5-[N,N-bis(4-hexyloxyphenyl)amino]-2-(tri-n-butylstannyl)thiophene | 1393597-95-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-[N,N-bis(4-hexyloxyphenyl)amino]-2-(tri-n-butylstannyl)thiophene
• CAS: 1393597-95-9
• 化学式: C₄₀H₆₃NO₂SSn
• 分子量: 740.722
• InChiKey: OBJZVJPOINFPNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.42
• 重原子数：
  45
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[N,N-bis(4-hexyloxyphenyl)amino]-2-(tri-n-butylstannyl)thiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 ammonium acetate 、 二异丁基氢化铝 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 2-cyano-3-{7-[5-N,N-bis(4-hexyloxyphenyl)aminothiophen-2-yl]-2,1,3-benzothiadiazol-4-yl}acrylic acid
  参考文献：
  名称：

  2,1,3-Benzothiadiazole-containing donor–acceptor–acceptor dyes for dye-sensitized solar cells

  摘要：

  A series of organic dyes with a donor-acceptor-acceptor (D-A-A) configuration, in which various diarylthienylamine donors and a cyanoacrylic acid acceptor are bridged by a low-band-gap 2,1,3-benzothiadiazole acceptor, have been synthesized, characterized, and employed as photosensitizers for dye-sensitized solar cells (DSSCs). The adoption of 2,1,3-benzothiadiazole as the bridging acceptor endowed these tailor-made dyes with superior light-harvesting capabilities in comparison to their previously reported pyrimidine-based analogs. After fine-tuning the fabrication conditions, DSSCs based on these dyes showed solar spectral responses extending to the near-IR region and achieved power conversion efficiencies (PCEs) of up to 3.16% (OHexDPTB) under simulated AM 1.5G irradiation (100 mW cm(-2)). (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.05.052
• 作为产物：
  描述：

  双[4-(己氧基)苯基]胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 正丁基锂 、 三丁基膦 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 5.08h， 生成 5-[N,N-bis(4-hexyloxyphenyl)amino]-2-(tri-n-butylstannyl)thiophene
  参考文献：
  名称：

  推挽型的内消旋-酯取代的BODIPY近红外染料作为造影剂的光声成像

  摘要：

  一系列推挽型的内消旋-酯取代的BODIPY染料1-4用强的近红外线的吸收，在很大程度上提高光声（PA）活性和优异的光稳定性合成。还讨论了电子结构对PA活性的影响。此外，研究了体外和体内PA成像，这提示了在肿瘤部位的被动靶向能力。

  DOI：

  10.1039/c7ob00965h

文献信息

• [EN] NEAR-INFRARED ABSORBING MATERIAL<br/>[FR] MATÉRIAU ABSORBANT DANS LE PROCHE INFRAROUGE<br/>[JA] 近赤外線吸収材料
  申请人：TOKYO OHKA KOGYO CO LTD

  公开号：WO2022113850A1

  公开（公告）日：2022-06-02

  新規化合物やその化合物を含む近赤外線吸収材料を提供する。　式Ｉ、式ＩＩ、式ＩＩＩ－１、又は式ＩＩＩ－２で示される化合物、その塩、その溶媒和物、又はそれらのいずれか１つ以上を含む近赤外線吸収材料。

  提供一种包含新化合物或含有该化合物的近红外吸收材料。该近红外吸收材料包含式I、式II、式III-1或式III-2所示的化合物、其盐、其溶剂物或其中至少一个。
• Fine-tuning the Electronic Structure of Organic Dyes for Dye-Sensitized Solar Cells
  作者：Peng Gao、Hoi Nok Tsao、Michael Grätzel、Mohammad K. Nazeeruddin

  DOI：10.1021/ol301730c

  日期：2012.9.7

  A series of metal-free organic dyes exploiting different combinations of (hetero)cyclic linkers (benzene, thiophene, and thiazole) and bridges (4H-cyclopenta[2,1-b:3,4-b']dithiophene (CPDT) and benzodithiophene (BDT)) as the central pi-spacers were synthesized and characterized. Among them, the sensitizer containing the thiophene and CPDT showed the most broad incident photon-to-current conversion efficiency spectra, resulting in a solar energy conversion efficiency (eta) of 6.6%.
• Push–pull type meso-ester substituted BODIPY near-infrared dyes as contrast agents for photoacoustic imaging
  作者：Yong Ni、Ravi Kumar Kannadorai、Sidney W.-K. Yu、Young-Tae Chang、Jishan Wu

  DOI：10.1039/c7ob00965h

  日期：——

  push–pull type meso-ester substituted BODIPY dyes 1–4 with intense near-infrared absorption, largely enhanced photoacoustic (PA) activity and excellent photo-stability were synthesized. The impact of the electronic structure on the PA activity was also discussed. Moreover, the in vitro and in vivo PA imaging were investigated, which suggested a passive targeting capacity in the tumor site.

  一系列推挽型的内消旋-酯取代的BODIPY染料1-4用强的近红外线的吸收，在很大程度上提高光声（PA）活性和优异的光稳定性合成。还讨论了电子结构对PA活性的影响。此外，研究了体外和体内PA成像，这提示了在肿瘤部位的被动靶向能力。
• 2,1,3-Benzothiadiazole-containing donor–acceptor–acceptor dyes for dye-sensitized solar cells
  作者：Li-Yen Lin、Chih-Hung Tsai、Francis Lin、Tsung-Wei Huang、Shu-Hua Chou、Chung-Chih Wu、Ken-Tsung Wong

  DOI：10.1016/j.tet.2012.05.052

  日期：2012.9

  A series of organic dyes with a donor-acceptor-acceptor (D-A-A) configuration, in which various diarylthienylamine donors and a cyanoacrylic acid acceptor are bridged by a low-band-gap 2,1,3-benzothiadiazole acceptor, have been synthesized, characterized, and employed as photosensitizers for dye-sensitized solar cells (DSSCs). The adoption of 2,1,3-benzothiadiazole as the bridging acceptor endowed these tailor-made dyes with superior light-harvesting capabilities in comparison to their previously reported pyrimidine-based analogs. After fine-tuning the fabrication conditions, DSSCs based on these dyes showed solar spectral responses extending to the near-IR region and achieved power conversion efficiencies (PCEs) of up to 3.16% (OHexDPTB) under simulated AM 1.5G irradiation (100 mW cm(-2)). (C) 2012 Published by Elsevier Ltd.