Synthesis of functional conjugated microporous polymers containing pyridine units with high BET surface area for reversible CO2 storage

Zang, Jiake; Zhu, Zhaoqi; Sun, Hanxue; Liang, Weidong

doi:10.1016/j.reactfunctpolym.2015.12.016

Cited by 14 publications

(3 citation statements)

References 26 publications

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“…The PLPs were first characterized by FTIR spectroscopy. The disappearance of terminal alkyne signal (Figure S1; 3280 cm –1 , –CC-H) in 1,3,5-triethynylbenzene, and the appearance of quaternary alkyne signal (2200 cm –1 , R-CC-R′) in all of the PLPs indicate the successful cross-coupling reaction between aryl halide and terminal alkyne, which are in line with previous studies. ,,− Furthermore, the successful incorporation of –CH 3 at 2924 and 3000 cm –1 for PLP-QA and PLP-py + confirmed the formation of QA and py + on the PLP surface.…”

Section: Resultssupporting

confidence: 89%

Role of Nitrogenous Functional Group Identity in Accelerating 1,2,3-Trichloropropane Degradation by Pyrogenic Carbonaceous Matter (PCM) and Sulfide Using PCM-like Polymers

Cao,

Mao,

Tratnyek

et al. 2024

Environ. Sci. Technol.

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Groundwater contamination by 1,2,3-trichloropropane (TCP) poses a unique challenge due to its human toxicity and recalcitrance to degradation. Previous work suggests that nitrogenous functional groups of pyrogenic carbonaceous matter (PCM), such as biochar, are important in accelerating contaminant dechlorination by sulfide. However, the reaction mechanism is unclear due, in part, to PCM's structural complexity. Herein, PCM-like polymers (PLPs) with controlled placement of nitrogenous functional groups [i.e., quaternary ammonium (QA), pyridine, and pyridinium cations (py + )] were employed as model systems to investigate PCMenhanced TCP degradation by sulfide. Our results suggest that both PLP-QA and PLP-py + were highly effective in facilitating TCP dechlorination by sulfide with half-lives of 16.91 ± 1.17 and 0.98 ± 0.15 days, respectively, and the reactivity increased with surface nitrogenous group density. A two-step process was proposed for TCP dechlorination, which is initiated by reductive ß-elimination, followed by nucleophilic substitution by surface-bound sulfur nucleophiles. The TCP degradation kinetics were not significantly affected by cocontaminants (i.e., 1,1,1-trichloroethane or trichloroethylene), but were slowed by natural organic matter. Our results show that PLPs containing certain nitrogen functional groups can facilitate the rapid and complete degradation of TCP by sulfide, suggesting that similarly functionalized PCM might form the basis for a novel process for the remediation of TCP-contaminated groundwater.

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Section: Resultssupporting

confidence: 89%

Role of Nitrogenous Functional Group Identity in Accelerating 1,2,3-Trichloropropane Degradation by Pyrogenic Carbonaceous Matter (PCM) and Sulfide Using PCM-like Polymers

Cao,

Mao,

Tratnyek

et al. 2024

Environ. Sci. Technol.

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“…The above is due to pyridine is an electron-deficient aromatic heterocycle having a highly localized sp 2 lone-pair electrons into nitrogen atom. [23][24][25][26][27] Moreover, it has been reported that polymers functionalized with nanoparticles containing pyridine groups can be used in technological applications such as absorption and conversion of CO 2 , homogeneous catalysis, pH sensors, opto-biodetection and biomedical applications, among others. [28][29][30][31][32] Considering these backgrounds, in this work we report the synthesis, characterization and preparation of films from a series of soluble aromatic copolyimides derived from 4,4'-(hexafluoroisopropylidene)diphtalic anhydride (6FDA), 4,4'-oxydianiline (ODA) and the new diamine 3,5-diamino-N-(pyridin-4-ylmethyl)benzamide (PyDA).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Film Preparation of New Co-Polyimide Based on New 3,5-Diamino- N -(Pyridin-4-Ylmethyl)benzamide, Oda and 6fda

Tundidor‐Camba

Saldías

Tagle

et al. 2018

J. Chil. Chem. Soc.

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This work describes mainly the synthesis and characterization of new co-polyimides obtained from the polycondensation of the dianhydride 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA), 4,4'-oxydianiline (ODA) and the new diamine 3,5-diamino-N-(pyridin-4-ylmethyl)benzamide (PyDA). It describes as the different compositions of ODA and PyDA present in the polymers, produce variation on thermal and mechanical properties, which are important characteristics for the development of future nanocomposites derived from these polymers. Both PyDA monomer and polymers were characterized using FT-IR and NMR (1 H, 13 C, 19 F, dept 135°, COSY, HMBC, HMQC) spectroscopy. The inherent viscosity of polymers is between 0.3 to 1.49 dL/g, they are soluble in aprotic polar solvents, such as: DMSO, DMF and DMA. In addition, all co-polymers showed thermal decomposition temperature and glass transition temperatures above 483 °C and 289 °C, respectively. Mechanical tests under tension of co-polymer films showed Young's modulus between 2.1-3.9 GPa and tensile strength between 35.5 and 120.0 MPa. On the other hand, an increase in crystallinity and hydrophilicity is observed when increasing the amount of pyridinyl groups.

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“…Recently, a new family of porous materials, microporous organic polymers (MOPs), has been proposed as the novel porous adsorbents for CCS due to their high surface area, excellent thermal and physicochemical stability, low skeleton density and synthetic diversity . Various strategies have been employed to prepare MOPs, such as metal‐catalyzed polymerization coupling reactions, imide formation reactions, Friedel−Crafts alkylation, Schiff‐base chemistry, and borate anhydride formation reactions . To improve CO 2 uptake ability and especially to increase the CO 2 /N 2 selectivity, MOPs should possess strong physical interactions with CO 2 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Functional Triphenylphosphine‐Containing Microporous Organic Polymers for Gas Storage and Separation

Zhang

Qiu

et al. 2017

Macro Chemistry & Physics

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Two kinds of novel triphenylphosphine‐containing microporous organic polymers are designed and synthesized via palladium‐catalyzed Sonogashira−Hagihara coupling condensation reaction of triphenylphosphine oxide‐ and sulfide‐based monomers with different arylethynylene linkers. The gas adsorption isotherms reveal that these polymers have strong binding affinity for CO2 with high CO2 adsorption capacity, although they have moderate Brunauer−Emmett−Teller surface area ranging from 684 to 883 m2 g−1. Among the resulting polymers, triphenylphosphine oxide–tris(4‐ethynylphenyl)amine exhibits the highest CO2 uptake capacity of 2.61 mmol g−1 at 273 K and 1.13 bar with relatively high gas selectivity of 60.2 for CO2 over N2 at 273 K.

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Synthesis of functional conjugated microporous polymers containing pyridine units with high BET surface area for reversible CO2 storage

Cited by 14 publications

References 26 publications

Role of Nitrogenous Functional Group Identity in Accelerating 1,2,3-Trichloropropane Degradation by Pyrogenic Carbonaceous Matter (PCM) and Sulfide Using PCM-like Polymers

Role of Nitrogenous Functional Group Identity in Accelerating 1,2,3-Trichloropropane Degradation by Pyrogenic Carbonaceous Matter (PCM) and Sulfide Using PCM-like Polymers

Synthesis, Characterization and Film Preparation of New Co-Polyimide Based on New 3,5-Diamino- N -(Pyridin-4-Ylmethyl)benzamide, Oda and 6fda

Synthesis and Characterization of Functional Triphenylphosphine‐Containing Microporous Organic Polymers for Gas Storage and Separation

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