SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION

Khalil Faghihi; Meisam Shabanian; Atena Izadkhah

doi:10.1007/s10118-010-9104-z

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SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION

Papers | Updated：2021-06-21

- SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION
- Vol. 28, Issue 4, Pages: 589-596(2010)
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- DOI：10.1007/s10118-010-9104-z
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- Published：20 July 2010
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Khalil Faghihi, Meisam Shabanian, Atena Izadkhah. SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION[J]. 2010, 28(4): 589-596.
DOI：

Khalil Faghihi, Meisam Shabanian, Atena Izadkhah. SYNTHESIS AND CHARACTERIZATION OF OPTICALLY ACTIVE POLYAMIDES BASED ON 2-(1,3-ISOINDOLINEDIONE-2-YL)GLUTARIC ACID BY DIRECT POLYCONDENSATION[J]. 2010, 28(4): 589-596. DOI： 10.1007/s10118-010-9104-z.

摘要

Five new optically active polyamides (PAs) 6a-6e were prepared by direct polycondensation reaction of 2-(1

3-isoindolinedione-2-yl)-glutaric acid 4 as a new chiral diacid with various aromatic diamines 5a-5e in a medium consisting of triphenyl phosphite (TPP)

calcium chloride

pyridine (Py) and N-methyl-2-pyrrolidone (NMP). The polycondensation reaction produced a series of polyamids 6a-6e in quantitative yields with inherent viscosities of 0.26-0.39 dL/g. The resulting polymers were fully characterized by means of 1H-NMR

FT-IR spectroscopy

elemental analysis

inherent viscosity and specific rotation. Thermal properties of these polymers were investigated using thermal gravimetric analysis (TGA) and differential thermal gravimetry (DTG). Phthalimide rings as a bulky pendent group in the polymer chains disturb the interchain and intrachain interactions and make these PAs readily soluble in polar

aprotic solvents such as N

N-dimethyl acetamide (DMAc)

N-dimethyl formamide (DMF)

dimethyl sulfoxide (DMSO)

N-methyl-2-pyrrolidone (NMP) and sulfuric acid.

Abstract

Five new optically active polyamides (PAs) 6a-6e were prepared by direct polycondensation reaction of 2-(1

3-isoindolinedione-2-yl)-glutaric acid 4 as a new chiral diacid with various aromatic diamines 5a-5e in a medium consisting of triphenyl phosphite (TPP)

calcium chloride

FT-IR spectroscopy

elemental analysis

aprotic solvents such as N

N-dimethyl acetamide (DMAc)

N-dimethyl formamide (DMF)

dimethyl sulfoxide (DMSO)

N-methyl-2-pyrrolidone (NMP) and sulfuric acid.

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