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US4230772A Expired / Lapsed US ⏱️ 0.0 years remaining

Amine crosslinked methacrolein copolymers for coatings, binders and adhesives

Assignee: Rohm and Haas Co
•
Filing: 1979-04-02
•
Granted: 1980-10-28
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Expires: 1999-04-02
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Abstract

Abstract Aqueous, solution or emulsion, and solvent based compositions comprising a crosslinked vinyl addition polymer having methacrylaldimine crosslinking groups are useful as coatings, binders and adhesives. The polymers are prepared from a crosslinkable composition comprising (A) a vinyl addition homopolymer or copolymer of methacrolein and (B) a compound having at least two amine-function groups selected from primary amine and primary amine-generating groups. A method of use is described in which crosslinking is at ambient temperatures.

Inventors

  • 👤 Graham Swift
  • 👤 Benjamin Bartman
  • 👤 Harry J. Cenci

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 17:34
CPC Classifications
C; C09; C09D; C09D157/00; C09D157/04; C08; C08K; C08K5/00; C08K5/16; C08K5/17; C09D129/00; C09D129/12; C09D133/00; C09D133/04; C09D133/06; C09D133/062; C09J; C09J129/00; C09J129/12; C09J133/00; C09J133/04; C09J133/06; C09J133/062; C09J157/00; C09J157/04; C08L; C08L2666/00; C08L2666/28; C08L2666/36; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31645; Y10T428/31649; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31855; Y10T428/3188; Y10T428/31895; Y10T428/31906; Y10T428/31909; Y10T428/31928

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 9 words
A crosslinked vinyl addition polymer comprising methacrylaldimine crosslinking groups.
Claim 2
Dependent Claim 9 words
A crosslinked vinyl addition polymer comprising methacrylaldimine crosslinking groups.
Claim 3
Dependent Claim 31 words
A composition comprising: (A) a vinyl addition homopolymer or copolymer of methacrolein and (B) a compound having at least two amine functional groups selected from primary amine and primary amine-generating groups.
Claim 4
Dependent Claim 31 words
A composition comprising: (A) a vinyl addition homopolymer or copolymer of methacrolein and (B) a compound having at least two amine functional groups selected from primary amine and primary amine-generating groups.
Claim 5
Dependent Claim 19 words
The composition of claim 2 having a ratio of available aldehyde functions to amine function between 3:2 and 2:3.
Claim 6
Dependent Claim 55 words
The composition of claim 3, the copolymer being a polymer of monomers comprising methacrolein and one or more monomers selected from ethylenically unsaturated carboxylic acids, ethylenically unsaturated hydrocarbons, vinyl esters of a C 1 to C 11 aliphatic acid, and amides, nitriles and C 1 to C 8 alkyl esters of acrylic and methacrylic acids.
Claim 7
Dependent Claim 61 words
The composition of claim 4, the monomers comprising, by weight, about 2 to about 50% methacrolein, about 2 to about 20% of a carboxylic acid or a mixture thereof, aout 40 to 95% unsaturated aromatic hydrocarbons, acrylate esters, methacrylate esters or a mixture thereof, and zero to about 15% amides or nitriles of acrylic or methacrylic acids or a mixture thereof.
Claim 8
Dependent Claim 10 words
The composition of claim 3 comprising a homopolymer of methacrolein.
Claim 9
Dependent Claim 21 words
The composition of claim 3 having the amine-generating groups being aldimine or ketimine groups based on volatile aldehydes or ketones respectively.
Claim 10
Dependent Claim 44 words
The composition of claim 5, the methacrolein being 5% to 25%, the acid being acrylic, methacrylic, itaconic or a mixture thereof in the amount of about 5 to 10%, the nitrile being acrylonitrile, the acrylate being a C 1 to C 4 alkyl ester.
Claim 11
Dependent Claim 34 words
The composition of claim 8 wherein the ratio of available aldehyde to amine functions is between 0.9:1 and 1:0.9 and the weight average molecular weight of the methacrolein copolymer being between 10,000 and 100,000.
Claim 12
Dependent Claim 40 words
A method of producing a cured, crosslinked polymer comprising the steps of (1) mixing the formulation comprising (A) and (B) of claim 2, to form a crosslinkable composition, (2) applying the composition to a substrate and (3) curing the composition.
Claim 13
Dependent Claim 15 words
The method of claim 10 wherein the curing is effected by storage at room temperature.
Claim 14
Dependent Claim 11 words
A cured crosslinked polymer obtained by the process of claim 10.
Claim 15
Dependent Claim 16 words
A kit comprising requisite amounts of components (A) and (B) of claim 3 in separate vessels.
Claim 16
Dependent Claim 15 words
A coating comprising the crosslinking groups of claim 1 in a polymer on a substrate.
Claim 17
Dependent Claim 12 words
A coating comprising the composition of claim 2 applied to a substrate.

References Cited (Backward Citations)

CA601187A Cited
US3177171A Cited
US3497485A Cited
US3896085A Cited
US4104230A Cited
US4126596A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-10-28 1984-04-28 1984-10-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-10-28 1988-04-28 1988-10-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-10-28 1992-04-28 1992-10-28 $7700.00 Window Closed / Lapsed

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