Add time:08/12/2019         Source:sciencedirect.com

(Z)- and (E)-2-(3′,4′-Dimethoxybenzoyl)benzyl cinnamate (3Z and 3E) and (E)-N-(2-(3′,4′-dimethoxybenzoyl)benzoxycarbonymethyl) cinnamide (4E) have been prepared. The photosensitized isomerization of cinnamates via intramolecular triplet–triplet (T–T) energy transfer from the triplet 2-dimethoxybenzophenone (DMBP) moiety was observed. The phosphorescence of the DMBP moiety is quenched by the attached cinnamate, indicating efficient T–T energy transfer from triplet DMBP to the cinnamate. On the basis of the intramolecular phosphorescence quenching and the intermolecular quenching experiments, it can conclude that T–T energy transfer to the E isomer is more efficient than to the Z isomer, and faster than the overall decay rate of the sensitizer triplets, and the non-isomerization radiationless decays of triplet 2, or triplet cinnamate moiety in 3 and 4 are faster than the isomerization. The latter be an important reason for low quantum yields of isomerization.

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