Processes for cross-linking cellulose ethers under mild conditions
View Patent ↗The present technology provides processes for cross-linking cellulose ethers under mild conditions. The processes include exposing a substantially dry cellulose ether film to a polyisocyanate to provide a cross-linked cellulose ether film, wherein the substantially dry cellulose ether film comprises alkoxide groups on the cellulose. The resulting cellulose ether films are highly cross-linked by polyurethane linkages and may be used as membranes in a variety of applications.
1. A process comprising exposing a substantially dry cellulose ether film to a polyisocyanate in a suspension of a base in a suitable organic solvent and drying the resulting cellulose ether film to provide a cross-linked cellulose ether film,
wherein the substantially dry cellulose ether film comprises alkoxide groups on the cellulose and no more than about 0.1% water by weight.
2. The process of claim 1 wherein the cellulose ether is selected from the group consisting of methyl cellulose, ethyl cellulose, 2-hydroxyethyl cellulose, 2-hydroxypropyl cellulose, 3-hydroxybutyl cellulose, carboxymethyl cellulose, carboxymethyl 2-hydroxyethyl cellulose, 2-hydroxyethyl methyl cellulose, 2-hydroxybutyl methyl cellulose, and 2-hydroxyethyl ethyl cellulose.
3. The process of claim 1 wherein the alkoxide groups on the cellulose are alkali metal alkoxide groups.
4. The process of claim 3 wherein the alkali metal is selected from the group consisting of lithium, sodium, potassium, and cesium.
5. The process of claim 1 wherein the polyisocyanate is an alkyl diisocyanate, an aryl diisocyanate, or a poly(diphenylmethane diisocyanate).
6. The process of claim 5 wherein the polyisocyanate is selected from the group consisting of 1,6-hexamethylene diisocyanate, toluene diisocyanate, and diphenylmethane diisocyanate.
7. The process of claim 1 wherein the base is an alkali metal hydroxide.
8. The process of claim 1 wherein the suitable organic solvent is selected from the group consisting of THF and acetone.
9. The process of claim 1 wherein the substantially dry cellulose ether film is exposed to a solution of polyisocyanate ranging in concentration from about 1% to about 100% by weight.
10. The process of claim 1 carried out in the absence of an isocyanate catalyst, added heat or added pressure.
11. The process of claim 1 carried out at ambient temperature.
12. A process comprising treating a methyl cellulose film with a suspension of alkali metal hydroxide in an organic solvent, drying the film to provide a substantially dry methyl cellulose film comprising alkali metal alkoxide groups on the cellulose and no more than about 0.1% water by weight, and exposing said film to a diisocyanate in a suitable organic solvent to provide a cross-linked cellulose ether film.