Fluorescent small molecules with alternating triarylamine-substituted selenophenothiophene and triarylborane: synthesis, photophysical properties and anion sensing studies DOI
G. Turkoglu, Turan Öztürk

Dalton Transactions, Journal Year: 2022, Volume and Issue: 51(7), P. 2715 - 2725

Published: Jan. 1, 2022

Two novel D-π-A fluorophores based on selenopheno[3,2-b]thiophene, possessing triphenylamine and 4,4'-dimethoxytriphenylamine units as donors dimesitylborane an acceptor, linked through a π-conjugated thiophene spacer (BTPAST BOMeTPAST, respectively) were synthesized. Their photophysical properties investigated in both solution the state of aggregation compared to those their corresponding donor parts, having no (TPAST OMeTPAST). All compounds displayed large Stokes shifts between 100 140 nm with positive solvatochromism solvents different polarities. While BTPAST induced emission (AIE) twisted intramolecular charge transfer (TICT) characteristics, others preponderated TICT effects. The sensing abilities BOMeTPAST towards anions studied. Both exhibited chromogenic fluorogenic responses small such fluoride cyanide, for which detection limits found be 0.12 2.43 ppm 0.59 0.92 respectively. These results provide guidance development fused selenophenothiophene sensors field anion sensing.

Language: Английский

Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties DOI

Pachaiyappan Murugan,

Ezhakudiayan Ravindran,

Vajjiram Sangeetha

et al.

Journal of Materials Chemistry A, Journal Year: 2023, Volume and Issue: 11(48), P. 26393 - 26425

Published: Jan. 1, 2023

This review highlights key features of PDA-NFA: molecular design, diverse grafting sites, advanced synthesis, morphology control, and optimized device performance. provides a vision for high-performance PDA-NFA NF-OSCs.

Language: Английский

Citations

21

A p-π* conjugated triarylborane as an alcohol-processable n-type semiconductor for organic optoelectronic devices DOI
Yingjian Yu, Changshuai Dong,

Abdullah F. Alahmadi

et al.

Journal of Materials Chemistry C, Journal Year: 2019, Volume and Issue: 7(24), P. 7427 - 7432

Published: Jan. 1, 2019

A new n-type p-π* conjugated organic molecule based on triarylborane shows unique alcohol-solubility even in the absence of polar side chains. With its low-lying LUMO/HOMO energy levels and high electron mobility, can be used as acceptor eco-friendly alcohol-processed solar cells.

Language: Английский

Citations

45

N-Annulated Perylene Diimide Non-Fullerene Acceptors for Organic Photovoltaics DOI Creative Commons

Mahmoud E. Farahat,

Gregory C. Welch

Colorants, Journal Year: 2023, Volume and Issue: 2(1), P. 151 - 178

Published: March 21, 2023

This work covers the development of non-fullerene acceptors for use in organic photovoltaics built using N-annulated perylene diimide dye. The classic dye has been extensively used to construct acceptors, leading device power conversion efficiencies over 10%. Strong visible light absorption and deep frontier molecular energy levels have made such materials (both polymeric) near ideal pairing with narrow-gap conjugated polymers bulk-heterojunction active layers. N-annulation provides an extra site side-chain engineering alters electronic structure polycyclic aromatic core. In addition, allows selective bromination core, building blocks that are useful construction large frameworks atom-economical direct heteroarylation cross-coupling method. Herein, we detail a series molecules developed by our team based on form dimers different cores electron-rich electron-deficient); varied side chains; tetramers varying geometries; large, asymmetric internal cascades. these as photovoltaic devices (binary ternary blends, outdoor indoor applications, spin-coated vs. slot-die-coated photoactive layers) is presented.

Language: Английский

Citations

16

Fluorinated fused azobenzene boron-based polymer acceptors with 1000 nm absorbance edges for all-polymer solar cells DOI
Jiabin Zhang, Xiaoke Zhang, Lilei Wang

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111064 - 111064

Published: March 1, 2025

Language: Английский

Citations

0

Extended conjugated borenium dimers via late stage functionalization of air-stable borepinium ions DOI
Yohei Adachi,

Fuka Arai,

Frieder Jäkle

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(38), P. 5119 - 5122

Published: Jan. 1, 2020

Applications of highly electron-deficient organoborenium ions in conjugated materials remain scarce due to their low stability toward air and moisture. We report here the preparation benzo[d]dithieno[b,f]borepinium as air-stable π-conjugated heterocycles conversion into first dimeric borenium cations, which exhibit very lying LUMOs enhanced fluorescence a result extended conjugation.

