WO2011152533A1 - Baume de cajou présentant une stabilité améliorée - Google Patents

Baume de cajou présentant une stabilité améliorée Download PDF

Info

Publication number
WO2011152533A1
WO2011152533A1 PCT/JP2011/062830 JP2011062830W WO2011152533A1 WO 2011152533 A1 WO2011152533 A1 WO 2011152533A1 JP 2011062830 W JP2011062830 W JP 2011062830W WO 2011152533 A1 WO2011152533 A1 WO 2011152533A1
Authority
WO
WIPO (PCT)
Prior art keywords
cashew nut
nut shell
shell liquid
unheated
oil
Prior art date
Application number
PCT/JP2011/062830
Other languages
English (en)
Japanese (ja)
Inventor
真治 伊藤
協 長嶋
正己 望月
聖佳 大岩
Original Assignee
出光興産株式会社
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 出光興産株式会社 filed Critical 出光興産株式会社
Publication of WO2011152533A1 publication Critical patent/WO2011152533A1/fr

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00—Production of fats or fatty oils from raw materials
    • C11B1/06—Production of fats or fatty oils from raw materials by pressing
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/158—Fatty acids; Fats; Products containing oils or fats
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/20—Inorganic substances, e.g. oligoelements
    • A23K20/28—Silicates, e.g. perlites, zeolites or bentonites
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/60—Feeding-stuffs specially adapted for particular animals for weanlings
    • 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
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P60/00—Technologies relating to agriculture, livestock or agroalimentary industries
    • Y02P60/80—Food processing, e.g. use of renewable energies or variable speed drives in handling, conveying or stacking
    • Y02P60/87—Re-use of by-products of food processing for fodder production

