JP7508189B2 - Hair Strengthener - Google Patents
Hair Strengthener Download PDFInfo
- Publication number
- JP7508189B2 JP7508189B2 JP2017145500A JP2017145500A JP7508189B2 JP 7508189 B2 JP7508189 B2 JP 7508189B2 JP 2017145500 A JP2017145500 A JP 2017145500A JP 2017145500 A JP2017145500 A JP 2017145500A JP 7508189 B2 JP7508189 B2 JP 7508189B2
- Authority
- JP
- Japan
- Prior art keywords
- hair
- strengthening
- composition
- strength
- present
- 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.)
- Active
Links
- 238000005728 strengthening Methods 0.000 claims description 46
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 41
- 239000003795 chemical substances by application Substances 0.000 claims description 31
- 238000011282 treatment Methods 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 4
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 claims 1
- 230000000694 effects Effects 0.000 description 11
- 108010076876 Keratins Proteins 0.000 description 10
- 102000011782 Keratins Human genes 0.000 description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 108090000765 processed proteins & peptides Proteins 0.000 description 8
- 102000004196 processed proteins & peptides Human genes 0.000 description 8
- 230000003752 improving hair Effects 0.000 description 7
- 229920001184 polypeptide Polymers 0.000 description 7
- 235000018102 proteins Nutrition 0.000 description 5
- 102000004169 proteins and genes Human genes 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 4
- 150000001413 amino acids Chemical class 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 ammonium ions Chemical class 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000000637 arginyl group Chemical group N[C@@H](CCCNC(N)=N)C(=O)* 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229960003067 cystine Drugs 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
- 230000003699 hair surface Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 1
- 101710164994 50S ribosomal protein L13, chloroplastic Proteins 0.000 description 1
- OMLWNBVRVJYMBQ-YUMQZZPRSA-N Arg-Arg Chemical compound NC(N)=NCCC[C@H](N)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O OMLWNBVRVJYMBQ-YUMQZZPRSA-N 0.000 description 1
- XTWSWDJMIKUJDQ-RYUDHWBXSA-N Arg-Tyr Chemical compound NC(N)=NCCC[C@H](N)C(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 XTWSWDJMIKUJDQ-RYUDHWBXSA-N 0.000 description 1
- UVTGNSWSRSCPLP-UHFFFAOYSA-N Arg-Tyr Natural products NC(CCNC(=N)N)C(=O)NC(Cc1ccc(O)cc1)C(=O)O UVTGNSWSRSCPLP-UHFFFAOYSA-N 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- 206010019049 Hair texture abnormal Diseases 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 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
- NPBGTPKLVJEOBE-IUCAKERBSA-N Lys-Arg Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CCCNC(N)=N NPBGTPKLVJEOBE-IUCAKERBSA-N 0.000 description 1
- NVGBPTNZLWRQSY-UWVGGRQHSA-N Lys-Lys Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CCCCN NVGBPTNZLWRQSY-UWVGGRQHSA-N 0.000 description 1
- MYTOTTSMVMWVJN-STQMWFEESA-N Lys-Tyr Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 MYTOTTSMVMWVJN-STQMWFEESA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- JAQGKXUEKGKTKX-HOTGVXAUSA-N Tyr-Tyr Chemical compound C([C@H](N)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(O)=O)C1=CC=C(O)C=C1 JAQGKXUEKGKTKX-HOTGVXAUSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 125000000539 amino acid group Chemical group 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 108010068380 arginylarginine Proteins 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N aspartic acid group Chemical group N[C@@H](CC(=O)O)C(=O)O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 108010049062 beta-Keratins Proteins 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 235000003969 glutathione Nutrition 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 230000003719 hair strength Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 229940071676 hydroxypropylcellulose Drugs 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 108010054155 lysyllysine Proteins 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 108010003137 tyrosyltyrosine Proteins 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
本発明は毛髪強化剤に関する。より詳しくは、毛髪を被膜等で被覆するのではなく、毛髪自体を強化することのできる毛髪強化剤に関する。また本発明は、前記毛髪強化剤を用いた毛髪強化剤組成物及び毛髪強化処理方法にも関する。 The present invention relates to a hair strengthening agent. More specifically, the present invention relates to a hair strengthening agent that can strengthen the hair itself, rather than covering the hair with a film or the like. The present invention also relates to a hair strengthening agent composition and a hair strengthening treatment method that use the hair strengthening agent.
毛髪は、主成分であるケラチンのポリペプチド鎖が種々の側鎖結合でつながりながら網目構造をとっている(図1参照)。平常時はα-へリックス構造(らせん状)をとっている毛髪ケラチンのポリペプチド主鎖は、引っ張られることによりβ-ケラチン(ジグザグ状)に変形することで毛髪が伸長すると考えられている。健常な毛髪では、引っ張り応力をとれば元の長さに回復するが、パーマネントウェーブ処理やブリーチング等の化学処理や紫外線等の外的刺激によって傷んだ毛髪では強度が低く切れやすい傾向があった。 Hair has a mesh structure in which the polypeptide chains of keratin, the main component of hair, are connected by various side chain bonds (see Figure 1). It is thought that the main polypeptide chain of hair keratin, which normally has an α-helical structure (spiral shape), changes to β-keratin (zigzag shape) when pulled, causing the hair to elongate. Healthy hair will recover to its original length when the tensile stress is removed, but hair damaged by chemical treatments such as permanent wave processing or bleaching, or external stimuli such as ultraviolet rays, has low strength and tends to break easily.
