Synthesis of Novel Diketopyrrolopyrrole-Rhodamine Conjugates and Their Ability for Sensing Cu 2+ and Li .
Carla QueirósVitor A S AlmodovarFábio MartinsAndreia LeiteAugusto C ToméAna M G SilvaPublished in: Molecules (Basel, Switzerland) (2022)
The search for accurate and sensitive methods to detect chemical substances, namely cations and anions, is urgent and widely sought due to the enormous impact that some of these chemical species have on human health and on the environment. Here, we present a new platform for the efficient sensing of Cu 2+ and Li + cations. For this purpose, two novel photoactive diketopyrrolopyrrole-rhodamine conjugates were synthesized through the condensation of a diketopyrrolopyrrole dicarbaldehyde with rhodamine B hydrazide. The resulting chemosensors 1 and 2 , bearing one or two rhodamine hydrazide moieties, respectively, were characterized by 1 H and 13 C NMR and high-resolution mass spectrometry, and their photophysical and ion-responsive behaviours were investigated via absorption and fluorescence measurements. Chemosensors 1 and 2 displayed a rapid colorimetric response upon the addition of Cu 2+ , with a remarkable increase in the absorbance and fluorescence intensities. The addition of other metal ions caused no significant effects. Moreover, the resulting chemosensor-Cu 2+ complexes revealed to be good probes for the sensing of Li + with reversibility and low detection limits. The recognition ability of the new chemosensors was investigated by absorption and fluorescence titrations and competitive studies.
Keyphrases
- aqueous solution
- fluorescent probe
- living cells
- human health
- single molecule
- high resolution mass spectrometry
- ionic liquid
- risk assessment
- solid state
- ion batteries
- cancer therapy
- energy transfer
- atomic force microscopy
- liquid chromatography
- high resolution
- loop mediated isothermal amplification
- metal organic framework
- gold nanoparticles
- magnetic resonance
- climate change
- mass spectrometry
- sensitive detection
- hydrogen peroxide
- ultra high performance liquid chromatography
- quantum dots
- photodynamic therapy
- gas chromatography
- tandem mass spectrometry
- real time pcr
- single cell