WO2025239306A1 - Coated preparation containing cashew nut shell oil, anacardic acid, cardol and/or cardanol and silica particles - Google Patents
Coated preparation containing cashew nut shell oil, anacardic acid, cardol and/or cardanol and silica particlesInfo
- Publication number
- WO2025239306A1 WO2025239306A1 PCT/JP2025/017120 JP2025017120W WO2025239306A1 WO 2025239306 A1 WO2025239306 A1 WO 2025239306A1 JP 2025017120 W JP2025017120 W JP 2025017120W WO 2025239306 A1 WO2025239306 A1 WO 2025239306A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- cashew nut
- nut shell
- oil
- silica particles
- 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
Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K10/00—Animal feeding-stuffs
- A23K10/30—Animal feeding-stuffs from material of plant origin, e.g. roots, seeds or hay; from material of fungal origin, e.g. mushrooms
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- 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
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- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K30/00—Processes specially adapted for preservation of materials in order to produce animal feeding-stuffs
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- 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
Definitions
- the present invention relates to a preparation in which cashew nut shell liquid (CNSL), anacardic acid, cardol, and/or cardanol are adsorbed onto silica particles, and the surface is further coated with a specific coating agent.
- CNSL cashew nut shell liquid
- anacardic acid cardol
- cardanol cardanol
- Cashew nut shell oil is an oily liquid found in the shells of the cashew nut tree (Anacardium occidentale L.). Its main components are anacardic acid, cardanol, cardol, and methyl cardol. Cashew nut shell oil can be prepared by heating or solvent extraction, but it is usually heated in cashew-producing areas to convert anacardic acid to cardanol before use. Cashew nut shell oil can cause rashes, so care must be taken when handling it. Since rashes can occur with any of the main components, anacardic acid, cardanol, or cardol, there was a need to develop a method for safely handling it.
- Patent Document 1 reports that fluidity is improved by retaining cashew nut shell oil on silica particles, which are oil-absorbing carriers. However, when cashew nut shell oil retained on an oil-absorbing carrier is stored at low temperatures, anacardic acid and other substances precipitate on the surface of the oil-absorbing carrier, causing the oil-absorbing carriers to adhere to each other. Patent Document 1 also states that precipitation can be suppressed by controlling the particle size of the silica used in the oil-absorbing carrier.
- the inventors attempted to adsorb cashew nut shell liquid onto silica having an average particle size of 150 ⁇ m or more and then coat the silica surface with saturated fatty acid such as hardened palm oil. While this significantly reduced the precipitation of anacardic acid and its elution at room temperature, when the silica preparation coated with saturated fatty acid was placed in warm water at 40°C, which simulates the gastric juice of livestock animals, the release of cashew nut shell liquid was significantly reduced compared to before the coating treatment.
- an object of the present invention is to provide a formulation that prevents cashew nut shell oil, anacardic acid, cardol, and/or cardanol (hereinafter also referred to as cashew nut shell oil, etc.) from precipitating and solidifying from an oil-absorbing carrier (i.e., silica) at low temperatures and from eluting at around room temperature, and that enables the cashew nut shell oil, etc. to be efficiently released from the oil-absorbing carrier when the formulation is ingested by an animal.
- an oil-absorbing carrier i.e., silica
- the inventors conducted extensive research to solve the above problems. As a result, they discovered that by appropriately setting the chain length and degree of unsaturation of the fatty acid used in the coating agent, it is possible to prevent anacardic acid precipitation while also achieving release properties at around 40°C. Based on these findings, the present invention was completed.
- the present invention is as follows: [1] A preparation containing silica particles having adsorbed thereon cashew nut shell liquid, anacardic acid, cardol and/or cardanol, the surfaces of the silica particles being coated with a coating agent containing a fatty acid mixture containing unsaturated fatty acids and saturated fatty acids. [2] The formulation according to [1], wherein the coating agent contains 1% by weight to 14% by weight of an unsaturated fatty acid. [3] The formulation described in [1] or [2], wherein the unsaturated fatty acid is a mixture of C18:1 and C18:2.
- [4] The formulation according to any one of [1] to [3], wherein the saturated fatty acid comprises palmitic acid (C16) and/or stearic acid (C18).
- [5] The formulation according to any one of [1] to [4], wherein the coating agent has a melting point of 50°C or higher.
- [6] The formulation according to any one of [1] to [5], wherein the silica particles have an average particle size of 150 ⁇ m or more.
- [7] The formulation according to any one of [1] to [6], wherein the mass ratio of the silica particles to the coating agent is 80 to 99.9:20 to 0.1.
- [8] The formulation according to any one of [1] to [7], wherein the surfaces of the silica particles are each coated with a coating agent.
- [9] The formulation according to any one of [1] to [8], which is for use in feed.
- the present invention can reduce precipitation, elution, adhesion, etc. of cashew nut shell liquid and the like during storage at low temperature or room temperature, while improving release properties around body temperature during use, thereby improving safety and ease of handling during preparation, distribution, storage, and use of the formulation.
- the coating treatment can be carried out without using water or a solvent, so that the drying step can be omitted, the entire process can be simplified, and costs can be reduced.
- the oil absorption step and the coating step can be carried out in the same reaction vessel, so the process can be simplified and costs can be reduced.
- the conditions for the anacardic acid precipitation test are shown below.
- the results of an evaluation test of anacardic acid precipitation using various coating agents are shown (photo).
- the dissolution test method is shown below.
- the results of a test evaluating the CNSL elution properties of various coating agents are shown below.
- the results of a CNSL release evaluation test using various coating agents are shown below.
- the silica preparation of the present invention contains cashew nut shell liquid, anacardic acid, cardol and/or cardanol, and silica particles, and the silica particles have adsorbed thereto cashew nut shell liquid, anacardic acid, cardol and/or cardanol.
- the silica particles having adsorbed thereto cashew nut shell liquid, etc. are coated on the surface with a coating agent containing a fatty acid mixture including unsaturated fatty acids and saturated fatty acids.
- silica particles with cashew nut shell oil or the like adsorbed thereon will be referred to as "silica base,” and a preparation in which this silica base is coated with a coating agent will be referred to as “coated granules,” and these will sometimes be collectively referred to as “silica preparations.”
- Cashew nut shell oil is an oily liquid found in the shells of the cashew nut tree (Anacardium occidentale L.).
- Cashew nut shell oil contains anacardic acid, cardanol, and cardol as its components. Anacardic acid is generally converted to cardanol by heat treatment.
- Cashew nut shell oil can be obtained as a vegetable oil extracted by squeezing cashew nut shells.
- Cashew nut shell oil can also be obtained by extraction, for example, by solvent extraction of cashew nut shells.
- cashew nut shell oil can be obtained by the method described in JP-A-8-2314-10, for example, by solvent extraction.
- Commercially available cashew nut shell oil can also be used.
- the unheated cashew nut shell liquid obtained in this manner contains 55 to 80% by mass of anacardic acid, 5 to 20% by mass of cardanol, and 5 to 30% by mass of cardol, as described in J. Agric. Food Chem. 2001, 49, 2548-2551.
- the cashew nut shell liquid used in the present invention may be heated cashew nut shell liquid obtained by heating the unheated cashew nut shell liquid obtained as described above to 70°C or higher, preferably 130°C or higher. It may also be cashew nut shell liquid obtained by storing unheated cashew nut shell liquid at room temperature (20°C) for approximately one year or more.
- Heated cashew nut shell oil obtained by heat-treating non-heated cashew nut shell oil at 70°C or higher, preferably 130°C or higher, contains 0-10% by mass of anacardic acid, 55-80% by mass of cardanol, and 5-30% by mass of cardol, as a result of anacardic acid, the main component of non-heated cashew nut shell oil, being decarboxylated and converted to cardanol.
