[1,3]二噻唑并[4,5-d]-1,3-二噻唑,2,5-二(1,3-二硫醇-2-亚基)- | 152588-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 中文名称: [1,3]二噻唑并[4,5-d]-1,3-二噻唑,2,5-二(1,3-二硫醇-2-亚基)-
• 英文名称: 2,5-bis(1',3'-dithiol-2'-ylidene)-1,3,4,6-tetrathiapentalene
• 英文别名: 2,5-bis(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene；BDT-TTP；2,5-Bis(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiole
• CAS: 152588-53-9
• 化学式: C₁₀H₄S₈
• 分子量: 380.67
• InChiKey: SGABKDRAHWQXDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  416.9±45.0 °C(Predicted)
• 密度：
  1.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.0
• 拓扑面积：
  202
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [1,3]二噻唑并[4,5-d]-1,3-二噻唑,2,5-二(1,3-二硫醇-2-亚基)- 在 四丁基碘化铵 作用下， 以 乙醇 、 氯苯 为溶剂， 生成 2C₁₀H₄S₈*2C₁₀H₄S₈⁽¹⁺⁾*I^(1-)
  参考文献：
  名称：

  Structural and Electrical Properties of Novel Molecular Conductors Based on Extended-TTF Donors BDT-TTP and I⁻Anions

  摘要：

  为了开发具有新型分子排列的有机导体，研究人员通过电结晶法制备了一些由细长π供体BDT-TTP（2,5-双（1,3-二硫醇-2-亚基）-1,3,4,6-四硫杂戊二烯）和简单的I-阴离子组成的有机导体。 (BDT-TTP)3I晶体具有非常独特的三维供体排列，其中六个BDT-TTP分子在晶体学上是独立的。尽管存在三维分子间短S·S网络，但六个BDT-TTP分子的C=C键长检查表明，电荷分布不均匀，不利于形成金属带。电阻率测量表明该系统是一种具有极小激活能的半导体。另一方面，针状晶体具有β型供体排列和2：1的化学计量比。β-(BDT-TTP)2I晶体在2 K以下仍保持金属态。尽管通过紧密束缚带计算获得了开放的费米表面，但电子结构具有相当强的二维性。

  DOI：

  10.1246/bcsj.76.97
• 作为产物：
  描述：

  5-[1,3]Dithiol-2-ylidene-[1,3]dithiolo[4,5-d][1,3]dithiol-2-one 在 lithium bromide 、 三甲氧基磷 作用下， 以 六甲基磷酰三胺 、 甲苯 为溶剂， 生成 [1,3]二噻唑并[4,5-d]-1,3-二噻唑,2,5-二(1,3-二硫醇-2-亚基)-
  参考文献：
  名称：

  2,5-Bis(1',3'-dithiol-2'-ylidene)-1,3,4,6-tetrathiapentalene 及其相关的不对称供体

  摘要：

  制备了标题化合物(1a)及其相关的不对称衍生物作为有机导体的新供体，并研究了1a的电化学性质和晶体结构。使用它们的几种电荷转移复合物和阳离子自由基盐显示出金属温度依赖性的电导率低至约 。100K。

  DOI：

  10.1246/cl.1993.1337

文献信息

• Synthesis of bis-fused tetrathiafulvalene with mono- and dicarboxylic acids
  作者：Takeshi Terauchi、Yuka Kobayashi、Yohji Misaki

  DOI：10.1016/j.tetlet.2012.04.064

  日期：2012.6

  Bis-fused tetrathiafulvalenes with mono- and dicarboxylic acids, 2-5-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-ylidene}-1,3-dithiole-4-carboxylic acid (1) and 2-5-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-ylidene}-1,3-dithiole-4,5-dicarboxylic acid (2) have been synthesized. The electronic structure of 1 and 2 was examined from their optical absorption spectra and

  具有单和二羧酸，2- 5-（1,3-二硫醇-2-亚烷基）- [1,3]二硫代[4,5- d ] [1,3]二硫醇-2-的双融合四硫富瓦烯亚基} -1,3-二硫代-4-羧酸（1）和2- 5-（1,3-二硫代-2-亚烷基）-[1,3]二硫代[4,5- d ] [1，合成了3]二硫醇-2-亚烷基} -1，3-二硫醇-4，5-二羧酸（2）。从其1和2的电子吸收光谱和使用密度泛函计算来检查其电子结构。
• BDT-TTP-Based π Conductors Containing Divalent Magnetic and Non-Magnetic Inorganic Anions, [M^IICl₄]²⁻(M = Co, Mn, Zn)
  作者：Tetsuro Kusamoto、Emiko Fujiwara、Akiko Kobayashi、Hengbo Cui、Takeo Otsuka、Yoshinori Okano、Hideki Fujiwara、Hayao Kobayashi

