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Revisiting thiol-yne chemistry: Selective and efficient monoaddition for block and graft copolymer formation |
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| Authors: | Johannes K Sprafke Jason M Spruell Kaila M Mattson Damien Montarnal Alaina J McGrath Robert Pötzsch Daigo Miyajima Jerry Hu Allegra A Latimer Brigitte I Voit Takuzo Aida Craig J Hawker |
| Institution: | 1. Materials Research Laboratory, University of California, Santa Barbara, California, 93106
Johannes K. Sprafke and Jason M. Spruell contributed equally to this work.;2. Materials Research Laboratory, University of California, Santa Barbara, California, 93106 Department of Chemistry and Biochemistry, University of California, Santa Barbara, California, 93106;3. Materials Research Laboratory, University of California, Santa Barbara, California, 93106;4. Materials Research Laboratory, University of California, Santa Barbara, California, 93106 Leibniz Institute of Polymer Research Dresden, Hohe Strasse 6, 01069 Dresden, Germany;5. Materials Research Laboratory, University of California, Santa Barbara, California, 93106 Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656 Japan;6. Leibniz Institute of Polymer Research Dresden, Hohe Strasse 6, 01069 Dresden, Germany;7. Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656 Japan |
| Abstract: | The untapped potential of radical thiol-yne mono-addition chemistry is exploited to overcome the known limitations of thiol-ene chemistry in polymer coupling and block copolymer formation. By careful choice of alkyne, the reaction can selectively lead to the mono-addition product with efficiencies surpassing those achieved by traditional thiol-ene chemistry. This improvement is illustrated by the nearly quantitative synthesis of a variety of diblock and graft copolymers. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53, 319–326 |
| Keywords: | block copolymers click chemistry functionalization of polymers synthesis thiol-yne |