Acid-Catalyzed Polycondensation of 2-Acetoxymethyl-3,4-dimethylthiophene. Access to a Novel Poly(thienylene methine) with Alternating Aromatic- and Quinoid-like Structures
authors Stagnaro, P; Pioli, F; Panizza, M; Gandini, A
nationality International
journal MACROMOLECULES
keywords POLYMERS; MECHANISMS
abstract This paper reports the synthesis of a novel soluble poly(thienylene methylene) by a straightforward process based on the methanesulfonic acid-catalyzed self-condensation of 2-acetoxymethyl-3,4-dimethylthiophene. These macromolecules were found to generate in situ conjugated sequences consisting of thiophene and exo-unsaturated 2,5-dihydrothiophene moieties. The kinetics of these polycondensations, in which both the temperature and the monomer-to-catalyst molar ratio were varied, were followed by HPLC, as regards the rate of monomer consumption, and by GPC, as regards the evolution of the molecular weight of the growing chains. The ensuing polymers were characterized by FTIR, (1)H NMR, UV-vis spectroscopy, DSC, and TGA.
publisher AMER CHEMICAL SOC
issn 0024-9297
year published 2009
volume 42
issue 7
beginning page 2455
ending page 2461
digital object identifier (doi) 10.1021/ma8027497
web of science category Polymer Science
subject category Polymer Science
unique article identifier WOS:000264992300024
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journal impact factor 5.918
5 year journal impact factor 5.654
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