IP Library Granted Patent US 6,900,276
Granted Patent B2
US 6,900,276 · App. 10/061,686 · Granted May 31, 2005

Low VOC vinylester resin and applications

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Quick Facts
Patent No.
US 6,900,276
App. No.
10/061,686
Granted
May 31, 2005
Kind
B2
Abstract

A low viscosity (and therefore low VOC) resin can be produced by limiting the molar ratio of the reactants, especially the dicarboxylic acid compound, used in the reaction. Specifically, reacting a reaction mixture comprising (i) one mole of a diepoxide having at least two glycidyl ether type epoxy groups; (ii) 0.5 to 2.0 moles of an unsaturated monocarboxylic acid; (iii) 0.1 to 0.5, preferably 0.1 to 0.3, moles of maleic anhydride; and, (iv) water, until substantially all of the epoxy groups disappear leads to the formation of a resin with a high shear (at least 500 s −1 ) viscosity of less than 1200 cP when measured in a 70% NVM (non-volatile matter) styrene solution. The resin may be used in barrier coatings, gel coatings, skin coatings and as a laminate resin.

Claims (7)

1. A resin comprising the reaction product obtained by reacting a mixture comprising; (i) a diepoxide having at least two glycidyl ether epoxy groups; (ii) an unsaturated monocarboxylic acid; (iii) maleic anhydride; and, (iv) water, until substantially all of the epoxy groups react wherein the molar ratio of diepoxide: unsaturated monocarboxytic acid; maleic anhydride is 1:0.5 to 2.0:0.1 to 0.5, respectively.

2. The resin of claim 1 wherein at least about 50% of the reaction product is a linear monomer or dimer.

3. The resin of claim 1 wherein the diepoxide is the condensation product of an epichlorahydrin and a diol.

4. The resin of claim 3 wherein the diepoxide is the condensation product of epichlorahydrin and bisphenol-A.

5. The resin of claim 1 wherein the unsaturated monocarboxylic acid is acrylic acid or methacrylic acid.

6. The resin of claim 1 wherein the water is present in about stoichiometric ratio with the maleic anhydride.

7. The resin of claim 1 wherein the resin has a viscosity of less than 1200 cP measured at a shear of 500 s −1 in styrene at 70% non-volatile matter.

Assignments (10)
RELEASE OF SECURITY INTEREST Recorded Jul 14, 2022
From: U.S. BANK TRUSTEES LIMITED
To: POLYNT COMPOSITES USA INC.
Reel/Frame 060504/0896 →
RELEASE OF SECURITY INTEREST Recorded Jul 3, 2022
From: U.S. BANK TRUSTEES LIMITED
To: POLYNT COMPOSITES USA INC.
Reel/Frame 060394/0123 →
SECURITY INTEREST Recorded Mar 1, 2022
From: POLYNT COMPOSITES USA, INC.
To: BNY MELLON CORPORATE TRUSTEE SERVICES LIMITED, AS SECURITY AGENT
Reel/Frame 059133/0503 →
RELEASE OF SECURITY INTEREST Recorded Sep 6, 2017
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: PCCR USA, INC.; POLYNT COMPOSITES II, LLC; CCP COMPOSITES US LLC
Reel/Frame 043509/0613 →
RELEASE OF SECURITY INTEREST Recorded May 31, 2017
From: GARRISON LOAN AGENCY SERVICES LLC
To: POLYNT COMPOSITES USA INC. (F/K/A PCCR USA, INC.); CCP COMPOSITES US LLC
Reel/Frame 042539/0004 →
SECURITY INTEREST Recorded May 17, 2017
From: POLYNT COMPOSITES USA INC.
To: U.S. BANK TRUSTEES LIMITED
Reel/Frame 042415/0548 →
CHANGE OF NAME Recorded May 15, 2017
From: CCP COMPOSITES US
To: CCP COMPOSITES US LLC
Reel/Frame 042464/0345 →
MERGER Recorded May 15, 2017
From: CCP COMPOSITES US LLC
To: POLYNT COMPOSITES USA INC.
Reel/Frame 042380/0561 →
SECURITY INTEREST Recorded Dec 22, 2014
From: PCCR USA, INC.; POLYNT COMPOSITES II, LLC; CCP COMPOSITES US LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 034564/0698 →
SECURITY INTEREST Recorded Dec 2, 2014
From: PCCR USA, INC.; CCP COMPOSITES US LLC
To: GARRISON LOAN AGENCY SERVICES LLC, AS AGENT
Reel/Frame 034299/0627 →