1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-十六氯-29H,31H-酞菁 | 28888-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 中文名称: 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-十六氯-29H,31H-酞菁
• 英文名称: 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyanine
• 英文别名: 5,6,7,8,14,15,16,17,23,24,25,26,32,33,34,35-Hexadecachloro-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),30(37),31(36),32,34-nonadecaene；5,6,7,8,14,15,16,17,23,24,25,26,32,33,34,35-hexadecachloro-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),30(37),31(36),32,34-nonadecaene
• CAS: 28888-81-5
• 化学式: C₃₂H₂Cl₁₆N₈
• 分子量: 1065.67
• InChiKey: PQAXGPJSVFSKAI-UHFFFAOYSA-N

物化性质

• 沸点：
  662.86°C (rough estimate)
• 密度：
  0.6709 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  56
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  erbium(III) acetate tetrahydrate 、 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-十六氯-29H,31H-酞菁 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 邻二氯苯 为溶剂， 反应 4.0h， 以68%的产率得到1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyaninato erbium acetate
  参考文献：
  名称：

  Hexadecachloro-substituted lanthanide(III) phthalocyaninates and their hybrid conjugates with gold nanoparticles: Synthesis and optical properties

  摘要：

  Novel hexadecachloro-substituted Eu, Er and Lu monophthalocyaninates were prepared via two alternative ways: lanthanide ion templated tetramerization of tetrachlorophthalonitrile and metallation of the corresponding phthalocyanine ligand. Target complexes were identified by mass spectrometry and fourier transform infrared spectroscopy. Aggregation behavior of these compounds was investigated using UV-Vis and fluorescence spectroscopy. Hybrid nanoparticle conjugates composed of the gold cores (20 and 30 nm in diameter) covered by the layers of target phthalocyanines were obtained. The formation of phthalocyanine shell on the surface of nanoparticles and its elemental composition were examined using transmission electron microscopy experiments. Reverse saturable absorption effect was found in solution of the erbium complex utilizing z-scan technique. Furthermore, significant increase in the effect was observed in hybrid nanoparticles due to their plasmonic properties. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.06.048
• 作为产物：
  描述：

  4,5,6,7-四氯邻苯二甲酰亚胺 在 对甲苯磺酸 、 六甲基二硅氮烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以20%的产率得到1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-十六氯-29H,31H-酞菁
  参考文献：
  名称：

  Novel Synthesis of Metal-Free Phthalocyanines from Phthalimides and Phthalic Anhydrides with Hexamethyldisilazane

  摘要：

  在温和条件下，由未取代和取代的邻苯二甲酰亚胺、邻苯二甲酸酐和萘二甲酰亚胺与六甲基二硅氮烷一起加热，合成了无金属酞菁及其外围取代的衍生物。

  DOI：

  10.1055/s-2003-41484

文献信息

• MANGANESE (III) CATALYZED C--H AMINATIONS
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20190106448A1

  公开（公告）日：2019-04-11

  Reactions that directly install nitrogen into C—H bonds of complex molecules are significant because of their potential to change the chemical and biological properties of a given compound. Selective intramolecular C—H amination reactions that achieve high levels of reactivity, while maintaining excellent site-selectivity and functional-group tolerance is a challenging problem. Herein is reported a manganese perchlorophthalocyanine catalyst [Mn III (ClPc)] for intermolecular benzylic C—H amination of bioactive molecules and natural products that proceeds with unprecedented levels of reactivity and site-selectivity. In the presence of Brønsted or Lewis acid, the [Mn III (ClPc)]-catalyzed C—H amination demonstrates unique tolerance for tertiary amine, pyridine and benzimidazole functionalities. Mechanistic studies indicate that C—H amination proceeds through an electrophilic metallonitrene intermediate via a stepwise pathway where C—H cleavage is the rate-determining step of the reaction. Collectively these mechanistic features contrast previous base-metal catalyzed C—H aminations.

