Blends of polyester having amino sulfonic acid moieties with poly(vinyl alcohol) and their metal complex formation
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Polyester having amino sulfonic acid moieties (TBES) was prepared by a liquid/solid biphase polycondensation of terephthaloyl chloride (TPC) and N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid (BES) in trimethyl phosphate (TMP) using triethylamine (TEA) as an acid acceptor. Blends of TBES with PVA and their metal complexes with Ni2+ and Co2+ ions were prepared. A strong interaction was observed between TBES and PVA. An electric conductivity of 10−6 S cm−1 was attained for the blend films containing about 5 wt % water. A coordination structure with two chelate rings is proposed for the metal complex with Ni2+ and Co2+ ions when the molar ratio of amino sulfonic acid groups in TBES to metal ions is larger than 2. Polymer blends complexed with Ni2+ or Co2+ ions result in semi-interpenetrating polymer networks from chelate formation. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35: 3561–3569, 1997Keywords:
Vinyl alcohol
Sulfonic acid
Terephthaloyl chloride
Two series of new unsaturated polyesters were prepared from 2,6‐bis(p‐hydroxidebenzylidene)‐4‐phenylcyclohexanone (I) and 2,6‐divanillyidene‐4‐phenylcyclohexanone (II) with adipoyl, isophthaloyl, sebacoyl and terephthaloyl dichlorides utilizing the interfacial polycondensation technique at ambient temperature. In addition to that, the model compounds were synthesized by reacting (I) and (II) with benzoyl chloride. The model compound and polyester samples have been characterized by elemental and spectral analyses. The unsaturated polyesters have inherent viscosities of 0.96–1.63 dl/g. All the polyesters are amorphous and most of them are partially soluble in most common organic solvents, but easily soluble in concentrated sulfuric acid. Their glass transition temperatures (Tg) range from190.15 to 245.28°C, and the temperatures of 10% weight loss as high as 180 to 220°C in air, indicating that these aromatic polyesters have high Tg and excellent thermal stability.
Terephthaloyl chloride
Thermal Stability
Moiety
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End-functionalized linear polyesters were synthesized by means of base-catalyzed transesterification of a cyclic polyester, obtained by A2 + B2 polycondensation, with a symmetric functional diester as an exchange reagent.
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Abstract The synthesis of a fully aromatic oligoamide by low temperature interfacial polycondensation between terephthaloyl chloride and 1,4‐phenylenediamine is reported. The reaction product was characterized with respect to its physical properties and chemical structure by infrared, X‐rays, electron spectroscopy for chemical analysis (ESCA), and mass spectroscopic techniques. Elemental and thermal analysis, as well as viscosimetric and titrimetric methods were applied to evaluate the average molecular weight of the oligomer, whose chain length consists mainly of 3 to 4 monomeric units.
Oligomer
Terephthaloyl chloride
Interfacial polymerization
Chemical structure
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Solid-state polycondensation(SSP),for preparing particular high molecular weight polyesters(PET,PTT,and PBT),are carried out by heatiing the low molecular weight prepolymers in the form of chips in a stream of gas or under vacuum at a temperature above the polymer glass transition but below the melting point.On the basis of studies on the mechanism of SSP of polyesters,the continuous and batch SSP processes are applied industrially.
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Mesogen
Terephthaloyl chloride
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Abstract New polythioesters have been obtained by polycondensation of 4,5‐di(mercaptomethyl)‐1,2‐dimethylbenzene, 4,6‐di(mercaptomethyl)‐1,3‐dimethylbenzene, and 2,5‐di(mercaptomethyl)‐1,4‐dimethylbenzene with isophthaloyl and terephthaloyl chlorides. To define the optimal conditions of polycondensation, polythioester from 2,5‐di(mercaptomethyl)‐1,4‐dimethylbenzene and isopthaloyl chloride was choosen as a model system. The optimalization of the polycondensation conditions was carried out by low‐temperature and high‐temperature solution polycondensation as well as by interfacial polycondensation. To determine the optimal conditions for polycondensation the following parameters have been studied. The kind of organic solvent, concentration of reagents, temperature and time of reaction, and, in the case of interfacial polycondensation additional, the ratio of aqueous to organic phase, kind and concentration of hydrochloride acceptor, kind and concentration of catalyst and concentration of emulsifier (Mersolan) were taken into consideration. The synthesis of all described poly‐thioesters obtained by polycondensation di(mercaptomethyl)‐dimethylbenzenes with isophthaloyl and terephthaloyl chlorides was carried out under the same optimal conditions, established for the reaction 2,5‐di(mercaptomethyl)‐1,4‐dimethylbenzene with isophthaloyl chloride. The structure of polythioesters was determined from infrared, X‐ray, and elementary analysis. Some physicochemical, thermal, mechanical, and electrical properties as well as molecular weight of polythioesters have been determined.
Terephthaloyl chloride
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Abstract The possibility of the preparation of aliphatic polyesters from dicarboxylic acids and diols by polycondensation in the presence of carbodimides under mild conditions was investigated. The following three possible routes were checked: the polycondensation of dicarboxylic acids with diols in the presence of 4‐dimethylaminopyridine, the polycondensation of dicarboxylic acids with diisourea derivatives and the polycondensation in the presence of pyridine and p ‐toluenesulfonic acid. The last method was found to give polyesters with high molecular weights in good yields. This carbodiimide method can be utilized in the synthesis of biodegradable and surface active aliphatic polyesters.
Dicarboxylic acid
Carbodiimide
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Abstract Aromatic polyesters containing biphenyl side groups were synthesized by phase‐transfer catalyzed interfacial polycondensation of 1‐(4‐biphenylyl)‐1,1‐bis(4‐hydroxyphenyl) ethane (BBHPE) with terephthaloyl chloride (TPC), isophthaloyl chloride (IPC), and a mixture of TPC/IPC (50 : 50 mol ratio). Copolyesters were synthesized by utilizing different molar proportions of BBHPE and 4,4′‐isopropylidenediphenol (BPA) with IPC and TPC. The inherent viscosities of polyesters were in the range 0.44–1.26 dL/g. All the polyesters were soluble in organic solvents such as dichloromethane, chloroform, tetrahydrofuran, meta ‐cresol, pyridine, N , N ‐dimethylformamide, N , N ‐dimethylacetamide, and 1‐methyl‐2‐pyrrolidinone. Tough, transparent, and flexible films could be cast from chloroform solutions of these polyesters. WAXD measurements indicated that all the polyesters and copolyesters were amorphous in nature. Glass transition temperature of polyesters were in the range 198–256°C, while the initial degradation temperature of polyesters were in the range 444–481°C. Copolyesters derived from BBHPE exhibited improved solubility and higher glass transition temperatures compared to the corresponding polyesters based on BPA. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007
Tetrahydrofuran
Terephthaloyl chloride
Dichloromethane
Biphenyl
Isophthalic acid
Thermal Stability
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Polycarbonate
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Abstract A series of aromatic polyesters has been prepared by low‐temperature solution polycondensation of derivatives of dihydroxydinaphthyl or dihydroxydinaphthylmethane with terephthaloyl chloride. The chemical, physical, and thermal properties of some polyesters have been investigated. Some of the polyesters obtained have high melting temperatures (340–420°C) and very good thermal resistance. In spite of their high melting temperatures some polymers give solutions in organic solvents which make it possible to produce films and coatings with good dielectric and mechanical properties and with a relatively high thermal resistance.
Terephthaloyl chloride
Chemical resistance
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