Copolymers of carbazole-containing monomers such as 4- and 3-(9-carbazolylmethyl)styrene (1 and 2), 2(9-carbazolyl)ethyl methacrylate (3) and 2-(9-carbazolylacetyloxy)ethyl methacrylate (4) with optically active menthyl acrylate (5) and methacrylate (6) were prepared by free radical polymerization. In all cases optically active copolymers were obtained and for copolymer samples of 1 and 2 with 5 and 6, CD spectra indicate an appreciable, even if small, dissymmetric perturbation of heteroaromatic moiety. NMR and fluorescence emission spectra of the above copolymers are consistent with a “monomer-type” behaviour which can be associated with a high dishomogeneity of the conformational environment in which the aromatic chromophores are located. Profiles of the UV band in the 230–240nm region are analysed in terms of the different structural features of the copolymers. 1H-NMR spectra recorded on partially deuterated po1y(1) eliminate any contribution by the carbazolyl protons to the upfield signal (6.5–5.5ppm) of the complex aromatic protons resonance.
Optically active vinyl polymers containing fluorescent groups. 6. Synthesis and properties of copolymers of (-)-menthyl acrylate and (-)-menthyl methacrylate with spaced-carbazole containing monomers
CHIELLINI, EMO;SOLARO, ROBERTO;CIARDELLI, FRANCESCO;GALLI, GIANCARLO;
1980-01-01
Abstract
Copolymers of carbazole-containing monomers such as 4- and 3-(9-carbazolylmethyl)styrene (1 and 2), 2(9-carbazolyl)ethyl methacrylate (3) and 2-(9-carbazolylacetyloxy)ethyl methacrylate (4) with optically active menthyl acrylate (5) and methacrylate (6) were prepared by free radical polymerization. In all cases optically active copolymers were obtained and for copolymer samples of 1 and 2 with 5 and 6, CD spectra indicate an appreciable, even if small, dissymmetric perturbation of heteroaromatic moiety. NMR and fluorescence emission spectra of the above copolymers are consistent with a “monomer-type” behaviour which can be associated with a high dishomogeneity of the conformational environment in which the aromatic chromophores are located. Profiles of the UV band in the 230–240nm region are analysed in terms of the different structural features of the copolymers. 1H-NMR spectra recorded on partially deuterated po1y(1) eliminate any contribution by the carbazolyl protons to the upfield signal (6.5–5.5ppm) of the complex aromatic protons resonance.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
