EP4003010A1 - Nouvelle formulation à base d'un oléogel, en particulier permettant la libération de composants volatiles, et procédé permettant la fabrication de celui-ci - Google Patents
Nouvelle formulation à base d'un oléogel, en particulier permettant la libération de composants volatiles, et procédé permettant la fabrication de celui-ciInfo
- Publication number
- EP4003010A1 EP4003010A1 EP20746600.4A EP20746600A EP4003010A1 EP 4003010 A1 EP4003010 A1 EP 4003010A1 EP 20746600 A EP20746600 A EP 20746600A EP 4003010 A1 EP4003010 A1 EP 4003010A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oleogel
- liquid
- formulation
- hydrophilic
- formulation according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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- 238000000034 method Methods 0.000 title claims description 19
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- 239000000575 pesticide Substances 0.000 claims abstract description 22
- 239000003620 semiochemical Substances 0.000 claims abstract description 20
- 229920013820 alkyl cellulose Polymers 0.000 claims abstract description 17
- 235000013305 food Nutrition 0.000 claims abstract description 17
- 239000002537 cosmetic Substances 0.000 claims abstract description 13
- 239000011814 protection agent Substances 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims description 65
- 239000002775 capsule Substances 0.000 claims description 37
- 230000002209 hydrophobic effect Effects 0.000 claims description 19
- 239000001993 wax Substances 0.000 claims description 18
- 239000000126 substance Substances 0.000 claims description 17
- 239000011258 core-shell material Substances 0.000 claims description 16
- 239000001856 Ethyl cellulose Substances 0.000 claims description 15
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 15
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 15
- 229920001249 ethyl cellulose Polymers 0.000 claims description 15
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- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 claims description 6
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims description 6
- 239000004204 candelilla wax Substances 0.000 claims description 6
- 235000013868 candelilla wax Nutrition 0.000 claims description 6
- 229940073532 candelilla wax Drugs 0.000 claims description 6
- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 claims description 6
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- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 2
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- 239000004164 Wax ester Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
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- 239000003627 allelochemical Substances 0.000 claims description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 2
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- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 claims 1
- 235000013766 direct food additive Nutrition 0.000 claims 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 1
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- 239000000796 flavoring agent Substances 0.000 abstract description 2
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- 238000000576 coating method Methods 0.000 description 3
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000005846 sugar alcohols Chemical class 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
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- 239000002411 allomone Substances 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
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- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
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- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
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- 241001466030 Psylloidea Species 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
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- 241001481304 Vespoidea Species 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
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- 229940114079 arachidonic acid Drugs 0.000 description 1
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- GEHJBWKLJVFKPS-UHFFFAOYSA-N bromochloroacetic acid Chemical compound OC(=O)C(Cl)Br GEHJBWKLJVFKPS-UHFFFAOYSA-N 0.000 description 1
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- 239000006185 dispersion Substances 0.000 description 1
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- 235000019197 fats Nutrition 0.000 description 1
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- 238000004817 gas chromatography Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
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- 229920005610 lignin Polymers 0.000 description 1
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- 235000021388 linseed oil Nutrition 0.000 description 1
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- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
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- 239000004006 olive oil Substances 0.000 description 1
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- 150000004666 short chain fatty acids Chemical class 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
Definitions
- the present invention is directed to an oleogel formulation suitable for releasing volatile components such as semiochemicals; this formulation contains at least one oleogelator, such as alkyl cellulose, a volatile component and a non-polar liquid.
- an oleogel formulation is provided containing an active ingredient comprising at least one oleogelator, the active ingredient and an unpolar liquid.
- the present invention also relates to a process for producing the oleogel formulation according to the invention.
- the use of the oleogel formulation according to the invention is described in particular as a plant protection agent and pest control agent, but also in the food or pharmaceutical industry, containing pharmaceutical or cosmetic active ingredients, flavors or fragrances.
- WO 90/00005 describes microencapsulated pesticides with an attractant.
- an attractant in an outer shell with an outer shell, while the core of this capsule contains a pesticide.
- the insect is attracted by the attractant and when the capsule is pierced, the insect picks up a pesticide.
- liquid core capsules for combating pests such as biting-sucking insects are known.
- This liquid core capsule has an aqueous core and a diffusion-inhibiting outer shell. While the outer shell contains an attractant for the pest, the core contains a pest control agent.
- This document describes the use of hydrogel casings as the outer material. Similar constructs can be found in EP 2 415 356 A2. Here, capsules with a solid shell are described, which have a diffusion barrier z. B. of ethyl cellulose and / or resin-based polymers.
- WO 2015/073439 A1 describes liposomal attractant formulations comprising pesticides or nematicides.
- oleogelator such as alkyl cellulose
- volatile component such as volatile semiochemicals and
- an oleogel formulation containing an active ingredient comprising
- oleogelator such as alkyl cellulose
- the oleogel capsule shell has advantages over both the bilayer structure of liposomes and over hydrogels as hydrophilic gels.
- hydrophilic ingredients and components can be provided with the formulation according to the invention.
- the oleogelators are a combination of alkyl cellulose and vegetable wax.
- the combinations of Ethylcellu loose with vegetable wax, such as carnauba wax and candelilla wax, are particularly suitable, these being present in amounts of 0.1-20% and proportions of 2: 0.01 to 0.01: 2.
- Suitable non-polar liquids include, in particular, those selected from vegetable, animal, microbial or mineral oils.
- Suitable materials are e.g. B. sunflower oil, rapeseed oil, sesame oil, olive oil, linseed oil, corn oil, palm oil, soybean oil, cocoa butter, fish oil, paraffin oil, castor oil, nut oil, coconut oil, peanut oil, palk kernel oil, cottonseed oil but also saturated, mono- and polyunsaturated fatty acids (PUFAs), such as arachidonic acid and fatty alcohols such as octyldodecanol, or also co-solvents such as hexane, xylene, etc.
