Studies on heat resistant poly(aryl pyromellitimide-ether)s

Kannan, P.; Sudhakar, S.; Swaminathan, C.; Murugavel, S. C.

doi:10.1002/(sici)1099-0518(199612)34:17<3559::aid-pola10>3.0.co;2-d

Cited by 11 publications

(5 citation statements)

References 10 publications

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“…The peaks corresponding to 191 and 173.5 ppm in all of the polymers signified the presence of ketonic and ester carbons, respectively. 25 The methoxy carbon attached to the phenyl ring resonated around 55-57 ppm in all of the polymers.…”

Section: Synthesismentioning

confidence: 95%

Synthesis, spectral, and thermal characterization of photosensitive poly(ether–ester)s containing α,β‐unsaturated ketone moieties in the main chain derived from 2,6‐bis[4‐(3‐hydroxypropyloxy)‐3‐methoxybenzylidene]cyclohexanone

Krishnasamy¹,

Murugavel²

2011

J of Applied Polymer Sci

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A series of photosensitive poly(etherester)s containing a,b-unsaturated ketone moieties in the main chain were synthesized from 2,6-bis[4-(3-hydroxypropyloxy)-3-methoxybenzylidene]cyclohexanone (BHPMBCH) and aliphatic and aromatic diacid chlorides. The diol precursor, BHPMBCH, was synthesized from 2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone and 3-bromo-1-propanol. The solubility of the polymers was tested in various solvents. The intrinsic viscosity of the synthesized polymers, determined by an Oswald viscometer, was found to be 0.06-0.80 g/dL. The molecular structures of the monomer and polymers were confirmed by Fourier transform infrared, ultraviolet-visible, 1 H-NMR, and 13 C-NMR spectral analyses. The thermal properties were studied with thermogravimetric analysis and differential scanning calorimetry. The thermogravimetric analysis data revealed that the polymers were stable up to 220 C and started degrading thereafter. The thermal stability initially increased with increasing spacer length and then decreased due to negative effects of the spacer. The self-extinguishing properties of the synthesized polymers were studied by the determination of the limiting oxygen index values with Van Krevelen's equation. In addition, the photocrosslinking properties of the polymer chain were studied with UV spectroscopy, and we observed that the rate of photocrosslinking increased significantly with increasing methylene carbon chain length of the acid spacer.

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Section: Synthesismentioning

confidence: 95%

Synthesis, spectral, and thermal characterization of photosensitive poly(ether–ester)s containing α,β‐unsaturated ketone moieties in the main chain derived from 2,6‐bis[4‐(3‐hydroxypropyloxy)‐3‐methoxybenzylidene]cyclohexanone

Krishnasamy¹,

Murugavel²

2011

J of Applied Polymer Sci

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“…The most effective approach to obtain organo-soluble polyimides is the incorporation of substituted methylene linkages, such as isopropylidene [18,19] and hexafluoroisopropylidene [19 -21] groups, provides kinks in the backbone which lead to an increased solubility of the polymer. However, the thermal sensitive aliphatic isopropylidene group would be attributed to decreasing thermal stability, although it may contribute to solubility increase [14]. Recently, we developed the incorporation of kink structure into the polyamide backbone using kink diamine, bis[4-(4-aminophenoxy)phenyl]diphenylmethane, which contained diphenylmethylene unit [22].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of new polyimides derived from bis[4-(4-aminophenoxy)phenyl]diphenylmethane with various dianhydrides

Liaw

Yang

1999

Acta Polym.