従来から、傷んだ毛髪を修復するために、ケラチン加水分解物等のタンパク質誘導体を適用することが知られている。しかしながら、ケラチン加水分解物等は毛髪表面のキューティクルの変形(剥離)等を修復する効果は有するが、毛髪強度を向上させる効果はなかった。 It has been known for some time that protein derivatives such as keratin hydrolysates can be used to repair damaged hair. However, although keratin hydrolysates and the like have the effect of repairing deformation (peeling) of the cuticle on the hair surface, they do not have the effect of improving hair strength.
特許文献1には、カチオン化蛋白誘導体及び中性アミノ酸からなる毛髪修復組成物並びに当該組成物に被膜形成高分子化合物を含有する毛髪強化剤が開示されている。特許文献2には、緩衝液であるA剤と、D,L-ピロリドンカルボン酸、アミノ酸、及びグルタチオンから選択される少なくとも1種とヒドロキシプロピルセルロースを含有する水溶液であるB剤とからなる2液の毛髪強化剤が開示され、前記A剤とB剤が毛髪上で水に不溶性のガム状物質を形成して毛髪を強化すると記載されている。即ち、これら従来技術は、毛髪表面を高分子被膜やガム状物質で覆うことによって毛髪強度を向上させる技術である。 Patent Document 1 discloses a hair repair composition consisting of a cationized protein derivative and a neutral amino acid, and a hair strengthening agent containing a film-forming polymer compound in the composition. Patent Document 2 discloses a two-liquid hair strengthening agent consisting of Agent A, which is a buffer solution, and Agent B, which is an aqueous solution containing at least one selected from D,L-pyrrolidone carboxylic acid, amino acids, and glutathione, and hydroxypropyl cellulose, and describes that Agents A and B form a water-insoluble gummy substance on the hair to strengthen the hair. In other words, these conventional technologies are technologies that improve hair strength by covering the hair surface with a polymer coating or a gummy substance.
一方、グリオキシル酸は、クセ毛の抑制や縮毛の矯正のための毛髪処理剤において使用されており、例えば、特許文献3には、グリオキシル酸を含む水溶液を毛髪に塗布して放置し、ヘアドライヤーで毛髪を乾燥させた後、約200℃の高温で毛髪矯正アイロンを用いて毛髪を矯正する方法が開示されている。また、特許文献4には、グリオキシル酸に加えてグアニジン塩及び/又は尿素を含有する毛髪処理剤が開示され、優れた毛髪伸長(クセ抑制)効果を奏することが記載されている。しかしながら、グリオキシル酸の毛髪強度を向上させる機能については全く知られていなかった。 On the other hand, glyoxylic acid is used in hair treatments to suppress frizz and straighten curly hair. For example, Patent Document 3 discloses a method of applying an aqueous solution containing glyoxylic acid to hair, leaving it to stand, drying the hair with a hair dryer, and then straightening the hair with a hair straightening iron at a high temperature of about 200°C. Patent Document 4 discloses a hair treatment that contains guanidine salt and/or urea in addition to glyoxylic acid, and describes that it has an excellent hair lengthening (frizz suppression) effect. However, the function of glyoxylic acid in improving hair strength was completely unknown.
本発明は、前記従来技術に鑑みてなされたものであり、毛髪自体の強度を向上させることのできる毛髪強化剤を提供することを目的とする。 The present invention was made in consideration of the above-mentioned conventional technology, and aims to provide a hair strengthening agent that can improve the strength of the hair itself.
本発明者等は、前記の課題を解決すべく鋭意研究を重ねた結果、従来は毛髪伸長(縮毛矯正)に使用されていたグリオキシル酸が、毛髪自体の強度を向上させる機能を有することを初めて見出し、本発明を完成するに至った。 As a result of intensive research aimed at solving the above problems, the inventors discovered for the first time that glyoxylic acid, which was previously used for hair lengthening (hair straightening), also has the function of improving the strength of the hair itself, which led to the completion of the present invention.
すなわち、本発明は、グリオキシル酸からなる毛髪強化剤、当該毛髪強化剤を含む毛髪強化剤組成物、及び当該毛髪強化剤を用いた毛髪強化処理方法を提供する。 That is, the present invention provides a hair strengthening agent comprising glyoxylic acid, a hair strengthening agent composition containing the hair strengthening agent, and a hair strengthening treatment method using the hair strengthening agent.
