1-(2-癸基十四烷基)-4-[2-[4-(2-癸基十四烷基)苯基]乙炔基]苯 | 732276-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2-癸基十四烷基)-4-[2-[4-(2-癸基十四烷基)苯基]乙炔基]苯
• 英文名称: 4,4'-bis(2-decyltetradecyl)diphenylacetylene
• 英文别名: 1,1'-(Ethyne-1,2-diyl)bis[4-(2-decyltetradecyl)benzene]；1-(2-decyltetradecyl)-4-[2-[4-(2-decyltetradecyl)phenyl]ethynyl]benzene
• CAS: 732276-65-2
• 化学式: C₆₂H₁₀₆
• 分子量: 851.524
• InChiKey: XYYUIGVJGIQWPT-UHFFFAOYSA-N

物化性质

• 沸点：
  828.6±54.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  28.8
• 重原子数：
  62
• 可旋转键数：
  46
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(2-癸基十四烷基)-4-[2-[4-(2-癸基十四烷基)苯基]乙炔基]苯 在 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以40%的产率得到1,2-bis[4-(2-decyltetradecyl)phenyl]ethane-1,2-dione
  参考文献：
  名称：

  as作为生色团和电泳剂：封装在刚性的聚亚苯基壳中。

  摘要：

  从四倍的乙炔基取代发色团1,3,6,8-四乙炔基py开始，通过结合发散和会聚生长方法，高收率制备了一系列聚亚苯基树枝状聚合物。包封的发色团的荧光量子产率（Q（f）> 0.92）与聚苯撑壳的大小无关。进行了荧光猝灭研究和温度依赖性荧光光谱法以研究核的位点隔离。他们表明，需要第二代树状聚合物层才能有效地屏蔽封装的pyr并防止聚集体形成。对包封的pyr核进行碱金属还原，得到相应的pyr自由基阴离子，对于这种情况，随着树枝状大分子的生成增加，观察到电子向核的转移受到阻碍，这进一步证明了由于聚亚苯基壳而导致的位点隔离。为了改善膜的形成和材料的溶解性，在球形颗粒的外围引入了可溶的烷基链。此外，通过简单的滴铸法获得的高度透明的膜显示出主要来自未聚集物种的蓝色发射。本文提出的材料结合了高量子效率，良好的溶解性和改进的成膜性能，这使其成为电子设备中多种应用的候选材料。在球形颗粒的外围引入增溶的烷基链。此外，

  DOI：

  10.1002/chem.200500999
• 作为产物：
  描述：

  2-癸基-1-十四醇 在 N-溴代丁二酰亚胺(NBS) 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 204.0h， 生成 1-(2-癸基十四烷基)-4-[2-[4-(2-癸基十四烷基)苯基]乙炔基]苯
  参考文献：
  名称：

  Exceptionally Long-Range Self-Assembly of Hexa-peri-hexabenzocoronene with Dove-Tailed Alkyl Substituents

  摘要：

  The substitution of a hexa-peri-hexabenzocoronene by bulky, space-demanding, 2-decyltetradecyl side chains proved to be an effective procedure to influence the thermal and self-aggregation behavior. The extremely large steric requirement of the introduced side chains modulated the aggregation and resulted in a dramatic lowering of the isotropization temperature and a higher solubility. As an additional consequence of the exceptional, long-range self-aggregation of the discotic molecule, spherulite formation was observed during crystallization by polarized light microscopy. Macroscopic self-assembly was induced by zone crystallization of the material, leading to aligned columnar superstructures as revealed by 2D-WAXS experiments. These extraordinary properties have not yet been reported for a discotic columnar material, making this compound very promising for application in electronic devices.

  DOI：

  10.1021/ja048351r

文献信息

• [EN] GRAPHENE NANORIBBON PRECURSORS AND MONOMERS SUITABLE FOR PREPARATION THEREOF<br/>[FR] PRÉCURSEURS DE NANORUBANS DE GRAPHÈNE ET MONOMÈRES APPROPRIÉS POUR LA PRÉPARATION DE CEUX-CI
  申请人：BASF SE

  公开号：WO2013061258A1

  公开（公告）日：2013-05-02

  Provided are graphene nanoribbon precursors comprising repeated units of the general formula (I) in which R1, R2 are each H, halogen, -OH, -NH2, -CN, -NO2 or a hydrocarbyl radical which has 1 to 40 carbon atoms and may be linear or branched, saturated or unsaturated and mono- or poly-substituted by halogen (F, CI, Br, I), -OH, -NH2, -CN, and/or -NO2, where one or more CH2 groups may also be replaced by -O-, -S-, -C(O)O-, -O-C(O)-, -C(O)-, -NH- or -NR-, in which R is an optionally substituted C1C40-hydrocarbyl radical, or an optionally substituted aryl, alkylaryl or alkoxyaryl radical. (I).

