2,5-dibromo-3-(butylsulfanyl)thiophene | 161405-99-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,5-dibromo-3-(butylsulfanyl)thiophene
• 英文别名: 2,5-Dibromo-3-(butylsulfanyl)thiophene；2,5-dibromo-3-butylsulfanylthiophene
• CAS: 161405-99-8
• 化学式: C₈H₁₀Br₂S₂
• 分子量: 330.107
• InChiKey: WDVPDMTVKNPUKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  3,4-乙烯二氧噻吩 、 2,5-dibromo-3-(butylsulfanyl)thiophene 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 正丁基锂 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 39.0h， 以60%的产率得到2,5-bis[(3,4-ethylenedioxy)thien-2-yl]-3-(butylsulfanyl)thiophene
  参考文献：
  名称：

  2,5-双[（3,4-乙二氧基）噻吩-2-基] -3-取代的噻吩的合成。

  摘要：

  [反应：参见正文] 2，5-双[（3,4-乙二氧基）噻吩-2-基] -3-取代的噻吩单体的合成提供了具有蓝色发射特性且量子产率为3-5％的化合物。循环伏安法用于研究此处报道的四种单体的电化学行为。通过重复的电势循环沉积聚合物膜。这些材料被认为可用于光电子器件应用中的定制特性。

  DOI：

  10.1021/ol035071s
• 作为产物：
  描述：

  3-(butylsulfanyl)thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以83%的产率得到2,5-dibromo-3-(butylsulfanyl)thiophene
  参考文献：
  名称：

  Synthesis and characterization of poly[3-(butylthio)thiophene]: a regioregular head-to-tail polymer

  摘要：

  根据小林的方法，聚[3-(丁基硫代)噻吩]由2,5-二溴-3-(丁基硫代)噻吩获得。该聚合物的特征是具有头对尾（HT）的规整连接，具有显著的扩展共轭长度和光学特性，如溶剂色性和光致发光。该聚合物可溶于常见的有机溶剂，并易于形成薄膜。

  DOI：

  10.1039/a606771i

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.