2-[(4-morpholin-4-ylphenyl)methylidene]-3H-inden-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-[(4-morpholin-4-ylphenyl)methylidene]-3H-inden-1-one
• 化学式: C₂₀H₁₉NO₂
• mdl: MFCD03829021
• 分子量: 305.4
• InChiKey: NVIZRHIHQYSXQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-茚酮 、 4-(4-吗啉)苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以82 %的产率得到2-[(4-morpholin-4-ylphenyl)methylidene]-3H-inden-1-one
  参考文献：
  名称：

  10.1002/cjoc.202400259

  摘要：

  Comprehensive SummaryMany industries are plagued by economic losses and product failures caused by counterfeit goods. Therefore, advanced anti‐counterfeiting techniques are continuously needed. In this study, we constructed a series of acid‐base sensitive cyclic chalcone dyes A—F by modifying different electron‐donating groups. Differences in acid sensitivity of different structures are well rationalised by NMR and theoretical calculations. Aniline is difficult to protonate than fatty amines, so there is a difference in fluorescence. Hiding and anti‐counterfeiting of information is achieved by this phenomenon. Powder X and Y are the anti‐counterfeit fluorescent powder containing montmorillonite and cyclic chalcone, which have orange fluorescence and the very similar appearance. However, under the influence of acid the Powder X containing triphenylamine modified cyclic chalcone shows red shifted fluorescence and Powder Y containing morpholino and diethylamino groups modified cyclic chalcone shows blue shifted fluorescence. Therefore, the anti‐counterfeiting strategy based on cyclic chalcone is not only limited to UV‐irradiated fluorescence development, but also has more colorization and pattern variations with the aid of acid developer. Data encryption and decryption of numbers, English alphabets and Chinese characters have been realized using A—F, which have great potential for practical applications.

  DOI：

  10.1002/cjoc.202400259

文献信息

• 10.1002/cjoc.202400259
  作者：Fang, Ying、Luan, Jun-Yu、Liu, Li-Hao、Huang, Ying-Qing、Luo, Yi-Ning、Wang, Kun-Peng、Chen, Shaojin、Hu, Hai-Yu、Hu, Zhi-Qiang

  DOI：10.1002/cjoc.202400259

  日期：——

  Comprehensive SummaryMany industries are plagued by economic losses and product failures caused by counterfeit goods. Therefore, advanced anti‐counterfeiting techniques are continuously needed. In this study, we constructed a series of acid‐base sensitive cyclic chalcone dyes A—F by modifying different electron‐donating groups. Differences in acid sensitivity of different structures are well rationalised by NMR and theoretical calculations. Aniline is difficult to protonate than fatty amines, so there is a difference in fluorescence. Hiding and anti‐counterfeiting of information is achieved by this phenomenon. Powder X and Y are the anti‐counterfeit fluorescent powder containing montmorillonite and cyclic chalcone, which have orange fluorescence and the very similar appearance. However, under the influence of acid the Powder X containing triphenylamine modified cyclic chalcone shows red shifted fluorescence and Powder Y containing morpholino and diethylamino groups modified cyclic chalcone shows blue shifted fluorescence. Therefore, the anti‐counterfeiting strategy based on cyclic chalcone is not only limited to UV‐irradiated fluorescence development, but also has more colorization and pattern variations with the aid of acid developer. Data encryption and decryption of numbers, English alphabets and Chinese characters have been realized using A—F, which have great potential for practical applications.