Synthesis and characterization of new soluble and thermally stable aromatic poly(amide-imide)s based on N-[3,5-bis(N-trimellitoyl)phenyl]phthalimide

Behniafar, Hossein; Banihashemi, Ahmad

doi:10.1016/j.eurpolymj.2004.02.006

Cited by 50 publications

(25 citation statements)

References 16 publications

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“…According to this reaction mechanism, the condensation reaction proceeds with a virtually complete configuration inversion. This accounts for the different behaviour observed between 9-methyl-9-azabicyclo[3.3.1]nonan-3α and β-ols (13,12) and between 8-methyl-8-azabicyclo[3.2.1]octan-3α and β-ols (10,11). In this case, starting from 3-α-tropanol (10) the β-phthalimide (2) was obtained as a result of an S2N type displacement in the oxyphosphonium salt.…”

Section: Chemistrymentioning

confidence: 93%

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Synthesis, structural and conformational study of selected N-substituted phthalimides

et al. 2005

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This paper synthesizes N -substituted phthalimides derived from nitrogen heterocycles as potential 5-HT 4 ligands by using the Mitsunobu reaction. Conformational studies of some of the new compounds have been conducted using 1 H and 13 C-NMR spectroscopy. Proton and carbon resonances were achieved through the application of onedimensional selective NOE, two-dimensional NMR techniques -homonuclear COSY-45, NOESY and heteronuclear 1 H-13 C HMQC correlated spectroscopy-and double resonance experiments. The crystal structure of compound 1 was determined by X-ray diffraction.

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Section: Chemistrymentioning

confidence: 93%

“…Imides synthesis is of widespread interest as several derivatives of this heterocyclic unit have been found to possess important applications in biology [1][2][3][4][5][6][7], synthetic [8][9][10] and polymer chemistry [11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structural and conformational study of selected N-substituted phthalimides

et al. 2005

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“…They are well known as a class of commercially important thermal stable polymers. They show excellent physical and chemical properties, and oxidative stability that make them practical as high performance materials for advanced technologies [1][2][3][4]. Also PAs are useful biomaterials owing to their biodegradability and good mechanical strength [5].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and degradation study of novel polyamides derived from a biologically active aromatic diacid monomer 5-(2-phthalimidoethanesulfonamido) isophthalic acid

et al. 2012

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In this study, 5-(2-phthalimidoethanesulfonamido) isophthalic acid (6) as a bioactive diacid monomer derived from taurine was successfully synthesized in three steps. The direct polycondensation reactions of this diacid monomer with several aromatic and aliphatic diisocyanates were carried out under conventional heating. All of the polyamides (PAs) were characterized by Fourier transform infrared (FT-IR), proton nuclear magnetic resonance ( 1 H NMR) and elemental analyses methods. The thermal stability of the resulting PAs was evaluated with thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) techniques under a nitrogen atmosphere. The dehydrogenase activities of treated soils with obtained compounds were also studied. The results showed that the dehydrogenase activity of treated soils with obtained compounds was 2-3 times higher than control soil, indicating that the abundance and activity of the microbial communities in the treated soils were enhanced by the presence of monomers and obtained polymers. This may show biodegradability of polymers under soil burial in natural environments and non-toxic behavior of compounds for soil microorganisms.

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“…Poly(amideimide) (PAI) is a typical example of copolymerization, which has the property advantages of both polyamides and polyimides and thus possesses thermal stability balanced with processability. [6][7][8][9][10] These copolymers such as PAIs can be synthesized from various aromatic monomers containing anhydride, carboxylic acid, and aromatic diamine by condensation. [11][12][13][14][15][16][17][18] Polymers containing photosensitive moieties such as cinnamate, chalcone, coumarine, dibenzalacetone and their derivatives both in main chain or side chain [19][20][21][22][23][24][25][26][27][28][29][30][31][32] have attracted great interest because of their potential use in various applications, the foremost of these including devices for optical data storage, 33 photoresists, 34 and photolithographic assemblies.…”

Section: Introductionmentioning

confidence: 99%

Novel thermally stable poly(amide-imide)s containing dibenzalacetone moiety in the main chain: Synthesis and characterization

2010

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A new-type of dicarboxylic acid 6 was synthesized from a reaction of 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one 4 with trimellitic anhydride 5 in a glacial acetic acid/pyridine (Py) solution at refluxing temperature. Eight novel thermally stable poly(amide-imide)s (PAIs) 8a-h with good inherent viscosities were synthesized from a direct polycondensation reaction of N,N'-(1,5-bis(4-aminophenyl)penta-1,4-dien-3-one)bistrimellitimide 6 with several aromatic diamines 7a-h through direct polycondensation using the N-methyl-2-pyrrolidone (NMP)/pyridine (py)/ triphenyl phosphite (TPP) system as a condensation agent. All the above polymers were fully characterized by 1 H NMR, FTIR, elemental analysis, inherent viscosity, solubility tests, UV-vis spectroscopy, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and the derivative of thermaogravimetric (DTG). The resulting poly(amide-imide)s (PAIs) 8a-h showed good inherent viscosities (0.41-0.70 dL/g), good thermal stability and solubility.

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Synthesis and characterization of new soluble and thermally stable aromatic poly(amide-imide)s based on N-[3,5-bis(N-trimellitoyl)phenyl]phthalimide

Cited by 50 publications

References 16 publications

Synthesis, structural and conformational study of selected N-substituted phthalimides

Synthesis, structural and conformational study of selected N-substituted phthalimides

Synthesis and degradation study of novel polyamides derived from a biologically active aromatic diacid monomer 5-(2-phthalimidoethanesulfonamido) isophthalic acid

Novel thermally stable poly(amide-imide)s containing dibenzalacetone moiety in the main chain: Synthesis and characterization

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