High-mobility organic mixed conductors with a low synthetic complexity index via direct arylation polymerization DOI Creative Commons
Joost Kimpel, Young-Seok Kim, Jesika Asatryan

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(20), P. 7679 - 7688

Published: Jan. 1, 2024

The synthesis of conjugated copolymers with glycolated thieno[3,2- b ]thiophene units by direct arylation polymerization, their synthetic complexity in the context literature compounds, and performance organic electrochemical transistors is described.

Language: Английский

Supramolecular Luminescent Sensors DOI
Teresa L. Mako, Joan M. Racicot, Mindy Levine

et al.

Chemical Reviews, Journal Year: 2018, Volume and Issue: 119(1), P. 322 - 477

Published: Dec. 3, 2018

There is great need for stand-alone luminescence-based chemosensors that exemplify selectivity, sensitivity, and applicability overcome the challenges arise from complex, real-world media. Discussed herein are recent developments toward these goals in field of supramolecular luminescent chemosensors, including macrocycles, polymers, nanomaterials. Specific focus placed on development new macrocycle hosts since 2010, coupled with considerations underlying principles chemistry as well analytes interest common luminophores. State-of-the-art fields polymer nanomaterial sensors also examined, some remaining unsolved area discussed.

Language: Английский

Citations

618

EDOT-based conjugated polymers accessed via C–H direct arylation for efficient photocatalytic hydrogen production DOI Creative Commons

Zhi-Rong Tan,

Yu-Qin Xing,

Jing-Zhao Cheng

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(6), P. 1725 - 1733

Published: Jan. 1, 2022

The excellent reactivity toward C–H direct arylation, water wettability and O–C p–π conjugation endow EDOT to be an attractive electron donor unit for CP photocatalysts, yielding unprecedented hydrogen evolution rate up 0.95 mmol h −1 /6 mg catalyst.

Language: Английский

Citations

94

General room-temperature Suzuki–Miyaura polymerization for organic electronics DOI

Haigen Xiong,

Qijie Lin,

Yu Lu

et al.

Nature Materials, Journal Year: 2024, Volume and Issue: 23(5), P. 695 - 702

Published: Jan. 29, 2024

Language: Английский

Citations

27

Direct arylation polymerization: A guide to optimal conditions for effective conjugated polymers DOI Creative Commons

Nemal S. Gobalasingham,

Barry C. Thompson

Progress in Polymer Science, Journal Year: 2018, Volume and Issue: 83, P. 135 - 201

Published: June 12, 2018

Language: Английский

Citations

134

Recent Structural Engineering of Polymer Semiconductors Incorporating Hydrogen Bonds DOI
Qi Zhang, Jianyao Huang, Kai Wang

et al.

Advanced Materials, Journal Year: 2022, Volume and Issue: 34(26)

Published: March 9, 2022

Highly planar, extended π-electron organic conjugated polymers have been increasingly attractive for achieving high-mobility semiconductors. In addition to the conventional strategy construct rigid backbone by covalent bonds, hydrogen bond has employed extensively increase planarity and rigidity of polymer via intramolecular noncovalent interactions. This review provides a general summary semiconducting incorporating bonds in field-effect transistors over recent years. The structural engineering bond-containing building blocks discussion theoretical simulation, microstructural characterization, device performance are covered. Additionally, effects introduction on self-healing, stretchability, chemical sensitivity, mechanical properties also discussed. aims help inspire design new with superiority flexibility incorporation application flexible electronics.

Language: Английский

Citations

51

Highly Efficient Catalysts for Direct Arylation Polymerization (DArP) DOI
Masayuki Wakioka, Fumiyuki Ozawa

Asian Journal of Organic Chemistry, Journal Year: 2018, Volume and Issue: 7(7), P. 1206 - 1216

Published: May 24, 2018

Abstract Recently, the palladium‐catalyzed direct arylation polymerization (DArP) has emerged as a viable alternative to conventional synthetic means of making π‐conjugated polymers based on catalytic cross‐coupling reactions. The DArP, which proceeds through C−H bond activation, distinct advantage over in terms fewer reaction steps and higher functional group tolerance. We have developed novel catalysts for DArP by using P(2‐MeOC 6 H 4 ) 3 ( L1 P(2‐Me 2 NC L2 ligands. Although common require use strongly coordinating solvents such DMA DMF, our exhibit high activity THF toluene, are good polymers. Thus, we could realize precise synthesis highly head‐to‐tail regioregular poly(3‐hexylthiophene) (HT‐P3HT) donor–acceptor type alternating copolymers (DA polymers) with well‐controlled structures DArP.

