Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2′-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation

IF 4.2 3区化学 Q2 POLYMER SCIENCE

Macromolecular Rapid Communications Pub Date : 2025-01-13 DOI:10.1002/marc.202401055

Kunlan Wu, Pinyu Chen, Tianqiang Cui, Baoxin Zhang, Chun-Lin Sun, Jianguo Wang, Xiangfeng Shao, Liangliang Chen, Yu Chen, Zitong Liu

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引用次数: 0

Abstract

Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2′-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV–vis–NIR absorptions (≈400–1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10⁻³ cm²V⁻¹s⁻¹. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10⁻³ A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.

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基于二酮吡咯和2,2'-（噻吩[3,2-b] -2,5-二基）二乙腈的共轭聚合物的Knoevenagel缩合合成及光电表征

共轭聚合物作为半导体材料在可穿戴和柔性电子领域受到了广泛的关注。在这项研究中，我们利用原子经济的Knoevenagel反应构建了两种共轭聚合物PTDPP-CNTT和PFDPP-CNTT，这两种聚合物是基于二烷基噻吩/呋喃侧二酮吡咯（DPP）和2,2'-（噻吩[3,2-b] -2,5-二基）二乙腈（CNTT）。所得聚合物具有合适的最高已占据分子轨道/最低未占据分子轨道（HOMO/LUMO）能级、小带隙和宽紫外-可见-近红外吸收（≈400-1000 nm），具有光热和平衡的双极性半导体性质，空穴和电子迁移率超过10-3 cm2V-1s-1。此外，基于ptdpp - cnt的有机场效应晶体管（ofet）器件在808和980 nm的空穴传输通道中表现出光响应特性，光响应率分别为9.0 × 10-3 A/W和0.4 A/W，在有机nir光电晶体管中具有潜在的应用前景。

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来源期刊

Macromolecular Rapid Communications 工程技术-高分子科学

CiteScore

7.70

自引率

6.50%

发文量

477

审稿时长

1.4 months

期刊介绍： Macromolecular Rapid Communications publishes original research in polymer science, ranging from chemistry and physics of polymers to polymers in materials science and life sciences.