5,12-dibromonaphthacene | 133670-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 5,12-dibromonaphthacene
• 英文别名: 5,12-dibromotetracene；5,12-dibromotetracen；5,12-Dibromtetracen
• CAS: 133670-93-6
• 化学式: C₁₈H₁₀Br₂
• 分子量: 386.085
• InChiKey: ZIPSLVVWQHJNPR-UHFFFAOYSA-N

物化性质

• 沸点：
  515.8±23.0 °C(Predicted)
• 密度：
  1.722±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  20
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  二甲基二硫 、 5,12-dibromonaphthacene 、 5,11-dibromotetracene 在 正丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 1.0h， 以35%的产率得到5,11-bis(methylthio)tetracene
  参考文献：
  名称：

  双（甲硫基）四烷酮：合成，晶体包装结构和OFET特性

  摘要：

  合成了5,12-双（甲硫基）并四苯（2）和5,11-双（甲硫基）并四苯（3）。DFT计算表明，相对于并四苯，HOMO和LUMO的2和3能级降低了0.13-0.24 eV，它们的HOMO-LUMO能隙降低了0.1 eV。X射线晶体学数据表明，2是由于一维滑动面π堆积而具有S–S和S-π相互作用而排列的，类似于6,13-​​双（甲硫基）并五苯的堆积排列（1），而3则显示出人字形的排列方式，而没有S–S相互作用。使用可溶1和1的旋涂膜制造的OFET器件2，具有底接触装置的配置，展出空穴迁移率高达1.3×10 -2和4.0×10 -2厘米2 V -1小号-1与当前的开/关的10比5和10 4分别。

  DOI：

  10.1021/jo200696a
• 作为产物：
  描述：

  并四苯 在 copper(ll) bromide 作用下， 生成 5,12-dibromonaphthacene 、 5,11-dibromotetracene
  参考文献：
  名称：

  5,11- 和 5,12-双（二异丙基甲硅烷基）并四苯的黄绿色荧光

  摘要：

  合成了5,11-和5,12-双(二异丙基甲硅烷基)萘(2a和2b)，并研究了它们的电子性质。在紫外-可见光谱中，2a 和 2b 的最低能量吸收带 a...

  DOI：

  10.1246/cl.2006.64

文献信息

• Yellow-green Fluorescence of 5,11- and 5,12-Bis(diisopropylsilyl)naphthacenes
  作者：Soichiro Kyushin、Yoshihito Ishikita、Hideyuki Matsumoto、Hiroaki Horiuchi、Hiroshi Hiratsuka

  DOI：10.1246/cl.2006.64

  日期：2006.1

  5,11- and 5,12-Bis(diisopropylsilyl)naphthacenes (2a and 2b) were synthesized, and their electronic properties were studied. In UV–visible spectra, the lowest energy absorption bands of 2a and 2b a...

  合成了5,11-和5,12-双(二异丙基甲硅烷基)萘(2a和2b)，并研究了它们的电子性质。在紫外-可见光谱中，2a 和 2b 的最低能量吸收带 a...
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP1061112A1

  公开（公告）日：2000-12-20

  Materials for organic electroluminescence devices and organic electroluminescence devices which exhibit high efficiency of light emission and have a long life and excellent heat resistance, novel compounds and processes for producing the materials for organic electroluminescence devices are provided. The material for organic electroluminescence devices is represented by following general formula [1]: general formula [1] wherein A represents a substituted or unsubstituted arylene group having 22 to 60 carbon atoms, X1 to X4 each independently represent a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, X1 and X2 may be bonded to each other, X3 and X4 may be bonded to each other, Y1 to Y4 each independently represent an organic group represented by general formula [2], a to d each represent an integer of 0 to 2 and, when the arylene group represented by A has 26 or less carbon atoms, and the arylene group does not contain two or more anthracene nucleus; general formula [2] being: general formula [2] wherein R1 to R4 each independently represent hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, cyano group or form a triple bond by a linkage of R1 and R2 or R3 and R4, Z represents a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and n represents 0 or 1.

