温室气体氢氟烃的处理与利用
|
摘要
总结分析了近年来文献和专利,将HFCs的处理与转化方法分析归纳为消除处理与资源化转化利用2大类,其中消除处理方法有氧化燃烧法、等离子法、催化水解法,资源化转化利用方法有高温裂解转化烯烃法、共裂解法、催化脱氟化氢法。介绍了2大类、6种处理与转化方法,并分析了不同的HFCs处理与转化方法的利弊与工业应用前景。认为HFCs类物质可以转化为附加值高、环境友好的含氟烯烃、含氟聚合物和碘氟烃等,是未来HFCs的资源化转化利用的意义所在;而催化脱HF反应路线的技术关键问题是高效催化剂的开发。
In this paper,the literature and patent published in recent years were summarized,and the treatment and transformation of HFCs were analyzed and summarized into two categories:elimination process and resource utilization.The elimination methods were oxidative combustion,plasma method and catalytic hydrolysis.The resource utilization were high temperature cracking into olefins,cocracking method and catalytic dehydrofluorination.Through the detailed introduction of the above two categories with six methods,and analyzed the advantages and disadvantages and industrial application prospect of different treatment and transformation methods of HFCs,concluded that:HFCs could convert to fluorinated olefin,fluorinated polymer and fluorinated iodine hydrocarbon which had high value-added and friendly environment,which was the significance of resource utilization of HFCs in the future,and the key technical problem of HF catalytic dehydrofluorination was the development of high efficient catalyst.
In this paper,the literature and patent published in recent years were summarized,and the treatment and transformation of HFCs were analyzed and summarized into two categories:elimination process and resource utilization.The elimination methods were oxidative combustion,plasma method and catalytic hydrolysis.The resource utilization were high temperature cracking into olefins,cocracking method and catalytic dehydrofluorination.Through the detailed introduction of the above two categories with six methods,and analyzed the advantages and disadvantages and industrial application prospect of different treatment and transformation methods of HFCs,concluded that:HFCs could convert to fluorinated olefin,fluorinated polymer and fluorinated iodine hydrocarbon which had high value-added and friendly environment,which was the significance of resource utilization of HFCs in the future,and the key technical problem of HF catalytic dehydrofluorination was the development of high efficient catalyst.
引文
[1]Molina M J,Rowland F S.Stratospheric sink for chlorofluoromethanes:chlorine atomc-atalysed destruction of ozone[J].Nature,1974,249:810-812.
[2]何军.气相氟化合成HFC-134a的Cr Ox-Y2O3催化剂的表征与性能研究[D].金华:浙江师范大学,2008.
[3]Sihra K,Hurley M D,Shine K P,et al.Updated radiative forcing estimates of 65 halocarbons and nonmethane hydrocarbons[J].Journal of Geophysical Research:Atmospheres,2001,106(D17):20493-20505.
[4]Piers M D F,Joshi M.The role of halocarbons in the climate change of the troposphere and stratosphere[J].Climatic Change,2005,71(1/2):249-266.
[5]Shine K P,Sturges W T.Atmospheric science.CO2is not the only gas[J].Science,2007,315(5820):1804-1805.
[6]Mc Culloch A,Midgley P M,Ashford P.Releases of refrigerant gases(CFC-12,HCFC-22 and HFC-134a)to the atmosphere[J].Atmospheric Environment,2003,37(7):889-902.
[7]Papasavva S,Luecken D J,Waterland R L,et al.Estimated2017 refrigerant emissions of 2,3,3,3-tetrafluoropropene(HFC-1234yf)in the United States resulting from automobile air conditioning.Environmental science&technology,2009,43(24):9252-9259.
[8]Hofman D J,Butler J H,Dlugokencky E J,et al.The role of carbon dioxide in climate forcing from 1979 to 2004:introduction of the Annual Greenhouse Gas Index[J].Tellus B,2006,58(5):614-619.
[9]Henne S,Shallcross D E,Reimann S,et al.Future emissions and atmospheric fate of HFC-1234yf from mobile air conditioners in Europe.Environmental science&technology,2012,46(3):1650-1658.
[10]Qin L,Han J,Liu L,et al.Highly efficient decomposition of HFC-134a by combustion oxidization method[J].Fresenius Environmental Bulletin,2013,22(7):1919-1923.
