1,2,4,5-Tetracyano-3,6-dimethylbenzene | 80717-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2,4,5-Tetracyano-3,6-dimethylbenzene
• 英文别名: 1,4-Dimethyl-tetracyanobenzol；2,3,5,6-Tetracyano-1,4-xylene；Tetracyanoxylol；3,6-Dimethylbenzene-1,2,4,5-tetracarbonitrile
• CAS: 80717-49-3
• 化学式: C₁₂H₆N₄
• 分子量: 206.206
• InChiKey: KMQNMGSCYTVNGA-UHFFFAOYSA-N

物化性质

• 熔点：
  339 °C (decomp)
• 沸点：
  497.5±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,4,5-Tetracyano-3,6-dimethylbenzene 在 sodium hydroxide 、 溴 作用下， 以 various solvent(s) 为溶剂， 反应 8.0h， 生成 6,7,9,10-Tetracyano-16,17,19,20-tetramethyl-3,12-dithia<4.4>paracyclophane
  参考文献：
  名称：

  Staab, Heinz A.; Wahl, Peter; Kay, Kwang-Yol, Chemische Berichte, 1987, vol. 120, p. 541 - 550

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,5,6-四溴对二甲苯 、 氰化亚铜 生成 1,2,4,5-Tetracyano-3,6-dimethylbenzene
  参考文献：
  名称：

  GIBSON, G. K. J., CHEM. AND IND., 1981, N 18, 649-650

  摘要：

  DOI：

文献信息

• Fluorinated Dicarboxylic Acid Derivative and Polymer Obtained Therefrom
  申请人：Isono Yoshimi

  公开号：US20110301305A1

  公开（公告）日：2011-12-08

  According to the present invention, a polymer is obtained by polycondensation of a fluorinated dicarboxylic acid derivative of the general formula (M-1) or an acid anhydride of the fluorinated dicarboxylic acid with a polyfunctional compound having two to four reactive groups corresponding in reactivity to carbonyl moieties of the fluorinated dicarboxylic acid derivative or acid anhydride. [Chem. 134] AOCF 2 C-Q-CF 2 COA′  (M-1) In the above formula, Q represents a divalent organic group having a substituted or unsubstituted aromatic ring; and A and A′ each independently represent an organic group. This polymer exhibits a sufficiently low dielectric constant for use as a semiconductor protection film and has the capability of forming a film at a relatively low temperature of 250° C. or lower.

  根据本发明，通过将通式(M-1)的含氟二羧酸衍生物或含氟二羧酸酸酐与具有与含氟二羧酸衍生物或酸酐的羰基部分相对应的两到四个反应性基团的多官能化合物进行聚合缩合反应，可以得到一种聚合物。[Chem. 134]AOCF2C-Q-CF2COA′  (M-1)在上述公式中，Q代表具有取代或未取代芳香环的二价有机基团; A和A'各自独立地表示有机基团。该聚合物表现出足够低的介电常数，可用作半导体保护膜，并具有在相对较低的温度下（250℃或更低）形成膜的能力。
• METHOD FOR PRODUCING AN ORGANIC SEMICONDUCTOR DEVICE
  申请人：VAIDYANATHAN Subramanian

  公开号：US20130200336A1

  公开（公告）日：2013-08-08

  A method for producing an organic semiconductor device ( 110 ) having at least one organic semiconducting material ( 122 ) and at least two electrodes ( 114 ) adapted to support an electric charge carrier transport through the organic semiconducting material ( 122 ) is disclosed. The organic semiconducting material ( 122 ) intrinsically has ambipolar semiconducting properties. The method comprises at least one step of generating at least one intermediate layer ( 120 ) which at least partially is interposed between the organic semiconducting material ( 122 ) and at least one of the electrodes ( 114 ) of the organic semiconductor device ( 110 ). The intermediate layer ( 120 ) comprises at least one thiol compound having the general formula HS—R, wherein R is an organic residue. The thiol compound has an electric dipole moment pointing away from the SH-group of the thiol compound. The electric dipole moment has at least the same magnitude as the electric dipole moment in 4-Phenylthiophenol. By the intermediate layer ( 120 ) an ambipolar charge carrier transport between the electrodes ( 114 ) is suppressed in favor of a unipolar charge carrier transport.

