US2717228A - Hair waving composition - Google Patents

Hair waving composition Download PDF

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Publication number
US2717228A
US2717228A US222527A US22252751A US2717228A US 2717228 A US2717228 A US 2717228A US 222527 A US222527 A US 222527A US 22252751 A US22252751 A US 22252751A US 2717228 A US2717228 A US 2717228A
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US
United States
Prior art keywords
hair
urea
thiol
waving
ammonium
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
Application number
US222527A
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English (en)
Inventor
Alfred E Brown
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gillette Co LLC
Original Assignee
Gillette Co LLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to BE510867D priority Critical patent/BE510867A/xx
Application filed by Gillette Co LLC filed Critical Gillette Co LLC
Priority to US222527A priority patent/US2717228A/en
Priority to FR1062508D priority patent/FR1062508A/fr
Application granted granted Critical
Publication of US2717228A publication Critical patent/US2717228A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts

Definitions

  • My invention relates to a liquid hair waving composition of improved characteristicsand more particularly relates .to an improved waving lotion for waving human hair on the head without the use of heat.
  • Waving lotions of the type herein comprise as their active component a compound, usually referred to as a reducing agent, which acts to convert the disulfide or cystine bonds of the hair keratin to sulfhydryl groups.
  • a reducing agent acts to convert the disulfide or cystine bonds of the hair keratin to sulfhydryl groups.
  • neutralizer solutions which in general are solutions of oxidizing agents such as hydrogen peroxide, potassium bromate, alkaline perborate and the like.
  • the composition herein utilizes a thiol, i. e., an organic compound containing a sulfhydryl or mercaptan group, as the hair-reducing agent.
  • a thiol i. e., an organic compound containing a sulfhydryl or mercaptan group
  • the thiol is employed in aqueous alkaline solution, the pH of the solution being variable within limits hereinafter indicated.
  • Preferred thiols are those comprising strong polar groups, particularly neutralized acid groups, e. g., ammonium thioglycolate, sodium thioglycolate, the sodium and ammoni um salts of mercaptoethanesulfonic acid and 3- mercapto- 2-hydroxypropanesulfonicYacid, etc.
  • thiol waving lotions as presently. marketed necessarily represent a compromise, although there isconsiderable deviation among brands, some manufacturers preferring a relatively high concentration of the thiol with a relatively lowpH, others preferring to incjreasethe pH and reduce the thiol content. In any case, to reduce the waving time below the one to two hour periodv ordinarily required, it is necessary to make the pH of the thioglycolate concentration of the lotion so high that maximum wave quality is not obtained.
  • the present invention aims to generally increase the effectiveness of thiol waving lotions.
  • the invention may be applied in any one of a numberof ways.
  • the plasticization of the hair may be markedly speeded up and substantially tighter wave undulations produced without increasing either the concentration of the thiol or the alkalinity of the lotion.
  • eitheror both the thiol concentration and the alkalinity may be substantially reduced, yet adequate plasticization of the hair achieved in the same or a short er period.
  • My invention stems from a discovery previously made that the reduction of hair withthiol compounds is accompanied by substantial swelling of the hair. In considering this discovery, it occurred to me that the swelling proved-to be altoether effective in waving hair.
  • My invention is particularly striking in its effects as demonstrated in relation to the thiol cysteine.
  • This compound used in concentrations and at pH values which are both safe and commercially feasible, does not provide an acceptable wave; indeed, at room temperature it shows so little waving activity that for all practical purposes it-isvalueless for home waving.
  • the composition becomes substantially as effective as the conventional ammonium thioglycolate compositions.
  • low molecular weight monoalkyl derivatives of urea as methyl and ethyl urea, for example, are also applicable.
  • the poly-alkyl derivative, dimethyl urea, for instance, are inoperative, as are urea derivatives comprising aryl groups.
  • compositions within the scope of my invention are from 0.35 to- 0.8 molar in the respect of the 3 thiol and from 0.5 to 4.0 molar in the respect of the urea compound.
  • the pH of the compositions may lie anywhere within the range 8.6 to 9.5. Naturally, I do not mean by the recitation of these limits to encompass compositions which are unsafe or ineffective for hair waving. Thus, when the pH of the composition lies within the upper portion of the stated range, the concentration of the solutes, particularly the thiol, will be generally lower than when the pH lies within the lower portion of such range.
  • urea to reduce the amount of thiol needed for a given waving effect is of substantial advantage from a commercial standpoint since urea is much less EXPEIF sive than any of the thiols.
  • thiol and urea compound I may include a perfume in the composition; also a wetting agent and a creaming agent.
  • a perfume in the composition; also a wetting agent and a creaming agent.
  • These materials are old in waving lotions; in fact, it is because of the practice of including a creaming agent that the preparations are referred to as lotions.
