WO2013072675A2 - Method of manufacture - Google Patents

Method of manufacture Download PDF

Info

Publication number
WO2013072675A2
WO2013072675A2 PCT/GB2012/052815 GB2012052815W WO2013072675A2 WO 2013072675 A2 WO2013072675 A2 WO 2013072675A2 GB 2012052815 W GB2012052815 W GB 2012052815W WO 2013072675 A2 WO2013072675 A2 WO 2013072675A2
Authority
WO
WIPO (PCT)
Prior art keywords
composition
acid
depilatory
premix
thioglycolate
Prior art date
Application number
PCT/GB2012/052815
Other languages
French (fr)
Other versions
WO2013072675A3 (en
Inventor
Jane Evison
Original Assignee
Reckitt & Colman (Overseas) Limited
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
Application filed by Reckitt & Colman (Overseas) Limited filed Critical Reckitt & Colman (Overseas) Limited
Publication of WO2013072675A2 publication Critical patent/WO2013072675A2/en
Publication of WO2013072675A3 publication Critical patent/WO2013072675A3/en

Links

Classifications

    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8164Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00Preparations for removing hair or for aiding hair removal
    • A61Q9/04Depilatories

Definitions

  • the present invention relates to method of manufacture of a depilatory composition comprising a depilatory compound having a thiol group, comprising the step of forming a premix with a mixture of at least one carboxylic acid with a metal hydroxide, to the composition obtained by such a method, and to a method of depilation using such a composition.
  • the present invention relates to depilatory gel which has foams when applied to the skin.
  • Compositions for removing superfluous body hair which include a compound that degrades hair keratin are well known. After the composition has been applied it is allowed to remain on the skin to degrade the hairs and is then removed together with the degraded hairs.
  • Depilatory compositions of this type typically comprise depilatory compounds which have a thiol group such as potassium thioglycolate, which typically contain sodium hydroxide to provide a high pH.
  • a thiol group such as potassium thioglycolate
  • sodium hydroxide typically contain sodium hydroxide to provide a high pH.
  • WO 2006021782 describes depilatory compositions in the form of a cream for use in the shower which comprise a homopolymer of polyethylene to reduce tendency to being washed off, thus ensuring optimum residence time of the composition on the skin to effect depilation.
  • a method of manufacture of an aqueous gel depilatory composition which comprises the following steps: • mixture of at least one Cio-2o carboxylic acid with a metal hydroxide and water to form a first premix;
  • the method according to the first embodiment of the invention as hereinbefore described is one wherein the final composition comprises between from 1 .0 to 4.0 wt% of the at least one carboxylic acid, more preferably from 1 .5 to 3.0 wt% of the at least one carboxylic acid.
  • the first premix comprises a mixture of at least two different Cio-2o carboxylic acids, more preferably the two different Cio-2o carboxylic acids are C12-18 carboxylic acids, and especially the two different carboxylic acids are myristic acid (CM) and palmitic acid (C16).
  • the weight ratio of lower molecular weight carboxylic acid to higher molecular weight carboxylic acid is from 3:1 to 1 .1 :1
  • the metal hydroxide is a Group I metal hydroxide; more preferably sodium or potassium hydroxide, especially potassium hydroxide.
  • the cross-linked polymer is present in the composition in an amount of from 1 .5 to 5 wt% based on the total weight of the composition, more preferably in an amount of from 2 to 3 wt% based on the total weight of the composition.
  • the cross-linked polymer is poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene.
  • a method of manufacture which further comprises the addition of a salt selected from di- and tri-valent salts, such as magnesium chloride, calcium chloride, ammonium chloride, magnesium sulphate, calcium sulphate, aluminium sulphate, magnesium carbonate, calcium sulphate, calcium carbonate; preferably the salt is magnesium chloride.
  • a salt selected from di- and tri-valent salts, such as magnesium chloride, calcium chloride, ammonium chloride, magnesium sulphate, calcium sulphate, aluminium sulphate, magnesium carbonate, calcium sulphate, calcium carbonate; preferably the salt is magnesium chloride.
  • the depilatory compound having a thiol group may be any compound capable of degrading keratin; preferably the depilatory compound is selected from the group consisting of potassium thioglycolate, dithioerythritol, thioglycerol, thioglycol, thioxanthine, thiosalicylic acid, N-acetyl-L-cysteine, lipoic acid, sodium dihydrolipoate 6,8- dithioocatanoate, sodium 6,8-diothioocatanoate, a hydrogen sulphide salt, thioglycolic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiomalic acid, ammonium thioglycolate, glyceryl monothioglycolate, monoethanolamine thioglycolate, monoethanolamine thioglycolic acid, diammoni
  • the depilatory compound is present in the composition in an amount of from 5 to 20 wt% based on the total weight of the composition, more preferably in an amount of from 10 to 15 wt%.
  • a method of manufacture which further comprises the addition of a component which accelerates the keratin degradation reaction such as urea, thiourea, dithioerythritol, dimethyl isosorbide (DMI), ethoxydiglycol (Transcutol) or methyl propyl diol (MT diol).
  • a component which accelerates the keratin degradation reaction such as urea, thiourea, dithioerythritol, dimethyl isosorbide (DMI), ethoxydiglycol (Transcutol) or methyl propyl diol (MT diol).
  • the composition comprises up to 15 wt% of the accelerator based on the total weight of the composition.
  • a depilatory composition manufactured by a method according to the first embodiment as hereinbefore described comprising:
  • the depilatory composition consists essentially of components (a) - (k).
  • composition was prepared as follows:

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)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

The present invention is directed to a method of manufacture of an aqueous gel depilatory composition which comprises the following steps: mixture of at least one C10-20 carboxylic acid with a metal hydroxide and water to form a first premix; mixture of a crosslinked co-polymer comprising maleic anhydride with water to form a second premix; admixture of the first premix to the second premix to form a homogeneous composition; and addition of a depilatory compound having a thiol group to the homogeneous composition.

Description

METHOD OF MANUFACTURE
The present invention relates to method of manufacture of a depilatory composition comprising a depilatory compound having a thiol group, comprising the step of forming a premix with a mixture of at least one carboxylic acid with a metal hydroxide, to the composition obtained by such a method, and to a method of depilation using such a composition. In particular, the present invention relates to depilatory gel which has foams when applied to the skin. Compositions for removing superfluous body hair which include a compound that degrades hair keratin are well known. After the composition has been applied it is allowed to remain on the skin to degrade the hairs and is then removed together with the degraded hairs. Depilatory compositions of this type typically comprise depilatory compounds which have a thiol group such as potassium thioglycolate, which typically contain sodium hydroxide to provide a high pH. However, there is a significant disadvantage in using these compounds in that they can irritate and even damage the skin as a result of the high pH (usually above 12).
WO 2006021782 describes depilatory compositions in the form of a cream for use in the shower which comprise a homopolymer of polyethylene to reduce tendency to being washed off, thus ensuring optimum residence time of the composition on the skin to effect depilation.
Surprisingly, it has been found that addition of a premix of one or more carboxylic acids to the mix for manufacture of a gel depilatory composition gives a product with the appearance of a gel but which foams on contact with the skin, thus improving residence time.
Accordingly, there is described in a first embodiment of the present invention a method of manufacture of an aqueous gel depilatory composition which comprises the following steps: • mixture of at least one Cio-2o carboxylic acid with a metal hydroxide and water to form a first premix;
• mixture of a crosslinked co-polymer comprising maleic anhydride with water to form a second premix;
· admixture of the first premix to the second premix to form a homogeneous composition; and,
• addition of a depilatory compound having a thiol group to the homogeneous composition. Preferably the method according to the first embodiment of the invention as hereinbefore described is one wherein the final composition comprises between from 1 .0 to 4.0 wt% of the at least one carboxylic acid, more preferably from 1 .5 to 3.0 wt% of the at least one carboxylic acid. Preferably in the method according to the first embodiment of the invention as hereinbefore described the first premix comprises a mixture of at least two different Cio-2o carboxylic acids, more preferably the two different Cio-2o carboxylic acids are C12-18 carboxylic acids, and especially the two different carboxylic acids are myristic acid (CM) and palmitic acid (C16).
Preferably in the method according to the first embodiment of the invention as hereinbefore described the weight ratio of lower molecular weight carboxylic acid to higher molecular weight carboxylic acid is from 3:1 to 1 .1 :1 Preferably in the method according to the first embodiment of the invention as hereinbefore described the metal hydroxide is a Group I metal hydroxide; more preferably sodium or potassium hydroxide, especially potassium hydroxide.
Preferably in the method according to the first embodiment of the invention as hereinbefore described the cross-linked polymer is present in the composition in an amount of from 1 .5 to 5 wt% based on the total weight of the composition, more preferably in an amount of from 2 to 3 wt% based on the total weight of the composition. Preferably the cross-linked polymer is poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene.