- cashew nut shell oil obtained by storing unheated cashew nut shell oil at room temperature (20°C) for approximately one year or more contains 0-10% by mass of anacardic acid, 55-80% by mass of cardanol, and 5-30% by mass of cardol, as a result of anacardic acid, the main component of unheated cashew nut shell oil, being decarboxylated and converted to cardanol.
- the cashew nut shell liquid content in the silica preparation of the present invention is 10% to 70% by mass, preferably 20% to 65% by mass, and more preferably 30% to 60% by mass, based on the total amount of the silica preparation.
- a content of 10% by mass or more can efficiently improve rumen fermentation, prevent bloat, treat bloat, treat acidosis, control clostridial diseases, control coccidiosis, increase milk yield in dairy cows, control periparturient diseases in dairy cows, improve reproductive efficiency in dairy cows, and promote livestock gain.
- a content of 70% by mass or less is preferable because it prevents hand rash during work and maintains the ease of handling of the silica preparation.
- the silica preparation of the present invention may contain anacardic acid, cardanol, and/or cardol instead of cashew nut shell liquid.
- anacardic acid examples include natural anacardic acid, synthetic anacardic acid, and derivatives thereof. Commercially available anacardic acid may also be used. As described in JP-A-8-231410, anacardic acid can be obtained by extracting cashew nut shells with an organic solvent, and then eluting the resulting cashew nut oil using silica gel column chromatography with a mixed solvent of n-hexane, ethyl acetate, and acetic acid at varying ratios (see, for example, JP-A-3-240721 and JP-A-3-240716). Such anacardic acid can be included in silica preparations, feed additives, and feed at a content similar to that of cashew nut shell oil.
- cardanol examples include natural cardanol, synthetic cardanol, and derivatives thereof.
- the cardanol used in the present invention can be obtained by decarboxylating anacardic acid, the main component of cashew nut shell liquid.
- Such cardanol can be included in silica preparations, feed additives, and feed at a content similar to that of cashew nut shell liquid.
- the mass ratio of anacardic acid to cardanol in the heated cashew nut shell liquid is preferably 0:100 to 20:80.
- Cardols include natural cardols, synthetic cardols, and their derivatives.
- the cardol used in the present invention can also be obtained by refining cashew nut shell liquid.
- the silica preparation of the present invention contains an oil absorbent, and cashew nut shell oil, anacardic acid, cardanol, or cardol is adsorbed to the oil absorbent.
- the oil absorbent is silica.
- the silica is in particulate form, and the silica particles typically have an average particle size of 150 ⁇ m or more, preferably 250 ⁇ m or more. There is no particular upper limit to the average particle size, but it may be, for example, 500 ⁇ m.
- the average particle size of silica can be measured by methods such as ISO 13320-1.
- the silica absorbs more than 200g of oil per 100g.
- the oil absorption capacity of silica also known as oil adsorption amount or oil absorption capacity
- ISO 787/5 oil absorption capacity
- the formulation of the present invention may further contain a stabilizer such as cashew nut shell liquid and/or an antioxidant.
- a stabilizer such as cashew nut shell liquid and/or an antioxidant.
- a chelating agent which is a multidentate ligand that coordinates with metal ions contained in cashew nut shell liquid or the like to form a chelate compound, is preferably used.
- chelating agents include organic acid-based, organic acid salt-based, phosphoric acid-based, phosphate-based, aminopolycarboxylic acid-based, aminopolycarboxylate-based, neutral amino acid-based, aluminosilicate-based, phosphonic acid-based, phosphonate-based, and polymer-based chelating agents.
- organic acid-based and organic acid salt-based chelating agents include citric acid and its salts, malic acid and its salts, tartaric acid and its salts, succinic acid and its salts, gluconic acid and its salts, oxalic acid and its salts, glycolic acid and its salts, and propionic acid and its salts.
- Phosphate and phosphate chelating agents include orthophosphoric acid and its salts, pyrophosphoric acid and its salts, tripolyphosphoric acid and its salts, tetrapolyphosphoric acid and its salts, hexametaphosphoric acid and its salts, and phytic acid and its salts.
- Salts of orthophosphoric acid include sodium dihydrogen phosphate, potassium dihydrogen phosphate, ammonium dihydrogen phosphate, disodium hydrogen phosphate, dipotassium hydrogen phosphate, and diammonium hydrogen phosphate.
- aminopolycarboxylic acid and aminopolycarboxylate chelating agents include ethylenediaminetetraacetic acid (EDTA) and its salts, ethylenediaminediacetic acid and its salts, hydroxyethylethylenediaminetetraacetic acid and its salts, diethylenetriaminepentaacetic acid and its salts, nitrilotriacetic acid and its salts, triethylenetetraaminehexaacetic acid and its salts, dicarboxymethylglutaminehexaacetic acid and its salts, dicarboxymethylglutamic acid tetrasodium salt, dihydroxymethylglycine, 1,3-propanediaminetetraacetic acid and its salts, 1,3-diamino-2-hydroxypropanetetraacetic acid and its salts, phosphonobutanetricarboxylic acid and its salts, glutamic acid and its salts, cyclohexanediaminetetraacetic acid and its salt
- Neutral amino acid chelating agents include glycine, alanine, leucine, cysteine, methionine, asparagine, and glutamine.
- Zeolite is an example of an aluminosilicate-based chelating agent.
- Phosphonic acid and phosphonate chelating agents include hydroxyethylidene diphosphonic acid and its salts, nitrilotrismethylenephosphonic acid and its salts, and nitrilotris and its salts.
- Examples of polymeric chelating agents include polyacrylic acid, polymaleic acid, and copolymers of maleic acid and acrylic acid. Two or more types of chelating agents can also be used simultaneously.
- Antioxidants for cashew nut shell oil and other ingredients include ethoxyquin, t-butylhydroxytoluene, t-butylhydroxyanisole, t-butylhydroquinone, ascorbic acid and its esters, vitamin E, gallic acid and its esters, erythorbic acid, chlorogenic acid, sulfites, thiosulfates, phosphites, hypophosphites, and phosphates. It is also possible to use two or more types of antioxidants at the same time.
- the silica preparation of the present invention is a coated granule obtained by coating the silica base obtained by adsorbing cashew nut shell oil or the like onto silica particles (oil absorption process) with a coating agent (coating process).
- the coated granules can be obtained, for example, as follows. Silica particles having an average particle size of 150 ⁇ m or more (other oil absorbents may be added as needed) and cashew nut shell oil, etc. (stabilizers and/or antioxidants may be added as needed) are mixed together, and then the silica particles (silica base) adsorbing the cashew nut shell oil, etc. are coated with a coating agent under heating.
- the coating treatment with a coating agent may be carried out after granulation/granulation treatment, or the coating treatment with a coating agent may be carried out without granulation/granulation treatment. Therefore, in the silica preparation of the present invention, the surface of each silica particle may be coated with a coating agent.
- the coating agent used in the present invention includes a fatty acid mixture containing unsaturated fatty acids and saturated fatty acids.
- the unsaturated fatty acids used in the present invention are not limited as long as they are capable of releasing cashew nut shell liquid, anacardic acid, cardol, or cardanol, but examples include saturated fatty acids with a melting point above 50°C, more specifically, one or more selected from C16:1, C16:2, C18:1, C18:2, and esters thereof. Among these, it is preferable that they contain at least C18:1 and/or C18:2, and it is more preferable that they contain C18:1 and C18:2.
- the total content of C18:1 and C18:2 in the unsaturated fatty acids is preferably 50% by weight or more, and more preferably 80% by weight or more.
- the saturated fatty acids used in the present invention are not limited as long as they are capable of releasing cashew nut shell liquid, anacardic acid, cardol, or cardanol, but examples include saturated fatty acids with a melting point above 50°C, more specifically, one or more selected from saturated fatty acids having 14 or more carbon atoms, such as myristic acid (C14:0), palmitic acid (C16:0), and stearic acid (C18:0), and esters thereof.
