2,7-dibromo-5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene | 1569744-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,7-dibromo-5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene
• 英文别名: 2,7-Dibromo-5,10-bis(2-ethylhexyl)-[1]benzothiolo[7,6-g][1]benzothiole
• CAS: 1569744-46-2
• 化学式: C₃₀H₃₈Br₂S₂
• 分子量: 622.572
• InChiKey: IDUSJNIZOANCDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  34
• 可旋转键数：
  12
• 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-dibromo-5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene 在 sodium hydride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 17.0h， 生成 2-[2-(Dicyanomethylidene)-5,10-bis(2-ethylhexyl)-[1]benzothiolo[7,6-g][1]benzothiol-7-ylidene]propanedinitrile
  参考文献：
  名称：

  Quinoidal Naphtho[1,2-b:5,6-b′]dithiophenes for Solution-Processed n-Channel Organic Field-Effect Transistors

  摘要：

  A series of new quinoidal naphthodithiophenes, 2,7-bis(alpha,alpha-dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b']dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm(2) V-1 s(-1), which is higher by more than I order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

  DOI：

  10.1021/ol5000567
• 作为产物：
  描述：

  2-乙基-1-己烯 在 正丁基锂 、 四丁基氟化铵 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 31.0h， 生成 2,7-dibromo-5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene
  参考文献：
  名称：

  Quinoidal Naphtho[1,2-b:5,6-b′]dithiophenes for Solution-Processed n-Channel Organic Field-Effect Transistors

  摘要：

  A series of new quinoidal naphthodithiophenes, 2,7-bis(alpha,alpha-dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b']dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm(2) V-1 s(-1), which is higher by more than I order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

  DOI：

  10.1021/ol5000567

文献信息

• NOVEL CONDENSED POLYCYCLIC AROMATIC COMPOUND AND USE THEREOF
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP2963042A1

  公开（公告）日：2016-01-06

  [Problem] To provide: a novel compound which has high mobility and on/off ratio and is useful for organic electronic devices; and a method for producing the compound. [Solution] A condensed polycyclic aromatic compound which is represented by general formula (1). (In the formula, A represents a 1,5-dihydronaphthalene ring or a 2,6-dihydronaphthalene ring; each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted alicyclic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted hydrocarbon oxy group, a substituted or unsubstituted ester group, a substituted or unsubstituted acyl group, or a substituted or unsubstituted cyano group; and each of X1 and X2 independently represents an oxygen atom, a sulfur atom or a selenium atom.)

  [问题]提供：一种新型化合物，它具有高迁移率和高开/关比，可用于有机电子设备； 以及生产该化合物的方法。[解决方案] 一种缩合多环芳烃化合物，由通式（1）表示。(式中，A 代表 1，5-二氢萘环或 2，6-二氢萘环；R1、R2、R3 和 R4 各自独立地代表氢原子、卤素原子、取代或未取代的脂肪烃基、取代或未取代的脂环烃基、取代或未取代的芳香烃基、取代或未取代的烃氧基、取代或未取代的酯基、取代或未取代的酰基或取代或未取代的氰基；X1和X2各自独立地代表氧原子、硫原子或硒原子。)
• Novel Condensed Polycyclic Aromatic Compound And Use Thereof
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：US20160013428A1

  公开（公告）日：2016-01-14

  [Problem] To provide: a novel compound which has high mobility and on/off ratio and is useful for organic electronic devices; and a method for producing the compound. [Solution] A condensed polycyclic aromatic compound which is represented by general formula (1). (In the formula, A represents a 1,5-dihydronaphthalene ring or a 2,6-dihydronaphthalene ring; each of R 1 , R 2 , R 3 and R 4 independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted alicyclic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted hydrocarbon oxy group, a substituted or unsubstituted ester group, a substituted or unsubstituted acyl group, or a substituted or unsubstituted cyano group; and each of X 1 and X 2 independently represents an oxygen atom, a sulfur atom or a selenium atom.)
• US9859508B2
  申请人：——

  公开号：US9859508B2

  公开（公告）日：2018-01-02