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Kinetics of poly(propylene fumarate) synthesis by step polymerization of diethyl fumarate and propylene glycol using zinc chloride as a catalyst.

Journal of biomaterials science. Polymer edition (2002-05-11)
Albert K Shung, Mark D Timmer, Seongbong Jo, Paul S Engel, Antonios G Mikos
ABSTRACT

Diethyl fumarate and propylene glycol were reacted in the presence of a zinc chloride catalyst to synthesize poly(propylene fumarate) (PPF) over a period of 12 hours. The kinetics of the transesterification polymerization at 130 degrees C, 150 degrees C, and 200 degrees C were determined by gel permeation chromatography (GPC) analysis. The initial rate of polymerization at each temperature was quantified by calculating the rate of change of the number average molecular weight (Mn). At 200 degrees C, gelation of the PPF occurred after 4 h. GPC analysis of the reaction showed that PPF synthesized at 150 degrees C had a higher final Mn of 4600 (+/- 190) and a higher weight average molecular weight of 10500 (+/- 760) than at 130 degrees C (n = 3). The chemical structure of the PPF was verified by NMR and FT-IR analysis. This study demonstrated that the maximum Mn of PPF by a transesterification reaction is limited due to gelation of PPF at high temperature.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Zinc chloride, ACS reagent, ≥97%
Sigma-Aldrich
Zinc chloride solution, 1.0 M in diethyl ether
Sigma-Aldrich
Zinc chloride, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥98%
Sigma-Aldrich
Zinc chloride, puriss., meets analytical specification of Ph. Eur., BP, USP, 98-100.5%
Sigma-Aldrich
Zinc chloride, reagent grade, ≥98%
Sigma-Aldrich
Diethyl fumarate, 98%
Sigma-Aldrich
Zinc chloride, anhydrous, powder, ≥99.995% trace metals basis