IP Library Granted Patent US 8,124,242
Granted Patent B2
US 8,124,242 · App. 12/124,980 · Granted Feb 28, 2012

Durable polyester coating

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Quick Facts
Patent No.
US 8,124,242
App. No.
12/124,980
Granted
Feb 28, 2012
Kind
B2
Abstract

The present invention provides a coating composition, and coated substrates and articles. The coating composition includes a binder containing a polyester resin that is formed using at least one aromatic, dicarboxylic acid and at least one asymmetric diol. The present invention also provides coating compositions that may be used on articles where excellent outdoor durability is desired. A method of coating and fabricating a substrate is also included.

Claims (42)

1. A coated substrate comprising: a substrate coil, and a coating composition applied to at least one major surface of the substrate coil,

wherein the coating composition comprises a binder comprising a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, wherein the polyester resin comprises between 50 and 75 weight percent isophthalic acid based on the total weight of resin and has a glass transition temperature of at least about 35° C.; and

wherein the flexibility of the coated substrate is at least 0T with no tape off.

2. The coated substrate of claim 1 , wherein the coating composition further comprises an adjuvant selected from the group consisting of: pigment, flow modifiers, viscosity modifiers, or combinations thereof.

3. The coated substrate of claim 1 , wherein the symmetric diol amount is greater than 60 weight percent based on the total weight of polyols and the asymmetric diol amount is greater than 25 weight percent based on the total weight of polyols.

4. The coated substrate of claim 1 , wherein the symmetric diol comprises ethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol, 1,3-propanediol, neopentyl glycol, cyclohexane dimethanol, hydroxypivalyl hydroxypivalate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, or combination thereof, and the asymmetric diol comprises 1,2-propylene glycol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1-3-pentanediol, or combination thereof.

5. The coated substrate of claim 1 , wherein the binder further comprises a crosslinking agent.

6. The coated substrate of claim 1 , wherein the crosslinking agent comprises a melamine formaldehyde resin.

7. The coated substrate of claim 1 , wherein the glass transition temperature of the polyester resin is at least about 40° C. and the number average molecular weight of the polyester resin is between about 2,500 and 5,000.

8. The coated substrate of claim 1 , wherein the binder comprises a blend of an aromatic solvent and propylene glycol monomethyl ether acetate.

9. The coated substrate of claim 1 , wherein the hydroxyl number of the polyester resin is between about 20 and 50.

10. The coated substrate of claim 1 , wherein the coating has a hardness of at least H.

11. The coated substrate of claim 1 , wherein the coating composition when formulated to an initial white color and exposed outdoors in South Florida for 17 months at a 45 degree angle facing south, has an L value color change less than about 3 units compared to an unexposed panel.

12. A method of coating and fabricating a coil, comprising:

providing a coating composition, wherein the coating composition comprises a binder comprising a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, and optionally a crosslinker, wherein the polyester resin comprises between 50 and 75 weight percent isophthalic acid based on the total weight of resin and has a glass transition temperature of at least about 35° C.;

applying the coating composition onto at least one major surface of a substrate coil; and

hardening the coating composition;

wherein the flexibility of the coated substrate is at least 0T with no tape off.

13. The method of claim 12 , further comprising forming the coated substrate coil into bent parts, wherein the hardened coating has a hardness of at least H.

14. A coating composition, comprising:

a binder, wherein the binder comprises a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, and optionally a crosslinker, wherein the polyester resin comprises between 50 and 75 weight percent isophthalic acid based on the total weight of binder and wherein the coating composition is storage stable, has a glass transition temperature of at least about 35° C. and when applied to a coil and hardened will have a flexibility of at least 0T with no tape off.

15. The coating composition of claim 14 , wherein the symmetric diol amount is greater than about 65 weight percent based on the total weight of polyols and the asymmetric diol amount is greater than about 30 weight percent based on the total weight of polyols.

16. The coating composition of claim 14 , wherein the symmetric diol comprises ethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol, 1,3-propanediol, neopentyl glycol, cyclohexane dimethanol, hydroxypivalyl hydroxypivalate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, or combination thereof, and the asymmetric diol comprises 1,2-propylene glycol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1-3-pentanediol, or combination thereof.

