JPS6148805B2 - - Google Patents
Info
- Publication number
- JPS6148805B2 JPS6148805B2 JP4285481A JP4285481A JPS6148805B2 JP S6148805 B2 JPS6148805 B2 JP S6148805B2 JP 4285481 A JP4285481 A JP 4285481A JP 4285481 A JP4285481 A JP 4285481A JP S6148805 B2 JPS6148805 B2 JP S6148805B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- hair
- agent
- parts
- treatment agent
- 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.)
- Expired
Links
- 210000004209 hair Anatomy 0.000 claims description 51
- 239000003795 chemical substances by application Substances 0.000 claims description 37
- 150000001875 compounds Chemical class 0.000 claims description 11
- 238000004132 cross linking Methods 0.000 claims description 11
- 230000007935 neutral effect Effects 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 8
- 239000004202 carbamide Substances 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 102000011782 Keratins Human genes 0.000 description 15
- 108010076876 Keratins Proteins 0.000 description 15
- 239000007788 liquid Substances 0.000 description 14
- 230000000694 effects Effects 0.000 description 8
- 235000002639 sodium chloride Nutrition 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
- -1 iron ions Chemical class 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 5
- LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 229960003067 cystine Drugs 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000002203 pretreatment Methods 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 3
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 2
- SPSSDDOTEZKOOV-UHFFFAOYSA-N 2,3-dichloroquinoxaline Chemical class C1=CC=C2N=C(Cl)C(Cl)=NC2=C1 SPSSDDOTEZKOOV-UHFFFAOYSA-N 0.000 description 2
- 201000004384 Alopecia Diseases 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 206010044625 Trichorrhexis Diseases 0.000 description 2
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 208000024963 hair loss Diseases 0.000 description 2
- 230000003676 hair loss Effects 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 229940039717 lanolin Drugs 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 239000000661 sodium alginate Substances 0.000 description 2
- 235000010413 sodium alginate Nutrition 0.000 description 2
- 229940005550 sodium alginate Drugs 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- KQIXMZWXFFHRAQ-UHFFFAOYSA-N 1-(2-hydroxybutylamino)butan-2-ol Chemical compound CCC(O)CNCC(O)CC KQIXMZWXFFHRAQ-UHFFFAOYSA-N 0.000 description 1
