエニレン基、7-エテニル-9-ヘキサデカメチレン基、7,12-ジメチル-7,11-オクタデカジエニレン基、8,11-ジメチル-7,11-オクタデカジエニレン基等が挙げられる。このうち、7,12-ジメチルオクタデカメチレン基、7,12-ジメチル-7,11-オクタデカジエニレン基、オクタデカメチレン基、ウンデカメチレン基、トリデカメチレン基が好ましい。 In general formula (3), R 10 is preferably a linear or branched divalent hydrocarbon group having 2 to 22 carbon atoms, more preferably a linear or branched alkylene group having 11 to 22 carbon atoms, and Alkenylene groups having 1 to 4 double bonds are preferred. Specifically, ethylene group, trimethylene group, tetramethylene group, hexamethylene group, heptamethylene group, octamethylene group, decamethylene group, undecamethylene group, dodecamethylene group, tridecamethylene group, tetradecamethylene group, hexa Decamethylene group, octadecamethylene group, 1-methylethylene group, 2-ethyltrimethylene group, 1-methylheptamethylene group, 2-methylheptamethylene group, 1-butylhexamethylene group, 2-methyl-5-ethyl Heptamethylene group, 2,3,6-trimethylheptamethylene group, 6-ethyldecamethylene group, 7-methyltetradecamethylene group, 7-ethylhexadecamethylene group, 7,12-dimethyloctadecamethylene group, 8, 11-dimethyloctadecamethylene group, 7,10-dimethyl-7-ethylhexadecamethylene group, 1-octadecylethylene group, ethenylene group, 1- Octadecenylethylene group, 7,11-octadecadienylene group, 7-ethenyl-9-hexadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, 8,11-dimethyl- Examples include 7,11-octadecadienylene group. Of these, 7,12-dimethyloctadecamethylene group, 7,12-dimethyl-7,11-octadecadienylene group, octadecamethylene group, undecamethylene group, and tridecamethylene group are preferable.
より好ましいジアミド化合物(3)は、Ｒ8、Ｒ9及びＲ10として、それぞれ上で挙げた好ましい基を組み合わせた化合物であり、その具体例として、以下の化合物が挙げられる。 More preferable diamide compound (3) is a compound in which the above-mentioned preferable groups are combined as R 8 , R 9 and R 10 , and specific examples thereof include the following compounds.
(ii) 一般式(4)で示されるセラミド類 (ii) Ceramides represented by general formula (4)
〔式中、Ｒ11はヒドロキシ基、オキソ基又はアミノ基が置換してもよい炭素数４〜30の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｗはメチレン基、メチン基又は酸素原子を示し、破線はπ結合の存在又は不存在を示し、Ｘ1は水素原子、アセチル基又はグリセリル基を示すか、又は隣接する酸素原子とともにオキソ基を形成し、Ｘ2、Ｘ3及びＸ4は各々独立して水素原子、ヒドロキシ基又はアセトキシ基を示し（但し、Ｗがメチン基であるとき、Ｘ2とＸ3は一方が水素原子で他方は存在せず、−Ｏ−Ｘ1がオキソ基であるとき、Ｘ4は存在しない）、Ｒ12及びＲ13は各々独立して水素原子、ヒドロキシ基、ヒドロキシメチル基又はアセトキシメチル基を示し、Ｒ14はヒドロキシ基又はアミノ基が置換してもよい炭素数５〜35の直鎖、分岐鎖若しくは環状の飽和炭化水素基、又は該炭化水素基のω位にヒドロキシ基が置換してもよい炭素数８〜22の直鎖、分岐若しくは環状の飽和若しくは不飽和の脂肪酸がエステル結合した基を示し、Ｒ15は水素原子を示すか、ヒドロキシ基、ヒドロキシアルコキシ基、アルコキシ基及びアセトキシ基から選ばれる置換基を有してもよい総炭素数１〜８の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示す。〕 [Wherein, R 11 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms which may be substituted by a hydroxy group, an oxo group or an amino group, and W represents a methylene group. , A methine group or an oxygen atom, a broken line indicates the presence or absence of a π bond, X 1 represents a hydrogen atom, an acetyl group or a glyceryl group, or forms an oxo group with an adjacent oxygen atom, X 2 , X 3 and X 4 each independently represent a hydrogen atom, a hydroxy group or an acetoxy group (provided that when W is a methine group, one of X 2 and X 3 is a hydrogen atom and the other does not exist; When O—X 1 is an oxo group, X 4 is not present), R 12 and R 13 each independently represent a hydrogen atom, a hydroxy group, a hydroxymethyl group or an acetoxymethyl group, and R 14 represents a hydroxy group or 5 to 35 carbon atoms that the amino group may be substituted A linear, branched or cyclic saturated hydrocarbon group, or a linear, branched or cyclic saturated or unsaturated fatty acid having 8 to 22 carbon atoms, which may be substituted with a hydroxy group at the ω position of the hydrocarbon group. An ester-bonded group, R 15 represents a hydrogen atom, or may have a substituent selected from a hydroxy group, a hydroxyalkoxy group, an alkoxy group, and an acetoxy group; Indicates a saturated or unsaturated hydrocarbon group in the chain. ]
一般式(4)において、Ｒ11としては、ヒドロキシ基が置換してもよい炭素数７〜22の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基が好ましい。Ｘ1としては、水素原子、グリセリル基が好ましい。Ｘ2、Ｘ3及びＸ4としては、その０〜１個がヒドロキシ基であり、残余が水素原子であるのが好ましい。Ｒ12及びＲ13としては、一方が水素原子又はヒドロキシメチル基であり、他方が水素原子であるのが好ましい。Ｒ14における飽和炭化水素基のω位にエステル結合若しくはアミド結合してもよい脂肪酸としては、イソステアリン酸、12-ヒドロキシステアリン酸、リノール酸が好ましい。Ｒ15としては、水素原子、あるいはヒドロキシ基、ヒドロキシアルコキシ基及びアルコキシ基から選ばれる１〜３個が置換してもよい総炭素数１〜８の炭化水素基が好ましい。 In the general formula (4), R 11 is preferably a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 22 carbon atoms which may be substituted by a hydroxy group. X 1 is preferably a hydrogen atom or a glyceryl group. The X 2, X 3 and X 4, is the 0-1 is hydroxy group, preferably the remainder is a hydrogen atom. As R 12 and R 13 , one is preferably a hydrogen atom or a hydroxymethyl group, and the other is preferably a hydrogen atom. As the fatty acid that may be ester-bonded or amide-bonded to the ω position of the saturated hydrocarbon group for R 14 , isostearic acid, 12-hydroxystearic acid, and linoleic acid are preferable. R 15 is preferably a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms in total, which may be substituted by 1 to 3 groups selected from a hydroxy group, a hydroxyalkoxy group and an alkoxy group.
