IP Library Granted Patent US 10,081,707
Granted Patent B2
US 10,081,707 · App. 15/476,227 · Granted Sep 25, 2018

Polycarbonate resin, molded article, and optical film

Inventors: Shingo Namiki (Fukuoka, JP); Yuuichi Hirami (Fukuoka, JP)
Assignee: MITSUBISHI CHEMICAL CORPORATION
C08G64/1608G02B1/04G02B1/08G02B5/3083
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,081,707
App. No.
15/476,227
Granted
Sep 25, 2018
Kind
B2
Abstract

The object of the present invention is to provide a polycarbonate resin which is excellent in various properties, such as heat resistance, optical properties, melt processability, etc., and an optical film composed of the same and the present invention relates to a polycarbonate resin containing at least a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2): wherein in the formula (1), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom.

Claims (39)

1. A polycarbonate resin comprising at least a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2),

wherein in the formula (1), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom,

wherein

when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight,

the content of the structural unit represented by the following formula (1) is 1% by weight or more and 70% by weight or less,

the content of the structural unit represented by the following formula (2) is 1% by weight or more and 70% by weight or less, and

a structural unit derived from at least one compound selected from an aliphatic dihydroxy compound, an alicyclic dihydroxy compound, a dihydroxy compound containing an acetal ring, an oxyalkylene glycol, a dihydroxy compound containing an aromatic component, and a diester compound is contained in an amount of 0.1% by weight or more and 50% by weight or less.

2. A polycarbonate resin comprising at least a structural unit represented by the following formula (1) and a structural unit represented by the following formula (2),

wherein in the formula (1), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom;

wherein

when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight,

the content of the structural unit represented by the following formula (1) is 1% by weight or more and 70% by weight or less,

the content of the structural unit represented by the following formula (2) is 1% by weight or more and 70% by weight or less, and

a structural unit derived from a compound having negative intrinsic birefringence is contained in an amount of 1% by weight or more and 70% by weight or less.

3. The polycarbonate resin according to claim 2 , wherein the structural unit derived from the compound having a negative intrinsic birefringence is at least one selected from structural units represented by the following formulae (3) to (5):

wherein in the formula (3), R 7 to R 10 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 6 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; X represents a substituted or unsubstituted alkylene group having 2 to 10 carbon atoms, a substituted or unsubstituted cycloalkylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and each X may be the same as or different; and m and n each independently represent an integer of 0 to 5;

wherein in the formulae (4) and (5), R 11 to R 13 each independently represent a direct bond or an optionally substituted alkylene group having 1 to 4 carbon atoms; and R 14 to R 19 each independently represent a hydrogen atom, an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aryl group having 4 to 10 carbon atoms, an optionally substituted acyl group having 1 to 10 carbon atoms, an optionally substituted alkoxy group having 1 to 10 carbon atoms, an optionally substituted aryloxy group having 1 to 10 carbon atoms, an optionally substituted amino group, an optionally substituted vinyl group having 1 to 10 carbon atoms, an optionally substituted ethynyl group having 1 to 10 carbon atoms, a sulfur atom having a substituent, a silicon atom having a substituent, a halogen atom, a nitro group, or a cyano group, provided that R 14 to R 19 may be the same as or different from each other, and at least two adjacent groups among R 14 to R 19 may be bonded to each other to form a ring.

4. The polycarbonate resin according to claim 1 , wherein a glass transition temperature thereof is 120° C. or higher and 200° C. or lower.

5. The polycarbonate resin according to claim 2 , wherein a glass transition temperature thereof is 120° C. or higher and 200° C. or lower.

6. A polycarbonate resin comprising a structural unit represented by the following formula (1) and having a glass transition temperature of 120° C. or higher and 180° C. or lower and a value of wavelength dispersion (R450/ R550) which is a ratio of a retardation (R450) at a wavelength of 450 nm and a retardation (R550) at a wavelength of 550 nm of 0.50 or more and 1.03 or less:

wherein in the formula (1), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom.

7. The polycarbonate resin according to claim 6 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, the structural unit represented by the formula (1) is contained in an amount of 1% by weight or more and 30% by weight or less.

