Highly thermo- and photo-stable acceptor-acceptor′-acceptor type perylenediimide dimeric acceptors: Role of monofluorinating the central benzo[c][1,2,5]thiadiazole linking core DOI

Lili An,

Jiayu Fang, Zezhou Liang

et al.

Materials Today Communications, Journal Year: 2024, Volume and Issue: 40, P. 110016 - 110016

Published: July 31, 2024

Language: Английский

Perylene derivatives for solar cells and energy harvesting: a review of materials, challenges and advances DOI
Andréia G. Macedo,

Leticia Patricio Christopholi,

Anderson Emanuel Ximim Gavim

et al.

Journal of Materials Science Materials in Electronics, Journal Year: 2019, Volume and Issue: 30(17), P. 15803 - 15824

Published: Aug. 21, 2019

Language: Английский

Citations

37

A universal nonfullerene electron acceptor matching with different band-gap polymer donors for high-performance polymer solar cells DOI
Zhenghui Luo, Guanghao Li, Wei Gao

et al.

Journal of Materials Chemistry A, Journal Year: 2018, Volume and Issue: 6(16), P. 6874 - 6881

Published: Jan. 1, 2018

A new nonfullerene electron acceptor of m-MeIC was designed and synthesized, which is effective with different band-gap polymer donors, including wide J71, medium PBDB-T low PCE-10.

Language: Английский

Citations

36

Donor or Acceptor? How Selection of the Rylene Imide End Cap Impacts the Polarity of π-Conjugated Molecules for Organic Electronics DOI
Abby‐Jo Payne, Nicole A. Rice, Seth M. McAfee

et al.

ACS Applied Energy Materials, Journal Year: 2018, Volume and Issue: 1(9), P. 4906 - 4916

Published: Aug. 7, 2018

Three molecular semiconductors are compared and evaluated in organic field-effect transistors solar cells. The molecules constructed from the dyes diketopyrrolopyrrole (DPP), perylene diimide (PDI), N-(alkyl)benzothioxanthene-3,4-dicarboximide (BTXI). compound PDI–DPP–PDI (1) has previously been reported used as a nonfullerene acceptor. compounds PDI–DPP–BTXI (2) BTXI–DPP–BTXI (3) were synthesized using direct (hetero)arylation methods fully identified NMR spectroscopy mass spectrometry. All three characterized UV–visible spectroscopy, cyclic voltammetry, density functional theory calculations. Increasing BTXI content results progressive destabilization of electronic energy levels. For all compounds, no significant changes optical absorption spectra observed when to combination constituent spectra. Compound 1 exhibits electron transport characteristics functions an acceptor cells that produce power conversion efficiency 5%. 2 unbalanced (electron transporting dominate) ambipolar charge performs better 3 balanced best donor cell devices. ability tune charge-carrier these panchromatic through synthesis offers distinctive way create span range device performance metrics.

Language: Английский

Citations

35

Dithienophosphole-based molecular electron acceptors constructed using direct (hetero)arylation cross-coupling methods DOI
Thomas A. Welsh, Audrey Laventure, Thomas Baumgartner

et al.

Journal of Materials Chemistry C, Journal Year: 2018, Volume and Issue: 6(8), P. 2148 - 2154

Published: Jan. 1, 2018

Herein we report on the first successful coupling of dithienophosphole (S2PO) functional building block with three types heteroaryl end caps using direct (hetero)arylation C–H bond functionalization methods.

Language: Английский

Citations

33

Direct (Hetero)Arylation for the Synthesis of Molecular Materials: Coupling Thieno[3,4-c]pyrrole-4,6-dione with Perylene Diimide to Yield Novel Non-Fullerene Acceptors for Organic Solar Cells DOI Creative Commons
Thomas A. Welsh, Audrey Laventure, Gregory C. Welch

et al.