- the total amount of palmitic acid and stearic acid in the saturated fatty acids is preferably 50% by weight or more, and more preferably 80% by weight or more.
- the ratio of unsaturated fatty acids to saturated fatty acids is preferably 1% to 14% by weight with the remainder being saturated fatty acids, more preferably 5% to 14% by weight with the remainder being saturated fatty acids, and even more preferably 5% to 10% by weight with the remainder being saturated fatty acids.
- the fatty acid mixture as described above may be a mixture prepared in advance, or a mixture of unsaturated fatty acids and saturated fatty acids may be used.
- Palm oil fatty acids can be used as a fatty acid mixture containing unsaturated and saturated fatty acids, for example.
- Examples of palm oil fatty acids include those containing 1-2% (by weight, hereinafter the same) C14:0 as saturated fatty acids, 44-48% C16:0, and 41-45% C18:0 as saturated fatty acids, and 6-9% C18:1 and 1-3% C18:2 as unsaturated fatty acids.
- Particularly preferred examples include those having the following fatty acid composition: C14:0 1.5%, C16:0 46%, C18:0 43%, C18:1 7.5%, C18:2 2%
- the fatty acid mixture used as the coating agent in the present invention preferably has a melting point of 50°C or higher.
- the coating agent used in the present invention is present in an amount of 0.01 to 50% by mass, preferably 0.05 to 40% by mass, more preferably 0.1 to 30% by mass, based on the total amount of the coating preparation.
- the mass ratio of the silica particles to the coating agent is preferably 80 to 99.9:20 to 0.1.
- the apparatus used in the oil absorption treatment and coating treatment is not particularly limited, and examples thereof include mixers such as a paddle mixer, ribbon mixer, rocking mixer, and cone mixer.
- the oil absorption step and the coating step may be carried out continuously in the same container, or may be carried out separately.That is, it is sufficient if the silica and cashew nut shell oil are mixed to adsorb the cashew nut shell oil onto the silica, a coating agent is added after adsorption, and the silica with the cashew nut shell oil adsorbed and the coating agent are mixed under heating to coat the silica surface.
- oils and fats melted under heating are used as a coating agent, there is no need to use a solvent and no need for a drying step.
- the production method of the present invention may be carried out either under normal pressure or under reduced pressure.
- the oil absorption step may be carried out at room temperature, but in order to improve the efficiency of oil absorption, it is recommended to heat the oil to a temperature preferably between 20 and 100°C, more preferably between 30 and 80°C, and particularly preferably between 40 and 80°C.
- the coating step is preferably carried out by adjusting the heating temperature to match the melting point of the coating agent used.
- the heating temperature when adding the coating agent may be above the melting point, but is preferably 5 to 50°C higher than the melting point of the coating agent used.
- the above-mentioned device can be used, and specifically, for example, the following steps are carried out.
- - Cashew nut shell oil and other substances are adsorbed onto silica particles with an average particle size of 150 ⁇ m or more.
- the silica preparation of the present invention is suitable for use as a rumen fermentation improver, bloat preventive agent, bloat treatment agent, abomasal displacement treatment agent, acidosis treatment agent, clostridial disease control agent, coccidiosis disease control agent, dairy cow milk yield improver, dairy cow periparturient disease control agent, dairy cow reproductive efficiency improver, and livestock weight gain promoter for ruminants.
- the silica preparation of the present invention can also be used for feed and as a feed additive. There are no particular restrictions on the subjects for administering the feed, but examples include ruminants, preferably cows, goats, and sheep.
- the feed additive of the present invention is not particularly limited as long as it contains the silica preparation of the present invention, but may also contain optional ingredients such as ingredients effective in promoting the growth of ruminants, nutritional supplement ingredients, and ingredients that enhance storage stability.
- optional ingredients include, for example, probiotics such as Enterococcus bacteria, Bacillus bacteria, and Bifidobacterium; enzymes such as amylase and lipase; vitamins such as L-ascorbic acid, choline chloride, inositol, and folic acid; minerals such as potassium chloride, iron citrate, magnesium oxide, and phosphates; amino acids such as DL-alanine, DL-methionine, and L-lysine; organic acids and salts thereof such as fumaric acid, butyric acid, lactic acid, and acetic acid; antioxidants such as ethoxyquin, dibutylhydroxytoluene, butylhydroxyanisole, ferulic acid, vitamin C, and vitamin E; antifung
- the feed additive of the present invention can be mixed with other feed ingredients normally used in feed to produce feed. There are no particular restrictions on the type of feed or the ingredients other than the silica preparation.
- the amount of feed to be ingested can be adjusted appropriately depending on the type, weight, age, sex, health condition, and ingredients of the animal.
- the amount of cashew nut shell liquid contained in the feed is preferably 0.005 to 500 g/head per day, more preferably 0.05 to 100 g/head per day, and even more preferably 0.5 to 50 g/head per day.
- the method of feeding the animals and the method of rearing them can be any method commonly used depending on the type of animal.
- composition of cashew nut shell liquid was measured using the following method: HPLC (Waters 600, Nihon Waters), detector (Waters 490E, Nihon Waters), printer (Chromatopack C-R6A, Shimadzu), and column (SUPELCOSIL LC18, SUPELCO).
- HPLC Waters 600, Nihon Waters
- detector Waters 490E, Nihon Waters
- printer Chomadzu
- column SUPELCOSIL LC18, SUPELCO.
- a solvent of acetonitrile:water:acetic acid in a volume ratio of 80:20:1 was used, and the flow rate was 2 ml/min. Detection was based on absorbance at 280 nm.
- the unheated cashew nut shell liquid contained 61.8% by mass of anacardic acid, 8.2% by mass of cardanol, and 19.9% by mass of cardol.
- Sipernat 2200 manufactured by Evonik: average particle size 320 ⁇ m was used as silica.
- the coating agents used were the products of Wako Pure Chemical Industries and Yokoseki Yushi shown in Table 1, as well as palm oil fatty acids.
- Cashew Nut Shell Oil Cashew nut shells were obtained from Cashew Trading Co., Ltd. as described above, and were pressed to produce cashew nut shell oil.
- Coating Step Using the cashew nut shell liquid-containing silica produced in the oil absorption step (4) above, coated granules were produced using various coating agents. A small amount of coating was carried out using a 500 ml eggplant flask by rotating the flask in a hot water bath. Specifically, 10 g of the cashew nut shell liquid-containing silica produced in the oil absorption step (4) above and 1 g of each crushed coating agent were added to a 500 ml eggplant flask, and the flask was rotated to mix uniformly. A water bath was then set to a temperature appropriate for the melting point of the added coating agent, and the eggplant flask was immersed in the water and rotated for about 10 minutes to perform the coating treatment. Using this method, preparations coated with the coating agents listed in Table 2 were prepared (Production Example 2).
- the results of the dissolution test are shown in Figure 4 and Table 2.
- the dissolution rates were measured after standing at 20°C and 30°C for 1 hour.
- the elution-inhibiting effect was high when the coating agent was made of a saturated fatty acid having 16 or more carbon atoms and a melting point of 53° C. or higher, or when the coating agent contained an unsaturated fatty acid.
- Example 3 Evaluation of intraruminal release properties using various coating agents (Example 3) The temperature inside the rumen was set to 40° C., and the amount released was calculated in the same manner as in Example 2. The results are shown in FIG.
- release properties were good when C12, C14, and C16 saturated fatty acids were used in the coating agent, but release properties tended to deteriorate when stearic acid, a C18 saturated fatty acid, or hardened palm oil or hardened soybean oil, which are composed of C16 and C18 saturated fatty acids, were used in the coating agent. On the other hand, it was found that release properties improved when unsaturated fatty acids were mixed. It is thought that the unsaturated fatty acid content in the coating agent should be around 10% by weight, i.e., 1% to 14% by weight.
