Highly efficient catalysts for the synthesis of adipic acid from cis,cis-muconic acid

2016 ◽  
Vol 84 ◽  
pp. 98-102 ◽  
Author(s):  
S. Scelfo ◽  
R. Pirone ◽  
N. Russo
Keyword(s):  
Adipic Acid ◽  
Muconic Acid ◽  
Highly Efficient

scholarly journals Alkene hydrogenation activity of enoate reductases for an environmentally benign biosynthesis of adipic acid

2017 ◽  
Vol 8 (2) ◽  
pp. 1406-1413 ◽  
Author(s):  
Jeong Chan Joo ◽  
Anna N. Khusnutdinova ◽  
Robert Flick ◽  
Taeho Kim ◽  
Uwe T. Bornscheuer ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Environmentally Benign ◽  
Muconic Acid ◽  
Hydrogenation Activity ◽  
Alkene Hydrogenation

We demonstrate the first enzymatic hydrogenation of 2-hexenedioic acid and muconic acid to adipic acid using enoate reductases (ERs).

scholarly journals Bio Adipic Acid Production from Sodium Muconate and Muconic Acid: A Comparison of two Systems

ChemCatChem ◽  
2019 ◽  
Vol 11 (13) ◽  
pp. 3075-3084 ◽  
Author(s):  
Sofia Capelli ◽  
Davide Motta ◽  
Claudio Evangelisti ◽  
Nikolaos Dimitratos ◽  
Laura Prati ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Acid Production ◽  
Muconic Acid ◽  
Two Systems

scholarly journals Effect of Carbon Support, Capping Agent Amount, and Pd NPs Size for Bio-Adipic Acid Production from Muconic Acid and Sodium Muconate

Nanomaterials ◽  
2020 ◽  
Vol 10 (3) ◽  
pp. 505
Author(s):  
Sofia Capelli ◽  
Davide Motta ◽  
Claudio Evangelisti ◽  
Nikolaos Dimitratos ◽  
Laura Prati ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Activated Carbons ◽  
Carbon Support ◽  
Pd Nanoparticles ◽  
Protective Agent ◽  
Capping Agent ◽  
Muconic Acid ◽  
Acid Yield ◽  
Substrate Conversion ◽  
Effect Of Support

The effect of support, stabilizing agent, and Pd nanoparticles (NPs) size was studied for sodium muconate and t,t-muconic acid hydrogenation to bio-adipic acid. Three different activated carbons (AC) were used (Norit, KB, and G60) and carbon morphology did not affect the substrate conversion, but it greatly influenced the adipic acid yield. 1% Pd/KB Darco catalyst, which has the highest surface area and Pd surface exposure, and the smallest NPs size displayed the highest activity. Furthermore, the effect of the amount of the protective agent was studied varying metal/protective agent weight ratios in the range of 1/0.00–1/1.20, using KB as the chosen support. For sodium muconate reduction 1% Pd/KB_1.2 catalyst gave the best results in terms of activity (0.73 s−1), conversion, and adipic acid yield (94.8%), while for t,t-muconic acid hydrogenation the best activity result (0.85 s−1) was obtained with 1% Pd/KB_0.0 catalyst. Correlating the results obtained from XPS and TEM analyses with catalytic results, we found that the amount of PVA (polyvinyl alcohol) influences mean Pd NPs size, Pd(0)/Pd(II) ratio, and Pd surface exposure. Pd(0)/Pd(II) ratio and Pd NPs size affected adipic acid yield and activity during sodium muconate hydrogenation, respectively, while adipic acid yield was related by exposed Pd amount during t,t-muconic acid hydrogenation. The synthesized catalysts showed higher activity than commercial 5% Pd/AC.

scholarly journals Pd–Au Bimetallic Catalysts for the Hydrogenation of Muconic Acid to Bio-Adipic Acid

Catalysts ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1313
Author(s):  
Sofia Capelli ◽  
Ilaria Barlocco ◽  
Federico Maria Scesa ◽  
Xiaohui Huang ◽  
Di Wang ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Bimetallic Catalysts ◽  
Batch Reactor ◽  
Hydrogenation Reaction ◽  
Molar Ratio ◽  
Muconic Acid ◽  
Bimetallic Nanoparticle ◽  
Heat Treated ◽  
Temperature Heat ◽  
Treated Carbon

The hydrogenation reaction of muconic acid, produced from biomass using fermentative processes, to bio-adipic acid is one of the most appealing green emerging chemical process. This reaction can be promoted by catalysts based on a metal belonging to the platinum group, and the use of a second metal can preserve and increase their activity. Pd–Au bimetallic nanoparticle samples supported on high-temperature, heat-treated carbon nanofibers were prepared using the sol immobilization method, changing the Pd–Au molar ratio. These catalysts were characterized by TEM, STEM, and XPS analysis and tested in a batch reactor pressurized with hydrogen, where muconic acid dissolved in water was converted to adipic acid. The synthesized Pd–Au bimetallic catalysts showed higher activity than monometallic Au and Pd material and better stability during the recycling tests. Moreover, the selectivity toward the mono-unsaturated changed by decreasing the Pd/Au molar ratio: the higher the amount of gold, the higher the selectivity toward the intermediates.

