Article
Chemistry, Multidisciplinary
Rui Yan, Kai Chen, Zhenjiang Li, Yuanyuan Qu, Luoyu Gao, Haoying Tong, Yongqiang Li, Jie Li, Yongzhu Hu, Kai Guo
Summary: Halogen bonding, similar to hydrogen bonding, was introduced into the catalytic cycloaddition of carbon dioxide into epoxide reactions. A series of halogen-bond donor catalysts containing N-iodopyridinium halide were synthesized and evaluated, with 4-(dimethylamino)-N-iodopyridinium bromide identified as the optimal catalyst. The mechanism of halogen-bonding catalysis was proposed and demonstrated through successful CCE reactions.
Article
Engineering, Environmental
Haoying Tong, Yuanyuan Qu, Zhenjiang Li, Jun He, Xin Zou, Yi Zhou, Tong Duan, Bo Liu, Jie Sun, Kai Guo
Summary: Cycloaddition of CO2 into epoxides (CCE) reaction is a commercially viable chemical process, but the use of halide anion as a co-catalyst poses potential issues. To address this, we propose a halide-free catalyst composed of saccharin and a strong pyridine base. The results show that this catalyst can efficiently convert epoxides into cyclic carbonates under mild conditions.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Energy & Fuels
Bo Liu, Tong Duan, Zhenjiang Li, Weizhou Huang, Jinlan Li, Tianyu Zhu, Canliang Ma, Jie Sun, Kai Guo
Summary: The metal-and halide-free catalyst DABCO center dot HSac, consisting of 1,4-diazabicyclo[2.2.2]octane (DABCO) and saccharin (HSac), effectively catalyzes the cycloaddition of CO2 into epoxides. The catalytic cycle involves the nucleophilic attack of the saccharinate anion on the methylene carbon of the epoxide ring, while the onium cation DABCO-H+ activates the epoxide. The use of non-halide anions as nucleophiles in halide-free catalyst design expands the possibilities for catalyst discovery.
Article
Chemistry, Applied
Kuikui Zhang, Zhenbang Liu, Ning Liu
Summary: A three-component catalytic system was developed, involving benzimidazolium salts, CrCl2, and TBAB, with each component playing a distinct role in the catalytic process as clarified by control experiments and spectroscopic measurements. The terminal epoxides showed high reactivity in the catalytic system under mild conditions, while increasing the temperature, CO2 pressure, and/or prolonging the reaction time also enhanced catalytic activity for internal epoxides.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Review
Chemistry, Organic
Francesco Della Monica, Carmine Capacchione
Summary: Carbon dioxide utilization is an effective strategy to reduce the carbon footprint of the chemical industry. The incorporation of carbon dioxide into cyclic organic carbonates and aliphatic polycarbonates has received great attention in the field of homogeneous catalysis. Recent advancements in understanding the reaction mechanisms have led to the design of new catalytic systems.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Rakhimoni Borah, Naranarayan Deori, Surabhi Lahkar, Saurav Paul, Sanfaori Brahma
Summary: A comparative study was conducted on the catalytic activities of two structurally different vanadium complexes for the carbon dioxide cycloaddition to epoxides. It was found that one catalyst (VO)-O-IV(N2O2) showed non-selectivity towards the size of the epoxide substrates, while the other catalyst (VO2)-O-V(O2N) displayed selectivity towards shorter tailed epoxides. Furthermore, a bifunctional catalyst was obtained through modification of the bromo functional group in the first catalyst, which also exhibited high activity.
Article
Chemistry, Multidisciplinary
Khushboo S. Paliwal, Debashrita Sarkar, Antarip Mitra, Venkataramanan Mahalingam
Summary: Photothermal catalysts prepared by calcining Chitosan show excellent ability to convert epoxides into cyclic carbonates under mild reaction conditions, demonstrating high photothermal conversion efficiency and catalytic activity.