[11]黄超群,杨斌,杨锐,等.氟里昂134a的真空紫外光电离和光解离的同步辐射研究[J].高等学校化学学报,2005,26(12):2314-2318.
[12]Saito H,Watanabe T.Decomposition mechanism of fluorinated compounds in water plasmas generated under atmosphericpressure[J].Plasma Chemistryand Plasma Processing,2010,30(6):813-829.
[13]Serge H,Andre L.Catalystsforpreparationoftrifluoroethylene by dehydrofluorination of tetrafluoroethane:FR2710054[P].1995-03-24.
[14]Serge H.Process for dehydrofluorinating fluoroalkanes to fluoroalkenes:FR2729136[P].1997-02-07.
[15]Powell R L,Sharratt A P.Process for the production of fluorine containing olefins:US5856593[P].1999-01-05.
[16]Murphy A B,Farmer A J D,Horrigan E C,et al.Plasma destruction of ozone depleting substances[J].Plasma Chemistry and Plasma Processing,2002,22(3):371-385.
[17]Wofford B A,Jackson M W,Hartz C,et al.Surface wave plasma abatement of CHF3and CF4containing semiconductor process emissions[J].Environmental science&technology,1999,33(11):1892-1897.
[18]Chang M B,Lee H M.Abatement of perfluorocarbons with combined plasma catalysis in atmospheric-pressure environment[J].Catalysis Today,2004,89(1/2):109-115.
[19]Watanabe T,Tsuru T.Water plasma generation under atmospheric pressure for HFC destruction[J].Thin Solid Films,2008,516(13):4391-4396.
[20]Feaver W B,Rossin J A.The catalytic decomposition of CHF3over Zr O2-SO4[J].Catalysis today,1999,54(1):13-22.
[21]Jeon J Y,Xu X F,Choi M H,et al.Hydrolytic decomposition of PFCs over Al PO4-Al2O3catalyst[J].Chemical Communications,2003(11):1244-1245.
[22]Tschuikow-Roux E,Marte J E.Thermal Decomposition of Fluoroform in a Single-Pulse Shock Tube.I.Journal of Chemical Physics[J].1965,42:2049-2056.
[23]Han W F,Kennedy E M,Kundu S,et al.Experimental and Chemical Kinetic Study of the Pyrolysis of Trifluoromethane and the Reactionof Trifluoromethane with Methane[J].Journal of Fluorine Chemistry,2010,131(7):752-761.
[24]Yu H,Kennedy E M,Mackie J C,et al.An experimental and kinetic modeling study of the reaction of CHF3with methane[J].Environmental Science&Technology,2006,40(18):5778-5785.
[25]Moon D J,Chung M J,Kim H,et al.Pyrolysis of Trifluoromethane to Produce Hexafluoropropylene[J].Industrial and Engineering Chemistry Research,2002,41:2895-2902.
[26]罗孟飞,蔚辰刚,贾文志,等.一种三氟乙烯和四氟甲烷的制备方法,2011101155627[P].2011-05-05.
[27]白彦波,马洋博,毛伟,等.气相催化脱氟化氢制备含氟烯烃催化剂的研究进展[J].化工进展,2013,32(10):2387-2391.
[28]Baker A W,Bonniface D,Klap?tke T M,et al.Catalytic fluorination of trichloroethene by anhydrous hydrogen fluoride in the presence of fluorinated chromia under static conditions.Synthesis of[18F]-labelled CF3CH2F and[36Cl]-labelled CF3CH2Cl.Catalytic dehydrofluorination of CF3CH2F and CF3CH2Cl[J].Journal of Fluorine Chemistry,2000,102(1):279-284.
[29]Kohne A,Kemnitz E.Heterogeneous catalyzed synthesis of1,1,1,2-tetrafluoroethane from 1,1,1,2-tetrachloroethanethermodynamics and reaction pathways[J].Journal of Fluorine Chemistry,1995,75(1):103-110.
[30]Sirlibaev T S,Akramkhodzhaev A,Usmanov K U.Catalytic synthesis of vinyl fluoride from 1,1-difluoroethane and acetylene[J].Journal of Applied Chemistry of the USSR,1985,58(7):1541-1543.