- the present invention provides a silica formulation containing cashew nut shell liquid and other ingredients that has improved safety and ease of handling.
- This formulation which inhibits precipitation of active ingredients during low-temperature storage, releases them in the rumen (40°C), and inhibits dissolution during storage (room temperature), is useful in the livestock industry.
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Abstract
Description
本発明は、カシューナッツ殻油(CNSL)、アナカルド酸、カルドールおよび/またはカルダノールをシリカ粒子に吸着させ、さらに表面を特定のコート剤でコートした製剤に関する。 The present invention relates to a preparation in which cashew nut shell liquid (CNSL), anacardic acid, cardol, and/or cardanol are adsorbed onto silica particles, and the surface is further coated with a specific coating agent.
カシューナッツ殻油は、カシューナッツツリー(Anacardium occidentale L.)の実の殻に含まれる油状の液体である。カシューナッツ殻油は、その成分として、アナカルド酸、カルダノール、カルドール、メチルカルドールを主に含む。カシューナッツ殻油の調製法としては加熱法と溶剤抽出法があるが、通常、カシューナッツ殻油はカシューナッツ生産地にて加熱処理されることにより、アナカルド酸をカルダノールに変換して使用されている。カシューナッツ殻油にはかぶれを起す作用があるため、取扱いには注意が必要となる。かぶれの現象はアナカルド酸、カルダノール、カルドール何れの主要成分でも起こり得るため、これらを安全に取り扱う方法の開発が望まれていた。 Cashew nut shell oil is an oily liquid found in the shells of the cashew nut tree (Anacardium occidentale L.). Its main components are anacardic acid, cardanol, cardol, and methyl cardol. Cashew nut shell oil can be prepared by heating or solvent extraction, but it is usually heated in cashew-producing areas to convert anacardic acid to cardanol before use. Cashew nut shell oil can cause rashes, so care must be taken when handling it. Since rashes can occur with any of the main components, anacardic acid, cardanol, or cardol, there was a need to develop a method for safely handling it.
特許文献1では、カシューナッツ殻油を吸油担体であるシリカ粒子に保持させることで流動性が改善することを報告している。しかし、吸油担体に保持させたカシューナッツ殻油を低温化で保存した場合、吸油担体表面上にアナカルド酸等が析出し、これを介して吸油担体同志が固着する問題があった。特許文献1では吸油担体に用いるシリカの粒径を制御することで析出抑制可能であることを述べている。また、特許文献1では、カシューナッツ殻油を吸油担体に保持させた後に硬化油等でコート処理することで、吸油担体からのカシューナッツ殻油の溶出を抑制する方法を示しているが、これらの方法が吸油担体表面上でのアナカルド酸の析出抑制に有効であることは確認していない。 Patent Document 1 reports that fluidity is improved by retaining cashew nut shell oil on silica particles, which are oil-absorbing carriers. However, when cashew nut shell oil retained on an oil-absorbing carrier is stored at low temperatures, anacardic acid and other substances precipitate on the surface of the oil-absorbing carrier, causing the oil-absorbing carriers to adhere to each other. Patent Document 1 also states that precipitation can be suppressed by controlling the particle size of the silica used in the oil-absorbing carrier. Patent Document 1 also discloses a method for suppressing the elution of cashew nut shell oil from the oil-absorbing carrier by retaining the cashew nut shell oil on the oil-absorbing carrier and then coating it with hardened oil or the like, but it has not been confirmed that these methods are effective in suppressing the precipitation of anacardic acid on the surface of the oil-absorbing carrier.
本発明者らの検討により、特許文献1の方法に従ってパーム硬化油等の飽和脂肪酸を用いてコート処理したカシューナッツ殻油の吸油担体を畜産動物の胃液を模した40℃の温水中に置いた場合、コート未処理に比べてカシューナッツ殻油の放出性が著しく低下することが明らかとなった。即ち、特許文献1の方法では、低温や常温での保管時の析出防止効果や溶出防止効果等の取扱い性の改善は可能であるが、使用時の畜産動物体内における放出性に課題があることがわかった。
具体的には、本発明者らは、カシューナッツ殻油を平均粒径150μm以上のシリカに吸着させ、更にパーム硬化油等の飽和脂肪酸でシリカ表面を覆うことを試したが、アナカルド酸の析出や常温付近での溶出を大幅に低減できた一方で、飽和脂肪酸でコート処理した上記シリカ製剤を畜産動物の胃液を模した40℃の温水中に置いた場合、コート処理前に比べてカシューナッツ殻油の放出性が著しく低下する課題が生じた。
Studies by the present inventors have revealed that when an oil-absorbing carrier for cashew nut shell oil coated with saturated fatty acids such as hardened palm oil according to the method of Patent Document 1 is placed in warm water at 40°C simulating the gastric juice of livestock animals, the release of cashew nut shell oil is significantly reduced compared to an uncoated carrier. In other words, the method of Patent Document 1 can improve handling, such as preventing precipitation and elution during storage at low or normal temperatures, but it has been found that there is a problem with release within the bodies of livestock animals during use.
Specifically, the inventors attempted to adsorb cashew nut shell liquid onto silica having an average particle size of 150 μm or more and then coat the silica surface with saturated fatty acid such as hardened palm oil. While this significantly reduced the precipitation of anacardic acid and its elution at room temperature, when the silica preparation coated with saturated fatty acid was placed in warm water at 40°C, which simulates the gastric juice of livestock animals, the release of cashew nut shell liquid was significantly reduced compared to before the coating treatment.
そこで、本発明は、吸油担体(すなわち、シリカ)からカシューナッツ殻油、アナカルド酸、カルドールおよび/またはカルダノール(以下、カシューナッツ殻油等ともいう)が低温で析出、固着することおよび常温付近で溶出することを防止し、さらに当該製剤が動物に摂取された際にカシューナッツ殻油等が吸油担体から効率よく放出可能な製剤を提供することを課題とする。 Therefore, an object of the present invention is to provide a formulation that prevents cashew nut shell oil, anacardic acid, cardol, and/or cardanol (hereinafter also referred to as cashew nut shell oil, etc.) from precipitating and solidifying from an oil-absorbing carrier (i.e., silica) at low temperatures and from eluting at around room temperature, and that enables the cashew nut shell oil, etc. to be efficiently released from the oil-absorbing carrier when the formulation is ingested by an animal.
本発明者らは、上記課題を解決すべく鋭意研究を行った。その結果、コート剤に用いる脂肪酸の鎖長と不飽和度を適切に設定することで、アナカルド酸の析出防止と40℃付近での放出性とを両立可能であることを見出した。以上のような知見に基づいて本発明を完成させるに至った。 The inventors conducted extensive research to solve the above problems. As a result, they discovered that by appropriately setting the chain length and degree of unsaturation of the fatty acid used in the coating agent, it is possible to prevent anacardic acid precipitation while also achieving release properties at around 40°C. Based on these findings, the present invention was completed.
