Sulfur-bridged thermoplastic polyesters and thermosets from furfural
AssigneeOulun Yliopisto
InventorsJuha Heiskanen, Tuomo Kainulainen, Asmaa Ahmed
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Abstract
The present invention is directed to sulfur-bridged difuran polyesters comprising a dicarboxylate component and a diol component. The present invention is further directed to films, coatings, packaging materials or packages comprising said sulfur-bridged difuran polyesters. Also, production methods for said polyesters are provided. Further, the invention provides sulfur-bridged difuran compounds and their use in the preparation of polymers having ultraviolet light (UV) blocking properties. The invention is also directed to curable resin compositions comprising said sulfur-bridged difuran compounds.
Claims30
A sulfur-bridged difuran polyester comprising:
- a dicarboxylate component,
- a diol component,
- wherein the dicarboxylate component and/or the diol component comprise(s) a sulfur-bridged difuran structure.
Method for preparing a sulfur-bridged difuran, the method comprising the steps of:
- a) reacting halogenated furfurals according to Formula IX
- wherein X is independently Cl, Br or I;
- with a sulfur donor in order to produce a sulfur-bridged difuran having the Formula X
- b) selectively oxygenating the sulfur-bridged difuran obtained from step a);
- c) subjecting the oxygenated sulfur-bridged difuran thus obtained to esterification reaction in order to produce at least one of the following compounds:
Method for preparing a sulfoxide-bridged difuran, the method comprising the steps of:
- a) reacting halogenated furfurals according to Formula IX
- wherein X is independently Cl, Br or I;
- with a sulfur donor in order to produce a sulfur-bridged difuran having the Formula X
- b) selectively oxygenating the aldehyde groups of the sulfur-bridged difuran obtained from step a);
- c) esterifying the sulfur-bridged difuran diacid obtained from step b);
- d) subjecting the esterified sulfur-bridged difuran thus obtained to oxygenation reaction in order to produce one of the following compounds:
Method for preparing a sulfur-bridged difuran diol:
- reacting the sulfur-bridged difuran aldehyde or ester according to Formula
- with sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4) in order to produce one of the following compounds:
A sulfur-bridged difuran compound comprising or consisting of a structure of any of the following formulas:
A curable resin composition comprising at least one of the following sulfur-bridged difuran compounds:
- wherein X is selected from the group consisting of —S—, —SO—, and —SO2—.
Dependencies are inferred from the claim text.