碱酸改性ZSM-5分子筛催化剂的噻吩烷基化反应性能研究
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摘要
以SiO_2/Al_2O_3物质的量比为50的HZSM-5分子筛为原粉,经过一定浓度的NaOH溶液处理后再使用柠檬酸溶液进行酸洗以制备微孔-介孔多级孔HZSM-5催化剂,并研究其在模拟油中的噻吩烷基化反应性能。结果表明,使用柠檬酸溶液进行酸洗可以清除碱处理后孔道内残余的杂质。当柠檬酸溶液浓度为0.5 mol/L时,此时得到的HZ(AC-0.5)催化剂具有适宜的孔径和酸性,因而噻吩烷基化转化率最高,达到95.6%。在HZ(AC-0.5)催化剂上以苯并噻吩作为噻吩衍生物模型化合物,异戊二烯作为烯烃模型化合物,苯作为芳烃模型化合物,分别考察噻吩烷基化反应性能,并分析不同组分的模拟油对噻吩烷基化反应转化率和选择性的影响。结果表明,噻吩烷基化的最佳反应温度是120℃,在该温度下苯并噻吩烷基化的转化率高于噻吩烷基化的转化率,当异戊二烯作为烯烃模型化合物后噻吩的转化率会升高,当苯作为芳烃模型化合物后噻吩的转化率会降低。
HZSM-5 zeolites with SiO_2/Al_2O_3 molar ratio of 50 as the raw material were treated by a certain concentration of NaOH and then impregnated with citric acid solution to prepare microporous and mesoporous hierarchical HZSM-5 catalyst. The catalytic performance of the prepared catalysts for thiophene alkylation reaction was investigated using simulated oil. The results show that the residual impurities in the pores after alkali treatment can be eliminated by acid washing with citric acid solution. When the concentration of the citric acid solution is 0.5 mol/L,the HZ(AC-0.5) catalyst has the appropriate pore size and acidity,so the conversion of thiophene alkylation is the highest,which is up to 95.6%. The performance of thiophene alkylation reaction was also investigated by respectively using dibenzothiophene thiophene derivatives as model compounds,olefin isoprene as model compounds,aromatic benzene as model compound on the HZ(AC-0.5) catalyst. And then we analyzed the influence of different components in the simulated oil on the conversion and selectivity of thiophene alkylation reaction. It has been demonstrated that the optimum reaction temperature of thiophene alkylation reaction is 120 ℃. At the optimum temperature,the conversion of benothiophene alkylation is higher than that of thiophene alkylation. The conversion of thiophene will be increased when the olefin isoprene is used as model compound. The conversion of thiophene will be decreased when benzene is used as aromatic model compound.
HZSM-5 zeolites with SiO_2/Al_2O_3 molar ratio of 50 as the raw material were treated by a certain concentration of NaOH and then impregnated with citric acid solution to prepare microporous and mesoporous hierarchical HZSM-5 catalyst. The catalytic performance of the prepared catalysts for thiophene alkylation reaction was investigated using simulated oil. The results show that the residual impurities in the pores after alkali treatment can be eliminated by acid washing with citric acid solution. When the concentration of the citric acid solution is 0.5 mol/L,the HZ(AC-0.5) catalyst has the appropriate pore size and acidity,so the conversion of thiophene alkylation is the highest,which is up to 95.6%. The performance of thiophene alkylation reaction was also investigated by respectively using dibenzothiophene thiophene derivatives as model compounds,olefin isoprene as model compounds,aromatic benzene as model compound on the HZ(AC-0.5) catalyst. And then we analyzed the influence of different components in the simulated oil on the conversion and selectivity of thiophene alkylation reaction. It has been demonstrated that the optimum reaction temperature of thiophene alkylation reaction is 120 ℃. At the optimum temperature,the conversion of benothiophene alkylation is higher than that of thiophene alkylation. The conversion of thiophene will be increased when the olefin isoprene is used as model compound. The conversion of thiophene will be decreased when benzene is used as aromatic model compound.
引文
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[2]马健,刘冬梅,王海彦,赵伟林.烷基化脱除FCC汽油中噻吩硫研究进展[J].当代化工,2013,(9):1288-1290.(MA Jian,LIU Dong-mei,WANG Hai-yan,ZHAO Wei-lin.Progress in alkylation removal of thiophene sulfur from FCC gasoline[J].M odern Chem Ind,2013,(9):1288-1290.)
[3]GISLASONL J.Phillips sulfur-removal processne nears commercialization[J].Oil Gas J,2001,99(47):72-76.
[4]罗国华,徐新,佟泽民.分子筛催化噻吩类硫化物与烯烃烷基化脱硫研究[J],化学反应工程与工艺,2005,21(2):133-137.(LUO Guo-hua,XU Xin,TONG Ze-min.Study on alkylation desulfurization of thiophene and olefin by molecular sieve catalyst[J].Chem React Eng Technol,2005,21(2):133-137.)
[5]赵岑,刘冬梅,魏民,孙志岩,王海岩.多级孔ZSM-5分子筛的制备及催化噻吩烷基化性能研究[J].燃料化学学报,2013,41(10):1256-1261.(ZHAO Cen,LIU Dong-mei,WEI Min,SUN Zhi-yan,WANG Hai-yan.Preparation and catalytic performance of ZSM-5 molecular sieve with hierarchical pore[J].J Fuel Chem Technol,2013,41(10):1256-1261.)
