5,5-Difluoro-5,6-dihydro-4H-cyclopenta[b]thiophene-4,6-dione bis(ethylene acetal) | 1014976-58-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-Difluoro-5,6-dihydro-4H-cyclopenta[b]thiophene-4,6-dione bis(ethylene acetal)
• CAS: 1014976-58-9
• 化学式: C₁₁H₁₀F₂O₄S
• 分子量: 276.261
• InChiKey: WXOMMNACRCFIAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5,5-Difluoro-5,6-dihydro-4H-cyclopenta[b]thiophene-4,6-dione bis(ethylene acetal) 在 四(三苯基膦)钯 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 25.5h， 生成
  参考文献：
  名称：

  EP2407465

  摘要：

  公开号：
• 作为产物：
  描述：

  cyclopentathiophene-4,6-dione 在 potassium tert-butylate 、 四丁基氢氧化铵 、 Selectfluor 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 5,5-Difluoro-5,6-dihydro-4H-cyclopenta[b]thiophene-4,6-dione bis(ethylene acetal)
  参考文献：
  名称：

  EP2407464

  摘要：

  公开号：

文献信息

• Air-Stable n-Type Organic Field-Effect Transistors Based on Solution-Processable, Electronegative Oligomers Containing Dicyanomethylene-Substituted Cyclopenta[b]thiophene
  作者：Yutaka Ie、Kazufumi Nishida、Makoto Karakawa、Hirokazu Tada、Atsushi Asano、Akinori Saeki、Shu Seki、Yoshio Aso

  DOI：10.1002/chem.201002995

  日期：2011.4.18

  Solution‐processable, electronegative, π‐conjugated systems containing dicyanomethylene‐substituted cyclopenta[b]thiophene were synthesized as potential active materials for air‐stable n‐type organic field‐effect transistors (OFETs). Electrochemical measurements revealed that these compounds exhibited electrochemical stability and that the lowest unoccupied molecular orbital (LUMO) had an energy level

  含有二氰基亚甲基取代的环戊[ b ]噻吩的可溶液处理的，带负电的π共轭体系被合成为空气稳定的n型有机场效应晶体管（OFET）的潜在活性材料。电化学测量表明，这些化合物具有电化学稳定性，最低的未占据分子轨道（LUMO）的能级小于-4.0 eV。进行了快速光解时间分辨的微波电导率（FP-TRMC）测量，确定域内电子迁移率值高达0.1 cm 2  V -1  s -1。OFET是通过旋涂化合物的薄膜作为活性层而制成的。OFET的电子迁移率是3.5×10 -3  cm 2  V -1  s -1在真空中。此外，在空气暴露条件下获得了相同数量级的电子迁移率和稳定的特性。旋涂薄膜的X射线衍射测量表明，分子排列的差异取决于内部共轭单元。晶体结构薄膜的原子力显微镜测量显示出晶粒的形成。空气稳定性的实现归因于低水平LUMO能级和固态分子排列的共同作用，避免了电子载体的猝灭以及氧气和/或水分的侵入。
• CONJUGATED COMPOUND, NITROGENATED CONDENSED-RING COMPOUND, NITROGENATED CONDENSED-RING POLYMER, ORGANIC THIN FILM, AND ORGANIC THIN FILM ELEMENT
  申请人：Osaka University

  公开号：EP2223918A1

  公开（公告）日：2010-09-01

  According to the first invention group there are provided conjugated compounds having two or more groups represented by the following formula (I) or the following formula (II): wherein one of Ar and Ar' represents a C6 or greater divalent aromatic hydrocarbon group and the other represents a C4 or greater divalent heterocyclic group, wherein the groups each may have a substituent, with the proviso that the groups as a whole contain no fluorine atoms, R1 and R2 each independently represent a hydrogen atom, a halogen atom or a monovalent group, and Ar" represents a trivalent aromatic hydrocarbon or trivalent heterocyclic group; when the conjugated compound has two or more groups represented by formula (I), the portion excluding these groups contain no fluorine atoms. According to the second group of the present invention there are provided nitrogen-containing fused-ring compounds represented by the following formula (α-I): in formula (α-I), R21 and R22 each independently represent a hydrogen atom, a halogen atom or an optionally substituted monovalent group, and Z21 and Z22 , each independently represent any one of the groups represented by the following formulas (α-i)-(α-ix); wherein R23, R24, R25 and R26 each independently represent a hydrogen atom, a halogen atom or a monovalent group, and R23 and R24 may bond together to form a ring, the left side and the right side of the group represented by formula (α-viii) may be interchanged.

  根据第一发明组，提供了具有两个或两个以上由下式（I）或下式（II）代表的基团的共轭化合物： 其中Ar和Ar'中的一个代表C6或更高的二价芳香烃基团，另一个代表C4或更高的二价杂环基团，其中各基团可有一个取代基，但各基团整体上不含氟原子，R1和R2各自独立地代表氢原子、卤素原子或一价基团，Ar "代表三价芳香烃或三价杂环基团；当共轭化合物具有两个或两个以上由式（I）表示的基团时，不包括这些基团的部分不含有氟原子。 根据本发明的第二组，提供了由下式（α-I）代表的含氮熔环化合物： 式(α-I)中，R21 和 R22 各自独立地代表氢原子、卤素原子或任选取代的一价基团，Z21 和 Z22 ，各自独立地代表下列式(α-i)-(α-ix)所代表的基团中的任一个； 其中 R23、R24、R25 和 R26 各自独立地代表氢原子、卤素原子或单价基团，且 R23 和 R24 可键合在一起形成环，式 (α-viii) 所代表基团的左侧和右侧可互换。
• EP2223918
  申请人：——

  公开号：——

  公开（公告）日：——
• Electronegative Oligothiophenes Based on Difluorodioxocyclopentene-Annelated Thiophenes:  Synthesis, Properties, and n-Type FET Performances
  作者：Yutaka Ie、Yoshikazu Umemoto、Makoto Okabe、Takahiro Kusunoki、Ken-ichi Nakayama、Yong-Jin Pu、Junji Kido、Hirokazu Tada、Yoshio Aso

  DOI：10.1021/ol7029678

  日期：2008.3.1

  A series of oligothiophenes containing difluorodioxocyclopentene-annelated thiophene units was synthesized, and their electronic properties and structures were investigated by spectroscopic and electrochemical measurements and X-ray analyses. The oligothiophenes having the terminal difluorodioxocyclopentene annelations showed n-type semiconducting behavior on FET devices, and the quaterthiophene revealed field-effect electron mobility as high as 1.3 x 10(-2) cm(2) V-1 s(-1).
• CONJUGATED COMPOUND, AND ORGANIC THIN FILM AND ORGANIC THIN FILM ELEMENT EACH COMPRISING SAME
  申请人：Ie Yutaka

  公开号：US20120049174A1

  公开（公告）日：2012-03-01

  A conjugated compound having a group represented by formula (I) and/or formula (II). [In the formulas, Ar represents an optionally substituted trivalent aromatic hydrocarbon or optionally substituted trivalent heterocyclic group, and A represents hydrogen, a halogen atom or a monovalent group. When multiple A groups are present they may be the same or different, and at least one A represents an electron-withdrawing group. Ar′ represents an optionally substituted C6 or greater divalent aromatic hydrocarbon or optionally substituted C4 or greater divalent heterocyclic group, and R 1 and R 2 are the same or different and each represents hydrogen, a halogen atom or a monovalent group, while A′ represents hydrogen, a halogen atom or a monovalent group. When multiple A′ groups are present they may be the same or different, and at least one A′ represents an electron-withdrawing group.]