US3143476A - Cold wave neutralizing composition and process - Google Patents
Cold wave neutralizing composition and process Download PDFInfo
- Publication number
- US3143476A US3143476A US456314A US45631454A US3143476A US 3143476 A US3143476 A US 3143476A US 456314 A US456314 A US 456314A US 45631454 A US45631454 A US 45631454A US 3143476 A US3143476 A US 3143476A
- Authority
- US
- United States
- Prior art keywords
- neutralizing
- composition
- cold wave
- hair
- bromate
- 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 - Lifetime
Links
Images
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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
-
- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/51—Chelating agents
Definitions
- the cold waving of human hair involved several disadvantages.
- the procedure in the beauty salon has been both time consuming and tedious and has required an initial shampoo, the application of a keratin reducing cold Wave lotion and winding of the hair on curlers, rinsing the wave lotion from the hair, the application of a neutralizer to oxidize and counteract the effect of the cold wave lotion, and then Washing the hair again to remove the excess oxidizing agent of the neutralizer.
- the reducing and oxidizing steps involved considerable time since it was necessary to obviate the dangers of excessive reducing or inadequate neutralizing.
- Another object is to provide a composition and process of the character described which will be simpler and more efiective in use and which will eliminate the necessity for more than one rinse.
- the neutralizing agents generally employed to oxidize the cold wave lotion are sodium and potassium bromates.
- the essence of the present invention resides in the discovery that ferrous, ferric, and copper ions act as catalysts to increase the reaction rate of sodium and potassium bromate neutralizing agents. That is, the neutralizing composition of the present invention comprises soluble iron or copper salts in solution with the oxidizing agent to provide the desired catalytic ferrous, ferric or copper ions.
- copper ions showed some catalytic efiect at higher concentrations, it has been discovered that ferrous and ferric ions are most effective even at low concentration.
- the catalytic action of the iron ions was not deleteriously affected.
- the catalytic effect of the iron salt is illustrated in the accompanying drawing illustrating a graph showing oxidation of approximately 0.8 M thioglycolic acid by sodium bromate solutions with and without catalyst using ten cubic centimeters of each.
- oxidation time in minutes is plotted against percent sodium bromate.
- the lower curve shows the action of sodium bromate solutions containing 0.3% soluble iron salt, and the upper curve shows the action of sodium bromate solutions without catalyst.
- the catalytic ferric and ferrous ions are provided in the neutralizing solution by dissolving therein almost any soluble ionizable iron salt compound, such as ferric chloride, ferrous ammonium sulfate, or Sequestrene NaFe which is the trademark designation for mono sodium ferric ethylene diamine tetra acetate.
- iron salt compound such as ferric chloride, ferrous ammonium sulfate, or Sequestrene NaFe which is the trademark designation for mono sodium ferric ethylene diamine tetra acetate.
- the latter forms an iron complex which remains dissolved in both alkaline and acidic solutions.
- other iron compounds which dissolve to form ferric and ferrous ions may also be employed instead of the specific compounds enumerated above.
- cupric chloride or other soluble copper salts may be employed.
- the neutralizing composition of the present invention is preferably, although not necessary, provided with the usual clouding, emulsifying, Wetting, and buffering agents, in addition to perfume and coloring matter.
- the clouding agent may be a butadiene styrene polymer.
- the clouding agent permits the beautician to observe when the neutralizing solution soaks into the hair.
- the wetting agent may be a sodium salt of lauryl alcohol sulfate or any other suitable wetting agent.
- Other agents which may be included in the neutralizing composition are sodium hexa meta phosphate, tetra sodium pyro phosphate, sodium hydroxide, and conventional sequestering compounds.
- neutralizing compositions in accordance with the present invention are given below. It is to be understood that these neutralizing compositions have proportions of their several active components suitable for use with the usual keratin reducing cold Wave lotion having approximately seven percent by weight of thioglycollic acid as the reducing agent. If a different wave lotion is employed, it may be desirable to vary the proportions of the several active components of the specific examples of the present invention given below.
