4.7 Article

Microwave-assisted N,N-dialkylation of amine-functionalized periodic mesoporous phenylene-silica: An easy and fast way to design materials

Journal

MICROPOROUS AND MESOPOROUS MATERIALS
Volume 249, Issue -, Pages 10-15

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.micromeso.2017.04.016

Keywords

Periodic mesoporous organosilica; Microwave-assisted functionalization; N,N-dialkylation; Tertiary amine materials

Funding

  1. FCT/MEC (CICECO) [POCI-01-0145-FEDER-007679, UID/CTM/50011/2013]
  2. FEDER
  3. M.A.O.L [SFRH/BD/80883/2011]

Ask authors/readers for more resources

N,N-dialkylation reaction of mesoporous aniline-silica is successfully achieved with nearly total conversion of the amine-phenylene periodic mesoporous organosilica (NH2-PMO) to the N,N-dialkylated amine material. Microwave-assisted dialkylation was optimized. Two cycles are required to promote the reaction of 2-bromopropane with the NH2-PMO and obtain the (iPr)(2)-N-PMO material, with preservation of both meso- and molecular-orders. A similar procedure, using 3-chloropropionitrile as alkylation agent in the same condition parameters, was used to obtain the (NCCH2CH2)(2)-N-PMO material, also maintaining both meso- and molecular-scale periodicities. This material opens an avenue for the preparation of new functional materials by conversion of the nitrile group into amines, carboxylic acids, amino acids and chiral groups, according to the desired application, by subtle modifications in the synthetic methodology. (c) 2017 Elsevier Inc. All rights reserved.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Article Thermodynamics

Salt effects on the solubility of aromatic and dicarboxylic amino acids in water

Mehriban Aliyeva, Paula Brandao, Jose R. B. Gomes, Joao A. P. Coutinho, Christoph Held, Olga Ferreira, Simao P. Pinho

Summary: This study investigated the effect of KCl and (NH4)2SO4 salts on the solubility of L-aspartic acid, L-glutamic acid, L-tryptophan, and L-tyrosine. The results showed that both salts had a salting-in effect on glutamic acid and aspartic acid, with (NH4)2SO4 having a stronger effect. For the aromatic amino acids, there was a slight increase in solubility at low salt concentrations, followed by a stronger salting-out effect, particularly with (NH4)2SO4. Furthermore, the relative solubility data were compared and a ranking connected to the amino acids' structure was established.

JOURNAL OF CHEMICAL THERMODYNAMICS (2023)

Article Chemistry, Physical

Diffusivities of ketones and aldehydes in liquid ethanol by molecular dynamics simulations

Bruno Zezere, Ines Portugal, Carlos M. Silva, Jose R. B. Gomes

Summary: This study computed the tracer diffusion coefficients of six ketones and six aldehydes in liquid ethanol using molecular dynamics simulations. The calculated results showed good agreement with experimental data, and the influence of solute size and temperature on diffusion coefficients was accurately simulated. A temperature-based correction was introduced to improve the predictive accuracy.

JOURNAL OF MOLECULAR LIQUIDS (2023)

Article Food Science & Technology

Feasibility of Brewer's Spent Yeast Microcapsules as Targeted Oral Carriers

Sofia F. Reis, Vitor J. Martins, Rita Bastos, Tania Lima, Viviana G. Correia, Benedita A. Pinheiro, Lisete M. Silva, Angelina S. Palma, Paula Ferreira, Manuel Vilanova, Manuel A. Coimbra, Elisabete Coelho

Summary: This study aims to investigate the feasibility of brewer's spent yeast (BSY) microcapsules as oral carriers for food and biomedical applications. The results demonstrate that BSY microcapsules have strong resistance to digestion and are rich in (beta 1 -> 3)-glucans, which can be recognized by the human Dectin-1 immune receptor. Additionally, the digested material is recognized by various lectins related to (beta 1 -> 3)-glucans, glycogen, and mannans.

