Preparation method of near-infrared cyanine dye
A cyanine dye and near-infrared technology, which is applied in the field of preparation of near-infrared cyanine dyes, can solve the problems of reduced performance, limited practical application, poor photostability, etc., and achieves the effect of improving photostability
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Embodiment 1
[0032] Preparation of near-infrared cyanine dyes with good photostability, R 1 for hydrogen, R 2 is hydrogen, X - For iodide ion, n=1.
[0033] Synthesis of Compound A:
[0034]
[0035] Add N,N-dimethylformamide (14.62g, 200mmol) into a 250mL two-neck round-bottomed flask, cool in an ice-salt bath until the solution temperature is below 5°C, and add phosphorus oxychloride (15.33g, 100 mmol) was slowly added dropwise into a round bottom flask, and the temperature of the solution was controlled to maintain at 0-5°C. After stirring for 10 minutes, add cyclohexanone (9.81g, 100mmol) dropwise into the round bottom flask, control the temperature of the solution at 0-5°C, remove the ice bath and then stir for 10 minutes, then raise the temperature to 70°C for 2 hours . After the reaction solution was cooled to room temperature, it was slowly poured into 500 mL of ice-water mixture, and a yellow solid was precipitated, which was allowed to stand overnight. Suction filtration...
Embodiment 2
[0047] Preparation of near-infrared cyanine dyes with good photostability, R 1 for hydrogen, R 2 is methyl, X - For iodide ion, n=1.
[0048] Synthesis of Compound A:
[0049]
[0050] Add N,N-dimethylformamide (54.82g, 750mmol) into a 250mL two-necked round-bottomed flask, cool in an ice-salt bath until the solution temperature is below 5°C, and add phosphorus oxychloride (23.00g, 150 mmol) was slowly added dropwise into a round bottom flask, and the temperature of the solution was controlled to maintain at 0-5°C. After stirring for 15 minutes, add cyclohexanone (4.91g, 50mmol) dropwise into the round bottom flask, control the temperature of the solution at 0-5°C, remove the ice bath and stir for 15 minutes, then raise the temperature to 60°C for 6 hours . After the reaction solution was cooled to room temperature, it was slowly poured into 500 mL of ice-water mixture, and a yellow solid was precipitated, which was allowed to stand overnight. Suction filtration obtai...
Embodiment 3
[0062] Preparation of near-infrared cyanine dyes with good photostability, R 1 for hydrogen, R 2 is methoxy, X - For iodide ion, n=1.
[0063] Synthesis of Compound A:
[0064]
[0065] Add N,N-dimethylformamide (36.55g, 500mmol) into a 250mL two-necked round-bottomed flask, cool in an ice-salt bath until the solution temperature is below 5°C, and add phosphorus oxychloride (15.33g, 100 mmol) was slowly added dropwise into a round bottom flask, and the temperature of the solution was controlled to maintain at 0-5°C. After stirring for 20 minutes, add cyclohexanone (9.81g, 100mmol) dropwise into the round bottom flask, control the temperature of the solution at 0-5°C, remove the ice bath and stir for 30 minutes, then raise the temperature to 70°C for 8 hours . After the reaction solution was cooled to room temperature, it was slowly poured into 500 mL of ice-water mixture, and a yellow solid was precipitated, which was allowed to stand overnight. Suction filtration obt...
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