Pendant naphthalene group-containing benzene ligand ferrocenium salt cationic photoinitiators and preparation method thereof
A technology of naphthyloxy pendant group and ferrocene salt, which is applied in the fields of organic synthesis and cationic photopolymerization, and can solve the problems of inability to match the light source
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Embodiment 1
[0034] Embodiment 1 prepares cyclopentadiene-iron-chlorobenzene hexafluorophosphate
[0035] N 2 Add 0.05mol ferrocene, 0.15mol anhydrous AlCl to a 250ml three-neck flask under protection 3 , 0.15mol of aluminum powder and 10ml of chlorobenzene, with 50ml of cyclohexane as a solvent, stirred, and maintained heating and reflux for 10 hours.
[0036] After the reaction solution is cooled, slowly add 10% methanol to the reaction solution, then pour the reaction mixture into a beaker filled with ice water, fully stir, filter, separate liquids, wash the organic phase with water, and combine with the water phase, Repeated washing with cyclohexane, and then adding excess KPF6 aqueous solution that is a yellow precipitate. After the solid was dried, it was purified by column chromatography to obtain cyclopentadiene-iron-chlorobenzene hexafluorophosphate with a yield of 40%.
Embodiment 2
[0037] Example 2 Preparation of benzene ligand ferrocene hexafluorophosphate of α-naphthyloxy side group
[0038] N 2 Under protection, in a 100ml round bottom flask, 0.01mol cyclopentadiene-iron-chlorobenzene hexafluorophosphate and 0.02mol α-naphthol were dissolved in 10ml N, N-dimethylformamide, catalyzed by 0.02mol potassium carbonate After the reaction was completed, add 15% hydrochloric acid to adjust to acidity, filter with suction, add saturated KPF 6 aqueous solution, a yellow crude product was obtained. Drying, column chromatography purification to obtain the benzene ligand ferrocene hexafluorophosphate of α-naphthyloxy side group, the yield is 85%.
Embodiment 3
[0039] Example 3 Preparation of benzene ligand ferrocene hexafluorophosphate of β-naphthyloxy side group
[0040] N 2 Under protection, in a 100ml round bottom flask, 0.01mol cyclopentadiene-iron-chlorobenzene hexafluorophosphate and 0.02mol β-naphthol were dissolved in 10ml N, N-dimethylformamide, catalyzed by 0.02mol potassium carbonate Reaction at lower temperature for 7 hours, add 15% hydrochloric acid to adjust to acidity, filter with suction, add saturated KPF 6 aqueous solution, a yellow crude product was obtained. Drying, column chromatography purification to obtain the benzene ligand ferrocene hexafluorophosphate of the product β-naphthyloxy side group, the yield is 88%.
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