US 12,297,215 B2
Methods for preparing a boron dipyrromethene (BODIPY) derivative and applications thereof
Taotao Qiang, Xi'an (CN); and Fei Cheng, Xi'an (CN)
Assigned to SHAANXI UNIVERSITY OF SCIENCE & TECHNOLOGY, Xi'an (CN)
Filed by SHAANXI UNIVERSITY OF SCIENCE & TECHNOLOGY, Shaanxi (CN)
Filed on Nov. 14, 2022, as Appl. No. 18/054,921.
Claims priority of application No. 202210252654.8 (CN), filed on Mar. 12, 2022.
Prior Publication US 2023/0287013 A1, Sep. 14, 2023
Int. Cl. C07F 5/02 (2006.01); B01J 35/39 (2024.01)
CPC C07F 5/027 (2013.01) [B01J 35/39 (2024.01)] 4 Claims
 
1. A method for preparing a boron dipyrromethene (BODIPY) derivative, wherein the BODIPY derivative is BODIPY-2, and the method comprises:
1) Taking BODIPY-1, diphenylacetylene, copper acetate monohydrate, anhydrous sodium carbonate, and metal catalyst, and dispersing the BODIPY-1, the diphenylacetylene, the copper acetate monohydrate, the anhydrous sodium carbonate, and the metal catalyst in an organic solvent for carrying out a cyclization reaction to obtain a cyclization product mixture, wherein a temperature of the cyclization reaction is in a range of 65° C.˜75° C., a time of the cyclization reaction is in a range of 8 hours˜15 hours, the metal catalyst is bis[(pentamethylcyclopentadienyl)dichloro-rhodium], and a molar ratio of the BODIPY-1 to the bis[(pentamethylcyclopentadienyl)dichloro-rhodium] is 1.0:(0.05˜0.1);
2) Rotary evaporating the cyclization product mixture to obtain a concentrated solution of a reaction system; and
3) Purifying the concentrated solution of the reaction system by a column chromatography, continuing to rotary evaporate a purified product, and then drying a product after the rotary evaporating to obtain the BODIPY-2, wherein a mobile phase of the column chromatography for purification is formed by mixing dichloromethane and petroleum ether with a volume ratio of 1:1;
wherein structural formulas of the BODIPY-1 and the BODIPY-2 are as follows:

OG Complex Work Unit Chemistry