- the neutralizing composition of the present invention may be marketed in the form of two separate components in individually packaged containers, the components being mixed just prior to use.
- a typical production batch for this form is exemplified by the following:
- the neutralizing composition of the present invention requires approximately not less than three percent by weight of sodium bromate or approximately two and one-half percent by weight of bromate ions. Instead of this amount of sodium bromate, other alkali or alkaline earth metal bromates may be employed in the proper proportion to give this minimum bromate concentration below which the rate of reaction of the composition becomes too slow. It has also been found that increasing the concentration above approximately fifteen percent of bromate ions by weight produces no significant increase in the effectiveness of the composition.
- the minimum concentration of ferrous or ferric ions has been found to be approximately 0.001% by weight. This corresponds to a concentration of approximately 0.01% of mono sodium ferric ethylene diamine tetra acetate when the latter is employed as the soluble iron salt. It will be understood that when other iron salts are employed to provide the catalytic ferrous or ferric ions that concentration of salt is selected which will provide at least the minimum concentration of ferrous or ferric ions noted above.
- compositions in accordance with the present invention is as follows, the indicated percentages being by weight:
- Example 2 The composition of Example 2 is stable in storage over long periods, and the catalytic activity is maintained.
- the catalyzed neutralizing composition in accordance with the present invention is utilized in a manner similar to that employed with conventional cold wave neutralizing compositions and is applied to the hair While the latter is rolled on curlers. However, the time required for neutralization is considerably reduced by the present invention.
- a process for neutralizing a keratin reducing cold wave solution on the hair comprising apply ing to the hair a neutralizing solution including by weight between 3% and 18% bromate salts selected from the group consisting of alkali and alkali earth metal bromates, at least 0.001% of iron, and a sequestering agent.
- a process for neutralizing a keratin reducing cold wave solution on the hair comprising applying to the hair a solution including a bromate salt selected from the group consisting of alkali and alkali earth metal bromates and monosodium ferric ethylene diamine tetra acetate.
- a bromate salt selected from the group consisting of alkali and alkali earth metal bromates and monosodium ferric ethylene diamine tetra acetate.
- a composition for neutralizing a keratin reducing cold wave solution on the hair comprising an aqueous solution of a water soluble bromate salt selected from the group consisting of alkali and alkali earth metals, a water soluble salt of a metal selected from the group consisting of iron and copper as a catalyst to increase the reaction rate of the bromate salt, and a sequestering agent.
- compositions for neutralizing a keratin reducing cold wave solution on the hair comprising an aqueous solution of a Water soluble bromate salt selected from the group consisting of alkali and alkali earth metals, a water soluble salt of iron in the concentration of at least .001 percent iron as a catalyst to increase the reaction rate of the bromate salt, and a sequestering agent.
- a composition for neutralizing a keratin reducing cold wave solution on the hair comprising an aqueous neutralizing solution of a water soluble bromate salt selected from the group consisting of alkali and alkali earth metal bromates, and monosodiumferricethylenediamine tetraacetate, the amount of iron being at least 0.001 percent by weight of the composition.
Description
Aug. 4, 1964 5. GRANT 3,143,476
COLD WAVE NEUTRALIZING COMPOSITION AND PROCESS Filed Sept. 15. 1954 MINUTES x SOD/UM BROMATE' INVENTOR SAMUEL GfiANT ATTORNEY United States Patent 3,143,476 COLD WAVE NEUTRALIZING COMPOSITION AND PROCESS Samuel Grant, Chicago, Ill., assignor to Helene Curtis Industries, Inc., Chicago, 111., a corporation of Illinois Filed Sept. 15, 1954, Ser. No. 456,314 5 Claims. (Cl. 167-871) This invention relates to a composition and process for neutralizing a keratin reducing cold wave lotion applied to the hair.
