环己烷一步氧化法制备己二酸技术进展
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摘要
文中介绍了己二酸传统生产工艺,包括环己烷两步法(KA油法)、苯酚法、丁二烯法等。综述了环己烷一步法氧化法制备己二酸技术的发展现状,包括自由基催化法、负载型纳米金催化法、仿生催化法等较为热门的制备方法。其中自由基催化法由于实现了工业放大,被视为最具发展前景的己二酸生产技术。
This paper introduced the traditional production processes for adipic acid,which include two-step hexane process(KAoil process),phenol process,butadiene process.It summarized the technical development status of the one-step cyclohexaneoxidation process for adipic acid preparation,including free radical catalytic method,supported nanogold catalytic method,biomimetic method,which are popular preparation methods.Among them,the free radical catalytic method was realized industrialenlargement,and thus is regarded as the adipic acid production technology of the best development prospect.
This paper introduced the traditional production processes for adipic acid,which include two-step hexane process(KAoil process),phenol process,butadiene process.It summarized the technical development status of the one-step cyclohexaneoxidation process for adipic acid preparation,including free radical catalytic method,supported nanogold catalytic method,biomimetic method,which are popular preparation methods.Among them,the free radical catalytic method was realized industrialenlargement,and thus is regarded as the adipic acid production technology of the best development prospect.
引文
[1]汪云.中国己二酸需求快速增长市场竞争日益急烈[J].广州化工,2010(4):1-2.
[2]Ishii Y,Nakano T,Himi N.Adamantane derivatives and process for producing them:US,6392104[P].2002-05-21.
[3]Yasutaka Ishii,Satoshi Sakaguchi,Talcahiro 1wahama.Innovation of Hydrocarbon Oxidation with Molecular Oxygen and Related Reacfions[J].Adv Synth Catal,2001,343(5):393-427.
[4]邸大鹏,吕洁,娄阳,等.己二酸生产工艺技术及研究进展[J].炼油与化工,2013(5):10-12.
[5]Hamta M,Kohayashi T,Sano H,et a1.Novel gold catalysts for the oxidation of carbon monoxide at a temperature far below 0℃[J].Chem Lett,1987,16(2):405-408.
[6]Hamta M,Yaranda N,Kobayashi T,et a1.Gold catalysts prepared by coprecipitation for low-temperature oxidation ofhydrogen and of carbon monoxide[J].J Catal,1989,115(2):301-309.
[7]Alshammari A,Koekfitz A,Kalevaru V N,et al.Significant formation ofadipic acid by direct oxidation of eyclohexane using suppoaed nano-gold catalysts[J].Appl Petrochem Res,2012,4(9):1330-1336.
[8]戴欢,曲刚,朱明乔.环己烷一步氧化法制己二酸的催化剂研究进展[J].合成纤维工业,2013,36(5):43.
[9]Ratnasamy P,Raja R.A process for the preparation of adipic acid:EP,0784045 B1[P].1997-07-16.
[10]佘远斌,钟儒刚,陈一霞,等.仿生催化氧气氧化环己烷制备己二酸的方法:中国,200310110349.2[P].2005-12-14.
[11]郭灿城,徐庆利,罗伟平,等.催化空气氧化环己烷制备己二酸的工艺和设备:中国,200810032099.8[P].2011-4-20.
[12]徐晶,佘远斌,陈一霞,等.环己烷氧化制取己二酸反应中铁外琳催化剂结构与己二酸选择性关系的研究[J].化学工程与装备,2007(1):9-11.
[13]D.博内,T.爱尔兰,J-P.西莫纳托.羧酸制备方法:中国,200380103946.0[P].2003-10-28.
[14]Markus Dugal.Designing a heterogeneous catalyst for the production of adipic acid by aerial oxidation of cyclohexane[J].Angewate Chemie,2000(39):2310-2313.
[15]吕宏缨,任万忠,郝冬梅,等.一步法氧化环己烷制备己二酸的方法及其使用的催化剂:中国,102329222[P].2014-04-09.
[16]胡晓伟.碳材料催化环已烷氧化制己二酸[D].广州:华南理工大学,2010.
[17]余皓,彭峰,谈俊,等.一种制备己二酸的方法:中国,201010512656.3[P].2014-4-2.
[2]Ishii Y,Nakano T,Himi N.Adamantane derivatives and process for producing them:US,6392104[P].2002-05-21.
[3]Yasutaka Ishii,Satoshi Sakaguchi,Talcahiro 1wahama.Innovation of Hydrocarbon Oxidation with Molecular Oxygen and Related Reacfions[J].Adv Synth Catal,2001,343(5):393-427.
[4]邸大鹏,吕洁,娄阳,等.己二酸生产工艺技术及研究进展[J].炼油与化工,2013(5):10-12.
[5]Hamta M,Kohayashi T,Sano H,et a1.Novel gold catalysts for the oxidation of carbon monoxide at a temperature far below 0℃[J].Chem Lett,1987,16(2):405-408.
[6]Hamta M,Yaranda N,Kobayashi T,et a1.Gold catalysts prepared by coprecipitation for low-temperature oxidation ofhydrogen and of carbon monoxide[J].J Catal,1989,115(2):301-309.
[7]Alshammari A,Koekfitz A,Kalevaru V N,et al.Significant formation ofadipic acid by direct oxidation of eyclohexane using suppoaed nano-gold catalysts[J].Appl Petrochem Res,2012,4(9):1330-1336.
[8]戴欢,曲刚,朱明乔.环己烷一步氧化法制己二酸的催化剂研究进展[J].合成纤维工业,2013,36(5):43.
[9]Ratnasamy P,Raja R.A process for the preparation of adipic acid:EP,0784045 B1[P].1997-07-16.
[10]佘远斌,钟儒刚,陈一霞,等.仿生催化氧气氧化环己烷制备己二酸的方法:中国,200310110349.2[P].2005-12-14.
[11]郭灿城,徐庆利,罗伟平,等.催化空气氧化环己烷制备己二酸的工艺和设备:中国,200810032099.8[P].2011-4-20.
[12]徐晶,佘远斌,陈一霞,等.环己烷氧化制取己二酸反应中铁外琳催化剂结构与己二酸选择性关系的研究[J].化学工程与装备,2007(1):9-11.
[13]D.博内,T.爱尔兰,J-P.西莫纳托.羧酸制备方法:中国,200380103946.0[P].2003-10-28.
[14]Markus Dugal.Designing a heterogeneous catalyst for the production of adipic acid by aerial oxidation of cyclohexane[J].Angewate Chemie,2000(39):2310-2313.
[15]吕宏缨,任万忠,郝冬梅,等.一步法氧化环己烷制备己二酸的方法及其使用的催化剂:中国,102329222[P].2014-04-09.
[16]胡晓伟.碳材料催化环已烷氧化制己二酸[D].广州:华南理工大学,2010.
[17]余皓,彭峰,谈俊,等.一种制备己二酸的方法:中国,201010512656.3[P].2014-4-2.