好ましいセラミド類(4)として次の一般式(4a)で表される天然セラミド又は天然型セラミド類、及びその誘導体（以下、「天然型セラミド類(4a)」と記載する）、並びに、一般式(4b)で表される擬似型セラミド類（以下、「疑似型セラミド類(4b)」と記載する）が挙げられる。 Preferred ceramides (4) are natural ceramides or natural ceramides represented by the following general formula (4a) and derivatives thereof (hereinafter referred to as “natural ceramides (4a)”), and general formulas And pseudo-ceramides represented by (4b) (hereinafter referred to as “pseudo-ceramides (4b)”).
(ii-1) 天然型セラミド類(4a) (ii-1) Natural ceramides (4a)
〔式中、Ｒ11aはヒドロキシ基が置換してもよい炭素数７〜19の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｗ1はメチレン基又はメチン基を示し、破線はπ結合の存在又は不存在を示し、Ｘ1aは水素原子を示すか、又は隣接する酸素原子とともにオキソ基を形成し、Ｘ2a、Ｘ3a及びＸ4aは各々独立して水素原子、ヒドロキシ基又はアセトキシ基を示し（但し、Ｗ1がメチン基であるとき、Ｘ2aとＸ3aは一方が水素原子で他方は存在せず、−Ｏ−Ｘ1aがオキソ基であるとき、Ｘ4aは存在しない）、Ｒ12aはヒドロキシメチル基又はアセトキシメチル基を示し、Ｒ14aはヒドロキシ基が置換してもよい炭素数５〜30の直鎖、分岐鎖若しくは環状の飽和炭化水素基、又は該アルキル基のω末端にヒドロキシ基が置換していてもよい炭素数８〜22の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合した基を示し、Ｒ15aは水素原子又は炭素数１〜４のアルキル基を示す。〕 [Wherein R 11a represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms which may be substituted by a hydroxy group, and W 1 represents a methylene group or a methine group. , The broken line indicates the presence or absence of a π bond, X 1a represents a hydrogen atom, or an oxo group is formed with an adjacent oxygen atom, and X 2a , X 3a and X 4a are each independently a hydrogen atom, A hydroxy group or an acetoxy group (provided that when W 1 is a methine group, one of X 2a and X 3a is a hydrogen atom and the other is not present, and when —O—X 1a is an oxo group, X 4a R 12a represents a hydroxymethyl group or an acetoxymethyl group, R 14a represents a linear, branched or cyclic saturated hydrocarbon group having 5 to 30 carbon atoms which may be substituted by the hydroxy group, or The number of carbon atoms that may be substituted with a hydroxy group at the ω-terminal of the alkyl group 8 to 22 linear or branched saturated or unsaturated fatty acid is an ester-bonded group, and R 15a represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. ]
好ましくは、Ｒ11aが炭素数７〜19、更に好ましくは炭素数13〜15の直鎖アルキル基；Ｗ1がメチン基でＸ2aとＸ3aの一方が水素原子；Ｒ14aが炭素数９〜27のヒドロキシ基が置換してもよい直鎖アルキル基である化合物が挙げられる。また、Ｘ1aは水素原子であるか、酸素原子とともにオキソ基を形成するのが好ましい。Ｒ14aとしては、トリコシル基、1-ヒドロキシペンタデシル基、1-ヒドロキシトリコシル基、ヘプタデシル基、1-ヒドロキシウンデシル基、ω位にリノール酸がエステル結合したノナコシル基が好ましい。 Preferably, R 11a is a linear alkyl group having 7 to 19 carbon atoms, more preferably 13 to 15 carbon atoms; W 1 is a methine group and one of X 2a and X 3a is a hydrogen atom; R 14a is 9 to 9 carbon atoms Examples thereof include compounds in which 27 hydroxy groups are linear alkyl groups that may be substituted. X 1a is preferably a hydrogen atom or forms an oxo group together with an oxygen atom. R 14a is preferably a tricosyl group, a 1-hydroxypentadecyl group, a 1-hydroxytricosyl group, a heptadecyl group, a 1-hydroxyundecyl group, or a nonacosyl group in which linoleic acid is ester-bonded to the ω position.
