Controlling pore size and pore functionality in sp<sup>2</sup>-conjugated microporous materials by precursor chemistry and salt templating

Youk, Sol; Hofmann, Jan P.; Badamdorj, Bolortuya; Völkel, Antje; Antonietti, Markus; Oschatz, Martin

doi:10.1039/d0ta05856d

Cited by 14 publications

(9 citation statements)

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“…CZA is an organic fluorophore, consisting of a 2,6-dihydroxypyridine ring with a carboxylic group in position 4, which applications ranges from the production of photosensitizers to the synthesis of new microporous materials [ 27 , 28 , 29 ]. Its optical characteristics depend on both aggregation states and chemical environment: CZA presents the tendency to form aggregation states as dimers at high concentrations and tautomeric forms according to the solution pH [ 30 , 31 ].…”

Section: Introductionmentioning

confidence: 99%

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

et al. 2021

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The molecular model is one of the most appealing to explain the peculiar optical properties of Carbon nanodots (CNDs) and was proven to be successful for the bottom up synthesis, where a few molecules were recognized. Among the others, citrazinic acid is relevant for the synthesis of citric acid-based CNDs. Here we report a combined experimental and computational approach to discuss the formation of different protonated and deprotonated species of citrazinic acid and their contribution to vibrational and magnetic spectra. By computing the free energy formation in water solution, we selected the most favoured species and we retrieved their presence in the experimental surface enhanced Raman spectra. As well, the chemical shifts are discussed in terms of tautomers and rotamers of most favoured species. The expected formation of protonated and de-protonated citrazinic acid ions under extreme pH conditions was proven by evaluating specific interactions with H2SO4 and NaOH molecules. The reported results confirm that the presence of citrazinic acid and its ionic forms should be considered in the interpretation of the spectroscopic features of CNDs.

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Section: Introductionmentioning

confidence: 99%

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

et al. 2021

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“…The possibility that physisorbed water can make a signicant contribution to the oxygen content was recently reported for other nitrogen-rich carbon materials. 46 Additionally, the presence of adsorbed water is indicated by infrared spectroscopy (Fig. S3 †), which shows absorption above 3000 cm À1 , characteristic of O-H groups as present in water molecules.…”

Section: Resultsmentioning

confidence: 99%

Sodium storage with high plateau capacity in nitrogen doped carbon derived from melamine–terephthalaldehyde polymers

et al. 2021

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“…This can be ascribed to several factors, including the polarity of the materials, which makes them good adsorbents for moisture and carbon dioxide from air, which will constitute a part of the initial mass measured in EA. 53 Another reason can also be that in EDX, the sum of the contents of elements is normalized to 100%. Therefore, it makes sense to compare the carbon/nitrogen mass ratios as determined by EA (4.32 for the l -composite and 4.14 for the d -composite) and EDX (3.23 for the l -composite and 3.91 for the d -composite), which are very close to each other for both composites.…”

Section: Resultsmentioning

confidence: 99%

Toward Efficient Synthesis of Porous All-Carbon-Based Nanocomposites for Enantiospecific Separation

Perovic

Aloni

Zhang

et al. 2021

ACS Appl. Mater. Interfaces

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Chiral separation and asymmetric synthesis and catalysis are crucial processes for obtaining enantiopure compounds, which are especially important in the pharmaceutical industry. The efficiency of the separation processes is readily increased by using porous materials as the active material can interact with a larger surface area. Silica, metal–organic frameworks, or chiral polymers are versatile porous materials that are established in chiral applications, but their instability under certain conditions in some cases requires the use of more stable porous materials such as carbons. In addition to their stability, porous carbon materials can be tailored for their ability to adsorb and catalytically activate different chemical compounds from the liquid and the gas phase. The difficulties imposed by the functionalization of carbons with chiral species were tackled in the past by carbonizing chiral ionic liquids (CILs) together with a template to create pores, which results in the entire body of a material that is built up from the precursor. To increase the atomic efficiency of ionic liquids for better economic utilization of CILs, the approach presented here is based on the formation of a composite between CIL-derived chiral carbon and a pristine carbon material obtained from carbohydrate precursors. Two novel enantioselective carbon composite materials are applied for the chiral recognition of molecules in the gas phase, as well as in solution. The enantiomeric ratio of the l -composite for phenylalanine from the solution was (L/D) = 8.4, and for 2-butanol from the gas phase, it was (S/R) = 1.3. The d -composite showed an opposite behavior, where the enantiomeric ratio for phenylalanine was (D/L) = 2.7, and for 2-butanol from the gas phase, it was (R/S) = 1.3.

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Controlling pore size and pore functionality in sp²-conjugated microporous materials by precursor chemistry and salt templating

Abstract: The synthesis of sp2-conjugated, heteroatom-rich, “carbonaceous” materials from economically feasible raw materials and salt templates is reported. Low cost citrazinic acid (2,6-dihydroxy-4-pyridinecarboxylic acid) and melamine are used as components of...

Cited by 14 publications

References 52 publications

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

Sodium storage with high plateau capacity in nitrogen doped carbon derived from melamine–terephthalaldehyde polymers

Toward Efficient Synthesis of Porous All-Carbon-Based Nanocomposites for Enantiospecific Separation

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Controlling pore size and pore functionality in sp2-conjugated microporous materials by precursor chemistry and salt templating

Abstract: The synthesis of sp2-conjugated, heteroatom-rich, “carbonaceous” materials from economically feasible raw materials and salt templates is reported. Low cost citrazinic acid (2,6-dihydroxy-4-pyridinecarboxylic acid) and melamine are used as components of...

Cited by 14 publications

References 52 publications

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach

Sodium storage with high plateau capacity in nitrogen doped carbon derived from melamine–terephthalaldehyde polymers

Toward Efficient Synthesis of Porous All-Carbon-Based Nanocomposites for Enantiospecific Separation

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Controlling pore size and pore functionality in sp²-conjugated microporous materials by precursor chemistry and salt templating