Continuous Synthesis Of The Isomers Of Diethynylbenzene In Microreaction System

The isomer of diethynylbenzene (DEB) is one of the key intermediates for pharmaceutical synthesis and liquid-crystal production. The polymer of diethynylbenzene is high temperature materials and is widely used in aeronautics and astronautics. The application of diethynylbenzene is limited in many organic and material fields and it is so difficult to separate isomers because of the similar structure and active group of the isomers of DEB. Therefore, how to carry out its large scale production in low cost and to separate the isomers are deeply concerned.In this thesis, the commercially available divinylbenzene (DVB) is separated successfully in the complexation reaction. As far as we know, the solid monovalent salt of copper or silver, for example, cuprous chloride or silver chloride forms a coordination compound, preferentially with p-DVB isomer, followed by m-DVB isomer. In this way, the pure isomer of p-DVB content can be as high as 99.556% from commercially divinylbenzene the with the p-DVB concentration of 29.741%. The influence of the molar ratio of the reactants, solvent, catalyst, residence time and temperature on yield and result of separation is systematically investigated.In this paper, the isomers of DEB are successfully synthesized both in batch reactor and in this impinging-microrector. And the influence of the molar ratio of the reactants, solvent, the feeding rate, residence time, reactant's concentration and temperature on yield of DEB is systematically investigated. This experiment contains two parts, the brominating of DVB in the presence of CCl4 and toluene and elimination reaction of HBr with NaOH. Mass Spectrometry (MS) and GC have been used to characterize the products. Under optimized condition, the yield of DEB is beyond 99.2% in micro-reactor and 72.5% in batch reactor, and the result in micro-reactor is more than in batch reactor because of the better heat transfer and mass transfer.Unfortunately, the concentration of the product gets low in order to avoid the deposition. In the paper, the separation simulation has been completed and the vacuum distillation tower is designed with Aspen. The simulation shows that the feeding stage and operating pressure are the most important factor about the separation of DEB.