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  

作　　者：Abdol-reza Hajipour Sakineh Habibi Arnold E.Ruoho 

机构地区：[1]Dept.of Pharmacology,University of Wisconsin,Medical School,Madison,53706-1532,WI,USA [2]Pharmaceutical Research Laboratory,College of Chemistry,Isfahan University of Technology,Isfahan 84156,IR Iran

出　　处：《Chinese Journal of Polymer Science》2010年第5期731-743,共13页高分子科学（英文版）

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).

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.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.

关 键 词：Condensation polymerization IONOPHORES Optically active Toxic heavy metals Polymeric calixarenes Thermal stability. 

分 类 号：O633.22[理学—高分子化学]