As heretofore practiced in the prior art, the cold waving of human hair involved several disadvantages. The procedure in the beauty salon has been both time consuming and tedious and has required an initial shampoo, the application of a keratin reducing cold Wave lotion and winding of the hair on curlers, rinsing the wave lotion from the hair, the application of a neutralizer to oxidize and counteract the effect of the cold wave lotion, and then Washing the hair again to remove the excess oxidizing agent of the neutralizer. The reducing and oxidizing steps involved considerable time since it was necessary to obviate the dangers of excessive reducing or inadequate neutralizing.
It is, therefore, a primary object of the present invention to provide a novel composition and process for neutralizing the keratin reducing cold wave lotion in less time than heretofore possible and also with greater assurance of complete neutralization.
Another object is to provide a composition and process of the character described which will be simpler and more efiective in use and which will eliminate the necessity for more than one rinse.
The neutralizing agents generally employed to oxidize the cold wave lotion are sodium and potassium bromates. The essence of the present invention resides in the discovery that ferrous, ferric, and copper ions act as catalysts to increase the reaction rate of sodium and potassium bromate neutralizing agents. That is, the neutralizing composition of the present invention comprises soluble iron or copper salts in solution with the oxidizing agent to provide the desired catalytic ferrous, ferric or copper ions. Although copper ions showed some catalytic efiect at higher concentrations, it has been discovered that ferrous and ferric ions are most effective even at low concentration. Furthermore, even when the ferrous and ferric ions are complexed with a powerful sequestering agent such as ethylene diamine tetra acetic acid, or its salts or derivatives, the catalytic action of the iron ions was not deleteriously affected. The catalytic effect of the iron salt is illustrated in the accompanying drawing illustrating a graph showing oxidation of approximately 0.8 M thioglycolic acid by sodium bromate solutions with and without catalyst using ten cubic centimeters of each.
Referring to the drawing, oxidation time in minutes is plotted against percent sodium bromate. The lower curve shows the action of sodium bromate solutions containing 0.3% soluble iron salt, and the upper curve shows the action of sodium bromate solutions without catalyst.
It has further been discovered that the presence of these catalysts not only eliminated the residual waving agent as a deterrent in the neutralization process, but accelerated the re-oxidation of the reduced keratin molecules as well. It was found that hair treated with waving lotion and then re-oxidized with a catalyzed neutralizing composition in accordance with the present invention exhibited a greater similarity to virgin hair than heretofore obtainable with any other known type of neutralization composition employed in cold waving. The catalyzed neutralizing composition of the present invention also provides a tighter curl and deeper waves to the hair than obtainable with prior art compositions.
3,143,476 Patented Aug. 4, 1964 The catalytic ferric and ferrous ions are provided in the neutralizing solution by dissolving therein almost any soluble ionizable iron salt compound, such as ferric chloride, ferrous ammonium sulfate, or Sequestrene NaFe which is the trademark designation for mono sodium ferric ethylene diamine tetra acetate. The latter forms an iron complex which remains dissolved in both alkaline and acidic solutions. However, it is to be understood that other iron compounds which dissolve to form ferric and ferrous ions may also be employed instead of the specific compounds enumerated above.
If it is desired to employ copper ions as the catalytic agent instead of ferric or ferrous ions, cupric chloride or other soluble copper salts may be employed.
The neutralizing composition of the present invention is preferably, although not necessary, provided with the usual clouding, emulsifying, Wetting, and buffering agents, in addition to perfume and coloring matter. The clouding agent may be a butadiene styrene polymer. The clouding agent permits the beautician to observe when the neutralizing solution soaks into the hair. The wetting agent may be a sodium salt of lauryl alcohol sulfate or any other suitable wetting agent. Other agents which may be included in the neutralizing composition are sodium hexa meta phosphate, tetra sodium pyro phosphate, sodium hydroxide, and conventional sequestering compounds.