Language: Английский

Citations

69

Direct (Hetero)arylation: A Tool for Low-Cost and Eco-Friendly Organic Photovoltaics DOI

Mathieu Mainville,

Mario Leclerc

ACS Applied Polymer Materials, Journal Year: 2020, Volume and Issue: 3(1), P. 2 - 13

Published: Sept. 30, 2020

Organic photovoltaics have attracted much attention in the past few years, mainly due to their ability be fully printed at low cost and large scale. However, organic semiconductors utilized as active layer are typically synthesized using Migita–Stille or Suzuki–Miyaura cross-coupling, which is not efficient may bring toxicity concerns. In search for atom-economical synthesis, direct (hetero)arylation polymerization (DHAP) enables activation of aromatic C–H bonds, both reducing synthetic steps monomers toxic reaction byproducts. this issue, we will discuss recent contributions on synthesis toward mass production photovoltaic materials. The impact DHAP material efficiency addressed compared conventional coupling methods. ongoing improvements discussed, becomes more sustainable higher scale materials observed having quality.

Language: Английский

Citations

55

Structural Engineering in Polymer Semiconductors with Aromatic N-Heterocycles DOI
Jianyao Huang, Gui Yu

Chemistry of Materials, Journal Year: 2021, Volume and Issue: 33(5), P. 1513 - 1539

Published: Feb. 25, 2021

The materials community has witnessed a complexity expansion in semiconducting polymers by structural engineering. most thriving area of polymeric semiconductors lies the adoption highly tunable donor–acceptor motif. This motif revolutionized design strategy polymers. appeal replacing benzene or thiophene rings with sp2-hybridized N-heteroaromatic (azine azole heterocycles) directed efforts toward amenable to n-type ambipolar charge transport behaviors. introduced nitrogen atoms allow for lowered frontier molecular orbital energy levels enhance electron injection and reduce steric effect maximize electronic coupling. review provides an overview recent progress azine- azole-type N-heteroaromatics use engineering high-mobility semiconductors. Various synthetic routes these building blocks corresponding are reviewed may inspire new development Important features discussed including their structures conformational preferences. also discusses how correlated device performances. Collectively, N-heteroaromatics-containing lead candidates functional specific applications modern organic electronics.

Language: Английский

Citations

51

Keep glowing and going: recent progress in diketopyrrolopyrrole synthesis towards organic optoelectronic materials DOI
Nan Luo, Guanxin Zhang, Zitong Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(16), P. 4560 - 4581

Published: Jan. 1, 2021

Recent progress in the syntheses of DPP derivatives is summarized as well structure–property relationships derivatives, including cores,N-functionalization reactions, and π-extensions on along cores.

Language: Английский

Citations

47

Circular Discovery in Small Molecule and Conjugated Polymer Synthetic Methodology DOI Creative Commons
Amy L. Mayhugh, Preeti Yadav, Christine K. Luscombe

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(14), P. 6123 - 6135

Published: April 5, 2022

Simple and efficient methods are a key consideration for small molecule polymer syntheses. Direct arylation polymerization (DArP) is of increasing interest preparing conjugated polymers as an effective approach compared to conventional cross-coupling polymerizations. As DArP sees broader utilization, advancements needed access materials with improved properties different monomer structures improve the scalability synthesis. Presented herein considerations developing new synthesis from transformations, exploring how has successfully used this approach, presenting emerging methodologies similarly. While it common adapt polymerizations, we demonstrate ways in which information gained studying polymerizations can inform inspire greater transformations. This circular organic synthetic method development underlines value collaboration between polymer-based research groups.

Language: Английский

Citations

37