IP Library Granted Patent US 10,703,930
Granted Patent B2
US 10,703,930 · App. 15/328,622 · Granted Jul 7, 2020

Matt powder coatings

Inventors: Matthias Johannes Cornelis Bos (Echt, NL); Paulus Franciscus Anna Buijsen (Echt, NL); Johannes Albertus Hettinga (Echt, NL)
Assignee: DSM IP ASSETS 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 10,703,930
App. No.
15/328,622
Granted
Jul 7, 2020
Kind
B2
Abstract

The invention relates to a branched carboxylic acid functional polyester resin P1 as described herein. The invention further relates to a thermosetting powder coating composition (PCC A1) comprising a binder K1, said binder K1 comprising the P1 and a crosslinker X1. The invention further relates to a cured PCC A1. The invention further relates to a process for making said PCC A1 and processes for coating an article with said PCC A1. The invention further relates to an article having coated thereon said PCC A1 as well as to an article having coated and cured thereon said PCC A1. The invention further relates to a thermosetting powder coating composition B (PCC B) comprising a physical mixture of the thermosetting powder coating composition A1 (PCC A1) with a separate, distinct thermosetting powder coating composition A (PCC A). The invention further relates to a process for making said thermosetting powder coating composition B and processes for coating an article with said PCC B. The invention further relates to a cured PCC B. The invention further relates to an article having coated thereon said thermosetting powder coating composition B as well as to an article having coated and cured thereon said thermosetting powder coating composition B. The invention further relates to use of: the polyester resin P1, the PCC A1, the cured PCC A1, the PCC B, the cured PCC B, articles coated with the PCC A1, articles coated with the PCC B, articles having coated and cured thereon the PCC A1, articles having coated and cured thereon the PCC B. The invention further relates to the use of the polyester resin P1 for matt powder coatings. The invention further relates to the use of the PCC B for matt powder coatings.

Claims (66)

1. A branched carboxylic acid functional polyester resin P1, having:

(a) a Tg 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 20 and of at most 30 mg KOH/g of the polyester resin P1;

(c) a hydroxyl value of at most 7 mg KOH/g of the polyester resin P1; and

(d) a functionality of at least 2.1 and of at most 3; wherein

the polyester resin P1 is a reaction product of at least the following monomers:

i) neopentyl glycol in an amount of at least 25 and at most 50 mol %;

ii) ethylene glycol in an amount of at least 5 and at most 20 mol %;

iii) a C 6 diol in an amount of at least 1.5 and at most 4.7 mol %;

iv) isophthalic acid in an amount of at least 0 and at most 6.5 mol %;

v) terephthalic acid in an amount of at least 39 and at most 48 mol %;

vi) adipic acid in an amount of at least 1 and at most 10 mol %; and

vii) an at least trifunctional monomer in an amount of at least 0.001 and at most 3 mol %; and wherein

the mol % is based on a total amount of monomers i)-vii) forming the polyester resin P1 being 100 mol %.

2. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the AV is at most 29 mg KOH/g of the polyester resin P1.

3. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the AV is at least 20 and at most 28 mg KOH/g of the polyester resin P1.

4. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the amount of the at least trifunctional monomer is at least 0.01 and at most 2.5 mol %.

5. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the hydroxyl value is at most 6 mg KOH/g of the polyester resin P1.

6. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the hydroxyl value is at most 5 mg KOH/g of the polyester resin P1.

7. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the hydroxyl value is at most 4.5 mg KOH/g of the polyester resin P1.

8. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the hydroxyl value is at most 4.2 mg KOH/g of the polyester resin P1.

9. The branched carboxylic acid functional polyester resin P1 according to claim 1 , wherein the hydroxyl value is at most 4 mg KOH/g of the polyester resin P1.

10. A thermosetting powder coating composition A1 (PCC A1) comprising a binder K1 in an amount of at least 20 and at most 100 pph PCC A1, said binder K1 comprising:

a crosslinker X1 in an amount of at least 1 and at most 55 pph of the binder K1, wherein the crosslinker X1 is selected from the group consisting of epoxy compounds, BHA compounds having at leest two β-hydroxyalkylamide groups and mixtures thereof; and

the branched carboxylic acid functional polyester resin P1 according to claim 1 in an amount of at least 45 and at most 99 pph of the binder K1.

