# US 2018/0021246 A1 · Process for treating the hair with at least one silicone functionalized with at least one alkoxysilane unit, and steam

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- Number: US 2018/0021246 A1
- Document ID: US20180021246A1
- Status: Published application
- Kind: A1
- Application number: 15/547,166
- Filed: 2016-01-27
- Published: 2018-01-25
- Earliest claimed: 2015-01-29
- Assignees: L'oreal
- Applicants: L'oreal
- Inventors: Melissa CHAMPEAUX; Gregory PLOS; Gabin VIC; Frederic WOODLAND
- Web page: https://patentgrep.com/patent/US20180021246A1

## CPC

- A61K 8/898: containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
- A45D 7/06: combined chemical and thermal
- A61Q 5/06: Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61K 2800/87: Application Devices; Containers; Packaging
- A61K 2800/884: Sequential application
- 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)
- A45D: HAIRDRESSING OR SHAVING EQUIPMENT (wigs, toupees or the like A41G3/00, A41G5/00; hairdressers' chairs A47C1/04; hair cutting appliances, razors B26B); EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

The present invention relates to a process for treating the hair, which comprises: a) the application to the hair of a composition comprising one or more polymers containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups, b) the application to the hair of steam by means of a device that is capable of generating steam, step b) possibly preceding, following or being simultaneous with step a).

## Claims

### Claim 1

Hair treatment process, which comprises:
a) the application to the hair of a composition comprising one or more polymers containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups,
b) the application to the hair of steam by means of a device that is capable of generating steam,
step b) possibly preceding, following or being simultaneous with step a).

### Claim 2 (depends on 1)

Process according to claim 1, characterized in that step b) is subsequent to step a).

### Claim 3

Process according to either of the preceding claims, characterized in that the amount of steam is, limits inclusive, between 0.5 and 60 g/min, preferably 1 and 20 g/min and more preferably 2 and 10 g/min.

### Claim 4

Process according to any one of the preceding claims, characterized in that it also comprises a step of heating the hair at a temperature between, limits inclusive, 50° C. and 250° C., preferably between 90° C. and 250° C., more preferably between 120° C. and 230° C. and better still between 150° C. and 230° C., said heating step possibly preceding, following or being simultaneous with the steam application step b), preferably following the steam application step b).

### Claim 5 (depends on 4)

Process according to claim 4, in which the heating step is performed using a heating device chosen from a straightening iron, a curling iron, a crimping iron, a waving iron, a hair drying hood or a hairdryer, preferably using a straightening iron.

### Claim 6

Process according to the preceding claim, in which the application of steam and the heating of the hair are performed by a single device, preferably a device chosen from a steam-generating straightening iron, a steam-generating curling iron, a steam-generating crimping iron and a steam-generating waving iron, more preferably by a steam-generating straightening iron.

### Claim 7

Process according to the preceding claim, in which the application of steam and the heating of the hair are performed by a single device in which the application of steam and the heating are dissociated.

### Claim 8

Process according to any one of the preceding claims, in which the polymers containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups are of formula (I) below:
in which:
Z2 represents a group —CH2—NR3R4;
Z3 represents a group OR5 or R6;
R1 represents a C1-C6 alkyl group,
R3 represents a hydrogen atom or a group R7; R4 represents a C1-C6 alkyl group or a C5-C6 cycloalkyl group; or
R3 and R4 possibly forming, with the nitrogen atom that bears them, a 5- to 8-membered heterocycle comprising from 1 to 3 heteroatoms,
R5, R6 and R7, which may be identical or different, represent a C1-C6 alkyl group, and
Ra and Rb, which may be identical or different, represent a C1-C2 alkyl group, n represents an integer greater than 1.

### Claim 9

Process according to the preceding claim, in which the C1-C6 alkyl groups are methyl or ethyl groups.

### Claim 10 (depends on 8, 9)

Process according to either of claims 8 and 9, in which R3 and R4 form, with the nitrogen atom that bears them, a 5- to 8-membered heterocycle comprising from 1 to 3 heteroatoms.

### Claim 11

Process according to the preceding claim, in which R3 and R4 form, with the nitrogen that bears them, a cyclic group, preferably morpholino, and R5 represents an ethyl group.

### Claim 12 (depends on 8, 9, 10, 11)

Process according to any one of claims 8 to 11, in which n ranges from 1 to 10 000, preferably from 5 to 1000 and even more preferably from 8 to 400.

### Claim 13 (depends on 8, 9, 10, 11, 12)

Process according to any one of claims 8 to 12, in which SiRaRb-[OSiRaRb]n- of formula (I) is a unit derived from a linear silicone with a weight-average molecular mass (Mw) ranging from 200 to 40 000 and more preferentially from 400 to 25 000 g/mol.

