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Reactions of organolithium compounds with poly(vinyl chloride), poly(methyl methacrylate) and poly(styrene-co-acrylonitrile) as labelling pathways with fluorescent chromophores
Affiliation:1. Center for Membrane and Film Technology, Graduate School of Science, Technology and Innovation, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan;2. Center for Membrane and Film Technology, Department of Chemical Science and Engineering, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan;3. Wolfson Catalysis Centre, Department of Chemistry, University of Oxford, South Parks Road, Oxford OX1 3QR, UK
Abstract:This paper reports pathways to attach anthracene and naphthalene to preformed poly(vinyl chloride) (PVC), poly(methyl methacrylate) (PMMA) and styrene-acrylonitrile random copolymer (SAN). The addition of 9-methylanthryl Li(1) or α-methyl-naphthyl Li(2) on the carbonyl of ester groups is an efficient means of labelling PMMA. The SN2 nucleophilic substitution of the secondary chlorine atoms by (1) and (2) works well when Li is the counter-anion. The alkylation of SAN by 9-methylanthryl chloride in the presence of NLi diisopropylamide is another appropriate labelling pathway.
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