US3805809A - Hair setting process - Google Patents
Hair setting process Download PDFInfo
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- US3805809A US3805809A US00294053A US29405372A US3805809A US 3805809 A US3805809 A US 3805809A US 00294053 A US00294053 A US 00294053A US 29405372 A US29405372 A US 29405372A US 3805809 A US3805809 A US 3805809A
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- hair
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- oxidant
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- 238000000034 method Methods 0.000 title claims abstract description 69
- 230000008569 process Effects 0.000 title claims abstract description 60
- -1 alkali metal cation Chemical class 0.000 claims abstract description 24
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 13
- 239000000243 solution Substances 0.000 claims description 58
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 44
- 239000007800 oxidant agent Substances 0.000 claims description 37
- 230000001590 oxidative effect Effects 0.000 claims description 34
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 14
- 238000004804 winding Methods 0.000 claims description 13
- 239000011545 carbonate/bicarbonate buffer Substances 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 8
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 7
- 238000001035 drying Methods 0.000 claims description 6
- OKBMCNHOEMXPTM-UHFFFAOYSA-M potassium peroxymonosulfate Chemical group [K+].OOS([O-])(=O)=O OKBMCNHOEMXPTM-UHFFFAOYSA-M 0.000 claims 3
- 150000003839 salts Chemical class 0.000 abstract description 32
- 239000000203 mixture Substances 0.000 description 61
- 239000002453 shampoo Substances 0.000 description 50
- 238000011282 treatment Methods 0.000 description 24
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- 102000011782 Keratins Human genes 0.000 description 8
- 108010076876 Keratins Proteins 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 230000037308 hair color Effects 0.000 description 7
- 210000003128 head Anatomy 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000008399 tap water Substances 0.000 description 6
- 235000020679 tap water Nutrition 0.000 description 6
- 229940071127 thioglycolate Drugs 0.000 description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 6
- 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 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 239000000872 buffer Substances 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 238000004061 bleaching Methods 0.000 description 4
- 230000003811 curling process Effects 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 239000012425 OXONE® Substances 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 230000001680 brushing effect Effects 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- HJKYXKSLRZKNSI-UHFFFAOYSA-I pentapotassium;hydrogen sulfate;oxido sulfate;sulfuric acid Chemical compound [K+].[K+].[K+].[K+].[K+].OS([O-])(=O)=O.[O-]S([O-])(=O)=O.OS(=O)(=O)O[O-].OS(=O)(=O)O[O-] HJKYXKSLRZKNSI-UHFFFAOYSA-I 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003871 sulfonates Chemical class 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910001424 calcium ion Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 229940105329 carboxymethylcellulose Drugs 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910001425 magnesium ion Inorganic materials 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000006174 pH buffer Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 108700004121 sarkosyl Proteins 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241000272184 Falconiformes Species 0.000 description 1
- 206010019049 Hair texture abnormal Diseases 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- NDFVACRYPVNHJL-UHFFFAOYSA-L [Cs+].[Cs+].[O-]S(=O)(=O)OOS([O-])(=O)=O Chemical compound [Cs+].[Cs+].[O-]S(=O)(=O)OOS([O-])(=O)=O NDFVACRYPVNHJL-UHFFFAOYSA-L 0.000 description 1
- YVZLYNHKJASIHA-UHFFFAOYSA-L [Na+].[K+].OP(O)([O-])=O.OP(O)([O-])=O Chemical compound [Na+].[K+].OP(O)([O-])=O.OP(O)([O-])=O YVZLYNHKJASIHA-UHFFFAOYSA-L 0.000 description 1
- FUKWVANJMZUZNA-UHFFFAOYSA-M [OH-].[Na+].B([O-])(O)O.[Na+] Chemical compound [OH-].[Na+].B([O-])(O)O.[Na+] FUKWVANJMZUZNA-UHFFFAOYSA-M 0.000 description 1
- MDARCKRSNKXOPH-UHFFFAOYSA-L [Rb+].[Rb+].[O-]S(=O)(=O)OOS([O-])(=O)=O Chemical compound [Rb+].[Rb+].[O-]S(=O)(=O)OOS([O-])(=O)=O MDARCKRSNKXOPH-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- IYNDLOXRXUOGIU-LQDWTQKMSA-M benzylpenicillin potassium Chemical compound [K+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 IYNDLOXRXUOGIU-LQDWTQKMSA-M 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000000337 buffer salt Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- HFNQLYDPNAZRCH-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O.OC(O)=O HFNQLYDPNAZRCH-UHFFFAOYSA-N 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002801 charged material Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- PQEGXTONHQWLFQ-UHFFFAOYSA-L dilithium;sulfonatooxy sulfate Chemical compound [Li+].[Li+].[O-]S(=O)(=O)OOS([O-])(=O)=O PQEGXTONHQWLFQ-UHFFFAOYSA-L 0.000 description 1
- CSVGEMRSDNSWRF-UHFFFAOYSA-L disodium;dihydrogen phosphate Chemical compound [Na+].[Na+].OP(O)([O-])=O.OP(O)([O-])=O CSVGEMRSDNSWRF-UHFFFAOYSA-L 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000037311 normal skin Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- FTZNYGSHSMZEIA-UHFFFAOYSA-M sodium;hydrogen carbonate;sulfuric acid Chemical compound [Na+].OC([O-])=O.OS(O)(=O)=O FTZNYGSHSMZEIA-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- PGUDRSADMCSYHV-UHFFFAOYSA-N trisodium borate hydrochloride Chemical compound [Na+].[Na+].[Na+].Cl.[O-]B([O-])[O-] PGUDRSADMCSYHV-UHFFFAOYSA-N 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds 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
- This invention relates to a process for deforming hair. More particularly, the invention discloses processes and compositions for curling or straightening human hair employing monopersulfate oxidizing agents which do not substantially bleach melanin when employed under the conditions hereinafter disclosed.
