# US 12,109,286 B2 · Process for semipermanent straightening and permanent shaping hair

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- Number: US 12,109,286 B2
- Document ID: US12109286B2
- Status: Granted
- Kind: B2
- Application number: 15/757,894
- Filed: 2016-03-15
- Published: 2020-07-16
- Granted: 2024-10-08
- Earliest claimed: 2015-09-08
- Assignees: Kao Germany GmbH
- Applicants: Kao Germany GmbH
- Inventors: Bernd Nöcker; Steven Breakspear; Peter Bauer; Manfred Dürr
- Web page: https://patentgrep.com/patent/US12109286B2

## CPC

- A61K 8/362: Polycarboxylic acids
- A61K 8/22: Peroxides; Oxygen; Ozone
- A61K 8/33: containing oxygen
- A61K 8/36: Carboxylic acids; Salts or anhydrides thereof
- A61K 8/365: Hydroxycarboxylic acids; Ketocarboxylic acids
- A61K 8/416: {Quaternary ammonium compounds (A61K8/35 takes precedence)}
- A61K 8/46: containing sulfur (A61K8/44 takes precedence)
- A61K 8/73: Polysaccharides
- A61K 8/89: Polysiloxanes
- A61Q 5/04: Preparations for permanent waving or straightening the hair
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

The present invention relates to a process for semi-permanent straightening and permanent shaping hair, especially human hair, for improved and milder semi-permanent straightening and permanent shaping. It is found out that when commonly used permanent shaping reducing composition is mixed with another composition comprising predominantly carboxylic acids, the permanent shaping effect of the composition is improved, homogeneous shaping of hair fibers is achieved and natural cosmetic properties of hair is maintained and hair may be semi-permanently straightened before such process.

## Claims

### Claim 1

A process for semi-permanent straightening and permanent shaping hair,
wherein the semi-permanent straightening hair comprises the steps of:
a. washing the hair with a cleansing composition and towel drying,
b. applying a first treatment composition A on the hair, wherein the first treatment composition A comprises glyoxylic acid, at least one hydrate of the glyoxylic acid, and/or at least one salt of the glyoxylic acid or the at least one hydrate of the glyoxylic acid,
c. leaving the first treatment composition A on the hair for 1 min to 90 min,
d. optionally rinsing the first treatment composition A off the hair,
e. drying the hair,
f. heating the hair to a temperature in the range of 130° C. to 230° C.,
g. washing the hair with a cleansing composition and towel drying,
wherein the permanent shaping hair is carried out after the semi-permanent straightening hair such that the first treatment composition A is applied onto the hair before a second ready-to-use composition and a third aqueous composition C are applied onto the hair and the permanent shaping hair comprises the steps of:
h. optionally washing and/or shampooing the hair and towel drying,
i. putting hair under tension,
j. applying to the hair the second ready-to-use composition obtained by mixing a composition B and a composition D,
wherein the composition B is an aqueous composition comprising one or more reducing agents and one or more alkalizing agents, the one or more reducing agents present at a concentration in the range of 2 to 15% by weight calculated to a total weight of composition B, and having a pH in the range from 8 to 11, measured at 20° C.,
wherein the composition D is a composition comprising:
1) ethylenediamine tetraacetic acid and/or its salts, and
2) malic acid and/or its salts,
wherein the ethylenediamine tetraacetic acid and/or its salts (1) and the malic acid and/or its salts (2) are present at a total concentration of 10% to 100% by weight, calculated to a total of the composition D and the composition D comprises the ethylenediamine tetraacetic acid and/or its salts (1) and the malic acid and/or its salts (2) at a weight ratio (1)/(2) in the range of 2:1 to 1:100,
wherein the second ready-to-use composition has a pH in the range of 6 to 12, measured at 20° C., and comprises the ethylenediamine tetraacetic acid and/or its salts (1) and the malic and/or its salts (2) at a total concentration in the range of 1.0% to 10.0% by weight, calculated to a total of the second ready-to-use composition,
k. leaving the second ready-to-use composition on the hair for 1 min to 45 min,
l. rinsing the second ready-to-use composition off the hair with water,
m. optionally drying and heating the hair,
n. applying the third aqueous composition C to the hair, wherein the third aqueous composition C comprises one or more oxidizing agents present at a total concentration of 1% to 20% by weight, calculated to a total weight of the third aqueous composition C, and having a pH in the range from 1.5 to 5, wherein the third aqueous composition C is left on the hair for a period from 1 min to 45 min,
o. releasing the tension from hair in case the hair is put under tension in step (i), and
p. rinsing hair and optionally washing with a cleansing composition.

