Process for forming films, fibers, and beads from chitinous biomass

• US 9,096,743 B2
• Filed: 06/01/2010
• Issued: 08/04/2015
• Est. Priority Date: 06/01/2009
• Status: Active Grant

• Current Assignee: Board of Trustees of The University of Alabama (University of Alabama System)
• Original Assignee: Board of Trustees of The University of Alabama (University of Alabama System)
• Inventors: Qin, Ying, Rogers, Robin D., Daly, Daniel T.
• Primary Examiner(s): FISHER, ABIGAIL L
• Application Number:
  US13/375,245
• Publication Number:
  US 20120115729A1
• Time in Patent Office: 1,890 Days
• US Class Current: 1/1
• CPC Class Codes: A61K 31/4164 1,3-Diazoles
• CPC Class Codes: A61K 31/722 Chitin, chitosan
• CPC Class Codes: A61K 8/4946 Imidazoles or their condensed derivatives, e.g. benzimidazoles
• CPC Class Codes: A61K 8/736 Chitin; Chitosan; Derivatives thereof
• CPC Class Codes: C08K 5/3445 Five-membered rings
• CPC Class Codes: C08L 5/08 Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
• CPC Class Codes: D01F 1/10 Other agents for modifying properties
• CPC Class Codes: D01F 1/103 Agents inhibiting growth of microorganisms
• CPC Class Codes: D01F 9/00 Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments

Abstract

Disclosed is a process for forming films, fibers, and beads comprising a chitinous mass, for example, chitin, chitosan obtained from one or more biomasses. The disclosed process can be used to prepare films, fibers, and beads comprising only polymers, i.e., chitin, obtained from a suitable biomass, or the films, fibers, and beads can comprise a mixture of polymers obtained from a suitable biomass and a naturally occurring and/or synthetic polymer. Disclosed herein are the films, fibers, and beads obtained from the disclosed process. This Abstract is presented solely to aid in searching the subject matter disclosed herein and is not intended to define, limit, or otherwise provide the full scope of the disclosed subject matter.

Claims

1. A process for preparing chitin films, fibers, or beads, comprising:

a) contacting an ionic liquid with a chitinous biomass to form a residue and a chitin comprising solution, wherein the ionic liquid comprises a cation and an anion, wherein the cation is 3-ethyl-1-methyl-1H-imidazol-3-ium and the anion is a C_1-8 carboxylate;

b) adding a coagulant to the solution formed in step (a) and casting the chitin comprising solution into a film, a fiber, or a bead.

2. The process according to claim 1, further comprising adding an adjunct ingredient to the chitin comprising solution, wherein the adjunct ingredient is one or more pharmaceuticals, herbicides, insecticides, food ingredient, antibiotic, fatty acid, vitamin, or mineral.

3. The process according to claim 1, wherein the ionic liquid is 3-ethyl-1 -methyl-1H-imidazol-3-ium acetate.

4. The process according to claim 1, wherein the chitinous biomass is chosen from practical grade chitin, shrimp shells, or crab shells.

5. The process according to claim 1, wherein the chitinous biomass is dissolved or dispersed in the ionic liquid at a temperature of from about 70°

C. to about 130°

C.

6. The process according to claim 1, wherein the coagulant is chosen from water or a C₁-C₄ linear or branched alcohol.

7. The process according to claim 1, wherein the coagulant is a mixture of water and one or more C₁-C₄ linear or branched alcohols.

8. The process according to claim 1, wherein a co-solvent is added in step (a).

9. The process according to claim 8, wherein the co-solvent is dimethylsulfoxide, DMSO.

10. A process for preparing chitin films, comprising:

a) dissolving or dispersing a source of chitin in an first ionic liquid to form a first solution wherein the ionic liquid comprises a cation and an anion, wherein the cation is 3-ethyl-1-methyl-1H-imidazol-3-ium and the anion is a C_1-8 carboxylate;

b) separating any undissolved material to form a second solution;

c) adding a first coagulant to the second solution to form regenerated chitin;

d) isolating the regenerated chitin;

e) redissolving the regenerated chitin in a second ionic liquid; and

f) adding a second coagulant and casting the regenerated chitin from step (e) into a film, a fiber, or a bead.

11. The process according to claim 10, wherein the source of chitin is chosen from practical grade chitin, shrimp shells, or crab shells.

12. The process according to claim 10, wherein the source of chitin is dissolved or dispersed in the organic solvent or first ionic liquid at a temperature of from about 0°

C. to about 50°

C.

13. The process according to claim 10, wherein in step (b) the second solution is free of undissolved solids.

14. The process according to claim 10, wherein the first coagulant is chosen from water or a C₁-C₄ linear or branched alcohol.

15. The process according to claim 10, wherein the first coagulant is a mixture of water and one or more C₁-C₄ linear or branched alcohols.

16. The process according to claim 10, wherein the regenerated chitin in step (d) is isolated by filtration or centrifugation.

17. The process according to claim 10, wherein the second ionic liquid is 3-ethyl-1-methyl-1H-imidazol-3-ium acetate.

18. The process according to claim 10, wherein the regenerated chitin is dissolved or dispersed in step (e) in the second ionic liquid at a temperature of from about 70°

C. to about 130°

C.

19. The process according to claim 10, wherein the second coagulant is chosen from water or a C₁-C₄ linear or branched alcohol.

20. The process according to claim 10, wherein the second coagulant is a mixture of water and one or more C₁-C₄ linear or branched alcohols.

21. A mixture of chitinous biomass and an ionic liquid, wherein the ionic liquid comprises a cation and an anion, wherein the cation is 3-ethyl-1-methyl-1H-imidazol-3-ium and the anion is a C_1-8 carboxylate.

22. The mixture of claim 21, wherein the ionic liquid is 3-ethyl-1-methyl-1H-imidazol-3-ium acetate.

23. The mixture of claim 22, wherein the chitinous biomass is selected from the group consisting of practical grade chitin, shrimp shells, and crab shells.

25. The mixture of claim 21, further comprising an adjunct ingredient, wherein the adjunct ingredient is one or more of pharmaceutical, herbicide, insecticide, food ingredient, antibiotic, fatty acid, vitamin, or mineral.

24. A chitin fiber, wherein the fiber is pulled from a mixture of crustacean shells and the ionic liquid is 3-ethyl-1-methyl-1H-imidazol-3-ium acetate.