- Both hot and cold hair curling processes involve various heat or chemical treatments, or combinations thereof, to disrupt the keratin structure of the hair. Following this initial disruption, the hair is subjected to longitudinal stresses, for example, by winding on a mandrel, following which the keratin structure is substantially reestablished with the hair in the curled configuration.
- Curling processes employing heat and caustic solutions are known as hot processes, whereas those employing chemical compounds such as the thioglycolates are known as cold processes.
- Cold processes have come into general acceptance inasmuch as they can be utilized by relatively inexperienced operators in home permanents.
- hair which has been extensively bleached, i.e., subjected to oxidative conditions whereby the melanin is substantially destroyed is relatively easy to curl or set in a more-or-less permanent configuration by simply moistening the hair and subjecting it to a longitudinal stress.
- common hair bleaches disrupt chemical bonds inkeratin fibers with a net effect similar to that when hair is contacted with a thioglycolate colding waving solution. Hair in which the keratin molecules are oxidatively disrupted is thereby rendered deformable and the hair can log, DuPont.
- neutralizers such perhair, by means of monopersulfate oxidizing agents then either be curled or straightened, as desired.
- hair treated with the common hair bleaches e.g., a basic solution of hydrogen peroxide
- the common hair bleaches e.g., a basic solution of hydrogen peroxide
- oxidative hair bleaches are not generally considered to be acceptable for curling hair inasmuch as the user must thereafter tint or dye the treated hair to reestablish the original hair color.
- the monopersulfates can be applied to hair to oxidize the chemical bonds in keratin, thereby rendering the hair deformable without substantialbleaching of the natural hair color. It is surprising that the monopersulfates are capable of disrupting the keratin fibers witho'utattendant bleaching, inasmuch as these compounds are well-known as bleaches for synthetic fibers. Presumably, the kinds of stains which can. be bleached from fabrics and fibers are sufficiently different from the melanin coloration of the hair that the monopersulfates', while capable of bleaching such stains, have no substantial effect on melanin. In any event, it has now been'found that monopersulfates can beapplied to hair to cause sufficient disruption of the keratin fibers to allow the deformation of the hair by applying a longitudinal stress thereto, but without changing the natural hair color. i
- per-salts including .persulfates and monopersulfates in the neutralizing solution of hair waving compositions
- .persulfates and monopersulfates in the neutralizing solution of hair waving compositions
- the instant invention encompasses a process for deforming hair comprising contacting said hair with an effective amount, i.e., an amount. sufficient to thoroughly wet the hair, of an aqueous solution comprising from about l percent to about 20 percentby weight of an oxidant of the formula MHSO wherein M is an alkali metal cation, the pH of said treatment solution being in the range from about 5 to about 11.
- Thehair is treated with the solution of the MHSO oxidant for a period from about 1 to about 30 minutes, following which the oxidant is removed by a water rinse or shampoo; the moist, treated hair is subjected to a longutidinal stress to achieve any desired configuration;
- the wet hair can be wound on a mandrel and allowed to dry on the mandrel, thereby achieving a curled effect.
- the wet hair can be fashioned into a straight configuration and allowed to dry, thereby resulting in hair straightening.
- the hair can be subjected to a longitudinal stress during treatment with the oxidant, rinsed, and allowed to dry in the stressed configuration. Again, curling or straightening, as desired, isthereby obtained.
- the oxidizing agents used in the present process are .water-soluble monopersulfate salts of the formula MHSO wherein M is an alkali metal cation, i.e., lithium, sodium, potassium, rubidium or cesium.
- M is an alkali metal cation, i.e., lithium, sodium, potassium, rubidium or cesium.
- the nature of the alkali metal cation is of no-import to the present invention inasmuch as all such salts are watersoluble and it is the monopersulfate anion which is the active oxidizing species in solution.
- the monopersulfate salts wherein M is potassium are available from E. l. DuPont de Nemours Co. under the trade name OXONE and are preferred herein because of this commercial availability.
- the other alkali metal monop than 11 can be used; however, such high pHs are 'unduly irritating to normal skin and are preferably avoided.
- a solution pH of about 7.0-9.5 is preferred.
- Solution pHs within the desired range can be established by dissolving the monopersulfate salt in water and adding sufficient base, e.g., alkali metal hydroxide, ammonium hydroxide, or organic base such as diethanolamine, triethanolamine and the like, to the solution until the desired pH within the specified range is obtained.
- sufficient base e.g., alkali metal hydroxide, ammonium hydroxide, or organic base such as diethanolamine, triethanolamine and the like
- a buffer be employed in the aqueous solution of monopersulfate to keep the pH within the range of about 5 to about ll.
- any of the common organic and inorganic buffer salt combinations capable of establishing a pH within this range are suitable for use in conjunction with the monopersulfate salts.
