Synthesis and properties of 10,20-bis(triisopropylsilylethynyl)-tetrabenzo-5,15-diazaporphine

Synthesis and properties of 10,20-bis(triisopropylsilylethynyl)-tetrabenzo-5,15-diazaporphine
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10,20-双(三异丙基甲硅烷基乙炔基)-四苯并-5,15-二氮杂卟啉的合成与性能

DOI:
10.1142/s1088424622500766
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发表时间:
2022
影响因子:
1.5
通讯作者:
Yamada Hiroko
Yamada Hiroko
中科院分区:
化学4区
文献类型:
--
作者:
Sugano Yuki;Matsuo Kyohei;Hayashi Hironobu;Aratani Naoki;Yamada Hiroko

文献摘要

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通过金属模板氮杂环合反应合成了10,20-bis(triisopropylsilylethynyl)tetrabenzo-5,15-diazaporphine(TIPS-TBDAP),在氯仿溶液中,TIPS-TBDAP在723 nm处有较强的远红荧光,荧光量子产率为31%。X-射线衍射分析表明,TIPS-TBDAP在单晶态形成了一维滑移堆积结构,由于取代基较大,TIPS-TBDAP易溶于普通有机溶剂,可制备溶液处理的场效应管。浸渍镀膜和单晶场效应晶体管的空穴迁移率最大,分别为1.5×10和0.16 cm2vs。
A 10,20-bis(triisopropylsilylethynyl)tetrabenzo-5,15-diazaporphine (TIPS-TBDAP) was synthesized by the metal-template aza-annulation reaction.TIPS-TBDAPshowed intense far-red fluorescence at 723 nm with a fluorescence quantum yield of 31% in chloroform solution. X-ray diffraction analysis revealed thatTIPS-TBDAPforms a one-dimensional slipped-stacking structure in the single crystal state.TIPS-TBDAPis soluble in common organic solvents owing to the bulky substituents and solution-processed field-effect transistors (FETs) could be fabricated. Dip-coating and single-crystal FETs showed the maximum hole mobilities of 1.5× 10and 0.16 cm2Vs, respectively.