多孔Silicalite-1沸石负载Ni对肉桂醛的选择性加氢
|
摘要
以正硅酸乙酯(TEOS)为硅源,有机硅季铵盐为介孔模板材料成功制备了具有较大介孔孔容(0.36cm~3/g)和高纳米孔表面积(253m~3/g)的多孔Silicalite-1沸石(Silicalite-1-M),并负载金属Ni催化剂(Ni/Silicalite-1-M)研究了其对肉桂醛的选择性加氢性能。采用XRD、N_2-吸附、H_2-TPR、SEM和TEM等手段对载体及其催化剂进行了表征。考察了反应温度、Ni的负载量对肉桂醛选择性加氢性能的影响。实验结果表明,Ni/Sil-icalite-1-M催化剂对肉桂醛具有较高的选择性加氢活性和3-苯丙醛的选择性。当反应时间为60min,反应压力为1.5MPa,反应温度为100℃时,肉桂醛的转化率为99.3%,3-苯丙醛的收率高达88.0%。
Mesoporous zeolite Silicalite-1(Silicalite-1-M)with large pore volumes(0.36 cm~3/g)and high specific surface area(253 m3/g)has been successfully prepared employing the organosilicon quaternary ammonium salt as a meso-template.The selective hydrogenation of cinnamaldehyde was studied using Silicalite-1 zeolite supported Ni catalysts.The texture parameter,morphology and pore structure of the Silicalite-1-M were investigated by XRD,N_2 adsorption-desorption,SEM and TEM,H_2-TPR characterization.The effects of reaction temperature and Ni loading on the catalytic performance of cinnamaldehyde hydrogenation were investigated.Experimental results show that,Ni/Silicalite-1-M catalyst has highly selective hydrogenation activity of cinnamaldehyde and highly selectivity of hydrocinnamic aldehyde.When the reaction time is 60 min,the reaction pressure is 1.5 MPa,the reaction temperature is 100℃,the conversion of cinnamaldehyde was 99.3%and selectivity of hydrocinnamic aldehyde was 88.0%.
Mesoporous zeolite Silicalite-1(Silicalite-1-M)with large pore volumes(0.36 cm~3/g)and high specific surface area(253 m3/g)has been successfully prepared employing the organosilicon quaternary ammonium salt as a meso-template.The selective hydrogenation of cinnamaldehyde was studied using Silicalite-1 zeolite supported Ni catalysts.The texture parameter,morphology and pore structure of the Silicalite-1-M were investigated by XRD,N_2 adsorption-desorption,SEM and TEM,H_2-TPR characterization.The effects of reaction temperature and Ni loading on the catalytic performance of cinnamaldehyde hydrogenation were investigated.Experimental results show that,Ni/Silicalite-1-M catalyst has highly selective hydrogenation activity of cinnamaldehyde and highly selectivity of hydrocinnamic aldehyde.When the reaction time is 60 min,the reaction pressure is 1.5 MPa,the reaction temperature is 100℃,the conversion of cinnamaldehyde was 99.3%and selectivity of hydrocinnamic aldehyde was 88.0%.
引文
[1]范青明.离子液体中负载型纳米催化剂的制备及其α,β-不饱和醛选择性加氢性能研究[D].浙江工业大学,2008.
[2]杜文强.不饱和醛及双环芳烃的选择性催化加氢研究[D].大连理工大学,2013.
[3]Bhogeswararao S,Kumar V P,Chary K V R,et al.Noble metal promoted CeO2-ZrO2supported Ni catalysts for liquid-phase hydrogenation of cinnamaldehyde[J].Catalysis Letters,2013,143(12):1266-1276.
[4]Delbecq F,Sautet P.Competitive C=C and C=O adsorption ofα-β-unsaturated aldehydes on Pt and Pd surfaces in relation with the selectivity of hydrogenation reactions:a theoretical approach[J].Journal of Catalysis,1995,152(2):217-236.
[5]Tessonnier J P,Pesant L,Ehret G,et al.Pd nanoparticles introduced inside multi-walled carbon nanotubes for selective hydrogenation of cinnamaldehyde into hydrocinnamaldehyde[J].Applied Catalysis A General,2005,288(1):203-210.
[6]郭德波.Pd/CNT选择氢化α-β不饱和醛的研究[D].厦门大学,2006.
[7]Zhao J,Jun N I,Xu J,et al.Ir promotion of TiO2,supported Au catalysts for selective hydrogenation of cinnamaldehyde[J].Catalysis Communications,2014,54(2):72-76.