FOODS (2023)

Article Food Science & Technology

Potential of Coccolithophore Microalgae as Fillers in Starch-Based Films for Active and Sustainable Food Packaging

Ana S. P. Moreira, Joana Goncalves, Francisco Sousa, Ines Maia, Hugo Pereira, Joana Silva, Manuel A. Coimbra, Paula Ferreira, Claudia Nunes

Summary: In this study, coccolithophore microalgae were incorporated as fillers in starch-based films to develop biodegradable and bioactive materials for food packaging. The introduction of microalgae biomass improved the flexibility and hydrophobicity of the films. Additionally, the films exhibited antioxidant activity, which was not observed with commercial fillers.

FOODS (2023)

Article Chemistry, Medicinal

Exploring Mannosylpurines as Copper Chelators and Cholinesterase Inhibitors with Potential for Alzheimer's Disease

Ignazio Schino, Mariangela Cantore, Modesto de Candia, Cosimo D. Altomare, Catarina Maria, Joao Barros, Vasco Cachatra, Patricia Calado, Karina Shimizu, Adilson A. Freitas, Maria C. Oliveira, Maria J. Ferreira, Jose N. C. Lopes, Nicola A. Colabufo, Amelia P. Rauter

Summary: Alzheimer's Disease (AD) is characterized by an imbalance in cholinergic neurotransmission, and the inhibition of acetylcholinesterase (AChE) and increase of butyrylcholinesterase (BChE) activity. Novel 6-benzamide purine nucleosides that selectively target BChE and possess chelating properties were synthesized. These compounds show potential as dual target compounds for the treatment of AD.

PHARMACEUTICALS (2023)

Review Multidisciplinary Sciences

Multiscale Computational Approaches toward the Understanding of Materials

Marta Bordonhos, Tiago L. P. Galvao, Jose R. B. Gomes, Jose D. Gouveia, Miguel Jorge, Mirtha A. O. Lourenco, Jose M. Pereira, German Perez-Sanchez, Moises L. Pinto, Carlos M. Silva, Joao Tedim, Bruno Zezere

Summary: This article presents an overview of a collaborative research effort on computational approaches to understand materials and tools at different length and time scales. It introduces various techniques and models used in the study, as well as recent computational case studies focusing on material synthesis, interpretation of experimental results, prediction of material properties, and material selection for specific applications.

ADVANCED THEORY AND SIMULATIONS (2023)

Review Chemistry, Physical

Understanding CO2 adsorption mechanisms in porous adsorbents: A solid-state NMR survey

Daniel Pereira, Rita Fonseca, Ildefonso Marin-Montesinos, Mariana Sardo, Luis Mafra

Summary: Global CO2 emissions from fossil fuel combustion reached a historic high of 36.3 gigatonnes in 2021, posing a significant environmental threat. The development of porous materials for gas storage and capture, particularly carbon capture and storage, has gained great interest due to its potential in mitigating atmospheric CO2 concentrations. Atomic-scale studies using spectroscopic techniques have been explored in the last 5 years to investigate the structure and molecular dynamics of CO2 species formed at porous surfaces, providing insights for the design of better CO2 adsorbents.

CURRENT OPINION IN COLLOID & INTERFACE SCIENCE (2023)

Article Chemistry, Physical

Multicomponent diffusivities in supercritical and liquid ternary systems

Bruno Zezere, Ines Portugal, Jose R. B. Gomes, Carlos M. Silva

Summary: This article summarizes a database of tracer multicomponent diffusivities in sub/supercritical and liquid ternary systems, consisting of 1530 points and 153 systems. Two hybrid free-volume equations, the predictive Multi-TLSM and the 1-parameter Multi-TLSMAD correlation, were developed. Additionally, six literature models were tested for their performance, with the Multi-TLSM model and the Wilke-Chang equation being recommended for Dm,i estimation due to their accuracy and simplicity.