- Exemplary buffers suitable for use herein include, for example, the sodium hydroxide sodium borate; sodium hydrogen phosphate potassium dihydrogen phosphate; sodium borate hydrochloric acid; and phosphate buffers prepared in the manner fully described in Hawks Physiological Chemistry, Oser, Ed. 14, pps. 41-43, McGraw-Hill (1965).
- the monopersulfate salt in contact with the hair be maintained at a pH in a range from about 5 to about 1 l to provide the desired hair deformation. While any of the common buffers suitable for use in this pH range can be employed for this purpose, it has been discovered that carbonate-bicarbonate buffers are most preferred herein. Presumably, carbonate-bicarbonate buffer mixtures employed in conjunction with the alkali metal monopersulfates serve both as a pH buffer and, in some way, promote the softening of the hair or otherwise allow the monopersulfate to interact with the keratin in an optimal fashion.
- compositions employing the monopersulfate salt dissolved in aqueous carbonate-bicarbonate buffers at a pH in the range from 5 to 11, preferably 7.0-9.5 are preferred for use herein.
- aqueous solutions comprising from about 1 percent to about 20 percent by weight of the alkali metal monopersulfate, preferably KHSO from about 0.5 percent to about l0 percent by weight of sodium bicarbonate and from about 0.5 percent to about percent by weight of sodium carbonate, the balance of said compositions comprising water, are preferred for use herein to deform hair.
- the total concentration'of mixed carbonate-bicarbonate buffer in such compositions is preferably from about S percent to about percent by weight.
- Aqueous solutions of the monopersulfate salts used herein decompose when stored for periods in excess of about 24 hours. As noted hereinabove, it is necessary to the practice of this invention that the solutions contain not less than 1 percent by weight of the MHSO, salt. Of course, highly concentrated solutions of M H80 salts can be prepared which can be stored for several weeks or months without decomposing below the 1 percent limit. However, this is economically wasteful and it is preferable to use freshly prepared MHSO; solutions herein. In the present connotation, a freshly prepared solution is an aqueous solution of the monopersulfate salt which is prepared within about 15 hour prior to application to the hair.
- the monopersulfate solutions herein can contain additional components which serve to aid in their applica tion to hair.
- various gelling agents such as silica gel, high molecular weight polyoxyethylenes, carboxymethylcellulose, veegum, and the like can be used in such solutions as thickeners for the convenience of the user.
- Various surfactants for example the alkylbenzene sulfates and sulfonates and nonionic surfactants, such as polyoxyethylene condensates of alkyl phenols, as well as sodium and potassium soaps, can be present in the compositions to improve rinseability thereof, thereby aiding in removal from the hair once the treatment is complete.
- compositions to provide pleasing cosmetic and aesthetic aspects thereto.
- perfumes, emollients, conditioning aids such as silicone derivatives and the like can be present in the compositions to provide pleasing cosmetic and aesthetic aspects thereto.
- all manner of such nonionic, anionic and amphoteric auxiliary materials commonly used to enhance the cosmetic aspect of hair curling compositions can be employed in the present compositions provided that such selected materials are stable and compatible with the monopersulfates at the intended pH use range herein.
- hydrocarbyl quaternary ammonium salts materials commonly employed in hair softening compositions interfere with the action of the monopersulfates on hair and, hence, are preferably avoided in the compositions and processes herein.
- the instant process of deforming hair i.e., curling or straightening
- a temperature range of from about 0F. to about 150F.
- use of the higher temperatures within the range for example, by means of a hair dryer or electrically heated hair curler, will increase the rate of curling.
- Use of colder tempertures within the range will reduce the rate.
- Curling processes are generally carried out at a room temperature of from about 65F. to about F, and this temperature range is preferred in the instant process.
- a longitudinal stress is applied to the hair to achieve deformation and the desired hair set.
- the hair to be curled is wound on a mandrel and held in place during the curling operation.
- the types of mandrels used for this purpose are those well known in the art, including the spiral rod and the Croquignole curler.
- the spiral rod mandrel is employed, the hair on the head is divided into multiple sections, usually four to about eight. The sections are then subdivided into smaller squares, ca. 1 in. X l in. Starting at the proximal end, the hair in each block is then wound on the mandrel in the shape of a helix. The distal ends are held by a string, or clip, or other holding device.
- the process is somewhat different.
- the hair on the head is sectioned into blocks ranging in size from about /5 to 1 inch X 2 to 3 inches, depending on the final hair style envisioned.
- the hair in each block is then combed and the distal ends are placed centrally on the mandrel, which is then wound and secured in placed by means of a rubber band or other clipping device.
- the hair is first wound as described above, depending on the type of curl desired.
- the winding can be done with dry hair, moistened hair or hair moistened with the solution of monopersulfate salt.
- the hair is shampooed, rinsed and towel dried prior to winding.
- the hair is thoroughly saturated with the monopersulfate solution.
- Additional monopersulfate solution can be applied from time-to-time during the curling step to keep the hair thoroughly saturated.
- the solution is allowed to remain in place from about 1 minute to about 30 minutes, depending on the strength of the monopersulfate solution and the degree of curl tightness desired.
