SYNTHESIS AND CHARACTERIZATION OF NOVEL OPTICALLY ACTIVE POLY(AMIDE-IMIDE)S AND POLY(ESTER-IMIDE)S CONTAINING CALIX[4]ARENE AND AMINO ACID UNITS WITH BINDING ABILITY TOWARDS ALKALI METAL AND TOXIC HEAVY METAL CATIONS
SYNTHESIS AND CHARACTERIZATION OF NOVEL OPTICALLY ACTIVE POLY(AMIDE-IMIDE)S AND POLY(ESTER-IMIDE)S CONTAINING CALIXARENE AND AMINO ACID UNITS WITH BINDING ABILITY TOWARDS ALKALI METAL AND TOXIC HEAVY METAL CATIONS作者机构:Dept.of PharmacologyUniversity of WisconsinMedical SchoolMadison53706-1532WIUSA Pharmaceutical Research LaboratoryCollege of ChemistryIsfahan University of TechnologyIsfahan 84156IR Iran
出 版 物:《Chinese Journal of Polymer Science》 (高分子科学(英文版))
年 卷 期:2010年第28卷第5期
页 面:731-743页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 0817[工学-化学工程与技术] 08[工学] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 0805[工学-材料科学与工程(可授工学、理学学位)] 0703[理学-化学]
基 金:supported by the Isfahan University of Technology(IUT) IR Iran(ARH) and grant GM 33138 (AER) from the national Institute of health USA and center of Excellency in chemistry research(IUT)
主 题:Condensation polymerization Ionophores Optically active Toxic heavy metals Polymeric calixarenes Thermal stability.
摘 要:A novel calix[4]arene derivative 2 with amino functional groups at the lower rim was first prepared via introduction of nitro functional groups and amination of the dinitro derivative of calix[4]arene. The optically active monomers were synthesized by dehydration of L-leucine (and L-isoleucine) and 3,3',4,4'-benzophenonetetracarboxylic- 3,3',4,4'-dianhydride (3) followed by reaction with thionyl chloride to form 5a and 5b. Two methods, polymerization under microwave irradiation and solution polymerization in CH2Cl2/TEA, were then employed to carry out the condensation polymerization of 2 with the optically active monomers 5a and 5b, respectively. The polymerization conditions affected the kind of resulting polymers, poly(amide-imide)s (PAIs) 6a and 6b and poly(ester-imide)s (PEIs) 6a' and 6b' were obtained selectively in good yields and moderate inherent viscosities. Sorption-extraction experiments were carried out using cram picrate extraction method and verified good binding ability of the resulting calixarene-based polymers towards silver, alkali metal and toxic heavy metal cations. Also thermogravimetric analysis indicated that the resulting PAIs and PEIs were thermally stable.