2-bromo-3-(dodecylsulfanyl)thiophene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-bromo-3-(dodecylsulfanyl)thiophene
• 英文别名: 2-Bromo-3-dodecylsulfanylthiophene；2-bromo-3-dodecylsulfanylthiophene
• 化学式: C₁₆H₂₇BrS₂
• 分子量: 363.426
• InChiKey: JQUUGPSJTSRCLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(dodecylsulfanyl)thiophene 在 potassium fluoride 、 二(氰基苯)二氯化钯 、 silver nitrate 作用下， 以 二甲基亚砜 为溶剂， 以75%的产率得到5,5'-Dibromo-4,4'-bis(dodecylthio)-2,2'-bithiophene
  参考文献：
  名称：

  改性（双十二烷基四噻吩）结构的高和主要非离子电导率与匹配的掺杂剂

  摘要：

  通过修饰聚（双十二烷基四噻吩）（PQT12）以增加p型掺杂剂的氧化性，合成了四种p型聚合物。将硫原子插入噻吩环和十二烷基链之间，和/或将3,4-乙二氧基附加到PQT12的噻吩环上。掺杂有NOBF4的PQTS12（在侧链中带有硫）显示出350 S cm –1的电导率，这是由掺杂剂-聚合物溶液制成的薄膜中报告的最高非离子电导率。掺杂四氟四氰基喹二甲烷（F4TCNQ）的PDTDE12（在噻吩环上带有3,4-乙二氧基）显示出140 S cm –1的电导率。。聚合物和掺杂剂的反向组合以及使用同时具有硫和乙二氧基改性的聚合物的配方显示出较低的电导率。电导率在空气中稳定，没有与PEDOT：PSS相关的外在离子贡献，后者无法支持持续的电流或热电电压。高效的电荷转移，更紧密的π-π堆积以及强大的分子间耦合是导致电导率的原因。非瞬态塞贝克系数和电导率的值与具有这些纯空穴电导率水平的材料的经验模型一致。与通过将

  DOI：

  10.1021/jacs.7b05300
• 作为产物：
  描述：

  3-Dodecylsulfanyl-thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 2-bromo-3-(dodecylsulfanyl)thiophene
  参考文献：
  名称：

  改性（双十二烷基四噻吩）结构的高和主要非离子电导率与匹配的掺杂剂

  摘要：

  通过修饰聚（双十二烷基四噻吩）（PQT12）以增加p型掺杂剂的氧化性，合成了四种p型聚合物。将硫原子插入噻吩环和十二烷基链之间，和/或将3,4-乙二氧基附加到PQT12的噻吩环上。掺杂有NOBF4的PQTS12（在侧链中带有硫）显示出350 S cm –1的电导率，这是由掺杂剂-聚合物溶液制成的薄膜中报告的最高非离子电导率。掺杂四氟四氰基喹二甲烷（F4TCNQ）的PDTDE12（在噻吩环上带有3,4-乙二氧基）显示出140 S cm –1的电导率。。聚合物和掺杂剂的反向组合以及使用同时具有硫和乙二氧基改性的聚合物的配方显示出较低的电导率。电导率在空气中稳定，没有与PEDOT：PSS相关的外在离子贡献，后者无法支持持续的电流或热电电压。高效的电荷转移，更紧密的π-π堆积以及强大的分子间耦合是导致电导率的原因。非瞬态塞贝克系数和电导率的值与具有这些纯空穴电导率水平的材料的经验模型一致。与通过将

  DOI：

  10.1021/jacs.7b05300

文献信息

• Composition and method for forming electroactive coating comprising conjugated heteroaromatic polymer, capacitor and antistatic object comprising the electroactive coating, and solid electrolytic capacitor and method for fabricating the same
  申请人：PolyM technology corporation

  公开号：US10475592B2

  公开（公告）日：2019-11-12

  A composition for forming an electroactive coating is described, including an acid as a polymerization catalyst, at least one functional component, and at least one compound of formula (1) as a monomer: wherein X is selected from S, O, Se, Te, PR2 and NR2, Y is hydrogen (H) or a precursor of a good leaving group Y− whose conjugate acid (HY) has a pKa of less than 30, Z is hydrogen (H), silyl, or a good leaving group whose conjugate acid (HY) has a pKa of less than 30, b is 0, 1 or 2, each R1 is a substituent, and the at least one compound of formula (1) includes at least one compound of formula (1) with Z=H and Y≠H.