- the treatment time will also depend to a certain extent on the coarseness of the hair, coarser hair requiring longer times within the range noted'to achieve a curl. Likewise, longer times within the range are usually required when childrens hair is being curled by this process. If hair has been rendered porous by peroxide bleaching or by sun or weather damage, a shorter time in the range is sufficient to impart the desired curl. The time necessary to achieve a curl can be determined by the user prior to application to the head by means of a test curl.
- thick hair will require a curling time of about 30 minutes when a 2 percent solution of the monopersulfate salt is employed; Damaged hair will require from about 1 to about minutes to achieve a curl when a 2 percent monopersulfate solution is employed; childrens hair will require from about 20 to about 30 minutes to achieve a curl under the same conditions.
- the solution of monopersulfate remain in contact with the hair for a period of time from about 5 minutes to about minutes.
- the hair to be curled is contacted with an aqueous solution of the monopersulfate oxidant under the conditions of pH, time and temperature as noted hereinabove, while said hair remains in its natural configuration.
- the solution is removed from contact with the hair by a water rinse or by shampooing.
- the hair is then moistened with water and subjected to a longitudinal stress, e.g., by winding on a mandrel if the hair is to be curled, or by brushing if the hair is to be straightened.
- the hair is then allowed to dry while inthe stressed configuration.
- this procedure is suitable for resetting or re-curling hair whichhas been deformed by the reaction of a solution of the monopersulfate salt in the manner of this invention. That is to say, hair which has had its keratin structure disrupted by the monopersulfate salt can be re-curled, re-straightened or otherwise deformed, as desired, by simply moistening the hair, again subjecting it to the appropriate longitudinal stress, and allowing it to dry.
- Hair can be straightened in the manner of this invention by contacting said hair with an aqueous solution of an alkali metal monopersulfate salt under the same conditions of pH, time and temperature as those used the hair can be wound in a Croquignole winding using curlers having a diameter of from about 2 5 inches to about 3 k inches and allowed to dry. Hair rolled on rollers of such large diameter will fall into a substantialled straight configuration upon final brushing.
- the hair is treated with the monopersulfate solution and then the wet hair is brushed into a straight configuration. The hair is then simply allowed to dry in the straightened configuration.
- the foregoing processes are preferably carried out by contacting the hair with a freshly-p repared aqueous solution comprising from about 1 percent to about 20 percent by weight of KHSO from about 0.5 percent to about 10 percent by weight of sodium bicarbonate, and from about 0.5 percent to about 10 percent by weight of sodium carbonate, for a period of time from about 1 minute to about 30 minutes; (2) rinsing the hair with water to remove substantially all of the KHSO and (3) subjecting the moist hair to a longitudinal stress to achieve the desired configuration and (4) allowing said hair to dry in the stressed configuration. Hair treated in this manner can be'remoistened with water and reset several times and a good set can be achieved each time by simply subjecting it to a longitudinal stress.-'
- An important advantage of the instant process is that hair treated with the monopersulfate solution can be re-set several times by simply rewetting the hair, subjecting it to a stress, and allowing it to dry. In this manner, hair can be re-styled as desired by the user. How ever, it has been found'that polyvalent metal ions, presumably calcium and magnesium ions dissolved in ordinary tap water, may have a cumulative adverse effect on the setting properties of hair which has been treated with the monopersulfate solution. That is to say, hair treated in this fashion eventually absorbs sufficient calcium and/or magnesium ion that it is no longer as capable of being set by simple treatment with water.
- the hair must again be treated with an aqueous solution of a monopersulfate salt to restore its deformable characteristics.
- the water used in any of the process steps i.e., the water used in the solutions of monopersulfate, the water used to moisten the hair prior to setting, and the water used to remove the monopersulfate from the hair, be substantially free from polyvalent metal ions.
- deionized water be employed in the compositions and processes herein.
- the hair was shampooed with a commercial shampoo composition containing anionic surfactants and thoroughly rinsed with water.
- the treated hair which had a silky-slick feel, was wound in a Croquignole fashion on a mandrel (commercial hair curler; diameter ca. 1 in.).
- the hair in the wound configuration was allowed to dry at room temperature over a period of about 4 hours. Following this, the hair was removed from the mandrel. The natural hair color was not substantially changed by this treatment.
- the curled hair switch obtained in the foregoing manner was tested for set retention of the curl (as measured by curl loss) as follows.
- the curl was suspended in a closed chamber containing a saturated solution of ammonium chloride, which provided a constant relative humidity of about 80 percent.
- the distance the curl unwound after having been in the closed chamber for a two hour period was then measured and the percentage curl loss was computed by the following equation:
- Hair curled in the foregoing manner is shampooed, rinsed in tap water and re-set to achieve a new hair style. This treatment is repeated about 7 times, after which the setting properties of the'hair are partially lost.
- the foregoing procedure is modified by using deionized water to prepare the solution of OXONE and in the water rinse. Hair thus treated can be re-wetted with deionized water aliar eureai 0 times" WEBER sub stantial loss of its setting properties.
- EXAMPLE 11 Hair on a human test subject is cleansed with a commercially available shampoo containing anionic surfactants and thoroughly rinsed with water. The hair on the head is sectioned into blocks having an average area of about 3 in. by means of a styling comb. Distal ends of the hair are collected in tissue end papers and wound in Croquignole fashion around commercial 96 in. curlers and affixed in place at the head with rubber coated spring clips.
