Poly(phthalidylidenearylene)s. Gelation in the homopolycondensation of 3‐aryl‐3‐chlorophthalides

Zolotukhin, Mikhail G.; Skirda, V. D.; Sedova, E. A.; Sundukov, V.I.; Salazkin, S.N.

doi:10.1002/macp.1993.021940217

Cited by 7 publications

(2 citation statements)

References 2 publications

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“…Furthermore, selfcondensation of monomers le-lg led to polymers with a Observed increased content of 5-Br units due to rearrangement of 6-Br units into 5-Br ones. 6 The ratio of isomer units in the polymer was similar to that of the initial monomer mixture.…”

Section: Thf-de Thf-dgmentioning

confidence: 67%

Novel rearrangement in the synthesis of poly(phthalidylidenearylene)s by self-condensation of 3-aryl-3-chlorophthalides. 2. Effect of monomer structure and reaction conditions

Zolotukhin¹,

Calleja²,

Rueda³

et al. 1995

Macromolecules

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The Friedel-Crafts self-condensation of 3-aryl-3-chlorophthalides monosubstituted in the phthalide ring has been studied. 3-Aryl-3-chlorophthalides containing C1, Br, F, and NO2 as substituents were polymerized in solutions of nitrobenzene and dichloroethane in the presence of Lewis acids as a catalyst. The structures of the polymers obtained were established by 13C NMR spectroscopy. The monomers containing substituents at the 4-and 6-positions of the phthalide ring were found to partially rearrange in the course of the polymer synthesis, giving rise to isomeric units in the polymer. From the effect of reaction conditions on the monomer rearrangement a mechanism has been proposed. IntroductionRecently, a large variety of high-temperature, solventresistant polymers of the poly(phthalidylideneary1ene) class has been synthe~ized.l-~ These polymers are obtained by electrophilic polycondensation reactions of bis(pseudoch1oroanhydrides) of aromatic diketo acids [bis(3-aryl-3-chlorophthalides)] with aromatic hydrocarbons or by self-condensation of pseudochloroanhydrides of aromatic keto acids (3-aryl-3-chlorophthalides).

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Section: Thf-de Thf-dgmentioning

confidence: 67%

Novel rearrangement in the synthesis of poly(phthalidylidenearylene)s by self-condensation of 3-aryl-3-chlorophthalides. 2. Effect of monomer structure and reaction conditions

Zolotukhin¹,

Calleja²,

Rueda³

et al. 1995

Macromolecules

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“…129 Special studies have been carried out to investigate the characteristic features of the formation of polydiphenylene- Note. The softening temperature was determined from the thermomechanical curve obtained with a 1 kgf cm ~2 load applied to the specimen and for a heating rate of 3K min~'.…”

Section: Scheme 5 Cmentioning

confidence: 99%

Cardo polyheteroarylenes. Synthesis, properties, and characteristic features

Виноградова¹,

Васнев²,

Vygodskii³

1996

Russ. Chem. Rev.

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Aromatic polymers obtained by precipitation polycondensation, 2. Synthesis of poly(ether ketone ether ketone ketone) (PEKEKK)

Zolotukhin

Rueda

Calleja

et al. 1997

Macro Chemistry & Physics

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A high molecular weight, linear aromatic poly(ether ketone ether ketone ketone) (PEKEKK) has been synthesized by electrophilic Friedel-Crafts acylation condensation of 1,4-diphenoxybenzophenone with terephthaloyl chloride. The syntheses were performed as precipitation polycondensations, and the polyketones were obtained in particle form. The viscosity (molecular weight), shape and size of these particles were found to be strongly dependent on the reaction conditions. For low monomer concentration, highly ordered needle-like particles were also obtained. The chemical structure of the polymers obtained was confirmed by 'H and 13C NMR spectroscopy, and para-substitution in aryl fragments of the main chain was identified. Analysis of the expanded 'H NMR spectra for the ring proton resonances reveals defect mefa-and ortho-structures. The amount and isomer ratio of these defect structures depend on the monomer concentration used. a) part 1: cf. ref.'). b, Structure-based name: Poly(oxy-1,4-phenylenecarbonyl-1,4-phenyleneoxy-1 ,4-phenylenecarbonyl-1,4-phenylenecarbonyl-1,4-phenylene).

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Poly(phthalidylidenearylene)s. Gelation in the homopolycondensation of 3‐aryl‐3‐chlorophthalides

Cited by 7 publications

References 2 publications

Novel rearrangement in the synthesis of poly(phthalidylidenearylene)s by self-condensation of 3-aryl-3-chlorophthalides. 2. Effect of monomer structure and reaction conditions

Novel rearrangement in the synthesis of poly(phthalidylidenearylene)s by self-condensation of 3-aryl-3-chlorophthalides. 2. Effect of monomer structure and reaction conditions

Cardo polyheteroarylenes. Synthesis, properties, and characteristic features

Aromatic polymers obtained by precipitation polycondensation, 2. Synthesis of poly(ether ketone ether ketone ketone) (PEKEKK)

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