The Design, Synthesis Of 9,10-aryl Vinyl Anthracene Derivatives And The Studies Of Its Optical Properties

Conjugated organic molecules, which have good application prospects in the field of optoelectronic and optical materials, have become a hot research topic recently. The high degree of distortion of the structure of the derivatives in the geometry of the structure is easy to show the AIE phenomenon, and the material with the aggregation induced fluorescence enhancement has become the main object of the study of the piezoelectric materials. This paper taking anthracene center were designed and synthesized with different alkyl chain lengths of 9,10-bis(N-alkyl phenothiazine-3-) vinyl anthracene(PT-C1) and 9,10-bis(N-ethyll phenothiazine-3-)vinyl anthracene(PT-C2),four derivative of 9-anthracence boric acid bis(4-(anthracen-9-yl)Phen-yl)amine(BPAP),4-(anthracen-9-yl)-N-phenylaniline(AP A),4-(anthracen-9-yl)-N-phenyl-N-(4-(1,2,2-triphenylvinyl)phenyl)aniline(IBAT)and4,4'-bis((4-(anthracen-9-yl)phenyl)(phenyl)methyl)-1,1'-biphenyl(BPDA).Through to 9,10-(N-methyl phenazine-3-vinyl) anthracene(PT-C1) and 9,10-(N-methyl phenazine-3-vinyl) anthracene(PT-C2) for optical performance test show that, compound PT-C1 and PT-C2 showed strong AIE effect. In the tetrahydrofuran solution almost non luminescent and fluorescence quantum efficiency is very low,with the increase of the water content in the solution, the fluorescence intensity gradually strengthened. Also compounds PT-C1 and PT-2 showed Piezofluorochrom-ism phenomenon and comparing the series of other compounds we found their PFC spectral shifts are strongly alkyl length-dependent: short alkyl chain length when grinding the sample fluorescence light color is red, and PT-C1 and PT-C2 fluorescence emission wavelength at 624 nm and 621 nm, when the grinding samplewas annealed, its fluorescent pictures changes from to yellow.The maximum fluorescence emission peak wavelength of the two compounds was 46 nm and 43 nm,and the change of the two wavelengths was small. We further found that grinding samples of compound PT-C1 and PT-C2 anneal experiment performance different thermal recovery degree at different time: they performance depent on temperature.Four compounds BAPA, APA, IBAT, BPDA and did not exhibit Piezofluorochr-omism phenomenon and AIE phenomenon.We found four compouds in different solvents showed a significant solvent effect. With increasing polarity of the solvent, the maximum emission wavelength of the fluorescent appeared red-shifted,and the wavelength range of 86.4 nm, 82.6 nm, 146.2 nm and 120.0nm. Compound of IBAT in low polar solvents performance double fluorescence emission. Four compounds have high glass transition temperature and thermal decomposition temperature, that illustrate they all have a good thermal stability.