[6]史荣会,潘蓉,吴利红,张冉冉.固体酸催化剂烷基化脱噻吩硫的研究进展[J].现代化工,2014,34(9):32-35.(SHI Rong-hui,PAN Rong,WU Li-hong,ZHANG Ran-ran.Progress in alkylation of thiophene with sulfur by solid acid catalyst[J].Modern Chem Ind,2014,34(9):32-35.)
[7]罗国华,徐新,杨春育,佟泽民,彭少逸.大孔磺酸树脂固载Al Cl3用于噻吩与烯烃的烷基化反应[J].过程工程学报,2003,3(1):18-23.(LUO Guo-hua,XU Xin,YANG Chun-yu,TONG Ze-min,PENG Shao-yi.Study on alkylation of thiophene with olefins by macroporous resin supported Al Cl3[J].Chin J Process Eng,2003,3(1):18-23.)
[8]姜蕾,张占柱,毛俊义,渠红亮,吴梅.采用改性磺酸树脂催化剂的催化裂化汽油的烷基化脱硫[J].石油学报(石油加工),2006,22(1):22-26.(JIANG Lei,ZHANG Zhan-zhu,MAO Jun-yi,QU Hong-liang,WU Mei.Alkylation Desulfurization of FCC gasoline with modified sulfonic acid resin catalyst[J].Acta Pet Sin(Pet Process Sect),2006,22(1):22-26.)
[9]OGURA M,SHINOMIYA S Y,TATENO J,NARA Y,NOMURA M,KIKUCHI E,MATSUKATA M.Alkali-treatment technique—new method for modification of structural and acid-catalytic properties of ZSM-5 zeolites[J].Appl Catal A:Gen,2001,219(1/2):33-43.
[10]宋禹奠.大介孔孔径的多级孔ZSM-5沸石的碳质软模板法制备、改性与催化性能研究[D].北京:中国科学院大学,2013.(SONG Yu-ji.Study on preparation,modification and catalytic properties of ZSM-5 mesoporous zeolite with large mesoporous pores by carbon soft template method[D].Beijing:University of Chinese Academy of Sciences,2013.)
[11]刁振恒.多级孔HZSM-5分子筛的合成及其超临界烃催化裂解性能[D].天津:天津大学,2015.(DIAO Zhen heng.Synthesis of multi hole HZSM-5 zeolite and its catalytic performance for supercritical catalytic cracking[D].Tianjin:Tianjin University,2015.)
[12]陆璐,张会贞,朱学栋.多级孔ZSM-5分子筛的合成及催化苯、甲醇烷基化反应的研究[J].石油学报(石油加工),2012,28(s1):111-115.(LU Lu,ZHANG Hui-zhen,ZHU Xue-dong.Synthesis of multi hole ZSM-5 zeolite and alkylation of benzene and methanol[J].Acta Pet Sin(Pet Process Sect),2012,28(s1):111-115.)
[13]马健,刘冬梅,魏民,王海彦,王坤,张晶卫.Na2CO3溶液处理对Ni-Mo/HZSM-5分子筛硫醚化催化性能的影响[J].燃料化学学报,2014,42(9):1128-1134.(MA Jian,LIU Dong-mei,WEI Min,WANG Hai-yan,WANG Kun,ZHANG Jing-wei.Effect of Na2CO3solution treatment on properties of Ni-M o/HZSM-5 thioetherfication catalyst[J].J Fuel Chem Technol,2014,42(9):1128-1134.)
[14]TAGO T,KONNO H,SAKAMOTO M,NAKASAKA M,MASUDA T.Selective synthesis for light olefins from acetone over ZSM-5zeolites w ith nano-and macro-crystal sizes[J].Appl Catal A:Gen,2011,403(1/2):183-191.
[15]宋春敏,姜杰,乔柯,孟祥滨,阎子峰.微孔-介孔复合结构分子筛的合成及表征研究[J].分子催化,2006,20(4):294-299.(SONG Chun-min,JIANG Jie,QIAO Ke,MENG Xiang-bin,YAN Zi-feng.Synthesis and characterization of microporous mesoporous composite molecular sieves[J].M ol Catal,2006,20(4):294-299.)
[16]Song Y Q,Feng Y L,Liu F,KANG C L,ZHOU X L,XU Y L,YU G X.Effect of variations in pore structure and acidity of alkali treated ZSM-5 on the isomerization performance[J].J M ol Catal A:Chem,2009,10(1/2):130-137.
[17]田震,秦张峰,董梅,王建国.柠檬酸改性对Hβ分子筛烷基化性能的影响[J].石油化工,2004,33(s1):175-176.(TIAN Zhen,QIN Zhang-feng,DONG Mei,WANG Jian-guo.Effect of citric acid modification on the alkylation of Hβzeolite[J].Petro Chem Ind,2004,33(S1):175-176.)
[18]LI S,LI Y P,DI C Y,ZHANG P F,RAN R L.Modification and catalyst performance of ZSM-5 zeolite by treatment with TPAOH/Na OH mixed alkali[J].J Fuel Chem Technol,2012,40(2):583-588.
[19]GROEN J C,PEFFER L A A,MOULIJN J A,PREZ-RAMREZ.Mesoporosity development in ZSM-5 zeolite upon optimized desilination conditions in alkaline medium[J].Colloid Surf A,2004,241(1/3):53-58.
[21]CAICEDO-REALPE R,PRZ-RAMREZ J.Mesoporous ZSM-5 zeolites prepared by a two-step route comprising sodium aluminate and acid treatments[J].M icroporous M esoporous M ater,2010,128(1/3):91-100.
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