Resins, low temperature formulations, and coatings derived therefrom

• US 8,686,092 B2
• Filed: 01/26/2012
• Issued: 04/01/2014
• Est. Priority Date: 03/18/2005
• Status: Active Grant

• Current Assignee: Battelle Memorial Institute
• Original Assignee: Battelle Memorial Institute
• Inventors: Vijayendran, Bhima R., King, Jerry L. II, Mitchell, Katherine P., Clingerman, Michael C., Cafmeyer, Jeffrey T.
• Primary Examiner(s): Woodward, Ana
• Application Number:
  US13/359,030
• Publication Number:
  US 20120136116A1
• Time in Patent Office: 796 Days
• Field of Search: 525/63, 525/167.5, 525/170, 525/176, 524/537, 428/480, 428/482
• US Class Current: 525/167.5
• CPC Class Codes: C08G 63/672 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08K 3/013 Fillers, pigments or reinforcing additives
• CPC Class Codes: C08K 5/0041 Optical brightening agents, organic pigments
• CPC Class Codes: C08L 2205/18 Spheres
• CPC Class Codes: C08L 25/14 with unsaturated esters
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 2666/06 Homopolymers or copolymers of unsaturated hydrocarbons; Derivatives thereof
• CPC Class Codes: C08L 67/025 containing polyether sequences
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C08L 89/00 Compositions of proteins; Compositions of derivatives thereof foodstuff preparations A23J3/00
• CPC Class Codes: G03G 9/08755 Polyesters
• CPC Class Codes: G03G 9/08759 Polyethers
• CPC Class Codes: G03G 9/08764 Polyureas; Polyurethanes
• CPC Class Codes: G03G 9/08775 Natural macromolecular compounds or derivatives thereof
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]
• CPC Class Codes: Y10T 428/31794 Of cross-linked polyester

Abstract

A series of resins were synthesized using a range of bio-based materials to control the molecular architecture, and therefore the properties, of the inventive resins. The utility of these resins was demonstrated in the formulation of powder coatings, such as β-hydroxy amide crosslinked and hybrid types. Generally, the bio-based resins flowed out on heating faster than conventional petrochemically-based resins, allowing the use of lower temperatures in the curing oven than is typically possible and a more active catalyst system, especially in the carboxylic acid-epoxy crosslinked hybrid coating formulations.

Claims

1. A powder coating formulation comprising the reaction product of a crosslinker and a carboxyl or hydroxyl functional polyester resin, wherein the crosslinker is an acrylic resin with epoxy functional groups, the polyester resin comprising:

the reaction product of

A. a dianhydrohexitol;

B. a dimer fatty diol and/or a dimer fatty diacid;

C. diester, diacid chloride, or a nondimeric diacid; and

D. a catalyst;

the resin having a Tg between 40°

C. and 80°

C.

2. A coated substrate comprising a substrate and a cured powder on the substrate, wherein the powder is the powder coating formulation of claim 1.

3. The coated substrate according to claim 2, wherein the powder coating provides a class A finish.

4. The coated substrate according to claim 2, wherein the substrate is temperature sensitive.

8. The powder coating formulation according to claim 1 wherein B is a dimer fatty diol.

9. The powder coating formulation according to claim 1 wherein the resin has a Tg of at least 50°

C.

5. A powder coating comprising:

A. a carboxyl or hydroxyl functional coating resin comprising;

the reaction product of

a. a dianhydrohexitol;

b. a dimer fatty acid and/or a dimer fatty diol;

c. diester, diacid chloride, or a nondimeric diacid;

B. a crosslinker which is an acrylic resin with epoxy functional groups; and

C. an optional pigment;

the resin having a Tg between 40°

C. and 80°

C.

6. The powder coating according to claim 5, comprising a catalyst for the reaction.

7. The powder coating according to claim 5, comprising a pigment dispersion aid.

10. The powder coating according to claim 5 wherein the resin has a Tg of at least 50°

C.