4,5-dipropylbenzo[2,1-b:3,4-b']dithiophene | 949575-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4,5-dipropylbenzo[2,1-b:3,4-b']dithiophene
• 英文别名: 4,5-di(n-propyl)benzo[2,1-b:3,4-b']dithiophene；4,5-Dipropylthieno[3,2-g][1]benzothiole
• CAS: 949575-88-6
• 化学式: C₁₆H₁₈S₂
• 分子量: 274.451
• InChiKey: BLHUHNFOKMDYEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dipropylbenzo[2,1-b:3,4-b']dithiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以70%的产率得到2,7-dibromo-4,5-di(n-propyl)benzo[2,1-b:3,4-b']dithiophene
  参考文献：
  名称：

  FUSED POLYCYCLIC POLYMER, ORGANIC THIN FILM CONTAINING THE POLYMER AND ORGANIC THIN FILM TRANSISTOR COMPRISING THE ORGANIC THIN FILM

  摘要：

  公开号：

  EP2006291B1
• 作为产物：
  描述：

  4-辛炔 、 3-bromo-2,2'-bithiophene 在 氯化钠 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 水 为溶剂， 以80%的产率得到4,5-dipropylbenzo[2,1-b:3,4-b']dithiophene
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF BENZODITHIOPHENE COMPOUNDS

  摘要：

  一种制备苯并二噻吩化合物的过程，包括将至少一种单卤代二噻吩化合物与至少一种内部炔烃反应。经过适当的官能化和聚合后，所述苯并二噻吩化合物可以优势地用于构建光伏器件，例如光伏电池、光伏模块、太阳能电池、太阳能模块，在刚性和柔性支撑上都可以使用。此外，所述苯并二噻吩化合物可以优势地用作发光太阳能聚光器（LSC）中的光谱转换器。所述苯并二噻吩化合物也可以优势地用作半导体聚合物制备中单体单元的前体。

  公开号：

  US20140364628A1

文献信息

• PROCESS FOR PRODUCTION OF FUSED RING COMPOUND
  申请人：Miura Masahiro

  公开号：US20090156832A1

  公开（公告）日：2009-06-18

  It is an object of the present invention to provide a method for manufacturing a fused ring compound, with which a fused ring compound that has excellent charge transport property and that has excellent solubility in solvents can be obtained efficiently. The method of the present invention for manufacturing a fused ring compound involves reacting a compound expressed by the following General Formula (1a) and a compound expressed by the following General Formula (1b) in the presence of an amine and a metal complex catalyst: (where Ar 11 and Ar 12 are each independently an atom group constituting an aromatic ring or a heterocyclic ring; X 11 and X 12 are each independently a hydrogen atom or a halogen atom, and at least one is a halogen atom; and R 11 and R 12 are each independently a hydrogen atom, an all group, an alkoxy group, an alkylthio group, an alkylamino group, an alkoxycarbonyl group, an aryl group, a heterocyclic group, or a cyano group, provided that at least one of R 11 and R 12 is not a hydrogen atom).

  本发明的目的是提供一种制造融环化合物的方法，通过该方法可以高效地获得具有优异电荷传输性能和在溶剂中具有优异溶解性的融环化合物。本发明的制造融环化合物的方法涉及在胺和金属络合催化剂存在下，使下述通用式（1a）表示的化合物与下述通用式（1b）表示的化合物发生反应： （其中Ar11和Ar12分别独立地是构成芳香环或杂环的原子团；X11和X12分别独立地是氢原子或卤素原子，至少一个是卤素原子；R11和R12分别独立地是氢原子、烷基、烷氧基、烷基硫基、烷基氨基、烷氧羰基、芳基、杂环基或氰基，但R11和R12中至少一个不是氢原子）。
• Synthesis of Alkylated Benzo[2,1-<i>b</i>:3,4-<i>b</i>′]dithiophenes by Annulative Coupling and Their Direct Arylation under Palladium Catalysis
  作者：Hiroyuki Watanabe、Jun Kumagai、Hayato Tsurugi、Tetsuya Satoh、Masahiro Miura

  DOI：10.1246/cl.2007.1336

  日期：2007.11.5

  The annulative coupling of 3,3′-diiodo-2,2′-bithiophene with internal alkynes efficiently proceeds in the presence of a palladium catalyst to afford the corresponding benzo[2,1-b:3,4-b′]dithiophene derivatives. The dithiophenes also undergo palladium-catalyzed direct arylation with aryl bromides at the 2- and 7-positions selectively.