- BFIAIMMAHAIVFT-UHFFFAOYSA-N 1-[bis(2-hydroxybutyl)amino]butan-2-ol Chemical compound CCC(O)CN(CC(O)CC)CC(O)CC BFIAIMMAHAIVFT-UHFFFAOYSA-N 0.000 description 1
- GIKMWFAAEIACRF-UHFFFAOYSA-N 2,4,5-trichloropyrimidine Chemical class ClC1=NC=C(Cl)C(Cl)=N1 GIKMWFAAEIACRF-UHFFFAOYSA-N 0.000 description 1
- OFUFXTHGZWIDDB-UHFFFAOYSA-N 2-chloroquinoline Chemical class C1=CC=CC2=NC(Cl)=CC=C21 OFUFXTHGZWIDDB-UHFFFAOYSA-N 0.000 description 1
- VJWXIRQLLGYIDI-UHFFFAOYSA-N 4,5-dichloro-1h-pyridazin-6-one Chemical class OC1=NN=CC(Cl)=C1Cl VJWXIRQLLGYIDI-UHFFFAOYSA-N 0.000 description 1
- XJPZKYIHCLDXST-UHFFFAOYSA-N 4,6-dichloropyrimidine Chemical class ClC1=CC(Cl)=NC=N1 XJPZKYIHCLDXST-UHFFFAOYSA-N 0.000 description 1
- IHDBZCJYSHDCKF-UHFFFAOYSA-N 4,6-dichlorotriazine Chemical class ClC1=CC(Cl)=NN=N1 IHDBZCJYSHDCKF-UHFFFAOYSA-N 0.000 description 1
- XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 description 1
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical group N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 239000004153 Potassium bromate Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- DPOPAJRDYZGTIR-UHFFFAOYSA-N Tetrazine Chemical group C1=CN=NN=N1 DPOPAJRDYZGTIR-UHFFFAOYSA-N 0.000 description 1
- ADIGAFWLDDSRAG-UHFFFAOYSA-N [ClH]1[ClH]N=NN=C1 Chemical class [ClH]1[ClH]N=NN=C1 ADIGAFWLDDSRAG-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 1
- 229940075861 ammonium thioglycolate Drugs 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229940105329 carboxymethylcellulose Drugs 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229940094037 potassium bromate Drugs 0.000 description 1
- 235000019396 potassium bromate Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- XUXNAKZDHHEHPC-UHFFFAOYSA-M sodium bromate Chemical compound [Na+].[O-]Br(=O)=O XUXNAKZDHHEHPC-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
Description
本発明は、新規な毛髪処理剤に関するものであ
る。さらに詳しくいえば、本発明は、毛髪をそこ
なうことなく、安定したパーマネントウエーブや
ヘアストレートを施すことができる新規な毛髪処
理剤に関するものである。
これまで、室温で施こすことができる、いわゆ
るコールドウエーブ法は、先ず還元剤、チオグリ
コール酸塩などを含む第一液で毛髪を処理してい
つたんケラチン分子中のシスチン架橋を切断し、
所定の形状に整えたのち、酸化剤、中和剤、ブロ
ム酸カリ、過酸化水素などを含む第二液で処理し
て再び新らしい結合を形成させることによつて行
われている。
しかしながら、この方法は、毛髪を構成するケ
ラチン分子を化学的に破壊する工程を含むため、
多かれ少なかれ毛髪の損傷を伴うし、また処理条
件が適当でないと断毛や脱毛を生じる危険性があ
る。
さらに、この方法で用いられる硫黄化合物が特
有の悪臭を放つため、しばしば使用者に不快感を
起させるという欠点がある。
本発明者らは、このような従来の毛髪ウエーブ