- the curled hair on the subjects head is then thoroughly saturated with a freshly prepared solution comprising 5 percent by weight KHSO 5 percent by weight sodium bicarbonate, 0.8 percent by weight sodium carbonate, 4 percent by weight carboxymethylcellulose thickener, the balance of said composition comprising water.
- the pH of the composition is about 8.4.
- the curled hair saturated with the monopersulfate composition is allowed to remain in place for about 5 minutes.
- each curl is again saturated with an additional quantity of the fresh monopen sulfate solution and the hair is allowed to remain in place in the curlers for an additional 15 minutes F llowing this second 15 minute per iodjfiie hair is removed from the curlers and thoroughly rinsed with water.
- the hair is then towel dried.
- Hair treated in the foregoing manner is found to have a substantial curl and improved body properties over hair set in similar fashion using ordinary tap water or a commercial, non-thioglycolate setting gel. The natural hair color is not affected.
- the potassium monopersulfate is replaced by an equivalent amount of lithium monopersulfate, sodium monopersulfate, rubidium monopersulfate and cesium monopersulfate, respectively, and equivalent hair curling results are secured.
- the foregoing curling process is carried out using solutions of potassium monopersulfate at pHs of 7, 9, 9.5, 10 and ll, respectively; at each pH the hair is found to be substantially deformed and curled by the process.
- a hair straightening pomade is prepared as follows.
- aqueous gel comprising 5.5 parts by weight sodium carbonate, 5 parts by weight sodium carboxymethylce llulose, 3 parts by weight magnesium aluminum silicate (veegum; binder) and 100 parts by weight water are added 25 parts by weight OXONE.
- OXONE is blended into the gelatinous mixture by hand to yield a thick pomade.
- the freshly prepared pomade paste prepared in the foregoing manner is applied to water-wet, naturally curly hair andrubbed in with the fingers for about 5 minutes. Following this, the hair coated with the pomade is brushed until a substantially straight configuration is achieved. The thicknessof the pomade helps maintain this longitudinally stressed configuration. Following the brushing operation, the hair in its straightened configuration is coated with additional, fresh monopersulfate pomade which isthen allowed to remain on the hair for a period of about 30 minutes. Following the second treatment with pomade, the hair is rinsed and thoroughly shampooed. Thereafter, the wet hair is brushed into a substantially straight configuration and allowed to dry. After drying, the hair retains the straight configuration. The natural color of the hair is not affected by this treatment.
- the hair is rinsed in water, shampooed, brushed into a substantially straight configuration and dried with an electric dryer at about 150F.
- This treatment is particularly useful in straightening extremely coarse, curly hair in a relatively short period of time without modifying the natural hair color.
- the monopersulfate hair deforming compositions of this invention are preferably applied to clean hair. That is to say, hair which has had its coating of dirt and excess lipids removed by sham- :pooing is more susceptible to oxidation by the monopersulfate solution and improved treatments are thereby secured.
- the shampoo and monopersulfate solution are applied to hair concurrently. Accordingly, shampoo compositions containing the monopersulfate oxidizing agent and having a pH from about 5 to about ll can be prepared and applied to the hair to cleanse and oxidize said hair simultaneously.
- the hair isrinsed with water and the wet hair subjected to a longitudinal stress in the manner hereinabove described and allowed to dry. Hair treated in this manner is found to maintain its set even under conditions of high humidity.
- the present invention encompasses hair deforming compositions in kit form, the kit comprising a separately packaged, aqueous shampoo composition and a separately packaged portion of a monopersulfate salt of the formula MHSO wherein M is as defined above.
- the kit can contain sufficient shampoo and monopersulfate to provide multiple treatments, or can provide sufficient material for a single treatment.
- a kit suitable for single treatment use comprises from about 1.0 oz. to about 7.0 oz. ofa separately packaged, water-based shampoo of the type hereinafter disclosed and from about 0.01 oz. to about L5 02., preferably about 0.02 oz. to about 0.5 02., of a separately packaged monopersulfate salt of the type disclosed herein.
- Kits of the foregoing size provide a sufficient volume of material for thorough saturation of the hair. Larger kits which are integral multiples of the single-use kits can be provided. With such multiple-use kits, it is convenient to provide a single, large volume of shampoo and incremental packets of monopersulfate salt. For use, an aliquot of shampoo is admixed with a single, premeasured package of the monopersul-' fate.
- kits herein are used by simply admixing the dry monopersulfate and the aqueous shampoo and agitating the mixture until the monopersulfate dissolves.
- resulting solution is then applied to the hair, preferably hair which has been pre-moistened with water, in the manner disclosed above.
- the shampoo compositions employed in the kits herein comprise water and a surfactant.
- the surfactant is, of course, an important ingredient in any shampoo composition, and the choice of surfactant for use in conjunction with the monopersulfate salts in the hair deforming kits herein is critical inasmuch as the cationic alkyl ammonium surfactants commonly employed in hair care compositions known in the art are not suitable for use in the shampoo compositions of this invention.
- cationic materials apparentlyinteract with the oxidized hair and interfere with its deformation. Accordingly, such cationic materials are preferably avoided in the shampoos herein.
- all manner of the well-known non-cationic, i.e., anionic, nonionic and amphoteric surfactants can be used in the'shampoo-in hair setting composition herein.