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A new kink diamine, bis[4‐(4‐aminophenoxy)phenyl]diphenylmethane (BAPDM), bearing diphenylmethylene linkage was reacted with various aromatic dianhydrides to prepare the corresponding new polyimides via the poly(amic acid) precursors and thermal or chemical imidization. The poly(amic acid)s were produced with moderate to high inherent viscosities of 0.96–1.68 dl g–1. All the poly(amic acid)s films could be obtained by solution‐cast from N,N‐dimethylacetamide (DMAc) solutions and thermally converted into transparent, flexible, and tough polyimide films. The wide‐angle X‐ray diffraction diagrams revealed that all the polyimides showed amorphous character. These polyimide films had a tensile strength of range 75–147 MPa and tensile modulus of 2.4–3.0 GPa. Polymers PI‐3, PI‐5 and PI‐6 showed excellent solubility in a variety of solvents such as N‐methyl‐2‐pyrrolidinone (NMP), DMAc, N,N‐dimethylformamide (DMF), dimethyl sulfoxide, γ‐butyrolactone, pyridine, cyclohexanone and tetrahydrofuran. These polyimides had glass transition temperatures between 248–331°C. The thermogravimetric analysis revealed that these polyimides exhibited good thermal stability with polymer decomposition temperature in excess of 500°C in nitrogen and air atmosphere. They had 10% weight loss temperatures in the range of 542–564°C and 549–572°C in nitrogen and air, respectively.

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“…Aromatic proton of pyromellitimide (PMI) ring resonate at 8.07-8.20 δ as singlet [6]. The aromatic ring protons of polymers I-V, VI-X and XI-XV resonate in the region 6.95-7.20, 7.32-7.67 (AB quartet) and 7.52-7.88 δ (multiplet) respectively.…”

Section: Resultsmentioning

confidence: 96%

“…Composite membrane/electrode for electrochemical cell was made by Copeland et al using poly(imide-ether) sheet laminated with aqueous dispersion of PTFE blend containing Ir-Ru oxide [5]. Kannan et al synthesized a new series of aromatic heterocyclic poly(arylpyromellitimide-ether)s which showed high thermal stability [6]. They also synthesized flame-retardant poly(pyromellitimide aryl phosphoramide-ester)s [7,8].…”

Section: Introductionmentioning

confidence: 99%

Studies on Odd-Even Effect of Methylene Spacers in Poly(pyromellitimide-Urethane)s

Mary

Kannan

1999

Journal of Macromolecular Science, Part A

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Three series of poly(pyromellitimide-ester)s were synthesized from various N, NЈ-bis(-hydroxyalkyl)pyromellitimides (HAPMIs) by melt condensation with dicarboxylic acids, including terephthalic acid (TPA), 4,4Ј-biphenyldicarboxylic acid (BPDA), and 4,4Ј-azobenzenedicarboxylic acid (ABDA). Polymers were characterized by elemental analysis, solubility, inherent viscosity, spectra (IR, 1 H-NMR, 13C-NMR), and X-ray diffraction (XRD). Thermal stability and phase transition behaviour were evaluated by thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and hotstage optical polarized microscopy (HOPM). The d-spacings, calculated from XRD data, showed an odd-even effect with varying numbers of methylene spacers. Crystallinity of polymers decreased in the following order: azobenzene Ͼ biphenyl Ͼ phenyl polymers. Similarly, DSC-obtained melting temperatures (T m 's) showed an odd-even effect, and glass transition temperatures (T g 's) decreased with increasing numbers of methylene spacers. Thermal stability decreased as methylene chain length increased. Thermal stability of polymers occurred in the following order: phenyl Ͼ biphenyl Ͼ azobenzene polymers.

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Studies on heat resistant poly(aryl pyromellitimide-ether)s

Cited by 11 publications

References 10 publications

Synthesis, spectral, and thermal characterization of photosensitive poly(ether–ester)s containing α,β‐unsaturated ketone moieties in the main chain derived from 2,6‐bis[4‐(3‐hydroxypropyloxy)‐3‐methoxybenzylidene]cyclohexanone

Synthesis, spectral, and thermal characterization of photosensitive poly(ether–ester)s containing α,β‐unsaturated ketone moieties in the main chain derived from 2,6‐bis[4‐(3‐hydroxypropyloxy)‐3‐methoxybenzylidene]cyclohexanone

Synthesis and properties of new polyimides derived from bis[4-(4-aminophenoxy)phenyl]diphenylmethane with various dianhydrides

Studies on Odd-Even Effect of Methylene Spacers in Poly(pyromellitimide-Urethane)s

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