The design of organoiron and organic polymers containing azo dyes and calixarenes

• Main Author: Shipman, Patrick Oliver
• Language: English
• Published: University of British Columbia 2010
• Online Access: http://hdl.handle.net/2429/18821

Organic azo dye polymers are prepared from the ring-opening metathesis polymerization of azo dye functionalized norbornenes. These polymers are examined for their trans-cis¬ isomeration, UV-visible properties, and their acid sensing capabilities. The organoiron polymers are prepared through polycondensation reactions between organoiron azo dye complexes and O-, S-, or N-containing dinucleophiles. These polymers are analyzed for their thermal and UV-visible properties. The synthesis and characterization of upper rim functionalized calix[4]arenes are described. Calix[4]arenes containing propanol groups on either the 5- or both the 5- and 11- positions were prepared. These calixarenes also contained either: phenolic, propoxy, or t-butyl-dimethyl-siloxy groups on the lower rim. These calixarenes were reacted with chloro-terminated organoiron carboxylic acid complexes to prepare metallocalix[4]arenes containing one, two, or four metal centres on their upper rims. The metallocalix[4]arenes were used to prepare calix[4]arene containing azo dyes, or ferrocenes. These metallocalix[4]arenes were also used to prepare organoiron based polycalixarenes. Organic polymers were also prepared from the organic upper rim propanol functionalized calix[4]arenes. The metallocalix[4]arenes were additionally studied for their electrochemical properties. The azo dye containing metallocalix[4]arenes were studied for their UV-visible properties and acid sensing capabilities. The polycalix[4]arenes were additionally studied through gel permeation chromatography, thermal gravimetric analysis and differential scanning calorimetry.