EP0197039A1 - Procede pour l'obtention d'un extrait de poivre a action insecticide - Google Patents

Procede pour l'obtention d'un extrait de poivre a action insecticide

Info

Publication number
EP0197039A1
EP0197039A1 EP85903279A EP85903279A EP0197039A1 EP 0197039 A1 EP0197039 A1 EP 0197039A1 EP 85903279 A EP85903279 A EP 85903279A EP 85903279 A EP85903279 A EP 85903279A EP 0197039 A1 EP0197039 A1 EP 0197039A1
Authority
EP
European Patent Office
Prior art keywords
pyrethrum
insecticidal
bar
synthetic pyrethroids
obtaining
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.)
Withdrawn
Application number
EP85903279A
Other languages
German (de)
English (en)
Inventor
Hans Pfeiffer
Manfred Biermann
Peter Schröder
Gerd GÖBEL
Annemarie Müller
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0197039A1 publication Critical patent/EP0197039A1/fr
Withdrawn legal-status Critical Current

Links

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
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/10—Natural spices, flavouring agents or condiments; Extracts thereof
    • A23L27/11—Natural spices, flavouring agents or condiments; Extracts thereof obtained by solvent extraction
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00—Drug, bio-affecting and body treating compositions
    • Y10S424/10—Insect repellent

Definitions

  • black pepper or an extract thereof has a toxic effect on a large number of insects. It was initially assumed that the pungent principle of the pepper, the piperine or a derivative of the piperine, was responsible for the insecticidal action. However, in later work it was shown that not the piperine but other alkaloids of the pepper have an insecticidal action (su li. ' Horvat, Agricult. Food Che. 29, 115 (1981). The authors mentioned have ground black pepper with acetone extracted and isolated from the extract with the aid of chromatographic methods alkaloids containing amide groups with insecticidal activity .. Black pepper is the dried, unripe fruit of the tropical plant
  • spices e.g. B. black pepper
  • the aroma components with respect to temperature and pressure over critical gas, z. B. C0 2 withdrawn and the extract by pressure and / or
  • a non-pungent fraction which is a carrier of insecticidal activity
  • care must be taken to ensure that the pungent, particularly the piperine components are not enriched or separated off during the course of the process, since these can lead to irritation of the mucous membrane in persons who use the insecticidal agent unintentionally or inevitably come into contact with the agent.
  • Such an extraction and extraction process must also be inexpensive and as simple as possible.
  • the invention relates to a process for obtaining a pepper extract with an insecticidal action, characterized by the following process steps:
  • ERS c separating an oily fraction, which contains the insecticidally active constituents and the main part of the essential oils, in a second relaxation stage at 15-330 ° C. and 4-7o bar,
  • the process can also be carried out by extracting the black pepper according to the conditions of! Stage b) with C0 2 at 25 - 35 ° C and 7o - 15o bar and from it by relaxation at 15 - 3o ° C and 4o - 7o bar according to stage c) separates an oily fraction which is further treated according to d).
  • the pungent-tasting ingredients remain. in the extraction residue and can optionally be obtained therefrom by a further extraction according to the conditions mentioned under a).
  • the insecticidally active product of step d) is hydrogenated in a further step e).
  • the hydrogenation is carried out according to processes known per se for the hydrogenation of C-C double bonds, preferably under pressure in the presence of metal catalysts.
  • the invention furthermore relates to the use of the process products as insecticidal active substances and agents for controlling insects which contain these active substances.
  • the insecticidal active ingredients obtained in process steps d) and e) are light, mostly yellow, oils which are not volatile with water vapor and are highly effective against hygiene pests and nuisances such as flies, mosquitoes, cockroaches, crickets, silver fish, ants, earwigs, woodlice, fleas, lice and bugs, wasps, plant pests such as aphids, cicadas, butterfly o larvae, beetles and their larvae, pests and material pests such as meal beetles, grain beetles, grain flat beetles, brass beetles, bread beetles, bean beetles, cereals -, flour and dried fruit moths, clothes Moths, carpet beetles, fur beetles, bacon beetles, dust lice.
  • insecticidal active compounds of the invention are combined with pyrethrum or synthetic pyrethroids in a weight ratio of 1: 0.1 to 1: 50, preferably 1: 0.2 to 2 to 1: lo.
  • the oily fraction obtained in process step c) already possesses insecticidal properties and can be used as an active ingredient in insecticides without further processing. However, the effectiveness is clearly lower than that of the active ingredients obtained after d) or e). The significant proportion of essential oils may also be undesirable due to the specific smell or the risk of 15 contamination during use.
  • the essential oils separated by water vapor of the illustration in accordance with d) or the sharp-tasting components of the black pepper obtained in accordance with b) can be used in a known manner for the production of flavor or aroma concentrates for the food industry or for fragrance compositions for cosmetic purposes and the like .
  • the active ingredients can be in the usual formulations. are used e.g. as solutions, emulsions, suspensions, powders, aerosols, foams, pastes or granules.
  • the formulations are prepared in a known manner, for example by mixing the active ingredients with extenders, such as liquid solvents and / or solid carriers.
  • extenders such as liquid solvents and / or solid carriers.
  • surface-active agents ie emulsifiers and / or dispersants and / or foam-generating agents
  • auxiliary solvents e.g. B. if water is used as an extender, it is also possible.
  • 5 formulations, dyes and, in the case of aerosols, propellants gas can be added.
  • insecticidal T he active ingredient of pepper is in the ⁇ -like formulations up to 80, preferably 0.02 to 50 weight percent.
  • the high pressure extraction described below was carried out in the system described in Figure 1.
  • the extraction container ⁇ 1 was filled with the digested raw material, the system was rinsed with C0 ⁇ and the extraction conditions were set by compressing and tempering the C0 2 .
  • the separation of substances from the supercritical gas was carried out by expansion in two pressure stages in the two separating tanks A 1 and A 2.
  • the CO 2 was reliquefied, collected in the buffer tank B 1 and compressed again to extraction conditions via the membrane piston pump.
  • the mode of operation was discontinuous.
  • the extract and the extraction residue were removed from the high-pressure containers after the extraction had ended.
  • the extract from the second expansion stage (c) is dewatered in a "continuous flow centrifuge and was suitable without further treatment as an insecticide.
  • Example 1 process step c) or d) were introduced after dilution with acetone in an amount of 1.5 mg in petri dishes with a diameter of 10 cm and female flies after evaporation of the solvent of the species Musca domestica in the covered bowls.
  • the experiment was repeated three times; the average mortality rates were as follows:

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Microbiology (AREA)
  • Polymers & Plastics (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Mycology (AREA)
  • Plant Pathology (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Une fraction insecticide est obtenue à partir du poivre noir par un procédé basé sur les étapes suivantes: a) extraction du poivre noir, sous forme moulue, au moyen du CO2 à 30o-70oC et à 150-500 bar; b) séparation des parties à forte odeur dans une étape de décompression initiale à 25o-35oC et à 70-150 bar; c) séparation d'une fraction huileuse contenant les composants actifs insecticides, ainsi que la majeure partie des huiles essentielles dans une deuxième étape de décompression à 15o-30oC et à 40-70 bar; d) extraction des huiles essentielles par la distillation à la vapeur d'eau et, le cas échéant, e) l'hydrogénation.
EP85903279A 1984-10-08 1985-07-06 Procede pour l'obtention d'un extrait de poivre a action insecticide Withdrawn EP0197039A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3436859 1984-10-08
DE19843436859 DE3436859A1 (de) 1984-10-08 1984-10-08 Verfahren zur gewinnung eines pfeffer-extraktes mit insektizider wirkung, sowie diesen enthaltende mittel zur insekenbekaempfung

Publications (1)

Publication Number Publication Date
EP0197039A1 true EP0197039A1 (fr) 1986-10-15

Family

ID=6247375

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85903279A Withdrawn EP0197039A1 (fr) 1984-10-08 1985-07-06 Procede pour l'obtention d'un extrait de poivre a action insecticide

Country Status (7)

Country Link
US (1) US4820517A (fr)
EP (1) EP0197039A1 (fr)
JP (1) JPS62500378A (fr)
AU (1) AU582375B2 (fr)
DE (1) DE3436859A1 (fr)
WO (1) WO1986001981A1 (fr)
ZA (1) ZA857716B (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5120558A (en) * 1991-05-01 1992-06-09 Norac Technologies Inc. Process for the supercritical extraction and fractionation of spices
CA2072400C (fr) * 1991-07-05 2003-08-19 Jayaprakash B. Nair Extraction supercritique de taxanes
US5525597A (en) * 1993-12-14 1996-06-11 Kalamazoo Holdings, Inc. Synergistic insecticidal compositions comprising capsicum and insecticidal use thereof
US5453274A (en) * 1994-09-30 1995-09-26 Green; Olive P. Hot pepper paper
US5711953A (en) * 1996-08-26 1998-01-27 Bassett; John M. Insect repellant
NL1020344C2 (nl) * 2002-04-09 2003-10-13 Denka Internat B V Samenstelling met insectenbestrijdende werking.
EP1352563B1 (fr) * 2002-04-09 2005-08-31 Denka International Holding B.V. Composition pour lutter contre les insectes
GB2415380B (en) * 2004-06-23 2006-05-17 Alan James Julier Method and trap for controlling insect pests
US20060057172A1 (en) * 2004-09-13 2006-03-16 Anderson David L Liquid animal repellant containing oils of black pepper and capsicum
AU2015218714A1 (en) * 2014-02-21 2016-10-06 Emekatech, Llc Systems for pest elimination, suppression or control

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4123559A (en) * 1971-06-03 1978-10-31 Studiengesellschaft Kohle Mbh Process for the production of spice extracts
US4198432A (en) * 1971-06-03 1980-04-15 Studiengesellschaft Kohle Mbh Process for the production of spice extracts
GB1574609A (en) * 1976-07-06 1980-09-10 Inchcape Chemco Ltd Pesticidal compositions
US4490398A (en) * 1979-08-02 1984-12-25 Henkel Kommanditgesellschaft Auf Aktien Process for the preparation of spice extracts
DE2931395A1 (de) * 1979-08-02 1981-02-26 Henkel Kgaa Verfahren zur herstellung von gewuerzextrakten

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8601981A1 *

Also Published As

Publication number Publication date
WO1986001981A1 (fr) 1986-04-10
US4820517A (en) 1989-04-11
AU4549885A (en) 1986-04-17
AU582375B2 (en) 1989-03-23
DE3436859A1 (de) 1986-04-10
ZA857716B (en) 1986-05-28
JPS62500378A (ja) 1987-02-19

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Inventor name: MUELLER, ANNEMARIE

Inventor name: BIERMANN, MANFRED

Inventor name: SCHROEDER, PETER

Inventor name: GOEBEL, GERD

Inventor name: PFEIFFER, HANS