80109-29-1Relevant articles and documents
A new synthetic route to poly[3-hydroxypropionic acid] (P[3-HP]): Ring-opening polymerization of 3-HP macrocyclic esters
Zhang, Donghui,Hillmyer, Marc A.,Tolman, William B.
, p. 8198 - 8200 (2007/10/03)
A new method for the preparation of high molecular weight of Poly[3-hydroxypropionic acid] P[3-HP] by employing ring opening polymerization (ROP) of macrocyclic esters derived directly from 3-HP was discussed. Good control over the molecular weights of the P[3-HP] polymers was observed both from the pure trimer (n=3) as well as from a mixture of larger cyclics (n= 4 and 5). The ROP of the trimer without solvent at 80 °C was successfully performed. The results show that the partial formation of acrylate groups during the ROP in solution.
Macrocyclic Oligolactones by Oligomerization of Simple Lactones
Dale, Johannes,Schwartz, Jan-Erik
, p. 559 - 567 (2007/10/02)
The catalyst system K-t-butoxide/THF is useful not only for converting ε-caprolactone into the known cyclic oligomers (14-, 21-, 28-ring etc.) but also for preparing the unknown cyclic oligomers of δ-valerolactone (12-, 18-, 24-ring etc.) if large amounts of catalyst are used in the presence of t-butyl alcohol.With γ-butyrolactone, the acidity of the α-CH2 leads instead to a bicyclic aldol type condensation product for which there is evidence of subsequent dimerization to a tricyclic 10-ring dilactone. β-Propiolactone undergoes eliminative ring-opening to acrylic acid which is in equilibrium with acyclic homologues.In contrast, the catalyst system BF3/CH2Cl2 converts β-propiolactone (but not the other lactones) cleanly to cyclic oligomers (12-, 16-, 20-ring etc.).The driving force for these reactions is primarily the instability of the cis ester configuration in monolactones, the ester groups of the oligolactones adopting exclusively the trans ester configuration.Ring strain seems to contribute only in the case of β-propiolactone.
