▎ 摘　　要

NOVELTY - Process for 5-hydroxymethyl ether (HMF)-ether formation involves preparing improved graphene oxide (IGO) by suspending 3 g graphite powder in mixture of 360 mL concentrated sulfuric acid and 40 mL phosphoric acid, placing the mixture in an ice bath and slowly adding 18 g potassium permanganate with stirring, heating obtained mixture at 50°C, cooling to room temperature, pouring resulting dark solution containing product onto 450 mL ice containing 30% of 3 mL hydrogen peroxide and filtering through polyester fiber to separate larger particles, centrifuging collected filtrate containing IGO and decanting the supernatant and collecting IGO by centrifugation, and preparing HMF-ether using 0.360 g of 2 mmol ionic liquid catalyst of fructose in corresponding alcohol and adding to 0.050 g N,N-dimethylacetamide methanesulfonate, refluxing reaction mixture, cooling and isolating desired ether product under reduced pressure and reusing recovered alcohol. USE - Process for HMF-ether formation. ADVANTAGE - The efficiency of the process conversion and yield is depend on alkyl groups. At least three HMF-ethers were obtained and identified as in major product. These HMF-ethers are expected to exhibit promising liquid fuel properties. The method is also extended for fructose to HMF-ethers conversion. DETAILED DESCRIPTION - Process for 5-hydroxymethyl ether (HMF)-ether formation involves preparing N,N-dimethylacetamide methanesulfonate by adding 8.7 g of 0.1 mol N,N-dimethylacetamide into 50 mL flask containing a magnetic stirrer bar and placing the flask in a ice bath, slowly adding 9.6 g of 0.1 mmol methyl sulfonic acid over approximately 30 minutes, stirring the reaction mixture for another 4 hours at room temperature, washing resulting solid with ethyl acetate for three times and drying at 90°C under vacuum, preparing cellulose-derived sulfonic acid (AmC-SO3H) by mixing 2 g of cellulose and 3 g of p-toluene sulfonic acid and placing in 100 mL Teflon (RTM: polytetrafluoroethylene)-lined stainless steel autoclave, putting the autoclave into an oven of 180°C and aging for one day, collecting resulting dark powder from the autoclave and placing in the oven of 180°C in open air for another day to remove the small organic compounds adsorbed on the surface of the material, washing with hot water until sulfate ions are no longer detected and drying at 100°C for overnight to obtain catalyst, preparing improved graphene oxide (IGO) by suspending 3 g graphite powder in a mixture of 360 mL concentrated sulfuric acid and 40 mL phosphoric acid under continuous stirring for 0.5 hour, placing the mixture in an ice bath to keep the temperature less than 10°C and slowly adding 18 g potassium permanganate with stirring, transferring obtained mixture in 500 mL round bottom flask and heating at 50°C under constant stirring for 12 hours, cooling down to room temperature, pouring the resulting dark solution containing product onto 450 mL ice containing 30% of 3 mL hydrogen peroxide, passing the resulting mixture of yellowish brown color through U.S. Standard testing sieve and filtering through polyester fiber to separate larger particles, centrifuging collected filtrate containing IGO at 8500 rpm for 10 minutes and decanting the supernatant, washing collected IGO with 200 mL water, 30% of 200 mL dilute hydrogen chloride and 200 mL ethanol, collecting IGO by centrifugation at 8500 rpm for 10 minutes and coagulating with 100 mL of diethyl ether and centrifuging resulting suspension to obtain pure IGO which is dried at room temperature under vacuum, preparing HMF-ether using 0.360 g of 2 mmol ionic liquid catalyst of fructose in 10 mL corresponding alcohol in 100 mL round bottom flask and adding to 0.050 g N,N-dimethylacetamide methanesulfonate, refluxing the reaction mixture at 110°C for 15 hours with continuous stirring, cooling the reaction mixture to room temperature and passing through silica gel column with dichloromethane and diethylether as eluent at ratio of 2:1 to separate out N,N-dimethylacetamide methanesulfonate catalyst, and isolating desired ether product from unreacted alcohol under reduced pressure on a vacuum pump and reusing recovered alcohol.