5-Propyl-[2,2';5',2'']terthiophene | 188917-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-Propyl-[2,2';5',2'']terthiophene
• 英文别名: 5-Propyl-2,2':5',2''-terthiophene；2-propyl-5-(5-thiophen-2-ylthiophen-2-yl)thiophene
• CAS: 188917-68-2
• 化学式: C₁₅H₁₄S₃
• 分子量: 290.474
• InChiKey: DRHCZFSTWWOCRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Propyl-[2,2';5',2'']terthiophene 在 氢氧化钾 、 四氯化钛 、 一水合肼 作用下， 以 二氯甲烷 、 二乙二醇 为溶剂， 反应 11.0h， 生成 5,5''-dipropyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Byron, David; Matharu, Avtar; Wilson, Robert, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1995, vol. 265, p. 61 - 76

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Propyl-[2,2']bithiophenyl 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) N-溴代丁二酰亚胺(NBS) 、 magnesium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 5-Propyl-[2,2';5',2'']terthiophene
  参考文献：
  名称：

  Mesomorphic behaviors and charge carrier transport in terthiophene derivatives

  摘要：

  We synthesized dialkylterthiophene derivatives omega-substituted with cyclohexylethyl moiety, which exhibit smectic mesophases at room temperature, and investigated their charge carrier transport properties. In particular, transpentylcyclohexylethyl-propylterthiophene (3-TTP-C2CH-5) held SmB phase at room temperature. Furthermore, a 3:1 mixture of 3-TTP-C2CH-5 and (2-methylbutyl)-dodecylterthiophene (5*-TTP-12) showed the SmB phase between 101degreesC and -15degreesC, and the highly ordered smectic phase below -15degreesC. In the SmB phase of the mixture, hole and electron mobility was 10(-3) cm(2)/Vs, and independent of temperature and electric field over room temperature. However, below room temperature, the mobility depended on both temperature and electric field, as is often observed in organic amorphous solids and formarized by Gaussian disorder model, suggesting that the carrier transport in the smectic mesophase can be explained by the hopping conduction in disordered molecular sites.

  DOI：

  10.1080/15421400490434315
• 作为试剂：
  描述：

  5'-Bromo-5-propyl-[2,2']bithiophenyl 、 、 2-溴噻吩 、 盐酸 、 乙醚 在 镍 乙醚 、 氯仿 、 水 、 disodium;carbonate 、 Sodium sulfate-III 、 silica gel 、 5-Propyl-[2,2';5',2'']terthiophene 作用下， 反应 18.0h， 生成 5-Propyl-[2,2';5',2'']terthiophene
  参考文献：
  名称：

  Organic semiconductor material, organic semiconductor structure, and organic semiconductor device

  摘要：

  本发明的目的是提供一种有机半导体材料，能够在包括常温在内的广泛温度范围内表现出液晶相，并表现出高电荷载流子迁移率，以及由该有机半导体材料形成的有机半导体结构和有机半导体器件。为达到上述目的，本发明提供了一种有机半导体材料，其包括在下列化学式1中所示的四噻吩骨架，其中化学式1中的R1是C1到C20的烷基或氢，而R2是C1到C20的烷基或氢。

  公开号：

  US20060076554A1

文献信息

• SMECTIC LIQUID CRYSTAL COMPOUND
  申请人：Funahashi Masahiro

  公开号：US20100237327A1

  公开（公告）日：2010-09-23

  According to the present invention, a liquid crystal semiconductor capable of exhibiting a highly ordered smectic phase at approximately room temperature, being used for formation of a smectic liquid crystal thin film that is stable at room temperature by a solution process, and showing excellent ambipolar charge-transporting properties, a thin film transistor comprising the same, and the like are provided. Also, the following are provided: a smectic liquid crystal compound represented by the following general formula (1) wherein R 1 represents a straight-chain alkyl group having 1 to 8 carbon atoms, R 2 represents an alkyl or alkoxy group having 1 to 8 carbon atoms, and “n” is an integer of 0 to 3; an ambipolar charge-transporting material comprising the smectic liquid crystal compound; an organic semiconductor thin film having a thin film layer comprising the smectic liquid crystal compound; and a thin film transistor comprising the organic semiconductor thin film.

  根据本发明，提供了一种液晶半导体，能够在近似室温时表现出高度有序的蜡状相，通过溶液法形成在室温下稳定的蜡状液晶薄膜，并显示出优异的双极性电荷传输特性，以及包括它的薄膜晶体管等。此外，还提供以下内容：由下列通式（1）表示的蜡状液晶化合物，其中R1表示具有1至8个碳原子的直链烷基，R2表示具有1至8个碳原子的烷基或烷氧基，“n”是0至3的整数；包括蜡状液晶化合物的双极性电荷传输材料；具有包括蜡状液晶化合物的薄膜层的有机半导体薄膜；以及包括有机半导体薄膜的薄膜晶体管。
• Mesomorphic behaviors and charge carrier transport in terthiophene derivatives
  作者：Masahiro Funahashi、Jun-Ichi Hanna

  DOI：10.1080/15421400490434315

  日期：2004.1

  We synthesized dialkylterthiophene derivatives omega-substituted with cyclohexylethyl moiety, which exhibit smectic mesophases at room temperature, and investigated their charge carrier transport properties. In particular, transpentylcyclohexylethyl-propylterthiophene (3-TTP-C2CH-5) held SmB phase at room temperature. Furthermore, a 3:1 mixture of 3-TTP-C2CH-5 and (2-methylbutyl)-dodecylterthiophene (5*-TTP-12) showed the SmB phase between 101degreesC and -15degreesC, and the highly ordered smectic phase below -15degreesC. In the SmB phase of the mixture, hole and electron mobility was 10(-3) cm(2)/Vs, and independent of temperature and electric field over room temperature. However, below room temperature, the mobility depended on both temperature and electric field, as is often observed in organic amorphous solids and formarized by Gaussian disorder model, suggesting that the carrier transport in the smectic mesophase can be explained by the hopping conduction in disordered molecular sites.
• Organic Semiconductors with Helical Structure Based on Oligothiophene derivatives Exhibiting Chiral Nematic Phase
  作者：Masahiro Funahashi、Nobuyuki Tamaoki

  DOI：10.1080/15421400701735723

  日期：2007.12.13

  We have synthesized 2-[5-(4-[(S)-2-methylbutoxy]phenyl)-3-methyl]-2'''-propyl-2: 5'-2'-5 ''-2 ''-5"'-quaterthiophene (10), a liquid crystalline semiconductor that exhibits a chiral nematic phase, and used the time-of-flight technique to determine its carrier mobility behavior. In the chiral nematic phase, the positive carrier mobility was 2 x 10(-4)cm(2)/Vs at 120 degrees C and the negative carrier mobility was 1 x 10-4 cm(2)/Vs, both of which we attribute to electronic processes. For the negative carrier, in addition to the fast electronic process, we also observed a slow carrier transport, having mobility on the order of 10(-5)cm(2)/Vs, which we attribute to ionic conduction. Chiral dimers containing binaphthyl group exhibited stable glassy cholesteric phase and cholesteric thin films with selective reflection band in visible light area could be fabricated. They emitted circularly polarized light with dichroic parameter of 1.3 when UV light was illuminated.
• US7405003B2
  申请人：——

  公开号：US7405003B2

  公开（公告）日：2008-07-29
• US7915609B2
  申请人：——

  公开号：US7915609B2

  公开（公告）日：2011-03-29