IP Library Granted Patent US 7,326,752
Granted Patent B2
US 7,326,752 · App. 10/789,245 · Granted Feb 5, 2008

Styrene-free unsaturated polyester resin compositions for coating applications

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Quick Facts
Patent No.
US 7,326,752
App. No.
10/789,245
Granted
Feb 5, 2008
Kind
B2
Abstract

Styrene-free unsaturated polyester resin compositions are provided which contain low amounts of hazardous air pollutants, good mechanical and physical properties and good weathering characteristics. A process for the manufacture of these resin compositions is also provided.

Claims (32)

1. A styrene-free, unsaturated polyester resin composition consisting essentially of:

A. an unsaturated polyester not derived from dicyclopentadiene;

B. a urethane (meth)acrylate;

C. a hydroxyl-functionalized (meth)acrylate monomer; and

D. a multifunctional (meth)acrylate monomer,

wherein the resin composition is curable under an air atmosphere at ambient temperatures and contains less than about 3 weight percent of hazardous air pollutants.

2. A composition as defined by claim 1 wherein the unsaturated polyester has a weight average molecular weight from about 1000 to about 12000.

3. A composition as defined by claim 1 wherein the unsaturated polyester has a weight average molecular weight from about 1500 to about 8000.

4. A composition as defined by claim 1 wherein the urethane (meth)acrylate is a product of a difunctional or polyfunctional isocyanate with a hydroxyl-functionalized (meth)acrylate.

5. A composition as defined by claim 1 wherein the urethane (meth)acrylate is present in an amount from about 10 to about 40 percent by weight.

6. A composition as defined by claim 1 wherein the hydroxyl-functionalized (meth)acrylate monomer is present in an amount from about 5 to about 40 percent by weight.

7. A composition as defined by claim 1 wherein the multifunctional (meth)acrylate monomer is selected from the group consisting of 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, diethylene glycol diacrylate, 1,3-butylene glycol diacrylate, neopentyl glycol diacrylate, cyclohexane dimethanol diacrylate, dipropylene glycol diacrylate, ethoxylated bisphenol A diacrylate, trimethyloipropane, triacrylate, pentaerytbritol triacrylate, pentaerythritol tetracrylate, the methacrylate analogues of such monomers and a mixture thereof.

8. A composition as defined by claim 1 wherein the multifunctional (meth)acrylate monomer is present in an amount from about 5 to about 40 percent by weight.

9. A composition as defined by claim 1 wherein the unsaturated polyester is present in an amount from about 20 to about 70 percent by weight.

10. A composition as defined by claim 1 wherein the hydroxyl-functionalized (meth)acrylate monomer is selected from the group consisting of 2-hydroxylethyl methacrylate, 2-hydroxylpropyl methacrylate, 2-hydroxylpropyl acrylate and mixtures thereof.

11. A composition as defined by claim 1 wherein the unsaturated polyester has an acid number of less than about 50.

12. A composition as defined by claim 1 wherein the unsaturated polyester is at least partially derived from an epoxy allyl ether or a hydroxyl-functionalized allyl ether.

13. A composition as defined by claim 12 wherein the epoxy allyl ether or hydroxyl-functionalized allyl ether is used in an amount up to about 30 percent, by weight, based on an initial polyester synthesis charge.

14. A composition as defined by claim 1 wherein the unsaturated polyester is at least partially derived from an epoxy functionalized (meth)acrylate.

15. A composition as defined by claim 14 wherein the epoxy functionalized (meth)acrylate is used in an amount up to about 30 percent by weight, based on an initial polyester synthesis charge.

16. A composition as defined by claim 1 wherein the urethane (meth)acrylate is derived from an aliphatic isocyanate.

17. A composition as defined by claim 1 which contains up to about 10 percent by weight of a thixotropic agent.

18. A composition as defined by claim 1 which contains up to about 40 percent by weight of a pigment.

19. A composition as defined by claim 1 which contains up to about 5 percent by weight of a suppressant.

20. A composition as defined by claim 1 which contains up to about 10 percent by weight of an ultraviolet light absorber or ultraviolet light stabilizer.

21. A composition as defined by claim 1 wherein the resin composition is cured by a free-radical initiator.

22. A process for the manufacture of a styrene-free, unsaturated polyester resin composition, wherein the process consists essentially of mixing:

A. an unsaturated polyester not derived from cyclopentadiene;

B. a urethane (meth)acrylate;

C. a hydroxyl-functionalized (meth)acrylate monomer; and

D. a multifunctional (meth)acrylate monomer,

wherein the resin composition is curable under an air atmosphere at ambient temperatures and contains less than about 3 weight percent of hazardous air pollutants.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Mar 3, 2025
From: BANK OF AMERICA, N.A.
To: AOC, LLC; THE ALPHA CORPORATION OF TENNESSEE
Reel/Frame 070385/0006 →
SECURITY INTEREST Recorded Oct 15, 2021
From: AOC, LLC; THE ALPHA CORPORATION OF TENNESSEE
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 057807/0796 →
RELEASE OF SECURITY INTEREST Recorded Aug 1, 2018
From: BANK OF AMERICA, N.A., AS AGENT
To: AOC, LLC
Reel/Frame 046527/0250 →
RELEASE OF SECURITY INTEREST Recorded Jun 8, 2009
From: THE BANK OF NEW YORK MELLON
To: AOC, LLC
Reel/Frame 022783/0890 →
SECURITY AGREEMENT Recorded Jun 5, 2009
From: AOC, LLC
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 022783/0497 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2005
From: MCALVIN, JOHN E.; OAKLEY, DANIEL A.; HUTSON, PAUL TAYLOR; ZWISSLER, DAVID J.; FOLDA, THOMAS J.
To: AOC, LLC
Reel/Frame 017237/0869 →
SECURITY INTEREST Recorded Oct 31, 2005
From: AOC, LLC
To: BANK OF NEW YORK, THE, AS ADMINISTRATIVE AGENT
Reel/Frame 017154/0467 →
SECURITY AGREEMENT Recorded Oct 4, 2004
From: AOC, LLC
To: BLACK DIAMOND COMMERCIAL FINANCE, LLC
Reel/Frame 015213/0160 →