  提供的是石墨烯纳米带前体，包含通式（I）的重复单元，其中R1、R2分别为H、卤素、-OH、-NH2、-CN、-NO2或具有1至40个碳原子的烃基基团，可以是直链或支链、饱和或不饱和，并且可以单独或多个取代卤素（F、CI、Br、I）、-OH、-NH2、-CN和/或-NO2，其中一个或多个CH2基团也可以被-O-、-S-、-C（O）O-、-O-C（O）-、-C（O）-、-NH-或-NR-所取代，其中R是可选的取代的C1C40烃基基团，或可选的取代的芳基、烷基芳基或烷氧基芳基基团。（I）
• Exceptionally Long-Range Self-Assembly of Hexa-<i>p</i><i>eri</i>-hexabenzocoronene with Dove-Tailed Alkyl Substituents
  作者：Wojciech Pisula、Marcel Kastler、Daniel Wasserfallen、Tadeusz Pakula、Klaus Müllen

  DOI：10.1021/ja048351r

  日期：2004.7.1

  The substitution of a hexa-peri-hexabenzocoronene by bulky, space-demanding, 2-decyltetradecyl side chains proved to be an effective procedure to influence the thermal and self-aggregation behavior. The extremely large steric requirement of the introduced side chains modulated the aggregation and resulted in a dramatic lowering of the isotropization temperature and a higher solubility. As an additional consequence of the exceptional, long-range self-aggregation of the discotic molecule, spherulite formation was observed during crystallization by polarized light microscopy. Macroscopic self-assembly was induced by zone crystallization of the material, leading to aligned columnar superstructures as revealed by 2D-WAXS experiments. These extraordinary properties have not yet been reported for a discotic columnar material, making this compound very promising for application in electronic devices.
• Influence of Alkyl Substituents on the Solution- and Surface-Organization of Hexa-<i>p</i><i>eri</i>-hexabenzocoronenes
  作者：Marcel Kastler、Wojciech Pisula、Daniel Wasserfallen、Tadeusz Pakula、Klaus Müllen

  DOI：10.1021/ja0430696

  日期：2005.3.1

  Three hexa-peri-hexabenzocoronenes (HBCs) with branched, bulky alkyl substituents of different lengths in the periphery of the aromatic core have been synthesized to tune the self-association properties in solution. H-1 NMR and photophysical measurements were used to probe the solution organization in comparison to the known hexa-dodecyl-substituted HBC in different solvent systems. Thermodynamic parameters for the self-association in solution, obtained by curve fitting of the concentration- and temperature-dependent NMR data using van't Hoff analysis, indicated that the self-association is an enthalpically driven process that is entropically disfavored. Photoluminescence and NMR results were both employed to determine the critical concentration where no self-association for different compounds occurred. The interactions between the molecules could be controlled by varying the nonsolvent content in the solvent mixtures, supporting the model of solvophobic effects. The spatial demand of the solubilizing side chains modulated the self-association in solution. This behavior was translated into the solution casting process, where the kinetic in addition to the thermodynamic parameters played an essential role for structure formation. The study illuminates the relationship between the solution association of HBCs and the morphology, when processed on a surface. These results are essential for the application of these materials in devices.
• Pyrene as Chromophore and Electrophore: Encapsulation in a Rigid Polyphenylene Shell
  作者：Stefan Bernhardt、Marcel Kastler、Volker Enkelmann、Martin Baumgarten、Klaus Müllen

  DOI：10.1002/chem.200500999

  日期：2006.8.7

  Starting from the fourfold ethynyl-substituted chromophore 1,3,6,8-tetraethynylpyrene as core, a series of polyphenylene dendrimers was prepared in high yield by combining divergent and convergent growth methods. The fluorescence quantum yields (Q(f)>0.92) of the encapsulated pyrene chromophore were independent of the size of the polyphenylene shell. Fluorescence quenching studies and temperature-dependent

  从四倍的乙炔基取代发色团1,3,6,8-四乙炔基py开始，通过结合发散和会聚生长方法，高收率制备了一系列聚亚苯基树枝状聚合物。包封的发色团的荧光量子产率（Q（f）> 0.92）与聚苯撑壳的大小无关。进行了荧光猝灭研究和温度依赖性荧光光谱法以研究核的位点隔离。他们表明，需要第二代树状聚合物层才能有效地屏蔽封装的pyr并防止聚集体形成。对包封的pyr核进行碱金属还原，得到相应的pyr自由基阴离子，对于这种情况，随着树枝状大分子的生成增加，观察到电子向核的转移受到阻碍，这进一步证明了由于聚亚苯基壳而导致的位点隔离。为了改善膜的形成和材料的溶解性，在球形颗粒的外围引入了可溶的烷基链。此外，通过简单的滴铸法获得的高度透明的膜显示出主要来自未聚集物种的蓝色发射。本文提出的材料结合了高量子效率，良好的溶解性和改进的成膜性能，这使其成为电子设备中多种应用的候选材料。在球形颗粒的外围引入增溶的烷基链。此外，