title: Poly(meth)acrylates obtained by cascade reaction.
abstract: Preparation, purification, and stabilization of functional (meth)acrylates with a high dipole moment are complex, laborious, and expensive processes. In order to avoid purification and stabilization of the highly reactive functional monomers, a concept of cascade reactions was developed comprising enzymatic monomer synthesis and radical polymerization. Transacylation of methyl acrylate (MA) and methyl methacrylate (MMA) with different functional alcohols, diols, and triols (1,2,6-hexanetriol and glycerol) in the presence of Novozyme 435 led to functional (meth)acrylates. After the removal of the enzyme by means of filtration, removal of excess (meth)acrylate and/or addition of a new monomer, e.g., 2-hydroxyethyl (meth)acrylate the (co)polymerization via free radical (FRP) or nitroxide mediated radical polymerization (NMP) resulted in poly[(meth)acrylate]s with predefined functionalities. Hydrophilic, hydrophobic as well as ionic repeating units were assembled within the copolymer. The transacylation of MA and MMA with diols and triols carried out under mild conditions is an easy and rapid process and is suitable for the preparation of sensitive monomers.
authors: Institute of Technical and Macromolecular Chemistry, RWTH Aachen and DWI an der RWTH Aachen e.V., Pauwelsstr. 8, D-52056 Aachen, Germany.
authors: Dragos
authors: D
authors: Popescu
authors: Helmut
authors: H
authors: Keul
authors: Martin
authors: M
authors: Moeller
mesh_terms: D004800:Enzymes, Immobilized; D005233:Fatty Alcohols / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D005656:Fungal Proteins; D005990:Glycerol / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D008049:Lipase / Q000737:chemistry; D058105:Polymerization; D011109:Polymethacrylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D019904:Polymethyl Methacrylate / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004800:Enzymes, Immobilized; D005233:Fatty Alcohols; D005609:Free Radicals; D005656:Fungal Proteins; D011109:Polymethacrylic Acids; D019904:Polymethyl Methacrylate; C093667:Novozyme 435; D008049:Lipase; D005990:Glycerol; C400265:1,2,6-hexanetriol