Novel Optically Active Poly(amide-imide)s Derived from N-Trimellitylimido-L-Isoleucine and Different Diisocyanates

Mallakpour, Shadpour; Khani, Marziyeh

doi:10.1007/s00289-007-0802-9

Cited by 20 publications

(18 citation statements)

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“…The heterogeneous mixture was stirred for 1 h and then refluxed for 12 h. The solvent was removed under reduced pressure and to the residue a mixture of 100 mL/5 mL cold water/concentrated HCl was added. An off-white precipitate was formed, filtered off, washed several times with water, and dried to give 0.77 g (89%) of diimide-dicarboxylic acid (9). Recrystallization from methanol/water gave white crystals, m. p. 345 C. 1 …”

Section: Monomer Synthesis (Scheme 1)mentioning

confidence: 99%

“…Bis(4-trimellitimido phenoxy)phenyl triptycene (9). Into a 100-mL round-bottomed flask 0.50 g (1.07 £ 10 ¡3 mol) of bis(4-aminophenoxy)phenyl triptycene (7), 0.45 g (2.35 £ 10 ¡3 mol) of trimellitic anhydride (8), 20 mL of glacial acetic acid and a stirring bar were placed.…”

Section: Monomer Synthesis (Scheme 1)mentioning

confidence: 99%

“…[3][4][5][6] Thus, several type of copolyimides such as poly(amide-imide)s (PAI)s which possess desirable characteristics between polyamides and PIs such as high thermal stability and good mechanical properties as well as better processability have been developed. [7][8][9] Iptycenes are extensively employed in various applications because of their specific 3D scaffold in which arene rings are held together with a bicyclo [2,2,2]octane central unit (see Scheme 1 below). [10] When iptycene units are used in conjugated polymers, such polymers show high stability and amplified fluorescent character is playing a crucial role as a sensor for nitroaromatic explosives in the gaseous phase.…”

Section: Introductionmentioning

confidence: 99%

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High Thermally Stable and Organosoluble New Poly(amide-imide)s Derived from Bis(4-trimellitimido phenoxy)phenyl Triptycene

Rafiee

2015

Journal of Macromolecular Science, Part B

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A triptycene-containing dicarboxylic acid monomer, bis(4-trimellitimido phenoxy) phenyl triptycene, was successfully synthesized by refluxing the diamine, bis(4-aminophenoxy)phenyl triptycene with trimellitic anhydride in glacial acetic anhydride. A series of aromatic poly(amide-imide)s were prepared by condensation polymerization of the dicarboxylic acid monomer and seven different commercially available diamines. The resulting poly(amide-imide)s were soluble in various solvents, such as N-methyl-2-pyrrolidone, N,N-dimethylacetamide, N,Ndimethylformamide, dimethyl sulfoxide, and pyridine. The polymers were amorphous and had inherent viscosities in the range 0.40-0.67 dL/g. These polymers had low dielectric constants ranging from 2.09 to 2.18. The glass transition temperatures of these polymers were observed between 229 C and 277 C. These polymers showed good thermal stability without significant weight loss up to 500 C. The temperatures at 10% weight loss ranged from 512 C to 570 C in nitrogen. The UV-Vis absorption spectra revealed that most of the polymers had absorption maxima around 312-348 nm, indicating the conjugation between the aromatic rings and nitrogen atoms. Solvent cast films had tensile strengths from 75 to 108 Mpa, elongates at break of 7%-9% and tensile moduli of 1.7-2.0 Gpa, indicating they were strong materials.

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Section: Monomer Synthesis (Scheme 1)mentioning

confidence: 99%

Section: Monomer Synthesis (Scheme 1)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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High Thermally Stable and Organosoluble New Poly(amide-imide)s Derived from Bis(4-trimellitimido phenoxy)phenyl Triptycene

Rafiee

2015

Journal of Macromolecular Science, Part B

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“…They bring together the superior mechanical properties associated with amide groups and the high thermal stability determined by imide rings. These properties put PAIs at the top of the price and performance pyramid [4][5][6] . Among the PAIs, type of chiral is important polymers in macromolecular science because the majority of bioorganic molecules are chiral.…”

Section: Introductionmentioning

confidence: 98%

Design and Characterization of Chiral and Thermally Stable Nanostructure Poly(amide-imide)s Containing Different Trimellitylimido-Amino Acid-Based Diacids and 4,4′-Methylenebis(3-chloro-2,6-diethylaniline) Units

Mallakpour

Banihassan

2013

Polymer-Plastics Technology and Engineering

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In this study new chiral nanostructure poly(amide-imide)s (PAI)s were synthesized via direct polycondensation of different trimellitylimido-amino acid-based diacids and 4,4 0 -methylenebis(3-chloro-2,6-diethylaniline), using tetra-n-butylammonium bromide and triphenyl phosphite as a green media. The formation of these nanostructure PAIs was confirmed by 1 H-NMR, Fourier transform infrared spectroscopy, specific rotation, elemental analysis, X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM) and thermo gravimetric analysis techniques. The FE-SEM micrographs and XRD patterns showed that, the obtained PAIs are nanostructured with different shapes and noncrystalline polymers.

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“…This could be due to the formation of some cyclic polymers instead of linear polymers. Mallakpour and coworkers [155,156] reported on some of preparation of chiral PAIs via direct solution polycondensation of different aliphatic and aromatic diisocyanates with a chiral diacid monomer.…”

Section: Poly(amide-imide)smentioning

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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Novel Optically Active Poly(amide-imide)s Derived from N-Trimellitylimido-L-Isoleucine and Different Diisocyanates

Cited by 20 publications

References 3 publications

High Thermally Stable and Organosoluble New Poly(amide-imide)s Derived from Bis(4-trimellitimido phenoxy)phenyl Triptycene

High Thermally Stable and Organosoluble New Poly(amide-imide)s Derived from Bis(4-trimellitimido phenoxy)phenyl Triptycene

Design and Characterization of Chiral and Thermally Stable Nanostructure Poly(amide-imide)s Containing Different Trimellitylimido-Amino Acid-Based Diacids and 4,4′-Methylenebis(3-chloro-2,6-diethylaniline) Units

Advances in synthetic optically active condensation polymers - A review

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