Synthesis and Optoelectronic Properties of Indeno[1,2-b]fluorene-6,12-dione Donor–Acceptor–Donor Triads

2014 ◽  
Vol 79 (22) ◽  
pp. 11241-11245 ◽  
Author(s):  
Conerd K. Frederickson ◽  
Michael M. Haley
2020 ◽  
Author(s):  
Ain Uddin ◽  
Kyle Plunkett

A series of donor-acceptor copolymers with dicyclopenta[cd,jk]pyrene and dicyclopenta[cd,lm]perylene acceptor units was prepared via palladium catalyzed cyclopenta-annulation reactions. The acceptor units were paired with diethynyl containing donor groups based on benzo[1,2-b:4,5-b']dithiophene, thieno[3,2-b]thiophene, and 4-octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole to create six polymer variants. The cyclopentannulation polymerization resulted in copolymers with molecular weights (Mn) of 6-14 kDa and broad light absorption in the visible region with band gaps of 1.38-1.85 eV. The synthetic methodology, as well as optoelectronic properties, including thin-film absorption and cyclic voltammetry, of the donor-acceptor copolymers are presented.<br> <br><br>


2019 ◽  
Vol 15 ◽  
pp. 2914-2921
Author(s):  
Daniel R Sutherland ◽  
Nidhi Sharma ◽  
Georgina M Rosair ◽  
Ifor D W Samuel ◽  
Ai-Lan Lee ◽  
...  

Herein, we report a mild and efficient palladium-catalyzed C–H functionalization method to synthesize a series of benzoquinone (BQ)-based charge-transfer (CT) derivatives in good yields. The optoelectronic properties of these compounds were explored both theoretically and experimentally and correlations to their structures were identified as a function of the nature and position of the donor group (meta and para) attached to the benzoquinone acceptor. Compound 3, where benzoquinone is para-conjugated to the diphenylamine donor group, exhibited thermally activated delayed fluorescence (TADF) with a biexponential lifetime characterized by a prompt ns component and a delayed component of 353 μs.


ChemPlusChem ◽  
2019 ◽  
Vol 84 (9) ◽  
pp. 1391-1395
Author(s):  
Wataru Nojo ◽  
I. David Reingold ◽  
Jeremy P. Bard ◽  
Daniel T. Chase ◽  
Chun‐Lin Deng ◽  
...  

2014 ◽  
Vol 80 (2) ◽  
pp. 882-896 ◽  
Author(s):  
Cagatay Dengiz ◽  
Benjamin Breiten ◽  
Jean-Paul Gisselbrecht ◽  
Corinne Boudon ◽  
Nils Trapp ◽  
...  

2020 ◽  
Vol 4 (12) ◽  
pp. 3487-3504 ◽  
Author(s):  
Jiajun Zhao ◽  
Chao Yao ◽  
Muhammad Umair Ali ◽  
Jingsheng Miao ◽  
Hong Meng

In this review, we focus on the recent advances in organic solar cells enabled by A–DA′D–A type acceptors and summarize the correlation between molecular structure, molecular packings, optoelectronic properties, and photovoltaic performance.


2008 ◽  
Vol 80 (3) ◽  
pp. 411-427 ◽  
Author(s):  
Milan Kivala ◽  
François Diederich

Our group started a research program in acetylene chemistry in 1987; since then, an intense research effort led to a fascinating journey into acetylenic scaffolding, aimed at exploring conjugative and optoelectronic properties of acetylenic chromophores. This journey included the generation of a unique molecular construction kit for acetylenic scaffolding, consisting of (E)-1,2-diethynylethenes [DEEs, (E)-hex-3-ene-1,5-diynes], tetraethynylethenes (TEEs, 3,4-diethynylhex-3-ene-1,5-diynes), chiral 1,3-diethynylallenes (DEAs, hepta-3,4-diene-1,6-diynes), 1,4-di and 1,1,4,4-tetraethynylbutatrienes, chiral trialkynylmethanes, and 1,1,2,2-tetraethynylethanes. These building modules were subsequently applied to the synthesis of carbon-rich architectures extending into one, two, and three dimensions. They include multinanometer-long monodisperse oligomers as models for infinite acetylenic polymers, molecular switches, perethynylated dehydroannulenes, expanded radialenes, and radiaannulenes, and an octamethoxy-substituted expanded cubane with a central C56 core. Donor-substituted cyanoethynylethenes (CEEs) and 1,1,4,4-tetracyanobuta-1,3-dienes (TCBDs) were introduced as new push-pull chromophores featuring intense intramolecular charge-transfer (CT) interactions. Dendritic multivalent CT chromophores were constructed using atom-economic, "click"-like reactions, and these systems were shown to behave as "molecular batteries", featuring exceptional electron uptake and storage capacity. The research finally led to the development of an unprecedented cascade reaction for the preparation of dendritic and oligomeric donor-acceptor (D-A) molecules. New [AB]-type oligomers become accessible in domino reactions involving repetitive sequences of [2+2] cycloadditions of tetracyanoethylene (TCNE) and tetrathiafulvalene (TTF) to polyynes, followed by retro-electrocyclizations.


Author(s):  
Michele Myong ◽  
Yue Qi ◽  
Charlotte L Stern ◽  
Michael R Wasielewski

Electron donor-acceptor cocrystals are receiving increasing interest because of their many useful optoelectronic properties. While the steady-state properties of many different cocrystals have been characterized, very few studies have addressed...


2007 ◽  
Vol 208 (17) ◽  
pp. 1919-1927 ◽  
Author(s):  
Wen-Ya Lee ◽  
Kai-Fang Cheng ◽  
Then-Fu Wang ◽  
Chu-Chen Chueh ◽  
Wen-Chang Chen ◽  
...  

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