Synthesis and characterization of highly soluble and thermally stable new polyimides based on 3,5-diamino benzoyl amino phenyl-14H-dibenzo[a,j]xanthene

Rafiee, Zahra; Khalili, Sedigheh

doi:10.1007/s00289-013-0964-6

Cited by 13 publications

(8 citation statements)

References 17 publications

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“…These investigations have involved three major structural modifications: incorporation of thermally stable but flexible or unsymmetrical linkages in the backbone, introduction of large polar or non-polar pendant substituents to the polymer chain, and disruption of symmetry and recurrence of regularity through copolymerization. [6][7][8][9][10][11][12] Imidazole ring is one of the most important substructures among the numerous classes of nitrogen-containing heterocyclic compounds and are widely found in a large number of natural products and pharmacologically active compounds. [13,14] Triaryl imidazole compounds have attracted significant interest because of their widespread biological activities such as herbicidal, [15] fungicidal, [16] and anti-inflammatory activities [17] and their use in synthetic chemistry.…”

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of polyimides containing triaryl imidazole side groups

Rafiee

Rasekh

2016

Polymers for Advanced Techs

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A novel triaryl imidazole‐containing diamine, 3,5‐diamino‐N‐(4‐(4,5‐diphenyl‐1H‐imidazol)phenyl)benzamide, was successfully synthesized via the condensation of 4‐(4,5‐diphenyl‐1H‐imidazol)benzenamine and 3,5‐dinitrobenzoyl chloride, followed by reduction of the dinitro compound. A series of new aromatic polyimides with pendent triaryl imidazole moieties were prepared from the reaction of this diamine with various tetracarboxylic dianhydrides by a conventional two‐step polymerization process via thermal and chemical imidizations. The polyimides were obtained in quantitative yields with inherent viscosities of 0.21–0.44 dL/g. All the polymers are readily soluble in polar organic solvents. Flexible and strong films of polyimides were obtained by solution casting. The glass transition temperature of these polymers was in the range of 261–264°C. They were fairly stable up to a temperature around 300°C and lost 10% weight at 408°C under nitrogen. The ultraviolet–visible absorption spectra showed that all of the polymers had absorption maxima around 320 nm with a fluorescence emission maxima around 388–407 nm in N‐methyl‐2‐pyrrolidinone solution. Cyclic voltammograms of the polyimides revealed an oxidation wave with a peak around 1.7 V. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

Preparation and characterization of polyimides containing triaryl imidazole side groups

Rafiee

Rasekh

2016

Polymers for Advanced Techs

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“…A potential NLO polymer must contain highly polarizable conjugated electronic systems constituted by electron donor and acceptor moieties, and has to be mechanically very strong and thermally stable with a high glass-transition temperature (T g ). In the synthesis of NLO polymers for electro-optic device applications, stabilization of electrically induced dipole alignment is one of important considerations, and several approaches to minimize the randomization have been proposed, such as the use of cross-linked systems [13][14][15][16][17][18][19][20][21], the utilization of polymers with high T g polyimides [22][23][24][25][26][27][28][29], and H-shape polymers [30]. Various polyesters with NLO chromophores in the main chain [31,32] or side chain [33,34] have been prepared and their NLO properties studied.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and electro-optic properties of novel X-type polyester containing dioxynitrobenzylidenecyanoacetate with highly enhanced thermal stability of dipole alignment

Choe

Lee

2015

Polym. Bull.

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Novel X-type polyester 5 containing 5-nitro-2,4-dioxybenzylidenecyanoacetate groups as nonlinear optical (NLO) chromophores, which constitute parts of the polymer backbone, was prepared and characterized. Polyester 5 is soluble in common organic solvents such as N,N-dimethylformamide and acetone. Polymer 5 shows a thermal stability up to 280°C from thermogravimetric analysis with glass-transition temperature obtained from differential scanning calorimetry of near 116°C. The second harmonic generation (SHG) coefficient (d 33 ) of poled polymer film at the 1064 nm fundamental wavelength is 1.78 pm V -1 . The dipole alignment exhibits a thermal stability even at 4°C higher than glass-transition temperature (T g ), and no significant SHG decay is observed below 120°C due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

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“…However, the technological applications of PIs are limited associated with infusibility and insolubility, which were caused by the highly regular and rigid polymer backbones and the formation of intermolecular hydrogen bonding, resulting in their poor processability. To overcome these drawbacks, structural modifications of the polymer backbone, such as the introduction of pendent bulky, packing‐disruptive groups into the polymer backbone, have been made to modify the polymer properties, either by lowering the interaction or by reducing the stiffness of the polymer backbone …”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of thermally stable polyimides bearing pendent fluorene moieties

Rafiee

Golriz

2014

Polym. Adv. Technol.

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A new diamine monomer containing fluorene unit, 3,5-diamino-N-(9H-fluoren-2-yl)benzamide was successfully synthesized via the condensation of 2-aminofluorene and 3,5-dinitrobenzoyl chloride and subsequent reduction of the dinitro compound. A series of novel aromatic polyimides having pendent fluorenamide moieties were prepared from the reaction of the diamine monomer and various tetracarboxylic dianhydrides by a conventional two-step polymerization process. The polyimides were obtained in quantitative yields with inherent viscosities of 0.33-0.44 dl/g. The resulting polymers dissolved in N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, N, N-dimethylformamide, and dimethyl sulfoxide. The glass transition temperature of these polymers was in the range of 261-289°C. They were fairly stable up to a temperature around 450°C and lost 10% weight in the range of 498-556°C in nitrogen. The UV-vis absorption spectra showed that all of the polymers had absorption maxima around 320 nm. Cyclic voltammograms of the polyimides revealed an oxidation wave with a peak around 1.3 V.

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Synthesis and characterization of highly soluble and thermally stable new polyimides based on 3,5-diamino benzoyl amino phenyl-14H-dibenzo[a,j]xanthene

Cited by 13 publications

References 17 publications

Preparation and characterization of polyimides containing triaryl imidazole side groups

Preparation and characterization of polyimides containing triaryl imidazole side groups

Synthesis and electro-optic properties of novel X-type polyester containing dioxynitrobenzylidenecyanoacetate with highly enhanced thermal stability of dipole alignment

Synthesis and properties of thermally stable polyimides bearing pendent fluorene moieties

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