5,7-dibromo-2,3-diphenylthieno[3,4-b]pyrazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5,7-dibromo-2,3-diphenylthieno[3,4-b]pyrazine
• 化学式: C₁₈H₁₀Br₂N₂S
• 分子量: 446.165
• InChiKey: NUKVKUBFUWBAEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四氰基环氧乙烷 、 5,7-dibromo-2,3-diphenylthieno[3,4-b]pyrazine 以 1,2-二溴乙烷 为溶剂， 以30%的产率得到
  参考文献：
  名称：

  New electron acceptors containing thieno[3,4-b]pyrazine units

  摘要：

  合成了含有标题杂环单元的四氰基对醌二甲烷（TCNQ）类似物，并通过 X 射线分析揭示了中性化合物以及与 TTF 的电荷转移配合物的有趣晶体结构。

  DOI：

  10.1039/a801558i
• 作为产物：
  描述：

  2,3-二苯基噻吩并[3,4-b]吡嗪 在 N-溴代丁二酰亚胺(NBS) 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 以74%的产率得到5,7-dibromo-2,3-diphenylthieno[3,4-b]pyrazine
  参考文献：
  名称：

  Synthesis and characterization of triphenylamine-based polymers and their application towards solid-state electrochromic cells

  摘要：

  基于三苯胺的新分子已被合成用于电致变色电池。我们实现了PJK1的颜色变化，从橙色变为深绿色；PJK2从浅黄色变为红棕色；PJK3从浅蓝色变为灰色；以及PJK4从绿色变为蓝绿色。

  DOI：

  10.1039/c6ra12112h

文献信息

• 트리페닐아민 화합물, 이의 고분자 및 이를 포함하는 전계변색 소자
  申请人：The Industry & Academic Cooperation in Chungnam National University (IAC) 충남대학교산학협력단(220040084104) BRN ▼314-82-09264

  公开号：KR20180017709A

  公开（公告）日：2018-02-21

  본 발명은, 트리페닐아민 화합물, 이의 고분자 및 이를 포함하는 전계변색 소자에 관한 것으로, 하기의 화학식 1로 표시되는 트리페닐아민 화합물, 이의 고분자 및 이를 포함하는 전계변색 소자에 관한 것이다. [화학식 1] (여기서, R, R1, R2, R3, R4, 및 R5는, 청구항 제1항에 정의된 바와 같다.)

  本发明涉及三苯胺化合物、其高分子以及包含其的全彩变色元件，其中所述三苯胺化合物表示为化学式1，涉及三苯胺化合物、其高分子以及包含其的全彩变色元件。【化学式1】（在此，R、R1、R2、R3、R4和R5如权利要求1所定义。）
• Near-Infrared Fluorescent Thienothiadiazole Dyes with Large Stokes Shifts and High Photostability
  作者：Yanbing Zhang、Shane A. Autry、Louis E. McNamara、Suong T. Nguyen、Ngoc Le、Phillip Brogdon、Davita L. Watkins、Nathan I. Hammer、Jared H. Delcamp

  DOI：10.1021/acs.joc.7b00422

  日期：2017.6.2

  event upon photoexcitation. Large Stokes shifts of ∼150 nm were observed and rationalized by computational analysis of geometry changes in the excited state. Fluorescence studies on the dye series reveal maximum peak emission wavelengths near 900 nm and a quantum yield exceeding 16% for 4,6-bis(2-thienyl)thieno[3,4-c][1,2,5]thiadiazole. Additionally, several dyes were found to have reasonable quantum

  合成了一系列近红外（NIR）有机发光材料，并对其光物理性质进行了分析。供体-受体-供体材料由噻吩并吡嗪和噻吩并二唑受体基与噻吩基，呋喃基和三苯胺基供体基团设计而成。根据所选的供体和受体基团，发现吸收光谱和发射光谱是可广泛调节的。计算分析证实，这些材料在光激发后会发生分子内电荷转移事件。通过对激发态几何变化的计算分析，观察到了约150 nm的大斯托克斯位移，并使之合理化。对染料系列的荧光研究表明，对于4,6-双（2-噻吩基）噻吩并[3,4- c]，最大峰值发射波长接近900 nm，量子产率超过16％。] [1,2,5]噻二唑。另外，发现几种染料在该NIR区域内具有合理的量子产率（> 1％），在发射曲线开始时发射波长达到1000 nm。在环境氧气环境下对这些材料进行了光稳定性研究，结果表明，在光激发过程中，相对于基准花菁染料（ICG），所有研究的染料在存在氧气的情况下均具有出色的稳定性，而4,6-双（5'）具有出色的光稳定性。
• Soluble polythiophene derivatives
  申请人：Industrial Technology Research Institute

  公开号：EP2075274A1

  公开（公告）日：2009-07-01

  The present invention discloses a soluble polythiophene derivative containing highly coplanar repeating units. The coplanar characteristic of the TPT (thiophene-phenylene-thiophene) units improves the degree of intramolecular conjugation and intermolecular π-π interaction. The polythiophene derivative exhibits good carrier mobility and is suitable for use in optoelectronic devices such as organic thin film transistors (OTFTs), organic light-emitting diodes (OLEDs), and organic solar cells (OSCs).

  本发明公开了一种含有高度共面重复单元的可溶性聚噻吩衍生物。TPT（噻吩-苯基-噻吩）单元的共面特性提高了分子内共轭和分子间π-π相互作用的程度。这种聚噻吩衍生物具有良好的载流子迁移率，适用于有机薄膜晶体管（OTFT）、有机发光二极管（OLED）和有机太阳能电池（OSC）等光电器件。
• CONJUGATED POLYMER BASED ON BENZODITHIOPHENE AND THIENOPYRAZINE, PREPARATION METHOD AND USES THEREOF
  申请人：Ocean's King Lighting Science&Technology Co., Ltd.

  公开号：EP2586810A1

  公开（公告）日：2013-05-01

  A conjugated polymer based on benzodithiophene and thienopyrazine with the following formula is provided, Wherein x+y=2, 0

  提供了一种基于苯并二噻吩和噻吩吡嗪的共轭聚合物，其分子式如下 其中，x+y=2，0
• Long-Range Intramolecular Electronic Communication in Bis(ferrocenylethynyl) Complexes Incorporating Conjugated Heterocyclic Spacers: Synthesis, Crystallography, and Electrochemistry
  作者：Hakikulla H. Shah、Rayya A. Al-Balushi、Mohammed K. Al-Suti、Muhammad S. Khan、Christopher H. Woodall、Kieran C. Molloy、Paul R. Raithby、Thomas P. Robinson、Sara E. C. Dale、Frank Marken

  DOI：10.1021/ic3024887

  日期：2013.5.6

  A new series of bis(ferrocenylethynyl) complexes, 3-7, and a mono(ferrocenylethynyl) complex, 8, have been synthesized incorporating conjugated heterocyclic spacer groups, with the ethynyl group facilitating an effective long-range intramolecular interaction. The complexes were characterized by NMR, IR, and UV-vis spectroscopy as well as X-ray crystallography. The redox properties of these complexes were investigated using cyclic voltamrnetry and spectroelectrochemistry. Although there is a large separation of,similar to 14 angstrom between the two redox centers, Delta E-1/2 values in this series of complexes ranged from 50 to 110 mV. The appearance of intervalance charge-transfer bands in the UV-vis-near-IR region for the monocationic complexes further confirmed effective intramolecular electronic communication. Computational studies are presented that show the degree of delocalization across the Fc-C C-C C-Fc (Fc = C5H5FeC5H4) highest occupied molecular orbital.