US3847165A - Acidic permanent waving solution and process for its use - Google Patents
Acidic permanent waving solution and process for its use Download PDFInfo
- Publication number
- US3847165A US3847165A US00388385A US38838573A US3847165A US 3847165 A US3847165 A US 3847165A US 00388385 A US00388385 A US 00388385A US 38838573 A US38838573 A US 38838573A US 3847165 A US3847165 A US 3847165A
- Authority
- US
- United States
- Prior art keywords
- stage
- molar
- solution
- urea
- water soluble
- 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
- 230000002378 acidificating effect Effects 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims description 18
- 239000000243 solution Substances 0.000 claims abstract description 114
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 64
- 239000004202 carbamide Substances 0.000 claims abstract description 51
- -1 bicarbonate compound Chemical class 0.000 claims abstract description 49
- 229910021538 borax Inorganic materials 0.000 claims abstract description 38
- 235000010339 sodium tetraborate Nutrition 0.000 claims abstract description 38
- 239000004328 sodium tetraborate Substances 0.000 claims abstract description 38
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 35
- 150000003573 thiols Chemical class 0.000 claims abstract description 35
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 24
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 24
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 62
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 claims description 21
- 229940075861 ammonium thioglycolate Drugs 0.000 claims description 21
- 238000002407 reforming Methods 0.000 claims description 20
- 229910052783 alkali metal Inorganic materials 0.000 claims description 13
- 230000003472 neutralizing effect Effects 0.000 claims description 12
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims description 10
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 claims description 10
- RYECOJGRJDOGPP-UHFFFAOYSA-N Ethylurea Chemical compound CCNC(N)=O RYECOJGRJDOGPP-UHFFFAOYSA-N 0.000 claims description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 10
- 235000012538 ammonium bicarbonate Nutrition 0.000 claims description 10
- 239000001099 ammonium carbonate Substances 0.000 claims description 10
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 claims description 9
- XGEGHDBEHXKFPX-NJFSPNSNSA-N methylurea Chemical compound [14CH3]NC(N)=O XGEGHDBEHXKFPX-NJFSPNSNSA-N 0.000 claims description 9
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 7
- 239000007800 oxidant agent Substances 0.000 claims description 7
- XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000004153 Potassium bromate Substances 0.000 claims description 5
- 229940094037 potassium bromate Drugs 0.000 claims description 5
- 235000019396 potassium bromate Nutrition 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 230000003750 conditioning effect Effects 0.000 claims description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-PWCQTSIFSA-N Tritiated water Chemical compound [3H]O[3H] XLYOFNOQVPJJNP-PWCQTSIFSA-N 0.000 claims 1
- 230000007794 irritation Effects 0.000 abstract description 3
- 230000006378 damage Effects 0.000 abstract description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 238000007792 addition Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 210000004761 scalp Anatomy 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229940071127 thioglycolate Drugs 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 2
- PTDRUEDSEVLCBO-UHFFFAOYSA-N 2-hydroxy-3-sulfanylpropane-1-sulfonic acid Chemical compound SCC(O)CS(O)(=O)=O PTDRUEDSEVLCBO-UHFFFAOYSA-N 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 230000003700 hair damage Effects 0.000 description 1
- 210000003128 head Anatomy 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000002468 redox effect Effects 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- GNBVPFITFYNRCN-UHFFFAOYSA-M sodium thioglycolate Chemical compound [Na+].[O-]C(=O)CS GNBVPFITFYNRCN-UHFFFAOYSA-M 0.000 description 1
- 229940046307 sodium thioglycolate Drugs 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000011800 void material Substances 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products 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
- A61K8/42—Amides
-
- 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- 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
Definitions
- the hair is neutralized in a conventional manner and styled.
- Swelling is as important as the reduction process itself. Rate of reaction increases with pH and temperature and has been reported to depend on the extent of ionization of the mercaptan group of the thiol acid, such as ammonium thioglycolate.
- a two stage acidic hair waving system for use in commercial hair waving and styling operations and a process for using the solutions.
- the first stage at least consists of urea and/or its alkyl inclusion derivatives and is normally dry.
- the second stage is a solution containing water, a water soluble thiol, such as ammonium thioglycolate, and a water soluble hair protein.
- bicarbonate compound and/or borax may be present in the first and/or second stage a bicarbonate compound and/or borax.
- urea or its derivative Prior to use, urea or its derivative is dissolved to form an aqueous acidic waving solution.
