Preparation and characterization of new thermally stable and optically active polyesters by direct polycondensation reaction promoted by Vilsmeier adduct

Mallakpour, Shadpour; Tirgir, Farhang

doi:10.1515/epoly.2009.9.1.1294

Cited by 3 publications

(2 citation statements)

References 24 publications

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“…Recently, Mallakpour and coworkers [127][128][129][130][131] synthesized optically active thermally stable aromatic polyesters (PE)s containing phthalimide group from the reaction of two different diacid monomer with several aromatic diols via direct polyesterification with tosyl chloride (TsCl)/Py/ Figure 10. Synthesis of optically active coPIs derived from DAn [119][120][121][122][123] DMF system as condensing agent.…”

Section: Polyestersmentioning

confidence: 99%

Advances in synthetic optically active condensation polymers - A review

Mallakpour

Zadehnazari²,

Iran³

2011

Express Polym. Lett.

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Abstract. The study of optically active polymers is a very active research field, and these materials have exhibited a number of interesting properties. Much of the attention in chiral polymers results from the potential of these materials for several specialized utilizations that are chiral matrices for asymmetric synthesis, chiral stationary phases for the separation of racemic mixtures, synthetic molecular receptors and chiral liquid crystals for ferroelectric and nonlinear optical applications. Recently, highly efficient methodologies and catalysts have been developed to synthesize various kinds of optically active compounds. Some of them can be applied to chiral polymer synthesis. In a few synthetic approaches for optically active polymers, chiral monomer polymerization has essential advantages in applicability of monomer, apart from both asymmetric polymerization of achiral or prochiral monomers and enantioselective polymerization of a racemic monomer mixture. The following are the up to date successful approaches to the chiral synthetic polymers by condensation polymerization reaction of chiral monomers.

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Section: Polyestersmentioning

confidence: 99%

Advances in synthetic optically active condensation polymers - A review

Mallakpour

Zadehnazari²,

Iran³

2011

Express Polym. Lett.

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“…This problem has been conquered to some extent by the use of a precursor monomer synthetic approach. The solubility of the macromolecules without excessive loss of their high thermal stability has been also improved by the introduction of flexible and bulky groups into the polymer backbone and the use of asymmetrically substituted monomers or pendent groups 2–5. In this approach, to promote the solubility without sacrifice of the thermal and mechanical properties to a great extent, the choice of bulky pendent groups is important as it creates a separation of chains and lowers the chain packing with the growth of free volume.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and soil biodegradation study of polyamides derived from the novel bioactive diacid monomer 5‐(2‐phthalimidoethanesulfonamido) isophthalic acid

Zarchi

Tayefi

Tirgir

et al. 2011

J of Applied Polymer Sci

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A new bioactive diacid monomer, 5‐(2‐phthalimidoethanesulfonamido) isophthalic acid (6), was synthesized in three steps. This monomer can be regarded as biologically active aromatic diacid and may be used in the design of biodegradable and biological materials. This monomer was polymerized with several aromatic diamines by step‐growth polymerization to give a series of biodegradable and highly thermally stable polyamides (PAs) with good yield (70–82%) and moderate inherent viscosity between 0.38–0.68 dL/g in a system of triphenylphosphite/pyridine/N‐methyl‐2‐pyrolidone/CaCl2. The new aromatic diacid 6 and all of the PAs derived from this diacid and aromatic diamines were characterized by Fourier transform infrared, 1H‐NMR, 13C‐NMR, and elemental analysis techniques. The thermal stability of the PAs was determined by thermogravimetric analysis and differential scanning calorimetry techniques under a nitrogen atmosphere, and we found that they were moderately stable. The soil biodegradability behavior of 6 and all of the PAs derived from this diacid and aromatic diamines were investigated in culture media, and we found that the synthesized diacid 6 and all of the PAs were biodegradable under a natural environmental. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

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Synthesis, characterization and in vitro antimicrobial and biodegradability study of pseudo-poly(amino acid)s derived from N,N′-(pyromellitoyl)-bis-l-tyrosine dimethyl ester as a chiral bioactive diphenolic monomer

2010

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In this investigation N,N'-(pyromellitoyl)-bis-L-tyrosine dimethyl ester (7) as a chiral bioactive diphenolic monomer was prepared in three steps. The aim of this work was to obtain novel optically and biologically active pseudo-poly(amino acid)s (PAA)s that are more soluble in common organic solvents while maintaining their high thermal stability. Thus, several new, highly soluble, thermally stable, optically active and biodegradable PAAs containing different amino acid moieties in the main chain were prepared with moderate molecular weights via direct polycondensation using tosyl chloride, pyridine and N,N'-dimethylformamide as a condensing agent. The resulting novel polymers were characterized with FT-IR, (1)H-NMR, elemental and thermogravimetric analysis techniques. In addition, in vitro toxicity and biodegradability behavior of the diphenolic monomer 7, different synthetic diacids (3a-3e) and obtained PAAs, which were investigated in culture media, showed that the synthesized compounds and polymers derived from them are biologically active and biodegradable under a natural environment.

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Preparation and characterization of new thermally stable and optically active polyesters by direct polycondensation reaction promoted by Vilsmeier adduct

Cited by 3 publications

References 24 publications

Advances in synthetic optically active condensation polymers - A review

Advances in synthetic optically active condensation polymers - A review

Synthesis, characterization, and soil biodegradation study of polyamides derived from the novel bioactive diacid monomer 5‐(2‐phthalimidoethanesulfonamido) isophthalic acid

Synthesis, characterization and in vitro antimicrobial and biodegradability study of pseudo-poly(amino acid)s derived from N,N′-(pyromellitoyl)-bis-l-tyrosine dimethyl ester as a chiral bioactive diphenolic monomer

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