Regioselectively substituted cellulose esters produced in a carboxylated ionic liquid process and products produced therefrom

Patent metadata

Field	Value
Publication number	US-10174129-B2
Application number	US-201715425058-A
Country	US
Kind code	B2
Filing date	Feb 6, 2017
Priority date	Feb 14, 2007
Publication date	Jan 8, 2019
Grant date	Jan 8, 2019

Abstract

This invention relates to novel compositions comprising regioselectively substituted cellulose esters. One aspect of the invention relates to processes for preparing regioselectively substituted cellulose esters from cellulose dissolved in ionic liquids. Another aspect of the invention relates to the utility of regioselectively substituted cellulose esters in applications such as protective and compensation films for liquid crystalline displays.

First claim

That which is claimed is:

1. A cellulose ester comprising at least two different acyl groups, wherein at least one of said acyl groups comprises an aromatic compound, wherein said cellulose ester is regioselectively substituted with a RDS ratio of C6>C2>C3; wherein said regioselectively substituted cellulose ester is a mixed cellulose ester having at least two different acyl substituents; wherein said regioselectively substituted cellulose ester has a carbonyl RDS ratio of at least one acyl substituent for C 6 /C 3 or C 6 /C 2 of at least 1.3.

2. The cellulose ester of claim 1 , wherein said aromatic compound comprises a benzoate or a substituted benzoate.

3. The cellulose ester of claim 1 , wherein said aromatic compound comprises a benzoate.

4. The cellulose ester of claim 1 , wherein the degree of substitution of said aromatic compound is greater at the C2 and C3 positions relative to the C6 position.

5. The cellulose ester of claim 1 , wherein at least one of said acyl groups comprises acetate or propionate.

6. The cellulose ester of claim 1 , wherein said cellulose ester has a degree of substitution from 1.6 to 2.9.

7. The cellulose ester of claim 1 , wherein the ring RDS ratio of said cellulose ester for C6/C3 or C6/C2 is at least 1.05.

8. The cellulose ester of claim 1 , wherein the molar ratio of said two different acyl groups is in the range of from about 1:10 to 10:1.

9. The cellulose ester of claim 1 , wherein the molar ratio of said two different acyl groups is in the range of from about 3:7 to 7:3.

10. The cellulose ester of claim 1 , wherein said cellulose ester is derived from a cellulose having an α-cellulose content of at least about 95 percent by weight.

11. The cellulose ester of claim 1 , wherein said cellulose ester has a degree of polymerization in the range of from 5 to 1,000.

12. The cellulose ester of claim 1 , wherein said cellulose ester has a polydispersity (Mw/Mn) in the range of from 1.3 to about 7.

13. A coating comprising said cellulose ester of claim 1 .

14. A film comprising said cellulose ester of claim 1 .

15. The film of claim 14 , wherein said film comprises a compensation film.

16. The film of claim 15 , wherein said film comprises a +C plate, a −C plate, a +A plate, or −A plate.

17. The film of claim 14 , wherein said film has an Rth in the range of −160 to +270 nm.

Assignees

• Eastman Chem Co

Inventors

• Buchanan Charles Michael
• Buchanan Norma Lindsey
• Hembre Robert Thomas
• Lambert Juanelle Little
• Donelson Michael Eugene
• Gorbunova Maryna Grigorievna
• Kuo Thauming
• Wang Bin

Classifications

• C08B3/28

  by precipitation · CPC title

• C08L1/14

  Mixed esters, e.g. cellulose acetate-butyrate · CPC title

• C08J2301/14

  Mixed esters · CPC title

• G02B1/14

  Protective coatings, e.g. hard coatings · CPC title

• C08J2301/12

  Cellulose acetate · CPC title