New thiophene-based poly(azomethine)s bearing tetraphenylsilane moieties along their backbone. Optical, electronic, thermal properties and theoretical calculations

Synthesis of dimethyl‐ and diphenylsilane‐based oligo(azine)s: Thermal, optical, electronic, and morphological properties

“…52,56 A hypsochromic effect was found relative to previously reported poly(azomethines) (PAZMs) based on the E2 monomer, which could be related to a less degree of π-conjugation when hydrazine is used instead of the silylated diamine. 11,28,57 Despite the above, PAZ-4 showed similar Stoke shift (63 nm) to reported for TPS-containing PAZMs and poly(azine)s (Table 3). 8,51,57 This moderate Stoke shift would minimize the crucial process of self-absorption and light scattering in optoelectronic devices.…”

“…A C O stretching band was evidenced between 1711 and 1703 cm À1 attributable to carbonyl end-groups in all samples, which has already been observed in oligo(azomethine)s derived from similar monomers. 11,28,31,32 The intensity of the C O (I CO ) and C N (I CN ) stretching bands allowed to establish an approximation to the average aldehyde contribution (AC) in the chains (Table 1). 32 PAZ-4 showed the lower AC value of the series, probably due to higher molecularweight.…”

“…21,27 Additionally, Si C bonds in DMS-or TPS-cores have been able to improve the thermal stability and modulate the glass transition temperature (T g ), increasing the thermal window for the processability of their polymers. 28 The use of these silicon-based cores has been widely studied in our group for the synthesis of different types of processable polymers, 29,30 including the more recent silylated oligoand poly(azomethine)s. 11,28,[31][32][33] The optoelectronic and processability enhancement properties of the TPS-core can be used to improve the properties of PAZs. To the best of our knowledge, the combination of an azine polymer with the TPS-core has not been investigated so far.…”

“…Silane‐based materials bearing TPS‐core have shown a crucial role in the processability of polymers, allowing them to solubilize in common organic solvents due to their “twisted” geometry, regarding DMS‐core that tends to produce less soluble materials 21,27 . Additionally, SiC bonds in DMS‐ or TPS‐cores have been able to improve the thermal stability and modulate the glass transition temperature ( T g ), increasing the thermal window for the processability of their polymers 28 . The use of these silicon‐based cores has been widely studied in our group for the synthesis of different types of processable polymers, 29,30 including the more recent silylated oligo‐ and poly(azomethine)s 11,28,31–33 …”

Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester

“…The molecules with a thiophene ring(s) are p-type semiconductors, undergo a reversible electrochemical oxidation process, show a low oxidation potential and are characterized by a narrow energy band gap and high thermal stability [ 21 , 22 ]. Therefore, the thiophene derivatives are considered promising building blocks for most materials intended for organic electronics [ 23 , 24 , 25 , 26 ]. The appropriate structural modification, the number of thiophene rings and the degree of conjugation significantly impact the newly obtained compounds’ properties [ 23 ].…”