3-{5-[4-(diphenylamino)styryl]thiophen-2-yl}-2-cyanoacrylic acid | 1017260-44-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-{5-[4-(diphenylamino)styryl]thiophen-2-yl}-2-cyanoacrylic acid
• 英文别名: (E)-2-cyano-3-(5'-(5''-(p-(diphenylamino)phenyl)thiophen-2''-yl)thiophen-2'-yl)acrylic acid；(E)-3-(5-(5-(4-(diphenylamino)phenyl)thiophen-2-yl)thiophen-2-yl)-2-cyanoacrylic acid；(e)-2-Cyano-3-(5'-(4-(diphenylamino)phenyl)-[2,2'-bithiophen]-5-yl)acrylic acid；(E)-2-cyano-3-[5-[5-[4-(N-phenylanilino)phenyl]thiophen-2-yl]thiophen-2-yl]prop-2-enoic acid
• CAS: 1017260-44-4
• 化学式: C₃₀H₂₀N₂O₂S₂
• 分子量: 504.633
• InChiKey: AYFGFJMHBPOSIN-ZBJSNUHESA-N

物化性质

• 熔点：
  266-268 °C(Solvent: Acetic acid; Dichloromethane)
• 沸点：
  700.4±60.0 °C(predicted)
• 密度：
  1.344±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,5'-二溴-2,2'-联噻吩 在 哌啶 、 四(三苯基膦)钯 、 正丁基锂 、 tris(dibenzylideneacetone)dipalladium (0) 、 potassium carbonate 、 对甲苯磺酸 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 三氟乙酸 、 sodium t-butanolate 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 、 苯 为溶剂， 反应 38.5h， 生成 3-{5-[4-(diphenylamino)styryl]thiophen-2-yl}-2-cyanoacrylic acid
  参考文献：
  名称：

  Dye / TiO2 / Pt杂化体系中可见光氢演化的亲水性控制和电荷分离态的动力学

  摘要：

  研究了基于染料/ TiO 2 / Pt杂化光催化剂的可见光驱动的H 2演化，用于一系列（E）-3-（5′-{4- [bis（4-R 1-苯基）氨基]苯基} -4,4' - （R 2）2 -2,2'-联噻吩-5-基）-2-氰基丙烯酸染料。发现在乙二胺四乙酸作为电子供体的情况下，在λ > 420 nm的光照下，从水性悬浮液中析出的氢的效率很大程度上取决于R 1的亲水特性，其变化顺序为MOD（R 1 = CH 3 OCH 2， R 2 = H）≈MO4D（R 1＝ R 2＝ CH 3 OCH 2）＞HD（R 1＝ R 2＝ H）＞PD（R 1＝ C 3 H 7，R 2＝ H）。在MOD / TiO 2 / Pt的情况下，在436nm处光催化的H 2产生的表观量子产率为0.27±0.03。对MOD-或PD接枝的TiO 2纳米颗粒透明膜浸入pH为3的水中进行瞬态吸收测量，通常显示染料自由基阳离子（Dye

  DOI：

  10.1002/chem.201201500
• 作为试剂：
  描述：

  二氧化碳 在 三(2,2'-联吡啶)钌II 、 1,3-二甲基-2-苯基-2H-苯并咪唑 、 3-{5-[4-(diphenylamino)styryl]thiophen-2-yl}-2-cyanoacrylic acid 、 fac-[Mn(4,4′-bis(diethoxyphosphorylmethyl)-2,2′-bipyridine)(CO)₃Br] 、 dioxide titanium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 一氧化碳 、 草氨酸 、 氢气
  参考文献：
  名称：

  Highly Selective and Durable Photochemical CO₂ Reduction by Molecular Mn(I) Catalyst Fixed on a Particular Dye-Sensitized TiO₂ Platform

  摘要：

  A Mn(I)-based hybrid system (OrgD-vertical bar TiO2 vertical bar-MnP) for photocatalytic CO2 reduction is designed to be a coassembly of Mn(4,4'-Y-2-bpy)(CO)(3)Br (MnP; Y = CH2PO (OH)(2)) and (E)-3-[5-(4-(diphenylamino)phenyl)-2,2'-bithiophen-2'-y1]-2-cyanoacrylic acid (OrgD) on TiO2 semiconductor particles. The OrgD-vertical bar TiO2 vertical bar-MnP hybrid reveals persistent photocatalytic behavior, giving high turnover numbers and good product selectivity (HCOO- versus CO). As a typical run, visible-light irradiation of the hybrid catalyst in the presence of 0.1 M electron donor (ED) and 0.001 M LiCIO4 persistently produced HCOO- with a >99% selectivity accompanied by a trace amount of CO; the turnover number (TONformate) reached,similar to 250 after 23 h of irradiation. The product selectivity (HCOO-/CO) was found to be controlled by changing the loading amount of MnP on the TiO2 surface. In situ FTIR analysis of the hybrid during photocatalysis revealed that, at low Mn concentration, the Mn-H monomeric mechanism associated with HCOO- formation is dominant, whereas at high Mn concentration, CO is formed via a Mn-Mn dimer mechanism.

  DOI：

  10.1021/acscatal.8b03816

文献信息

• DYE COMPOUND AND DYE-SENSITIZED SOLAR CELL
  申请人：Chow Tahsin J.

