US4237253A
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Copolymers, their process of preparation, and cosmetic compounds containing them
Assignee: L'Oréal SA
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Filing: 1978-04-18
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Granted: 1980-12-02
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Expires: 1998-04-18
Abstract
Abstract Copolymers having the formula <IMAGE> where B represents Na, K, NH4, <IMAGE> or 2-amino-2-methylpropanol-1, R1 and R2 represent hydrogen or -(X) OH; X represents an alkylene having 1-3 carbon atoms or alkylene substituted by at least one hydroxy methyl, M represents at least one unsaturated monomer selected from acrylamides or methacrylamides substituted on the nitrogen by alkyl, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone, x is 22-64 mole percent, y is 13-71 mole percent, z is 6-23 mole percent, v is 0-22 mole percent and x+y+z+v is equal to 100 mole percent, can be produced by copolymerizing N,N-dimethylamino-2 ethyl methacrylate, methyl methacrylate, methacrylic acid and optionally at least one other monomer corresponding to M.
Inventors
- 👤 Bernard Jacquet
- 👤 Claude Mahieu
- 👤 Christos Papantoniou
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 15:22
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/06; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/81; A61K8/8141; A61K8/8152; C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F220/14; C08F220/34; Y; Y10; Y10S; Y10S526/00; Y10S526/923
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
158 words
Copolymers characterized by the fact that they correspond to the following general formula: ##STR11## where: B represents Na, K, NH 4 , ##STR12## or 2-amino-2-methyl propanal-1 R 1 and R 2 , identical or different, represent an atom of hydrogen or the radical--(X)--OH; X represents an alkylene radical, branched or unbranched, having from 1 to 3 atoms of carbon or an alkylene radical, branched or unbranched, substituted by at least one hydroxymethyl radical; M represents a type of at least one unsaturated monomer taken from the group consisting of the acrylamides or methacrylamides substituted on the nitrogen by an alkyl radical, branched or unbranched, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone; x is from 22% to 64% in moles, y is from 13% to 71% in moles, z is from 6% to 23% in moles, and v is from 0% to 22% in moles, x+y+z+v being equal to 100%.
Claim 2
Dependent Claim
158 words
Copolymers characterized by the fact that they correspond to the following general formula: ##STR11## where: B represents Na, K, NH 4 , ##STR12## or 2-amino-2-methyl propanal-1 R 1 and R 2 , identical or different, represent an atom of hydrogen or the radical--(X)--OH; X represents an alkylene radical, branched or unbranched, having from 1 to 3 atoms of carbon or an alkylene radical, branched or unbranched, substituted by at least one hydroxymethyl radical; M represents a type of at least one unsaturated monomer taken from the group consisting of the acrylamides or methacrylamides substituted on the nitrogen by an alkyl radical, branched or unbranched, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone; x is from 22% to 64% in moles, y is from 13% to 71% in moles, z is from 6% to 23% in moles, and v is from 0% to 22% in moles, x+y+z+v being equal to 100%.
Claim 3
Dependent Claim
65 words
Copolymers according to claim 1 wherein the acrylamides or methacrylamides substituted on the nitrogen by a branched or unbranched alkyl radical correspond to the formula: ##STR13## where: R 6 represents an alkyl radical, branched or unbranched, having 1 to 11 carbon atoms; and R 3 , R 4 , and R 5 , identical or different, represent either a hydrogen atom or a methyl radical.
Claim 4
Dependent Claim
57 words
Copolymers according to either claim 1 or claim 2 characterized further by the fact that the acrylamides or methacrylamides substituted on the nitrogen by a branched or unbranched alkyl radical are taken from the group consisting of: N-tertiobutyl acrylamide, N-octyl acrylamide, N-decyl acrylamide, N-dodecyl acrylamide, N-((dimethyl-1,1) butyl-1) acrylamide, N-((dimethyl-1,1) pentyl-1) acrylamide, as well as the corresponding methacrylamides.
Claim 5
Dependent Claim
56 words
Copolymers according to claim 1 characterized by the fact that the acrylates or methacrylates of monalkylether of ethylene glycol or of polyethylene glycol correspond to the formula: ##STR14## where: R 3 represents a hydrogen atom or a methyl radical, R 7 represents a methyl or ethyl radical, and n is an integer between 1 and 12.
