碳纳米管担载纳米Ir催化生物质基乙酰丙酸合成γ-戊内酯

doi:10.1016/S1872-2067(11)60522-6

催化学报 ›› 2013, Vol. 34 ›› Issue (5): 993-1001.DOI: 10.1016/S1872-2067(11)60522-6

碳纳米管担载纳米Ir催化生物质基乙酰丙酸合成γ-戊内酯

杜贤龙^a,b, 刘永梅^a, 王建强^b, 曹勇^a, 范康年^a

a 复旦大学化学系, 上海市分子催化和功能材料重点实验室, 上海 200433;
b 中国科学院上海应用物理研究所, 上海 201800

收稿日期:2012-11-17 修回日期:2013-05-20 出版日期:2013-05-06 发布日期:2013-05-06
通讯作者: 曹勇
基金资助:
国家自然科学基金(21273044);新世纪优秀人才支持计划(NCET-09-0305);上海市科委项目(08DZ2270500).

Catalytic conversion of biomass-derived levulinic acid into ?-valerolactone using iridium nanoparticles supported on carbon nanotubes

DU Xianlong^a,b, LIU Yongmei^a, WANG Jianqiang^b, CAO Yong^a, FAN Kangnian^a

a Department of Chemistry and Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, China;
b Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China

Received:2012-11-17 Revised:2013-05-20 Online:2013-05-06 Published:2013-05-06
Supported by:
This work was supported by the National Natural Science Foundation of China (21273044)), the Program for New Century Excellent Talents in University (NCET-09-0305), and Science & Technology Commission of Shanghai Municipality (08DZ2270 500).

摘要/Abstract

摘要：

以碳纳米管(CNTs)担载Ir纳米粒子为催化剂进行生物质基平台化合物乙酰丙酸(LA)选择加氢制备γ-戊内酯(GVL)的研究,并利用X射线衍射、X射线光电子能谱和透射电镜表征了使用前后的Ir/CNT催化剂,探讨了影响LA催化加氢制GVL反应性能的因素和该反应的可能路径.结果表明,与Ru,Rh和Pd等传统铂族金属相比,Ir/CNT催化剂不但可在温和条件下(50℃,2.0 MPa,H₂)实现LA至GVL的完全转化,且可对多类直接源于生物质水解的含等量LA/甲酸的“真实”体系实现GVL的高效选择合成.

关键词: 生物质, 乙酰丙酸, γ-戊内酯, 加氢, 铱, 碳纳米管

Abstract:

A new method has been developed for the catalytic conversion of biomass-derived levulinic acid (LA) into γ-valerolactone (GVL) with molecular hydrogen (H₂) using a series of heterogeneous noble metal catalysts. Excellent yields of the GVL were obtained under mild reaction conditions of 50℃ and 2 MPa of H₂ using iridium nanoparticles supported on carbon nanotubes (Ir/CNT). It is noteworthy that the reaction proceeded smoothly in the presence of formic acid (FA, co-produced with LA in equimolar amounts during the acid-mediated hydrolysis of lignocellulosic biomass). Furthermore, the FA remained intact, highlighting the practical advantages of this process for the convenient and cost-effective processing of a biomass-derived LA/FA solution. The method is effective for the simultaneous production of GVL and FA from a wide variety of renewable biomass resources.

Key words: Biomass, Levilinic acid, γ-valerolactone, Hydrogenation, Iridium, Carbon nanotube

杜贤龙, 刘永梅, 王建强, 曹勇, 范康年. 碳纳米管担载纳米Ir催化生物质基乙酰丙酸合成γ-戊内酯[J]. 催化学报, 2013, 34(5): 993-1001.

DU Xianlong, LIU Yongmei, WANG Jianqiang, CAO Yong, FAN Kangnian. Catalytic conversion of biomass-derived levulinic acid into ?-valerolactone using iridium nanoparticles supported on carbon nanotubes[J]. Chinese Journal of Catalysis, 2013, 34(5): 993-1001.

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参考文献

[1] Kamm B, Grube P R, Kamm M. Biorefineries-Industrial Processes and Products: Status Quo and Future Directions. Vol. 1. Weinheim: Wiley-VCH, 2006

[2] Corma A, Iborra S, Velty A. Chem Rev, 2007, 107: 2411

[3] Liu Z, Feng G, Pan Ch Y, Li W, Chen P, Lou H, Zheng X M. Chin J Catal (刘镇, 冯刚, 潘春燕, 李望, 陈平, 楼辉, 郑小明. 催化学报), 2012, 33: 1696

[4] Shuttleworth P, Budarin V, Gronnow M, Clark J H, Luque R. J Nat Gas Chem, 2012, 21: 270

[5] Luque R, Pineada A, Colmenares J C, Campelo J M, Romero A A, Serrano-Ruiz J C, Cabeza L F, Got-Gores J. J Nat Gas Chem, 2012, 21: 246

