Polyamide-polyolefin copolymers and methods of making them

Patent metadata

Field	Value
Publication number	US-9840597-B2
Application number	US-201414900332-A
Country	US
Kind code	B2
Filing date	Jul 15, 2014
Priority date	Aug 16, 2013
Publication date	Dec 12, 2017
Grant date	Dec 12, 2017

Abstract

A process for forming a polyamide-polyolefin copolymer comprising combining a vinyl or vinylidene terminated polyolefin with a linker to form a polyolefin-linker composition; combining the polyolefin-linker composition with a polyamide to form a polyamide-polyolefin copolymer. The linker can be a glycidyl-siloxane compound or a poly(arylene ether) copolymer.

First claim

The invention claimed is:

1. A process for forming a polyamide-polyolefin copolymer comprising:
combining a vinyl or vinylidene terminated polyolefin with a linker to form a polyolefin-linker composition; and
combining the polyolefin-linker composition with a polyamide to form a polyamide-polyolefin copolymer.

2. The process of claim 1 , wherein the linker is a glycidyl-siloxane compound.

3. The process of claim 2 , wherein the combining step of a vinyl or vinylidene terminated polyolefin with a linker is effected by Pt or Pd catalysis at a temperature of from 10 to 40° C.; and the combining step of the polyolefin-linker composition with a polyamide is effected by heating and/or reactive extrusion at a temperature of at least 180° C.

4. The process of claim 1 , wherein the linker is a poly(arylene ether).

5. The process of claim 4 , comprising:
(a.i) combining the vinyl or vinylidene terminated polyolefin with the poly(arylene ether) to form a polyolefin-poly(arylene ether) copolymer; and
(a.ii) modifying the polyolefin-poly(arylene ether) copolymer to form a modified polyolefin-poly(arylene ether); or
(b.i) modifying the poly(arylene ether) to form a modified poly(arylene ether); and
(b.ii) combining the modified poly(arylene ether) with a vinyl or vinylidene terminated polyolefin to form a modified polyolefin-poly(arylene ether); and
combining the modified polyolefin-poly(arylene ether) copolymer with a polyamide to form the polyamide-polyolefin copolymer.

6. The process of claim 5 , wherein the modification comprises halogenation, where an arylene hydrogen is exchanged for a leaving group selected from chlorine, bromine, and iodine.

7. The process of claim 5 , wherein the polyolefin-poly(arylene ether) copolymer is modified by combining with an organic peroxide and a halogenation agent.

8. The process of claim 5 , wherein a Brφnsted or Lewis acid is also combined with the poly(arylene ether) or modified poly(arylene ether) and vinyl or vinylidene terminated polyolefin.

9. The process of claim 5 , wherein a metal oxide catalyst is present when the modified polyolefin-poly(arylene ether) copolymer is reacted with the polyamide.

10. The process of claim 1 , wherein the polyamide has a number average molecular weight (Mn) within a range of from 400 g/mole to 60,000 g/mole.

11. The process of claim 4 , wherein the poly(arylene ether) is a compound comprising compounds from the following:

wherein R 1 and R 2 groups are independently selected from hydrogen, aryl, substituted aryl, C 1 to C 10 alkyl groups, hydroxyl, halogen, or C 1 to C 10 alkoxy;
a and b are independently 0, 1, 2, 3, or 4, and (a+b) is less than 8;
X is, independently, an oxygen, sulfur, nitrogen, phosphorus, silicon, or carbon containing moiety; and
n is any value from 1 to 200.

12. The process of claim 4 , wherein the poly(arylene ether) has a number average molecular weight (Mn) within the range of from 200 g/mole to 40,000 g/mole.

13. The process of claim 1 , wherein the vinyl or vinylidene-terminated polyolefin is selected from the group consisting of vinyl or vinylidene-terminated polyethylene, vinyl or vinylidene-terminated polypropylene, vinyl or vinylidene-terminated ethylene-propylene copolymer, vinyl or vinylidene-terminated hexene-ethylene copolymer, vinyl or vinylidene-terminated octene-ethylene copolymer, and combinations thereof.

14. The process of claim 1 , wherein the vinyl or vinylidene-terminated polyolefin has a number average molecular weight within a range of from 5,000 g/mole to 160,000 g/mole.

15. A polyamide-polyolefin copolymer comprising compounds of the following:

wherein R 5 is a C 1 to C 10 alkenyl group or divalent aromatic group;
each of R 6 and R 7 are independently hydrogen, C 1 to C 10 alkyls, or C 1 to C 10 alkoxys;
PA is a C 6 to C 50 polyamide; and
PO is a polyolefin.

16. The polyamide-polyolefin copolymer of claim 15 , wherein the polyolefin selected from the group consisting of polyethylene, polypropylene, ethylene-propylene copolymer, hexene-ethylene copolymer, octene-ethylene copolymer, and combinations thereof.

17. The polyamide-polyolefin copolymer of claim 15 , wherein the polyolefin has a number average molecular weight within a range of from 5,000 g/mole to 160,000 g/mole.

18. The polyamide-polyolefin copolymer of claim 15 , wherein the polyamide has a number average molecular weight (Mn) within a range of from 400 g/mole to 60,000 g/mole.

19. An automotive component comprising the polyamide-polyolefin copolymer of claim 15 .

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Tsou Andy H
• Yang Yong

Classifications

• C08G81/025

  containing polyether sequences · CPC title

• C08G69/48

  Polymers modified by chemical after-treatment · CPC title

• C08G81/028 Primary

  containing polyamide sequences · CPC title

• C08G65/38

  derived from phenols · CPC title