  • the amount of ammonium salt included in the lotion hinges on the identity of the salt and on the extent of deswelling required in order to avoid the over-processing.
  • concentrations of the salt i. e., concentrations such that the molarity of the solution in point of the salt exceeds 3 M, the advantage is largely lost.
  • the ammonium salt is used in a concentration within the range 0.25 to 2.0 M.
  • Table II The swelling of hair in ammonium thioglycolate lotions containing urea and ammonium salts, taken from the portion of the shaft which is just above the scalp line Table III'.-The performance of 0.5 M ammonium thioglycolate lotions containing urea and ammonium salts with relation to swelling and-waving activity r m Composition mersion Lotion H Wave for- No. v P Rating Urea Salt (Cone) Mi fig Per- Per- M cent cent 0. 0 9. 3 -l( 47 100 1. 5 9. 3 I 81 111 1. 0 9. 3 l 86 1. 5 9. 3 54 l. 5 9. 1 61 96 2. 0 (NH4)2SO4 (0.3 M) 9.
  • Compositions 3-7 inclusive in Table III illustrate the variations in pH, .salt concentration and urea concentration which can be made with improvement in waving results in lotions of the indicated ammonium thioglycolate concentration. It will be observed from this table that the swelling level after 30 minutes in the case of each of these ammonium salt-containing compositions was let: than the 100% obtaining in the instance of the control position, i. e., lotion No. 1. On the other hand, the rate of swelling as indicated by the minute value was greater. In each of Tables II and HI, the swelling after 30 minutes is equivalent to the equilibrium swelling.
  • Example I A solution containing 2.6 M urea and 0.45 M am-' monium thioglycolate, brought to a pH of 9.4 by the addi tion of ammonium hydroxide, when tested on the heads of several subjects, following favorable results with hair tresses made from cuttings from human hair, was founi to allow for the impartation of a very good cold wave despite the relatively low thiol concentration.
  • Example 11 A composition containing 0.5 M cysteine hydrochloride and 3 M urea, adjusted to a pH of 9.4 with ammonia, plasticized the test hair to the extent required for impartation of a good wave in about 30 minutes. If the urea is omitted, very little waving activity is observed, even though the solution is left in contact with the hair for a substantially longer period.
  • thiols containing neutralized acid groups my invention may also be applied to thiol compositions in which the thiol does not comprise such a group.
  • satisfactory resul '1 may be had with alkaline polar thiols such as fl-thioethylamine or with non-polar and essentially neutral thiols as exemplified, for instance, by fi-hydroxyethanethiol, monothiodimethyl ketone, B-monothiodiethylether, the ethyl ester of thioglycolic acid, and the various amides of thin glycolic acid.
  • ammonium salts of mercaptoethanesulfonic acid and 3-mercapto-2-hydroxypropanesulfonic acid are not prone to cause over-processing of the hair in the presence of urea and hence do not require the employment of an ammonium salt therewith.
  • An aqueous hair waving composition having a pH within the range 8.6 to 9.4 and comprising ammonium thioglycolate, a urea compound capable of swelling hair selected from the class consisting of urea, methyl urea and ethyl urea, and an ammonium salt of a strong mineral acid incapable of reducing hair, said composition being from 0.4 to 0.6 molar in the respect of the ammonium thioglycolate, from 0.5 to 3.0 molar in the respect of the urea compound and from 0.5 to 1.5 molar in point of the ammonium salt.
  • An aqueous hair waving composition having a pH within the range 9.0 to 9.5 and comprising cysteine effective as a hair-reducing agent and a urea compound capable of swelling hair selected from the class consisting of urea, methyl urea and ethyl urea, said composition being from 0.4 to 0.8 molar in the respect of the cysteine derivative and from 0.5 to 4.0 molar in the respect of the urea compound.
  • An aqueous hair waving composition having a pH within the range of 9.0 to 9.5 and comprising a salt of mercaptoethanesulfonic acid effective as a hair-reducing agent and a urea compound capable of swelling hair selected from the class consisting of urea, methyl urea and ethyl urea, said composition being from 0.4 to 0.8 molar in the respect of said salt and from 0.5 to 4.0 molar in the respect of the urea compound.
  • An aqueous hair Waving composition having a pH Within the range 9.0 to 9.5 and comprising a salt of 3- mercapto-Z-hydroxypropanesulfonic acid effective as a hair-reducing agent and a urea compound capable of swelling hair selected from the class consisting of urea, methyl urea and ethyl urea, said composition being from 0.4 to 0.8 molar in the respectof said salt and from 0.5 to 4.0 molar in the respect of the urea compound.
  • An aqueous hair waving composition having a pH within the range 8.6 to 9.5 comprising a thiol hair reducing agent, a urea compound capable of swelling hair selected from the class consisting of urea, methyl urea and ethyl urea and an ammonium salt of a strong mineral acid incapable of reducing hair, said composition being from 0.35 to 0.8 molar in said thiol, from 0.5 to 4.0 molar in said urea compound and from 0.25 to 2.0 molar in said ammonium salt.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
US222527A 1951-04-23 1951-04-23 Hair waving composition Expired - Lifetime US2717228A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BE510867D BE510867A (de) 1951-04-23
US222527A US2717228A (en) 1951-04-23 1951-04-23 Hair waving composition
FR1062508D FR1062508A (fr) 1951-04-23 1952-04-21 Perfectionnements aux compositions pour l'ondulation des cheveux

