Process for preparing porous polymer particles

• US 8,466,206 B1
• Filed: 12/22/2011
• Issued: 06/18/2013
• Est. Priority Date: 12/22/2011
• Status: Active Grant

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Yang, Xiqiang, Bennett, James R.
• Primary Examiner(s): Gulakowski, Randy
• Assistant Examiner(s): WALES, CHRISTINA H
• Application Number:
  US13/334,199
• Publication Number:
  US 20130165541A1
• Time in Patent Office: 544 Days
• Field of Search: 521/82, 521/91, 420/108.2, 420/108.21
• US Class Current: 521/91
• CPC Class Codes: C08J 2201/0482 the liquid phase being organic
• CPC Class Codes: C08J 2325/14 with unsaturated esters
• CPC Class Codes: C08J 2367/00 Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain of polyester-amides C08J2377/12; of polyester-imides C08J2379/08; Derivatives of such polymers
• CPC Class Codes: C08J 9/0066 Use of inorganic compounding ingredients
• CPC Class Codes: C08J 9/28 by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum

Abstract

A process for forming polymer particles with aligned pores and controlled narrow particle size distribution, including: a) forming an oil phase by dissolving a polymeric binder in a solvent; b) dispersing the oil phase into a water phase containing a controlled amount of particulate stabilizer and forming an oil-in-water emulsion of controlled narrow dispersed oil phase droplet size distribution; c) freezing the emulsion to freeze solvent in the oil droplets to form frozen solvent domains within the polymeric binder, and also the water in the continuous water phase; and d) removing the frozen solvent from the polymeric binder and the frozen water in the continuous water phase, thereby forming porous polymer particles of controlled narrow particle size distribution and containing directional aligned non-spherical pore structures. Optionally, the porous particles may contain encapsulated functional ingredients.

Claims

1. A process for forming polymer particles with aligned pores and controlled narrow particle size distribution, comprising:

a) forming an oil phase by dissolving a polymeric binder in a solvent;

b) dispersing the oil phase into a water phase containing a controlled amount of particulate stabilizer and forming an oil-in-water emulsion of controlled narrow dispersed oil phase droplet size distribution;

c) freezing the emulsion to freeze solvent in the oil droplets to form frozen solvent domains within the polymeric binder, and also the water in the continuous water phase; and

d) removing the frozen solvent from the polymeric binder and the frozen water in the continuous water phase, thereby forming porous polymer particles of controlled narrow particle size distribution and containing directional aligned non-spherical pore structures, wherein the formed porous particles have a volume based particle size geometric standard deviation of less than 1.5 for particle size of the particles measured in equivalent circular diameter.

2. The process according to claim 1, wherein the formed porous particles have a volume based particle size geometric standard deviation of less than 1.4 for particle size of the particles measured in equivalent circular diameter.

3. The process according to claim 1, wherein the formed porous particles have a volume based particle size geometric standard deviation of less than 1.3 for particle size of the particles measured in equivalent circular diameter.

4. The process according to claim 1, wherein the frozen solvent and water are removed from the frozen emulsion under conditions of reduced pressure.

5. The process according to claim 1, wherein the polymeric binder comprises a copolymer resin derived from styrene and acrylic monomers, or a polyester resin.

6. The process according to claim 1, wherein the polymeric binder has a concentration of about 5% to about 50% by weight in the oil phase.

7. The process according to claim 1, wherein the solvent is dimethyl carbonate.

8. The process according to claim 1, wherein the porous particles formed have a volume based mean particle size of 2 to 100 micrometers for particle size of the particles measured in equivalent circular diameter.

9. The process according to claim 8, wherein the porous particles formed have a non-spherical shape characterized by a mean aspect ratio of 0.9 or less.

10. The process according to claim 1, wherein the emulsion is frozen in liquid nitrogen.

11. The process according to claim 1, wherein the removal of the solvent and water is achieved under vacuum with a controlled temperature ramp from −

40°

C. to 10°

C.

12. The process according to claim 1, further comprising including metallic flakes in the oil phase, and wherein the metallic flakes are encapsulated in the formed porous polymer particles.

13. The process according to claim 12, wherein the metallic flakes are substantially 2-dimensional particles, having opposed main surfaces separated by a relatively minor thickness dimension, and have a main surface equivalent circular diameter primarily in the range of from about 2 microns to about 20 microns, and an aspect ratio of at least 2.

14. The process according to claim 12, wherein the metallic flakes are present at a concentration of from about 3% to about 30% by weight relative to that of the total weight of solids.

15. The process according to claim 1, wherein the ratio of water phase to oil phase is 1.5 to 5 by weight.

16. The process according to claim 1, wherein the particulate stabilizer is an inorganic particulate stabilizer.

17. The process according to claim 16, wherein the particulate stabilizer is colloidal silica.

18. The process according to claim 1, wherein the porous particles formed have a porosity of at least 10 volume %.

19. The process according to claim 1, wherein the porous particles formed have a porosity of greater than 50 volume %.