[6] Clause P, Vogel H. Chem Eng Technol, 2008, 31: 678

[7] Bozell J J, Petersen G R. Green Chem, 2010, 12: 539

[8] Bond J Q, Alonso D M, West R M, Dumesic J A. Langmuir, 2010, 26: 16291

[9] Horváth I T. Green Chem, 2008, 10: 1024

[10] Dunlop A P, Madden J W. US Patent 2786852. 1957

[11] Horváth I T, Methdi H, Fábos V, Boda L, Mika L T. Green Chem, 2008, 10: 238

[12] Fitzpatrick S W. US Patent 5608105. 1997

[13] Bozell J J, Elliott D C, Wang Y, Neuenscwander G G, Fitzpatrick S W, Bilski R J, Jarnefeld J L. Resour Conserv Recycl, 2000, 28: 227

[14] Schuette H A, Thomas R W. J Am Chem Soc, 1930, 52: 3010

[15] Christian R V, Brown H D, Hixon R M. J Am Chem Soc, 1947, 69: 1961

[16] Yan Z P, Liu L, Liu S J. Energy Fuels, 2009, 23: 3853

[17] Galletti A M R, Antonetti C, Luise V D, Martinelli M. Green Chem, 2012, 14: 688

[18] Mehdi H, Fábos V, Tuba R, Bodor A, Mika L T, Horváth I T, Top Catal, 2008, 48: 49

[19] Heeres H, Handana R, Chunai D, Rasrendra C B, Girisuta B, Heeres H J. Green Chem, 2009, 11: 1247

[20] Bourne R A, Stevens J G, Ke J, Poliakoff M. Chem Commun, 2007: 4632

[21] Deng L, Zhao Y, Li J, Fu Y, Liao B, Guo Q X. ChemSusChem, 2010, 3: 1172

[22] Serrano-Ruiz J C, Braden D J, West R M, Dumesic J A. Appl Catal B, 2010, 100: 184

[23] Du X L, He L, Zhao S, Liu Y M, Cao Y, He H Y, Fan K N. Angew Chem, Int Ed, 2011, 50: 7815

[24] Osakada K, Ikariya T, Yoshikawa S. J Organomet Chem, 1982, 231: 79

[25] Deng L, Li J, Lai D M, Fu Y, Guo Q X. Angew Chem, Int Ed, 2009, 48: 6529

[26] Pan X L, Fan Z L, Chen W, Ding Y J, Luo H Y, Bao X H, Nat Mater, 2007, 6: 507

[27] Chen W, Fan Z L, Pan X L, Bao X H, J Am Chem Soc, 2008, 130: 9414

[28] Debruyn M, Coman S, Bota R, Parvulescu V I, De Vos D E, Jacobs P A. Angew Chem, Int Ed, 2003, 42: 5333

[29] Rojas H, Borda G, Martínez J J, Valencia J, Reyes P. J Mol Catal A, 2008, 286: 70

[30] Chen P, Zhang H B, Lin G D, Hong Q, Tsai K R. Carbon, 1997, 35: 1495

[31] Zhang Y, Zhang H B, Lin G D, Chen P, Yuan Y Z, Tsai K R. Appl Catal A, 1999, 187: 213

[32] Moulder J F, Stickle W F, Sobol P E, Bomben K D. Handbook of X-ray Photoelectroscope. Eden Prairie: Physical Electronics, Inc., 1995

[33] Kobayashi S, Manabe K. Acc Chem Res, 2002, 35: 209

[34] Girisuta B, Janssen L P B M, Heeres H J. Chem Eng Re Des, 2006, 84: 339

[35] López-De Jesús Y M, Vicente A, Lafaye G, Marécot P, Williams C T. J Phys Chem C, 2008, 112: 13837

[36] Silvennoinen R J, Jylhä O J T, Lindblad M, Österholm H, Krause A O I. Catal Lett, 2007, 114: 135

[37] Sugii T, Kamiya Y, Okuhara T. Appl Catal A, 2006, 312: 45

[38] Planeix J M, Coustel N, Coq B, Brotons V, Kumbhar P S, Dutartre R, Geneste P, Bernier P, Ajayan P M. J Am Chem Soc, 1994, 116: 7935

[39] Yoon B, Wai C M. J Am Chem Soc, 2005, 127: 17174

[40] Zhang H B, Dong X, Lin G D, Liang X L, Li H Y. Chem Commun, 2005: 5094

[41] Kang J C, Zhang S L, Zhang Q H, Wang Y. Angew Chem, Int Ed, 2009, 48: 2565

[42] Serp P, Corrias M, Kalck P. Appl Catal A, 2003, 253: 337

[43] Timokhin B V, Baransky V A, Eliseeva G D. Russ Chem Rev, 1999, 68: 73

[44] Kitano M, Tanimoto F, Okabashi M. Chem Econ Eng Rev, 1975, 7: 25

[45] Loges B, Boddien A, Junge H, Beller M. Angew Chem, Int Ed, 2008, 47: 3962

[46] Boddien A, Loges B, Junge H, Beller M. ChemSusChem, 2008, 1: 751

[47] Enthaler S. ChemSusChem, 2008, 1: 801

[48] Reutemann W, Kieczka H. Formic Acid in Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH, 2005

碳纳米管担载纳米Ir催化生物质基乙酰丙酸合成γ-戊内酯

Catalytic conversion of biomass-derived levulinic acid into ?-valerolactone using iridium nanoparticles supported on carbon nanotubes

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