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Methyl acetate–methanol mixture separation by extractive distillation: Economic aspects

Elena Graczová, Branislav Šulgan, Samuel Barabas, Pavol Steltenpohl

《化学科学与工程前沿（英文）》 2018年 第12卷 第4期   页码 670-682 doi: 10.1007/s11705-018-1769-9

摘要：

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 designs studied. It was found that the least energy-demanding design corresponds to the case study B in terms of both capital as well as operation expenses.

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

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Halide-free carbonylation of methanol with H-MOR supported CuCeO

Chaoli Tong, Jiachang Zuo, Danlu Wen, Weikun Chen, Linmin Ye, Youzhu Yuan

《化学科学与工程前沿（英文）》 2021年 第15卷 第5期   页码 1075-1087 doi: 10.1007/s11705-020-2019-5

摘要： Heterogeneous halide-free carbonylation of methanol to acetates, including methyl acetate (MA) and acetic acid, using non-precious metal catalysts has been a topic of interest for decades. The key issue is that the water produced by methanol dehydration inhibits the formation of acetyl species and reduces the MA selectivity. Here, we report that CuCeO /H-mordenite (H-MOR) catalyst can nearly eliminate the inhibiting effect of water on carbonylation by a water-gas shift reaction (WGSR) on-site, and can thus achieve 96.5% methanol conversion with 87.4% MA selectivity for the halide-free carbonylation of methanol. The results of powder X-ray diffraction, transmission electron microscopy, and scanning electron microscopy show that the Cu and Ce species are highly dispersed on H-MOR even when the CuCeO contents are as high as 29 wt-%. Fourier transform infrared spectroscopy and CO chemisorption analysis reveal that a small portion of Cu species can migrate into the channel of H-MOR when CuCeO /H-MOR is calcined at 500 °C and these Cu species are converted into Cu sites upon reduction. The Cu sites facilitate the WGSR and are also active sites for methanol carbonylation. The introduction of Ce benefits the inhibition of coke deposits and thus enhances the catalyst stability.

关键词： methanol carbonylation     halide-free     methyl acetate     H-mordenite     copper and cerium oxide    

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Electricity-driven ammonia oxidation and acetate production in microbial electrosynthesis systems

《环境科学与工程前沿（英文）》 2022年 第16卷 第4期 doi: 10.1007/s11783-021-1476-5

摘要：

• MES was constructed for simultaneous ammonia removal and acetate production.

关键词： Biocathode     Carbon dioxide     Electrochemical oxidation     Graphite anode     Boron-doped diamond    

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Durable and recyclable BiOBr/silk fibroin-cellulose acetate composite film for efficient photodegradation

《化学科学与工程前沿（英文）》 2023年 第17卷 第11期   页码 1765-1775 doi: 10.1007/s11705-023-2323-y

摘要： A stable and recyclable of BiOBr/silk fibroin-cellulose acetate composite film was prepared by blending-wet phase transformation and in situ precipitate technology. The cellulose acetate film modified by silk fibroin formed a finger-shaped porous structure, which provided a large space for the uniform growth of BiOBr nanosheets and facilitated the shuttle flow of dyes in film. The morphology, phase structure, and optical properties of the composite films were characterized using various techniques, and their photocatalytic performance for dye wastewater was evaluated under visible light irradiation. Results showed that the BiOBr/SF-CA composite film exhibited efficient photocatalytic activity with 99.9% of rhodamine B degradation rate. Moreover, the composite film maintained high catalytic stability because Bi as the active species deposited on the film showed almost no loss. Finally, the possible photocatalytic mechanisms in the BiOBr/SF-CA composite film were speculated through radical-trapping experiments and electron spin resonance testing.

关键词： BiOBr nanosheet     cellulose acetate     silk fibroin     photocatalytic degradation     dye wastewater    

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Mayenite supported perovskite monoliths for catalytic combustion of methyl methacrylate

Zekai ZHANG, Zhijian KONG, Huayan LIU, Yinfei CHEN

《化学科学与工程前沿（英文）》 2014年 第8卷 第1期   页码 87-94 doi: 10.1007/s11705-014-1410-5

摘要： To improve their thermal stability, La Sr MnO cordierite monoliths are washcoated with mayenite, which is a novel Al-based material with the crystal structure of 12MO·7Al O (M= Ca, Sr). The monoliths are characterized by means of nitrogen adsorption/desorption, scanning electron microscopy, and X-ray diffraction. Catalytic performances of the monoliths are tested for methyl methacrylate combustion. The results show that mayenite obviously improves both the physic-chemical properties and the catalytic performance of the monoliths. Because mayenite improves the dispersity of La Sr MnO and also prevents the interaction between La Sr MnO and cordierite or -Al O , both crystal structure and surface morphology of La Sr MnO phase can thereby be stable on the mayenite surface even at high temperature up to 1050 oC. Under the given reaction conditions, La Sr MnO monolith washcoated with 12SrO·7Al O shows the best catalytic activity for methyl methacrylate combustion among all the tested monoliths.

