Immobilized methyltrioxo rhenium (MTO)/H2O2 systems for the oxidation of lignin and lignin model compounds

被引:125
作者
Crestini, Claudia
Caponi, Maria Chiara
Argyropoulos, Dimitris S.
Saladino, Raffaele
机构
[1] Univ Roma Tor Vergata, Dipartimento Sci & Tecnol Chim, I-00133 Rome, Italy
[2] Univ Tuscia, Dipartimento Agrobiol & Agrochim, I-01100 Viterbo, Italy
[3] N Carolina State Univ, Forest Biomat Lab, Raleigh, NC 27695 USA
关键词
methylrhenium trioxide; hydrogen peroxide; lignin oxidation; lignin model compounds;
D O I
10.1016/j.bmc.2006.03.046
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A convenient and efficient application of heterogeneous methylrhenium trioxide (MTO) systems for the selective oxidation of lignin model compounds and lignins is reported. Environmental friendly and low-cost H2O2 was used as the oxygen atom donor. Overall, the data presented and discussed in this paper point toward the conclusion that the immobilized heterogeneous catalytic systems based on H2O2/and MTO catalysts are able to extensively oxidize both phenolic and non-phenolic, monomeric, and dimeric, lignin model compounds. Condensed diphenylmethane models were found also extensively oxidized. Technical lignins, such as hydrolytic sugar cane lignin (SCL) and red spruce kraft lignin (RSL), displayed oxidative activity with immobilized MTO catalytic systems. After oxidation, these lignins displayed the formation of more soluble lignin fragments with a high degree of degradation as indicated by the lower contents of aliphatic and condensed OH groups, and the higher amounts of carboxylic acid moieties. Our data indicate that immobilized MTO catalytic systems are significant potential candidates for the development of alternative totally chlorine-free delignification processes and environmentally sustainable lignin selective modification reactions. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5292 / 5302
页数:11
相关论文
共 40 条
[11]  
Argyropoulos DS, 2000, J PULP PAP SCI, V26, P107
[12]  
BOUH AB, 2003, J MOL CATAL A-CHEM, V206, P37
[13]   Singlet oxygen in the photodegradation of lignin models [J].
Crestini, C ;
DAuria, M .
TETRAHEDRON, 1997, 53 (23) :7877-7888
[14]   The immobilized porphyrin-mediator system Mn(TMePyP)/clay/HBT (clay-PMS): A lignin peroxidase biomimetic catalyst in the oxidation of lignin and lignin model compounds [J].
Crestini, C ;
Pastorini, A ;
Tagliatesta, P .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (22) :4477-4483
[15]   Methyltrioxorhenium: a new catalyst for the activation of hydrogen peroxide to the oxidation of lignin and lignin model compounds [J].
Crestini, C ;
Pro, P ;
Neri, V ;
Saladino, R .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (07) :2569-2578
[16]   Biodegradation of monomeric, dimeric and polymeric lignin models by Lentinus edodes [J].
Crestini, C ;
Bernini, R ;
Porri, A ;
GiovannozziSermanni, G .
HOLZFORSCHUNG, 1996, 50 (03) :193-200
[17]   The early oxidative biodegradation steps of residual kraft lignin models with laccase [J].
Crestini, C ;
Argyropoulos, DS .
BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (11) :2161-2169
[18]   Metalloporphyrins immobilized on motmorillonite as biomimetic catalysts in the oxidation of lignin model compounds [J].
Crestini, C ;
Pastorini, A ;
Tagliatesta, P .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 208 (1-2) :195-202
[19]   Biomimetic degradation of lignin and lignin model compounds by synthetic anionic and cationic water soluble manganese and iron porphyrins [J].
Crestini, C ;
Saladino, R ;
Tagliatesta, P ;
Boschi, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (09) :1897-1905
[20]   STUDIES ON THE OZONATION OF STRUCTURAL ELEMENTS IN RESIDUAL KRAFT LIGNINS [J].
ERIKSSON, T ;
GIERER, J .
JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY, 1985, 5 (01) :53-84