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US 7,803,873 B2Granted
Method for making polyolefin graft polymers having improved adhesion properties
AssigneeE. I. Du Pont de Nemours and Company
InventorMark E. Wagman
Life of this patent
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Abstract
A solution grafting method for making polyolefin graft polymers by grafting a phenolic ester monomeric compound on olefinic polymers in the presence of a radical initiator in an organic solvent is described. The grafted polymers provide improved adhesion properties, particularly to metal and polyester substrates.
Claims22
A process for making polyolefin graft polymers having improved adhesion properties comprising the steps of:
- a) contacting at least one polyolefin dissolved in a solvent with:
- i) a first phenolic ester monomeric compound having the structure as shown in Formula (I):
- wherein R=an alkyl group having from 1 to 20 carbon atoms, or phenyl;
- (ii) a second monomeric compound selected from the group consisting of styrene, diene monomers, acrylate monomers, and methacrylate monomers;
- and
- (iii) a radical initiator to form a reaction mixture;
- for a time and at a temperature sufficient to permit polymerization and the formation of a polyolefin graft polymer comprising a phenolic ester;
- said at least one polyolefin being selected from the group consisting of polyethylene, ethylene/propylene copolymer, ethylene/butene copolymer, ethylene/hexene copolymer, ethylene/octene copolymer, polypropylene, ethylene/methyl acrylate copolymer, ethylene/acrylic acid copolymer, ethylene/methacrylic acid copolymer, and ethylene/vinyl acetate copolymer;
- b) deacylating the phenolic ester comprised within the polyolefin graft polymer.
6 more elements
A process for making polyolefin graft polymers having improved adhesion properties comprising the steps of:
- a) contacting at least one polyolefin in a first solvent with a first phenolic ester monomeric compound having the structure as shown in Formula (I):
- wherein R=an alkyl group having from 1 to 20 carbon atoms, or phenyl and a second monomeric compound selected from the group consisting of styrene, diene monomers, acrylate monomers, and methacrylate monomers, to form a reaction mixture;
- b) contacting the reaction mixture of step (a) with a radical initiator selected from the group consisting of benzoyl peroxide, dicumyl peroxide, 2,5-dimethyl-2,5-di-(t-butylperoxy)hexane, α,α′-bis(t-butylperoxy) diisopropylbenzene, di-t-amyl peroxide, di-t-butyl peroxide, 2,5-dimethyl-2,5-di-(t-butylperoxy)hexyne-3,1,1-di-(t-butylperoxy)-3,3,5-trimethyl-cyclohexane, n-butyl 4,4-bis(t-butylperoxy)valerate, and ethyl 3,3-di-(t-amyl peroxy)butyrate;
- c) heating the mixture of step (b) from about 60° C. to about 180° C. for a time sufficient to permit polymerization and the formation of a polyolefin graft polymer comprising a phenolic ester;
- d) cooling the mixture of step (c) to a temperature of less than about 70° C.;
- e) precipitating the mixture of step (d) in a second solvent;
- f) separating the first solvent and the second solvents from the precipitated mixture of step (e);
- and
- g) deacylating the phenolic ester comprised within the polyolefin graft polymer.
6 more elements
Dependencies are inferred from the claim text.