Premium
Access to Poly{ N ‐[3‐(dimethylamino)propyl](meth)acrylamide} via Microwave‐Assisted Synthesis and Control of LCST‐Behavior in Water
Author(s) -
Schmitz Sarah,
Ritter Helmut
Publication year - 2007
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200700378
Subject(s) - lower critical solution temperature , methacrylamide , polymer chemistry , polymerization , cyclodextrin , acrylic acid , acrylamide , meth , benzoyl peroxide , monomer , chemistry , copolymer , materials science , polymer , organic chemistry , acrylate
In the present paper, the microwave (MW)‐assisted synthesis of the alkaline N ‐[3‐(dimethylamino)propyl]methacrylamide ( 4 ) and ‐acrylamide ( 5 ) monomers within minutes is described. The reaction was carried out by mixing and subsequent irradiation of 3‐dimethylamino‐1‐propylamine ( 3 ) and (meth)acrylic acid ( 1 / 2 ) without addition of solvent. After polymerization, the obtained homopolymers ( 6 / 7 ) exhibit lower critical solution temperature (LCST) behavior in water at 35 °C only at pH = 14. The LCST‐behavior can be influenced by N ‐oxidation of the tertiary amino group with hydrogen peroxide or by formation of a polymer‐inclusion complex ( 6a ) of 6 and β ‐cyclodextrin ( β ‐CD) by addition of randomly‐methylated β ‐CD.