2,2':3',2''-terthiophene | 105124-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,2':3',2''-terthiophene
• 英文别名: 2,3-dithiophen-2-ylthiophene
• CAS: 105124-96-7
• 化学式: C₁₂H₈S₃
• 分子量: 248.394
• InChiKey: SBVKMIQOXJYJIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2':3',2''-terthiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 C₃₀H₂₀O₆S₆
  参考文献：
  名称：

  Electropolymerized Three-Dimensional Randomly Branched EDOT-Containing Copolymers

  摘要：

  The potential of 2,2';3,2"-terthiophene (3T) as branching units in 3D copolymers is presented with EDOT as an example comonomer. Branched EDOT/3T polythiophenes were prepared by electropolymerization, and their electrochemical and optical properties are discussed. Two different approaches were employed: (i) the direct electropolymerization of a novel branched thiophene monomer (3TE(3)) consisting of a 3T core that contains three outer EDOT end groups and (ii) the electrochemical copolymerization of a EDOT/3T mixture in different ratios from [1:1] to [1:10]. Cyclic voltammetric and vis spectrometric experiments show that the EDOT content within the polymer has a strong influence on the electronic properties of the material: with increasing EDOT content, the HOMO-LUMO gap is decreased. To prove copolymer formation of EDOT and 3T, chemically synthesized reference copolymers of EDOT and 3T were prepared by oxidative coupling using FeCI3, and their optical and electronic properties were compared to those of the electrodeposited films. In addition, the copolymer formation is indicated by the comparison of the electrochemical and spectroscopic results with those of the homopolymers P3T and PEDOT.

  DOI：

  10.1021/la403050c
• 作为产物：
  描述：

  2,2':3',2''-terthiophene-5,5''-diylbis(trimethylsilane) 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以100%的产率得到2,2':3',2''-terthiophene
  参考文献：
  名称：

  2,2'：3'，2''-基于噻吩基的全噻吩树枝状和树枝状大分子：合成，结构表征和性质

  摘要：

  已经通过发散/会聚方法成功实现了世代树状寡聚噻吩（DOT）的合成，该方法涉及卤化，硼化和钯催化的Suzuki偶联反应。提出的合成方法的关键点是使用三甲基甲硅烷基（TMS）保护基，该保护基可实现树枝化的核心锂化和随后的硼化，以及使用一氯化碘或N-溴代琥珀酰亚胺进行外围的ipso取代。此外，使用四丁基氟化铵可以完全除去TMS保护基，从而仅产生基于噻吩的树枝状和树枝状大分子。由于它们的高度支化结构，所有这些合成的DOT都可溶于有机溶剂。化学结构通过NMR光谱，质谱和元素分析确认。浓度依赖性11 H NMR光谱研究表明，较高世代的化合物倾向于在溶液中聚集。通过使用MALDI-TOF MS进行测量进一步证实了这种聚集行为。MALDI-TOF MS和凝胶渗透色谱（GPC）分析均证实了DOT的单分散性。此外，GPC结果表明，这些DOT分子采用了凝聚的球状分子形状。还研究了它们的光学和电子性质。结果表明，

  DOI：

  10.1002/chem.201200231

文献信息

• [EN] PHOTOCHROMIC AND ELECTROCHROMIC DIARYLETHENE COMPOUNDS WITH IMPROVED PHOTOSTABILITY AND SOLUBILITY<br/>[FR] COMPOSÉS DIARYLÉTHÈNE PHOTOCHROMIQUES ET ÉLECTROCHROMES PRÉSENTANT UNE PHOTOSTABILITÉ ET UNE SOLUBILITÉ AMÉLIORÉES
  申请人：SWITCH MAT INC

  公开号：WO2020198868A1

  公开（公告）日：2020-10-08

  A diarylethene compound reversibly convertible under photochromic and electrochromic conditions between a ring-open isomer of Formula (1A) and a ring-closed isomer of Formula (IB) wherein R5 is a substituted phenyl ring and Re is a substituted thiophene ring is provided. The photochromic-electrochromic diarylethene compound of Formula (1A)/(1B) have improved photochromic, electrochromic or photochromic and electrochromic properties, and is useful to provide variation of the light transmission properties of optical filters. The compound also possesses improved solubility making it suitable for incorporation in commercial products..

  一种二芳基乙烯化合物，在光致色变和电致色变条件下，在式（1A）的环开异构体和式（1B）的环闭异构体之间可逆转换，其中R5是取代苯环，Re是取代噻吩环。式（1A）/（1B）的光致-电致色变二芳基乙烯化合物具有改进的光致、电致或光致和电致性能，并可用于改变光学滤光片的透光性能。该化合物还具有改进的溶解性，适合用于商业产品中。
• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS DE SYNTHÈSE
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2018237194A1

  公开（公告）日：2018-12-27

  The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.

