JPH03291211A - Hair cosmetic - Google Patents
Hair cosmeticInfo
- Publication number
- JPH03291211A JPH03291211A JP9367990A JP9367990A JPH03291211A JP H03291211 A JPH03291211 A JP H03291211A JP 9367990 A JP9367990 A JP 9367990A JP 9367990 A JP9367990 A JP 9367990A JP H03291211 A JPH03291211 A JP H03291211A
- Authority
- JP
- Japan
- Prior art keywords
- hair
- group
- carbon atoms
- weight
- alkyl
- 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.)
- Pending
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 15
- -1 ester salt Chemical class 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 150000001413 amino acids Chemical class 0.000 claims abstract description 10
- 239000007788 liquid Substances 0.000 claims abstract description 9
- 125000002252 acyl group Chemical group 0.000 claims abstract description 8
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 5
- 125000005526 alkyl sulfate group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 125000005907 alkyl ester group Chemical group 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 claims description 2
- 238000001035 drying Methods 0.000 abstract description 11
- 230000006378 damage Effects 0.000 abstract description 5
- 238000011282 treatment Methods 0.000 abstract description 5
- 239000006210 lotion Substances 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 2
- 239000000645 desinfectant Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 14
- 230000000694 effects Effects 0.000 description 11
- 239000003676 hair preparation Substances 0.000 description 10
- 150000004665 fatty acids Chemical group 0.000 description 7
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 239000010696 ester oil Substances 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- BMUDPLZKKRQECS-UHFFFAOYSA-K 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,24-diid-2-yl]propanoic acid iron(3+) hydroxide Chemical compound [OH-].[Fe+3].[N-]1C2=C(C)C(CCC(O)=O)=C1C=C([N-]1)C(CCC(O)=O)=C(C)C1=CC(C(C)=C1C=C)=NC1=CC(C(C)=C1C=C)=NC1=C2 BMUDPLZKKRQECS-UHFFFAOYSA-K 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000010775 animal oil Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 229940109738 hematin Drugs 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 230000002688 persistence Effects 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- OGNSCSPNOLGXSM-UHFFFAOYSA-N 2,4-diaminobutyric acid Chemical compound NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 description 2
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000003700 hair damage Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OESQAQRUMYBBPH-UHFFFAOYSA-N 16-methylheptadecylazanium chloride Chemical compound [Cl-].CC(CCCCCCCCCCCCCCC[NH3+])C OESQAQRUMYBBPH-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- GECRRQVLQHRVNH-MRCUWXFGSA-N 2-octyldodecyl (z)-octadec-9-enoate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC GECRRQVLQHRVNH-MRCUWXFGSA-N 0.000 description 1
- BGRXBNZMPMGLQI-UHFFFAOYSA-N 2-octyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC BGRXBNZMPMGLQI-UHFFFAOYSA-N 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 102000001554 Hemoglobins Human genes 0.000 description 1
- 108010054147 Hemoglobins Proteins 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-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
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- 239000004166 Lanolin Substances 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
- 241000772415 Neovison vison Species 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- AVOZUZVXXIYSGL-UHFFFAOYSA-M benzyl-dimethyl-octadecylazanium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 AVOZUZVXXIYSGL-UHFFFAOYSA-M 0.000 description 1
- 239000010495 camellia oil Substances 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- PFKRTWCFCOUBHS-UHFFFAOYSA-N dimethyl(octadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[NH+](C)C PFKRTWCFCOUBHS-UHFFFAOYSA-N 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000003278 haem Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 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
- XJNUECKWDBNFJV-UHFFFAOYSA-N hexadecyl 2-ethylhexanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(CC)CCCC XJNUECKWDBNFJV-UHFFFAOYSA-N 0.000 description 1
- MRAPAFWHXSJNRN-UHFFFAOYSA-M icosyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCC[N+](C)(C)C MRAPAFWHXSJNRN-UHFFFAOYSA-M 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 229940074928 isopropyl myristate Drugs 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 229940075495 isopropyl palmitate Drugs 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- WYTNTFGZBBTWNR-UHFFFAOYSA-M methyl sulfate;trimethyl(octadecyl)azanium Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCCCC[N+](C)(C)C WYTNTFGZBBTWNR-UHFFFAOYSA-M 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-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
- 229940073665 octyldodecyl myristate Drugs 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229940043131 pyroglutamate Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】 産業上の利用分野 本発明は、ヘアリンス、ヘアトリートメント。[Detailed description of the invention] Industrial applications The present invention is a hair rinse and a hair treatment.