关键词： mayenite     perovskite     catalytic combustion     methyl methacrylate     monolith    

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HPLC determination of glyoxal in aldehyde solution with 3-methyl-2-benzothiazolinone hydrazone

Yamei ZHU, Xiaoli YAO, Shaohui CHEN, Qun CUI, Haiyan WANG

《化学科学与工程前沿（英文）》 2011年 第5卷 第1期   页码 117-121 doi: 10.1007/s11705-010-0535-4

摘要： Based on the absorption property of a diazine that can be formed by reaction of glyoxal and 3-methyl-2-benzothiazolinone hydrazone (MBTH) in the Ultraviolet-visible (UV-vis) spectral region, a HPLC method was developed for the determination of glyoxal in acetaldehyde solution. Glyoxal was derivatised from MBTH and the derivatives (diazine) were analyzed by HPLC for identification and quantification. The determination was performed on a ZORBAX Eclipse XDB-C18 column (4.6 × 250 mm, 5 mm) at 35°C with an injection volume of 10 mL, using a mixture of acetonitrile-water solvent (99∶5, v∶v) as a mobile phase with a flow rate of 0.8 mL·min . The proper derivative reaction conditions were the temperature of 70°C, MBTH to carbonyl molar ratio of 12, and reaction time of 110 min. The glyoxal diazine was a yellow dye with a maximum molar absorptivity at 401 nm and its retention time was 5.2 min under optimal HPLC conditions. The standard curve for glyoxal had a strong linear relationship with a regression coefficient ( = 0.999) in the range of 0.002–0.020 g·L . The analysis of glyoxal in an oxidising solution gave accurate results with a relative standard deviation (RSD) value of 0.55%. The average relative recovery was 102%. This efficient HPLC technique is also proposed for detecting other dicarbonyl compounds besides glyoxal.

关键词： HPLC     glyoxal     3-methyl-2-benzothiazolinone hydrazone     diazine     dicarbonyl compounds    

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Polymerization of methyl methacrylate catalyzed by mono-/bis-salicylaldiminato nickel(II) complexes and

Jihong LU, Danfeng ZHANG, Qian CHEN, Buwei YU

《化学科学与工程前沿（英文）》 2011年 第5卷 第1期   页码 19-25 doi: 10.1007/s11705-010-0546-1

摘要： Two types of salicylaldiminato-based nickel complexes, mono-ligated Ni(II) complexes ([O-C H - - C(H)=N-Ar]Ni(PPh )(Ph) ( ), [O-(3,5-Br )C H - -C(H)=N-Ar]Ni(PPh )(Ph) ( ), [O-(3- -Bu)C H - -C(H)=N-Ar]Ni(PPh )(Ph) ( )) and bis-ligated Ni(II) complexes ([O-(3,5-Br )C H - -C(H)=N-Ar] Ni ( ), [O-(3,5-Br )C H - -C(H)=N-2-C H (PhO)] Ni ( ), Ar=2,6-C H ( -Pr) ) were synthesized and characterized by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), mass spectrography (MS) and elemental analysis (EA). In the presence of methylaluminoxane (MAO) as cocatalyst, all the nickel complexes exhibited high activities for the polymerization of methyl methacrylate (MMA) and syndiotactic-rich poly(methyl methacrylate) (PMMA) was obtained. The complexes with less bulky substituents on salicylaldiminato framework possessed higher activities, while with the same salicylaldiminato, the mono-ligated nickel complexes showed higher catalytic activity than bis-ligated ones.

