title

تهیه پلی آمیدهای فعال نوری شامل L-فنیل آلانین، فتالیمید زنجیره جانبی با دی ایزوسیانات توسط انرژی ریزموج: مقایسه با حرارت معمولی

ملک پور, شادپور and سپهری, ساقی (1386) تهیه پلی آمیدهای فعال نوری شامل L-فنیل آلانین، فتالیمید زنجیره جانبی با دی ایزوسیانات توسط انرژی ریزموج: مقایسه با حرارت معمولی. Designed Monomers and Polymers ــ 11 (6). pp. 535-546. شاپا 1385-772X

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Official URL: https://www.tandfonline.com/doi/abs/10.1163/156855...


Title

Preparation of New Optically Active Polyamides Containing a L-Phenylalanine, Phthalimide Side-Chain via the Diisocyanate Route by Microwave Energy: Comparison With Conventional Heating

English Abstract

Phthalic anhydride was reacted with L-phenylalanine in N,N-dimethylformamide solution at refluxing temperature, which led to the formation of imide acid. Treatment of this imide acid with excess thionyl chloride gave acid chloride in high yield, which further reacted with 5-aminoisophthalic acid to yield (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid as a bulky chiral aromatic diacid monomer. The polycondensation reaction of this diacid with different aromatic and aliphatic diisocyanates such as 4,4�-methylene bis(4-phenylisocyanate), toluylene-2,4-diisocyanate, hexamethylene diisocyanate and isophorone diisocyanate was developed by two different methods: microwave-assisted and classical heating in the presence of N-methyl-2-pyrrolidone as a solvent. The polymerization reactions proceeded fast and produced a series of new optically active polyamides (PAs) with good yield and moderate inherent viscosity of 0.25–0.46 dl/g. The resulting PAs are optically active and thermally stable. All of the above compounds were fully characterized by means of FT-IR spectroscopy and specific rotation techniques and typical ones by 1H-NMR, elemental analysis and thermogravimetric analysis.

Item Type:Article
زبان سند : انگلیسی
نویسنده مسئول :شادپور ملک پور
نویسنده :ساقی سپهری
Additional Information:IF:0.517 Indexed in: ISI, Scopus
کلیدواژه ها (انگلیسی):Optically active polymers, L-phenylalanine, polyamides, microwave irradiation, diisocyanate route, green , chemistry
Subjects:QV pharmacology > QV 744 Medicinal Chemistry
Divisions:School of Pharmacy > Department of Medicinal Chemistry
ID Code:12818
Deposited By: ساقی سپهری
Deposited On:23 Jan 1399 13:40
Last Modified:23 Jan 1399 13:40

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