Work

Extended Alkenyl and Alkynyl Benzotriazoles with Enhanced Two‐Photon Absorption Properties as a Promising Alternative to Benzothiadiazoles

Year: 2019

Type: article

Abstract: A series of donor–π–acceptor–π–donor (D‐π‐A‐π‐D) benzoazole dyes with 2H‐benzo[d][1,2,3]triazole or BTD cores have been prepared and their photophysical properties characterized. The properties of these compounds display remarkable differences, mainly as a result of the electron‐donor substituent. Dyes with the best properties have visible‐light absorption over λ=400 nm, large Stokes shifts in the range of about 3500–6400 cm−1, and good fluorescence emission with quantum yields of up to 0.78. The two‐photon absorption properties were also studied to establish the relationship between structure and properties in the different compounds synthesized. These results provided cross sections of up to 1500 GM, with a predominance of S2←S0 transitions and a high charge‐transfer character. Time‐dependent DFT calculations supported the experimental results.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.201903493