In a further aspect of the first embodiment of the present invention as hereinbefore described, there is provided a method of manufacture which further comprises the addition of a salt selected from di- and tri-valent salts, such as magnesium chloride, calcium chloride, ammonium chloride, magnesium sulphate, calcium sulphate, aluminium sulphate, magnesium carbonate, calcium sulphate, calcium carbonate; preferably the salt is magnesium chloride.
In a particular preference of the method as hereinbefore described, the depilatory compound having a thiol group may be any compound capable of degrading keratin; preferably the depilatory compound is selected from the group consisting of potassium thioglycolate, dithioerythritol, thioglycerol, thioglycol, thioxanthine, thiosalicylic acid, N-acetyl-L-cysteine, lipoic acid, sodium dihydrolipoate 6,8- dithioocatanoate, sodium 6,8-diothioocatanoate, a hydrogen sulphide salt, thioglycolic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiomalic acid, ammonium thioglycolate, glyceryl monothioglycolate, monoethanolamine thioglycolate, monoethanolamine thioglycolic acid, diammoniumdithiodiglycolate, ammonium thiolactate, monoethanolamine thiolactate, thioglycolamide, homocysteine, cysteine, glutathione, dithiothreitol, dihydrolipoic acid, 1 ,3- dithiopropanol, thioglycolamide, glycerylmonothioglycolate, thioglycol-hydrazine, keratinase, guanidine thioglycolate, calcium thioglycolate and/or cysteamine; especially preferred is a method wherein the depilatory compound is potassium thioglycolate.
In a particular preference of the method as hereinbefore described the depilatory compound is present in the composition in an amount of from 5 to 20 wt% based on the total weight of the composition, more preferably in an amount of from 10 to 15 wt%.
In a further aspect of the first embodiment of the present invention as hereinbefore described, there is provided a method of manufacture which further comprises the addition of a component which accelerates the keratin degradation reaction such as urea, thiourea, dithioerythritol, dimethyl isosorbide (DMI), ethoxydiglycol (Transcutol) or methyl propyl diol (MT diol). In a particularly preferable aspect of the method as hereinbefore described the composition comprises up to 15 wt% of the accelerator based on the total weight of the composition.
In a second embodiment of the present invention, there is provided a depilatory composition manufactured by a method according to the first embodiment as hereinbefore described comprising:
(a) 1 - 5% w/w poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene;
(b) 1 .5 - 4 wt% of a mixture of CM and Ci6 carboxylic acids;
(c) 0.01 - 1 % w/w an inorganic salt;
(d) 0 - 10% w/w glycerine;
(e) 5 - 10% w/w urea;
(f) 0.01 - 1 % w/w sodium gluconate;
(g) 0.01 - 1 % w/w lotus milk extract;
(h) 10 - 15% w/w aqueous potassium thioglycolate solution;
(i) 1 - 5% w/w sodium silicate solution;
(j) 1 - 5% w/w potassium hydroxide; and
(k) water up to 100%.
In a further aspect of the second embodiment of the present invention as hereinbefore described, there is described a depilatory composition comprising:
(a) 2.2% w/w poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene;
(b) 2.5 wt% of a mixture of CM and Ci6 carboxylic acids;
(c) 0.02% w/w magnesium chloride;
(d) 3% w/w glycerine;
(e) 0.5% w/w urea; 0.1 % w/w sodium gluconate;
0.1 % w/w lotus milk extract;
12% w/w aqueous potassium thioglycolate solution
2.5% w/w sodium silicate solution;
0.365% w/w potassium hydroxide pellets; and
water up to 100%.
In an especially preferred aspect of the second embodiment of the present invention, the depilatory composition consists essentially of components (a) - (k).
Example embodiments of the present invention will now be described.
Lathering Gel
Figure imgf000006_0001
The composition was prepared as follows:
1 . Melt the Myristic acid and Palmitic acid to 75 °C, add the potassium hydroxide pellets already dissolved in small amount of water and mix for 20-25 minutes. This forms premix A
2. In a separate vessel, Stabileze QM & glycerin is stirred in to 24% purified water.
3. Add magnesium chloride pre-dissolved in a little water, the colours and homogenise for 5 minutes. Then heat to 85 °C and add in premix A and homogenise for 5 minutes. Stir in the Crodasinic LS30 NP and cool to 50 °C.
4. Then add a solution of urea, sodium gluconate ,and sodium silicate. Homogenise for 5 minutes and cool to 40 °C
5. Add the potassium thioglycolate, potassium hydroxide solution 50%, cosmetic extract and colorant and homogenise for further 10 minutes.
6. Dispense the product

