1,5-Di-(2-thienyl)pentane | 151535-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 1,5-Di-(2-thienyl)pentane
• 英文别名: 1,5-di(thien-2-yl)pentane；2-(5-Thiophen-2-ylpentyl)thiophene
• CAS: 151535-11-4
• 化学式: C₁₃H₁₆S₂
• 分子量: 236.402
• InChiKey: NROSLOMTXFKVPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-Di-(2-thienyl)pentane 在 六甲基磷酰三胺 、 lithium aluminium tetrahydride 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 反应 13.0h， 生成 环15烷
  参考文献：
  名称：

  基于噻吩的双（对-喹二甲烷）的化学：大环的一种方法

  摘要：

  通过二酯前体的快速真空热解（FVP）在气相中生成了Bis-2,5-二亚甲基-2,5-二氢噻吩。这些基于噻吩的双-（对-喹二甲烷）显示出发生导致大环的反应。所述转化与涉及环状双自由基中间体然后自由基中心歧化的机理是一致的。

  DOI：

  10.1016/j.tetlet.2016.04.062
• 作为产物：
  描述：

  噻吩 、 1,5-二溴戊烷 在 六甲基磷酰三胺 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以52%的产率得到1,5-Di-(2-thienyl)pentane
  参考文献：
  名称：

  基于噻吩的双（对-喹二甲烷）的化学：大环的一种方法

  摘要：

  通过二酯前体的快速真空热解（FVP）在气相中生成了Bis-2,5-二亚甲基-2,5-二氢噻吩。这些基于噻吩的双-（对-喹二甲烷）显示出发生导致大环的反应。所述转化与涉及环状双自由基中间体然后自由基中心歧化的机理是一致的。

  DOI：

  10.1016/j.tetlet.2016.04.062

文献信息

• Mono-, oligo- and poly-difluorovinyl-(hetero)arylenes, their synthesis and their use as charge transport materials
  申请人：Merck Patent GmbH

  公开号：US20030062536A1

  公开（公告）日：2003-04-03

  The invention relates to new mono-, oligo- and poly-difluorovinyl(hetero)arylenes comprising one or more identical or different recurring units of formula I 1 wherein D, D′, Ar, a and b have the meanings as defined in herein. Furthermore the inventions relates to their synthesis, their use as semiconductors or charge transport materials and their different applications.

  本发明涉及新的单、寡、多二氟乙烯基（杂）芳基化合物，包括一个或多个相同或不同的公式I1重复单元，其中D、D'、Ar、a和b的含义如本文所定义。此外，本发明还涉及它们的合成，它们作为半导体或电荷传输材料的用途以及它们的不同应用。
• Complementary Semiconducting Polymer Blends: The Influence of Conjugation-Break Spacer Length in Matrix Polymers
  作者：Xikang Zhao、Yan Zhao、Qu Ge、Kamal Butrouna、Ying Diao、Kenneth R. Graham、Jianguo Mei

  DOI：10.1021/acs.macromol.6b00050

  日期：2016.4.12

  The concept of complementary semiconducting polymer blends (c-SPBs) for efficient charge transport was recently proposed and established by our group. In this study, we aim to reveal the influence of the length of conjugation-break spacers (CBSs) on charge transport properties of the matrix polymers and their corresponding complementary polymer blends. A series of 11 DPP-based semiconducting polymers DPP-Cm (m = 2-12) that incorporate CBSs of 2-12 methylene units along the polymer backbones were prepared and characterized. The UV vis spectra and the ultraviolet photoelectron spectroscopy (UPS) measurements show that the CBS length has marginal influence on the polymer absorption spectra, energy levels, and band gaps. It also has little impact on polymer decomposition temperatures. However, the CBS length has a profound influence on polymer phase transition and the heat of fusion. As for the melt transitions, an odd even effect is observed from DPP-C2 to DPP-C7, in which polymers with even-numbered CBSs show higher melting points than their adjacent odd-numbered derivatives. The trend is opposite for heat of fusion. The polymers with odd-numbered CBSs exhibit larger heat of fusion, indicating higher ordering and crystallinity. The odd even effect is also found in surface morphologies of the polymers by atomic force microscopy (AFM). The polymers with the even CBSs have a more interconnected feature that appear more fibrillar than the polymers with the odd linkages. As far as charge carrier mobility is concerned, the average number drops from 0.023 cm2 V-1 s(-1) to 7.9 X 10(-6) cm(2) V-1 s(-1) as the CBS moves from C2 to C12. It is intriguing to observe that even-numbered polymers outperform the adjacent odd-numbered polymers, despite the fact that the latter show higher ordering and crystallinity in thin films. When these polymers are mixed with fully conjugated DPP-CO (2 wt %, designated as tie chain polymer), the obtained cSPBs witness a dramatic increase (2-4 orders of magnitude) in charge carrier mobility. Interestingly, the odd even effect is not found for charge transport in the c-SPBs. This work reveals that the length of CBSs plays a significant role in charge transport properties of the matrix polymers and reconfirms that efficient charge transport properties of the c-SPB result from the interactions between matrix polymers and tie chain polymers. This begins to provide guidelines as to what spacer lengths may be utilized to offer the best balance between processing and charge transport properties.
• Synthesis of [2.n]Thiophenophanes by Intramolecular [2+2] Photocycloaddition[
  作者：Jun Nishimura、Yosuke Nakamura、Masayoshi Kaneko、Teruo Shinmyozu

  DOI：10.3987/com-99-8483

  日期：——
• Kossmehl, Gerhard; Hoppe, Frank Dirk; Hirsch, Barbara, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1993, vol. 48, # 6, p. 826 - 843
  作者：Kossmehl, Gerhard、Hoppe, Frank Dirk、Hirsch, Barbara

  DOI：——

  日期：——
• US6824706B2
  申请人：——

  公开号：US6824706B2

  公开（公告）日：2004-11-30