[1]benzothieno[3,2-b]naphtho[2,3-b]thiophene | 40312-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [1]benzothieno[3,2-b]naphtho[2,3-b]thiophene
• 英文别名: [1]benzothieno[2,3-d]naphtho[2,3-b]thiophene；BTNT；[1]Benzothieno[2,3-d]naphtho[2,3-b]thiophene；3,11-dithiapentacyclo[10.8.0.02,10.04,9.014,19]icosa-1(20),2(10),4,6,8,12,14,16,18-nonaene
• CAS: 40312-56-9
• 化学式: C₁₈H₁₀S₂
• 分子量: 290.409
• InChiKey: BSDFYCYRNSGQJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-naphthylsulfenyl chloride 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 sodium acetate 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 5.0h， 生成 [1]benzothieno[3,2-b]naphtho[2,3-b]thiophene
  参考文献：
  名称：

  具有 [1] 苯并噻吩 [3,2-b][1] 苯并噻吩 (BTBT) 子结构的 π 扩展噻吩并苯有机半导体的连续噻吩环化方法

  摘要：

  我们描述了 [1] 苯并噻吩并 [3,2-b][1] 苯并噻吩 (BTBT) 亚结构的新合成路线，该亚结构具有来自邻乙炔基-苯硫醚底物和芳基亚磺酰氯试剂的两个连续噻吩环化反应，这些反应很容易衍生来自芳硫醇。该方法特别适用于不对称衍生物的合成，例如[1]苯并噻吩并[3,2-b]萘并[2,3-b]噻吩、[1]苯并噻吩并[3,2-b]蒽[2] 3-b]噻吩和萘并[3,2-b]噻吩并[3,2-b]蒽[2,3-b]噻吩，一种含硒衍生物，[1]苯并噻吩并[3,2-b] [1]苯并硒酚。它还允许我们访问具有两个 BTBT 子结构的 π 扩展衍生物，例如，双 [1] 苯并噻吩并 [2,3-d:2',3'-d']benzo[1,2-b:4,5 -b']二噻吩和双[1]苯并噻吩[2,3-d:2',3'-d']萘并[2,3-b:6,7-b']二噻吩(BBTNDT)。应该强调的是，这些新的BTBT衍生物很难合成。

  DOI：

  10.1021/ja406257u

文献信息

• Method For Producing Aromatic Compound
  申请人：NIPPON KAYAKU KABUSHIKI KAISHA

  公开号：US20150239901A1

  公开（公告）日：2015-08-27

  A method for producing a heterocyclic compound represented by general formula (2) from a heterocyclic compound represented by general formula (1) (in the formulae, X1 represents a halogen atom; each of Y1 and Y2 independently represents an oxygen atom, sulfur atom, or selenium atom; each of R1 and R2 independently represents a substituent; m and n respectively represent the number of substituents R1 and R2, each of m and n representing an integer of 0-4; and when m and n are 2 or higher, R1 and R2 may be the same or different and may bond to each other to form an optionally substituted ring).

  一种从一般式（1）所表示的杂环化合物中制备一般式（2）所表示的杂环化合物的方法（在公式中，X1代表卤素原子；每个Y1和Y2分别表示氧原子、硫原子或硒原子；每个R1和R2分别表示取代基；m和n分别表示取代基R1和R2的数量，m和n分别表示0-4的整数；当m和n都为2或更高时，R1和R2可以相同或不同，并且可以连接以形成一个可选的取代环）。
• Method for producing aromatic compound
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：US09260451B2

  公开（公告）日：2016-02-16

  A method for producing a heterocyclic compound represented by general formula (2) from a heterocyclic compound represented by general formula (1) (in the formulae, X1 represents a halogen atom; each of Y1 and Y2 independently represents an oxygen atom, sulfur atom, or selenium atom; each of R1 and R2 independently represents a substituent; m and n respectively represent the number of substituents R1 and R2, each of m and n representing an integer of 0-4; and when m and n are 2 or higher, R1 and R2 may be the same or different and may bond to each other to form an optionally substituted ring).

