New polymeric polyol for thermoset coatings: Superacid-catalyzed copolymerization of water and epoxy resins

Though free-radical emulsion polymerization has been studied extensively, published reports of cationic (i.e., acid-catalyzed) polymerizations of emulsified monomers are rare. It was recently discovered that treatment of an emulsion of liquid epoxy resin with select superacid catalysts yields a poly...

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Published inJCT, Journal of Coatings Technology Vol. 74; no. 928; pp. 33 - 47
Main Authors WALKER, Frederick H, DICKENSON, John B, HEGEDUS, Charles R, PEPE, Frank R, KELLER, Renee
Format Conference Proceeding Journal Article Trade Publication Article
LanguageEnglish
Published Blue Bell, PA Federation of Societies for Coatings Technology 01.05.2002
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Abstract Though free-radical emulsion polymerization has been studied extensively, published reports of cationic (i.e., acid-catalyzed) polymerizations of emulsified monomers are rare. It was recently discovered that treatment of an emulsion of liquid epoxy resin with select superacid catalysts yields a polymeric polyol. Catalysis with one percent perchloric acid at room temperature yields a product with a number average molecular weight of 1650, and a polydispersity of 5.0 as measured by GPC. The polyol's structure differs from that of conventional high molecular weight epoxy resins prepared by the advancement process in several ways, including the incorporation of two glycidyl units in the repeat unit. In essence, the product is a copolymer of the epoxy resin and water, in which water is incorporated in the repeat unit structure by reaction with two epoxide groups. A similar product can be prepared by solution polymerization, where the molecular weight is controlled by the ratio of water to epoxy resin. The product was shown to have lower levels of residual bisphenol-A than conventional advanced epoxy resins. Polyols prepared by these new processes were crosslinked fwith melamine-formaldehyde resins in waterborne coating formulations which were free of added cosolvent, as well as solventborne coating formulations. The coatings developed excellent solvent resistance at lower bake temperatures than traditional epoxy resins.
AbstractList Though free-radical emulsion polymerization has been studied extensively, published reports of cationic (i.e., acid-catalyzed) polymerizations of emulsified monomers are rare. It was recently discovered that treatment of an emulsion of liquid epoxy resin with select superacid catalysts yields a polymeric polyol. Catalysis with one percent perchloric acid at room temperature yields a product with a number average molecular weight of 1650, and a polydispersity of 5.0 as measured by GPC.
Though free-radical emulsion polymerization has been studied extensively, published reports of cationic (i.e., acid-catalyzed) polymerizations of emulsified monomers are rare. It was recently discovered that treatment of an emulsion of liquid epoxy resin with select superacid catalysts yields a polymeric polyol. Catalysis with one percent perchloric acid at room temperature yields a product with a number average molecular weight of 1650, and a polydispersity of 5.0 as measured by GPC. The polyol's structure differs from that of conventional high molecular weight epoxy resins prepared by the advancement process in several ways, including the incorporation of two glycidyl units in the repeat unit. In essence, the product is a copolymer of the epoxy resin and water, in which water is incorporated in the repeat unit structure by reaction with two epoxide groups. A similar product can be prepared by solution polymerization, where the molecular weight is controlled by the ratio of water to epoxy resin. The product was shown to have lower levels of residual bisphenol-A than conventional advanced epoxy resins. Polyols prepared by these new processes were crosslinked fwith melamine-formaldehyde resins in waterborne coating formulations which were free of added cosolvent, as well as solventborne coating formulations. The coatings developed excellent solvent resistance at lower bake temperatures than traditional epoxy resins.
Author PEPE, Frank R
HEGEDUS, Charles R
KELLER, Renee
DICKENSON, John B
WALKER, Frederick H
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Cites_doi 10.1007/978-94-011-4950-1_8
10.1289/ehp.98106167
10.1002/cber.19360691228
10.1021/ja01377a012
10.1021/ma0000069
10.1016/0273-2300(92)90075-K
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Issue 928
Keywords Water
Coating material
Emulsion copolymerization
Ether
Epoxy resin
Mechanical properties
Paint film
Acid catalysis
Paint
Experimental study
Binders
Physical properties
Solution polymerization
Thermosetting resin
Bisphenol A
Emulsion polymerization
Formulation
Superacid
Polyol
Chemical properties
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PublicationTitle JCT, Journal of Coatings Technology
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Snippet Though free-radical emulsion polymerization has been studied extensively, published reports of cationic (i.e., acid-catalyzed) polymerizations of emulsified...
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StartPage 33
SubjectTerms Acids
Applied sciences
Catalysis
Chemical industry
Chemical reactions
Coatings. Paints, varnishes and inks
Components, formulation
Copolymerization
Emulsion polymerization
Epoxy resins
Equilibrium
Exact sciences and technology
Free radicals
Molecular weight
Organic polymers
Phosphate esters
Physicochemistry of polymers
Polymer industry, paints, wood
Preparation, kinetics, thermodynamics, mechanism and catalysts
Protective coatings
Reagents
Spectrum analysis
Title New polymeric polyol for thermoset coatings: Superacid-catalyzed copolymerization of water and epoxy resins
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