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).
CH
2=CHCOCl + ROH N (C
2H
5)
3→ CH
2=CHCOOR (A)
R=-H=O -CH
2CO-_??_
-CHCH
2COOCH
3-CCl
3, -CHCH
3-CCl
3By 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).
CH
2=CR'COOCH
3 + ROH H
2SO
4→ CH
2=CR'COOR (B)
R=-CH
2CHCH
2CCl
3-Cl, R'=H
R=-CH
2CHCH
2CCl
3-Cl, R'=CH
3These 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.
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