  一种从通式（1）所表示的杂环化合物中制备通式（2）所表示的杂环化合物的方法（在公式中，X1代表卤素原子；每个Y1和Y2分别表示氧原子、硫原子或硒原子；每个R1和R2分别表示取代基；m和n分别表示取代基R1和R2的数量，每个m和n表示0-4的整数；当m和n均为2或更高时，R1和R2可以相同或不同，并且可以结合在一起形成一个可选的取代环）。
• METHOD FOR PRODUCING AROMATIC COMPOUND
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP2889300A1

  公开（公告）日：2015-07-01

  A method for producing a heterocyclic compound represented by general formula (2) from a heterocyclic compound represented by general formula (1) (in the formulae, X1 represents a halogen atom; each of Y1 and Y2 independently represents an oxygen atom, sulfur atom, or selenium atom; each of R1 and R2 independently represents a substituent; m and n respectively represent the number of substituents R1 and R2, each of m and n representing an integer of 0-4; and when m and n are 2 or higher, R1 and R2 may be the same or different and may bond to each other to form an optionally substituted ring).

  一种由通式(1)代表的杂环化合物制备通式(2)代表的杂环化合物的方法（式中，X1代表卤素原子；Y1和Y2各自独立地代表氧原子、硫原子或硒原子；R1和R2各自独立地代表一个取代基；m和n分别代表取代基R1和R2的数目，m和n各自代表0-4的整数；当m和n为2或更高时，R1和R2可以相同或不同，并可相互键合形成一个任选取代的环）。
• ORGANIC SEMICONDUCTOR COMPOSITION, ORGANIC THIN FILM COMPRISING SAME, AND USE THEREOF
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP3425687A1

  公开（公告）日：2019-01-09

  In the present invention, a composition comprising two types of thienothiophene compounds selected from the group consisting of the compounds indicated by formulas (1) to (4) (in formulas (1) to (4), either one of R1 and R2 represents an alkyl group, an aromatic hydrocarbon group having an alkyl group or a heterocyclic group having an alkyl group, and the other represents a hydrogen atom, an aromatic hydrocarbon group, a heterocyclic group or a substituent represented by formula (5) (in formula (5), R3 represents an aromatic hydrocarbon group or a heterocyclic group)) can form an organic thin film which is homogeneous over a large area, and an organic semiconductor device including the organic thin film is capable of exhibiting high mobility.

  在本发明中，一种由两种噻吩噻吩化合物组成的组合物，这两种噻吩噻吩化合物选自由式(1)至(4)（在式(1)至(4)中，R1和R2之一代表烷基、具有烷基的芳香烃基团或具有烷基的杂环基团，另一个代表氢原子、式（5）代表的取代基（式（5）中，R3 代表芳香烃基团或杂环基团））可形成大面积均匀的有机薄膜，包括该有机薄膜的有机半导体器件可显示出高迁移率。
• Organic semiconductor composition, organic thin film comprising same, and use thereof
  申请人：NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY

  公开号：US11198698B2

  公开（公告）日：2021-12-14

  In the present invention, a composition comprising two types of thienothiophene compounds selected from the group consisting of the compounds indicated by formulas (1) to (4) (in formulas (1) to (4), either one of R1 and R2 represents an alkyl group, an aromatic hydrocarbon group having an alkyl group or a heterocyclic group having an alkyl group, and the other represents a hydrogen atom, an aromatic hydrocarbon group, a heterocyclic group or a substituent represented by formula (5) (in formula (5), R3 represents an aromatic hydrocarbon group or a heterocyclic group)) can form an organic thin film which is homogeneous over a large area, and an organic semiconductor device including the organic thin film is capable of exhibiting high mobility.

  在本发明中，一种包含两种类型的吩噻嗪化合物的组合物，所述化合物选自由以下化合物组成的组，所述化合物由公式（1）至（4）表示（在公式（1）至（4）中，R1和R2中的一个代表烷基、含烷基的芳香烃或含烷基的杂环基团，另一个代表氢原子、芳香烃基、杂环基或由公式（5）表示的取代基（在公式（5）中，R3代表芳香烃基或杂环基）），该组合物能够形成在大面积上均一的有机薄膜，包含所述有机薄膜的有机半导体器件能够表现出高迁移率。