剤のもつ欠点を改善し、人体に無害で、しかも効
果的に安定なパーマネントウエーブを施すことが
できる毛髪ウエーブ剤を開発すべく鋭意研究を重
ねた結果、従来のものとは全く異なつた新らしい
作用機構でパーマネントウエーブが形成される新
規な組成の毛髪ウエーブ剤によりその目的を達成
しうることを見出し、本発明をなすに至つた。
すなわち、本発明は、(イ)酸性亜硫酸塩又は亜硫
酸塩0.5〜2重量%、尿素1〜10重量%、ジ又は
トリアルカノールアミン1〜10重量%及び水溶性
中性塩1〜3重量%を含む前処理剤と、(ロ)2個以
上のハロゲン原子で置換された含窒素複素環をも
つ架橋形成化合物0.5〜2.0重量%、非イオン系界
面活性剤0.5〜2.0重量%、ジ又はトリアルカノー
ルアミン1〜5重量%及び水溶性中性塩1〜3重
量%を含む本処理剤から成る毛髪ウエーブ剤を提
供するものである。
本発明の毛髪ウエーブ剤における前処理剤は、
ケラチン分子の立体構造を弛緩させ、所望のカー
ルを形成しやすくするためのものであり、本処理
剤は、シスチンの切断に伴うチオール基やケラチ
ン分子中のアミノ基と反応して、ケラチン分子間
に架橋を形成させ、カールを固定させるためのも
のである。
前処理剤中には、必須成分として、酸性亜硫酸
塩、又は亜硫酸塩、尿素、ジ又はトリアルカノー
ルアミン及び中性塩の4成分が含まれていること
が必要である。この中の酸性亜硫酸塩又は亜硫酸
塩は毛髪を構成するケラチン分子中のシスチン架
橋の一部を切断し、毛髪を整形しやすくするため
に必要な成分であり、例えば酸性亜硫酸又は亜硫
酸のナトリウム塩、カリウム塩、アンモニウム塩
などのアルカリ塩が好適である。この酸性亜硫酸
塩は、0.5〜2重量%の濃度で使用される。この
量が0.5重量%未満では、毛髪を整形しやすくす
る効果が不十分であるし、これが2重量%を超え
るとケラチン分子間のシスチン架橋の切断が多く
なりすぎ、毛髪の損傷をもたらすので不適当であ
る。
また、尿素は、毛髪の組織の膨潤や角質化した
ケラチンの水和性の増大をもたらし、後続の本処
理に際して、架橋形成化合物が容易に反応しうる
ようにするとともに、前処理剤の安定化をはかる
ために加えられるものであり、1〜10重量%好ま
しくは5〜8重量%の濃度で添加される。この量
が1重量%未満では上記の効果が不十分になる
し、この量が10重量%を超えると脱水作用を起
し、かえつて前処理効果を低下させるので好まし
くない。
次に、ジ又はトリアルカノールアミンは、前処
理剤の緩衝剤として作用するとともに、毛髪に付
着した汚れ特に鉄イオン、カルシウムイオンのよ
うな多価カチオンなどの除去作用をもたらすのに
有効なものであり、さらに毛髪の膨潤、架橋の安
定化の効果を示す。このものの例としては、ジエ
タノールアミン、ジプロパノールアミン、ジブタ
ノールアミンのようなジアルカノールアミン、ト
リエタノールアミン、トリプロパノールアミン、
トリブタノールアミンのようなトリアルカノール
アミンを挙げることができるが特に好適なのはジ
又はトリエタノールアミンである。このものは1
〜10重量%好ましくは3〜7重量%の濃度で用い
られる。この量が1重量%未満では、上記の効果
が不十分であるし、10重量%を超えるとかえつて
前処理効果を低下させたり、毛髪を損傷するので
好ましくない。
さらに、水溶性中性塩は、毛髪の表面電位を低
下させ、架橋形成化合物がケラチン分子と接触し
やすくするために添加されるもので、例えば硫酸
ナトリウム、硫酸カリウム、亜硫酸カリウム、重
炭酸ナトリウム、塩化ナトリウム、塩化カリウ
ム、リン酸ナトリウムなどが用いられるが特に好
適なのは硫酸ナトリウムである。この中性塩は1
〜3重量%の濃度で添加される。
このほか、前処理剤には所望に応じ界面活性剤
を配合することもできる。
他方、本処理剤中には、必須成分として、少な
くとも2個のハロゲン原子で置換された含窒素複
素環をもつ架橋形成化合物、非イオン系界面活性
剤、ジ又はトリアルカノールアミン及び水溶性中
性塩の4成分が含まれていることが必要である。
この架橋形成化合物は、隣接したケラチン分子の
間に架橋を形成し、整形した毛髪の形状を固定す
る役割を果すものである。この架橋形成化合物
は、ピリジン環、ピリミジン環、ピリダジン環、
トリアジン環、キノリン環、イソキノリン環、キ
ノキサリン環、プリン環、テトラジン環、又はそ
れらの水素化物のような窒素原子を含む複素環特
に六員環を有し、その複素環が2個以上のハロゲ
ン原子例えば塩素原子、臭素原子によつて置換さ
れている構造を有することが必要である。各ハロ
ゲン原子の置換位置は、オルト位、メタ位、パラ
位のいずれでもよいが、特にメタ位が好適であ
る。これは、ケラチン分子間で架橋を形成する際
の反応基の間隔がちようど含窒素複素環のメタ位
の距離に近似しているためであると思われる。こ
の架橋形成化合物の例としては、ジクロルイソシ
アヌール酸、塩化シアヌル、ジクロルトリアジン
系化合物、ジクロルキノキサリン系化合物、トリ
クロルピリミジン系化合物、ジクロルピリミジン
系化合物、ジクロルピリダゾン系化合物、ジクロ
ルキノリン系化合物などを挙げることができる。
この架橋形成化合物はそのハロゲン原子と、ケラ
チン分子を構成しているアミノ酸中の反応性基例
えばシステインのチオール基、ヒスチジンのイミ
ダゾール環のイミド基、リジンの側鎖アミノ基、
セリンの水酸基及び末端アミノ基と反応して架橋
を形成する。
この架橋形成化合物は0.5〜2重量%の濃度で
