12-[4,5-bis(3,4-dimethoxyphenyl)-1H-imidazol-2-yl]tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene-5-carbaldehyde | 1220516-15-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 12-[4,5-bis(3,4-dimethoxyphenyl)-1H-imidazol-2-yl]tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene-5-carbaldehyde
• CAS: 1220516-15-3
• 化学式: C₃₆H₃₄N₂O₅
• 分子量: 574.676
• InChiKey: LSWXIEKOVYUQFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-[4-[2-(4-Methoxyphenyl)-2-oxoacetyl]phenoxy]hexyl 2-methylprop-2-enoate 、 12-[4,5-bis(3,4-dimethoxyphenyl)-1H-imidazol-2-yl]tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene-5-carbaldehyde 在 ammonium acetate 、 溶剂黄146 、 4-甲氧基苯酚 、 potassium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 苯 为溶剂， 反应 96.5h， 生成 6-(4-(4,5-bis(3,4-dimethoxyphenyl)-1'-(4-methoxyphenyl)-8',9'-dihydrospiro[imidazole-2,14'-[5,12]ethanodibenzo[c,g]imidazo[1,2-a]azonin]-2'-yl)phenoxy)hexyl methacrylate
  参考文献：
  名称：

  Fast Photochromic Polymers Carrying [2.2]Paracyclophane-Bridged Imidazole Dimer

  摘要：

  The synthesis and photochromic behavior of the fast photochromic polymers carrying [2.2]paracyclophane-bridged imidazole dimer are demonstrated. A significant feature of this synthetic strategy is that we can modify the photochromic properties such as coloration/decoloration rate, coloring, and photosensitivity via the stepwise synthetic approach of the imidazole dimer system. Notably, the photochromic behavior of the polymers is not affected by the environment around the photochromes and copolymerization with other monomers in both solution and film, which cannot be realized in any other conventional photochromic systems. The comparable photochromic behavior of the homopolymers and copolymers in solution and film indicates that the photochromic unit is independent from the local environment, which allows effective molecular design of the photochromic monomer unit to accomplish desired photochromic properties of the polymer.

  DOI：

  10.1021/ma100197z
• 作为产物：
  描述：

  1,2-二(3,4-二甲氧基苯基)乙烷-1,2-二酮 、 4,15-diformyl[2.2]paracyclophane 在 ammonium acetate 、 溶剂黄146 作用下， 反应 12.0h， 生成 12-[4,5-bis(3,4-dimethoxyphenyl)-1H-imidazol-2-yl]tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene-5-carbaldehyde
  参考文献：
  名称：

  Fast Photochromic Polymers Carrying [2.2]Paracyclophane-Bridged Imidazole Dimer

  摘要：

  The synthesis and photochromic behavior of the fast photochromic polymers carrying [2.2]paracyclophane-bridged imidazole dimer are demonstrated. A significant feature of this synthetic strategy is that we can modify the photochromic properties such as coloration/decoloration rate, coloring, and photosensitivity via the stepwise synthetic approach of the imidazole dimer system. Notably, the photochromic behavior of the polymers is not affected by the environment around the photochromes and copolymerization with other monomers in both solution and film, which cannot be realized in any other conventional photochromic systems. The comparable photochromic behavior of the homopolymers and copolymers in solution and film indicates that the photochromic unit is independent from the local environment, which allows effective molecular design of the photochromic monomer unit to accomplish desired photochromic properties of the polymer.

  DOI：

  10.1021/ma100197z

文献信息

• Fluorescence modulation by fast photochromism of a [2.2]paracyclophane-bridged imidazole dimer possessing a perylene bisimide moiety
  作者：Katsuya Mutoh、Michel Sliwa、Eduard Fron、Johan Hofkens、Jiro Abe

  DOI：10.1039/c8tc02713g

  日期：——

  reversibly control the fluorescent “ON” and “OFF” states. In this study, we demonstrated the red-color fluorescence switching of a perylene bisimide (PBI) derivative by using a fast photochromic [2.2]paracyclophane-bridged imidazole dimer. The transient colored biradical species as the fluorescence quencher is generated upon UV light irradiation. Because the biradical species has broad absorption bands

  单分子成像和超分辨率显微镜技术的发展促进了荧光可转换分子的研究，这对于深入了解细胞器的活动以及纳米和微米级材料的几何形状至关重要。利用光致变色化合物作为光开关触发是可逆地控制荧光灯“ ON”和“ OFF”状态的有效策略。在这项研究中，我们证明了通过使用快速光致变色[2.2]对环环烷桥连的咪唑二聚体实现a双酰亚胺（PBI）衍生物的红色荧光转换。在紫外光照射下产生了作为荧光猝灭剂的瞬时有色双自由基物质。由于双自由基物质在整个可见光和近红外区域（500-900 nm）均具有较宽的吸收带，因此可通过福斯特共振能量转移（FRET）有效地淬灭PBI的荧光。通过在几十毫秒内快速的光致变色循环来切换荧光强度。瞬态双自由基物质在可见光和近红外区域切换荧光的潜在能力将为多色荧光成像开辟新的可能性。
• US9040647B2
  申请人：——

  公开号：US9040647B2

  公开（公告）日：2015-05-26