Fibrous Support Comprising Particles Containing a Partially Water-Soluble Active Agent, Particles, and Methods for Producing Said Particles

• US 20170202756A1
• Filed: 07/20/2015
• Published: 07/20/2017
• Est. Priority Date: 07/21/2014
• Status: Active Grant

• Current Assignee: Satisloh AG (EssilorLuxottica SA)
• Original Assignee: Satisloh AG (EssilorLuxottica SA)
• Inventors: Cadet, Mamonjy, Meridiano, Camille, HUILIER, Herv, Callet, Adeline
• Granted Patent: US 10,449,128 B2
• Time in Patent Office: Days
• CPC Class Codes: A01N 25/08 containing solids as carriers or diluents
• CPC Class Codes: A01N 25/28 Microcapsules or nanocapsules
• CPC Class Codes: A01N 37/46 N-acyl derivatives
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 2800/413 Nanosized, i.e. having sizes below 100 nm
• CPC Class Codes: A61K 2800/624 by macromolecular compounds
• CPC Class Codes: A61K 8/0208 Tissues; Wipes; Patches
• CPC Class Codes: A61K 8/11 Encapsulated compositions
• CPC Class Codes: A61K 8/42 Amides
• CPC Class Codes: A61Q 17/005 Antimicrobial preparations
• CPC Class Codes: A61Q 17/02 containing insect repellants
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: B01J 13/043 Drying and spraying
• CPC Class Codes: B01J 13/08 Simple coacervation, i.e. addition of highly hydrophilic material combined with spraying B01J13/043; combined with mechanical division B01J13/04
• CPC Class Codes: B01J 13/18 In situ polymerisation with all reactants being present in the same phase
• CPC Class Codes: B01J 13/22 Coating
• CPC Class Codes: C11D 17/0039 Coated compositions or coated components in the compositions, (micro)capsules
• CPC Class Codes: C11D 17/049 Cleaning or scouring pads; Wipes
• CPC Class Codes: C11D 2111/18 Glass; Plastics
• CPC Class Codes: D06M 23/12 Processes in which the treating agent is incorporated in microcapsules making microcapsules B01J13/02

Abstract

The invention relates to a support consisting of natural and/or synthetic fibres which particles are held, which are preferably water-soluble, comprising at least one active agent, said particles at least partially releasing the active agent(s) under the effect of an external stress, characterised in the active agent has a water-solubility of between 0.1 and 60 wt. %, preferably between 0.1 and 30 wt. %.

Claims

1-16. -16. (canceled)

17. A support consisting of natural and/or synthetic fibers on which particles comprising at least one active agent are retained, said particles releasing, at least in part, the active agent(s) under the effect of an external stress, wherein the active agent has a solubility in water of 0.1% to 60% by weight.

18. The support of claim 17, wherein the support is a flexible support.

19. The support of claim 17, wherein the particles have a size of 100 nm to 200 μ

m.

20. The support of claim 17, wherein the particles are microcapsules comprising a solid casing including a fluid or solid phase in which the active agent is present and/or microspheres comprising a solid matrix in which the active agent is present.

21. The support of claim 17, wherein the active agent is chosen from antifogging agents, bactericidal agents, biocidal agents, detergents, dermatological therapeutic agents, cosmetic agents, such as moisturizers, emollients, cleaning agents, relipidizing agents, lipolytic agents, exfoliants, tightening agents, pigmenting and depigmenting agents, antiseptic agents, disinfectants and healing agents, fragrances and odorizing agents.

22. The support of claim 17, wherein it is chosen from woven, nonwoven and knitted textiles, and papers.

23. The support of claim 17, wherein it is chosen from fabrics made of microfibers comprising hydrophilic polymer microfibers and lipophilic polymer microfibers.

24. The support of claim 17, wherein the particles are immobilized on or attached to the support.

25. The support of claim 17, wherein the active agent is a non-ionic amphiphilic fluorinated molecule.

26. A process for the manufacture of a support of claim 17, comprising:

the production of particles comprising at least one active agent, said particles releasing, at least in part, the active agent(s) under the effect of an external stress;

said active agent(s) having a solubility in water of 0.1% to 60% by weight; and

the deposition and the retention of the particles on the support made of fibers.

27. The process of claim 26, wherein said active agent(s) has(have) a solubility in water of 0.1% to 30% by weight.

28. A process for conferring or reactivating a functional group on a surface of a substrate, comprising:

providing a support of claim 17; and

applying the support to said substrate under the effect of an external stress in order to release the active agent(s).

29. The process of claim 28, wherein the substrate is an ophthalmic lens, such as a spectacle lens.

30. The process of claim 28, wherein the substrate is human or animal skin.

31. A particle provided in the form of:

a) a microcapsule comprising a solid casing including a fluid or solid phase in which at least one active agent is present;

or

b) a microsphere comprising a solid matrix in which at least one active agent is present;

said active agent having a solubility in water of 0.1% to 60% by weight.

32. The particle of claim 31, further defined as a water-insoluble particle.

33. The particle of claim 31, wherein said active agent has a solubility in water of 0.1% to 30% by weight.

34. A process for the manufacture of a particle of claim 31, wherein it is chosen from any one of the following methods:

(A)(i) forming an aqueous mixture of a matrix material, which is insoluble or not very soluble in water, and of at least one active agent having a solubility in water of 0.1% to 60% by weight; and

(ii) forming fine droplets of the emulsion by atomization in order to obtain microspheres, the formulation of the emulsion being determined by means of a ternary diagram model which takes into account the solubilities in water of the different constituents so that, during the evaporation in the course of the atomization, a phase separation takes place within the droplets, resulting in the appearance of a matrix-rich phase at their periphery;

(B)(i) forming an emulsion from an oily phase containing at least one active agent having a solubility in water of 0.1% to 60% by weight, and from an aqueous phase containing monomers capable of being condensed; and

(ii) carrying out the polycondensation of the monomers in order to form a membrane defining a microcapsule, the oily phase being chosen so that the active agent exhibits a high partition coefficient between this oily phase and the aqueous phase, the partition coefficient being defined as the ratio of the concentration of the active agent in the oily phase to the concentration of the active agent in the aqueous phase;

(C)(i) forming an oily phase of a water-insoluble wax containing at least one active agent having a solubility in water of 0.1% to 60% by weight by heating the wax above its melting point;

(ii) forming a primary aqueous phase containing at least one surfactant and optionally a protective colloid, this primary aqueous phase being heated to a temperature similar to that of the oily phase;

(iii) forming a primary oil-in-water emulsion from the preceding phases;

(iv) forming a secondary aqueous phase containing a surfactant and optionally a protective colloid, this secondary aqueous phase also containing the active agent at a concentration which limits the extraction of the active agent present in the primary emulsion toward the secondary aqueous phase;

(v) adding the hot primary emulsion dropwise to the cold secondary aqueous phase in order to form, by solidification, wax droplets (microspheres) containing the active agent; and

(D)(i) forming a particle of the invention by one of the methods (A), (B) or (C);

(ii) forming a dispersion of the particles in an aqueous phase containing a water-soluble polymer;

(iii) rendering the initially water-soluble polymer insoluble in order to form polymer condensates which migrate to the interface of the particles; and

(iv) treating the polymer condensates thermally or chemically in order to form a casing on the particles.

35. The process of claim 34, wherein said active agent has a solubility in water of 0.1% to 30% by weight.

36. The process of claim 34, wherein the method (D) is implemented and the casing of the particles is a melamine-formaldehyde polymer.