Oligoimide Containing 8-Hydroxyquinoline as a Pendent Group

Abstract

New ethylenebismaleimide-diamine oligoimide-II (EBMDDMCMHQ) containing 8-hydroxyquinoline as a pendent group(s) was prepared using ethylenebismaleimide-diamine oligoimide-I (EBMDDM) and 5-chloromethyl-8-hydroxyquinoline hydrochloride (CMHQ) in the presence of base catalyst. Ethylenebismaleimide-diamine oligoimide-I (EBMDDM) was prepared by the Michael addition reaction of ethylenebismaleimide (EBM) and 4,4′-diaminodiphenyl methane (DDM). The resulting oligoimide-II (EBMDDMCMHQ) was characterized by spectral techniques. Polymeric metal chelates of oligoimide-II were prepared using transition metal ions and were duly characterized. Ion-exchange properties of oligoimide-II for Fe(III), Zn(II), Ni(II), and Cu(II) metal ions were also studied by batch-equilibration method. It has good metal ion uptake capacity at varying pH ranges.

Keywords:

• 8-hydroxyquinoline
• ion-exchange properties
• oligoimide

Acknowledgments

One of the authors gratefully acknowledges the University Grants Commission, Pune, for providing financial assistance (UGC: File No. 47-156/02). The authors are also thankful to the Principal, V.P. & R.P.T.P. Science College, Vallabh Vidyanagar, for providing all the necessary research facilities.

Notes

L = Oligoimide-II (Ion-exchange resin), (Molecular weight of repeating unit).

L = Oligoimide-II *[ZnL(H₂O)₂]_n is Diamagnetic in nature. ^# = ν_C-O-H.

L = Oligoimide-II.

Time: 24 h at room temperature.

^a Volume of electrolyte solution taken 25 mL, volume of metal ion solution taken is 1 mL.

^b Weight of ion-exchange resin (Oligoimide-II) taken is 25 ± 0.01 mg.

^a Metal nitrate 0.1 mol/ L, volume 1 mL; NaNO₃ 1 mol/ L, volume 25 mL at 25°C, weight of sample 25 mg.

^b Related to the amount of metal ions taken up at the state of equilibrium assumed to be established 100% within 24 h.

0.1 mol/ L Metal nitrate, volume = 1 mL, weight of ion-exchange resin = 25 mg, 1 mol/ L NaNO₃, volume = 25 mL, at 25°C, time 24 h (equilibrium state).

^a possibility of error ± 5%.