Claim 6
Dependent Claim
58 words
Copolymers according to claim 1 or claim 4 characterized further by the fact that the acrylates or methacrylates of monoalkylether of ethylene or polyethylene glycol are taken from a group consisting of the acrylates and methacrylates of monomethyl or ethyl ether of ethylene or of diethylene glycol, and the acrylates and methacrylates of ω-methyl or ethyl polyethylene glycol.
Claim 7
Dependent Claim
83 words
The process of preparing a copolymer of claim 1 including the steps of: (1) preparing an ammonium methyacrylate of the formula ##STR15## where: R 1 , R 2 and X have the same significance as in claim 1, by reacting methacrylic acid with an amino alcohol of the formula: ##STR16## and (2) copolymerizing the said ammonium methacrylate with N,N-dimethylamino-2 ethyl methacrylate and methylmethacrylate, the copolymerization being carried out in solution, in mass, in suspension, or in emulsion in the presence of a catalyst.
Claim 8
Dependent Claim
33 words
The process of claim 6 in which the amino alcohol is selected from the group consisting of monoethanolamine; diethanolamine; triethanolamine; isopropanolamine; diisopropanolamine; tri-amine; amino-2 methyl-2 propanol-1; amino-2 methyl-2 propanediol-1,3; and amino-2 hydroxymethyl-2 propanediol-1,3.
Claim 9
Dependent Claim
33 words
The process of claim 7 in which the reaction of said methacrylic acid with said amino alcohol is carried out in an organic solvent at a temperature between 0° C. and 20° C.
Claim 10
Dependent Claim
15 words
The process of claim 8 in which the organic solvent is ethyl ether or alcohol.
Claim 11
Dependent Claim
33 words
The process of claim 6 in which the said copolymerization is performed in the solvent employed in the reaction of methacrylic acid with said amino alcohol without previous isolation of the ammonium methacrylate.
Claim 12
Dependent Claim
63 words
The process of preparing a copolymer of claim 1 including the steps of: (1) copolymerizing in solution, in mass, in suspension or in emulsion, in the presence of a catalyst, a mixture of (i) N,N-dimethylamino-2 ethyl methacrylate, (ii) methyl methacrylate, (iii) methacrylic acid, and and (2) neutralizing the carboxylic acid functions of the copolymer obtained by means of an organic or inorganic base.
Claim 13
Dependent Claim
42 words
The process of claim 11 in which the organic or inorganic base is selected from the group consisting of sodium hydroxide; potassium hydroxide; ammonium hydroxide; monoethanolamine; diethanolamine; triethanolamine; isopropanolamine; diisopropanolamine; tri amine; amino-2 methyl-2 propanol-1; amino-2 methyl-2 propanediol-1,3; and amino-2 hydroxymethyl-2 propanediol-1,3.
Claim 14
Dependent Claim
27 words
The process of claim 11 in which the polymerization is carried out in a solvent selected from the group consisting of cyclohexane, methylethylketone, heptane and ethyl acetate.
Claim 15
Dependent Claim
30 words
The process of claim 6 or claim 12 in which the copolymerization is carried out at a temperature between about 55° C. to 85° C. for 6 to 24 hours.
Claim 16
Dependent Claim
34 words
The process of claim 6 or claim 12 in which the catalyst is present in a proportion between 0.1% and 6% with respect to the total weight of the monomers used in the reaction.
Claim 17
Dependent Claim
66 words
The process of claim 11 wherein said mixture also includes at least one other monomer corresponding to radical M, wherein M represents a type of at least one usaturated monomer selected from the group consisting of acrylamide or methacrylamide substituted on the nitrogen by an alkyl radical, branched or unbranched, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone.
Claim 18
Dependent Claim
69 words
The process of claim 6 wherein said ammonium methacrylate is also copolymerized with at least one other monomer corresponding to radical M, wherein M represents a type of at least one unsaturated monomer selected from the group consisting of acrylamide or methacrylamide substituted on the nitrogen by an alkyl radical, branched or unbranched, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-12-02 | 1984-06-02 | 1984-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-02 | 1988-06-02 | 1988-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-02 | 1992-06-02 | 1992-12-02 | $7700.00 | Window Closed / Lapsed |