すなわち、本発明は以下のとおりである
[1]カシューナッツ殻油、アナカルド酸、カルドールおよび/またはカルダノールを吸着させたシリカ粒子を含有する製剤であって、当該シリカ粒子は、その表面が不飽和脂肪酸および飽和脂肪酸を含む脂肪酸混合物を成分とするコート剤でコーティングされている、製剤。
[2]前記コート剤は不飽和脂肪酸を1重量%~14重量%含む、[1]に記載の製剤。
[3]前記不飽和脂肪酸はC18:1とC18:2の混合物である、[1]または[2]に記載の製剤。
[4]前記飽和脂肪酸はパルミチン酸(C16)および/またはステアリン酸(C18)を含む、[1]~[3]のいずれかに記載の製剤。
[5]前記コート剤の融点が50℃以上である、[1]~[4]のいずれかに記載の製剤。
[6]前記シリカ粒子は、平均粒径が150μm以上である、[1]~[5]のいずれかに記載の製剤。
[7]前記シリカ粒子と前記コート剤との質量比が、80~99.9:20~0.1である、[1]~[6]のいずれかに記載の製剤。
[8]前記シリカ粒子は、その表面が各々、コート剤でコーティングされている、[1]~[7]のいずれかに記載の製剤。
[9]飼料用である、[1]~[8]のいずれかに記載の製剤。
That is, the present invention is as follows: [1] A preparation containing silica particles having adsorbed thereon cashew nut shell liquid, anacardic acid, cardol and/or cardanol, the surfaces of the silica particles being coated with a coating agent containing a fatty acid mixture containing unsaturated fatty acids and saturated fatty acids.
[2] The formulation according to [1], wherein the coating agent contains 1% by weight to 14% by weight of an unsaturated fatty acid.
[3] The formulation described in [1] or [2], wherein the unsaturated fatty acid is a mixture of C18:1 and C18:2.
[4] The formulation according to any one of [1] to [3], wherein the saturated fatty acid comprises palmitic acid (C16) and/or stearic acid (C18).
[5] The formulation according to any one of [1] to [4], wherein the coating agent has a melting point of 50°C or higher.
[6] The formulation according to any one of [1] to [5], wherein the silica particles have an average particle size of 150 μm or more.
[7] The formulation according to any one of [1] to [6], wherein the mass ratio of the silica particles to the coating agent is 80 to 99.9:20 to 0.1.
[8] The formulation according to any one of [1] to [7], wherein the surfaces of the silica particles are each coated with a coating agent.
[9] The formulation according to any one of [1] to [8], which is for use in feed.
本発明により、低温や常温での保管時のカシューナッツ殻油等の析出、溶出、固着等を低減することができ、一方で、使用時の体温付近での放出性を向上させることができるので、製剤作製時、流通・保管時、使用時の安全性及び取扱性を向上させることができる。
また、不飽和脂肪酸を含む脂肪酸混合物をコート剤として使用することでコート処理を水や溶剤を用いることなく実施することもできるので、乾燥工程が省略され、工程全体が簡略化されて、コストダウンが可能である。さらに、吸油工程及びコート工程が同じ反応容器中で行うこともできるので、工程が簡略化され、コストダウンが実現できる。
The present invention can reduce precipitation, elution, adhesion, etc. of cashew nut shell liquid and the like during storage at low temperature or room temperature, while improving release properties around body temperature during use, thereby improving safety and ease of handling during preparation, distribution, storage, and use of the formulation.
In addition, by using a fatty acid mixture containing unsaturated fatty acids as a coating agent, the coating treatment can be carried out without using water or a solvent, so that the drying step can be omitted, the entire process can be simplified, and costs can be reduced. Furthermore, the oil absorption step and the coating step can be carried out in the same reaction vessel, so the process can be simplified and costs can be reduced.
本発明のシリカ製剤は、カシューナッツ殻油、アナカルド酸、カルドールおよび/またはカルダノールならびにシリカ粒子を含有し、該シリカ粒子は、カシューナッツ殻油、アナカルド酸、カルドールおよび/またはカルダノールを吸着している。そして、カシューナッツ殻油等を吸着したシリカ粒子は不飽和脂肪酸と飽和脂肪酸を含む脂肪酸混合物を含むコート剤で表面がコートされている。 The silica preparation of the present invention contains cashew nut shell liquid, anacardic acid, cardol and/or cardanol, and silica particles, and the silica particles have adsorbed thereto cashew nut shell liquid, anacardic acid, cardol and/or cardanol. The silica particles having adsorbed thereto cashew nut shell liquid, etc., are coated on the surface with a coating agent containing a fatty acid mixture including unsaturated fatty acids and saturated fatty acids.
なお、以下の明細書中において、シリカ粒子にカシューナッツ殻油等を吸着させたものをシリカ原体といい、このシリカ原体が、コート剤によってコーティングされている製剤をコート粒剤といい、これらをまとめてシリカ製剤ということがある。 In the following specification, silica particles with cashew nut shell oil or the like adsorbed thereon will be referred to as "silica base," and a preparation in which this silica base is coated with a coating agent will be referred to as "coated granules," and these will sometimes be collectively referred to as "silica preparations."
カシューナッツ殻油は、カシューナッツ ツリー(Anacardium occidentale L.)の実の殻に含まれる油状の液体である。カシューナッツ殻油は、その成分として、アナカルド酸、カルダノール、カルドールを含むものである。一般に、アナカルド酸は加熱処理することによりカルダノールに変換される。 Cashew nut shell oil is an oily liquid found in the shells of the cashew nut tree (Anacardium occidentale L.). Cashew nut shell oil contains anacardic acid, cardanol, and cardol as its components. Anacardic acid is generally converted to cardanol by heat treatment.
カシューナッツ殻油は、カシューナッツの殻を圧搾することにより抽出された植物油として得ることができる。また、カシューナッツ殻油は、抽出により、例えば、カシューナッツ殻を溶剤抽出して得ることもできる。さらに、カシューナッツ殻油は、特開平8-2314 10号公報に記載されている方法によって、例えば、溶剤抽出法によって得ることができる。カシューナッツ殻油は、市販品を用いることもできる。
このようにして得られる非加熱カシューナッツ殻油は、J. Agric. Food Chem. 2001, 49, 2548-2551に記載されるように、アナカルド酸を55~80質量%、カルダノールを5~20質量%、カルドールを5~30質量%含むものである。
Cashew nut shell oil can be obtained as a vegetable oil extracted by squeezing cashew nut shells. Cashew nut shell oil can also be obtained by extraction, for example, by solvent extraction of cashew nut shells. Furthermore, cashew nut shell oil can be obtained by the method described in JP-A-8-2314-10, for example, by solvent extraction. Commercially available cashew nut shell oil can also be used.
The unheated cashew nut shell liquid obtained in this manner contains 55 to 80% by mass of anacardic acid, 5 to 20% by mass of cardanol, and 5 to 30% by mass of cardol, as described in J. Agric. Food Chem. 2001, 49, 2548-2551.
本発明で使用されるカシューナッツ殻油は、上記のようにして得られた非加熱カシューナッツ殻油を、70℃以上、好ましくは130℃以上に加熱することによって得た加熱カシューナッツ殻油であってもよい。また非加熱カシューナッツ殻油を常温(20℃)で、約1年以上保管して得られるカシューナッツ殻油であってもよい。 The cashew nut shell liquid used in the present invention may be heated cashew nut shell liquid obtained by heating the unheated cashew nut shell liquid obtained as described above to 70°C or higher, preferably 130°C or higher. It may also be cashew nut shell liquid obtained by storing unheated cashew nut shell liquid at room temperature (20°C) for approximately one year or more.
非加熱カシューナッツ殻油を70℃以上、好ましくは130℃以上で加熱処理して得られる加熱カシューナッツ殻油は、非加熱カシューナッツ殻油の主成分のアナカルド酸が脱炭酸しカルダノールに変換され、アナカルド酸を0~10質量%、カルダノールを55~80質量%、 カルドールを5~30質量%含むものとなる。 Heated cashew nut shell oil, obtained by heat-treating non-heated cashew nut shell oil at 70°C or higher, preferably 130°C or higher, contains 0-10% by mass of anacardic acid, 55-80% by mass of cardanol, and 5-30% by mass of cardol, as a result of anacardic acid, the main component of non-heated cashew nut shell oil, being decarboxylated and converted to cardanol.
