Systhesis Of Oxidative-thermoregulated Phase Separation Ionic Liquids And Study On Application In Catalyzing Oxygen Oxidative Desulfurization Of Gasoline

In this article, three types of ionic liquids including imidazoliumoxidative-thermoregulated phase separation ionic liquids, octadecylamineoxidative-thermoregulated phase separation ionic liquids and imidazolium extractionionic liquids have been designed and synthesized. The former two kinds of ionicliquids have been used for catalyzing simulated gasoline’s O2oxidative desulfurization,and the latter has been used for removing the oxidation product of sulfur compoundbenzothiophene sulfone from simulated gasoline by extraction. All have achievedexcellent results.Imidazole, ethylene oxide, halogenated hydrocarbons, vanadyl(IV) sulfate hydrate,and phosphotungstic acid as raw materials are used to synthesize13kinds ofimidazolium oxidative-thermoregulated phase separation ionic liquids. Their structuresare characterized by FT-IR and1H NMR. The thermal stability is determined by TG.Imidazolium oxidative-thermoregulated phase separation ionic liquids have beenapplied for catalyzing simulate gasoline’s O2oxidative desulfurization. The resultshave showed that the better catalyst is [BMIM]4(VO)(PW12O40)2with an averagedegree of polymerization of n=457and with a carbon chain of C8. The optimumconditions in catalytic desulfurization are optimized: T=100℃, t=60min, p(O2)=1.4MPa and nIL:nS=1.2. The corresponding desulfurization rate is96.95%. After the ionic liquid is reused for15times, the desulfurization rate is still up to90%, and thestructure of the ionic liquid is consistent with that of the initial ionic liquid. Therefore,the ionic liquid has a good thermal stability and recycling performance.Octadecylamine, ethylene oxide, halogenated hydrocarbons, vanadyl(IV) sulfatehydrate, and phosphotungstic acid as raw materials have been used to synthesize13kinds of octadecylamine oxidative-thermoregulated phase separation ionic liquids.Their structures and stability are characterized by FT-IR,1H NMR and TG.Octadecylamine oxidative-thermoregulated phase separation ionic liquids have beensuccessfully applied for catalyzing simulate gasoline’s O2oxidative desulfurization,which have realized the aim of “homogeneous at higher temperature, heterogeneous atlower temperature” under the experimental conditions. The better catalyst is[AC18]4(VO)(PW12O40)2with an average degree of polymerization of n=146and with acarbon chain of C8. The optimum conditions in catalytic desulfurization are optimizedas follows: T=100℃, t=150min, p(O2)=1.0MPa and nIL:nS=2.4. The correspondingdesulfurization rate is98.78%. After the catalyst is reused for22times, thedesulfurization rate is still up to90%, and the structure of the ionic liquid is consistentwith that of the initial ionic liquid. Therefore, the ionic liquid has a good thermalstability and recycling performance.N-methyl imidazole,8-chlorine octanol, propionic acid chloride, ethylene glycol,p-toluene sulfonic acid, four fluorine boric acid and six fluoride phosphate as rawmaterials have been used to synthesize12kinds of extraction ionic liquids. Theirstructures and stability are characterized by FT-IR,1H NMR and TG. The ionic liquidshave been applied for extracting sulfone in simulate gasoline, and the data show thatthe ionic liquids with hydroxyl are better than the other ionic liquids with aminoor acylamino in the extraction. The better extraction type of ionic liquid is8-chloro-octanol imidazolium ionic liquid with p-toluenesulfonate. The optimumconditions in extraction desulfurization are optimized as follows: T=120℃, t=20min,and nIL:nS=90. The corresponding desulfurization rate is98.60%. After the ionic liquidis reused for11times, the desulfurization rate is still up to90%, and the structure ofthe ionic liquid is consistent with that of the initial ionic liquid. Therefore, the ionicliquid has a good thermal stability and recycling performance.The three types of ionic liquids synthesized in the experiment all have showedexcellent performances in catalytic oxidative desulfurization. It providesa new trail in catalytic desulfurization by using ionic liquids.