Journal
MACROMOLECULAR CHEMISTRY AND PHYSICS
Volume 213, Issue 2, Pages 205-214Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.201100377
Keywords
autoacceleration; azide; alkyne click reactions; kinetics (polym; ); self-healing materials
Categories
Funding
- DFG [BI 1337/8-1, SPP 1568, BI 1337/7-1]
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Systematic investigations on the Cu(I)-catalyzed click reaction between a three-arm star polymer and low-molecular-weight alkynes are described. Liquid trivalent alkynes (27) are reacted either with monovalent azidotelechelic polyisobutylene 1b ($ \overline M_{\rm n} $ = 1900 g mol-1, PDI = 1.3) in solution, or with the trivalent azidotelechelic polyisobutylene 1a ($ \overline M_{\rm n} $ = 4000 g mol-1, PDI = 1.3). A significant autoacceleration is observed leading to increased reaction rates of the mono-, di-, and trisubstituted alkynes. Reaction in the solvent-free state proved to be significantly faster than reaction in solution. Upon testing various Cu(I) catalysts, CuBr(PPh3)3, tripropargylamine 2 emerges as the ideal component for a room-temperature click reaction with the three-arm star polyisobutylene 1a.
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