Synthesis and characterization of aniline and thiophene and/or alkylthiophenes polymers

Abstract

Three new polymers, obtained by reacting thiophene or 3-alkylthiophenes as electron donors with aniline as acceptor in a donor-acceptor structure, were synthesized via oxidative polymerization using iron(III) chloride (FeCl 3 ). The final products were characterized utilizing conventional techniques such as IR, NMR, UV-Vis spectrometry, which enabled demonstrating that an increase of the aliphatic chain length causes significant solubility increase of the system, without modifying the conductivity. On the other hand, observed an important variation of the thermal stability of the polymer when medium-length aliphatic chains were inserted was observed; in contrast, the addition of a methyl group (short chain length) hardly affected the mentioned properties.

Micellar Suzuki Cross-Coupling between Thiophene and Aniline in Water and under Air

“…The reaction of 3-bromoaniuline 1b with 2-thienyl boronic acid 2a was less effective (Table 1, Entry 3); extending the reaction time from 15 to 60 min was enough to increase the yield from 64% to 96% (Table 1, Entry 7). For comparison, we reported in Table 1 (Entries 8-10) classical organic solvent procedures present in the literature carried out with the same class of Pd catalyst, i.e., L 2 PdCl 2 [23,25,30]. The yields were comparable, even if in two cases they were slightly lower, although classic procedures require at least 12 h at higher temperature to complete the transformations and under inert atmosphere.…”

“…3 Organic solvent procedure with L 2 PdCl 2 catalyst in inert atmosphere reported in [30]. 4 Organic solvent procedure with L 2 PdCl 2 catalyst in inert atmosphere reported in [23]. Finally, the Kolliphor-EL-mediated Suzuki reaction was tested for the thienyl functionalization of di-bromoanilines (Scheme 3).…”

“…Within this context, we were interested in the preparation of thiophene-substituted anilines to be used as precursors for the synthesis of complex heterocyclic systems [19][20][21][22]. Beyond this, thiophene-substituted anilines also serve to produce conductive polymers [23] and as ligand precursors for coordination chemistry [24][25][26]. The obvious strategy for their production involves the cross-coupling processes starting from selected aniline and thiophene precursors, with the Suzuki-Miyaura process being the reaction of choice.…”

Electrode Modified With a Polymer of Aniline and 3-Hexylthiophene to Be Assayed in the Selective Determination of Nitrate

“…I2 (Merck, > 99 %) and tetrahydrofuran (Aldrich) were used as received. Synthesis and characterization of poly[4-(3-hexyl-2-thiophene)-aniline], PTANIr2, has been described elsewhere [28]. This polymer was doped with iodide to a constant weight and employed to modify the surface of the platinum working electrode (discs of 0.07 cm 2 geometric area).…”

“…The objective of this work is to evaluate the behavior of a modified electrode with a CP based on aniline and 3-hexylthiophene (poly[4-(3-hexyl-2-thiophene)aniline], PTANIr2, scheme 1) to detect and quantify nitrate, taking into account that the process that would be carried out would be the oxidation of the polymer (p-doping) and not the reduction of the anions, which allows to propose that this strategy would give more reproducible results, since no overpotentials are used. The selected polymer belongs to a series of analogues previously synthesized and characterized, with the aim of the preparation of modified electrodes and their possible use in various applications [28,29].…”