天然型セラミド類の具体例としては、以下に構造を示すような、スフィンゴシン、ジヒドロスフィンゴシン、フィトスフィンゴシン又はスフィンガジエニンがアミド化されたセラミドType１〜７（例えば、J. Lipid Res., 24：759 (1983)の図２、及びJ. Lipid. Res.,35：2069 (1994)の図４記載のブタ及びヒトのセラミド類）、更にこれらのN-アルキル体（例えばN-メチル体）が挙げられる。これらは天然からの抽出物及び合成物のいずれでもよく、市販のものを用いることができる。 Specific examples of natural ceramides include ceramides Type 1 to 7 in which sphingosine, dihydrosphingosine, phytosphingosine, or sphingadienin is amidated (for example, J. Lipid Res., 24: 759 (1983) in FIG. 2 and J. Lipid. Res., 35: 2069 (1994) in FIG. 4 and porcine and human ceramides), and these N-alkyl compounds (for example, N-methyl compounds) Can be mentioned. These may be any of natural extracts and synthetic products, and commercially available products can be used.
(ii-2) 擬似型セラミド類(4b) (ii-2) Pseudo-type ceramides (4b)
〔式中、Ｒ11bはヒドロキシ基が置換してもよい炭素数10〜22の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し、Ｘ1bは水素原子、アセチル基又はグリセリル基を示し、Ｒ14bはヒドロキシル基又はアミノ基が置換していてもよい炭素数５〜22の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基であるか、又は該炭化水素基のω末端にヒドロキシル基が置換していてもよい炭素数８〜22の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合した基を示し、Ｒ15bは水素原子を示すか、ヒドロキシ基、ヒドロキシアルコキシ基、アルコキシ基又はアセトキシ基が置換していてもよい総炭素数１〜８のアルキル基を示す。〕 [Wherein R 11b represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms which may be substituted by a hydroxy group, and X 1b represents a hydrogen atom, an acetyl group or glyceryl. R 14b represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 5 to 22 carbon atoms which may be substituted by a hydroxyl group or an amino group, or the hydrocarbon group Represents a group in which a linear or branched saturated or unsaturated fatty acid having 8 to 22 carbon atoms, which may be substituted with a hydroxyl group at the ω-terminal, is ester-bonded, and R 15b represents a hydrogen atom or a hydroxy group , A hydroxyalkoxy group, an alkoxy group or an acetoxy group, an alkyl group having 1 to 8 carbon atoms which may be substituted. ]
Ｒ14bとしては、ノニル基、トリデシル基、ペンタデシル基、ω位にリノール酸がエステル結合したウンデシル基、ω位にリノール酸がエステル結合したペンタデシル基、ω位に12-ヒドロキシステアリン酸がエステル結合したペンタデシル基、ω位にメチル分岐イソステアリン酸がアミド結合したウンデシル基が好ましい。Ｒ15bのヒドロキシアルコキシ基又はアルコキシ基としては炭素数１〜８のものが好ましい。 R 14b includes a nonyl group, a tridecyl group, a pentadecyl group, an undecyl group in which linoleic acid is ester-bonded to the ω position, a pentadecyl group in which linoleic acid is ester-bonded to the ω position, and 12-hydroxystearic acid is ester-bonded to the ω position A pentadecyl group and an undecyl group in which methyl branched isostearic acid is amide-bonded at the ω position are preferred. The hydroxyalkoxy group or alkoxy group for R 15b is preferably one having 1 to 8 carbon atoms.
疑似型セラミド類(4b)としては、Ｒ11bがヘキサデシル基、Ｘ1bが水素原子、Ｒ14bがペンタデシル基、Ｒ15bがヒドロキシエチル基のもの；Ｒ11bがヘキサデシル基、Ｘ1bが水素原子、Ｒ14bがノニル基、Ｒ15bがヒドロキシエチル基のもの；又はＲ11bがヘキサデシル基、Ｘ1bがグリセリル基、Ｒ14bがトリデシル基、Ｒ15bが3-メトキシプロピル基のものが好ましく、一般式(4b)のＲ11bがヘキサデシル基、Ｘ1bが水素原子、Ｒ14bがペンタデシル基、Ｒ15bがヒドロキシエチル基のものがより好ましい。好ましい具体例として、以下のものが挙げられる。 The pseudo-ceramides (4b) include those in which R 11b is a hexadecyl group, X 1b is a hydrogen atom, R 14b is a pentadecyl group, R 15b is a hydroxyethyl group; R 11b is a hexadecyl group, X 1b is a hydrogen atom, R Preferably, 14b is a nonyl group and R 15b is a hydroxyethyl group; or R 11b is a hexadecyl group, X 1b is a glyceryl group, R 14b is a tridecyl group, and R 15b is a 3-methoxypropyl group. R 11b is a hexadecyl group, X 1b is a hydrogen atom, R 14b is a pentadecyl group, and R 15b is more preferably a hydroxyethyl group. Preferable specific examples include the following.
両親媒性アミド脂質は、２種以上を併用してもよく、またその含有量は、損傷を回復又は抑制させる効果の観点から、本発明の毛髪化粧料中に0.01〜10重量％が好ましく、更には0.05〜５重量％が好ましい。 Two or more amphiphilic amide lipids may be used in combination, and the content thereof is preferably 0.01 to 10% by weight in the hair cosmetic composition of the present invention, from the viewpoint of the effect of recovering or suppressing damage, Furthermore, 0.05 to 5% by weight is preferable.
本発明の毛髪化粧料には、毛髪に与える感触を更に向上させるため、芳香族アルコール類、油性成分、カチオン界面活性剤等を添加することができる。 Aromatic alcohols, oily components, cationic surfactants, and the like can be added to the hair cosmetic composition of the present invention in order to further improve the feel imparted to the hair.
芳香族アルコールとしては、ベンジルアルコール、シンナミルアルコール、フェネチルアルコール、p-アニシルアルコール、p-メチルベンジルアルコール、フェノキシエタノール、2-ベンジルオキシエタノール等が挙げられる。 Examples of the aromatic alcohol include benzyl alcohol, cinnamyl alcohol, phenethyl alcohol, p-anisyl alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol and the like.
