Copolymer and molded article

Patent metadata

Field	Value
Publication number	US-10407524-B2
Application number	US-201515502818-A
Country	US
Kind code	B2
Filing date	Aug 12, 2015
Priority date	Aug 12, 2014
Publication date	Sep 10, 2019
Grant date	Sep 10, 2019

Abstract

A copolymer comprising a structural unit (I) derived from a phosphonate monomer (1) such as diethyl methacryloyloxymethyl phosphonate and diethyl 2-methacryloyloxyethyl phosphonate, a structural unit (II) derived from a radical polymerizable monomer (2) such as methacrylic acid, acrylic acid, 8-tricyclo[5.2.1.0 2,6 ]decanyl methacrylate, and t-butyl methacrylate, and a structural unit (III) derived from methyl methacrylate, the content of phosphorus atoms derived from the phosphonate monomer (1) being not less than 1.0% by mass and less than 2.0% by mass relative to the mass of the copolymer, and a formed article comprising the copolymer.

First claim

The invention claimed is:

1. A copolymer comprising:
a structural unit (I) derived from a phosphonate monomer represented by Formula (1);
a structural unit (II) derived from at least one radical polymerizable monomer (2) selected from the group consisting of methacrylic acid, acrylic acid, a radical polymerizable monomer represented by Formula (2a), and a radical polymerizable monomer represented by Formula (2b); and
a structural unit (III) derived from methyl methacrylate;
a content of phosphorus atoms derived from the phosphonate monomer represented by Formula (1) being not less than 1.0% by mass and less than 2.0% by mass relative to a mass of the copolymer;

wherein in Formula (1), R 1 represents hydrogen atom or methyl group, R 2 represents an alkylene group having 1 to 4 of carbon atoms, and R 3 and R 4 each independently represent hydrogen atom or an alkyl group having 1 to 10 of carbon atoms,

wherein in Formula (2a), R 5 represents a polycyclic aliphatic hydrocarbon group or an alkyl-substituted monocyclic aliphatic hydrocarbon group,

wherein in Formula (2b), R 9 represents —CH 2 CHR 10 R 11 ; —CHR 10 —CHR 11 R 12 , or —CR 10 R 11 R 13 ; R 10 , R 11 and R 13 each independently represent an alkyl group having 1 to 3 of carbon atoms, and R 12 represents hydrogen atom or an alkyl group having 1 to 3 of carbon atoms; and wherein a content of the structural unit (II) is not less than 5% by mass and not more than 30% by mass relative to the mass of the copolymer.

2. The copolymer according to claim 1 , wherein the structural unit (II) comprises at least a structural unit derived from methacrylic acid or acrylic acid, a total content of the structural unit derived from methacrylic acid or acrylic acid is 1 to 12% by mass relative to the mass of the copolymer.

3. The copolymer according to claim 1 , wherein a content of the structural unit (III) is not less than 50% by mass and not more than 80% by mass relative to the mass of the copolymer.

4. The copolymer according to claim 1 , wherein the structural unit (II) comprises at least a structural unit derived from the radical polymerizable monomer represented by Formula (2a), and R 5 in Formula (2a) is norbornyl group, isobornyl group, tricyclodecanyl group, dicyclopentadienyl group, adamantyl group, or 4-t-butylcyclohexyl group.

5. The copolymer according to claim 1 , having a glass transition temperature of not less than 115° C.

6. The copolymer according to claim 1 , having a weight average molecular weight of not less than 150 thousand.

7. The copolymer according to claim 1 , wherein the phosphonate monomer is diethyl methacryloyloxymethyl phosphonate and/or diethyl 2-methacryloyloxyethyl phosphonate.

8. The copolymer according to claim 1 , wherein the content of the structural unit (I) in the copolymer is not less than 3.6 mol % and less than 15 mol %.

9. The copolymer according to claim 1 , further comprising a structural unit (IV), wherein the structural unit (IV) in the copolymer contains a structural unit (IV-1) derived from a polyfunctional polymerizable monomer.

10. The copolymer according to claim 9 , wherein a content of the structural unit (IV) in the copolymer is not more than 15% by mass.

11. The copolymer according to claim 9 , wherein a content of the structural unit (IV-1) in the copolymer is not less than 0.001% by mass and not more than 10% by mass.

12. The copolymer according to claim 9 , wherein the polyfunctional polymerizable monomer is ethylene glycol di(meth)acrylate and/or diethylene glycol di(meth)acrylate.

13. The copolymer according to claim 1 , further comprising a structural unit (IV), wherein the structural unit (IV) in the copolymer is derived from a methacrylic acid alkyl ester and/or an acrylic acid alkyl ester.

14. The copolymer according to claim 1 , having a glass transition temperature of 110° C. to 180° C.

15. The copolymer according to claim 1 , having a ratio of weight average molecular weight to number average molecular weight of 1.1 to 10.0.

16. The copolymer according to claim 1 , wherein the content of phosphorus atoms derived from the phosphonate monomer represented by Formula (1) is not less than 1.20% by mass and not more than 1.98% by mass relative to a mass of the copolymer.

17. A formed article comprising the copolymer according to claim 1 .

18. The formed article according to claim 17 , having a thickness of not less than 2 mm.

19. The formed article according to claim 17 , having a thickness of not less than 0.1 mm and less than 100 mm.

Assignees

• Kuraray Co

Inventors

• Abe Toru
• Nakahara Atsuhiro
• Ozawa Hiroshi

Classifications

• C08J5/18

  Manufacture of films or sheets · CPC title

• C08F220/14 Primary

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C08J2333/12

  Homopolymers or copolymers of methyl methacrylate · CPC title

• C08F230/02

  containing phosphorus · CPC title

• C08F2220/1875

  Chemistry & Metallurgy · mapped topic