2,5-Dihexylthiophene 1,1-dioxide | 128912-56-1

• 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 1,1-dioxide
• CAS: 128912-56-1
• 化学式: C₁₆H₂₈O₂S
• 分子量: 284.463
• InChiKey: KYMWALYBWORUHD-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C
• 沸点：
  430.8±12.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 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：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-Dihexylthiophene 1,1-dioxide 、 反丁烯二腈 以 氯仿 为溶剂， 反应 18.0h， 以47%的产率得到3,6-dihexylphthalonitrile
  参考文献：
  名称：

  Catalytic epoxidation of stilbenes with non-peripherally alkyl substituted carbonyl ruthenium phthalocyanine complexes

  摘要：

  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。

  DOI：

  10.1142/s1088424612500459
• 作为产物：
  描述：

  2-正己基噻吩 在 正丁基锂 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 生成 2,5-Dihexylthiophene 1,1-dioxide
  参考文献：
  名称：

  Oligothiophene S,S-Dioxides. Synthesis and Electronic Properties in Relation to the Parent Oligothiophenes

  摘要：

  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.

  DOI：

  10.1021/jo980507g

文献信息

• Phase transition, optical and photoconductive properties of bay-substituted benzoporphyrin derivatives
  作者：Xu-Ying Liu、Takayuki Usui、Hiroaki Iino、Jun-ichi Hanna

  DOI：10.1039/c3tc31855a

  日期：——

  Two benzoporphyrin derivatives substituted with long side chains at the bay positions have been synthesized through a facile route. They were confirmed to show two separate columnar phases upon cooling, i.e., a hexagonal columnar phase and a rectangular columnar phase. In particular, the temperature dependence of the electronic spectra revealed that the Q-band split into two peaks, indicating the existence

  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。
• [EN] NEW 3,4-ALKYLENEDIOXYTHIOPHENEDIOXIDE COMPOUNDS AND POLYMERS COMPRISING MONOMERIC UNITS THEREOF<br/>[FR] COMPOSES DE 3,4-ALKYLENEDIOXYTHIOPHENEDIOXYDE, ET POLYMERES COMPRENANT DES UNITES MONOMERES DE CES COMPOSES
  申请人：AGFA GEVAERT

  公开号：WO2004020444A1

  公开（公告）日：2004-03-11

  A 3,4-alkylenedioxythiophenedioxide compound; a polymer comprising monomeric units of at least one 3,4-alkylenedioxy-thiophenedioxide compound; an aqueous dispersion of a polymer comprising monomeric units corresponding to at least one 3,4-alkylenedioxythiophene-dioxide compound and a polyanion; a chemical polymerization process for preparing the aqueous dispersion comprising the steps of: (i) providing a solution of a polyanion; (ii) adding a 3,4-alkylene-dioxythiophenedioxide compound and a thiophene or pyrrole compound to the solution provided in step (i); and (iii) adding an oxidizing or reducing system to the mixture provided in step (ii); a printable paste containing the aqueous dispersion; an electroconductive layer containing the polymer; the use of the electroconductive layer in a light emitting diode; an antistatic layer containing the polymer; and an electroconductive pattern and a process for preparing the electroconductive pattern.

  一种3,4-烷基二氧杂苯并二氧化物化合物；一种聚合物，包含至少一种3,4-烷基二氧杂苯并二氧化物化合物的单体单位；一种水分散体，包含与至少一种3,4-烷基二氧杂苯并二氧化物化合物相对应的单体单位和一个聚阴离子；一种化学聚合过程，用于制备上述水分散体，包括以下步骤：（i）提供聚阴离子的溶液；（ii）将3,4-烷基二氧杂苯并二氧化物化合物和噻吩或吡咯化合物加入到步骤（i）提供的溶液中；（iii）向步骤（ii）提供的混合物中加入氧化或还原系统；一种可打印的浆料，包含上述水分散体；一种含有该聚合物的电导层；将该电导层用于发光二极管；一种含有该聚合物的抗静电层；以及一种制备电导图案的电导图案和制备过程。
• 3,4-alkylenedioxythiophenedioxide compounds and polymers comprising monomeric units thereof
  申请人：AGFA-GEVAERT

  公开号：US20040097741A1

  公开（公告）日：2004-05-20

  A 3,4-alkylenedioxythiophenedioxide compound represented by formula 1 in which: A represents a C 1-5 -alkylene bridge; R represents an optionally substituted C 1-24 -alkyl, C 3-18 -cycloalkyl, C 1-18 -alkoxy or polyethylene oxide group (optionally with at least one substituent selected from the group consisting of an alcohol, amide, ether, ester or sulphonate group) or an optionally substituted aryl group; a polymer comprising monomeric units represented by formula (I); an aqueous dispersion of a polymer comprising monomeric units corresponding to at least one compound according to formula (I) and a polyanion; a chemical polymerization process for preparing the aqueous dispersion comprising the steps of: (i) providing a solution of a polyanion; (ii) adding a compound according to formula (I) and a thiophene or pyrrole compound to the solution provided in step (i); and (iii) adding an oxidizing or reducing system to the mixture provided in step (ii); a printable paste containing the aqueous dispersion; an electroconductive layer containing the polymer; the use of the electroconductive layer in a light emitting diode; an antistatic layer containing the polymer; and an electroconductive pattern and a process for preparing the electroconductive pattern.

  一种 3,4-烷基二氧噻吩二氧化物化合物，由式 1 代表 1 其中A 代表 C 1-5 -烯桥；R 代表任选取代的 C 1-24 -烷基、C 3-18 -环烷基、C 1-18 -烷氧基或聚环氧乙烷基团(可任选具有至少一个选自醇、酰胺、醚、酯或磺酸盐基团组成的组的取代基)或可任选取代的芳基；由式(I)代表的单体单元组成的聚合物；由与至少一种根据式(I)的化合物相对应的单体单元和聚阴离子组成的聚合物的水分散液；制备该水分散液的化学聚合工艺，包括以下步骤：(i) 提供聚阴离子溶液；(ii) 向步骤(i)中提供的溶液中加入根据式(I)的化合物和噻吩或吡咯化合物；(iii) 向步骤(ii)中提供的混合物中加入氧化或还原体系；含有水性分散体的可印刷浆料；含有聚合物的导电层；导电层在发光二极管中的用途；含有聚合物的抗静电层；以及导电图案和制备导电图案的工艺。
• 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：——
• 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：——