また、油性成分としては、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘニン酸、オレイン酸、ヤシ油脂肪酸等の成分(B)以外の高級脂肪酸、流動パラフィン、流動イソパラフィン、ワセリン、スクワレン、スクワラン等の炭化水素油等が挙げられる。また、ツバキ油、マカデミアナッツ油、トウモロコシ油、オリーブ油、アボカド油、ヒマシ油、サフラワー油、ホホバ油、ヒマワリ油、ナタネ油、ゴマ油、大豆油、メドウフォーム油等の天然油脂；ミリスチン酸イソプロピル、パルミチン酸イソプロピル、ミリスチン酸ミリスチル、パルミチン酸オクチル、ステアリン酸ステアリル、ステアリン酸イソセチル、イソノナン酸イソノニル、イソノナン酸イソトリデシル、ステアリン酸硬化ヒマシ油、ヒドロキシステアリン酸硬化ヒマシ油、トリ2-エチルヘキサン酸グリセリル、テトラ2-エチルヘキサン酸ペンタエリスリトール、ジカプリン酸ネオペンチルグリコール、ジイソステアリン酸ジグリセリル、ジペンタエリスリトールとヒドロキシステアリン酸／ステアリン酸／ロジン酸等の混合脂肪酸とのエステル等のエステル油が挙げられる。 In addition, as the oily component, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, coconut oil fatty acid and other components (B) higher fatty acids, liquid paraffin, liquid isoparaffin, petrolatum, Examples include hydrocarbon oils such as squalene and squalane. Moreover, camellia oil, macadamia nut oil, corn oil, olive oil, avocado oil, castor oil, safflower oil, jojoba oil, sunflower oil, rapeseed oil, sesame oil, soybean oil, natural oil fat meadowfoam oil; isopropyl myristate, isopropyl palmitate, millimeter cystine myristate, octyl palmitate, stearyl stearate, isocetyl stearate, isononyl isononanoate, isotridecyl isononanoate, hardened stearic acid castor oil, hydroxystearic acid hydrogenated castor oil, glyceryl tri-2-ethylhexanoate , Tetra-2-ethylhexanoate pentaerythritol, neopentyl glycol dicaprate, diglyceryl diisostearate, mixed fats such as dipentaerythritol and hydroxystearic acid / stearic acid / rosin acid Examples include ester oils such as esters with acids.
カチオン界面活性剤としては、例えば、以下の(ｉ)〜(vii)の化合物等が挙げられる。 Examples of the cationic surfactant include the following compounds (i) to (vii).
(ｉ) アルキルトリメチルアンモニウム塩
例えば下記一般式で表される化合物が挙げられる。
Ｒ17−Ｎ+(ＣＨ3)3 Ｘ-
〔式中、Ｒ17は炭素数12〜22のアルキル基を示し、Ｘ-はハロゲン（塩素又は臭素）化物イオン又は炭素数１〜２のアルキル硫酸イオンを示す。〕
(i) Alkyltrimethylammonium salt Examples include compounds represented by the following general formula.
R 17 −N + (CH 3 ) 3 X −
[Wherein, R 17 represents an alkyl group having 12 to 22 carbon atoms, and X − represents a halogen (chlorine or bromine) ion or an alkyl sulfate ion having 1 to 2 carbon atoms. ]
(ii) アルコキシトリメチルアンモニウム塩
例えば下記一般式で表される化合物が挙げられる。
Ｒ18−Ｏ−Ｒ19−Ｎ+(ＣＨ3)3 Ｘ-
〔式中、Ｒ18は炭素数12〜22のアルキル基を示し、Ｒ19はエチレン基又はプロピレン基を示し、Ｘ-は上記と同じである。〕
(ii) Alkoxytrimethylammonium salt For example, the compound represented by the following general formula is mentioned.
R 18 —O—R 19 —N + (CH 3 ) 3 X −
[Wherein R 18 represents an alkyl group having 12 to 22 carbon atoms, R 19 represents an ethylene group or a propylene group, and X − is the same as above. ]
(iii) ジアルキルジメチルアンモニウム塩
例えば下記一般式で表される化合物が挙げられる。
(Ｒ20)2Ｎ+(ＣＨ3)2 Ｘ-
〔式中、Ｒ20は炭素数12〜22のアルキル基又はベンジル基を示し、Ｘ-は上記と同じである。〕
(iii) Dialkyldimethylammonium salt Examples include compounds represented by the following general formula.
(R 20 ) 2 N + (CH 3 ) 2 X −
[Wherein, R 20 represents an alkyl group having 12 to 22 carbon atoms or a benzyl group, and X − is the same as described above. ]
(iv) アルキルジメチルアミン（及びその塩）
例えば下記一般式で表される化合物及びその塩が挙げられる。
Ｒ21-Ｎ(ＣＨ3)2
〔式中、Ｒ21は炭素数12〜22のアルキル基を示す。〕
(iv) Alkyldimethylamine (and its salts)
For example, the compound represented by the following general formula and its salt are mentioned.
R 21 -N (CH 3 ) 2
[Wherein R 21 represents an alkyl group having 12 to 22 carbon atoms. ]
(ｖ) ヒドロキシエーテルアミン（及びその塩）
例えば下記一般式で表される化合物及びその塩が挙げられる。
(v) Hydroxyetheramine (and its salt)
For example, the compound represented by the following general formula and its salt are mentioned.
