Poly(imide-amide)s and poly(imide-esters)s based on silarylene units containing (l)-alanine moiety: synthesis and characterization

Tagle, L. H.; Terraza, Claudio A.; Villagra, H.; Tundidor‐Camba, Alain

doi:10.1007/s00289-011-0507-y

Cited by 17 publications

(26 citation statements)

References 15 publications

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“…29 Si NMR showed the signal corresponding to the Si atom bonded to four aromatic rings at about -15 ppm, which has been described in previous works for silylated compounds. [13][14] Table 1. Solubility of PIAs.…”

Section: Resultsmentioning

confidence: 99%

“…Synthesis of monomers and PIAs For both PIAs it was possible to see in the IR the replacement of the broad band corresponding to the OH groups of the diacids for a narrower signal attributed to the N-H amide stretching. 13 C NMR spectra showed three signals corresponding to the carbonyl groups: one for the C=O stretching of the naphthalimidyl group and two for the diamides, which are not equivalent. 29 Si NMR showed the signal corresponding to the Si atom bonded to four aromatic rings at about -15 ppm, which has been described in previous works for silylated compounds.…”

Section: Resultsmentioning

confidence: 99%

“…On the other hand, in the 1 H NMR spectra it was possible to see the pattern corresponding to the aromatic hydrogens of the 1,8-naphthalene disubstituted ring: about 7.8 ppm for the meta-hydrogens, about 8.4 ppm for the orto-hydrogens and about 8.5 ppm for the para-hydrogens, all of them with respect to the carbonyl groups. 13 C NMR results show the signals corresponding to the three kind of C=O groups, one of the imide group and two for the magnetically nonequivalent acids. These last signals appear to lower field respect to the imide carbonyl carbon.…”

Section: Resultsmentioning

confidence: 99%

“…1 H, 13 C and 29 Si NMR spectra were carried out on a 400 MHz instrument (Bruker AC-200) using DMSO-d 6 , CDCl 3 or acetone-d 6 as solvents and TMS as the internal standard. Viscosimetric measurements were made in a Desreux-Bischof type dilution viscosimeter at 25 °C (c = 0.3 g/dL).…”

Section: Instrumentationmentioning

confidence: 99%

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Silicon-Containing Poly(imide-Amides) Derived From Aliphatic Diacids With Naphathalimidyl Side Groups: Synthesis and Thermal Studies

Tagle

Terraza

Tundidor‐Camba

et al. 2013

J. Chil. Chem. Soc.

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Poly(imide-amides) (PIAs) were obtained from aspartic and glutamic acids containing both a 1,8-naphthlimidyl side group and the diamine bis(4-aminophenyl) diphenylsilane, according to the Yamazaki method and characterized by elemental analysis, optical activity, IR and 1 H, 13 C and 29 Si NMR spectroscopy. PIAs were soluble at room temperature in common aprotic polar solvents (DMSO, DMAc, DMF, NMP) and in other of lower polarity but low boiling point (CHCl 3 , THF) after heating. The inherent viscosity values were low, which was indicative of low molecular weight species of oligomeric nature. The Tg values were relatively high considering the aliphatic nature of the diacids and the bulky side groups, which cause an impediment to the rotation. It is possible to suppose a weak hydrogen bond interaction between the NH groups of the amide and the carbonyl groups of the imide. When the Tg of both PIAs was compared, it was possible to see a decrease when the main chain was increased in one -CH 2 -group. PIAs were not thermostable but the TDT values were relatively high considering the aliphatic nature of the diacid moiety, being PIA-As more thermostable than PIA-Gl with a longer aliphatic chain. Both PIAs showed a similar optical behavior and high transparence at 450 nm, which can be explained by the aliphatic character of the diacid moiety.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Instrumentationmentioning

confidence: 99%

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Silicon-Containing Poly(imide-Amides) Derived From Aliphatic Diacids With Naphathalimidyl Side Groups: Synthesis and Thermal Studies

