Jump to main content
Jump to site search

Issue 2, 2010
Previous Article Next Article

Synthesis of well-defined primary amine-based homopolymers and block copolymers and their Michael addition reactions with acrylates and acrylamides

Author affiliations

Abstract

A series of well-defined primary amine-based AB diblock copolymers were synthesised via atom transfer radical polymerisation (ATRP) using 2-aminoethyl methacrylate hydrochloride (AMA), with the other block comprising the following comonomers: 2-(diisopropylamino)ethyl methacrylate (DPA), 2-hydroxypropyl methacrylate (HPMA) and 2-(methacryloyloxy)ethyl phosphorylcholine (MPC). These copolymers were prepared with reasonably narrow polydispersities (Mw/Mn ≈ 1.1–1.4) in either 80 : 20 or 95 : 5 2-propanol–water mixtures at 50 °C using a 2-(N-morpholino)ethyl isobutyryl bromide initiator. The chain extension efficiency of PAMA was also investigated using a further charge of AMA. Unfortunately, such ‘self-blocking’ was problematic due to both catalyst deactivation and termination of the living chain ends. Nevertheless, low polydispersity all-methacrylic diblock copolymers were obtained in high yields via sequential monomer addition, provided that AMA was used as the second monomer in such syntheses. PAMA49 homopolymer and selected PAMA-based copolymers were reacted with various acrylates and acrylamides in aqueous solution at pH 9, with mean degrees of functionalisation being determined by 1H NMR spectroscopy. This facile Michael addition chemistry provides access to a library of novel functional water-soluble homopolymers and diblock copolymers.

Graphical abstract: Synthesis of well-defined primary amine-based homopolymers and block copolymers and their Michael addition reactions with acrylates and acrylamides

Back to tab navigation

Publication details

The article was received on 27 Oct 2009, accepted on 06 Dec 2009 and first published on 08 Jan 2010


Article type: Paper
DOI: 10.1039/B9PY00320G
Citation: Polym. Chem., 2010,1, 221-230
  •   Request permissions

    Synthesis of well-defined primary amine-based homopolymers and block copolymers and their Michael addition reactions with acrylates and acrylamides

    E. S. Read, K. L. Thompson and S. P. Armes, Polym. Chem., 2010, 1, 221
    DOI: 10.1039/B9PY00320G

Search articles by author

Spotlight

Advertisements