[8]Hui W,Shu Y,Zheng M,et al.Selective hydrogenation of cinnamaldehyde to hydrocinnamaldehyde over SiO2supported nickel phosphide catalysts[J].Catalysis Letters,2008,124(3-4):219-225.
[9]Lin W,Cheng H,He L,et al.High performance of Irpromoted Ni/TiO2catalyst toward the selective hydrogenation of cinnamaldehyde[J].Journal of Catalysis,2013,303(7):110-116.
[10]Prakash M G,Mahalakshmy R,Krishnamurthy K R,et al.Studies on Ni-M(M=Cu,Ag,Au)bimetallic catalysts for selective hydrogenation of cinnamaldehyde[J].Catalysis Today,2016,263(3):105-111.
[11]范青明,刘迎新,郑遗凡,等.离子液体中Ni/SiO2催化剂的制备与性能[J].石油化工,2007,36(1):9-14.
[12]秦跻龙,王非,蔡金鹏,等.共沸蒸馏法制备Ni/Al2O3催化剂及其肉桂醛加氢反应性能[J].化工进展,2017,36(12):4468-4474.
[13]Liu Z T,Wang C X,Liu Z W,et al.Selective hydrogenation of cinnamaldehyde over Pt-supported multi-walled carbon nanotubes:Insights into the tube-size effects[J].Applied Catalysis A General,2008,344(1-2):114-123.
[14]刘平,武梦瑶,常婉亭,等.高分散Pd/氧化石墨烯催化肉桂醛选择加氢[J].常州大学学报:自然科学版,2015,27(2):19-24.
[15]仝雪,杨凤丽,任婧,等.纳米Pd/ZSM-5的原位法制备及催化肉桂醛加氢[J].无机化学学报,2018,34(1):129-134.
[16]李涛,李光进.Sn对肉桂醛加氢催化剂Pt/Al2O3的修饰作用[J].催化学报,1999,20(3):219-223.
[17]Liu L,Corma A.Metal catalysts for heterogeneous catalysis:from single atoms to nanoclusters and nanoparticles[J].Chemical Reviews,2018.
[18]Hájek J,Kumar N,Mki-Arvela P,et al.Rutheniummodified MCM-41mesoporous molecular sieve and Y zeolite catalysts for selective hydrogenation of cinnamaldehyde[J].Applied Catalysis A General,2003,251(2):385-396.
[19]Lashdaf M,Nieminen V V,Tiitta M,et al.Role of acidity in hydrogenation of cinnamaldehyde on platinum beta zeolite[J].Microporous&Mesoporous Materials,2004,75(1):149-158.
[20]Fu W,Zhang L,Wu D,et al.Mesoporous zeolite-supported metal sulfide catalysts with high activities in the deep hydrogenation of phenanthrene[J].Journal of Catalysis,2015,330:423-433.
[21]傅雯倩.多孔ZSM-5沸石的合成及其在加氢精制反应中的应用[D].东南大学,2016.
[22]唐博合金,徐菁利,孙彦刚.Ni/Al2O3-MO在裂解汽油加氢反应中的应用[J].精细石油化工,2007,24(5):16-20.
[23]Fu W,Zhang L,Wu D,et al.Mesoporous zeolite ZSM-5supported Ni2P catalysts with high activity in the hydrogenation of phenanthrene and 4,6-dimethyldibenzothiophene[J].Industrial&Engineering Chemistry Research,2016,55(26).
[24]Noller H,Lin W M.Activity and selectivity of Ni-Cu/Al2O3catalysts for hydrogenation of crotonaldehyde and mechanism of hydrogenation[J].Journal of Catalysis,1984,85(1):25-30.
[2]杜文强.不饱和醛及双环芳烃的选择性催化加氢研究[D].大连理工大学,2013.
[3]Bhogeswararao S,Kumar V P,Chary K V R,et al.Noble metal promoted CeO2-ZrO2supported Ni catalysts for liquid-phase hydrogenation of cinnamaldehyde[J].Catalysis Letters,2013,143(12):1266-1276.
[4]Delbecq F,Sautet P.Competitive C=C and C=O adsorption ofα-β-unsaturated aldehydes on Pt and Pd surfaces in relation with the selectivity of hydrogenation reactions:a theoretical approach[J].Journal of Catalysis,1995,152(2):217-236.