Several specific examples of a neutralizing composition in accordance with the present invention are given below. It is to be understood that these neutralizing compositions have proportions of their several active components suitable for use with the usual keratin reducing cold Wave lotion having approximately seven percent by weight of thioglycollic acid as the reducing agent. If a different wave lotion is employed, it may be desirable to vary the proportions of the several active components of the specific examples of the present invention given below.
If desired, the neutralizing composition of the present invention may be marketed in the form of two separate components in individually packaged containers, the components being mixed just prior to use. A typical production batch for this form is exemplified by the following:
Second component:
Mono sodium ferric ethylene diamine tetra acetate 52 lbs., 7 oz. Wetting agent lbs. Perfume 2 lbs., 3 oz. Coloring matter 50 cc. Water 77.5 gals.
For use with the conventional keratin reducing wave lotion containing approximately seven percent thioglycollic acid by weight, it has been found that the neutralizing composition of the present invention requires approximately not less than three percent by weight of sodium bromate or approximately two and one-half percent by weight of bromate ions. Instead of this amount of sodium bromate, other alkali or alkaline earth metal bromates may be employed in the proper proportion to give this minimum bromate concentration below which the rate of reaction of the composition becomes too slow. It has also been found that increasing the concentration above approximately fifteen percent of bromate ions by weight produces no significant increase in the effectiveness of the composition.
The minimum concentration of ferrous or ferric ions has been found to be approximately 0.001% by weight. This corresponds to a concentration of approximately 0.01% of mono sodium ferric ethylene diamine tetra acetate when the latter is employed as the soluble iron salt. It will be understood that when other iron salts are employed to provide the catalytic ferrous or ferric ions that concentration of salt is selected which will provide at least the minimum concentration of ferrous or ferric ions noted above.
When copper ions are employed as the catalytic agent instead of iron ions, a greater minimum concentration has been found necessary. In the case of cupric chloride, this minimum concentration is approximately 0.1% by weight. Other soluble copper salts may be employed to provide the equivalent copper ion concentration.
Another specific example illustrative of compositions in accordance with the present invention is as follows, the indicated percentages being by weight:
The composition of Example 2 is stable in storage over long periods, and the catalytic activity is maintained. The catalyzed neutralizing composition in accordance with the present invention is utilized in a manner similar to that employed with conventional cold wave neutralizing compositions and is applied to the hair While the latter is rolled on curlers. However, the time required for neutralization is considerably reduced by the present invention.
It is to be understood that the specific embodiments of the invention described above are merely illustrative of several of the many forms which the invention may take in practice without departing from the scope thereof as delineated in the appended claims.
What I claim and desire to secure by Letters Patent of the United States is:
1. A process for neutralizing a keratin reducing cold wave solution on the hair, said process comprising apply ing to the hair a neutralizing solution including by weight between 3% and 18% bromate salts selected from the group consisting of alkali and alkali earth metal bromates, at least 0.001% of iron, and a sequestering agent.
2. A process for neutralizing a keratin reducing cold wave solution on the hair, said process comprising applying to the hair a solution including a bromate salt selected from the group consisting of alkali and alkali earth metal bromates and monosodium ferric ethylene diamine tetra acetate.
3. A composition for neutralizing a keratin reducing cold wave solution on the hair, said composition comprising an aqueous solution of a water soluble bromate salt selected from the group consisting of alkali and alkali earth metals, a water soluble salt of a metal selected from the group consisting of iron and copper as a catalyst to increase the reaction rate of the bromate salt, and a sequestering agent. 7
4. A composition for neutralizing a keratin reducing cold wave solution on the hair, said composition comprising an aqueous solution of a Water soluble bromate salt selected from the group consisting of alkali and alkali earth metals, a water soluble salt of iron in the concentration of at least .001 percent iron as a catalyst to increase the reaction rate of the bromate salt, and a sequestering agent.
