Cyclopolycondensations. II. New thermally stable aromatic polybenzoxazinones

Yoda, Naoya; Kurihara, Masaru; Ikeda, Kojuro; Tohyama, Shunroku; Nakanishi, Ryoji

doi:10.1002/pol.1966.110040809

Cited by 24 publications

(4 citation statements)

References 4 publications

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“…In the PBOZ spectrum, the absorption band at 1760 cm −1 is apparent, which is assigned to the carbonyl group of benzoxazinone. [ 21,30 ] Dehydration is accompanied by the disappearance of the wide bands at 3100-3400 cm −1 (amine group) and 1670 cm −1 (amide group). The degree of cyclization was calculated by the reduction of the signal intensity at 1670 cm −1 .…”

Section: Polymer Synthesis and Thermal Rearrangementmentioning

confidence: 99%

“…[30][31][32][33][34][35][36][37][38][39][40] μ m thick) were obtained by casting a PAA solution in NMP on a glass plate, followed by evaporation of the solvent at 80 °C in air. Films fi xed on the glass plate were dried to a constant weight at 80 °C in vacuum for 10 d.Dense PBOZ fi lms (20-30 μ m thick) were obtained by heating the PAA fi lms fi xed on the glass plate, as a result of the solid-state reaction demonstrated in Scheme 1 .…”

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confidence: 99%

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Synthesis and Characterization of Polybenzoxazinone and its Prepolymer Using Gas Separation

Pientka

Brožová

Pulyalina

et al. 2013

Macro Chemistry & Physics

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Polybenz‐3,1‐oxazinone‐4 (PBOZ) films are prepared via the thermal rearrangement of poly[(methylene‐bis‐anthranilamide) 4,4′‐diphenyloxidicarboxylic acid] (PAA) films by heating to 300 °C. PAA is synthesized by low‐temperature polycondensation. The PBOZ film exhibits excellent mechanical properties and a high glass‐transition temperature. Conversion of PAA to PBOZ leads to an increase in the fractional free volume as a result of thermal dehydration and cyclization during membrane formation and due to the removal of residual solvent. The excess free volume in the PBOZ film is approximately 3–4% of the total volume. The gas permeability and selectivity of the PBOZ film is higher than that of the PAA film. The thermal rearrangement of polymers is recognized as a suitable method to improve separation efficiency.

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Section: Polymer Synthesis and Thermal Rearrangementmentioning

confidence: 99%

mentioning

confidence: 99%

Synthesis and Characterization of Polybenzoxazinone and its Prepolymer Using Gas Separation

Pientka

Brožová

Pulyalina

et al. 2013

Macro Chemistry & Physics

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“…Figure 2 shows the strong carbonyl absorption band of polybenzoxazinone (I) obtained from polyamides (Ha, lib) at 1760 cm-1 , which is the characteristic absorption band of benzoxazinone. [1][2][3] The carbonyl absorption band at 1680 cm-1 indicates that the polymer contains appreciable amounts of the uncyclized polyamide structure having pendant amide groups. From the data in the infrared spectra of the quinazolone system 8 and Figure 3, the carbonyl absorption of Illa appear at 1670 cm-1 and 1610 cm-1 , which correspond to the carbonyl group and the C=N group of 4-quinazolone, respectively.…”

Section: The Thermal Cyclization Of Polyamidementioning

confidence: 99%

“…In the course of studying cyclopolycondensation, 2 new aromatic polybenzoxazinones of high molecular weight were prepared by the cyclopolycondensation of 4,4' -diamino-3,3'-biphenyldicarboxylic acid with a variety of aromatic carbonyl compounds using the PPA solution polymerization technique 3 or the low temperature solution polymerization technique. 4 Polybenzoxazinone has the reactive benzoxazinone ring system in the polymer main chain, and it is presumed that the polymer reactions of polybenzoxazinone with nucleophilic agents provide polyamide derivatives from the ringopening reactions of the benzoxazinone ring.…”

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Cyclopolycondensation. XIII. Polymer Reactions of Polybenzoxazinones with Organic Base

Kurihara

Hagiwara

1970

Polym J

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ABSTRACT:Polymer reactions of polybenzoxazinones with organic bases such as ammonia and aniline were studied. From the ring-opening reaction of the benzoxazinone ring of polybenzoxozinone with an organic base, the corresponding polyamides having pendant amide groups were obtained quantitatively without the high decrease in molecular weight. The polyamide undergoes thermal cyclization along the polymer chain to again yield polybenzoxazinone by deamination reaction, whereas in the presence of lithium chloride or zinc chloride it yields fully aromatic polyquinazolone by thermal cyclodehydration. Polyquinazolone thus obtained has excellent thermal stability in nitrogen and in air.

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Hochtemperaturbeständige Polyheterocyclen: Poly‐(benz‐3,1‐oxazinone‐(4)) und Poly‐(chinazolone‐(4))

Schlack

Zuber

1971

Angew. Makromol. Chem.

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ZUSAMMENFASSUNG :Vollaromatische Poly-(benz-3,l-oxazinone-(4)) und vollaromatische Poly-(chinazolone-(4)) wurden synthetisiert und ihre Eigenschaften mit denen analoger Methyl-und Methylengruppen enthaltender Verbindungen verglichen. AuBerdem wird eine Literaturubersicht gegeben. SUMMARY:Fully aromatic poly-(benz-3,1-oxazinones-(4)) and fully aromatic poly-(quinazolones-(4)) were synthesized and their properties compared with analogous polymers containing methyl and methylene groups. A literature survey is given.

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Cyclopolycondensations. II. New thermally stable aromatic polybenzoxazinones

Cited by 24 publications

References 4 publications

Synthesis and Characterization of Polybenzoxazinone and its Prepolymer Using Gas Separation

Synthesis and Characterization of Polybenzoxazinone and its Prepolymer Using Gas Separation

Cyclopolycondensation. XIII. Polymer Reactions of Polybenzoxazinones with Organic Base

Hochtemperaturbeständige Polyheterocyclen: Poly‐(benz‐3,1‐oxazinone‐(4)) und Poly‐(chinazolone‐(4))

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