  公开号：US20100076205A1

  公开（公告）日：2010-03-25

  A dye compound is described, which is expressed by formula (I): wherein A 1 , A 2 and A 3 each independently represent a substituted or unsubstituted 1,4-phenylene or 2,5-thiophene group, and B 1 and B 2 each independently represent a substituted or unsubstituted aryl group. The dye compound is suitably used as a dye sensitizer in a dye sensitized solar cell (DSSC).

  描述了一种染料化合物，其化学式为（I）：其中A1、A2和A3分别独立表示取代或未取代的1,4-苯基或2,5-噻吩基团，B1和B2分别独立表示取代或未取代的芳基团。该染料化合物适合用作染料敏化太阳能电池（DSSC）中的染料敏化剂。
• Dye-sensitized solar cell utilizing organic dyads containing triarylene conjugates
  作者：Yuan Jay Chang、Tahsin J. Chow

  DOI：10.1016/j.tet.2009.04.024

  日期：2009.6

  A series of organic dipolar compounds containing a donor (D), a bridge (B), and an acceptor (A), forming a D–B–A type of dyads, were synthesized by convenient methods and were utilized successfully on dye-sensitized solar cells. The central bridges were made of three linearly connected arylene groups, i.e., phenylenes or thiophenylenes. The donor groups were aromatic amines, i.e., either a diphenylamine

  通过便捷的方法合成了一系列包含给体（D），桥（B）和受体（A）的有机偶极化合物，形成了一种D–B–A型二元体，并成功地用于染料敏化太阳能电池。中心桥由三个线性连接的亚芳基基团，即亚苯基或噻吩基制成。供体基团是芳族胺，即二苯胺或萘基苯胺基团。受体基团是氰基丙烯酸，可以固定在TiO 2的表面上在光伏设备中。这些设备表现出色，典型的量子效率为5–7％，最佳入射光子到电流的转换效率（IPCE）超过80％。用萘基苯胺供体基团制得的装置的性能略好于用二苯胺供体基团制得的装置。含有亚苯基-噻吩基-亚苯基桥基的化合物的性能要优于具有其他三芳基键合的化合物。使用具有B3LYP功能的时变密度泛函理论（TDDFT）模型分析了它们的光化学行为。
• Dye-Sensitized Photoelectric Conversion Device
  申请人：Shigaki Koichiro

  公开号：US20090044857A1

  公开（公告）日：2009-02-19

  Disclosed is a photoelectric conversion device wherein a methine dye represented by the formula (1) below is supported by a thin film of oxide semiconductor particles arranged on a substrate. Also disclosed is a solar cell manufactured by using such a photoelectric conversion device. (In the formula (1), n represents an integer of 0-5; m represents an integer of 0-5; R 1 -R 4 independently represent a hydrogen atom, an optionally substituted aromatic residue, an optionally substituted aliphatic hydrocarbon residue or the like; X and Y independently represent a hydrogen atom; an optionally substituted aromatic residue, an optionally substituted aliphatic hydrocarbon residue or the like; Z represents an oxygen atom, a sulfur atom or the like; A 1 , A 2 , A 3 , A 4 and A 5 independently represent a hydrogen atom, an optionally substituted aromatic residue, an optionally substituted aliphatic hydrocarbon residue or the like; and rings a, b and c may be substituted.)

  本发明公开了一种光电转换装置，其中通过在基板上排列的氧化物半导体颗粒薄膜上支持以下式(1)所表示的甲烷染料。同时，本发明还公开了使用这种光电转换装置制造的太阳能电池。(在式(1)中，n表示0-5的整数；m表示0-5的整数；R1-R4独立地表示氢原子、可选取代芳香基残基、可选取代脂肪烃基残基或类似物；X和Y独立地表示氢原子、可选取代芳香基残基、可选取代脂肪烃基残基或类似物；Z表示氧原子、硫原子或类似物；A1、A2、A3、A4和A5独立地表示氢原子、可选取代芳香基残基、可选取代脂肪烃基残基或类似物；环a、b和c可以被取代。)
• Sealing Agent for Photoelectric Converter and Photoelectric Converter Using Same
  申请人：Inoue Teruhisa

  公开号：US20090114272A1

  公开（公告）日：2009-05-07

  Disclosed is a sealing agent for photoelectric converters which enables to easily bond upper and lower conductive supporting bodies during production of a photoelectric converter while forming a sealed portion having excellent adhesion strength, moisture resistance reliability, flexibility and the like. Specifically, a photocuring and thermosetting resin composition containing an epoxy resin (a), a thermosetting agent (b), an epoxy(meth)acrylate (c) and a photopolymerization initiator (d), and additionally if necessary, a filler (e), a silane coupling agent (f) and an ion capturing agent (g) is used as a sealing agent for photoelectric converters.
• Self-Aligned Deposition of Silica Layers for Dye-Sensitized Solar Cells
  申请人：President and Fellows of Harvard College

  公开号：US20140311574A1

  公开（公告）日：2014-10-23

  The application is directed to improved dye-sensitized solar cells and methods for making the same. In accordance with certain embodiments, dye-sensitized anodes are exposed to a vapor including at least one chemical that reacts with the catalytically active material of the anode to deposit a silica layer only on regions that are not covered with the dyes. The resulting self-aligned silica layers provide increased efficiency for dye-sensitized solar cells by reducing the leakage current from the anode to the electrolyte.