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  • 1
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 29 (1991), S. 881-887 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2,2′-(1,4-Phenylenedivinylene)bis-5-hydroxypyridine (PBHP) was used as a starting material for preparing new polyesters and polyurethanes as well as a diepoxide-bearing styrylpyridine segments. The diesters were prepared by reacting PBHP with terephthaloyl or adipoyl dichloride utilizing the interfacial polycondensation method. The diesters were prepared from the reaction of PBHP with tolylene diisocyanate or methylenebis(4-phenylisocyanate). In addition, a model diester and diurethane were synthesized by reacting PBHP with benzoyl chloride and phenyl isocyanate, respectively. Both model compounds and polymers were characterized by IR and 1H-NMR spectroscopy, as well as by DTA and TGA. A diepoxide was also prepared from the reaction of PBHP with epichlorohydrin which was polymerized in the presence of 4,4′-diaminodiphenylsulfone. The polyester derived from PBHP and terephthaloyl dichloride was the most thermostable polymer obtained. It was stable in N2 up to 355°C and afforded an anaerobic char yield of 59% at 800°C. The thermal stabilities of polymers were improved by curing.
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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. 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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  • 3
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 31 (1993), S. 2333-2344 
    ISSN: 0887-624X
    Keywords: PSP polymers ; 8-hydroxyquinaldine ; 3-hydroxy-6-methylpyridine ; crosslinked polymers ; thermally stable polymers ; polyesters ; polyurethanes ; epoxy resins ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New polyesters and polyurethanes as well as diepoxides bearing styrylpyridine segments were prepared utilizing 2,2′-(1,4-phenylenedivinylene)bis-8-hydroxyquinaldine (PBHQ) and 6-(4-hydroxystyryl)-3-hydroxypyridine (HSHP) as starting materials. The polyesters were prepared by reacting PBHQ or HSHP with terephthaloyl dichloride in the presence of an acid acceptor utilizing the solution polycondensation method. The polyurethanes were prepared from the reactions of PBHQ and HSHP with tolylene diisocyanate and methylenebis(4-phenylisocyanate). In addition, model diesters and diurethanes were synthesized by reacting PBHQ and HSHP with benzoyl chloride and phenyl isocyanate, respectively. Model compounds and polymers were characterized by FT-IR and 1H-NMR spectroscopy as well as by DTA and TGA. Diepoxides were also prepared from the reactions of PBHQ and HSHP with epichlorohydrin which were polymerized in the presence of 4,4′-diaminodiphenylsulfone. The polyesters were the most thermostable polymers obtained. After curing at 240°C for 20 h, they were stable in N2 up to 345-370°C and afforded anaerobic char yields of 65-75% at 800°C. © 1993 John Wiley & Sons, Inc.
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  • 4
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 28 (1990), S. 679-691 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Twelve structurally different bis- and tetramaleimides were synthesized by Friedel-Crafts reaction between 4-maleimido-benzoylchloride or 3,5-bismaleimido-benzoylchloride and various aromatic reagents. They were characterized by infrared (IR) and proton nuclear magnetic resonance (1H-NMR) spectroscopy. Crosslinked resins were obtained by curing the monomers at 250°C/6 h. Thermal characterization of monomers and cured resins was accomplished by differential thermal analysis (DTA), dynamic thermogravimetric analysis (TGA), and isothermal gravimetric analysis (IGA). Tetramaleimides were polymerized at lower temperatures than did the respective bismaleimides. The cured resins were stable up to 317-385°C in N2 atmosphere and formed an anaerobic char yield of 52-66% at 800°C.
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  • 5
    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.