- the solution contains urea or its derivatives in a concentration from about I to about 4 molar, a water soluble thiol, preferably ammonium thioglycolate, in a concentration from about 0.8 to about 1.4 molar, a bicarbonate compound in a concentration of from to about 0.6 molar, borax in a concentration from O to about 0.007 molar, protein in an amount from about 2 to about 5 percent by weight based on the total weight of the solution, the solution having the pH from about 6 to about 6.8.
- the reforming solution is applied to the hair which is processed at a temperature from about 1 10 to 130F for a period of from about 5 to 30 minutes.
- the reforming solutions of this invention are unique as to prior art solutions in that the rate of reaction with hair may be better controlled because the igni ation of the mercaptan group of the thiol is dependent solely on heat and not pH.
- ammonia is not evolved as an irritant, and therefore there is less irritation to skin and eyes.
- urea is used to swell the hair sufficiently to permit penetration of the thiol which acts as the bond breaker for sulfur in the hair.
- Borax when present provides a better curl pattern and also serves as a buffer in conjunction with bicarbonate compound to control pH.
- DESCRlPTlON According to the present invention, there is provided a novel acidic waving solution and process for its use in the styling of hair.
- the waving solution is a two stage system, first stage of which comprises urea and its inclusion monoalkyl derivatives, such as methyl urea and ethyl urea preferably in a dry form or, if desired, in an aqueous solution.
- first stage of which comprises urea and its inclusion monoalkyl derivatives, such as methyl urea and ethyl urea preferably in a dry form or, if desired, in an aqueous solution.
- the second stage of the solution consists of an aqueous solution of a thiol compound, and a conventional water soluble hair protein.
- a bicarbonate compound and borax is present, either being provided from the first or second stage, preferably from the first stage.
- urea and/or its derivatives and any of the contained additions is mixed to form a resultant aqueous solution to what may be termed a reforming solution, in which urea and/or its inclusion derivatives concentration is from about l to about 4 molar, a thiol, such as ammonium thioglycolate is present in a concentration fromabout 0.8 to about 1.4 molar, abicarbonate compound in a concentration from 0 to about 06 molar, borax in a concentration from 0 to about 0.007 molar, hair protein in an amount from about 2 to about 5 percent by weight based on the total weight of the solution, the net solution having a pH from about 6 to about 6.8.
- a reforming solution in which urea and/or its inclusion derivatives concentration is from about l to about 4 molar
- a thiol such as ammonium thioglycolate is present in a concentration fromabout 0.8 to about 1.4 molar
- abicarbonate compound
- the urea or its functional derivatives and any additional ingredients present are added at the time of use and dissolved in the aqueous solution containing the remaining constituents to provide the net composition set forth above.
- thiol is intended to include a water soluble compound containing a sulfhydryl or mercaptan group as the hair reducing agent.
- Conventional thiols are those comprising strong polar groups, such as ammonium thioglycolate, sodium thioglycolate, sodium and ammonium salts of mercaptoethylenesulfonic acid and 3-mercapto-2- hydroxypropanesulfonic acid and the like.
- the preferred thiol is ammonium thioglycolate.
- urea or its inclusion derivatives there is meant urea and low molecular weight monoalkyl derivatives of urea, such as methyl and ethyl urea.
- hair protein there is meant, in general, conventional hydrolysis derivatives of collagen which has been reduced in molecular weight to render the protein water soluble.
- the urea or urea inclusion derivatives, the thiol and the proteins are those conventionally used in hair waving solutions, whether hot or cold.
- urea or its inclusion derivatives serve as a swelling agent for hair to facilitate reduction of the sulfur bonds by the thiol under hair dryer techniques employed.
- Borax when present, improves curl patterns and also acts as a buffer in conjunction with the bicarbonate compound consisting of ammonium bicarbonate, an alkali metal bicarbonate such as sodium or potassium bicarbonate as well as mixtures thereof which, when present, maintains the solution at the desired pH.
- the reforming solution because it is employed at a pH below 7, and hair is subsequently oxidized at a pH of about 6.1, there is continuity of pH with no material shift in hydrogen bonds and salt linkages.
- the protein reforming solution of this invention is prepared by the addition of urea and/or its derivatives alone or with other constituents, if present, as solid crystals or in solution to provide the activated solution of the nature described above.
- the resultant acidic reforming solution may be applied to all types of hair, with normal precautions and where the beauty aid patronss scalp is void of abrasions and the like.
