2-ethynyl-5-octylthiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-ethynyl-5-octylthiophene
• 化学式: C₁₄H₂₀S
• 分子量: 220.379
• InChiKey: IKMNZMQNEOCHHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-ethynyl-5-octylthiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三异丙基硅基乙炔 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 5,5'-((6,12-diethynylnaphtho[7,8,1,2,3-nopqr]tetraphene-4,10-diyl)bis(ethyne-2,1-diyl))bis(2-octylthiophene)
  参考文献：
  名称：

  Cruciform Alkynylated Anthanthrene Derivatives: A Structure–Properties Relationship Case Study

  摘要：

  An efficient and versatile synthetic strategy toward cruciform anthanthrene compounds using Sonogashira couplings steps was developed. Acetylenic linkers were used to effectively extend the π-conjugation of polycyclic anthanthrone and anthanthrene compounds and tune their optoelectronic properties. Structure-property relationships supported by DFT calculations indicated more effective π-conjugation along the 6,12 axis than along the 4,10 axis. These molecules displayed strong J-aggregation both in solution and in the solid state and proved to be highly photostable with reversible redox processes, which are properties of interest in materials sciences.

  DOI：

  10.1021/jo402674m
• 作为产物：
  描述：

  2-正辛基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 作用下， 生成 2-ethynyl-5-octylthiophene
  参考文献：
  名称：

  两种新型苯并噻二唑基和稠合联噻吩基低带隙D–A共聚物的合成和表征：用作施主体异质结聚合物太阳能电池

  摘要：

  通过Stille交叉偶联聚合反应，合成了两种新的窄带隙D–A共轭共聚物P1和P2，它们含有不同的稠合噻吩供体单元和相同的苯并噻二唑受体单元，并通过1 H NMR，元素分析和GPC，TGA，DSC进行了表征。循环伏安法测量表明，两种共聚物的HOMO能级都很深（P1和P2分别为-5.10和-5.35 eV ），这表明该共聚物在空气中具有良好的稳定性，并在光伏应用中确保了较高的开路电压。这些共聚物与PC 71 BM和基于P1：PC 71的BHJ聚合物太阳能电池一起用作施主BM和P2：PC 71用氯仿（CF）溶剂处理的BM的所有PCE分别显示为4.54％和4.36％。此外，用DIO（4 v％）/ CF溶剂处理的P1：PC 71 BM和P2：PC 71 BM活性层的PCE分别提高了5.62％和5.24％。PCE的增强归因于活性层的纳米级形态和晶体性质的改善，以及由于添加了DIO而在器件中进行的电荷传

  DOI：

  10.1016/j.polymer.2015.03.058

文献信息

• New fused thiophene derivatives as promising building blocks for optoelectronic devices
  作者：M. L. Keshtov、S. A. Kuklin、S. N. Osipov、M. A. Topchii、I. O. Konstantinov、A. L. Gamov、A. R. Khokhlov

  DOI：10.1134/s0012500815020068

  日期：2015.2

  facilitates efficient charge trans fer [8]. This work deals with the search for efficient meth ods of synthesis of new fused benzothiophenes: 2,8 dibromo 4,6 bis(n octylthien 2 yl)benzo[2,1 b:3,4 b':5,6 c'']trithiophene (М1) and 2,5 dibromo 8 pentadecyl 10H bisthieno[2',3':6,7,3'',2'':4,5]indeno [1,2 d][1,3]thiazole (M2), which are promising donor monomers for preparing various photo and electro active

  50 近二十年来，有机半导体 (OS) 备受关注，由于其独特的特性，例如低密度、低成本、灵活性和可选择必要的可能性，有机半导体 (OS) 是在光电器件中极具吸引力的应用材料。理化参数。迄今为止，研究得最好的有机光电器件如下：场效应晶体管 [1]、发光二极管 [2] 和太阳能电池 [3-6]。他们的设计主要与基于噻吩、咔唑、呋喃、芴等稠合芳族衍生物的共轭半导体聚合物的合成有关。由于强 π-π，这些化合物的共面结构有利于它们的自组织以构建有序的凝聚分子结构相互作用（堆叠）[7]，促进有效的电荷转移[8]。
• ORGANIC SEMICONDUCTOR MATERIAL, ORGANIC SEMICONDUCTOR STRUCTURE AND ORGANIC SEMICONDUCTOR APPARATUS
  申请人：Tomino Ken

  公开号：US20100224869A1

  公开（公告）日：2010-09-09

  The present invention is directed to the provision of a liquid crystalline organic semiconductor material, which is highly stable under a film forming environment and, at the same time, can easily form a film, for example, by coating. The liquid crystalline organic semiconductor material comprises: a thiophene skeleton comprising 3 to 6 thiophenes linearly connected to each other; and an identical alkyl group having 1 to 20 carbon atoms located on both sides of the thiophene skeleton, wherein acetylene skeletons each have been introduced into between the thiophene skeleton and the alkyl group, or acetylene skeletons have been introduced symmetrically into the thiophene skeleton.

