正丁烷氧化制取顺酐的Huntsman工艺技术进展Progress in Huntsman process of maleic anhydride by n-butane oxidation
陈真真,张立芬,李勇,杨帆,王晓华,齐永新,李彦锋
摘要(Abstract):
正丁烷制顺酐Huntsman工艺于1975年首次由Monsanto公司(前Huntsman公司)实现工业化,该工艺采用了固定床列管式反应器、新型催化剂MarsV及有机溶剂吸收与精制新技术。2010年全球Huntsman工艺装置有10套左右,利用Huntsman工艺制顺酐的生产能力高达249 kt/a,其生产总能力约占整个世界顺酐总能力的38%。相比于流化床水吸收工艺,Huntsman工艺具有整体运行费用低、顺酐收率较高、产品质量较好等相对优势。然而,Huntsman工艺制顺酐也存在诸如溶剂净化、管道堵塞等问题。文中详细综述了Huntsman工艺制顺酐的流程、特点、存在的问题及其解决办法等技术进展,展望了该工艺的应用前景。
关键词(KeyWords): 正丁烷;顺丁烯二酸酐;固定床;Huntsman工艺
基金项目(Foundation):
作者(Author): 陈真真,张立芬,李勇,杨帆,王晓华,齐永新,李彦锋
参考文献(References):
- [1]XU Yuebing,LU Jiangyin,ZHONG Mei,et al.Dehy-drogenation of n-butane over vanadia catalysts supportedon silica gel[J].Jourmal of Natural Gas Chemistry,2009,18(1):88-93.
- [2]WEISSERMEL K,ARPE H J.工业有机化学重要原料和中间体[J].白凤娥,译.北京:化学工业出版社,1982.
- [3]HATCH L F,SAMI M.From hydrocarbons to petroche-micals[M].Houston:Gulf Publishing Company,1981.
- [4]刘蒲,刘晔.顺丁烯二酸酐均相加氢制琥珀酸酐和γ-丁内酯[J].催化学报,1999,20(1):51-54.
- [5]BROWNSTEIN A M.1,4-butanediol and tetrahydrofu-ran:exemplary small volume commodities[J].Chemtech,1991,21(8):506-510.
- [6]杨林森.顺酐精细化工新进展[J].化工进展,1990,9(4):21-24.
- [7]易国斌,王乐夫,吴超,等.顺酐加氢制备γ-丁内酯的催化体系研究进展[J].化工进展,2001,20(2):37-39.
- [8]LORENCES M J.Butane oxidation to maleic anhydride:kinetic modeling and byproducts[J].Eur Chem News,2003,42(26):6730-6742.
- [9]卢暄,米多.顺酐市场现状及技术发展趋势[J].化学工业,2010,28(4):36-39.
- [10]季娴.国内外顺酐生产状况及进展[J].石油化工,2003,32:204-206.
- [11]陈红,刘小峯,范君怡,等.2008—2009年国外不饱和聚酯工业进展[J].热固性树脂,2010,25(2):51-56.
- [12]柳宁,邱新征,宋延文.顺酐生产技术与市场分析[J].化工科技市场,2009,32(7):1-5.
- [13]MUNDER B,RIHKO-STRUCKMANN L,SUNDMA-CHER K.Steady-state and forced-periodic operation ofsolid electrolyte membrane reactors for selective oxidationof n-butane to maleic anhydride[J].Chem Eng Sci,2007,62(18/19/20):5663-5668.
- [14]郑美凤.正丁烷氧化制顺酐技术评述[J].石油化工,1991,20(7):494-499.
- [15]黄再新.顺酐工艺路线的综合评价和择优[J].化工文摘,2001,17(11):18-20.
- [16]ROWNAGHI A A,TAUFIQ-YAP Y H,REZAEI F.In-fluence of rare-earth and bimetallic promoters on variousVPO catalysts for partial oxidation of n-butane[J].CatalLett,2009,130(3/4):504-516.
- [17]DANIEL C.Manufacture of maleic anhydride:US,4429136[P].1984-06-31.
- [18]EMIG G,MARTIN F.Economics of maleic anhydrideproduction from C-4 feedstocks[J].Catalysis Today,1989,5(1):477-498.
- [19]邹长军.顺丁烯二酸酐非水回收有机溶剂研究[J].吉林化工学报,1995,12(1):10-15.
- [20]PLOTKIN J S,CORKEP A,DENY M.Maleic anhydride(MAN)[R]∥Chemsytems Rep Program.US:NexantIncorporation,2009.
- [21]NNONYMOUS.Chemical profile for nonylphenol[J].Chem Mark Rep,1998,254(31):37.