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US222527A US2717228A (en) 1951-04-23 1951-04-23 Hair waving composition

Publications (1)

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US2717228A true US2717228A (en) 1955-09-06

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BE (1) BE510867A (de)
FR (1) FR1062508A (de)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2793980A (en) * 1956-01-16 1957-05-28 Dresset Corp Process and composition for setting hair on the human head
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
US3039934A (en) * 1956-12-10 1962-06-19 Rayette Inc Hair waving composition
US3063908A (en) * 1958-05-29 1962-11-13 Oreal Process for permanent deformation of hair
US3071515A (en) * 1958-12-31 1963-01-01 Procter & Gamble Hair waving compositions
US3164278A (en) * 1963-05-09 1965-01-05 Lohrer Hardy Stopper for closing containers, such as bottles, flasks and the like
US3230144A (en) * 1959-04-24 1966-01-18 Gillette Co Permanent waving lotion
US3693633A (en) * 1963-04-18 1972-09-26 Oreal Waving hair with a water soluble thiol chain containing polymer and a water soluble disulfide
US4139610A (en) * 1976-04-19 1979-02-13 Kyowa Hakko Kogyo Kabushiki Kaisha Permanent waving composition
US4177260A (en) * 1976-04-06 1979-12-04 Wella Aktiengesellschaft Cosmetic preparations
US4237910A (en) * 1979-09-24 1980-12-09 Johnson Products Co., Inc. Stable hair relaxer
EP0102495A2 (de) * 1982-07-30 1984-03-14 Helene Curtis Industries, Inc. Dauerwellensystem und -lotion und Verfahren zum Wellen der Haare
US5338540A (en) * 1985-02-04 1994-08-16 Conopco, Inc. Hair waving and straightening composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1229980B (de) * 1960-08-30 1966-12-08 Schwarzkopf Fa Hans Dauerwellverfahren

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB443359A (en) * 1934-06-20 1936-02-20 Ici Ltd Compositions for setting animal fibres such as wool or hair
US2437965A (en) * 1944-01-18 1948-03-16 Lawrence Richard Bruce Inc Method for relaxing keratinous fibres
US2501184A (en) * 1944-04-06 1950-03-21 Lawrence Richard Bruce Inc Method of dyeing keratinous fibers

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB443359A (en) * 1934-06-20 1936-02-20 Ici Ltd Compositions for setting animal fibres such as wool or hair
US2437965A (en) * 1944-01-18 1948-03-16 Lawrence Richard Bruce Inc Method for relaxing keratinous fibres
US2501184A (en) * 1944-04-06 1950-03-21 Lawrence Richard Bruce Inc Method of dyeing keratinous fibers

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US2793980A (en) * 1956-01-16 1957-05-28 Dresset Corp Process and composition for setting hair on the human head
US3039934A (en) * 1956-12-10 1962-06-19 Rayette Inc Hair waving composition
US3063908A (en) * 1958-05-29 1962-11-13 Oreal Process for permanent deformation of hair
US3071515A (en) * 1958-12-31 1963-01-01 Procter & Gamble Hair waving compositions
US3230144A (en) * 1959-04-24 1966-01-18 Gillette Co Permanent waving lotion
US3693633A (en) * 1963-04-18 1972-09-26 Oreal Waving hair with a water soluble thiol chain containing polymer and a water soluble disulfide
US3164278A (en) * 1963-05-09 1965-01-05 Lohrer Hardy Stopper for closing containers, such as bottles, flasks and the like
US4177260A (en) * 1976-04-06 1979-12-04 Wella Aktiengesellschaft Cosmetic preparations
US4139610A (en) * 1976-04-19 1979-02-13 Kyowa Hakko Kogyo Kabushiki Kaisha Permanent waving composition
US4237910A (en) * 1979-09-24 1980-12-09 Johnson Products Co., Inc. Stable hair relaxer
EP0102495A2 (de) * 1982-07-30 1984-03-14 Helene Curtis Industries, Inc. Dauerwellensystem und -lotion und Verfahren zum Wellen der Haare
EP0102495A3 (de) * 1982-07-30 1985-05-15 Helene Curtis Industries, Inc. Dauerwellensystem und -lotion und Verfahren zum Wellen der Haare
US5338540A (en) * 1985-02-04 1994-08-16 Conopco, Inc. Hair waving and straightening composition

Also Published As

Publication number Publication date
BE510867A (de)
FR1062508A (fr) 1954-04-23

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