JOURNAL OF SUPERCRITICAL FLUIDS (2023)

Article Chemistry, Multidisciplinary

Assessing CO2 Capture in Porous Sorbents via Solid-State NMR-Assisted Adsorption Techniques

Marina Ilkaeva, Ricardo Vieira, Joao Pereira, Mariana Sardo, Ildefonso Marin-Montesinos, Luis Mafra

Summary: Solid-state NMR is used to generate CO2 adsorption isotherms, allowing the differentiation between chemi- and physisorbed components and investigation of their respective adsorption mechanisms. The proposed method is validated by comparing with volumetric measurements, and the obtained isotherm curves provide advanced analysis of the sorbents.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2023)

Article Chemistry, Multidisciplinary

Effect of the surface termination on the adsorption of flue gas by the titanium carbide MXene

J. D. Gouveia, J. R. B. Gomes

Summary: Using density functional theory calculations, the suitability of Ti2C MXene with various surface terminations for adsorbing 12 flue gas molecules is investigated. The results show that stronger adsorption is associated with more charge transfer. Different surface terminations have different effects on the adsorbates, with Ti2CO2 and Ti2CS2 selectively chemisorbing NH3 and NO, respectively.

MATERIALS TODAY CHEMISTRY (2023)

Article Chemistry, Analytical

One-Shot Resin 3D-Printed Stators for Low-Cost Fabrication of Magic-Angle Spinning NMR Probeheads

Daniel Pereira, Mariana Sardo, Ildefonso Marin-Montesinos, Luis Mafra

Summary: 3D printing is used to fabricate high-performance NMR sample holders, reducing costs. The 3D-printed sample holder has good spinning stability and produces high-quality NMR data, with a cost reduction of over 99% compared to commercial holders.

ANALYTICAL CHEMISTRY (2023)

Article Chemistry, Physical

MXene-supported transition metal single-atom catalysts for nitrogen dissociation

Jose D. Gouveia, Henrique Rocha, Jose R. B. Gomes

Summary: MXenes are proposed as efficient catalysts for N2 dissociation. By depositing one atom of a transition metal element on the Ti2C MXene surface, the catalytic potential of the MXene can be further improved as a single-atom catalyst. This reduces the energy required for breaking the triple bond in N2 and may impact the nitrogen-to-ammonia process.

MOLECULAR CATALYSIS (2023)

Article Engineering, Chemical

Thermoplastic starch-based films loaded with biochar-ZnO particles for active food packaging

Zelia Alves, Paulo Brites, Nuno M. Ferreira, Goncalo Figueiredo, Gonzalo Otero-Irurueta, Idalina Goncalves, Sonia Mendo, Paula Ferreira, Claudia Nunes

Summary: Extension of food shelf life is driving the development of active packaging materials, and the addition of biochar-ZnO composites to polysaccharide-based films shows promising potential with antibacterial, antioxidant, and conductive properties.

JOURNAL OF FOOD ENGINEERING (2024)

Article Chemistry, Applied

Upgrading the oxidative desulfurization performance of metal-organic frameworks with proton stimulation

Lulu Wan, Gan Ye, Yuying Chang, Zhaohan Yang, Guangming Shi, Qiuli Zhang, Jin Wang

Summary: This study developed an efficient approach to upgrade the oxidative desulfurization (ODS) performance of Zr-MOFs with proton stimulation. Experimental results showed that the introduction of protons can significantly improve the ODS efficiency. This work provides a facile and efficient strategy for enhancing the ODS performance of pristine MOFs.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Efficient selective hydrogenation of terminal alkynes over Pd-Ni nanoclusters encapsulated inside S-1 zeolite

Qiqi Lu, Xiu-Zhi Wei, Qi Zhang, Xinghua Zhang, Lungang Chen, Jianguo Liu, Yubao Chen, Longlong Ma

Summary: The application of Pd-M bimetallic clusters in the selective hydrogenation reaction was investigated, and the Pd0.6Ni@S-1 catalyst was found to exhibit high selectivity in the conversion of phenylacetylene to styrene. The confinement effect of zeolite inhibited over-hydrogenation and improved the stability of the catalysts. Furthermore, the solvent properties also influenced the product distribution.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Review Chemistry, Applied

