US2154925A - Hair waving - Google Patents
Hair waving Download PDFInfo
- Publication number
- US2154925A US2154925A US145949A US14594937A US2154925A US 2154925 A US2154925 A US 2154925A US 145949 A US145949 A US 145949A US 14594937 A US14594937 A US 14594937A US 2154925 A US2154925 A US 2154925A
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- US
- United States
- Prior art keywords
- hair
- waving
- morpholine
- composition
- alkaline
- 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
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 37
- 239000000203 mixture Substances 0.000 description 32
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 14
- 239000000126 substance Substances 0.000 description 8
- 229910021529 ammonia Inorganic materials 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000007530 organic bases Chemical class 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- HNVIQLPOGUDBSU-UHFFFAOYSA-N 2,6-dimethylmorpholine Chemical compound CC1CNCC(C)O1 HNVIQLPOGUDBSU-UHFFFAOYSA-N 0.000 description 1
- USTKSAUWAAUKDJ-UHFFFAOYSA-N 4-ethenoxy-3-ethylmorpholine Chemical compound C(=C)ON1C(COCC1)CC USTKSAUWAAUKDJ-UHFFFAOYSA-N 0.000 description 1
- ZWEAEYKQOHRIFM-UHFFFAOYSA-N 4-ethoxy-3-ethylmorpholine Chemical compound C(C)ON1C(COCC1)CC ZWEAEYKQOHRIFM-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 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 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000005529 alkyleneoxy group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000003806 hair structure Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical class [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
Definitions
- This operation results in retention of the modified conformation by the hair for an indefinite period of time, and this procedure in one form or another is the basis of the so-called permanent waving of hair.
- This invention provides a novel and remarkably eflicacious hair waving composition, and it includes an improved method for application in the art of waving hair. It resides in the use of softening agents for hair, which are aqueous solutions (or emulsions) essentially containing water-soluble, volatile organic bases, or amines, of the class of which morpholine is a typical member, and which are capable of evaporating while exerting a substantially constant alkaline action on the hair; all as more fully hereinafter described.
- alkaline materials previously proposed for this purpose can be divided into two classes, viz. those containing or capable of generating a volatile alkali, specifically ammonia, and those comprising a nonvolatile alkaline material.
- the latter group includes both inorganic alkaline agents, such as sodium and potassium borates, carbonates, sulfites, phosphates, and the like, as well as organic substances represented by certain organic sulphonates, and various high-boiling organic bases, such as triethanolamine.
- compositions containing alkaline agents of either or both of the two classes mentioned suffer primarily from the same disability, namely, a pronounced and progressive change in concentration of the alkaline substance during the operations involved in waving the hair.
- Those compositions which contain ammonia per se must have this material initially present in high concentration in order that the desired softening effect will be obtained on the hair before the exceedingly volatile ammonia has been lost through evaporation.
- Such compositions evolve large quantities of ammonia from the containers in which they are stored and handled, and during use.
- This invention largely obviates the disadvantageous features of previously proposed hair waving compositions, and its benefits will be apparent.
- CH:.CHs is a mildlyalkaine, water-soluble liquid of moderate volatility which is non-hygroscopic, and which possesses a faintly ammoniacal odor.
- the boiling point of morpholine is 128.3 C., and it has a specific gravity of 1.0016 at 20/20 C.
- morpholine has a pH of about 11.2, and it may be used in the hair waving compositions of this invention in concentrations of from 3% to about 30%.
- Other organic bases suitable for use in accordance with this inventlon may be selected from the addition and substitution products of morpholine which are watersoluble and basic in character.
- These products should be chosen from the class whose boiling points, or the boiling points of their aqueous solutions, lie between about and about C.
- Representative of such substances are 2,6 dimethyl morpholine, N-ethyl morpholine, N- methyl morpholine, N-ethoxy ethyl morpholine, N-vinoxy ethyl morpholine, and related alkyl, alkylene, alkyloxy and alkylenoxy derivatives of morpholine.