- Anionic surfactants such as the well-known, watersoluble salts of alkylbenzene sulfates and sulfonates I wherein the alkyl group contains from about 10 to about 18 carbon atoms are useful in the shampoo compositions herein.
- the water-soluble salts of fatty acids containing from about 10 to about 20 carbon atoms, i.e., soap are suitable for use in monopersulfate shampoo compositions.
- Nonionicsurfactants such as the alkylated polyoxyethylenes, are useful in the shampoo composition herein.
- Alkyl glycerol ether sulfates and sulfonates wherein the alkyl group contains from about 9 to about 21 carbon atoms are an especially preferred class of surfactants for use in the monopersulfate shampoo compositions.
- Amphoteric surfactants such as the N-alkyl-sarcosinates having an alkyl group containing 9 to 20 carbon atoms are also useful herein. It is to'be understood that the watersoluble salts of the foregoing anionic detergents, especially the alkali metal salts, are all useful as the surfactant component of the shampoo compositions herein.
- the surfactant component of the monopersulfate shampoo compositions herein are the sodium alkyl glycerol ether sulfates, wherein the alkyl group contains from about 10 to about 18 carbon atoms; the sodium alkyl sulfates, wherein the alkyl group contains from about 10 to about 18, carbon atoms; sodium N-laurylsarcosinate, and mixtures thereof.
- Shampoo compositions employed in the kits herein comprise from about lpercent to about 20 percent by weight of a member selected from the group consisting of anionic, nonionic, and amphoteric surfactants, the balance of said compositions comprising water and minor portions of non-cationic cosmetic ingredients including anionic thickeners, perfumes, and the like, said shampoos having a pH within the range from about 5 to about 1 1, preferably from about 7 to about 9.5.
- the shampoo compositions preferably con- ,tainfrom about 1 percentto about 20 percent by weight of a buffer capable of maintaining the pH within the selected basic range. Any of the pH buffer systems disclosed for use in the curling compositions herein are also suitable inthe shampoos.
- preferred shampoo compositions herein contain, as an additional component, from about 0.5 percent to about percent by weight of sodium carbonate, and from about 0.5 percent to about 10 percent by weight of sodium bicarbonate, the total mixed carbonate-bicarbonate present in the composition being within the range of from about 1 percent to about percent by weight of the total composition.
- the shampoo base is admixed with the monopersulfate salt to give freshly prepared shampooin composition for deforming hair containing at least about 1 percent, preferably 2 percent to 10 percent, by weight of the water-soluble monopersulfate salt.
- the full packet of OXONE is admixed with the full bottle of shampoo and agitated until all the OXONE dissolves.
- the pH of the composition is ca. 9.
- the freshly prepared OXONE-shampoo composition of Example 1V is used to curl hair as follows.
- the hair to be curled is first moistened with water and then all of the shampoo composition is applied to the hair and worked in until a lather forms.
- the composition is then allowed to remain in contact with the hair for 5 minutes, after which the hair is thoroughly rinsed with water and lightly towel dried.
- the moist hair is then wound in Croquignole manner using 4 in. mandrels and affixed in place at the scalp line.
- the hair is then allowed to dry at room temperature. After drying, the rollers are removed and the resulting hair is found to have curl which is not readily removed under conditions of high relative humidity. The natural hair color is not affected by this treatment.
- the packet of OXONE is replaced by 0.10 oz. packets of Lil-180 NaHSO RbHSO and CsHSO respectively, and equivalent hair curling results are secured.
- the carbonate-bicarbonate buffer system in the shampoo component is replaced by an equivalent amount of a sodium phosphate-sodium hydrogen phosphate buffer.
- the resulting shampoo composition has superior lipid removal properties. Hair treated with this .shampoo in the foregoing manner maintains a curl even under conditions of high relative humidity.
- the shampoo is prepared using deionized water.
- a 6 oz. bottle of deionized water is included in the kit. The deionized water is used to rinse the shampoo from the hair prior to setting.
- Shampoo formulation comprising Sodium Alkyl Sulfate (alkyl mixed C C 1.0% by weight; Potassium Alkyl Glycerol Ether Sulfate Sodium Carbonate, 1.1% by weight; Sodium Bicarbonate, 8% by weight; Sodium Carboxymethylcellulose, 3% by weight; Gylcerol, 3% by weight; Perfume, 0.5% by weight; Water, balance.
- the full packet of OXONE is admixed with the full bottle of shampoo and agitated until all the OXONE dissolves.
- the pH of the composition is ca. 8.5.
- the freshly prepared OXONE-shampoo composition of Example V is used to straighten hair as follows.
- the hair to be straightened is first moistened with tap water and all of the shampoo composition is applied to the hair and worked in until a lather forms.
- the composition is then allowed to remain in contact with the hair for approximately 30 minutes, after which the hair is thoroughly rinsed with water and lightly towel dried.
- the moist hair is then combed into a substantially straight configuration and affixed in place with clips;
- the hair is then dried using a standard forced air dryer at a temperature of about F. After drying, the clips are removed and the hair is in the substantially straight configuration.
- the straightened hair does not curl or kinischenr conditions of high relative humidity. The natural color of the hair is not substantially affected by this treatment.
- the hair deforming kits of the instant invention comprising a separately packaged, waterbased, non-cationic shampoo and a separately packaged portion of a water-soluble monopersulfate oxidant, said portion being sufficient to provide a concentration of oxidant in the shampoo of at least about 1 percent preferably about 1 percent to about 20 percent by weight.
