2,7-dibromonaphtho[1,2-b:5,6-b']dithiophene | 1227743-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,7-dibromonaphtho[1,2-b:5,6-b']dithiophene
• 英文别名: 2,7-Dibromo-[1]benzothiolo[7,6-g][1]benzothiole
• CAS: 1227743-73-8
• 化学式: C₁₄H₆Br₂S₂
• 分子量: 398.142
• InChiKey: YHYKVQRZEWIZPE-UHFFFAOYSA-N

物化性质

• 沸点：
  537.5±45.0 °C(Predicted)
• 密度：
  1.960±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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-dibromonaphtho[1,2-b:5,6-b']dithiophene 在 四(三苯基膦)钯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 3,8-bis(5-triisopropylsilylthiophen-2-yl)naphtho[1,2-b:5,6-b’]dithiophene
  参考文献：
  名称：

  作为新的π-扩展的醌型二核的二噻吩基乙酰二硫代苯二酚：合成和性能

  摘要：

  我们已经合成了带有两个侧翼噻吩的两个苯并二萘并萘二噻吩二酮异构体对，并通过单晶X射线分析，循环伏安法，稳态光学电子吸收和发射光谱，瞬态吸收光谱和振动光谱进行了原位表征光谱电化学技术，然后将其与噻吩并[3,2- b我们以前报道过的] thiophene-2,5-dione对应物。结果表明，中央cen虫二酮核具有闭合壳特征的喹诺酮共轭。quinoidal核心的π延伸提高（降低）三合会的HOMO（LUMO）能级，从而使它们的能隙从大约2.0 eV急剧减小到1.1 eV。由于在quinoidal核心的羰基末端基团具有吸电子特性，这些三单元组的低LUMO能级范围为-3.9 eV至-4.3 eV，可以视为强电子受体构建单元。有趣的是，尽管具有不同的形状（线性和角度）和/或对称性（C 2 h和C 2 v）acenedithiophenedione核心。

  DOI：

  10.1002/chem.201605104
• 作为产物：
  描述：

  2,6-萘二酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 吡啶 、 正丁基锂 、 磺酰氯 、 sodiumsulfide nonahydrate 、 三乙胺 作用下， 以 四氢呋喃 、 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 69.0h， 生成 2,7-dibromonaphtho[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

• Novel Compound, Method of Producing the Compound, Organic Semiconductor Material and Organic Semiconductor Device
  申请人：Takimiya Kazuo

  公开号：US20110224445A1

  公开（公告）日：2011-09-15

  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 it 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.

  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。
• 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。
• Organic compound for organic EL device and using the same
  申请人：Yen Feng-Wen

  公开号：US10418567B2

  公开（公告）日：2019-09-17

  The present invention discloses an organic material represented by the following formula (1) or formula (2), the organic EL device employing the organic compound as light emitting host of emitting lay and/or an electron transporting layer, and/or a hole blocking layer, and/or a delayed fluorescence material of emitting layer can display good performance. wherein A is an electron acceptor moiety, B represents a fused ring hydrocarbon units with two or three rings; m, n, L, and X are the same definition as described in the present invention.

  本发明公开了一种由下式（1）或式（2）表示的有机材料，采用该有机化合物作为发光层的发光宿主和/或电子传输层、和/或空穴阻挡层和/或发光层的延迟荧光材料的有机EL器件可以显示出良好的性能。 其中，A 是电子受体分子，B 代表具有两个或三个环的融合环烃单元；m、n、L 和 X 的定义与本发明所述相同。
• POLYMER COMPOUND, AND THIN FILM AND INK COMPOSITION EACH CONTAINING SAME
  申请人：Taki Kazuo

  公开号：US20120305899A1

  公开（公告）日：2012-12-06

  An object of the present invention is to provide a polymer compound providing high charge mobility. The polymer compound of the present invention has a repeating unit represented by the formula ( 1 ): wherein Ar 1 and Ar 2 are each an aromatic hydrocarbon ring, a heterocycle, or a fused ring of an aromatic hydrocarbon ring and a heterocycle; and R 1 , R 2 , R 3 and R 4 each represent a hydrogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, a substituted silyl group, an unsubstituted or substituted carboxyl group, a monovalent heterocyclic group, a cyano group or a fluorine atom.
• 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.