- agitation is normally required where the urea and/or its derivatives is provided as a solid. Mere shaking of the mixture is sufficient to achieve solution.
- the hair is first shampooed, towel dried and predampened with the reforming solution and conventional styling wrapping procedures followed, using selected proper sized rods for the desired curl configuration.
- the patron is then placed under the preheated dryer making sure that the heat provided reaches all areas of the hair including the nape. Care should be taken to test curls aproxima tely every 5 minutes for normal hair and about every 2 to 3 minutes for tinted hair.
- the hair When the hair forms the desired pattern which may range over a time period from about 5 to about 30 minutes, the hair is rinsed with warm water for a period of about 3 to about 5 minutes.
- an acidic protein bonding or neutralizing solution (pH about 6.1) which are typically aqueous solutions containing oxidizing agents such as hydrogen peroxide, potassium bromate, alkali metai perborates, such as sodium and potassium perborate, and the like, as well as mixture thereof, which neutralizes the redox effect of the reforming solution. That is to curb reduction of the hair while the reforming solution is oxidized. This also constitutes a rebonding operation to assure rebonding of the hair ends.
- oxidizing agents such as hydrogen peroxide, potassium bromate, alkali metai perborates, such as sodium and potassium perborate, and the like
- the neutralizing solution is allowed to remain in the hair for at least 5 minutes for complete bonding an conditioning.
- the rods are then removed and the neutralizing solution thoroughly worked through the hair to insure rebonding of the hair ends.
- the hair is then thoroughly rinsed withtepid water and styled in the usual manner to the desired end result.
- the presently preferred reforming solution of this invention have the following composition:
- EXAMPLES l to 6 are representative compositions found useful as acidic waving solutions found useful in combination with neutralizing solutions for hair styling. Each component is listed in the typical concentration employed, the balance of the solution being water. The formations are shown in Table I.
- a two stage acidic composition for use in waving operations which comprises:
- a first stage comprising a urea compound selected from the group consisting of urea, methyl urea, ethyl urea and mixtures thereof;
- a second stage comprising water, a water soluble thiol and a water soluble protein
- said net solution having a pH between about 6.0 and about 6.8, said net solution having a urea compound concentration of from about 1 to about 4 molar; a water soluble thiol concentration of from about 0.8 to about 1.4 molar and a water soluble protein content of from about 2 to 5 percent by weight based on the total weight of the net solution.
- a two stage acidic composition as claimed in claim 1 in which a bicarbonate compound selected from the group consisting of ammonium bicarbonate, an alkali metal bicarbonate and mixtures thereof is present in the net solution in an amount up to about 0.6 molar.
- a two stage acidic composition as claimed in claim 2 in which a bicarbonate compound selected from the group consisting of ammonium bicarbonate, an alkali metal bicarbonate and mixtures thereo is present in the net solution in an amount up to about 0.6 molar.
- a two stage acidic composition as claimed in claim 3 in which borax is present in the net solution in an amount up to about 0.007 molar.
- a two stage acidic composition for use in hair waving operations which comprises:
- a first comprising a urea compound selected from the group consisting of urea. methyl urea. ethyl urea and mixtures thereof, a bicarbonate compound selected from the group consisting of ammonium bicarbonate, an alkali metal bicarbonate and mixtures thereof and borax;
- a second stage comprising water, a'water soluble thiol, and a water soluble protein
- said net solution having a pH between about 6.0 and about 6.8, said net solution having a urea compound concentration of from about 1 to about 4 molar, a water soluble thiol concentration of from about 0.8 to about 1.4 molar, a bicarbonate compound concentration up to about 0.6 molar, borax in a concentation up to about 0.007 molar and a water soluble protein content of from about 2 to about 5 weight percent by weight based on the total weight of the net solution.
- a two stage acidic composition for use in hair waving operations which comprises;
- a first stage comprising a urea compound selected from the group consisting of urea, methylurea, ethyl urea and mixtures thereof;
- a second stage comprising an aqueous solution of a water soluble thiol, a bicarbonate compound selected from the group consisting of ammonium bicaronate, an alkali metal bicarbonate and mixtures thereof; borax, and a water soluble protein;
- said net solution having a urea concentration of from about 1 to about 4 molar; an ammonium thioglycolate concentration of from about 1 to about 4 molar; an ammonium thioglycolate concentration of from about 0.8 to about 1.4 molar, ammonium bicarbonate in a concentration of from 0 to about 0.6 molar, borax in a concentration of from 0 to about 0.007 molar and a water soluble protein content of from about 2 to about 5 percent by weight 7 based on the total weight of the net solution.