8. The polycarbonate resin according to claim 6 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, a structural unit represented by the following formula (2) is contained in an amount of 1% by weight or more and 70% by weight or less

9. The polycarbonate resin according to claim 6 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, at least one selected from structural units represented by the following formulae (3) to (5) is contained in an amount of 1% by weight or more and 70% by weight or less:

wherein in the formula (3), R 7 to R 10 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 6 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; X represents a substituted or unsubstituted alkylene group having 2 to 10 carbon atoms, a substituted or unsubstituted cycloalkylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and each X may be the same as or different; and m and n each independently represent an integer of 0 to 5;

wherein in the formulae (4) and (5), R 11 to R 13 each independently represent a direct bond or an optionally substituted alkylene group having 1 to 4 carbon atoms; and R 14 to R 19 each independently represent a hydrogen atom, an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aryl group having 4 to 10 carbon atoms, an optionally substituted acyl group having 1 to 10 carbon atoms, an optionally substituted alkoxy group having 1 to 10 carbon atoms, an optionally substituted aryloxy group having 1 to 10 carbon atoms, an optionally substituted amino group, an optionally substituted vinyl group having 1 to 10 carbon atoms, an optionally substituted ethynyl group having 1 to 10 carbon atoms, a sulfur atom having a substituent, a silicon atom having a substituent, a halogen atom, a nitro group, or a cyano group, provided that R 14 to R 19 may be the same as or different from each other, and at least two adjacent groups among R 14 to R 19 may be bonded to each other to form a ring.

10. The polycarbonate resin according to claim 6 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, a structural unit derived from at least one compound selected from an aliphatic dihydroxy compound, an alicyclic dihydroxy compound, a dihydroxy compound containing an acetal ring, an oxyalkylene glycol, a dihydroxy compound containing an aromatic component, and a diester compound is contained in an amount of 0.1% by weight or more and 50% by weight or less.

11. The polycarbonate resin according to claim 1 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, an aromatic structural unit other than the structural units represented by the formulae (1), (3), (4), and (5) is contained in an amount of 5% by weight or less.

12. The polycarbonate resin according to claim 2 , wherein when a total amount in weight of all of the structural units and connecting groups constituting the polycarbonate resin is defined as 100% by weight, an aromatic structural unit other than the structural units represented by the formulae (1), (3), (4), and (5) is contained in an amount of 5% by weight or less.

13. The polycarbonate resin according to claim 1 , wherein a melt viscosity thereof at a measurement temperature of 240° C. and a shear rate of 91.2 sec −1 is 800 Pa·s or more and 7,000 Pa·s or less.

14. The polycarbonate resin according to claim 2 , wherein a melt viscosity thereof at a measurement temperature of 240° C. and a shear rate of 91.2 sec −1 is 800 Pa·s or more and 7,000 Pa·s or less.

15. The polycarbonate resin according to claim 1 , wherein in the polycarbonate resin, the content of the carbonic diester is 1 weight ppm or more and 300 weight ppm or less, the content of the monohydroxy compound derived from the carbonic diester is 1 weight ppm or more and 1,000 weight ppm or less, and the content of the dihydroxy compound represented by the following formula (6) is 1 weight ppm or more and 1,000 weight ppm or less;

wherein in the formula (6), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom.

16. The polycarbonate resin according to claim 2 , wherein in the polycarbonate resin, the content of the carbonic diester is 1 weight ppm or more and 300 weight ppm or less, the content of the monohydroxy compound derived from the carbonic diester is 1 weight ppm or more and 1,000 weight ppm or less, and the content of the dihydroxy compound represented by the following formula (6) is 1 weight ppm or more and 1,000 weight ppm or less;

wherein in the formula (6), R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, an alkoxy group having 1 to 12 carbon atoms, or a halogen atom.

17. A polycarbonate resin molded article comprising the polycarbonate resin according to claim 1 .

18. A film or sheet comprising the polycarbonate resin according to claim 1 .

19. A method for producing a transparent film comprising molding the polycarbonate resin according to claim 1 at a molding temperature of 280° C. or lower by a melt film formation method.

20. A retardation film comprising the film according to claim 18 .

Assignments (3)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2017
From: NAMIKI, SHINGO; HIRAMI, YUUICHI
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 041814/0016 →
Priority Claims (2)
JP 2014-219462 · Oct 28, 2014 · national
JP 2015-000163 · Jan 5, 2015 · national
Continuity (2)
Continuation PCTJP2015080293 · Oct 27, 2015
Related Publication 20170204220A1 · Jul 20, 2017