Process for producing cellulose derivative and cellulose derivative

Patent metadata

Field	Value
Publication number	US-9382335-B2
Application number	US-201314404247-A
Country	US
Kind code	B2
Filing date	May 31, 2013
Priority date	May 31, 2012
Publication date	Jul 5, 2016
Grant date	Jul 5, 2016

Abstract

A process for producing a cellulose derivative, including reacting a reactant and a cellulose or a derivative thereof in a solid-liquid heterogeneous system to form a cellulose derivative containing a long-chain organic group having 5 or more carbon atoms introduced therein, in a swollen state, and performing solid-liquid separation to obtain the cellulose derivative containing a long-chain organic group introduced therein.

First claim

The invention claimed is:

1. A process for producing a cellulose derivative, comprising:
reacting a reactant and a cellulose or a derivative thereof in a solid-liquid heterogeneous system to form a cellulose derivative containing a long-chain organic group having 5 or more carbon atoms introduced therein, in a swollen state; and
performing solid-liquid separation to obtain the cellulose derivative containing a long-chain organic group introduced therein, wherein a solubility of the cellulose derivative having a long-chain organic group introduced therein, in a reaction solution of the solid-liquid heterogeneous system, is 10% by mass or less.

2. The process for producing a cellulose derivative according to claim 1 , wherein a degree of swelling of the cellulose derivative in the swollen state falls within a range of 10 to 300%.

3. The process for producing a cellulose derivative according to claim 1 , wherein the reaction is performed in the presence of a solvent dissolving the reactant.

4. The process for producing a cellulose derivative according to claim 3 , wherein the solvent is an aprotic solvent.

5. The process for producing a cellulose derivative according to claim 4 , wherein the reaction is performed in the presence of a basic catalyst.

6. The process for producing a cellulose derivative according to claim 1 , wherein the reactant has a functional group capable of reacting with a hydroxy group.

7. The process for producing a cellulose derivative according to claim 1 , wherein the reactant includes a long-chain reactant for introducing a long-chain organic group having 5 or more carbon atoms.

8. The process for producing a cellulose derivative according to claim 7 , wherein the long-chain reactant is a long-chain acylating agent for introducing a long-chain acyl group having 5 to 48 carbon atoms.

9. The process for producing a cellulose derivative according to claim 8 , wherein the long-chain acylating agent includes a cardanol derivative.

10. The process for producing a cellulose derivative according to claim 9 , wherein the cardanol derivative has an acid anhydride group.

11. The process for producing a cellulose derivative according to claim 7 , wherein the reactant further includes a short-chain reactant for introducing a short-chain organic group having 4 or less carbon atoms.

12. The process for producing a cellulose derivative according to claim 11 , wherein the short-chain reactant is a short-chain acylation agent for introducing a short-chain acyl group having 2 to 4 carbon atoms.

13. The process for producing a cellulose derivative according to claim 12 , wherein the short-chain acylation agent includes at least one of an acylation agent having an acetyl group and an acylation agent having a propionyl group.

14. The process for producing a cellulose derivative according to claim 1 , further comprising a step of forming a short-chain linked cellulose derivative by introducing a short-chain organic group having 4 or less carbon atoms into a cellulose in a solid-liquid heterogeneous system,
wherein the cellulose derivative containing a long-chain organic group introduced therein is formed by reacting the short-chain linked cellulose derivative and the reactant.

15. The process for producing a cellulose derivative according to claim 14 , wherein the short-chain linked cellulose derivative is in a swollen state at the time of initiating a reaction with the reactant.

16. The process for producing a cellulose derivative according to claim 14 , wherein
the short-chain linked cellulose derivative is a short-chain acylated cellulose derivative obtained by substituting a part of hydrogen atoms of hydroxy groups of a cellulose with a short-chain acyl group having 2 to 4 carbon atoms, and
the reactant is a long-chain acylating agent for introducing a long-chain acyl group having 5 to 48 carbon atoms.

17. The process for producing a cellulose derivative according to claim 16 , wherein the long-chain acylating agent includes a cardanol derivative.

18. The process for producing a cellulose derivative according to claim 17 , wherein the cardanol derivative has an acid anhydride group.

19. The process for producing a cellulose derivative according to claim 14 , wherein the short-chain organic group includes at least one of an acetyl group and a propionyl group.

20. The process for producing a cellulose derivative according to claim 14 , wherein the short-chain linked cellulose derivative has a crosslinking site.

21. The process for producing a cellulose derivative according to claim 20 , wherein the crosslinking site is a remaining intermolecular linking site derived from an intermolecular linking site of the cellulose.

22. The process for producing a cellulose derivative according to claim 1 , wherein a cellulose is used as the cellulose or a derivative thereof before the reaction.

23. The process for producing a cellulose derivative according to claim 22 , wherein the cellulose is subjected to an activation treatment before the reaction.

24. The process for producing a cellulose derivative according to claim 1 , wherein the cellulose derivative containing a long-chain organic group introduced therein has a crosslinking site.

25. The process for producing a cellulose derivative according to claim 24 , wherein the crosslinking site is a remaining intermolecular linking site derived from an intermolecular linking site of the cellulose.

26. The process for producing a cellulose derivative according to claim 24 , further comprising a step of dissociating the crosslinking site after the solid-liquid separation.

27. A cellulose derivative produced by the process of claim 1 .

28. A resin composition comprising a cellulose derivative of claim 27 .

29. A molded body obtained by molding the resin composition of claim 28 .

Assignees

• Nec Corp

Inventors

• Toyama Kiyohiko
• Iji Masatoshi
• Tanaka Shukichi

Classifications

• C08L1/14

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

• C08B3/22

  Post-esterification treatments, including purification · CPC title

• C08B3/16

  Preparation of mixed organic cellulose esters {, e.g. cellulose aceto-formate or cellulose aceto-propionate} · CPC title

• C08B3/06 Primary

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

• C08L1/12

  Cellulose acetate · CPC title