A. Mansri et al., NEW STYRENE POLYMERS WITH KETO-ENOL SIDE- CHAINS .1. SYNTHESIS AND (CO)POLYMERIZATION OF BETA-DIKETONE MONOMERS, European Polymer Journal, 32(3), 1996, pp. 269-275
beta-diketonic monomers derived from styrene, p-vinylbenzoyltrifluoroa
cetone (1), p-vinylbenzoylacetone (2), p-vinylbenzoylacetophenone (3),
p-vinylphenyl)-5,5-(ethylenedioxy)hexane-1,3-dione (4) and nyl)-5-phe
nyl-5,5-(ethylenedioxy)pentane-1,3-dione (5), were prepared by condens
ation of p-vinylacetophenone with adequate esters. The homopolymerisat
ion of these monomers essentially gives insoluble resins of low intere
st in the photoreticulation field. On the contrary, their copolymerisa
tion with styrene and methyl acrylate affords soluble polymers with si
de chain enolised 1,3-diketonic moities allowing to expect their photo
reticulation by a De Mayo reaction with p-divinylbenzene. Monomers and
polymers, were characterised by H-1 NMR and C-13 NMR spectroscopies.
The C-13 NMR chemical shifts were used to evaluate the Alfrey Price re
activity parameters of the monomers and to calculate relative percenta
ges of the enol forms in monomers and polymers. The molecular characte
ristics of polymers were determined by gel permeation chromatography.