关键词： late transition metal catalyst     methyl methacrylate     polymerization     salicylaldiminato nickel complexes     methylaluminoxane     syndiotactic structure    

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Photocatalytic degradation of methyl orange using ZnO/TiO composites

Ming GE , Changsheng GUO , Xingwang ZHU , Lili MA , Wei HU , Yuqiu WANG , Zhenan HAN ,

《环境科学与工程前沿（英文）》 2009年 第3卷 第3期   页码 271-280 doi: 10.1007/s11783-009-0035-2

摘要： ZnO/TiO composites were synthesized by using the solvothermal method and ultrasonic precipitation followed by heat treatment in order to investigate their photocatalytic degradation of methyl orange (MO) in aqueous suspension under UV irradiation. The composition and surface structure of the catalyst were characterized by X-ray diffraction (XRD), field emission scanning electron microscope (FE-SEM), and transmission electron microscopy (TEM). The degradation efficiencies of MO at various pH values were obtained. The highest degradation efficiencies were obtained before 30min and after 60min at pH 11.0 and pH 2.0, respectively. A sample analysis was conducted using liquid chromatography coupled with electrospray ionization ion-trap mass spectrometry. Six intermediates were found during the photocatalytic degradation process of quinonoid MO. The degradation pathway of quinonoid MO was also proposed.

关键词： photocatalytic degradation     methyl orange     ZnO/TiO2 composites     high performance liquid chromatography mass spectrometry (HPLC-MS)    

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Carbon-coated Ni-Co alloy catalysts: preparation and performance for aqueous phase hydrodeoxygenation of methyl

《化学科学与工程前沿（英文）》 2022年 第16卷 第3期   页码 443-460 doi: 10.1007/s11705-021-2079-1

摘要： Carbon-coated Ni, Co and Ni-Co alloy catalysts were prepared by the carbonization of the metal doped resorcinol-formaldehyde resins synthesized by the one-pot extended Stöber method. It was found that the introduction of Co remarkably reduced the carbon microsphere size. The metallic Ni, Co, and Ni-Co alloy particles (mainly 10–12 nm) were uniformly distributed in carbon microspheres. A charge transfer from Ni to Co appeared in the Ni-Co alloy. Compared with those of metallic Ni and Co, the d-band center of the Ni-Co alloy shifted away from and toward the Fermi level, respectively. In the in-situ aqueous phase hydrodeoxygenation of methyl palmitate with methanol as the hydrogen donor at 330 °C, the decarbonylation/decarboxylation pathway dominated on all catalysts. The Ni-Co@C catalysts gave higher activity than the Ni@C and Co@C catalysts, and the yields of n-pentadecane and n-C6–n-C16 reached 71.6% and 92.6%, respectively. The excellent performance of Ni-Co@C is attributed to the electronic interactions between Ni and Co and the small carbon microspheres. Due to the confinement effect of carbon, the metal particles showed high resistance to sintering under harsh hydrothermal conditions. Catalyst deactivation is due to the carbonaceous deposition, and the regeneration with CO2 recovered the catalyst reactivity.

关键词： Stöber method     carbon-coated Ni-Co alloy     in-situ hydrodeoxygenation     methyl palmitate     decarbonylation/decarboxylation    

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Catalytic oxidation of carbon monoxide, toluene, and ethyl acetate over the

Zhidan Fu, Lisha Liu, Yong Song, Qing Ye, Shuiyuan Cheng, Tianfang Kang, Hongxing Dai

《化学科学与工程前沿（英文）》 2017年 第11卷 第2期   页码 185-196 doi: 10.1007/s11705-017-1631-5

摘要： The Pd catalyst supported on cryptomelane-type manganese oxide octahedral molecular sieve (OMS-2) were prepared. The effect of Pd loading on the catalytic oxidation of carbon monoxide, toluene, and ethyl acetate over Pd/OMS-2 has been investigated. The results show that the Pd loading plays an important role on the physicochemical properties of the Pd/OMS-2 catalysts which outperform the Pd-free counterpart with the 0.5Pd/OMS-2 catalyst being the best. The temperature for 50% conversion was 25, 240 and 160 °C, and the temperature for 90% conversion was 55, 285 and 200 °C for oxidation of CO, toluene, and ethyl acetate, respectively. The low-temperature reducibility and high oxygen mobility of Pd/OMS-2 are the factors contributable to the excellent catalytic performance of 0.5Pd/OMS-2.

关键词： cryptomelane-type manganese oxide octahedral molecular sieve     oxygen mobility     reducibility     carbon monoxide oxidation     volatile organic compound combustion    

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Energy-efficient recovery of tetrahydrofuran and ethyl acetate by triple-column extractive distillation

Ao Yang, Yang Su, Tao Shi, Jingzheng Ren, Weifeng Shen, Teng Zhou

《化学科学与工程前沿（英文）》 2022年 第16卷 第2期   页码 303-315 doi: 10.1007/s11705-021-2044-z

摘要： An energy-efficient triple-column extractive distillation process is developed for recovering tetrahydrofuran and ethyl acetate from industrial effluent. The process development follows a rigorous hierarchical design procedure that involves entrainer design, thermodynamic analysis, process design and optimization, and heat integration. The computer-aided molecular design method is firstly used to find promising entrainer candidates and the best one is determined via rigorous thermodynamic analysis. Subsequently, the direct and indirect triple-column extractive distillation processes are proposed in the conceptual design step. These two extractive distillation processes are then optimized by employing an improved genetic algorithm. Finally, heat integration is performed to further reduce the process energy consumption. The results indicate that the indirect extractive distillation process with heat integration shows the highest performance in terms of the process economics.