[31]Li G L,Nishiguchi H,Ishihara T,et al.Catalytic dehydrofluorination of CF3CH3(HFC-143a)into CF2CH2(HFC-1132a)[J].Applied Catalysis B:Environmental,1998,16(4):309-317.
[32]Li G L,Ishihara T,Nishiguchi H,et al.Novel Catalysts Effective for Dehydrofluorination of CF3CH3(HFC143a)into CF2CH2[J].Chemistry Letters,1996(7):507-508.
[33]蔚辰刚,谢冠群,周强,等.Mg F2-Al F3催化剂用于四氟乙烷裂解制备三氟乙烯[J].工业催化,2012,20(4):56-59.
[34]Mukhopadhyay S,Tung H S,Puy M V D,et al.Method for producing fluorinated organic compounds:US20070197841[P].2007-08-23.
[35]Miller R N,Nappa M J,Rao V N M,et al.Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof:US7476771[P].2009-01-13.
[36]Hirokazu A,Eiji S.Method for manufacturing 1,1,1,2,3-pentafluoropropene and method for manufacturing 1,1,1,2,3-pentafluoropropane:EP0726243[P].1996-08-14.
[2]何军.气相氟化合成HFC-134a的Cr Ox-Y2O3催化剂的表征与性能研究[D].金华:浙江师范大学,2008.
[3]Sihra K,Hurley M D,Shine K P,et al.Updated radiative forcing estimates of 65 halocarbons and nonmethane hydrocarbons[J].Journal of Geophysical Research:Atmospheres,2001,106(D17):20493-20505.
[4]Piers M D F,Joshi M.The role of halocarbons in the climate change of the troposphere and stratosphere[J].Climatic Change,2005,71(1/2):249-266.
[5]Shine K P,Sturges W T.Atmospheric science.CO2is not the only gas[J].Science,2007,315(5820):1804-1805.
[6]Mc Culloch A,Midgley P M,Ashford P.Releases of refrigerant gases(CFC-12,HCFC-22 and HFC-134a)to the atmosphere[J].Atmospheric Environment,2003,37(7):889-902.
[7]Papasavva S,Luecken D J,Waterland R L,et al.Estimated2017 refrigerant emissions of 2,3,3,3-tetrafluoropropene(HFC-1234yf)in the United States resulting from automobile air conditioning.Environmental science&technology,2009,43(24):9252-9259.
[8]Hofman D J,Butler J H,Dlugokencky E J,et al.The role of carbon dioxide in climate forcing from 1979 to 2004:introduction of the Annual Greenhouse Gas Index[J].Tellus B,2006,58(5):614-619.
[9]Henne S,Shallcross D E,Reimann S,et al.Future emissions and atmospheric fate of HFC-1234yf from mobile air conditioners in Europe.Environmental science&technology,2012,46(3):1650-1658.
[10]Qin L,Han J,Liu L,et al.Highly efficient decomposition of HFC-134a by combustion oxidization method[J].Fresenius Environmental Bulletin,2013,22(7):1919-1923.
[11]黄超群,杨斌,杨锐,等.氟里昂134a的真空紫外光电离和光解离的同步辐射研究[J].高等学校化学学报,2005,26(12):2314-2318.
[12]Saito H,Watanabe T.Decomposition mechanism of fluorinated compounds in water plasmas generated under atmosphericpressure[J].Plasma Chemistryand Plasma Processing,2010,30(6):813-829.
[13]Serge H,Andre L.Catalystsforpreparationoftrifluoroethylene by dehydrofluorination of tetrafluoroethane:FR2710054[P].1995-03-24.
[14]Serge H.Process for dehydrofluorinating fluoroalkanes to fluoroalkenes:FR2729136[P].1997-02-07.
[15]Powell R L,Sharratt A P.Process for the production of fluorine containing olefins:US5856593[P].1999-01-05.
[16]Murphy A B,Farmer A J D,Horrigan E C,et al.Plasma destruction of ozone depleting substances[J].Plasma Chemistry and Plasma Processing,2002,22(3):371-385.
[17]Wofford B A,Jackson M W,Hartz C,et al.Surface wave plasma abatement of CHF3and CF4containing semiconductor process emissions[J].Environmental science&technology,1999,33(11):1892-1897.