本発明に係る毛髪強化剤は、毛髪等のケラチン線維を構成するポリペプチド鎖の間に新たな結合を形成することによりケラチン線維の強度を向上させることができる。
本発明における「毛髪強化」あるいは「毛髪の強度向上」とは、毛髪自体の強度を向上させることを意味する。傷んだ毛髪(ダメージヘア)の「強化」は、傷んだ毛髪の強度を向上させて「補修」することも含み、その結果として毛髪に「はり」や「こし」を付与することになる。したがって、本発明における「毛髪強化」は、「毛髪の補修」及び「毛髪へのはり、こし付与」も包含すると解する。
The hair strengthening agent according to the present invention can improve the strength of keratin fibers by forming new bonds between the polypeptide chains that constitute keratin fibers such as hair.
In the present invention, "strengthening hair" or "improving hair strength" means improving the strength of the hair itself. "Strengthening" damaged hair also includes "repairing" damaged hair by improving its strength, which results in imparting "resilience" and "body" to the hair. Therefore, "strengthening hair" in the present invention is understood to include "repairing hair" and "imparting body and body to hair."
本発明の毛髪強化剤はグリオキシル酸からなる。グリオキシル酸は、下記式(I)で表される構造を有する化合物である。 The hair strengthening agent of the present invention comprises glyoxylic acid. Glyoxylic acid is a compound having a structure represented by the following formula (I).
図1に模式的に示すように、毛髪内には種々の側鎖結合が存在し、これらの結合を介してケラチンのポリペプチド鎖がつながることにより毛髪の構造が保持されている。図1の(塩結合)は、リジンやアルギニン残基等の(+)に荷電したアンモニウムイオンとアスパラギン酸残基等の(-)に荷電したカルボキシレートイオンとの相互の静電的結合を表し、(ペプチド結合)はグルタミン酸等の-COOH基とリジン残基等の-NH2基との脱水結合(-CONH-)を表し、(シスチン結合)は、硫黄(S)を含むタンパク質に特有な結合であり、他の線維にはみられないジスルフィド結合を表し、(水素結合)は、アミド基とそれに近接するカルボキシル基間の結合である(「新化粧品学」第2版、光井武夫編、南山堂、2001年、第66~67頁参照)。 As shown diagrammatically in Figure 1, various side chain bonds exist within hair, and the structure of hair is maintained by connecting the polypeptide chains of keratin through these bonds. In Figure 1, (salt bonds) represent mutual electrostatic bonds between (+) charged ammonium ions such as lysine and arginine residues and (-) charged carboxylate ions such as aspartic acid residues, (peptide bonds) represent dehydration bonds (-CONH-) between -COOH groups such as glutamic acid and -NH2 groups such as lysine residues, (cystine bonds) represent disulfide bonds that are unique to proteins containing sulfur (S) and are not found in other fibers, and (hydrogen bonds) are bonds between amide groups and adjacent carboxyl groups (see "New Cosmetics," 2nd Edition, edited by Mitsui Takeo, Nanzando, 2001, pp. 66-67).
例えば、パーマネントウェーブを形成する際は、上記側鎖結合の中でのジスルフィド結合(シスチン結合)を還元剤によって切断し、ウェーブ形成した状態で酸化剤を用いて新たなジスルフィド結合を形成する。しかし、一度切断されたジスルフィド結合の全てが再結合せず、毛髪内の側鎖結合の総数が減少するため、毛髪の強度が低下すると考えられる。また、毛髪に対して酸化染色やブリーチング等の化学処理を行った場合や、紫外線等の外的刺激によっても側鎖結合の一部が切断され、毛髪の強度低下が生じているとも考えられる。 For example, when forming permanent waves, the disulfide bonds (cystine bonds) in the side chain bonds are cut with a reducing agent, and new disulfide bonds are formed with an oxidizing agent while the hair is still waving. However, not all of the disulfide bonds that were once cut recombine, and the total number of side chain bonds in the hair decreases, which is thought to reduce the strength of the hair. It is also thought that some of the side chain bonds are cut when the hair is subjected to chemical treatments such as oxidative dyeing or bleaching, or when exposed to external stimuli such as ultraviolet light, resulting in a decrease in hair strength.
本発明者等は、毛髪をグリオキシル酸で処理することにより、ケラチンのポリペプチド鎖間にカルボキシメチレン基を介した新たな結合を生じさせて毛髪強度を向上させることができることを初めて見出した。この新たな結合は、ケラチンのポリペプチド鎖を構成するリジン(Lys)残基、チロシン(Tyr)残基、及びアルギニン(Arg)残基から選択されるアミノ酸残基間(即ち、Lys-Lys間、Lys-Arg間、Lys-Tyr間、Tyr-Tyr間、Arg-Tyr間、又はArg-Arg間)に形成される架橋結合であると推測される。 The present inventors have found for the first time that treating hair with glyoxylic acid can generate new bonds between keratin polypeptide chains via carboxymethylene groups, thereby improving hair strength. These new bonds are presumed to be cross-links formed between amino acid residues selected from lysine (Lys) residues, tyrosine (Tyr) residues, and arginine (Arg) residues that make up the keratin polypeptide chain (i.e., between Lys-Lys, between Lys-Arg, between Lys-Tyr, between Tyr-Tyr, between Arg-Tyr, or between Arg-Arg).