用いられる。この量が0.5重量%未満では、毛髪
の整形された形状を維持するための固定化が不十
分になるし、2重量%を超すとケラチン分子間の
自由度が失われ、毛髪の強度が増大し、伸度が低
下し、しなやかさを失うようになるので好ましく
ない。
また、非イオン界面活性剤は、整形された毛髪
に易動性を与え、均一に反応しうるようにするた
めの助剤であり、例えば高級脂肪酸グリセリンエ
ステル、高級脂肪酸グリコールエステル、高級脂
肪酸ソルビタン又はマンニタンエステル、高級脂
肪酸又は高級アルコールのポリオレフインオキシ
ド縮合物などが好適である。この非イオン界面活
性剤は0.5〜2.0重量%の濃度で添加される。この
量が0.5重量%未満では、効果が不十分である
し、また2.0重量よりも多く使用しても特に効果
上特にメリツトはないので不経済である。
ジ又はトリアルカノールアミンと水溶性中性塩
は、前処理剤の場合と同様の目的で添加されるも
ので、前処理液に対して挙げられたものと同じ化
合物が用いられる。これらの成分は、それぞれ1
〜3重量%の濃度で用いられる。
この本処理剤には、必要に応じて尿素を配合す
ることもできる。
本発明の毛髪処理剤は、通常液状に製剤される
が、必要ならばアルギン酸ナトリウム、カルボキ
シメチルセルロース、流動パラフイン、ラノリ
ン、ワツクスなどを配合してクリーム状に製剤す
ることもできる。また前処理剤、本処理剤いずれ
の場合も色素、香料など毛髪処理剤に慣用されて
いる補助添加剤を加えることもできる。
本発明の毛髪処理剤でパーマネントウエーブを
施すには、毛髪をロールに巻き、室温ないし55℃
の前処理液に浸し、10〜20分間処理したのち、こ
れを取り出し、簡単に水洗し、次いで室温ないし
55℃の本処理液に浸し、10〜20分間処理する。次
にロールをはずして、水洗し、乾燥すれば所望の
形状に整形した髪型が得られる。
このようにして、本発明の毛髪処理剤によれ
ば、従来の慣用されているパーマネントウエーブ
液のように毛髪を損傷したり、断毛、脱毛を生じ
ることなく、効果的なヘアウエーブ、ヘアストレ
ートを施すことができる。
次に実施例により本発明をさらに詳細に説明す
る。
実施例 1
以下の処方で前処理液及び本処理液を調製し
た。
前処理液
酸性亜硫酸ナトリウム… 2.0重量部
尿 素… 5.0重量部
トリエタノールアミン… 5.0重量部
硫酸ナトリウム… 3.0重量部
アニオン性界面活性剤… 0.5重量部
色素及び香料… 適 量
水… 100重量部になるまで
本処理液
ジクロルイソシアヌル酸ナトリウム 0.5重量部
ポリオキシエチレンソルビタンモノラウレート
… 2.0重量部
トリエタノールアミン… 5.0重量部
色素及び香料… 適 量
水… 100重量部になるまで
このようにして得た前処理液を毛髪に塗布し、
その一部をロツトに巻いて約40℃に20分間保持し
たのち、本処理液を塗布し、さらに同じ温度に20
分間保持する。次いでロツトをはずし、シヤンプ
ーで十分に洗浄すると、美しくて強いヘアウエー
ブが形成される。このウエーブは、日常の毛髪に
耐え、6か月以上経過しても失われることがな
い。
実施例 2
以下の処方で前処理液及び本処理用クリームを
調製した。
前処理液
酸性亜硫酸ナトリウム… 2.0重量部
尿 素… 5.0重量部
トリエタノールアミン… 5.0重量部
硫酸ナトリウム… 1.0重量部
色素及び香料… 適 量
水… 100重量部になるまで
本処理液
ジクロルトリアジン系化合物… 0.5重量部
ポリエチレンオキシドアルキルエーテル……
1.0重量部
トリエタノールアミン… 5.0重量部
尿 素… 5.0重量部
アルギン酸ナトリウム… 2.5重量部
ラノリン… 50.0重量部
色素及び香料… 適 量
水… 100重量部になるまで
このようにして得た前処理液と本処理用クリー
ムとを用い、実施例1と同様にして毛髪にウエー
ブを施したところ、同様に良好なヘアウエーブが
得られた。
参考例 1
同一人の同じ部位から採取した毛髪を長さ16cm
にカツトし、前処理剤に浸し直径6mmのロツドに
巻き付け、本処理剤によつて処理したのち、微温
湯ですすいで自然乾燥したものを処理毛とし、こ
の処理毛の一部を5日後に40℃の温湯の中へ20分
間、ときどきかきまぜながら浸し、次いで取り出
し、自然乾燥したものを戻し試験毛とし、それぞ
れについてウエーブの強さをしらべ10点法で評価
した。
実施例1及び2の処理剤を用いて得られた結果
を次表に示す。
The present invention relates to a novel hair treatment agent. More specifically, the present invention relates to a novel hair treatment agent that allows stable permanent waving or hair straightening without damaging the hair. Until now, the so-called cold wave method, which can be applied at room temperature, first treats the hair with a first solution containing a reducing agent, thioglycolate, etc., and then cuts the cystine crosslinks in keratin molecules.
