Process for the preparation of cyclic esters and method for purification of the same
AssigneeKureha Kagaku Kogyo Kabushiki Kaisha
InventorsKazuyuki Yamane, Yukichika Kawakami, Hajime Hoshi, Kazuhiko Sunagawa
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AssigneeKureha Kagaku Kogyo Kabushiki Kaisha
InventorsKazuyuki Yamane, Yukichika Kawakami, Hajime Hoshi, Kazuhiko Sunagawa
Estimating the term…
The present invention provides a process for production of a cyclic ester by depolymerization of an aliphatic polyester. In the process, a mixture containing the aliphatic polyester and a specific polyalkylene glycol ether, which has a boiling point of 230-450° C. and a molecular weight of 150-450, is heated under normal or reduced pressure to a temperature at which depolymerization of the aliphatic polyester takes place. Then, a substantially homogeneous solution phase, consisting of the melt phase of the aliphatic polyester and the liquid phase of the polyalkylene glycol ether, is formed. Heating of the solution phase is continued to form the cyclic ester by depolymerization and distil out the cyclic ester together with the polyalkylene glycol ether, and then the cyclic ester is recovered from the distillate. The present invention also provides a process for purification of a crude cyclic ester by use of the specific polyalkylene glycol ether described above.
A process for production of a cyclic ester by depolymerization of an aliphatic polyester, which comprises the steps of:
A process for production of a cyclic ester by depolymerization of a high-molecular-weight aliphatic polyester with a weight-averaged molecular weight of 10,000 or more, which comprises:
A process for purification of a crude cyclic ester, which comprises the steps of heating a mixture containing the crude cyclic ester (A′) and a polyalkylene glycol ether (B), which is represented by the following formula (1)
Dependencies are inferred from the claim text.
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Processes of treating or compounding macromolecular substances: treatment by wave energy or particle radiation
1,4-Dioxanes; Hydrogenated 1,4-dioxanes: not condensed with other rings
By treatment with organic oxygen-containing compounds: containing hydroxyl groups
Characterised by the use of unspecified polymers: water soluble or water swellable polymers, e.g. aqueous gels
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The present invention relates to a process for preparing a cyclic ester by depolymerizing an aliphatic polyester. More specifically, the present invention relates to a process for preparing a cyclic ester, such as glycolide, lactide or a lactone, by depolymerizing an aliphatic polyester including from low-molecular-weight material such as oligomer to high-molecular-weight material. Further, the present invention relates to a process for purifying crude cyclic ester.
A cyclic ester obtained by the preparation process and purification process according to the present invention is useful as monomer for ring-opening polymerization. More specifically, a cyclic ester obtained by the production process of the present invention can be polymerized alone through ring opening or copolymerized with another comonomer toproduceapolymer, e.g., polyglycolide (i.e., polyglycolic acid), polylactide (i.e., polylactic acid), a polylactone or a variety of copolymers. These aliphatic polyesters are useful as biodegradable polymeric material, medical polymeric material, etc.
Further, the production process of a cyclic ester according to the present invention is useful not only as production process of a cyclic ester by way of a low-molecular-weight aliphatic polyester, such as an α-hydroxycarboxylic acid oligomer, but as recycling process of product wastes, mold wastes or the likes of high-molecular-weight aliphatic polyester by converting them into a monomeric cyclic ester.
The present invention will be described below in more detail with reference to reference examples, examples and comparative examples. In the examples below, solubilities of glycolide (a cyclic ester) in the solvents were measured by the following method.
(1) Solubility:
Into a 25-ml test tube with a common plug was put 10 ml of a solvent, and then glycolide was added in an amount controlled just above saturation. The mixture was treated supersonically for 30 minutes. After the treatment, it was left at 25° C. overnight. The supernatant was then analyzed quantitatively for glycolide content by gas chromatography. Then, the total weight B (g) of glycolide in the solution was determined. Finally, the solubility of glycolide was calculated according to the following equation.