Article ID Journal Published Year Pages File Type
1402352 Journal of Molecular Structure 2014 8 Pages PDF
Abstract

•Crystal structure of 3,4-dihydro-3,6-dimethyl-1,3,2H-benzoxazine (MM) was reported.•Structure parameters of MM were compared with previous literatures.•Solid-state fluorescence behavior of MM was firstly investigated.

Solid-state fluorescent behavior of the model benzoxazine monomer, 3,4-dihydro-3,6-dimethyl-1,3,2H-benzoxazine denoted as MM, was firstly reported. Three characteristic fluorescence peaks were observed, i.e., (1) the ultraviolet peak at 317 nm with the excitation wavelength of 258 nm, (2) the blue emission peak at 450 nm with the excitation wavelength of 324 nm and (3) the other blue fluorescent peak at 454 nm with the excitation wavelength of 360 nm. It was proved that the benzoxazine core was responsible for the fluorescence of blue light due to the absence of the emission peak in the ring-opening benzoxazine dimer with the same moieties as the benzoxazine monomer MM. The single crystal X-ray structure of the compound MM recorded at 100 K showed that the irregular chair conformation of the ring-closure benzoxazine MM gave rise to the fluorescent property since all the members of the oxazine ring other than nitrogen atom arranged themselves at the plane of the benzene ring.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, , , , ,