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methyl acetate-methanol mixture separation by extractive distillation:Economic aspects

Frontiers of Chemical Science and Engineering 2018年第4期12卷 670-682页

作者： Elena Graczova Branislav Sulgan Samuel Barabas Pavoi Steltenpohl Institute of Chemical and Environmental Engineering Faculty of Chemical and Food Technology Slovak University of Technology in Bratislava81237 BratislavaSlovakia

methyl acetate is considered low toxicity volatile solvent produced either as a by-product during methanol carbonylation or via acetic acid esterification with methanol. In both cases, pure methyl acetate has to be isolated from the reaction mixture. Simulation of methyl acetate separation from its mixture with methanol by extraction distillation was carried out in ASPEN+ software. In total three case studies were assumed using two different extraction solvents and two solvent regeneration strategies. In case A, novel extraction solvent 1-ethyl-3-methylimidazolium trifluoromethanesulfonate ionic liquid, was considered. Raw material separation was achieved in an extraction distillation column while the solvent regeneration was accomplished in a second distillation column in this case. In case study B, the same extraction solvent was used; however, its regeneration was carried out in a single-effect evaporator. Dimethyl sulfoxide was the second extraction solvent selected. Its use in methyl acetate-methanol separation is presented in case study C. As high purity of dimethyl sulfoxide was required for the methyl acetate-methanol azeotrope breaking, its regeneration was carried out in the second distillation column only. To simulate the ternary methyl acetate–methanol–extraction solvent mixtures separation, vapor–liquid equilibrium was predicted based on the NRTL equation. Further, unknown properties of the considered ionic liquid and variation of these properties with temperature were predicted and introduced into the ASPEN+ components properties database. Based on these data, optimum operation parameters of the respective separation equipment were established. In all case studies, the same condition had to be fulfilled, namely minimum methyl acetate content in the distillate from the extraction distillation column of 99.5mol-%. Results of simulations using the respective optimum operation parameters were employed in the economic evaluation of the three separation unit

关键词： methyl acetate 1-ethyl-3-methylimidazolium trifluoromethanesulfonate extraction distillation dimethyl sulfoxide economic evaluation

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Synthesis of methyl acetate by Dimethyl Ether Carbonylation over Cu/HMOR： Effect of Catalyst Preparation Method

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Chinese Journal of Chemical Physics 2013年第1期26卷 77-82,I0004页

作者：张雪李宇萍仇松柏王铁军定明月张琦马隆龙于玉肖中国科学院广州能源研究所可再生能源与天然气水合物重点实验室广州510640 中国科学院大学北京100049

Dimethyl ether carbonylation to methyl acetate was comparatively investigated over mor- denite supported copper （Cu/HMOR） catalysts prepared by different methods including evaporation, urea hydrolysis, incipient wetness impregnation and ion-exchange. The results showed that Cu/HMOR prepared via iron-exchange method exhibited the highest catalytic activity due to the synergistic effect of active-site metal and acidic molecular sieve support. Conversion of 95.3% and methyl acetate selectivity of 94.9% were achieved under conditions of 210℃, 1.5 MPa, and GSHV of 4883 h-1. The catalysts were characterized by nitrogen absorption, X-ray diffraction, NH3 temperature program desorption, and CO temperature program desorption techniques. It was found that Cu/HMOR prepared by ion-exchange method possessed high surface area, moderate strong acid centers, and CO adsorption centers, which improved catalytic performance for the reaction of CO insertion to dimethyl ether.

关键词： Biomass energy methyl acetate Dimethyl ether Carbonylation HMOR cat-alyst

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Catalytic activity of Cu/ZnO catalysts mediated by MgO promoter in hydrogenation of methyl acetate to ethanol

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Journal of Energy Chemistry 2021年第10期30卷 203-209,I0006页

作者： Fang Zhang Zhiyang Chen Xudong Fang Hongchao Liu Yong Liu Wenliang Zhu National Engineering Laboratory for Methanol to Olefins Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023LiaoningChina Dalian National Laboratory for Clean Energy Dalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023LiaoningChina University of Chinese Academy of Sciences Beijing 100049China

Hydrogenation of methyl acetate is a key step in ethanol synthesis from dimethyl ether carbonylation and Cu-based catalysts are widely *** report here that the hydrogenation activity of Cu/ZnO catalysts can be enhanced by the addition of MgO *** evolution of crystal phases during coprecipitation and the physicochemical properties of calcined and reduced catalysts by X-ray diffraction(XRD),thermogravimetric(TG)-mass spectrometry(MS),Brunauer-Emmett-Teller(BET),transmission electron microscopy(TEM),N_(2)O titration,in situ CO-Fourier transform infrared spectroscopy(FTIR)and H_(2)-temperature programmed reduction(H_(2)-TPR)reveal that the promoter effect likely lies in the presence of Mg^(2+).A proper amount of Mg^(2+)mediates the precipitation process of Cu and Zn,leading to preferable formation of aurichalcite(Cu_(x)Zn_(1-x))5(CO_(3))_(2)(OH)_(6) crystal phase and a small amount of basic carbonates such as hydrozincite Zn_(5)(CO_(3))_(2)(OH)_(6) and malachite Cu_(2) CO_(3)(OH)_(2).The presence of aurichalcite strengthens the interaction between Cu and Zn species,and thus enhances the dispersity of CuO species and helps generation of Cu^(+)species on reduced ***,the performance of Cu/ZnO catalysts exhibits an optimal dependence on the Mg loading,i.e.,17.5%.However,too much Mg^(2+)in the precipitation liquid prohibits formation of aurichalcite but enhances formation of basic nitrates,leading to a dramatically reduced hydrogenation *** findings may find applications for optimization of other Cu-based catalysts in a wider range of hydrogenation reactions.