5. A composition for neutralizing a keratin reducing cold wave solution on the hair, comprising an aqueous neutralizing solution of a water soluble bromate salt selected from the group consisting of alkali and alkali earth metal bromates, and monosodiumferricethylenediamine tetraacetate, the amount of iron being at least 0.001 percent by weight of the composition.
References Cited in the file of this patent UNITED STATES PATENTS 2,376,186 Rapkine May 15, 1945 2,506,492 Mytt May 2, 1950 2,540,980 Beste Feb. 6, 1951 FOREIGN PATENTS 991,413 France Oct. 3, 1951 1,000,455 France Oct. 10, 1951 699,997 Great Britain Nov. 18, 1953 OTHER REFERENCES De Navarre: Cold Wave Fixative, Am. Perf. and Ess. Oil Review, January 1950, p. 21.
Mulinos: Safety of Sodium Perborate as a Cold Wave Neutralizer, Drug and Cos. Ind., August 1952, p. 229.
Grant: Permanent Waving, Drug and Cos. Ind., September 1948, p. 377.
Modern Chelating Agent, Tech. Bull. No. 1, Bersworth Chem. Co., January 14, 1949, pages 2 and '3.
Daugherty: Journal of Chemical Education, September 1948, pp. 482-488.
Claims (1)
1. A PROCESS FOR NEUTRALIZING A KERATIN REDUCING COLD WAVE SOLUTION ON THE HAIR, SAID PROCESS COMPRISING APPLYING TO THE HAIR A NEUTRALIZING SOLUTION INCLUDING BY WEIGHT BETWEEN 3% AND 18% BROMATE SALTS SELECTED FROM THE GROUP CONSISTING OF ALKALI AND ALKALI EARTH METAL BROMATES, AT LEAST 0.001% OF IRON, AND A SEQUESTERING AGENT.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US456314A US3143476A (en) | 1954-09-15 | 1954-09-15 | Cold wave neutralizing composition and process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US456314A US3143476A (en) | 1954-09-15 | 1954-09-15 | Cold wave neutralizing composition and process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3143476A true US3143476A (en) | 1964-08-04 |
Family
ID=23812258
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US456314A Expired - Lifetime US3143476A (en) | 1954-09-15 | 1954-09-15 | Cold wave neutralizing composition and process |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3143476A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3266868A (en) * | 1962-01-24 | 1966-08-16 | Miles Lab | Diagnostic composition and test indicator |
| JPS608216A (en) * | 1983-06-15 | 1985-01-17 | ブリストル―マイヤーズ スクイブ カンパニー | Neutralizing composition and method for waving and straightening hair |
| WO1988003793A1 (en) * | 1986-11-28 | 1988-06-02 | Goldwell Gmbh Chemische Fabrik H.E. Dotter | Process for perfuming permanent wave compositions and permanent wave setting compositions |
| US4770873A (en) * | 1983-06-15 | 1988-09-13 | Clairol, Incorporated | Neutralizing composition and method for hair waving and straightening |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2376186A (en) * | 1942-03-21 | 1945-05-15 | Rapkine Louis | Method of preparation of cysteine and glutathione |
| US2506492A (en) * | 1946-07-27 | 1950-05-02 | Raymond Lab Inc | Stabilized sulfite solutions |
| US2540980A (en) * | 1946-10-16 | 1951-02-06 | Raymond Lab Inc | Process and composition for treating keratinous material |
| FR991413A (en) * | 1948-07-27 | 1951-10-05 | Continuous circular rotary kiln with discontinuous feed conveyor | |
| FR1000455A (en) * | 1948-12-01 | 1952-02-12 | Vitalipon A G | Improvements in the fixation of a fibrous material containing keratin after modification of its shape, by means of thio-compounds |
| GB699997A (en) * | 1951-02-26 | 1953-11-18 | Procter & Gamble | Neutralising compositions for use in the cold permanent waving of hair |
-
1954
- 1954-09-15 US US456314A patent/US3143476A/en not_active Expired - Lifetime
