Modified aromatic polycarbonate resin, modified aromatic polyester carbonate resin, modified polyarylate, and molded articles therefrom

• US 5,463,013 A
• Filed: 04/26/1994
• Issued: 10/31/1995
• Est. Priority Date: 04/27/1993
• Status: Expired due to Fees

• Current Assignee: Teijin Chemicals Ltd. (Teijin Limited)
• Original Assignee: Teijin Chemicals Ltd. (Teijin Limited)
• Inventors: Miyauchi, Masayoshi, Furukawa, Ikkoh, Tokuda, Toshimasa
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): BOYKIN, TERRESSA M
• Application Number:
  US08/233,883
• Time in Patent Office: 553 Days
• Field of Search: 528/196, 528/198, 524/601
• US Class Current: 528/196
• CPC Class Codes: C07C 69/708 Ethers
• CPC Class Codes: C07C 69/732 of unsaturated hydroxy carboxylic acids
• CPC Class Codes: C08G 63/20 Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
• CPC Class Codes: C08G 63/64 Polyesters containing both carboxylic ester groups and carbonate groups
• CPC Class Codes: C08G 64/14 containing a chain-terminating or -crosslinking agent

Abstract

A modified aromatic polycarbonate resin containing at least one substituted phenyloxy group of the formula (I) in an amount of at least 5 mol % of the total amount of terminals, ##STR1## wherein: X is a halogen atom or a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

p is an integer of 0 to 4, and ##STR2## The present invention provide a modified aromatic polycarbonate resin of which the melt fluidity and electric properties are improved without impairing the excellent properties inherent to a polycarbonate resin such as transparency, heat resistance and dimensional stability.

Claims

1. A modified aromatic polycarbonate resin comprising an aromatic polycarbonate resin having at least one substituted phenyloxy group of the following formula (I) in an amount of at least 5 mol % of the total amount of terminal groups of said polycarbonate resin, ##STR21## wherein:

X is a halogen atom or a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

p is an integer of 0 to 4, and ##STR22## in which;

Y is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

W¹ is a hydrogen atom, ##STR23## in which each of R¹, R² and R³ is a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms,

m is an integer of 4 to 20,

n is an integer of 1 to 100,

Z is a single bond or a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, and

W² is a hydrocarbon atom, a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms.

2. The resin of claim 1, wherein the modified aromatic polycarbonate resin is melt-moldable.

3. The resin of claim 1, wherein the modified aromatic polycarbonate resin has a specific viscosity of at least 0.165.

4. The resin of claim 1, wherein said aromatic polycarbonate resin is formed from at least one dihydric phenol compound which is at least one member selected from the group consisting of 2,2-bis(4-hydroxyphenyl)-propane, 2,2-bis(3-methyl-4-hydroxyphenyl)propane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 2,2-bis(3-phenyl-4-hydroxyphenyl)propane, 2,2-bis(3-isopropyl-4-hydroxyphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 9,9-bis(4-hydroxyphenyl)fluorene, 1,1-bis (4-hydroxyphenyl)-3,3,5-trimethylcyclohexane and 1,3-bis(4-hydroxyphenyl)-5,7-dimethyladamantane.

5. The resin of claim 1, wherein said aromatic polycarbonate resin is formed from at least one dihydric phenol compound which is at least one member selected from the group consisting of 2,2-bis(4-hydroxyphenyl)-propane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 9,9-bis(4-hydroxyphenyl)fluorene, 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane and 1,3-bis(4-hydroxyphenyl)-5,7-dimethyladamantane.

6. The resin of claim 1, wherein in the formula (I) m is an integer of 4 to 10 and n is an integer of 3 to 50.

7. The resin of claim 1, wherein in the formula (I) the product of m times n is in the range of from 10 to 200.

8. The resin of claim 1, wherein the modified aromatic polycarbonate resin comprises at least one substituted phenyloxy group of the formula (I) in an amount of from 7 to 90 mol % of the total amount of terminal groups of said polycarbonate resin.

9. A molded article formed from the resin as recited in claim 1.

10. An optical information recording medium having a substrate formed from the resin as recited in claim 1.

11. A resin composition consisting essentially of

(A) 40 to 95% by weight of the resin of claim 1, and

(B) 60 to 5% by weight of a glass filler wherein the refractive index of the glass filler differs from the refractive index of (A) by 0.01 or less.

20. The molded article of claim 9 wherein said article is a lens.

24. The modified aromatic polycarbonate resin of claim 1 wherein said polycarbonate resin has an intrinsic viscosity within the range of from 0.229 to 0.539.

25. The modified aromatic polycarbonate resin of claim 1 wherein said polycarbonate resin has an intrinsic viscosity of less than 0.165.

12. A modified aromatic polyester carbonate resin comprising an aromatic polyester carbonate resin having at least one substituted phenyloxy group of the following formula (I) in an amount of at least 5 mol % of the total amount of terminal groups of said polyester carbonate resin, ##STR24## wherein:

X is a halogen atom or a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

p is an integer of 0 to 4, and ##STR25## in which;

Y is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

W¹ is a hydrogen atom, ##STR26## in which each of R¹, R², and R³ is a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms,

m is an integer of 4 to 20,

n is an integer of 1 to 100,

Z is a single bond or a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, and

W² is a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms.

13. The resin of claim 12, wherein the modified aromatic polyester carbonate resin is melt-moldable.

14. The resin of claim 12, wherein said resin has an ester bond to carbonate bond molar ratio of from 5:

95 to 75;

25.

15. A molded article formed from the modified aromatic polyester carbonate resin as recited in claim 12.

16. A modified polyarylate resin comprising a polyarylate resin having at least one substituted phenyloxy group of the following formula (I) in an amount of at least 5 mol % of the total amount of terminal groups of said polyarylate resin, ##STR27## wherein:

X is a halogen atom or a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

p is an integer of 0 to 4, and ##STR28## in which;

Y is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

W¹ is a hydrogen atom, ##STR29## in which each of R¹, R², and R³ is a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms,

m is an integer of 4 to 20,

n is an integer of 1 to 100,

Z is a single bond or a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, and

W² is a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms.

17. The resin of claim 16, wherein the modified polyarylate resin is melt-moldable,

18. A molded article formed from the modified polyarylate resin as recited in claim 16.

19. A substituted phenol compound of the formula (II), ##STR30## wherein:

X is a halogen atom or a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

p is an integer of 0 to 4, and ##STR31## in which;

Y is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms,

W¹ is a hydrogen atom, ##STR32## in which each of R¹, R² and R³ is a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms,

m is an integer of 4 to 20,

n is an integer of 1 to 100,

z is a single bond or a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, and

W² is a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having. 4 to 8 carbon atoms or a monovalent aromatic hydrocarbon group having 6 to 15 carbon atoms.

21. The substituted phenol compound of claim 19 wherein Q is the group ##STR33##

22. The substituted phenol compound of claim 19 wherein Q is the group ##STR34##

23. The substituted phenol compound of claim 21 having the formula ##STR35## wherein W¹ represents a hydrogen atom or --OCH₃.