Structural influences of proquinoidal acceptor moieties on transistor performance and doping capability for diketopyrrolopyrrole-based dual-acceptor conjugated polymers

Abstract

In this study, we design and synthesize three DPP-based dual-acceptor conjugated polymers comprising different proquinoidal heterocyclic acceptors, including benzobisthiadizole (SS), triazolobenzothiadiazole (NS), and benzobistriazole (NN), and investigate their structure-property relationship...

A Rational Design of Isoindigo‐Based Conjugated Microporous n‐Type Semiconductors for High Electron Mobility and Conductivity

“…[3][4][5] Generally, donor-acceptor (D-A) design is a well-explored strategy to develop narrow bandgap organic semiconducting materials where an electron-rich donor component is connected to an electron-deficient acceptor unit. [6,7] However, most of the reported semiconductors exhibit a p-type character, and therefore, n-type organic semiconductors evolution is still in its infancy despite the fact that a few n-type semiconductors have recently shown promising electron mobilities. [8][9][10][11] Notably, there are significant obstacles to overcome in order to develop high-performance n-type organic semiconductors: i) producing polymers with low-lying, lowest unoccupied molecular orbital (LUMO) states is a synthetic challenge, ii) a poor electron injection efficiency because of significant energy mismatch between the work function of Au electrodes and the material's LUMO levels, and iii) the relatively poor film-forming and solution processability of n-type polymers compared to p-types.…”

Versatile Protocol of C–H Direct Arylation Coupling Enables the Synthesis of Narrow-Band-Gap Polymers Containing Benzobisthiadiazole or Thiadiazoloquinoxaline Units

“…Most of these NBPs were synthesized via conventional methods, such as Stille coupling ,− ,− ,− ,− and Suzuki coupling. ,,− ,,,, Although effective and versatile, these methods still face ecological issues such as involvement of toxic organotin compounds and tedious preactivation of C–H bonds. Considering the great potential and rapid advances in organic semiconductors, there is an urgent need to develop a “greener” approach toward the facile and large-scale synthesis of these polymers.…”

“…In addition, this alternating polymer shows the presence of a ground-state triplet in its neutral form. A dual-acceptor design strategy has also been proposed to construct D–A 1 –D–A 2 copolymers. − For instance, a D–A 1 –D–A 2 copolymer consisting of diketopyrrolopyrrole and benzobisthiadiazole exhibited an E g opt of around 0.65 eV and ambipolar charge transport behavior with mobilities of 1.17 cm 2 V –1 s –1 for holes and 1.32 cm 2 V –1 s –1 for electrons . In addition, NBPs containing benzobisthiadiazole and/or thiadiazoloquinoxaline exhibit NIR absorption and may benefit the photovoltaic performance, − photothermal therapy, ,− and fluorescence/photoacoustic imaging. − Other applications include aspects of spin-related phenomena arising from their open-shell character. ,− …”

Isoindigo‐Based Dual‐Acceptor Conjugated Polymers Incorporated Conjugation Length and Intramolecular Charge Transfer for High‐Efficient Photothermal Conversion

“…[22,23] Among the existing CPs, the donor-acceptor (D-A) structure is the most widely adopted strategy for preparing low band-gap polymers. [24][25][26] This is mainly attributed to the alternating arrangement of electron-rich (donor) and electron-deficient (acceptor) moieties along the main chain of D-A CPs, resulting in strong intramolecular charge transfer (ICT) and a significant reduction in bandgap energy (E g ), which promotes red-shifted absorption. [27] The photothermal conversion mechanism of CPs can be attributed to the excitation of electrons from the ground state (S 0 ) to different vibrational levels of the excited state (S n ) upon absorbing radiation energy, followed by thermal dissipation through non-radiative pathways due to the instability of the excited electrons.…”