〔式中、Ｒ22は、炭素数６〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基を示し、Ｒ23及びＲ24は、同一又は異なる炭素数１〜６のアルキル基又は−(Ａ1Ｏ)bＨ（Ａ1は炭素数２〜４のアルキレン基、ｂは１〜６の数を示し、ｂ個のＡ1は同一でも異なってもよく、その配列は任意である）を示す。ａは１〜５の数を示す。〕 [Wherein, R 22 represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, and R 23 and R 24 are the same or different alkyl groups having 1 to 6 carbon atoms or — (A 1 O) b H (A 1 is an alkylene group having 2 to 4 carbon atoms, b is a number of 1 to 6, and b A 1 may be the same or different, and the arrangement thereof is arbitrary) . a shows the number of 1-5. ]
(vi) アルキルアミドアミン（及びその塩）
例えば下記一般式で表される化合物及びその塩が挙げられる。
For example, the compound represented by the following general formula and its salt are mentioned.
〔式中、Ｒ25は炭素数11〜23の脂肪族炭化水素基を示し、Ｒ26は同一又は異なって、水素原子又は炭素数１〜４のアルキル基を示し、ｈは２〜４の数を示す。〕 [Wherein, R 25 represents an aliphatic hydrocarbon group having 11 to 23 carbon atoms, R 26 is the same or different and represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and h represents a number of 2 to 4] Indicates. ]
(vii) エーテルアミン（及びその塩） (vii) Etheramine (and its salt)
〔式中、Ｒ27は、炭素数６〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基を示し、Ｒ28は炭素数２〜５の直鎖又は分岐のアルキレン基を示し、Ｒ29及びＲ30は、独立して水素原子、炭素数１〜６のアルキル基、又は基−(Ａ2Ｏ)sＨ（Ａ2は炭素数２〜４のアルキレン基、ｓは１〜６の数を示し、ｓ個のＡ2は同一でも異なってもよく、その配列は任意である）を示し、ｒは、２〜８の整数を示す。〕 [Wherein R 27 represents a linear or branched alkyl group or alkenyl group having 6 to 24 carbon atoms, R 28 represents a linear or branched alkylene group having 2 to 5 carbon atoms, R 29 and R 30 is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a group — (A 2 O) s H (A 2 is an alkylene group having 2 to 4 carbon atoms, s is a number from 1 to 6; S pieces of A 2 may be the same or different and the arrangement thereof is arbitrary), and r represents an integer of 2 to 8. ]
上記(ｉ)〜(vii)以外のカチオン界面活性剤としては、エチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム（アルカノイルアミノプロピルジメチルエチルアンモニウムのエチル硫酸塩、アルカノイル基はラノリン由来）、エチル硫酸ラノリン脂肪酸アミノエチルトリエチルアンモニウム、エチル硫酸ラノリン脂肪酸アミノプロピルトリエチルアンモニウム、メチル硫酸ラノリン脂肪酸アミノエチルトリメチルアンモニウム、メチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム、エチル硫酸イソアルカン酸（Ｃ14〜Ｃ20）アミノプロピルエチルジメチルアンモニウム、エチル硫酸イソアルカン酸（Ｃ18〜Ｃ22）アミノプロピルエチルジメチルアンモニウム、エチル硫酸イソステアリン酸アミノプロピルエチルジメチルアンモニウム、エチル硫酸イソノナン酸アミノプロピルエチルジメチルアンモニウム、アルキルトリメチルアンモニウムサッカリン等が挙げられる。 Examples of cationic surfactants other than the above (i) to (vii) include ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium (alkanoylaminopropyldimethylethylammonium ethyl sulfate, alkanoyl group derived from lanolin), ethyl sulfate lanolin fatty acid amino Ethyl triethyl ammonium, ethyl lanolin sulfate fatty acid aminopropyl triethyl ammonium, methyl sulfate lanolin fatty acid amino ethyl trimethyl ammonium, methyl sulfate lanolin fatty acid aminopropyl ethyl dimethyl ammonium, ethyl sulfate isoalkanoic acid (C 14 -C 20 ) aminopropyl ethyl dimethyl ammonium, ethyl sulfuric isoalkanes acid (C 18 ~C 22) aminopropyl dimethylammonium ethyl sulfate isostearate aminopropyl et Le dimethyl ammonium, ethyl isononanoate aminopropyl dimethylammonium sulfate, alkyl trimethyl ammonium saccharin, and the like.
カチオン界面活性剤は、２種以上を併用してもよく、また使用時に良好な柔軟性及び滑り性を付与する点から、その含有量は、0.01〜20重量％が好ましく、更には0.1〜15重量％、特に0.5〜10重量％が好ましい。 Two or more kinds of cationic surfactants may be used in combination, and the content is preferably 0.01 to 20% by weight, more preferably 0.1 to 15% from the viewpoint of imparting good flexibility and slipperiness during use. % By weight, in particular 0.5 to 10% by weight is preferred.