  本发明提供了有机电致发光器件材料和有机电致发光器件，这些材料和器件发光效率高、寿命长、耐热性能优异，还提供了新型化合物和生产有机电致发光器件材料的工艺。 有机电致发光器件材料由以下通式[1]表示： 通式 [1] 其中 A 代表具有 22 至 60 个碳原子的取代或未取代的芳烯基团，X1 至 X4 各自独立地代表具有 6 至 30 个碳原子的取代或未取代的芳烯基团，X1 和 X2 可以相互键合，X3 和 X4 可以相互键合、Y1至Y4各自独立地代表通式[2]所代表的有机基团，a至d各自代表0至2的整数，当A所代表的芳烯基团具有26个或更少的碳原子，且芳烯基团不包含两个或更多的蒽核时；通式[2]为 通式[2］ 其中 R1 至 R4 各自独立地代表氢原子、具有 1 至 20 个碳原子的取代或未取代的烷基、具有 6 至 20 个碳原子的取代或未取代的芳基、氰基或通过 R1 和 R2 或 R3 和 R4 的连接形成三键，Z 代表具有 6 至 20 个碳原子的取代或未取代的芳基，n 代表 0 或 1。
• Organic electroluminescent element
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP1666561A1

  公开（公告）日：2006-06-07

  Materials for organic electroluminescence devices and organic electroluminescence devices which exhibit high efficiency of light emission and have a long life and excellent heat resistance, novel compounds and processes for producing the materials for organic electroluminescence devices are provided. The material for organic electroluminescence devices is represented by following general formula [1]: wherein A represents a substituted or unsubstituted arylene group having 22 to 60 carbon atoms, X1 to X4 each independently represent a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, X1 and X2 may be bonded to each other, X3 and X4 may be bonded to each other, Y1 to Y4 each independently represent an organic group represented by general formula [2], a to d each represent an integer of 0 to 2 and, when the arylene group represented by A has 26 or less carbon atoms, a+b+c+d>0 and the arylene group does not contain two or more anthracene nucleus; general formula [2] being: wherein R1 to R4 each independently represent hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, cyano group or form a triple bond by a linkage of R1 and R2 or R3 and R4, Z represents a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and n represents 0 or 1.

  本发明提供了有机电致发光器件材料和有机电致发光器件，这些材料和器件发光效率高、寿命长、耐热性能优异，还提供了新型化合物和生产有机电致发光器件材料的工艺。 有机电致发光器件材料由以下通式[1]表示： 其中 A 代表具有 22 至 60 个碳原子的取代或未取代芳基，X1 至 X4 各自独立地代表具有 6 至 30 个碳原子的取代或未取代芳基，X1 和 X2 可以相互键合，X3 和 X4 可以相互键合、Y1至Y4各自独立地代表通式[2]所代表的有机基团，a至d各自代表0至2的整数，当A所代表的芳烯基团具有26个或更少的碳原子时，a+b+c+d>0，且芳烯基团不包含两个或更多的蒽核； 通式[2]为 其中 R1 至 R4 各自独立地代表氢原子、具有 1 至 20 个碳原子的取代或未取代的烷基、具有 6 至 20 个碳原子的取代或未取代的芳基、氰基或通过 R1 和 R2 或 R3 和 R4 的连接形成三键，Z 代表具有 6 至 20 个碳原子的取代或未取代的芳基，n 代表 0 或 1。
• Organic lectroluminescent element
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP1775335A2

  公开（公告）日：2007-04-18

  Materials for organic electroluminescence devices and organic electroluminescence devices which exhibit high efficiency of light emission and have a long life and excellent heat resistance, novel compounds and processes for producing the materials for organic electroluminescence devices are provided. The material for organic electroluminescence devices is represented by following general formula [1]: wherein A represents a substituted or unsubstituted arylene group having 22 to 60 carbon atoms, X1 to X4 each independently represent a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, X1 and X2 may be bonded to each other, X3 and X4 may be bonded to each other, Y1 to Y4 each independently represent an organic group represented by general formula [2], a to d each represent an integer of 0 to 2 and, when the arylene group represented by A has 26 or less carbon atoms, a+b+c+d>0 and the arylene group does not contain two or more anthracene nucleus; general formula [2] being: wherein R1 to R4 each independently represent hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, cyano group or form a triple bond by a linkage of R1 and R2 or R3 and R4, Z represents a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and n represents 0 or 1.