A review of series transition metal-based MOFs materials and derivatives for electrocatalytic oxygen evolution

Bo Li, Lumin Hong, Changdi Jing, Xianyang Yue, Huabo Huang, Qianqian Jiang, Jianguo Tang

Summary: MOF materials with adjustable pore structure and polymetallic sites have been explored as electrocatalysts for OER. Bimetallic materials show higher electrocatalytic activity than monometallic materials, while carbon-coated and doped MOF catalysts exhibit stable and good OER activity. The synergistic interaction between polymetallic active sites effectively improves the intrinsic activity of MOF on OER.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

One-step synthesis of hollow and yolk-shell mesoporous organosilica nanospheres for efficient separation of lead ions

Shichun Gu, Ruyi Wang, Junxiong Zhang, Hairong Dong, Liping Deng, Xue Wang, Yapeng He

Summary: In this study, monodispersed hollow mesoporous organosilica nanospheres with controlled core cavity and mesoporous shell were successfully synthesized. These hollow nanospheres showed a high adsorption capacity for Pb2+ in water solution and exhibited acceptable recycling and stability.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Functionalized hyper-cross-linked porous homopolymers of ring-substituted 1,3-diethynylbenzenes and their physisorption activity

Lucie Havelkova, Bogdana Bashta, Michaela Vankova, Jiri Zednik, Jiri Brus, Jan Svoboda, Alice Vagenknechtova, Jan Sedlacek

Summary: An atom-economic one-step chain-growth coordination homopolymerization providing high yields of functionalized hyper-cross-linked polyacetylenes with a permanent micro/mesoporous texture and a BET area of up to 1062 m2/g is reported. The homopolymerization is highly compatible with the heteroatom groups of the monomers and allows the preparation of well-defined porous networks with a wide spectrum of univalent groups.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Sulfonic acid functionalized Al-based MIL-101-NH2 modified separator for lithium-sulfur batteries

Shirui Pang, Yuxin Liu, Zhe Zhang, Yuxin Li, Chunguang Li, Zhan Shi, Shouhua Feng

Summary: This study focuses on using a functional separator to suppress the shuttle effect of soluble lithium polysulfides in Li-S batteries. It is found that the functionalized sulfonic acid group not only accelerates the conduction of lithium ions, but also repels polysulfide anions through electrostatic interactions. The performance of the batteries is significantly improved with the use of this functionalized separator.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

A fast synthetic strategy for quick preparation and optimization of platelike MFI crystals

Pingping Li, Lei Han, Donghun Kim, Kemal Celebi

Summary: This study presents a fast synthetic strategy for the preparation of high-quality platelike MFI crystals using a thin-wall tubular reactor. The strategy is efficient, time-saving, and can be optimized, making it applicable to the preparation and optimization of other important materials.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

An eco-friendly method for the scale-up synthesis of ZSM-5 Zeolite

Haitao Yin, Wei Wang, Yuxin Li, Hu Wen, Shuang Chen, Nanzhe Jiang

Summary: This study presents a template-free and solid-state-like crystallisation method for the synthesis of ZSM-5 zeolite, which can be scaled-up in production. Mechanical mixing of starting material components improves the dispersion of materials, leading to ZSM-5 zeolite with high crystallinity and size uniformity.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Understanding the vacuum autoreduction behavior of Cu species in CuCl/ NaY adsorbent for CO/N2 separation

Congli Li, Jiang Wang, Zhenfei Wang, Jinxiang Dong, Qi Shi

Summary: This study investigates the evolution and autoreduction behavior of Cu species in CuCl/NaY adsorbent during vacuum thermal activation. It is found that Cu species migrate from supercages to the nearby plane of the six-membered ring connecting the supercage and sod cage during vacuum activation. At 150 degrees C, vacuum autoreduction occurs, resulting in the formation of Cu+Cl- species. The results provide reference for the preparation of pi-complex adsorbents.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Mesoporous configuration effects on the physicochemical features of hierarchical ZSM-5 supported cobalt oxide as catalysts in methane partial oxidation

