4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 英文名称: 4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde
• 英文别名: 7-Hexyl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4-carbaldehyde；7-hexyl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4-carbaldehyde
• 化学式: C₁₅H₁₇NOS₂
• 分子量: 291.438
• InChiKey: DYHBNZVHYDQKBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以0.540 g的产率得到6-bromo-4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde
  参考文献：
  名称：

  基于星爆三芳基胺供体的无金属光敏剂，用于从水中光催化制氢

  摘要：

  合成了三种具有星爆三芳基胺供体部分的无金属分子光敏剂（S1 - S3）。它们在其镀铂的TiO 2复合材料中由水产生的可见光驱动的H 2中显示出有吸引力的光催化性能。在S1锚固系统中，H 2转换数（TON）达到了10200 （48小时）。

  DOI：

  10.1021/acs.orglett.7b00042
• 作为产物：
  描述：

  3,3'-二溴-2,2'-联噻吩 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 三氯氧磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde
  参考文献：
  名称：

  基于星爆三芳基胺供体的无金属光敏剂，用于从水中光催化制氢

  摘要：

  合成了三种具有星爆三芳基胺供体部分的无金属分子光敏剂（S1 - S3）。它们在其镀铂的TiO 2复合材料中由水产生的可见光驱动的H 2中显示出有吸引力的光催化性能。在S1锚固系统中，H 2转换数（TON）达到了10200 （48小时）。

  DOI：

  10.1021/acs.orglett.7b00042

文献信息

• Organic dyes and preparation method thereof and dye-sensitized solar cells
  申请人：Wang Peng

  公开号：US08586764B2

  公开（公告）日：2013-11-19

  An organic dye and preparation method thereof and dye-sensitized solar cells using this organic dye are provided. The structure of the organic dye molecule is donor-conjugated unit(s)-acceptor. The organic dye with broad spectrum response and high molar-absorption coefficient is obtained by modifying the structure by using various conjugated unit(s) in combination with donor and acceptor. The conditions of preparation of the organic dye are mild and the yield is high, and the organic dye can be used for highly effective dye-sensitized solar cells.

  本发明提供了一种有机染料及其制备方法，以及使用该有机染料的染料敏化太阳能电池。该有机染料分子的结构为给体-共轭单元-受体。通过使用不同的共轭单元与给体和受体相结合，修改结构得到具有宽谱响应和高摩尔吸光系数的有机染料。有机染料的制备条件温和，产率高，可用于高效的染料敏化太阳能电池。
• Effect of structural optimization on the photovoltaic performance of dithieno[3,2-b:2′,3′-d]pyrrole-based dye-sensitized solar cells
  作者：Hai Zhang、Zafar Iqbal、Zhen-E. Chen、Yan-Ping Hong

  DOI：10.1039/c7ra05716d

  日期：——

  Five novel organic push–pull dyes, DT, CD-T, TD-T, CD-C and TD-P, based on carbazole or triphenylamine as donors, dithieno[3,2-b:2′,3′-d]pyrrole as a π-spacer and cyanoacetic acid as an acceptor were synthesized, and their structures were optimized for DSSCs. Dithieno[3,2-b:2′,3′-d]pyrrole was linked with either carbazole or triphenylamine via a Suzuki coupling reaction. Followed by formylation via

  基于咔唑或三苯胺作为供体的五种新型有机推挽染料DT，CD-T，TD-T，CD-C和TD-P，二噻吩并[3,2- b：2'，3'- d ]合成了作为π-间隔基的吡咯和作为受体的氰基乙酸，并对其结构进行了优化。二噻吩并[3,2- b：2'，3'- d ]吡咯用或者咔唑或三苯胺链接经由Suzuki偶联反应。随后通过Vilsmeier-Haak反应进行甲酰化，然后使用Knoevenagel缩合反应连接氰基乙酸，生产出咔唑类染料CD-C和CD-T以及基于三苯胺的染料TD-P和TD-T。同时，合成染料DT作为比较的参考。咔唑类染料CD-T和CD-C的摩尔消光系数分别为56370 M -1 cm -1和62 471 M -1 cm -1，而基于三苯胺，TD-T和TD的染料的摩尔消光系数为-P分别为44 555 M -1 cm -1和49 945 M -1 cm -1。优化的功率转换效率CD-T达到6.63％，开路电压为710
• Near-Infrared Asymmetrical Squaraine Sensitizers for Highly Efficient Dye Sensitized Solar Cells: The Effect of π-Bridges and Anchoring Groups on Solar Cell Performance
  作者：Fadi M. Jradi、Xiongwu Kang、Daniel O’Neil、Gabriel Pajares、Yulia A. Getmanenko、Paul Szymanski、Timothy C. Parker、Mostafa A. El-Sayed、Seth R. Marder

  DOI：10.1021/cm5045946

  日期：2015.4.14

  Conventional squaraine dyes exhibit an intense absorption band in the red region of the solar spectrum and with appropriate design can also have high energy absorption as well, making them interesting building blocks toward achieving panchromatic dyes for dye sensitized solar cell (DSSC) applications. In this report, eight squaraine dyes with thiophene, 4-hexyl-4H-dithieno[3,2-b:2',3'-d]pyrrole, dithieno[3,2-b:2',3'-d]thiophene, and 4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene (DTS) p-bridges with cyanoacetic acid (CA) and cyanophosphonic acid (PA) acceptor/anchoring groups are synthesized to extend the squaraine absorption into the 450-550 nm region and to provide different spatial arrangements of solubilizing groups. Squaraines with CA anchoring groups have higher power conversion efficiencies compared to their PA analogs, with the highest being 8.9% for the DTS-based dye, which is among the highest reported in the literature for squaraine dyes. This is due to high short circuit currents (J(SC)) and increased open circuit voltages (V-OC). Dyes with PA anchoring groups exhibited lower J(SC) resulting from decreased charge injection efficiency, as determined by femtosecond transient absorption spectroscopy. This study suggests that out-of-plane bulky substituents may increase DSSC performance not only by increasing J(SC) through decreased aggregation but also by increasing V-OC through decreased TiO2/electrolyte recombination.
• ORGANIC DYES AND PREPARATION METHOD THEREOF AND DYE-SENSITIZED SOLAR CELLS
  申请人：Wang Peng

  公开号：US20120138133A1

  公开（公告）日：2012-06-07

  An organic dye and preparation method thereof and dye-sensitized solar cells using this organic dye are provided. The structure of the organic dye molecule is donor-conjugated unit(s)-acceptor. The organic dye with broad spectrum response and high molar-absorption coefficient is obtained by modifying the structure by using various conjugated unit(s) in combination with donor and acceptor. The conditions of preparation of the organic dye are mild and the yield is high, and the organic dye can be used for highly effective dye-sensitized solar cells.
• US8586764B2
  申请人：——

  公开号：US8586764B2

  公开（公告）日：2013-11-19