### Claim 2 (depends on 1)

The process according to claim 1 wherein the composition D is a powder, a dispersion, an emulsion or a solution and comprises the ethylenediamine tetraacetic acid and/or its salts (1) and the malic acid and/or its salts (2) at the weight ratio (1)/(2) in the range of 5:15 to 7:92.

### Claim 3 (depends on 1)

The process according to claim 1 wherein the composition D is an aqueous composition.

### Claim 4 (depends on 3)

The process according to claim 3 wherein the composition D has a pH in the range from 1 to 5, measured at 20° C.

### Claim 5 (depends on 1)

The process according to claim 1 wherein the composition B comprises reducing agents from thiogylcolic acid, cysteamine and/or its salts, thioglycerin and/or its salts, glycerin esters of thioglycolic acid and/or its salts, thiolactic acid and/or its salts, cysteine or its derivatives and/or its salts, at a concentration in the range of 3 to 12.5% by weight, calculated to the total weight of composition B.

### Claim 6 (depends on 1)

The process according to claim 1 wherein at least one alkalizing agent comprised in the composition(s) B and/or D is selected from ammonia, alkyl- or alkanolamines according to the general structure
wherein R1, R2, and R3 are same or different H, from C1 to C4, C3 to C4 unsaturated alkyl, C3 to C4 branched alkyl, C1 to C4 hydroxyl alkyl, C3 to C4 unsaturated hydroxyl alkyl, C3 to C4 branched hydroxyl alkyl, with the condition that at least one of R1, R2, or R3 is different from H, wherein the at least one alkalizing agent is selected from ammonia, monoethanolamine, and aminomethyl-propanol.

### Claim 7 (depends on 1)

The process according to claim 1 wherein the compositions A, B, C and/or D comprise one or more ingredients selected from selected from fatty alcohols, surfactants selected from anionic, nonionic, cationic and amphoteric ones, ubiquinones, ceramides, reducing agents, organic solvents, silicones such as linear polysiloxanes, aminated silicones, cyclic silicones, arylated silicones, antioxidants, preservatives, amino acids, polyols.

### Claim 8 (depends on 1)

The process according to claim 1 wherein the semi-permanent straightening hair and permanent shaping hair steps are performed with a time delay of hours, days, week, or months therebetween.

### Claim 9 (depends on 1)

The process according to claim 1 wherein the hair is heated with an iron.

### Claim 10 (depends on 1)

The process according to claim 1 wherein the composition D comprises one or more thickening polymers selected from anionic, nonionic, cationic and amphoteric polymers, with a viscosity of at least 500 mPa·s measured at a polymer concentration of 1% by weight in water and at 20° C. with a Brookfield viscometer, at 10 rpm for 1 minute, with an appropriate spindle.

### Claim 11 (depends on 10)

The process according to claim 10 wherein the thickening polymer is selected from hydroxypropyl xanthan gum, dehydroxanthan gum, xanthan gum, and polymeric anionic thickeners.

### Claim 12 (depends on 1)

The process according to claim 1, wherein the one or more oxidizing agents are present at the total concentration of 2% to 15% by weight, calculated to the total weight of the third aqueous composition C.

### Claim 13 (depends on 1)

The process according to claim 1, wherein the pH of the composition B is in the range of 8 to 10.5, measured at 20° C.

### Claim 14 (depends on 1)

The process according to claim 1, wherein the pH of the second ready-to-use composition is in the range of 6.0 to 10.5, measured at 20° C.

### Claim 15 (depends on 12)

The process according to claim 12, wherein the one or more oxidizing agents of the third aqueous composition C comprises hydrogen peroxide, urea peroxide, melamin peroxide or perborate salts.