ヘアローション、ヘアコンディショナー等の毛髪化粧料
に関し、更に詳述すると、洗髪後の毛髪乾燥に対して有
効に使用され、乾燥後の毛髪にべたつきのないしっとり
感となめらかさを与えることが可能な毛髪化粧料に関す
る。Regarding hair cosmetics such as hair lotions and hair conditioners, to be more specific, hair cosmetics that can be effectively used for drying hair after washing and can give a moisturized and smooth feeling without stickiness to the hair after drying. Regarding cosmetics.
の 術 び が解 しようとする課
近年、洗髪後の髪の乾燥方法及び手入れ方法として、ハ
ンドドライヤーやカールドライヤーなどの熱器具を使用
する場合が多くなっている。しかし、これらの熱器具は
毛髪を損傷し易く、特に損傷の自覚されやすい毛先にお
いては、しっとりとした感じが損なわれ、毛髪のまとま
りが悪くなる問題が生じる。更に、このようA不都合は
、とりわけ毛髪にコールドウェーブやヘアダイなどの化
学的処理を施した場合に顕著である。In recent years, heat tools such as hand dryers and curl dryers have been increasingly used to dry and care for hair after washing. However, these heating devices tend to damage the hair, and especially at the tips of the hair, where damage is easily noticed, the moist feeling is lost and the hair becomes less manageable. Furthermore, such disadvantage A is particularly noticeable when hair is subjected to chemical treatments such as cold waving or hair dyeing.
従来、上述した不都合を解消するための毛髪化粧料とし
て、ステアリルジメチルアンモニウムクロライドやセチ
ルトリメチルアンモニウムクロライドに代表される第4
級アンモニウム塩と、セチルアルコール、ステアリルア
ルコール、ベヘニルアルコールなどの高級アルコールと
を毛髪の損傷防止及び毛髪へのしっとり感付与のための
有効成分として併用した毛髪化粧料が提案されている。Conventionally, as hair cosmetics to eliminate the above-mentioned disadvantages, hair cosmetics such as stearyldimethylammonium chloride and cetyltrimethylammonium chloride have been used.
Hair cosmetics have been proposed in which a grade ammonium salt and a higher alcohol such as cetyl alcohol, stearyl alcohol, or behenyl alcohol are used in combination as active ingredients for preventing hair damage and imparting a moist feel to the hair.
しかし、これらの第4級アンモニウム塩と高級アルコー
ルとを有効成分とした毛髪化粧料は毛髪に対する吸着が
十分でないため、満足できる効果が得られなかった。However, hair cosmetics containing these quaternary ammonium salts and higher alcohols as active ingredients have not been able to achieve satisfactory effects because they are not sufficiently adsorbed onto the hair.
そこで、これら有効成分の吸着性を改善するため、上記
第4級アンモニウム塩と高級アルコールと共に、動植物
油、炭化水素油、エステル油及び蛋白分解物などを併用
することが一般に行なわれている。しかし、これらの油
分や蛋白分解物は、所望の効果を得るためには多量に配
合しなければならない上、すすぎを行なう必要のある製
品の場合1毛髪への残存性に難点がある。また、これら
の油分や蛋白分解物は、その性質上、乾燥後の毛髪にし
っとりとした感じを与え、まとまりやすくすることがで
きる反面、乾燥後の毛髪がべたつきのある重い仕上り感
になってしまうという問題がある。Therefore, in order to improve the adsorption of these active ingredients, animal and vegetable oils, hydrocarbon oils, ester oils, protein decomposition products, and the like are generally used in combination with the quaternary ammonium salt and higher alcohol. However, these oils and protein decomposition products must be blended in large amounts in order to obtain the desired effect, and in the case of products that require rinsing, there is a problem in their persistence in the hair. In addition, due to their nature, these oils and protein decomposition products can give the hair a moist feel after drying and make it easier to manage, but on the other hand, they can leave the hair with a sticky and heavy finish after drying. There is a problem.
このため、乾燥後の毛髪の損傷を防止し、毛髪にべたつ
くことなく、しっとりした感じとなめらかさを与えるこ
とのできる毛髪化粧料が強く要望されていた。For this reason, there has been a strong demand for hair cosmetics that can prevent hair damage after drying and give hair a moist feel and smoothness without being sticky.
