Lewis acid Sn-Beta catalysts for the cycloaddition of isoprene and methyl acrylate: a greener route to bio-derived monomers

被引：5

作者：

Treu, Philipp ^{[1
]}

Huber, Philipp ^{[1
]}

Plessow, Philipp N. ^{[1
]}

Studt, Felix ^{[1
,2
]}

Saraci, Erisa ^{[1
,2
]}

机构：

[1] Karlsruhe Inst Technol, Inst Catalysis Res & Technol, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany

[2] Karlsruhe Inst Technol, Inst Chem Technol & Polymer Chem, Kaiserstr 12, D-76137 Karlsruhe, Germany

来源：

CATALYSIS SCIENCE & TECHNOLOGY | 2022年 / 12卷 / 24期

关键词：

DIELS-ALDER REACTION; TEREPHTHALIC ACID; REACTION NETWORK; ZEOLITES; ETHYLENE; BIOMASS; SITES; BEA; 2,5-DIMETHYLFURAN; CONVERSION;

D O I：

10.1039/d2cy01337a

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Sn-Beta zeolite catalysts were unprecedently used for the Diels-Alder cycloaddition reaction between bio-available methyl acrylate and isoprene affording intermediates to bio-terephthalates. The use of the solid Lewis acid Sn-Beta allows for a greener process which is also more feasible for industrial implementation, when compared to the presently used homogeneous and often hazardous catalysts. Incorporating Sn-IV in the zeolite beta framework by dealumination followed by solid-state ion-exchange, resulted in an efficient cycloaddition catalyst with a selectivity favoring the para-adduct. Detailed characterization combined with computational DFT studies revealed that the tetrahedral framework Sn-sites in Sn-Beta zeolites are responsible for the superior catalytic activity and selectivity, which is maintained even at elevated temperatures.

引用

页码：7439 / 7447

页数：9

共 72 条

[21] The atomic simulation environment-a Python']Python library for working with atoms [J].

Hjorth Larsen, Ask ;

Mortensen, Jens Jorgen ;

Blomqvist, Jakob ;

Castelli, Ivano E. ;

Christensen, Rune ;

Dulak, Marcin ;

Friis, Jesper ;

Groves, Michael N. ;

Hammer, Bjork ;

Hargus, Cory ;

Hermes, Eric D. ;

Jennings, Paul C. ;

Jensen, Peter Bjerre ;

Kermode, James ;

Kitchin, John R. ;

Kolsbjerg, Esben Leonhard ;

Kubal, Joseph ;

Kaasbjerg, Kristen ;

Lysgaard, Steen ;

Maronsson, Jon Bergmann ;

Maxson, Tristan ;

Olsen, Thomas ;

Pastewka, Lars ;

Peterson, Andrew ;

Rostgaard, Carsten ;

Schiotz, Jakob ;

Schutt, Ole ;

Strange, Mikkel ;

Thygesen, Kristian S. ;

Vegge, Tejs ;

Vilhelmsen, Lasse ;

Walter, Michael ;

Zeng, Zhenhua ;

Jacobsen, Karsten W. .

JOURNAL OF PHYSICS-CONDENSED MATTER, 2017, 29 (27)

[22] Reactivity of Surface Lewis and Bronsted Acid Sites in Zeolite Catalysis: A Computational Case Study of DME Synthesis Using H-SSZ-13 [J].

Huber, Philipp ;

Studt, Felix ;

Plessow, Philipp N. .

JOURNAL OF PHYSICAL CHEMISTRY C, 2022, 126 (13) :5896-5905

[23] Advances in catalytic routes for the production of carboxylic acids from biomass: a step forward for sustainable polymers [J].

Iglesias, J. ;

Martinez-Salazar, I ;

Maireles-Torres, P. ;

Alonso, D. Martin ;

Mariscal, R. ;

Lopez Granados, M. .

CHEMICAL SOCIETY REVIEWS, 2020, 49 (16) :5704-5771

[24] Production of p-Methylstyrene and p-Divinylbenzene from Furanic Compounds [J].

Koehle, Maura ;

Saraci, Erisa ;

Dauenhauer, Paul ;

Lobo, Raul F. .

CHEMSUSCHEM, 2017, 10 (01) :91-98

[25] Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set [J].

Kresse, G ;

Furthmuller, J .

PHYSICAL REVIEW B, 1996, 54 (16) :11169-11186

[26] From ultrasoft pseudopotentials to the projector augmented-wave method [J].

Kresse, G ;

Joubert, D .

PHYSICAL REVIEW B, 1999, 59 (03) :1758-1775

[27] Oxidative Dehydration of Glycerol to Acrylic Acid over Vanadium-Substituted Cesium Salts of Keggin-Type Heteropolyacids [J].

Li, Xiukai ;

Zhang, Yugen .

ACS CATALYSIS, 2016, 6 (05) :2785-2791

[28] Theoretical Study of 4-(Hydroxymethyl)benzoic Acid Synthesis from Ethylene and 5-(Hydroxymethyl)furoic Acid Catalyzed by Sn-BEA [J].

Li, Yi-Pei ;

Head-Gordon, Martin ;

Bell, Alexis T. .

ACS CATALYSIS, 2016, 6 (08) :5052-5061

[29]

Lu R., 2016, Angewandte Chemie, V128, P257

[30] Lewis Acid Zeolites for Biomass Conversion: Perspectives and Challenges on Reactivity, Synthesis, and Stability [J].

Luo, Helen Y. ;

Lewis, Jennifer D. ;

Roman-Leshkov, Yuriy .

ANNUAL REVIEW OF CHEMICAL AND BIOMOLECULAR ENGINEERING, VOL 7, 2016, 7 :663-692

← 1 2 3 4 5 6 7 8 →