Synthesis and properties of new pyridine-bridged poly(ether-imide)s based on 4-(4-trifluoromethylphenyl)-2,6-bis[4-(4-aminophenoxy)phenyl]pyridine

Wang, Xiaolong; Li, Yanfeng; Gong, Chenliang; Ma, Tao; Yang, Fengchun

doi:10.1016/j.jfluchem.2007.08.014

Cited by 41 publications

(23 citation statements)

References 33 publications

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“…The glass transition temperature, which was determined from the results of the DMA measurements in the three varied ways, 29 as a temperature of the loss factor peak (T g a ) and of the loss modulus peak (T g b ), and as an inflection point of the storage modulus drop (I)ranges from 198-300 1C (Table 5).…”

Section: Thermal Properties Of Peismentioning

confidence: 99%

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: Thermal Properties Of Peismentioning

confidence: 99%

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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“…In DMA analysis, T g can be defined in three ways: 39 (i) the temperature at which E¢ has fallen to a certain value; (ii) the temperature at which tan d has its maximum value; and (iii) the temperature at which E 00 has it maximum value. By taking into account the T g values of the polymers evaluated from the loss modulus and tan d, small differences were detected.…”

Section: Thermal Propertiesmentioning

confidence: 99%

“…The highest difference was detected in the case of PI-II (11 1C) and the smallest difference was detected for PI-IV (6 1C). The definition of the T g as the temperature at which tan d attains its maximum value is common in the literature, 39 and these values are gathered in Table 3. The two different T g evaluation methods applied in this study (DSC, DMA) provide different absolute values of T g for a given polymer film.…”

Section: Thermal Propertiesmentioning

confidence: 99%

Physical, optical and gas transport properties of new processable polyimides and poly(amideimide)s obtained from 4,4′-[oxybis(4,1-phenylenethio)]dianiline and aromatic dianhydrides

Grabiec

Schab‐Balcerzak

Wolińska‐Grabczyk

et al. 2011

Polym J

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Aromatic diamine 4,4¢-[oxybis(4,1-phenylenethio)]dianiline and various dianhydrides with isopropylidene, hexafluoroisopropylidene, fluorenylidene diphenyl, ether, thioether and/or amide linkages were applied in a polycondensation reaction to obtain new processable polyimides and poly(amideimide)s (PIs). PIs were synthesized by the conventional two-step procedure of ring-opening polyaddition and subsequent thermal cyclic dehydration. The structures of the polymers were characterized with Fourier-transform infrared spectroscopy and elemental analysis. The thermal behaviors of the PIs were characterized with differential scanning calorimetry, thermogravimetric analysis and dynamic mechanical thermal analysis. The glass transition temperature (T g ) of the PIs were in the range of 175-298 1C and depended on the dianhydride used. The 5% weight loss temperatures were in the range of 423-515 1C, which shows the high thermal resistance characteristics of the PI. The optical absorption properties in the UV-visible range of the obtained polymers were studied in solution and in the solid state. The average refractive indices (n) of the PI films measured at the low absorption range were in the range of 1.96-1.50. The permeation properties of the PIs were studied for He, O 2 , N 2 and CO 2 at 6 atm, with a constant pressure/variable volume setup. The hexafluoroisopropylidene-based PI showed the largest permeability for all gases.

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“…The use of polyimides (PIs), in particular, can be attributed to their outstanding properties, such as excellent thermal and thermo-oxidative stability, solvent resistance, mechanical, and electrical properties [1][2][3]. However, despite the excellent combined properties, their widespread applications are often limited by their poor solubility and high processing temperature, which make it impossible for most PIs to be directly processed in their imidized forms.…”

Section: Introductionmentioning

confidence: 99%

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

et al. 2010

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A novel pyridine-containing aromatic diamine monomer, 4-phenyl-2,6-bis[3-(4-aminophenoxy)phenyl]pyridine (m,p-PAPP), was successfully synthesized by a modified Chichibabin reaction of benzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-phenyl-2,6-bis[3-(4-nitrophenoxy)phenyl]pyridine (m,p-PNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides (PIs) by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming PIs. The inherent viscosities of the resulting poly(amic acid)s and PIs were 0.59-0.73 and 0.56-0.68 dL/g; most of the PIs obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran (THF), etc. Meanwhile, strong and flexible PI films were obtained, which had good thermal stability, with the glass transition temperature (T g ) of 204.5-237.4°C and the temperature at 10% weight loss of 527.7-552.0°C in nitrogen atmosphere, as well as outstanding mechanical properties with tensile strengths of 88.6-90.4 MPa, a tensile moduli of 1.04-1.56 GPa, and elongations at break of 7.2-8.7%. The PI films also were found to possess low water uptake of 0.89-0.98%.

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Synthesis and properties of new pyridine-bridged poly(ether-imide)s based on 4-(4-trifluoromethylphenyl)-2,6-bis[4-(4-aminophenoxy)phenyl]pyridine

Cited by 41 publications

References 33 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

Physical, optical and gas transport properties of new processable polyimides and poly(amideimide)s obtained from 4,4′-[oxybis(4,1-phenylenethio)]dianiline and aromatic dianhydrides

Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides

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