Use of 1,8-naphthoimide compounds substituted by electron-withdrawing groups as color reagents for fluoride ions
A technology based on naphthalimide and electron-withdrawing groups, which is applied in the field of colorimetric probes, can solve problems such as pollution and biological hazards to the environment, and achieve the effects of simple synthesis routes, high product yields, and easy process control
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0050] A kind of 3-nitro-1,8-naphthalene anhydride compound, its structural formula is as follows:
[0051]
[0052] Among them, EWG is nitro;
[0053] The reaction equation of its synthetic process is as follows:
[0054]
[0055] The concrete steps of its preparation method are as follows:
[0056] In a 250mL single-necked bottle, first add 5.0g (25.00mmol) of 1,8-naphthalene anhydride and 50mL of concentrated sulfuric acid into the reactor, and in an ice-water bath, the temperature is controlled at 0-5°C. After the temperature dropped to 0-5°C, 10 mL of concentrated nitric acid solution (2.32 g, 25.00 mml) in concentrated sulfuric acid was added, and the progress of the reaction was detected by TLC. After 1.5 h, the reaction was stopped.
[0057] After the reaction is completed, pour the reaction solution into an ice-water bath, stir for a period of time, then stand still for a period of time, perform suction filtration, wash with water, dry the obtained filter cake...
Embodiment 2
[0062] A kind of N-n-butyl-3-nitro-1,8-naphthalimide compound, its structural formula is as follows:
[0063]
[0064] Wherein, R is n-butyl,
[0065] EWG is 3-nitro;
[0066] The reaction formula of its synthetic process is as follows:
[0067]
[0068] The concrete steps of its preparation method are as follows:
[0069] In a 250ml single-necked bottle, add 3-nitro-1,8-naphthalene anhydride (5.00g, 20.39mmol) and 50mL of acetic acid solvent, stir at room temperature for 10min, then gradually drop n-butylamine (7.46 g, 101.95mmol), slowly warming up to reflux state. After 2 hours of reflux reaction, TLC spot plate tracking showed that the reaction of 3-nitro-1,8-naphthalene anhydride was complete;
[0070] After the reaction was completed, the oil bath was removed, the reaction solution was gradually cooled to room temperature, water was slowly added to the above reaction solution, and NaHCO 3 The solution was adjusted to neutrality, and then extracted with ethyl a...
Embodiment 3
[0075] A kind of N-n-butyl-4-bromo-1,8-naphthalimide compound, its structural formula is as follows:
[0076]
[0077] Wherein, R is n-butyl;
[0078] The reaction formula of its synthetic process is as follows:
[0079]
[0080] The concrete steps of its preparation method are as follows:
[0081] In a 100ml single-necked bottle, add 4-bromo-1,8-naphthalene anhydride (4.12g, 14.90mmol) and 50mL of acetic acid solvent, stir at room temperature for 10min, then gradually drop n-butylamine (6.50g , 85.00mmol), slowly warming up to reflux state. After 1.5 hours of reflux reaction, TLC spot plate tracking showed that the reaction of 4-bromo-1,8-naphthalene anhydride was complete;
[0082] After the reaction was completed, the oil bath was removed, and the reaction solution was gradually cooled to room temperature. A large number of needle-shaped crystals were precipitated, which were filtered with a Buchner funnel. The filter cake was washed twice with 100 mL of absolute e...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More