Synthesis and characterization of novel polyesters derived from 4-aryl-2,6-bis(4-chlorocarbonyl phenyl) pyridines and various aromatic diols

Tamami, Bahman; Yeganeh, Hamid; Kohmareh, G.

doi:10.1016/j.eurpolymj.2004.04.014

Cited by 45 publications

(30 citation statements)

References 23 publications

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“…High-performance materials like polyamides and polyesters attended lots of interest, and many works has been focused on synthesis and study of their properties (Banihashemi and Firoozifar 2003;Sheng et al 2009;Tamami et al 2004;Tsai et al 2008). Each group has its benefits and disadvantages.…”

Section: Introductionmentioning

confidence: 99%

Fabrication of biodegradable poly(ester-amide)s based on tyrosine natural amino acid

et al. 2011

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N,N'-Bis[2-(methyl-3-(4-hydroxyphenyl)propanoate)]isophthaldiamide (5), a novel diol monomer containing chiral group, was prepared by the reaction of S-tyrosine methyl ester (3) with isophthaloyl dichloride (4a). A new family of optically active and potentially biodegradable poly(ester-amide)s (PEAs) based on tyrosine amino acid were prepared by the polycondensation reaction of diol monomer 5 with several aromatic diacid chlorides. The resulting new polymers were obtained in good yields with inherent viscosities ranging between 0.25 and 0.42 dL/g and are soluble in polar aprotic solvents. They showed good thermal stability and high optical purity. The synthetic compounds were characterized and studied by FT-IR, 1H-NMR, specific rotation, elemental and thermogravimetric analysis (TGA) techniques and typical ones by 13C-NMR, differential scanning calorimetry (DSC), X-ray diffraction (XRD), and field emission scanning electron microscopy (FE-SEM) analysis. Soil burial test of the diphenolic monomer 5, and obtained PEA6a, and soil enzymatic assay showed that the synthesized diol and its polymer are biologically active and probably biodegradable in soil environment.

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Section: Introductionmentioning

confidence: 99%

Fabrication of biodegradable poly(ester-amide)s based on tyrosine natural amino acid

et al. 2011

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“…[5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21] These approaches work by forcing the chains apart and lend to the improved solubility and better processability.…”

Section: Introductionmentioning

confidence: 99%

Processable aromatic polyesters based on bisphenol derived from cashew nut shell liquid: synthesis and characterization

et al. 2014

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A new bisphenol viz., 4-(4-hydroxyphenoxy)-3-pentadecylphenol (HPPDP) was synthesized starting from cashew nut shell liquid (CNSL). Aromatic (co)polyesters containing ether linkages in the main chain and pendent pentadecyl chains were synthesized by the interfacial polycondensation of HPPDP with terephthalic acid chloride (TPC), isophthalic acid chloride (IPC) and a mixture of TPC and IPC (50:50 mol %) and by polycondenation of varying composition of HPPDP and bisphenol-A (BPA) with TPC. The resultant (co)polyesters exhibited inherent viscosities in the range 0.70-1.21 dL g −1 and number-average molecular weights in the range 16,000-48,200 (GPC, polystyrene standard). Polyesters were soluble in common organic solvents such as chloroform and dichloromethane and could be cast into films from chloroform solution. Polyesters exhibited T 10 values in the range 430-455°C and Tg values were in the range 29-202°C. Dynamic mechanical storage modulus and maximum on transition of tan δ curve decreased with increased content of HPPDP in copolyesters. Importantly, the large difference between Tg and T 10 values offers the possibility to process these polyesters in the melt.

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“…This problem can sometimes be overcome by using a precursor monomer synthetic methodology. One of the approaches to improve solubility of the macromolecules without excessive loss of their high thermal stability is the introduction of flexible and bulky groups into the polymer backbone and using asymmetrically substituted monomers or pendent group [12][13][14][15]. If the bulky pendent groups be carefully chosen in the way that they exhibit high thermal stability because this approach generates a separation of chains and lowering the chain packing with a raise of free volumes, it is possible to promote solubility without sacrificing the thermal and mechanical properties to a great extent.…”

Section: Introductionmentioning

confidence: 99%

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

Mallakpour

Tirgir

2009

E-Polymers

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Abstract:Highly soluble and optically active aromatic polyesters (PE)s containing phthalimide and flexible chiral groups were prepared with moderate molecular weights by step-growth polymerization of diacid monomer containing pendant 4-[(2L)-phthalimidylpropanoylamino)benzoyl group with several aromatic diols, in a system of tosyl chloride, pyridine (Py) and N,N-dimethylformamide (DMF) to give a series of new optically active PEs with good yield and moderate inherent viscosity ranging from 0.28 to 0.48 dL/g. The aim of this work was to obtain novel optically active PEs that was more soluble in common organic solvents while maintaining the high thermal stability. All polymers derived from such a diacid and aromatic diols were highly organosoluble in solvents like N-methyl-2-pyrrolidinone, N,Ndimethylacetamide, DMF, Py, dimethyl sulfoxide. Thermogravimetric analysis data showed that these PEs are thermally stable, with 10% weight loss being recorded above 400 °C and showed good thermal stability associated with high glasstransition temperatures above 200 °C as measured by differential scanning calorimetry. All of the above polymers were characterized by FT-IR and specific rotation techniques and some of them were also characterized by 1 H-NMR and elemental analyses methods.

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Synthesis and characterization of novel polyesters derived from 4-aryl-2,6-bis(4-chlorocarbonyl phenyl) pyridines and various aromatic diols

Cited by 45 publications

References 23 publications

Fabrication of biodegradable poly(ester-amide)s based on tyrosine natural amino acid

Fabrication of biodegradable poly(ester-amide)s based on tyrosine natural amino acid

Processable aromatic polyesters based on bisphenol derived from cashew nut shell liquid: synthesis and characterization

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

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