3',4'-dimethoxy-2,2':5',2"-terthiophene | 1412426-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3',4'-dimethoxy-2,2':5',2"-terthiophene
• 英文别名: 3,4-Dimethoxy-2,5-dithiophen-2-ylthiophene
• CAS: 1412426-95-9
• 化学式: C₁₄H₁₂O₂S₃
• 分子量: 308.446
• InChiKey: PIUKOWZLXIEKIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3',4'-dimethoxy-2,2':5',2"-terthiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以87 %的产率得到5,5''-dibromo-3',4'-dimethoxy-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Molecular engineering of methoxy-substituted terthienyl core unit based hole transport materials for perovskite solar cells

  摘要：

  通过在铽镝单元中引入甲氧基，形成了甲氧基取代铽镝（DTP）核心结构，从而优化了 HOMO 能级排列，提高了空穴迁移率，改善了成膜性能。

  DOI：

  10.1039/d3nj03043a
• 作为产物：
  描述：

  3,4-二甲氧基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 19.0h， 生成 3',4'-dimethoxy-2,2':5',2"-terthiophene
  参考文献：
  名称：

  Molecular engineering of methoxy-substituted terthienyl core unit based hole transport materials for perovskite solar cells

  摘要：

  通过在铽镝单元中引入甲氧基，形成了甲氧基取代铽镝（DTP）核心结构，从而优化了 HOMO 能级排列，提高了空穴迁移率，改善了成膜性能。

  DOI：

  10.1039/d3nj03043a

文献信息

• Solid-State Synthesis of Poly(3',4'-dimethoxy-2,2':5',2"- terthiophene): Comparison With Poly(terthiophene) and Poly(3',4'-ethylenedioxy-2,2':5',2"- terthiophene)
  作者：Tursun Abdiryim、Ruxangul Jamal、Aminam Ubul、Ismayil Nurulla

  DOI：10.3390/molecules17078647

  日期：——

  A new terthiophene monomer: 3',4'-dimethoxy-2,2':5',2"-terthiophene (TMT) was synthesized and characterized by 1H-NMR, 13C-NMR and FTIR. The solid-state oxidative polymerizations of TMT were performed in various ratios of oxidant (FeCl3) to monomer (TMT). The resulting polymers were characterized by 1H-NMR, FTIR, UV-vis-NIR, GPC, X-ray diffraction, CV, as well as TGA and conductivity measurements. The structure and properties of poly (TMT) were compared with those of polyterthiophene [poly(TT)] and poly (3',4'-ethylenedioxy-2,2':5',2"-terthiophene) [poly(TET)] prepared under the same polymerization conditions. After comparative analysis with poly(TT) and poly(TET), the effects of the dimethoxy substituent and FeCl3 on the structural and physicochemical properties of the poly(TMT)s were discussed in depth. The comparison suggested that the dimethoxy-substituted polymer did not display higher crystallinity, thermal stability, conductivity and electrochemical activity than ethylenedioxy substituted one. The results also showed that the effect of FeCl3 on poly(TMT) was similar that seen with the poly(TT), in which the oxidation degree, electrochemical activity and conductivity increased steadily with increasing [FeCl3]/[TT] ratio. Furthermore, the poly(TMT) and poly(TT) are mostly made up of dimers with a small amount of higher molecular weight components.

  一种新的三联噻吩单体：3',4'-二甲氧基-2,2':5',2"-三联噻吩（TMT）已经合成，并通过1H-NMR、13C-NMR和FTIR进行了表征。TMT的固态氧化聚合在氧化剂（FeCl3）与单体（TMT）的不同比例下进行。所得聚合物的表征方法包括1H-NMR、FTIR、UV-vis-NIR、GPC、X射线衍射、CV以及TGA和电导率测量。将聚（TMT）的结构和性质与在相同聚合条件下制备的聚三联噻吩（poly（TT））和聚（3',4'-乙二氧基-2,2':5',2"-三联噻吩）（poly（TET））进行了比较。与聚（TT）和聚（TET）进行比较分析后，深入讨论了二甲氧基取代基和FeCl3对聚（TMT）的结构和物理化学性质的影响。比较表明，二甲氧基取代的聚合物的结晶度、热稳定性、电导率和电化学活性并不比乙二氧基取代的聚合物高。结果还表明，FeCl3对聚（TMT）的影响与聚（TT）相似，其中氧化程度、电化学活性和电导率随着[FeCl
• US5098529A
  申请人：——

  公开号：US5098529A

  公开（公告）日：1992-03-24
• Molecular engineering of methoxy-substituted terthienyl core unit based hole transport materials for perovskite solar cells
  作者：Xingdong Ding、Xiaowen Zhou、Haoxin Wang、Mengde Zhai、Ziyang Xia、Licheng Liu、Yi Tian、Cheng Chen、Ming Cheng

  DOI：10.1039/d3nj03043a

  日期：——

  The methoxy-substituted terthienyl (DTP) core structure was formed by introducing a methoxy-group into a terthienyl unit, which can optimize the HOMO energy level alignment, increase hole mobility and improve film forming properties.

  通过在铽镝单元中引入甲氧基，形成了甲氧基取代铽镝（DTP）核心结构，从而优化了 HOMO 能级排列，提高了空穴迁移率，改善了成膜性能。