本発明の毛髪化粧料には更に、毛髪化粧料に一般に使用されるその他の成分を、目的に応じて配合することができる。例えば、カチオン化セルロース、ヒドロキシ化セルロース、高重合ポリエチレンオキサイド等の高分子化合物；ポリオキシエチレンアルキルエーテル、ポリオキシエチレンソルビタン脂肪酸エステル、グリセリン脂肪酸エステル類、ポリグリセリン脂肪酸エステル類、ポリオキシエチレン硬化ヒマシ油類、ショ糖脂肪酸エステル類、ポリグリセリンアルキルエーテル類、脂肪酸アルカノールアミド、アルキルグリコシド類等の非イオン界面活性剤；ジンクピリチオン、塩化ベンザルコニウム等の抗フケ剤；ビタミン剤；殺菌剤；抗炎症剤；防腐剤；キレート剤；パンテノール等の保湿剤；染料、顔料等の着色剤；ユーカリの極性溶媒抽出物、真珠層を有する貝殻又は真珠から得られる蛋白質又はその加水分解物、シルクから得られる蛋白質又はその加水分解物、マメ科植物の種子から得られる蛋白含有抽出物、オタネニンジン抽出物、米胚芽抽出物、ヒバマタ抽出物、ツバキ抽出物、アロエ抽出物、月桃葉抽出物、クロレラ抽出物等のエキス類；酸化チタン等のパール粉体；香料；色素；紫外線吸収剤；酸化防止剤；その他エンサイクロペディア・オブ・シャンプー・イングリーディエンツ〔ENCYCLOPEDIA OF SHAMPOO INGREDIENTS (MICELLE PRESS)〕に記載されている成分等が挙げられる The hair cosmetic of the present invention may further contain other components generally used in hair cosmetics depending on the purpose. For example, polymer compounds such as cationized cellulose, hydroxylated cellulose, and highly polymerized polyethylene oxide; polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene hydrogenated castor oil , Sucrose fatty acid esters, polyglycerin alkyl ethers, fatty acid alkanolamides, alkylglycosides, and other nonionic surfactants; anti-dandruff agents such as zinc pyrithione and benzalkonium chloride; vitamins; bactericides; anti-inflammatory agents Preservatives; chelating agents; moisturizers such as panthenol; colorants such as dyes and pigments; polar solvent extracts of eucalyptus, shells or nacres with nacre, or hydrolysates thereof, obtained from silk Protein or Extracts such as hydrolysates, protein-containing extracts obtained from legume seeds, ginseng extract, rice germ extract, hibamata extract, camellia extract, aloe extract, moon peach leaf extract, chlorella extract, etc. Pearl powders such as titanium oxide; fragrances; dyes; ultraviolet absorbers; antioxidants; other components described in ENCYCLOPEDIA OF SHAMPOO INGREDIENTS (MICELLE PRESS) Etc.
本発明の毛髪化粧料は、水で20重量倍に希釈した際のpH（25℃）が１〜5.5であることが好ましい。この範囲であると、ヘアカラーなどの傷みを回復させる機能を有し、湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与できる機能に優れるものである。pH値は、特に２〜５、更には2.5〜4.5となるように調整するのが、傷んだ毛髪の回復効果の観点から好ましい。pHの調整には、無機酸、有機酸等の酸性物質、更に塩基性物質として水酸化ナトリウム等も併用できる。無機酸及び有機酸は、前述した成分(A)のエーテルアミン化合物の中和に用いられるものが含まれる。 The hair cosmetic composition of the present invention preferably has a pH (25 ° C.) of 1 to 5.5 when diluted 20 times by weight with water. Within this range, it has a function of recovering damage such as hair color, and is excellent in a function capable of imparting good flexibility and a supple feel from wet to dry. The pH value is particularly preferably adjusted to 2 to 5, more preferably 2.5 to 4.5 from the viewpoint of the effect of recovering damaged hair. For adjusting the pH, acidic substances such as inorganic acids and organic acids, and sodium hydroxide as a basic substance can be used in combination. Inorganic acids and organic acids include those used for neutralization of the ether amine compound of component (A) described above.
本発明の毛髪化粧料は、成分(A)、(B)、(C)及びその他の任意成分を、水と必要に応じエタノール、2-プロパノール、グリセリン、プロピレングリコール等を加えた溶剤に溶解させることにより製造される。その製品形態としては、ヘアリンス、ヘアコンディショナー、アウトバスヘアトリートメント等が挙げられる。 The hair cosmetic composition of the present invention dissolves components (A), (B), (C) and other optional components in water and a solvent to which ethanol, 2-propanol, glycerin, propylene glycol or the like is added as necessary. It is manufactured by. The product forms include hair rinses, hair conditioners, out bath hair treatments and the like.
以下に示す毛髪化粧料のpHは、水で20重量倍希釈したときの25℃における値である。 The pH of the hair cosmetic shown below is a value at 25 ° C. when diluted 20 times by weight with water.
実施例１〜７及び比較例１〜３
表１に示す組成のヘアコンディショナーを製造し、下記の方法及び基準に従って「柔軟性」、「平滑性」、「しっとり感」、「しなやかさ」を評価した。また、疲労耐性試験と接触角測定を行った。
Examples 1 7 and Comparative Examples 1 to 3
A hair conditioner having the composition shown in Table 1 was produced, and “softness”, “smoothness”, “moist feeling”, and “softness” were evaluated according to the following methods and standards. In addition, fatigue resistance tests and contact angle measurements were performed.
・評価方法
コールドパーマ、ブリーチ等の美容処理を行った日本人女性の毛髪20ｇ（約15-20cm）を束ね、シャンプーで洗浄した。この毛髪に毛髪化粧料２ｇを均一に塗布し、次いで30秒間流水ですすぎ流した後、タオルドライを行い、更にドライヤー乾燥を行って毛髪の「柔軟性」、「平滑性」、「しっとり感」、「しなやかさ」を官能評価した。評価は５人で行い、その評価の合計値を示した。
・ Evaluation method 20 g (about 15 to 20 cm) of hair of a Japanese woman that had been subjected to beauty treatment such as cold perm and bleach was bundled and washed with shampoo. Apply 2g of hair cosmetics evenly to this hair, then rinse with running water for 30 seconds, then towel dry, and then dryer dry to make the hair "soft", "smooth", "moist" The sensory evaluation of “suppleness” was made. The evaluation was performed by five people, and the total value of the evaluation was shown.
