“…215 Whereas a large number of precursors have been synthesized, 216,217 only a few examples of the corresponding polymers have been briefly described. 218,219 Compounds 62-64 were polymerized electrochemically. However, as indicated by the quasireversibility of their oxidation CV, these extensively conjugated precursors lead to rather stable cation radicals.…”
Section: Dithienylethylenesmentioning
confidence: 99%
“…Parallel to the synthesis of poly(heteroarylenemethines) by various elimination routes (see section VI.B), Hanack et al have developed another approach based on the preparation of short chain conjugated precursors already containing the desired methine linkage. − These precursors have been synthesized by Knoevenagel type condensation of thiophene or pyrrole-2-carboxaldehyde with dihydrothiophene sulfones 59 (Scheme , route A) or with sulfoxides 60 , (route B) possibly substituted at the 3- and 4-positions. 18 …”
“…215 Whereas a large number of precursors have been synthesized, 216,217 only a few examples of the corresponding polymers have been briefly described. 218,219 Compounds 62-64 were polymerized electrochemically. However, as indicated by the quasireversibility of their oxidation CV, these extensively conjugated precursors lead to rather stable cation radicals.…”
Section: Dithienylethylenesmentioning
confidence: 99%
“…Parallel to the synthesis of poly(heteroarylenemethines) by various elimination routes (see section VI.B), Hanack et al have developed another approach based on the preparation of short chain conjugated precursors already containing the desired methine linkage. − These precursors have been synthesized by Knoevenagel type condensation of thiophene or pyrrole-2-carboxaldehyde with dihydrothiophene sulfones 59 (Scheme , route A) or with sulfoxides 60 , (route B) possibly substituted at the 3- and 4-positions. 18 …”
“…The ab-sorption onsets of 5a-c were 600, 600 and 650 nm, respectively. For comparison, quinoidal thiophenes synthesized by Hanack et al [65,[68][69][70][71] bearing bis(2-thienyl)thiophene with 3,4-annulated phenyl and thiophene groups showed absorbance maxima at 432 and 405 nm, respectively. Additionally, non-annulated, quinoidal, terthiophenes showed an absorbance maximum at 554 nm.…”
Using the Hinsberg synthesis of thiophenes, a versatile method to prepare fully derivatized, π-extended thiophenes is reported. Functionalized thiophenes were divergently synthesized to create three classes of compounds -electron-deficient, extended conjugation and electron-rich -to assess substituent effects on optical and electrochemical properties. Properties were assessed by solution absorption spectroscopy, solution-and solid-state fluorescence spectroscopy, cyclic voltammetry and density functional theory calculations. Tetracyano derivatives, prepared through Knoevenagel condensations of malononitrile with thiophene-2,5-dicarbaldehydes, were used as electron-poor analogs. These derivatives showed quasireversible reduction reactions and very low-lying calculated LUMO energies (-0.55 V reduction potentials vs. Fc/Fc + ). The effect of extending π conjugation
“…Since the first highly conducting organic polymer (polyacetylene) was prepared in the 1970s, extensive studies have already been reported regarding organic conjugated polymers such as: polythiophene [2], polyaniline [3] and polypyrrole [4] for their possibilities for use in electrical devices. There is growing interest in conjugated polymers for the development of electrically conductive materials.…”
Section: Introductionmentioning
confidence: 99%
“…There is growing interest in conjugated polymers for the development of electrically conductive materials. Some organic conjugated oligomers and polymers to date have been proposed as active semiconducting layers for organic-base devices, such as thin film transistors, sensors, batteries, molecular wires or light-emitting diodes [1][2][3][4].…”
Attempts were made to plasma deposit an oriented π-conjugated polymer of pyrrole (Py) on paper surfaces in order to produce electrically conductive layers. The N/C atomic ratio of 0.13 − 0.24 was observed for all treatment conditions. This implies the nature of the deposition formed on the paper surface via pulsed plasma is different from that of pyrrole monomer. An increase in conductivity of all pyrrole-plasma treated papers was observed. The 50 W RF-power with 5 min plasma exposed paper sample shows 8.15 × 10 −9 S·cm −1 conductivity. The conductivity measurements indicated a plasmaenhanced ring-opening reaction mechanism of pyrrole.
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