Language: Английский

Citations

31

Tailoring the molecular geometry of polyfluoride perylene diimide acceptors towards efficient organic solar cells DOI
Yan Wang,

Hongbin Zhong,

Yuwen Hong

et al.

Journal of Materials Chemistry C, Journal Year: 2020, Volume and Issue: 8(24), P. 8224 - 8233

Published: Jan. 1, 2020

The molecular geometry of fully fused perylene diimides was tailored by F⋯F repulsion for the optimization photovoltaic performance in organic solar cells.

Language: Английский

Citations

30

Effect of the conjugation pathway on the electronic structures of p–π* conjugated polymers with fused borepin units DOI
Yohei Adachi,

Fuka Arai,

Mitsuru Sakabe

et al.

Polymer Chemistry, Journal Year: 2021, Volume and Issue: 12(23), P. 3471 - 3477

Published: Jan. 1, 2021

Borepin, an aromatic ring system with tricoordinate boron, was incorporated into p–π* conjugated polymers. The polymers exhibited characteristic optical responses upon the addition of cyanide anions in solution.

Language: Английский

Citations

27

Recent advances in non-fullerene organic photovoltaics enabled by green solvent processing DOI
Shilin Li, Hong Zhang,

Shengli Yue

et al.

Nanotechnology, Journal Year: 2021, Volume and Issue: 33(7), P. 072002 - 072002

Published: May 17, 2021

Solution-processed organic photovoltaic (OPV) as a new energy device has attracted much attention due to its huge potential in future commercial manufacturing. However, so far, most of the studies on high-performance OPV have been treated with halogenated solvents. Halogenated solvents not only pollute environment, but are also harmful human health, which will negatively affect large-scale production future. Therefore, it is urgent develop low-toxic or non-toxic non-halogen solvent-processable OPV. Compared conventional fullerene OPVs, non-fullerene OPVs exist stronger absorption, better-matched levels and lower loss. Processing photoactive layers non-fullerenes acceptor material broad advantages non-halogenated This review introduces research progress by three different kinds green aromatic solvent, non-aromatic alcohol water. Furthermore, effects optimization strategies photoelectric performance stability analyzed detail. The current strategy can increase power conversion efficiency processed up 17.33%, close processing halogen-containing Finally, solvent discussed. non-fullerene-based become key development direction for industry.

Language: Английский

Citations

24

Development of Perylene-Based Non-Fullerene Acceptors through Bay-Functionalization Strategy DOI Open Access
Keisuke Fujimoto, Masaki Takahashi, Seiichiro Izawa

et al.

Materials, Journal Year: 2020, Volume and Issue: 13(9), P. 2148 - 2148

Published: May 6, 2020

Perylene has had a tremendous impact in the history of material research for molecular semiconductors. Among numerous derivatives this polyaromatic hydrocarbon, perylene diimide (PDI) represents promising class organic materials envisioned as non-fullerene acceptors (NFAs) practical photovoltaic (OPV) applications due to their enhanced photo- and thermal stability remarkably high electron affinity, some which realize band-like transport properties. The present review guides representative achievements development rationally designed PDI systems, highlighting synthetic methodologies based on bay-functionalization strategies creating well-designed nanostructures structure-performance relationship perylene-based small (SMAs) outcomes.

Language: Английский

Citations

26

Triarylborane‐Appended Anils and Boranils: Solid‐State Emission, Mechanofluorochromism, and Phosphorescence DOI
Rajendra Prasad Nandi, Pagidi Sudhakar, Kalluvettukuzhy K. Neena

et al.

Chemistry - A European Journal, Journal Year: 2020, Volume and Issue: 26(69), P. 16306 - 16317

Published: June 24, 2020

Herein, the design, synthesis, optical properties, and mechanofluorochromism characteristics of a series conjugates having covalently linked triarylborane (TAB) anil/boranil units (TAB-anil: 1 a-3 TAB-boranil: 1-3) are reported. The electronic interactions between TAB in 1-3 were fine-tuned by changing boryl moiety's position on phenyl spacer connecting BMes2 (Mes=mesityl) units. A moiety at meta (1 a) stabilizes enolic form (E-OH), whereas para (2 3 keto (Z-NH) solid state. However, solution a, 2 exhibit keto-enol tautomerism both ground excited states. Compounds show red-shifted absorption compared with 4 4, which devoid moieties, indicate effective participation an empty p orbital boron center 1-3. showed fluorescence variations response to external stimuli such as mechanical grinding. Long phosphorescence lifetimes 18-46 ms observed for compounds properties rationalized context quantum calculations.

Language: Английский

Citations

24