2,6-di([1,1′:3′,1″-terphenyl]-2′-yl)dithieno[3,2-b:2′,3′-d]thiophene | 1353974-89-6

• 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-di([1,1′:3′,1″-terphenyl]-2′-yl)dithieno[3,2-b:2′,3′-d]thiophene
• 英文别名: 4,10-Bis(2,6-diphenylphenyl)-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 1353974-89-6
• 化学式: C₄₄H₂₈S₃
• 分子量: 652.904
• InChiKey: PTTKFHWIZPWTQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  47
• 可旋转键数：
  6
• 环数：
  9.0
• 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

• 作为产物：
  描述：

  2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dithieno[3,2-b:2′,3′-d]thiophene 、 2-碘-1,1:3,1-三联苯 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 8.0h， 生成 2,6-di([1,1′:3′,1″-terphenyl]-2′-yl)dithieno[3,2-b:2′,3′-d]thiophene
  参考文献：
  名称：

  使用大取代基提高二噻吩并[3,2-b:2',3'-d]噻吩衍生物的氧化还原稳定性

  摘要：

  摘要 为了提高二噻吩并 [3,2-b:2',3'-d] 噻吩 (DTT) 的长期氧化还原稳定性，我们合成了具有不同大小取代基的衍生物。众所周知，DTT 2、6 位的取代基在这方面是有活性的。我们在本文中提供了对机制的更多见解。本研究为规模效应提供了第一个支持。DTT 2、6 位的大尺寸取代基比小尺寸取代基更有效。在这些化合物中，DTT 充当 HOMO 所在分子的核心，而取代基充当笼子以保护核心免受来自外部的各种攻击。这种核心笼系统不仅可以有效防止聚合，而且还可以提高长期氧化还原稳定性。具有大尺寸取代基的化合物，如 (1,1':3', 1″-三联苯)-2-基和4,4'-二-叔丁基-(1,1'-联苯)-2-基表现出优异的长期氧化还原稳定性。氧化电位在分别高达 17,000 次和 20,000 次的重复氧化过程中保持不变。具有小尺寸取代基的化合物，如苯基和甲基，显示出该耐久性的 1/10 或更少

  DOI：

  10.1016/j.molstruc.2013.01.002

文献信息

• [EN] NOVEL ORGANIC COMPOUND AND ELECTROCHROMIC DEVICE INCLUDING THE SAME<br/>[FR] NOUVEAU COMPOSÉ ORGANIQUE ET DISPOSITIF ÉLECTROCHROME LE COMPRENANT
  申请人：CANON KK

  公开号：WO2012002185A1

  公开（公告）日：2012-01-05

  Provided is the novel electronic compound represented by General Formula [1] that is excellent in oxidation-reduction repetition and highly transparent when bleached and does not show optical absorption in the visible light region. [wherein R1, A, A', and n have the designation cited in claim 1.]

  提供的是由一般式[1]表示的新型电子化合物，具有优异的氧化还原重复性，在漂白时具有高透明度，在可见光区域不显示光学吸收。【其中R1、A、A'和n具有权利要求书中引用的标记。】
• ELECTROCHROMIC ELEMENT
  申请人：Canon Kabushiki Kaisha

  公开号：EP2719702B1

  公开（公告）日：2016-05-11
• ORGANIC COMPOUND AND ELECTROCHROMIC DEVICE INCLUDING THE SAME
  申请人：Canon Kabushiki Kaisha

  公开号：EP2588484B1

  公开（公告）日：2015-11-04
• 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.
• NOVEL ORGANIC COMPOUND AND ELECTROCHROMIC DEVICE INCLUDING THE SAME
  申请人：Yamada Kenji

  公开号：US20130100517A1

  公开（公告）日：2013-04-25

  Provided is a novel electrochromic compound that is excellent in oxidation-reduction repetition and highly transparent when bleached and does not show optical absorption in the visible light region. The compound is an organic compound represented by General Formula [1] shown in Claim 1. In the General Formula [1], A and A′ are each independently selected from hydrogen atoms, alkyl groups, alkoxy groups, and aryl groups, wherein at least one of A and A′ is selected from the alkyl groups, the alkoxy groups, and the aryl groups. R 1 and R 2 independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aralkyl group, an amino group, or a silyl group; and n represents 1 or 2.