11. The thermosetting powder coating composition A1 (PCC A1) according to claim 10 , wherein the crosslinker X1 is a BHA compound.

12. A cured thermosetting powder coating composition which obtained by curing the thermosetting powder coating composition A1 as defined in claim 11 .

13. A The coated article having a cured coating thereon, wherein the cured coating is obtained by curing the thermosetting powder coating composition according to claim 12 .

14. A coated article having a coating thereon comprised of the thermosetting powder coating composition A1 according to claim 11 .

15. A two component (2k) thermosetting powder coating composition B (PCC B), comprising a physical mixture of two different, separate and distinct thermosetting powder coating compositions A (PCC A) and A1 (PCC A1), wherein PCC A1 is according to claim 10 , and wherein PCC A and PCC A1 are present in PCC B in a total amount which is at least 30 pph of PCC B, and wherein the weight ratio R=weight PCC A/weight PCC A1 is at least 0.3 (and at most 3, and wherein

PCC A comprises a binder K in an amount of at least 20 and at most 100 pph PCC A, wherein the binder K comprises:

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

a branched carboxylic acid functional polyester resin P in an amount of at least 45 and at most 99 pph of binder K, wherein

the polyester resin P has:

(a) a Tg 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 10 mg KOH/g of the polyester resin P; and

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

16. The thermosetting powder coating composition B according to claim 15 , wherein the amount of the polyol monomer iii) is at least 0 and at most 1.4 mol %.

17. The thermosetting powder coating composition B according to claim 15 , wherein the AV is at least 68 mg KOH/g of the polyester resin P.

18. The thermosetting powder coating composition B according to claim 15 , wherein the neopentyl glycol monomer i) is present in an amount of at most 36.5 mol %.

19. The thermosetting powder coating composition B according to claim 15 , wherein the polycarboxylic acid is present in an amount of at least 6.5 mol %.

20. The thermosetting powder coating composition B according to claim 15 , wherein the weight ratio R is at least 0.4 and at most 2.5.

21. The thermosetting powder coating composition B according to claim 15 , wherein the weight ratio R is at least 0.6 and at most 1.5.

22. The thermosetting powder composition B according to claim 15 , wherein the crosslinker X is a BHA compound and the crosslinker X1 is a BHA compound.

23. A cured thermosetting powder coating composition which obtained by curing the thermosetting powder coating composition A1 as defined in claim 15 .

24. A coated article having a cured coating thereon, wherein the cured coating is obtained by curing the thermosetting powder coating composition according to claim 23 .

25. A coated article having a coating thereon comprised of the thermosetting powder coating composition B according to claim 15 .

26. A process for making an article having a coating of a cured thermosetting powder coating composition B, wherein the process comprises the steps of:

(a) applying the thermosetting powder coating composition B according to claim 15 to an article to form a coating thereon; and

(b) heating and/or radiating the coating of the thermosetting powder coating composition B for enough time and at a suitable temperature to cure the thermosetting powder coating composition B to thereby obtain the article having a coating of the cured thermosetting powder coating composition B.

27. A cured thermosetting powder coating composition which obtained by curing the thermosetting powder coating composition A1 as defined in claim 10 .

28. A coated article having a cured coating thereon, wherein the cured coating is obtained by curing the thermosetting powder coating composition according to claim 27 .

29. A coated article having a coating thereon comprised of the thermosetting powder coating composition A1 according to claim 10 .

30. A process for making an article having coated and cured thereon a thermosetting powder coating composition A1, wherein the process comprises the steps of:

(a) applying the thermosetting powder coating composition A1 according to claim 10 to an article to form a coating thereon; and

(b) heating and/or radiating the coating of the thermosetting powder coating composition A1 for enough time and at a suitable temperature to cure the thermosetting powder coating composition A1 to thereby obtain the article having a coating of the cured thermosetting powder coating composition A1.

Assignments (4)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2017
From: BOS, MATTHIAS JOHANNES CORNELIS; BUIJSEN, PAULUS FRANCISCUS ANNA; HETTINGA, JOHANNES ALBERTUS
To: DSM IP ASSETS B.V.
Reel/Frame 044196/0033 →