2,6-dibromo-3,5-diphenyldithieno[3,2-b;2',3'-d]thiophene | 911819-24-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 2,6-dibromo-3,5-diphenyldithieno[3,2-b;2',3'-d]thiophene
• 英文别名: 4,10-Dibromo-5,9-diphenyl-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；4,10-dibromo-5,9-diphenyl-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 911819-24-4
• 化学式: C₂₀H₁₀Br₂S₃
• 分子量: 506.305
• InChiKey: WALLLPWMAQKLOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dibromo-3,5-diphenyldithieno[3,2-b;2',3'-d]thiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 生成 2,6-bis(5-bromothiophen-2-yl)-3,5-diphenyldithieno[3,2-b;2',3'-d]thiophene-S,S-dioxide
  参考文献：
  名称：

  Fluorene–Dithienothiophene-S,S-dioxide Copolymers. Fine-Tuning for OLED Applications

  摘要：

  Three groups of fluorene-dithieno[3,2-b;2',3'-d]-thiophene-S,S-dioxides (DTT-S,S-dioxide) copolymers, each having four different ratios of DTT-S,S-dioxide (5, 15, 25, and 50%) were successfully synthesized through Suzuki coupling method. While the first group copolymers PI had direct connection of fluorene to the peripheral thiophenes of DTT-S,S-dioxide, second group copolymers P2 had a thiophene extension between fluorene and DTT-S,S-dioxide, and in the third group, copolymers P3, fluorene had a connection with DTT-S,S-dioxide through the phenyl moiety of DTT. Absorbance and emission measurements of first two groups P1 and P2 displayed a regular bathochromic shift with increasing content of DTT-S,S-dioxide, which was more clearly observed in their solid state fluorescence measurements. Introduction of thiophene to the peripherals of the DTT-S,S-dioxide in copolymers P2 caused even further bathochromic shift in absorbances and emissions. As the absorbance and emission of PI went up to 447 and 558 nm in solution, respectively, P2 had them at 472 and 592 nm, respectively. In solid state, emissions of 131 and P2 even went further up to 585 and 646 nm, respectively. The bathochromic trend of 131 and P2 became opposite with absorbance and solid state emission of P3, which had a hypsochromic shift with increasing content of DTT-S,S-dioxide. Solid state emission of P3, particularly the copolymers having 5, 15 and 50% DTT-S,S-dioxide, covered a wide region between 400 and 675 nm. A spread of colors from light blue (border of white) to red through green and yellow was obtained with the OLED applications of the copolymers. Their optical and electronic band gaps varied between 2.17 and 2.99 eV and between 2.68 and 3.57 eV, respectively. While the highest quantum yield was obtained with P2 (5%) as 0.66, the lowest was observed with P2 (50%) as 0.03. Almost all of the polymers displayed good thermal stabilities. No weight loss was observed with the copolymers P2 (5-15%) and P3 up to 400 degrees C.

  DOI：

  10.1021/ma4016592
• 作为产物：
  描述：

  3,5-二溴二噻吩[3,2-b:2',3'-d]噻吩 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 37.0h， 生成 2,6-dibromo-3,5-diphenyldithieno[3,2-b;2',3'-d]thiophene
  参考文献：
  名称：

  NOVEL ORGANIC COMPOUND AND ELECTROCHROMIC ELEMENT HAVING THE SAME

  摘要：

  以下是用以下一般式[1]表示的有机化合物。在一般式[1]中，A1到A4分别独立地选自包括氢原子、具有1至20个碳原子的烷基基团、具有1至20个碳原子的烷氧基团和芳基的群。但是，至少有一个A1到A4代表烷基基团、烷氧基团或芳基。

  公开号：

  US20130190513A1

文献信息

• ELECTROCHROMIC ELEMENT
  申请人：Canon Kabushiki Kaisha

  公开号：EP2719702B1

  公开（公告）日：2016-05-11
• ELECTROCHROMIC DEVICE
  申请人：Yamada Kenji

  公开号：US20120314272A1

  公开（公告）日：2012-12-13

  There is provided an EC device having stability against redox reaction cycles, high transparency, i.e., the EC device does not absorb light in the visible region in a bleached state, and having excellent response speed. The electrochromic device includes a pair of electrodes and a composition arranged between the pair of electrodes, the composition containing an electrolyte and an organic electrochromic compound, in which the organic electrochromic compound includes an electrochromic portion that exhibits electrochromic properties and an aromatic ring directly bonded to the electrochromic portion, the electrochromic portion forms one conjugated plane, an atom of the aromatic ring and adjacent to an atom bonded to the electrochromic portion has a substituent having a volume equal to or larger than the volume of a methyl group, and a cathodically electrochromic organic compound is further contained in addition to the organic electrochromic compound.
• US8754241B2
  申请人：——

  公开号：US8754241B2

  公开（公告）日：2014-06-17
• US9001408B2
  申请人：——

  公开号：US9001408B2

  公开（公告）日：2015-04-07
• NOVEL ORGANIC COMPOUND AND ELECTROCHROMIC ELEMENT HAVING THE SAME
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20130190513A1

  公开（公告）日：2013-07-25

  An organic compound represented by the following general formula [1] is provided. In the general formula [1], A 1 to A 4 are each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, and an aryl group. However, at least one of A 1 to A 4 represents the alkyl group, the alkoxy group, or the aryl group.

  以下是用以下一般式[1]表示的有机化合物。在一般式[1]中，A1到A4分别独立地选自包括氢原子、具有1至20个碳原子的烷基基团、具有1至20个碳原子的烷氧基团和芳基的群。但是，至少有一个A1到A4代表烷基基团、烷氧基团或芳基。