2,5-Dichloro-7,7,8,8-tetracyanoquinodimethane | 21004-03-5

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 醌二甲烷类
• 英文名称: 2,5-Dichloro-7,7,8,8-tetracyanoquinodimethane
• 英文别名: 2,5-dichloro-tetracyano-p-quinodimethane；2,5-Dichlor-7,7,8,8-tetracyanochinodimethan；2,5-dichloro-7,7,8,8-tetracyano-p-quinodimethane；2-[2,5-Dichloro-4-(dicyanomethylidene)cyclohexa-2,5-dien-1-ylidene]propanedinitrile
• CAS: 21004-03-5
• 化学式: C₁₂H₂Cl₂N₄
• 分子量: 273.081
• InChiKey: RKFBOLDQNZQJQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  305 °C (decomp)
• 沸点：
  83.4±40.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• 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：

  bis(pentamethylcyclopentadienyl)iron(II) 、 2,5-Dichloro-7,7,8,8-tetracyanoquinodimethane 以 乙腈 为溶剂， 生成 decamethylferrocene 2,5-dichloro-7,7,8,8-tetracyano-p-quinodimethane
  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：
• 作为产物：
  描述：

  Dimethyl α,α,α',α'-Tetracyano-2,5-dichlor-p-phenylendiacetat 生成 2,5-Dichloro-7,7,8,8-tetracyanoquinodimethane
  参考文献：
  名称：

  Synthesis of substituted 7,7,8,8-tetracyanoquinodimethanes

  摘要：

  DOI：

  10.1021/jo00909a019

文献信息

• Control of Charge Transfer in a Series of Ru₂^II,II/TCNQ Two-Dimensional Networks by Tuning the Electron Affinity of TCNQ Units: A Route to Synergistic Magnetic/Conducting Materials
  作者：Hitoshi Miyasaka、Natsuko Motokawa、Satoshi Matsunaga、Masahiro Yamashita、Kunihisa Sugimoto、Tatsuya Mori、Naoki Toyota、Kim R. Dunbar

  DOI：10.1021/ja909489s

  日期：2010.2.10

  5+)}] for the 2-D network. Such a charge (or electron) transfer results in magnetic exchange interactions between [Ru(2)] units (S = 1 for [Ru(2)(II,II)] and S = 3/2 for [Ru(2)(II,III)](+)) via TCNQR(x)(*-) S = 1/2 radicals that lead to long-range magnetic ordering in the layer. In the present series, only 5 demonstrated the full electron transfer (1-e(-) transfer) to the mixed-valence state, whereas

  二维（2-D）渔网型网络化合物的同构系列，[Ru(2)(O(2)CCF(3))(4)}(2)(TCNQR(x))] xn( solv) (R(x) = H(4), 1; Br(2), 2; Cl(2), 3; F(2), 4; F(4), 5), 已从反应合成桨轮二钌 (II, II) 络合物 [Ru(2)(II,II)(O(2)CCF(3))(4)] 和中性 TCNQ 衍生物 (TCNQR(x) = 2,3, 5,6- 或 2,5- 卤素取代的 7,7,8,8-四氰基醌二甲烷）在厌氧条件下。为了与1-5进行比较，还合成了相应的Rh化合物1-Rh-5-Rh，它们具有抗磁性和氧化还原活性。根据 TCNQR(x) 的电子亲和势，这与其第一还原电位有关，Ru(2) 系列 (1-5) 具有从 [Ru(2)(II,II) 电荷转移所需的驱动力(O(2)CCF(3))(4)] 到 TCNQR(x)，这会导致
• Langmuir–Blodgett alignment of zwitterionic optically non-linear D–π–A materials
  作者：Geoffrey J. Ashwell、Emma J. C. Dawnay、Andrzej P. Kuczynski、Marek Szablewski、Ian M. Sandy、Martin R. Bryce、Andrew M. Grainger、Masihul Hasan

  DOI：10.1039/ft9908601117

  日期：——

  The synthesis, Langmuir–Blodgett (LB) deposition and charge-transfer spectra of Z-β-(1-alkyl-4-quinolinium)-α-cyano-4-styryldicyanomethanide (R-Q3CNQ where R = C6H13 to C20H41) and four substituted analogues are described. The deposition is Z-type and the properties are dependent upon the hydrophobic chain length. C6H13-Q3CNQ to C14H29-Q3CNQ form green LB films (λmax= 614 ± 4 nm; HWHM = 37 ± 2 nm)

