Synthesis and characterization of bis (4-maleimidophenyl) fluorene and its semi interpenetrating network membranes with polyether imide (Ultem® 1000)

Sundar, Saimani; Kumar, Ashwani; Dal‐Cin, Mauro M.; Robertson, Gilles P.

doi:10.1016/j.memsci.2011.03.020

Cited by 20 publications

(13 citation statements)

References 28 publications

(60 reference statements)

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“…1 H nuclear magnetic resonance (NMR) and 13 C NMR spectra were recorded on an Avance II UltraShield Plus Bruker MT 600 MHz spectrometer (Bruker, Rheinstetten, Germany) using chloroform (CDCl 3 ) as a solvent and TMS as the internal standard. Infrared measurements were performed on a FTS 40 A Fourier transform infrared spectrometer (Bio-Rad, Digilab Division, Cambridge, MA, USA).…”

Section: Experimental Procedures Measurementsmentioning

confidence: 99%

“…The polymers from PEI-2 to PEI-4 are new, whereas PEI-1, PEI-5 and PEI-6 have already been described in the literature. [15][16][17]23,24 The chemical structures of the obtained PEIs were studied using FTIR, 1 H NMR, 13 C NMR and elemental analysis techniques. The detailed spectral and elemental analysis data for all the polymers are presented in the Supplementary Information.…”

Section: Synthesis and Characterization Of Peismentioning

confidence: 99%

“…This polymer has already been used in many applications, including membrane separation techniques. [9][10][11][12][13] However, to the best of our knowledge, the application of IPDA-based PEIs, except for Ultem, to gas separation has only been described in five articles. 10,[14][15][16][17] Eastmond et al 14 described the permeability and diffusion coefficients for oxygen, carbon dioxide, nitrogen and argon in a membrane that was made from a PEI obtained from IPDA and 4,4 0 -bis(4 00 -aminophenoxy) biphenyl.…”

Section: Introductionmentioning

confidence: 99%

“…The Ultem properties were measured using the same procedures and compared with the data that were provided by the manufacturer or found in the literature. [9][10][11][12][13][14] This work is a continuation of our earlier research 18 and was performed to find a correlation between the polyimide structure and its physical properties. Although much information has been gathered on polyimides, the development of new methodologies for PI chemical modification, which could enhance the application potential of PIs, is still required.…”

Section: Introductionmentioning

confidence: 99%

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Structure and properties of new highly soluble aromatic poly(etherimide)s containing isopropylidene groups

Wolińska‐Grabczyk

Schab‐Balcerzak

Grabiec

et al. 2013

Polym J

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A series of amorphous poly(etherimide)s (PEIs) was synthesized from 4,4 0 -(4,4 0 -isopropylidene-diphenoxy)bis(phthalic anhydride) and different diamines or from 4,4 0 -(4,4 0 -isopropylidene-diphenyl-1,1 0 -diyldioxy)dianiline and 4,4 0 -(hexafluoroisopropylidene)diphthalic anhydride. The structures of the obtained PEIs were confirmed by Fourier transform infrared spectroscopy (FTIR), 1 H and 13 C nuclear magnetic resonance spectroscopies ( 1 H and 13 C NMR) and by elemental analysis. These polymers show excellent solubility in a broad range of solvents and produce strong and flexible films. The films were examined using differential scanning calorimetry (DSC), dynamic mechanical analysis (DMA), thermogravimetric analysis (TGA), wide-angle X-ray diffraction (WAXD) and mechanical testing, and were characterized by gas transport measurements. The obtained films exhibit thermal stability up to 500 1C, good mechanical properties and a CO 2 permeability of 7.85 Barrer with a CO 2 /N 2 selectivity of 21.2 for the polymer that contains hexafluoroisopropylidene moieties. The effects of the chemical structures on the physical and gas permeation properties were studied. The introduction of bulky cardo or hexafluoroisopropylidene moieties into the polymer chain increases the glass transition temperature (T g ) and fractional free volume (FFV), while the incorporation of additional ether linkages produces the opposite effect. Using an existing free volume approach, we found that the permeabilities of the studied PEIs are well correlated with their FFVs. Polymer Journal (2013) 45, 1202-1209; doi:10.1038/pj.2013.49; published online 22 May 2013 Keywords: gas transport properties; poly(etherimide)s; polyimides; thermal properties INTRODUCTION Aromatic polyimides (PIs) were first produced in 1908; since then, interest in this type of polymers has been growing because of their exceptional properties, such as excellent thermal, thermo-oxidative and dimensional stability; high radiation and solvent resistance; low dielectric constant; and unusually good mechanical properties. [1][2][3] This unique combination of properties makes PIs ideal for a variety of applications, for example, in microelectronics, microelectromechanical systems, aerospace and photoelectronics or as gas separation membranes, materials for memory devices, alignment layers in liquid crystal displays, and redox-active, electrochromic polymers. 3-6 Although many excellent polyimides are known and commercially available, new polyimides are emerging as research continues on the chemical structure-property correlations and on the search for new compounds with unique combinations of properties for special applications. Recently, particular attention has been paid to new materials and technologies for gas separation applications because of environmental concerns and economic interests. Polymeric gas separation membranes exhibit good mechanical properties, often