本発明は、前記毛髪強化剤(即ち、グリオキシル酸)を含有する毛髪強化剤組成物にも関する。
本発明の毛髪強化剤組成物は、水性媒体中にグリオキシル酸を含有する形態とするのが好ましい。水性媒体とは、水、あるいは、水と水溶性又は親水性の媒体(例えば、炭素数3以下の低級アルコール等)との混合物である。
The present invention also relates to a hair strengthening composition containing the hair strengthening agent (i.e., glyoxylic acid).
The hair strengthening composition of the present invention is preferably in a form containing glyoxylic acid in an aqueous medium. The aqueous medium is water or a mixture of water and a water-soluble or hydrophilic medium (e.g., a lower alcohol having 3 or less carbon atoms, etc.).
本発明の毛髪強化剤組成物におけるグリオキシル酸の配合量は、特に限定されないが、好ましくは組成物全体に対して、1~30質量%、より好ましくは3~20質量%。さらに好ましくは5~15質量%である。配合量が1質量%未満であると毛髪の強度向上効果が得られ難く、30質量%を超えて配合しても効果の更なる向上はなく、組成物の酸性が強くなりすぎるので好ましくない。 The amount of glyoxylic acid in the hair strengthening composition of the present invention is not particularly limited, but is preferably 1 to 30% by mass, more preferably 3 to 20% by mass, and even more preferably 5 to 15% by mass, based on the total amount of the composition. If the amount is less than 1% by mass, it is difficult to obtain the effect of improving hair strength, and even if the amount exceeds 30% by mass, there is no further improvement in the effect and the composition becomes too acidic, which is not preferable.
本発明の毛髪強化剤組成物は、そのpHを3以下、好ましくは2.5以下、より好ましくは2以下に調製するのが好ましい。組成物pH値の下限値は特に限定されないが、通常は1.0以上に調製される。組成物のpHは、グリオキシル酸の酸性を中和することにより適宜調整できる。中和剤(pH調整剤)としては、水酸化ナトリウムや水酸化カリウム等の無機塩基、トリエタノールアミンやイソプロパノールアミン、塩基性アミノ酸等の有機塩基を挙げることができるが、これらに限定されない。 The hair strengthening composition of the present invention is preferably adjusted to a pH of 3 or less, preferably 2.5 or less, more preferably 2 or less. The lower limit of the composition pH value is not particularly limited, but it is usually adjusted to 1.0 or more. The pH of the composition can be appropriately adjusted by neutralizing the acidity of glyoxylic acid. Examples of neutralizing agents (pH adjusters) include, but are not limited to, inorganic bases such as sodium hydroxide and potassium hydroxide, and organic bases such as triethanolamine, isopropanolamine, and basic amino acids.
本発明の毛髪強化剤組成物は、グリオキシル酸及び任意の中和剤に加えて、毛髪処理用の化粧品や医薬品等に通常用いられる他の任意成分を、本発明の効果を損なわない範囲内で添加することができる。このような任意成分としては、例えば、カチオン性高分子、アミノ酸、ペプチド、プロテイン、金属イオン封鎖剤、油分、粉末成分、界面活性剤、増粘剤、香料、色素等を含有することができる。 In addition to glyoxylic acid and an optional neutralizing agent, the hair strengthening composition of the present invention may contain other optional components that are commonly used in cosmetics and pharmaceuticals for hair treatment, within the range that does not impair the effects of the present invention. Such optional components may include, for example, cationic polymers, amino acids, peptides, proteins, sequestering agents, oils, powder components, surfactants, thickeners, fragrances, colorants, etc.
本発明にかかる毛髪強化剤組成物の剤型は、所望の効果が充分に発揮されるのであれば特に限定されないが、例えば、液状、乳液状、ゲル状、フォーム状、クリーム状などの剤型を採りうる。 The formulation of the hair strengthening composition of the present invention is not particularly limited as long as it satisfactorily exerts the desired effect, but it may be in the form of, for example, a liquid, emulsion, gel, foam, cream, etc.
本発明は、前記毛髪強化剤組成物を用いた毛髪強化処理方法も提供する。
本発明の毛髪強化処理方法は、(1)上記毛髪強化剤又は毛髪強化剤組成物を毛髪に塗布し、(2)塗布した状態で毛髪を放置し、(3)毛髪を水洗し、(4)毛髪を乾燥させ、(5)任意に整髪用アイロンで毛髪を処理する工程を含む。このような毛髪強化処理方法は、ヘアサロン等で実施するのに適している。
The present invention also provides a hair strengthening treatment method using the hair strengthening agent composition.