[18]Chang M B,Lee H M.Abatement of perfluorocarbons with combined plasma catalysis in atmospheric-pressure environment[J].Catalysis Today,2004,89(1/2):109-115.
[19]Watanabe T,Tsuru T.Water plasma generation under atmospheric pressure for HFC destruction[J].Thin Solid Films,2008,516(13):4391-4396.
[20]Feaver W B,Rossin J A.The catalytic decomposition of CHF3over Zr O2-SO4[J].Catalysis today,1999,54(1):13-22.
[21]Jeon J Y,Xu X F,Choi M H,et al.Hydrolytic decomposition of PFCs over Al PO4-Al2O3catalyst[J].Chemical Communications,2003(11):1244-1245.
[22]Tschuikow-Roux E,Marte J E.Thermal Decomposition of Fluoroform in a Single-Pulse Shock Tube.I.Journal of Chemical Physics[J].1965,42:2049-2056.
[23]Han W F,Kennedy E M,Kundu S,et al.Experimental and Chemical Kinetic Study of the Pyrolysis of Trifluoromethane and the Reactionof Trifluoromethane with Methane[J].Journal of Fluorine Chemistry,2010,131(7):752-761.
[24]Yu H,Kennedy E M,Mackie J C,et al.An experimental and kinetic modeling study of the reaction of CHF3with methane[J].Environmental Science&Technology,2006,40(18):5778-5785.
[25]Moon D J,Chung M J,Kim H,et al.Pyrolysis of Trifluoromethane to Produce Hexafluoropropylene[J].Industrial and Engineering Chemistry Research,2002,41:2895-2902.
[26]罗孟飞,蔚辰刚,贾文志,等.一种三氟乙烯和四氟甲烷的制备方法,2011101155627[P].2011-05-05.
[27]白彦波,马洋博,毛伟,等.气相催化脱氟化氢制备含氟烯烃催化剂的研究进展[J].化工进展,2013,32(10):2387-2391.
[28]Baker A W,Bonniface D,Klap?tke T M,et al.Catalytic fluorination of trichloroethene by anhydrous hydrogen fluoride in the presence of fluorinated chromia under static conditions.Synthesis of[18F]-labelled CF3CH2F and[36Cl]-labelled CF3CH2Cl.Catalytic dehydrofluorination of CF3CH2F and CF3CH2Cl[J].Journal of Fluorine Chemistry,2000,102(1):279-284.
[29]Kohne A,Kemnitz E.Heterogeneous catalyzed synthesis of1,1,1,2-tetrafluoroethane from 1,1,1,2-tetrachloroethanethermodynamics and reaction pathways[J].Journal of Fluorine Chemistry,1995,75(1):103-110.
[30]Sirlibaev T S,Akramkhodzhaev A,Usmanov K U.Catalytic synthesis of vinyl fluoride from 1,1-difluoroethane and acetylene[J].Journal of Applied Chemistry of the USSR,1985,58(7):1541-1543.
[31]Li G L,Nishiguchi H,Ishihara T,et al.Catalytic dehydrofluorination of CF3CH3(HFC-143a)into CF2CH2(HFC-1132a)[J].Applied Catalysis B:Environmental,1998,16(4):309-317.
[32]Li G L,Ishihara T,Nishiguchi H,et al.Novel Catalysts Effective for Dehydrofluorination of CF3CH3(HFC143a)into CF2CH2[J].Chemistry Letters,1996(7):507-508.
[33]蔚辰刚,谢冠群,周强,等.Mg F2-Al F3催化剂用于四氟乙烷裂解制备三氟乙烯[J].工业催化,2012,20(4):56-59.
[34]Mukhopadhyay S,Tung H S,Puy M V D,et al.Method for producing fluorinated organic compounds:US20070197841[P].2007-08-23.
[35]Miller R N,Nappa M J,Rao V N M,et al.Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof:US7476771[P].2009-01-13.
[36]Hirokazu A,Eiji S.Method for manufacturing 1,1,1,2,3-pentafluoropropene and method for manufacturing 1,1,1,2,3-pentafluoropropane:EP0726243[P].1996-08-14.