N. Bicak et al., Crosslinked polymer gels for boron extraction derived from N-glucidol-N-methyl-2-hydroxypropyl methacrylate, MACRO CH P, 201(5), 2000, pp. 577-584
Glycidyl methacrylate was reacted in 2-methyl pyrrolidone solution with N-m
ethyl-D-glucamine (NMG) to produce N-D-glucidol, N-methyl-2-hydroxy propyl
methacrylate (GMHP). The reaction proceeded exclusively via ring opening of
the oxirane. The resulting vinyl monomer was a waxy product and soluble in
water, ethanol, methanol, DMF, and NMP. Copolymerization of GMHP with N,N'
-tetraallyl piperazinium dichloride by the inverse suspension method (water
in oil), using a toluene/chloroform (3:1) mixture as continuous phase, led
to crosslinked hydrogels in imperfect bead form. Crosslinking was also ach
ieved without using additional crosslinker. Heating of N-methyl-D-glucamine
with 10% excess of glycidyl methacrylate in NMP at 60 degrees c for 4 h, r
esulting the formation of N-methyl-D-glucamine carrying two methacrylate gr
oups. These dimethacrylate groups serve as a crosslinking agents. In situ r
edox polymerization of the mixture in water led to transparent hydrogels. T
hese hydrogels in the swollen state have been demonstrated to be very effic
ient sorbents for the removal of boron of ppm levels. The boron loaded poly
mers can be regenerated by simple acid (0.1 M HCl) and base (0.1 M NaOH) tr
eatment.