Irena Khatrin, Iman Abdullah, Alan J. Mccue, Yuni K. Krisnandi

Summary: Hierarchical porous system with two types of mesopores provides a solution to the diffusion limitation in conventional zeolites. Cobalt oxide impregnated hierarchical ZSM-5 zeolite samples with intra- and inter-crystalline mesopores were synthesized using two different strategies. The physicochemical properties of the modified catalysts were analyzed, revealing distinct features given by the two mesoporous configurations. Catalytic activity analysis showed that Co-oxide/ZSM-5 with inter-crystalline mesopores exhibited higher activity in methane partial oxidation reaction compared to Co-oxide/ZSM-5 with intra-crystalline mesopores.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

High-temperature preparation of Ni2P suspended within carbon matrix and its potential as HER electrocatalyst

Nataliia Reinders, Martin Durovic, Pavla Honcova, Zaneta Dohnalova, Jana Luxova, Stanislav Slang, Jhonatan Rodriguez-Pereira, Petra S. Sulcova

Summary: This study presents a new method for preparing a microporous Ni2P/C catalyst with high catalytic activity. The redox reaction and carbon matrix formation during high-temperature treatment contribute to the stability and activity of the catalyst. Experimental and analytical results suggest that the microporous structure of the composite plays a crucial role in its catalytic performance. These findings are important for practical applications of efficient hydrogen production by water electrolysis.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Preliminary evaluation of zeolite-based platforms as potential dual drug delivery systems against microbial infections in the tumor microenvironment

Ana Raquel Bertao, Viktoriya Ivasiv, Cristina Almeida-Aguiar, Patricia R. Correia, Antonio M. Fonseca, Manuel Banobre-Lopez, Fatima Baltazar, Isabel C. Neves

Summary: This study developed a zeolite-based delivery system (ZDS) using silver and 5-Fluorouracil as antimicrobial and antineoplastic agents. The ZDS was characterized and its antimicrobial properties were investigated, showing better antibacterial effectiveness for the ZDS containing both silver and 5-FU.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Methylation of benzene with methane induced by strong adsorption of benzene on Co ion at α-position in zeolite with moderate Al-Al distance

Naonobu Katada, Nobuki Ozawa, Etsushi Tsuji, Keigo Kanehara, Akiho Otsuka, Taiga Sakamoto, Kirari Umezawa, Hitoshi Matsubara, Satoshi Suganuma, Momoji Kubo

Summary: First principles calculations were used to investigate the pathway for methylation of benzene with methane catalyzed by MFI type zeolite-supported Co species. The strong adsorption of benzene on Co is found to lower the activation energy for methane dissociation and promote the formation of toluene precursor. The activation energy of methane dissociation is also affected by the Al-Al distance.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Binding of radionuclides and surrogate to 18-crown-6 ether by density functional theory

Yuan Liu, An T. Ta, Kyoung Chul Park, Shenyang Hu, Natalia B. Shustova, Simon R. Phillpot

Summary: We use density functional theory to investigate the interactions of cerium, americium, and curium cations with crown ethers. Our results demonstrate that crown ethers can capture cerium, americium, and curium ions, and modifying the crown ether structure by substituting nitrogen atoms for oxygen atoms significantly increases their binding energies with radionuclides.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)

Article Chemistry, Applied

Synthesis of novel MOF for adsorption of germanium: Kinetics, isotherm and thermodynamics

Zhengwu Peng, Shixing Wang, Yihui Wu, Xiang Liu, Hongliang Liu, Dekun Zhang, Likang Fu

Summary: An efficient adsorbent for recovery of germanium was prepared and characterized in this study. The adsorption behavior of Ge(IV) on the adsorbent was analyzed, and the results showed that it follows pseudo-secondary kinetic model and Langmuir isotherm model. The adsorbent exhibited good anionic anti-interference ability and can still maintain high adsorption efficiency after repeated adsorption.

MICROPOROUS AND MESOPOROUS MATERIALS (2024)