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Ionic .pi.-conjugated polyelectrolytes by catalyst free polymerization of bis(pyridyl)acetylenes and bis[(pyridyl)ethynyl]benzenes
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SYSNO ASEP 0446009 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Ionic .pi.-conjugated polyelectrolytes by catalyst free polymerization of bis(pyridyl)acetylenes and bis[(pyridyl)ethynyl]benzenes Author(s) Faukner, T. (CZ)
Trhlíková, Olga (UMCH-V) RID, ORCID
Zedník, J. (CZ)
Sedláček, J. (CZ)Source Title Macromolecular Chemistry and Physics. - : Wiley - ISSN 1022-1352
Roč. 216, č. 14 (2015), s. 1540-1554Number of pages 15 s. Language eng - English Country DE - Germany Keywords conjugated polymers ; ionic polymers ; polyacetylenes Subject RIV CD - Macromolecular Chemistry R&D Projects GAP108/12/1143 GA ČR - Czech Science Foundation (CSF) Institutional support UMCH-V - RVO:61389013 UT WOS 000358120700006 EID SCOPUS 84937162846 DOI 10.1002/macp.201500147 Annotation The spontaneous, catalyst free polymerization of four monomers of the bis(pyridyl)acetylene and bis[(pyridyl)ethynyl]benzene types containing either 2-pyridyl or 4-pyridyl groups via activation with benzyl bromide leads to ionic π-conjugated polyacetylene-type polyelectrolytes (CPEs). All polymers are characterized by means of NMR, IR, UV/vis and photoluminescence spectroscopies, thermogravimetric analysis (TGA) and matrix assisted laser desorption/ionization time of flight mass spectrometry (MALDI-TOF MS). The position of the pyridyl groups in the monomer influences the degree of quaternization and the extent of conjugation of CPEs. Monomers with 4-pyridyl groups provide CPEs with a low extent of quaternization [N+/(N+ + N) = 0.27–0.34] and high extent of conjugation. On the other hand, the CPEs derived from 2-pyridyl-containing monomers are highly quaternized [N+/(N+ + N) = 0.77–1.00], however, possess lower conjugation of the main chains. The mechanism assuming quaternization and polymerization as competitive reactions is proposed to explain the difference in the extent of quaternization of CPEs. Prepared CPEs i) are well soluble in polar solvents, e.g., water, methanol, dimethyl sulfoxide, and dimethylformamide, ii) exhibit photoluminescence (emission in the violet to yellow region), and iii) possess high thermal stability. Workplace Institute of Macromolecular Chemistry Contact Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358 Year of Publishing 2016
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