Synthesis and polymerization of 2- and 3-substituted thiophene derivatives linked by polyether bridges

Elucidating the Davydov-coupling mechanism in hydrogen bond dimers: Experimental and theoretical investigation of the polarized IR spectra of 3-thiopheneacetic and 3-thiopheneacrylic acid crystals.

“…Response of sensitive materials to the target CWAs vapors is based on adsorption, and adsorption property of materials varies with the chemical structure. As a result of the fact that nerve agents are hydrogen-bond accepting species, thiophene derivatives have potential for application to the detection of CWA compounds [24]. Thiophenes are desirable due to their high stability, sensitivity and selectivity [25].…”

Electrochemical copolymerization of 2-substituted thiophene derivative linked by polyether bridge with thiophene

“…Monomer I was synthesized according to a general procedure already described [5,8,9]. Th (Aldrich, 99%) was vacuum distilled prior to its use in the copolymerization.…”

“…For example, PThs functionalized with 12-crown-4 and crown-5 found to exhibit ionochromic changes in alkali metal ion solutions [1] and polybithiophenes having crown ether moieties as substituents found to exhibit ion sensing properties [2]. In recent years, PThs were incorporated involving two electropolymerizable groups linked by a flexible polyether chain at their a-and b-positions [3][4][5][6][7][8][9]. Symmetrical monomers possessing two Th units linked together by a polyether subunit have been synthesized and their electrochemical behaviors have been investigated [5][6][7][8][9].…”

“…In recent years, PThs were incorporated involving two electropolymerizable groups linked by a flexible polyether chain at their a-and b-positions [3][4][5][6][7][8][9]. Symmetrical monomers possessing two Th units linked together by a polyether subunit have been synthesized and their electrochemical behaviors have been investigated [5][6][7][8][9]. Simonet and co-workers [6] have recently synthesized new Th derivatives substituted in the a position by acyclic polyether chains and reported the elimination of polyether chains during the electrochemical polymerization.…”

“…Simonet and co-workers [6] have recently synthesized new Th derivatives substituted in the a position by acyclic polyether chains and reported the elimination of polyether chains during the electrochemical polymerization. Marrec et al [7] and Tirkes ß et al [8] reported that polyether bridges are cleaved during the polymerization if they are bridging the two Ths from their a-positions, on the other hand, polyether chain retained in the polymer backbone if it is bridging the two Ths from their bpositions. In order to clarify polyether cleavage issue, we have recently synthesized a new monomer consisting of 2-thienyl units with two methylene groups between the Th and the first oxygen atom of the polyether bridge [9] (Scheme 1).…”