Synthesis of Degradable Polyesters Having Pendant Ester Groups by Ring-Opening Polymerization of 4-Substituted 2,6-Dioxabicyclo[2.2.2]octan-3-one Derivatives

Autor:	Masahiko Okada, Miharu Atsumi
Rok vydání:	1992
Předmět:	Polymers and Plastics Chemistry Cationic polymerization Tetrahydropyran Ring-opening polymerization Polyester chemistry.chemical_compound Polymerization Polymer chemistry Materials Chemistry Side chain Organic chemistry Tetrahydrofuran Boron trifluoride
Zdroj:	Polymer Journal. 24:1109-1117
ISSN:	1349-0540 0032-3896
DOI:	10.1295/polymj.24.1109
Popis:	New polyesters (8–10) containing tetrahydropyran rings in their backbone chains and ester groups in the side chains were synthesized by cationic ring-opening polymerization of 4-substituted 2,6-dioxabicyclo[2.2.2]octan-3-one derivatives (5–7) by using boron trifluoride etherate as an initiator in dichloromethane at −60°C. The polyesters 8–10 having number average molecular weights up to 3.8×104 were soluble in a variety of solvents including benzene, tetrahydrofuran, acetone, and dimethyl sulfoxide in which the parent polyester (2) without pendant ester groups was insoluble. The polyesters 8 and 9 containing hydrophilic oxyethylene moieties in the side chains swelled in methanol, and 9 swelled even in water. Thin films of these polyesters underwent spontaneous hydrolysis in a neutral phosphate buffer solution (pH 7.5) at 30°C. The apparent rate of the heterogeneous hydrolysis was markedly dependent upon the hydrophilicity of the polyesters, increasing in the order of 10
Databáze:	OpenAIRE
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