IP Library Granted Patent US 11,479,690
Granted Patent B2
US 11,479,690 · App. 17/196,937 · Granted Oct 25, 2022

Matt powder coatings

Inventors: Matthias Johannes Cornelis Bos (Echt, NL); Paulus Franciscus Anna Buijsen (Echt, NL); Johannes Albertus Hettinga (Echt, NL)
Assignee: COVESTRO (NETHERLANDS) B.V.
C09D167/02B05D1/06B05D1/10B05D3/0263B05D3/0272C08G63/16C08G63/20C09D5/03C09D5/032C09D167/00B05D3/02B05D2401/32B05D2508/00C08G63/00C08G63/02C08G63/12C08G63/123C08G63/127C08G63/18C08G63/181C08G63/183C08G2150/20C08J3/24C08J2367/00C08J2367/02C08J2367/03C08K5/0025C08K5/1515C08K5/32C08L67/00C08L67/02C08L67/03C08L2205/02C09D5/033C09D167/03Y10T428/31786Y10T428/31794
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Quick Facts
Patent No.
US 11,479,690
App. No.
17/196,937
Granted
Oct 25, 2022
Kind
B2
Abstract

A branched carboxylic acid functional polyester resin P is described herein along with thermosetting powder coating compositions (PCC A) comprising a binder K, the binder K comprising the polyester resin P and a crosslinker X. The invention further relates to a cured PCC A. In addition, processes for making said PCC A and processes for coating an article with said PCC A are described as well as articles having coated thereon the PCC A and an articles having coated and cured thereon the PCC A.

Claims (43)

1. A branched carboxylic acid functional polyester resin P, having:

(a) a T g of at least 40° C. as measured by Differential Scanning calorimetry (DSC) at a heating rate of 5° C./min;

(b) an acid value (AV) of at least 65 and of at most 76.8 mg KOH/g of the polyester resin P;

(c) a hydroxyl value of at most 9 mg KOH/g of the polyester resin P; and

(d) a functionality of at least 3.5 and at most 5; wherein

the polyester resin P is a reaction product of at least the following monomers:

i) neopentyl glycol in an amount of at least 19 and at most 38 mol %;

ii) ethylene glycol in an amount of at least 8 and at most 21 mol %;

iii) a polyol in an amount of at least 0 and at most 2 mol %;

iv) isophthalic acid in an amount of at least 0 and at most 2.4 mol %;

v) terephthalic acid in an amount of at least 38 and at most 47 mol %;

vi) adipic acid in an amount of at least 0.01 and at most 10 mol %; and

vii) a polycarboxylic acid, in an amount of at least 6 and at most 10.2 mol %; and wherein

the mol % is based on a total amount of monomers i)-vii) forming the polyester resin P being 100 mol %.

2. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the polyol monomer iii) is present in an amount of at least 0 and at most 1.4 mol %.

3. The branched carboxylic acid functional polyester resin P according to claim 2 , wherein the branched carboxylic acid functional polyester resin P has an AV of at least 68 mg KOH/g of the polyester resin P.

4. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the branched carboxylic acid functional polyester resin P has an AV of at least 68 mg KOH/g of the polyester resin P.

5. The branched carboxylic acid functional polyester resin P according to claim 4 , wherein the neopentyl glycol monomer i) is present in an amount of at most 36.5 mol %.

6. The branched carboxylic acid functional polyester resin P according to claim 5 , wherein the polyol monomer iii) is present in an amount of at least 0 and at most 1.4 mol %.

7. The branched carboxylic acid functional polyester resin P according to claim 6 , wherein the hydroxyl value of the polyester resin P is at most 7 mg KOH/g of the polyester resin P.

8. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the neopentyl glycol monomer i) is present in an amount of at most 36.5 mol %.

9. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the polycarboxylic acid monomer (vii) is present in an amount of at least 6.5 mol %.

10. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the hydroxyl value of the polyester resin P is at most 8 mg KOH/g of the polyester resin P.

11. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the hydroxyl value of the polyester resin P is at most 7 mg KOH/g of the polyester resin P.

12. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the hydroxyl value of the polyester resin P is at most 6 mg KOH/g of the polyester resin P.

13. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the hydroxyl value of the polyester resin P is at most 5 mg KOH/g of the polyester resin P.

14. The branched carboxylic acid functional polyester resin P according to claim 1 , wherein the hydroxyl value of the polyester resin P is at least 0.01 and at most 5 mg KOH/g of the polyester resin P.

15. A thermosetting powder coating composition A (PCC A) comprising a binder K in an amount of at least 20 and at most 100 pph of PCC A, wherein the binder K comprises:

a crosslinker X in an amount of at least 1 and at most 55 pph of the binder K, wherein the crosslinker X is selected from the group consisting of epoxy compounds, compounds having at least two β-hydroxyalkylamide groups (BHA compounds), and mixtures thereof; and

the branched carboxylic acid functional polyester resin P according to claim 1 in an amount of at least 45 and at most 99 pph of the binder K.

16. The thermosetting powder coating composition A (PCC A) according to claim 15 , wherein the crosslinker X is a BHA compound.

17. The thermosetting powder coating composition A (PCC A) according to claim 16 , wherein the amount of the crosslinker X is at least 2 and at most 20 pph of the binder K and wherein the branched carboxylic acid functional polyester resin P is present in an amount of at least 80 and at most 98 pph of the binder K.

18. A cured thermosetting powder coating composition which is obtained upon curing the thermosetting powder coating composition A (PCC A) as defined in claim 17 .

19. The thermosetting powder coating composition A (PCC A) according to claim 16 , wherein

the amount of the crosslinker X is at least 2 and at most 20 pph of the binder K, and wherein

the branched carboxylic acid functional polyester resin P is present in an amount of at least 80 and at most 98 pph of the binder K and has an AV of at least 68 mg KOH/g of the polyester resin P, and wherein

the neopentyl glycol monomer i) of the branched carboxylic acid functional polyester resin P is present in an amount of at most 36.5 mol %; and

the polyol monomer iii) of the branched carboxylic acid functional polyester resin P is present in an amount of at least 0 and at most 1.4 mol %.

20. The thermosetting powder coating composition A (PCC A) according to claim 16 , wherein

the amount of the crosslinker X is at least 2 and at most 20 pph of the binder K, and wherein

the branched carboxylic acid functional polyester resin P is present in an amount of at least 80 and at most 98 pph of the binder K, has an AV of at least 68 mg KOH/g of the polyester resin P and a hydroxyl value which is at most 7 mg KOH/g of the polyester resin P; and wherein

the neopentyl glycol monomer i) of the branched carboxylic acid functional polyester resin P is present in an amount of at most 36.5 mol %; and

the polyol monomer iii) of the branched carboxylic acid functional polyester resin P is present in an amount of at least 0 and at most 1.4 mol %.

Assignments (3)
CHANGE OF CORPORATE ADDRESS Recorded Mar 30, 2022
From: COVESTRO (NETHERLANDS) B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 059546/0570 →
CHANGE OF NAME Recorded Jul 2, 2021
From: MS HOLDING B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 056756/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: DSM IP ASSETS B.V.
To: MS HOLDING B.V.
Reel/Frame 056726/0106 →
Priority Claims (3)
EP 14178486 · Jul 25, 2014 · regional
EP 14178487 · Jul 25, 2014 · regional
EP 14178488 · Jul 25, 2014 · regional
Continuity (2)
Continuation 15328753
Related Publication 20210198519A1 · Jul 1, 2021