关键词： methyl acetate Hydrogenation Cu/ZnO catalyst MgO promoter Precursor effect Aurichalcite

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Silver modified Cu/SiO2 catalyst for the hydrogenation of methyl acetate to ethanol

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Chinese Journal of Chemical Engineering 2020年第6期28卷 1612-1622页

作者： Zhiheng Ren Muhammad Naeem Younis Hui Zhao Chunshan Li Xiangui Yang Erqiang Wang Gongying Wang Chengdu Institute of Organic Chemistry Chinese Academy of SciencesChengdu 610041China National Engineering Laboratory for VOCs Pollution Control Material&Technology University of Chinese Academy of SciencesBeijing 101408China CAS Key Laboratory of Green Process and Engineering State Key Laboratory of Multiphase Complex SystemsThe National Key Laboratory of Clean and Efficient Coking TechnologyBeijing Key Laboratory of Ionic Liquids Clean ProcessInstitute of Process EngineeringChinese Academy of SciencesBeijing 100190China Zhongke Langfang Institute of Process Engineering Langfang 065000China Zhongke Langfang Institute of Process Engineering Zhengzhou 450000China School of Chemical Science University of Chinese Academy of SciencesBeijing 100049China

A series of silver modified Cu/SiO2 catalysts were synthesized with ammonia-evaporation method and applied in vapor-phase hydrogenation of methyl acetate to *** influence of additive‘Ag’on the structural evolution of catalyst was systematically studied by several characterization techniques,such as N2 adsorption–desorption,N2O titration,PXRD,FTIR,in-situ FTIR,H2-TPR,H2-TPD,XPS and *** showed that incorporation of a small amount of Ag could enhance the structural stability,and the strong interaction between Cu and Ag species was conducive to increase the dispersion of copper species and create a suitable Cu+/(Cu0+Cu+)ratio,which was proposed to be responsible for the improved catalytic *** maximum conversion of MA(94.1%)and selectivity of ethanol(91.3%)over optimized Cu-0.5 Ag/SiO2 and 120 h on stream without deactivation under optimal conditions demonstrates its excellent stability.

关键词： Copper Silver Hydrogenation methyl acetate Ethanol Kinetic

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Intercalation of multiply solvated hexafluorophospate anion into graphite electrode from mixtures of methyl acetate,ethyl methyl and ethylene carbonates

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Journal of Energy Chemistry 2021年第7期30卷 233-236页

作者： Lei Zhang Hongyu Wang State Key Laboratory of Electroanalytical Chemistry Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022JilinChina School of Applied Chemistry and Engineering University of Science and Technology of ChinaHefei 230026AnhuiChina

Graphite is a universal host material for ion intercalation. Li+-graphite intercalation compounds (GICs) have been successfully utilized as the anode material in commercial lithium-ion ***, anion-graphite intercalation compounds (AGICs) have been coming into their own in dual-ion batteries [1]. It is imperative to deepen an understanding of anion storage mechanisms in graphite electrode.

关键词： Multiply solvated anions Anion-graphite intercalation compounds methyl acetate Ethylene carbonate Ethyl methyl carbonate

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In_2O_3-modified Cu/SiO_2 as an active and stable catalyst for the hydrogenation of methyl acetate to ethanol

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Chinese Journal of Catalysis 2018年第1期39卷 99-108页

作者： Yu Zhang Chenliang Ye Cuili Guo Changna Gan Xinmeng Tong School of Chemical Engineering and Technology Tianjin University Tianjin 300072 China

A series of indium oxide‐modified Cu/SiO2catalysts were synthesized and used to produce ethanol via methyl acetate ***‐Cu/SiO2catalyst containing1.0wt%In2O3exhibited the best catalytic activity and *** physicochemical properties of the synthesized catalysts were investigated using several characterization methods and the results showed that introducing suitable indium to Cu/SiO2increased the copper dispersion,diminished the copper crystallite size,and enriched the surface Cu+***,the Cu/SiO2catalyst gradually deactivated during the stability test,which was mainly attributed to copper sintering and the valence change in surface copper *** contrast,indium addition can inhibit the thermal transmigration and accumulation of copper nanoparticles to stabilize the catalyst.?2018,Dalian Institute of Chemical Physics,Chinese Academy of *** by Elsevier *** rights reserved.

