2-Cyano-3-octylthiophene | 1139891-66-9

• 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: 2-Cyano-3-octylthiophene
• 英文别名: 3-octylthiophene-2-carbonitrile
• CAS: 1139891-66-9
• 化学式: C₁₃H₁₉NS
• 分子量: 221.367
• InChiKey: QGIUHWLKXBNPDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Cyano-3-octylthiophene 在 硫化氢 、 二乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-Octyl-2-(3-octylthiophen-2-yl)-1,3-thiazole
  参考文献：
  名称：

  Influence of Alkyl Side Chain on the Crystallinity and Trap Density of States in Thiophene and Thiazole Semiconducting Copolymer Based Inkjet-Printed Field-Effect Transistors

  摘要：

  The influence of alkyl side chains on the crystallinity of semiconducting copolymer films and their sub-bandgap density-of-states (DOS), the latter being closely related to the stability and the device performance of organic field-effect transistors (OFETs), is investigated Three different poly(hexathiophene-alt-bithiazole) (PFITBTz) based polymer semiconductors, with identical backbones but different side chain positions and lengths, were synthesized The crystallinity examined by grazing incidence X-ray diffraction (GIXRD) strongly depends on the number, position, and length of each type of alkyl side chain attached to the thiophene and thiazole copolymer backbones Also, the sub-bandgap trap DOS distributions were extracted by performing multiple frequency capacitance voltage (MF-CV) spectroscopy on the field effect devices. The relationship between film crystallinity and trap DOS in the field-effect transistors can be interpreted in terms of the complex interplay between the number, position, and length of each alkyl side chain for efficient pi-pi stacking. In particular, the number and position of the alkyl side chain attached to the polymer backbone significantly affects the device performance. Poly(tetryloctylhexathiophene-alt-dioctylbithiazole) (PHTBTz-C8) exhibits the best electrical performance among the different semiconductors synthesized, with a relatively low bulk trap density of similar to 2.0 x 10(20) cm(-2) eV(-1) as well as reasonable hole mobility of similar to 0.25 cm(2) s(-1). The microstructural analyses of this organic material strongly suggest that the short pi-pi stacking distance induces strong interaction between adjacent polymer backbones, which in turn results in enhanced electrical properties.

  DOI：

  10.1021/cm400592b
• 作为产物：
  描述：

  copper(l) cyanide 、 2-溴-3-辛基噻吩 以 二氯甲烷 为溶剂， 生成 2-Cyano-3-octylthiophene
  参考文献：
  名称：

  Influence of Alkyl Side Chain on the Crystallinity and Trap Density of States in Thiophene and Thiazole Semiconducting Copolymer Based Inkjet-Printed Field-Effect Transistors

  摘要：

  The influence of alkyl side chains on the crystallinity of semiconducting copolymer films and their sub-bandgap density-of-states (DOS), the latter being closely related to the stability and the device performance of organic field-effect transistors (OFETs), is investigated Three different poly(hexathiophene-alt-bithiazole) (PFITBTz) based polymer semiconductors, with identical backbones but different side chain positions and lengths, were synthesized The crystallinity examined by grazing incidence X-ray diffraction (GIXRD) strongly depends on the number, position, and length of each type of alkyl side chain attached to the thiophene and thiazole copolymer backbones Also, the sub-bandgap trap DOS distributions were extracted by performing multiple frequency capacitance voltage (MF-CV) spectroscopy on the field effect devices. The relationship between film crystallinity and trap DOS in the field-effect transistors can be interpreted in terms of the complex interplay between the number, position, and length of each alkyl side chain for efficient pi-pi stacking. In particular, the number and position of the alkyl side chain attached to the polymer backbone significantly affects the device performance. Poly(tetryloctylhexathiophene-alt-dioctylbithiazole) (PHTBTz-C8) exhibits the best electrical performance among the different semiconductors synthesized, with a relatively low bulk trap density of similar to 2.0 x 10(20) cm(-2) eV(-1) as well as reasonable hole mobility of similar to 0.25 cm(2) s(-1). The microstructural analyses of this organic material strongly suggest that the short pi-pi stacking distance induces strong interaction between adjacent polymer backbones, which in turn results in enhanced electrical properties.