る めの び
本発明者は上記目的を達成するため鋭意検討を重ねた結
果1毛髪化粧料に乾燥時における毛髪の損傷防止及び乾
燥後のしっとり感付与のための有効成分として、下記(
1)式のカチオン界面活性剤及び/又はモノ−N−長鎖
アシル塩基性アミノ酸低級アルキルエステル塩を全体の
0.1〜10重量%、液状油分を全体の0.1〜10重
量%及びヘム鉄化合物、特にヘマチンを全体の0.01
〜5重量%配合した場合、洗髪後の毛髪を熱器具等を使
用して乾燥及び手入れする際の毛髪の損傷を良好に防止
することができ、これにより乾燥後の毛髪にべたつきの
ないしっとり感となめらかさを与えることができ、しか
も、有効成分の毛髪への吸着残存性が高いため、上記効
果がすすぎによって低下することがなく、少量の配合量
によっても十分な効果を得ることができることを知見し
、本発明をなすに至った。In order to achieve the above object, the inventors of the present invention have made intensive studies and have added the following (
1) 0.1 to 10% by weight of the cationic surfactant and/or mono-N-long chain acyl basic amino acid lower alkyl ester salt of the formula, 0.1 to 10% of the total weight of liquid oil, and heme. Iron compounds, especially hematin, account for 0.01 of the total
When containing ~5% by weight, damage to the hair can be well prevented when hair is dried and groomed using a heat tool, etc. after washing, and this gives the hair a moist feel without stickiness after drying. Furthermore, because the active ingredients have a high adsorption and persistence on the hair, the above effects do not decrease with rinsing, and sufficient effects can be obtained even with a small amount. Based on these findings, the present invention has been completed.
以下、本発明につき更に詳しく説明する。The present invention will be explained in more detail below.
本発明の毛髪化粧料は、上述したように下記(1)式の
カチオン界面活性剤及び/又はモノ−N−長鎖アシル塩
基性アミノ酸低級エステル、液状油分及びヘム鉄化合物
を配合したものである。As described above, the hair cosmetic of the present invention contains a cationic surfactant of the following formula (1) and/or a mono-N-long chain acyl basic amino acid lower ester, a liquid oil component, and a heme iron compound. .
ここで1本発明の毛髪化粧料の第1の必須成分である(
1)式のカチオン界面活性剤は。Here, 1 is the first essential ingredient of the hair cosmetic of the present invention (
1) The cationic surfactant of the formula is.
〜24のアルキル基又は炭素数10〜24のアルケニル
基、炭素数10〜24のヒドロキシアルキル基、又はR
(OCR2CH2)n (ただし、Rは炭素数lO〜2
4のアルキル基又は炭素数10〜24のヒドロキシアル
キル基、nは1〜10である)であり、 R,、R3,
R,又はR,、R,は炭素6
数1〜3のアルキル基、→CHCH,■、H(ただし・
mは1〜5の数、R9はH又はCH3)、ベンジル基、
又はシンナミル基であり、そしてXはハロゲン原子又は
炭素数1もしくは2のアルキル硫酸基である。〕
である。-24 alkyl group or C10-24 alkenyl group, C10-24 hydroxyalkyl group, or R
(OCR2CH2)n (However, R is the number of carbon atoms 1O~2
4 alkyl group or a hydroxyalkyl group having 10 to 24 carbon atoms, n is 1 to 10), R,, R3,
R, or R,, R, is an alkyl group having 1 to 3 carbon atoms, →CHCH, ■, H (however,
m is a number from 1 to 5, R9 is H or CH3), benzyl group,
or a cinnamyl group, and X is a halogen atom or an alkyl sulfate group having 1 or 2 carbon atoms. ] It is.
上記(1)式で示される第4級アンモニウム塩は、長鎖
モノアルキル第4級アンモニウム塩及び長鎖ジアルキル
第4級アンモニウム塩を包含するもので、その長鎖アル
キル基は炭素数が10〜24、更に好ましくは12〜2
2のものである。The quaternary ammonium salts represented by the above formula (1) include long-chain monoalkyl quaternary ammonium salts and long-chain dialkyl quaternary ammonium salts, and the long-chain alkyl group has 10 to 10 carbon atoms. 24, more preferably 12-2
2.
このアルキル基の炭素数は重要な因子であり、炭素数が
10未満の場合は毛髪をやわらか<シ、シなやかにする
能力が低下し、また、炭素数が24を越えると毛髪がご
わつき硬くなり、髪をやわらかくする能力が低下する。The number of carbon atoms in this alkyl group is an important factor; if the number of carbon atoms is less than 10, the ability to make hair soft and supple will be reduced, and if the number of carbon atoms exceeds 24, the hair will become stiff. It becomes stiff and loses its ability to soften the hair.
