3,6-di(4'-cyano-phenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione | 84632-51-9

• 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: 3,6-di(4'-cyano-phenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione
• 英文别名: 4-[4-(4-cyanophenyl)-3,6-dioxo-2,5-dihydropyrrolo[3,4-c]pyrrol-1-yl]benzonitrile
• CAS: 84632-51-9
• 化学式: C₂₀H₁₀N₄O₂
• 分子量: 338.325
• InChiKey: MIEGXDVWEMSFFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  105.78
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,6-di(4'-cyano-phenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 2.67h， 以10.7%的产率得到diethyl 3,6-di-(4-cyanophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione-2,5-diacetate
  参考文献：
  名称：

  Absorption and fluorescence of soluble polar diketo-pyrrolo-pyrroles

  摘要：

  Six soluble derivatives of 3,6-diphenyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione N-alkylated on pyrrolinone ring with polar substituents in para positions of pendant phenyl rings were synthesized: five of them are reported for the first time. Absorption and fluorescence spectra were studied in solvents of different polarity. The compounds show small solvatochromism of absorption and a moderate positive solvatochromism of fluorescence, especially when substituted by strong electron-donating piperidino substituent. A significant decrease of fluorescence quantum yields and its biexponential decay for dipolar derivatives in polar solvents was tentatively ascribed to the formation of twisted intramolecular charge transfer (TICT) excited state. All six compounds show fluorescence in polycrystalline solid-state with the maxima covering a range over 200 nm in visible and near infrared region. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.004
• 作为产物：
  描述：

  对苯二腈 、 丁二酸二异丙酯 在 sodium t-butanolate 作用下， 以 2-甲基-2-丁醇 为溶剂， 生成 3,6-di(4'-cyano-phenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione
  参考文献：
  名称：

  以二酮-吡咯并-吡咯为原料的红色染料的制备及其用于LCD彩色滤光片的性能

  摘要：

  1,4-二酮-3,6-二苯基吡咯并[3,4-c]吡咯及其一些衍生物，简称为二酮-吡咯并-吡咯(DPP) )，重新展示了高性能红色颜料，因为它们具有出色的热稳定性和鲜艳的色调，并表现出出色的耐化学性、耐热性、耐光性和耐候性。

  DOI：

  10.5012/bkcs.2010.31.11.3427

文献信息

• [EN] ISOINDOLINE DERIVATIVES<br/>[FR] DÉRIVÉS D'ISOINDOLINE
  申请人：BASF COLORS & EFFECTS GMBH

  公开号：WO2021063999A1

  公开（公告）日：2021-04-08

  An isoindoline derivative of formula (I), wherein the variables are defined as in claim 1, and compositions containing the same are provided. The isoindoline derivative and the pigment composition are suitable, for example, for coloring high molecular mass organic material, especially paints, printing inks, resist formulations for color filter applications, electrophotographic toners, cosmetics, plastics, films or fibers.

  公式（I）的异吲哚啉衍生物，其中变量的定义如权利要求1所述，并提供含有该衍生物的组合物。该异吲哚啉衍生物和颜料组合物适用于着色高分子质量有机材料，特别是涂料、印刷油墨、用于彩色滤光片应用的抗性配方、电子摄影色调剂、化妆品、塑料、薄膜或纤维。
• SEMICONDUCTORS BASED ON DIKETOPYRROLOPYRROLES
  申请人：WÜRTHNER Frank

  公开号：US20120074393A1

  公开（公告）日：2012-03-29

  The present invention relates to 1,4-diketopyrrolo[3,4-c]pyrrole (DPP) derivatives of the below formula to their manufacture; to their use as organic semiconductors, e.g. in semiconductor devices, especially a sensor, a diode, a photodiode, an organic field effect transistor, a transistor for flexible displays, and/or a solar cell (photovoltaic cell); to such semiconductor devices comprising diketopyrrolopyrrol derivatives of the formula I as a semiconducting effective means, and to devices containing said semiconductor devices. The compounds of the formula I have excellent solubility in organic solvents. High efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when said compounds are used in semiconductor devices or organic photovoltaic (PV) devices.

