Copolycarbonate-polyesters, methods of manufacture, and uses thereof

• US 20070123687A1
• Filed: 11/30/2005
• Published: 05/31/2007
• Est. Priority Date: 11/30/2005
• Status: Active Grant

• Current Assignee: SHPP Global Technologies BV
• Original Assignee: Sabic Innovative Plastics IP BV (Government of Saudi Arabia)
• Inventors: Zerda, Adam, Balakrishnan, Karthik, Mahood, James
• Granted Patent: US 7,495,066 B2
• Time in Patent Office: Days
• US Class Current: 528/196
• CPC Class Codes: C08G 63/64 Polyesters containing both carboxylic ester groups and carbonate groups
• CPC Class Codes: C08G 63/6856 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08G 64/12 containing nitrogen

Abstract

A copolycarbonate-polyester, comprising units of formula
wherein at least 60 percent of the total number of R¹ groups are divalent aromatic organic radicals and the balance thereof are divalent aliphatic or alicyclic radicals; units of formula
wherein T is a C_7-20 divalent alkyl aromatic radical or a C_6-20 divalent aromatic radical, and D is a divalent C_6-20 aromatic radical; and units of the formula
wherein R² and R³ are each independently a halogen or a C_1-6 alkyl group, R⁴ is a methyl or phenyl group, each c is independently 0 to 4, and T is as described above.

Claims

1. A copolycarbonate-polyester, comprising

units of formula

wherein at least 60 percent of the total number of R¹ groups are divalent aromatic organic radicals and the balance thereof are divalent aliphatic or alicyclic radicals;

units of formula

wherein T is a C_7-20 divalent alkyl aromatic radical or a C_6-20 divalent aromatic radical, and D is a divalent C_6-20 aromatic radical; and

units of the formula

wherein R² and R³ are each independently a halogen or a C_1-6 alkyl group, R⁴ is a methyl or phenyl group, each c is independently 0 to 4, and T is as described above.

2. The copolycarbonate-polyester of claim 1, wherein at least a portion of the R¹ groups are derived from a dihydroxy compound of the formula

3. The copolycarbonate-polyester of claim 2, wherein p and q are each zero and X^a is 2,2-propylene.

4. The copolycarbonate-polyester of claim 1, wherein T is a C_6-20 divalent aromatic radical.

5. The copolycarbonate-polyester of claim 1, wherein T is a divalent isophthaloyl radical and/or a divalent terephthaloyl radical.

6. The copolycarbonate-polyester of claim 1, wherein D is derived from an aromatic diol of the formula

7. The copolycarbonate-polyester of claim 6, wherein p and q are each zero and X^a is 2,2-propylene.

8. The copolycarbonate-polyester of claim 1, wherein each c is 0.

9. The copolycarbonate-polyester of claim 1, wherein each c is 0 and R⁴ is a phenyl group.

10. The copolycarbonate-polyester of claim 1, wherein the number of R¹ groups that are derived from a monomer of the formula

11. The copolycarbonate-polyester of claim 1, having a Tg of 180°

C. to 300°

C.

12. An article comprising the copolycarbonate-polyester of claim 1.

13. A method of preparing a copolycarbonate-polyester, comprising reacting a reactive polyester intermediate comprising

units of formula

wherein T is a C_7-20 divalent alkyl aromatic radical or a C_6-20 divalent aromatic radical, and D is a divalent C_6-20 aromatic radical;

and units of formula

wherein R² and R³ are each independently a halogen or a C_1-6 alkyl group, R⁴ is a methyl, or phenyl group, each c is independently 0 to 4,

with a carbonate source and a compound of the formula HO—

R¹—

OH in a reaction mixture comprising water, a substantially water-immiscible organic solvent, and a base, to provide a copolycarbonate-polyester.

14. The method of claim 13, wherein D and at least a portion of the R¹ derived from a dihydroxy compound of the formula

15. The method of claim 13, wherein p and q are each zero and X^a is 2,2-propylene.

16. The method of claim 13, wherein each c is 0.

17. The method of claim 13, wherein each c is 0 and R⁴ is a phenyl group.

18. The method of claim 13, wherein the number of R¹ groups that are derived from a monomer of the formula

19. A copolycarbonate-polyester manufactured by the method of claim 13.

20. An article comprising copolycarbonate-polyester manufactured by the method of claim 13.