2-（（7-（5-（二-对甲苯胺基）噻吩-2-基）苯并[c][1,2,5]噻二唑-4-基）亚甲基）丙二腈 | 1335150-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 中文名称: 2-（（7-（5-（二-对甲苯胺基）噻吩-2-基）苯并[c][1,2,5]噻二唑-4-基）亚甲基）丙二腈
• 英文名称: 2-{[7-(5-(N,N-di-p-tolyl)aminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile
• 英文别名: 2-{[7-(5-N,N-ditolylaminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile；DTDCTB；2-((7-(5-(Dip-tolylamino)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)methylene)malononitrile；2-[[4-[5-(4-methyl-N-(4-methylphenyl)anilino)thiophen-2-yl]-2,1,3-benzothiadiazol-7-yl]methylidene]propanedinitrile
• CAS: 1335150-09-8
• 化学式: C₂₈H₁₉N₅S₂
• 分子量: 489.624
• InChiKey: BCJCBXQJAANTJL-UHFFFAOYSA-N

物化性质

• 熔点：
  230-235°C
• 沸点：
  712.4±60.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• WGK Germany：
  3

反应信息

• 作为产物：
  描述：

  4-溴-7-甲基苯并[1,2,5]噻二唑 在 aluminum oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 水 、 silver nitrate 作用下， 以 氯苯 、 甲苯 、 乙腈 为溶剂， 反应 10.0h， 生成 2-（（7-（5-（二-对甲苯胺基）噻吩-2-基）苯并[c][1,2,5]噻二唑-4-基）亚甲基）丙二腈
  参考文献：
  名称：

  Compounds for organic thin-film solar cells and organic thin-film solar cells

  摘要：

  提供的化合物具有给体基团、第一受体基团和第二受体基团，如公式(I)所示：通过独特的分子设计，公式(I)的化合物可以提供理想的功率转换效率。此外，本发明还提供了包括上述化合物的有机薄膜太阳能电池。

  公开号：

  US08802975B2

文献信息

• Vacuum-Deposited Small-Molecule Organic Solar Cells with High Power Conversion Efficiencies by Judicious Molecular Design and Device Optimization
  作者：Yi-Hong Chen、Li-Yen Lin、Chih-Wei Lu、Francis Lin、Zheng-Yu Huang、Hao-Wu Lin、Po-Han Wang、Yi-Hung Liu、Ken-Tsung Wong、Jianguo Wen、Dean J. Miller、Seth B. Darling

  DOI：10.1021/ja301872s

  日期：2012.8.22

  DTDCPB) were strategically designed and convergently synthesized as donor materials for small-molecule organic solar cells. These compounds possess a donor-acceptor-acceptor molecular architecture, in which various electron-donating moieties are connected to an electron-withdrawing dicyanovinylene moiety through another electron-accepting 2,1,3-benzothiadiazole block. The molecular structures and crystal

  三种新的定制分子（DPDCTB、DPDCPB 和 DTDCPB）经过战略性设计和聚合合成，作为小分子有机太阳能电池的供体材料。这些化合物具有供体-受体-受体分子结构，其中各种供电子部分通过另一个受电子 2,1,3-苯并噻二唑嵌段连接到吸电子二氰基亚乙烯基部分。DTDCPB 和先前报道的 DTDCTB 的分子结构和晶体堆积通过单晶 X 射线晶体学表征。彻底研究了这一系列供体分子的光物理和电化学性质以及能级，提供了清晰的结构-性质关系。
• A Low-Energy-Gap Organic Dye for High-Performance Small-Molecule Organic Solar Cells
  作者：Li-Yen Lin、Yi-Hong Chen、Zheng-Yu Huang、Hao-Wu Lin、Shu-Hua Chou、Francis Lin、Chang-Wen Chen、Yi-Hung Liu、Ken-Tsung Wong

  DOI：10.1021/ja205126t

  日期：2011.10.12

  A novel donor-acceptor-acceptor (D-A-A) donor molecule, DTDCTB, in which an electron-donating ditolylaminothienyl moiety and an electron-withdrawing dicyanovinylene moiety are bridged by another electron-accepting 2,1,3-benzothiadiazole block, has been synthesized and characterized. A vacuum-deposited organic solar cell employing DTDCTB combined with the electron acceptor C-70 achieved a record-high power conversion efficiency (PCE) of 5.81%. The respectable PCE is attributed to the solar spectral response extending to the near-IR region and the ultracompact absorption dipole stacking of the DTDCTB thin film.
• COMPOUNDS FOR ORGANIC THIN-FILM SOLAR CELLS AND ORGANIC THIN-FILM SOLAR CELLS
  申请人：WONG KEN-TSUNG

  公开号：US20130019949A1

  公开（公告）日：2013-01-24

  Provided are compounds with a donor moiety, a first acceptor moiety and a second acceptor moiety, as shown by Formula (I): With the unique molecular design, compounds of Formula (I) can provide a desirable power conversion efficiency. Moreover, this invention also provides organic thin-film solar cells comprising the above-mentioned compounds.
• NEAR-INFRARED TERNARY TANDEM SOLAR CELLS
  申请人：The Regents of the University of Michigan

  公开号：US20210320270A1

  公开（公告）日：2021-10-14

  A photovoltaic cell comprises an anode, a cathode, a first subcell positioned between the anode and the cathode, the first subcell comprising a first donor material and a first acceptor material, and a second subcell positioned between the first subcell and the cathode, the second subcell comprising a second donor material and a second acceptor material. A method of fabricating a photovoltaic cell is also described.
• US8802975B2
  申请人：——

  公开号：US8802975B2

  公开（公告）日：2014-08-12