- a concentration of oxidant in the shampoo of at least about 1 percent preferably about 1 percent to about 20 percent by weight.
- compositions can contain other ingredients such as tints, emollients, hair control agents and the like, so long as such additional ingredients are not cationic in nature.
- a process for deforming hair comprising: (1) contacting said hair with an-aqueous solution comprising from about 1 percent to about 20 percent by weight of an oxidant of the formula MHSO wherein M is an alkali metal cation, at a pH of from about 5 to about '1 l; (2) subjecting the moist, treated hair to a longitudinal stress; and (3) thereafter drying the hair in the stressed configuration.
- a process according to claim 1 carried out at a pH in the range of 7.0 to 9.5.
- an aqueous solution comprising from about 3 percent to about 15 percent by weight of KHSO from about 0.5 percent to about percent by weight of sodium bicarbonate, from about 0.5 percent to about 10 percent by weight of sodium carbonate, for a period of from about from 5 minutes to about 30 minutes, rinsed, subjected to a longitudinal stress and dried in the stressed configuration.
- a process for deforming hair comprising the steps of: (l) contacting hair with an aqueous solution comprising from about 1 percent to about percent by weight of oxidant of the formula MHSO; wherein M is an alkali metal cation, at a pH of from about 5 to about I l for a period of time from about 1 minute to about minutes; (2) rinsing the oxidant solution from the 14 hair with water; (3) subjecting the moistened hair from step (2) to a longitudinal stress; and (4) drying the hair while in the stressed configuration.
- a process according to claim 10 wherein the stress is applied by winding the hair on a mandrel.
- a process according to claim 10 wherein the oxidant is KHSO 14. A process according to claim 10 wherein the oxidant is OXONE.
- a process according to claim 10 which is carried out at a pH in the range of 7.0 to 9.5.
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Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00294053A US3805809A (en) | 1972-10-02 | 1972-10-02 | Hair setting process |
| CA182,182A CA1042346A (en) | 1972-10-02 | 1973-09-28 | Hair setting process |
| DE19732349045 DE2349045A1 (de) | 1972-10-02 | 1973-09-29 | Verfahren zur verformung von haar |
| SE7313338A SE7313338L (cs) | 1972-10-02 | 1973-10-01 | |
| FR7335024A FR2201071B1 (cs) | 1972-10-02 | 1973-10-01 | |
| IT52839/73A IT1029601B (it) | 1972-10-02 | 1973-10-01 | Composizione cosmetica per mettere in piega capelli e confezione in scatola per essa |
| IE1744/73A IE38337B1 (en) | 1972-10-02 | 1973-10-01 | Hair setting |
| NL7313554A NL7313554A (cs) | 1972-10-02 | 1973-10-02 | |
| AU60930/73A AU6093073A (en) | 1972-10-02 | 1973-10-02 | Hair setting process |
| GB4597473A GB1429086A (en) | 1972-10-02 | 1973-10-02 | Hair setting |
| JP48110935A JPS4985247A (cs) | 1972-10-02 | 1973-10-02 | |
| BE136245A BE805553A (fr) | 1972-10-02 | 1973-10-02 | Procede pour la deformation des cheveux |
| US05/438,816 US3935868A (en) | 1972-10-02 | 1974-02-01 | Hair setting process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00294053A US3805809A (en) | 1972-10-02 | 1972-10-02 | Hair setting process |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US05/438,816 Division US3935868A (en) | 1972-10-02 | 1974-02-01 | Hair setting process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3805809A true US3805809A (en) | 1974-04-23 |
Family
ID=23131685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00294053A Expired - Lifetime US3805809A (en) | 1972-10-02 | 1972-10-02 | Hair setting process |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3805809A (cs) |
| JP (1) | JPS4985247A (cs) |
| AU (1) | AU6093073A (cs) |
| BE (1) | BE805553A (cs) |
| CA (1) | CA1042346A (cs) |
| DE (1) | DE2349045A1 (cs) |
| FR (1) | FR2201071B1 (cs) |
| GB (1) | GB1429086A (cs) |
| IE (1) | IE38337B1 (cs) |
| IT (1) | IT1029601B (cs) |
| NL (1) | NL7313554A (cs) |
| SE (1) | SE7313338L (cs) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4361157A (en) * | 1979-03-05 | 1982-11-30 | James Odie R | Method of curling negroid hair without rollers |
| US5559089A (en) * | 1992-03-12 | 1996-09-24 | The Procter & Gamble Company | Low-dosage automatic dishwashing detergent with monopersulfate and enzymes |
| US5599781A (en) * | 1995-07-27 | 1997-02-04 | Haeggberg; Donna J. | Automatic dishwashing detergent having bleach system comprising monopersulfate, cationic bleach activator and perborate or percarbonate |
| US5739172A (en) * | 1992-07-01 | 1998-04-14 | Church & Dwight Co., Inc. | Environmentally safe pesticide compositions |