  直接将氮原子安装到复杂分子中的C-H键的反应具有重要意义，因为它们有可能改变给定化合物的化学和生物性质。实现高反应性，同时保持优秀的位点选择性和官能团耐受性的选择性分子内C-H胺化反应是一个具有挑战性的问题。本文报道了一种锰过氯酞菁催化剂[MnIII(ClPc)]，用于分子间苄基C-H胺化反应，该反应在生物活性分子和天然产物中以前所未有的反应性和位点选择性进行。在Brønsted酸或Lewis酸的存在下，[MnIII(ClPc)]催化的C-H胺化展示了对叔胺、吡啶和苯并咪唑官能团的独特耐受性。机理研究表明，C-H胺化通过亲电金属亚硝烯中间体经过分步途径进行，其中C-H裂解是反应的速率决定步骤。总的来说，这些机理特征与之前基于贱金属催化的C-H胺化反应形成了对比。
• USE OF SUBSTITUTED PERYLENES IN ORGANIC SOLAR CELLS
  申请人：KÖNEMANN Martin

  公开号：US20110308592A1

  公开（公告）日：2011-12-22

  The present invention relates to an organic solar cell with a photoactive region which comprises at least one organic donor material in contact with at least one organic acceptor material, wherein the donor material and the acceptor material form a donor-acceptor heterojunction and wherein the photoactive region comprises at least one substituted perylene.

  本发明涉及一种有机太阳能电池，其具有包括至少一种有机给体材料与至少一种有机受体材料接触的光活性区域，其中给体材料和受体材料形成给体-受体异质结，且光活性区域包括至少一种取代的苝。
• DIBENZORYLENETETRACARBOXIMIDES AS INFRARED ABSORBERS
  申请人：Koenemann Martin

  公开号：US20100048904A1

  公开（公告）日：2010-02-25

  Dibenzorylenetetracarboximides of the general formula I in which the variables are each defined as follows: R′ are identical or different radicals: hydrogen; optionally substituted aryloxy, arylthio, hetaryloxy or hetarylthio; R are identical or different radicals: hydrogen; optionally substituted C 1 -C 30 -alkyl, C 3 -C 8 -cycloalkyl, aryl or hetaryl; m, n are each independently 0 or 1.

  一般式I的二苯并咔唑四羧酰亚胺中，变量定义如下：R′为相同或不同的基团：氢；可选择取代的芳氧基、芳硫基、杂芳氧基或杂芳硫基；R为相同或不同的基团：氢；可选择取代的C1-C30烷基、C3-C8环烷基、芳基或杂芳基；m，n各自独立地为0或1。
• LIQUID CRYSTALLINE RYLENE TETRACARBOXYLIC ACID DERIVATIVES AND USE THEREOF
  申请人：Koenemann Martin

  公开号：US20110042651A1

  公开（公告）日：2011-02-24

  The present invention relates to liquid-crystalline rylenetetracarboxylic acid derivatives, to processes for their preparation and to their use as n-type organic semiconductors for producing organic field-effect transistors and solar cells.

  本发明涉及液晶芳纶四羧酸衍生物，其制备方法以及作为n型有机半导体用于制造有机场效应晶体管和太阳能电池的用途。
• HALOGEN-CONTAINING PERYLENETETRACARBOXYLIC ACID DERIVATIVES AND THE USE THEREOF
  申请人：Koenemann Martin

  公开号：US20110068328A1

  公开（公告）日：2011-03-24

  The invention relates to compounds of the formula (I) in which Y 1 and Y 2 are each O or, respectively, NR a or NR b , where R a and R b are each H or organyl; Z 1 to Z 4 are each O or S; R 11 to R 14 , R 21 to R 24 are each Cl, F; where 1 or 2 of the R 11 to R 14 , R 21 to R 24 radicals may also be CN and/or 1 R 11 to R 14 , R 21 to R 24 radical may be H; and where, when Y 1 is NR a , Z 1 or Z 2 may also be NR c , where R a and R c together are a bridging X group having from 2 to 5 atoms; and where, when Y 2 is NR b , Z 3 or Z 4 may also be NR d , where R b and R d together are a bridging X group having from 2 to 5 atoms; to a process for preparation thereof, and to their use as emitter materials, charge transport materials or exciton transport materials.

  该发明涉及以下式(I)的化合物，其中Y1和Y2分别为O或NRa或NRb，其中Ra和Rb分别为H或有机基；Z1至Z4分别为O或S；R11至R14，R21至R24分别为Cl，F；其中R11至R14，R21至R24中的1或2个基也可以是CN和/或1个R11至R14，R21至R24基可以是H；当Y1为NRa时，Z1或Z2也可以是NRc，其中Ra和Rc一起是具有2到5个原子的桥接X基团；当Y2为NRb时，Z3或Z4也可以是NRd，其中Rb和Rd一起是具有2到5个原子的桥接X基团；以及制备该化合物的方法，以及它们作为发射材料、电荷传输材料或激子传输材料的用途。