2,5-dihexylthiophene | 128912-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,5-dihexylthiophene
• CAS: 128912-53-8
• 化学式: C₁₆H₂₈S
• 分子量: 252.464
• InChiKey: PZUUDBVPBDXXMG-UHFFFAOYSA-N

物化性质

• 沸点：
  106 °C(Press: 0.1 Torr)
• 密度：
  0.912±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-dihexylthiophene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 2,5-Dihexylthiophene 1,1-dioxide
  参考文献：
  名称：

  海湾取代的苯并卟啉衍生物的相变，光学和光电导性能†

  摘要：

  已经通过一种简便的途径合成了两个在海湾位置被长侧链取代的苯并卟啉衍生物。确认它们在冷却时显示出两个分离的柱状相，即六方柱状相和矩形柱状相。尤其是，电子光谱的温度依赖性显示Q波段分为两个峰，表明存在典型的人字形二聚体。此外，通过稳态和瞬态光电流测量研究了它们的光电导特性。发现两种苯并卟啉在0.1 cm 2 V -1 s -1上均表现出非常快的空穴迁移率 在两个柱状相中，其电荷载流子的产生效率高达2％，这表明它们是用于光电器件的潜在p型有机半导体。

  DOI：

  10.1039/c3tc31855a
• 作为产物：
  描述：

  噻吩 、 溴己烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 2,5-dihexylthiophene
  参考文献：
  名称：

  海湾取代的苯并卟啉衍生物的相变，光学和光电导性能†

  摘要：

  已经通过一种简便的途径合成了两个在海湾位置被长侧链取代的苯并卟啉衍生物。确认它们在冷却时显示出两个分离的柱状相，即六方柱状相和矩形柱状相。尤其是，电子光谱的温度依赖性显示Q波段分为两个峰，表明存在典型的人字形二聚体。此外，通过稳态和瞬态光电流测量研究了它们的光电导特性。发现两种苯并卟啉在0.1 cm 2 V -1 s -1上均表现出非常快的空穴迁移率 在两个柱状相中，其电荷载流子的产生效率高达2％，这表明它们是用于光电器件的潜在p型有机半导体。

  DOI：

  10.1039/c3tc31855a

文献信息

• Catalytic epoxidation of stilbenes with non-peripherally alkyl substituted carbonyl ruthenium phthalocyanine complexes
  作者：Charles A. Enow、Charlene Marais、Barend C.B. Bezuidenhoudt

  DOI：10.1142/s1088424612500459

  日期：2012.4

  A number of novel carbonyl(1,4,8,11,15,18,22,25-octaalkylphthalocyaninato)-ruthenium(II) complexes were prepared by metal insertion with Ru₃(CO)₁₂. The new compounds have been characterized by¹H NMR,¹³C NMR, IR, UV-vis and mass spectroscopy. This study demonstrated that this type of complexes and specifically carbonyl(1,4,8,11,15,18,22,25-octahexylphthalo-cyaninato)ruthenium(II) and carbonyl[1,4,8,11,15,18,22,25-octa(2-cyclohexylethyl)phthalocyaninato]-ruthenium(II), exhibit high catalytic activity and stability in the epoxidation of stilbenes with 2,6-dichloropyridine N-oxide as oxidant.

  通过金属插入 Ru3(CO)12 制备了一些新型羰基（1,4,8,11,15,18,22,25-八烷基酞菁）-钌（II）配合物。新化合物通过 1H NMR、13C NMR、IR、UV-vis 和质谱进行了表征。该研究表明，这类配合物，特别是羰基（1,4,8,11,15,18,22,25-八己基邻苯二甲酰）钌（II）和羰基[1,4,8,11,15,18,22、和羰基[1,4,8,11,15,18,22,25-八（2-环己基乙基）酞氰基]-钌（II）在以 2,6-二氯吡啶 N-氧化物为氧化剂的二苯乙烯环氧化反应中表现出较高的催化活性和稳定性。
• McKeown, Neil B.; Chambrier, Isabelle; Cook, Michael J., Journal of the Chemical Society. Perkin transactions I, 1990, # 4, p. 1169 - 1177
  作者：McKeown, Neil B.、Chambrier, Isabelle、Cook, Michael J.

  DOI：——

  日期：——
• Oligothiophene <i>S</i>,<i>S</i>-Dioxides. Synthesis and Electronic Properties in Relation to the Parent Oligothiophenes
  作者：G. Barbarella、L. Favaretto、G. Sotgiu、M. Zambianchi、L. Antolini、O. Pudova、A. Bongini

  DOI：10.1021/jo980507g

  日期：1998.8.1

  Oligothiophene S,S-dioxides from dimers to pentamers were obtained in good yields by reaction of mono- and dibrominated thiophene S,S-dioxides with the appropriate thienyl stannanes in the presence of Pd(AsPh3)(4) generated in situ. The reaction rate with brominated thiophene S,S-dioxides is greatly accelerated compared to that employing thienyl bromides to obtain the parent oligothiophenes. HF/6-31G* ab initio calculations on 2,2'-bithiophene and the corresponding mono- and bis-S,S-dioxides show that the functionalization of the thienyl sulfur to the S,S-dioxide does not affect the pi,pi* nature of the frontier orbitals, decreases the energy of the LUMO much more than that of the HOMO, increases the degree of planarity of the molecular skeleton, and leads to higher syn anti rotation barriers about the carbon-carbon bond.
• Synthesis, Properties, and Photovoltaic Performances of Donor–Acceptor Copolymers Having Dioxocycloalkene-Annelated Thiophenes As Acceptor Monomer Units
  作者：Yutaka Ie、Jianming Huang、Yasunori Uetani、Makoto Karakawa、Yoshio Aso

  DOI：10.1021/ma300742r

  日期：2012.6.12

  New donor acceptor-type copolymers containing dioxocycloalkene-annelated thiophenes as electron-accepting units have been designed and synthesized for application to p-type organic semiconducting materials in organic photovoltaics. The investigation of their photophysical and electrochemical properties revealed that these copolymers possessed low optical bandgaps (from 1.63 to 1.92 eV) and low-lying HOMO energy levels (from -5.41 to -5.33 eV). Organic field-effect transistor measurements revealed that these copolymers had hole-transporting characteristics with mobilities on the order of 10(-7)-10(-4) cm(2) V-1 s(-1). The bulk-heterojunction photovoltaic devices fabricated from blends of these copolymers with fullerene derivatives as acceptors showed high power conversion efficiencies of up to 4.87%, with an open-circuit voltage of 0.90 V, a short-circuit current of 11.46 mA cm(-2), and a fill factor of 0.48 under air mass 1.5 simulated solar illumination.
• MCKEOWN, NEIL B.;CHAMBRIER, ISABELLE;COOK, MICHAEL J., J. CHEM. SOC. PT 1. PERKIN TRANS.,(1990) N, C. 1169-1177
  作者：MCKEOWN, NEIL B.、CHAMBRIER, ISABELLE、COOK, MICHAEL J.

  DOI：——

  日期：——