  在钯催化剂的存在下，3,3'-二碘-2,2'-双噻吩与内部炔烃的累积耦合反应高效进行，得到了相应的苯并[2,1-b:3,4-b']二噻吩衍生物。这些二噻吩还能在钯催化下直接与溴代芳烃在2位和7位选择性地发生芳基化反应。
• [EN] PROCESS FOR THE PREPARATION OF BENZODITHIOPHENE COMPOUNDS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS DE BENZODITHIOPHÈNE
  申请人：ENI SPA

  公开号：WO2013092648A1

  公开（公告）日：2013-06-27

  Process for the preparation of a benzodithiophene compound which comprises reacting at least one monohalogenated dithiophene compound with at least one internal alkyne. Said benzodithiophene compound, after suitable functionalization and polymerization, can be advantageously used in the construction of photovoltaic devices such as, for example, photovoltaic cells, photovoltaic modules, solar cells, solar modules, on both rigid and flexible supports. Furthermore said benzodithiophene compound can be advantageously used as spectrum converter in luminescent solar concentrators (LSC). Said benzodithiophene compound can also be advantageously used as precursor of monomeric units in the preparation of semiconductor polymers.

  制备苯并二噻吩化合物的过程包括将至少一种单卤代二噻吩化合物与至少一种内部炔烃反应。经适当功能化和聚合处理后，该苯并二噻吩化合物可以优势地用于建造光伏设备，例如光伏电池、光伏模块、太阳能电池、太阳能模块，以及刚性和柔性支撑上。此外，该苯并二噻吩化合物可以优势地用作荧光太阳能聚光器（LSC）中的光谱转换器。该苯并二噻吩化合物还可以优势地用作半导体聚合物制备中单体单元的前体。
• FUSED RING COMPOUND AND METHOD FOR PRODUCING SAME, POLYMER, ORGANIC THIN FILM CONTAINING THOSE, AND ORGANIC THIN FILM DEVICE AND ORGANIC THIN FILM TRANSISTOR COMPRISING SUCH ORGANIC THIN FILM
  申请人：Miura Masahiro

  公开号：US20090065770A1

  公开（公告）日：2009-03-12

  It is an object of the present invention to provide a fused ring compound which can exhibit sufficient charge transport properties and which has excellent solubility in a solvent. The fused ring compound according to the present invention is represented by the following general formula (1), wherein R 11 and R 12 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group, an alkylthio group, an alkylamino group, an alkoxycarbonyl group, an optionally substituted aryl group having 6 to 60 carbon atoms, an optionally substituted heterocyclic group having 4 to 60 carbon atoms, or a cyano group, provided that at least one of R 11 and R 12 is not a hydrogen atom; R 13 and R 14 each independently represent a monovalent group, and n and m each independently denote an integer of 0 to 2; and Y 11 and Y 12 are each independently a divalent group comprising a sulfur atom, an oxygen atom, a nitrogen atom, a selenium atom or a tellurium atom.

  本发明的目的是提供一种融合环化合物，该化合物能够展现足够的电荷传输性能，并且在溶剂中具有良好的溶解性。本发明的融合环化合物由下列通式（1）表示，其中，R11和R12各自独立地表示氢原子、具有1至20个碳原子的烷基、烷氧基、烷硫基、烷基氨基、烷氧羰基、具有6至60个碳原子的可选取代芳基、具有4至60个碳原子的可选取代杂环基或氰基，但R11和R12中至少有一个不是氢原子；R13和R14各自独立地表示单价基团，n和m各自独立地表示0至2的整数；Y11和Y12各自独立地表示包含硫原子、氧原子、氮原子、硒原子或碲原子的二价基团。
• FUSED TRICYCLIC COMPOUNDS USEFUL IN ORGANIC THIN FILM DEVICES SUCH AS TRANSISTORS
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2192123A1

  公开（公告）日：2010-06-02

  It is an object of the present invention to provide a fused ring compound which can exhibit sufficient charge transport properties and which has excellent solubility in a solvent. The fused ring compound according to the present invention is represented by the following general formula (1), wherein R11 and R12 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group, an alkylthio group, an alkylamino group, an alkoxycarbonyl group, an optionally substituted aryl group having 6 to 60 carbon atoms, an optionally substituted heterocyclic group having 4 to 60 carbon atoms, or a cyano group, provided that at least one of R11 and R12 is not a hydrogen atom; R13 and R14 each independently represent a monovalent group, and n and m each independently denote an integer of 0 to 2; and Y11 and Y12 are each independently a divalent group comprising a sulfur atom, an oxygen atom, a nitrogen atom, a selenium atom or a tellurium atom.

  本发明的目的是提供一种熔环化合物，它能表现出足够的电荷传输特性，并且在溶剂中具有极佳的溶解性。根据本发明的熔环化合物由以下通式（1）表示、 其中 R11 和 R12 各自独立地代表氢原子、具有 1 至 20 个碳原子的烷基、烷氧基、烷硫基、烷氨基、烷氧羰基、具有 6 至 60 个碳原子的任选取代的芳基、具有 4 至 60 个碳原子的任选取代的杂环基团或氰基，条件是 R11 和 R12 中至少有一个不是氢原子；R13 和 R14 各自独立地代表一个一价基团，n 和 m 各自独立地表示 0 至 2 的整数；以及 Y11 和 Y12 各自独立地是一个二价基团，包括一个硫原子、一个氧原子、一个氮原子、一个硒原子或一个碲原子。