Dimethyl sulfoxide as a green solvent for successful precipitative polyheterocyclization based on nucleophilic aromatic substitution, resulting in high molecular weight PIM-1

Пономарев, И. И.; Благодатских, И. В.; Muranov, A. V.; Volkova, Yulia A.; Razorenov, D. Yu.; Пономарев, И. И.; Skupov, Kirill M.

doi:10.1016/j.mencom.2016.07.033

Cited by 29 publications

(17 citation statements)

References 11 publications

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“…50 Furthermore, the used of dimethyl sulfoxide (DMSO), to replace the toxic solvents DMF and DMAc, was also reported. 51 By varying the synthesis conditions (temperature between 60 to 120 °C and reaction time between 2 to 7 hours), PIM-1 with similar M w and polydispersity index (PDI) values as those of the previous recipes can be produced in DMSO. 51 The synthesis of PIM-1 by mechanochemistry was recently demonstrated by Zhang et al 52 The monomers of PIM-1 in the presence of K 2 CO 3 were ground in a mortar with a pestle, or by ball milling, to produce PIM-1 with higher average molar mass of 485 000 g mol -1 , and lower polydispersity of 1.4, than the PIM-1 counterpart from solution synthesis.…”

Section: Summary Of Pim Synthesismentioning

confidence: 99%

“…51 By varying the synthesis conditions (temperature between 60 to 120 °C and reaction time between 2 to 7 hours), PIM-1 with similar M w and polydispersity index (PDI) values as those of the previous recipes can be produced in DMSO. 51 The synthesis of PIM-1 by mechanochemistry was recently demonstrated by Zhang et al 52 The monomers of PIM-1 in the presence of K 2 CO 3 were ground in a mortar with a pestle, or by ball milling, to produce PIM-1 with higher average molar mass of 485 000 g mol -1 , and lower polydispersity of 1.4, than the PIM-1 counterpart from solution synthesis. This was ascribed to the physical effect of mechanical action that breaks down the particles to smaller sizes and exposes fresh active sites, maintaining reaction and overcoming premature chain-termination suffered in the wet synthesis of PIM-1.…”

Section: Summary Of Pim Synthesismentioning

confidence: 99%

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Gas Permeation Properties, Physical Aging, and Its Mitigation in High Free Volume Glassy Polymers

et al. 2018

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Hundreds of polymers have been evaluated as membrane materials for gas separations, but fewer than 10 have made it into current commercial applications, mainly due to the effects of physical aging and plasticization. Efforts to overcome these two problems are a significant focus in gas separation membrane research, in conjunction with improving membrane separation performance to surpass the Robeson upper bounds of selectivity versus permeability for commercially important gas pairs. While there has been extensive research, ranging from manipulating the chemistry of existing polymers (e.g., thermally rearranged or cross-linked polyimides) to synthesizing new polymers such as polymers of intrinsic microporosity (PIMs), there have been three major oversights that this review addresses: (1) the need to compare the approaches to achieving the best performance in order to identify their effectiveness in improving gas transport properties and in mitigating aging, (2) a common standardized aging protocol that allows rapid determination of the success (or not) of these approaches, and (3) standard techniques that can be used to characterize aging and plasticization across all studies to enable them to be robustly and equally compared. In this review, we also provide our perspectives on a few key aspects of research related to high free volume polymer membranes: (1) the importance of Robeson plots for membrane aging studies, (2) eliminating thermal history, (3) measurement and reporting of gas permeability and aging rate, (4) aging and storing conditions, and (5) promising approaches to mitigate aging.

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Section: Summary Of Pim Synthesismentioning

confidence: 99%

Section: Summary Of Pim Synthesismentioning

confidence: 99%

Gas Permeation Properties, Physical Aging, and Its Mitigation in High Free Volume Glassy Polymers

et al. 2018

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“…[23,24] A recent report suggests dimethylsulfoxide as a non-toxic and more environmentally benign solvent for PIM synthesis with 120 °C suggested as the optimum reaction temperature. [25] These polymerisation methods all provide PIM-1 with sufficiently high average molecular mass to provide mechanically robust solvent cast films (typically M n > 30 × 10 3 g mol -1 and M w > 100 × 10 3 g mol -1 ) and have been adapted for the synthesis of many PIMs using a wide range of biscatechol (A1-A24) and halide-based monomers (B1-20) ( Table 1).…”

Section: Pim Polymerisation Using Dibenzodioxane Formationmentioning

confidence: 99%

The synthesis of polymers of intrinsic microporosity (PIMs)

2017

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Polymers of Intrinsic Microporosity (PIMs) are a class of Porous Organic Polymer (POP) that form microporous solids due to the inefficient packing of their rigid and contorted macromolecular chains. In contrast to other types of POP, PIMs are not comprised of a network of cross-linked covalent bonds so that they can be dissolved in organic solvents and processed into robust films, coatings or fibres. Here, over twelve years accumulated research on the synthesis of PIMs is reviewed. To date, three types of polymerisation reaction have been used successfully to prepare PIMs of sufficient molecular mass to form robust self-standing films. These involve the formation of (i) dibenzodioxin, (ii) Tröger's base and (iii) imide linkages between monomeric units. This rapid development of synthetic methods for preparing PIMs has been driven by their rich potential for numerous diverse applications and this synergistic relationship between synthesis and functionality is set to continue.

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“…Polymer of intrinsic microporosity (PIM‐1) (Scheme ) was synthesized according to the method, developed by our group, which corresponds to the requirements of green chemistry . Poly(N‐phenylene‐benzimidazole) (NuPBI) was obtained according to the procedure, reported by our group .…”

Section: Methodsmentioning

confidence: 99%

Carbon Nanofiber Paper Electrodes Based on Heterocyclic Polymers for High Temperature Polymer Electrolyte Membrane Fuel Cell

Skupov

Пономарев

Razorenov

et al. 2017

Macromolecular Symposia

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Different polyheteroarylenes, such as m‐polybenzimidazole, polyphenylene oxide, polymer of intrinsic microporosity (PIM‐1) and poly(N‐phenylene‐benzimidazole) were electrospun to obtain self‐supporting polymer nanofiber mats. The mats after heat treatment, which contains stabilization in air at 250–350 °C and pyrolysis at 900–1000 °C under vacuum, convert into carbon nanofiber paper, a material which is suitable for Pt nanoparticle deposition. The possibility of usage of the obtained carbonized nanocomposites as entire gas diffusion electrodes for high temperature polymer electrolyte membrane fuel cell is shown.

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Dimethyl sulfoxide as a green solvent for successful precipitative polyheterocyclization based on nucleophilic aromatic substitution, resulting in high molecular weight PIM-1

Cited by 29 publications

References 11 publications

Gas Permeation Properties, Physical Aging, and Its Mitigation in High Free Volume Glassy Polymers

Gas Permeation Properties, Physical Aging, and Its Mitigation in High Free Volume Glassy Polymers

The synthesis of polymers of intrinsic microporosity (PIMs)

Carbon Nanofiber Paper Electrodes Based on Heterocyclic Polymers for High Temperature Polymer Electrolyte Membrane Fuel Cell

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