- the active waving composition is an aqueous solution of an amine of the class indicated above, but other ingredients may be addedto such solutions or used in conjunction with them-
- additional substances may be of the various types previously used in hair waving compositions, and they include thickeners, such as gum arabic, gum tragacanth or rosin, as well as oils or fatty substances, such as mineral oil, lanolin, olive oil, castor oil, and related materials.
- thickeners such as gum arabic, gum tragacanth or rosin
- oils or fatty substances such as mineral oil, lanolin, olive oil, castor oil, and related materials.
- Hygroscopic materials such as glycerol or the'polyalkylene glycols, may-be used, and the entire composition may be formed into an emulsion with suitable emulsifying agents.
- a specific example of a composition useful in accordance with this invention was composed of an aqueous solution containing about 10% to 20% of morpholine.
- the. waving operation is carried out much in accordance with the procedures heretofore followed in this art.
- the hair after segregation into tresses, is formed into waves or curls as desired by means'of mandrels, or curlers, on which the tresses are held tightly in the desired formation.
- the hair is then thoroughly moistened with the hair waving composition and subjected to a heating period of 5 to 20 minutes. In most cases, heating for about 10 minutes is entirely adequate.
- Heat, in this operation may be derived electrically, or it may be generated chemically, or supplied by other means.
- evaporation of the solution at atmospheric temperature is suillcient, and no added heat is required.
- a variation, and a preferred practice, of the waving operation may be carried out by wetting the hair with the waving solution before it is wound about the mandrel and after it has been separated into the desired stresses. In every case, it has been found that natural-appearing and lasting waves are produced.
- compositions containing morpholine provide unusual controlof the hair waving temperature as well as of the degree of alkalinity of the waving composition.
- a composition initially comprising a 15% solution of morpholine in water, under conditions of use will not increase to a residual concentration of morpholine greater than about 20%, nor will its boiling point increase to above about 101 C.
- solutions of ammonia boil over a wide range and the temperature increases to approach C. when all the ammonia is evaporated, while solutions of non-volatile bases have boiling points which steadily increase above 100 C. as they become more concentrated.
- a composition for waving hair which is composed of an aqueous composition essentially containing from about 3% to about 30% of a watar-soluble, mildly alkaline morpholine, which composition boils between about 80 and about C.
- composition for waving hair which comprises an aqueous solution containing about 10% to about 20% of morpholine.
- Method of waving hair which comprises forming the hair into a wave while it is softened by the action of an aqueous composition essentially containing a mildly alkaline, water-soluble, volatile morpholine, which composition is capable of evaporating from the hair while exerting a substantially constant alkaline action there- 4.
- Method of waving hair which comprises forming the hair into waves and fixing the wave therein by the action of heat and a softening agent comprising an aqueous composition essentially containing a mildly alkaline, water-soluble, volatile amine of the group consisting of morpholine and morpholine addition and substitution products, which composition is capable of evaporating from the hair while exerting a subforming the hair into a wave while it is softened by the action of an aqueous composition essentially containing a mildly alkaline, water-soluble morpholine, which composition boils between about 80 and 140 C.
- 'IJMethod of waving hair which comprises forming the hair into a wave whileit is softened by the action of an aqueous solution containing about 10% to about 20% of morph'oline.
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)
Description
Patented Apr. 18, 1939 UNiTED STATES- 2,154,925 mun WAVING Alexander L. Wilson, Indiana Township, Allegheny County, Pa., assignor to Carbide and Carbon Chemicals Corporation, a corporation of New York No Drawing. Application June 2, 1937, Serial No. 145,949
7 Claims. (01. low-87.1)
this purpose. This operation results in retention of the modified conformation by the hair for an indefinite period of time, and this procedure in one form or another is the basis of the so-called permanent waving of hair.
This invention provides a novel and remarkably eflicacious hair waving composition, and it includes an improved method for application in the art of waving hair. It resides in the use of softening agents for hair, which are aqueous solutions (or emulsions) essentially containing water-soluble, volatile organic bases, or amines, of the class of which morpholine is a typical member, and which are capable of evaporating while exerting a substantially constant alkaline action on the hair; all as more fully hereinafter described.
