IP Library Granted Patent US 11,766,394
Granted Patent B2
US 11,766,394 · App. 15/733,805 · Granted Sep 26, 2023

Multicomponent composition (Michael addition)

Inventors: Mathias Kurt Herrlein (Kronberg, DE); Matija Crne (Wiesbaden, DE); Corinne Mohr (Lorsch, DE); Graham Neil McKelvey (Schwalbach, DE); Simon Paul Godfrey (Oberursel, DE); Axel Meyer (Frankfurt am Main, DE); Petra Braun (Hessen, DE); Malte Afflerbach (Darmstadt, DE); Andrej Gross (Schwalbach am Taunus, DE); Michael A. Brook (Ancaster, CA); Yan Wang (Parsippany, NJ)
Assignee: Wella International Operations Switzerland Sarl
A61K8/895A61K8/36A61K8/41A61K8/585A61K8/73A61K8/86A61K8/898A61Q5/065A61Q5/12A61K2800/412A61K2800/43A61K2800/594A61K2800/882A61K2800/884A61K2800/95
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Quick Facts
Patent No.
US 11,766,394
App. No.
15/733,805
Granted
Sep 26, 2023
Kind
B2
Abstract

The instant disclosure generally relates to a multicomponent composition for coating mammalian or synthetic keratin material and textiles, the composition comprising a first and second components and a third component. The first and second components comprise first and second compounds respectively. Any one or more of the first, second and third components may also comprise pigment microparticles. The first, second and third compounds meld together on keratin material and textiles and especially on hair to form a coating that can be formulated to provide temporary coverage or provide permanent coverage. The multicomponent composition formed and set in situ as a solid linked coating ranges from ready removability to substantially permanent lastingness.

Claims (58)

1. A method for treating keratin material, comprising:

pre-applying to the keratin material a polyamine in water to form a pretreated keratin material;

and then applying to the pretreated keratin material

a first component comprising a medium and a first compound according to Formula I; and

a second component comprising a medium and a second compound according to Formula II;

wherein the first and second components are applied sequentially or simultaneously to the pretreated keratin material;

wherein

Formula I is

or

Me 3 Si—O—(SiMe 2 -O) x —SiMe(—(CH 2 ) 3 —O—CH 2 —CHOH—CH 2 —O—CO—CH═CH 2 )—O) y —(SiMe 2 -O) z —(SiMe(—CH 2 ) 3 —O—CH 2 —CHOH—CH 2 —O—CO—CH═CH 2 )—O) y′ —(SiMe 2 -O) x′ —SiMe 3 ;

wherein

the —(SiMe(—(CH 2 ) 3 —O—CH 2 —CHOH—CH 2 —O—CO—CH═CH 2 )—O) y —, (SiMe 2 -O) z and —(SiMe 2 -O) x groups are arranged to intersperse the —(SiMe(—(CH 2 ) 3 —O—CH 2 —CHOH—CH 2 —O—CO—CH═CH 2 )—O) y groups along the silicone backbone;

x is an integer of from about 5 to about 500, x′ is an integer of from about 5 to about 500, z is an integer of from about 2 to 50 and y is an integer of from about 1 to about 100;

Formula II is

or

Me 3 SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —(SiMe 2 -O) z —(Si(Me)(AKO)-O) y′ —(SiMe 2 -O) x′ —SiMe 3 ;

or

HO(Me 2 )SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —(SiMe 2 -O) z —(Si(Me)(AKO)-O) y′ —(SiMe 2 -O) x′ —Si(Me 2 )OH;

or

Me 3 SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —SiMe 3 ;

or

AM-Me 2 SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —(SiMe 2 -O) x′ —SiMe 2 -AM;

wherein

AM is R 4a —NH 2 ;

AKO is alkyl of 3 to 20 carbons with optional oxygen in the carbon chain and optionally terminated by hydroxyl;

y is at least 2, y′ is zero or 1 to 3; the sum of x and x′ is about 5 to about 10,000; z is 0 or at least 1; a is zero or at least 2;

wherein R 4a is a divalent organic group bonded to Si and NH 2 and is alkylenyl of 1 to 3 carbons or a di-alkyenyl amine group of 3 carbons in each alkyenyl group; and

each of the aminosiloxane units is spaced apart on average from other aminsiloxane units by from about 5 to about 100 siloxane units; and,

the polyamine is

a) a linear polyethyleneimine of the formula:

in which n is an integer representing the degree of polymerization, wherein n ranges from 50 to 20,000;

or

b) a branched polyethyleneimine of the formula

in which n is an integer representing the degree of polymerization, wherein n ranges from 5 to 4,000;

or

c) a polyallylamine hydrochloride of the formula:

in which n is an integer representing the degree of polymerization, wherein n ranges from 50 to 20,000;

or

d) a polydiallyldimethylammonium chloride of the formula:

