Syntheses and Polymerizations of Acrylates from Keto Alcohols and Chlorinated Alcohols

2-Oxocyclohexyl acrylate, phenacyl acrylate, α-trichloromethyl-β-carbomethoxyethyl acrylate and β, β, β-trichloroisopropyl acrylate have been prepared readily by the condensation of acryloyl chloride and the corresponding alcohol with the aid of triethylamine (equation A). CH2=CHCOCl + ROH N (C2H5)3→ CH2=CHCOOR (A) R=-H=O -CH2CO-_??_ -CHCH2COOCH3-CCl3, -CHCH3-CCl3 By the alcoholysis of methyl acrylate and methyl methacrylate with 2, 4, 4, 4-tetrachlorobutanol-1, 2, 4, 4, 4-tetrachlorobutyl acrylate and 2, 4, 4, 4-tetrachlorobutyl methacrylatehave also been prepared (equation B). CH2=CR'COOCH3 + ROH H2SO4→ CH2=CR'COOR (B) R=-CH2CHCH2CCl3-Cl, R'=H R=-CH2CHCH2CCl3-Cl, R'=CH3 These new acrylates and methacrylate have been polymerized in dioxane using 2, 2'-azobisisobutyronitrile as an initiator. Among others, the Polyacrylates and the polymethacrylates having three to four chlorine atoms in one unit of the polymer chain give films which do not burn.