これに対し、炭素数が10〜24の範囲にある場合は1
毛髪化粧料が適度な疎水性となり、その毛髪に対する親
和性が高められ、かつ適度な保水性をもつために毛髪を
やわらかく、しなやかにする能力に優れる。また、この
(1)式で示される第4級アンモニウム塩を構成する陰
イオンはハロゲン原子又は炭素数1〜2のアルキル硫酸
基である場合、毛髪化粧料は適度な疎水性及び保水性を
有する。On the other hand, if the carbon number is in the range of 10 to 24, 1
The hair cosmetic has appropriate hydrophobicity, has increased affinity for the hair, and has an appropriate water retention property, so it has an excellent ability to make hair soft and supple. In addition, when the anion constituting the quaternary ammonium salt represented by this formula (1) is a halogen atom or an alkyl sulfate group having 1 to 2 carbon atoms, the hair cosmetic has appropriate hydrophobicity and water retention. .
なお、上記第4級アンモニウム塩として具体的には、セ
チルトリメチルアンモニウムプロミド、ステアリルトリ
メチルアンモニウムクロリド、ステアリルトリメチルア
ンモニウムメチルサルフェート、エイコシルトリメチル
アンモニウムクロリド、N−ステアリル−N、N、N−
)−リ(ポリオキシエチレン)アンモニウムプロミド(
合計3モル付加)、16−メチルヘプタデシルアンモニ
ウムクロリド、ステアリルジメチルベンジルアンモニウ
ムメチルサルフェート等が挙げられ、これらの1種を単
独で又は2種以上組合せて使用することができる。In addition, specific examples of the above-mentioned quaternary ammonium salts include cetyltrimethylammonium bromide, stearyltrimethylammonium chloride, stearyltrimethylammonium methyl sulfate, eicosyltrimethylammonium chloride, and N-stearyl-N,N,N-
)-ly(polyoxyethylene)ammonium bromide (
(addition of 3 moles in total), 16-methylheptadecylammonium chloride, stearyldimethylbenzylammonium methyl sulfate, etc., and one of these can be used alone or in combination of two or more.
一方、本発明の第1の必須成分である上記(1)式のカ
チオン界面活性剤とともに、又は代わりに使用されるN
−長鎖アシル塩基性アミノ酸低級アルキルエステル塩と
しては、これを構成する塩基性アミノ酸として、例えば
オルニチン、リジン及びアルギニン等の天然アミノ酸を
挙げることができる。更に、例えばα、γ−ジアミノ酪
酸のような合成アミノ酸も用いることができる。これら
は光学活性体でもラセミ体でもよい、また、そのアシル
基は、炭素数8〜22の飽和又は不飽和の高級脂肪酸残
基である。これらは天然のものでも合成されたものでも
よい。例えばラウロイル基、ミリストイル基、バルミト
イル基及びステアロイル基などの単一高級脂肪酸残基、
並びにヤシ油高級脂肪徽残基及び牛脂高級脂肪酸残基な
どの天然の混合高級脂肪酸残基を採用することができる
6低級アルキルエステル成分としては、メチルエステル
、エチルエステル、プロピルエステル、ブチルエステル
、ペンチルエステル、ヘキシルエステル。On the other hand, N
- As for the long-chain acyl basic amino acid lower alkyl ester salt, examples of basic amino acids constituting it include natural amino acids such as ornithine, lysine, and arginine. Additionally, synthetic amino acids such as α,γ-diaminobutyric acid can also be used. These may be optically active or racemic, and the acyl group is a saturated or unsaturated higher fatty acid residue having 8 to 22 carbon atoms. These may be natural or synthetic. Single higher fatty acid residues such as lauroyl, myristoyl, valmitoyl and stearoyl groups,
In addition, natural mixed higher fatty acid residues such as coconut oil higher fatty acid residues and beef tallow higher fatty acid residues can be employed.As the lower alkyl ester component, methyl ester, ethyl ester, propyl ester, butyl ester, pentyl ester, etc. ester, hexyl ester.
ヘプチルエステル及びオクチルエステルが適当である。Heptyl esters and octyl esters are suitable.
その塩としては、例えば塩酸塩、硫酸塩のような無機酸
塩、又は、例えば酢酸塩、酒石酸塩。Examples of the salt include inorganic acid salts such as hydrochloride and sulfate, or for example acetate and tartrate.
