Polyester resin, method for producing polyester resin, resin composition, resin-clad fabric, and method for producing resin-clad fabric

Patent metadata

Field	Value
Publication number	US-10465335-B2
Application number	US-201615756302-A
Country	US
Kind code	B2
Filing date	Aug 19, 2016
Priority date	Sep 4, 2015
Publication date	Nov 5, 2019
Grant date	Nov 5, 2019

Abstract

In order to provide a polyester resin having excellent flexibility, transparency, solvent resistance, heat resistance, and water resistance and capable of being used for a protective layer of a fabric, and a resin-clad fabric obtained by forming a layer of the polyester resin on a fabric, the present invention provides a polyester resin including: a dicarboxylic acid residue; and a glycol residue, in which the dicarboxylic acid residue includes a terephthalic acid residue (a), an aliphatic dicarboxylic acid residue (b) having 6 to 12 carbon atoms, and a dimer acid residue or hydrogenated dimer acid residue (c), the glycol residue includes an ethylene glycol residue or diethylene glycol residue (d) and a branched aliphatic glycol residue (e) having 3 to 9 carbon atoms.

First claim

The invention claimed is:

1. A polyester resin comprising, in a main chain skeleton, a dicarboxylic acid residue and a glycol residue,
wherein the dicarboxylic acid residue includes a terephthalic acid residue (a), an aliphatic dicarboxylic acid residue (b) having to 12 carbon atoms, and a dimer acid residue or hydrogenated dimer acid residue (c),
the glycol residue includes an ethylene glycol residue or diethylene glycol residue (d) and a branched aliphatic glycol residue (e) having 3 to 9 carbon atoms, and
the polyester resin includes 30 to 50 mol % of the residue (a), 3 to 9 mol % of the residue (b), 1 to 5 mol % of the residue (c), 30 to 60 mol % of the residue (d), and 0.1 to 10 mol % of the residue (e), with respect to 100 mol % of the total amount of the residue (a) to the residue (e).

2. The polyester resin according to claim 1 ,
wherein the polyester resin includes 25 to 45 mol % of an ethylene glycol residue and 5 to 20 mol % of a diethylene glycol residue as the residue (d) with respect to 100 mol % of the total amount of the residue (a) to the residue (e).

3. The polyester resin according to claim 1 ,
wherein the residue (b) is an azelaic acid residue or a sebacic acid residue.

4. The polyester resin according to claim 1 ,
wherein the residue (c) is a hydrogenated dimer acid residue.

5. The polyester resin according to claim 1 ,
wherein the residue (e) is a neopentyl glycol residue or a dipropylene glycol residue.

6. The polyester resin according to claim 5 ,
wherein the residue (e) is the neopentyl glycol residue and the dipropylene glycol residue, and the polyester resin includes 0.1 to 3 mol % of the neopentyl glycol residue and 3 to 9% mol of the dipropylene glycol residue with respect to 100 mol % of the total amount of the residue (a) to the residue (e).

7. The polyester resin according to claim 1 ,
wherein the polyester resin includes 1 to 5 mol % of an azelaic acid residue and 1 to 5 mol % of a sebacic acid residue as the residue (b), 1 to 5 mol % of a hydrogenated dimer acid residue as the residue (c), 25 to 45 mol % of an ethylene glycol residue and 5 to 20 mol % of a diethylene glycol residue as the residue (d), and 0.1 to 3 mol % of neopentyl glycol residue and 3 to 9 mol % of a dipropylene glycol residue as the residue (e), with respect to 100 mol % of the total amount of the residue (a) to the residue (e).

8. The polyester resin according to claim 1 ,
wherein the polyester resin includes 35 to 45 mol % of the residue (a), 2 to 4 mol % of an azelaic acid residue and 1 to 3 mol % of a sebacic acid residue as the residue (b), 1 to 3 mol % of a hydrogenated dimer acid residue as the residue (c), 30 to 40 mol % of an ethylene glycol residue and 7 to 13 mol % of a diethylene glycol residue as the residue (d), and 0.5 to 2 mol % of a neopentyl glycol residue and 3 to 7 mol % of a dipropylene glycol residue as the residue (e), with respect to 100 mol % of the total amount of the residue (a) to the residue (e).

9. The polyester resin according to claim 1 ,
wherein a number average molecular weight obtained by gel permeation chromatography (GPC) method of the polyester resin is from 15,000 to 40,000.

10. The polyester resin according to claim 1 ,
wherein a glass transition temperature (Tg) of the polyester resin is from 5° C. to 30° C.

11. The polyester resin according to claim 1 ,
wherein the polyester resin is obtained by causing a reaction between terephthalic acid (A), an aliphatic dicarboxylic acid (B) having 6 to 12 carbon atoms, a dimer acid or hydrogenated dimer acid (C), ethylene glycol or diethylene glycol (D), and a branched aliphatic glycol (E) having 3 to 9 carbon atoms, in which a content of (A) is 30 to 50 mol %, a content of (B) is 3 to 9 mol %, a content of (C) is 1 to 5 mol %, a content of (D) is 30 to 60 mol %, and a content of (E) is 0.1 to 10 mol %, with respect to 100 mol % of the total amount of the (A) to (E).

12. A method for producing a polyester resin, comprising:
causing a reaction between terephthalic acid (A), an aliphatic dicarboxylic acid (B) having 6 to 12 carbon atoms, a dimer acid or hydrogenated dimer acid (C), ethylene glycol or diethylene glycol (D), and a branched aliphatic glycol (E) having 3 to 9 carbon atoms,
wherein a content of (A) is 30 to 50 mol %, a content of (B) is 3 to 9 mol %, a content of (C) is 1 to 5 mol %, a content of (D) is 30 to 60 mol %, and a content of (E) is 0.1 to 10 mol %, with respect to 100 mol % of the total amount of the (A) to (E).

13. A polyester resin composition comprising the polyester resin according to claim 1 and a hydrolysis inhibitor.

14. A resin-clad fabric obtained by disposing a layer of the polyester resin according to claim 1 on a fiber fabric.

15. A method for producing a resin-clad fabric, comprising:
applying the polyester resin according to claim 1 on a fiber fabric to form a layer of the polyester resin on the fiber fabric.

16. A resin-clad fabric obtained by disposing a layer of the polyester resin composition according to claim 13 on a fiber fabric.

17. A method for producing a resin-clad fabric, comprising:
applying the polyester resin composition according to claim 13 on a fiber fabric to form a layer of the polyester resin composition on the fiber fabric.

Assignees

• Dainippon Ink & Chemicals

Inventors

• Yaoita Yoshiyuki
• Suzuki Osamu

Classifications

• C08G63/00

  Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule (polyester-amides C08G69/44; polyester-imides C08G73/16) · CPC title

• C08G63/672

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08L67/02

  Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence) · CPC title

• C08L67/03

  the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings · CPC title

• C08G63/183

  Terephthalic acids · CPC title