2,7-dioctylnaphtho[1,2-b:5,6-b']dithiophene | 1207732-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,7-dioctylnaphtho[1,2-b:5,6-b']dithiophene
• 英文别名: C8-NDT；2,7-Dioctyl-[1]benzothiolo[7,6-g][1]benzothiole
• CAS: 1207732-09-9
• 化学式: C₃₀H₄₀S₂
• 分子量: 464.78
• InChiKey: CAMMPQPBEXKKLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  2,7-dioctylnaphtho[1,2-b:5,6-b']dithiophene 在 四(三苯基膦)钯 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 tripotassium phosphate "n" hydrate 、 水 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 40.0h， 生成 2,7-dioctyl-5,10-bis(3-octylthiophen-2-yl)naphtho[1,2-b:5,6-b']dithiophene
  参考文献：
  名称：

  Orthogonally Functionalized Naphthodithiophenes: Selective Protection and Borylation

  摘要：

  Selective functionalization protocols of naphtho[1,2-b;5,6-b']dithiophene (NDT3) by combining protection of the thiophene alpha-positions and direct borylation on the naphthalene core are described, which allows synthesizing a number of new NDT3-based building blocks with various substituents and isomeric NDT3-based polymers with different main chain structures. The same protocol is applicable to other isomeric naphthodithiophenes (NDTs), which affords a set of key building blocks for the development of elaborated functional pi-materials.

  DOI：

  10.1021/ol301797g
• 作为产物：
  描述：

  2,6-萘二酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 吡啶 、 磺酰氯 、 sodiumsulfide nonahydrate 、 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 2,7-dioctylnaphtho[1,2-b:5,6-b']dithiophene
  参考文献：
  名称：

  Novel Compound, Method of Producing the Compound, Organic Semiconductor Material and Organic Semiconductor Device

  摘要：

  提供了一种具有良好场效率的新型化合物，一种生产该化合物的方法，含有该新型化合物的有机半导体材料以及有机半导体器件。该新型化合物由以下通用式（1）、（2）、（3）或（4）表示（其中Z代表硫原子或硒原子，R代表通常式中的氢原子、烷基或苯基），具有两个萘烯环与噻吩环和硒吩环分别结合的结构。这些化合物在分子中具有共轭系统，由于轨道之间的相互作用，通过每个分子中噻吩环或硒吩环中含有的硫原子或硒原子显示出强烈的分子间相互作用，从而具有良好的场效率。

  公开号：

  US20110224445A1

文献信息

• Synthesis, Properties, Crystal Structures, and Semiconductor Characteristics of Naphtho[1,2-<i>b</i>:5,6-<i>b</i>′]dithiophene and -diselenophene Derivatives
  作者：Shoji Shinamura、Eigo Miyazaki、Kazuo Takimiya

  DOI：10.1021/jo902545a

  日期：2010.2.19

  In this paper we present the synthesis, structures, characterization, and applications to field-effect transistors (FETs) of naphtho[1,2-b:5,6-b′]dithiophene (NDT) and -diselenophene (NDS) derivatives. Treatment of 1,5-dichloro-2,6-diethynylnaphthalenes, easily derived from commercially available 2,6-dihydroxynaphthalene, with sodium chalcogenide afforded a straightforward access to NDTs and NDSs including

  在本文中，我们介绍了萘[1,2- b：5,6- b ']二噻吩（NDT）和-二茂硒（NDS）衍生物的合成，结构，表征及其在场效应晶体管（FET）中的应用。用硫属元素化物钠处理容易衍生自市售2,6-二羟基萘的1,5-二氯-2,6-二乙炔基萘可直接使用NDT和NDS，包括母体，二辛基和二苯基衍生物。NDT和NDS衍生物的理化评估表明，这些杂芳烃具有与[1] benzothieno [2,3- b ] [1] benzothiophene（BTBT）和[1] benzoselenopheneno [2,3- b ]异构体相似的电子结构。] [1]苯并硒吩（BSBS）衍生物。尽管尝试用可溶性二辛基-NDT （C 8 -NDT）和-NDS（C 8 -NDS）制造溶液处理的场效应晶体管（FET ）失败，但二苯衍生物（DPh-NDT和DPh-NDS）提供了蒸气-场效应迁移率高达0.7 cm 2 V -1
• NOVEL COMPOUND, PROCESS FOR PRODUCING THE COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, AND ORGANIC SEMICONDUCTOR DEVICE
  申请人：Hiroshima University

  公开号：EP2368892A1

  公开（公告）日：2011-09-28

  There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between π orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.

  本文提供了一种具有良好场迁移率的新型化合物、一种生产该化合物的方法、一种含有该新型化合物的有机半导体材料以及一种有机半导体器件。由以下通式(1)、(2)、(3)或(4)表示的新型化合物（通式中 Z 代表硫原子或硒原子，R 代表氢原子、烷基或苯基）具有两个萘苯环分别与一个噻吩环和一个硒吩环键合的结构。由于 π 轨道之间的相互作用，这些化合物在分子中形成共轭体系，并通过每个分子中的噻吩环或 硒吩环所含的一个硫原子或一个硒原子显示出强烈的分子相互作用，从而具有良好的场迁移率。
• DESCRIPTION NOVEL COMPUND, METHOD OF PRODUCING THE COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL AND ORGANIC SEMICONDUCTOR DEVICE
  申请人：Hiroshima University

  公开号：US20140051865A1

  公开（公告）日：2014-02-20

  There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between π orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.
• ORGANIC SEMICONDUCTOR MATERIAL, COATING LIQUID CONTAINING THE MATERIAL, AND ORGANIC THIN FILM TRANSISTOR
  申请人：Sunagawa Misa

  公开号：US20140061616A1

  公开（公告）日：2014-03-06

  An organic semiconductor material is represented by the following formula (1), wherein two or more of R 1 to R 6 are an alkyl group.
• US8816100B2
  申请人：——

  公开号：US8816100B2

  公开（公告）日：2014-08-26