The hair strengthening treatment method of the present invention includes the steps of (1) applying the above-mentioned hair strengthening agent or hair strengthening agent composition to hair, (2) leaving the hair in the applied state, (3) rinsing the hair with water, (4) drying the hair, and (5) optionally treating the hair with a hair styling iron. Such a hair strengthening treatment method is suitable for implementation in a hair salon or the like.
(1)塗布工程
本発明の毛髪強化剤組成物は、シャンプー前のドライ毛に適用することも可能であるが、毛髪強化剤(グリオキシル酸)が毛髪に浸透しやすいことから、シャンプーで予め洗浄し水分を切ったウェットケアや、付着した水分をタオルで取り除いたタオルドライヘアに適用することが好ましい。
(1) Application step The hair strengthening agent composition of the present invention can be applied to dry hair before shampooing. However, since the hair strengthening agent (glyoxylic acid) easily penetrates the hair, it is preferable to apply it to wet care where the hair has been washed with shampoo and then dried, or to towel-dried hair where the moisture has been removed with a towel.
(2)放置工程
毛髪強化剤組成物の塗布後、室温(約25℃)にて10~30分間、より好ましくは15~20分間放置し、毛髪強化剤を毛髪に作用させる。放置時間が10分間未満では、毛髪を十分に強化することができず、一方、放置時間が30分間を超えても、放置時間に見合った毛髪強化効果の更なる向上は期待できない。
(2) Leaving Step After application of the hair strengthening agent composition, it is left at room temperature (about 25° C.) for 10 to 30 minutes, more preferably 15 to 20 minutes, to allow the hair strengthening agent to act on the hair. If the leaving time is less than 10 minutes, the hair cannot be sufficiently strengthened, while if the leaving time is more than 30 minutes, further improvement in the hair strengthening effect commensurate with the leaving time cannot be expected.
(3)水洗工程
毛髪を水又はぬるま湯ですすぎ、毛髪強化剤組成物を毛髪から洗い流す。毛髪から毛髪強化剤組成物を洗い流すことにより、その後の毛髪の乾燥や、取り扱いが容易になる。
(3) Water-Rinse Step The hair is rinsed with water or lukewarm water to wash away the hair strengthening composition from the hair. By washing away the hair strengthening composition from the hair, the hair can be easily dried and handled thereafter.
(4)乾燥工程
水洗後、水分をタオルで拭き取った後に、ヘアドライヤーで乾燥させる。
(4) Drying Step After rinsing with water, the water is wiped off with a towel and then dried with a hair dryer.
(5)アイロン工程(任意)
上記(4)で乾燥させた毛髪は既に強度が向上しているが、任意に、140~200℃、好ましくは約180℃に熱した整髪用アイロンで毛髪に機械力及び熱を加えながら毛髪を伸ばす工程を実施してもよい。
(5) Ironing process (optional)
The hair dried in (4) above already has improved strength, but optionally, a step of straightening the hair while applying mechanical force and heat to the hair with a hair styling iron heated to 140 to 200°C, preferably about 180°C, may be carried out.
本発明に係る毛髪強化処理方法によれば、グリオキシル酸の作用によって、ケラチンを構成するポリペプチド鎖のリジン、チロシン、及びアルギニン残基間に架橋結合が新たに形成され、毛髪の強度が格段に向上する。 According to the hair strengthening treatment method of the present invention, the action of glyoxylic acid forms new cross-links between lysine, tyrosine, and arginine residues in the polypeptide chains that make up keratin, significantly improving the strength of hair.
以上、グリオキシル酸について詳細に説明したが、上記の内容はグリオキシル酸に限られず、ピルビン酸についても同様に上述した効果が得られる。 Although glyoxylic acid has been described in detail above, the above content is not limited to glyoxylic acid, and the above-mentioned effects can be obtained similarly with pyruvic acid.
以下に具体例を挙げて本発明を更に詳細に説明するが、本発明は以下の実施例に限定されるものではない。また、以下の実施例等における配合量は特に断らない限り質量%を示す。 The present invention will be described in more detail below with reference to specific examples, but the present invention is not limited to the following examples. In addition, the blending amounts in the following examples are expressed as mass % unless otherwise specified.
下記の表1に掲げた組成を有する毛髪処理用組成物を調製した。実施例1は、本発明に係る毛髪強化剤組成物であり、比較例1は従来からダメージヘアの補修に使用されている加水分解タンパク質を配合した処理剤組成物である。 Hair treatment compositions having the compositions shown in Table 1 below were prepared. Example 1 is a hair strengthening composition according to the present invention, and Comparative Example 1 is a treatment composition containing hydrolyzed protein that has traditionally been used to repair damaged hair.
健常な毛髪の束を、ブリーチング剤(PRIMIENCE CL13(資生堂プロフェッショナル(株)製))を用いて1回のブリーチ処理を行った。続いて、縮毛矯正剤(クリスタライジングストレートEX(資生堂プロフェッショナル(株)製))を用いて縮毛矯正処理を2回行った。 A healthy bundle of hair was bleached once using a bleaching agent (PRIMIENCE CL13, manufactured by Shiseido Professional Co., Ltd.). Then, it was straightened twice using a hair straightener (Crystalizing Straight EX, manufactured by Shiseido Professional Co., Ltd.).