  本发明提供了有机电致发光器件材料和有机电致发光器件，这些材料和器件发光效率高、寿命长、耐热性能优异，还提供了新型化合物和生产有机电致发光器件材料的工艺。 有机电致发光器件材料由以下通式[1]表示： 其中 A 代表具有 22 至 60 个碳原子的取代或未取代芳基，X1 至 X4 各自独立地代表具有 6 至 30 个碳原子的取代或未取代芳基，X1 和 X2 可以相互键合，X3 和 X4 可以相互键合、Y1至Y4各自独立地代表通式[2]所代表的有机基团，a至d各自代表0至2的整数，当A所代表的芳烯基团具有26个或更少的碳原子时，a+b+c+d>0，且芳烯基团不包含两个或更多的蒽核； 通式[2]为 其中 R1 至 R4 各自独立地代表氢原子、具有 1 至 20 个碳原子的取代或未取代的烷基、具有 6 至 20 个碳原子的取代或未取代的芳基、氰基或通过 R1 和 R2 或 R3 和 R4 的连接形成三键，Z 代表具有 6 至 20 个碳原子的取代或未取代的芳基，n 代表 0 或 1。
• Organic electrolumescence device
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20030072966A1

  公开（公告）日：2003-04-17

  Materials for organic electroluminescence devices and organic electroluminescence devices which exhibit high efficiency of light emission and have a long life and excellent heat resistance, novel compounds and processes for producing the materials for organic electroluminescence devices are provided. The material for organic electroluminescence devices is represented by following general formula [1]: general formula [1] 1 wherein A represents a substituted or unsubstituted arylene group having 22 to 60 carbon atoms, X 1 to X 4 each independently represent a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, X 1 and X 2 may be bonded to each other, X 3 and X 4 may be bonded to each other, Y 1 to Y 4 each independently represent an organic group represented by general formula [2], a to d each represent an integer of 0 to 2 and, when the arylene group represented by A has 26 or less carbon atoms, a+b+c+d>0 and the arylene group does not contain two or more anthracene nucleus; general formula [2] being: general formula [2] 2 wherein R 1 to R 4 each independently represent hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, cyano group or form a triple bond by a linkage of R 1 and R 2 or R 3 and R 4 , Z represents a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and n represents 0 or 1.

  提供了用于有机电致发光器件的材料和发光效率高、寿命长、耐热性优异的有机电致发光器件、新型化合物和生产有机电致发光器件材料的工艺。 有机电致发光器件材料由以下通式表示[1]： 通式 [1&rsqb； 1 其中 A 代表具有 22 至 60 个碳原子的取代或未取代的芳烯基团，X 1 至 X 4 各自独立地代表具有 6 至 30 个碳原子的取代或未取代的芳烯基，X 1 和 X 2 可以相互键合，X 3 和 X 4 可以相互结合，Y 1 与 Y 4 各自独立地代表通式[2]所代表的有机基团，a 至 d 各自代表 0 至 2 的整数，当 A 所代表的芳烯基团具有 26 个或更少的碳原子时，a+b+c+d>0，且芳烯基团不包含两个或更多的蒽核；通式[2]为： 通式[2&RSQB； 2 其中 R 1 至 R 4 各自独立地代表氢原子、具有 1 至 20 个碳原子的取代或未取代的烷基、具有 6 至 20 个碳原子的取代或未取代的芳基、氰基或通过 R 1 的连接形成三键 1 和 R 2 或 R 3 和 R 4 Z 代表具有 6 至 20 个碳原子的取代或未取代芳基，n 代表 0 或 1。