Article
Polymer Science
Tianfo Guo, Yongqiang Li, Zhenjiang Li, Haoying Tong, Luoyu Gao, Rui Yan, Bo Liu, Yuejia Zhu, Yu Gao, Kai Guo
Summary: PBz-[PyMe]I catalyst showed high efficiency in catalyzing the reaction of CO2 with epoxides at 120 degrees C, yielding up to 96% within two hours. The catalyst could be recycled up to four times with 82% catalytic activity retained. A hydrogen-bonding mechanism activated by both phenol and pyridinium salt was proposed and verified in the synthesis and application of PBz-[PyMe]I, suggesting potential for introducing other catalytic moieties into polybenzoxazine.
EUROPEAN POLYMER JOURNAL
(2021)
Article
Biochemistry & Molecular Biology
Wooyong Seong, Hyungwoo Hahm, Seyong Kim, Jongwoo Park, Khalil A. Abboud, Sukwon Hong
Summary: Bimetallic bis-urea functionalized salen-aluminum catalysts have been developed to expedite cyclic carbonate synthesis under mild reaction conditions, showing higher turnover frequency compared to monometallic catalysts. The bimetallic reaction pathway was suggested based on urea additive and kinetic studies, supported by the X-ray crystal structure of a bis-urea salen Ni complex.
Article
Chemistry, Physical
Hedieh Mohammadzadeh, Sadegh Afshari
Summary: In this study, the synthesis of cyclic ethylene carbonate was enhanced using a silicon-doped carbon nanotube catalyst. By investigating the reaction pathways and thermodynamic parameters, the potential application of this catalyst in the reaction between carbon dioxide and ethylene epoxide was demonstrated.
Article
Chemistry, Multidisciplinary
Jijun Xie, Fei Chen, Min Li, Ning Liu
Summary: A new family of [ONSN]-type chromium complexes with hybrid coordination site (O, N, S) has been developed for the coupling of epoxides with CO2. The catalytic system shows high activity for the cycloaddition of various epoxides with CO2. By switching the catalyst system and adjusting reaction conditions, selective synthesis of poly(cyclohexene carbonate) can be achieved.
JOURNAL OF CO2 UTILIZATION
(2022)
Article
Chemistry, Physical
Cai-Hong Guo, Min Liang, Haijun Jiao
Summary: The cycloaddition mechanisms of CO2 and epichlorohydrin catalyzed by salophen as an organocatalyst were investigated using B3LYP density functional theory computations. Two pathways were discovered: a kinetically favored neutral pathway under high temperature and pressure conditions, and a similar anionic route with a much lower apparent barrier that could potentially react under milder conditions, pending experimental confirmation.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Chemistry, Applied
Dan Wang, Ziyuan Gao, Sujiao Duan, Jiaojiao Wei, Linjing Ma, Ning Wang, Jun Li
Summary: Two porphyrins and their metalloporphyrins were successfully synthesized and characterized. Both halogen ions and metal centers were found to be indispensable active sites for the cycloaddition reaction between carbon dioxide and epoxides. Zn-TEtImP exhibited high catalytic activity and excellent recyclability in this reaction.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Maxime Bourguignon, Bruno Grignard, Christophe Detrembleur
Summary: This article reports a simple and scalable process for preparing non-isocyanate polyurethane (NIPU) foams. The process replaces the previous use of toxic isocyanate-based chemistry with a more sustainable variant that forms CO2 through the hydrolysis of a comonomer. The process allows for the production of greener polyurethane foams using readily available low-cost starting materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Materials Science, Multidisciplinary
Jiarui Gu, Tianxiang Zhao, Hua Liang, Peng Chen, Chunliang Yang, Fei Liu
Summary: In this study, an efficient catalyst for CO2 conversion was developed, which was a Zn-based coordination polymer (ZnBr2-CP) synthesized from a tridentate pyridine ligand. The catalyst exhibited both high activity of homogeneous catalysts and recoverable features of heterogeneous catalysts. It achieved excellent activity in the cycloaddition of CO2 with epoxides under solvent- and co-catalyst-free conditions, with yields as high as 99% for various cyclic carbonates at 80°C for 24 hours. This study provides insights for the design of efficient catalysts for CO2 conversion.
