Ambient temperature synthesis of triblock copolymers via orthogonal photochemically and thermally induced modular conjugation

Glassner, M., Oehlenschlaeger, K. K., Gruendling, T., & Barner-Kowollik, C. (2011) Ambient temperature synthesis of triblock copolymers via orthogonal photochemically and thermally induced modular conjugation. Macromolecules, 44(12).

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Abstract

A strategy for the modular ambient temperature synthesis of ABA and ABC triblock copolymers via a combination of photoinduced Diels-Alder reactions with thermal Diels-Alder reactions and azide-alkyne click chemistry is reported. Polystyrene (PS) and PMMA (PMMA) with α-2,5-dimethylbenzophenone and ω-cyclopentadienyl or ω-azide end-functionality were prepared via atom transfer radical polymerization (ATRP) and subsequent transformation of the bromine end-group. The phototriggered conjugation reaction proceeds via an in situ formation of highly reactive o-quinodimethanes. Maleimide-capped poly(tert-butyl acrylate) obtained via ATRP was employed as dienophile. Alkyne and maleimide functionalized poly(ethylene glycol) (PEG) were synthesized by esterification of monomethoxy PEG. PtBA-b-PMMA-b-PtBA and PtBA-b-PS-b-PtBA were successfully prepared in a one-pot reaction at ambient temperature combining photoinduced and thermal Diels-Alder reactions. ABC triblock copolymers (PtBA-b-PS-b-PEG) with narrow polydispersities were obtained via the combination of photoinduced Diels-Alder reactions with thermal Diels-Alder reactions as well as CuAAc chemistry. The polymers were characterized by size exclusion chromatography and 1H NMR spectroscopy. © 2011 American Chemical Society.

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ID Code: 99271
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :40
Export Date: 5 September 2016
CODEN: MAMOB
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany; email: christopher.barner-kowollik@kit.edu
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Keywords: ABC triblock copolymers, Ambient temperatures, Click chemistry, Cyclopentadienyls, Diels-Alder reaction, Dienophiles, End groups, End-functionality, Functionalized, H NMR spectroscopy, In-situ formations, Maleimides, One-pot reaction, Photo-induced, Poly(tert-butyl acrylate), Thermally induced, Acetylene, Block copolymers, Bromine, Copolymerization, Ethylene, Free radical reactions, Functional polymers, Gel permeation chromatography, Glycols, Nuclear magnetic resonance spectroscopy, Organic polymers, Polydispersity, Polyethylene glycols, Polyethylene oxides, Polystyrenes, Size exclusion chromatography, Synthesis (chemical), Temperature, Atom transfer radical polymerization
DOI: 10.1021/ma2010052
ISSN: 00249297
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 05 Oct 2016 01:59

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