Synthesis and reactivity ratios of regioisomeric vinyl‐1,2,3‐triazoles with styrene
Identifieur interne : 005C65 ( Main/Exploration ); précédent : 005C64; suivant : 005C66Synthesis and reactivity ratios of regioisomeric vinyl‐1,2,3‐triazoles with styrene
Auteurs : Michael Lartey ; Martijn Gillissen [Pays-Bas] ; Brian J. Adzima ; Kenichi Takizawa [Japon] ; David R. Luebke ; Hunaid B. Nulwala [États-Unis]Source :
- Journal of Polymer Science Part A: Polymer Chemistry [ 0887-624X ] ; 2013-08-15.
Descripteurs français
- Pascal (Inist)
- 1,2,3-Triazole(1-alkyl-4-vinyl) copolymère, 1,2,3-Triazole(1-benzyl-5-vinyl) copolymère, 1,2,3-Triazole(1-octyl-5-vinyl) copolymère, Copolymérisation radicalaire, Copolymérisation solution, Effet substituant, Etude comparative, Etude expérimentale, Isomère position, Rapport réactivité, Styrène copolymère, Triazole dérivé copolymère, Vinylique dérivé copolymère.
- Wicri :
- topic : Polymère.
English descriptors
- KwdEn :
- Chem, Chemical shift, Comparative study, Copolymer, Copolymerization, Differential refractometer, Electron density, Electronic effects, Electronic properties, Experimental study, Flash column chromatography, Further purification, Linear polystyrene standards, Long schlenk tube, Methyl, Methyl azide, Methyl iodide, Molecular weights, Monomer, Polymer, Polymer chain, Polymer chemistry, Polymer science, Position isomer, Radical copolymerization, Rapid commun, Reactivity ratio, Reactivity ratio values, Reactivity ratios, Regioisomeric monomers, Rstyrene, Signal peaks, Solution copolymerization, Steric, Steric effects, Styrene copolymer, Substituent effect, Triazole derivative copolymer, Triazoles, Vinyl derivative copolymer, Wiley periodicals.
- Teeft :
- Chem, Chemical shift, Copolymer, Copolymerization, Differential refractometer, Electron density, Electronic effects, Electronic properties, Flash column chromatography, Further purification, Linear polystyrene standards, Long schlenk tube, Methyl, Methyl azide, Methyl iodide, Molecular weights, Monomer, Polymer, Polymer chain, Polymer chemistry, Polymer science, Rapid commun, Reactivity ratio, Reactivity ratio values, Reactivity ratios, Regioisomeric monomers, Rstyrene, Signal peaks, Steric, Steric effects, Triazoles, Wiley periodicals.
Abstract
The free radical reactivity ratios between styrene and different vinyl‐1,2,3‐triazole regioisomeric monomers in 1,4‐dioxane at 65 °C have been established using nonlinear least square method. The results obtained for the reactivity ratio between regioisomers show exceptionally different polymerization behavior, highlighting the effects of the electronic and steric factors of these regioisomeric monomers. The experimental results highlight the effects of the electronic and sterics on the copolymerization behavior. In case of 1,4‐vinyl‐triazoles, it was found that without the steric effects, the reactivity is very similar to that of styrene and forms random copolymers. However, it was found that 1,5‐vinyl‐triazoles are more reactive than 1,4‐vinyl triazoles. In the case of styrene‐co‐1,4‐vinyl‐1,2,3‐triazoles, the reactivity ratios were calculated to be rstyrene: r1‐octyl‐4‐vinyl‐triazole = 1.97:0.54, rstyrene : r1‐benzyl‐4‐vinyl‐triazole = 1.62:0.50, and rstyrene: r1‐methyl‐4‐vinyl‐triazole = 0.90:0.87. On the other hand, reactivity ratios for styrene‐co‐1,5‐vinyl‐1,2,3‐triazoles were found to be rstyrene: r1‐octyl‐5‐vinyl‐triazole = 0.13:0.66 and rstyrene: r1‐benzyl‐5‐vinyl‐triazole = 0.34:0.49. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 3359–3364
Url:
DOI: 10.1002/pola.26723
Affiliations:
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Le document en format XML
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<front><div type="abstract">The free radical reactivity ratios between styrene and different vinyl‐1,2,3‐triazole regioisomeric monomers in 1,4‐dioxane at 65 °C have been established using nonlinear least square method. The results obtained for the reactivity ratio between regioisomers show exceptionally different polymerization behavior, highlighting the effects of the electronic and steric factors of these regioisomeric monomers. The experimental results highlight the effects of the electronic and sterics on the copolymerization behavior. In case of 1,4‐vinyl‐triazoles, it was found that without the steric effects, the reactivity is very similar to that of styrene and forms random copolymers. However, it was found that 1,5‐vinyl‐triazoles are more reactive than 1,4‐vinyl triazoles. In the case of styrene‐co‐1,4‐vinyl‐1,2,3‐triazoles, the reactivity ratios were calculated to be rstyrene: r1‐octyl‐4‐vinyl‐triazole = 1.97:0.54, rstyrene : r1‐benzyl‐4‐vinyl‐triazole = 1.62:0.50, and rstyrene: r1‐methyl‐4‐vinyl‐triazole = 0.90:0.87. On the other hand, reactivity ratios for styrene‐co‐1,5‐vinyl‐1,2,3‐triazoles were found to be rstyrene: r1‐octyl‐5‐vinyl‐triazole = 0.13:0.66 and rstyrene: r1‐benzyl‐5‐vinyl‐triazole = 0.34:0.49. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 3359–3364</div>
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