| US20070278182A1 (en) * | 2006-06-02 | 2007-12-06 | Robert Jeffrey Durante | Potassium monopersulfate solutions |
| US20160287500A1 (en) * | 2013-11-21 | 2016-10-06 | Conopco, Inc., D/B/A Unilever | Method of shaping hair |
| US10617615B2 (en) | 2013-11-21 | 2020-04-14 | Conopco, Inc. | Method of treating hair |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6264703B1 (en) * | 2000-02-10 | 2001-07-24 | Janet Lynn Coope | Hair coloring composition using an inorganic peroxymonosulfate salt as an oxidation agent |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3399682A (en) * | 1963-08-05 | 1968-09-03 | Hoyu Shokai Kk | Method of simultaneously permanently dyeing and waving human hair |
| US3472604A (en) * | 1965-09-27 | 1969-10-14 | Clairol Inc | Retarding damage to hair on the head with polymerizable vinyl monomers in bleaching or dyeing processes |
| US3560610A (en) * | 1967-10-13 | 1971-02-02 | Hercules Inc | Hair-setting composition |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2774355A (en) * | 1955-03-23 | 1956-12-18 | Du Pont | Permanent hair waving neutralization by monopersulfate |
| DE2014628A1 (de) * | 1970-03-26 | 1971-10-14 | WeIIaAG, 6100 Darmstadt | Verfahren zur Streckung und gleich zeitigen Färbung menschlicher Haare |
-
1972
- 1972-10-02 US US00294053A patent/US3805809A/en not_active Expired - Lifetime
-
1973
- 1973-09-28 CA CA182,182A patent/CA1042346A/en not_active Expired
- 1973-09-29 DE DE19732349045 patent/DE2349045A1/de active Pending
- 1973-10-01 SE SE7313338A patent/SE7313338L/sv unknown
- 1973-10-01 IT IT52839/73A patent/IT1029601B/it active
- 1973-10-01 IE IE1744/73A patent/IE38337B1/xx unknown
- 1973-10-01 FR FR7335024A patent/FR2201071B1/fr not_active Expired
- 1973-10-02 BE BE136245A patent/BE805553A/xx unknown
- 1973-10-02 NL NL7313554A patent/NL7313554A/xx not_active Application Discontinuation
- 1973-10-02 JP JP48110935A patent/JPS4985247A/ja active Pending
- 1973-10-02 GB GB4597473A patent/GB1429086A/en not_active Expired
- 1973-10-02 AU AU60930/73A patent/AU6093073A/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3399682A (en) * | 1963-08-05 | 1968-09-03 | Hoyu Shokai Kk | Method of simultaneously permanently dyeing and waving human hair |
| US3472604A (en) * | 1965-09-27 | 1969-10-14 | Clairol Inc | Retarding damage to hair on the head with polymerizable vinyl monomers in bleaching or dyeing processes |
| US3560610A (en) * | 1967-10-13 | 1971-02-02 | Hercules Inc | Hair-setting composition |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4361157A (en) * | 1979-03-05 | 1982-11-30 | James Odie R | Method of curling negroid hair without rollers |
| US5559089A (en) * | 1992-03-12 | 1996-09-24 | The Procter & Gamble Company | Low-dosage automatic dishwashing detergent with monopersulfate and enzymes |
| US5739172A (en) * | 1992-07-01 | 1998-04-14 | Church & Dwight Co., Inc. | Environmentally safe pesticide compositions |
| US5599781A (en) * | 1995-07-27 | 1997-02-04 | Haeggberg; Donna J. | Automatic dishwashing detergent having bleach system comprising monopersulfate, cationic bleach activator and perborate or percarbonate |
| US20070278182A1 (en) * | 2006-06-02 | 2007-12-06 | Robert Jeffrey Durante | Potassium monopersulfate solutions |
| US7442323B2 (en) | 2006-06-02 | 2008-10-28 | E. I. Du Pont De Nemours And Company | Potassium monopersulfate solutions |
| US20090008601A1 (en) * | 2006-06-02 | 2009-01-08 | E.I. Du Pont De Nemours And Company | Potassium monopersulfate solutions |
| US8123970B2 (en) | 2006-06-02 | 2012-02-28 | E.I. Du Pont De Nemours And Company | Potassium monopersulfate solutions |
| US20160287500A1 (en) * | 2013-11-21 | 2016-10-06 | Conopco, Inc., D/B/A Unilever | Method of shaping hair |
| US10588839B2 (en) * | 2013-11-21 | 2020-03-17 | Conopco, Inc. | Method of shaping hair |
| US10617615B2 (en) | 2013-11-21 | 2020-04-14 | Conopco, Inc. | Method of treating hair |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7313554A (cs) | 1974-04-04 |
| BE805553A (fr) | 1974-04-02 |
| AU6093073A (en) | 1975-04-10 |
| GB1429086A (en) | 1976-03-24 |
| FR2201071A1 (cs) | 1974-04-26 |
| FR2201071B1 (cs) | 1977-05-27 |
| IT1029601B (it) | 1979-03-20 |
| IE38337L (en) | 1974-04-02 |
| JPS4985247A (cs) | 1974-08-15 |
| DE2349045A1 (de) | 1974-04-18 |
| SE7313338L (cs) | 1974-04-03 |
| CA1042346A (en) | 1978-11-14 |
| IE38337B1 (en) | 1978-02-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: DEP CORPORATION, 2101 EAST VIA ARADO AVENUE, RANCH Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:PROCTER & GAMBLE COMPANY, THE;REEL/FRAME:005483/0242 Effective date: 19901001 |