N-(2,5-di-tert-butyl-phenyl)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-bromoperylene-3,4-dicarboximide | 358762-71-7

• 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-(2,5-di-tert-butyl-phenyl)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-bromoperylene-3,4-dicarboximide
• 英文别名: N-(2,5-di-tert-butylphenyl)-9-bromo-1,6-bis(3,5-di-tert-butylphenoxy)-perylene-3,4-dicarboximide；5-Bromo-12,20-bis(3,5-ditert-butylphenoxy)-16-(2,5-ditert-butylphenyl)-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11,13,18,21-decaene-15,17-dione；5-bromo-12,20-bis(3,5-ditert-butylphenoxy)-16-(2,5-ditert-butylphenyl)-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2(23),3,5,7,9,11,13,18,21-decaene-15,17-dione
• CAS: 358762-71-7
• 化学式: C₆₄H₇₀BrNO₄
• 分子量: 997.168
• InChiKey: XGHZWWJDWMXVGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.1
• 重原子数：
  70
• 可旋转键数：
  11
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,5-di-tert-butyl-phenyl)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-bromoperylene-3,4-dicarboximide 在 氢氧化钾 作用下， 以 N-甲基吡咯烷酮 、 叔丁醇 为溶剂， 反应 22.5h， 生成 N-(amino)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-(N-pyrrolidinyl)perylene-3,4-dicarboximide
  参考文献：
  名称：

  Photorefractivity in Nematic Liquid Crystals Using a Donor−Acceptor Dyad with a Low-Lying Excited Singlet State for Charge Generation

  摘要：

  The photorefractive effect was observed in room-temperature nematic liquid crystal composites consisting of a eutectic mixture of 65% 4 '-(n-pentyl)-4-cyanobiphenyl and 35% 4 '-(n-octyloxy)-4-cyanobiphenyl doped with a donor-acceptor dyad in which 9-(N-pyrrolidinyl)perylene-3,4-dicarboximide is directly linked to 1,8: 4,5-naphthalenetetracarboxydiimide. This dyad has a broad, intense absorption band that extends from 500 to 750 nm. Measurements of two-beam asymmetric energy exchange (beam-coupling) and the diffraction efficiency of the refractive index grating produced in these liquid crystal thin films were carried out. A comparison is made between the covalent donor-acceptor dyad and the corresponding noncovalent donor-acceptor pair. In each case the covalent dyad outperforms the noncovalent donor-acceptor pair. The results show that aminoaryleneimides are promising new charge donating chromophores that are capable of extending photorefractive performance of nematic liquid crystal composites into the near-infrared region of the spectrum.

  DOI：

  10.1021/jp011561v
• 作为产物：
  描述：

  N-(2,5-Di-tert-butylphenyl)perylene-3,4-dicarboximide 在 copper(l) iodide 、 溴 作用下， 以 氯仿 、 乙酸乙酯 、 甲苯 为溶剂， 反应 8.5h， 生成 N-(2,5-di-tert-butyl-phenyl)-1,6-bis-(3,5-di-tert-butylphenoxy)-9-bromoperylene-3,4-dicarboximide
  参考文献：
  名称：

  Photorefractivity in Nematic Liquid Crystals Using a Donor−Acceptor Dyad with a Low-Lying Excited Singlet State for Charge Generation

  摘要：

  The photorefractive effect was observed in room-temperature nematic liquid crystal composites consisting of a eutectic mixture of 65% 4 '-(n-pentyl)-4-cyanobiphenyl and 35% 4 '-(n-octyloxy)-4-cyanobiphenyl doped with a donor-acceptor dyad in which 9-(N-pyrrolidinyl)perylene-3,4-dicarboximide is directly linked to 1,8: 4,5-naphthalenetetracarboxydiimide. This dyad has a broad, intense absorption band that extends from 500 to 750 nm. Measurements of two-beam asymmetric energy exchange (beam-coupling) and the diffraction efficiency of the refractive index grating produced in these liquid crystal thin films were carried out. A comparison is made between the covalent donor-acceptor dyad and the corresponding noncovalent donor-acceptor pair. In each case the covalent dyad outperforms the noncovalent donor-acceptor pair. The results show that aminoaryleneimides are promising new charge donating chromophores that are capable of extending photorefractive performance of nematic liquid crystal composites into the near-infrared region of the spectrum.

  DOI：

  10.1021/jp011561v

文献信息

• Perylene n-type semiconductors and related devices
  申请人：Marks J. Tobin

  公开号：US20050176970A1

  公开（公告）日：2005-08-11

  Mono- and diimide perylene and naphthalene compounds, N- and core-substituted with electron-withdrawing groups, for use in the fabrication of various device structures.

  单亚胺和二亚胺苝和萘化合物，N-和核取代为电子受体基团，用于制备各种器件结构。
• PERYLENE N-TYPE SEMICONDUCTORS AND RELATED DEVICES
  申请人：Northwestern University

  公开号：EP1749316A2

  公开（公告）日：2007-02-07
• N-Type Semiconductors and Related Devices
  申请人：Marks Tobin J.

  公开号：US20100204475A1

  公开（公告）日：2010-08-12

  Mono- and diimide perylene and naphthalene compounds, N- and/or core-substituted with electron-withdrawing groups, for use in the fabrication of various device structures.
• US7671202B2
  申请人：——

  公开号：US7671202B2

  公开（公告）日：2010-03-02
• US7982039B2
  申请人：——

  公开号：US7982039B2

  公开（公告）日：2011-07-19