K. Imasaka et al., SYNTHESIS OF DEGRADABLE TERPOLYMERS RESPONDING TO EXTERNAL STIMULI SUCH AS PH, IONIC-STRENGTH AND TEMPERATURE, Die Makromolekulare Chemie, 193(3), 1992, pp. 715-722
Degradable copolymers which respond to external stimuli such as pH, io
nic strength, and temperature were successfully prepared by direct pol
ycondensation of L-lactic acid (LA), D,L-mandelic acid (MA), and 3-(p-
hydroxyphenyl)propionic acid (HPPA) without the use of a catalyst at 2
00-degrees-C by bubbling nitrogen through the solution. The molecular
weights of the copolymers obtained were relatively low because of the
low polymerizability of MA and HPPA, e. g., number-average molecular w
eight M(n)BAR less-than-or-equal-to 2100 and weight-average molecular
weight M(w)BAR less-than-or-equal-to 4100. Poly{(L-lactic acid)-CO-(D,
L-mandelic acid)-co-[3-(p-hydroxyphenyl)propionic acid]} (poly(LA/MA/H
PPA)) with a composition of the monomeric units (in mol-%) LA:MA:HPPA
= 80:10:10 showed rapid degradation after a lag time of 5 h within 48
h from the start of the test, in M/15 phosphate buffer solution (pH 7,
2) at 37-degrees-C. With increasing pH and temperature, the rate of de
gradation was markedly accelerated.