  描述了一种用于形成电活性涂层的组合物，包括一种作为聚合催化剂的酸、至少一种功能性成分和至少一种作为单体的式 (1) 化合物： 其中 X 选自 S、O、Se、Te、PR2 和 NR2，Y 是氢（H）或共轭酸（HY）的 pKa 小于 30 的良好离去基团 Y- 的前体，Z 是氢（H）、硅烷基、或其共轭酸 (HY) 的 pKa 小于 30 的良好离去基团，b 为 0、1 或 2，每个 R1 为取代基，且至少一种式 (1) 化合物包括至少一种 Z=H 且 Y≠H 的式 (1) 化合物。
• Conjugated heteroaromatic homopolymer and copolymer, and applications thereof
  申请人：PolyM technology corporation

  公开号：US10538633B2

  公开（公告）日：2020-01-21

  A method for forming a conjugated heteroaromatic polymer is described, wherein at least one compound of formula (1) is polymerized using an acid as a catalyst, wherein X is selected from S, O, Se, Te, PR2 and NR2, Y is hydrogen (H) or a precursor of a good leaving group Y− whose conjugate acid (HY) has a pKa of less than 30, Z is hydrogen (H), silyl, or a good leaving group whose conjugate acid (HY) has a pKa of less than 30, b is 0, 1 or 2, each R1 is a substituent, and the at least one compound of formula (1) being polymerized includes at least one compound of formula (1) with Z═H and Y≠H.

  描述了一种形成共轭杂芳香族聚合物的方法，其中至少一种式 (1) 化合物使用酸作为催化剂进行聚合、 其中 X 选自 S、O、Se、Te、PR2 和 NR2，Y 是氢（H）或共轭酸（HY）的 pKa 小于 30 的良好离去基团 Y- 的前体，Z 是氢（H）、硅烷基、或其共轭酸 (HY) 的 pKa 小于 30 的良好离去基团，b 为 0、1 或 2，每个 R1 为取代基，且被聚合的至少一种式 (1) 化合物包括 Z═H 和 Y≠H 的至少一种式 (1) 化合物。
• METHOD FOR FORMING CONJUGATED HETEROAROMATIC HOMOPOLYMER AND COPOLYMER, AND PRODUCTS THEREOF
  申请人：Han Chien-Chung

  公开号：US20140121326A1

  公开（公告）日：2014-05-01

  A method for forming a conjugated heteroaromatic polymer is described, wherein at least one compound of formula (1) is polymerized using an acid as a catalyst, wherein X is selected from S, O, Se, Te, PR 2 and NR 2 , Y is hydrogen (H) or a precursor of a good leaving group Y − whose conjugate acid (HY) has a pK a of less than 30, Z is hydrogen (H), silyl, or a good leaving group whose conjugate acid (HY) has a pK a of less than 30, b is 0, 1 or 2, each R 1 is a substituent, and the at least one compound of formula (1) being polymerized includes at least one compound of formula (1) with Z═H and Y≠H.
• COMPOSITION AND METHOD FOR FORMING ELECTROACTIVE COATING COMPRISING CONJUGATED HETEROAROMATIC POLYMER, CAPACITOR AND ANTISTATIC OBJECT COMPRISING THE ELECTROACTIVE COATING, AND SOLID ELECTROLYTIC CAPACITOR AND METHOD FOR FABRICATING THE SAME
  申请人：National Tsing Hua University

  公开号：US20140293514A1

  公开（公告）日：2014-10-02

  A composition for forming an electroactive coating is described, including an acid as a polymerization catalyst, at least one functional component, and at least one compound of formula (1) as a monomer: wherein X is selected from S, O, Se, Te, PR 2 and NR 2 , Y is hydrogen (H) or a precursor of a good leaving group Y − whose conjugate acid (HY) has a pK a of less than 30, Z is hydrogen (H), silyl, or a good leaving group whose conjugate acid (HY) has a pK a of less than 30, b is 0, 1 or 2, each R 1 is a substituent, and the at least one compound of formula (1) includes at least one compound of formula (1) with Z=H and Y≠H.
• COMPOSITION AND METHOD FOR FORMING ELECTROACTIVE POLYMER SOLUTION OR COATING COMPRISING CONJUGATED HETEROAROMATIC POLYMER, ELECTROACTIVE POLYMER SOLUTION, CAPACITOR AND ANTISTATIC OBJECT COMPRISING THE ELECTROACTIVE COATING, AND SOLID ELECTROLYTIC CAPACITOR AND METHOD FOR FABRICATING THE SAME
  申请人：National Tsing Hua University

  公开号：US20150029641A1

  公开（公告）日：2015-01-29

  A composition for forming an electroactive coating is described, including an acid as a polymerization catalyst, at least one functional component, and at least one compound of formula (1) as a monomer: wherein X is selected from S, O, Se, Te, PR 2 and NR 2 , Y is hydrogen (H) or a precursor of a good leaving group Y − whose conjugate acid (HY) has a pK a of less than 30, Z is hydrogen (H), silyl, or a good leaving group whose conjugate acid (HY) has a pK a of less than 30, b is 0, 1 or 2, each R 1 is a substituent, and the at least one compound of formula (1) includes at least one compound of formula (1) with Z=H and Y≠H.