一方、非加熱カシューナッツ殻油を常温(20℃)で、約1年以上保管して得られるカシューナッツ殻油は、非加熱カシューナッツ殻油の主成分のアナカルド酸が脱炭酸しカルダノールに変換され、アナカルド酸を0~10質量%、カルダノールを55~80質量%、カルドールを5~30質量%含むものとなる。 On the other hand, cashew nut shell oil obtained by storing unheated cashew nut shell oil at room temperature (20°C) for approximately one year or more contains 0-10% by mass of anacardic acid, 55-80% by mass of cardanol, and 5-30% by mass of cardol, as a result of anacardic acid, the main component of unheated cashew nut shell oil, being decarboxylated and converted to cardanol.
本発明のシリカ製剤におけるカシューナッツ殻油の含有量は、シリカ製剤の全量基準で、10質量%~70質量%、好ましくは20質量%~65質量%、より好ましくは30質量%~60質量%である。10質量%以上であれば、ルーメン発酵改善効果、鼓脹症予防効果、鼓脹症治療効果、アシドーシス治療効果、クロストリディウムによる病害の防除効果、コクシジウムによる病害の防除効果、乳牛の乳量向上効果、乳牛の周産期病防除効果、乳牛の繁殖効率向上効果および家畜の増体促進効果などを効率的に奏することができ、70質量%以下であれば作業上、手のかぶれが解消され、シリカ製剤の取扱性を維持することができるので好ましい。 The cashew nut shell liquid content in the silica preparation of the present invention is 10% to 70% by mass, preferably 20% to 65% by mass, and more preferably 30% to 60% by mass, based on the total amount of the silica preparation. A content of 10% by mass or more can efficiently improve rumen fermentation, prevent bloat, treat bloat, treat acidosis, control clostridial diseases, control coccidiosis, increase milk yield in dairy cows, control periparturient diseases in dairy cows, improve reproductive efficiency in dairy cows, and promote livestock gain. A content of 70% by mass or less is preferable because it prevents hand rash during work and maintains the ease of handling of the silica preparation.
本発明のシリカ製剤は、カシューナッツ殻油の代わりに、アナカルド酸、カルダノールおよび/またはカルドールを含んでいてもよい。 The silica preparation of the present invention may contain anacardic acid, cardanol, and/or cardol instead of cashew nut shell liquid.
アナカルド酸としては、天然物アナカルド酸、合成アナカルド酸、それらの誘導体が挙げられる。また、市販のアナカルド酸を用いてもよい。アナカルド酸は、特開平8-231410号公報に記載されるように、カシューナッツの殻を有機溶剤で抽出処理して得られたカシューナッツ油を、例えば、シリカゲルカラムクロマトグラフィーを用いてn-ヘキサン、酢酸エチルおよび酢酸の混合溶媒の比率を変えて溶出することによって得ることができる(特開平3-240721号公報、特開平3-240716号公報など)。このようなアナカルド酸は、カシューナッツ殻油と同様の含有量で、シリカ製剤、飼料添加剤、飼料に含めることができる。 Examples of anacardic acid include natural anacardic acid, synthetic anacardic acid, and derivatives thereof. Commercially available anacardic acid may also be used. As described in JP-A-8-231410, anacardic acid can be obtained by extracting cashew nut shells with an organic solvent, and then eluting the resulting cashew nut oil using silica gel column chromatography with a mixed solvent of n-hexane, ethyl acetate, and acetic acid at varying ratios (see, for example, JP-A-3-240721 and JP-A-3-240716). Such anacardic acid can be included in silica preparations, feed additives, and feed at a content similar to that of cashew nut shell oil.
カルダノールとしては、天然物カルダノール、合成カルダノール、それらの誘導体が挙げられる。また、本発明において使用されるカルダノールは、カシューナッツ殻油の主成分のアナカルド酸を脱炭酸することにより、得ることができる。このようなカルダノールは、カシューナッツ殻油と同様の含有量で、シリカ製剤、飼料添加剤、飼料に含めることができる。なお、加熱カシューナッツ殻油を用いる場合、加熱カシューナッツ殻油中のアナカルド酸とカルダノールとの質量比は、好ましくは、0:100~20:80である。 Examples of cardanol include natural cardanol, synthetic cardanol, and derivatives thereof. The cardanol used in the present invention can be obtained by decarboxylating anacardic acid, the main component of cashew nut shell liquid. Such cardanol can be included in silica preparations, feed additives, and feed at a content similar to that of cashew nut shell liquid. When heated cashew nut shell liquid is used, the mass ratio of anacardic acid to cardanol in the heated cashew nut shell liquid is preferably 0:100 to 20:80.
カルドールとしては、天然物カルドール、合成カルドール、それらの誘導体が挙げられる。また、本発明において使用されるカルドールは、カシューナッツ殻油から精製することにより、得ることもできる。 Cardols include natural cardols, synthetic cardols, and their derivatives. The cardol used in the present invention can also be obtained by refining cashew nut shell liquid.
本発明のシリカ製剤は、吸油剤を含み、カシューナッツ殻油、アナカルド酸、カルダノール、またはカルドールが吸油剤に吸着されている。本発明のシリカ製剤において、吸油剤はシリカである。ここで、シリカは粒子状であり、シリカ粒子は、その平均粒径が通常150μm以上、好ましくは250μm以上である。平均粒径の上限は特に制限されないが、例えば、500μmである。シリカの平均粒径は、ISO 13320-1法等により測定することが出来る。 The silica preparation of the present invention contains an oil absorbent, and cashew nut shell oil, anacardic acid, cardanol, or cardol is adsorbed to the oil absorbent. In the silica preparation of the present invention, the oil absorbent is silica. Here, the silica is in particulate form, and the silica particles typically have an average particle size of 150 μm or more, preferably 250 μm or more. There is no particular upper limit to the average particle size, but it may be, for example, 500 μm. The average particle size of silica can be measured by methods such as ISO 13320-1.
シリカは100g当たり200g 以上の油を吸着するものであることが好ましい。シリカの油の吸油能力(油の吸着量、吸油量ともいう)はISO 787/5法等により測定することが出来る。 It is preferable that the silica absorbs more than 200g of oil per 100g. The oil absorption capacity of silica (also known as oil adsorption amount or oil absorption capacity) can be measured using methods such as ISO 787/5.
本発明の製剤は、さらに、カシューナッツ殻油等の安定化剤および/または酸化防止剤を含んでいてもよい。安定化剤としては、カシューナッツ殻油等に含まれる金属イオンに配位してキレート化合物をつくる多座配位子であるキレート剤が好ましく使用できる。 The formulation of the present invention may further contain a stabilizer such as cashew nut shell liquid and/or an antioxidant. As a stabilizer, a chelating agent, which is a multidentate ligand that coordinates with metal ions contained in cashew nut shell liquid or the like to form a chelate compound, is preferably used.