Many hair waving compositions have been previously proposed, and the list of alkaline softening agents suggested for use in compositions of this type is extensive. In-general, alkaline materials previously proposed for this purpose can be divided into two classes, viz. those containing or capable of generating a volatile alkali, specifically ammonia, and those comprising a nonvolatile alkaline material. The latter group includes both inorganic alkaline agents, such as sodium and potassium borates, carbonates, sulfites, phosphates, and the like, as well as organic substances represented by certain organic sulphonates, and various high-boiling organic bases, such as triethanolamine. It has also been proposed to form hair waving compositions in which both a volatile alkali and a fixed base were used in an effort to overcome the respective disadvantages of each type of material. Compositions containing alkaline agents of either or both of the two classes mentioned suffer primarily from the same disability, namely, a pronounced and progressive change in concentration of the alkaline substance during the operations involved in waving the hair. Those compositions which contain ammonia per se must have this material initially present in high concentration in order that the desired softening effect will be obtained on the hair before the exceedingly volatile ammonia has been lost through evaporation. Such compositions evolve large quantities of ammonia from the containers in which they are stored and handled, and during use. The familiar disagreeable, irritating odor of ammonia is undesirable in hair waving establishments, and the initial high concentration of this substance in the compositions used causes the solution to exert an undesirably harsh action on the hair and skin. On the other hand, non-volatile alkaline agents, of both inorganic and organic nature, become more concentrated during the hair waving operation. Because of this fact, the alkaline action may become unduly harsh, and result in serious impairment of the hair structure. Also, in the case of inorganic materials, the alkaline substance may precipitate or fuse in the hair itself, and cause it to become brittle, and devoid of its natural life and resilency.
This invention largely obviates the disadvantageous features of previously proposed hair waving compositions, and its benefits will be apparent.
Morpholine, I
CH:.CHs is a mildlyalkaine, water-soluble liquid of moderate volatility which is non-hygroscopic, and which possesses a faintly ammoniacal odor. The boiling point of morpholine is 128.3 C., and it has a specific gravity of 1.0016 at 20/20 C. In 25% aqueous solution, morpholine has a pH of about 11.2, and it may be used in the hair waving compositions of this invention in concentrations of from 3% to about 30%. Other organic bases suitable for use in accordance with this inventlon may be selected from the addition and substitution products of morpholine which are watersoluble and basic in character. These products should be chosen from the class whose boiling points, or the boiling points of their aqueous solutions, lie between about and about C. Representative of such substances are 2,6 dimethyl morpholine, N-ethyl morpholine, N- methyl morpholine, N-ethoxy ethyl morpholine, N-vinoxy ethyl morpholine, and related alkyl, alkylene, alkyloxy and alkylenoxy derivatives of morpholine.
In every case, the active waving composition is an aqueous solution of an amine of the class indicated above, but other ingredients may be addedto such solutions or used in conjunction with them- These additional substances may be of the various types previously used in hair waving compositions, and they include thickeners, such as gum arabic, gum tragacanth or rosin, as well as oils or fatty substances, such as mineral oil, lanolin, olive oil, castor oil, and related materials. Hygroscopic materials, such as glycerol or the'polyalkylene glycols, may-be used, and the entire composition may be formed into an emulsion with suitable emulsifying agents. A specific example of a composition useful in accordance with this invention was composed of an aqueous solution containing about 10% to 20% of morpholine. In general, the. waving operation is carried out much in accordance with the procedures heretofore followed in this art. The hair, after segregation into tresses, is formed into waves or curls as desired by means'of mandrels, or curlers, on which the tresses are held tightly in the desired formation. The hair is then thoroughly moistened with the hair waving composition and subjected to a heating period of 5 to 20 minutes. In most cases, heating for about 10 minutes is entirely adequate. Heat, in this operation, may be derived electrically, or it may be generated chemically, or supplied by other means. In some cases, evaporation of the solution at atmospheric temperature is suillcient, and no added heat is required. A variation, and a preferred practice, of the waving operation may be carried out by wetting the hair with the waving solution before it is wound about the mandrel and after it has been separated into the desired stresses. In every case, it has been found that natural-appearing and lasting waves are produced.