Definitions

  • the present invention is a composition comprising at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia and unheated or heated cashew nut shell liquid
  • the present invention relates to a composition in which polymerizability is suppressed, and a cashew nut shell liquid formulation and feed using the composition.
  • the present invention also relates to a method for inhibiting the polymerization of cashew nut shell liquid, comprising adding at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia to unheated or heated cashew nut shell liquid. .
  • Cashew nut shell liquid is an oily liquid contained in the shell of cashew nut tree ( Anacardium occidentale L.).
  • Cashew nut shell oil mainly contains anacardic acid, cardanol, cardol, and methyl cardol as its components.
  • As a method for preparing cashew nut shell liquid there are a heating method and a solvent extraction method.
  • cashew nut shell oil is used by converting anacardic acid into cardanol by heat treatment in a cashew nut production place. Examples of applications to industrial products include Patent Documents 1-3. In all cases, the cashew nut shell liquid used is heat-treated.
  • Patent Documents 4-6 mention the utilization of unheated cashew nut shell liquid and its component anacardic acid for feed applications.
  • cashew nut shell liquid has a high viscosity.
  • an unheated product is very difficult to handle because it loses its fluidity at about 20 ° C. and solidifies.
  • cashew nut shell liquid has a problem that its components are unstable and the side chain portion (unsaturated fatty acid) of the aromatic ring is polymerized.
  • Non-patent Document 1 a method of absorbing the oily substance in silica to form a powder and adding it to the feed.
  • vitamin E Non-patent Document 1
  • the stability is lower than that in the liquid state, polymerization occurs, and the stability is lowered.
  • Patent Document 7 describes a method of stabilizing anacardic acid by adding and mixing calcium hydroxide to cashew nut shell liquid containing anacardic acid.
  • Patent Document 7 only describes that calcium hydroxide reacts with anacardic acid to form an insoluble metal salt, and does not convert anacardic acid to cardanol, which is unheated or heated cashew nut shell.
  • suppressing the polymerizability of cashew nut shell liquid by adding an alkali that generates a soluble salt such as sodium hydroxide or potassium hydroxide to the oil Further, Patent Document 7 does not mention any problem as to the suppression of the polymerizability of cashew nut shell liquid.
  • Patent Document 7 does not describe that solidification at around 20 ° C. can be prevented by mixing an unheated or heated cashew nut shell oil added with alkali with an excipient.
  • An object of the present invention is to suppress and stabilize the polymerization of unheated or heated cashew nut shell liquid. Another object of the present invention is to make it easy to carry unheated cashew nut shell oil that solidifies at about 20 ° C. even at low temperatures.
  • the inventors of the present invention can suppress the polymerization of cashew nut shell oil by adding an alkali that generates a soluble salt to unheated or heated cashew nut shell oil.
  • the present inventors also provide a cashew nut shell liquid formulation having improved stability by incorporating silica having a specific surface area of 500 m 3 / g or less or a pH of 6 or more into unheated and heat-treated cashew nut shell liquid. It was found that it can be obtained. Further, the present inventors have found that unheated cashew nut shell oil can be stabilized without solidifying even at a low temperature of about 20 ° C. or less by using excipients such as cereal flour and silica. The inventors have thus completed the present invention.
  • the present invention is as follows.
  • a composition comprising at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia and unheated or heated cashew nut shell liquid, polymerization of unheated or heated cashew nut shell oil with the alkali
  • the composition in which the property is suppressed (2)
  • a cashew nut shell liquid formulation comprising the composition according to (1) or (2) and an excipient.
  • Polymerization can be suppressed by adding at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia to unheated or heated cashew nut shell liquid.
  • stability can be improved by mix
  • solidification around 20 ° C. can be prevented. Therefore, industrial use of cashew nut shell liquid becomes easy.
  • FIG. 1 shows changes in the composition of unheated cashew nut shell oil when four types of silica having different pH values are used.
  • the bar graph shows cardol C15: 1, C15: 2, C15: 3, cardanol C15: 1, C15: 2, C15: 3, anacardic acid C15: 1, C15: 2, C15: 3 in order from the top.
  • FIG. 2 shows the correlation between the pH or specific surface area of nine types of silica and the amount (concentration) of cardanol or cardol after 8 hours.
  • FIG. 3 shows the change in the composition of unheated or heated cashew nut shell liquid (day 0 and day 3) when no alkali is added. The bar graph indicates that the substances shown are included in order from the top.
