Caprolactam from Renewable Resources: Catalytic Conversion of 5-Hydroxymethylfurfural into Caprolactone

被引:452
作者
Buntara, Teddy [3 ]
Noel, Sebastien [3 ]
Phua, Pim Huat [3 ]
Melian-Cabrera, Ignacio [3 ]
de Vries, Johannes G. [1 ,2 ]
Heeres, Hero J. [3 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
[2] DSM Innovat Synth BV, NL-6160 MD Geleen, Netherlands
[3] Univ Groningen, Dept Chem Engn, NL-9747 AG Groningen, Netherlands
关键词
biomass; caprolactam; caprolactone; hydroxymethylfurfural; sustainable chemistry; OXYGENATED HYDROCARBONS; BIOMASS; FUELS; PHASE; TRANSFORMATION; DEHYDRATION; CHEMISTRY; HYDROGEN; FRUCTOSE; ALCOHOLS;
D O I
10.1002/anie.201102156
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Renewable nylon: 5-Hydroxymethylfurfural (HMF), which can be obtained from renewable resources such as D-fructose, was converted into caprolactone with very good overall selectivity in only three steps. The new route involves two hydrogenation steps to obtain 1,6-hexanediol, which was oxidatively cyclized to caprolactone, and then converted into caprolactam. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7083 / 7087
页数:5
相关论文
共 49 条
[1]
[Anonymous], 2010, BIORESOURCE TECHNOL, V101, P4743
[2]
N-oxidation of pyridine carboxylic acids using hydrogen peroxide catalyzed by a green heteropolyacid catalyst:: Preyssler's anion, [NaP5W30O110]14- [J].
Bamoharram, Fatemeh F. ;
Heravi, Majid M. ;
Roshani, Mina ;
Tavakoli, Niloofar .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 252 (1-2) :219-225
[3]
Battelle Memorial Institute, 2007, Hydroxymethylfurfural reduction methods and methods of producing furandimethanol, Patent No. [US2007/287845, 2007287845]
[4]
Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone [J].
Bicker, M ;
Hirth, J ;
Vogel, H .
GREEN CHEMISTRY, 2003, 5 (02) :280-284
[5]
Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals [J].
Binder, Joseph B. ;
Raines, Ronald T. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1979-1985
[6]
Production of levulinic acid and use as a platform chemical for derived products [J].
Bozell, JJ ;
Moens, L ;
Elliott, DC ;
Wang, Y ;
Neuenscwander, GG ;
Fitzpatrick, SW ;
Bilski, RJ ;
Jarnefeld, JL .
RESOURCES CONSERVATION AND RECYCLING, 2000, 28 (3-4) :227-239
[7]
Cavani F., 2009, Sustainable industrial chemistry: Principles, tools and industrial examples
[8]
Centi Gabriele., 2007, CATALYSIS RENEWABLES
[9]
Chemoselective Hydrogenolysis of Tetrahydropyran-2-methanol to 1,6-Hexanediol over Rhenium-Modified Carbon-Supported Rhodium Catalysts [J].
Chen, Kaiyou ;
Koso, Shuichi ;
Kubota, Takeshi ;
Nakagawa, Yoshinao ;
Tomishige, Keiichi .
CHEMCATCHEM, 2010, 2 (05) :547-555
[10]
Chheda J.N., 2007, Angew. Chem, V119, P7298