- Vegetable oils in particular such as those mentioned above, are preferred.
- the formulation in the form of a core-shell capsule can be one which has a liquid core, in particular a liquid hydrophilic core, with a shell formed from hydrophobic oleogels. That is to say that the oleogel formulation according to the invention is suitable for forming the shell of such core-shell capsules.
- These core-shell capsules according to the invention are particularly suitable for providing formulations with hydrophilic volatile components and / or active ingredients, these active ingredients optionally being dissolved in the hydrophilic liquid.
- a layer can additionally be applied to the surface of the formulation obtained in this way based on the oleogel, which further inhibits diffusion or introduces other properties which change the surface of the formulation.
- This can e.g. B. be done by adding wax or other additives.
- the use of the formulation according to the invention as a crop protection agent or pest control agent is provided, which in particular comprises biocides, insecticides, fungicides, nematicides, acaricides or flerbicides containing such agents.
- the hollow spheres can be removed from the oleogel sol and the oleogel shell formed with the filling contained therein can be completely solidified on an inert surface
- the presence and the release rate of the volatiles formulated therein are examined by means of thermosorption-coupled gas chromatography and (thermo-) gravimetry.
- the analysis of the formulations with volatile semiochemicals and without, as well as an unformulated semiochemical, clearly showed that the volatile semiochemical is released with a time delay at elevated temperatures. It was also found that the semiochemical is essentially completely present in the oleogel formulation. It was also possible to show what influence the addition of different wax concentrations in the ethyl cellulose oleogel formulation has on the release of the formulated volatile.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
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Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102019119888.7A DE102019119888A1 (de) | 2019-07-23 | 2019-07-23 | Neue Formulierung auf Basis eines Oleogels insbesondere zur Freisetzung von volatilen Komponenten und Verfahren zu dessen Herstellung |
PCT/EP2020/070763 WO2021013917A1 (fr) | 2019-07-23 | 2020-07-23 | Nouvelle formulation à base d'un oléogel, en particulier permettant la libération de composants volatiles, et procédé permettant la fabrication de celui-ci |
Publications (1)
Publication Number | Publication Date |
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EP4003010A1 true EP4003010A1 (fr) | 2022-06-01 |
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ID=71833316
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP20746600.4A Pending EP4003010A1 (fr) | 2019-07-23 | 2020-07-23 | Nouvelle formulation à base d'un oléogel, en particulier permettant la libération de composants volatiles, et procédé permettant la fabrication de celui-ci |
Country Status (4)
Country | Link |
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US (1) | US20220256842A1 (fr) |
EP (1) | EP4003010A1 (fr) |
DE (1) | DE102019119888A1 (fr) |
WO (1) | WO2021013917A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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EP4233541A1 (fr) | 2022-02-28 | 2023-08-30 | Fachhochschule Bielefeld | Matériau support pour produits biologiques vivants et sa préparation |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3856699A (en) | 1969-08-08 | 1974-12-24 | Fuji Photo Film Co Ltd | Process for producing capsules having walls of a waxy material |
WO1990000005A1 (fr) | 1988-06-30 | 1990-01-11 | Redding Bruce K Jr | Pesticides microencapsules a leurre |
WO1999062497A1 (fr) * | 1998-06-03 | 1999-12-09 | Aiache Jean Marc | Melange de gels stable constitue d'un oleogel et d'un gel aqueux |
US6737394B2 (en) * | 2002-03-04 | 2004-05-18 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Isotropic cleansing composition with benefit agent particles |
US10744476B2 (en) | 2007-05-31 | 2020-08-18 | Philip Morris Usa Inc. | Production of wax capsules containing liquid hydrophilic cores |
DE102010033048A1 (de) | 2010-08-02 | 2012-02-02 | Katz Biotech Ag | Verwendung eines mikroverkapselten Nahrungssubstrats |
US9040034B2 (en) * | 2013-04-09 | 2015-05-26 | International Business Machines Corporation | Vitamin functionalized gel-forming block copolymers for biomedical applications |
US20160270400A1 (en) | 2013-11-12 | 2016-09-22 | Lipotec Laboratories Llc | Liposome-Attractant Formulations |
US10772841B2 (en) * | 2014-04-07 | 2020-09-15 | Patheon Softgels Inc. | Opioid abuse-deterrent controlled release formulations |
GB201419257D0 (en) * | 2014-10-29 | 2014-12-10 | Jagotec Ag | Pharmaceutical compositions |
DE102015016114A1 (de) | 2015-12-11 | 2017-06-14 | Katz Biotech Ag | Flüssigkernkapseln zur Bekämpfung von Schädlingen |
FR3053967B1 (fr) * | 2016-07-12 | 2020-03-27 | Centre National De La Recherche Scientifique (Cnrs) | Organogels permettant de reduire et controler l'evaporation de liquides organiques volatils |
US11666066B2 (en) * | 2017-11-13 | 2023-06-06 | Wm. Wrigley Jr. Company | Organogel compositions and their use as a controlled delivery system in confectionery products |
-
2019
- 2019-07-23 DE DE102019119888.7A patent/DE102019119888A1/de active Pending
-
2020
- 2020-07-23 US US17/628,741 patent/US20220256842A1/en active Pending
- 2020-07-23 EP EP20746600.4A patent/EP4003010A1/fr active Pending
- 2020-07-23 WO PCT/EP2020/070763 patent/WO2021013917A1/fr unknown
Also Published As
Publication number | Publication date |
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WO2021013917A1 (fr) | 2021-01-28 |
DE102019119888A1 (de) | 2021-01-28 |
US20220256842A1 (en) | 2022-08-18 |
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