After shaping into a predetermined shape, it is treated with a second liquid containing an oxidizing agent, a neutralizing agent, potassium bromate, hydrogen peroxide, etc. to form new bonds again. However, this method involves chemically destroying the keratin molecules that make up the hair;
Hair is more or less damaged, and if the treatment conditions are not appropriate, there is a risk of hair breakage or hair loss. A further disadvantage is that the sulfur compounds used in this method emit a characteristic foul odor, which often causes discomfort to the user. The present inventors have conducted extensive research in order to improve the drawbacks of conventional hair waving agents and to develop a hair waving agent that is harmless to the human body and can effectively and stably apply permanent waves. As a result, the inventors discovered that the object could be achieved with a hair waving agent having a novel composition that forms permanent waves with a new mechanism of action that is completely different from conventional ones, and thus the present invention was completed. That is, the present invention contains (a) 0.5 to 2% by weight of acidic sulfites or sulfites, 1 to 10% by weight of urea, 1 to 10% by weight of di- or trialkanolamines, and 1 to 3% by weight of water-soluble neutral salts. (b) 0.5 to 2.0% by weight of a crosslinking compound having a nitrogen-containing heterocycle substituted with two or more halogen atoms, 0.5 to 2.0% by weight of a nonionic surfactant, and a di- or trialkanol. The present invention provides a hair waving agent comprising the present treatment agent containing 1 to 5% by weight of an amine and 1 to 3% by weight of a water-soluble neutral salt. The pretreatment agent in the hair waving agent of the present invention is:
This treatment agent relaxes the three-dimensional structure of keratin molecules and makes it easier to form the desired curl.This treatment agent reacts with the thiol groups and amino groups in keratin molecules that occur when cystine is cut, and causes damage between keratin molecules. This is to form crosslinks and fix curls. The pretreatment agent must contain four components as essential components: acidic sulfite or sulfite, urea, di- or trialkanolamine, and neutral salt. Among these, acidic sulfite or sulfite is a necessary component to cut some of the cystine crosslinks in keratin molecules that make up hair and make it easier to shape the hair. For example, acidic sulfite or sodium salt of sulfite, Alkaline salts such as potassium salts and ammonium salts are preferred. The acid sulfites are used in concentrations of 0.5-2% by weight. If this amount is less than 0.5% by weight, the effect of making hair easier to shape will be insufficient, and if it exceeds 2% by weight, the cystine crosslinks between keratin molecules will be broken too much, resulting in damage to the hair. Appropriate. Urea also causes swelling of the hair tissue and increases the hydration of keratinized keratin, making it easier for crosslinking compounds to react during the subsequent main treatment, and stabilizing the pretreatment agent. It is added at a concentration of 1 to 10% by weight, preferably 5 to 8% by weight. If this amount is less than 1% by weight, the above effects will be insufficient, and if this amount exceeds 10% by weight, dehydration will occur, which will even reduce the pretreatment effect, which is not preferable. Next, di- or trialkanolamine acts as a buffer for the pre-treatment agent and is effective in removing dirt from the hair, especially polyvalent cations such as iron ions and calcium ions. It also has the effect of stabilizing hair swelling and crosslinking. Examples of this include dialkanolamines such as diethanolamine, dipropanolamine, dibutanolamine, triethanolamine, tripropanolamine,
Mention may be made of trialkanolamines such as tributanolamine, but particularly preferred is di- or triethanolamine. This one is 1
It is used at a concentration of ~10% by weight, preferably 3-7% by weight. If this amount is less than 1% by weight, the above effect will be insufficient, and if it exceeds 10% by weight, it will undesirably reduce the pretreatment effect or damage the hair. Furthermore, water-soluble neutral salts are added to lower the surface potential of the hair and make it easier for crosslinking compounds to contact keratin molecules, such as sodium sulfate, potassium sulfate, potassium sulfite, sodium bicarbonate, Sodium chloride, potassium chloride, sodium phosphate, etc. are used, but sodium sulfate is particularly preferred. This neutral salt is 1
It is added at a concentration of ~3% by weight. In addition, a surfactant may be added to the pretreatment agent as desired. On the other hand, this treatment agent contains, as essential components, a crosslinking compound having a nitrogen-containing heterocycle substituted with at least two halogen atoms, a nonionic surfactant, a di- or trialkanolamine, and a water-soluble neutral It is necessary that the four ingredients of salt are included.
