N,N'-(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethylbutyl)phenoxy]terrylene-3,4:11,12-tetracarboxydiimide | 464885-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N,N'-(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethylbutyl)phenoxy]terrylene-3,4:11,12-tetracarboxydiimide
• 英文别名: N,N'-(2,6-diisopropylphenyl)-1,6,9,13-tetra[4-(1,1,3,3-tetramethylbutyl)-phenoxy]terrylene-3,4,11,12-tetracarboxdiimide；N,N'-di(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethyl-butyl)phenoxy]terrylene-3,4:11,12-tetracarboxylic acid diimide；7,22-Bis[2,6-di(propan-2-yl)phenyl]-11,26,34,36-tetrakis[4-(2,4,4-trimethylpentan-2-yl)phenoxy]-7,22-diazadecacyclo[14.14.2.22,5.217,20.03,12.04,9.013,31.018,27.019,24.028,32]hexatriaconta-1(31),2(36),3,5(35),9,11,13,15,17(34),18,20(33),24,26,28(32),29-pentadecaene-6,8,21,23-tetrone
• CAS: 464885-24-3
• 化学式: C₁₁₄H₁₂₆N₂O₈
• 分子量: 1652.26
• InChiKey: BIIWGRBYZJSLDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  33.6
• 重原子数：
  124
• 可旋转键数：
  26
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N,N'-(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethylbutyl)phenoxy]terrylene-3,4:11,12-tetracarboxydiimide 在 sodium hydroxide 、 溶剂黄146 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 4.0h， 生成 N,N'-di(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethyl-butyl)phenoxy]terrylene-3,4:11,12-tetracarboxylic acid dianhydride
  参考文献：
  名称：

  Assembly and Separation of Semiconductor Quantum Dot Dimers and Trimers

  摘要：

  Repeated precipitation of colloidal semiconductor quantum dots (QD) from a good solvent by adding a poor solvent leads to an increasing number of QD oligomers after redispersion in the good solvent. By using density gradient ultracentrifugation we have been able to separate QD monomer, dimer, and trimer fractions from higher oligomers in such solutions. In the corresponding fractions QD dimers and trimers have been enriched up to 90% and 64%, respectively. Besides directly coupled oligomers, QD dimers and trimers were also assembled by linkage with a rigid terrylene diimide dye (TDI) and separated again by ultracentrifugation. High-resolution transmission electron micrographs show that the interparticle distances are clearly larger than those for directly coupled dots proving that the QDs indeed are cross-linked by the dye. Moreover, energy transfer from the QDs to the TDI "bridge" has been observed. Individual oligomers (directly coupled or dye-linked) can be readily deposited on a substrate and studied simultaneously by scanning force and optical microscopy. Our simple and effective scheme is applicable to a wide range of ligand stabilized colloidal nanoparticles and opens the way to a detailed study of electronic coupling in, e.g., QD molecules.

  DOI：

  10.1021/ja2077284
• 作为产物：
  描述：

  对特辛基苯酚 、 N,N'-bis(2,6-diisopropylophenyl)-1,6,9,13-tetrabromoterrylen-3,4:11,12-tetracarbooxdiimide 在 N-甲基吡咯烷酮 、 potassium carbonate 作用下， 反应 8.0h， 以86%的产率得到N,N'-(2,6-diisopropylphenyl)-1,6,9,14-tetra[4-(1,1,3,3-tetramethylbutyl)phenoxy]terrylene-3,4:11,12-tetracarboxydiimide
  参考文献：
  名称：

  三萜二酰亚胺作为高性能荧光染料的合成与改性。

  摘要：

  描述了两种新的合成方法，即高光稳定性的荧光染料-ter二酰亚胺。首次以简单的方法合成了三甲苯二亚胺，该方法可大量使用。第二种途径包括有效的交叉偶联反应，然后进行环脱氢。酰亚胺结构的单官能化使三甲苯二酰亚胺现在可以与多种化合物偶联，例如通过Suzuki交叉偶联，这可以导致一系列带有新官能团（例如羟基，氨基或羧基）的三联二酰亚胺与其他分子。海湾区域中的官能化用于调节三甲苯二酰亚胺的性能并扩大应用范围，例如，通过引入水溶性。

  DOI：

  10.1002/chem.200401177

文献信息

• WO2006/117383
  申请人：——

  公开号：——

  公开（公告）日：——
• USE OF RYLENE DERIVATIVES AS ACTIVE COMPONENTS IN SOLAR CELLS AND PHOTODETECTORS
  申请人：Pschirer Neil Gregory