ACS APPLIED POLYMER MATERIALS
(2023)
Review
Chemistry, Multidisciplinary
Rafael T. Alarcon, Katie J. Lamb, Gilbert Bannach, Michael North
Summary: This review highlights the main crops of Brazil and how their harvest waste can be utilized in the chemicals and materials industries. It covers various plants, discussing grains, fruits, trees, and nuts, as well as their potential applications in industrial, medicinal, and chemical research. The aim is to showcase the principal Brazilian agricultural resources and explore secondary resources for scientific and technological applications, including vegetable oils, carbohydrates, flavones, and essential oils.
Article
Chemistry, Organic
Svetlana A. Kuznetsova, Ilia Gorodishch, Alexander S. Gak, Valeria V. Zherebtsova, Igor S. Gerasimov, Michael G. Medvedev, Dinara Kh Kitaeva, Ekaterina A. Khakina, Michael North, Yuri N. Belokon
Summary: Chiral titanium(IV) and vanadium(V) salen complexes catalyse the synthesis of cyclic carbonates from carbon dioxide and epoxides under mild conditions, yielding racemic products. The mechanism proposed involves Lewis base catalysis for carbon dioxide activation instead of the commonly proposed Lewis acid catalysed activation of the epoxide.
Article
Chemistry, Multidisciplinary
Alexander Gak, Svetlana Kuznetsova, Yulia Nelyubina, Alexander A. Korlyukov, Han Li, Michael North, Vladimir Zhereb, Vladimir Riazanov, Alexander S. Peregudov, Ekaterina Khakina, Nikolai Lobanov, Victor N. Khrustalev, Yuri N. Belokon
Summary: A new class of self-assembled and self-healing metal-free catalysts has been developed through protonation of aniline derivatives with aromatic sulfonic acids, resulting in five three-dimensional crystalline organic salts. These salts have been shown to exhibit catalytic activity in epoxide ring-opening and acetal formation reactions, with the presence of encapsulated water inhibiting the performance of the catalysts.
CRYSTAL GROWTH & DESIGN
(2021)
Article
Chemistry, Multidisciplinary
Han Li, Cheng Li, Vitaliy L. Budarin, James H. Clark, Michael North, Jinxiu Wang, Xiao Wu
Summary: The synthesis of hierarchically porous Starbon(R) based materials from highly mesoporous Starbons(R) is reported. The hierarchically porous Starbons(R) show higher carbon dioxide adsorption capacities, better selectivity, and good stability under saturated water vapor conditions, compared to the mesoporous Starbon(R) precursors or conventional microporous activated carbon.
Article
Polymer Science
Rafael T. Alarcon, Caroline Gaglieri, Katie J. Lamb, Eder T. G. Cavalheiro, Michael North, Gilbert Bannach
Summary: The study presented a renewable monomer derived from Brazilian biomass, which can self-polymerize under UV light. It serves as an alternative monomer for 3D printing, demonstrating good thermal stability and optical properties.
JOURNAL OF POLYMER RESEARCH
(2021)
Article
Polymer Science
Caroline Gaglieri, Rafael Turra Alarcon, Raquel Magri, Michael North, Gilbert Bannach
Summary: This paper investigates the synthesis of renewable thermosetting polymers derived exclusively from grape seed oil, which can be produced on an industrial scale. The use of catalyst in the monomer mixture reduces parallel reactions. The resulting polymers are suitable for applications as coatings and luminescent materials.
JOURNAL OF APPLIED POLYMER SCIENCE
(2022)
Article
Polymer Science
Marcell N. D. Haslewood, Thomas J. Farmer, Michael North
Summary: Biomass derivable epichlorohydrin can undergo ring-opening copolymerization with succinic or itaconic anhydride to form low molecular weight polyesters, which can be crosslinked to form insoluble resins with complementary functionalities.