- [22]LU Weijing,LU Guanzhong.Gas-phase hydrogenation ofmaleic anhydride to butyric acid over Cu/TiO2/γ-Al2O3catalyst promoted by Pd[J].Catalysis Communications,2003,4(4):177-181.
- [23]SCHUURMAN Y,GLEAVES J T.A comparison ofsteady-state and unsteady-state reaction kinetics of n-bu-tane oxidation over VPO catalysts using a TAP-2 reactorsystem[J].Catal Today,1997,33(1):25-37.
- [24]赵攀,王宇.顺丁烯二酸酐正丁烷法生产技术讨论[J].甘肃科技,2009,25(6):28-29.
- [25]马首骥,孙凯.兰州石化公司2万t/a正丁烷氧化法制顺丁烯二酸酐装置工艺流程及特点[J].石化技术与应用,2008,26(4):381-385.
- [26]王俐.顺酐产业发展近况[J].化学工业,2009,11(6):21-26.
- [27]BRANDSTALDTER W M,KRAUSHAAR-CZARNETZKIB.Maleic anhydride from mixtures of n-butenes and n-butane:simulation of a production-scale nonisothermalfixed-bed reactor[J].Ind Eng Chem Res,2007,46(5):1475-1484.
- [28]TAUFIQ-YAP Y H,GOH C K,HUTCHINGS G J,et al.Dependence of n-butane activation on active site of vana-dium phosphate catalysts[J].Catal Lett,2009,130(3/4):327-334.
- [29]GOH C K,TAUFIQ-YAP Y H,HUTCHINGS G J,et al.Influence of Bi-Fe additive on properties of vanadiumphosphate catalysts for n-butane oxidation to maleic an-hydride[J].Catalsis Today,2008,131(1/2/3/4):408-412.
- [30]DENU J M,TANNER K G.Specific and reversible inac-tivation of protein tyrosine phosphatases by hydrogen per-oxide:evidence for a sulfenic acid intermediate and im-plications for redox regulation[J].Biochemistry,1998,37(16):5633-5642.
- [31]HUTCHINGS G J.Vanadium phosphorus oxide catalystsfor the selective oxidation of n-butane to maleic anhydride[J].Catal Today,1993,16(1):139-146.
- [32]ZAZHIGALOV V A,BELOUSOV V M,PYATNITSKAYAA I,et al.Effect of the pore structure and granule shapeof VPO catalyst on the selectivity of oxidation of n-butane[J].J Appl Chem USSR,1988,61(1):101-105.
- [33]MOHLA D L,SHANNON S W,SIMS L.Process indus-try practices(PIP):creation of industry practices[J].Petroleum and Chemical Industry Conference,1998(28/29/30):21-27.
- [34]王瑞,高俊文.顺酐酯化加氢制1,4-丁二醇研究进展[J].工业催化,2009,17(8):39-42.
- [35]BROWN H C,ALUMBAUGH W H,BURNETT J C.Process for the purification of maleic anhydride:US,5972174[P].1999-10-26.
- [36]BROWN H C,ALUMBAUGH W H,BURNETT JC.Process for the purification of maleic anhydride:US,6120654[P].2000-09-19.
- [37]BROWN H C,ALUMBAUGH W H,BURNETT J C.Process for the purification of maleic anhydride:US,6090245[P].2000-07-18.
- [38]BROWN H C.Anhydride stabilization:US,6593495[P].2003-05-17.
- [39]BROWN H C.Anhydride stabilization:US,6730810[P].2004-04-04.
- [40]BROWN H C.Anhydride stabilization:US,6603042[P].2003-08-05.
- [41]CHALAKOV L,RIHKO-STRUCKMANN L K,MUNDERBB,et al.Reaction induced current generation by butaneoxidation in high temperature electrochemical membranereactor[J].Chemical Engineering Journal,2007,131(1/2/3):15-22.
- [42]ROWNAGHI A A,TAUFIQ-YAP Y H,REZAEI F.High surface area vanadium phosphate catalysts for n-bu-tane oxidation[J].Ind Eng Chem Res,2009,48(16):7517-7528.
- [43]刘军.正丁烷制顺酐ALMA工艺评述[J].辽宁化工,1994,28(1):5-11.
- [44]韩刚,杨伯伦.正丁烷氧化制顺丁烯二酸酐吸收精制工艺分析[J].现代化工,2006,26(2):353-356.
- [45]MICHAEL J,MUMMEY R A,KEPPEL A.Prevention ofcatalyst attrition and tar formation in manufacture of male-ic anhydride:US,005877331[P].1999-03-02.
- [46]FELTHOUSE T R,KEPPEL R,SCHAEFER C J.Highpore volume VPO catalyst for maleic anhydride produc-tion:US,2009/059932[P].2009-08-31.