  本公开内容提供了合成技术，包括用于立体选择性合成的试剂和方法。在某些实施例中，本公开内容提供了作为手性辅助剂有用的化合物。在某些实施例中，本公开内容提供了用于寡核苷酸合成的试剂和方法。在某些实施例中，本公开内容提供了用于手性控制寡核苷酸制备的试剂和方法。在某些实施例中，本公开内容的技术特别适用于构建具有挑战性的核苷酸间连接，提供高产率和立体选择性。
• Isomerism effect on the photovoltaic properties of benzotrithiophene-based hole-transporting materials
  作者：Inés García-Benito、Iwan Zimmermann、Javier Urieta-Mora、Juan Aragó、Agustín Molina-Ontoria、Enrique Ortí、Nazario Martín、Mohammad Khaja Nazeeruddin

  DOI：10.1039/c7ta00997f

  日期：——

  dopant-induced degradation. Herein we introduce two new three-armed and four-armed HTMs (BTT-4 and BTT-5) based on isomeric forms of benzotrithiophene (BTT). The isomerism impact on the optical, electrochemical and photophysical properties and the photovoltaic performance is systematically investigated. Perovskite solar cells (PSCs) using BTT-4 and BTT-5 as HTMs show remarkable light-to-energy conversion

  近年来，用于光伏应用的无机-有机卤化铅钙钛矿的工程设计取得了重大进展。然而，由于掺杂剂引起的降解，使用相对昂贵的螺-OMeTAD作为空穴传输材料（HTM）提出了挑战。在此，我们介绍基于苯并三噻吩（BTT）异构体形式的两个新的三臂HTM和四臂HTM（BTT-4和BTT-5）。系统研究了异构现象对光学，电化学和光物理性质以及光伏性能的影响。使用BTT-4和BTT-5的钙钛矿太阳能电池（PSC）因为HTM在标准测量条件下分别显示出卓越的光能转换效率，分别为19.0％和18.2％。这些结果验证了容易获得的BTT杂芳族结构作为设计用于制备PSC的高效HTM的有价值的核心。
• [EN] MOLECULAR MATERIALS BASED ON PHENOXYAZINE CORE FOR HETEROJUNCTION ORGANIC SOLAR CELLS<br/>[FR] MATÉRIAUX MOLÉCULAIRES À BASE DE NOYAU DE PHÉNOXYAZINE POUR CELLULES SOLAIRES ORGANIQUES À HÉTÉROJONCTION
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2021079140A1

  公开（公告）日：2021-04-29

  A composition comprising an electron acceptor material and an electron donor material wherein the electron acceptor material is a compound of formula (I): EAG-EDG-EAG (I) wherein each EAG is an electron-accepting group and EDG is a group of formula (II): (II) wherein: n is at least 1; each m is independently 0 or at least 1; each X, Y and A is independently O, S or Se; Z, independently in each occurrence if n is greater than 1, is O, S, C=O or NR9 wherein R9 is H or a substituent; and R1- R8 are each independently selected from H or a substituent. The composition may be used as photosensitive organic layer of an organic photodetector.

  一种包括电子受体材料和电子给体材料的组合物，其中电子受体材料是化合物的公式(I)：EAG-EDG-EAG (I)，其中每个EAG是一个电子受体基团，EDG是公式(II)的一个基团：(II)，其中：n至少为1；每个m独立地为0或至少为1；每个X、Y和A独立地为O、S或Se；Z，在每次出现时独立地为O、S、C=O或NR9，其中R9为H或取代基；以及R1-R8各自独立地从H或取代基中选择。该组合物可用作有机光探测器的光敏有机层。
• [EN] TECHNOLOGIES USEFUL FOR OLIGONUCLEOTIDE PREPARATION<br/>[FR] TECHNOLOGIES UTILES POUR LA PRÉPARATION D'OLIGONUCLÉOTIDES
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2020191252A1

  公开（公告）日：2020-09-24

  Among other things, the present disclosure provides technologies for oligonucleotide preparation, particularly chirally controlled oligonucleotide preparation, which technologies provide greatly improved crude purity and yield, and significantly reduce manufacturing costs.

  除其他事项外，本公开提供了寡核苷酸制备技术，特别是手性控制的寡核苷酸制备技术，这些技术大大提高了粗品纯度和产量，并显著降低了制造成本。