Synthesis and thermal degradation of amphiphilic 2-(diethylaminoethyl) methacrylate by Atom Transfer Radical Polymerization and its copolymers with isobornylmethacrylate
M. Fatih COSKUN,  Kadir DEMIRELLI

Abstract
The atom transfer radical polymerization (ATRP) of 2-(diethylamino)ethyl methacrylate (DEAEMA) with isobornylmethacrylate (IBMA) were performed in bulk at 110 oC in the presence of cuprous(I)bromide (CuBr), and ethyl 2-bromoacetate. The structure of homo- and copolymers was characterized by IR, 1H and 13C-NMR techniques. For copolymerization system, their monomer reactivity ratios were obtained by using Kelen-Tüdös equations. Thermal analysis measurements of homo- and copolymers prepared by ATRP method were measured by TGA-50 and DSC-50. The initial decomposition temperatures of the obtained copolymers increased with increasing mole fraction of IBMA moiety. The average activation energy calculated for the first and the second decomposition stages of poly(DEAEMA) by MHRK method were 43.45 and 94.82 kj/mole, respectively. Thermal degradation of poly[2-(diethylamino)ethyl methacrylate] was investigated by programmed heating from ambient temperature to 350 oC under vacuum followed by the product collection, and using FT-IR spectra of partially degraded polymer. The cold ring fraction (CRF) of products volatile at degradation temperature but not at ambient temperature was identified by GS-MS, FT-IR. Based on degradation, the major products of CRF are tri ethylamine, [m/e:99(M+), 86(base peak)], diethyl 2-hydroxyethylamine [m/e:17(M+), 86(b.p)], 2-(diethylaminoethyl) methacrylate(monomer)[m/e:185(M+,very small),113,99, 86(b.p), 69,58].

Full Text: PDF