  DOI：

  10.1021/cm400592b

文献信息

• PHOSPHONIUM ION CHANNEL BLOCKERS AND METHODS FOR USE
  申请人：Nocion Therapeutics, Inc.

  公开号：US20210130380A1

  公开（公告）日：2021-05-06

  The invention provides compounds of Formula (I), or pharmaceutically acceptable salts thereof: The compounds, compositions, methods and kits of the invention are useful for the treatment of pain, itch, and neurogenic inflammation.

  该发明提供了式（I）的化合物，或其药学上可接受的盐： 该发明的化合物、组合物、方法和试剂盒对于治疗疼痛、瘙痒和神经源性炎症是有用的。
• Effect of substituents on redox, spectroscopic and structural properties of conjugated diaryltetrazines—a combined experimental and theoretical study
  作者：Ewa Kurach、David Djurado、Jan Rimarčik、Aleksandra Kornet、Marek Wlostowski、Vladimir Lukeš、Jacques Pécaut、Malgorzata Zagorska、Adam Pron

  DOI：10.1039/c0cp01553a

  日期：——

  alkylthienyl, phenyl or pyridyl) with hydrazine followed by oxidation of the intermediate product with diethyl azodicarboxylate. The five-ring compounds have been prepared using two pathways: (i) reaction of 5-cyano-2,2′-bithiophene (or its alkyl derivative) with hydrazine; (ii) via Suzuki or Stille coupling of 3,6-bis(5-bromo-2-thienyl)-1,2,4,5-tetrazine with a stannyl or boronate derivative of alkylthiophene

  两套新的可溶性共轭化合物 四嗪中心环已合成。三环化合物是通过芳基反应合成的氰化物 （其中芳基= 噻吩基，烷基噻吩基，苯基或吡啶基）与 肼 然后用 偶氮二羧酸二乙酯。五环化合物已通过两种途径制备：（i）5-氰基-2,2'-联噻吩 （或其烷基衍生物）与 肼; （ii）通过Suzuki或Stille联轴器3,6-双（5-溴-2-噻吩基）-1,2,4,5-四嗪 与斯坦尼或 硼酸盐烷基噻吩的衍生物。紫外-可见的合成的化合物的光谱性质强烈地依赖于该芳基，增溶取代基的位置和该分子的长度，显示出最高红移的性质（λ最大> 440纳米）为5环化合物用烷基连接到C α 碳 在终端 噻吩基戒指。已经找到了极好的线性相关性，可用于光谱测定和理论计算（TD-B3LYP/ 6-31G *）激发能量。除了双吡啶导数，根据电化学数据，所研究分子的最低未占据分子轨道（LUMO）水平在狭窄范围内变化（从-2.63至-2.41
• Novel thiophene-thiazole derivatives and organic thin film transistors using the same
  申请人：Lee Kyung Eun

  公开号：US20060151779A1

  公开（公告）日：2006-07-13

  Novel thiophene-thiazole derivatives and organic thin film transistors using the derivatives. The thiophene-thiazole derivatives are organic polymer semiconductor materials in which a thiophene having p-type semiconductor characteristics is joined to a thiazole having n-type semiconductor characteristics in an alternating manner to have a head-to-tail structure. The use of the thiophene-thiazole derivatives as materials for an organic active layer enables fabrication of organic thin film transistors with low leakage current, high charge carrier mobility and high on/off current ratio.

  小说噻吩-噻唑衍生物和使用这些衍生物的有机薄膜晶体管。噻吩-噻唑衍生物是有机高分子半导体材料，其中噻吩具有p型半导体特性，与具有n型半导体特性的噻唑交替连接，形成头对尾结构。使用噻吩-噻唑衍生物作为有机活性层的材料，可以制造具有低漏电流、高载流子迁移率和高开关电流比的有机薄膜晶体管。
• CHARGED ION CHANNEL BLOCKERS AND METHODS FOR USE
  申请人：Nocion Therapeutics, Inc.

  公开号：US20210128578A1

  公开（公告）日：2021-05-06

  The invention provides compounds of Formula (I), or pharmaceutically acceptable salts thereof: The compounds, compositions, methods and kits of the invention are useful for the treatment of pain, itch, and neurogenic inflammation.