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2376186A (en) * | 1942-03-21 | 1945-05-15 | Rapkine Louis | Method of preparation of cysteine and glutathione |
| US2506492A (en) * | 1946-07-27 | 1950-05-02 | Raymond Lab Inc | Stabilized sulfite solutions |
| US2540980A (en) * | 1946-10-16 | 1951-02-06 | Raymond Lab Inc | Process and composition for treating keratinous material |
| FR991413A (en) * | 1948-07-27 | 1951-10-05 | Continuous circular rotary kiln with discontinuous feed conveyor | |
| FR1000455A (en) * | 1948-12-01 | 1952-02-12 | Vitalipon A G | Improvements in the fixation of a fibrous material containing keratin after modification of its shape, by means of thio-compounds |
| GB699997A (en) * | 1951-02-26 | 1953-11-18 | Procter & Gamble | Neutralising compositions for use in the cold permanent waving of hair |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3266868A (en) * | 1962-01-24 | 1966-08-16 | Miles Lab | Diagnostic composition and test indicator |
| JPS608216A (en) * | 1983-06-15 | 1985-01-17 | ブリストル―マイヤーズ スクイブ カンパニー | Neutralizing composition and method for waving and straightening hair |
| US4770873A (en) * | 1983-06-15 | 1988-09-13 | Clairol, Incorporated | Neutralizing composition and method for hair waving and straightening |
| JPH0460447B2 (en) * | 1983-06-15 | 1992-09-28 | Squibb Bristol Myers Co | |
| WO1988003793A1 (en) * | 1986-11-28 | 1988-06-02 | Goldwell Gmbh Chemische Fabrik H.E. Dotter | Process for perfuming permanent wave compositions and permanent wave setting compositions |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3910289A (en) | Permanent wave composition for hair and process of using it | |
| US3973574A (en) | Waving and straightening hair by producing metal chelates in the keratin of the hair | |
| US5173085A (en) | Hair dyeing process and compositons package | |
| DE2349050C2 (en) | Process and means for reducing the concentration of active ingredients in cosmetic preparations | |
| US4666712A (en) | Cold permanent wave composition | |
| GB2132642A (en) | Hair dyeing process and kit | |
| US4314572A (en) | Method and composition for hair treatment | |
| US4581229A (en) | Method of removing metal ions and compounds from the hair | |
| JPS629566B2 (en) | ||
| JPH01500267A (en) | Cosmetics containing hydrogen peroxide and α-bisabolol, and the use of α-bisabolol as a hydrogen peroxide stabilizer | |
| US3218234A (en) | Treatment of proteinaceous materials with pyruvic acid or glyoxylic acid to remove peroxides | |
| GB1426450A (en) | Self-heated compositions for carrying out the second stage of permanent waving of hair two compartment packs for the pro duction thereof and processes for permanently waving hair using the compositions | |
| AU610982B2 (en) | Process for dyeing of waved or relaxed hair | |
| US3143476A (en) | Cold wave neutralizing composition and process | |
| GB1125794A (en) | Improvements in the straightening of hair | |
| US4296764A (en) | Hair waving and straightening method | |
| GB2027080A (en) | Permanent hair waving method | |
| US4840791A (en) | Hair-waving process | |
| US3459198A (en) | Waving and straightening human hair with 1,4-dimercapto-2,3-butane diol and substituted products thereof | |
| JPS5851924B2 (en) | permanent modeling agent | |
| GB1164103A (en) | Composition for Modifying Keratin Fibres | |
| US2892756A (en) | Method for protecting, dyeing, and waving peroxide bleach-damaged keratin | |
| JP2927526B2 (en) | Pretreatment agent for hair setting | |
| US2899965A (en) | Bromate-urea oxidative fixing | |
| JP3012112B2 (en) | Coloring / perming agent and coloring / perming method |