2-bromo-3-hexyl-5-methylthiophene | 1195988-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-bromo-3-hexyl-5-methylthiophene
• CAS: 1195988-48-7
• 化学式: C₁₁H₁₇BrS
• 分子量: 261.226
• InChiKey: BZLWDNZPJPAXSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-3-hexyl-5-methylthiophene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 tetraphosphorus decasulfide 、 mercury(II) diacetate 、 碳酸氢钠 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 氯仿 、 环己烷 为溶剂， 反应 11.68h， 生成 4,6-bis(3''-hexyl-5''-methyl-[2,2':5',2''-terthiophen]-5-yl)thieno[3,4-d][1,3]dithiol-2-one
  参考文献：
  名称：

  Electronic, redox and charge transport properties of an unusual hybrid structure: a bis(septithiophene) bridged by a fused tetrathiafulvalene (TTF)

  摘要：

  一种混合四噻吩二烯-寡噻吩化合物已被合成，其中的二烯单元在两侧与一个端封的七噻吩寡聚体熔合。该化合物（1）通过循环伏安法、紫外-可见光谱电化学和X射线晶体学进行了研究。该材料的性质与缺少TTF核心且仅包含一个七噻吩链的半单位（9）进行了比较。在较大分子的情况下，存在多重复杂的氧化还原过程，导致每个分子损失6-8个电子。电荷生成层的飞行时间测量显示最大孔迁移率约为1 × 10⁻⁵ cm² V⁻¹ s⁻¹。

  DOI：

  10.1039/c0jm02293d
• 作为产物：
  描述：

  3-己基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 氯仿 、 环己烷 为溶剂， 反应 0.5h， 生成 2-bromo-3-hexyl-5-methylthiophene
  参考文献：
  名称：

  Electronic, redox and charge transport properties of an unusual hybrid structure: a bis(septithiophene) bridged by a fused tetrathiafulvalene (TTF)

  摘要：

  一种混合四噻吩二烯-寡噻吩化合物已被合成，其中的二烯单元在两侧与一个端封的七噻吩寡聚体熔合。该化合物（1）通过循环伏安法、紫外-可见光谱电化学和X射线晶体学进行了研究。该材料的性质与缺少TTF核心且仅包含一个七噻吩链的半单位（9）进行了比较。在较大分子的情况下，存在多重复杂的氧化还原过程，导致每个分子损失6-8个电子。电荷生成层的飞行时间测量显示最大孔迁移率约为1 × 10⁻⁵ cm² V⁻¹ s⁻¹。

  DOI：

  10.1039/c0jm02293d

文献信息

• Fused H-shaped tetrathiafulvalene–oligothiophenes as charge transport materials for OFETs and OPVs
  作者：Iain A. Wright、Neil J. Findlay、Sasikumar Arumugam、Anto R. Inigo、Alexander L. Kanibolotsky、Pawel Zassowski、Wojciech Domagala、Peter J. Skabara

  DOI：10.1039/c3tc32571g

  日期：——

  Complex multi-redox-active organic semiconductors have been made incorporating tetrathiafulvalene as a fused bridge between oligothiophene chains.

  复杂的多氧化还原活性有机半导体已经制备出来，其中四硫富瓦烯被作为连接寡噻吩链之间的融合桥梁。
• Oxidation of Unsymmetrically Substituted Quaterthiophene with Two Terminal Ferrocenyl Groups
  作者：Masa-aki Sato、Hirokazu Kamine

  DOI：10.1246/cl.2009.924

  日期：2009.9.5

  An unsymmetrically substituted quaterthiophene with two terminal ferrocenyl groups was prepared as a long π-conjugated system. Electrochemical and spectroscopic studies were carried out to evaluate the electronic and/or electrostatic communication between the two terminals. The one-electron oxidation would occur at one ferrocene moiety specified due to the unsymmetry of the oligothiophene moiety. The one-electron oxidizing species extended into the oligothiophene moiety apparently interacts with the other terminal ferrocene moiety.

