Polymers Based on Norbornene Derivatives

Bozhenkova, G. S.; Samochernova, A.P.; Ashirov, R. V.; Lyapkov, A. A.

doi:10.1016/j.proche.2015.10.002

Cited by 5 publications

(3 citation statements)

References 4 publications

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“…The ROMP polymer precursors ( A , B , C , and D ) were synthesized successfully using a previously reported method (Scheme ). ,, The Supporting Information provides a detailed procedure and characterization, which confirms the high quality of the precursors (Figures S1–S3). To minimize crystallinity, precursor A was prepared using the PEG/PPG copolymer with M n = 900 and 2000 Da.…”

Section: Resultssupporting

confidence: 59%

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes

Hossain,

Husna,

Yoo

et al. 2024

ACS Appl. Mater. Interfaces

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In this work, we explore the use of ring-opening metathesis polymerization (ROMP) facilitated by a second-generation Grubbs catalyst (G2) for the development of advanced polymer membranes aimed at CO2 separation. By employing a novel copolymer blend incorporating 4,4′-oxidianiline (ODA), 1,6-hexanediamine (HDA), 1-adamantylamine (AA), and 3,6,9-trioxaundecylamine (TA), along with a CO2-selective poly(ethylene glycol)/poly(propylene glycol) copolymer (Jeffamine2003) and polydimethylsiloxane (PDMS) units, we have synthesized membranes under ambient conditions with exceptional CO2 separation capabilities. The strategic inclusion of PDMS, up to a 20% composition within the PEG/PPG matrix, has resulted in copolymer membranes that not only surpass the 2008 upper limit for CO2/N2 separation but also meet the commercial targets for CO2/H2 separation. Comprehensive analysis reveals that these membranes adhere to the mixing rule and exhibit percolation behavior across the entire range of compositions (0–100%), maintaining robust antiplasticization performance even under pressures up to 20 atm. Our findings underscore the potential of ROMP in creating precisely engineered membranes for efficient CO2 separation, paving the way for their application in large-scale environmental and industrial processes.

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Section: Resultssupporting

confidence: 59%

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes

Hossain,

Husna,

Yoo

et al. 2024

ACS Appl. Mater. Interfaces

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“…This technique is not usually controlled in synthetic procedures thus resulting in loss of important material properties such as solubility and processability; however, these properties can be tailored via an appropriate approach when the cross‐linking reaction occurs . In this regard, the ring‐opening metathesis polymerization (ROMP) has been proven to be a useful technique to develop cross‐linked polymers for practical applications in different fields of science . For instance, a bifunctional norbornene dicarboximide monomer has been used as cross‐linking agent successfully in order to prepare anion exchange membranes for fuel cells .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Gas Permeability of Chemically Cross‐Linked Polynorbornene Dicarboximides Bearing Fluorinated Moieties

Aranda‐Suárez

Corona‐García

Santiago

et al. 2019

Macro Chemistry & Physics

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This work reports on the synthesis of a novel bifunctional norbornene dicarboximide monomer (HFDA) based on 4,4′‐(hexafluoroisopropylidene)bis(p‐phenyleneoxy)dianiline and its application as a cross‐linking agent in the ring‐opening metathesis polymerization (ROMP) with N‐3‐trifluoromethylphenyl‐exo,endo‐norbornene‐5,6‐dicarboximide (mCF3) employing the Grubbs 2nd generation catalyst (I) and cis‐1,4‐diacetoxy‐2‐butene as a chain transfer agent (CTA) to yield a series of soluble nonlinear highly branched chains polymers with increasing degree of cross‐linking. A comparative study of gas transport in membranes based on these cross‐linked polynorbornene dicarboximides is performed and the gases studied are hydrogen, oxygen, nitrogen, carbon dioxide, methane, ethylene, and propylene. It is found that cross‐linking increases the gas permeability, leads to the highest separation factor reported to date for the H2/C3H6 mixture in this kind of polymers, and also enhances the CO2 plasticization resistance up to 14 atm upstream pressure. The chemical cross‐linking approach employed in this research is an effective tool to enhance gas transport properties for dense polynorbornene dicarboximide membranes.

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“…Recently, norbornene-dicarboximides based groups have attracted much research interest. Especially, polynorbornene structures have perfect dielectric features, mechanical strength and exhibit membrane properties and can be used to generate composite materials [1][2][3][4][5][6]. Therefore, norbornenes are very attractive momomers for macromolecular design of poymers with desired properties [7].…”

Section: Introductionmentioning

confidence: 99%

Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMO-LUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5-Norbornene-2,3-Dicarboximide Molecule

Öztürk¹,

Alpaslan²,

Alpaslan³

et al. 2018

SDÜ Fen Bil Enst Der

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The experimental spectroscopic investigation of Nbenzyloxycarbonyloxy-5-norbornene-2,3-dicarboximide (C17H15NO5) molecule has been done using 1 H and 13 C NMR chemical shifts, FT-IR and Raman spectroscopies. Conformational forms have been determined depending on orientation of N-benzyloxycarbonyloxy and 5-norbornene-2,3-dicarboximide (NDI) groups of the title compound. The structural geometric optimizations, vibrational wavenumbers, NMR chemical shifts (in vacuum and chloroform) and HOMO-LUMO analyses for all conformers of the title molecule have been done with DFT/CAM-B3LYP method at the 6-311++G(d,p) basis set. Additionally, based on the calculated HOMO and LUMO energy values, some molecular properties such as ionization potential (I), electron affinity (A), electronegativity (χ), chemical hardness ( ), chemical softness ( ), chemical potential (μ) and electrophilicity index ( ) parameters are determined for all conformers. The non-linear optical (NLO) properties have been studied for the title molecule. We can say that the experimental spectral data are in accordance with calculated values.

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Polymers Based on Norbornene Derivatives

Cited by 5 publications

References 4 publications

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes

Synthesis and Gas Permeability of Chemically Cross‐Linked Polynorbornene Dicarboximides Bearing Fluorinated Moieties

Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMO-LUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5-Norbornene-2,3-Dicarboximide Molecule

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Polymers Based on Norbornene Derivatives

Cited by 5 publications

References 4 publications

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO2-Selective Membranes

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO2-Selective Membranes

Synthesis and Gas Permeability of Chemically Cross‐Linked Polynorbornene Dicarboximides Bearing Fluorinated Moieties

Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMO-LUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5-Norbornene-2,3-Dicarboximide Molecule

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Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes

Tailoring the Structure–Property Relationship of Ring-Opened Metathesis Copolymers for CO₂-Selective Membranes