  本发明公开了一种制备具有至少一种有机半导体材料（122）和至少两个电极（114）的有机半导体器件（110）的方法，所述电极（114）适用于通过有机半导体材料（122）支持电荷载体的传输。所述有机半导体材料（122）本质上具有双极半导体特性。该方法包括至少一步生成至少一个中间层（120），该中间层至少部分介于有机半导体材料（122）和有机半导体器件（110）的至少一个电极（114）之间。所述中间层（120）包括至少一种硫醇化合物，其一般式为HS-R，其中R是有机残基。硫醇化合物具有指向硫醇化合物的SH基团远离的电偶极矩。电偶极矩至少与4-苯基噻吩硫醇中的电偶极矩相同。通过中间层（120），抑制电极（114）之间的双极电荷载体传输，以支持单极电荷载体传输。
• POLYMERIC BLENDS AND RELATED OPTOELECTRONIC DEVICES
  申请人：Raynergy Tek Incorporation

  公开号：US20150171332A1

  公开（公告）日：2015-06-18

  The present invention relates to all-polymer blends including an electron-acceptor polymer and an electron-donor polymer, capable of providing improved device performance, for example, as measured by power conversion efficiency, when used in photovoltaic cells.

  本发明涉及全部由聚合物混合物组成，包括一个电子受体聚合物和一个电子给体聚合物，当用于光伏电池中时，能够提供改善的设备性能，例如通过功率转换效率测量。
• Polymeric Blends and Related Optoelectronic Devices
  申请人：POLYERA CORPORATION

  公开号：US20130247992A1

  公开（公告）日：2013-09-26

  Disclosed are all-polymer blends including an electron-acceptor polymer and an electron-donor polymer, capable of providing improved device performance, for example, as measured by power conversion efficiency, when used in photovoltaic cells.

  本发明涉及全聚合物混合物，包括电子受体聚合物和电子给体聚合物，能够在光伏电池中提供改进的器件性能，例如通过功率转换效率等测量得到的性能。
• Method for producing an organic semiconductor device
  申请人：Vaidyanathan Subramanian

  公开号：US10005879B2

  公开（公告）日：2018-06-26

  A method for producing an organic semiconductor device (110) having at least one organic semiconducting material (122) and at least two electrodes (114) adapted to support an electric charge carrier transport through the organic semiconducting material (122) is disclosed. The organic semiconducting material (122) intrinsically has ambipolar semiconducting properties. The method comprises at least one step of generating at least one intermediate layer (120) which at least partially is interposed between the organic semiconducting material (122) and at least one of the electrodes (114) of the organic semiconductor device (110). The intermediate layer (120) comprises at least one thiol compound having the general formula HS—R, wherein R is an organic residue. The thiol compound has an electric dipole moment pointing away from the SH-group of the thiol compound. The electric dipole moment has at least the same magnitude as the electric dipole moment in 4-Phenylthiophenol. By the intermediate layer (120) an ambipolar charge carrier transport between the electrodes (114) is suppressed in favor of a unipolar charge carrier transport.

  本发明公开了一种生产有机半导体器件（110）的方法，该器件具有至少一种有机半导体材料（122）和至少两个适于支持电荷载流子通过有机半导体材料（122）传输的电极（114）。有机半导体材料（122）本质上具有伏极性半导体特性。该方法至少包括一个步骤，即生成至少一个中间层（120），该中间层（120）至少部分位于有机半导体材料（122）和有机半导体器件（110）的至少一个电极（114）之间。中间层（120）包括至少一种硫醇化合物，其通式为 HS-R，其中 R 为有机残留物。硫醇化合物具有远离硫醇化合物 SH 基团的电偶极矩。电偶极矩的大小至少与 4-苯基苯硫酚的电偶极矩相同。中间层（120）抑制了电极（114）之间的非极性电荷载流子传输，而有利于单极性电荷载流子传输。