This crosslinking compound forms crosslinks between adjacent keratin molecules and plays the role of fixing the shape of the shaped hair. This crosslinking compound includes a pyridine ring, a pyrimidine ring, a pyridazine ring,
A heterocycle containing a nitrogen atom, such as a triazine ring, a quinoline ring, an isoquinoline ring, a quinoxaline ring, a purine ring, a tetrazine ring, or a hydride thereof, especially a six-membered ring, and the heterocycle has two or more halogen atoms. For example, it is necessary to have a structure in which a chlorine atom or a bromine atom is substituted. The substitution position of each halogen atom may be any of the ortho, meta, and para positions, with the meta position being particularly preferred. This seems to be because the distance between the reactive groups when forming crosslinks between keratin molecules is similar to the distance between the meta-positions of nitrogen-containing heterocycles. Examples of this crosslinking compound include dichloroisocyanuric acid, cyanuric chloride, dichlortriazine compounds, dichloroquinoxaline compounds, trichloropyrimidine compounds, dichloropyrimidine compounds, dichloropyridazone compounds, and dichloroquinoxaline compounds. Examples include chloroquinoline compounds.
This crosslinking compound combines its halogen atom with reactive groups in the amino acids constituting the keratin molecule, such as the thiol group of cysteine, the imide group of the imidazole ring of histidine, and the side chain amino group of lysine.
It reacts with the hydroxyl group and terminal amino group of serine to form a crosslink. This crosslinking compound is used in a concentration of 0.5 to 2% by weight. If this amount is less than 0.5% by weight, the fixation to maintain the shape of the hair will be insufficient, and if it exceeds 2% by weight, the degree of freedom between keratin molecules will be lost, increasing the strength of the hair. However, this is not preferable because the elongation decreases and flexibility is lost. In addition, the nonionic surfactant is an auxiliary agent that gives mobility to the shaped hair and allows it to react uniformly, such as higher fatty acid glycerin ester, higher fatty acid glycol ester, higher fatty acid sorbitan, or Preferred are mannitan ester, polyolefin oxide condensates of higher fatty acids or higher alcohols, and the like. This nonionic surfactant is added at a concentration of 0.5-2.0% by weight. If this amount is less than 0.5% by weight, the effect will be insufficient, and if it is used in an amount greater than 2.0% by weight, it will be uneconomical since there will be no particular merit in terms of effect. The di- or trialkanolamine and the water-soluble neutral salt are added for the same purpose as in the case of the pretreatment agent, and the same compounds as those listed for the pretreatment liquid are used. Each of these components is 1
It is used at a concentration of ~3% by weight. Urea can also be added to this treatment agent if necessary. The hair treatment agent of the present invention is usually formulated in liquid form, but if necessary, sodium alginate, carboxymethyl cellulose, liquid paraffin, lanolin, wax, etc. may be added to form a cream. In addition, in both the pretreatment agent and the main treatment agent, auxiliary additives commonly used in hair treatment agents such as pigments and fragrances can be added. To apply permanent waves with the hair treatment agent of the present invention, the hair is wound into a roll and heated between room temperature and 55°C.
After soaking in the pre-treatment solution and treating for 10 to 20 minutes, take it out, wash it briefly with water, and then leave it at room temperature or
Immerse in the main treatment solution at 55℃ and treat for 10 to 20 minutes. Next, the rolls are removed, washed with water, and dried to obtain the desired hairstyle. In this way, the hair treatment agent of the present invention can effectively wave and straighten hair without damaging hair, causing hair breakage, or hair loss, unlike conventional permanent wave solutions. can be applied. Next, the present invention will be explained in more detail with reference to Examples. Example 1 A pretreatment liquid and a main treatment liquid were prepared according to the following formulations. Pretreatment liquid Sodium acid sulfite... 2.0 parts by weight Urea... 5.0 parts by weight Triethanolamine... 5.0 parts by weight Sodium sulfate... 3.0 parts by weight Anionic surfactant... 0.5 parts by weight Color and fragrance... Appropriate amount Water... 100 parts by weight Processing liquid Sodium dichloroisocyanurate 0.5 parts by weight Polyoxyethylene sorbitan monolaurate... 2.0 parts by weight Triethanolamine... 5.0 parts by weight Color and fragrance... Appropriate amount Water... Until the amount is 100 parts by weight. Apply the pre-treatment liquid to the hair,
A part of it was rolled into a rod and kept at about 40℃ for 20 minutes, then this treatment solution was applied, and then the same temperature was kept for 20 minutes.
Hold for a minute. Next, remove the rod and wash thoroughly with shampoo to form beautiful and strong hair waves. This wave withstands everyday hair and does not fade even after 6 months or more. Example 2 A pretreatment liquid and a cream for main treatment were prepared according to the following formulations. Pretreatment liquid Sodium acid sulfite... 2.0 parts by weight Urea... 5.0 parts by weight Triethanolamine... 5.0 parts by weight Sodium sulfate... 1.0 parts by weight Color and fragrance... Appropriate amount Water... Up to 100 parts by weight Main processing liquid dichlorotriazine type Compound... 0.5 parts by weight polyethylene oxide alkyl ether...