in which n is an integer representing the degree of polymerization, wherein n ranges from 10 to 20,000;

or the polyamine is an aminosilane selected from the group consisting of Me 3 Si—O—SiMe 2 -O—SiMe 2 NH 2 , (CH 3 O) 3 Si(CH 2 ) 3 NH 2 , (CH 3 CH 2 O) 3 Si(CH 2 ) 3 NH 2 , (CH 3 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH 2 , (CH 3 CH 2 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH 2 , (CH 3 CH(CH 3 )CH 2 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH 2 , (CH 3 ) 2 CHO) 3 Si(CH 2 ) 3 NH(CH 2 ) 2 NH 2 , (CH 3 CH 2 O) 3 Si(CH 2 ) 4 NH(CH 2 ) 2 NH 2 , (CH 3 CH(CH 3 )CH 2 O) 3 Si(CH 2 ) 4 NH(CH 2 ) 2 NH 2 , ((CH 3 ) 2 CHO) 3 Si(CH 2 ) 4 NH(CH 2 ) 2 NH 2 , and (CH 3 O) 3 Si(CH 2 ) 4 NH(CH 2 ) 2 NH 2 .

2. The method according to claim 1 wherein

Formula I is

Formula II is

or

Me 3 SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —(SiMe 2 -O) z —(Si(Me)(AKO)-O) y′ —(SiMe 2 -O) x′ —SiMe 3

or

AM-Me 2 SiO—(SiMe 2 -O) x —(Si(MeAM)-O) y —(SiMe 2 -O) x′ —SiMe 2 -AM; and

the polyamine is (CH 3 CH 2 O) 3 Si(CH 2 ) 3 NH 2 or a linear polyethyleneimine of the formula:

 in which n is an integer representing the degree of polymerization, wherein n ranges from 50 to 20,000.

3. The method according to claim 1 wherein the medium for the first and second components is a protic or aprotic organic solvent or combinations thereof.

4. The method according to claim 1 wherein the wt percent concentration of each of the first and second compounds relative to the total weight of the combination of the first and second components and polyamine comprises a range of from 0.25 wt % to about 20 wt % and the wt percent of the combination of the first and second compounds relative to the total weight of the first and second components and polyamine comprises a range of from about 0.5 wt % to about 35 wt %.

5. The method according to claim 1 wherein the keratin material is human scalp hair and the treatment is hair styling or hair care.

6. The method according to claim 1 wherein the first and/or second component further comprises pigment microparticles and the keratin material is human scalp hair.

7. The method according to claim 6 wherein the pigment microparticles are combined with one or more dispersants.

8. A coating on human scalp hair produced according to the method of claim 5 .

9. A colored coating on human scalp hair produced according to the method of claim 6 .

10. The method of claim 1 wherein the polyamine is a linear or branched polyethylene imine.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE THE NAME OF THE ASSIGNOR WHICH WAS INCORRECTLY WRITTEN ON THE COVER SHEET. PREVIOUSLY RECORDED AT REEL: 060654 FRAME: 0685. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Aug 18, 2022
From: HFC PRESTIGE INTERNATIONAL HOLDING SWITZERLAND SÀRL
To: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
Reel/Frame 061204/0753 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2022
From: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
To: WELLA INTERNATIONAL OPERATIONS SWITZERLAND SARL
Reel/Frame 060674/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2022
From: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
To: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
Reel/Frame 060654/0685 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2022
From: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
To: WELLA INTERNATIONAL OPERATIONS SWITZERLAND SÀRL
Reel/Frame 059307/0696 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2022
From: HFC PRESTIGE INTERNATIONAL HOLDING SWITZERLAND S.A.R.L.
To: HFC PRESTIGE INTERNATIONAL OPERATIONS SWITZERLAND SARL
Reel/Frame 059176/0021 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 30, 2020
From: HERRLEIN, MATHIAS KURT; CRNE, MATIJA; MOHR, CORINNE; GODFREY, SIMON PAUL; MCKELVEY, GRAHAM NEIL; MEYER, AXEL; BRAUN, PETRA; AFFLERBACH, MALTE; GROSS, ANDREJ; BROOK, MICHAEL A.; WANG, YAN; HFC PRESTIGE INTERNATIONAL HOLDING SWITZERLAND S.A.R.L
To: HFC PRESTIGE INTERNATIONAL HOLDING SWITZERLAND S.A.R.L
Reel/Frame 054495/0796 →
Priority Claims (2)
WO PCT/EP2019/057813 · Mar 27, 2019 · international
WO PCT/EP2019/057814 · Mar 27, 2019 · international
Continuity (5)
Provisional Application 62769239 · Nov 19, 2018
Provisional Application 62740027 · Oct 2, 2018
Provisional Application 62739592 · Oct 1, 2018
Provisional Application 62739672 · Oct 1, 2018
Related Publication 20220117877A1 · Apr 21, 2022
Cited By (1)
US 12,415,888