  Z - β-（1-烷基-4-喹啉鎓）-α-氰基-4-苯乙烯基二氰基甲烷（R-Q3CNQ，其中R = C 6 H 13至C的合成，Langmuir-Blodgett（LB）沉积和电荷转移谱描述了20 H 41）和四个取代的类似物。沉积是Z型的，并且性质取决于疏水链的长度。Ç 6 ħ 13 -Q3CNQ至C 14 ħ 29层-Q3CNQ形式绿色LB膜（λ最大= 614±4纳米; HWHM = 37±2纳米），并占据28-34埃2每分子至少为25mN米-1。与此相反，C 15 ħ 31 -Q3CNQ至C 20 ħ 41 -Q3CNQ占据40-50埃2每分子; 它们的薄膜是紫色的，λmax = 565±4 nm，HWHM = 22±1 nm。该变化归因于分子倾斜的变化，该变化导致转变从分子间过程转变为分子内过程。C 16 H 33 -Q3CNQ多层膜表现出很强的二次谐波产生（SHG），强度随LB层数的增加而平方增加。
• A new metal–organic hybrid material with intrinsic resistance-based bistability: monitoring in situ room temperature switching behavior
  作者：Zhongyue Zhang、Hanhua Zhao、Michio M. Matsushita、Kunio Awaga、Kim R. Dunbar

  DOI：10.1039/c3tc31577k

  日期：——

  Two new silver containing materials with TCNQ derivatives were prepared by electrocrystallization. Synchrotron radiation diffraction studies were conducted to determine the structures of the new phases which exhibit unprecedented high room temperature conductivity. The I–V characteristics reveal a room-temperature switching behaviour and memory effect based on intrinsic negative differential resistance (NDR). EPR spectroscopic measurements performed under an applied electric field indicate a g-tensor shift that is correlated to the amplitude of current.

  通过电结晶法制备了两种新的含银材料，并带有TCNQ衍生物。同步辐射衍射研究用于确定新相的结构，这些新相具有前所未有的高室温电导率。I-V特性揭示了基于固有负微分电阻（NDR）的室温开关行为和记忆效应。在外加电场下进行的EPR光谱测量表明，g-张量位移与电流幅度相关。
• ANILINE DERIVATIVE AND USE THEREOF
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP3118190A1

  公开（公告）日：2017-01-18

  An aniline derivative represented by the formula, for instance, has good solubility in organic solvents, and when a thin film comprising such derivative as a charge-transporting substance is used in a hole injection layer, an organic EL element having excellent luminance characteristics can be obtained.

  例如，由式表示的苯胺衍生物在有机溶剂中具有良好的溶解性，当在孔注入层中使用由这种衍生物作为电荷传输物质的薄膜时，可以获得具有优异发光特性的有机 EL 元件。
• CHARGE-TRANSPORTING VARNISH
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP3147960A1

  公开（公告）日：2017-03-29

  A thin film that has high flatness and high charge transport properties and enables an organic EL element to achieve excellent luminance characteristics if applied thereto can be obtained by using a charge-transporting varnish which contains a charge-transporting substance, an organosilane compound that is composed of a polymer prepared in advance by subjecting an alkoxysilane compound to hydrolysis-condensation and having a weight average molecular weight of 500-10,000, and an organic solvent, said alkoxysilane compound containing at least one compound selected from among alkoxysilane compounds represented by formulae (1-1) and (1-2). SiR1(OR2)3 (1-1) SiR12(OR2)2 (1-2) (In the formulae, each R1 independently represents an alkyl group having 1-20 carbon atoms, which is substituted by Z1, or the like; each R2 independently represents an alkyl group having 1-20 carbon atoms, which may be substituted by Z3; and each of Z1 and Z3 represents a halogen atom or the like.)

  通过使用含有电荷传输物质的电荷传输清漆，可以获得一种具有高平整度和高电荷传输特性的薄膜，如果将其应用于有机电致发光元件，可使其获得优异的亮度特性、有机硅烷化合物，该有机硅烷化合物由通过对烷氧基硅烷化合物进行水解-缩合预先制备的聚合物和有机溶剂组成，所述聚合物的平均分子量为 500-10000，所述烷氧基硅烷化合物含有至少一种从式（1-1）和（1-2）所代表的烷氧基硅烷化合物中选出的化合物。SiR1(OR2)3 (1-1) SiR12(OR2)2 (1-2) (在式中，每个 R1 独立地代表具有 1-20 个碳原子的烷基，该烷基被 Z1 或类似物取代；每个 R2 独立地代表具有 1-20 个碳原子的烷基，该烷基可被 Z3 取代；Z1 和 Z3 各自代表卤素原子或类似物)。