Molecules, Journal Year: 2018, Volume and Issue: 23(4), P. 931 - 931

Published: April 17, 2018

Herein we report on the synthesis of an N-annulated perylene diimide (PDI) disubstituted thieno[3,4-c]pyrrole-4,6-dione (TPD) molecular acceptor (PDI–TPD–PDI) by direct heteroarylation (DHA) methods. Three sets DHA conditions that explore effects solvent, temperature, and catalyst were employed to find optimal for two PDI–TPD–PDI derivatives. We then selected one use as a non-fullerene in organic solar cell devices with donor polymer PBDB-T. Active layer bulk-heterojunction blends modified using several post-deposition treatments, including thermal annealing, solvent vapour high boiling additives. It was found active layers cast from o-dichlorobenzene 3% v/v diphenylether additive yielded films adequate phase separation, subsequently gave best performance, power conversion efficiencies greater than 3%.

Language: Английский

Citations

33

A direct comparison of monomeric vs. dimeric and non-annulated vs. N-annulated perylene diimide electron acceptors for organic photovoltaics DOI
Maryam Nazari, Edward Cieplechowicz, Thomas A. Welsh

et al.

New Journal of Chemistry, Journal Year: 2019, Volume and Issue: 43(13), P. 5187 - 5195

Published: Jan. 1, 2019

A systematic structure–property-function evaluation of four structurally related organic photoactive materials based on the perylene diimide chromophore.

Language: Английский

Citations

31

Acid dyeing for green solvent processing of solvent resistant semiconducting organic thin films DOI

Cayley R. Harding,

Jonathan Cann, Audrey Laventure

et al.

Materials Horizons, Journal Year: 2020, Volume and Issue: 7(11), P. 2959 - 2969

Published: Jan. 1, 2020

The alcohol and water-based processing of a perylene diimide (PDI) organic semiconductor into large area solvent resistant films is reported.

Language: Английский

Citations

28

Advances in applying C–H functionalization and naturally sourced building blocks in organic semiconductor synthesis DOI Creative Commons
Liwen Xing, Christine K. Luscombe

Journal of Materials Chemistry C, Journal Year: 2021, Volume and Issue: 9(46), P. 16391 - 16409

Published: Jan. 1, 2021

This review presents the recent advances in synthesis of organic semiconductors using C–H functionalization and naturally sourced building blocks to facilitate large-scale production commercialization semiconductors.

Language: Английский

Citations

27

Diketopyrrolopyrrole-based single molecules in photovoltaic technologies DOI
Desiré Molina, Maria João Álvaro‐Martins, Ángela Sastre‐Santos

et al.

Journal of Materials Chemistry C, Journal Year: 2021, Volume and Issue: 9(45), P. 16078 - 16109

Published: Jan. 1, 2021

Diketopyrrolopyrroles stand out due to their chemical and optoelectronic properties. Diketopyrrolopyrrole-single molecules applied in organic, dye-sensitized perovskite solar cells are presented give clues for future molecular optimizations.

Language: Английский

Citations

26

Toward a Universally Compatible Non‐Fullerene Acceptor: Multi‐Gram Synthesis, Solvent Vapor Annealing Optimization, and BDT‐Based Polymer Screening DOI
Seth M. McAfee, Abby‐Jo Payne, Arthur D. Hendsbee

et al.

Solar RRL, Journal Year: 2018, Volume and Issue: 2(9)

Published: June 29, 2018

To highlight the benefits of organic dye PDI‐DPP‐PDI for use in fullerene‐free solar cells, herein is demonstrated how this material can meet scalability demands through a multigram scale direct heteroarylation coupling reaction, and performance post‐deposition solvent vapor annealing treatment. A method has been utilized to screen comprehensive selection ethereal, aromatic, chlorinated solvents. Upon transitioning these eight alternative solvents, significant increase over chloroform standard noted all with tetrahydrofuran o ‐dichlorobenzene leading highest devices post‐treatment. This trend, including an open‐circuit voltage greater than 1 V proved be consistent four different BDT‐based donor polymers, PTB7‐Th, PBDB‐T, J61, TTFQx‐T1. The performing are achieved PTB7‐Th TTFQx‐T1, PCEs reaching 6.2 5.7%, respectively, when combined interfacial modification ZnO electron‐transport layer.

Language: Английский

Citations

32