2-thiocarbamoyl-3-dodecylthiophene | 1150312-36-9

• 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-thiocarbamoyl-3-dodecylthiophene
• 英文别名: 2-thioamino-3-dodecylthiophene；3-Dodecylthiophene-2-carbothioamide
• CAS: 1150312-36-9
• 化学式: C₁₇H₂₉NS₂
• 分子量: 311.556
• InChiKey: XGTOCKFTIULUJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  86.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-thiocarbamoyl-3-dodecylthiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 5-Bromo-4-dodecyl-2-(3-dodecylthiophen-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：

  2-cyano-3-dodecylthiophene 在 硫化氢 、 二乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-thiocarbamoyl-3-dodecylthiophene
  参考文献：
  名称：

  在室温下表现出带状传输的高度平面半导体聚合物薄膜

  摘要：

  我们报告了在室温下从印刷的聚合物薄膜中观察到的带状传输。这是通过精心设计的供体-受体型噻吩-噻唑共聚物实现的，该共聚物经过精心设计以增强主链的平面度和由此产生的大分子之间的转移积分。由于强大的分子相互作用，印刷的聚合物薄膜表现出与分子单晶相当的极低陷阱密度。此外，在电场的帮助下，电荷传输的能垒高度可以很容易地降低，这导致在室温下形成用于带状电荷传输的扩展电子态。

  DOI：

  10.1021/jacs.5b04253

文献信息

• Composition containing thiazole rings, organic semiconductor polymer containing the composition, organic active layer containing the organic semiconductor polymer, organic thin film transistor containing the organic active layer, electronic device containing the organic thin film transistor and method of preparing the same
  申请人：Samsung Electronics Co., Ltd.

  公开号：US08026369B2

  公开（公告）日：2011-09-27

  Disclosed herein is a composition containing hetero arylene or arylene showing a p-type semiconductor property in addition to thiophene showing a p-type semiconductor property and thiazole rings showing a n-type semiconductor property at a polymer main chain, an organic semiconductor polymer containing the composition, an organic active layer containing the organic semiconductor polymer, an organic thin film transistor (OTFT) containing the organic active layer, an electronic device containing the OTFT, and a method of preparing the same. The composition of example embodiments, which is used in an organic semiconductor polymer and contains thiazole rings, may exhibit increased solubility to an organic solvent, coplanarity, processibility and an improved thin film property.

  本文揭示了一种含有异构芳基或芳基的组合物，除了噻吩显示P型半导体特性外，还显示了一种显示N型半导体特性的噻唑环在聚合物主链中，包含该组合物的有机半导体聚合物，含有有机半导体聚合物的有机活性层，含有有机活性层的有机薄膜晶体管（OTFT），含有OTFT的电子设备，以及其制备方法。示例实施例的组合物，用于有机半导体聚合物，含有噻唑环，可能表现出对有机溶剂的增加溶解性、共面性、可加工性和改善的薄膜特性。
• Organic semiconducting copolymer and organic electronic device including the same
  申请人：Lee Bang-Lin

  公开号：US20090189150A1

  公开（公告）日：2009-07-30

  An organic semiconducting copolymer according to example embodiments may be represented by Formula 1 below: An organic electronic device may include the above organic semiconducting copolymer. The organic semiconducting copolymer according to example embodiments may provide improved solubility, processability, and thin film properties. Consequently, the organic semiconducting copolymer may be used in a variety of electronic devices. A suitable electronic device may be an organic thin film transistor. When an active layer of an organic thin film transistor includes the organic semiconducting copolymer, higher charge mobility and lower breaking leakage current may be achieved.

  根据实施例，有机半导体共聚物可以由下面的公式1表示：上述有机半导体共聚物可以用于有机电子器件。根据实施例，有机半导体共聚物可以提供改进的溶解度、加工性和薄膜性能。因此，有机半导体共聚物可以用于各种电子设备。适当的电子设备可以是有机薄膜晶体管。当有机薄膜晶体管的有源层包括有机半导体共聚物时，可以实现更高的电荷迁移率和更低的漏电电流。
• Organic semiconductor polymer, transistor including an organic semiconductor polymer and methods of fabricating the same
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：EP2270064A1

  公开（公告）日：2011-01-05

  An organic semiconductor polymer, a transistor including an organic semiconductor polymer and methods of fabricating the same are provided, the organic semiconductor polymer including an aromatic or heteroaromatic main chain and at least one of a fluoro or a perfluoroalkyl at a polymer terminal end.

  本发明提供了一种有机半导体聚合物、一种包括有机半导体聚合物的晶体管及其制造方法，有机半导体聚合物包括芳香族或杂芳族主链以及位于聚合物末端的氟或全氟烷基中的至少一种。
• Kim, Do Hwan; Lee, Bang-Lin; Moon, Hyunsik, Journal of the American Chemical Society, 2009, vol. 131, p. 6124 - 6132
  作者：Kim, Do Hwan、Lee, Bang-Lin、Moon, Hyunsik、Kang, Hee Min、Jeong, Eun Jeong、et al.

  DOI：——

  日期：——
• ORGANIC SEMICONDUCTOR POLYMER, ORGANIC THIN FILM TRANSISTOR, AND ELECTRONIC DEVICE
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20140175414A1

  公开（公告）日：2014-06-26

  An organic semiconductor polymer includes a moiety represented by the following Chemical Formula 1 and a heteroaromatic moiety having at least one of sulfur (S) and selenium (Se). In the Chemical Formula 1, R 1 , R 2 , R 3a , R 3b , R 4a , R 4b , R 5a , and R 5b , a1, a2, b1, and b2 are the same as described in the detailed description.