The Systhesis And Optical Properties Of Multi-stimuli-responsive Compounds Based On Anthracene Center

Conjugated organic small molecule material has been the star molecules that the researchers always pay attention to, but due to the limitations of small molecular materials applications,so that people began to use bonded stimulate-responsive-functional groups for new molecular not only keeps the characteristics of conjugated organic small molecule but also has been given a more exciting the nature characteristic of functional groups.This kind of new intelligent materials have been widely used in many fields such as biological sensing, information storage, data encryption, light emitting devices and biological probes. In recent years, more and more researchers are interested in the research of multi-stimulus response intelligent materials.This paper based on the design of fluorescent properties of conjugated organic molecules in the keys connected multi stimuli responsive functional group characteristic of synthesized anthracene center of two conjugated organic molecules and to the study of optical properties of solid, liquid and single crystal, the main contents are as follows:1.We have inserted a phenyl ring between anthryl and terpyridine to synthesize a new terpyridine derivative, 4-(9-anthryl)phenyl terpyridine(APT) to demonstrate the effect of the structure change on optical properties. The insertion of phenyl ring could not only remains the selectively colorimetric fluorescence sensing to Cd2+ but also enlarges the interval of two emission bands from APT and its Cd(II) complex. Unlike 9-anthryl terpyridine, APT-Cd(II) complex could be decomplexed by not only PPi but also other polyvalent anions such as CO32+, SO42+, C2O42+, S2O82+, PO43+, etc.,implying that the insertion of phenyl unit has weakened thecomplexing strength of terpyridine and Cd(II).Moreover, the insertion of phenyl ring has rendered APT-Cd(II) complex new optical property-remarkable and reversible piezofluorochromism based on phase transformation between crystalline and amorphous states upon external stimuli. This work has demonstrated that the subtle manipulation of conjugated backbone could tune and alterthe optical properties.2.We uesed anthracene 9,10-bis activity points and 2-benzene formyl pyridine by the reaction of Wittig-Horner synthesized a new compound 9,10-bis((E)-2-phenyl-2-(pyridin-2-yl)vinyl)anthracene(SNBDPA), and deeply explored the introduction of the functional groups(2-benzoyl pyridine) for the effects of optical properties. It was found that, due to the presence of the pyridine ring, the AIE decreased with the decrease of PH, and the fluorescence was quenched when PH=3. We also found that the compounds with piezochromic behaviour although piezochromism displacement is small, but by single crystal X-ray diffraction analyses, XRD and DSC were still confirmed that the presence of piezochromic behaviour, and for the reason of the transition between crystalline state and amorphous state upon external stimuli. In addition, the compound with acidochromic behaviour, under external acid stimulation, the fluorescence of grinded samples occurs obvious red shift and with increasing acid strength, the greater the redshift, maximum up to 53 nm and in the deprotonation process through two different alkali,we found that upon the stimulation of different alkaline conditions, the deprotonation process are not the same,for Et3 N, with increasing acid strength, protonation of the corresponding deprotonated process gradually increases, maximum to the protonated displacement up to 81 nm.Compared with Et3 N deprotonation effect, NH3·H2O deprotonated displacement is only66 nm. This work has demonstrated that the subtle manipulation of conjugated backbone by introducing functional groups could tune and alter the optical properties.