Cellulose interpolymers and method of oxidation

Patent metadata

Field	Value
Publication number	US-9243072-B2
Application number	US-201213728258-A
Country	US
Kind code	B2
Filing date	Dec 27, 2012
Priority date	Nov 28, 2003
Publication date	Jan 26, 2016
Grant date	Jan 26, 2016

Abstract

This invention provides cellulose ester interpolymers, and methods of oxidizing cellulose interpolymers and cellulose ester interpolymers. The invention also provides routes to access carboxylated cellulose ester derivatives with high acid numbers wherein the carboxyl group is attached directly to the cellulose backbone by a carbon-carbon bond. Through functionalization of an intermediate aldehyde, the corresponding cationic or zwitterionic cellulose ester derivatives can also be accessed. The interpolymers of the present invention have a number of end-use applications, for example, as binder resins in various types of coating compositions and as drug delivery agents.

First claim

We claim:

1. A cellulose ester interpolymer consisting of anhydroglucose units

as the non-terminal monomer units of the cellulose ester interpolymer,
wherein R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of C 2 -C 12 acyl groups and formyl; and X is hydroxymethylene; wherein the cellulose ester interpolymer has a degree of substitution of C 2 -C 12 acyl groups from about 1.5 to about 2.5 and a degree of substitution of formyl from about 0.5 to about 1.3.

2. The cellulose ester interpolymer of claim 1 , wherein the degree of substitution of C 2 -C 12 acyl groups is from about 1.7 to about 2.3, and having a weight average molecular weight of at least 5,000 g/mol.

3. The cellulose ester interpolymer of claim 1 , having a degree of polymerization of at least 10.

4. The cellulose ester interpolymer of claim 1 , having a degree of polymerization of at least 25.

5. The cellulose ester interpolymer of claim 1 , having a degree of polymerization of between 25 and 50.

6. The cellulose ester interpolymer of claim 1 , having a weight average molecular weight in the range of 20,000 to 400,000 g/mol.

7. The cellulose ester interpolymer of claim 1 , wherein the degree of substitution of formyl is from 0.7 to 1.3.

8. The cellulose ester interpolymer of claim 1 , wherein the cellulose ester interpolymer has a relative degree of substitution of formyl at C6 of at least 0.4.

9. The cellulose ester interpolymer of claim 1 , wherein the cellulose ester interpolymer has a relative degree of substitution of formyl at C6 of at least 0.6.

Assignees

• Eastman Chem Co

Inventors

• Buchanan Charles Michael
• Buchanan Norma Lindsey
• Carty Susan Northrop
• Kuo Chung-Ming
• Lambert Juanelle Little
• Malcolm Michael Orlando
• Posey-Dowty Jessica Dee
• Watterson Thelma Lee
• Wood Matthew Davie
• Lindblad Margaretha Soderqvist

Classifications

• C08B3/24

  Hydrolysis or ripening · CPC title

• C09D17/00

  Pigment pastes, e.g. for mixing in paints (artists' paints C09D5/06) · CPC title

• C08B3/06 Primary

  Cellulose acetate {, e.g. mono-acetate, di-acetate or tri-acetate} · CPC title

• C08B3/08

  of monobasic organic acids with three or more carbon atoms, {e.g. propionate or butyrate} · CPC title

• A61K9/2054

  Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose · CPC title