上記のようにして調製したダメージヘアの束(同量)に、実施例1及び比較例1の組成物を塗布し、15分間放置した後、水洗し、ドライヤーで乾燥させた。 The compositions of Example 1 and Comparative Example 1 were applied to the same amount of damaged hair bundles prepared as described above, left for 15 minutes, rinsed with water, and dried with a hair dryer.
前記処理を施した毛髪束の一端を固定して垂直方向に引っ張り応力を付加した。毛髪が破断したときの応力値(破断点応力)を、未処理のダメージヘアと比較して図2に示す。
図2のグラフから明らかなように、化学処理によってダメージを受けて強度低下した毛髪を、本発明に係る実施例1の組成物で処理すると強度が格段に向上し、処理サイクル数を3回にすると更に強化された。従来の補修剤である比較例1でも或る程度の強度向上は見られたが、その程度は本発明には及ばず、処理サイクルを増やしても強度の更なる向上は観察されなかった。
One end of the treated hair bundle was fixed and a tensile stress was applied in the vertical direction. The stress value at which the hair broke (stress at break) is shown in Figure 2 in comparison with untreated damaged hair.
As is clear from the graph in Figure 2, when hair damaged and weakened by chemical treatment was treated with the composition of Example 1 according to the present invention, the strength was significantly improved, and when the number of treatment cycles was increased to 3, the strength was further increased. Although a certain degree of strength improvement was observed with Comparative Example 1, which is a conventional repair agent, the degree was not as high as that of the present invention, and no further improvement in strength was observed even with an increase in the number of treatment cycles.
従来は、縮毛矯正(ストレートパーマ)もパーマネントウェーブ形成と同様に毛髪にダメージを与える処理であると認識されていた。しかしながら、縮毛矯正作用を有することが知られたグリオキシル酸は、毛髪にダメージを与えるのではなく、逆に毛髪の強度を向上させる効果を発揮する。そして、その毛髪強化(ダメージ修復)効果は、従来から汎用されてきた補修剤よりも強力であることが確認された。 Traditionally, hair straightening (straight perm) was recognized as a treatment that damaged hair, just like permanent wave formation. However, glyoxylic acid, which is known to have hair straightening properties, does not damage hair, but rather has the effect of improving hair strength. It has also been confirmed that its hair strengthening (damage repair) effect is stronger than that of repair agents that have been widely used in the past.
次に、下記の表2に掲げた組成を有する毛髪処理用組成物を調製した。実施例2は、本発明に係る毛髪強化剤組成物であり、比較例2は汎用されているパーマネント処理剤(還元剤)組成物である。 Next, hair treatment compositions having the compositions shown in Table 2 below were prepared. Example 2 is a hair strengthening agent composition according to the present invention, and Comparative Example 2 is a commonly used permanent treatment agent (reducing agent) composition.
健常な毛髪の束(同量)に、実施例2及び比較例2の組成物を塗布し、15分間放置した後、水洗し、ドライヤーで乾燥させた。次いで、180℃に設定した整髪用アイロンを用いて、スルー法にて3回アイロン処理を行った。
前記の処理サイクルを1回又は3回実施した。
The compositions of Example 2 and Comparative Example 2 were applied to healthy hair bundles (equal amounts), left for 15 minutes, rinsed with water, dried with a hair dryer, and then ironed three times using a hair styling iron set at 180°C by the through method.
The above treatment cycle was carried out either once or three times.
前記処理を施した毛髪束の一端を固定して垂直方向に引っ張り応力を付加した際の、毛髪の伸長率(横軸)と応力(縦軸)との関係を図3のグラフに示す。また、毛髪の長さが3%伸びるのに要した応力値、毛髪が破断したときの応力値を以下の表3に示す。 The graph in Figure 3 shows the relationship between the hair elongation rate (horizontal axis) and stress (vertical axis) when one end of the treated hair bundle is fixed and a tensile stress is applied in the vertical direction. The stress value required for the hair to extend in length by 3% and the stress value when the hair breaks are shown in Table 3 below.
図3及び表3に示した結果から明らかなように、パーマネントウェーブ処理で用いられる還元剤であるチオグリコール酸を配合した比較例2の組成物で処理した毛髪は、未処理の毛髪に比較して強度が低下しており、処理サイクル数を3回にした場合には更に強度低下がみられた。これに対して、グリオキシル酸を含む実施例2の組成物で処理すると、未処理の毛髪に比較して明らかに強度が向上しており、処理サイクル数を3回にすると更に強化された。 As is clear from the results shown in Figure 3 and Table 3, hair treated with the composition of Comparative Example 2, which contains thioglycolic acid, a reducing agent used in permanent wave treatment, had reduced strength compared to untreated hair, and when the number of treatment cycles was increased to three, the strength was further reduced. In contrast, when treated with the composition of Example 2, which contains glyoxylic acid, the strength was clearly improved compared to untreated hair, and when the number of treatment cycles was increased to three, the strength was further increased.
