Shipman, Patrick O., et al. “Homo- and Co-Polymers of Norbornene Containing Aryl- and Hetaryl-Azo Dyes; Synthesis and Sensing Properties”. Macromolecular Chemistry and Physics, vol. 210, no. 24, 2009, pp. 2099-06, https://doi.org/10.1002/macp.200900350.

Genre

  • Journal Article
Contributors
Author: Shipman, Patrick O.
Author: Aly, Shawkat
Author: Boden, Britta N.
Author: Shipley, Paul R.
Author: Harvey, Pierre D.
Author: Abd-El-Aziz, Alaa S.
Date Issued
2009
Abstract

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 λmax = 417 nm while the hetaryl-azo dye containing homopolymers displayed λmax = 495 nm. The copolymers displayed a λmax 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 NH3(g). This process was repeated several times without disintegration of the polymer film, indicating that these polymers may be useful as reusable acid sensors.

Note

Department of Chemistry, The University of British Columbia Okanagan, Kelowna, BC, Can.

Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.; Section Code: 79-6; CODEN: MCHPES; CAS Registry Numbers: 1209496-33-2P; 1209496-34-3P; 1209496-35-4P Role: ARG (Analytical reagent use), SPN (Synthetic preparation), ANST (Analytical study), PREP (Preparation), USES (Uses) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes); 172222-30-9 (Grubbs' catalyst) Role: CAT (Catalyst use), USES (Uses) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes); 1209496-30-9P; 1209496-31-0P; 1209496-32-1P Role: PRP (Properties), RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes); 92-50-2 (2-(Ethylphenylamino)ethanol); 93-90-3 (2-(Methylphenylamino)ethanol); 94-45-1 (2-Amino-6-ethoxybenzothiazole); 104-94-9 (4-Methoxyaniline); 120-74-1 (2-Norbornene-5-carboxylic acid) Role: RCT (Reactant), RACT (Reactant or reagent) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes); 88580-92-1P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes)

Source type: Electronic(1)

Language

  • English

Subjects

  • sensing
  • Azo dyes
  • norbornene
  • synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes)
  • Polymerization (metathetic, ring-opening
  • pH (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes)
  • aryl
  • hetaryl
  • Diazotization
  • azo
  • polymer
  • dye
  • Polymers Role: ARG (Analytical reagent use), SPN (Synthetic preparation), ANST (Analytical study), PREP (Preparation), USES (Uses) (synthesis and pH sensing properties of homo- and co-polymers of norbornene contg. aryl- and hetaryl-azo dyes)
Page range
2099-2106
Host Title
Macromolecular Chemistry and Physics
Host Abbreviated Title
Macromol. Chem. Phys.
Volume
210
Issue
24
ISSN
1022-1352

Department