4 years ago

A Simple Post-Polymerization Modification Method for Controlling Side-Chain Information in Digital Polymers

A Simple Post-Polymerization Modification Method for Controlling Side-Chain Information in Digital Polymers
Abdelaziz Al Ouahabi, Salomé Poyer, Jean-François Lutz, Laurence Charles, Niklas Felix König
A three-step post-polymerization modification method was developed for the design of digitally encoded poly(phosphodiester)s with controllable side groups. Sequence-defined precursors were synthesized, either manually on polystyrene resins or automatically on controlled pore glass supports, using two phosphoramidite monomers containing either terminal alkynes or triisopropylsilyl (TIPS) protected alkyne side groups. Afterwards, these polymers were modified by stepwise copper-catalyzed azide–alkyne cycloaddition (CuAAC). The terminal alkynes were first reacted with a model azide compound, and after removal of the TIPS groups, the remaining alkynes were reacted with another organic azide. This simple method allows for quantitative side-chain modification, thus opening up interesting avenues for the preparation of a wide variety of digital polymers. 0-1-1-0-1…: In digital polymers, binary information is written using two comonomers that have slightly different molecular structures and are defined as 0 and 1 bits, respectively. A simple stepwise modification method is described that can be used to tune the molecular structures of the bits after polymerization.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702384

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