  本发明涉及提供一种液晶有机半导体材料，该材料在成膜环境下具有高稳定性，并且可以很容易地形成膜，例如通过涂覆。液晶有机半导体材料包括：包括3到6个噻吩线性连接在一起的噻吩骨架；以及位于噻吩骨架两侧的具有1到20个碳原子的相同烷基基团，其中乙炔骨架已被引入到噻吩骨架和烷基基团之间，或者乙炔骨架已对称引入到噻吩骨架中。
• Design, synthesis and optical properties of small molecules based on dithieno[3,2-b:2′,3′-d]stannole and stannafluorene
  作者：Chuantao Gu、Dangqiang Zhu、Meng Qiu、Liangliang Han、Shuguang Wen、Yonghai Li、Renqiang Yang

  DOI：10.1039/c6nj01310d

  日期：——

  A series of stable Sn-containing heteroaromatic conjugated oligomers, dialkyl dithieno[3,2-b:2′,3′-d]stannole (DTSn) and stannafluorene (SnF) derivatives, were designed and synthesized.

  一系列稳定的含锡杂芳共轭寡聚物，二烷基二噻吩[3,2-b:2′,3′-d]锡(简称DTSn)和锡芴(SnF)衍生物被设计并合成。
• Indium-Catalyzed 2-Alkenylation of 1,3-Dicarbonyl Compounds with Unactivated Alkynes
  作者：Kohei Endo、Takuji Hatakeyama、Masaharu Nakamura、Eiichi Nakamura

  DOI：10.1021/ja0702014

  日期：2007.4.1

  the position of C-C bond formation on the acetylene moiety. In most of the cases, the reaction requires less than 1-mol % loading of the catalyst and does not require solvent. The reaction tolerates a wide variety of functional groups including ester, ether, allylic halide, furan, thiophene, and protected amine. Experimental and theoretical studies suggested that the reaction proceeds via a concerted

  在催化量的三氟甲磺酸铟 (III) 存在下，1,3-二羰基化合物以高产率添加到未活化的炔烃中，得到 2-烯基化的 1,3-二羰基化合物，对 CC 键形成的位置具有独特的区域选择性在乙炔部分。在大多数情况下，反应需要小于 1 mol% 的催化剂负载并且不需要溶剂。该反应耐受多种官能团，包括酯、醚、烯丙基卤、呋喃、噻吩和受保护的胺。实验和理论研究表明，该反应通过铟 (III) 烯醇化物与乙炔的协同碳金属化反应进行，其中铟-乙炔相互作用很重要。
• Organic semiconductor material, Organic semiconductor structure and Organic semiconductor apparatus
  申请人：Tomino Ken

  公开号：US20070045613A1

  公开（公告）日：2007-03-01

  The present invention is directed to the provision of a liquid crystalline organic semiconductor material, which is highly stable under a film forming environment and, at the same time, can easily form a film, for example, by coating. The liquid crystalline organic semiconductor material comprises: a thiophene skeleton comprising 3 to 6 thiophenes linearly connected to each other; and an identical alkyl group having 1 to 20 carbon atoms located on both sides of the thiophene skeleton, wherein acetylene skeletons each have been introduced into between the thiophene skeleton and the alkyl group, or acetylene skeletons have been introduced symmetrically into the thiophene skeleton.

  本发明旨在提供一种液晶有机半导体材料，该材料在形成薄膜的环境下非常稳定，并且可以很容易地形成薄膜，例如通过涂覆。该液晶有机半导体材料包括：包含3至6个噻吩线性连接在一起的噻吩骨架；以及位于噻吩骨架两侧的相同烷基，其具有1至20个碳原子，其中乙炔骨架已经引入到噻吩骨架和烷基之间，或者对称地引入到噻吩骨架中。