IP Library Granted Patent US 8,940,824
Granted Patent B2
US 8,940,824 · App. 13/529,512 · Granted Jan 27, 2015

Heat-stabilized acrylate elastomer composition and process for its production

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Quick Facts
Patent No.
US 8,940,824
App. No.
13/529,512
Granted
Jan 27, 2015
Kind
B2
Abstract

Polyamide-filled acrylate copolymer compositions comprising a continuous acrylate copolymer phase and a discontinuous polyamide phase are produced by a melt mixing process. When crosslinked with diamine curatives the polyamide-filled acrylate copolymer compositions exhibit enhanced resistance to heat aging compared to carbon black-reinforced acrylate copolymer compositions.

Claims (27)

1. A polyamide-filled acrylate copolymer composition comprising

A. a polymer blend composition comprising

1. 40 to 90 wt. % of one or more amorphous acrylate copolymers comprising

a) at least 50 wt. %, based on the total weight of the amorphous acrylate copolymers, of polymerized units of at least one monomer having the structure

 wherein R 1 is H or C 1 -C 10 alkyl and R 2 is C 1 -C 12 alkyl, C 1 -C 20 alkoxyalkyl, C 1 -C 12 cyanoalkyl, or C 1 -C 12 fluoroalkyl, and

b) 0.3 mole percent-1.0 mole percent copolymerized units of a cure site monomer selected from the group consisting of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, unsaturated epoxides, and mixtures of two or more thereof; and

2. 10-60 wt. % of one or more polyamides having a melting peak temperature of at least 160° C.;

wherein i) the polymer blend composition has a green strength of less than about 2 MPa as determined according to ASTM D6746-10, ii) the one or more polyamides are present as a discontinuous phase in the polymer blend composition and iii) the weight percentages of the one or more amorphous acrylate copolymers and one or more polyamides are based on the combined weight of the one or more amorphous acrylate copolymers and one or more polyamides in the polymer blend composition.

2. A polyamide-filled acrylate copolymer composition of claim 1 wherein the one or more amorphous acrylate copolymers comprise copolymerized units of at least one monomer selected from the group consisting of alkyl acrylates, alkyl methacrylates, alkoxyalkyl acrylates, alkoxyalkyl methacrylates, and mixtures of two or more thereof.

3. A polyamide-filled acrylate copolymer composition of claim 2 wherein the alkyl acrylate is an alkyl acrylate selected from the group consisting of methyl acrylate and butyl acrylate.

4. A polyamide-filled acrylate copolymer composition of claim 1 wherein at least one of the one or more amorphous acrylate copolymers comprises a cure site monomer selected from the group consisting of 1,4-butenedioic acids, anhydrides of unsaturated carboxylic acids, monoalkyl esters of 1,4-butenedioic acid, and mixtures of two or more thereof.

5. A polyamide-filled acrylate copolymer composition of claim 1 wherein at least one of the one or more amorphous acrylate copolymers additionally comprises copolymerized units of an olefin.

6. A polyamide-filled acrylate copolymer composition of claim 1 wherein at least one of the one or more amorphous acrylate copolymers comprises a cure site monomer that is an unsaturated epoxide.

7. A polyamide-filled acrylate copolymer composition of claim 5 wherein the olefin is ethylene.

8. A polyamide-filled acrylate copolymer composition of claim 1 wherein at least one of the one or more polyamides is selected from the group consisting of i) polyamides formed by ring opening or condensation of aminocarboxylic acids and ii) polyamides having a melting peak temperature of less than 270° C. and an amine end group concentration of 60 meq/kg or less.

9. A polyamide-filled acrylate copolymer composition of claim 1 wherein the polymer blend composition comprises 50 to 80 weight percent of one or more amorphous acrylate copolymers and 20 to 50 weight percent of one or more polyamides, based on the total weight of the one or more amorphous acrylate copolymers and one or more polyamides.

10. A polyamide-filled acrylate copolymer composition of claim 1 additionally comprising an amine curative.

11. A polyamide-filled acrylate copolymer composition of claim 10 wherein the amine curative is a diamine carbamate.

12. A polyamide-filled acrylate copolymer composition of claim 10 wherein the amine curative is selected from the group consisting of hexamethylenediamine, hexamethylenediamine carbamate, and 2,2-bis[4-(4-aminophenoxy)phenyl]propane.

13. A polyamide-filled acrylate copolymer composition of claim 1 additionally comprising a reinforcing filler selected from the group consisting of carbon black, amorphous precipitated and fumed silica, crystalline silicas, clays, silicate minerals, titanium dioxide, wollastonite, antimony oxide, hydrated alumina, calcium carbonate, barium sulfate and mixtures thereof.

14. A polyamide-filled acrylate copolymer composition of claim 13 wherein the reinforcing filler is carbon black or silica.

15. A polyamide-filled acrylate copolymer composition of claim 13 wherein the filler has been treated with an organo-silane or a quaternary ammonium compound.

16. A polyamide-filled acrylate copolymer composition of claim 1 additionally comprising an antioxidant.

17. A polyamide-filled acrylate copolymer composition of claim 16 wherein the antioxidant is selected from the group consisting of aryl amines, phenolics, imidazoles, and phosphites.

18. A polyamide-filled acrylate copolymer composition of claim 16 wherein the antioxidant is 4-aminodiphenylamine.

19. A polyamide-filled acrylate copolymer composition of claim 1 wherein at least one of the one or more amorphous acrylate copolymers of the polymer blend composition comprises 0.4 mole percent-1.0 mole percent copolymerized units of a cure site monomer selected from the group consisting of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, unsaturated epoxides, and mixtures of two or more thereof.

20. A polyamide-filled acrylate copolymer composition of claim 1 wherein the at least one of the one or more amorphous acrylate copolymers of the polymer blend composition comprises 0.5 mole percent-1.0 mole percent copolymerized units of a cure site monomer selected from the group consisting of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, unsaturated epoxides, and mixtures of two or more thereof.

Assignments (3)
CHANGE OF NAME Recorded Feb 11, 2026
From: DUPONT POLYMERS, INC.
To: CELANESE POLYMERS HOLDING, INC.
Reel/Frame 074734/0498 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT POLYMERS, INC.
Reel/Frame 049587/0098 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2012
From: ORIANI, STEVEN R
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 028799/0067 →