End-group-functionalized poly(N,N-diethylacrylamide) via free-radical chain transfer polymerization: Influence of sulfur oxidation and cyclodextrin on self-organization and cloud points in water

• Sebastian Reinelt,
• Daniel Steinke and
• Helmut Ritter

Beilstein J. Org. Chem. 2014, 10, 680–691, doi:10.3762/bjoc.10.61

• synthesis of thermo-, oxidation- and cyclodextrin- (CD) responsive end-group-functionalized polymers, based on N,N-diethylacrylamide (DEAAm). In a classical free-radical chain transfer polymerization, using thiol-functionalized 4-alkylphenols, namely 3-(4-(1,1-dimethylethan-1-yl)phenoxy)propane-1-thiol and

• Supporting Information File 1, Figures S1 to S4 for the 1H and 13C NMR data). Synthesis of the end-group functionalized polymers. The thiol functionalized 4-alkylphenols (6a and 6b) were used as chain transfer agents (CTA) for the free-radical polymerization of N,N-diethylacrylamide (DEAAm) (7) (see Scheme 2

Polymeric redox-responsive delivery systems bearing ammonium salts cross-linked via disulfides

• Christian Dollendorf,
• Martin Hetzer and
• Helmut Ritter

Beilstein J. Org. Chem. 2013, 9, 1652–1662, doi:10.3762/bjoc.9.189

• polycationic system was synthesized via copolymerization of N,N-diethylacrylamide (DEAAm) and 2-(dimethylamino)ethyl methacrylate (DMAEMA). N,N’-bis(4-chlorobutanoyl)cystamine was used as disulfide-containing cross-linker to form networks by the quaternization of tertiary amine groups. The insoluble cationic

• -methacryloylglycylglycine, copolymers of DMAEMA and 1,4-bis(2-thiobenzoylthio)prop-2-yl)benzene, or cross-linked poly(L-lysine) [46][47][48]. In the current work, we describe the synthesis of a novel redox-responsive polycationic hydrogel by cross-linking copolymers of N,N-diethylacrylamide (DEAAm) and DMAEMA with a

• transition temperature (Tg), swelling behavior and cloud points (Tc) were investigated. Redox-responsive behavior was further analyzed by rheological measurements. Keywords: cationic hydrogel; cross-linked polymer; 2-(dimethylamino)ethyl methacrylate (DMAEMA); disulfide cleavage; N,N-diethylacrylamide