[5]Tessonnier J P,Pesant L,Ehret G,et al.Pd nanoparticles introduced inside multi-walled carbon nanotubes for selective hydrogenation of cinnamaldehyde into hydrocinnamaldehyde[J].Applied Catalysis A General,2005,288(1):203-210.
[6]郭德波.Pd/CNT选择氢化α-β不饱和醛的研究[D].厦门大学,2006.
[7]Zhao J,Jun N I,Xu J,et al.Ir promotion of TiO2,supported Au catalysts for selective hydrogenation of cinnamaldehyde[J].Catalysis Communications,2014,54(2):72-76.
[8]Hui W,Shu Y,Zheng M,et al.Selective hydrogenation of cinnamaldehyde to hydrocinnamaldehyde over SiO2supported nickel phosphide catalysts[J].Catalysis Letters,2008,124(3-4):219-225.
[9]Lin W,Cheng H,He L,et al.High performance of Irpromoted Ni/TiO2catalyst toward the selective hydrogenation of cinnamaldehyde[J].Journal of Catalysis,2013,303(7):110-116.
[10]Prakash M G,Mahalakshmy R,Krishnamurthy K R,et al.Studies on Ni-M(M=Cu,Ag,Au)bimetallic catalysts for selective hydrogenation of cinnamaldehyde[J].Catalysis Today,2016,263(3):105-111.
[11]范青明,刘迎新,郑遗凡,等.离子液体中Ni/SiO2催化剂的制备与性能[J].石油化工,2007,36(1):9-14.
[12]秦跻龙,王非,蔡金鹏,等.共沸蒸馏法制备Ni/Al2O3催化剂及其肉桂醛加氢反应性能[J].化工进展,2017,36(12):4468-4474.
[13]Liu Z T,Wang C X,Liu Z W,et al.Selective hydrogenation of cinnamaldehyde over Pt-supported multi-walled carbon nanotubes:Insights into the tube-size effects[J].Applied Catalysis A General,2008,344(1-2):114-123.
[14]刘平,武梦瑶,常婉亭,等.高分散Pd/氧化石墨烯催化肉桂醛选择加氢[J].常州大学学报:自然科学版,2015,27(2):19-24.
[15]仝雪,杨凤丽,任婧,等.纳米Pd/ZSM-5的原位法制备及催化肉桂醛加氢[J].无机化学学报,2018,34(1):129-134.
[16]李涛,李光进.Sn对肉桂醛加氢催化剂Pt/Al2O3的修饰作用[J].催化学报,1999,20(3):219-223.
[17]Liu L,Corma A.Metal catalysts for heterogeneous catalysis:from single atoms to nanoclusters and nanoparticles[J].Chemical Reviews,2018.
[18]Hájek J,Kumar N,Mki-Arvela P,et al.Rutheniummodified MCM-41mesoporous molecular sieve and Y zeolite catalysts for selective hydrogenation of cinnamaldehyde[J].Applied Catalysis A General,2003,251(2):385-396.
[19]Lashdaf M,Nieminen V V,Tiitta M,et al.Role of acidity in hydrogenation of cinnamaldehyde on platinum beta zeolite[J].Microporous&Mesoporous Materials,2004,75(1):149-158.
[20]Fu W,Zhang L,Wu D,et al.Mesoporous zeolite-supported metal sulfide catalysts with high activities in the deep hydrogenation of phenanthrene[J].Journal of Catalysis,2015,330:423-433.
[21]傅雯倩.多孔ZSM-5沸石的合成及其在加氢精制反应中的应用[D].东南大学,2016.
[22]唐博合金,徐菁利,孙彦刚.Ni/Al2O3-MO在裂解汽油加氢反应中的应用[J].精细石油化工,2007,24(5):16-20.
[23]Fu W,Zhang L,Wu D,et al.Mesoporous zeolite ZSM-5supported Ni2P catalysts with high activity in the hydrogenation of phenanthrene and 4,6-dimethyldibenzothiophene[J].Industrial&Engineering Chemistry Research,2016,55(26).
[24]Noller H,Lin W M.Activity and selectivity of Ni-Cu/Al2O3catalysts for hydrogenation of crotonaldehyde and mechanism of hydrogenation[J].Journal of Catalysis,1984,85(1):25-30.
© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号 地址：北京市海淀区学院路29号 邮编：100083 电话：办公室：(+86 10)66554848；文献借阅、咨询服务、科技查新：66554700 |