4,4'-dimethyl-2,2'-bithiophene | 111372-97-5

• 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: 4,4'-dimethyl-2,2'-bithiophene
• 英文别名: 4-methyl-2-(4-methylthiophen-2-yl)thiophene
• CAS: 111372-97-5
• 化学式: C₁₀H₁₀S₂
• mdl: MFCD03425866
• 分子量: 194.321
• InChiKey: AZNMTBZCSAVEMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  64 °C
• 沸点：
  266.1±35.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-dimethyl-2,2'-bithiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 0.5h， 以85%的产率得到4,4'-dimethyl-5,5'-dibromo-bithiophene
  参考文献：
  名称：

  Synthesis 13C NMR, λmax and MMP2 calculations of two ‘tailor-made’ α-conjugated hexamethylsexithiophenes.

  摘要：

  3, 3', 4", 3''', 4'''', 3''''' - and 4, 4', 3", 4"', 3'''', 4''''' - hexamethyl 2, 2': 5', 2'': 5'', 2''': 5''', 2'''': 5'''', 2''''' sexithiophenes (I and II) have been prepared by nickel-phosphine catalyzed Grignard coupling and their conformational properties investigated with the aid of C-13 NMR spectra and MMP2 force field calculations. Owing to the presence of the substituents, the molecular skeletons are not planar and large blue shifts of the lambda(max) are observed.

  DOI：

  10.1016/s0040-4020(01)80015-6
• 作为产物：
  描述：

  2,7-二甲基辛烷 在 sulfur 作用下， 生成 4,4'-dimethyl-2,2'-bithiophene
  参考文献：
  名称：

  Friedmann, Walter, Refiner and Natural Gasoline Manufacturer, 1941, vol. 20, p. 395 - 405

  摘要：

  DOI：

文献信息

• Optical Activity of Heteroaromatic Conjugated Polymer Films Prepared by Asymmetric Electrochemical Polymerization in Cholesteric Liquid Crystals: Structural Function for Chiral Induction
  作者：Kohsuke Kawabata、Masaki Takeguchi、Hiromasa Goto

  DOI：10.1021/ma400302j

  日期：2013.3.26

  We electrochemically polymerized various achiral heteroaromatic monomers in left-handed helical cholesteric liquid crystal (CLC) media. Circular dichroism (CD) spectroscopy revealed that most of the resulting conjugated polymer films exhibited both the first negative and second positive Cotton effects near their absorption maxima. This indicates left-handed helical aggregation of the conjugated main

  我们在左旋螺旋胆甾型液晶（CLC）介质中电化学聚合了各种非手性杂芳族单体。圆二色性（CD）光谱显示，大多数所得共轭聚合物薄膜在其吸收最大值附近均表现出第一负棉花效应和第二正棉花效应。这表明共轭主链的左旋螺旋聚集，这与CLC的左旋螺旋顺序一致。该结果表明，在电沉积期间，左旋螺旋CLC环境引起聚合物的左旋螺旋聚集。然而，聚合物的CD强度取决于母体单体的结构。
• USE OF SUBSTITUTED PERYLENES IN ORGANIC SOLAR CELLS
  申请人：KÖNEMANN Martin

  公开号：US20110308592A1

  公开（公告）日：2011-12-22

  The present invention relates to an organic solar cell with a photoactive region which comprises at least one organic donor material in contact with at least one organic acceptor material, wherein the donor material and the acceptor material form a donor-acceptor heterojunction and wherein the photoactive region comprises at least one substituted perylene.

