Covalent triazine polymers using a cyanuric chloride precursor via Friedel–Crafts reaction for CO2 adsorption/separation

Puthiaraj, Pillaiyar; Kim, Su-Sung; Ahn, Wha‐Seung

doi:10.1016/j.cej.2015.07.069

Cited by 101 publications

(51 citation statements)

References 61 publications

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“…The weak bands at ñ = 1506 and 1375 cm À1 appearingi nt he spectrum of HCP-1 may be assigned to the C=Na nd CÀNs tretching vibrations of the triazine ring, accordingt ot he literature. [29] These bands are also observed in other polymers at the same position, which indicates the successful introduction of N-containing linkers (Figures S3-S5). Moreover,t he absence of aC ÀCl stretching band at ñ = 850 cm À1 confirms the complete conversion of the halides.…”

Section: Resultsmentioning

confidence: 57%

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

2017

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By introducing various N‐containing compounds as efficient linkers, a series of hyper‐crosslinked porous polymers with high surface areas and gas‐uptake values were synthesized by using the Friedel–Crafts alkylation reaction. Structural characterization indicated the presence of nitrogen atoms, and gas‐sorption experiments revealed that the high gas uptake benefitted from the high surface areas and the incorporation of N‐containing linkers as Lewis basic sites. Among these porous polymers, HCP‐4 had the highest H2 uptake of 9.29 mmol g−1 at 77 K and 0.1 MPa and the highest C2H2 uptake of 6.69 mmol g−1 at 273 K and 0.1 MPa, whereas HCP‐3 showed the best CO2 uptake of 4.42 mmol g−1 at 273 K and 0.1 MPa. To understand better the important role played by nitrogen in these polymers, the isosteric heat of adsorption and adsorption selectivity of CO2 over N2 were calculated. The results showed that the triazine‐based polymer HCP‐1 had the highest CO2 over N2 selectivity of 75.4 at 295 K and 0.1 MPa, which makes it the most potential candidate for CO2 capture.

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Section: Resultsmentioning

confidence: 57%

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

2017

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“…Elemental component of TDPDB was mensurated via elemental analysis (EA) (Data S3). The resulting C and H contents of TDPDB was in reasonable agreement with the theoretically calculated values . There were remarkable red‐shift occurred at 353 and 365 nm for TDPDB, and the absorbance of the long wavelength region was much wider than that of the monomers (256 and 326 nm), which suggested that the degree of conjugation in the TDPDB network was higher than in the monomers (Figure S2).…”

Section: Resultsmentioning

confidence: 93%

“…The thermal stability of TDPDB was determined by thermogravimetric analysis (TGA) under N 2 atmosphere, as shown in Figure S3. The about 7% mass loss started at 463°C for TDPDB . Even heated to 800°C, the TDPDB possesses the mass residue above 83.31%, further implying their excellent thermal stability .…”

Section: Resultsmentioning

confidence: 97%

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The preparation of covalent triazine‐based framework via Friedel‐Crafts reaction of 2,4,6‐trichloro‐1,3,5‐triazine with N,N′‐diphenyl‐N,N′‐di(m‐tolyl)benzidine for capturing and sensing to iodine

Tong-mou

Liu

Zhang

et al. 2020

Polymers for Advanced Techs

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The covalent triazine-based framework (TDPDB) has been prepared by Friedel-Crafts polymerization reaction of N,N 0 -diphenyl-N,N 0 -di(m-tolyl)benzidine (DPDB) with 2,4,6-trichloro-1,3,5-triazine (TCT) catalyzed by methanesulfonic acid. The yield of the reaction (94.85%) is very high. TDPDB was provided with Brunauer-Emmett-Teller specific surface area of 592.18 m 2 g −1 and pore volume of 0.5241 cm 3 g −1 .TDPDB demonstrated an excellent capacity for capturing iodine (3.93 g g −1 ) and an outstanding ability to fluorescent sensing to iodine with Ksv of 5.83 × 10 4 L mol −1 . It also showed high fluorescent sensing sensitivity to picric acid. K E Y W O R D S covalent triazine-based frameworks, fluorescent sensing, Friedel-Crafts reaction, iodine uptake, methanesulfonic acid

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“…These types of COFs material contain well‐defined, predictable two‐dimensional (2D), three‐dimensional (3D) porous structures, similar to those of inorganic zeolites’ and metal organic frameworks (MOFs) . These crystalline porous materials (zeolite, MOFs, and COFs) have superior potential applications like adsorption in gas storage, photocatalyst, hydrogen productions, optoelectronic, gas separation technique and particularly in heterogeneous catalysis because of the structural regularity . Indeed, inorganic zeolites and MOFs have been widely used as catalysts for refining and petrochemical industries .…”

Section: Introductionmentioning

confidence: 99%

Incorporating Pd(OAc)₂ on Imine Functionalized Microporous Covalent Organic Frameworks: A Stable and Efficient Heterogeneous Catalyst for Suzuki‐Miyaura Coupling in Aqueous Medium

et al. 2017

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Imine‐based microporous covalent organic frameworks, TATAE were synthesized from condensation of 4,4′,4“‐(1,3,5‐triazine‐2,4,6‐triyl)tribenzaldehyde and 1,4‐diaminobenzene, followed by Pd(OAc)2 was incorporated on TATAE (Pd/TATAE). The as‐synthesized Pd/TATAE was thoroughly characterized by Fourier Transform‐Infrared Spectroscopy, 13C CP‐MAS solid state nuclear magnetic resonance, powder X‐ray diffraction, X‐ray photoelectron spectroscopy, thermo gravimetric analysis, scanning electron microscopy and transmission electron microscopy. The Pd/TATAE was employed as a solid catalyst for Suzuki‐Miyaura coupling reactions in an environmentally benign water medium at room temperature, which exhibited a good catalytic activity with excellent yield. In addition, the heterogeneous nature of the catalyst was checked by Shelton test, this catalyst can be recycled more than four times with only a minor loss of its catalytic activity.

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Covalent triazine polymers using a cyanuric chloride precursor via Friedel–Crafts reaction for CO2 adsorption/separation

Cited by 101 publications

References 61 publications

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

The preparation of covalent triazine‐based framework via Friedel‐Crafts reaction of 2,4,6‐trichloro‐1,3,5‐triazine with N,N′‐diphenyl‐N,N′‐di(m‐tolyl)benzidine for capturing and sensing to iodine

Incorporating Pd(OAc)₂ on Imine Functionalized Microporous Covalent Organic Frameworks: A Stable and Efficient Heterogeneous Catalyst for Suzuki‐Miyaura Coupling in Aqueous Medium

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Covalent triazine polymers using a cyanuric chloride precursor via Friedel–Crafts reaction for CO2 adsorption/separation

Cited by 101 publications

References 61 publications

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

High Gas Uptake and Selectivity in Hyper‐Crosslinked Porous Polymers Knitted by Various Nitrogen‐Containing Linkers

The preparation of covalent triazine‐based framework via Friedel‐Crafts reaction of 2,4,6‐trichloro‐1,3,5‐triazine with N,N′‐diphenyl‐N,N′‐di(m‐tolyl)benzidine for capturing and sensing to iodine

Incorporating Pd(OAc)2 on Imine Functionalized Microporous Covalent Organic Frameworks: A Stable and Efficient Heterogeneous Catalyst for Suzuki‐Miyaura Coupling in Aqueous Medium

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Incorporating Pd(OAc)₂ on Imine Functionalized Microporous Covalent Organic Frameworks: A Stable and Efficient Heterogeneous Catalyst for Suzuki‐Miyaura Coupling in Aqueous Medium