- a process for conditioning hair for styling which comprises:
- rinsing the hair to remove at least a substantial portion of the reforming solution; d. applying to the hair a neutralizing solution contain ing at least one oxidizing agent; e. rinsing the hair with water and setting the hair. 21.
- the urea compound in the aqueous acidic reforming solu- 'tion is urea and the thiol i'sm'rhohium thioglycolate.
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)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00388385A US3847165A (en) | 1973-08-15 | 1973-08-15 | Acidic permanent waving solution and process for its use |
DE2437084A DE2437084A1 (de) | 1973-08-15 | 1974-08-01 | Saures dauerwellenwasser und seine verwendung |
GB3475174A GB1466896A (en) | 1973-08-15 | 1974-08-07 | Hair waving |
CA206,471A CA1034502A (en) | 1973-08-15 | 1974-08-07 | Acidic permanent waving solution and process for its use |
JP49092876A JPS5042055A (enrdf_load_stackoverflow) | 1973-08-15 | 1974-08-15 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00388385A US3847165A (en) | 1973-08-15 | 1973-08-15 | Acidic permanent waving solution and process for its use |
Publications (1)
Publication Number | Publication Date |
---|---|
US3847165A true US3847165A (en) | 1974-11-12 |
Family
ID=23533900
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00388385A Expired - Lifetime US3847165A (en) | 1973-08-15 | 1973-08-15 | Acidic permanent waving solution and process for its use |
Country Status (5)
Country | Link |
---|---|
US (1) | US3847165A (enrdf_load_stackoverflow) |
JP (1) | JPS5042055A (enrdf_load_stackoverflow) |
CA (1) | CA1034502A (enrdf_load_stackoverflow) |
DE (1) | DE2437084A1 (enrdf_load_stackoverflow) |
GB (1) | GB1466896A (enrdf_load_stackoverflow) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4044782A (en) * | 1976-03-26 | 1977-08-30 | The Procter & Gamble Company | Acid treated polyester polyurethane foam end wrap |
US4054722A (en) * | 1975-06-23 | 1977-10-18 | Fuji Photo Film Co., Ltd. | Acyloxy substituted acrylate timing layers for color diffusion transfer |
US4105038A (en) * | 1976-03-26 | 1978-08-08 | The Procter & Gamble Company | Acid treated polyether polyurethane foam end wrap |
US4134411A (en) * | 1975-09-05 | 1979-01-16 | Ikue Yamazaki | Acidic two-bath type composition for permanent waving of hair and for treatment of hair and scalp |
US4228810A (en) * | 1978-11-20 | 1980-10-21 | La Maur Inc. | Care and treatment of curly human hair |
US4313933A (en) * | 1975-05-09 | 1982-02-02 | Ikue Yamazaki | Acidic two-bath type composition for permanent waving of hair and for treatment of hair and scalp |
EP0102495A3 (en) * | 1982-07-30 | 1985-05-15 | Helene Curtis Industries, Inc. | Hair waving system and lotion, and method of waving hair |
EP0101887A3 (en) * | 1982-07-30 | 1985-05-15 | Helene Curtis Industries, Inc. | Cosmetic compositions comprising an aqueous solution of an urea compound, hair treatment, skin moisturizer, hair waving system, retardation of alkali production, and hair and skin treatment methods |
FR2601975A1 (fr) * | 1986-07-24 | 1988-01-29 | Shigesaburo Mizushima | Procede pour produire une laine et des poils d'animaux memorisant la forme. |
EP0628301A1 (de) * | 1993-05-27 | 1994-12-14 | Wella Aktiengesellschaft | Mittel und Verfahren zur dauerhaften Haarverformung |
FR2855045A1 (fr) * | 2003-05-19 | 2004-11-26 | Oreal | Composition reductrice pour la deformation permanente des fibres keratiniques et procede de deformation permanente. |
US8906352B2 (en) | 2006-05-24 | 2014-12-09 | L'oreal | Method for straightening human hair fibers using heating means and an α-hydroxy acid derivative |
EP2826461A1 (fr) | 2004-11-26 | 2015-01-21 | L'Oréal | Procédé de défrisage des fibres kératiniques avec un moyen de chauffage et un agent dénaturant |
