IP Library Granted Patent US 11,236,216
Granted Patent B2
US 11,236,216 · App. 15/578,074 · Granted Feb 1, 2022

Manufacturing process for polysaccharide beads

Inventors: Per Erik Emilsson (Uppsala, SE); Susanna Klara Margareta Lindberg (Uppsala, SE); Jonny Wernersson (Uppsala, SE); Jonas Gustafsson (Uppsala, SE); Adam Hurynowicz (Uppsala, SE)
Assignee: Cytiva BioProcess R & D AB
C08L5/02B01J13/14C07K1/22C08B37/0021C12N5/0075C08L2203/02C08L2205/02C12N2531/00C12N2533/70C12N2533/78C12N2537/10
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Quick Facts
Patent No.
US 11,236,216
App. No.
15/578,074
Granted
Feb 1, 2022
Kind
B2
Abstract

The invention discloses a method of manufacturing polysaccharide beads, comprising the steps of: i) providing a water phase comprising an aqueous solution of a polysaccharide; ii) providing an oil phase comprising at least one water-immiscible organic solvent and at least one oil-soluble emulsifier; iii) emulsifying the water phase in the oil phase to form a water-in-oil (w/o) emulsion; and iv) inducing solidification of the water phase in the w/o emulsion, wherein the organic solvent is an aliphatic or alicyclic ketone or ether.

Claims (35)

1. A method of manufacturing polysaccharide beads, comprising the steps of:

i) providing a water phase comprising an aqueous solution of a polysaccharide and an alkali, wherein the alkali is present in the water phase at a concentration of 0.1 M to 2 M;

ii) providing an oil phase comprising at least one water-immiscible organic solvent and at least one oil-soluble emulsifier;

iii) emulsifying said water phase in said oil phase to form a water-in-oil (w/o) emulsion; and

iv) inducing solidification of said water phase in said w/o emulsion to form substantially spherical polysaccharide beads,

wherein said at least one organic solvent is an alicyclic ketone or an ether.

2. A method of manufacturing polysaccharide beads, comprising the steps of:

i) providing a water phase comprising an aqueous solution of a polysaccharide and an alkali, wherein the alkali is present in the water phase at a concentration of 0.1 M to 2 M;

ii) providing an oil phase comprising at least one water-immiscible organic solvent and at least one oil-soluble emulsifier;

iii) emulsifying said water phase in said oil phase to form a water-in-oil (w/o) emulsion; and

iv) inducing solidification of said water phase in said w/o emulsion to form substantially spherical polysaccharide beads,

wherein said at least one organic solvent is an alicyclic ketone or an ether, does not contain halogens, and has Hansen solubility parameter values in the ranges of δD=15.0-18.5 MPa 1/2 , δP=3.5-8.5 MPa 1/2 and δH=4.0-5.5 MPa 1/2 , or wherein said oil phase comprises a mixture of halogen-free water-immiscible organic solvents, said mixture having Hansen solubility parameter values in the ranges of δD=15.0-18.5 MPa 1/2 , δP=3.5-8.5 MPa 1/2 and δH=4.0-5.5 MPa 1/2 .

3. The method of claim 1 , wherein step iv) comprises crosslinking said polysaccharide.

4. The method of claim 3 , wherein in step iv) a crosslinking agent is added to said w/o emulsion.

5. The method of claim 4 , wherein said cros slinking agent comprises epichlorohydrin or a diepoxide.

6. The method of claim 1 , wherein said polysaccharide comprises dextran.

7. The method of claim 6 , wherein said dextran has a weight average molecular weight, Mw, of 20-4000 kDa.

8. The method of claim 1 , wherein the concentration of the emulsifier in the oil phase is 0.01-0.5 g/ml.

9. The method of claim 1 , wherein said at least one emulsifier is a cellulose derivative.

10. The method of claim 9 , wherein said at least one emulsifier is a cellulose mixed ester.

11. The method of claim 10 , wherein said at least one emulsifier is cellulose acetate butyrate with an average molecular weight, Mn, of 10-100 kDa.

12. The method of claim 10 , wherein said at least one emulsifier is cellulose acetate butyrate with 2-20 wt. % acetyl content and 20-60 wt. % butyryl content.

13. The method of claim 1 , wherein said at least one organic solvent is a C 6 -C 10 alicyclic ketone or ether.

14. The method of claim 1 , wherein said at least one organic solvent is defined by Formula II or III,

wherein:

R 3 is a C 1 -C 5 alkylene group;

R 4 is hydrogen or a C 1 -C 5 alkyl group; and

R 5 and R 6 are, independently of each other, C 1 -C 6 alkyl or cycloalkyl groups.

15. The method of claim 14 , wherein said at least one organic solvent is defined by Formula II.

16. The method of claim 1 , wherein said at least one organic solvent is selected from the group consisting of 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cyclohexanone, cyclopentyl methyl ether and their mixtures.

17. The method of claim 16 , wherein said at least one organic solvent is selected from the group consisting of 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone and cyclohexanone.

18. The method of claim 17 , wherein said at least one organic solvent is 2-methylcyclohexanone.

19. The method of claim 9 , wherein said cellulose derivative is a cellulose ester.

20. The method of claim 10 , wherein said cellulose mixed ester is a cellulose acetate butyrate.

21. The method of claim 11 , wherein said average molecular weight, Mn, is 15l-75 kDa.

Assignments (2)
CHANGE OF NAME Recorded Oct 5, 2020
From: GE HEALTHCARE BIOPROCESS R&D AB
To: CYTIVA BIOPROCESS R&D AB
Reel/Frame 054299/0349 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2017
From: EMILSSON, PER; LINDBERG, SUSANNA; WERNERSSON, JONNY; GUSTAFSSON, JONAS; HURYNOWICZ, ADAM
To: GE HEALTHCARE BIOPROCESS R&D AB
Reel/Frame 044251/0867 →
Priority Claims (1)
GB 1509677 · Jun 4, 2015 · national
Continuity (1)
Related Publication 20180291184A1 · Oct 11, 2018