Thermoplastic (meth)acrylate copolymer, resin composition comprising same, and molded products thereof

Patent metadata

Field	Value
Publication number	US-9353200-B2
Application number	US-201114365991-A
Country	US
Kind code	B2
Filing date	Dec 29, 2011
Priority date	Dec 20, 2011
Publication date	May 31, 2016
Grant date	May 31, 2016

Abstract

Disclosed herein is a thermoplastic (meth)acrylate copolymer, which includes a derivative unit obtained from a monomer mixture including: (A) an aromatic (meth)acrylate having an index of refraction from about 1.580 to about 1.700; and (B) a monofunctional unsaturated monomer.

First claim

The invention claimed is:

1. A thermoplastic (meth)acrylate copolymer, comprising:
a derivative unit obtained from a monomer mixture comprising:
(A) an aromatic (meth)acrylate having an index of refraction from about 1.580 to about 1.700; and
(B) a monofunctional unsaturated monomer,

wherein the thermoplastic (meth)acrylate copolymer has a weight average molecular weight of about 41,000 g/mol to about 300,000 g/mol,
wherein the thermoplastic (meth)acrylate copolymer has a Vicat softening temperature (VST) of about 100° C. to about 140° C. as measured under conditions of a load of 5 kg at 50° C./hr in accordance with ASTM D1525.

2. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the monomer mixture comprises: about 1 wt % to about 50 wt % of the (A) aromatic (meth)acrylate having an index of refraction from about 1.580 to about 1.700; and about 50 wt % to about 99 wt % of the (B) the monofunctional unsaturated monomer.

3. The thermoplastic (meth)acrylate copolymer according to claim 1 , further comprising: about 49 wt % or less of a derivative unit obtained from (C) an alicyclic or aromatic (meth)acrylate having an index of refraction from about 1.490 to about 1.579.

4. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the thermoplastic (meth)acrylate copolymer has a non-crosslinked structure.

5. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the thermoplastic (meth)acrylate copolymer has a glass transition temperature from about 90° C. to about 150° C., and permits extrusion or injection molding at a temperature higher than or equal to the glass transition temperature.

6. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the thermoplastic (meth)acrylate copolymer has an index of refraction at a thickness of 2.5 mm from about 1.495 to about 1.640, and a transmittance of about 85% or higher, as measured in accordance with ASTM D1003.

7. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the (A) aromatic (meth)acrylate having an index of refraction from about 1.580 to about 1.700 comprises a biphenyl structure.

8. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the (A) aromatic (meth)acrylate comprises a structure represented by Formula 1:

wherein R 1 is hydrogen or a methyl group; m is an integer from 0 to 10; and X is a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

9. The thermoplastic (meth)acrylate copolymer according to claim 1 , wherein the (B) monofunctional unsaturated monomer comprises at least one selected from the group consisting of a C 1 to C 8 alkyl(meth)acrylate; an unsaturated carboxylic acid including methacrylic acid; an acid anhydride including maleic anhydride; a hydroxyl group-containing (meth)acrylate; (meth)acrylamide; unsaturated nitrile; allyl glycidyl ether; glycidyl methacrylate; and styrene monomers.

10. The thermoplastic (meth)acrylate copolymer according to claim 3 , wherein the (C) alicyclic or aromatic (meth)acrylate having an index of refraction from about 1.490 to about 1.579 comprises a structure represented by Formula 2 or Formula 3:

wherein R 1 is hydrogen or a methyl group; m is an integer from 0 to 10; and Y is a substituted or unsubstituted C 5 to C 20 cycloalkyl group, a substituted or unsubstituted C 6 to C 20 aryl group, or a substituted or unsubstituted C 6 to C 20 aralkyl group;

wherein R 1 is hydrogen or a methyl group; m is an integer from 0 to 10; Z is oxygen (O) or sulfur (S); and Ar is a substituted or unsubstituted C 5 to C 20 cycloalkyl group, a substituted or unsubstituted C 6 to C 20 aryl group, or a substituted or unsubstituted C 6 to C 20 aralkyl group.

11. The thermoplastic (meth)acrylate copolymer according to claim 1 , further comprising: at least one selected from the group consisting of flame retardants, surfactants, nucleating agents, coupling agents, fillers, plasticizers, impact modifiers, lubricants, antibacterial agents, release agents, heat stabilizers, antioxidants, light stabilizers, compatibilizers, inorganic additives, colorants, stabilizers, lubricating agents, antistatic agents, pigments, dyes, and flame-proofing agents.

12. A molded product formed through extrusion or injection molding of a resin composition comprising the thermoplastic (meth)acrylate copolymer according to claim 1 .

13. The molded product according to claim 12 , wherein the resin composition further comprises a polycarbonate resin.

14. A method of preparing a thermoplastic (meth)acrylate copolymer, comprising: suspension polymerization by adding a radical polymerization initiator to a monomer mixture comprising (A) an aromatic (meth)acrylate having an index of refraction from about 1.580 to about 1.700, and (B) a monofunctional unsaturated monomer, wherein the thermoplastic (meth)acrylate copolymer has a weight average molecular weight of about 41,000 g/mol to about 300,000 g/mol, and wherein the thermoplastic (meth)acrylate copolymer has a Vicat softening temperature (VST) of about 100° C. to about 140° C. as measured under conditions of a load of 5 kg at 50° C./hr in accordance with ASTM D1525.

15. The method according to claim 14 , wherein the polymerization is performed in the presence of a suspension stabilizer and a chain-transfer agent.

16. The method according to claim 14 , further comprising: adding at least one additive to the monomer mixture, the at least one additive being selected from the group consisting of flame retardants, surfactants, nucleating agents, coupling agents, fillers, plasticizers, impact modifiers, lubricants, antibacterial agents, release agents, heat stabilizers, antioxidants, light stabilizers, compatibilizers, inorganic additives, colorants, stabilizers, lubricating agents, antistatic agents, pigments, dyes, and flame-proofing agents.

17. The method according to claim 14 , wherein the monomer mixture further comprises an alicyclic or aromatic (meth)acrylate having an index of refraction from about 1.490 to about 1.579.

Assignees

• Chung Jin Hwa
• Kwon Kee Hae
• Jang Joo Hyun
• Kang Yong Hee
• Goo Ja Kwan
• Kim Man Suk
• Park Kwang Soo
• Samsung Sdi Co Ltd

Inventors

• Chung Jin Hwa
• Kwon Kee Hae
• Jang Joo Hyun
• Kang Yong Hee
• Goo Ja Kwan
• Kim Man Suk
• Park Kwang Soo

Classifications

• C08L33/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title

• C08F2220/1883

  Chemistry & Metallurgy · mapped topic

• C08F220/14

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

• C08F220/18 Primary

  with acrylic or methacrylic acids · CPC title

• C08F22/10 Primary

  Esters · CPC title