Synthesis and two-photon absorption property of new π-conjugated dendritic fluorophores containing styrylpyridyl moieties

Four new multi-branched two-photon absorption chromophores, namely 1-(4-bromobenzal)-3,5-bis(4-((E)-2-(pyridin-4-yl)vinyl)phenyl)benzene (4), tris(4-((E)-2-(pyridin-4-yl)vinyl)phenyl)-benzene (5), 6-chloro-N2,N4-bis(4-((E)-2-(pyridin-4-yl)vinyl)phenyl)-1,3,5-triazine-2,4-diamine (6), tris-[4-(2-pyridin-4-yl-vinyl)-phenyl]-amine (7), have been synthesized and characterized. One-photon fluorescence, fluorescent quantum yields and two-photon fluorescence have been investigated. The experimental two-photon absorption cross-sections of 4–7 in DMF are 6, 11, 13 GM (pumped by 740 nm laser) and 19 GM (pumped by 800 nm laser), respectively. The calculated two-photon absorption cross-sections of 4–7 are 5.41, 7.67, 9.57 and 76.14 GM, respectively. The two-photon induced fluorescent peak wavelengths of 4–7 in DMF are 421, 425, 474 and 534 nm pumped by 680, 680, 740 and 800 nm laser, respectively. The results show that molecule 7 is a good two-photon absorption fluorophore possessing long two-photon fluorescent lifetime, good fluorescent quantum yield and large two-photon absorption cross-section. The two-photon absorption peak wavelength of molecule 7 is at 800 nm, which is favourable for initiating two-photon photopolymerization.