US11044978B2 (en) | 2006-05-24 | 2021-06-29 | L'oreal | Method for straightening keratinous fibers using heating means and an aromatic compound |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6061516A (ja) * | 1983-09-14 | 1985-04-09 | Sansho Seiyaku Kk | パ−マネントウエ−ブ用第1液 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2708940A (en) * | 1949-06-22 | 1955-05-24 | Gillette Co | Composition and method of cold waving |
US2836185A (en) * | 1954-05-27 | 1958-05-27 | Little Inc A | Process of permanently setting hair with a hair-swelling solution of a bisulfite and a nitrogen-containing component |
US2836543A (en) * | 1954-05-27 | 1958-05-27 | Little Inc A | Sulfite hair waving composition comprising a nitrogen-containing compound and a substituted aromatic compound as additive, and method of use |
US2847351A (en) * | 1955-11-08 | 1958-08-12 | Gillette Co | Hair waving composition comprising a disulfide and either a non-corresponding mercaptan or thiourea dioxide |
US3109778A (en) * | 1961-03-16 | 1963-11-05 | Turner Hall Corp | Permanent waving compositions comprising 2, 2, 2-trichloro-1, 1-ethanediol |
-
1973
- 1973-08-15 US US00388385A patent/US3847165A/en not_active Expired - Lifetime
-
1974
- 1974-08-01 DE DE2437084A patent/DE2437084A1/de not_active Withdrawn
- 1974-08-07 GB GB3475174A patent/GB1466896A/en not_active Expired
- 1974-08-07 CA CA206,471A patent/CA1034502A/en not_active Expired
- 1974-08-15 JP JP49092876A patent/JPS5042055A/ja active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2708940A (en) * | 1949-06-22 | 1955-05-24 | Gillette Co | Composition and method of cold waving |
US2836185A (en) * | 1954-05-27 | 1958-05-27 | Little Inc A | Process of permanently setting hair with a hair-swelling solution of a bisulfite and a nitrogen-containing component |
US2836543A (en) * | 1954-05-27 | 1958-05-27 | Little Inc A | Sulfite hair waving composition comprising a nitrogen-containing compound and a substituted aromatic compound as additive, and method of use |
US2847351A (en) * | 1955-11-08 | 1958-08-12 | Gillette Co | Hair waving composition comprising a disulfide and either a non-corresponding mercaptan or thiourea dioxide |
US3109778A (en) * | 1961-03-16 | 1963-11-05 | Turner Hall Corp | Permanent waving compositions comprising 2, 2, 2-trichloro-1, 1-ethanediol |
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4313933A (en) * | 1975-05-09 | 1982-02-02 | Ikue Yamazaki | Acidic two-bath type composition for permanent waving of hair and for treatment of hair and scalp |
US4054722A (en) * | 1975-06-23 | 1977-10-18 | Fuji Photo Film Co., Ltd. | Acyloxy substituted acrylate timing layers for color diffusion transfer |
US4134411A (en) * | 1975-09-05 | 1979-01-16 | Ikue Yamazaki | Acidic two-bath type composition for permanent waving of hair and for treatment of hair and scalp |
US4044782A (en) * | 1976-03-26 | 1977-08-30 | The Procter & Gamble Company | Acid treated polyester polyurethane foam end wrap |
US4105038A (en) * | 1976-03-26 | 1978-08-08 | The Procter & Gamble Company | Acid treated polyether polyurethane foam end wrap |
US4228810A (en) * | 1978-11-20 | 1980-10-21 | La Maur Inc. | Care and treatment of curly human hair |
EP0102495A3 (en) * | 1982-07-30 | 1985-05-15 | Helene Curtis Industries, Inc. | Hair waving system and lotion, and method of waving hair |
EP0101887A3 (en) * | 1982-07-30 | 1985-05-15 | Helene Curtis Industries, Inc. | Cosmetic compositions comprising an aqueous solution of an urea compound, hair treatment, skin moisturizer, hair waving system, retardation of alkali production, and hair and skin treatment methods |
FR2601975A1 (fr) * | 1986-07-24 | 1988-01-29 | Shigesaburo Mizushima | Procede pour produire une laine et des poils d'animaux memorisant la forme. |
EP0628301A1 (de) * | 1993-05-27 | 1994-12-14 | Wella Aktiengesellschaft | Mittel und Verfahren zur dauerhaften Haarverformung |
FR2855045A1 (fr) * | 2003-05-19 | 2004-11-26 | Oreal | Composition reductrice pour la deformation permanente des fibres keratiniques et procede de deformation permanente. |
