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

Patent metadata

Field	Value
Publication number	US-9765181-B2
Application number	US-201514865705-A
Country	US
Kind code	B2
Filing date	Sep 25, 2015
Priority date	Jun 17, 2005
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Described are coating compositions comprising a polyester, the polyester comprising: at least one polyester which comprises a dicarboxylic acid component comprising terephthalic acid residues, and a glycol component comprising 30 to 40 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues and 60 to 70 mole % cyclohexanedimethanol residues, where the inherent viscosity of the polyester is from 0.10 to 0.70 dL/g, and where the coating composition is made from a film or sheet.

First claim

We claim:

1. A coating composition comprising a polyester which comprises:
(I) at least one polyester which comprises:
a) a dicarboxylic acid component comprising:
i) 70 to 100 mole % of terephthalic acid residues;
ii) 0 to 30 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) 30 to 40 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; and
ii) 60 to 70 mole % of cyclohexanedimethanol residues,

wherein the total mole % of the dicarboxylic acid component is 100 mole %, and wherein the total mole % of the glycol component is 100 mole %;
wherein the inherent viscosity of said polyester is from 0.10 to 0.70 dL/g as determined in 60/40 (wt/wt) phenol/tetrachloroethane at a concentration of 0.25 g/50 ml at 25° C.;
wherein the polyester contains no polycarbonate; and
wherein the coating is made from a film or sheet.

2. The coating composition of claim 1 , wherein the inherent viscosity of said polyester is from 0.60 to 0.68 dL/g.

3. The coating composition of claim 1 , wherein said polyester has a Tg of 100 to 130° C.

4. The coating composition of claim 1 , wherein said polyester has a Tg of 100 to 125° C.

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

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

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

8. The coating composition of claim 1 , wherein said polyester composition comprises at least one polymer chosen from at least one of the following: nylons; polyesters other than those of claim 1 ; polyamides; polystyrene; polystyrene copolymers; styrene acrylonitrile copolymers; acrylonitrile butadiene styrene copolymers; poly(methylmethacrylate); acrylic copolymers; poly(ether-imides); polyphenylene oxides; poly(phenylene oxide)/polystyrene blends; polyphenylene sulfides; polyphenylene sulfide/sulfones; polysulfones; polysulfone ethers; poly(ether-ketones) of aromatic dihydroxy compounds; or mixtures thereof.

9. The coating composition of claim 1 , wherein said polyester comprises residues of at least one branching agent chosen from trimellitic acid, trimethylolpropane, trimethylolethane, glycerol, pentaerythritol, citric acid, tartaric acid, 3-hydroxyglutaric acid, glycerinerythritol, threitol, dipentaerythritol, sorbitol, trimellitic anhydride, pyromellitic dianhydride, dimethylol propionic acid, or combinations thereof.

10. The coating composition of claim 1 , wherein said polyester comprises residues of at least one branching agent in an amount of 0.01 to 5 mole % based on the total mole percentage of the acid or glycol residues.

11. The coating composition of claim 1 , wherein said 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues is a mixture comprising greater than 50 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues.

12. The coating composition of claim 1 , wherein said 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues is a mixture comprising greater than 55 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues.

13. The coating composition of claim 1 , wherein said 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues is a mixture comprising greater than 70 mole % of cis-2,2,4,4-tetramethyl-1,3-cyclobutanediol residues.

14. The coating composition of claim 1 , wherein said polyester comprises at least one thermal stabilizer, reaction products thereof, and/or mixtures thereof comprising phosphorus atoms.

15. A coating comprising a blend further comprising:
(a) at least one polyester of claim 1 in an amount from 5 to 95 weight %; and
(b) at least one polymeric component in an amount from 5 to 95 weight %;

wherein said blend does not contain polycarbonate.

16. A coating comprising a blend according to claim 15 , wherein the at least one polymeric component is chosen from at least one of the following: nylons; polyesters other than the polyester of claim 1 ; polyamides; polystyrene; polystyrene copolymers; styrene acrylonitrile copolymers; acrylonitrile butadiene styrene copolymers; poly(methylmethacrylate); acrylic copolymers; poly(ether-imides); polyphenylene oxides; poly(phenylene oxide)/polystyrene blends; polyphenylene sulfides; polyphenylene sulfide/sulfones; polysulfones; polysulfone ethers; or poly(ether-ketones) of aromatic dihydroxy compounds.

17. A coated article comprising the coating of claim 1 .

18. The coated article according to claim 17 wherein article is a bottle.

Assignees

• Eastman Chem Co

Inventors

• Crawford Emmett Dudley
• Pecorini Thomas Joseph
• Mcwilliams Douglas Stephens
• Porter David Scott
• Connell Gary Wayne

Classifications

• G02B1/14

  Protective coatings, e.g. hard coatings · CPC title

• C08J7/0427

  with only one layer of a composition containing a polymer binder (with more layers C08J7/042) · CPC title

• C08K2201/014

  Additives containing two or more different additives of the same subgroup in C08K · CPC title

• B65D23/10

  Handles · CPC title

• C08L101/00

  Compositions of unspecified macromolecular compounds · CPC title