Phenothiazine dye sensitizer and preparation method and application thereof

[0031] The present invention also provides a kind of preparation method of above-mentioned phenothiazine dye sensitizer, comprises the following steps:

[0032] Mixing compound II with cyanoacetic acid, a basic condensing agent, and a polar organic solvent for condensation reaction to obtain a phenothiazine dye sensitizer;

[0033] The compound II is a compound shown in formula IIa, formula IIb or formula IIc,

[0034]

[0035] In the present invention, compound II is mixed with cyanoacetic acid, alkaline condensing agent and polar organic solvent to obtain the reaction solution of condensation reaction.

[0036] The present invention has no special limitation on the source of the compound II, which can be prepared by commercially available or well-known preparation methods by those skilled in the art. In the embodiment of the present invention, the compound II is preferably prepared by the following method, including the following steps:

[0037] (4-formylphenylboronic a...

[0074]

[0075] Under nitrogen protection, the compound shown in formula III (0.35g, 0.72mmol), 4-formylphenylboronic acid (0.13g, 0.87mmol), Pd(PPh 3 ) 4 (0.15g, 0.13mmol), K 2 CO 3 (0.40g, 2.90mmol) dissolved in 40mL solvent, the solvent is a mixture of water and tetrahydrofuran with a volume ratio of 1:3, heated to 65°C and refluxed for 10h; after the reaction was completed, the reaction solution was mixed with water, and then Dichloromethane extraction, to obtain the extract containing the compound shown in formula IIa, the extract was washed with saturated sodium chloride solution, anhydrous Na 2 SO 4 After drying and concentrating, a residue is obtained; the residue is subjected to column chromatography to obtain an eluent containing the compound shown in formula IIa, and the eluent used in the column chromatography is petroleum ether and dichloromethane in a volume ratio of 1 : 2 ratio preparation, the eluent containing the compound shown in formula IIa was dried...

[0088]

[0089] Under nitrogen protection, the compound represented by formula III (0.78g, 1.60mmol), 5-formylfuran-2-boronic acid (0.32g, 2.28mmol), Pd(PPh 3 ) 4 (0.37g, 0.32mmol), K 2 CO 3 (0.88g, 6.40mmol) dissolved in 40mL solvent, the solvent is a mixture of water and tetrahydrofuran with a volume ratio of 1:3, heated to 65°C and refluxed for 10h; after the reaction was completed, the reaction solution was mixed with water, and then Dichloromethane extraction, to obtain the extract containing the compound shown in formula IIb, the extract was washed with saturated sodium chloride solution, anhydrous Na 2 SO 4 After drying and concentrating, a residue is obtained; the residue is subjected to column chromatography to obtain an eluent containing the compound shown in formula IIb, and the eluent used in the column chromatography is petroleum ether and dichloromethane in a volume ratio of 1 :2 ratio, the eluent containing the compound shown in formula IIb was dried to o...