17. The coating composition of claim 14 , wherein the binder further comprises a crosslinking agent.

18. A coated substrate comprising: a substrate coil, and a coating composition applied to at least one major surface of the substrate coil,

wherein the coating composition comprises a binder comprising a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, wherein the polyester resin comprises between 55 and 75 weight percent isophthalic acid based on the total weight of resin and has a glass transition temperature of at least about 35° C.; and

wherein the flexibility of the coated substrate is at least 1T with no tape off.

19. The coated substrate of claim 18 , wherein the symmetric diol amount is greater than 60 weight percent based on the total weight of polyols and the asymmetric diol amount is greater than 25 weight percent based on the total weight of polyols.

20. The coated substrate of claim 18 , wherein the symmetric diol comprises ethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol, 1,3-propanediol, neopentyl glycol, cyclohexane dimethanol, hydroxypivalyl hydroxypivalate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, or combination thereof, and the asymmetric diol comprises 1,2-propylene glycol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1-3-pentanediol, or combination thereof.

21. The coated substrate of claim 18 , wherein the binder further comprises a crosslinking agent.

22. The coated substrate of claim 18 , wherein the glass transition temperature of the polyester resin is at least about 40° C. and the number average molecular weight of the polyester resin is between about 2,500 and 5,000.

23. A method of coating and fabricating a coil, comprising:

providing a coating composition, wherein the coating composition comprises a binder comprising a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, and optionally a crosslinker, wherein the polyester resin comprises between 55 and 75 weight percent isophthalic acid based on the total weight of resin and has a glass transition temperature of at least about 35° C.;

applying the coating composition onto at least one major surface of a substrate coil; and

hardening the coating composition;

wherein the flexibility of the coated substrate is at least 1T with no tape off.

24. The method of claim 23 , further comprising forming the coated substrate coil into bent parts, wherein the hardened coating has a hardness of at least H.

25. A coating composition, comprising:

a binder, wherein the binder comprises a polyester resin that is formed using at least one aromatic dicarboxylic acid and using polyols comprising at least one symmetric diol in an amount greater than 50 weight percent based on the total weight of polyols and at least one asymmetric diol in an amount greater than 20 weight percent based on the total weight of polyols, and optionally a crosslinker, wherein the polyester resin comprises between 55 and 75 weight percent isophthalic acid based on the total weight of binder and wherein the coating composition is storage stable, has a glass transition temperature of at least about 35° C. and when applied to a coil and hardened will have a flexibility of at least 1T with no tape off.

26. The coating composition of claim 25 , wherein the symmetric diol amount is greater than 60 weight percent based on the total weight of polyols and the asymmetric diol amount is greater than 25 weight percent based on the total weight of polyols.

27. The coating composition of claim 25 , wherein the symmetric diol comprises ethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol, 1,3-propanediol, neopentyl glycol, cyclohexane dimethanol, hydroxypivalyl hydroxypivalate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, or combination thereof, and the asymmetric diol comprises 1,2-propylene glycol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1-3-pentanediol, or combination thereof.

28. The coating composition of claim 25 , wherein the binder further comprises a crosslinking agent.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2023
From: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
To: SWIMC LLC
Reel/Frame 063275/0494 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: THE SHERWIN-WILLIAMS COMPANY
To: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
Reel/Frame 060366/0979 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2021
From: THE VALSPAR CORPORATION
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 057204/0946 →
MERGER Recorded Oct 29, 2020
From: ENGINEERED POLYMER SOLUTIONS, INC.
To: THE VALSPAR CORPORATION
Reel/Frame 054443/0772 →
MERGER Recorded Sep 2, 2020
From: VALSPAR SOURCING, INC.
To: ENGINEERED POLYMER SOLUTIONS, INC.
Reel/Frame 053826/0606 →
NUNC PRO TUNC ASSIGNMENT Recorded Mar 24, 2020
From: THE SHERWIN-WILLIAMS COMPANY
To: VALSPAR SOURCING, INC.
Reel/Frame 052217/0640 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2019
From: LARRY B. BRANDENBURGER; ABDEL HAMID YASSIN; TED ROBERT BEST
To: VALSPAR SOURCING, INC.
Reel/Frame 050885/0987 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NO. 8465946 PREVIOUSLY RECORDED AT REEL: 045281 FRAME: 0529. ASSIGNOR(S) HEREBY CONFIRMS THE MERGER. Recorded May 4, 2018
From: VALSPAR SOURCING, INC.
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 046087/0150 →
MERGER Recorded Feb 8, 2018
From: VALSPAR SOURCING. INC
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 045281/0529 →