Claims (3)
(2)塗布した状態で毛髪を放置し、
(3)毛髪を水洗し、
(4)毛髪を乾燥させる工程を含む、毛髪の引っ張り強度を向上させるための毛髪強化処理方法。 (1) Applying the hair strengthening composition according to claim 1 to hair,
(2) Leave the applied product on the hair,
(3) Rinse the hair with water;
(4) A hair strengthening treatment method for improving the tensile strength of hair , comprising a step of drying the hair.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2017145500A JP7508189B2 (en) | 2017-07-27 | 2017-07-27 | Hair Strengthener |
KR1020207000058A KR20200033248A (en) | 2017-07-27 | 2018-07-17 | Hair enhancer |
PCT/JP2018/026654 WO2019021875A1 (en) | 2017-07-27 | 2018-07-17 | Hair strengthening agent |
CN201880048188.3A CN110944620B (en) | 2017-07-27 | 2018-07-17 | Hair strengthener |
TW107125847A TW201909882A (en) | 2017-07-27 | 2018-07-26 | Hair fortifier |
JP2022141816A JP2022168056A (en) | 2017-07-27 | 2022-09-07 | Hair strengthening agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2017145500A JP7508189B2 (en) | 2017-07-27 | 2017-07-27 | Hair Strengthener |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2022141816A Division JP2022168056A (en) | 2017-07-27 | 2022-09-07 | Hair strengthening agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2019026574A JP2019026574A (en) | 2019-02-21 |
JP7508189B2 true JP7508189B2 (en) | 2024-07-01 |
Family
ID=65040106
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017145500A Active JP7508189B2 (en) | 2017-07-27 | 2017-07-27 | Hair Strengthener |
JP2022141816A Pending JP2022168056A (en) | 2017-07-27 | 2022-09-07 | Hair strengthening agent |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2022141816A Pending JP2022168056A (en) | 2017-07-27 | 2022-09-07 | Hair strengthening agent |
Country Status (5)
Country | Link |
---|---|
JP (2) | JP7508189B2 (en) |
KR (1) | KR20200033248A (en) |
CN (1) | CN110944620B (en) |
TW (1) | TW201909882A (en) |
WO (1) | WO2019021875A1 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6548350B1 (en) * | 2019-02-07 | 2019-07-24 | 株式会社ナンバースリー | Hair repair composition and hair repair method |
JP6877856B2 (en) * | 2019-07-17 | 2021-05-26 | アゼリスジャパン株式会社 | Glyoxylic acid-containing hair composition |
US20240000679A1 (en) * | 2020-11-30 | 2024-01-04 | Jean Paul Myne' Srl | Cosmetic composition for the treatment of keratinic fibers and method comprising the application of said composition to the keratinic fibers |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007176826A (en) | 2005-12-27 | 2007-07-12 | Lion Corp | Hair cosmetic |
JP2013520468A (en) | 2010-02-24 | 2013-06-06 | 花王株式会社 | Method for semi-permanent correction of curly hair, eyelashes or curly hair |
WO2016088551A1 (en) | 2014-12-05 | 2016-06-09 | 花王株式会社 | Hair deformation treatment agent |
WO2017091794A1 (en) | 2015-11-24 | 2017-06-01 | L'oreal | Compositions for treating the hair |
WO2017091797A1 (en) | 2015-11-24 | 2017-06-01 | L'oreal | Compositions for treating the hair |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5947340B2 (en) | 1978-06-06 | 1984-11-19 | 日本電信電話株式会社 | error check correction circuit |
JPS5919267B2 (en) | 1980-02-20 | 1984-05-04 | 東芝コ−ルドチエ−ン株式会社 | Operation control device for refrigeration equipment |
JPH10175824A (en) | 1996-12-12 | 1998-06-30 | Lion Corp | Hair restoring agent composition and hair cosmetic and hair strengtening agent using the same |
JP5228338B2 (en) * | 2007-02-27 | 2013-07-03 | ライオン株式会社 | Hair cleanser |
JP5283531B2 (en) | 2009-02-16 | 2013-09-04 | 株式会社トレンツ | Hair strengthening agent |
IT1401087B1 (en) * | 2010-07-20 | 2013-07-12 | Alderan S A S Di Alderano Mannozzi & C Ora Alderan S A S Di D Ottavi Adele & C | USE OF ALPHA KETO ACIDS, OR THEIR DERIVATIVES, TO MAKE THE CURLY HAIR LISCIO, CRESPO OR ONDULATO. |
JP5947340B2 (en) * | 2014-07-11 | 2016-07-06 | 株式会社 資生堂 | Hair treatment agent |
JP6758377B2 (en) * | 2015-11-24 | 2020-09-23 | ロレアル | Composition for treating hair |
WO2017091800A1 (en) * | 2015-11-24 | 2017-06-01 | L'oreal | Compositions for treating the hair |
-
2017
- 2017-07-27 JP JP2017145500A patent/JP7508189B2/en active Active
-
2018
- 2018-07-17 WO PCT/JP2018/026654 patent/WO2019021875A1/en active Application Filing
- 2018-07-17 CN CN201880048188.3A patent/CN110944620B/en active Active
- 2018-07-17 KR KR1020207000058A patent/KR20200033248A/en not_active Application Discontinuation
- 2018-07-26 TW TW107125847A patent/TW201909882A/en unknown
-
2022