JOURNAL OF POLYMER SCIENCE
(2023)
Article
Chemistry, Organic
Ryan E. Barker, Liping Guo, Claudio J. A. Mota, Michael North, Leonardo P. Ozorio, William Pointer, Sarah Walberton, Xiao Wu
Summary: General routes for the synthesis of silica-immobilized symmetrical and unsymmetrical salophen and salen ligands and metal complexes have been developed. Both the symmetrical and unsymmetrical silica-supported salophens were found to catalyze the formation of cyclic carbonates.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Yunlong Yang, Yuanlong Guo, Chengtao Gao, Michael North, Jili Yuan, Haibo Xie, Qiang Zheng
Summary: Cellulosic poly(ionic liquid)s ([Cellmim][Br]) were successfully synthesized via the transesterification reaction of cellulose with 1-(2-methoxyacetyl)-3-methyl imidazole bromide IL ([Mmim][Br]). The resulting POF-[Cellmim][Br] materials functioned as efficient catalysts for cycloaddition reactions of epoxides and carbon dioxide. The work provided insights into the cooperative effects of porous properties and nucleophilic anions on the reaction.
ACS APPLIED ENERGY MATERIALS
(2023)
Article
Polymer Science
Rafael T. Alarcon, Katie J. Lamb, Eder T. G. Cavalheiro, Michael North, Gilbert Bannach
Summary: Carbon dioxide (CO2) is naturally occurring but its emissions have increased due to human activities and its rising atmospheric concentration is causing global warming. Researchers explored the catalyzed reaction of CO2 with epoxidized vegetable oil to create carbonated oils for new and sustainable monomers. By screening different reaction conditions, they achieved 100% conversion using the aluminum(salen) complex as a catalyst. The resulting carbonated oils were then reacted with amines to produce weldable polyhydroxyurethanes with various properties.
JOURNAL OF APPLIED POLYMER SCIENCE
(2023)
Article
Agricultural Engineering
Gu Guo, Yuanlong Guo, Hailiang Sheng, Pengcheng Liu, Lei Dai, Michael North, Lei Deng, Xiaofeng Luo, Haibo Xie
Summary: A series of cellulose grafted alternating cyclic anhydride and epoxide copolyesters were successfully prepared in a novel DBU/DMSO/CO2 cellulose solvent system. The copolymers exhibited perfectly alternating sequence distributions, controlled molecular weights, UV absorption, and antibacterial properties. Therefore, they have potential applications in UV-shielding and antibacterial agent fields.
INDUSTRIAL CROPS AND PRODUCTS
(2023)
Article
Chemistry, Inorganic & Nuclear
Miguel A. Gaona, Felipe de la Cruz-Martinez, Maria P. Caballero, Enrique Frances-Poveda, Ana M. Rodriguez, Antonio Rodriguez-Dieguez, Michael North, Jose A. Castro-Osma, Agustin Lara-Sanchez
Summary: Novel polynuclear helical aluminium complexes supported by bulky heteroscorpionate ligands have been developed and characterised. Unprecedented intermediates for the preparation of helical aluminium complexes have been isolated using bulkier ligands. The catalytic activity of these aluminium complexes for cyclic carbonates formation has been investigated under mild reaction conditions.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Leonardo P. Ozorio, Fabio J. S. Henrique, James W. Comerford, Michael North, Claudio J. A. Mota
Summary: Different zeolites impregnated with small amounts of corresponding metal halides were tested as catalysts for the carboxylation reaction of styrene oxide with CO2. The KI/KY system achieved 100% yield within 6 hours, showing better performance compared to KI alone which required 15 hours. The reaction takes place inside the zeolite pores, with metal cations acting as Lewis acidic centers and impregnated halides serving as nucleophiles.
REACTION CHEMISTRY & ENGINEERING
(2021)
Article
Chemistry, Inorganic & Nuclear
Heather Fish, Sam Hart, Katie J. Lamb, Michael North, Sophie C. Z. Quek, Adrian C. Whitwood, Barnaby Woods, Xiao Wu
Summary: Protonated [Al(Bu-t-salen)](2)O complexes exhibit dynamic structures and play a crucial role in catalyzing the synthesis of cyclic carbonates and assisting in the reaction between epoxides and carbon dioxide.
DALTON TRANSACTIONS
(2021)
Review
Chemistry, Multidisciplinary
Liping Guo, Katie J. Lamb, Michael North
Summary: This review focuses on the rapidly evolving field of organocatalysed cyclic carbonate synthesis, covering mechanisms, catalyst systems, key parameters, and future challenges. The importance of green metrics and catalyst requirements are highlighted throughout the article.