  DOI：10.1246/bcsj.79.527

  日期：2006.4

  Three BDT-TTP [2,5-bis(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene] salts, (BDT-TTP)3[MIICl4](EtOH)x (M = Co, Mn, and Zn; x ≈ 1.0) were prepared. These salts are almost isostructural to one another. The crystals are composed of BDT-TTP columns, “BDT-TTP tapes” that occupy the interstitial positions between BDT-TTP columns, [MIICl4]2− anions and the crystal solvents, respectively. These salts showed weakly metallic conducting behavior down to about 150 K. At low temperature, the resistivities increased gradually with decreasing temperature, but the systems retained fairly high conductivities even at around 30 K. The [ZnIICl4]2− salt indicated temperature independent paramagnetism down to low temperature. While the susceptibilities of the [CoIICl4]2− and [MnIICl4]2− salts showed the coexistence of π conduction electrons and localized high-spins of the magnetic CoII and MnII atoms, no significant π–d interaction was observed. Band structure calculations were performed with taking account of the possibility of inhomogeneous distribution of π electrons over the crystallographically independent three BDT-TTP molecules. The system has wide and narrow one-dimensional bands that originate from BDT-TTP columns and tapes, respectively. However, due to the interaction between BDT-TTP columns and tapes, the system gave a unique two-dimensional electronic band. The calculated energy dispersion curves were consistent with the weakly metallic behavior of the systems.

  制备了三种 BDT-TTP [2,5-双（1,3-二硫醇-2-亚基）-1,3,4,6-四硫杂戊烯] 盐 (BDT-TTP)3[MIICl4](EtOH)x（M = Co、Mn 和 Zn；x ≈ 1.0）。这些盐几乎彼此同构。晶体分别由 BDT-TTP 柱、占据 BDT-TTP 柱间隙位置的 "BDT-TTP 带"、[MIICl4]2- 阴离子和晶体溶剂组成。在低温条件下，电阻率随温度的降低而逐渐增大，但即使在 30 K 左右，这些体系仍保持了相当高的导电率。CoIICl4]2-盐和[MnIICl4]2-盐的磁感应强度表明π传导电子与磁性 CoII 原子和 MnII 原子的局部高自旋共存，但没有观察到明显的π-d 相互作用。在进行带状结构计算时，考虑到了π电子在晶体学上独立的三个 BDT-TTP 分子上分布不均匀的可能性。该系统的一维宽带和窄带分别来自 BDT-TTP 柱和带。然而，由于 BDT-TTP 柱和带之间的相互作用，该体系产生了独特的二维电子带。计算得出的能量弥散曲线与系统的弱金属行为一致。
• Organic Transparent Electrode, Method for Producing Organic Transparent Electrode, Touch Panel, Display, Organic Metal, Method for Producing Organic Metal, Compound or Salt Thereof, Electric Wire and Electronic Device
  申请人：National Institute for Materials Science

  公开号：US20150005511A1

  公开（公告）日：2015-01-01

  Provided are a compound capable of becoming an organic transparent electrode, etc. One aspect of the present invention relates to an organic transparent electrode, which is configured from an organic molecule having a Brønsted acid functional group, electron-donating properties, and a π-conjugated plane, characterized by being self-assembled. Another aspect of the present invention relates to the organic transparent electrode characterized in that the Brønsted acid functional group is one member selected from among a carboxylic acid functional group, a sulfonic acid functional group, a phosphonic acid functional group and a thiophosphonic acid functional group.

  提供了一种能够成为有机透明电极的化合物等。本发明的一个方面涉及一种有机透明电极，该电极由具有Brønsted酸官能团、电子给予性和π-共轭平面的有机分子构成，其特征在于自组装。本发明的另一个方面涉及所述有机透明电极，其特征在于Brønsted酸官能团为从羧酸官能团、磺酸官能团、膦酸官能团和硫代膦酸官能团中选择的一种。
• Structural, Electrical, and Magnetic Properties of a Series of Molecular Conductors Based on BDT-TTP and Lanthanoid Nitrate Complex Anions (BDT-TTP = 2,5-Bis(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene)
  作者：Hengbo Cui、Takeo Otsuka、Akiko Kobayashi、Naoya Takeda、Masayasu Ishikawa、Yohji Misaki、Hayao Kobayashi

