Microwave Assisted Synthesis And Spectral Properties Of Borate Esters Containing N→B Bond

Orgianic boric illuminant compound has been paid much attenion for its novel properties. For the development of this compound,it is inevitable to exploitate the new high-performance material. According to the reseach in these years,the compond has been applied in nonlinear optics ,chemical sensor, orginic electroluminescence and biologic molecular recognition and other filds .However, it is still necessary to improve its properties ulteriorly.The research enmphasis in this area is to design the novel molecular structure to improve the material performance and investigate the structure influence on material performance by adding decorations on existing moleculars .This article introduces microwave synthesis of a serial N→B bond containing heterocyclic fluorescent compounds from boric acid,tetraphenylborate,fluorophenyl borate and 3-amino benzene boric acid. IR, UV, fluorescence, element analysis, XRD was performed to characterize those compounds. Compared with traditional solution method, microwave method is quicker, more efficient and evenly heated. Optimum conditions of microwave synthesis are obtained after rounds of variable experiments, in which the above mentioned compounds were synthesized massively and efficiently.Using salicylaldehyde (2-hydroxyacetophenone), propylamine (n-butylamine), boric acid in the solution of toluene as raw materials, compound 1, 2, 3 and 4 have been prepared by microwave-assisted one-pot method. In the microwave conditions of reaction power 800 w and reaction temperature 80℃under a short reaction time, large amount of the compounds have been prepared and the spectral properties of these compounds have been studied. For the different of the substituent on C connected to N, there were blue, bluish violet, blue-green fluorescence on those compounds under the irradiation of ultraviolet light.Compound 5 and 6, with diethanolamine, benzene boric acid or boric acid fluorophenyl as substrates, were synthesized borate single core; compound 7,8,9 were benzene boric acid ester dual-core,synthesized by salicylaldehyde and ethanolamine, benzene boric acid, boric acid fluorophenyl or 3-amino benzene boric acid. Methods of synthesis were as compounds 1~4. The compounds were carried out ion recognition properties of 5,6,7,8,9, the results show that single-and dual-core fluorine-containing alcohol amine borate ions with well cation recognition, which contain amino acid ester is price of halide anions on a good recognition effect.This paper gives the best microwave synthesis conditions of for such compounds.All the compounds except for 5,6 have obviously fluorescence effect under the irradiation of ultraviolet light. Compounds containing fluorine or amino substituents have relatively good recognition effect for monovalent ion.