关键词： extractive distillation     solvent selection     conceptual design     process optimization     heat integration    

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Efficient hydrothermal deoxygenation of methyl palmitate to diesel-like hydrocarbons on carbon encapsulated

《化学科学与工程前沿（英文）》 2023年 第17卷 第2期   页码 139-155 doi: 10.1007/s11705-022-2217-4

摘要： Porous carbon-encapsulated Ni and Ni–Sn intermetallic compound catalysts were prepared by the one-pot extended Stöber method followed by carbonization and tested for in-situ hydrothermal deoxygenation of methyl palmitate with methanol as the hydrogen donor. During the catalyst preparation, Sn doping reduces the size of carbon spheres, and the formation of Ni–Sn intermetallic compounds restrain the graphitization, contributing to larger pore volume and pore diameter. Consequently, a more facile mass transfer occurs in carbon-encapsulated Ni–Sn intermetallic compound catalysts than in carbon-encapsulated Ni catalysts. During the in-situ hydrothermal deoxygenation, the synergism between Ni and Sn favors palmitic acid hydrogenation to a highly reactive hexadecanal that easily either decarbonylate to n-pentadecane or is hydrogenated to hexadecanol. At high reaction temperature, hexadecanol undergoes dehydrogenation–decarbonylation, generating n-pentadecane. Also, the C–C bond hydrolysis and methanation are suppressed on Ni–Sn intermetallic compounds, favorable for increasing the carbon yield and reducing the H2 consumption. The n-pentadecane and n-hexadecane yields reached 88.1% and 92.8% on carbon-encapsulated Ni3Sn2 intermetallic compound at 330 °C. After washing and H2 reduction, the carbon-encapsulated Ni3Sn2 intermetallic compound remains stable during three recycling cycles. This is ascribed to the carbon confinement that effectively suppresses the sintering and loss of metal particles under harsh hydrothermal conditions.

关键词： extended Stöber method     carbon encapsulated Ni–Sn intermetallic compounds     confinement     in-situ hydrothermal deoxygenation     hydrogenation     decarbonylation    

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The rpoS deficiency suppresses acetate accumulation in glucose-enriched culture of <

Prayoga SURYADARMA, Yoshihiro OJIMA, Yuto FUKUDA, Naohiro AKAMATSU, Masahito TAYA

《化学科学与工程前沿（英文）》 2012年 第6卷 第2期   页码 152-157 doi: 10.1007/s11705-012-1287-0

摘要： The role of on the central carbon metabolism was investigated through analyzing the deficiency of this regulon gene under aerobic and glucose-enriched culture conditions. The experimental results showed that while the wild type cells exhibited an overflow metabolism effect, the -deleting mutation alleviated this effect with the significant suppression of acetate accumulation under a high glucose condition. This gene deletion also induced the twofold upregulation of and one-tenth downregulation of , respectively. The overflow metabolism effect was confirmed to be recovered by re-introducing gene into the mutant. These results demonstrated changed the central carbon metabolism toward acetate overflow through dehydrogenation of pyruvate and reduction of TCA cycle activity.

关键词： Escherichia coli     rpoS     aerobic and glucose-enriched culture     overflow metabolism    

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Optimization of methyl orange removal from aqueous solution by response surface methodology using spent

Liangzhi LI,Xiaolin LI,Ci YAN,Weiqiang GUO,Tianyi YANG,Jiaolong FU,Jiaoyan TANG,Cuiying HU

《环境科学与工程前沿（英文）》 2014年 第8卷 第4期   页码 496-502 doi: 10.1007/s11783-013-0578-0

摘要： The effective disposal of redundant tea waste is crucial to environmental protection and comprehensive utilization of trash resources. In this work, the removal of methyl orange (MO) from aqueous solution using spent tea leaves as the sorbent was investigated in a batch experiment. First, the effects of various parameters such as temperature, adsorption time, dose of spent tea leaves, and initial concentration of MO were investigated. Then, the response surface methodology (RSM), based on Box–Behnken design, was employed to obtain the optimum adsorption conditions. The optimal conditions could be obtained at an initial concentration of MO of 9.75 mg·L , temperature of 35.3°C, contact time of 63.8 min, and an adsorbent dosage 3.90 g·L . Under the optimized conditions, the maximal removal of MO was 58.2%. The results indicate that spent tea leaves could be used as an effective and economical adsorbent in the removal of MO from aqueous solution.

