Synthesis and thermal behavior of new poly(ethylene terephthalate-imide)s

Xiao, Jun; Wan, Xinhua; Zhang, Dong; Zhou, Qifeng; Turner, S. Richard

doi:10.1002/1099-0518(20010201)39:3<408::aid-pola1008>3.0.co;2-l

J. Polym. Sci. A Polym. Chem.

2001

DOI: 10.1002/1099-0518(20010201)39:3<408::aid-pola1008>3.0.co;2-l

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Synthesis and thermal behavior of new poly(ethylene terephthalate-imide)s

Jun Xiao

Xinhua Wan

Dong Zhang

et al.

Abstract: Copoly(ethylene terephthalate‐imide)s (PETIs) were synthesized by the melt copolycondensation of bis(2‐hydroxyethyl)terephthalate with a new imide monomer, N,N′‐bis[p‐(2‐hydroxyethoxycarbonyl)phenyl]‐biphenyl‐3,3′,4,4′‐tetracarboxydiimide (BHEI). The copolymers were characterized by intrinsic viscosity, Fourier transform infrared, 1H NMR, differential scanning calorimetry, and thermogravimetric analysis techniques. Although their crystallinities decreased as the content of BHEI units increased, the glass‐trans… Show more

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Cited by 13 publications

References 17 publications

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Enhanced solubility of novel poly(benzoxazole)s with a soft linkage and a rigid pendant group

Zhuang

Liu

et al. 2012

Polymer International

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Aromatic poly(benzoxazole)s are a class of rigid‐rod conjugated polymers. However, their poor solubility in organic solvents limits potential applications. Thus, a good method that can address this dilemma is needed, given that existing methods involve models with either poor solubility but good thermal stability or good solubility but poor thermal stability. In this paper we report a novel aromatic poly(benzoxazole) with a soft linkage and a rigid pendant group. Structural characterizations of the polymers via Fourier transform infrared and proton nuclear magnetic resonance spectroscopy reveal the formation of a benzoxazole ring and an imide ring. The introduction of rigid pendant groups improved the solubility and enhanced the thermal stability of the polymer, which was impaired by the incorporation of the soft linkage. Most of these polymers are soluble at room temperature or when heated in dimethyl sulfoxide, N,N‐dimethylformamide or N,N‐dimethylacetamide. Some polymers can even be dissolved in m‐cresol and tetrahydrofuran. A 10% weight loss in these polymers was observed at temperatures over 410 °C. Moreover, the incorporation of the imide pendant group increased the conjugation length of the polymer structural unit and accelerated electron delocalization. Copyright © 2012 Society of Chemical Industry

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Enhanced solubility of novel poly(benzoxazole)s with a soft linkage and a rigid pendant group

Zhuang

Liu

et al. 2012

Polymer International

View full text Add to dashboard Cite

show abstract

Poly(ethylene terephthalate) reinforced by N,N′‐diphenyl biphenyl‐3,3′,4,4′‐tetracarboxydiimide moieties

Xiao

Wan

Zhang

et al. 2002

J. Polym. Sci. A Polym. Chem.

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Starting with 3,3′,4,4′‐biphenyltetracarboxylic dianhydride and methyl aminobenzoate, we synthesized a novel rodlike imide‐containing monomer, N,N′‐bis[p‐(methoxy carbonyl) phenyl]‐biphenyl‐3,3′,4,4′‐tetracarboxydiimide (BMBI). The polycondensation of BMBI with dimethyl terephthalate and ethylene glycol yielded a series of copoly(ester imide)s based on the BMBI‐modified poly(ethylene terephthalate) (PET) backbone. Compared with PET, these BMBI‐modified polyesters had higher glass‐transition temperatures and higher stiffness and strength. In particular, the poly(ethylene terephthalate imide) PETI‐5, which contained 5 mol % of the imide moieties, had a glass‐transition temperature of 89.9 °C (11 °C higher than the glass‐transition temperature of PET), a tensile modulus of 869.4 MPa (20.2 % higher than that of PET), and a tensile strength of 80.8 MPa (38.8 % higher than that of PET). Therefore, a significant reinforcing effect was observed in these imide‐modified polyesters, and a new approach to higher property polyesters was suggested. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 852–863, 2002; DOI 10.1002/pola.10169

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Thermoplastic poly(ester‐imide)s derived from anhydride‐terminated polyester prepolymer and diisocyanate

Banu

Radhakrishnan

2003

J. Polym. Sci. A Polym. Chem.

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The phase‐separation behavior of thermoplastic poly(ester‐imide) [P(E‐I)] multiblock copolymers, (A‐B)n, was investigated by a stepwise variation of the imide content. All the multiblock copolymers were synthesized by solution polycondensation with dimethylformamide as a solvent. P(E‐I)s were prepared with anhydride‐terminated polyester prepolymer and diisocyanates. Polyester prepolymers were prepared by the reaction of pyromellitic dianhydride and two different polyols [poly(tetramethylene oxide glycol) (PTMG) and polycaprolactone diol (PCL)]. Structural determination was done with Fourier transform infrared spectroscopy and Fourier transform NMR, and the molecular weight was determined by gel permeation chromatography. The effect of the imide content on the thermal properties of the synthesized P(E‐I)s was investigated by thermogravimetric analysis and differential scanning calorimetry. The polymers were also characterized for static and dynamic mechanical properties. Thermal analysis data indicated that the polymers based on PTMG were stable up to 330 °C in nitrogen atmosphere and exhibited phase‐separated morphology. Polymers based on PCL showed multistage decomposition, and the films derived from them were too fragile to be characterized for static and dynamic mechanical properties. © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 341–350, 2004

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Synthesis and thermal behavior of new poly(ethylene terephthalate-imide)s

Cited by 13 publications

References 17 publications

Enhanced solubility of novel poly(benzoxazole)s with a soft linkage and a rigid pendant group

Enhanced solubility of novel poly(benzoxazole)s with a soft linkage and a rigid pendant group

Poly(ethylene terephthalate) reinforced by N,N′‐diphenyl biphenyl‐3,3′,4,4′‐tetracarboxydiimide moieties

Thermoplastic poly(ester‐imide)s derived from anhydride‐terminated polyester prepolymer and diisocyanate

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