  • FIG. 1 shows changes in the composition of unheated cashew nut shell oil when four types of silica having different pH values are used.
  • the bar graph shows cardol C15: 1, C15: 2, C15: 3, cardanol C15:
  • FIG. 4 shows the change in composition of unheated or heated cashew nut shell liquid (day 0 and day 3) when 2% by weight of alkali is added.
  • the bar graph shows cardol C15: 1, C15: 2, C15: 3 in order from the top.
  • FIG. 5 shows suppression of the polymerization reaction in feed when alkaline silica is used.
  • the bar graph shows cardol C15: 1, C15: 2, C15: 3 in order from the top.
  • composition of the present invention comprises at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia and unheated or heated cashew nut shell liquid, and the polymerization property of the unheated or heated cashew nut shell oil by the alkali. Is suppressed.
  • the cashew nut shell liquid used in the present invention is an oily liquid contained in the shell of the cashew nut tree ( Anacardium occidentale L.).
  • Cashew nut shell oil contains anacardic acid, cardanol, cardol, and methyl cardol as its components.
  • Non-heated cashew nut shell oil extracted by squeezing cashew nut shell (hereinafter referred to as cashew nut shell oil) is anacardic acid as described in J. Agric. Food Chem. 2001, 49, 2548-2551. Is 55 to 80% by mass, cardanol is 5 to 20% by mass, and cardol is 5 to 30% by mass.
  • the heated cashew nut shell oil obtained by heat-treating non-heated cashew nut shell oil at 130 ° C. or higher is converted to cardanol by decarboxylation of anacardic acid, which is the main component of non-heated cashew nut shell oil, and anacardic acid is converted to 0-10. % By mass, 55 to 80% by mass of cardanol, and 5 to 30% by mass of cardol.
  • Anacardic acid, cardanol, and cardol are mainly classified into the following three types depending on the number of unsaturated bonds of the aliphatic chain having 15 carbon atoms bonded to the aromatic ring (15: 1, 15: 2). 15: 3).
  • the polymerization of cashew nut shell oil means that its components, anacardic acid, cardanol, and cardol, are polymerized and the insoluble portion in the organic solvent increases.
  • the polymerization of cashew nut shell liquid is evaluated by reducing the concentration of cardol by composition analysis by HPLC using ethyl acetate.
  • the cashew nut shell oil used in the present invention can be obtained as a vegetable oil extracted by pressing the cashew nut shell.
  • the cashew nut shell oil used in the present invention can also be obtained by, for example, dry distillation or solvent extraction of the cashew nut shell by heating or extraction.
  • the cashew nut shell liquid used in the present invention can be obtained by a method described in JP-A-8-231410, for example, a solvent extraction method or a heating method.
  • the cashew nut shell oil used in the present invention may be obtained by pulverizing and crushing heat sterilized oil or cashew nut shell. A commercial item can also be used for the cashew nut shell liquid used in this invention.
  • the cashew nut shell liquid of the present invention may be a heated cashew nut shell oil obtained by heating the non-heated cashew nut shell oil obtained as described above to 70 ° C or higher, preferably 130 ° C or higher.
  • the cashew nut shell oil of the present invention may be obtained by press-extracting cashew nut shell (non-heated cashew nut shell oil) and heat treating it at 130 ° C.
  • the alkali used in the present invention is, for example, at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia.
  • Sodium hydroxide and potassium hydroxide are alkalis that produce soluble metal salts such as sodium salts and potassium salts. Two or more of these alkalis may be combined and added to cashew nut shell liquid.
  • the amount of the alkali used is preferably 2% by weight or more, more preferably 5% by weight to 10% by weight, based on cashew nut shell liquid (CNSL).
  • the composition of the present invention can be produced by adding at least one alkali selected from sodium hydroxide, potassium hydroxide, and ammonia to unheated or heated cashew nut shell liquid.
  • the cashew nut shell liquid formulation of the present invention comprises unheated or heated cashew nut shell liquid, one or more excipients, and at least one alkaline component selected from sodium hydroxide, potassium hydroxide, and ammonia. If there is no particular limitation.
  • the cashew nut shell liquid formulation of the present invention is preferably a formulation comprising the composition of the present invention and one or more excipients. For example, the composition of the present invention is mixed with one or more excipients. , A cashew nut shell liquid formulation.
  • the cashew nut shell liquid formulation of the present invention may be prepared by previously mixing an alkali component and an excipient, and further mixing the excipient mixed with the alkali component with unheated or heated cashew nut shell liquid. Good. Under the influence of the alkali component in the excipient, polymerization of unheated or heated cashew nut shell liquid can be suppressed in a state where the alkali component is mixed with the excipient. Further, in the cashew nut shell liquid formulation of the present invention, an alkali component may be added by spraying or the like after mixing unheated or heated cashew nut shell oil and an excipient.