・評価基準
「柔軟性」
４：非常に柔らかい
３：やや柔らかい
２：あまり柔らかくない
１：柔らかくない
・ Evaluation criteria `` Flexibility ''
4: Very soft 3: Slightly soft 2: Not very soft 1: Not soft
「平滑性」
４：非常に滑る
３：やや滑る
２：あまり滑らない
１：滑らない
"Smoothness"
4: Very slipping 3: Slightly slipping 2: Not slipping very much 1: Not slipping
「しっとり感」
４：非常にしっとりする
３：ややしっとりする
２：あまりしっとりしない
１：しっとりしない
"Moist feeling"
4: Very moist 3: Slightly moist 2: Not very moist 1: Not moist
「しなやかさ」
４：非常にしなやか
３：ややしなやか
２：あまりしなやかでない
１：しなやかでない
"Flexible"
4: very supple 3: supple supple 2: not supple 1: not supple
「疲労耐性試験」
Y. K. Kamath, S. B. Hornby, H. D. Weigmann and S. Ruetsch, J. Cos. Sci., 50, 198-200(1999)に記載の方法に従い、50ｇ/毛髪１本の負荷を繰り返し与え、破断までの繰り返し数をカウントした。得られたデータを元に、以下のようにして疲労耐性のパラメータ（特性寿命)を算出した。
疲労破壊現象を統計的に取り扱うため、広範囲にばらつきの特性を評価できる「ワイブル分布」を用いた。ワイブル分布の式(a)において、両辺の自然対数を２回取って得られる式(b)からパラメータθ（特性寿命)を求める。ｘ軸をln x、ｙ軸をln ln [1/[1−F(x)]]とし、各データをプロットして近似直線を求め、切片＝b lnθ、傾き＝ｂからパラメータθを算出する（式(c)）。
"Fatigue resistance test"
According to the method described in YK Kamath, SB Hornby, HD Weigmann and S. Ruetsch, J. Cos. Sci., 50, 198-200 (1999), a load of 50 g / hair was repeatedly applied, and the number of repetitions until breakage Counted. Based on the obtained data, the fatigue resistance parameter (characteristic life) was calculated as follows.
In order to statistically handle the fatigue failure phenomenon, the “Weibull distribution” that can evaluate the characteristics of dispersion over a wide range was used. In the equation (a) of the Weibull distribution, the parameter θ (characteristic life) is obtained from the equation (b) obtained by taking the natural logarithm of both sides twice. The x axis is ln x, the y axis is ln ln [1 / [1-F (x)]], each data is plotted to obtain an approximate straight line, and the parameter θ is calculated from intercept = b lnθ and slope = b. (Formula (c)).
F(x)＝1−exp[-(x/θ)b] (a)
ln ln [1/[1−F(x)]]＝b ln x−b lnθ (b)
θ(特性寿命)＝exp(−切片/傾き) (c)
ｘ：切れたときの回数，F(x)：切れた順番/サンプル数
ｂ：形状パラメータ
θ：特性寿命（サンプル数の63.2％が破壊するまでの回数）
F (x) = 1−exp [-(x / θ) b ] (a)
ln ln [1 / [1−F (x)]] ＝ b ln x−b lnθ (b)
θ (characteristic life) = exp (− intercept / slope) (c)
x: Number of times of cutting, F (x): Order of cutting / number of samples b: Shape parameter θ: Characteristic life (number of times until 63.2% of samples are destroyed)
実施例８ ヘアコンディショナー（pH3.3）
（重量％）
N,N-ジメチル-3-オクタデシルオキシプロピルアミン 2.0
ステアリルアルコール 5.0
ジプロピレングリコール 1.0
ベンジルアルコール 0.5
フェノキシエタノール 0.1
グリセリン 5.0
ポリプロピレングリコール 2.5
18-メチルエイコサン酸 0.5
両親媒性アミド脂質Ｂ 0.1
ヒマワリ油 0.5
メチルポリシロキサン混合液 2.5
乳酸 1.5
香料 0.4
水酸化ナトリウム 適量
イオン交換水 残量
Example 8 Hair Conditioner (pH 3.3)
(weight%)
N, N-dimethyl-3-octadecyloxypropylamine 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount
上記コンディショナーは、毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与することができる。 The above conditioner can repair or inhibit hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.
実施例９ ヘアコンディショナー（pH3.3）
(重量％）
N,N-ジメチル-3-オクタデシルオキシプロピルアミン 2.0
ステアリン酸ジメチルアミノプロピルアミド 2.0
ステアリルアルコール 5.0
ジプロピレングリコール 1.0
ベンジルアルコール 0.5
フェノキシエタノール 0.1
グリセリン 5.0
ポリプロピレングリコール 2.5
18-メチルエイコサン酸 0.5
両親媒性アミド脂質Ｂ 0.1
ヒマワリ油 0.5
メチルポリシロキサン混合液 2.5
乳酸 1.5
香料 0.4
水酸化ナトリウム 適量
イオン交換水 残量
Example 9 Hair Conditioner (pH 3.3)
(weight%)
N, N-dimethyl-3-octadecyloxypropylamine 2.0
Stearic acid dimethylaminopropylamide 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount
上記ヘアコンディショナーは、毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与することができる。 The hair conditioner repairs or prevents hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.
