4-(((8-bromooctyl)oxy)methyl)-2,2′-bi(1,3-dithiolylidene) | 1417704-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 4-(((8-bromooctyl)oxy)methyl)-2,2′-bi(1,3-dithiolylidene)
• 英文别名: 4-(((8-Bromooctyl)oxy)methyl)-2,2'-bi(1,3-dithiolylidene)；4-(8-bromooctoxymethyl)-2-(1,3-dithiol-2-ylidene)-1,3-dithiole
• CAS: 1417704-53-0
• 化学式: C₁₅H₂₁BrOS₄
• 分子量: 425.499
• InChiKey: CEWBNZCAYNUKJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四硫富瓦烯 在 sodium tetrahydroborate 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 mineral oil 为溶剂， 反应 65.33h， 生成 4-(((8-bromooctyl)oxy)methyl)-2,2′-bi(1,3-dithiolylidene)
  参考文献：
  名称：

  Tetrathiafulvalene (TTF)-Functionalized Thiophene Copolymerized with 3,3‴-Didodecylquaterthiophene: Synthesis, TTF Trapping Activity, and Response to Trinitrotoluene

  摘要：

  We report a synthesis route to a thiophene polymer where the repeat unit consists of 3,3'''-didodecylquaterthiophene (as in PQT12) plus an additional thiophene ring from which other functional groups may be projected. The hydroxymethyl form of this polymer, while only a poor semiconductor in its own right, serves as a vehicle for compatibilizing PQT12 itself with arbitrary functional groups. In this article, we focus on tetrathiafulvalene (TTF) as the functionality. As expected, the TTF group acts as a hole trap, as shown by loss of hole mobility and a surprising negative Seebeck coefficient, but this enables a current-increase response to trinitrotoluene as an analyte and confirms a similar observation we recently reported for a dissolved TTF. Added dopants also fill the trap states, restoring hole mobility and the typical positive Seebeck coefficient.

  DOI：

  10.1021/ma3019365

文献信息

• ELECTRO-CHEMICAL SENSORS, SENSOR ARRAYS AND CIRCUITS
  申请人：The Johns Hopkins University

  公开号：US20130161599A1

  公开（公告）日：2013-06-27

  An electro-chemical sensor includes a first electrode, a second electrode spaced apart from the first electrode, and a semiconductor channel in electrical contact with the first and second electrodes. The semiconductor channel includes a trapping material. The trapping material reduces an ability of the semiconductor channel to conduct a current of charge carriers by trapping at least some of the charge carriers to localized regions within the semiconductor channel. The semiconductor channel includes at least a portion configured to be exposed to an analyte to be detected, and the trapping material, when exposed to the analyte, interacts with the analyte so as to at least partially restore the ability of the semiconductor channel to conduct the current of charge carriers.

  一种电化学传感器包括第一电极、与第一电极间隔的第二电极和与第一和第二电极电接触的半导体通道。半导体通道包括一个捕获材料，该捕获材料通过将至少一些电荷载体捕获到半导体通道内的局部区域来降低半导体通道导电载流子的能力。半导体通道包括至少一部分被配置为暴露于待检测的分析物，并且当暴露于分析物时，捕获材料与分析物相互作用，以至少部分恢复半导体通道导电载流子的能力。
• Electro-chemical sensors, sensor arrays and circuits
  申请人：The Johns Hopkins University

  公开号：US08772764B2

  公开（公告）日：2014-07-08

  An electro-chemical sensor includes a first electrode, a second electrode spaced apart from the first electrode, and a semiconductor channel in electrical contact with the first and second electrodes. The semiconductor channel includes a trapping material. The trapping material reduces an ability of the semiconductor channel to conduct a current of charge carriers by trapping at least some of the charge carriers to localized regions within the semiconductor channel. The semiconductor channel includes at least a portion configured to be exposed to an analyte to be detected, and the trapping material, when exposed to the analyte, interacts with the analyte so as to at least partially restore the ability of the semiconductor channel to conduct the current of charge carriers.

  一种电化学传感器包括第一电极、距离第一电极间隔的第二电极和与第一和第二电极电接触的半导体通道。半导体通道包括一个捕获材料，该捕获材料通过将至少一些电荷载体困住在半导体通道内的局部区域来降低半导体通道传导电荷载体电流的能力。半导体通道包括至少一个部分被配置为暴露于待检测的分析物，当捕获材料暴露于分析物时，与分析物相互作用，以至少部分恢复半导体通道传导电荷载体电流的能力。
• US8772764B2
  申请人：——

  公开号：US8772764B2

  公开（公告）日：2014-07-08
• Tetrathiafulvalene (TTF)-Functionalized Thiophene Copolymerized with 3,3‴-Didodecylquaterthiophene: Synthesis, TTF Trapping Activity, and Response to Trinitrotoluene
  作者：Jasmine Sinha、Stephen J. Lee、Hoyoul Kong、Thomas W. Swift、Howard E. Katz

  DOI：10.1021/ma3019365

  日期：2013.2.12

  We report a synthesis route to a thiophene polymer where the repeat unit consists of 3,3'''-didodecylquaterthiophene (as in PQT12) plus an additional thiophene ring from which other functional groups may be projected. The hydroxymethyl form of this polymer, while only a poor semiconductor in its own right, serves as a vehicle for compatibilizing PQT12 itself with arbitrary functional groups. In this article, we focus on tetrathiafulvalene (TTF) as the functionality. As expected, the TTF group acts as a hole trap, as shown by loss of hole mobility and a surprising negative Seebeck coefficient, but this enables a current-increase response to trinitrotoluene as an analyte and confirms a similar observation we recently reported for a dissolved TTF. Added dopants also fill the trap states, restoring hole mobility and the typical positive Seebeck coefficient.