  • Inorganic excipients include, but are not limited to, silicic acid and its salts (eg, silica), vermiculite, diatomaceous earth, talc, kaolin, and bentonite.
  • silicic acid and its salts eg, silica
  • the pH is preferably 6 or more and / or the specific surface area is preferably 500 m 3 / g or less. More preferably, the pH is 7 to 12, and / or the specific surface area is 400 m 3 / g or less.
  • the specific surface area can be measured by the BET method.
  • the same pH, specific surface area, and blending ratio may be used.
  • cereal flour, corn grains, corn flour, milo, soybean meal, oats, wheat short, wheat coarse powder, alfalfa, clover, defatted rice bran, northern meal, coastal meal, yeast, molasses, meat pieces, bone Feed ingredients such as meal may be used as organic excipients.
  • the cashew nut shell liquid formulation of the present invention comprises one or two or more in addition to unheated or heated cashew nut shell liquid, excipients and at least one alkaline component selected from sodium hydroxide, potassium hydroxide, and ammonia.
  • Antioxidants may be included, such as ethoxyquin, t-butylhydroxytoluene, t-butylhydroxyanisole, t-butylhydroquinone, ascorbic acid and its esters, vitamin E, gallic acid and its esters, erythorbic acid, chlorogen Examples include, but are not limited to, acids, sulfites, thiosulfates, phosphites, hypophosphites, and phosphates.
  • the cashew nut shell liquid formulation of the present invention comprises one or two or more in addition to unheated or heated cashew nut shell liquid, excipients and at least one alkaline component selected from sodium hydroxide, potassium hydroxide, and ammonia.
  • Antibiotics may be used, such as zinc bacitracin, aviramycin, alkyltrimethylammonium calcium oxytetracycline, efrotomycin, enramycin, chlortetracycline, cedecamycin, senduramycin, narasin, nociheptide, virginiamycin, bicozamycin, flavophospho Paul, Polynactin, Monensin, Salinomycin, Rasaroside, Laisoserine, Ronomycin, Avoparcin, Collistin sulfate, Tyrosin phosphate, Amprolium etopabate Amprolium, Etopabeto-sulfaquinoxaline, morantel citrate, Dekokineto, Naikarubajin, halo Fujinon polystyrene sulfonic acid, kitasamycin, Chiopeputon, destructors mycin A, hygromycin B and its salts, and the like as examples.
  • the dosage form of the cashew nut shell liquid formulation of the present invention can be formulated as a powder by containing excipients such as cereal flour and silica. That is, the cashew nut shell liquid formulation of the present invention is prepared by mixing unheated or heated cashew nut shell oil, one or more excipients, an alkaline component, and optionally one or two or more optional components. Can be manufactured. Such a powdery preparation of the present invention can be used as a feed without being mixed with other optional components.
  • the cashew nut shell liquid formulation of the present invention can be made into granules such as pellets in addition to powders.
  • one or two or more hardened oils may be used in addition to adding excipients and alkali components to unheated or heated cashew nut shell liquid.
  • the hardened oil oil obtained by hardening palm oil, soybean oil, rapeseed oil or the like is used.
  • the melting point of the hardened oil is preferably 45 to 65 ° C.
  • it can manufacture using a normal extrusion granulator.
  • the cashew nut shell liquid formulation of the present invention may also be coated, for example after granulation, selected from zein, shellac, HPMC (hydroxypropylmethylcellulose), pullulan, hemirose, glucose, lactose, trehalose and starch. Or it can coat with two or more coating agents. Moreover, you may coat
  • the present invention includes a feed containing the composition of the present invention and / or cashew nut shell liquid formulation.
  • the polymerization of cashew nut shell liquid is suppressed in the unheated or heated cashew nut shell liquid contained in the feed.
  • the type and blending ratio of the feed components blended with the composition of the present invention and / or cashew nut shell liquid preparation are not particularly limited, and any feed that has been conventionally fed to each animal can be used.
  • any feed that has been conventionally fed to each animal can be used.
  • corn grain, corn flour, milo, soybean meal, oat wheat, wheat flour short, wheat flour, alfalfa, clover, defatted rice bran, northern meal, coastal meal, yeast, molasses, meat pieces, bone meal, calcium carbonate It can be prepared using one or more feed ingredients such as dicalcium phosphate, yellow grease, vitamins and minerals.
  • the feed of the present invention can be produced by adding an unheated cashew nut shell liquid formulation as it is to the feed ingredients and mixing them.
  • the formulation may be in a liquid or gel form for easy mixing.
  • one or more water-soluble polymer compounds such as water, vegetable oil such as soybean oil, rapeseed oil and corn oil, liquid animal oil, polyvinyl alcohol, polyvinylpyrrolidone and polyacrylic acid can be used as the liquid carrier.
