To improve the solubility and adhesion strength of diamine-quinone polymers, urethane group was introduced into the polymer backbone. Urethane group containing polymeric diamines(UDA) were prepared firstly by the decarboxylation of the NCO group in NCO terminated prepolymer obtained from the reaction of MDI and 1.6-hexandiol. The reaction mole ratio of NCO/OH was changed from 1.2 to 2.1 to increase the molecular weight of diamine. From the addition reaction of UDA and p-benzoquinone in THF or DMSO solvent, five kinds of urethane group containing diamine/quinone polymers(PUAQ) were prepared according to the diamine used. IR, NMR, UV-visible spectroscopy and GPC were used to characterize the molecular structure and molecular weight of UDAs and PUAQs. Thermal analysis of polymer by DSC and TGA were carried out according to the molecular weight differency. Also solubility test of UDA and PUAQ with 10 different solvents were carried out to predict the coacting property of the polymers.