  制备了具有两个末端二茂铁基的不对称取代的四噻吩作为长π-共轭体系。进行电化学和光谱研究以评估两个终端之间的电子和/或静电通信。由于低聚噻吩部分的不对称性，单电子氧化将发生在指定的一个二茂铁部分。延伸到低聚噻吩部分的单电子氧化物质显然与另一个末端二茂铁部分相互作用。
• METHOD FOR PRODUCING STRUCTURE WHEREIN AROMATIC POLYMER IS BONDED TO BASE, STRUCTURE HAVING AROMATIC POLYMER CHAIN BONDED TO CONDUCTIVE BASE, AND ELECTRONIC DEVICE COMPRISING THE STRUCTURE
  申请人：Tanaka Kenta

  公开号：US20100069603A1

  公开（公告）日：2010-03-18

  Disclosed is a method for efficiently producing a structure wherein an aromatic polymer is bonded to a base. Also disclosed is such a structure wherein the base is electrically conductive. Specifically disclosed is a method for producing a structure, which comprises a step for polycondensing an aromatic compound represented by the formula (I) below in the presence of a polymerization catalyst and a base having a group represented by the formula (II) below. MY n Ar—X  (I) (In the formula (I), Ar represents a divalent group composed of an aromatic ring; X represents a halogen atom or the like; Y represents an oxygen atom, a sulfur atom, an imino group or the like; n represents 0 or 1; and M represents a hydrogen atom, —B(OQ 1 ) 2 (wherein Q 1 represents a hydrogen atom, a hydrocarbon group or the like) or the like.) —Ar a —(X a ) p (II) (In the formula (II), Ar a represents a group having a valence of (p+1) and composed of an aromatic ring; X a represents a halogen atom or a monovalent group expressed as —SO 3 Q a (wherein Q a represents a substituted or unsubstituted hydrocarbon group); p represents an integer not less than 1, and when p is an integer not less than 2, the plurality of X a 's may be the same as or different from each other.)

  公开了一种高效生产芳香族聚合物与基体结合的结构的方法。还公开了这样一种结构，其中基体具有电导性。具体公开了一种生产结构的方法，该方法包括在聚合催化剂和具有以下式子（II）中表示的基团的碱存在下，聚合表示为以下式子（I）的芳香族化合物的步骤。MYnAr—X  (I)（在式（I）中，Ar表示由芳香族环组成的二价基团；X表示卤素原子或类似物；Y表示氧原子、硫原子、亚胺基或类似物；n表示0或1；M表示氢原子，-B（OQ1）2（其中Q1表示氢原子、碳氢基团或类似物）或类似物。）—Ara—（Xa）p（II）（在式（II）中，Ararepresents具有（p+1）价且由芳香族环组成的基团；Xarepresents卤素原子或表示为-SO3Qa的一价基团（其中Qarepresents取代或未取代的碳氢基团）；p表示不小于1的整数，当p为不小于2的整数时，Xa的多个可以相同也可以不同。）
• Low Band-Gap Organic Semiconductor Compounds, and Electronic Devices Including the Same
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP2472625A1

  公开（公告）日：2012-07-04

  An organic semiconductor compound including a structural unit represented by Chemical Formula 1.

  一种有机半导体化合物，包括化学式 1 所代表的结构单元。
• LAMINATED STRUCTURE, METHOD FOR PRODUCING SAME, AND ELECTRONIC ELEMENT COMPRISING SAME
  申请人：Tanaka Kenta

  公开号：US20110177312A1

  公开（公告）日：2011-07-21

  A laminated structure comprising an electrode, a polymer binding layer arranged on the electrode, and an electrically conductive organic material layer arranged on the polymer binding layer, wherein the polymer binding layer comprises an aromatic polymeric compound which has a structure represented by formula (I) [wherein Ar represents a conjugated divalent group which may have a substituent, provided that when there are multiple Ar's, the Ar's may be the same as or different from each other; and n represents an integer of 1 or greater] and has a number average molecular weight of 1×10 3 to 1×10 8 inclusive in terms of polystyrene content, the polymer binding layer is bonded to the electrode via a chemical bond between the aromatic polymeric compound and the surface of the electrode, and an electrically conductive organic material that composes a layer included in the electrically conductive organic material layer and arranged adjacent to the polymer binding layer has a number average molecular weight of 3×10 2 to 1×10 8 inclusive in terms of polystyrene content.