Synthesis of Upper Rim Functionalized Calixarene-Based Poly(norbornenes)

被引:4
作者
Abd-El-Aziz, Alaa S. [1 ]
Shipman, Patrick O. [1 ]
Pilfold, Jessica L. [1 ]
Shipley, Paul R. [1 ]
机构
[1] Univ British Columbia, Dept Chem, Kelowna, BC V1V 1V7, Canada
基金
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词
azo polymers; functionalization of polymers; ring-opening polymerization; MAIN-CHAIN; DISPERSE DYES; HEAVY-METALS; POLYMERS; COPOLYMERS; POLYMERIZATION; AZOCALIXARENES; CONFORMATIONS; COMPLEXATION; ADSORPTION;
D O I
10.1002/macp.200900588
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A modified synthesis of 25-allyl-26,27,28-trihydroxycalix[4]arene is reported. This calix[4]arene was utilized to prepare calix[4]arenes containing norbornene and calix[4]arene containing azo dyes and norbornene on their upper rims. The calixarene monomers were reacted with Grubbs' second generation catalyst to give poly(norbornenes) containing calixarenes. The poly(norbornenes) were determined to possess molecular weights between 45 100 and 116 200 with PDIs between 1.4 and 1.9. Thermal analysis showed that the azo dye containing polymers were less thermally stable than the non-azo dye containing polymers with decompositions beginning at 140 degrees C and 395 degrees C, respectively. The azo dye containing polymers displayed gimel(max) at 430 nm in THF solutions that underwent a bathochromic shift to 520 nm when acidified with HCl((g)), due to the formation of the azonium ion.
引用
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页码:996 / 1002
页数:7
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