  • water-soluble polysaccharides such as alginic acid, sodium alginate, xanthan gum, sodium caseinate, gum arabic, guar gum, tamarind seed polysaccharide should be added. Is also preferable.
  • the feed of the present invention is suitable for raising livestock such as cattle, pigs, chickens, sheep, horses, goats and the like.
  • the amount of feed to be ingested can be adjusted as appropriate according to the kind of animal, body weight, age, sex, health condition, ingredients of the feed, etc.
  • the cashew nut nut shell liquid contained in the feed is preferably 0.005 to 500 g / head. -Day, more preferably 0.05 to 100 g / head / day.
  • a method for ingesting and rearing a feed a commonly used method can be employed depending on the type of animal.
  • Example 1 Sample Preparation 500 kg of cashew nut shell was obtained from Cashew Trading Co., Ltd., and pressed to produce 158 kg of cashew nut shell oil (unheated cashew nut shell oil). Moreover, this unheated cashew nut shell liquid was heated at 150 ° C. for 10 hours to obtain a heated cashew nut shell liquid in which the anacardic acid in the component was converted to cardanol by a decarboxylation reaction. A list of silicas (9 types) used as excipients is shown in Table 1. All silica was obtained from Evonik Degussa Japan.
  • pH measurement The pH of silica was measured as follows. A 5% by weight silica water suspension was prepared with ion-exchanged water, and the potential was measured with a glass electrode to obtain pH.
  • Example 3 10 g of unheated cashew nut shell oil was dispensed into each beaker, 5 g of various silicas were added thereto, and the mixture was stirred uniformly. Each was sealed and then placed in a constant temperature bath at 80 ° C., and sampling was performed after 8 hours and 1 day. The composition was adjusted to 5000 ppm (including silica) using ethyl acetate, and composition analysis was performed by HPLC. FIG. 1 shows the composition change when four types of silica having different pHs are used. The composition change data (concentration: nmol / L) is shown in Table 2 below.
  • FIG. 2 shows the correlation between the pH and specific surface area of silica and the amount (concentration) of cardanol and cardol after 8 hours in the nine types of silica used.
  • the amounts of cardanol and cardol are shown in Table 3 below.
  • Example 4 10g of unheated cashew nut shell oil and 10g of heated cashew nut shell oil are dispensed into each beaker, and various alkali components (NaOH solution (53.6%), KOH solution (56.5%) so as to be 2% by weight with respect to each cashew nut shell oil) , NH 3 (28%)) was added in aqueous solution. There, Sipernat 22 5g was added, and it stirred so that it might become uniform. Each was sealed and then placed in a constant temperature bath at 80 ° C. and sampled after 3 days. The composition was adjusted to 500 ppm (including silica) using ethyl acetate, and composition analysis was performed by HPLC.
  • FIG. 3 shows a change in the case of carrying out without adding alkali (comparative example). The data (concentration: ppm) about the change is shown in Table 4 below.
  • Example 5 Add 1% by weight of two silica preparations (Carplex BS306 and Carplex # 1120) prepared in Example 3 to 100 g of feed (standard feed for raising young cattle: SDC No. 2 Japan Formula Feed Co., Ltd.) A feed containing unheated cashew nut shell liquid was prepared. Each was sealed and then left in a constant temperature bath at 80 ° C., sampled after 3 days, and subjected to composition analysis by HPLC. The HPLC analysis was performed by extracting the soluble part from the feed used in the test with ethyl acetate, filtering and drying, and adjusting the concentration to 5 mg / ml. The analysis results are shown as the concentration (ppm) at the time of analysis for cardol (FIG. 5). From this, it can be seen that those using Carplex # 1120 (pH 10.6) exist stably in feed without polymerization proceeding. The data (concentration: ppm) for FIG. 5 is shown in Table 6 below.
  • Example 6 Preparation of feed containing unheated cashew nut shell liquid (use of organic excipients)
  • Chicken and cattle feed was prepared using standard feed as an excipient.
  • the blending examples are not limited to the following.
  • Broiler feed preparation Broiler fattening standard feed: SDB No. 1 Japan Formula Feed Co., Ltd. 99.5% by weight Unheated cashew nut shell oil (2 wt% NaOH) 0.05 wt% By mixing, it becomes powder and can be prevented from solidifying around 20 ° C.
  • Polymerization can be suppressed by adding sodium hydroxide, potassium hydroxide, or ammonia to unheated or heated cashew nut shell liquid.
  • stability can be improved by mixing an unheated or heated cashew nut shell oil to which sodium hydroxide, potassium hydroxide, or ammonia is added with an excipient.
  • an excipient with unheated cashew nut shell liquid to which sodium hydroxide, potassium hydroxide, or ammonia is added, solidification around 20 ° C. can be prevented. Therefore, industrial use of cashew nut shell liquid becomes easy.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Birds (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • Fodder In General (AREA)
  • Edible Oils And Fats (AREA)