キレート剤としては、有機酸系、有機酸塩系、リン酸系、リン酸塩系、アミノポリカルボン酸系、アミノポリカルボン酸塩系、中性アミノ酸系、アルミノ珪酸塩系、ホスホン酸系、ホスホン酸塩系、ポリマー系のキレート剤が挙げられる。有機酸系および有機酸塩系のキレート剤としては、クエン酸およびその塩、リンゴ酸およびその塩、酒石酸およびその塩、コハク酸およびその塩、グルコン酸およびその塩、シュウ酸およびその塩、グリコール酸およびその塩、プロピオン酸およびその塩が挙げられる。
リン酸系およびリン酸塩系のキレート剤としては、オルトリン酸およびその塩、ピロリン酸およびその塩、トリポリリン酸およびその塩、テトラポリリン酸およびその塩、ヘキサメタリン酸およびその塩、フィチン酸およびその塩が挙げられる。オルトリン酸の塩としては、リン酸二水素ナトリウム、リン酸二水素カリウム、リン酸二水素アンモニウム、リン酸水素二ナトリウム、リン酸水素二カリウムおよびリン酸水素二アンモニウムが挙げられる。アミノポリカルボン酸系およびアミノポリカルボン酸塩系のキレート剤としては、エチレンジアミン4酢酸(EDTA)およびその塩、エチレンジアミン2酢酸およびその塩、ヒドロキシエチルエチレンジアミン4酢酸およびその塩、ジエチレントリアミン5 酢酸およびその塩、ニトリロ3酢酸およびその塩、トリエチレンテトラアミン6酢酸およびその塩、ジカルボキシメチルグルタミン6酢酸とその塩、ジカルボキシメチルグルタミン酸4ナトリウム塩、ジヒドロキシメチルグリシン、1,3-プロパンジアミン4酢酸およびその塩、1,3-ジアミノ-2-ヒドロキシプロパン4酢酸およびその塩、ホスホノブタン3カルボン酸およびその塩、グルタミン酸およびその塩、シクロヘキサンジアミン4酢酸およびその塩、イミノジ酢酸およびその塩、N-(2-ヒドロキシエチル)イミノジ酢酸およびその塩、N- (2-ヒドロキシエチル)エチレンジアミン3酢酸およびその塩、グリコールエーテルジアミン4酢酸およびその塩、グルタミン酸2酢酸およびその塩、アスパラギン酸2酢酸およびその塩、ジヒドロキシメチルグリシンが挙げられる。
中性アミノ酸系のキレート剤としては、グリシン、アラニン、ロイシン、システイン、メチオニン、アスパラギン、グルタミンが挙げられる。
アルミノ珪酸系のキレート剤としては、ゼオライトが挙げられる。
ホスホン酸系およびホスホン酸塩系のキレート剤としては、ヒドロキシエチルイデンジホスホン酸およびその塩、ニトリロトリスメチレンホスホン酸およびその塩、ニトリロトリスおよびその塩が挙げられる。
ポリマー系のキレート剤としては、ポリアクリル酸、ポリマレイン酸、マレイン酸とアクリル酸の共重合ポリマーが挙げられる。また、同時に二種類以上のキレート剤を使用することも可能である。
Examples of chelating agents include organic acid-based, organic acid salt-based, phosphoric acid-based, phosphate-based, aminopolycarboxylic acid-based, aminopolycarboxylate-based, neutral amino acid-based, aluminosilicate-based, phosphonic acid-based, phosphonate-based, and polymer-based chelating agents. Examples of organic acid-based and organic acid salt-based chelating agents include citric acid and its salts, malic acid and its salts, tartaric acid and its salts, succinic acid and its salts, gluconic acid and its salts, oxalic acid and its salts, glycolic acid and its salts, and propionic acid and its salts.
Phosphate and phosphate chelating agents include orthophosphoric acid and its salts, pyrophosphoric acid and its salts, tripolyphosphoric acid and its salts, tetrapolyphosphoric acid and its salts, hexametaphosphoric acid and its salts, and phytic acid and its salts. Salts of orthophosphoric acid include sodium dihydrogen phosphate, potassium dihydrogen phosphate, ammonium dihydrogen phosphate, disodium hydrogen phosphate, dipotassium hydrogen phosphate, and diammonium hydrogen phosphate. Examples of aminopolycarboxylic acid and aminopolycarboxylate chelating agents include ethylenediaminetetraacetic acid (EDTA) and its salts, ethylenediaminediacetic acid and its salts, hydroxyethylethylenediaminetetraacetic acid and its salts, diethylenetriaminepentaacetic acid and its salts, nitrilotriacetic acid and its salts, triethylenetetraaminehexaacetic acid and its salts, dicarboxymethylglutaminehexaacetic acid and its salts, dicarboxymethylglutamic acid tetrasodium salt, dihydroxymethylglycine, 1,3-propanediaminetetraacetic acid and its salts, 1,3-diamino-2-hydroxypropanetetraacetic acid and its salts, phosphonobutanetricarboxylic acid and its salts, glutamic acid and its salts, cyclohexanediaminetetraacetic acid and its salts, iminodiacetic acid and its salts, N-(2-hydroxyethyl)iminodiacetic acid and its salts, N-(2-hydroxyethyl)ethylenediaminetriacetic acid and its salts, glycol ether diaminetetraacetic acid and its salts, glutamic acid diacetic acid and its salts, aspartic acid diacetic acid and its salts, and dihydroxymethylglycine.
Neutral amino acid chelating agents include glycine, alanine, leucine, cysteine, methionine, asparagine, and glutamine.
Zeolite is an example of an aluminosilicate-based chelating agent.
Phosphonic acid and phosphonate chelating agents include hydroxyethylidene diphosphonic acid and its salts, nitrilotrismethylenephosphonic acid and its salts, and nitrilotris and its salts.
Examples of polymeric chelating agents include polyacrylic acid, polymaleic acid, and copolymers of maleic acid and acrylic acid. Two or more types of chelating agents can also be used simultaneously.
カシューナッツ殻油等の酸化防止剤としては、エトキシキン、t- ブチルヒドロキシトルエン、t-ブチルヒドロキシアニソール、t-ブチルヒドロキノン、アスコルビン酸およびそのエステル、ビタミンE、没食子酸およびそのエステル、エリソルビン酸、クロロゲン酸、亜硫酸塩、チオ硫酸塩、亜リン酸塩、次亜リン酸塩、およびリン酸塩などが挙げられる。また、同時に二種類以上の酸化防止剤を使用することも可能である。 Antioxidants for cashew nut shell oil and other ingredients include ethoxyquin, t-butylhydroxytoluene, t-butylhydroxyanisole, t-butylhydroquinone, ascorbic acid and its esters, vitamin E, gallic acid and its esters, erythorbic acid, chlorogenic acid, sulfites, thiosulfates, phosphites, hypophosphites, and phosphates. It is also possible to use two or more types of antioxidants at the same time.
本発明のシリカ製剤は、シリカ粒子にカシューナッツ殻油等を吸着させること(吸油工程)によって得られたシリカ原体をコート剤によってコーティングすること(コーティング工程)によって得られるコート粒剤である。 The silica preparation of the present invention is a coated granule obtained by coating the silica base obtained by adsorbing cashew nut shell oil or the like onto silica particles (oil absorption process) with a coating agent (coating process).
コート粒剤は、例えば、次のようにして得ることができる。
平均粒径150μm以上のシリカ粒子(必要に応じて他の吸油剤を加えてもよい)およびカシューナッツ殻油等(必要に応じて安定化剤および/または酸化防止剤を添加してもよい)を混合する。その後、カシューナッツ殻油等を吸着したシリカ粒子(シリカ原体)を、加温下でコート剤を用いてコーティングする。
本発明においては、吸油工程後、造粒・製粒処理したのちに、コート剤によるコート処理を行ってもよいし、造粒・製粒処理を行わずに、コート剤によるコート処理を行ってもよい。したがって、本発明のシリカ製剤は、シリカ粒子の表面が1粒子毎に、コート剤によってコーティングされていてもよい。
The coated granules can be obtained, for example, as follows.
Silica particles having an average particle size of 150 μm or more (other oil absorbents may be added as needed) and cashew nut shell oil, etc. (stabilizers and/or antioxidants may be added as needed) are mixed together, and then the silica particles (silica base) adsorbing the cashew nut shell oil, etc. are coated with a coating agent under heating.
In the present invention, after the oil absorption step, the coating treatment with a coating agent may be carried out after granulation/granulation treatment, or the coating treatment with a coating agent may be carried out without granulation/granulation treatment. Therefore, in the silica preparation of the present invention, the surface of each silica particle may be coated with a coating agent.
本発明において使用されるコート剤としては、不飽和脂肪酸および飽和脂肪酸を含む脂肪酸混合物が挙げられる。 The coating agent used in the present invention includes a fatty acid mixture containing unsaturated fatty acids and saturated fatty acids.
