6,16-Dibromo-10,20-bis(2-hexyldecyl)-5,15-dithia-10,20-diazapentacyclo[11.7.0.03,11.04,8.014,18]icosa-1(13),2,4(8),6,11,14(18),16-heptaene-9,19-dione | 1491134-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6,16-Dibromo-10,20-bis(2-hexyldecyl)-5,15-dithia-10,20-diazapentacyclo[11.7.0.03,11.04,8.014,18]icosa-1(13),2,4(8),6,11,14(18),16-heptaene-9,19-dione
• 英文别名: 6,16-dibromo-10,20-bis(2-hexyldecyl)-5,15-dithia-10,20-diazapentacyclo[11.7.0.03,11.04,8.014,18]icosa-1(13),2,4(8),6,11,14(18),16-heptaene-9,19-dione
• CAS: 1491134-61-2
• 化学式: C₄₈H₇₀Br₂N₂O₂S₂
• 分子量: 931.036
• InChiKey: QOQDYPIMKINADR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.8
• 重原子数：
  56
• 可旋转键数：
  28
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-(1,4-phenylene)bis(2-bromothiophene-3-carboxamide) 在 溴 、 sodium acetate 、 palladium diacetate 、 sodium hydride 作用下， 以 氯仿 、 N,N-二甲基乙酰胺 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 20.17h， 生成 6,16-Dibromo-10,20-bis(2-hexyldecyl)-5,15-dithia-10,20-diazapentacyclo[11.7.0.03,11.04,8.014,18]icosa-1(13),2,4(8),6,11,14(18),16-heptaene-9,19-dione
  参考文献：
  名称：

  Novel Thiophene–Phenylene–Thiophene Fused Bislactam-Based Donor–Acceptor Type Conjugate Polymers: Synthesis by Direct Arylation and Properties

  摘要：

  Three new donor acceptor copolymers based on thiophene phenylene thiophene fused bislactam and various donors (3,4-dodecylthiophene, 4,4'-didodecyl-2,2'-bithiophene, and ethylenedioxythiophene) were synthesized, characterized, and used in field-effect transistors. Polycondensation was performed using nonactivated thiophene derivatives by employing palladium-catalyzed direct arylation under phosphine-free conditions. This method is superior to traditional cross-coupling polymerization because it requires fewer synthetic operations and does not employ toxic organometallic intermediates. Regioselective polymers can also be generated by using beta-substituted thiophene derivatives. The studied polymers were tested in a bottom gate top contact thin film transistor (OTFT) architecture. The best electronic performance was shown by polymer P3, with enhanced pi-conjugation due to the appearance of intramolecular attractive interactions.

  DOI：

  10.1021/ma4018907

文献信息

• Novel Thiophene–Phenylene–Thiophene Fused Bislactam-Based Donor–Acceptor Type Conjugate Polymers: Synthesis by Direct Arylation and Properties
  作者：Mithrabinda K. Poduval、Paula Mayorga Burrezo、Juan Casado、J. Teodomiro López Navarrete、Rocío Ponce Ortiz、Tae-Hyun Kim

  DOI：10.1021/ma4018907

  日期：2013.12.10

  Three new donor acceptor copolymers based on thiophene phenylene thiophene fused bislactam and various donors (3,4-dodecylthiophene, 4,4'-didodecyl-2,2'-bithiophene, and ethylenedioxythiophene) were synthesized, characterized, and used in field-effect transistors. Polycondensation was performed using nonactivated thiophene derivatives by employing palladium-catalyzed direct arylation under phosphine-free conditions. This method is superior to traditional cross-coupling polymerization because it requires fewer synthetic operations and does not employ toxic organometallic intermediates. Regioselective polymers can also be generated by using beta-substituted thiophene derivatives. The studied polymers were tested in a bottom gate top contact thin film transistor (OTFT) architecture. The best electronic performance was shown by polymer P3, with enhanced pi-conjugation due to the appearance of intramolecular attractive interactions.