  DOI：10.1021/ic034459g

  日期：2003.9.1

  (THETAV;(Ho) = -15 K). A Weiss temperature (THETAV;(Tm) = -8 K) was also obtained for Tm. The |THETAV;| values of other (BDT-TTP)(5)[Ln(NO(3))(5)] salts and (BDT-TTP)(6)[Ce(NO(3))(6)](C(2)H(5)OH)x(x approximately 3) were as follows: |THETAV;|/K = 4 (Er), < or =2 (Ce, Tb, Dy, Yb). The comparatively strong intermolecular magnetic interaction between Ho(3+) ions, which was suggested by the |THETAV;| value

  基于pi供体分子BDT-TTP（2,5-双（1,3-二硫醇-2-亚烷基）-1,3,4,6-四硫杂戊烯）的一系列新型分子导体的板状晶体）具有四硫杂戊戊烯骨架和硝酸镧系元素络合物阴离子[Ln（NO3）x]（3-x）（Ln = La，Ce（Pr），Tb，Dy，Ho，Er，Tm，Yb，Lu），局部为4f磁矩，是合成的。除Ce络合物外，盐由（BDT-TTP）（5）[Ln（NO（3））（5）]组成，并且具有同构结构。即使Ce晶体的组成不同，（BDT-TTP）（6）[Ce（NO（3））（6）]（C（2）H（5）OH）（x）（）（x约3 ），晶体都具有空间群P（-）1。尽管对Pr盐进行X射线检查不足，但通过初步的X射线检查在这些系统中建议存在两种修饰形式。之前，我们报道了（BDT-TTP）（5）[Ln（NO（3））（5）]（Ln = Sm，Eu，Nd，Gd）的晶体结构和独特的磁性。因此，通过将这项工作的结
• Modulating the Framework Negative Charge Density in the System [BDT−TTP^•⁺]/[Re₆S₅Cl₉¹^-]/[Re₆(S/Se)₆Cl₈²^-]/[Re₆S₇Cl₇³^-]:  Templating by Isosteric Cluster Anions of Identical Symmetry and Shape, Variations of Incommensurate Band Filling, and Electronic Structure in 2D Metals
  作者：Sandrine Perruchas、Kamal Boubekeur、Enric Canadell、Yohji Misaki、Pascale Auban-Senzier、Claude Pasquier、Patrick Batail

  DOI：10.1021/ja074774s

  日期：2008.3.1

  A series of 2D metals, beta-(BDT-TTP)(6)[Re6S5Cl8].(CHCl2-CHCl2)(2), 2; beta-(ST-TTP)(6)[Re6S6Cl8]center dot(CH2Cl-CHCl2)(2), 3; beta-(BDT-TTP)(7)[Re6S6Cl8](0.5)[Re6S7Cl7](0.5)center dot(CH2Cl2), 4; beta-(BDT-TTP)(7)[Re6Se6Cl8](0.5)[Re6S7Cl7](0.5)center dot(CH2Cl2), 5; beta-(BDT-TTP)(8)[Re6S7Cl7]center dot(CH2Cl2)(4), 6 (BDT-TTP and ST-TTP are 2,5-bis(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene and 2-(1,3-diselenol-2-ylidene)-5(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalene, respectively) is reported to have one single beta-slab layered topology despite successive increases of the cluster anion negative charge. The charge density within the templating composite inorganic-neutral molecule slab is shown to remain above a threshold of ca. one negative charge per square nanometer, that is, for cluster anions with two negative charges and higher. Conversely, discrete stacks are shown to be stabilized instead in the semiconducting salts (BDT-TTP)(2)[Re6S5Cl9], 1 where the cluster anion bears one negative charge only. The electronic structure of salts 2-6 is shown to be very stable and kept almost intact across the series. The templating strategy is shown to fulfill its anticipated potential for deliberate installment of incommensurate band fillings in molecular metals. The deliberate admixture of the 6:1 and 8:1 structures yields novel phases with a 7:1 stoichiometry with the anticipated crystal and electronic structures. The action at the organic-inorganic interface triggered by changing the anion charge yet keeping its shape and volume identical, which ultimately governs the shape of the unit cell, is of paramount importance in defining the Fermi surface of these metallic salts. The present BDT-TTP salts thus provide a series of materials with strongly related but subtly different Fermi surfaces worthy of many physical studies. Shubnikov-de Haas measurements are expected to be particularly interesting since they are especially sensitive to, the details of the Fermi surface.