The Study Of The Synthesis And Properties Of Fluorescent Molecular Switches And Chemosensors Based On Perfluoro-Diarylethenes

Initially, photochromic diarylethenes have attracted much attention due to the potential application in high density information storage. The development of high speed and large capacity information storage materials is the key for information storage. Highly performance organic photochromic materials photon recording information, the record having such ultra high speed, density and resolution advantages role in the photon storage growing concern. In recent years, diarylethenes with the properties of fluorescent molecule switches and chemical sensors have attracted the world’s attention, those new feature will further promote the development of diarylethene and bring about a new revolution for the future development of diarylethene.In this thesis, three categories contain a total of8new diarylethene were designed and synthesized, which main focuses on the diarylethene fluorescent molecules switches and chemical sensor sensibility, including dual-control fluorescent molecular switches; pH chemical sensors; metal ion chemical sensors; amino acid chemical sensors. The contents and results are as follows:1. The research status that diarylethene compounds as the fluorescence molecular switch and chemical sensor were reviewed, and the target of our research was brought out.2.8-hydroxyquinoline were connected to diarylethene by Click reaction and Williamson reaction for the first time. The photochromism and fluorescence molecular switch in solution were studied systematically. Proof of the DTE-1can be used as a dual-control fluorescent molecules switch by Zn2+and optical.3. Three diarylethenes containing terminal rhodamine B group were designed and synthesized. The results showed that DTE-4and DTE-5can be used as pH fluorescent chemical sensors, fluorescence intensity after acidification can be modulated by light continued, realize DTE-4and DTE-5can as the dual-control fluorescent molecules switch by pH and optical stimulus. Proof of DTE-4and DTE-5can be used as chemical sensor for Cu ion by naked eye.4. A series of asymmetrical diarylethenes with an aldehyde group were designed and syntheseized. The binding property of its aldehyde group with cysteine and homocysteine was examined. A clear color change from turquoise to pale yellow was observed upon addition of cysteine or homocysteine to the DMF solution of the diarylethene in photostationary state, which was perceptible to recognition by naked eye. No obvious color changes were observed after addition of other natural amino acids. Therefore, the diarylethene photostationary state can act as cysteine and homocysteine sensor.