### Claim 14

Process according to any one of the preceding claims, in which the polymer(s) containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups, preferably of formula (I), represent from 0.1% to 100% by weight, preferably from 0.5% to 30% by weight and more particularly from 1% to 10% by weight relative to the total weight of the composition.

### Claim 15

Process according to any one of the preceding claims, in which the composition comprises an organic solvent, the organic solvent preferably being chosen from alcohols, alkanes, esters and silicones, and mixtures thereof, preferably from ethanol, propanol, isopropanol, glycerol, undecane, tridecane, isododecane, isopropyl myristate, ethyl adipate, ethyl acetate, linear low-molecular-weight silicones or cyclic silicones such as cyclopentasiloxane, amino silicones and silicones bearing alkyl end groups, and also mixtures thereof, preferably from linear low-molecular-weight silicones, cyclic silicones, isododecane, undecane, tridecane and isopropanol, and mixtures thereof.

### Claim 16

Process according to the preceding claim, characterized in that the solvent(s) represent from 1% to 99.9%, preferably from 70% to 99.5% by weight and better still from 70% to 99% by weight, relative to the total weight of the composition.

### Claim 17

Process according to any one of the preceding claims, characterized in that the composition comprises less than 5% water, preferably less than 3% water, and is preferably anhydrous.

### Claim 18

Process according to any one of the preceding claims, characterized in that the composition further comprises a silicone compound different from the polymers containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups.

### Claim 19

Process according to the preceding claim, characterized in that the composition further comprises preferably a silicone compound comprising at least one alkyl unit, preferably a silicone compound chosen from amodimethicone, bis-cetearyl amodimethicone, dimethiconol, dimethicone, vinyl dimethicone, caprylyl methicone, diphenylsiloxyphenyltrimethicone, and more preferentially bis-cetearyl amodimethicone.

### Claim 20

Process according to any one of the preceding claims, characterised in that it comprises a step of applying to the hair a pre-treatment composition comprises one or more organosilanes before step a) of applying to the hair a composition comprising one or more polymers containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups.

### Claim 21

Process according to the preceding claim, characterized in that the organosilanes are chosen from the compounds of formula (I) and/or oligomers thereof:
R′1Si(OR′2)z(R′3)x(OH)y (I)
in which:
R′1 is a cyclic or acyclic, linear or branched, saturated or unsaturated C1-C22, in particular C2-C20, hydrocarbon-based chain, which may be substituted with a group chosen from amine groups NH2 or NHR (R being a linear or branched C1-C20, in particular C1-C6, alkyl, a C3-C40 cycloalkyl or a C6-C30 aromatic radical); the hydroxyl group (OH), a thiol group, an aryl group (more particularly benzyl), which is possibly substituted with an NH2 or NHR group; it being possible for R′1 to be interrupted with a heteroatom (O, S or NH) or a carbonyl group (CO),
R′2 and R′3, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms,
y denotes an integer ranging from 0 to 3,
z denotes an integer ranging from 0 to 3, and
x denotes an integer ranging from 0 to 2, with x+y+z=3, preferably, chosen from octyltriethoxysilane (OTES), dodecyltriethoxysilane, octadecyltriethoxysilane, hexadecyltriethoxysilane, 3-aminopropyltriethoxysilane (APTES), 2-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, 3-(m-aminophenoxy)propyltrimethoxysilane, p-aminophenyltrimethoxysilane, N-(2-aminoethylaminomethyl)phenethyltrimethoxysilane, and oligomers thereof; and more particularly chosen from octyltriethoxysilane (OTES) and 3-aminopropyltriethoxysilane (APTES), and oligomers thereof.

### Claim 22

Process according to any one of the preceding claims, characterized in that it uses one or more catalysts, the catalyst(s) preferably being chosen from organic or mineral basic compounds, especially ammonia or sodium hydroxide, organic or mineral acids, especially hydrochloric acid, oleic acid or lactic acid, and mixtures thereof.

### Claim 23 (depends on 22)

Process according to claim 22, characterized in that the catalyst(s) are present in the composition comprising the polymer(s) containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups.

### Claim 24 (depends on 22, 23)

Process according to either of claims 22 and 23, characterized in that the catalyst(s) are present in a content ranging from 0.0001% to 10% by weight, preferably from 0.001% to 5% by weight and better still from 0.01% to 2% by weight relative to the total weight of the composition containing them.

### Claim 25 (depends on 22)

Process according to claim 22, characterized in that the catalyst(s) are applied to the hair before or after the composition comprising the polymer(s) containing a silicone unit bearing alkoxy-(aminomethyl)-silyl functional groups, preferably before.