Claims

Claims:
1 . A method of manufacture of an aqueous gel depilatory composition which comprises the following steps:
· mixture of at least one Cio-2o carboxylic acid with a metal hydroxide and water to form a first premix;
• mixture of a crosslinked co-polymer comprising maleic anhydride with water to form a second premix;
• admixture of the first premix to the second premix to form a homogeneous composition; and,
• addition of a depilatory compound having a thiol group to the homogeneous composition.
2. A method according to claim 1 wherein the final composition comprises between from 1 .0 to 4.0 wt% of the at least one carboxylic acid.
3. A method according to claim 2 wherein the final composition comprises between from 1 .5 to 3.0 wt% of the at least one carboxylic acid. 4. A method according to any preceding claim wherein the first premix comprises from a mixture of at least two different Cio-2o carboxylic acids.
5. A method according to claim 4 wherein the two different Cio-2o carboxylic acids are C12-18 carboxylic acids.
6. A method according to claim 5 wherein the two different carboxylic acids are myristic acid (CM ) and palmitic (C16 ).
7. A method according to any of claims 4 to 6 wherein the weight ratio of lower molecular weight carboxylic acid to higher molecular weight carboxylic acid is from 3:1 to 1 .1 :1
8. A method according to any preceding claim wherein the cross-linked polymer is present in the composition in an amount of from 1 .5 to 5 wt% based on the total weight of the composition. 9. A method according to claim 8 wherein the cross-linked polymer is present in the composition in an amount of from 2 to 3 wt% based on the total weight of the composition.
10. A method according to any preceding claim wherein the cross-linked polymer is poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with
1 ,9 decadiene.
1 1 . A method according to any of the preceding claims which further comprises the addition of a salt selected from di- and tri-valent salts, such as magnesium chloride, calcium chloride, ammonium chloride, magnesium sulphate, calcium sulphate, aluminium sulphate, magnesium carbonate, calcium sulphate, calcium carbonate.
12. A method according to claim 9 wherein the salt is magnesium chloride.
13. A method according to any preceding claim wherein the depilatory compound having a thiol group may be any compound capable of degrading keratin. 14. A method according to claim 13 wherein the depilatory compound is selected from the group consisting of potassium thioglycolate, dithioerythritol, thioglycerol, thioglycol, thioxanthine, thiosalicylic acid, N-acetyl-L-cysteine, lipoic acid, sodium dihydrolipoate 6,8-dithioocatanoate, sodium 6,8-diothioocatanoate, a hydrogen sulphide salt, thioglycolic acid, 2-mercaptopropionic acid, 3- mercaptopropionic acid, thiomalic acid, ammonium