Tagle

Terraza

Tundidor‐Camba

et al. 2013

J. Chil. Chem. Soc.

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show abstract

“…To overcome these drawbacks, modifications of the PIs structure are often used, for example, introducing kinked and flexible bridging units, nonsymmetrical structures, or bulky substituents into the polymer backbones. In addition, various copolymers have been developed and reported, among them poly (amide-imide)s (PAI)s, whose amide groups can improve the solubility [13]. PAIs have a property between aromatic polyamides and PIs.…”

Section: Introductionmentioning

confidence: 99%

Nanostructure Formation in Chiral Poly(amide-Imide)s Based on Dopamine Moiety and N-Trimellitylimido-L-Amino Acids in the Main Chain

Mallakpour

Zadehnazari

2012

J. Chil. Chem. Soc.

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Nanostructured poly(amide-imide) (PAI) materials have been produced by polymerizing a diamine monomer, 3,5-diamino-N-(3,4-dihydroxyphenethyl) benzamide, with four trimellitic anhydride-derived, imide ring-preformed chiral amino acid-based dicarboxylic acids. Polycondensation reactions were carried out in the presence of small amount of molten tetrabutylammonium bromide as a green molten salt medium and triphenyl phosphite as the activator by classical heating method. Field emission scanning electron microscopy micrographs showed that the prepared polymers are assembled by spherical particles, which are distributed uniformly and randomly, having nano-sized diameter ranged between 46-54 nm. According to X-ray diffraction patterns, all of PAIs are amorphous. They show excellent solubility in a variety of amide polar solvents and even in less polar solvents such as m-cresol and pyridine. The obtained PAIs were also characterized by Fourier transform infrared spectroscopy, 1 H NMR, elemental, and thermogravimetric analysis techniques. The effect of ultrasound on the morphology of polymers was also investigated. This study confirmed that the size of polymer particles was decreased and the shape of them was also changed.

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Synthesis and characterization of green membranes polyimide/titania bionanocomposites containing amino acid and benzimidazole moieties for gas transport properties

Ahmadizadegan

Ranjbar

Esmaielzadeh

2017

Polymer Engineering & Sci

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In the presented study, the synthesis and full characterization of four different new diamine and polyimides derived from amino acids, including isoleucine (Ile), valine (Val), methionine (Met), phenylalanine (Phe) and benzimidazole fractions in the structure of pendant group is presented. The polymerization reactions of these monomers provided a series of new optically active polyimides (PIs) with inherent viscosities in the range of 0.68-0.98 dL g 21 . The obtained polymers were characterized by Fouriertransform infrared spectroscopy, specific rotation measurements, and the representative of them by proton nuclear magnetic resonance, gel permeation chromatography and elemental analysis techniques. The new diamine monomer containing L-isoleucine is employed as a key monomer for the sol-gel fabrication of a series of PI/titania nanohybrid films with various titania percentages. The special design of diamine monomer containing bulky pendant group increased the flexibility of resulted PIs. On the other hand, the ability to construct strong organic/inorganic H-bond lattice has led to the effective surrounding of titania by PI grounds and thus the well-dispersed quite spherical NPs were created via a sol-gel procedure.

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Poly(imide-amide)s and poly(imide-esters)s based on silarylene units containing (l)-alanine moiety: synthesis and characterization

Cited by 17 publications

References 15 publications

Silicon-Containing Poly(imide-Amides) Derived From Aliphatic Diacids With Naphathalimidyl Side Groups: Synthesis and Thermal Studies

Silicon-Containing Poly(imide-Amides) Derived From Aliphatic Diacids With Naphathalimidyl Side Groups: Synthesis and Thermal Studies

Nanostructure Formation in Chiral Poly(amide-Imide)s Based on Dopamine Moiety and N-Trimellitylimido-L-Amino Acids in the Main Chain

Synthesis and characterization of green membranes polyimide/titania bionanocomposites containing amino acid and benzimidazole moieties for gas transport properties

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