关键词： spent tea leaves     adsorption     response surface methodology     methyl orange (MO)    

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Synthesis of TiO2 nano-particles and their photocatalytic activity for formaldehyde and methyl orange

XIAO Xinyan, ZHANG Huiping, CHEN Huanqin, LIAO Dongliang

《化学科学与工程前沿（英文）》 2007年 第1卷 第2期   页码 178-183 doi: 10.1007/s11705-007-0033-5

摘要： TiO nano-particles were synthesized by sol-gel technique and characterized by X-ray diffractometer (XRD) and transmission electron microscope (TEM). Their photocatalytic activities for formaldehyde (FA) and methyl orange (MO) degradation were tested using degradation rate (η) as an evaluation index. Based on the orthogonal test results, the optimal condition for TiO preparation was obtained. Results showed that particle sizes were in the range of 10 40 nm, and that prepared TiO had better photocatalytic activity than P25. A simplified model was developed to evaluate the apparent quantum efficiency (Φapp) of this photocatalytic reaction system.

关键词： prepared     photocatalytic activity     apparent     photocatalytic     orthogonal    

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标题 作者 时间 类型 操作

Methyl acetate–methanol mixture separation by extractive distillation: Economic aspects

Elena Graczová, Branislav Šulgan, Samuel Barabas, Pavol Steltenpohl

期刊论文

Halide-free carbonylation of methanol with H-MOR supported CuCeO

Chaoli Tong, Jiachang Zuo, Danlu Wen, Weikun Chen, Linmin Ye, Youzhu Yuan

期刊论文

Electricity-driven ammonia oxidation and acetate production in microbial electrosynthesis systems

期刊论文

Durable and recyclable BiOBr/silk fibroin-cellulose acetate composite film for efficient photodegradation

期刊论文

Mayenite supported perovskite monoliths for catalytic combustion of methyl methacrylate

Zekai ZHANG, Zhijian KONG, Huayan LIU, Yinfei CHEN

期刊论文

HPLC determination of glyoxal in aldehyde solution with 3-methyl-2-benzothiazolinone hydrazone

Yamei ZHU, Xiaoli YAO, Shaohui CHEN, Qun CUI, Haiyan WANG

期刊论文

Polymerization of methyl methacrylate catalyzed by mono-/bis-salicylaldiminato nickel(II) complexes and

Jihong LU, Danfeng ZHANG, Qian CHEN, Buwei YU

期刊论文

Photocatalytic degradation of methyl orange using ZnO/TiO composites

Ming GE , Changsheng GUO , Xingwang ZHU , Lili MA , Wei HU , Yuqiu WANG , Zhenan HAN ,

期刊论文

Carbon-coated Ni-Co alloy catalysts: preparation and performance for aqueous phase hydrodeoxygenation of methyl

期刊论文

Catalytic oxidation of carbon monoxide, toluene, and ethyl acetate over the

Zhidan Fu, Lisha Liu, Yong Song, Qing Ye, Shuiyuan Cheng, Tianfang Kang, Hongxing Dai

期刊论文

Energy-efficient recovery of tetrahydrofuran and ethyl acetate by triple-column extractive distillation

Ao Yang, Yang Su, Tao Shi, Jingzheng Ren, Weifeng Shen, Teng Zhou

期刊论文

Efficient hydrothermal deoxygenation of methyl palmitate to diesel-like hydrocarbons on carbon encapsulated

期刊论文

The rpoS deficiency suppresses acetate accumulation in glucose-enriched culture of <

Prayoga SURYADARMA, Yoshihiro OJIMA, Yuto FUKUDA, Naohiro AKAMATSU, Masahito TAYA

期刊论文

Optimization of methyl orange removal from aqueous solution by response surface methodology using spent

Liangzhi LI,Xiaolin LI,Ci YAN,Weiqiang GUO,Tianyi YANG,Jiaolong FU,Jiaoyan TANG,Cuiying HU

期刊论文

Synthesis of TiO2 nano-particles and their photocatalytic activity for formaldehyde and methyl orange

XIAO Xinyan, ZHANG Huiping, CHEN Huanqin, LIAO Dongliang

期刊论文