クエン酸塩、P−)−ルエンスルホン酸塩、高級脂肪酸
塩1wI性アミノ酸塩、ピログルタミン酸塩のような有
機酸塩を採用することができる。これらのうち、塩酸塩
、L又はり、L−ピロリドンカルボン酸塩及び酸性アミ
ノ酸塩の形が好ましい。Organic acid salts such as citrate, P-)-luenesulfonate, higher fatty acid salt, 1wI amino acid salt, and pyroglutamate can be employed. Among these, hydrochloride, L-pyrrolidone carboxylate and acidic amino acid salt forms are preferred.
本発明の第1の必須成分の配合量は5毛髪化粧料金体に
対して0.1〜10重量%、好ましくは0.1〜5重量
%であり、0.1重量%未満では本発明の効果が十分に
発揮されず、10重量%を越えると乾燥後の毛髪にべた
つきが生じる。The amount of the first essential component of the present invention is 0.1 to 10% by weight, preferably 0.1 to 5% by weight, based on the hair cosmetic material. If the amount exceeds 10% by weight, the effect will not be sufficiently exhibited, and the hair will become sticky after drying.
次に1本発明の第2の必須成分である液状油分としては
1例えば炭化水素油、脂肪酸エステル油(特に分岐脂肪
酸エステル油)、動植物油等が好適に使用される。Next, as the liquid oil which is the second essential component of the present invention, for example, hydrocarbon oils, fatty acid ester oils (particularly branched fatty acid ester oils), animal and vegetable oils, etc. are preferably used.
コノヨウな液状油分の具体例としては、ワセリン・流動
パラフィン・スクワラン等の炭化水素油、パルミチン酸
イソプロピル、ミリスチン酸イソプロピル、ミリスチン
酸オクチルドデシル、オレイン酸オクチルドデシル、2
−エチルヘキサン酸セチル、2−エチルヘキサン酸ネオ
ペンチルグリコール等の脂肪酸エステル油、キョーニン
油、オリーブ油、なたね油、ホホバ油、ラノリン油、ミ
ンク油、ツバキ油等の動植物油を挙げることができる。Specific examples of liquid oils include hydrocarbon oils such as vaseline, liquid paraffin, and squalane, isopropyl palmitate, isopropyl myristate, octyldodecyl myristate, octyldodecyl oleate,
-Fatty acid ester oils such as cetyl ethylhexanoate and neopentyl glycol 2-ethylhexanoate; animal and vegetable oils such as Kyonin oil, olive oil, rapeseed oil, jojoba oil, lanolin oil, mink oil, and camellia oil;
なお、これらは単独で使用しても2種以上を併用しても
よい。In addition, these may be used individually or in combination of 2 or more types.
本発明の第2の必須成分である液状油分の配合量は1毛
髪化粧料金体に対し0.1〜10重量%。The amount of liquid oil, which is the second essential component of the present invention, is 0.1 to 10% by weight per hair cosmetic material.
好ましくは0.5〜5重量%であり、0.1重量%未満
では本発明の効果が発揮されず、10!量%を越えると
べたつきゃゴヮっきが生じる。Preferably it is 0.5 to 5% by weight, and if it is less than 0.1% by weight, the effect of the present invention will not be exhibited, and 10! If the amount exceeds %, it will become sticky and sticky.
本発明の第3の必須成分は、血液中に含まれるヘモグロ
ビンをもとにして得られるヘム鉄系化合物であり、特に
ヘマチンが好適に用いられる。The third essential component of the present invention is a heme iron compound obtained based on hemoglobin contained in blood, and hematin is particularly preferably used.
この場合、ヘム鉄系化合物は1通常、牛などの家畜類の
血液から抽出するなどの方法で得ることができる。In this case, the heme iron compound can usually be obtained by extraction from the blood of livestock such as cows.
なお、本発明の毛髪化粧料において、第3の必須成分で
あるヘム鉄系化合物の配合量は毛髪化粧料全体の0.0
1〜5重量%、好ましくは0.1〜5重量%である。ヘ
ム鉄化合物の配合量が0.01重量%に満たないと本発
明の効果が十分に発揮されず、5重量%を越えると乾燥
後の毛髪にべたつきが生じる。In the hair cosmetic of the present invention, the amount of the heme iron compound, which is the third essential component, is 0.0 of the total amount of the hair cosmetic.
It is 1 to 5% by weight, preferably 0.1 to 5% by weight. If the content of the heme iron compound is less than 0.01% by weight, the effects of the present invention will not be fully exhibited, and if it exceeds 5% by weight, the hair will become sticky after drying.
