Specific features of amination of poly(glycidyl methacrylate) chains grafted onto polypropylene fibers

Abstract

Amination with diethylenetriamine of poly(glycidyl methacrylate) chains grafted onto polypropylene fi bers by the radiation-chemical procedure was studied.Adsorbents containing amino groups show high selectivity and performance in preconcentration and selective recovery of heavy metal ions from multicomponent solutions [1][2][3][4][5][6][7][8][9]. A widely used route to amine-containing adsorbents is amination of poly(glycidyl methacrylate) (PGMA) as a component of polymeric matrix, or of PGMA chains grafted onto the surface of polymer fi bers of various chemical structures. The epoxy groups of glycidyl methacrylate (GMA) are readily opened in reactions with amines or polyamines, with incorporation of amino groups.Specifi c features of amination of PGMA-based microgranules in reactions with various aliphatic polyamines (ethylenediamine, EDA; diethylenetriamine, DETA; triethylenetetramine, TETA; tetraethylenepentamine, TEPA) were considered in several papers [1-3]. A decrease in the density of the incorporated polyamine groups in the order EDA > DETA > TETA > TEPA was noted and was attributed to the steric effect.Experiments on amination of PGMA chains grafted onto the surface of polymer fi bers by reactions of these chains with aliphatic polyamines also showed that the density of the incorporated amino groups decreased with an increase in the length of the reacting polyamine molecule [4][5][6][7][8]. In addition, it was found that the degree of conversion of epoxy rings decreased with an increase in the degree of GMA graft polymerization [4][5][6][7][8]. These facts were also attributed to the effect of steric factors [8].Thus, PGMA amination by opening of epoxy rings in reactions with amines and polyamines is characterized by a steric effect infl uencing the density of the incorporated amino groups and the conversion of epoxy groups. However, this matter has been studied insuffi ciently. In particular, in amination of grafted PGMA chains, the steric effect associated with an increase in the degree of GMA graft polymerization practically has not been examined.This study deals with amination with diethylenetriamine of PGMA chains grafted onto polypropylene fi bers by a radiation-chemical procedure. To reveal the specifi c features of amination, we studied in detail the variation of both the density of the incorporated amino groups and the degree of epoxy ring conversion in relation to the degree of GMA graft polymerization and analyzed the localization of the incorporated amino groups in the grafted PGMA layer.The results we obtained allowed us to elucidate the origin of the steric effect in samples with high degrees of GMA graft polymerization and to give recommendations on the choice of optimal conditions for preparing chemically active polypropylene fibers with DETA groups.

Dual-functional materials via CCTP and selective orthogonal thiol-Michael addition/epoxide ring opening reactions

“…Commercial realisation that epoxide containing polymers, such as glycidyl methacrylate (GMA), could undergo such post polymerisation modications occurred in the mid 1950's, 3 whilst academic research in this eld emerged in the 1960's. [4][5][6][7] There has been a resurgence in the interest involving epoxide polymers, from reactive surfaces and functional particles, [8][9][10][11][12][13][14][15][16][17][18][19] through to polymer chain end modications with small molecule epoxides. 20,21 In particular several research groups have used GMA as an alternative method to introduce azide groups along the polymer backbone.…”