POLYACRYLATE-BASED ACTIVE COMPOUND-COMPRISING PARTICLES

• US 20140294968A1
• Filed: 07/23/2012
• Published: 10/02/2014
• Est. Priority Date: 07/27/2011
• Status: Abandoned Application

• Current Assignee: Bayer Intellectual Property GmbH (Bayer AG)
• Original Assignee: Bayer Intellectual Property GmbH (Bayer AG)
• Inventors: Hofmann, Stefan, Stanneck, Dorothee, Selbach, Claudia, Krdewagen, Eva Maria
• Application Number:
  US14/235,126
• Publication Number:
  US 20140294968A1
• Time in Patent Office: Days
• US Class Current: 424/489
• CPC Class Codes: A01N 25/12 Powders or granules A01N25/26 takes precedence
• CPC Class Codes: A01N 25/28 Microcapsules or nanocapsules
• CPC Class Codes: A01N 37/18 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
• CPC Class Codes: A01N 37/46 N-acyl derivatives
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 47/16 the nitrogen atom being part of a heterocyclic ring
• CPC Class Codes: A01N 53/00 Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 2800/5426 cationic
• CPC Class Codes: A61K 2800/594 Mixtures of polymers
• CPC Class Codes: A61K 8/0283 Matrix particles
• CPC Class Codes: A61K 8/11 Encapsulated compositions
• CPC Class Codes: A61K 8/42 Amides
• CPC Class Codes: A61K 8/4926 having six membered rings
• CPC Class Codes: A61K 8/69 containing fluorine
• CPC Class Codes: A61K 8/8147 Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 9/0017 Non-human animal skin, e.g. pour-on, spot-on
• CPC Class Codes: A61K 9/1635 obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
• CPC Class Codes: A61K 9/1694 resulting in granules or microspheres of the matrix type containing more than 5% of excipient
• CPC Class Codes: A61P 33/00 Antiparasitic agents
• CPC Class Codes: A61P 33/14 : Ectoparasiticides, e.g. scabicides
• CPC Class Codes: A61Q 17/02 : containing insect repellants

Abstract

The invention relates to novel polyacrylate-based active compound-comprising particles which bind to hair, and to the use of these particles for preparing medicaments, in particular for veterinary medicine. The particles comprise uncharged and cationic polyacrylate and are at most 10 um big.

Claims

1. Particles having a particle size d(v,90) of at most 10 μ

m comprising

a) an uncharged polyacrylate and

b) a cationic polyacrylate which carries positively charged functional groups, where the particles

c) comprise one or more active compounds and

d) may optionally comprise further polymers, auxiliaries or additives.

2. Particles according to claim 1 having a particle size d(v,90) of 0.1-3 μ

m.

3. Particles according to claim 1 in which the cationic polyacrylate b) is a quaternized dialkylaminoalkyl methacrylate copolymer.

4. Particles according to claim 3 in which the cationic polyacrylate b) is a copolymer of (methyl, ethyl) acrylates, (methyl, ethyl) methacrylates and monochloromethane-quaternized dimethylaminoethyl esters of methacrylic acid.

5. Particles according to claim 1 in which the uncharged polyacrylate a) is poly(methyl methacrylate).

6. Particles according to claim 1 in which the mixing ratio of the uncharged polyacrylate a) to the cationic polyacrylate b) is from 5:

95 (w/w) to 95;

5 (w/w).

7. Particles according to claim 1 comprising, based on the mass of the particles, 0.1-50% by weight of active compound.

8. Particles according to claim 1 where the uncharged polyacrylate has a weight average molecular weight of from 1000 g/mol up to 1 000 000 g/mol.

9. Particles according to claim 1 comprising 0.1-50% by weight based on the total mass of the particles of one or more further polymers, preferably polystyrene.

10. Particles according to claim 1 comprising one or more plasticizers, surfactants, cosolvents, their sum, based on the total mass of the microparticles, being 0.1-40% by weight.

11. Particles according to claim 1 comprising, as active compound, flumethrin.

12. Particles according to claim 1 comprising, as active compound, a repellent, preferably icaridin or N,N-diethyl-m-toluamide.

13. Process for preparing the particles according to claim 1, comprising the following steps:

(i) preparing a solution of components a) to d) in a solvent or solvent mixture (1) poorly miscible with water, if at all,

(ii) dispersing the solution (i) in an aqueous phase optionally comprising additives and solvent or solvent mixture (1) to saturation, to obtain a fine, stable emulsion,

(iii) removing the solvent or solvent mixture (1) from the emulsion droplets by

I) evaporation (solvent evaporation process), to obtain an aqueous suspension, or

II) spray drying, to obtain a dry powder.

16. Particles according to claim 6 in which the mixing ratio of the uncharged polyacrylate a) to the cationic polyacrylate b) is from 70:

30 (w/w) to 95;

5 (w/w).

17. Particles according to claim 6 in which the mixing ratio of the uncharged polyacrylate a) to the cationic polyacrylate b) is from 80:

20 (w/w) to 90;

10 (w/w).

18. Particles according to claim 7 comprising, based on the mass of the particles, 1-20% by weight of active compound.

19. Particles according to claim 7 comprising, based on the mass of the particles, 5-15% by weight of active compound.

20. Particles according to claim 8 where the uncharged polyacrylate has a weight average molecular weight of from 20 000 to 600 000 g/mol.

21. Particles according to claim 8 where the uncharged polyacrylate has a weight average molecular weight of from 50 000-150 000 g/mol.

22. Particles according to claim 12, wherein the repellent is icaridin or N,N-diethyl-m-toluamide.

14. (canceled)

15. (canceled)