2,5-diphenoxy-7,7,8,8-tetracyano-p-quinodimethane | 128190-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-diphenoxy-7,7,8,8-tetracyano-p-quinodimethane
• 英文别名: 2,5-TCNQ(OPh)2；2-[4-(Dicyanomethylidene)-2,5-diphenoxycyclohexa-2,5-dien-1-ylidene]propanedinitrile；2-[4-(dicyanomethylidene)-2,5-diphenoxycyclohexa-2,5-dien-1-ylidene]propanedinitrile
• CAS: 128190-51-2
• 化学式: C₂₄H₁₂N₄O₂
• 分子量: 388.385
• InChiKey: PCXICUOCONETOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(pentamethylcyclopentadienyl)iron(II) 、 2,5-diphenoxy-7,7,8,8-tetracyano-p-quinodimethane 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Miller, Joel S.; Calabrese, Joseph C.; Harlow, Richard L., Journal of the American Chemical Society, 1990, vol. 112, # 14, p. 5496 - 5506

  摘要：

  DOI：

文献信息

• MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP2000456A9

  公开（公告）日：2009-04-08

  A material for an organic electroluminescent device inclusing a quinone derivative represented by the following formula (1), (2) or (3): wherein R1 to R16 are each a hydrogen atom, a halogen atom, a cyano group, an alkoxy group, a substituted or unsubstituted aryloxy group, an alkyl group, a fluoroalkyl group, an aryl group or a heterocyclic group; provided that at least one of R1 to R4, at least one of R5 to R10 or at least one of R11 to R16 is an aryloxy group; and X is a substituent represented by any one of the following formulas (a) to (f): wherein R17 to R19 are a hydrogen atom, an alkyl group, or aryl group; and R18 and R19 may be bonded together to form a ring.

  有机电致发光设备的材料，包括由以下公式（1）、（2）或（3）表示的醌衍生物： 其中R1至R16分别是氢原子、卤素原子、氰基、烷氧基、取代或未取代的芳氧基、烷基、氟代烷基、芳基或杂环基；前提是至少R1至R4中的一个，至少R5至R10中的一个或至少R11至R16中的一个为芳氧基；X是表示以下公式（a）至（f）之一的取代基： 其中R17至R19是氢原子、烷基或芳基；R18和R19可以相互键合形成一个环。
• Vanadium 7,7,8,8-Tetracyano-<i>p</i>-quinodimethane (V[TCNQ]₂)-Based Magnets
  作者：Elaine B. Vickers、Trent D. Selby、Matthew S. Thorum、Michelle L. Taliaferro、Joel S. Miller

  DOI：10.1021/ic049552z

  日期：2004.10.1

  A new family of molecule-based magnets of general formula V[TCNQR(2)](2)(.)zCH(2)Cl(2) has been synthesized and characterized (TCNQ = 7,7,8,8-tetracyano-p-quinodimethane; R = H, Br, Me, Et, i-Pr, OMe, OEt, and OPh). In addition, solid solutions of V[TCNQ](x)[TCNQ(OEt)(2)](2-x)(.)zCH(2)Cl(2) composition have been prepared. Except R = Br, magnetic ordering was observed for all materials, with T-c values between 7.5 K (R = Me) and 106 K (R = OEt), with R = H at 52 K. The substitution of electron-donating OMe and OEt groups for H in TCNQ increased T-c, whereas the substitution of less electron-donating alkyl groups (with respect to alkoxy groups) decreased T-c. The results of MO calculations indicate that neither the spin nor charge densities of the disubstituted TCNQs are sufficiently different to explain the wide range of critical temperatures. Although the structures of the amorphous materials are not known, it is proposed that the oxygen atom of the [TCNQR(2)](.-) acceptor (R = OMe and OEt) and the V(II) interact to form a seven-membered ring. This interaction could stabilize the structure and enhance the magnetic coupling, leading to an increased T-c. The magnetic properties of V[TCNQ](x)[TCNQ(OEt)(2)](2-x)(.)zCH(2)Cl(2) deviated from the expected linear relationship with respect to x, exhibiting magnetic behavior more characteristic of a step function in a plot of T-c versus x.