Acta Phys. -Chim. Sin. ›› 2015, Vol. 31 ›› Issue (12): 2303-2309.doi: 10.3866/PKU.WHXB201510233

• THEORETICALAND COMPUTATIONAL CHEMISTRY • Previous Articles     Next Articles

Optical Properties and Responsive Mechanism of 4-Amino-1, 8-Naphthalimide-Based Two-Photon Fluorescent Probe for Sensing Hydrogen Sulfide

Wen-Jing. YANG,Yu-Jin. ZHANG,Chuan-Kui. WANG*()   

  • Received:2015-08-03 Published:2015-12-04
  • Contact: Chuan-Kui. WANG E-mail:ckwang@sdnu.edu.cn
  • Supported by:
    the State Key Development Program for Basic Research of China (973)(2011CB808100)

Abstract:

Response theory was used to investigate one-photon absorption (OPA) and emission, and twophoton absorption (TPA) of two novel truncated two-photon fluorescent probes AcHS-1, 2 in the presence and absence of H2S using density functional theory in combination with the polarizable continuum model. Changes in the optical properties, including large redshifts of the OPA, TPA, and emission peak positions were observed when the probes reacted with H2S, indicating that AcHS-1, 2 make effective and selective chemosensors for H2S. We have also demonstrated that the terminal group on the probes influenced their nonlinear optical properties (AcHS-1: n-butyl group and AcHS-2: hydroxyethyl group). The responsive mechanism of AcHS-1, 2 for sensing H2S was analyzed by studying the charge variations between the charge transfer and ground states of the free molecules and their reaction products using Mulliken population analysis. Importantly, this mechanism was attributed to an intramolecular charge transfer.

Key words: Fluorescent probe, Two-photon absorption, H2S, Intramolecular charge transfer

MSC2000: 

  • O644