N,N'-Diallyl-3,4:9,10-perylenbis(dicarboximid) | 110590-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-Diallyl-3,4:9,10-perylenbis(dicarboximid)
• 英文别名: perylene tetracarboxylic acid bis(allylimide)；N,N'-diallylperylene-3,4:9,10-tetracarboxylic acid bisimide；7,18-Bis(prop-2-enyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 110590-73-3
• 化学式: C₃₀H₁₈N₂O₄
• 分子量: 470.484
• InChiKey: KNOJTTNVHHUVMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,1,3,3,5,5-七甲基三硅氧烷 、 N,N'-Diallyl-3,4:9,10-perylenbis(dicarboximid) 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 反应 5.0h， 以75.3%的产率得到perylene tetracarboxylic acid bis(1,1,1,3,3,5,5-heptamethyltrisiloxanyl propylimide)
  参考文献：
  名称：

  Liquid–crystalline perylene tetracarboxylic acid bisimide bearing oligosiloxane chains with high electron mobility and solubility

  摘要：

  Liquid-crystalline perylene tetracarboxylic acid bisimide derivatives 1 and 2 bearing 1,1,1,2,2,3,3-heptamethyltrisiloxane chains at the end of alkyl side-chains have been synthesized. Compound 1 having four trisiloxane chains exhibits a hexagonal columnar phase at room temperature. Time-of-flight measurement reveals that the electron mobility in the columnar phase of compound 1 exceeds 10 (3) cm(2) V (1) s (1) at room temperature. In contrast, compound 2 bearing two trisiloxane chains is not mesomorphic. These two compounds are soluble in various organic solvents except for alcohols and thin films can be produced by a spin-coating method. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2012.05.027
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 、 丙烯胺 在 zinc diacetate 作用下， 以 喹啉 为溶剂， 反应 5.0h， 以98%的产率得到N,N'-Diallyl-3,4:9,10-perylenbis(dicarboximid)
  参考文献：
  名称：

  Liquid–crystalline perylene tetracarboxylic acid bisimide bearing oligosiloxane chains with high electron mobility and solubility

  摘要：

  Liquid-crystalline perylene tetracarboxylic acid bisimide derivatives 1 and 2 bearing 1,1,1,2,2,3,3-heptamethyltrisiloxane chains at the end of alkyl side-chains have been synthesized. Compound 1 having four trisiloxane chains exhibits a hexagonal columnar phase at room temperature. Time-of-flight measurement reveals that the electron mobility in the columnar phase of compound 1 exceeds 10 (3) cm(2) V (1) s (1) at room temperature. In contrast, compound 2 bearing two trisiloxane chains is not mesomorphic. These two compounds are soluble in various organic solvents except for alcohols and thin films can be produced by a spin-coating method. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2012.05.027

文献信息

• Liquid-crystalline perylene tetracarboxylic bisimide derivatives bearing cyclotetrasiloxane moieties
  作者：Masahiro Funahashi、Mika Yamaoka、Kaede Takenami、Akinari Sonoda

  DOI：10.1039/c3tc31567c

  日期：——

  Liquid-crystalline perylene tetracarboxylic bisimide derivatives bearing heptamethylcyclotetrasiloxane moieties have been synthesized. Compound 2 bearing four heptamethylcyclotetrasiloxane moieties exhibits a rectangular columnar phase at room temperature. In the columnar phase, the cyclotetrasiloxane rings interdigitate into neighbouring columns and their interaction promotes the formation of the columnar mesomorphic structure. A time-of-flight measurement reveals that the electron mobility in the columnar phase of compound 2 is on the order of 10−2 cm2 V−1 s−1 at room temperature. Compound 2 is soluble in various organic solvents except for alcohol.

  我们合成了含有七甲基环四硅氧烷分子的液晶包烯四羧酸二亚胺衍生物。含有四个七甲基环四硅氧烷分子的化合物 2 在室温下呈矩形柱状相。在柱状相中，环四硅氧烷环相互咬合成相邻的柱状，它们之间的相互作用促进了柱状介形结构的形成。飞行时间测量显示，在室温下，化合物 2 柱状相中的电子迁移率约为 10-2 cm2 V-1 s-1。除酒精外，化合物 2 可溶于各种有机溶剂。
• PERYLENE TETRACARBOXYLIC ACID BISIMIDE DERIVATIVE, N-TYPE SEMICONDUCTOR, A METHOD FOR PRODUCING N-TYPE SEMICONDUCTOR, AND ELECTRONIC DEVICE
  申请人：Funahashi Masahiro

  公开号：US20140024171A1

  公开（公告）日：2014-01-23

  The present invention provides a perylene tetracarboxylic acid bisimide derivative which enables the formation of an n-type semiconductor having high carrier mobility and has superior solubility. The perylene tetracarboxylic acid bisimide derivative is a perylene tetracarboxylic acid bisimide derivative represented by the following chemical formula (I), a tautomer or stereoisomer of the perylene tetracarboxylic acid bisimide derivative, or a salt of the perylene tetracarboxylic acid bisimide derivative or the tautomer or stereoisomer, In the chemical formula (I), R 1 to R 6 each represents a hydrogen atom, organooligosiloxane, or any substituent, at least one of R 1 to R 6 represents a monovalent substituent derived from organooligosiloxane, L 1 and L 2 each represents a single bond or a linking group, R 7 to R 10 each represents a lower alkyl group or a halogen, and o, p, q, and r each represents an integer from 0 to 2.

  本发明提供了一种苝酞菁四羧酸双亚胺衍生物，其能够形成具有高载流子迁移率的n型半导体，并具有优异的溶解性。该苝酞菁四羧酸双亚胺衍生物是由以下化学式（I）所表示的苝酞菁四羧酸双亚胺衍生物，其互变异构体或立体异构体，或者是该苝酞菁四羧酸双亚胺衍生物或其互变异构体或立体异构体的盐。在化学式（I）中，R1至R6分别表示氢原子、有机寡硅氧烷或任何取代基，其中至少一个R1至R6表示来自有机寡硅氧烷的一价取代基，L1和L2分别表示单键或连接基，R7至R10分别表示低碳烷基或卤素，o、p、q和r分别表示0至2的整数。
• Demming, Stefan; Langhals, Heinz, Chemische Berichte, 1988, vol. 121, p. 225 - 230
  作者：Demming, Stefan、Langhals, Heinz

  DOI：——

  日期：——
• PERYLENE TETRACARBOXYLIC ACID BISIMIDE DERIVATIVE, n-TYPE SEMICONDUCTOR, PROCESS FOR PRODUCING n-TYPE SEMICONDUCTOR, AND ELECTRONIC DEVICE
  申请人：National University Corporation Kagawa University

  公开号：EP2695885B1

  公开（公告）日：2017-02-22
• DEMMING, STEFAN;LANGHALS, HEINZ, CHEM. BER., 121,(1988) N 2, 225-230
  作者：DEMMING, STEFAN、LANGHALS, HEINZ

  DOI：——

  日期：——