Amphiphilic diblock copolymers from chiral monomers using Reversible Addition-Fragmentation chain Transfer (RAFT) polymerization

POLY 400

Jared Skey and Rachel K. O'Reilly, rko20@cam.ac.uk. Melville Laboratory for Polymer Synthesis, University of Cambridge, Lensfield Road, CB2 1EW, Cambridge, United Kingdom

Chiral amphiphilic diblock copolymers have been synthesised using Reversible Addition-Fragmentation Chain Transfer (RAFT) polymerisation techniques. The side chain functionality of these copolymers is the modified amino acid N-acryloyl-(L)-phenylalanine methyl ester which is synthesised from (L)-phenylalanine methyl ester and acryloyl chloride to afford vinyl functionalised monomers of high optical purity. This chiral monomer is readily and controllably polymerised using RAFT techniques to produce poly(acrylamide). It has also been demonstrated that controlled polymerisation of tBuA using RAFT techniques is achievable using a selection of initiators. Both the P(tBuA) and P(acrylamide) blocks undergo chain extension with acrylamide or tBuA respectively to produce well-defined diblock copolymers, with one optically active segment. The P(tBuA) block can be deprotected using established chemistries with no detrimental effect on structure or optical activity of the acrylamide block, to afford amphiphilic chiral diblock copolymers. This presentation will report the synthesis, characterisation and assembly of these novel amphiphilic block copolymers.

 

 

Synthetic and Biological Macromolecules for Emerging Nanotechnologies
6:00 PM-8:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Polymer Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007