1,6,9-tribromo-N-(4-bromo-2,6-diisopropylphenyl)-3,4-perylenedicarboximide

• 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: 1,6,9-tribromo-N-(4-bromo-2,6-diisopropylphenyl)-3,4-perylenedicarboximide
• 英文别名: 1,6,9-tribromo-N-(2,6-diisopropyl-4-bromophenyl)-3,4-perylenedicarboximide；5,12,20-Tribromo-16-[4-bromo-2,6-di(propan-2-yl)phenyl]-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
• 化学式: C₃₄H₂₃Br₄NO₂
• 分子量: 797.178
• InChiKey: MNGQZQFUIXCBJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  41
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,6,9-tribromo-N-(4-bromo-2,6-diisopropylphenyl)-3,4-perylenedicarboximide 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 二异丙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 26.5h， 生成 8-ethynyl-2-(4-ethynyl-2,6-diisopropylphenyl)-5,12-bis(4-(2,4,4-trimethylpentan-2-yl)phenoxy)-1H-benzo[10,5]anthra[2,1,9-def]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Strain Release in Organic Photonic Nanoparticles for Protease Sensing

  摘要：

  Proteases are overexpressed in most cancers and proteolytic activity has been shown to be a viable marker for cancer imaging in vivo. Herein, we describe the synthesis of luminescence-quenched shell cross-linked nanoparticles as photonic nanoprobes for protease sensing. Protease sensing scheme is based on a "turn-on" mechanism where the protease cleaves peptide cross-linkers of the fluorescence-quenched shell cross-linked NP (OFF state) leading to a highly emissive non-cross linked NP (ON state). The cross-linked particles can be strained by exposure to a good solvent and proteolysis allows for particle expansion (swelling) and a recovery of the luminescence.

  DOI：

  10.1021/ja301259v
• 作为产物：
  描述：

  N-(2,6-diisopropyl-4-bromophenyl)-3,4-perylenedicarboximide 在 溴 作用下， 以 氯仿 为溶剂， 反应 7.0h， 以59%的产率得到1,6,9-tribromo-N-(4-bromo-2,6-diisopropylphenyl)-3,4-perylenedicarboximide
  参考文献：
  名称：

  [EN] SYNTHESIS OF PERYLENE-PORPHYRIN BUILDING BLOCKS AND POLYMERS THEREOF FOR THE PRODUCTION OF LIGHT-HARVESTING ARRAYS
  [FR] SYNTHESE D'ELEMENTS CONSTITUTIFS A BASE DE PERYLENE-PORPHYRINE ET POLYMERES ASSOCIES DESTINES A LA PRODUCTION DE RESEAUX COLLECTEURS DE LUMIERE

  摘要：

  本发明提供了一种用于合成光收集阵列的方法、化合物和组合物，所述阵列包括：(a)包括第一电极的第一衬底；以及(b)与所述第一电极电性耦合的光收集棒层，其中每个所述光收集棒包括化学式(I)的聚合物：其中m至少为1；X1是一个电荷分离基团，X2至Xm+1是色素。X2至Xm+1中至少有一个与之耦合的苯菲啰基团。

  公开号：

  WO2003105237A1

文献信息

• Synthesis of perylene-porphyrin building blocks and polymers thereof for the production of light-harvesting arrays
  申请人：——

  公开号：US20030075216A1

  公开（公告）日：2003-04-24

  The present invention provides methods, compounds, and compositions for the synthesis of light harvesting arrays, such arrays comprising: (a) a first substrate comprising a first electrode; and (b) a layer of light harvesting rods electrically coupled to said first electrode, each of said light harvesting rods comprising a polymer of Formula I: X 1 &Parenopenst;X m+1 ) m (I) wherein m is at least 1; X 1 is a charge separation group, and X 2 through X m+1 are chromophores. At least one of X 2 through X m+1 has at least one perylene group coupled thereto.

  本发明提供了用于合成光收集阵列的方法、化合物和组合物，其中所述阵列包括：(a)第一基底，包括第一电极；以及(b)与所述第一电极电性耦合的光收集棒层，每个所述光收集棒包括式I：X1&Parenopenst;Xm+1)m(I)的聚合物，其中m至少为1；X1是一个电荷分离基团，X2至Xm+1是色团。X2至Xm+1中至少有一个与至少一个苝基团耦合。
• US6916982B2
  申请人：——

  公开号：US6916982B2

  公开（公告）日：2005-07-12
• [EN] SYNTHESIS OF PERYLENE-PORPHYRIN BUILDING BLOCKS AND POLYMERS THEREOF FOR THE PRODUCTION OF LIGHT-HARVESTING ARRAYS<br/>[FR] SYNTHESE D'ELEMENTS CONSTITUTIFS A BASE DE PERYLENE-PORPHYRINE ET POLYMERES ASSOCIES DESTINES A LA PRODUCTION DE RESEAUX COLLECTEURS DE LUMIERE
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2003105237A1

  公开（公告）日：2003-12-18

  The present invention provides methods, compounds, and compositions for the synthesis of light harvesting arrays, such arrays comprising: (a) a first substrate comprising a first electrode; and (b) a layer of light harvesting rods electrically coupled to said first electrode, each of said light harvesting rods comprising a polymer of Formula (I): wherein m is at least 1; X1 is a charge separation group, and X2 through Xm+1 are chromophores. At least one of X2 through Xm+1 has at least one perylene group coupled thereto.

  本发明提供了一种用于合成光收集阵列的方法、化合物和组合物，所述阵列包括：(a)包括第一电极的第一衬底；以及(b)与所述第一电极电性耦合的光收集棒层，其中每个所述光收集棒包括化学式(I)的聚合物：其中m至少为1；X1是一个电荷分离基团，X2至Xm+1是色素。X2至Xm+1中至少有一个与之耦合的苯菲啰基团。
• Strain Release in Organic Photonic Nanoparticles for Protease Sensing
  作者：Carlos Cordovilla、Timothy M. Swager

  DOI：10.1021/ja301259v

  日期：2012.4.25

  Proteases are overexpressed in most cancers and proteolytic activity has been shown to be a viable marker for cancer imaging in vivo. Herein, we describe the synthesis of luminescence-quenched shell cross-linked nanoparticles as photonic nanoprobes for protease sensing. Protease sensing scheme is based on a "turn-on" mechanism where the protease cleaves peptide cross-linkers of the fluorescence-quenched shell cross-linked NP (OFF state) leading to a highly emissive non-cross linked NP (ON state). The cross-linked particles can be strained by exposure to a good solvent and proteolysis allows for particle expansion (swelling) and a recovery of the luminescence.