bis-(thiophen-2'-yl)-2,6-anthracene | 849138-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: bis-(thiophen-2'-yl)-2,6-anthracene
• 英文别名: 2,6-bis(2-thienyl)anthracene；DTAnt；2,2'-(Anthracene-2,6-diyl)dithiophene；2-(6-thiophen-2-ylanthracen-2-yl)thiophene
• CAS: 849138-22-3
• 化学式: C₂₂H₁₄S₂
• 分子量: 342.485
• InChiKey: NDYCREYHTJLPMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,11-Dithiophen-2-yltetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12-hexaene-15,16-dione 反应 1.0h， 生成 bis-(thiophen-2'-yl)-2,6-anthracene
  参考文献：
  名称：

  FET performance and substitution effect on 2,6-dithienylanthracene devices prepared by photoirradiation of their diketone precursors

  摘要：

  通过对 2,6-二噻吩基蒽和己基取代的 2,6-二噻吩基蒽薄膜进行顶接触底栅场效应晶体管和时间分辨微波电导测量，评估了这些薄膜中的空穴迁移率。

  DOI：

  10.1039/c2cc35439j

文献信息

• SYNTHESIS AND APPLICATIONS OF SOLUBLE PENTACENE PRECURSORS AND RELATED COMPOUNDS
  申请人：CHOW Tahsin J.

  公开号：US20130017497A1

  公开（公告）日：2013-01-17

  The present disclosure relates to methods and systems for synthesis of bridged-hydropentacene, hydroanthracene and hydrotetracene from the precursor compounds pentacene derivatives, tetracene derivatives, and anthracene derivatives. The invention further relates to methods and systems for forming thin films for use in electrically conductive assemblies, such as semiconductors or photovoltaic devices.

  本公开涉及从前体化合物戊芴衍生物、四芴衍生物和蒽衍生物合成桥式水合五环芴、水合蒽和水合四环芴的方法和系统。本发明还涉及用于制备用于电导组件中的薄膜的方法和系统，例如半导体或光伏器件。
• SUBSTITUTED ANTHRACENES AND ELECTRONIC DEVICES CONTAINING THE SUBSTITUTED ANTHRACENES
  申请人：Meng Hong

  公开号：US20080210933A1

  公开（公告）日：2008-09-04

  Substituted anthracene compounds and electronic devices containing the substituted anthracene compounds are provided.

  本发明提供了替代蒽化合物和含有替代蒽化合物的电子设备。
• Open-circuit-voltage shift of over 0.5 V in organic photovoltaic cells induced by a minor structural difference in alkyl substituents
  作者：Mitsuharu Suzuki、Kengo Terai、Cassandre Quinton、Hironobu Hayashi、Naoki Aratani、Hiroko Yamada

  DOI：10.1039/c9sc04956h

  日期：——

  p-type compounds are all highly crystalline, thereby enabling detailed investigation of the molecular packing with X-ray diffraction analysis. At the same time, they are strongly aggregating and hardly soluble; therefore, they are deposited with the aid of a photoprecursor approach which we have been employing for controlled deposition of insoluble acene-based organic semiconductors. The resultant OPVs

  近来有机光伏器件（OPV）效率的激增很大程度上取决于减少能量损失（E loss），从而导致开路电压（V OC）的提高。然而，关于分子结构与V OC之间的关系，仍有许多不确定的因素，阻碍了活性层材料设计中广泛适用的有效原理的建立。在这项贡献中，我们研究了大V OC的起源在一系列基于蒽的p型化合物上，由于末端烷基取代基的微小结构差异引起的分子移位。检查的p型化合物都是高度结晶的，因此可以使用X射线衍射分析对分子堆积进行详细研究。同时，它们强烈聚集且难溶。因此，它们是借助于光致前体方法沉积的，该方法已被我们用来控制不溶性并苯基有机半导体的沉积。将所得的OPV得到最高V OC 0.966Ⅴ的当端部-烷基是2-乙基丁基，和最低时的0.419 V Ñ丁基代替2-乙基丁基。X射线衍射分析和密度泛函理论计算表明，非滑动人字形排列对观察到的V OC的大损失有严重影响。当支化烷基链在直线π系统的端部，这是我们
• High-Performance, Stable Organic Thin-Film Field-Effect Transistors Based on Bis-5‘-alkylthiophen-2‘-yl-2,6-anthracene Semiconductors
  作者：Hong Meng、Fangping Sun、Marc B. Goldfinger、Gary D. Jaycox、Zhigang Li、Will J. Marshall、Gregory S. Blackman

  DOI：10.1021/ja043189d

  日期：2005.3.1

  The development of new organic semiconductors with improved electrical performance and enhanced environmental stability is the focus of considerable research activity. This communication presents the design, synthesis, and device stability data for novel bis-5'-alkylthiophen-2'yl-2,6-anthracene organic semiconductors. When incorporated into thin-film field-effect transistors, mobilities as high as 0.5 cm2/Vs and on/off current ratios greater than 107 are observed. We have investigated device stability in terms of both shelf life and operating lifetime. Devices incorporating the reported semiconductors display an average field-effect mobility of 0.4 cm2/Vs for DHTAnt and an on/off current ratio of 106 even after 15 months of storage. Furthermore, there is no decrease in performance during continuous operation of the devices over several thousand cycles.
• Effective photochemical synthesis of an air-stable anthracene-based organic semiconductor from its diketone precursor
  作者：Hiroko Yamada、Emi Kawamura、Sadaaki Sakamoto、Yuko Yamashita、Tetsuo Okujima、Hidemitsu Uno、Noboru Ono

  DOI：10.1016/j.tetlet.2006.08.013

  日期：2006.10

  A diketone precursor of air-stable bis-2-thienyl-2,6-anthracene was prepared and quantitatively converted to the target acene by photoirradiation of the n-pi* absorption both in solution and as a film, in air. (c) 2006 Elsevier Ltd. All rights reserved.