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Section: Experimental Procedures Measurementsmentioning

confidence: 99%

Section: Synthesis and Characterization Of Peismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Structure and properties of new highly soluble aromatic poly(etherimide)s containing isopropylidene groups

Wolińska‐Grabczyk

Schab‐Balcerzak

Grabiec

et al. 2013

Polym J

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“…To a well stirred solution of 6.86 g (0.07 mol) of maleic anhydride in acetic acid (120 mL), 8.7 g (0.025 mol) of 9,9‐bis(4‐aminophenyl)fluorene were slowly added over a period of 30 min at 0°C. After, the solution was stirred for 1 h and refluxed for additional 12 h. Then, the mixture was concentrated under reduced pressure and the residue purified by flash chromatography, using a mixture of cyclohexane/ethyl acetate 1 : 1 as eluent, to give cBMI (8.89 g, 70% yield) as a yellow solid …”

Section: Methodsmentioning

confidence: 99%

Thermally reversible highly cross‐linked polymeric materials based on furan/maleimide Diels‐Alder adducts

Mineo

Barbera

Romeo

et al. 2015

J of Applied Polymer Sci

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A novel thermally reversible cross-linked polymer has been synthesized by a Diels-Alder (DA) reaction between bis(4-maleimido-phenyl)fluorene (cBMI) and tetrakis-furan monomers (4F) under microwave (MW) irradiation. The ultimate aim of this work was the preparation of a thermosetting material recyclable by a simple thermal treatment. The use of the MW irradiation was necessary because under thermal conditions the DA polymerization could lead to materials only partially cross-linked for a not desired equilibrium between DA and retro-DA processes induced by the high temperature. The easy thermal degradation of this cross-linked material was ascertained by appropriate experiments. Moreover, to better study the involved reactions of formation and decomposition, a more simple model-compound was also synthesized. The reported data confirm the recyclability of the synthesized cross-linked polymer by simply heating with the possibility of a regeneration of the polymer network by a further MW irradiation.

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The influence of rigid and flexible monomers on the physical‐chemical properties of polyimides

Conceição

Felisberti

2014

J of Applied Polymer Sci

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This article presents the synthesis and characterization of polyimides and copolyimides derived from rigid [4,4′‐(9‐fluorenylidene)dianiline (FNDA) and 3,3′,4,4′‐biphenyltetracarboxylic dianhydride (BPDA)] and flexible segments [4,4′‐(1,3‐phenylenedioxy) dianiline (PDODA) and ethylenediaminetetraacetic dianhydride (EDTAn)], by polyaddition followed by thermal imidization of the polyamic acid. It describes the characterization of the polyimides and the polyamic acids in accordance to 1H NMR, FTIR, GPC, and XRD analysis, as well as solubility, mechanical (DMTA and stress–strain tests), thermal (DSC and TGA), and electric properties. Among the homopolymers, FNDA–BPDA and PDODA–BPDA form free‐standing films. The first presents higher Tg, thermal stability and Young's modulus. To tailor the properties copolyimides of FNDA, PDODA, and BPDA were synthesized. Young's modulus, Tg, thermal stability, dielectric constant, and solubility progressively increase with increasing amount of FNDA. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40351.

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Synthesis and characterization of bis (4-maleimidophenyl) fluorene and its semi interpenetrating network membranes with polyether imide (Ultem® 1000)

Cited by 20 publications

References 28 publications

Structure and properties of new highly soluble aromatic poly(etherimide)s containing isopropylidene groups

Structure and properties of new highly soluble aromatic poly(etherimide)s containing isopropylidene groups

Thermally reversible highly cross‐linked polymeric materials based on furan/maleimide Diels‐Alder adducts

The influence of rigid and flexible monomers on the physical‐chemical properties of polyimides

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