1.0 parts by weight Triethanolamine... 5.0 parts by weight Urea... 5.0 parts by weight Sodium alginate... 2.5 parts by weight Lanolin... 50.0 parts by weight Colorants and fragrances... Appropriate amount Water... Until the volume reaches 100 parts by weight The pretreatment liquid obtained in this manner When hair was waved in the same manner as in Example 1 using this treatment cream, similarly good hair waves were obtained. Reference example 1 Hair collected from the same part of the same person with a length of 16 cm
The treated hair is cut into two hairs, dipped in a pre-treatment agent, wrapped around a rod with a diameter of 6 mm, treated with this treatment agent, rinsed with lukewarm water and air-dried. The hair was soaked in warm water at ℃ for 20 minutes with occasional stirring, then taken out, allowed to air dry, and returned to use as test hair.The strength of each wave was evaluated using a 10-point scale. The results obtained using the processing agents of Examples 1 and 2 are shown in the following table.
【表】
*ウエーブの強さは10を最大、1を最低とし、
5以上のものは実用上問題がない程度の強さであ
る。
参考例 2
2人の異なつた人間から採取した2種の毛髪を
用い、無処理のもの(A)、実施例1に従つて処理し
たもの(B)、実施例2に従つて処理したもの(C)及び
市販の2液性パーマネントウエーブ剤で処理した
もの(D)各50本ずつについて、テンシロン引張試験
機で強力―伸度を測定した。
なお、市販の2液性パーマネントウエーブ剤と
しては、次の組成をもつアリミ株式会社製のハイ
ネスコールドウエーブ乳液を用いた。
第一液;チオグリコール酸アンモニウムの5重
量%(チオグリコール酸換算)を含有する水
性乳剤で、PH8.8、アルカリ度4.1を有する。
第二液;臭素酸ナトリウム3重量%を含有する
水性乳剤でPH4.6、酸化力4.3を有する。
この結果を第1図及び第2図に示す。
これらの図から明らかなように、本発明処理剤
で処理したものは、無処理のものよりも強力が増
大し、伸度が減少する傾向が認められる。また、
市販品で処理したものは、無処理のものよりも強
力が低下し、伸度が増大する傾向が認められる。
このように、本発明処理剤で処理した場合は、
毛髪のケラチン分子間に架橋結合が形成されるた
め強力が増大する一方、ケラチン分子間の架橋結
合により分子の自由度が低下するため伸度が減少
する傾向がある。[Table] *For the wave strength, 10 is the maximum and 1 is the minimum.
A strength of 5 or more is such that there is no problem in practical use. Reference Example 2 Two types of hair collected from two different people were used: untreated hair (A), hair treated according to Example 1 (B), and hair treated according to Example 2 ( The strength and elongation of 50 pieces of each of C) and those treated with a commercially available two-component permanent wave agent (D) were measured using a Tensilon tensile tester. As a commercially available two-component permanent wave agent, Highness Cold Wave emulsion manufactured by Arimi Co., Ltd. and having the following composition was used. First liquid: An aqueous emulsion containing 5% by weight of ammonium thioglycolate (calculated as thioglycolic acid), with a pH of 8.8 and an alkalinity of 4.1. Second liquid: An aqueous emulsion containing 3% by weight of sodium bromate, with a pH of 4.6 and an oxidizing power of 4.3. The results are shown in FIGS. 1 and 2. As is clear from these figures, the strength of the specimens treated with the treatment agent of the present invention tends to increase and the elongation tends to decrease compared to the untreated specimens. Also,
It is observed that the treated commercially available products tend to have lower strength and higher elongation than untreated products. In this way, when treated with the treatment agent of the present invention,
Strength increases due to the formation of crosslinks between keratin molecules in the hair, while elongation tends to decrease because crosslinks between keratin molecules reduce the degree of freedom of the molecules.
第1図及び第2図は、無処理の毛髪、本発明処
理剤で処理した毛髪、市販のパーマネントウエー
ブ剤で処理した毛髪についての強力―伸度曲線を
示すグラフである。
FIGS. 1 and 2 are graphs showing strength-elongation curves for untreated hair, hair treated with the treatment agent of the present invention, and hair treated with a commercially available permanent waving agent.
