Synthesis, optical and electrochemical properties of arylenevinylene‐based π‐conjugated polymers with imidazolium units in the main chain
作者： Masaya Toba , Takuya Nakashima , Tsuyoshi Kawai
DOI: 10.1002/POLA.24618
关键词:
摘要: Arylenevinylene-based π-conjugated polymers containing imidazolium cationic units in the main chain and their model compounds were synthesized characterized terms of optical electrochemical properties. 9,9-Bisoctylfluorene, 2,5-bisdodecyloxybenzene, 3-dodecylthiophene introduced as arylene with different donor characteristics to evaluate effect on highest occupied molecular orbital-lowest unoccupied orbital (HOMO-LUMO) gap energy. The UV―vis fluorescence spectra iodide counter anion exhibited a significant blue shift respect parent neutral molecules. X-ray single crystal analysis for revealed that effective π-conjugation length decreased compared by means twisted conformation directed CH-π interactions between N-methyl groups neighboring aryl units. cyclic voltammetry measurement suggested negative LUMO levels conversion imidazole imidazolium, indicating electron-accepting unit.
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sci-hub.se 参考文章(61)
Takakazu Yamamoto, Kiyoshi Sugiyama, Takaki Kanbara, Hideki Hayashi, Hideki Etori, Preparation and properties of π-conjugated poly(benzimidazole-4,7-diyl)s Macromolecular Chemistry and Physics. ,vol. 199, pp. 1807- 1813 ,(1998) , 10.1002/(SICI)1521-3935(19980901)199:9<1807::AID-MACP1807>3.0.CO;2-2
Alan R. Katritzky, Mati Karelson, Sulev Sild, T. Marek Krygowski, Karl Jug, AROMATICITY AS A QUANTITATIVE CONCEPT. 7. AROMATICITY REAFFIRMED AS A MULTIDIMENSIONAL CHARACTERISTIC Journal of Organic Chemistry. ,vol. 63, pp. 5228- 5231 ,(1998) , 10.1021/JO970939B
P. K. Sudeep, P. V. James, K. George Thomas, Prashant V. Kamat, Singlet and triplet excited-state interactions and photochemical reactivity of phenyleneethynylene oligomers. Journal of Physical Chemistry A. ,vol. 110, pp. 5642- 5649 ,(2006) , 10.1021/JP0603637
T. Kawai, Y. Nakashima, M. Irie, A Novel Photoresponsive π‐Conjugated Polymer Based on Diarylethene and its Photoswitching Effect in Electrical Conductivity Advanced Materials. ,vol. 17, pp. 309- 314 ,(2005) , 10.1002/ADMA.200400191
Michael J. Marsella, Dian-Kui Fu, Timothy M. Swager, Synthesis of regioregular poly(methyl pyridinium vinylene): An isoelectronic analogue to poly(phenylene vinylene) Advanced Materials. ,vol. 7, pp. 145- 147 ,(1995) , 10.1002/ADMA.19950070207
Sidney W. Fox, Chemistry of the Biologically Important Imidazoles. Chemical Reviews. ,vol. 32, pp. 47- 71 ,(1943) , 10.1021/CR60101A002
Uwe H. F. Bunz, Poly(p-phenyleneethynylene)s by alkyne metathesis. Accounts of Chemical Research. ,vol. 34, pp. 998- 1010 ,(2001) , 10.1021/AR010092C
Liangde Lu, Samson A. Jenekhe, Poly(vinyl diphenylquinoline): A new pH-tunable light-emitting and charge-transport polymer synthesized by a simple modification of polystyrene Macromolecules. ,vol. 34, pp. 6249- 6254 ,(2001) , 10.1021/MA010086W
J. Kim, T. M. Swager, Control of conformational and interpolymer effects in conjugated polymers. Nature. ,vol. 411, pp. 1030- 1034 ,(2001) , 10.1038/35082528
N. C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend, A. B. Holmes, Efficient light-emitting diodes based on polymers with high electron affinities Nature. ,vol. 365, pp. 628- 630 ,(1993) , 10.1038/365628A0