  本发明涉及以下式的1,4-二酮吡咯并[3,4-c]吡咯（DPP）衍生物的制造方法；将其用作有机半导体，例如在半导体器件中，特别是传感器、二极管、光电二极管、有机场效应晶体管、用于柔性显示器的晶体管和/或太阳能电池（光伏电池）中的半导体器件；以及包含该类半导体器件的设备。式I的化合物在有机溶剂中具有良好的溶解性。当这些化合物用于半导体器件或有机光伏（PV）器件时，可以观察到高效的能量转换、优异的场效应迁移率、良好的开关电流比和/或优异的稳定性。
• CHARGED PARTICLES
  申请人：Hayoz Pascal

  公开号：US20120229884A1

  公开（公告）日：2012-09-13

  Disclosed is a composition comprising a charged particle of volume 5 nm 3 to 50 million nm 3 preferably having an inorganic core of SiO 2 , AI 2 O 3 , and/or TiO 2 , or a core essentially consisting of an organic pigment and/or pigment derivative, and a counter ion which is separable from the particle and is not covalently linked to the particle, said counter ion comprising a silicon atom which is directly bound to a carbon atom. Preferably, said charged particle comprises a dye attached to said inorganic core and said counter ion comprises a (poly)siloxane moiety linked via suitable bridge members to a quaternary, positively charged, nitrogen or phosphorus atom, or to a moiety carrying an anionic functional group. Said composition may be used e.g. in the form of a homogenous dispersion in an electrophoretic display.

  本发明涉及一种组合物，包括一个带电粒子，其体积为5nm3至50百万nm3，优选具有SiO2、AI2O3和/或TiO2的无机核心，或者基本上由有机颜料和/或颜料衍生物组成的核心，以及一种可与粒子分离且不与粒子共价连接的对离子，所述对离子包括直接与碳原子结合的硅原子。优选地，所述带电粒子包括连接到所述无机核心的染料，所述对离子包括通过适当的桥连成员连接到四价、带正电的氮或磷原子，或连接到带有负离性官能团的基团上的（聚）硅氧烷基团。所述组合物可以以均匀分散的形式用于电泳显示。
• 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。
• Highly concentrated flowable pigment composition and process for its manufacture
  申请人：BASF SE

  公开号：EP2502965A1

  公开（公告）日：2012-09-26

  The invention pertains to a highly concentrated pigment comprising • from 75 to 95% by weight, preferably from 78 to 95% by weight, most preferred from 80 to 95% by weight, based on the weight of the composition, of a pigment; • from 0 to 20% by weight, preferably from 5 to 18% by weight, based on the weight of the composition, of a resin; • the total of pigment and resin being from 85 to 98% by weight of the composition; and • from 1 to 15% by weight, preferably from 2 to 15% by weight, most preferably from 5 to 15% by weight, based on the weight of the composition, of a C10-C18 alcohol, a liquid hydrocarbon having a boiling point higher than 80°C at 105 Pa, or both a C10-C18 alcohol and a liquid hydrocarbon having a boiling point higher than 80°C at 105 Pa. Also claimed are a process for its manufacture, comprising dry-milling, blending and kneading the components, and the use of the pigment concentrates for the preparation of a masterbatch, ink, coating, plastic material, toner or colour filter.

  本发明涉及一种高浓度颜料，其成分包括 - 按重量计，颜料占组合物重量的 75%至 95%，优选 78%至 95%，最优选 80%至 95%； - 0-20%（重量百分比），最好是 5-18%（重量百分比）的树脂（基于组合物的重量）； - 颜料和树脂的总和占组合物重量的 85%至 98%；以及 - 以组合物重量计，1-15%（重量），最好是 2-15%（重量），最理想是 5-15%（重量）的 C10-C18 醇、沸点高于 80℃（105Pa）的液态烃或 C10-C18 醇和沸点高于 80℃（105Pa）的液态烃。 此外，还要求提供一种生产工艺，包括干磨、混合和捏合各组分，以及将颜料浓缩物用于制备色母粒、墨水、涂料、塑料材料、调色剂或彩色滤光片。