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Homo‐ and Co‐Polymers of Norbornene Containing Aryl‐ and Hetaryl‐Azo Dyes; Synthesis and Sensing Properties
Author(s) -
AbdElAziz Alaa S.,
Shipman Patrick O.,
Shipley Paul R.,
Boden Britta N.,
Aly Shawkat,
Harvey Pierre D.
Publication year - 2009
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200900350
Subject(s) - norbornene , romp , polymer chemistry , copolymer , polymer , bathochromic shift , aryl , polymerization , monomer , ring opening metathesis polymerisation , aqueous solution , glass transition , materials science , chemistry , metathesis , organic chemistry , fluorescence , physics , alkyl , quantum mechanics
A series of polynorbornene homo‐ and copolymers containing aryl‐ and/or hetaryl‐azo dyes were prepared through ring‐opening metathesis polymerization (ROMP). Thermal studies indicated that the polymers were thermally stable up to 250 °C, and possessed glass transition temperatures ranging from 93 to 133 °C. In THF solutions, the aryl‐azo dye containing homopolymers, displayed λ max = 417 nm while the hetaryl‐azo dye containing homopolymers displayed λ max = 495 nm. The copolymers displayed a λ max that encompassed both the aryl‐ and hetaryl‐azo dye range. The monomers and polymers showed bathochromic shifts in solution when acidified. The polymers were cast into films that changed colour in the presence of both aqueous 1.2 M HCl or HCl (g) . The colour change reverses when exposed to aqueous 1.2 M NaOH or NH 3(g) . This process was repeated several times without disintegration of the polymer film, indicating that these polymers may be useful as reusable acid sensors.