4-[4-(dibutylamino)phenyl]-[1,2]naphthoquinone | 744216-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-[4-(dibutylamino)phenyl]-[1,2]naphthoquinone
• 英文别名: 4-[4-(Dibutylamino)phenyl]naphthalene-1,2-dione
• CAS: 744216-55-5
• 化学式: C₂₄H₂₇NO₂
• 分子量: 361.484
• InChiKey: QNOGHNBWADBVGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-(dibutylamino)phenyl]-[1,2]naphthoquinone 、 4-氰基苯甲醛 在 ammonium acetate 、 溶剂黄146 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 1.0h， 以74%的产率得到2-(4-cyanophenyl)-5-[4-(dibutylamino)phenyl]-3H-imidazo[4,5-a]naphthalene
  参考文献：
  名称：

  Drastic solid-state fluorescence enhancement behaviour of imidazo[4,5-a]naphthalene-type fluorescent hosts upon inclusion of polyethers and tert-butyl alcohol

  摘要：

  As one of the most promising materials for the Construction of desirable solid-state fluorescent system, new solid-state fluorescent host-guest system, which consists of the imidazo[4,5-a]naphthalene-type fluorescent hosts 2 and sterically hindered guest molecules were designed and prepared. The crystals of 2 exhibit sensitive colour change and drastic fluorescence enhancement behaviour upon polyethers (diethylene glycol dimethyl ether (DGDM), diethylene glycol diethyl ether (DGDE) and diethylene glycol dibutyl ether (DGDB)) or tert-butyl alcohol. A comparison of the X-ray crystal structures of the guest-free and polyether- and tert-butyl alcohol-inclusion compounds indicates that the enclathrated polyether or tert-butyl alcohol molecule decrease the pi-stacking between hosts and enlarge the distance between the host-host aromatic planes. On the bases of the spectral data and the crystal Structures, the effects of the enclathrated sterically hindered guest on the drastic solid-state fluorescence enhancement behaviour of the host-guest crystals are discussed. (C) 2008 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2008.12.003
• 作为产物：
  描述：

  N,N-二丁基苯胺 、 sodium 1,2-naphthoquinone-4-sulfonate 在 溶剂黄146 、 nickel dichloride 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 168.0h， 以50%的产率得到4-[4-(dibutylamino)phenyl]-[1,2]naphthoquinone
  参考文献：
  名称：

  Drastic solid-state fluorescence enhancement behaviour of imidazo[4,5-a]naphthalene-type fluorescent hosts upon inclusion of polyethers and tert-butyl alcohol

  摘要：

  As one of the most promising materials for the Construction of desirable solid-state fluorescent system, new solid-state fluorescent host-guest system, which consists of the imidazo[4,5-a]naphthalene-type fluorescent hosts 2 and sterically hindered guest molecules were designed and prepared. The crystals of 2 exhibit sensitive colour change and drastic fluorescence enhancement behaviour upon polyethers (diethylene glycol dimethyl ether (DGDM), diethylene glycol diethyl ether (DGDE) and diethylene glycol dibutyl ether (DGDB)) or tert-butyl alcohol. A comparison of the X-ray crystal structures of the guest-free and polyether- and tert-butyl alcohol-inclusion compounds indicates that the enclathrated polyether or tert-butyl alcohol molecule decrease the pi-stacking between hosts and enlarge the distance between the host-host aromatic planes. On the bases of the spectral data and the crystal Structures, the effects of the enclathrated sterically hindered guest on the drastic solid-state fluorescence enhancement behaviour of the host-guest crystals are discussed. (C) 2008 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2008.12.003

文献信息

• HETERO-POLYCYCLIC COMPOUNDS, AND COLORING MATTERS, PIGMENTS, DYES, COLOR-CHANGING MATERIAL COMPOSITIONS, AND COLOR-CHANGING FILMS, MADE BY USING THE COMPOUNDS
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1593675A1

  公开（公告）日：2005-11-09

  Provided are novel hetero-polycyclic compounds having a specific structure, color-changing material compositions comprising (A) a fluorescent coloring matter comprising at least one of the hetero-polycyclic compounds described above and (B) a binder material, color-changing films comprising the above hetero-polycyclic compounds, coloring matters comprising the above hetero-polycyclic compounds, and pigments or dyes comprising the hetero-polycyclic compounds described above, and provided are color-changing material compositions which are not deteriorated in a color-changing performance even after used for long time and which are prevented from being unusable due to deposition of coloring matters during storage and color-changing films produced by using the same, and novel hetero-polycyclic compounds, coloring matters and pigments or dyes which actualize them.

  本发明提供了具有特定结构的新型杂多环化合物、由(A)包含至少一种上述杂多环化合物的荧光着色剂和(B)粘合剂材料组成的变色材料组合物、包含上述杂多环化合物的变色薄膜、包含上述杂多环化合物的着色剂以及包含上述杂多环化合物的颜料或染料、和包含上述杂多环化合物的颜料或染料的变色材料组合物，并提供即使长期使用也不会降低变色性能，且在储存期间不会因着色剂沉积而无法使用的变色材料组合物和使用这些组合物生产的变色薄膜，以及实现这些组合物的新型杂多环化合物、着色剂和颜料或染料。
• EP1593675
  申请人：——

  公开号：——

  公开（公告）日：——
• Hetero-polycyclic compounds, and coloring matters, pigments, dyes, color-changing material compositions, and color-changing films, made by using the compounds
  申请人：Yoshida Katsuhira

  公开号：US20060235060A1

  公开（公告）日：2006-10-19

  Provided are novel hetero-polycyclic compounds having a specific structure, color-changing material compositions comprising (A) a fluorescent coloring matter comprising at least one of the hetero-polycyclic compounds described above and (B) a binder material, color-changing films comprising the above hetero-polycyclic compounds, coloring matters comprising the above hetero-polycyclic compounds, and pigments or dyes comprising the hetero-polycyclic compounds described above, and provided are color-changing material compositions which are not deteriorated in a color-changing performance even after used for long time and which are prevented from being unusable due to deposition of coloring matters during storage and color-changing films produced by using the same, and novel hetero-polycyclic compounds, coloring matters and pigments or dyes which actualize them.
• US7420065B2
  申请人：——

  公开号：US7420065B2

  公开（公告）日：2008-09-02