Compositions containing morpholine provide unusual controlof the hair waving temperature as well as of the degree of alkalinity of the waving composition. Thus, a composition initially comprising a 15% solution of morpholine in water, under conditions of use, will not increase to a residual concentration of morpholine greater than about 20%, nor will its boiling point increase to above about 101 C. Opposed to this, solutions of ammonia boil over a wide range and the temperature increases to approach C. when all the ammonia is evaporated, while solutions of non-volatile bases have boiling points which steadily increase above 100 C. as they become more concentrated.
The production of waves by means of the compositions of this invention containing morpholine, or the equivalent morpholine addition and substitution products or other equivalent amine, has been uniformly successful on all types of hair. Even in those cases where bleaching or dyeing of the hair precluded successful'application of waves by previously known methods, it has been found that the present invention enabled entirely satisfactory waving to be carried out. This also has been found to be true in instances where waving by other means has subjected the hair to such drastic treatment as to damage its struc- I ture severely. The waves produced in almost every type of hair by the methods of this inven-v tion, using compositions containing morpholine, or its equivalents, have been found to be of sufficient depth and crispness to render subsequent hair dressing very easy. Repeated use of the composition of this invention on the same head of hair has shown no detectable injury to the hair, but instead has brought about a very satisfactory physical condition.
Modifications of the composition'and procedural features described above will be apparent to those skilled in the art, and such variations are included within the scope of this invention as defined by the appended claims.
I claim:
-1. A composition for waving hair. which is composed of an aqueous composition essentially containing from about 3% to about 30% of a watar-soluble, mildly alkaline morpholine, which composition boils between about 80 and about C.
2. A composition for waving hair which comprises an aqueous solution containing about 10% to about 20% of morpholine.
3. Method of waving hair which comprises forming the hair into a wave while it is softened by the action of an aqueous composition essentially containing a mildly alkaline, water-soluble, volatile morpholine, which composition is capable of evaporating from the hair while exerting a substantially constant alkaline action there- 4. Method of waving hair which comprises forming the hair into waves and fixing the wave therein by the action of heat and a softening agent comprising an aqueous composition essentially containing a mildly alkaline, water-soluble, volatile amine of the group consisting of morpholine and morpholine addition and substitution products, which composition is capable of evaporating from the hair while exerting a subforming the hair into a wave while it is softened by the action of an aqueous composition essentially containing a mildly alkaline, water-soluble morpholine, which composition boils between about 80 and 140 C.
'IJMethod of waving hair which comprises forming the hair into a wave whileit is softened by the action of an aqueous solution containing about 10% to about 20% of morph'oline.
ALEXANDER L. WILSON.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US145949A US2154925A (en) | 1937-06-02 | 1937-06-02 | Hair waving |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US145949A US2154925A (en) | 1937-06-02 | 1937-06-02 | Hair waving |
Publications (1)
Publication Number | Publication Date |
---|---|
US2154925A true US2154925A (en) | 1939-04-18 |
Family
ID=22515265
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US145949A Expired - Lifetime US2154925A (en) | 1937-06-02 | 1937-06-02 | Hair waving |
Country Status (1)
Country | Link |
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US (1) | US2154925A (en) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2577710A (en) * | 1941-06-16 | 1951-12-04 | Procter & Gamble | Permanent waving compositions and methods |
US2655923A (en) * | 1950-07-20 | 1953-10-20 | Norma B Gallenkamp | Method of shampooing and setting hair |
US3971391A (en) * | 1973-03-08 | 1976-07-27 | L'oreal | Process for improving the quality of living, human hair by lanthionization |
