poly(3-acetyl-2,5-dithienylpyrrole) | 124847-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: poly(3-acetyl-2,5-dithienylpyrrole)
• 英文别名: 3-acetyl-2,5-dithienylpyrrole；1-(2,5-dithiophen-2-yl-1H-pyrrol-3-yl)ethanone
• CAS: 124847-36-5
• 化学式: C₁₄H₁₁NOS₂
• 分子量: 273.379
• InChiKey: YNYOUMFFOLPJLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二(2-噻吩)-1H-吡咯 在 乙酸酐 、 trifluoroborane diethyl ether 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 以93 mg (68%)的产率得到poly(3-acetyl-2,5-dithienylpyrrole)
  参考文献：
  名称：

  Dithiophenylpyrrole derivative monomers for preparing semi-conducting

  摘要：

  本发明涉及一系列涉及2,5-二噻吩基吡咯（2,5-DTP）的创新亲电取代反应。更具体地说，这些反应用于合成用于制备功能化导电有机聚合物的单体。本发明中的亲电取代反应在无需使用N-1吡咯阻断基的条件下完成，以在吡咯C-3位置上直接反应。这是因为2,5-二噻吩基团的立体位阻止了N-酰化，因此直接与吡咯C-3位置的亲电试剂发生反应。所选择的反应条件还表现出比先前文献中建议的基本反应条件更高的对吡咯3-位置进行官能团化的区域选择性。这一结果可以通过激活吡咯3-位置对亲电取代进行解释。这归因于2,5-二噻吩基团的电子给予共振贡献。还发现了其他有利的反应条件，根据酸性催化剂的量，这些条件优先引导亲电取代反应在吡咯或噻吩基团上进行。

  公开号：

  US05021586A1

文献信息

• Substituted bithiophenes and dithienylpyrroles
  申请人：Miles Inc.

  公开号：US05210217A1

  公开（公告）日：1993-05-11

  Electrically conducting homo- and/or copolymers and/or tripolymers can be produced from novel monomers, such as a 3-substituted 2,5-di(2-thienyl)pyrrole. The polymers exhibit unexpectedly high stability and conductivities, and can be functionalized, such as with an enzyme, like glucose oxidase, or an ion-specific binding site, like a crown ether, or an antigen, without adversely affecting the conductivity of the polymer. The functionalized, conducting polymer can be used in a diagnostic device to determine the presence and concentration of a specific analyte in a liquid medium. For example, the presence and concentration of glucose is determined by measuring the conductivity change in the polymer caused by the vibrational excitation induced in the enzyme, glucose oxidase, from its reaction with the glucose and/or by measuring a secondary effect of the enzyme/substrate reaction, such as the change in the conductivity of the conducting polymer caused by the generation of hydrogen peroxide during the glucose-glucose oxidase reaction.

  可以从新型单体（例如3-取代的2,5-二(2-噻吩基)吡咯）生产具有高稳定性和导电性的导电同聚物和/或共聚物和/或三聚物。这些聚合物表现出意外的高稳定性和导电性，并且可以进行功能化，例如与酶（如葡萄糖氧化酶）、离子特异性结合位点（如冠醚）或抗原等结合，而不会对聚合物的导电性产生不利影响。功能化的导电聚合物可以用于诊断设备，以确定液体介质中特定分析物的存在和浓度。例如，通过测量由酶（葡萄糖氧化酶）振动激发引起的聚合物的导电变化，从而确定葡萄糖的存在和浓度，或者通过测量酶/底物反应的次要效应，例如在葡萄糖-葡萄糖氧化酶反应期间由过氧化氢生成引起的导电聚合物的导电性变化。
• USPP034919P2
  申请人：Rietberg Henrik Christiaan Cozijn

  公开号：USPP034919P2

  公开（公告）日：2023-01-17

  A new cultivar of Hebe plant named ‘HL1805002’ that is characterized by its consistently healthy plants with very low susceptibility to leaf spot disease and downy mildew, its strong stems, its flowers that are white in color, and its floriferous blooming habit.

