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Cycloaddition Reactions and Dendritic Polymer Architectures – A Perfect Match
Author(s) -
Voit Brigitte,
Fleischmann Sven,
Komber Hartmut,
Scheel Arnulf,
Stumpe Katrin
Publication year - 2007
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.200750803
Subject(s) - cycloaddition , dendrimer , polymer , branching (polymer chemistry) , click chemistry , materials science , 1,3 dipolar cycloaddition , selectivity , polymer chemistry , chemistry , combinatorial chemistry , organic chemistry , catalysis
Summery: The potential of cycloaddition (CA) reactions for the synthesis of dendritic polymers is pointed out. The [4 + 2] Diels Alder cycloaddition as well as 1,3‐dipolar CA reactions including “click chemistry” are addressed, and the advantages of these reactions like high selectivity, thus high tolerance towards additional functionalities, high yields and synthesis under mild reaction conditions are highlighted. New perfectly branched dendrimers as well as hyperbranched polymers have been prepared and modified using the 1,3‐dipolar cycloaddition reaction of azines with alkynes. The 1,3‐dipolar CA reaction of bisazine with maleimides results in hyperbranched and thus, irregular and broadly distributed polymers though with a degree of branching of 100% due to special intermediate formation. The [4 + 2] Diels Alder cycloaddition was successfully applied for the synthesis of highly branched polyphenylene structures using the AB 2 + AB and the A 2 + B 3 approach. CA reactions are also very suitable for highly efficient polymer analogous reactions and thus, they can also be used to prepare complex polymer architectures like dendronized polymers.