Laminating resin with reduced styrene monomer

• US 20070179250A1
• Filed: 01/30/2006
• Published: 08/02/2007
• Est. Priority Date: 01/30/2006
• Status: Abandoned Application

• Current Assignee: Reichhold Incorporated
• Original Assignee: Reichhold Incorporated
• Inventors: Chen, Lianzhou, Nava, Hildeberto
• Application Number:
  US11/342,950
• Publication Number:
  US 20070179250A1
• Time in Patent Office: Days
• US Class Current: 525/316
• CPC Class Codes: C08K 3/013 Fillers, pigments or reinforcing additives
• CPC Class Codes: C08L 2666/18 Polyesters or polycarbonates according to C08L67/00 - C08L69/00; Derivatives thereof
• CPC Class Codes: C08L 67/00 Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain of polyester-amides C08L77/12; of polyester-imides C08L79/08; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 67/06 Unsaturated polyesters
• CPC Class Codes: C08L 67/07 having terminal carbon-to-carbon unsaturated bonds

Abstract

A laminating resin having low styrene content is provided. The resin includes a thermosetting resin and a reactive intermediate including a low molecular weight polyester oligomer endcapped with at least one (meth)acrylic acid, its ester or its anhydride thereof.

Claims

1. A laminating resin having low styrene content, said resin comprising:

a) a thermosetting resin; and

b) a reactive intermediate comprising a low molecular weight polyester oligomer endcapped with at least one (meth)acrylic acid, its ester or its anhydride thereof.

2. The laminating resin according to claim 1, wherein said reactive intermediate has a molecular weight range of 200 to 1500.

3. The laminating resin according to claim 1, wherein the reactive intermediate is formed by esterifying or trans-esterifying a saturated or unsaturated polyester with at least one polyhydric alcohol, and further esterifying or transesterifying the resulting product with at least one (meth)acrylic acid, its ester or an anhydride thereof.

4. The laminating resin according to claim 3, wherein the ratio of saturated or unsaturated polyester to polyhydric alcohol is a range of 1:

1.2 to 1;

1.5.

5. The laminating resin according to claim 3, wherein said saturated or unsaturated polyester is recycled polyethylene terephthalate and said polyhydric alcohol is diethylene glycol.

6. The laminating resin according to claim 1, wherein said thermosetting resin is selected from the group consisting of unsaturated polyester resins, saturated polyester resins, urethanes and vinyl esters.

7. The laminating resin according to claim 1, wherein the polyhydric alcohol is selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, 1,3-hexanediol, neopentyl glycol, 2-methyl-1,3-propanediol, 1,3-butylene glycol, 1,6-hexanediol, hydrogenated bisphenol A, cyclohexane dimethanol, 1,4-cyclohexanol, ethylene oxide adducts of bisphenols, propylene oxide adducts of bisphenols, sorbitol, 1,2,3,6-hexatetrol, 1,4-sorbitan, pentaerythritol, dipentaerythritol, tripentaerythritol, sucrose, 1,2,4-butanetriol, 1,2,5-pentanetriol, glycerol, 2-methyl-propanetriol, 2-methyl-1,2,4-butanetriol, trimethylol ethane, trimethylol propane, and 1,3,5-trihydroxyethyl benzene, and mixtures thereof.

8. The laminating resin according to claim 1, further comprising a polyfunctional acrylate monomer.

9. The laminating resin according to claim 1, further comprising a low profile additive.

10. The laminating resin according to claim 1, wherein said reactive intermediate has a viscosity of 150 to 250 cps.

11. A laminating resin devoid of styrene, said resin comprising:

a) a thermosetting resin selected from the group consisting of saturated and unsaturated polyesters, urethanes and vinyl esters, said thermosetting resin blended with;

b) a reactive intermediate comprising a polyester oligomer formed by (i) esterifying or trans-esterifying a saturated or unsaturated polyester with at least one polyhydric alcohol, wherein said polyester oligomer has a molecular weight range of 200 to 1500 and the ratio of polyester to polyhydric alcohol is a range of 1;

1.2 to 1;

1.5, and (ii) further esterifying or trans-esterifying with at least one (meth)acrylic acid, its ester or anhydride thereof.

12. The laminating resin according to claim 11, wherein said saturated or unsaturated polyester is recycled polyethylene terephthalate and said polyhydric alcohol is diethylene glycol.

13. The laminating resin according to claim 11, wherein the polyhydric alcohol is selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, 1,3-hexanediol, neopentyl glycol, 2-methyl-1,3-pentanediol, 1,3-butylene glycol, 1,6-hexanediol, hydrogenated bisphenol A, cyclohexane dimethanol, 1,4-cyclohexanol, ethylene oxide adducts of bisphenols, propylene oxide adducts of bisphenols, sorbitol, 1,2,3,6-hexatetrol, 1,4-sorbitan, pentaerythritol, dipentaerythritol, tripentaerythritol, sucrose, 1,2,4-butanetriol, 1,2,5-pentanetriol, glycerol, 2-methyl-propanetriol, 2-methyl-1,2,4-butanetriol, trimethylol ethane, trimethylol propane, and 1,3,5-trihydroxyethyl benzene, and mixtures thereof.

14. The laminating resin according to claim 11, further comprising a polyfunctional acrylate monomer.

15. The laminating resin according to claim 11, further comprising a low profile additive.

16. The laminating resin according to claim 11, wherein said reactive intermediate has a viscosity of 150 to 250 cps.

17. A laminating resin comprising:

1 to 99 percent by weight of a thermosetting resin;

1-99 percent by weight of a reactive intermediate comprising a low molecular weight polyester oligomer endcapped with at least one (meth)acrylic acid, its ester or its anhydride;

1-60 percent by weight of a filler;

0-40 percent by weight of a vinyl aromatic monomer;

0-40 percent by weight of a polyfunctional acrylate; and

0-50 percent by weight of a low profile additive.

18. The laminating resin according to claim 17, wherein the reactive intermediate is formed by esterifying or trans-esterifying a saturated or unsaturated polyester with at least one polyhydric alcohol, and further esterifying or transesterifying the resulting product with at least one (meth)acrylic acid, its ester or an anhydride thereof.

19. The laminating resin according to claim 18, wherein the ratio of saturated or unsaturated polyester to polyhydric alcohol is a range of 1:

1.2 to 1;

1.5.

20. The laminating resin according to claim 17, wherein said saturated or unsaturated polyester is recycled polyethylene terephthalate and said polyhydric alcohol is diethylene glycol.

21. The laminating resin according to claim 17, wherein said thermosetting resin is selected from the group consisting of unsaturated polyester resins, saturated polyester resins, urethanes and vinyl esters.

22. The laminating resin according to claim 17, wherein the polyhydric alcohol is selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, 1,3-hexanediol, neopentyl glycol, 2-methyl-1,3-propanediol, 1,3-butylene glycol, 1,6-hexanediol, hydrogenated bisphenol A, cyclohexane dimethanol, 1,4-cyclohexanol, ethylene oxide adducts of bisphenols, propylene oxide adducts of bisphenols, sorbitol, 1,2,3,6-hexatetrol, 1,4-sorbitan, pentaerythritol, dipentaerythritol, tripentaerythritol, sucrose, 1,2,4-butanetriol, 1,2,5-pentanetriol, glycerol, 2-methyl-propanetriol, 2-methyl-1,2,4-butanetriol, trimethylol ethane, trimethylol propane, and 1,3,5-trihydroxyethyl benzene, and mixtures thereof.