Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and moderate glass transition temperature and articles made therefrom

Patent metadata

Field	Value
Publication number	US-9598533-B2
Application number	US-201313941362-A
Country	US
Kind code	B2
Filing date	Jul 12, 2013
Priority date	Nov 22, 2005
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

Described are polyesters comprising (a) a dicarboxylic acid component comprising 80 to 100 mole % terephthalic acid residues; optionally, 0 to 20 mole % aromatic dicarboxylic acid residues or aliphatic dicarboxylic acid residues; 20 to 30 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; and 70 to 80 mole % 1,4-cyclohexanedimethanol residues. The polyesters may be manufactured into articles such as fibers, films, bottles or sheets.

First claim

We claim:

1. A polyester composition comprising at least one polyester which comprises:
(a) a dicarboxylic acid component comprising:
i) 80 to 100 mole % of terephthalic acid residues;
ii) 0 to 20 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and
iii) 0 to 10 mole % of aliphatic dicarboxylic acid residues having up to 16 carbon atoms; and

(b) a glycol component comprising:
i) 20 to 30 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; and
ii) 70 to 80 mole % of 1,4-cyclohexanedimethanol residues,

wherein the total mole % of the dicarboxylic acid component is 100 mole %, and the total mole % of the glycol component is 100 mole %;
wherein said polyester comprises residues of at least one branching agent in an amount of 0.1 to 0.7 mole % based on the total mole percentage of the diacid or diol residues;
wherein the inherent viscosity of said polyester is from 0.60 to 0.75 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.5 g/100 ml at 25° C.;
wherein said polyester has a Tg of 100 to 130° C.;
wherein said polyester has a notched Izod impact strength of at least 7.5 ft-lb/inch at 23° C. according to ASTM D256 with a 10-mil notch in a ⅛-inch thick bar;
wherein the melt viscosity of said polyester is less than 10,000 poise as measured at 1 radian/second on a rotary melt rheometer at 290° C.; and
wherein said polyester composition contains no polycarbonate.

2. The polyester composition of claim 1 , wherein the glycol component of the polyester comprises 20 to 25 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues and 75 to 80 mole % 1,4-cyclohexanedimethanol residues.

3. The polyester composition of claim 1 , wherein the polyester has a Tg of 100 to 115° C.

4. The polyester composition of claim 1 , wherein the dicarboxylic acid component of the polyester comprises 90 to 100 mole % of terephthalic acid residues.

5. The polyester composition of claim 1 , wherein the polyester comprises 1,3-propanediol residues, 1,4-butanediol residues, or mixture thereof.

6. The polyester composition of claim 1 , wherein the polyester comprises from 0.01 to 10 mole % of ethylene glycol residues.

7. The polyester composition of claim 1 , wherein the 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues are a mixture comprising greater than 50 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues and less than 50 mole % of trans-2,2,4,4tetramethyl-1,3-cyclobutanediol residues.

8. The polyester composition of claim 1 , wherein the 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues are a mixture comprising from 30 to 70 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues and from 70 to 30 mole % of trans-2,2,4,4tetramethyl-1,3-cyclobutanediol residues.

9. The polyester composition of claim 1 , wherein said 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues are a mixture comprising from 40 to 60 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues and from 60 to 40 mole % of trans-2,2,4,4tetramethyl-1,3-cyclobutanediol residues.

10. The polyester composition of claim 1 , comprising at least one polymer chosen from at least one of the following: poly(etherimides), polyphenylene oxides, poly(phenylene oxide)/polystyrene blends, polystyrene resins, polyphenylene sulfides, polyphenylene sulfide/sulfones, polysulfones; polysulfone ethers, or poly(ether-ketones).

11. The polyester composition of claim 1 , wherein said polyester has a crystallization half-time of greater than 5 minutes at 170° C.

12. The polyester composition of claim 1 , wherein said polyester composition has a density of less than 1.2 g/ml at 23° C.

13. The polyester composition of claim 1 , wherein said polyester composition comprises at least one thermal stabilizer or reaction products thereof.

14. The polyester composition of claim 1 , having a b* value of from −10 to less than 10 and a L* value from 50 to 90 according to the L*, a* and b* color system of the CIE (International Commission on Illumination).

15. The polyester composition of claim 1 , wherein said polyester has a notched Izod impact strength of at least 10 ft-lbs/in at 23° C. according to ASTM D256 with a 10-mil notch in a ⅛-inch thick bar.

16. The polyester composition of claim 1 , wherein the polyester comprises the residue of at least one catalyst comprising a tin compound or a reaction product thereof.

17. The polyester composition of claim 1 , comprising at least one additive chosen from colorants, dyes, mold release agents, flame retardants, plasticizers, nucleating agents, UV stabilizers, glass fiber, carbon filaments, fillers, impact modifiers, or mixtures thereof.

18. The polyester composition of claim 1 , comprising a thermal stabilizer comprising an ester of phosphoric acid.

19. The polyester composition of claim 18 , comprising tin.

20. The polyester composition of claim 19 , comprising tin and titanium.

Assignees

• Eastman Chem Co

Inventors

• Crawford Emmett Dudley
• Pecorini Thomas Joseph
• Mcwilliams Douglas Stephens
• Porter David Scott
• Connell Gary Wayne
• Germroth Ted Calvin
• Barton Benjamin Fredrick
• Shackelford Damon Bryan

Classifications

• C08G63/20

  Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups · CPC title

• C08K5/526

  with hydroxyaryl compounds · CPC title

• C08K5/005

  Stabilisers against oxidation, heat, light, ozone · CPC title

• C08K3/32

  Phosphorus-containing compounds · CPC title

• C08K5/527

  Cyclic esters · CPC title