Solution-processable donor–π–acceptor type thieno[3,2-b]thiophene derivatives; synthesis, photophysical properties and applications

Abstract

Donor--acceptor (D--A) type novel two pull-push materials, M1 and M2, having triphenylamine as a donor and dimesitylboron as an acceptor, linked through thieno[3,2-b]thiophene (TT) -conjugated spacer bearing different functional substituents...

Cationic and radical polymerization using a boron–thienothiophene–triphenylamine based D–π–A type photosensitizer under white LED irradiation

“…A donor-π-acceptor (D-π-A) type photosensitizer, DMB-TT-TPA, was synthesized following our method reported previously. 37,41,42 Initially, synthesis of the core unit, thieno[3,2-b]thiophen 3 was conducted starting from 3-bromothiophene 1, from which monoketone 2 was constructed, in a one-pot three step reaction in 81% yield, i.e. (i) lithiation of 1 with n-butyllithium at −78 °C, and (ii) addition of elemental sulfur and, then, (iii) 2-bromo-1-(4methoxyphenyl)ethanone.…”

“…It could be employed as a building block to construct molecules having strong pull-push properties such as donor-acceptor (D-A), donor-π-acceptor (D-π-A) and acceptor-donor-acceptor (A-D-A) for organic electronics. [41][42][43][44][45] Herein, the design and synthesis of a donor-π-acceptor (D-π-A) type highly conjugated photosensitizer (DMB-TT-TPA), having triphenylamine as a donor, thieno [3,2-b]thiophene as a π-bridge and dimesitylboron as a π-acceptor units, is disclosed.…”

Synthesis and characterization of naphthalenediimide-thienothiophene-conjugated polymers for OFET and OPT applications

“…Over the years, state-of-the-art polymer-based organic semiconductors have improved extensively due to the number of unique features in electronic applications such as organic photovoltaic cells (OPVs), 1,2 organic field-effect transistors (OFETs), [3][4][5][6] organic light-emitting diodes (OLEDs) [7][8][9][10][11] and memory devices. 12,13 Among the organic and printable electronics, great success has been achieved with OFETs, including flexible displays, photonic sensors and artificial skin.…”

Thieno[3,2-b]thiophene and triphenylamine-based hole transport materials for perovskite solar cells

“…Among them, TAA-based compounds are the most widely used HTMs in PSCs due to their excellent charge transport capabilities (Isci et al, 2020a;Isci, 2020b;Isci, 2021a;Isci, 2022a). Furthermore, the presence of phenylamines in the molecular structure of organic polymers confers unique mechanical features (Wang et al, 2016;Isci et al, 2022b;Farokhi et al, 2022;Quezada-Borja et al, 2022). Thienothiophenes have been attractive small, conjugated compounds for synthesizing semiconducting polymers and are widely used as building blocks for organic materials as they have electron-rich, flat, rigid, and good electron delocalized skeleton, prolonged molecular conjugation, intermolecular S. .…”