  公开号：US20100207072A1

  公开（公告）日：2010-08-19

  The present invention relates to the use of compounds of the general formula (I) in which the variables are each defined as follows: X are joined to one another with formation of a six-membered ring to give a radical of the formula (x1), (x2) or (x3) both are each a —CWWM radical; Y one of the two radicals is either a radical of the formula (y1) -L-NR 1 R 2 (y1) or a radical of the formula (y2) -L-Z—R 3 (y2) and the other radical is hydrogen; are joined to one another with formation of a six-membered ring to give a radical of the formula (y3) or (y4) or both are hydrogen; W are each independently O or S; W′ is O, S or N—R′, with the proviso that at least one of the variables W or W in the general formula I is defined as S; R, P, B, A, D, M, L, Z, R 1 , R 2 , R 3 and R′ are each defined as specified in the description; m is 1, 2, 3 or 4; n is 0, 2 or 4 when m=1, 2 or 3; is 0, 2, 4 or 6 when m=4; p is 0, 2 or 4 when m=1, 2 or 3, where n+p=0, 2 or 4; is 0, 2, 4 or 6 when m=4, where n+p=0, 2, 4 or 6, as active materials in solar cells or photodetectors. The present invention further relates to the use of mixtures comprising, as components, K1) compounds of the general formula (I) as electron donors or electron acceptors and K2) one or more compounds which, with respect to component K1, act correspondingly as electron acceptors or electron donors for producing photoactive layers for solar cells or photodetectors. In addition, the present invention relates to the use of compounds of the general formula (I) as photosensitizers in solar cells or photodetectors. Moreover, the present invention relates to solar cells and photodetectors which comprise compounds of the formula (I) or the aforementioned mixtures, and also to compounds of the general formula (I) and the aforementioned mixtures.
• US8083971B2
  申请人：——

  公开号：US8083971B2

  公开（公告）日：2011-12-27
• [DE] VERWENDUNG VON RYLENDERIVATEN ALS AKTIVE KOMPONENTEN IN SOLARZELLEN UND PHOTODETEKTOREN<br/>[EN] USE OF RYLENE DERIVATIVES AS ACTIVE COMPONENTS IN SOLAR CELLS AND PHOTODETECTORS<br/>[FR] UTILISATION DE DERIVÉS DE RYLÈNE EN TANT QUE COMPOSANTS ACTIFS DANS DES CELLULES SOLAIRES ET DES PHOTODÉTECTEURS
  申请人：BASF SE

  公开号：WO2009013258A1

  公开（公告）日：2009-01-29

  Die vorliegende Erfindung betrifft Verbindungen der allgemeinen Formel (I) und ihre Verwendung als aktive Materialien in Solarzellen und Photodetektoren. Die Variablen in der Formel (I) sind in der Spezifikation definiert. Unter anderem umfasst die Formel (I) das folgende Beispiel.
• Assembly and Separation of Semiconductor Quantum Dot Dimers and Trimers
  作者：Xiangxing Xu、Sven Stöttinger、Glauco Battagliarin、Gerald Hinze、Enrico Mugnaioli、Chen Li、Klaus Müllen、Thomas Basché

  DOI：10.1021/ja2077284

  日期：2011.11.16

  Repeated precipitation of colloidal semiconductor quantum dots (QD) from a good solvent by adding a poor solvent leads to an increasing number of QD oligomers after redispersion in the good solvent. By using density gradient ultracentrifugation we have been able to separate QD monomer, dimer, and trimer fractions from higher oligomers in such solutions. In the corresponding fractions QD dimers and trimers have been enriched up to 90% and 64%, respectively. Besides directly coupled oligomers, QD dimers and trimers were also assembled by linkage with a rigid terrylene diimide dye (TDI) and separated again by ultracentrifugation. High-resolution transmission electron micrographs show that the interparticle distances are clearly larger than those for directly coupled dots proving that the QDs indeed are cross-linked by the dye. Moreover, energy transfer from the QDs to the TDI "bridge" has been observed. Individual oligomers (directly coupled or dye-linked) can be readily deposited on a substrate and studied simultaneously by scanning force and optical microscopy. Our simple and effective scheme is applicable to a wide range of ligand stabilized colloidal nanoparticles and opens the way to a detailed study of electronic coupling in, e.g., QD molecules.