本発明の毛髪化粧料に対しては、その種類、使用目的等
に応じ、本発明の効果に影響のない範囲で、ヘアリンス
、ヘアトリートメント等の毛髪化粧料に配合する常用成
分、例えば溶剤、香料、殺菌剤、色素、キレート剤、紫
外線吸収剤、無機電解質、水溶性高分子等を任意成分と
して配合することができる。Depending on the type and purpose of use, the hair cosmetics of the present invention may contain commonly used ingredients, such as solvents and fragrances, that are included in hair cosmetics such as hair rinses and hair treatments, to the extent that they do not affect the effects of the present invention. , bactericidal agents, pigments, chelating agents, ultraviolet absorbers, inorganic electrolytes, water-soluble polymers, etc. can be blended as optional ingredients.
叉3目す虻果
本発明の毛髪化粧料によれば、洗髪後にドライヤー等の
熱器具を使用して毛髪を乾燥及び手入れする際における
毛髪の損傷を防止し、乾燥後の毛髪に対しべたつきのな
いしっとりとした感触の仕上り感を付与することができ
、しかも有効成分の毛髪への吸着残存性が高いため、こ
のような効果がすすぎによって低下することがなく、少
量の配合量によっても十分な効果を得ることができる。According to the hair cosmetic of the present invention, it prevents damage to the hair when drying and caring for the hair using a heat tool such as a hair dryer after washing the hair, and prevents stickiness on the hair after drying. It can give a finish with a moisturized feel, and since the active ingredients have a high adsorption and persistence on the hair, this effect does not decrease with rinsing, and even a small amount of hair can be used. effect can be obtained.
従って、本発明の毛髪化粧料は、例えば均一状態、不均
一状態、乳化状態等のいずれの状態においても、またす
すぎを必要とするタイプ、しないタイプのいずれのタイ
プに調製しても上記効果が有効に発揮されるので、ヘア
リンス剤、ヘアトリートメント、デイスペンサー型のヘ
アコンディショナ、ヘアローションなど、様々な用途に
用いることができる。Therefore, the hair cosmetic of the present invention has the above-mentioned effects regardless of whether it is in a uniform state, a non-uniform state, an emulsified state, etc., and whether it is prepared in a type that requires rinsing or a type that does not. Because it is effective, it can be used in a variety of applications, including hair rinses, hair treatments, dispenser-type hair conditioners, and hair lotions.
以下、実施例及び比較例を示し、本発明を具体的に説明
するが1本発明は下記実施例に制限されるものではない
。なお、各側に先立ち、各側で採用した試験方法につい
て説明する。EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples and Comparative Examples; however, the present invention is not limited to the following Examples. Prior to each side, we will explain the test methods adopted by each side.
旦1i乱蟇
シャンプー処理された毛束(Log、20an)に試料
1gを直接塗布し1手で毛束全体に均一に伸ばした。次
いで、約40℃の湯で軽くすすいだ後、25℃、相対湿
度65%の恒温恒湿雰囲気下で一昼夜放置乾燥した。1 g of the sample was directly applied to a hair strand (Log, 20 ann) that had been treated with shampoo and was spread uniformly over the entire hair strand with one hand. Next, after rinsing lightly with hot water at about 40° C., it was left to dry overnight in a constant temperature and humidity atmosphere of 25° C. and 65% relative humidity.
この毛束のしっとり感について、20名の試験者により
官能評価した。なお、毛束のしっとり感についての評価
は、1重量%のステアリルトリメチルアンモニウムクロ
ライド、3重量%のセチルアルコール、10重量%のプ
ロピレングリコール及び水(残部)からなる標準試料を
用いて得た評価を基準とし、これとの比較による下記5
段階による評価で判定した。The moist feeling of this hair bundle was sensory evaluated by 20 testers. The moist feeling of the hair bundle was evaluated using a standard sample consisting of 1% by weight stearyltrimethylammonium chloride, 3% by weight cetyl alcohol, 10% by weight propylene glycol, and water (the balance). Based on the standard and compared with this, the following 5
Judgment was made using a graded evaluation.
O:基準と比べてよい
O:基準と比へてややよい
△ :基準と同等
× :基準と比べてやや劣る
××=基準と比べて劣る
皇−めらかさ
前述のしっとり感と同様の評価方法、評価基準で判定し
た。O: Good compared to the standard O: Slightly better than the standard △ : Equal to the standard × : Slightly inferior compared to the standard Judgment was made using the method and evaluation criteria.
べたつきのなさ
前述のしっとり感と同様の評価方法、評価基準で判定し
た。Non-stickiness: Judgment was made using the same evaluation method and criteria as for the moist feeling described above.
