2,2',4,4'-tetrakis(2-naphthylamino)-6,6'-dichlorocyclotriphosphazene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2',4,4'-tetrakis(2-naphthylamino)-6,6'-dichlorocyclotriphosphazene
• 英文别名: 6,6-dichloro-2-N,2-N',4-N,4-N'-tetranaphthalen-2-yl-1,3,5-triaza-2lambda5,4lambda5,6lambda5-triphosphacyclohexa-1,3,5-triene-2,2,4,4-tetramine；6,6-dichloro-2-N,2-N',4-N,4-N'-tetranaphthalen-2-yl-1,3,5-triaza-2λ5,4λ5,6λ5-triphosphacyclohexa-1,3,5-triene-2,2,4,4-tetramine
• 化学式: C₄₀H₃₂Cl₂N₇P₃
• 分子量: 774.568
• InChiKey: MDZPCAGSOVFJHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9,9-双(4-氨基苯基)芴 、 2,2',4,4'-tetrakis(2-naphthylamino)-6,6'-dichlorocyclotriphosphazene 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 72.0h， 以40%的产率得到
  参考文献：
  名称：

  Monofunctional amines substituted fluorenylidene bridged cyclotriphosphazenes: ‘Turn-off’ fluorescence chemosensors for Cu2+ and Fe3+ ions

  摘要：

  In the present work, the reaction of 2,2,4,4-tetra(anilino)-6,6-dichlorocyclotriphosphazene (4) and 2,2,4,4-tetra(2-naphthylamino)-6,6-dichlorocyclotriphosphazene (5) with 4,4'-(9-fluorenylidene)diphenol, FDP, (6) and 4,4'-(9-fluorenylidene)dianiline FDA (7) were studied in THF and new aniline (8 and 9) and 2-naphthylamine (10 and 11) substituted FDP-bridged cyclotriphosphazenes and aniline (12) and 2-naphthylamine (13) substituted FDA-bridged cyclotriphosphazene derivatives were obtained. All newly synthesized monofunctional amines substituted fluorenylidene bridged cyclotriphosphazenes (8-13) were fully characterized by elemental analysis, H-1 and P-31 NMR spectroscopies, MALDI-TOF mass spectrometry and UV-Vis electronic absorption spectra. The florescence properties of the synthesized new compounds were studied. The chemosensory behavior of the compounds against to metal ions was also investigated. The obtained fluorenylidene bridged 2-naphthylamine substituted cyclotriphosphazenes (10, 11 and 13) showed fluorescence chemosensor behavior with high selectivity for Fe3+ and Cu2+ ions in the solution. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.09.013
• 作为产物：
  描述：

  六氯环三磷腈 、 2-萘胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2,2',4,4'-tetrakis(2-naphthylamino)-6,6'-dichlorocyclotriphosphazene
  参考文献：
  名称：

  Monofunctional amines substituted fluorenylidene bridged cyclotriphosphazenes: ‘Turn-off’ fluorescence chemosensors for Cu2+ and Fe3+ ions

  摘要：

  In the present work, the reaction of 2,2,4,4-tetra(anilino)-6,6-dichlorocyclotriphosphazene (4) and 2,2,4,4-tetra(2-naphthylamino)-6,6-dichlorocyclotriphosphazene (5) with 4,4'-(9-fluorenylidene)diphenol, FDP, (6) and 4,4'-(9-fluorenylidene)dianiline FDA (7) were studied in THF and new aniline (8 and 9) and 2-naphthylamine (10 and 11) substituted FDP-bridged cyclotriphosphazenes and aniline (12) and 2-naphthylamine (13) substituted FDA-bridged cyclotriphosphazene derivatives were obtained. All newly synthesized monofunctional amines substituted fluorenylidene bridged cyclotriphosphazenes (8-13) were fully characterized by elemental analysis, H-1 and P-31 NMR spectroscopies, MALDI-TOF mass spectrometry and UV-Vis electronic absorption spectra. The florescence properties of the synthesized new compounds were studied. The chemosensory behavior of the compounds against to metal ions was also investigated. The obtained fluorenylidene bridged 2-naphthylamine substituted cyclotriphosphazenes (10, 11 and 13) showed fluorescence chemosensor behavior with high selectivity for Fe3+ and Cu2+ ions in the solution. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.09.013

文献信息

• Structural and fluorescence properties of 2-naphthylamine substituted cyclotriphosphazenes
  作者：Gönül Yenilmez Çiftçi、Elif Şenkuytu、Mahmut Durmuş、Fatma Yuksel、Adem Kılıç

  DOI：10.1016/j.ica.2014.09.001

  日期：2014.11

  The reactions of hexachlorocyclotriphosphazene, N3P3Cl6 (trimer) (1), with 2-naphthylamine (2) in tetrahydrofuran solution were studied and six new 2-naphthylamine substituted cyclotriphosphazene compounds (3-8) were obtained in this study. All of these compounds were fully characterized by elemental analyses, MALDI-TOF mass spectrometry, H-1, C-13, P-31 NMR, electronic absorption and fluorescence spectroscopies. The molecular structure of compounds; mono- (3), geminal bis (4) and tetrakis (6) 2-naphthylaminocyclotriphosphazenes were also determined by X-ray crystallography. The fluorescence properties of newly synthesized compounds (3-8) were investigated and compared in tetrahydrofuran solution. The fluorescence quantum yield (Phi(F)) values of newly synthesized 2-naphthylamine substituted cyclotriphosphazenes (3-8) were also determined and compared in this solution. (C) 2014 Elsevier B.V. All rights reserved.