実施例10 ヘアコンディショナー（pH3.3）
（重量％）
ヘキサデシルオキシ(2-ヒドロキシプロピル)ジメチルアミン 0.5
N,N,N-トリメチルアンモニウムクロライド 2.0
ステアリルアルコール 5.0
ジプロピレングリコール 1.0
ベンジルアルコール 0.5
フェノキシエタノール 0.1
グリセリン 5.0
ポリプロピレングリコール 2.5
18-メチルエイコサン酸 0.5
両親媒性アミド脂質Ｂ 0.1
ヒマワリ油 0.5
メチルポリシロキサン混合液 2.5
乳酸 1.5
香料 0.4
水酸化ナトリウム 適量
イオン交換水 残量
Example 10 Hair Conditioner (pH 3.3)
(weight%)
Hexadecyloxy (2-hydroxypropyl) dimethylamine 0.5
N, N, N-trimethylammonium chloride 2.0
Stearyl alcohol 5.0
Dipropylene glycol 1.0
Benzyl alcohol 0.5
Phenoxyethanol 0.1
Glycerin 5.0
Polypropylene glycol 2.5
18-methyleicosanoic acid 0.5
Amphiphilic amide lipid B 0.1
Sunflower oil 0.5
Methylpolysiloxane mixture 2.5
Lactic acid 1.5
Fragrance 0.4
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount
上記ヘアコンディショナーは、毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与することができる。 The hair conditioner repairs or prevents hair damage and fatigue destruction, and can impart good flexibility and a supple feel from wet to dry.
実施例11 ヘアトリートメント（pH3.3）
（重量％）
N,N-ジメチル-3-オクタデシルオキシプロピルアミン 2.0
ステアリルアルコール 9.0
グルタミン酸 1.5
ベンジルオキシエタノール 1.0
ジプロピレングリコール 2.0
フェノキシエタノール 0.1
両親媒性アミド脂質Ｂ 0.1
ジペンタエリトリット脂肪酸エステル 0.2
16-メチルオクタデカン酸 0.5
メチルポリシロキサン混合液 2.5
高重合メチルポリシロキサン・デカメチルシクロ
ペンタシロキサン混合物 2.5
アミノエチルアミノプロピルシロキサン・ジメチル
シロキサン共重合体エマルション 0.5
ヒドロキシエチルセルロース 0.3
パラフィン 0.5
香料 0.3
水酸化ナトリウム 適量
イオン交換水 残量
Example 11 Hair Treatment (pH 3.3)
(weight%)
N, N-dimethyl-3-octadecyloxypropylamine 2.0
Stearyl alcohol 9.0
Glutamic acid 1.5
Benzyloxyethanol 1.0
Dipropylene glycol 2.0
Phenoxyethanol 0.1
Amphiphilic amide lipid B 0.1
Dipentaerythritol fatty acid ester 0.2
16-methyloctadecanoic acid 0.5
Methylpolysiloxane mixture 2.5
Highly polymerized methylpolysiloxane / decamethylcyclopentasiloxane mixture 2.5
Aminoethylaminopropylsiloxane / dimethylsiloxane copolymer emulsion 0.5
Hydroxyethyl cellulose 0.3
Paraffin 0.5
Fragrance 0.3
Sodium hydroxide Appropriate amount Ion exchange water Remaining amount
上記ヘアトリートメントは、毛髪の損傷・疲労破壊を修復又は抑止し、また湿潤時から乾燥後まで良好な柔軟性及びしなやかな感触を付与することができる。 The hair treatment can repair or suppress damage and fatigue destruction of the hair, and can impart a good flexibility and a supple feel from when wet to after drying.
Claims (2)
(A) 一般式(1)で表される第３級アミン又はその塩 エーテルアミンとして0.1〜20重量％
(B) 18-メチルエイコサン酸、14-メチルペンタデカン酸、14-メチルヘキサデカン酸、15-メチルヘキサデカン酸、15-メチルヘプタデカン酸、16-メチルヘプタデカン酸、16-メチルオクタデカン酸、17-メチルオクタデカン酸、17-メチルノナデカン酸及びラノリン脂肪酸から選ばれる１種又は２種以上の分岐脂肪酸又はそれらの塩 0.01〜10重量％
(C) シリコーン類 0.1〜15重量％ A hair cosmetic comprising components (A), (B), (C) and water.
(A) The tertiary amine represented by the general formula (1) or a salt ether amine thereof is 0.1 to 20% by weight.
(B) 18-methyleicosanoic acid, 14-methylpentadecanoic acid, 14-methylhexadecanoic acid, 15-methylhexadecanoic acid, 15-methylheptadecanoic acid, 16-methylheptadecanoic acid, 16-methyloctadecanoic acid, 17- 0.01 to 10% by weight of one or more branched fatty acids selected from methyl octadecanoic acid, 17-methylnonadecanoic acid and lanolin fatty acid or salts thereof
(C) Silicone 0.1-15% by weight
で表されるジアミド化合物を0.01〜10重量％含有する請求項１記載の毛髪化粧料。 Further, as the component (D), the general formula (3)
The hair cosmetic composition according to claim 1, comprising 0.01 to 10% by weight of a diamide compound represented by the formula:
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007146271A JP4469875B2 (en) | 2007-05-31 | 2007-05-31 | Hair cosmetics |
| CN2008100984147A CN101313884B (en) | 2007-05-31 | 2008-05-26 | Hair cosmetic composition |
| US12/130,486 US8252272B2 (en) | 2007-05-31 | 2008-05-30 | Hair cosmetic composition |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007146271A JP4469875B2 (en) | 2007-05-31 | 2007-05-31 | Hair cosmetics |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018003625A1 (en) | 2016-06-29 | 2018-01-04 | 日光ケミカルズ株式会社 | Damaged hair-improving agent and damaged hair-improving cosmetic containing same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP7098138B2 (en) * | 2018-04-16 | 2022-07-11 | クラシエホームプロダクツ株式会社 | Conditioning composition |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018003625A1 (en) | 2016-06-29 | 2018-01-04 | 日光ケミカルズ株式会社 | Damaged hair-improving agent and damaged hair-improving cosmetic containing same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008297263A (en) | 2008-12-11 |
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