  本发明涉及一种有机太阳能电池，其具有包括至少一种有机给体材料与至少一种有机受体材料接触的光活性区域，其中给体材料和受体材料形成给体-受体异质结，且光活性区域包括至少一种取代的苝。
• TERRYLENE COMPOUNDS, PREPARATION THEREOF AND USE THEREOF IN ORGANIC SOLAR CELLS
  申请人：Könemann Martin

  公开号：US20120234380A1

  公开（公告）日：2012-09-20

  A terrylene compound of formula I: wherein R 1 to R 4 are each independently an unsubstituted or substituted alkyl, aryl, thiophenyl or oligothiophenyl group, or a hydrogen atom. Two adjacent radicals selected from R 1 to R 4 , together with the carbon atoms of the benzene ring to which they are bonded, may also form a fused ring system having 1 to 8 additional rings. With the carbon atoms to which it is bonded, A forms a fused monocyclic, dicyclic, tricyclic, tetracyclic, pentacyclic or hexacyclic ring system which optionally contains one or more independently selected substituents. A process for preparing the terrylene compound. An organic solar cell with a photoactive region including at least one organic donor material in contact with at least one organic acceptor material, the donor material and the acceptor material forming a donor-acceptor heterojunction, and the photoactive region including at least one such terrylene compound.

  公式I的苯基化合物：其中R1至R4分别独立地是未取代或取代的烷基、芳基、噻吩基或寡噻吩基，或氢原子。从R1至R4中选择的相邻基团，与它们结合的苯环的碳原子一起，也可以形成具有1至8个额外环的融合环系统。与它结合的碳原子一起，A形成一个融合的单环、双环、三环、四环、五环或六环系统，该系统可以选择性地包含一个或多个独立选择的取代基。一种制备苯基化合物的方法。一种有机太阳能电池，其光活性区域包括至少一种有机给体材料与至少一种有机受体材料接触，给体材料和受体材料形成给受体异质结，光活性区域包括至少一种这样的苯基化合物。
• [EN] C(SP3)-C(SP2) CROSS-COUPLING REACTION OF ORGANOZINC REAGENTS AND HETEROCYCLIC (PSEUDO)HALIDES<br/>[FR] RÉACTION DE COUPLAGE CROISÉ C(SP3)-C(SP2) DE RÉACTIFS D'ORGANOZINC ET DE (PSEUDO)HALOGÉNURES HÉTÉROCYCLIQUES
  申请人：UNIV HONG KONG SCI & TECH

  公开号：WO2018019291A1

  公开（公告）日：2018-02-01

  Provided is a method of synthesizing a C(sp3)-C(sp2) cross-coupled compound comprising reacting a C(sp3) coupling partner with a C(sp2) coupling partner, a catalyst, and a solvent; wherein the C(sp3) coupling partner comprises an organic zinc reagent; and wherein the C(sp2) coupling partner comprises a heterocyclic halide or a heterocyclic pseudo halide. The method further comprises synthesis of the organic zinc reagent, wherein the synthesis comprises reacting a zinc powder with an acid, filtering, washing, and drying to obtain an activated zinc powder; and reacting the activated zinc powder with a metal iodide catalyst and a second solvent and heating for a predetermined time to obtain the organic zinc reagent.

  提供了一种合成C(sp3)-C(sp2)交叉偶联化合物的方法，包括将一个C(sp3)偶联配体与一个C(sp2)偶联配体、催化剂和溶剂反应；其中C(sp3)偶联配体包括有机锌试剂；而C(sp2)偶联配体包括杂环卤化物或杂环假卤化物。该方法进一步包括合成有机锌试剂，其中合成包括将锌粉与酸反应，过滤，洗涤和干燥以获得活化锌粉；并将活化锌粉与金属碘催化剂和第二溶剂反应并加热一定时间以获得有机锌试剂。
• Conducting polymers from dimethyl-2,2′-bithiophenes
  作者：Bernd Krische、Jonas Hellberg、Christina Lilja

  DOI：10.1039/c39870001476

  日期：——

  Electrochemical oxidation of symmetrical dimethylbithiophenes with free α-positions yields electroactive polymers with excellent cycling ability.

  具有游离α-位的对称二甲基二噻吩的电化学氧化可制得具有出色循环能力的电活性聚合物。