Microencapsulation process

• US 4,956,129 A
• Filed: 02/01/1988
• Issued: 09/11/1990
• Est. Priority Date: 03/30/1984
• Status: Expired due to Term

• Current Assignee: Syngenta Crop Protection Incorporated (China National Chemical Corporation)
• Original Assignee: ICI America Incorporated (Nouryon BV)
• Inventors: Scher, Herbert B., Rodson, Marius
• Primary Examiner(s): Lovering, Richard D.
• Application Number:
  US07/151,048
• Time in Patent Office: 953 Days
• Field of Search: 264/4.3, 264/4.33, 264/4.7, 428/402.21, 424/408, 424/457, 424/497, 514/963
• US Class Current: 264/4.7
• CPC Class Codes: A01N 25/28 Microcapsules or nanocapsules
• CPC Class Codes: B01J 13/18 In situ polymerisation with all reactants being present in the same phase
• CPC Class Codes: Y10T 428/2985 Solid-walled microcapsule from synthetic polymer

Abstract

A process is disclosed for the microencapsulation of a substantially water-insoluble liquid material within a porous shell to effect a slow rate of release of said material through said shell which comprises (a) providing an organic solution comprising said material and an etherified urea-formaldehyde prepolymer dissolved therein which from about 50% to about 98% of the methylol groups of said prepolymer have been etherified with a C₄ -C₁₀ alcohol; (b) creating an emulsion of said organic solution in an continuous phase aqueous solution comprising water and a surfaceactive agent, wherein said emulsion comprises discrete droplets of said organic solution dispersed in said continuous phase aqueous solution, there being formed thereby an interface between the discrete droplets of organic solution and the surrounding continuous phase aqueous solution; and (c) causing in situ self-condensation and curing of said ureaformaldehyde prepolymers in the organic phase of said discrete droplets adjacent to said interface by simultaneously heating said emulsion to a temperature between about 20° C. to about 100° C., and adding to said emulsion an acidifying agent and maintaining said emulsion at a pH of between about 0 to about 4 for a sufficient period of time to allow substantial completion of in situ condensation of said resin prepolymers to convert the liquid droplets of said organic solution to capsules consisting of solid permeable polymer shells enclosing said liquid material.

Also disclosed are the microcapsules formed by the above-described process. f

Claims

1. A process for the microencapsulation of a substantially water-insoluble liquid material within a porous shell to effect a slow rate of release of said material through said shell which comprises

(a) providing an organic solution comprising said liquid material and an etherified urea-fonmaldehyde prepolymer dissolved therein in which from about 50% to about 98% of the methylol groups of said prepolymer have been etherified with a C₄ -C₁₀ alcohol;

(b) creating an emulsion of said organic solution in an continuous phase aqueous solution comprising water and a surface-active agent, wherein said emulsion comprises discrete droplets of said organic solution dispersed in said continuous phase aqueous solution, there being formed thereby an interface between the discrete droplets of organic solution and the surrounding continuous phase aqueous solution; and

(c) causing in situ self-condensation and curing of said ureaformaldehyde prepolymers in the organic phase of said discrete droplets adjacent to said interface by simultaneously heating said emulsion to a temperature between about 20°

C. to about 100°

C., and adding to said emulsion an acidifying agent and maintaining said emulsion at a pH of between about 0 to about 4 for a sufficient period of time to allow substantial completion of in situ condensation of said resin prepolymers to convert the liquid droplets of said organic solution to capsules consisting of solid permeable polymer shells enclosing said liquid material.

2. A process according to claim 1 in which from about 70% to about 90% of the methylol groups of the prepolymer of step (a) have been etherified.

3. A process according to claim 1 in which the alcohol with which the methylol groups of the prepolymer of step (a) have been etherified is a C₄ -C₆ alcohol.

4. A process according to claim 1 in which the alcohol with which the methylol groups of the prepolymer of step (a) have been etherified is n-butanol or iso-butanol.

5. A process according to claim 1 in which from about 70% to about 90% of the methylol groups of the prepolymer of step (a) have been etherified and the alcohol with which said methylol groups have been etherified is n-butanol.

6. A process according to claim 1 in which, prior to the formation of the organic solution of step (a), the prepolymer of step (a) is dissolved in an alcohol which is identical to that with which the prepolymer has been etherified.

7. A process according to claim 1 in which the surface active agent of step (b) is selected from the group consisting alkali salts of alkyl and alkylaryl sulfonates.

8. A process according to claim 1 in which the aqueous solution of step (b) further comprises a protective colloid.

9. A process according to claim 1 in which the aqueous solution of step (b) further comprises from about 0.1% to about 5.0% by weight of a polyvinyl alcohol protective colloid.

10. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the prepolymer of step (a) comprises from about 1% to about 70% of the organic solution on a weight basis.

11. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the prepolymer of step (a) comprises from about 5% to about 50% of the organic solution on a weight basis.

12. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the protective colloid of step (b) is a polyvinyl alcohol and comprises from about 0.1% to about 5.0% by weight of the aqueous phase.

13. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the droplets of the dispersion formed in step (b) are from about 0.5 microns to about 4000 microns in diameter.

14. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the droplets of the dispersion formed in step (b) are from about 1 micron to about 100 microns in diameter.

15. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the in situ self-condensation in step (c) is done at a pH of between about 1.0 and about 3.0.

16. A process according to claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 in which the in situ self-condensation in step (c) is done at a pH of between about 1.0 and about 3.0 and at a temperature between about 40°

C. and about 70°

C.

17. A process according to claim 1 wherein said organic solution contains a wall-modifying agent which serves to modify the character of the wall by varying its permeability to the core material.

18. A process according to claim 17 wherein said wall-modifying agent is pentaerythritol tetrakis (mercaptopropionate).