tetrabenzyl perylene-3,4,9,10-tetracarboxylate | 698998-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: tetrabenzyl perylene-3,4,9,10-tetracarboxylate
• 英文别名: Tetra-benzyl perylene-3,4,9,10-tetracarboxylate
• CAS: 698998-98-0
• 化学式: C₅₂H₃₆O₈
• 分子量: 788.853
• InChiKey: MPEIHBQBYXZBEM-UHFFFAOYSA-N

物化性质

• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetrabenzyl perylene-3,4,9,10-tetracarboxylate 在 盐酸 、 二异丁基氢化铝 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 反应 14.0h， 生成 3,4,9,10-tetra(chloromethyl)perylene
  参考文献：
  名称：

  1,3,8,10-Tetrahydro-2,9-diazadibenzo[cd,lm]perylenes: synthesis of reduced perylene bisimide analogues

  摘要：

  A unique family of 1,3,8,10-tetrahydro-2,9-diazadibenzo[cd,lm]perylenes (THDAP) was prepared through a new synthetic strategy. Completion of the synthesis was achieved in several steps from commercially available perylene-3,4,9,10-tetracarboxylic dianhydride via reactions between 3,4,9, 10-tetra(chloromethyl)perylene and primary amines. The successful use of a variety of primary amines in the reauions indicated that the synthetic approach provides a rich opportunity to produce new functionalized perylene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.100
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 在 4-二甲氨基吡啶 、 氢氧化钾 、 18-冠醚-6 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 tetrabenzyl perylene-3,4,9,10-tetracarboxylate
  参考文献：
  名称：

  1,3,8,10-Tetrahydro-2,9-diazadibenzo[cd,lm]perylenes: synthesis of reduced perylene bisimide analogues

  摘要：

  A unique family of 1,3,8,10-tetrahydro-2,9-diazadibenzo[cd,lm]perylenes (THDAP) was prepared through a new synthetic strategy. Completion of the synthesis was achieved in several steps from commercially available perylene-3,4,9,10-tetracarboxylic dianhydride via reactions between 3,4,9, 10-tetra(chloromethyl)perylene and primary amines. The successful use of a variety of primary amines in the reauions indicated that the synthetic approach provides a rich opportunity to produce new functionalized perylene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.100

文献信息

• Controllable Monobromination of Perylene Ring System: Synthesis of Bay-Functionalized Perylene Dyes
  作者：Masaki Takahashi、Kyohei Asaba、Trinh Thi Lua、Toshiyasu Inuzuka、Naohiro Uemura、Masami Sakamoto、Tetsuya Sengoku、Hidemi Yoda

  DOI：10.1021/acs.joc.7b02540

  日期：2018.1.19

  Practical synthesis of bay-monofunctionalized perylene dyes has been developed based on controllable NBS bromination of tetrabenzyl perylene-3,4,9,10-tetracarboxylate. The ability to perform the convenient and high-yielding synthesis highlights the potential utility of our multifunctional approach to access a diverse range of new perylene systems.

  基于可控的NBS溴化3,4,9,10-四羧酸四苄酯的NBS溴，开发了实用的海湾单官能化per染料的合成方法。执行方便且高产合成的能力凸显了我们多功能方法访问各种新型per系统的潜在用途。
• Regioselective Bay‐Functionalization of Perylenes Toward Tailor‐Made Synthesis of Acceptor Materials for Organic Photovoltaics
  作者：Keisuke Fujimoto、Seiichiro Izawa、Yusaku Arikai、Shinya Sugimoto、Hirona Oue、Toshiyasu Inuzuka、Naohiro Uemura、Masami Sakamoto、Masahiro Hiramoto、Masaki Takahashi

  DOI：10.1002/cplu.201900725

  日期：2020.2

  10-tetracarboxylate underwent a regioselective bromination at the 7-position followed by a further bromination at the 12-position to provide a 7,12-dibromide in high 84% yield. This compound was transformed into a tetrasubstituted C2h -symmetric dibromide by a controlled monoetherification and a final bromination. The synthetic versatility of the new brominated precursors was demonstrated by their application

  据报道，已开发出一种有效的合成方案，用于多种海湾官能化的per，并将这些产品应用于光伏。1-（4-叔丁基苯氧基）per四苄基-3,4,9,10-四羧酸酯在7位进行区域选择性溴化，然后在12位进行进一步溴化，以提供高浓度的7,12-二溴化物产率84％。通过受控的单醚化和最终的溴化，将该化合物转化为四取代的C 2h-对称的二溴化物。通过将新溴化前体用于交叉偶联反应，氰化和衍生化为相应的per二酰亚胺（PDI），证明了它们的合成多功能性。由于高溶解度和提高的LUMO水平，
• ペリレンテトラカルボン酸二無水物の臭素一置換体の製造方法及び精製方法。
  申请人：国立大学法人静岡大学

  公开号：JP2018165257A

  公开（公告）日：2018-10-25

  【課題】臭素一置換体を選択的に合成することが可能なペリレンテトラカルボン酸二無水物の臭素一置換体の製造方法を提供すること。【解決手段】ペリレンテトラカルボン酸二無水物をベンジル化し、ベンジルエステル体を得る工程と、前記ベンジルエステル体をアセトニトリル、クロロホルム、ジクロロエタン及びジクロロメタンよりなる群から選ばれた少なくとも１種の溶媒中で臭素化し、臭素一置換体を得る工程と、得られた前記臭素一置換体を酸無水化物化する工程と、を含むペリレンテトラカルボン酸二無水物の臭素一置換体の製造方法。【選択図】なし

  【问题】提供一种能够有选择性地合成溴一取代物的苝并四羧酸二无水物的溴一取代物的制备方法。 【解决方案】包括以下步骤：苝并四羧酸二无水物被苄化以获得苄酯体；在由丙酮腈、氯仿、1,2-二氯乙烷和二氯甲烷组成的溶剂中，用溴化剂进行溴化反应以获得溴一取代物；将所得的溴一取代物进行酸催化脱水反应以制备苝并四羧酸二无水物的溴一取代物。 【选择图】无
• Highly soluble perylene dye: tetrabenzyl 3,4,9,10-perylenetetracarboxylate
  作者：Julia Yu. Mayorova、Pavel A. Troshin、Alexander S. Peregudov、Svetlana M. Peregudova、Mikhail G. Kaplunova、Rimma N. Lyubovskaya

  DOI：10.1016/j.mencom.2007.05.008

  日期：2007.5

  We report on the preparation and spectroscopic characterization of a highly soluble perylene dye; the photophysical and electrochemical properties of this compound make promising its application in organic light-emitting devices.
• 1,3,8,10-Tetrahydro-2,9-diazadibenzo[cd,lm]perylenes: synthesis of reduced perylene bisimide analogues
  作者：Masaki Takahashi、Yousuke Suzuki、Yasunori Ichihashi、Mitsuji Yamashita、Hideki Kawai

  DOI：10.1016/j.tetlet.2006.11.100

  日期：2007.1

  A unique family of 1,3,8,10-tetrahydro-2,9-diazadibenzo[cd,lm]perylenes (THDAP) was prepared through a new synthetic strategy. Completion of the synthesis was achieved in several steps from commercially available perylene-3,4,9,10-tetracarboxylic dianhydride via reactions between 3,4,9, 10-tetra(chloromethyl)perylene and primary amines. The successful use of a variety of primary amines in the reauions indicated that the synthetic approach provides a rich opportunity to produce new functionalized perylene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.