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Revealing the Electrophilic-Attack Doping Mechanism for Efficient and Universal p-Doping of Organic Semiconductors
Advanced Science ( IF 14.3 ) Pub Date : 2022-09-11 , DOI: 10.1002/advs.202203111
Jing Guo 1 , Ying Liu 2 , Ping-An Chen 1 , Xinhao Wang 2 , Yanpei Wang 2 , Jing Guo 2 , Xincan Qiu 1 , Zebing Zeng 2 , Lang Jiang 3 , Yuanping Yi 3 , Shun Watanabe 4 , Lei Liao 1 , Yugang Bai 2 , Thuc-Quyen Nguyen 5 , Yuanyuan Hu 1, 6
Advanced Science ( IF 14.3 ) Pub Date : 2022-09-11 , DOI: 10.1002/advs.202203111
Jing Guo 1 , Ying Liu 2 , Ping-An Chen 1 , Xinhao Wang 2 , Yanpei Wang 2 , Jing Guo 2 , Xincan Qiu 1 , Zebing Zeng 2 , Lang Jiang 3 , Yuanping Yi 3 , Shun Watanabe 4 , Lei Liao 1 , Yugang Bai 2 , Thuc-Quyen Nguyen 5 , Yuanyuan Hu 1, 6
Affiliation
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Doping is of great importance to tailor the electrical properties of semiconductors. However, the present doping methodologies for organic semiconductors (OSCs) are either inefficient or can only apply to some OSCs conditionally, seriously limiting their general applications. Herein, a novel p-doping mechanism is revealed by investigating the interactions between the dopant trityl tetrakis(pentafluorophenyl) borate (TrTPFB) and poly(3-hexylthiophene) (P3HT). It is found that electrophilic attack of the trityl cations on thiophenes results in the formation of tritylated thiophenium ions, which subsequently induce electron transfer from neighboring P3HT chains to realize p-doping. This unique p-doping mechanism enables TrTPFB to p-dope various OSCs including those with high ionization energy (IE ≈ 5.8 eV). Moreover, this doping mechanism endows TrTPFB with strong doping capability, leading to doping efficiency of over 80% in P3HT. The discovery and elucidation of this novel doping mechanism not only points out that strong electrophiles are a class of efficient p-dopants for OSCs, but also provides new opportunities toward highly efficient doping of various OSCs.
中文翻译：
揭示有机半导体高效通用 p 掺杂的亲电攻击掺杂机制
掺杂对于调整半导体的电性能非常重要。然而，目前的有机半导体（OSC）掺杂方法要么效率低下，要么只能有条件地适用于某些OSC，严重限制了其普遍应用。在此，通过研究掺杂剂三苯甲基四（五氟苯基）硼酸酯（TrTPFB）和聚（3-己基噻吩）（P3HT）之间的相互作用，揭示了一种新的p掺杂机制。研究发现，三苯甲基阳离子对噻吩的亲电攻击导致形成三苯甲基化噻吩鎓离子，随后诱导相邻 P3HT 链的电子转移以实现 p 掺杂。这种独特的 p 掺杂机制使 TrTPFB 能够对各种 OSC 进行 p 掺杂，包括那些具有高电离能 (IE ≈ 5.8 eV) 的 OSC。此外，这种掺杂机制赋予TrTPFB强大的掺杂能力，使得P3HT的掺杂效率超过80%。这种新型掺杂机制的发现和阐明不仅指出强亲电子试剂是OSCs的一类高效p型掺杂剂，而且为各种OSCs的高效掺杂提供了新的机遇。
更新日期：2022-09-11
中文翻译：
揭示有机半导体高效通用 p 掺杂的亲电攻击掺杂机制
掺杂对于调整半导体的电性能非常重要。然而，目前的有机半导体（OSC）掺杂方法要么效率低下，要么只能有条件地适用于某些OSC，严重限制了其普遍应用。在此，通过研究掺杂剂三苯甲基四（五氟苯基）硼酸酯（TrTPFB）和聚（3-己基噻吩）（P3HT）之间的相互作用，揭示了一种新的p掺杂机制。研究发现，三苯甲基阳离子对噻吩的亲电攻击导致形成三苯甲基化噻吩鎓离子，随后诱导相邻 P3HT 链的电子转移以实现 p 掺杂。这种独特的 p 掺杂机制使 TrTPFB 能够对各种 OSC 进行 p 掺杂，包括那些具有高电离能 (IE ≈ 5.8 eV) 的 OSC。此外，这种掺杂机制赋予TrTPFB强大的掺杂能力，使得P3HT的掺杂效率超过80%。这种新型掺杂机制的发现和阐明不仅指出强亲电子试剂是OSCs的一类高效p型掺杂剂，而且为各种OSCs的高效掺杂提供了新的机遇。
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