thioglycolate, glyceryl monothioglycolate, monoethanolamine thioglycolate, monoethanolamine thioglycolic acid, diammoniumdithiodiglycolate, ammonium thiolactate, monoethanolamine thiolactate, thioglycolamide, homocysteine, cysteine, glutathione, dithiothreitol, dihydrolipoic acid, 1 ,3-dithiopropanol, thioglycolannide, glycerylmonothioglycolate, thioglycol-hydrazine keratinase guanidine thioglycolate, calcium thioglycolate and/or cysteamine. 15. A method according to claim 13 wherein the depilatory compound is potassium thioglycolate.
16. A method according to any preceding claim wherein the depilatory compound is present in the composition in an amount of from 5 to 20 wt% based on the total weight of the composition.
17. A method according to any preceding claim wherein the depilatory compound is present in the composition in an amount of from 10 to 15 wt%. 18. A method according to any preceding claim which further comprises the addition of a component which accelerates the keratin degradation reaction such as urea thiourea, dithioerythritol, dimethyl isosorbide (DMI), ethoxydiglycol (Transcutol) or methyl propyl diol (MT diol). 19. A method according to claim 18 wherein the composition comprises up to 15 wt% of the accelerator based on the total weight of the composition.
20. A depilatory composition manufactured by a method according to any preceding claim comprising:
(a) 1 - 5% w/w poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene;
(b) 1 .5 - 4 wt% of a mixture of CM and Ci6 carboxylic acids;
(c) 0.01 - 1 % w/w an inorganic salt;
(d) 0 - 10% w/w glycerine;
(e) 5 - 10% w/w urea;
(f) 0.01 - 1 % w/w sodium gluconate;
(9) 0.01 - 1 % w/w lotus milk extract; (h) 10 - 15% w/w aqueous potassium thioglycolate solution;
(i) 1 - 5% w/w sodium silicate solution;
G) 1 - 5% w/w potassium hydroxide; and
(k) water up to 100%.
A depilatory composition according to claim 20 comprising:
(a) 2.2% w/w poly(methylvinyl ether/maleic anhydride) co-polymer crosslinked with 1 ,9 decadiene;
(b) 2.5 wt% of a mixture of CM and Ci6 carboxylic acids;
(c) 0.02% w/w magnesium chloride;
(d) 3% w/w glycerine;
(e) 0.5% w/w urea;
(f) 0.1 % w/w sodium gluconate;
(g) 0.1 % w/w lotus milk extract;
(h) 12% w/w aqueous potassium thioglycolate solution;
(i) 2.5% w/w sodium silicate solution;
G) 0.365% w/w potassium hydroxide pellets; and
(k) water up to 100%.
22. A depilatory composition as claimed in either Claim 20 or Claim 21 which consists essentially of components (a) - (k).
PCT/GB2012/052815 2011-11-14 2012-11-13 Method of manufacture WO2013072675A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB201119607A GB201119607D0 (en) 2011-11-14 2011-11-14 Method of manufacture
GB1119607.8 2011-11-14

Publications (2)

Publication Number Publication Date
WO2013072675A2 true WO2013072675A2 (en) 2013-05-23
WO2013072675A3 WO2013072675A3 (en) 2013-11-14

