IP Library Granted Patent US 9,156,919
Granted Patent B2
US 9,156,919 · App. 14/131,556 · Granted Oct 13, 2015

Method of removing alkylene halogenohydrin from cellulose ether

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Quick Facts
Patent No.
US 9,156,919
App. No.
14/131,556
Granted
Oct 13, 2015
Kind
B2
Abstract

In a method of removing alkylene halogenohydrin from a cellulose ether the cellulose ether is provided, water is added to the cellulose ether and subsequently alkylene halogenohydrin and water is removed from the cellulose ether by evaporation. Alternatively steam or a steam mixture can be sparged across or through the cellulose ether to remove halogenohydrin from the cellulose ether.

Claims (25)

1. A method of making a hydroxyalkyl alkylcellulose with a reduced concentration of alkylene halogenohydrin comprising the steps of:

a) providing a hydroxyalkyl alkylcellulose; and

b) contacting the hydroxyalkyl alkylcellulose with an acid to partially depolymerize the hydroxyalkyl alkylcellulose to a hydroxyalkyl alkylcellulose having a lower molecular weight and a lower viscosity;

characterized in that after the depolymerization step b) the method comprises the following steps:

c) adding water to the reaction mixture of the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity, and

d) removing alkylene halogenohydrin and water from the reaction mixture by evaporating.

2. A method of making a hydroxyalkyl alkylcellulose with a reduced concentration of alkylene halogenohydrin comprising the steps of:

a) providing a hydroxyalkyl alkylcellulose; and

b) contacting the hydroxyalkyl alkylcellulose with an acid to partially depolymerize the hydroxyalkyl alkylcellulose to a hydroxyalkyl alkylcellulose having a lower molecular weight and a lower viscosity;

characterized in that after the step b) the method comprises the following step:

c) sparging steam or a steam mixture across or through the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity.

3. The method according to claim 1 , wherein the hydroxyalkyl alkylcellulose is provided as a solid or is provided as a water-moist solid or is provided as an at least two phase mixture, the mixture comprising or consisting of a liquid phase and a solid phase, the solid phase comprising or consisting of the hydroxyalkyl alkylcellulose or wherein prior to step b) water is added to the hydroxyalkyl alkylcellulose.

4. The method according to claim 1 , wherein the added water is at a temperature higher than the dissolution temperature of the cellulose ether.

5. The method according to claim 1 , wherein the amount of added water via liquid water or condensed steam yields in a water content of from 2 to 50 percent by weight, based on the total amount of cellulose ether and water.

6. The method according to claim 1 , wherein after contacting the hydroxyalkyl alkylcellulose with the acid and when a targeted viscosity of the hydroxyalkyl alkylcellulose is reached the depolymerization is stopped.

7. The method according to claim 6 , wherein after providing the hydroxyalkyl alkylcellulose and until having stopped the depolymerization no water, steam or moisture is added to the hydroxyalkyl alkylcellulose or the reaction mixture of the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity.

8. The method according to claim 1 , wherein after step b) and prior to step c) the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity is at least partially dried or at least partially mill-dried.

9. The method according to claim 2 , wherein the hydroxyalkyl alkylcellulose is provided as a solid or is provided as a water-moist solid or is provided as an at least two phase mixture, the mixture comprising or consisting of a liquid phase and a solid phase, the solid phase comprising or consisting of the hydroxyalkyl alkylcellulose or wherein prior to step b) water is added to the hydroxyalkyl alkylcellulose.

10. The method according to claim 2 , wherein the amount of added water via liquid water or condensed steam yields in a water content of from 2 to 50 percent by weight, based on the total amount of cellulose ether and water.

11. The method according to claim 2 , wherein after contacting the hydroxyalkyl alkylcellulose with the acid and when a targeted viscosity of the hydroxyalkyl alkylcellulose is reached the depolymerization is stopped.

12. The method according to claim 11 , wherein after providing the hydroxyalkyl alkylcellulose and until having stopped the depolymerization no water, steam or moisture is added to the hydroxyalkyl alkylcellulose or the reaction mixture of the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity.

13. The method according to claim 2 , wherein after step b) and prior to step c) the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity is at least partially dried or at least partially mill-dried.

14. The method according to claim 1 , wherein the hydroxyalkyl alkylcellulose is provided by alkalizing a cellulose pulp and etherifying the produced alkali cellulose with the etherifying reagents i) methyl chloride and ii) ethylene oxide or propylene oxide.

15. The method according to claim 2 , wherein the hydroxyalkyl alkylcellulose is provided by alkalizing a cellulose pulp and etherifying the produced alkali cellulose with the etherifying reagents i) methyl chloride and ii) ethylene oxide or propylene oxide.

16. The method according to claim 15 wherein the method comprises step c) sparging steam or a steam mixture selected from the group consisting of a mixture of steam and hot air, a mixture of steam and nitrogen, and a mixture of steam and another inert gas across or through the hydroxyalkyl alkylcellulose having the lower molecular weight and the lower viscosity.

Assignments (10)
CHANGE OF LEGAL ENTITY Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
Reel/Frame 054530/0384 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 054531/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
Reel/Frame 054533/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
To: NUTRITION & BIOSCIENCES USA 1, LLC
Reel/Frame 054533/0575 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: UNION CARBIDE CHEMICALS & PLASTICS
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 036193/0323 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: SPREHE, MATHIAS
To: DOW WOLFF CELLULOSICS GMBH & CO. OHG
Reel/Frame 036192/0090 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: ENGELMAN, RICHARD A.; ZIETTLOW, DAVID W.; ARTHUR, ANDREW C.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 036193/0446 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: DOW WOLFF CELLULOSICS GMBH & CO. OHG
To: THE DOW CHEMICAL COMPANY
Reel/Frame 036192/0281 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 036193/0096 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: SCHEID, ROBERT E., JR.; MALLON, CHARLES B.
To: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY LLC
Reel/Frame 036193/0203 →