2-[2-(Dicyanomethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]propanedinitrile | 24059-16-3

• 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-[2-(Dicyanomethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]propanedinitrile
• CAS: 24059-16-3
• 化学式: C₁₄H₂N₄O₂S₄
• 分子量: 386.459
• InChiKey: SXPHKSMEPFIZKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  237
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[2-(Dicyanomethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]propanedinitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 为溶剂， 反应 5.33h， 生成 2:3,5:6-bis(1,1-dicyanoethylene-2,2-dithiolate)quinone
  参考文献：
  名称：

  Synthesis, Structure, Physical Properties, and Displacement Current Measurement of an n-Type Organic Semiconductor: 2:3,5:6-Bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone

  摘要：

  一种 n 型有机半导体 2:3,5:6-双（1,1-二氰基乙烯-2,2-二硫酸盐）-醌（BDQ）已被成功合成并表征。通过单晶 X 射线晶体学测定的 BDQ 单晶结构表明，BDQ 是一个平面分子，相邻分子之间具有很强的面对面 π-π 堆积（3.40 Å）和 S---S 相互作用（3.66 Å），这可能有利于电荷的有效传输。紫外-可见光谱显示，BDQ 具有高达 550 纳米（2.25 eV）的肩吸收。电化学特性显示，从半波氧化还原电位得到的 BDQ 的 HOMO-LUMO 间隙为 1.92 eV。演示并讨论了基于 BDQ 器件的位移电流测量。

  DOI：

  10.1071/ch12325
• 作为产物：
  描述：

  disodium dimercaptomethylenemalononitrile 、 四氯苯醌 以 N,N-二甲基乙酰胺 、 水 为溶剂， 以52%的产率得到2-[2-(Dicyanomethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]propanedinitrile
  参考文献：
  名称：

  METHOD OF PRODUCING A BISBENZODITHIOL COMPOUND

  摘要：

  一种生产由化学式（1）表示的化合物的方法，包括：允许1,4-苯醌或1,2-苯醌在极性溶剂中与由化学式（2）表示的二硫代氨基甲酸盐化合物发生反应：其中R1和R2各自独立地表示氢原子、烷基、芳基或杂环基，R1和R2可以相同也可以不同，并且可以结合在一起形成环，X表示中性化分子电荷所需的离子，m表示1至2的整数，n表示1至2的整数，M表示氢原子、金属原子或碱的共轭酸，p表示1至4的整数，q表示1至4的整数。

  公开号：

  US20090240067A1

文献信息

• HETEROCYCLIC COMPOUND, ULTRAVIOLET RAY ABSORBENT, AND COMPOSITION COMPRISING THE ULTRAVIOLET RAY ABSORBENT
  申请人：Fujifilm Corporation

  公开号：EP2177524A1

  公开（公告）日：2010-04-21

  A compound represented by formula (I-1): wherein R21, R22, R23 and R24 each independently represent a hydrogen atom or a monovalent substituent, with the proviso that compounds, in which R21, R22, R23 and R24 each are an alkylthio group, are excluded; R21 and R22 and/or R23 and R24 each may bond to each other to form a ring, with the proviso that compounds, in which the formed ring is a dithiol ring or a dithiolane ring, are excluded; R25 and R26 each independently represent a hydrogen atom or a monovalent substituent; X21, X22, X23 and X24 each independently represent a hetero atom; compounds, wherein R21, R22, R23 and R24 each represent a cyan group; X21, X22, X23 and X24 each represent a sulfur atom; and R25 and R26 each represent a hydroxyl group or a hydrogen atom, are excluded; and compounds, wherein R21 and R23 each represent a hydrogen atom; R22 and R24 each represent an arylcarbonyl group; X21, X21, X23 and X24 each represent a sulfur atom; and R25 and R26 each represent a hydroxyl group, are excluded; and an ultraviolet absorbent, which has molecular weight of 10,000 or less and molar extinction coefficient at the maximum absorption wavelength of the ultraviolet absorbent of 80,000 or more.

  式 (I-1) 所代表的化合物： 其中 R21、R22、R23 和 R24 各自独立地代表氢原子或一价取代基，但不包括 R21、R22、R23 和 R24 各自为烷硫基的化合物；R21 和 R22 和/或 R23 和 R24 可相互键合形成环，但不包括所形成的环为二硫醇环或二硫环的化合物； R25和R26各自独立地代表氢原子或单价取代基； X21、X22、X23和X24各自独立地代表杂原子； 化合物，其中 R21、R22、R23 和 R24 各自代表一个氰基；X21、X22、X23 和 X24 各自代表一个硫原子；以及 R25 和 R26 各自代表一个羟基或一个氢原子。 化合物，其中 R21 和 R23 各代表一个氢原子；R22 和 R24 各代表一个芳羰基；X21、X21、X23 和 X24 各代表一个硫原子；以及 R25 和 R26 各代表一个羟基。
• EP2177524
  申请人：——

  公开号：——

  公开（公告）日：——
• MUKAI, TOSIO;YAMASITA, KEHJRO;SUDZUKI, TAKAKI
  作者：MUKAI, TOSIO、YAMASITA, KEHJRO、SUDZUKI, TAKAKI

  DOI：——

  日期：——
• HETEROCYCLIC COMPOUND, ULTRAVIOLET ABSORBENT AND COMPOSITION CONTAINING THE SAME
  申请人：Hanaki Naoyuki

  公开号：US20100210762A1

  公开（公告）日：2010-08-19

  A compound represented by formula (I-1): wherein R 21 , R 22 , R 23 and R 24 each independently represent a hydrogen atom or a monovalent substituent, with the proviso that compounds, in which R 21 , R 22 , R 23 and R 24 each are an alkylthio group, are excluded; R 21 and R 22 and/or R 23 and R 24 each may bond to each other to form a ring, with the proviso that compounds, in which the formed ring is a dithiol ring or a dithiolane ring, are excluded; R 25 and R 26 each independently represent a hydrogen atom or a monovalent substituent; X 21 , X 22 , X 23 and X 24 each independently represent a hetero atom; compounds, wherein R 21 , R 22 , R 23 and R 24 each represent a cyan group; X 21 , X 22 , X 23 and X 24 each represent a sulfur atom; and R 25 and R 26 each represent a hydroxyl group or a hydrogen atom, are excluded; and compounds, wherein R 21 and R 23 each represent a hydrogen atom; R 22 and R 24 each represent an arylcarbonyl group; X 21 , X 22 , X 23 and X 24 each represent a sulfur atom; and R 25 and R 26 each represent a hydroxyl group, are excluded; and an ultraviolet absorbent, which has molecular weight of 10,000 or less and molar extinction coefficient at the maximum absorption wavelength of the ultraviolet absorbent of 80,000 or more.
• OPTICAL FILM AND METHOD FOR PRODUCING THE SAME, POLARIZING PLATE, AND IMAGE DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20190271885A1

  公开（公告）日：2019-09-05

  An optical film has an alignment layer and a retardation layer which is disposed on the alignment layer and formed using a polymerizable liquid crystal composition including a predetermined liquid crystal compound, in which at least one of an acid having the pKa of −10.0 or less or a salt of the acid is included in at least one of the alignment layer or the retardation layer.