  一种新的Hebe植物品种，命名为“HL1805002”，其特点是植株始终健康，极少受到叶斑病和霜霉病的影响，茎干坚强，花朵为白色，并且开花能力强。
• Semi-conducting oligomers and method relating thereto
  申请人：Miles Inc.

  公开号：US05068355A1

  公开（公告）日：1991-11-26

  The present invention relates to a number of innovative electrophilic substitution reactions involving 2,5-dithienylpyrrole (2,5-DTP). More specifically, these reactions are used in the synthesis of monomers for preparing functionalized conducting organic polymers. The electrophilic substitution reactions in this invention are accomplished under conditions not requiring the use of N-1 pyrrole blocking groups to direct reaction at the pyrrole C-3 position. This is because the steric bulk of the 2,5-dithienyl groups prevent N-acylation and therefore direct reactions with electrophiles at the pyrrole C-3 position. The reaction conditions chosen have also demonstrated a greater regioselectivity towards functionalization at the pyrrole 3-position than the basic reaction conditions suggested in the prior art. This result may be explained by an activation of the pyrrole 3-position towards electrophilic substitution. This is attributed to an electron donating resonance contribution of the 2,5 thienyl groups. Other advantageous reaction conditions have been discovered which direct electrophilic substitution preferentially at the pyrrole or thiophene groups depending upon the amount of acidic catalyst.

  本发明涉及一些创新的亲电取代反应，涉及2,5-二噻吩基吡咯（2,5-DTP）。更具体地说，这些反应用于合成单体，以制备功能化导电有机聚合物。本发明中的亲电取代反应在不需要使用N-1吡咯阻断基来引导在吡咯C-3位置的反应的条件下完成。这是因为2,5-二噻吩基的立体体积防止了N-酰化，因此直接与亲电体在吡咯C-3位置反应。所选择的反应条件还表现出比先前技术建议的基本反应条件更高的对在吡咯3位的官能团化的区域选择性。这个结果可能是由于2,5-噻吩基的电子供体共振贡献激活了吡咯3位对亲电取代的反应。这归因于2,5-噻吩基的电子供体共振贡献。还发现了其他有利的反应条件，可以根据酸性催化剂的数量有选择地将亲电取代引导到吡咯或噻吩基。
• Functionalized conductive polymers and their use in diagnostic devices
  申请人：MILES INC.

  公开号：EP0314009A2

  公开（公告）日：1989-05-03

  Electrically conducting homo- and/or copolymers and/or tripolymers can be produced from novel monomers, such as a 3-substituted 2,5-di(2-thienyl)pyrrole. The polymers exhibit unexpectedly high stability and conductivities, and can be functionalized, such as with an enzyme, like glucose oxidase, or an ion-specific binding site, like a crown ether, or an antigen, without adversely affecting the conductivity of the poly­mer. The functionalized, conducting polymer can be used in a diagnostic device to determine the presence and concentration of a specific analyte in a liquid medium. For example, the presence and concentration of glucose is determined by measuring the conductivity change in the polymer caused by the vibrational excitation induced in the enzyme, glucose oxidase, from its reaction with the glucose and/or by measuring a secondary effect of the enzyme/substrate reaction, such as the change in the conductivity of the conducting polymer caused by the generation of hydrogen peroxide during the glucose-glucose oxidase reac­tion.

  导电均聚物和/或共聚物和/或三聚物可由新型单体（如 3-取代的 2,5-二(2-噻吩基)吡咯）制成。这种聚合物具有出乎意料的高稳定性和导电性，并且可以进行官能化，例如与葡萄糖氧化酶等酶或冠醚等离子特异性结合位点或抗原结合，而不会对聚合物的导电性产生不利影响。功能化导电聚合物可用于诊断设备，以确定液体介质中是否存在特定分析物及其浓度。例如，通过测量葡萄糖氧化酶与葡萄糖反应引起的振动激发所导致的聚合物电导率变化，和/或通过测量酶/底物反应的次级效应，如葡萄糖-葡萄糖氧化酶反应过程中产生的过氧化氢所导致的导电聚合物电导率变化，来确定葡萄糖的存在和浓度。
• US4886625A
  申请人：——

  公开号：US4886625A

  公开（公告）日：1989-12-12