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 in | JCT, Journal of Coatings Technology Vol. 74; no. 928; pp. 33 - 47 |
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Main Authors | , , , , |
Format | Conference Proceeding Journal Article Trade Publication Article |
Language | English |
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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. |
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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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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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References | BF02697982_CR18 BF02697982_CR19 P. Kubisa (BF02697982_CR25) 1989 A. Rosowsky (BF02697982_CR29) 1964 K. Satoh (BF02697982_CR21) 1999; 40 R. Criegee (BF02697982_CR30) 1936; 69 G.A. Olah (BF02697982_CR27) 1985 J.T.K. Woo (BF02697982_CR2) 1982; 54 K. Satoh (BF02697982_CR22) 2000; 33 J.L. Massingill (BF02697982_CR4) 1993; 65 T.H. Gardiner (BF02697982_CR6) 1992; 15 BF02697982_CR12 X. Zhang (BF02697982_CR16) 1985; 8 P. Perez (BF02697982_CR5) 1998; 106 B. Hardman (BF02697982_CR14) 1989 J. Bei (BF02697982_CR15) 1985; 8 BF02697982_CR11 S. Kobayashi (BF02697982_CR23) 1998 L.W. Hill (BF02697982_CR31) 1987; 59 BF02697982_CR17 BF02697982_CR1 J.N. Brønsted (BF02697982_CR9) 1929; 51 Y. Ishii (BF02697982_CR8) 1969 K. Satoh (BF02697982_CR20) 1988; 47 T.F. Mika (BF02697982_CR7) 1998 J. March (BF02697982_CR26) 1985 D.R. Weyenberg (BF02697982_CR13) 1966; 7 BF02697982_CR24 J.A. Lucas (BF02697982_CR3) 1985; 61 C. Matignon (BF02697982_CR10) 1934; 1 BF02697982_CR28 |
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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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