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  • 1
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 125-132 
    ISSN: 0887-624X
    Keywords: maleamic acids ; maleimides ; Diels-Alder polymerization ; polyimides ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactions of monomaleamic acid derived from an aromatic diamine with furfural afforded a novel class of furfurylidene-substituted maleamic acids 2a-2d. The latter were cyclodehydrated to yield maleimides 3a-3d which are AB-monomers for a Diels-Alder polymerization. In addition, N-furfurylmaleamic acid (4) was synthesized by reacting furfurylamine with maleic anhydride at ambient temperature. Cyclodehydration of 4 afforded N-furfurylmaleimide (5). The polymer precursors were characterized by IR and 1H-NMR spectroscopy. Their curing behavior was investigated by DTA and correlated with chemical structures. Diels-Alder polymerization of monomers occurred at the temperature range of 113-210°C. Thermal stability of monomers was evaluated by TGA and isothermal gravimetric analysis (IGA). It was shown that thermal stability of the polymer derived from maleamic acid 4 was dramatically improved upon curing at high temperatures due to the formation by dehydration of a stable aromatic structure.
    Additional Material: 8 Ill.
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  • 2
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 2017-2024 
    ISSN: 0887-624X
    Keywords: Diels-Alder polymerization ; polyimides ; furyl-substituted maleamic acids and maleimides ; furyl-maleimide AB Diels-Alder monomers ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2-Furoyl chloride reacted with the monomaleamic acids 1a-1d derived from a aromatic diamine to yield a new series of maleamic acids 2a-2d. The latter were cyclodehydrated to afford maleimides 3a-3d which behaved as AB-monomers for a Diels-Alder polymerization. In addition, the monomaleamic acid 4 derived from 4-aminophenol reacted with 2-furoyl chloride to yield maleamic acid 5. It was cyclodehydrated to maleimide 6 which is a novel polymer precursor. The monomers were characterized by IR and 1H-NMR spectroscopy. Their thermal polymerization was investigated by DTA. Maleamic acids 2a-2d and 5 were cured at 280°C for 22 h to yield polymers which were characterized by TGA and isothermal gravimetric analysis (IGA). They were stable up to 340-376°C and afforded anaerobic char yield of 55-64% at 800°C. © 1992 John Wiley & Sons, Inc.
    Additional Material: 9 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 2559-2567 
    ISSN: 0887-624X
    Keywords: Diels-Alder polymerization ; polyimides ; bismaleimide ; bismaleamic acid ; bisfurfurylpyromellitimide ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Certain AB or AA and BB Diels-Alder polymer precursors bearing maleimide and furan segments were synthesized, characterized, and polymerized. Particularly, the monomaleamic acid derived from 4,4'-diaminodiphenylmethane, reacted with the monofurfurylpyromellitamic acid to yield a triamic acid which was cyclodehydrated to the corresponding triimide. A polyimide was obtained upon heat-curing of triimide or the intermediate triamic acid. In addition, equimolar amounts of N,N'-bismaleimido-4,4'-diphenylmethane (BMDM) and bisfurfurylpyromellitimide or their intermediate diamic acids were cured to afford a polyimide. The polymer precursors were characterized by IR and 1H-NMR spectroscopy and their curing behavior was investigated by DTA. It was shown that the Diels-Alder polymerization of monomers took place at lower temperature than that required for crosslinking of BMDM. The thermal stabilities of polymers were ascertained by TGA and isothermal gravimetric analysis (IGA). The synthesized Diels-Alder polymers were remarkably more heat-resistant than the crosslinked polymer obtained from BMDM or its intermediate bismaleamic acid. They were stable up to about 360°C in N2 or air and afforded anaerobic char yield of 58% at 800°C. © 1992 John Wiley & Sons, Inc.
    Additional Material: 8 Ill.
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