US20050112076A1 (en) * | 2003-05-19 | 2005-05-26 | Thomas Fondin | Reducing composition for permanently reshaping keratin fibers and permanent-reshaping process |
US7754193B2 (en) | 2003-05-19 | 2010-07-13 | L'oreal S.A. | Reducing composition for permanently reshaping keratin fibers and permanent-reshaping process |
EP2826461A1 (fr) | 2004-11-26 | 2015-01-21 | L'Oréal | Procédé de défrisage des fibres kératiniques avec un moyen de chauffage et un agent dénaturant |
US8906352B2 (en) | 2006-05-24 | 2014-12-09 | L'oreal | Method for straightening human hair fibers using heating means and an α-hydroxy acid derivative |
EP3141284A1 (fr) | 2006-05-24 | 2017-03-15 | L'Oréal | Procede de defrisage des fibres keratiniques avec un moyen de chauffage et un derive d'acide |
US9743736B2 (en) | 2006-05-24 | 2017-08-29 | L'oreal | Method for straightening human hair fibers using heating means and malic acid |
US10561216B2 (en) | 2006-05-24 | 2020-02-18 | L'oreal | Method for straightening human hair fibers using heating means and an a-keto acid derivative |
US11013306B2 (en) | 2006-05-24 | 2021-05-25 | L'oreal | Method for straightening keratinous fibers using heating means and malic acid |
US11044978B2 (en) | 2006-05-24 | 2021-06-29 | L'oreal | Method for straightening keratinous fibers using heating means and an aromatic compound |
Also Published As
Publication number | Publication date |
---|---|
CA1034502A (en) | 1978-07-11 |
JPS5042055A (enrdf_load_stackoverflow) | 1975-04-16 |
DE2437084A1 (de) | 1975-02-27 |
GB1466896A (en) | 1977-03-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4304244A (en) | Hair straightening process and hair curling process and compositions therefor | |
US3847165A (en) | Acidic permanent waving solution and process for its use | |
US4373540A (en) | Hair straightening process and hair curling process and compositions therefor | |
US4859459A (en) | Method of shaping human hair using dipropylene glycol monomethyl ether | |
US4812307A (en) | Crosslinking of hair thiols using glutathione disulfide | |
US4795629A (en) | Crosslinking of hair thiols using cystamine | |
US4660580A (en) | Process for the permanent shaping of the regrowth of hair and composition therefore | |
EP0167866B1 (en) | Process and composition for permanent waving | |
JPS6220169B2 (enrdf_load_stackoverflow) | ||
US4324263A (en) | Hair straightening process and hair curling process and compositions therefor | |
CA1258637A (en) | Compositions used in permanent structure altering of hair | |
US4947878A (en) | Compositions and methods for the treatment of hair | |
US5424062A (en) | Method for permanently shaping hair | |
US4011878A (en) | Process for permanently waving hair using a self-heating neutralizing composition containing a water-soluble sulfite, metabisulfite or bisulfite and H2 O2 | |
US5520909A (en) | Method of permanently restructuring curled or frizzy hair | |
US4303085A (en) | System and method for hair treatment | |
GB2078804A (en) | Permanent hair-waving solution | |
CN103370047B (zh) | 用于头发的永久性拉直的改良组合物和方法 | |
US5378454A (en) | Composition and process for permanent waving | |
US5554362A (en) | Composition and process for the permanent shaping of hair | |
GB2027080A (en) | Permanent hair waving method | |
US2708940A (en) | Composition and method of cold waving | |
US4038995A (en) | Hair treating composition containing a mink oil fatty acid quaternary ammonium salt | |
US5101841A (en) | Compositions and methods for the treatment of hair | |
DE3713559A1 (de) | Mittel zur dauerhaften verformung oder zur entfernung von haaren |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: SECURITY PACIFIC NATIONAL BANK Free format text: SECURITY INTEREST;ASSIGNOR:REDKEN LABORATORIES, INC.;REEL/FRAME:004993/0486 Effective date: 19880913 |
|
AS | Assignment |
Owner name: REDKEN LABORATORIES, INC. Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:BANK OF AMERICA NATIONAL TRUST AND SAVINGS ASSOCIATION, SUCCESSOR BY MERGER TO SECURITY PACIFIC NATIONAL BANK;REEL/FRAME:006589/0164 Effective date: 19930621 |