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用于单晶可见-近红外有机光电晶体管的稠合二酮吡咯并吡咯衍生物

A Fused Diketopyrrolopyrrole Derivative for Single-Crystal Visible-NIR Organic Phototransistor.

作者信息

Cui Tianqiang, Luo Nan, Zhang Zhilei, Liu Jie, Sun Yanan, Liu Dawei, Zhang Yamin, Shao Xiangfeng, Zhang Hao-Li, Jiang Lang, Liu Zitong

机构信息

State Key Laboratory of Applied Organic Chemistry (SKLAOC), Key Laboratory of Special Function Materials and Structure Design (MOE), College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, China.

Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.

出版信息

Small Methods. 2025 Aug;9(8):e2402250. doi: 10.1002/smtd.202402250. Epub 2025 Mar 21.

Abstract

Organic phototransistors (OPTs) have garnered significant attention due to their potential in wearable and flexible electronics. However, achieving high carrier mobility and broadband response in organic semiconductors for OPTs remains a challenge. In this work, a new fused diketopyrrolopyrrole (FDPP) derivative is reported, 2,9-bis(4-hexylphenyl)-7H,14H-thieno[3',2':7,8]indolizino[2,1-a]thieno[3,2-g]indolizine-7,14-dione (FDPP-p-C6), synthesized through N-cyclization of DPP with an adjacent thiophene unit. This N-cyclization ensures backbone planarity, while the hexyl side chains remain distant from the fused core, minimizing steric hindrance and promoting efficient intermolecular stacking. Consequently, single crystals of FDPP-p-C6 exhibit a planar backbone and a typical herringbone packing arrangement, facilitating charge transport. The single-crystal organic field-effect transistors (OFETs) demonstrate p-type charge transport, achieving maximum mobility of 0.20 cm V¹ s¹. Additionally, the single-crystal OPTs show promising performance, with high responsivity across a broad spectral range and a photoresponsivity of 2.2 × 10 A W¹ along with a specific detectivity, derived from the noise current, of 2.8 × 10 Jones. This study highlights the potential of FDPP as a key material for advancing single-crystal OFET and OPT technologies, propelling relevant research forward.

摘要

有机光电晶体管(OPTs)因其在可穿戴和柔性电子设备中的潜力而备受关注。然而,在用于OPTs的有机半导体中实现高载流子迁移率和宽带响应仍然是一个挑战。在这项工作中,报道了一种新型稠合二酮吡咯并吡咯(FDPP)衍生物,即2,9-双(4-己基苯基)-7H,14H-噻吩并[3',2':7,8]中氮茚并[2,1-a]噻吩并[3,2-g]中氮茚-7,14-二酮(FDPP-p-C6),它是通过DPP与相邻噻吩单元的N-环化反应合成的。这种N-环化确保了主链的平面性,而己基侧链与稠合核心保持距离,最大限度地减少了空间位阻并促进了有效的分子间堆积。因此,FDPP-p-C6的单晶呈现出平面主链和典型的人字形堆积排列,有利于电荷传输。单晶有机场效应晶体管(OFETs)表现出p型电荷传输,最大迁移率达到0.20 cm² V⁻¹ s⁻¹。此外,单晶OPTs显示出有前景的性能,在宽光谱范围内具有高响应度,光响应度为2.2×10⁻² A W⁻¹,以及由噪声电流得出的比探测率为2.8×10¹¹ Jones。这项研究突出了FDPP作为推进单晶OFET和OPT技术的关键材料的潜力,推动了相关研究的发展。

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