关键词： methyl acetate Hydrogenation Indium Cu/SiO2 catalyst Ethanol

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Investigation of the coupled reaction of methyl acetate and n-hexane over HZSM-5

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Chinese Journal of Catalysis 2018年第12期39卷 1960-1970页

作者： Kuo Yang Jinzhe Li Xiao Zhang Zhongmin Liu National Engineering Laboratory for Methanol to Olefins Dalian National Laboratory for Clean EnergyDalian Institute of Chemical PhysicsChinese Academy of SciencesDalian 116023LiaoningChina College of Science State Key Laboratory of Heavy Oil ProcessingChina University of PetroleumBeijing 102249China University of Chinese Academy of Sciences Beijing 100049China

The coupled reaction of methyl acetate and n‐hexane was carried out over a HZSM‐5 *** addition to a thermal coupling effect,systematic variations in the product distribution were also observed in the coupled *** bezene‐toluene‐xylene(BTX)selectivity was remarkably improved while the H2,CO,and CO2 selectivity *** deactivation of the catalyst was observed,caused by the extremely high reactivity of methyl acetate,which was alleviated after adding n‐*** results indicated that a coupling effect exists in this system.A detailed pathway for the coupled system is suggested based on the analysis of the surface species,carbonaceous species deposited on the catalyst,as well as the product selectivity *** good match between the"hydrogen deficiency"of methyl acetate and the"hydrogen richness"of n‐hexane is consistent with the observed coupling effect.

关键词： methyl acetate n‐Hexane Coupled reaction HZSM‐5

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Phosphonated USY,a promising catalyst for the development of environmentally benign biodiesel(methyl acetate) process

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Journal of Energy Chemistry 2015年第3期24卷 285-290页

作者： Kakasaheb Y.Nandiwale Gahana Gopal.C Vijay V.Bokade Catalysis and Inorganic Chemistry Division CSIR National Chemical Laboratory

The present study focuses on the evaluation of the potential applicability of Ultra Stable Y（USY） and phosphonated USY（1 wt%-4 wt%phosphorous loading） as heterogeneous catalysts for biodiesel（methyl acetate） *** synthesized catalysts were characterized by powder X-ray diffraction（XRD）,Brunaer-Emmett-Teller（BET） surface area,total acidity by temperature-programmed desorption of ammonia（TPD-NH3） and Fourier Transform Infrared（FTIR） *** performances of catalysts were evaluated for the transesterification of butyl acetate with methanol（a model reaction in biodiesel production）.In view to obtain a maximum yield of methyl acetate,the optimization of process parameters such as reactant molar ratio,catalyst loading,reaction temperature and reaction time was *** the phosphonated USY catalysts showed higher catalytic activity than the parent USY,which can be attributed to the increase of total acidity due to phosphonation.2 wt% P/USY（2% phosphorous loaded on USY） exhibited 92% methyl acetate yield with 100% selectivity,which was proved to be a potential catalyst for biodiesel *** invented catalyst was found to be stable and reusable for five catalytic cycles,demonstrating that it might be a environmentally benign catalytic process.

关键词： transesterification phosphonated USY methyl acetate biodiesel

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Coupled Reaction/Distillation Process for Hydrolysis of methyl acetate

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Chinese Journal of Chemical Engineering 2010年第5期18卷 755-760页

作者：赵素英黄镜钊王良恩黄国强 College of Chemistry and Chemical Engineering Fuzhou University Fuzhou 350002 China National Engineering Research Center for Distillation Technology (NERCDT) Tianjin 300072 China

A process composed of a fixed-bed and a distillation column with a side withdraw, mainly methanol, is developed to hydrolyze methyl acetate (MA) as a typical byproduct in polyvinyl alcohol (PVA) and pure terephthalic acid (PTA) factory. The process is simulated by employing the equilibrium stage model RadFrac and plug flow model Rplug in Aspen Plus. Experiments are also carried out in a lab-scale to evaluate the process. The results show that at the molar ratio of water to methyl acetate about 4.0-5.0 in the feed stream and the volume ratio of distillate to feed MA above a critical value, the side product contains more than 80% (by mass) (MeOH) and less than 2% (by mass) MA, while the bottom contains more than 46% (by mass) acetic acid (HAc) and less than 0.5% (by mass) methanol with almost complete conversion of MA. Compared with the old catalytic distillation process we proposed before, this process can cut down 47.6% energy consumption and a distillation column.

关键词： methyl acetate hydrolysis simulation

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Study on Hydrolysis of methyl acetate in a Catalytic Distillation Column

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Chinese Journal of Chemical Engineering 2001年第4期9卷 382-387页

作者：王成习浙江大学浙江杭州

A nonequilibrium stage model was used to simulate countercurrent multicomponent catalytic distillation processes for methyl acetate hydrolysis. Computations of stage efficiencies or height equivalent to a theoretical plate (HETP) were entirely avoided by this model. The consistency of simulated results and experimental data in conversions and concentration of each component along a column indicates that the model predicts the actual process well. The influences of operating parameters on hydrolytic conversions, such as feed molar ratios, feed locations, feed and reflux rates, heights of reactive and stripping sections, were analyzed adequately by simulating calculations. A good operating mode was then obtained, which is helpful to the development of a new process.

关键词： methyl acetate hydrolysis catalytic distillation nonequilibrium stage model

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