Search

Two novel coumarin-based pyrazoline derivatives have been designed and synthesized as organogel factors. Organogelators Z 1–2 both have gelation behavior in alcohol solution and DMSO. Gel- tert -butanol Z 1–2 (CGC = 1.84%, 1.41%) fluoresce blue and yellow-green under ultraviolet irradiation, respectively. Z 1–2 both exhibit selectivity for response to Fe3+ in THF-deionized aqueous (V: V = 9:1) solution, meanwhile display high sensitivity. Notably, introducing diethylamino at 7-position the coumarin unit increases the detection line range in Z 2. Furthermore, Z 2 not only has a good biocompatibility in living cells but also the sensing behavior of Fe3+ in the cell nucleus. The coordination mechanism of gelators Z 1–2 and Fe3+ were performed at the DFT level. [Display omitted] • Two novel coumarin-based pyrazoline organogelators Z 1–2 have designed and synthesized. • The Z 1–2 can both form fluoresce organogels in tert-butanol (CGC=1.84%, 1.41%). • The Z 1–2 can both response to Fe3+ in aqueous solution and organogels with selectivity and sensitivity. • The Z 2 can detect Fe3+ in living cells. [ABSTRACT FROM AUTHOR]

[Display omitted] • A smart low-molecular-mass naphthalene-pyrazoline gelator has been designed and synthesized. • The organic gelator G can form a stable organic gel in tert -butanol, cyclohexane, cyclohexanol and DMSO. • The organic gelator G has selectivity and sensitivity to Cu2+ in aqueous solutions and organic gels. • The organic gelator G shows low toxicity in living cells. A smart low-molecular-mass organic gelator based on naphthalene-pyrazoline has been designed and synthesized. The gelator G can form a thermo reversible stable gel in tert -butanol, cyclohexane, cyclohexanol, and DMSO through self-assembly, it emits blue and yellow-green fluorescence under ultraviolet radiation. Notably, it has multiple stimulus responses of light, heat, shock and ion. In addition, it could act as an efficient fluorescent probe for the selective sensing of Cu2+ in the solution containing water. The detection limit of Cu2+ in THF deionized aqueous solution (V:V = 9:1) is 5.65 × 10−8 M. The complex ratio of G to Cu2+ is 1:1. In addition, the G has good biocompatibility in living cells. [ABSTRACT FROM AUTHOR]