Synthesis And Application Of Epoxy Cyclohexane

Cyclohexene oxide (CHO) is very important fine chemical engineering raw material. Its chemical properties are reactive and its application is wide range. In a word, Cyclohexene oxide have good useful prospect. Cyclohexene oxide has been studied at home and abroad. Its synthetic methods were variety, including oxygen catalytic oxidation, peroxide catalytic oxidation, o-chloroalcohol synthesis, and electrochemical oxidation and recovery method. CHO was widely applied from agricultural, medication to coating and other fields.Many documents were reviewed in order to get proper method to produce CHO, to avoid high cost and great pollution in synthesis. The synthetic methods and application of CHO were investigated comprehensively. Combining method of cyclohexene addition product 2-chlorocyclohexanol with recovery method of ring-opening product 2-chlorocyclohexanol, this thesis built up a new technic method (i.e. double chloroalcohol method) to prepare CHO.In experiment process, the processing conditions of chloroalcohol reaction and saponification reaction were searched and selected carefully. The yield of cyclohexene chloroalcohol method to synthesize CHO up to 85% and the purification up to 99.5%. Furthermore, Good results were achieved in the continuous small-scale production test. Its new ideas and results are as follows:(1) By use of the adoption of inorganic phase closed-loop system, we can avoid to dispose by-product hydrochloride, discharge a great deal of exhausted water, and reduce environment pollution.(2) Co-production of extractant in reaction resulted in high selectivity of cyclohexene reaction.(3) The light oil were separated synchronically, because the main component in light oil are CHO and n-pentanol, and their boiling points are very close, common fractionation could not separate them. In reaction, CHO's forming o-chloro cyclohexanol increased relative volatility. In this condition, further separation could be realized by fractionation.The author also studied the synthesis of acrylate in application except for above mentioned. In the stage, CHO was main starting material. Its hydrolyzed cyclohexanediol reacted with acrylic acid and formed cyclohexanedion diacrylate, which is very significant for meeting the growing needs of radiation curing acrylate.In our research, synthetic processing was studied at the aid of single factor superior-finding. The infiunces of catalyst, deaqueous agent, and inhibitor were examined in the reaction. The optimized molar ratio of acrylic acid to cyclohexanediol was 2.2 ! 1. The reaction kinetic characteristic was discussed and apparent activation energy was calculated about 42.8KJ mol-1. as a result, a processing route fitting for industrial production was established.The new idea of CHO's application to acrylate lied in particular structure of CHO itself: cyclohexyl ring is more stable than phenyl ring in chemical properties and more strong than linear chain compounds in hardness, and CHO's reaction with acrylic acid could formed polyfunctional special acrylate. Its quality is excellent and its use is wide.