2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 96159-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 1,4-diketo-2,5-dibenzyl-3,6-diphenylpyrrolo-[3,4-c]-pyrrole；2,5-dibenzyl-1,4-diphenylpyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 96159-02-3
• 化学式: C₃₂H₂₄N₂O₂
• 分子量: 468.555
• InChiKey: DLRPEZHDPHXHDO-UHFFFAOYSA-N

物化性质

• 沸点：
  737.0±60.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 劳森试剂 、 氨 、 sodium 作用下， 以 吡啶 为溶剂， 生成 1,4-dithioketo-3,6-diphenyl-pyrrolo-<3,4-c>-pyrrole
  参考文献：
  名称：

  Closs, Fritz; Gompper, Rudolf, Angewandte Chemie, 1987, vol. 99, # 6, p. 564 - 567

  摘要：

  DOI：
• 作为产物：
  描述：

  (N1E,N4E)-N1,N4-bis((dimethylamino)(phenyl)methylene)succinamide 在 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Closs, Fritz; Gompper, Rudolf, Angewandte Chemie, 1987, vol. 99, # 6, p. 564 - 567

  摘要：

  DOI：
• 作为试剂：
  描述：

  、 3,6-diphenyl-1,4-diketo-pyrrolo[3,4-c]pyrrole 、 氯化苄 在 N,N-二甲基甲酰胺 、 2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以4.5 parts of 1,4-diketo-2,5-dibenzyl-3,6-diphenylpyrrolo-[3,4-c]-pyrrole (formula XVII) are obtained的产率得到2,5-dibenzyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  N-substituted 1,4-diketopyrrolo-[3,4-c]-pyrroles

  摘要：

  公式为##STR1##的化合物，其中R.sub.1和R.sub.2是未取代或取代的苯基或萘基，而R.sub.3和R.sub.4是烷基，烷氧羰基，苯基，苯甲酰基或苄基，适用于染色高分子量有机材料。

  公开号：

  US04585878A1

文献信息

• Detection of nitroaromatic vapours with diketopyrrolopyrrole thin films: exploring the role of structural order and morphology on thin film properties and fluorescence quenching efficiency
  作者：Monika Warzecha、Jesus Calvo-Castro、Alan R. Kennedy、Alisdair N. Macpherson、Kenneth Shankland、Norman Shankland、Andrew J. McLean、Callum J. McHugh

  DOI：10.1039/c4cc08468c

  日期：——

  Sensitive optical detection of nitroaromatic vapours with diketopyrrolopyrrole thin films is reported for the first time.

  第一次报道了使用二酮吡咯吡咯薄膜对硝基芳香蒸气进行敏感光学检测。
• Fluorescent Diketopyrrolopyrroles
  申请人：Yamamoto Hiroshi

  公开号：US20080217581A1

  公开（公告）日：2008-09-11

  The present invention relates to fluorescent diketopyrrolopyrroles of the formula (I), or (III), a process for their preparation and their use for the preparation of inks, colorants, pigmented plastics for coatings, non-impact-printing material, color filters, cosmetics, polymeric ink particles, toners, as fluorescent tracers, in color changing media, in solid dye lasers, EL lasers and electroluminescent devices. A luminescent device comprising a compound, or composition according to the present invention is high in the efficiency of electrical energy utilisation and high in luminance.

  本发明涉及式(I)或(III)的荧光二酮吡咯烷衍生物，它们的制备方法以及它们用于制备油墨、染料、用于涂层的着色塑料、非冲击印刷材料、彩色滤光片、化妆品、聚合物油墨颗粒、色调、作为荧光示踪剂、在变色介质中、在固态染料激光器、EL激光器和电致发光装置中的使用。包含根据本发明的化合物或组合物的发光装置在电能利用效率和亮度方面高。
• Compositions pigmented with N-substituted
  申请人：Ciba-Geigy Corporation

  公开号：US04666455A1

  公开（公告）日：1987-05-19

  Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 are unsubstituted or substituted phenyl or naphthyl, and R.sub.3 and R.sub.4 are alkyl, alkoxycarbonyl, phenyl, benzoyl or benszl, are suitable for dyeing high molecular weight organic material.

  式子##STR1##中，R.sub.1和R.sub.2为未取代或取代的苯基或萘基，R.sub.3和R.sub.4为烷基，烷氧羰基，苯基，苯甲酰基或苯基甲酰基，适用于染色高分子量有机材料。
• Neue 1,4-Diketopyrrolo-(3,4-c)-pyrrole
  申请人：CIBA-GEIGY AG

  公开号：EP0133156A2

  公开（公告）日：1985-02-13

  Verbindungen der Formel worin R1, R2, R3 und R. die in Anspruch 1 angegebenen Bedeutungen haben, eignen sich zum Färben von hochmolekularem organischem Material.

  式中 R1、R2、R3 和 R.具有权利要求 1 所述含义的化合物适用于高分子量有机材料的着色。
• Impact of Systematic Structural Variation on the Energetics of π–π Stacking Interactions and Associated Computed Charge Transfer Integrals of Crystalline Diketopyrrolopyrroles
  作者：Jesus Calvo-Castro、Monika Warzecha、Alan R. Kennedy、Callum J. McHugh、Andrew J. McLean

  DOI：10.1021/cg5010165

  日期：2014.9.3

  Control over solid state structure is critical for effective performance in optoelectronic devices bearing if-conjugated charge mediating organic materials. A series of five structurally related N-benzyl-substituted diketopyrrolopyrroles (DPPs) differing solely in 2 out their 60 atoms were synthesized and crystal structures obtained. Systematic variation of the long axis aligned, pi-pi stacks has been identified within the single crystal structure series and intermolecular interaction energies and charge transfer integrals for the pi-pi stacks have been computed by means of density functional theory (M06-2X/6-311G(d)). The computed intermolecular interaction energies as well as charge transfer integrals were further investigated utilizing a series of systematically cropped dimer pairs, highlighting the crucial role of the benzyl/halo substitution on stabilization of these pi-pi dimers. Two of the DPPs, including a new polymorph of a previously reported structure exhibit twice the intermolecular interaction energy and comparable hole transfer integrals to Rubrene, one of the most efficient hole conducting materials known. The computed properties for all of the pi-pi dimer systems reported herein are consistent with trends predicted by a model system. As such these materials show great promise as charge mediators in organic electronic applications and may be exploited in systematic structure activity based investigations of charge transfer theory.