FR2862213A1 (en) * | 2003-11-18 | 2005-05-20 | Oreal | Use of a secondary or tertiary amine as an agent for straightening keratinic fibers, e.g. human hair |
FR2862217A1 (en) * | 2003-11-18 | 2005-05-20 | Oreal | Use of a secondary or tertiary amine as an agent for perming keratinic fibers, e.g. human hair |
EP1532961A1 (en) * | 2003-11-18 | 2005-05-25 | L'oreal | Hair shaping composition containing at least one non-hydroxyde base |
US20050129645A1 (en) * | 2003-11-18 | 2005-06-16 | L'oreal | Hair shaping composition comprising at least one non-hydroxide imine |
US20050136019A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair shaping composition comprising at least one amine chosen from secondary and tertiary amines |
US20050136016A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair-relaxing composition comprising at least one base other than hydroxide |
US20050136017A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair relaxing composition comprising at least one non-hydroxide imine |
US20050136018A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair relaxing composition comprising at least one secondary or tertiary amine |
US20050186232A1 (en) * | 2003-11-18 | 2005-08-25 | Gerard Malle | Hair-relaxing composition comprising tetramethylguanidine |
US20060105815A1 (en) * | 2004-11-16 | 2006-05-18 | Magnus Jendbro | Methods, mobile terminals, and computer program products for display of mobile terminal density information |
US20190328639A1 (en) * | 2015-05-12 | 2019-10-31 | L'oreal | Composition for keratin fibers |
-
1937
- 1937-06-02 US US145949A patent/US2154925A/en not_active Expired - Lifetime
Cited By (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2577710A (en) * | 1941-06-16 | 1951-12-04 | Procter & Gamble | Permanent waving compositions and methods |
DE948186C (en) * | 1941-06-16 | 1956-08-30 | Sales Affiliates Inc | Means for the permanent shape change of hair on the living body (permanent waves) |
US2655923A (en) * | 1950-07-20 | 1953-10-20 | Norma B Gallenkamp | Method of shampooing and setting hair |
US3971391A (en) * | 1973-03-08 | 1976-07-27 | L'oreal | Process for improving the quality of living, human hair by lanthionization |
US20050136019A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair shaping composition comprising at least one amine chosen from secondary and tertiary amines |
US20050136018A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair relaxing composition comprising at least one secondary or tertiary amine |
EP1532961A1 (en) * | 2003-11-18 | 2005-05-25 | L'oreal | Hair shaping composition containing at least one non-hydroxyde base |
EP1535596A1 (en) * | 2003-11-18 | 2005-06-01 | L'oreal | Permanent hair-waving composition comprising at least a secondary or tertiary amine |
EP1535597A1 (en) * | 2003-11-18 | 2005-06-01 | L'oreal | Hair relaxer composition comprising at least a secondary or tertiary amine |
US20050129645A1 (en) * | 2003-11-18 | 2005-06-16 | L'oreal | Hair shaping composition comprising at least one non-hydroxide imine |
FR2862213A1 (en) * | 2003-11-18 | 2005-05-20 | Oreal | Use of a secondary or tertiary amine as an agent for straightening keratinic fibers, e.g. human hair |
US20050136016A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair-relaxing composition comprising at least one base other than hydroxide |
US20050136017A1 (en) * | 2003-11-18 | 2005-06-23 | Gerard Malle | Hair relaxing composition comprising at least one non-hydroxide imine |
FR2862217A1 (en) * | 2003-11-18 | 2005-05-20 | Oreal | Use of a secondary or tertiary amine as an agent for perming keratinic fibers, e.g. human hair |
US20050186232A1 (en) * | 2003-11-18 | 2005-08-25 | Gerard Malle | Hair-relaxing composition comprising tetramethylguanidine |
US20090194124A1 (en) * | 2003-11-18 | 2009-08-06 | Gerard Malle | Hair Shaping Kit and Process Comprising at Least One Non-Hydroxide Imine |
US20090139537A1 (en) * | 2003-11-18 | 2009-06-04 | L'oreal S.A. | Hair relaxing composition comprising at least one non-hydroxide imine |
US20060105815A1 (en) * | 2004-11-16 | 2006-05-18 | Magnus Jendbro | Methods, mobile terminals, and computer program products for display of mobile terminal density information |
US20190328639A1 (en) * | 2015-05-12 | 2019-10-31 | L'oreal | Composition for keratin fibers |
EP3294264B1 (en) | 2015-05-12 | 2021-06-23 | L'Oréal | Composition for keratin fibers |
US11896697B2 (en) * | 2015-05-12 | 2024-02-13 | L'oreal | Composition for keratin fibers |
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