Polyester resin, method for manufacturing polyester resin, and coating composition containing polyester resin

• US 10,093,771 B2
• Filed: 04/23/2015
• Issued: 10/09/2018
• Est. Priority Date: 04/25/2014
• Status: Active Grant

• Current Assignee: Mitsubishi Chemical Corporation (Mitsubishi Chemical Group Corp.)
• Original Assignee: Mitsubishi Chemical Corporation (Mitsubishi Chemical Group Corp.)
• Inventors: Kondo, Akifumi, Tamura, Yoko, Kiura, Masaaki, Kaneko, Asako
• Primary Examiner(s): Yoon, Tae H
• Application Number:
  US15/305,121
• Publication Number:
  US 20170037182A1
• Time in Patent Office: 1,265 Days
• Field of Search: 528300, 528307, 524604
• CPC Class Codes: C08G 63/183 Terephthalic acids
• CPC Class Codes: C08G 63/199 Acids or hydroxy compounds containing cycloaliphatic rings
• 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 63/668 derived from polycarboxylic acids and polyhydroxy compounds
• CPC Class Codes: C08G 63/672 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08G 63/78 Preparation processes
• CPC Class Codes: C08L 67/00 Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain of polyester-amides C08L77/12; of polyester-imides C08L79/08; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 67/025 containing polyether sequences
• CPC Class Codes: C09D 167/00 Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain based on polyester-amides C09D177/12; based on polyester-imides C09D179/08; Coating compositions based on derivatives of such polymers
• CPC Class Codes: C09D 167/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C09D167/06 takes precedence
• CPC Class Codes: C09D 167/025 containing polyether sequences

Abstract

The present invention relates to a polyester resin with excellent solubility in generic solvents, especially with excellent solubility at a temperature of 0° C. or lower. According to the present invention, by using the polyester resin with excellent solubility in generic solvents, solubility at a lower temperature, especially the solubility at a temperature of 0° C. or lower, is enhanced, making it easier to prepare paints, coatings and the like. The polyester resin related to the present invention contains 0.05 to 0.5 mol of an isosorbide-derived structural unit and 0.015 to 0.4 mol of a trihydric or higher alcohol-derived structural unit relative to 1 mol of a polycarboxylic acid-derived structural unit.

Claims

1. A polyester resin, comprising:

a polycarboxylic acid-derived structural unit;

a trihydric or higher alcohol-derived structural unit;

an isosorbide-derived structural unit; and

a structural unit derived from a dihydric alcohol that is other than isosorbide and having an alicyclic skeleton,

wherein 0.05 to 0.5 mol of the isosorbide-derived structural unit and 0.015 to 0.4 mol of the trihydric or higher alcohol-derived structural unit are present relative to 1 mol of the polycarboxylic acid-derived structural unit, and

where the structural unit derived from the dihydric alcohol having an alicyclic skeleton is present at 0.001 to 0.15 mol relative to 1 mol of the polycarboxylic acid-derived structural unit.

2. The polyester resin according to claim 1, wherein the trihydric or higher alcohol-derived structural unit is present at 0.015 to 0.2 mol relative to 1 mol of the polycarboxylic acid-derived structural unit.

3. The polyester resin according to claim 1, wherein the isosorbide-derived structural unit is present at 0.05 to 0.4 mol relative to 1 mol of the polycarboxylic acid-derived structural unit.

4. The polyester resin according to claim 1, wherein the dihydric alcohol having an alicyclic skeleton is 1,4-cyclohexanedimethanol.

5. The polyester resin according to claim 1, wherein the glass transition temperature is 50 to 90°

C.

6. A method for manufacturing the polyester resin according to claim 1, comprising:

polycondensing a polycarboxylic acid component and a polyhydric alcohol component,

wherein the polyhydric alcohol component comprises 0.05 to 0.5 mol of isosorbide, 0.015 to 0.4 mol of a trihydric or higher alcohol and 0.001 to 0.15 mol of an alicyclic dihydric alcohol relative to 1 mol of the polycarboxylic acid component.

7. A polyester resin solution, comprising the polyester resin according to claim 1 and a solvent.

8. The polyester resin solution according to claim 7, wherein the solvent is an organic solvent.

9. A coating composition, comprising the polyester resin solution according to claim 7.

10. The coating composition according to claim 9, wherein the polyester resin according to claim 1 is present at 5 to 60 mass % of the total mass of the polyester resin solution.