Highly efficient light-driven HNO3 nitration–oxidation of cyclohexane to co-product nitrocyclohexane and adipic acid in a biphasic system

2015 ◽  
Vol 42 (2) ◽  
pp. 461-470 ◽  
Author(s):  
Wenzhou Zhong ◽  
Liqiu Mao ◽  
Wenjun Yi ◽  
Gouqiang Zou ◽  
Yongqiang Li ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Biphasic System ◽  
Highly Efficient

scholarly journals Biosynthesis ofcis,cis-Muconic Acid and Its Aromatic Precursors, Catechol and Protocatechuic Acid, from Renewable Feedstocks by Saccharomyces cerevisiae

2012 ◽  
Vol 78 (23) ◽  
pp. 8421-8430 ◽  
Author(s):  
Christian Weber ◽  
Christine Brückner ◽  
Sheila Weinreb ◽  
Claudia Lehr ◽  
Christine Essl ◽  
...  
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Amino Acid ◽  
Adipic Acid ◽  
Aromatic Amino Acid ◽  
Protocatechuic Acid ◽  
Amino Acid Biosynthesis ◽  
Biosynthesis Pathway ◽  
Acid Biosynthesis ◽  
Muconic Acid ◽  
Production Processes

ABSTRACTAdipic acid is a high-value compound used primarily as a precursor for the synthesis of nylon, coatings, and plastics. Today it is produced mainly in chemical processes from petrochemicals like benzene. Because of the strong environmental impact of the production processes and the dependence on fossil resources, biotechnological production processes would provide an interesting alternative. Here we describe the first engineeredSaccharomyces cerevisiaestrain expressing a heterologous biosynthetic pathway converting the intermediate 3-dehydroshikimate of the aromatic amino acid biosynthesis pathway via protocatechuic acid and catechol intocis,cis-muconic acid, which can be chemically dehydrogenated to adipic acid. The pathway consists of three heterologous microbial enzymes, 3-dehydroshikimate dehydratase, protocatechuic acid decarboxylase composed of three different subunits, and catechol 1,2-dioxygenase. For each heterologous reaction step, we analyzed several potential candidates for their expression and activity in yeast to compose a functionalcis,cis-muconic acid synthesis pathway. Carbon flow into the heterologous pathway was optimized by increasing the flux through selected steps of the common aromatic amino acid biosynthesis pathway and by blocking the conversion of 3-dehydroshikimate into shikimate. The recombinant yeast cells finally produced about 1.56 mg/litercis,cis-muconic acid.

Selective Hydrogenation of Trans,Trans-Muconic Acid to Adipic Acid over a Titania-Supported Rhenium Catalyst

ChemSusChem ◽  
2011 ◽  
Vol 4 (8) ◽  
pp. 1071-1073 ◽  
Author(s):  
Xiaoyan She ◽  
Heather M. Brown ◽  
Xiao Zhang ◽  
Birgitte K. Ahring ◽  
Yong Wang
Keyword(s):  
Adipic Acid ◽  
Selective Hydrogenation ◽  
Muconic Acid

Bimetallic Nanocatalysts for the Conversion of Muconic Acid to Adipic Acid.

ChemInform ◽  
2003 ◽  
Vol 34 (34) ◽  
Author(s):  
John Meurig Thomas ◽  
Robert Raja ◽  
Brian F. G. Johnson ◽  
Timothy J. O'Connell ◽  
Gopinathan Sankar ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Muconic Acid ◽  
Bimetallic Nanocatalysts

Profound Effect of the Milling Assembly on Polymorphism in Mechanochemical Cocrystallization

2020 ◽  
Author(s):  
Luzia S. Germann ◽  
Mihails Arhangelskis ◽  
Robin Stein ◽  
Martin Etter ◽  
Robert E. Dinnebier ◽  
...  
Keyword(s):  
Real Time ◽  
Adipic Acid ◽  
Direct Impact ◽  
X Ray Diffraction ◽  
Organic Solids ◽  
X Ray ◽  
Related Form ◽  
Highly Efficient

Mechanochemistry provides a highly efficient, but still poorly understood route to synthesize and screen for polymorphs of organic solids. We present a hitherto unexplored approach to control the mechanism and outcome of mechanochemical cocrystallization through changes to the milling assembly, <i>i.e. </i>milling jar and balls. Whereas polymorph control of mechanochemical cocrystallization is typically discussed in terms of liquid additives, real-time synchrotron X-ray diffraction studies reveal a direct impact of the choice of milling media on the rate of formation and interconversion of cocrystal polymorphs. This effect enabled the discovery of a new polymorph of a cocrystal of nicotinamide and adipic acid, whose formation and conversion to the previously known, enantiotropically-related form, was readily controlled by milling in jars made of different materials.

Highly Efficient Nano-Catalysts Using Activated Carbon as a Support for One-Step Oxidation of Cyclohexane to Adipic Acid

2013 ◽  
Vol 562-565 ◽  
pp. 754-759 ◽  
Author(s):  
Huan Dai ◽  
Ming Qiao Zhu ◽  
Wei Li ◽  
Zhang Fa Tong
Keyword(s):  
Activated Carbon ◽  
Liquid Phase ◽  
Adipic Acid ◽  
Potential Application ◽  
Step Method ◽  
Efficient Catalyst ◽  
Highly Efficient ◽  
Phase Oxidation ◽  
One Step ◽  
Nano Catalysts

A new route to substitute for the traditional two-step method for adipic acid production has been investigated. Supported nano metal catalysts Au/C and Co/C were prepared and used for liquid phase oxidation of cyclohexane to adipic acid with oxygen as an oxidant. These catalysts were characterized by XRD, TEM and ICP-AES. The reactions were carried out in an autoclave with solvent and radical initiator at 373~423K and 1.5 MPa. Au/C (1.25%) was found to be a highly efficient catalyst for the oxidation of cyclohexane with a high conversion (44.93%) of cyclohexane and more than 54.85% selectivity to adipic acid. It is indicated that there was a potential application prospect for the nano-catalysts in one-step oxidation of cyclohexane to adipic acid.

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