11,11,12,12-tetracyano-2,6-anthraquinodimethane | 148239-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 11,11,12,12-tetracyano-2,6-anthraquinodimethane
• 英文别名: 2-[6-(Dicyanomethylidene)anthracen-2-ylidene]propanedinitrile
• CAS: 148239-79-6
• 化学式: C₂₀H₈N₄
• 分子量: 304.31
• InChiKey: YKTVFBGVTZSNNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 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：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  萘并萘并[5,6-Cd:11,12-c'd']二[1,2]二硫杂环戊烯 、 11,11,12,12-tetracyano-2,6-anthraquinodimethane 以 邻二氯苯 为溶剂， 生成
  参考文献：
  名称：

  Syntheses and Properties of 11,11,12,12-Tetracyano-2,6-anthraquinodimethane (TANT) and Its 9,10-Dichloro Derivative as Novel Extensive Electron Acceptors

  摘要：

  标题化合物（TANT）及其9,10-二氯衍生物（TANT-Cl）已被制备为TCNQ和TNAP扩展电子受体系列中的高同系物。基于循环伏安法，TANT的接受能力几乎与TCNQ和TNAP相当，而TANT-Cl由于氯取代基团的引入，其接受能力进一步增强。此外，TANT和TANT-Cl因其广泛蒽醌醌体系，有效地降低了现场库仑斥力。因此，它们作为优异的电子受体，与多种电子供体（主要是TTT类型）形成具有导电性的电荷转移复合物。

  DOI：

  10.1246/bcsj.71.1431
• 作为产物：
  描述：

  2,6-bis(dicyanomethyl)anthracene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以98%的产率得到11,11,12,12-tetracyano-2,6-anthraquinodimethane
  参考文献：
  名称：

  11,11,12,12-Tetracyano-2,6-蒽醌二甲烷（TANT）作为新型广泛的电子受体

  摘要：

  标题化合物被制备成在TCNQ（7,7,8,8-四氰基喹二甲烷）和TNAP（9,9,10,10-四氰基-2,6-萘并醌二甲烷）的广泛共轭系列中的高级同源物；它与TTT（四硫代四氢呋喃）和HMTTeF（六亚甲基四氟富勒瓦烯）的配合物具有高导电性。

  DOI：

  10.1039/c39930000519

文献信息

• 11,11,12,12-Tetracyano-2,6-anthraquinodimethane (TANT) as a novel extensive electron acceptor
  作者：Tetsuya Yanagimoto、Kazuo Takimiya、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1039/c39930000519

  日期：——

  extensively conjugated series of TCNQ (7,7,8,8-tetracyanoquinodimethane) and TNAP (9,9,10,10-tetracyano-2,6-naphthoquinodimethane); its complexes with TTT (tetrathiatetracene) and HMTTeF (hexamethylenetetratellurafulvalene) are electrically highly conductive.

  标题化合物被制备成在TCNQ（7,7,8,8-四氰基喹二甲烷）和TNAP（9,9,10,10-四氰基-2,6-萘并醌二甲烷）的广泛共轭系列中的高级同源物；它与TTT（四硫代四氢呋喃）和HMTTeF（六亚甲基四氟富勒瓦烯）的配合物具有高导电性。
• HYBRID AND/OR COMPLEX MATERIAL, PHOTOELECTRIC CONVERSION MATERIAL, DYE-SENSITIZED SOLAR CELL, DYE-SENSITIZED SOLAR CELL DEVICE, MANUFACTURING METHOD OF PHOTOELECTRIC CONVERSION DEVICE, AND METHOD OF ANALYZING TITANIUM OXIDE CRYSTAL STRUCTURE
  申请人：Segawa Hiroshi

  公开号：US20110011459A1

  公开（公告）日：2011-01-20

  There is provided a hybrid and/or complex material or the like which can realize a high-efficient photoelectric conversion material or the like. One aspect of the present invention lies in a dye-sensitized solar cell device 10 , characterized by including: a first substrate 11 ; a first conductive layer 12 formed on the first substrate; a Pt catalyst layer formed on the first conductive layer; an electrolyte layer 13 formed on the Pt catalyst layer; a dye-adsorbed metal oxide layer 14 formed on the electrolyte layer in which 7,7,8,8-tetracyanoquinodimethane is adsorbed to an anatase type titanium oxide; a second conductive layer 15 formed on the dye-adsorbed metal oxide layer; and a second substrate 16 formed on the second conductive layer. According to this composition above, there is obtained a high-efficient dye-sensitized solar cell device in which light can be converted efficiently over wide wavelengths.
• Syntheses and Properties of 11,11,12,12-Tetracyano-2,6-anthraquinodimethane (TANT) and Its 9,10-Dichloro Derivative as Novel Extensive Electron Acceptors
  作者：Kazuo Takimiya、Tetsuya Yanagimoto、Takashi Yamashiro、Fumio Ogura、Tetsuo Otsubo

  DOI：10.1246/bcsj.71.1431

  日期：1998.6

  The title compound (TANT) and its 9,10-dichloro derivative (TANT-Cl) have been prepared as higher homologues in an extended electron-acceptor series of TCNQ and TNAP. On the basis of cyclic voltammetry, the accepting ability of TANT is nearly comparable to those of TCNQ and TNAP, and that of TANT-Cl is further enhanced by the chloro substitutuent groups. In addition, TANT and TANT-Cl show an effective reduction of on-site coulombic repulsion, due to their extensive anthraquinone quinonoid system. They thus behave as superior electron acceptors for forming electrically conductive charge-transfer complexes with various electron donors, mostly of the TTT type.

  标题化合物（TANT）及其9,10-二氯衍生物（TANT-Cl）已被制备为TCNQ和TNAP扩展电子受体系列中的高同系物。基于循环伏安法，TANT的接受能力几乎与TCNQ和TNAP相当，而TANT-Cl由于氯取代基团的引入，其接受能力进一步增强。此外，TANT和TANT-Cl因其广泛蒽醌醌体系，有效地降低了现场库仑斥力。因此，它们作为优异的电子受体，与多种电子供体（主要是TTT类型）形成具有导电性的电荷转移复合物。