IP Library Granted Patent US 8,822,614
Granted Patent B2
US 8,822,614 · App. 13/697,237 · Granted Sep 2, 2014

Acrylic thermoplastic resin and molded object thereof

Inventors: Masami Yonemura (Tokyo, JP); Mayuko Kimura (Tokyo, JP)
Assignee: Asahi Kasei Chemicals Corporation
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Quick Facts
Patent No.
US 8,822,614
App. No.
13/697,237
Granted
Sep 2, 2014
Kind
B2
Abstract

The present invention provides an acrylic thermoplastic resin containing 50 to 95% by mass of a repeating unit (X) derived from a methacrylate monomer represented by the following formula (1), 0.1 to 20% by mass of a repeating unit (Y1) derived from an N-substituted maleimide monomer (a) represented by the following formula (2), and 0.1 to 49.9% by mass of a repeating unit (Y2) derived from an N-substituted maleimide monomer (b) represented by the following formula (3), regarding the total amount of the repeating unit (X), the repeating unit (Y1), and the repeating unit (Y2) as 100% by mass: The absolute value of a photoelastic coefficient (C) of the acrylic thermoplastic resin is not greater than 3.0×10 −12 Pa −1 . The halogen atom content is less than 0.47% by mass with reference to the mass of the acrylic thermoplastic resin.

Claims (37)

1. An acrylic thermoplastic resin comprising:

50 to 95% by mass of a repeating unit (X) derived from a methacrylate monomer represented by the following Chemical Formula (1);

0.1 to 20% by mass of a repeating unit (Y1) derived from an N-substituted maleimide monomer (a) represented by the following Chemical Formula (2); and

0.1 to 49.9% by mass of a repeating unit (Y2) derived from an N-substituted maleimide monomer (b) represented by the following Chemical Formula (3) regarding the total amount of the repeating unit (X), the repeating unit (Y1), and the repeating unit (Y2) as 100% by mass:

where R 1 represents a chemical group selected from the group consisting of a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 5 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, and an aryl group having 6 to 14 carbon atoms and having a substituent; R 1 in the same molecule being the same or different; the substituent of the aryl group being one selected from the group consisting of a halogen atom, a hydroxyl group, a nitro group, a linear or branched alkoxy group having 1 to 12 carbon atoms, and a linear or branched alkyl group having 1 to 12 carbon atoms,

where R 2 represents an aryl group having 6 to 14 carbon atoms or an aryl group having 6 to 14 carbon atoms and having a substituent; R 2 in the same molecule being the same or different; the substituent of the aryl group being one selected from the group consisting of a halogen atom, a hydroxyl group, a nitro group, a linear or branched alkoxy group having 1 to 12 carbon atoms, and a linear or branched alkyl group having 1 to 12 carbon atoms, and

where R 3 represents a chemical group selected from the group consisting of a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, an alkyl group having 1 to 12 carbon carbon atoms and having a substituent, and a cycloalkyl group having 3 to 12 carbon atoms; R 3 in the same molecule being the same or different; the substituent of the alkyl group being one selected from the group consisting of a halogen atom, a hydroxyl group, a nitro group, and a linear or branched alkoxy group having 1 to 12 carbon atoms,

wherein:

the absolute value of a photoelastic coefficient (C) is not greater than 3.0×10 −12 Pa −1 ,

the halogen atom content is less than 0.47% by mass with reference to the mass of the acrylic thermoplastic resin and

the acrylic thermoplastic resin satisfies the following optical property (i):

(i) the absolute value of retardation (Re) in an in-plane direction is not greater than 30 nm, where the retardation is a value obtained by converting a value measured from a film of the acrylic thermoplastic resin into a value in terms of a 100 μm thickness.

2. The acrylic thermoplastic resin according to claim 1 , wherein a molar ratio of the content of the repeating unit (Y1) derived from an N-substituted maleimide monomer (a) to the content of the repeating unit (Y2) derived from an N-substituted maleimide monomer (b) is greater than 0 and not greater than 15.

3. The acrylic thermoplastic resin according to claim 1 , wherein the repeating unit (X) derived from a methacrylate monomer is a repeating unit derived from methyl methacrylate or benzyl methacrylate, the repeating unit (Y1) derived from an N-substituted monomer (a) is a repeating unit derived from N-phenylmaleimide, and the repeating unit (Y2) derived from an N-substituted maleimide monomer (b) is a repeating unit derived from N-cyclohexylmaleimide.

4. The acrylic thermoplastic resin according to claim 1 , wherein the acrylic thermoplastic resin has a weight-average molecular weight in a range of 3000 to 1000000 according to a GPC measurement method.

5. The acrylic thermoplastic resin according to claim 1 , wherein the acrylic thermoplastic resin satisfies the following optical property:

a value of a slope K in an equation (A) of linear relationship between birefringence (Δn(S)) of a uniaxially drawn film of the acrylic thermoplastic resin and

a draw rate (S) determined by least squares approximation satisfying the following expression (B):

Δ n ( S )= K×S+C , where C is a constant that is a birefringence value when the film is not drawn  (A)

| K|=≦ 0.30×10 −6   (B)

where the birefringence is a value obtained by converting a value measured from the film of the acrylic thermoplastic resin into a value in terms of a 100-μm thickness.

6. The acrylic thermoplastic resin according to claim 1 , wherein the acrylic thermoplastic resin satisfies the following optical property (ii):

(ii) the absolute value of retardation (Rth) in a thickness direction is not greater than 30 nm, where the retardation is a value obtained by converting a value measured from a film of the acrylic thermoplastic resin into a value in terms of a 100-μm thickness.

7. The acrylic thermoplastic resin according to claim 1 , wherein the acrylic thermoplastic resin satisfies the following condition (iii):

(iii) glass transition temperature (Tg) is not lower than 120° C.

8. The acrylic thermoplastic resin according to claim 1 , wherein the acrylic thermoplastic resin satisfies the following condition (iv):

(iv) total light transmittance is not lower than 85%.

9. A molded object comprising the acrylic thermoplastic resin according to claim 1 .

10. A sheet or film comprising the molded object according to claim 9 .

11. The sheet or film according to claim 10 , wherein the sheet or film is molded by extrusion molding and drawn in at least a uniaxial direction with a draw rate of 0.1 to 300%.

12. The sheet or film according to claim 10 , wherein the sheet or film is molded by solution cast molding and drawn in at least a uniaxial direction with a draw rate of 0.1 to 300%.

13. A polarizing plate protective film comprising the sheet or film according to claim 10 .

14. A retarder film comprising the sheet or film according to claim 10 .

15. A retarder plate comprising the sheet or film according to claim 10 .

16. A transparent plastic substrate comprising the sheet or film according to claim 10 .

17. A lens comprising the molded object according to claim 9 .

18. The acrylic thermoplastic resin according to claim 1 , wherein the content of the sum of the repeating unit (X), the repeating unit (Y1) and the repeating unit (Y2) is not less than 80% by mass with reference to the total mass of the acrylic thermoplastic resin.

Assignments (2)
MERGER Recorded Apr 27, 2017
From: ASAHI KASEI CHEMICALS CORPORATION
To: ASAHI KASEI KABUSHIKI KAISHA
Reel/Frame 042349/0687 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 11, 2012
From: YONEMURA, MASAMI; KIMURA, MAYUKO
To: ASAHI KASEI CHEMICALS CORPORATION
Reel/Frame 029276/0981 →
Priority Claims (1)
JP 2010-123065 · May 28, 2010 · national
Continuity (1)
Related Publication 20130072651A1 · Mar 21, 2013