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

Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds DOI Creative Commons
Arseni Borissov, Yogesh Kumar Maurya, Liliia Moshniaha

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(1), P. 565 - 788

Published: Dec. 1, 2021

This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology. The article covers literature published during period 2016-2020, providing an update to our first this topic (

Language: Английский

Citations

429

Recent Progress on Indoor Organic Photovoltaics: From Molecular Design to Production Scale DOI

Mathieu Mainville,

Mario Leclerc

ACS Energy Letters, Journal Year: 2020, Volume and Issue: 5(4), P. 1186 - 1197

Published: March 10, 2020

Recently, indoor photovoltaics have attracted much interest for their ability to power small electronic devices and sensors, especially with the growth of internet things (IoT). Because absorption covering ambient emission spectra tunable structures, π-conjugated polymers molecules are well-suited these applications. Among many benefits, including ink processability, low weight, flexibility, organic (IOPVs) show conversion efficiencies (PCEs) over 26%. This represents a output 30 μW cm–2 under office light (500 lx), which is sufficient operate sensors relatively photovoltaic area. Focus Review highlights major advances in material design IOPVs includes some industrial insights reach production scale criteria.

Language: Английский

Citations

143

Organoboron molecules and polymers for organic solar cell applications DOI
Junhui Miao, Yinghui Wang, Jun Liu

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 51(1), P. 153 - 187

Published: Dec. 1, 2021

This review summarizes the research progress in organoboron small molecules and polymers as photoactive materials for organic solar cells.

Language: Английский

Citations

133

Sustainable protocols for direct C–H bond arylation of (hetero)arenes DOI
Gianluigi Albano, Angela Punzi, Maria Annunziata M. Capozzi

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(5), P. 1809 - 1894

Published: Jan. 1, 2022

A comprehensive and critical overview of the sustainable strategies for direct C–H bond arylation (hetero)arenes, based on use recoverable catalysts, solvents non-conventional energy sources, has been performed.

Language: Английский

Citations

72

Tunable Low-LUMO Boron-Doped Polycyclic Aromatic Hydrocarbons by General One-Pot C–H Borylations DOI
Jeffrey M. Farrell,

Carina Mützel,

David Bialas

et al.

Journal of the American Chemical Society, Journal Year: 2019, Volume and Issue: 141(22), P. 9096 - 9104

Published: May 22, 2019

Boron-doping has long been recognized as a promising LUMO energy-lowering modification of graphene and related polycyclic aromatic hydrocarbons (PAHs). Unfortunately, synthetic difficulties have significant bottleneck for the understanding, optimization, application precisely boron-doped PAHs optoelectronic purposes. Herein, facile one-pot hydroboration electrophilic borylation cascade/dehydrogenation approach from simple alkene precursors is coupled with postsynthetic B-substitution to give access ten ambient-stable core- periphery-tuned PAHs. These include large hitherto unknown doubly analogues anthanthrene triangulene. Crystallographic, optical, electrochemical, computational studies were performed clarify effect PAH shape, size, structure on properties. Our molecular tuning allowed synthesis molecules exhibiting visible-range absorption, near-unity fluorescence quantum yields, and, our knowledge, most electrochemical reductions any reported (corresponding energy levels low fullerenes). Finally, study describes first implementation precise three-coordinate boron-substituted an acceptor material in organic solar cells power conversion efficiencies (PCEs) up 3%.

Language: Английский

Citations

124

Electron‐Deficient Conjugated Materials via p–π* Conjugation with Boron: Extending Monomers to Oligomers, Macrocycles, and Polymers DOI Creative Commons
Xiaodong Yin, Jun Liu,

Frieder Jäkle

et al.

Chemistry - A European Journal, Journal Year: 2020, Volume and Issue: 27(9), P. 2973 - 2986

Published: Aug. 27, 2020

Abstract The extension of conjugated organoboranes from monomeric species to oligomers, macrocycles, and polymers offers access a plethora fascinating new materials. p–π* conjugation between empty orbitals on boron the linkers not only affects electronic structure optical properties, but also enables mutual interactions electron‐deficient centers. unique properties these π‐conjugated systems are exploited in highly luminescent materials, organic optoelectronic devices, sensing applications.

Language: Английский

Citations

98

Green-solvent-processable strategies for achieving large-scale manufacture of organic photovoltaics DOI
Zongwen Ma, Biao Zhao, Yongshuai Gong

et al.

Journal of Materials Chemistry A, Journal Year: 2019, Volume and Issue: 7(40), P. 22826 - 22847

Published: Jan. 1, 2019

This review introduces three green-solvent-processable strategies for realizing large-scale manufacture of organic photovoltaics.

Language: Английский

Citations

84

Perylene diimide based non-fullerene acceptors: top performers and an emerging class featuring N-annulation DOI
Vikas Sharma, Josh D. B. Koenig, Gregory C. Welch

et al.

Journal of Materials Chemistry A, Journal Year: 2021, Volume and Issue: 9(11), P. 6775 - 6789

Published: Jan. 1, 2021

This perspective showcases new materials designs for perylene diimide based non-fullerene acceptors towards high performance photovoltaic devices.

Language: Английский

Citations

80

CF3-Terminated Side Chain Enables Efficiencies Surpassing 18.2% and 16.1% in Small- and Large-Scale Manufacturing of Organic Solar Cells DOI
Yongjoon Cho, Zhe Sun, Kyung Min Lee

et al.

ACS Energy Letters, Journal Year: 2022, Volume and Issue: 8(1), P. 96 - 106

Published: Nov. 22, 2022

Many studies have proven the significant roles of side chains far beyond being solubilizing groups as well interesting merits fluorination on π-backbones in intrinsic properties and device performances organic semiconductors. Considering integration two features, we herein introduce a 4,4,4-trifluorobutyl (CF3-terminated) chain into 2H-1,2,3-benzotriazole-core-based acceptor–donor–acceptor–donor–acceptor-type nonfullerene acceptor (NFA) named YCF3 demonstrate its effectiveness optoelectronic, morphological, photovoltaic properties. Comparative experimental theoretical confirmed unique features (e.g., red-shifted film absorption, better absorptivity, finely adjusted energies, higher mobility) associated with enhanced crystalline nature, compared analogous NFA an n-butyl YCH3. The best power conversion efficiency (PCE) 18.21% is achieved YCF3-based binary solar cell (OSC) together good heat light stability. Moreover, OSC presents remarkable PCE 16.11% inverted-structure large-area device.

Language: Английский

Citations

47

Indoor Photovoltaics: Photoactive Material Selection, Greener Ink Formulations, and Slot-Die Coated Active Layers DOI
Sergey Dayneko, Majid Pahlevani, Gregory C. Welch

et al.

ACS Applied Materials & Interfaces, Journal Year: 2019, Volume and Issue: 11(49), P. 46017 - 46025

Published: Nov. 14, 2019

Strong visible light absorption is essential to achieve high power conversion efficiency in indoor organic photovoltaics (iOPVs). Here, we report iOPVs that exhibit with voltage under excitation by low lighting. Inverted type photovoltaic devices active layer blends utilizing the polymer donor PPDT2FBT paired fullerene, perylene diimide, or ring-fused acceptors are 6.5–9.1% efficient 1 sun demonstrated reach efficiencies from 10 17% an source. This performance transcends of a standard silicon device. Moreover, compared layers both spin-cast and slot-die cast nonhalogenated solvents demonstrate comparable performance. work opens path towards high-efficiency for electronics.

Language: Английский

Citations

58