Copolyesters of isosorbide, succinic acid, and isophthalic acid: Biodegradable, high Tg engineering plastics. Issue 11 (13th March 2013)

• Record Type: Journal Article
• Authors: Chatti, Saber; Weidner, Steffen M.; Fildier, Aurelie; Kricheldorf, Hans R.
• Is Part Of: Journal of polymer science. Volume 51:Issue 11(2013:Jun.)
• Page Start: 2464
• Page End: 2471
• Publication Date: 2013-03-13
• Subjects: biodegradable -- cyclization -- cyclopolymerization -- isophthalic acid -- isosorbide -- polycondensation -- polyesters -- renewable resources -- succinic acid; 547
• DOI: 10.1002/pola.26635
• Languages: English
• ISSNs: 0887-624X

Abstract

ABSTRACT: Isosorbide, succinyl chloride and isophthaloyl chloride are polycondensed under various reaction conditions. The heating in bulk with or without catalysts as well in an aromatic solvent without catalyst, and polycondensation with the addition of pyridine only yield low molar mass copolyesters. However, heating in chlorobenzene with addition of SnCl2 or ZnCl2 produces satisfactory molar masses. The number average molecular weights ( Mn ) of most copolyesters fall into the range of 7000–15, 000 Da with polydispersities (PD) in the range of 3–9. The MALDI‐TOF mass spectra almost exclusively displayed peaks of cyclics indicating that the chain growth was mainly limited by cyclization and not by side reactions, stoichiometric imbalance or incomplete conversion. The glass‐transition temperatures increased with the content of isophthalic acid from 75 to 180 °C and the thermo‐stabilities also followed this trend. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2464–2471 Abstract : This work deals with the synthesis and characterization of a new class of copolyesters derived from isosorbide, which combines three useful properties: the use of monomers based on renewable resources, biodegradability, and high glass‐transition temperatures ( T g ), which show a linear dependence on the composition. Large fractions of cyclic copolymers, evidenced by MALDI‐TOF mass spectrometry, are characteristic for the optimization of the reaction conditions.