N-alkylated diketopyrrolopyrrole-based ratiometric/fluorescent probes for Cu2+ detection via radical process
| Autor: | Huanhuan Shi, Xiangyan Duan, Zhengchun Liu, Bo Liang, Lemeng Chao, Xiao-Fang Jiang, Kaixuan Nie, Bo Dong |
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| Rok vydání: | 2019 |
| Předmět: |
Detection limit
Reaction mechanism Process Chemistry and Technology General Chemical Engineering 02 engineering and technology Alkylation 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences law.invention Solvent chemistry.chemical_compound chemistry law Absorption (chemistry) 0210 nano-technology Acetonitrile Electron paramagnetic resonance |
| Zdroj: | Dyes and Pigments. 160:814-822 |
| ISSN: | 0143-7208 |
| Popis: | Two N-alkylated diketopyrrolopyrrole derivatives, namely, FDPP-C8 and TDPP-C8, were prepared and applied in the ratiometric and fluorescent detection of Cu2+ in acetonitrile. The distinct optical changes of two probes were attributed to the fast radical process of diketopyrrolopyrrole triggered by Cu2+. This reaction mechanism was investigated by NMR, MS and EPR experiments and DFT theoretical calculations. The detection of Cu2+ with FDPP-C8 and TDPP-C8 were completed instantaneously, making them convenient for practical real-time operation. The limits of detection of FDPP-C8 and TDPP-C8 for Cu2+ were calculated as 65 and 127 nM, respectively. Relevant competitive ions exerted no effect. In addition, the intrinsic two-photon absorption properties of FDPP-C8 were also investigated and successfully used in the detection of Cu2+. Furthermore, given that Cu2+/Cu+-involved radical process is solvent dependent, TDPP-C8 was used to construct a INHIBIT logic gate at the molecular level with DMF and Cu2+ as inputs. |
| Databáze: | OpenAIRE |
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