IP Library Patent Application 12534931
Patent Application
App. No. 12/534,931

METHODS FOR PREPARING TOUGHENED EPOXY POLYMER COMPOSITE SYSTEMS

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Patent No.
US None
App. No.
12/534,931
Abstract

The present invention relates to epoxy resin compositions and more particularly to providing methods for toughening such epoxy resin systems. The methods include mixing a liquid epoxy resin with a glycidyl terminated modifying polymer and copolymerizing the epoxy resin and glycidyl terminated modifying polymer such that a liquid or gel phase comprising the modifying polymer separates from a solidified epoxy polymer to form the epoxy polymer composite system.

Claims (27)

1 . A method for preparing a toughened epoxy polymer composite system, comprising

reacting epichlorohydrin with a modifying polymer having at least two terminal proton donating functional groups to terminate the modifying polymer with at least two glycidyl ethers,

mixing a liquid epoxy resin with the glycidyl terminated modifying polymer, and

copolymerizing the epoxy resin and the glycidyl terminated modifying polymer such that a liquid or gel phase comprising the modifying polymer separates from a solidified epoxy polymer to form the epoxy polymer composite system, and

wherein the modifying polymer has a molecular weight of about 2000 daltons or greater.

2 . The method of claim 1 , wherein the proton donating functional groups comprise —COOH, —OH, —NH(R), or —C(O)NH(R), wherein R is H or C 1-4 alkyl.

3 . The method of claim 1 wherein the modifying polymer has a molecular weight of about 3000 daltons or greater.

4 . The method of claim 1 wherein the modifying polymer has a molecular weight of between about 2000 to about 10,000 daltons.

5 . The method of claim 1 wherein the glass transition temperature of the composite system is no lower than about 25° C. below the glass transition temperature of the composite system in the absence of the modifying polymer.

6 . The method of claim 1 , wherein the modifying polymer is present in no more than 40 weight percent based on the total weight of epoxy resin and the modifying polymer.

7 . The method of claim 1 , wherein the modifying polymer is present in no more than 20 weight percent based on the total weight of epoxy resin and the modifying polymer.

8 . The method of claim 1 , wherein the glycidyl terminated modifying polymer is substantially dissolved in the liquid epoxy resin prior to co-polymerization.

9 . The method of claim 1 , wherein the liquid epoxy resin comprises a glycidated Bisphenol A or Bisphenol F.

10 . The method of claim 1 , wherein the modifying polymer is of the general formula

wherein R 1 comprises a polyether, polyester, polyacrylic, polyamide, polyolefin, polydiene, or polydiene/acrylonitrile copolymer, X is an ester, ether, amido or amino linkage, and n is 1-6.

11 . The method of claim 10 , wherein R 1 comprises a polyether, polyester, polybutadiene, or polybutadiene/acrylonitrile copolymer.

12 . The method of claim 10 , wherein R 1 is an alkoxylated diol or polyol.

13 . The method of claim 12 , wherein the polyol is a glycerol, trimethylol propane, pentaerythritol, or sorbitol.

14 . The method of claim 12 , wherein the alkoxylate moiety comprises repeating C 2 -C 4 oxide units, or mixtures thereof.

15 . The method of claim 10 , wherein R 1 is a butadiene or butadiene/acrylonitrile copolymer.

16 . The method of claim 10 , wherein R 1 comprises the condensation reaction product of polymerized fatty acids, linear C 1 -C 6 dioic acids, and C 1 -C 6 diols.

17 . The method of claim 16 , wherein the polymerized fatty acids are dimerized or trimerized fatty acid.

18 . The method of claim 1 , wherein the epoxy polymer composite system further comprises one or more solid fillers.

19 . The method of claim 18 , wherein the one or more solid fillers comprise clays, glass beads, fumed silica, glass fibers, carbon powder, carbon fibers, silicones, or mixtures thereof.

20 . The method of claim 1 , wherein the mixture of the epoxy resin and the glycidyl terminated modifying polymer comprises a polymerization catalyst, curing agent, hardening agent, dye, antioxidant, or stabilizer.

21 . The method of claim 20 , wherein the curing agent is dicyandiamide.

22 . An epoxy polymer composite system prepared by the method of claim 1 .

Assignments (5)
RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT R/F 026562/0074 Recorded Aug 5, 2014
From: FSJC III, LLC, AS COLLATERAL AGENT
To: CVC SPECIALTY CHEMICALS, INC.
Reel/Frame 033471/0173 →
RELEASE OF SECURITY INTEREST Recorded Jun 8, 2012
From: ABLECO FINANCE LLC
To: EMERALD PERFORMANCE MATERIALS, LLC; EMERALD POLYMER ADDITIVES, LLC; EMERALD HILTON DAVIS, LLC; EMERALD KALAMA CHEMICAL, LLC; EMERALD FOAM CONTROL, LLC; EMERALD CAROLINA CHEMICAL, LLC; EMERALD SPECIALTY POLYMERS, LLC; EPM EMERALD (CANADA), INC.; CVC SPECIALTY CHEMICALS INC.; EPM POLYMER ADDITIVES HOLDING CORP.; EPM HILTON DAVIS HOLDING CORP.; EPM KALAMA CHEMICAL HOLDING CORP.; EPM FOAM CONTROL HOLDING CORP.; EPM CAROLINA CHEMICAL HOLDING CORP.; EPM SPECIALTY POLYMERS HOLDING CORP.; EMERALD KALAMA HOLDINGS, LLC; EPM CVC GROUP HOLDING, INC.; EMERALD LATIN AMERICA HOLDINGS, LLC
Reel/Frame 028347/0570 →
PATENT SECURITY AGREEMENT Recorded Jul 8, 2011
From: EMERALD PERFORMANCE MATERIALS, LLC; EMERALD POLYMER ADDITIVES, LLC; EMERALD HILTON DAVIS, LLC; EMERALD KALAMA CHEMICAL, LLC; EMERALD FOAM CONTROL, LLC; EMERALD CAROLINA CHEMICAL, LLC; EMERALD SPECIALTY POLYMERS, LLC; EPM EMERALD (CANADA), INC.; CVC SPECIALTY CHEMICALS, INC.
To: FSJC III, LLC
Reel/Frame 026562/0074 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 26, 2011
From: STARNER, WILLIAM EDWARD; SHIRK, JAMES EVERETT
To: CVC SPECIALTY CHEMICALS, INC.
Reel/Frame 026345/0419 →
PATENT SECURITY AGREEMENT Recorded Dec 16, 2010
From: EMERALD PERFORMANCE MATERIALS, LLC; EMERALD POLYMER ADDITIVES, LLC; EMERALD HILTON DAVIS, LLC; EMERALD KALAMA CHEMICAL, LLC; EMERALD FOAM CONTROL, LLC; EMERALD CAROLINA CHEMICAL, LLC; EMERALD SPECIALTY POLYMERS, LLC; EPM EMERALD (CANADA), INC.; CVC SPECIALTY CHEMICALS INC.; EPM POLYMER ADDITIVES HOLDING CORP.; EPM HILTON DAVIS HOLDING CORP.; EPM KALAMA CHEMICAL HOLDING CORP.; EPM FOAM CONTROL HOLDING CORP.; EPM CAROLINA CHEMICAL HOLDING CORP.; EPM SPECIALTY POLYMERS HOLDING CORP.; EMERALD KALAMA HOLDINGS, LLC; EPM CVC GROUP HOLDINGS, INC.; EMERALD LATIN AMERICA HOLDINGS, LLC
To: ABLECO FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 025505/0077 →