〔実施例1〜4.比較例1〜13〕
第1表に示す組成の17種の毛髪化粧料を調製し、その
効能を試験した。結果を同表に示す。なお1表中の数字
は重量%を示す。[Examples 1 to 4. Comparative Examples 1 to 13] Seventeen types of hair cosmetics having the compositions shown in Table 1 were prepared and their efficacy was tested. The results are shown in the same table. Note that the numbers in Table 1 indicate weight %.
第1表の結果より、カチオン界面活性剤及び/又はモノ
−N−長鎖アシル塩基性アミノ酸低級アルキルエステル
塩、液状油分及びヘマチンを含有する実施例1〜4の組
成物は、いずれも優れたしっとり感、なめらかさ、べた
つきのない性能を示した。これに対し本発明にかかる上
述の必須成分のうちのいずれかを含有しない組成物(比
較例1〜7)や、いずれかの必須成分の配合量が本発明
の範囲外の組成物(比較例8〜13)は、いずれも本発
明の目的を遠戚することができないものであった。From the results in Table 1, the compositions of Examples 1 to 4 containing the cationic surfactant and/or mono-N-long chain acyl basic amino acid lower alkyl ester salt, liquid oil, and hematin were all excellent. It exhibited moisturizing, smooth, and non-sticky properties. On the other hand, there are compositions that do not contain any of the above-mentioned essential components according to the present invention (Comparative Examples 1 to 7), and compositions in which the blending amount of any of the essential components is outside the range of the present invention (Comparative Examples 1 to 7). 8 to 13), none of which could be remotely related to the object of the present invention.
Claims (1)
又はモノ−N−長鎖アシル塩基性アミノ酸低級アルキル
エステル塩を全体の0.1〜10重量%、液状油分を全
体の0.1〜10重量%及びヘム鉄系化合物を全体の0
.01〜5重量%含有することを特徴とする毛髪化粧料
。 ▲数式、化学式、表等があります▼・・・・・(1) 〔ただし、式中、R_1又はR_1,R_2は炭素数1
0〜24のアルキル基又は炭素数10〜24のアルケニ
ル基、炭素数10〜24のヒドロキシアルキル基、又は
R(OCH_2CH_2)_n(ただし、Rは炭素数1
0〜24のアルキル基又は炭素数10〜24のヒドロキ
シアルキル基、nは1〜10である)であり、R_2,
R_3,R_4又はR_3,R_4は炭素数1〜3のア
ルキル基、▲数式、化学式、表等があります▼(ただし
、mは1〜5の数、R_5はH又はCH_3)、ベンジ
ル基、又はシンナミル基であり、そしてxはハロゲン原
子又は炭素数1もしくは2のアルキル硫酸基である。〕[Claims] 1. A cationic surfactant represented by the following formula (1) and/or
Or, mono-N-long chain acyl basic amino acid lower alkyl ester salt is 0.1 to 10% by weight of the total, liquid oil is 0.1 to 10% by weight of the total, and heme iron compound is 0% of the total.
.. A hair cosmetic containing 01 to 5% by weight. ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・(1) [However, in the formula, R_1 or R_1, R_2 has a carbon number of 1
an alkyl group having 0 to 24 carbon atoms, an alkenyl group having 10 to 24 carbon atoms, a hydroxyalkyl group having 10 to 24 carbon atoms, or R(OCH_2CH_2)_n (where R is 1 carbon number
0-24 alkyl group or C10-24 hydroxyalkyl group, n is 1-10), R_2,
R_3, R_4 or R_3, R_4 are alkyl groups with 1 to 3 carbon atoms, ▲numerical formulas, chemical formulas, tables, etc.▼ (however, m is a number from 1 to 5, R_5 is H or CH_3), benzyl group, or cinnamyl group, and x is a halogen atom or an alkyl sulfate group having 1 or 2 carbon atoms. ]
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9367990A JPH03291211A (en) | 1990-04-09 | 1990-04-09 | Hair cosmetic |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9367990A JPH03291211A (en) | 1990-04-09 | 1990-04-09 | Hair cosmetic |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03291211A true JPH03291211A (en) | 1991-12-20 |
Family
ID=14089095
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9367990A Pending JPH03291211A (en) | 1990-04-09 | 1990-04-09 | Hair cosmetic |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03291211A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001019327A1 (en) * | 1999-09-11 | 2001-03-22 | Henkel Kommanditgesellschaft Auf Aktien | Use of basic amino acids as blow-drying protection agents in hair treatment products |
JP2003012475A (en) * | 2001-07-03 | 2003-01-15 | Hiroko Kondo | Shampoo agent and treatment agent |