- 2022-09-07 JP JP2022141816A patent/JP2022168056A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007176826A (en) | 2005-12-27 | 2007-07-12 | Lion Corp | Hair cosmetic |
JP2013520468A (en) | 2010-02-24 | 2013-06-06 | 花王株式会社 | Method for semi-permanent correction of curly hair, eyelashes or curly hair |
WO2016088551A1 (en) | 2014-12-05 | 2016-06-09 | 花王株式会社 | Hair deformation treatment agent |
WO2017091794A1 (en) | 2015-11-24 | 2017-06-01 | L'oreal | Compositions for treating the hair |
WO2017091797A1 (en) | 2015-11-24 | 2017-06-01 | L'oreal | Compositions for treating the hair |
Non-Patent Citations (2)
Title |
---|
KPSS,USA,Leave-In Serum,ID#945606,Mintel GNPD [online],2008年7月掲載,令和4年12月14日検索 |
Skin Research and Technology,2017,Vol.23,Iss.4,p.539-544 |
Also Published As
Publication number | Publication date |
---|---|
CN110944620B (en) | 2024-02-02 |
KR20200033248A (en) | 2020-03-27 |
WO2019021875A1 (en) | 2019-01-31 |
JP2022168056A (en) | 2022-11-04 |
JP2019026574A (en) | 2019-02-21 |
CN110944620A (en) | 2020-03-31 |
TW201909882A (en) | 2019-03-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5919267B2 (en) | Method for semi-permanent correction of curly hair, eyelashes or curly hair | |
JP6207533B2 (en) | Method for protecting and repairing keratin fibers using anionic oxidized polysaccharide | |
JP6378671B2 (en) | Hair treatment method | |
JP3703738B2 (en) | Hair straightening method | |
JP2022168056A (en) | Hair strengthening agent | |
CN111148500A (en) | Novel composition for straightening hair | |
JP2019123701A (en) | Hair treatment agent | |
JP5947340B2 (en) | Hair treatment agent | |
JP6940076B2 (en) | Hair treatment method | |
JP2562407B2 (en) | Keratin fiber treatment agent | |
JP3453559B2 (en) | Single bath permanent wave former for damaged hair | |
JP2006282665A (en) | Hair treating agent | |
JP6346399B2 (en) | Hair deformation treatment agent and hair deformation treatment method | |
JP4197199B2 (en) | Permanent processing method for hair with a high pH value in the reduction process at first and lower value later | |
JP7531795B2 (en) | Hair treatment products | |
JP2019142798A (en) | Hair treatment agent and hair treatment method | |
WO2022091315A1 (en) | Hair cosmetic and method for producing same, and method for improving hair quality and method for hairstyling using same | |
WO2019167111A1 (en) | Hair treatment agent and hair treatment method | |
JP7560912B1 (en) | Hair treatment products | |
JP2017014175A (en) | Hair pretreatment method and hair pretreatment agent | |
WO2010143484A1 (en) | Hair treatment agent and starting material for hair treatment agent | |
JP7273437B1 (en) | Permanent treatment method | |
JP7169623B2 (en) | Cosmetic containing arginine ester | |
JP2020109062A (en) | Curly hair straightening method and hair treatment agent | |
JP2023143556A (en) | hair treatment agent |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20200605 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20210406 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20210604 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20211116 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20220114 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20220607 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20220907 |
|
C60 | Trial request (containing other claim documents, opposition documents) |
Free format text: JAPANESE INTERMEDIATE CODE: C60 Effective date: 20220907 |
|
C11 | Written invitation by the commissioner to file amendments |
Free format text: JAPANESE INTERMEDIATE CODE: C11 Effective date: 20220920 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20221026 |
|
C21 | Notice of transfer of a case for reconsideration by examiners before appeal proceedings |
Free format text: JAPANESE INTERMEDIATE CODE: C21 Effective date: 20221101 |
|
A912 | Re-examination (zenchi) completed and case transferred to appeal board |
Free format text: JAPANESE INTERMEDIATE CODE: A912 Effective date: 20221228 |
|
C211 | Notice of termination of reconsideration by examiners before appeal proceedings |
Free format text: JAPANESE INTERMEDIATE CODE: C211 Effective date: 20230106 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20240412 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20240619 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7508189 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |