Preda Giovanni, Aricò Andrea, Botta Chiara, Ravelli Davide, Merli Daniele, Mattiello Sara, Beverina Luca, Pasini Dario
Department of Chemistry and INSTM, University of Pavia Via Taramelli 12, 27100 Pavia PV, Italy.
SCITEC-CNR, Consiglio Nazionale delle Ricerche, Istituto di Scienze e Tecnologie Chimiche 'G. Natta', Via A. Corti 12, 20133 Milano, Italy.
Org Lett. 2023 Sep 8;25(35):6490-6494. doi: 10.1021/acs.orglett.3c02093. Epub 2023 Aug 28.
We report the facile, metal-free convergent synthesis and the characterization of novel quinacridone dyes in which two triptycene units end-cap and sterically confine the quinacridone chromophore. A precise comparison of the confined dyes with their known homologues reveals that the reduction of π-π interactions in triptycene-fused quinacridone dyes compared to classical quinacridone results not only in an increase of solubility and processability but also in an enhancement of fluorescence quantum yield and photostability in the solid state.
我们报道了新型喹吖啶酮染料的简便、无金属收敛合成及其表征，其中两个三蝶烯单元封端并在空间上限制喹吖啶酮发色团。将受限染料与其已知同系物进行精确比较发现，与经典喹吖啶酮相比，三蝶烯稠合喹吖啶酮染料中π-π相互作用的减少不仅导致溶解度和可加工性的增加，还导致固态下荧光量子产率和光稳定性的增强。