Family

ID=45444092

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2012/052815 WO2013072675A2 (en) 2011-11-14 2012-11-13 Method of manufacture

Country Status (2)

Country Link
GB (1) GB201119607D0 (en)
WO (1) WO2013072675A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7511973B2 (en) 2020-03-24 2024-07-08 株式会社マンダム Hair removal composition

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021782A1 (en) 2004-08-26 2006-03-02 Reckitt Benckiser (Uk) Limited Depilatory composition in emulsion form, process for preparation and use

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA727589A (en) * 1962-12-27 1966-02-08 Braun Ernest Depilatory composition
DE4018874A1 (en) * 1990-06-13 1991-12-19 Basf Ag METHOD FOR PRODUCING COPOLYMERISATES FROM MALEINIC ACID MONOALKYL ESTERS OR MALEIC ACID AND THEIR SALTS AND VINYL ALKYL ETHERS
GB9711447D0 (en) * 1997-04-09 1997-07-30 Reckitt & Colman France
JP4691263B2 (en) * 2001-04-06 2011-06-01 水澤化学工業株式会社 Water-in-oil emulsion
US20070248563A1 (en) * 2006-04-19 2007-10-25 Iovanni Carl F Skin care compositions including marine extracts

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021782A1 (en) 2004-08-26 2006-03-02 Reckitt Benckiser (Uk) Limited Depilatory composition in emulsion form, process for preparation and use

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7511973B2 (en) 2020-03-24 2024-07-08 株式会社マンダム Hair removal composition

Also Published As

Publication number Publication date
GB201119607D0 (en) 2011-12-28
WO2013072675A3 (en) 2013-11-14

Similar Documents

Publication Publication Date Title
ES2609256T3 (en) Keratin fiber straightening process with a heating medium and an acid derivative
WO2013072674A2 (en) Compositions
CA1318564C (en) Viscous, dilutable detergent composition, and process for obtaining same
US4618344A (en) Depilatory compositions
EP3088386B1 (en) Method for producing internal olefin sulfonate
JP2015098495A (en) Depilatory composition
TWI808942B (en) Methods and formulations for curling hair
US4631064A (en) Depilatory compositions
WO2013072675A2 (en) Method of manufacture
RU96124096A (en) COMBINED TWO-PACKAGING SYSTEM FOR SHAVING, CONSISTING OF RESTOR AND MOISTURIZER, TO IMPROVE SHAVING COMFORT
JP3956238B2 (en) Permanent processing agent and processing method for hair based on N-branched alkyl-substituted mercaptoacetamide, and method for producing the same
EP2575742B1 (en) Improvements in or relating to depilatory compositions
US20220265536A1 (en) Depilatory Compositions Comprising Aminoalkylpropanol
KR20140020184A (en) Hair reshaping treatment preparation and method for hair reshaping treatment
JPH07188157A (en) Hair-perming agent and new cysteine glycerol ester which reduces hair keratin
WO2010143484A1 (en) Hair treatment agent and starting material for hair treatment agent
JP6110131B2 (en) Hair treatment agent
JP2017057149A (en) Hair treatment agent and hair penetration method of modified peptide
JP2017218416A (en) First agent for hair deformation, hair deforming agent and hair deforming method
US20050214237A1 (en) Agent and method for permanent hair deformation based on organic borohysride derivatives
JP2011144126A (en) Hair-treating agent and raw material for hair-treating agent
JP6190796B2 (en) Second hair treatment agent and hair treatment method using the second hair treatment agent
JP2020513001A (en) Odorless thiols for permanent waving, straightening, and hair removal applications
JPH08151318A (en) Hair-treating agent composition

Legal Events

Date Code Title Description
122 Ep: pct app. not ent. europ. phase

Ref document number: 12791842

Country of ref document: EP

Kind code of ref document: A2