Photoacid as ICT probe for ground state proton transfer process from solute to solvents

Photothermal release of an encapsulated therapeutic agent from polymer-wrapped gold nanoparticles

“…3c and d ). This solvatochromic behavior has been reported already 33 and can be attributed to the heat-promoted solvation of the hydroxyl group on the phenol by water through hydrogen bonds. The result is a pseudo-phenolate.…”

Ground-State Proton-Transfer (GSPT)-Assisted Enhanced Two-Photon Uncaging from a Binol-based AIE-Fluorogenic Phototrigger

“…Furthermore, it is well known that the ICT process can be manipulated by changing the electron-donating or -accepting ability of the corresponding groups . Recent studies show that without carrying out chemical modifications, ICT could be enhanced by a simple ground-state proton-transfer (GSPT) process . GSPT is a solvent-mediated proton-transfer process observed in many ICT-active hydroxy- and amine-containing aromatic systems. , Because of GSPT, the molecules form anionic species that enhance the ICT process and result in a red shift in the absorbance and emission maxima.…”

“…As we added PBS buffer of pH 7.4 to the DMSO solution, a new ICT maximum was observed at 380 nm for both of the DDSs (Figure c). The band at 320 nm corresponds to the bis-naphthol (Scheme , A form; Figure c), and the red-shifted maximum is attributed to the bisnaphthoxide (Scheme , B form; Figure c), which is generated due to the GSPT in the presence of water . The addition of a water molecule assists the deprotonation of binol conjugates ( 4 ) in DMSO solution to form an oxyl anion ( 4′ ), which exhibits strong ICT (Scheme ).…”

“…The band at 320 nm corresponds to the bisnaphthol (Scheme 3, A form; Figure 1c), and the red-shifted maximum is attributed to the bisnaphthoxide (Scheme 3, B form; Figure 1c), which is generated due to the GSPT in the presence of water. 6 The addition of a water molecule assists the deprotonation of binol conjugates (4) in DMSO solution to form an oxyl anion (4′), which exhibits strong ICT (Scheme 3). Both of the DDSs exhibited an emission maximum at ∼430 nm (Figure 1b and Figures S2 and S3).…”

“…The emission maxima of the DDSs were found to be 80 nm bathochromic-shifted on the addition of water to DMSO (1:9), which is due to the strong ICT process generated because of GSPT (Figure 1d). To prove that the red-shifted absorbance of our DDSs is due to the GSPT, we recorded the absorbance of our DDSs under different pH conditions 6 (Figure 1e and Figures S4 and S5). We observed that the red-shifted absorbance maxima of our DDSs are due to the proton exchange with the solvent mixture (Figure 1e and Figures S4 and S5).…”