Claims (1)
%、尿素1〜10重量%、ジ又はトリアルカノール
アミン1〜10重量%及び水溶性中性塩1〜3重量
%を含む前処理剤と、(ロ)2個以上のハロゲン原子
で置換された含窒素複素環をもつ架橋形成化合物
0.5〜2.0重量%、非イオン系界面活性剤0.5〜2.0
重量%、ジ又はトリアルカノールアミン1〜5重
量%及び水溶性中性塩1〜3重量%を含む本処理
剤から成る毛髪処理剤。1 (a) A pretreatment agent containing 0.5 to 2% by weight of acidic sulfite or sulfite, 1 to 10% by weight of urea, 1 to 10% by weight of di- or trialkanolamine, and 1 to 3% by weight of water-soluble neutral salt; , (b) A crosslinking compound having a nitrogen-containing heterocycle substituted with two or more halogen atoms
0.5-2.0% by weight, nonionic surfactant 0.5-2.0
A hair treatment agent comprising the present treatment agent containing 1 to 5% by weight of di- or trialkanolamine and 1 to 3% by weight of a water-soluble neutral salt.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4285481A JPS57156411A (en) | 1981-03-24 | 1981-03-24 | Hair-treating agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4285481A JPS57156411A (en) | 1981-03-24 | 1981-03-24 | Hair-treating agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57156411A JPS57156411A (en) | 1982-09-27 |
JPS6148805B2 true JPS6148805B2 (en) | 1986-10-25 |
Family
ID=12647598
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4285481A Granted JPS57156411A (en) | 1981-03-24 | 1981-03-24 | Hair-treating agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57156411A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6061516A (en) * | 1983-09-14 | 1985-04-09 | Sansho Seiyaku Kk | The first solution for permanent wave |
JP2000229819A (en) * | 1999-02-05 | 2000-08-22 | Shiseido Co Ltd | Composition for treating hair |
FR2862213B1 (en) * | 2003-11-18 | 2006-05-05 | Oreal | HAIR REMOVAL COMPOSITION COMPRISING AT LEAST ONE SECONDARY OR TERTIARY AMINE |
FR2862211B1 (en) * | 2003-11-18 | 2006-05-05 | Oreal | HAIR REMOVAL COMPOSITION COMPRISING AT LEAST ONE NON-HYDROXIDE BASE |
FR2862215B1 (en) * | 2003-11-18 | 2006-01-27 | Oreal | HAIR FORMING COMPOSITION COMPRISING AT LEAST ONE NON-HYDROXIDE BASE |
FR2862217B1 (en) * | 2003-11-18 | 2006-05-05 | Oreal | HAIR FORMING COMPOSITION COMPRISING AT LEAST ONE SECONDARY OR TERTIARY AMINE |
US9011828B2 (en) * | 2011-01-25 | 2015-04-21 | Elc Management, Llc | Compositions and methods for permanent straightening of hair |
-
1981
- 1981-03-24 JP JP4285481A patent/JPS57156411A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS57156411A (en) | 1982-09-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4812307A (en) | Crosslinking of hair thiols using glutathione disulfide | |
US4795629A (en) | Crosslinking of hair thiols using cystamine | |
EP0299764B1 (en) | Hair treatment product | |
US5332570A (en) | Reducing solution for permanent wave | |
US4963349A (en) | Permanent wave solution | |
CA1263318A (en) | Process and composition for permanent waving | |
US4459284A (en) | Permanent waving composition comprising amino acids | |
JPH01503297A (en) | Composition used for permanent structural transformation of hair | |
JPS6358805B2 (en) | ||
US4349537A (en) | Permanent wave neutralizer | |
US5061483A (en) | Permanent wave hair compositions containing transition metal oxide compounds | |
JPS6148805B2 (en) | ||
CA1077850A (en) | Sulfites and mink oil fatty acid quaternary ammonium salt for treating hair | |
JPH0225888B2 (en) | ||
US4840791A (en) | Hair-waving process | |
JP3453559B2 (en) | Single bath permanent wave former for damaged hair | |
US2688972A (en) | Process for permanently waving human hair | |
NZ270468A (en) | Synergistic mild permanent wave composition for treating human hair: ionic complex of cationic and anionic compounds | |
JPS60237012A (en) | Hair retreatment composition and method | |
JPS58162513A (en) | Hair permanent treating agent | |
EP0356508A4 (en) | Permanent wave process and compositions | |
JP2927526B2 (en) | Pretreatment agent for hair setting | |
US5601813A (en) | Cysteamine permanent wave composition and method | |
US4885160A (en) | Wrapping lotion and method for permanent waving | |
US5047233A (en) | Hair-waving process |