Abstract

L'invention porte sur une composition contenant au moins un type d'alcali choisi parmi l'hydroxyde de sodium, l'hydroxyde de potassium et l'ammoniaque et du baume de cajou chauffé ou non chauffé. La polymérisation du baume de cajou chauffé ou non chauffé est réduite au minimum par l'alcali.
PCT/JP2011/062830 2010-06-03 2011-06-03 Baume de cajou présentant une stabilité améliorée WO2011152533A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2010-128180 2010-06-03
JP2010128180A JP2013188136A (ja) 2010-06-03 2010-06-03 安定性が向上したカシューナッツ殻油

Publications (1)

Publication Number Publication Date
WO2011152533A1 true WO2011152533A1 (fr) 2011-12-08

Family

ID=45066888

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2011/062830 WO2011152533A1 (fr) 2010-06-03 2011-06-03 Baume de cajou présentant une stabilité améliorée

Country Status (2)

Country Link
JP (1) JP2013188136A (fr)
WO (1) WO2011152533A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3251522A4 (fr) * 2015-01-30 2018-08-01 Idemitsu Kosan Co., Ltd Aliment fonctionnel
US11377395B2 (en) 2017-09-13 2022-07-05 Lg Chem, Ltd. Controlled-release type fertilizer with decreased floating property comprising polyoxyethylene alky(-aryl) ether and method for preparing the same
US20220356325A1 (en) * 2021-05-04 2022-11-10 Kaco Gmbh + Co. Kg Fluoroelastomer Mixture, Seal Made of Such a Fluoroelastomer Mixture, and Shaft Seal with a Seal Body

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0436238A (ja) * 1990-06-01 1992-02-06 Takasago Internatl Corp 尋常性▲ざ▼瘡用皮膚外用剤
JPH1076504A (ja) * 1996-08-07 1998-03-24 Panjaringamu Sotk Pirurai 米殻のパーティクルボードの製造
JP2010043045A (ja) * 2008-08-18 2010-02-25 Tohoku Kako Kk カシューナッツ殻液の輸送方法
JP2010059070A (ja) * 2008-09-02 2010-03-18 Tohoku Kako Kk カブレ性を低減又は消失させたカシューナッツ殻液と、カシューナッツ殻液のカブレ性の低減又は消失方法。
JP2010088363A (ja) * 2008-10-09 2010-04-22 Tohoku Kako Kk 動物用飼料添加剤

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0436238A (ja) * 1990-06-01 1992-02-06 Takasago Internatl Corp 尋常性▲ざ▼瘡用皮膚外用剤
JPH1076504A (ja) * 1996-08-07 1998-03-24 Panjaringamu Sotk Pirurai 米殻のパーティクルボードの製造
JP2010043045A (ja) * 2008-08-18 2010-02-25 Tohoku Kako Kk カシューナッツ殻液の輸送方法
JP2010059070A (ja) * 2008-09-02 2010-03-18 Tohoku Kako Kk カブレ性を低減又は消失させたカシューナッツ殻液と、カシューナッツ殻液のカブレ性の低減又は消失方法。
JP2010088363A (ja) * 2008-10-09 2010-04-22 Tohoku Kako Kk 動物用飼料添加剤

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3251522A4 (fr) * 2015-01-30 2018-08-01 Idemitsu Kosan Co., Ltd Aliment fonctionnel
US10953057B2 (en) 2015-01-30 2021-03-23 Idemitsu Kosan Co., Ltd. Functional feed
US11377395B2 (en) 2017-09-13 2022-07-05 Lg Chem, Ltd. Controlled-release type fertilizer with decreased floating property comprising polyoxyethylene alky(-aryl) ether and method for preparing the same
US20220356325A1 (en) * 2021-05-04 2022-11-10 Kaco Gmbh + Co. Kg Fluoroelastomer Mixture, Seal Made of Such a Fluoroelastomer Mixture, and Shaft Seal with a Seal Body

Also Published As

Publication number Publication date
JP2013188136A (ja) 2013-09-26

Similar Documents

Publication Publication Date Title
JP5802662B2 (ja) 安定性が向上したカシューナッツ殻油
JP5611203B2 (ja) コクシジウム症防除剤およびそれを含有する飼料
KR101477840B1 (ko) 반추 동물의 고창증 방제제
JP5634261B2 (ja) 飼料用組成物およびそれを含有する飼料
AU2010276790B2 (en) Coated formulation
CN107753462B (zh) 用于保护生物活性剂的基质和层组合物
JP5853067B2 (ja) 反芻動物の周産期病の予防または治療剤
CN113329637A (zh) 具有改善的稳定性的精油颗粒和其组合物
WO2011152533A1 (fr) Baume de cajou présentant une stabilité améliorée
WO2010053085A1 (fr) Agent de prévention de l'acidose chez des ruminants
JP6037838B2 (ja) 安定性が向上したカシューナッツ殻油
EP1641350A1 (fr) Preparations enrobees contenant au moins un hydroformiate
JPWO2012144519A1 (ja) 液体投与型粒剤
AU2015252032B2 (en) Agent for improving milk yield and/or milk quality of ruminants, preventive or therapeutic agent for perinatal disease, and agent for improving reproductive efficiency
CN104509700A (zh) 脂肪包膜的载酸蒙脱石
DE102004011832A1 (de) Zubereitungen, enthaltend mindestens ein Hydroformiat

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 11789934

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 11789934

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: JP