Theoretical insight into linear optical and two-photon absorption properties for a series of N-arylpyrrole-based dyes.
N-arylpyrrole-based dyes possessing excellent opto-electronic properties are promising candidates for two-photon fluorescence labeling materials. The systematic investigation of novel N-arylpyrrole derivatives is of great importance for both fine-tuning electronic spectra and designing two-photon absorption (2PA) materials. We thoroughly studied influences of the π-conjugated center and N-substituted pyrrole moieties on the linear optical and 2PA properties. Our results show that introducing N-arylpyrrole produces bathochromic-shifts of the absorption and emission bands and an enhancement of the 2PA cross section (δ(max)), demonstrating that the electron-rich pyrrole moieties can efficiently increase intramolecular charge transfer. Substitution of fluorenyl with benzothiadiazole produces the lower energy gap, higher emission lifetime, red-shift of 2PA spectra and larger δ(max). The absorption and emission bands are highly dependent on the nature of the active building blocks. The aromatic rings attached to pyrrole can modulate the absorption peaks in the high energy and thus subtly modify the electronic properties.
State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun, 130023, People's Republic of China.
Xiao-Ting
XT
Liu
Jing-Fu
JF
Guo
Ai-Min
AM
Ren
Zhong
Z
Xu
Shuang
S
Huang
Ji-Kang
JK
Feng
D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D015394:Molecular Structure; D055620:Optical Phenomena; D017785:Photons; D011758:Pyrroles / Q000737:chemistry*; D011789:Quantum Theory
D005456:Fluorescent Dyes; D011758:Pyrroles