Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1996-05-28
1997-05-27
Acquah, Samuel A.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568630, 568657, 568780, 568790, 568793, 568804, 526313, 528 86, C07C 4100, C07C 4302
Patent
active
056334117
ABSTRACT:
Allylic styrene ether compounds of the formula: ##STR1## where R.sup.1 is an optionally substituted allylic or propargyl hydrocarbon group, and R.sup.2, R.sup.3, and R.sup.4 are independently H, C.sub.1-6 hydrocarbon or C.sub.1-6 hydrocarbonoxy groups, are prepared in a single pot reaction from relatively low cost materials. The method includes the steps of reacting a 4-acyloxystyrene of the formula ##STR2## where R is an acyl group, with at least one mole of a base which can readily saponify or hydrolyze the phenolic ester bond per mole of acyloxystyrene, and then adding to the reaction mixture an alloylating agent of the formula R.sup.1 X, where R.sup.1 is as previously defined and X is chloride, bromide, iodide, a sulfonic ester or a hydrocarbon sulfate group, to form said allylic styrene ether compound. The method may be employed to prepare mono-styryl functional compounds or di-styryl functional compounds such as 1,4-bis(4'-vinylphenoxy)but-2-ene.
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Crivello, et al, "Synthesis and Characterization of Bis(Isopropenylphenoxy) Alkanes and Bis(vinylphenoxy) Alkanes; Two Classes of Highly Reactive, Photopolymerizable Monomers," J.M.S.--Pure Appl. Chem., A 29(9), pp. 753-754 (1992).
Masterson Maria
Woods John G.
Acquah Samuel A.
Loctite Corporation
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