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Synthesis and characterization of novel thermally stable and optically active poly(amide‐imide)s derived from N,N′‐(4,4′‐diphthaloyl)‐bis‐L‐leucine diacid and aromatic diamines
Authors:Der‐Jang Liaw  Feng‐Chyuan Chang  Jui‐Hsiang Liu  Kun‐Li Wang  Khalil Faghihi  Kueir‐Rarn Lee  Juin‐Yih Lai
Affiliation:1. Department of Chemical Engineering, National Taiwan University of Science and Technology, Taipei, Taiwan;2. Department of Chemical Engineering, National Cheng Kung University, Tainan, Taiwan;3. Department of Chemical Engineering and Biotechnology, National Taipei University of Technology, Taipei, Taiwan;4. R&D Center for Membrane Technology, Chung‐Yuan Christian University, Chung‐Li, Taiwan, Republic Of China
Abstract:A new diacid containing optically active functional groups, N,N′‐(4,4′‐diphthaloyl)‐bis‐L ‐leucine diacid ( 3 ), was synthesized and used in a preparation of a series of poly(amide‐imide)s (PAIs) by direct polycondensation with various aromatic diamines in N‐methyl‐2‐pyrrolidinone (NMP). All polymers derived from diacid ( 3 ) were highly organosoluble in the solvents like N‐methyl‐2‐pyrrolidinone, N,N‐dimethylacetamide, N,N‐dimethylformamide, dimethyl sulfoxide, tetrahydrofuran, γ‐butyrolactone, cyclohexanone, and chloroform at room temperature or upon heating. Inherent viscosities of the PAIs were found to range between 0.34 and 0.61·dL g?1. All the PAIs afforded flexible and tough films. The glass‐transition temperatures of these PAIs were recorded between 212 and 237°C by differential scanning calorimetry, and the 10% weight loss temperatures were ranging from 372 to 393°C and 336–372°C under nitrogen and air, respectively. The polyimide films had a tensile strength in the range of 63–88 MPa and a tensile modulus in the range of 1.2–1.7 GPa. Optically active PAIs exhibited specific rotations in the range of ?10.58° to ?38.70°. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007
Keywords:chiral  polyimide  leucine  optical  synthesis
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