IP Library Granted Patent US 8,791,180
Granted Patent B2
US 8,791,180 · App. 13/529,477 · Granted Jul 29, 2014

Process for production of a heat-stabilized acrylate polymer

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Quick Facts
Patent No.
US 8,791,180
App. No.
13/529,477
Granted
Jul 29, 2014
Kind
B2
Abstract

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

Claims (26)

1. A curable polyamide-filled acrylate polymer composition comprising

A. a polymer blend composition comprising

1. 40 to 90 wt. % of one or more amorphous acrylate polymers comprising at least 50 wt. %, based on the total weight of the amorphous acrylate polymer, of polymerized units of at least one monomer having the structure

 Where 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

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

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

B. a peroxide curative.

2. A curable polyamide-filled acrylate polymer composition of claim 1 wherein the one or more amorphous acrylate polymers of the polymer blend composition comprise polymerized 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 composition of claim 2 wherein the monomer is an alkyl acrylate selected from the group consisting of methyl acrylate, ethyl acrylate, and butyl acrylate.

4. A curable polyamide-filled acrylate polymer composition of claim 1 wherein at least one of the one or more amorphous acrylate polymers of the polymer blend composition is substantially free 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.

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

6. A composition of claim 5 wherein the olefin is ethylene.

7. A curable polyamide-filled acrylate polymer composition of claim 1 wherein at least one of the one or more amorphous acrylate polymers of the polymer blend composition comprises copolymerized units of a cure site monomer.

8. A curable polyamide-filled acrylate polymer composition of claim 7 wherein the cure site monomer is selected from the group consisting of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, unsaturated epoxides, and mixtures of two or more thereof and the weight average of mole percent of polymerized cure site monomer in the one or more acrylate polymers is from about 0.03 to 0.3 mol %.

9. A curable polyamide-filled acrylate polymer composition of claim 1 wherein at least one of the one or more polyamides of the polymer blend composition 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.

10. A curable polyamide-filled acrylate polymer composition of claim 1 wherein at least one of the one or more polyamides of the polymer blend composition has an inherent viscosity greater than 0.9 dig as determined in accordance with ASTM D2857-95, using 96% by weight sulfuric acid as a solvent at a test temperature of 25° C.

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

12. A curable polyamide-filled acrylate polymer composition of claim 1 wherein the polymer blend composition comprises 55 to 70 weight percent of one or more amorphous acrylate polymers and 30 to 45 weight percent of one or more polyamides based on the total weight of the one or more amorphous acrylate polymers and one or more polyamides.

13. A curable polyamide-filled acrylate polymer composition of claim 1 wherein the peroxide curative comprises a peroxide and optionally a coagent.

14. A composition of claim 13 wherein the peroxide is selected from the group consisting of dicumyl peroxide, 2,5-bis(t-butylperoxy)-2,5-dimethylhexane; and α′,α′-bis(t-butylperoxy)-diisopropylbenzene.

15. A curable polyamide-filled acrylate polymer composition of claim 1 additionally comprising at least one material selected from the group consisting of reinforcing fillers, antioxidants, accelerators, plasticizers, process aids, waxes, pigments, and colorants.

16. A composition of claim 15 wherein the material is an antioxidant selected from the group consisting of aryl amines, phenolics, imidazoles, phosphites, phosphorus esters, hindered phenolics and mixtures of two or more thereof.

17. A curable polyamide-filled acrylate polymer composition of claim 1 wherein the green strength of the polymer blend composition is less than 1 MPa.

18. A curable polyamide-filled acrylate polymer composition of claim 1 wherein the polymer blend composition has a Mooney viscosity of less than 120 as determined according to ASTM D1646, ML 1+4, at 100° C.

19. A curable polyamide-filled acrylate polymer composition of claim 1 having a cure response MH-ML of at least 2.5 dN-m as determined according to ASTM D5289-07a using an MDR 2000 from Alpha Technologies operating at 0.5° arc and test conditions of 190° C. for 15 minutes, where ML refers to the minimum torque value measured and MH refers to the maximum torque value attained after the measurement of ML.

20. A curable polyamide-filled acrylate polymer composition of claim 1 wherein at least one of the one or more polyamides comprises nylon 6.

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 028799/0135 →