S. Owen et al., BIODEGRADATION OF POLY-D,L-LACTIC ACID POLYURETHANES, Journal of macromolecular science. Pure and applied chemistry, A32(4), 1995, pp. 843-850
The relationship between the biodegradability of poly-D,L-lactic acid
(PLA) polyurethane compounds and their polymer composition was investi
gated. The biodegradability (weight loss) by fungi of these polyuretha
nes increased when: 1) the polymethylene polyphenyl polyisocyanate con
tent of the polyurethane was reduced; 2) the molecular weight of the p
olyethylene glycol moiety in the polyol was increased; 3) the lactic a
cid content of the polyol was decreased. Proton NMR analysis of polyur
ethanes before and after biodegradation showed that the weight loss of
PLA polyurethanes is mainly due to biodegradation of the polyol segme
nt within the polyurethane. Measurement of oxygen consumption during c
ultivation of fungi indicated that only the polyol of PLA polyurethane
s can be biodegraded to CO2. However, a strain of microorganism capabl
e of biodegrading a urethane compound (bisethylurethane of tolylene-2,
4-diisocyanate) was isolated, and it was demonstrated that this compou
nd was biodegraded in part via intermediates to tolylene-2,4-diamine.