Microcapsules

Patent metadata

Field	Value
Publication number	US-11344857-B2
Application number	US-201716472413-A
Country	US
Kind code	B2
Filing date	Jan 25, 2017
Priority date	Dec 22, 2016
Publication date	May 31, 2022
Grant date	May 31, 2022

Abstract

The invention relates to the field of capsules having a high load of active ingredients or substances, to the use thereof in cosmetic preparations, pharmaceuticals, household products, cleaning agents and technical compositions, e.g. adhesive and coating compositions, and to the manufacturing of the capsules.

First claim

The invention claimed is:

1. A process for producing a microcapsule, comprising the following steps:
A) providing a pre-emulsion comprising a stabilizer and a wall former, and an active ingredient to be encapsulated;
B) initiating condensation by altering temperature and/or pH, optionally by adding alcohol or salting-out;
C) post-hardening, by adding
(c1) a dispersion containing at least one urea derivative or melamine derivative, and
(c2) aminophenol component (Ia) and/or (Ib),

in which R1 and R2 independently represent hydrogen, methyl or ethyl, at temperatures of 50° C. to 100° C.;
D) adding urea;
E) cooling the reaction mixture obtained from step (D); and optionally
F) spray-drying or spray-pelletizing the microcapsule thus obtained, wherein
the active ingredient is a fragrance or perfume oil, and
the at least one urea derivative or melamine derivative (i) is selected from the group consisting of 2,4,6-triamino-1,3,5-triazine (melamine) or tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione (glycoluril), benzoguanamine, acetoguanamine, adipoguanamine, glutaroguanamine, and mixtures thereof.

2. The process as claimed in claim 1 , wherein said fragrance is an extract selected from the group consisting of lily, lavender, rose, jasmine, neroli, ylang-ylang, geranium, patchouli, petitgrain aniseed, coriander, cumin, juniper, bergamot, lemon, orange, mace, angelica, celery, cardamon, costus, iris, calmus, pinewood, sandalwood, guaiac wood, cedarwood, rosewood, tarragon, lemongrass, sage, thyme, spruce, fir, pine, dwarf-pine, galbanum, elemi, benzoin, myrrh, olibanum, opoponax, and mixtures thereof.

3. The process as claimed in claim 1 , wherein said fragrance is selected from the group consisting of benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethylmethylphenyl glycinate, allyl cyclohexylpropionate, styrallyl propionate, benzyl salicylate, linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial, bourgeonal, ionones, α-isomethylionone, methyl cedryl ketone, anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol, terpineol, terpenes, balsams, and mixtures thereof.

4. The process as claimed in claim 1 , wherein said fragrance is an essential oil of low volatility selected from the group consisting of sage oil, camomile oil, oil of cloves, melissa oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil, lavandin oil, and mixtures thereof.

5. The process as claimed in claim 1 , wherein said fragrance is selected from the group consisting of bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzylacetone, cyclamen aldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, cyclovertal, lavandin oil, clary sage oil, β-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilat, irotyl and floramat alone, and mixtures thereof.

6. A microcapsule obtained according to the process consisting of the following steps:
A) providing a pre-emulsion comprising a stabilizer and a wall former, and an active ingredient to be encapsulated;
B) initiating condensation by altering temperature and/or pH, optionally by adding alcohol or salting-out;
C) post-hardening, by adding
(c1) a dispersion containing at least one urea derivative or melamine derivative, and
(c2) an aminophenol component (Ia) and/or (Ib),

in which R1 and R2 independently represent hydrogen, methyl or ethyl, at temperatures of 50 to 100° C.;
D) adding urea;
E) cooling the reaction mixture obtained from step D; and optionally
F) spray-drying or spray-pelletizing the microcapsule thus obtained, wherein
the active ingredient is a fragrance or perfume oil, and
the at least one urea derivative or melamine derivative is selected from the group consisting of 2,4,6-triamino-1,3,5-triazine (melamine) or tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione (glycoluril), benzoguanamine, acetoguanamine, adipoguanamine, glutaroguanamine, and mixtures thereof.

7. Washing and cleaning compositions, cosmetic formulations or perfume compositions comprising microcapsules as claimed in claim 6 .

8. Agrochemicals comprising microcapsules as claimed in claim 6 .

9. Adhesives comprising microcapsules as claimed in claim 6 .

Assignees

• Symrise Ag
• Koehler Se August Papierfabrik

Inventors

• Jurisch Claus
• Horn Michael
• Meier Claudia
• Bertram Ralf
• Ott Patrick

Classifications

• C11D17/0039

  Coated compositions or coated components in the compositions, (micro)capsules · CPC title

• A61K9/5031

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide) · CPC title

• A61Q13/00

  Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) · CPC title

• A61K2800/412

  Microsized, i.e. having sizes between 0.1 and 100 microns · CPC title

• A61K8/88

  Polyamides · CPC title