WO2003013454A1 (en) * | 2001-08-09 | 2003-02-20 | Lamirsa S.A. | New preservative systems and their use in cosmetic preparations |
JP2008137990A (en) * | 2007-10-22 | 2008-06-19 | Hiromi Muro | Hair treatment agent kit and hair treatment mixture agent |
US7399616B2 (en) | 2002-02-01 | 2008-07-15 | Laboratorios Miret, S.A. | Enzymatic synthesis of Nα-acyl-L-arginine esters |
US7407679B2 (en) | 2001-10-25 | 2008-08-05 | Laboratorios Miret, S.A. | Use of cationic preservative in food products |
US7662417B2 (en) | 2002-05-08 | 2010-02-16 | Laboratorios Miret, S.A. | Preservatives and protective systems |
US8287843B2 (en) | 2003-06-23 | 2012-10-16 | Colgate-Palmolive Company | Antiplaque oral care compositions |
US8388986B2 (en) | 2001-08-09 | 2013-03-05 | Laboratorios Miret S.A. | Use of cationic surfactants in cosmetic preparations |
US8865135B2 (en) | 2003-06-23 | 2014-10-21 | Colgate-Palmolive Company | Stable dentifrice compositions |
-
1990
- 1990-04-09 JP JP9367990A patent/JPH03291211A/en active Pending
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001019327A1 (en) * | 1999-09-11 | 2001-03-22 | Henkel Kommanditgesellschaft Auf Aktien | Use of basic amino acids as blow-drying protection agents in hair treatment products |
JP2003012475A (en) * | 2001-07-03 | 2003-01-15 | Hiroko Kondo | Shampoo agent and treatment agent |
WO2003013454A1 (en) * | 2001-08-09 | 2003-02-20 | Lamirsa S.A. | New preservative systems and their use in cosmetic preparations |
US7758851B2 (en) | 2001-08-09 | 2010-07-20 | Laboratorios Miret, S.A. | Preservative systems and their use in cosmetic preparations |
US8388986B2 (en) | 2001-08-09 | 2013-03-05 | Laboratorios Miret S.A. | Use of cationic surfactants in cosmetic preparations |
US7407679B2 (en) | 2001-10-25 | 2008-08-05 | Laboratorios Miret, S.A. | Use of cationic preservative in food products |
US7862842B2 (en) | 2001-10-25 | 2011-01-04 | Laboratorios Miret, S.A. | Use of cationic preservative in food products |
US7399616B2 (en) | 2002-02-01 | 2008-07-15 | Laboratorios Miret, S.A. | Enzymatic synthesis of Nα-acyl-L-arginine esters |
US7662417B2 (en) | 2002-05-08 | 2010-02-16 | Laboratorios Miret, S.A. | Preservatives and protective systems |
US8287843B2 (en) | 2003-06-23 | 2012-10-16 | Colgate-Palmolive Company | Antiplaque oral care compositions |
US8865135B2 (en) | 2003-06-23 | 2014-10-21 | Colgate-Palmolive Company | Stable dentifrice compositions |
JP2008137990A (en) * | 2007-10-22 | 2008-06-19 | Hiromi Muro | Hair treatment agent kit and hair treatment mixture agent |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH03291211A (en) | Hair cosmetic | |
JP2558706B2 (en) | Hair cosmetics | |
JPS63156711A (en) | Hair cosmetic | |
JPS6020363B2 (en) | cosmetic composition | |
JP2000212046A (en) | Hair cosmetic | |
JPS63159309A (en) | Hair cosmetic | |
JPS632402B2 (en) | ||
JPS628099B2 (en) | ||
JPS628104B2 (en) | ||
JP2000212049A (en) | Hair cosmetic | |
JPS63301808A (en) | Hair-conditioning composition and treatment of hair | |
JPH05194150A (en) | Hair cosmetic | |
JP2874055B2 (en) | Hair cosmetics | |
JPS628097B2 (en) | ||
JPS61140512A (en) | Hair cosmetic composition | |
JP6718706B2 (en) | Hair cosmetics | |
JP6718705B2 (en) | Hair cosmetics | |
JPS628100B2 (en) | ||
JPH05201835A (en) | Hair rinse for acidic hair dye | |
JPH01113311A (en) | Hair treating agent | |
JPS63316714A (en) | Hair cosmetic | |
JPH03157316A (en) | Hair treating agent | |
JPH06256146A (en) | Hair cosmetic | |
JPS59110609A (en) | Hair cosmetic | |
JPS628405B2 (en) |