Graft engineering thermoplastics with polyolefins

Patent metadata

Field	Value
Publication number	US-9695288-B2
Application number	US-201414917401-A
Country	US
Kind code	B2
Filing date	Aug 11, 2014
Priority date	Nov 22, 2013
Publication date	Jul 4, 2017
Grant date	Jul 4, 2017

Abstract

A graft copolymer comprising polyolefin and engineering thermoplastic components, wherein the thermoplastic component is a polymer comprising heteroatoms or heteroatom containing moieties in its backbone and phenyl or substituted phenyl groups, the polyolefin component covalently bound to the engineering thermoplastic component. The graft copolymer is the reaction product of an engineering thermoplastic having at least one phenylene in the polymer backbone, and a vinyl/vinylidene terminated polyolefin having a weight average molecular weight of at least 300 g/mole, wherein the vinyl/vinylidene terminated polyolefin is selected from polyethylenes, polypropylenes, ethylene-propylene copolymers, polyisobutylenes, polydienes, propylene-based elastomers, ethylene-based plastomers, and combinations thereof.

First claim

The invention claimed is:

1. A graft copolymer comprising polyolefin and engineering thermoplastic components, the graft copolymer having the structure:

wherein each I, II, III, and IV are, independently, 1,2-phenyl, 1,3-phenyl or 1,4-phenyl, any of which may be substituted with one or more electron-donating substituents;
at least one of A, B, C, and D are, independently, an oxygen, nitrogen, sulfur, or phosphorous atom, or a moiety comprising oxygen, nitrogen, sulfur, phosphorous, or a combination thereof;
at least one of E, F, G, and H are one, two or three polyolefins bound to I, II, III, and IV, respectively, and having a weight average molecular weight of at least 300 g/mole; and
m is an integer within the range from 1 to 10, and n is an integer within the range from 10 to 500.

2. The graft copolymer of claim 1 , wherein the electron-donating substituents are selected from the group consisting of C 1 to C 10 alkyls, C 1 to C 10 alkoxys, C 1 to C 10 mercaptans, chlorine, bromine, iodine, hydroxyl, and combinations thereof.

3. The graft copolymer of claim 1 , wherein the A, B, C, and D substituents are selected from the group consisting of C 1 to C 10 carboxy-containing moieties, C 1 to C 10 imido-containing moieties, C 1 to C 10 sulfido-containing moieties, sulfur, sulfide, carboxy, carboxylate, imido, nitrogen, and combinations thereof.

4. The graft copolymer of claim 1 , wherein the A, B, C, and D substituents are selected from the group consisting of —CH 2 —NH—CO—(CH 2 ) 4 —CH 2 —, —OCOO—, CO—, pyromellitic diimidos, —SO 2 —, sulfur, oxygen, nitrogen, phosphorous, and combinations thereof.

5. The graft copolymer of claim 1 , wherein the ratio of the polyolefin component to the engineering thermoplastic component in the graft copolymer is within a range of from 99:1 to 1:99.

6. The graft copolymer of claim 1 , wherein the graft copolymer is the reaction product of an engineering thermoplastic having at least one phenylene in the polymer backbone, and a vinyl/vinylidene terminated polyolefin having a weight average molecular weight of at least 300 g/mole.

7. The graft copolymer of claim 6 , wherein the vinyl/vinylidene terminated polyolefin is selected from polyethylenes, polypropylenes, ethylene-propylene copolymers, polyisobutylenes, polydienes, propylene-based elastomers, ethylene-based plastomers, and combinations thereof.

8. The graft copolymer of claim 6 , wherein the vinyl/vinylidene terminated polyolefin has a weight average molecular weight (Mw) within a range from 300 g/mole to 300,000 g/mole.

9. The graft copolymer of claim 6 , wherein the engineering thermoplastic has a weight average molecular weight (Mw) within a range from 5,000 g/mole to 80,000 g/mole.

10. The graft copolymer of claim 6 , wherein the reaction is facilitated with a Friedel-Crafts type of catalyst at a temperature within the range from 80° C. to 200° C.

11. The graft copolymer of claim 1 , wherein the Young's Modulus of the graft copolymer is at least 2 times or 3 times the value of the vinyl/vinylidene terminated polyolefin.

12. The graft copolymer of claim 1 , wherein the Notched Izod Impact strength of the graft copolymer is at least 2 times the value for the engineering thermoplastic.

13. The graft copolymer of claim 6 , wherein for the engineering thermoplastic, A, B, C, and D are oxygen, and I, II, III, and IV are 2,6-dimethyl-1,4-phenyl, and m is 1.

14. The graft copolymer of claim 1 , having a branching index, g vis·avg , of less than 0.80.

15. The graft copolymer of claim 1 , wherein the z-average molecular weight, M z , is within a range from 50,000 g/mole to 600,000 g/mole.

16. The graft copolymer of claim 1 , wherein the Young's Modulus is within a range of from 250 MPa to 320 MPa.

17. A composition comprising a blend of the graft copolymer of claim 1 and a second engineering thermoplastic.

18. The composition of claim 17 , wherein the graft copolymer is present within a range of from 5 wt % to 40 wt % based on the weight of the combination of the graft copolymer and engineering thermoplastic.

19. The composition of claim 17 , wherein the HDT of the composition is within a range of from 150° C. to 240° C.

20. The composition of claim 17 , further comprising a second polyolefin.

21. A structural component comprising the graft copolymer of claim 1 .

22. A graft copolymer comprising polyolefin and engineering thermoplastic components, wherein the engineering thermoplastic component is a polymer comprising heteroatoms or heteroatom containing moieties in its backbone and phenyl or substituted phenyl groups, the polyolefin component covalently bound to the engineering thermoplastic component.

23. The graft copolymer of claim 22 , wherein the polyolefin component has a weight average molecular weight (Mw) within a range from 300 g/mole to 300,000 g/mole.

24. The graft copolymer of claim 22 , wherein the ratio of the polyolefin component to the engineering thermoplastic component in the graft copolymer is within a range of from 90:10 to 10:90.

25. The graft copolymer of claim 22 , wherein the graft copolymer has the structure:

wherein each I, II, III, and IV are, independently, 1,2-phenyl, 1,3-phenyl or 1,4-phenyl, any of which may be substituted with one or more electron-donating substituents;
at least one of A, B, C, and D are, independently, an oxygen, nitrogen, sulfur, or phosphorous atom, or a moiety comprising oxygen, nitrogen, sulfur, phosphorous, or a combination thereof;
at least one of E, F, G, and H are one, two or three polyolefins bound to I, II, III, and IV, respectively, and having a weight average molecular weight of at least 300 g/mole; and
m is an integer within the range from 1 to 10, and n is an integer within the range from 10 to 500.

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Yang Yong
• Hagadorn John R
• Tsou Andy H

Classifications

• C08G69/48 Primary

  Polymers modified by chemical after-treatment · CPC title

• C08F255/00

  Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 · CPC title

• C08G2261/75

  Reaction of polymer building blocks for the formation of block-copolymers · CPC title

• C08G61/02

  Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes · CPC title

• C08G2261/45

  Friedel-Crafts-type · CPC title