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  • 6
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 2371-2377 
    ISSN: 0887-624X
    Keywords: substituted polyisophthalamides ; thermally stable polymers ; 5-(N-benzylidene)isophthalic acid ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new series of modified polyisophthalamides bearing N-benzylidene pendant groups was prepared by reacting various aromatic diamines with 5-(N-benzylidene) isophthalic acid. The latter was synthesized from the reaction of 5-aminoisophthalic acid with benzaldehyde and characterized by IR and 1H-NMR spectroscopy. Triphenyl phosphite and pyridine was used as condensing agents for preparing polyamides. In addition, the corresponding unsubstituted polyisophthalamides were prepared under identical experimental conditions for comparative purposes. Characterization of modified polyamides was accomplished by IR as well as inherent viscosity measurements. They showed a slightly lower solubility in various media than the corresponding unsubstituted polyamides. The cured modified polyamides displayed significantly higher thermal stability than the cured unsubstituted polyamides. They were stable up to 355-308°C in N2 or air and afforded anaerobic char yield of 66-61% at 800°C. © 1992 John Wiley & Sons, Inc.
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  • 7
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 28 (1990), S. 669-677 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A novel class of crosslinkable aromatic polyketones with maleimide pendent groups were synthesized by Friedel-Crafts polymerization from 5-maleimido-isophthaloylchloride and various aromatic reagents. The synthesized polyketones showed a poor solubility. They were characterized by inherent viscosity measurements and infrared (IR) spectroscopy. Differential thermal analysis (DTA) revealed that their crosslinking occurred at relatiively lower temperatures (167-253°C) than did thermal polymerization of ordinary bismaleimides. The thermal-and thermooxidative stability of crosslinked resins were evaluated by dynamic thermogravimetric analysis (TGA) as well as by isothermal gravimetric analysis (IGA). They were stable in N2 up to 303-329°C and formed anaerobic char yield 50-62% at 800-C. The thermal stability of crosslinkable polyketones was significantly increased after curing.
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  • 8
    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.
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  • 9
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 1799-1806 
    ISSN: 0887-624X
    Keywords: cyano-substituted polymer precursors ; diamide ; diimide ; maleimide ; crosslinked polymers ; heat-resistant resins ; 4-aminoacetophenone ; malononitrile ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A novel class of polymer precursors of the general formula, where A is an aromatic structure bearing amide or imide linkages, were synthesized. More particularly, 4-aminoacetophenone was condensed with malononitrile to afford 4-amino-α-methyl-β,β′-dicyanostyrene (1). The condensation of the latter with half molar amount of terephthaloyl dichloride, pyromellitic dianhydride, or benzophenone tetracarboxylic dianhydride yielded the polymer precursors. In addition, compound 1 was condensed with an equimolar amount of maleic anhydride to afford the corresponding maleimide. The monomers were characterized by elemental analyses, FT-IR, 1H-NMR, and DTA. Crosslinked resins were obtained upon curing the monomers at 300°C for 72 h. They were stable up to 381-422°C in N2 or air and afforded anaerobic char yields of 64-68% at 800°C. © 1994 John Wiley & Sons, Inc.
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  • 10
    ISSN: 0887-624X
    Keywords: 1,4-bis(2,2-dicyanovinyl)benzene ; thermally stable polymers ; thermosetting resins ; conductive polymers ; electrical resistivity ; cyano-substituted polymers ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New thermosetting resins were prepared from the reaction of 1,4-bis(2,2-dicyanovinyl)benzene with aromatic diamines in varying molar ratios. The thermal stability of these resins was correlated with their composition and the curing conditions. They were stable in N2 up to 370-448°C and afforded anaerobic char yields of 73-84% at 800°C after curing at 300°C for 20-60 h. The temperature dependence of the electrical resistivity of all resins pyrolyzed at 700°C for 15 h was studied in the temperature range from -173-327°C (100-600 K). The results showed that at room temperature the unpyrolyzed polymers have insulating properties, whereas a dramatic decrease in the electrical resistivity is observed following pyrolysis. The temperature dependence of the electrical resistivity suggests that all of the materials studied have semiconducting properties. The observed electrical conductivity is thermally activated with activation energies ranging from 0.03-0.06 eV. © 1994 John Wiley & Sons, Inc.
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