本発明において使用される不飽和脂肪酸としては、カシューナッツ殻油、アナカルド酸、カルドールまたはカルダノールを放出できる限り、限定されないが、例えば、融点が50℃を超える飽和脂肪酸、より詳細には、C16:1、C16:2、C18:1、C18:2、これらのエステル等から選択される1種以上が挙げられる。この中では、少なくともC18:1および/またはC18:2を含むことが好ましく、C18:1およびC18:2を含むことが好ましく、不飽和脂肪酸におけるC18:1およびC18:2の合計が50重量%以上であることが好ましく、80重量%以上であることがより好ましい。 The unsaturated fatty acids used in the present invention are not limited as long as they are capable of releasing cashew nut shell liquid, anacardic acid, cardol, or cardanol, but examples include saturated fatty acids with a melting point above 50°C, more specifically, one or more selected from C16:1, C16:2, C18:1, C18:2, and esters thereof. Among these, it is preferable that they contain at least C18:1 and/or C18:2, and it is more preferable that they contain C18:1 and C18:2. The total content of C18:1 and C18:2 in the unsaturated fatty acids is preferably 50% by weight or more, and more preferably 80% by weight or more.
本発明において使用される飽和脂肪酸としては、カシューナッツ殻油、アナカルド酸、カルドールまたはカルダノールを放出できる限り、限定されないが、例えば、融点が50℃を超える飽和脂肪酸、より詳細には、ミリスチン酸(C14:0)、パルミチン酸(C16:0)、ステアリン酸(C18:0)などの炭素数14以上の飽和脂肪酸、これらのエステル等から選択される1種以上が挙げられる。この中では、少なくともパルミチン酸および/またはステアリン酸を含むことが好ましく、パルミチン酸およびステアリン酸を含むことが好ましく、飽和脂肪酸におけるパルミチン酸およびステアリン酸の合計が50重量%以上であることが好ましく、80重量%以上であることがより好ましい。 The saturated fatty acids used in the present invention are not limited as long as they are capable of releasing cashew nut shell liquid, anacardic acid, cardol, or cardanol, but examples include saturated fatty acids with a melting point above 50°C, more specifically, one or more selected from saturated fatty acids having 14 or more carbon atoms, such as myristic acid (C14:0), palmitic acid (C16:0), and stearic acid (C18:0), and esters thereof. Among these, it is preferable to contain at least palmitic acid and/or stearic acid, and it is preferable to contain palmitic acid and stearic acid. The total amount of palmitic acid and stearic acid in the saturated fatty acids is preferably 50% by weight or more, and more preferably 80% by weight or more.
不飽和脂肪酸と飽和脂肪酸を含む脂肪酸混合物における不飽和脂肪酸と飽和脂肪酸の割合は、不飽和脂肪酸を1重量%~14重量%であって残りが飽和脂肪酸であることが好ましく、不飽和脂肪酸を5重量%~14重量%であって残りが飽和脂肪酸であることがより好ましく、不飽和脂肪酸を5重量%~10重量%であって残りが飽和脂肪酸であることがさらに好ましい。 In a fatty acid mixture containing unsaturated and saturated fatty acids, the ratio of unsaturated fatty acids to saturated fatty acids is preferably 1% to 14% by weight with the remainder being saturated fatty acids, more preferably 5% to 14% by weight with the remainder being saturated fatty acids, and even more preferably 5% to 10% by weight with the remainder being saturated fatty acids.
上記のような脂肪酸混合物は、あらかじめ混合されたものを使用してもよいし、不飽和脂肪酸と飽和脂肪酸を混合して使用してもよい。
不飽和脂肪酸と飽和脂肪酸を含む脂肪酸混合物として、例えば、パーム油脂肪酸が使用できる。パーム油脂肪酸としては、飽和脂肪酸としてC14:0が1~2%(重量%、以下同じ)、C16:0が44~48%、C18:0が41~45%、不飽和脂肪酸としてC18:1が6~9%、C18:2が1~3%のものが挙げられ、特に好ましい組成の例として、下記の脂肪酸組成を有するものが挙げられる。
C14:0 1.5%、C16:0 46%、C18:0 43%、C18:1 7.5%、C18:2 2%
The fatty acid mixture as described above may be a mixture prepared in advance, or a mixture of unsaturated fatty acids and saturated fatty acids may be used.
Palm oil fatty acids can be used as a fatty acid mixture containing unsaturated and saturated fatty acids, for example. Examples of palm oil fatty acids include those containing 1-2% (by weight, hereinafter the same) C14:0 as saturated fatty acids, 44-48% C16:0, and 41-45% C18:0 as saturated fatty acids, and 6-9% C18:1 and 1-3% C18:2 as unsaturated fatty acids. Particularly preferred examples include those having the following fatty acid composition:
C14:0 1.5%, C16:0 46%, C18:0 43%, C18:1 7.5%, C18:2 2%
本発明において使用されるコート剤である脂肪酸混合物は、その融点が、好ましくは50℃以上である。 The fatty acid mixture used as the coating agent in the present invention preferably has a melting point of 50°C or higher.
また、本発明において使用されるコート剤は、コート製剤の全量基準で、0.01~50質量%、好ましくは0.05~40質量%、より好ましくは0.1~30質量%である。
また、シリカ粒子とコート剤との質量比が、80~99.9:20~0.1であることが好ましい。
The coating agent used in the present invention is present in an amount of 0.01 to 50% by mass, preferably 0.05 to 40% by mass, more preferably 0.1 to 30% by mass, based on the total amount of the coating preparation.
The mass ratio of the silica particles to the coating agent is preferably 80 to 99.9:20 to 0.1.
吸油処理及びコート処理において使用される装置としては、特に限定されないが、例えば、パドルミキサー、リボンミキサー、ロッキングミキサー、コーンミキサーなどのミキサーが挙げられる。また、本発明において、吸油工程とコート工程は、同じ容器で連続して行ってもよいし、別々に行ってもよい。すなわち、シリカ及びカシューナッツ殻油を混合することにより、シリカにカシューナッツ殻油を吸着させ、吸着後にコート剤を添加し、カシューナッツ殻油を吸着したシリカとコート剤とを加温下で混合し、シリカ表面をコーティングできればよい。
なお、本発明の製剤の製造方法においては、加温下で融解した油脂をコート剤として使用すれば、溶剤を使用する必要はなく、乾燥工程も不要である。
The apparatus used in the oil absorption treatment and coating treatment is not particularly limited, and examples thereof include mixers such as a paddle mixer, ribbon mixer, rocking mixer, and cone mixer.In the present invention, the oil absorption step and the coating step may be carried out continuously in the same container, or may be carried out separately.That is, it is sufficient if the silica and cashew nut shell oil are mixed to adsorb the cashew nut shell oil onto the silica, a coating agent is added after adsorption, and the silica with the cashew nut shell oil adsorbed and the coating agent are mixed under heating to coat the silica surface.
In the method for producing the preparation of the present invention, if oils and fats melted under heating are used as a coating agent, there is no need to use a solvent and no need for a drying step.
本発明の製造方法は、常圧下または減圧下のいずれの状態で実施してもよい。
また、本発明の製造方法において、吸油工程は常温で実施しても構わないが、吸油の効率化のため、好ましくは20~100℃の間で、より好ましくは30~80℃、特に好ましくは40~80℃の間で加温することが推奨される。
The production method of the present invention may be carried out either under normal pressure or under reduced pressure.
In the production method of the present invention, the oil absorption step may be carried out at room temperature, but in order to improve the efficiency of oil absorption, it is recommended to heat the oil to a temperature preferably between 20 and 100°C, more preferably between 30 and 80°C, and particularly preferably between 40 and 80°C.
コート工程は使用するコート剤の融点に合わせて加温温度を調整して行うことが好ましい。コート剤の添加時における加温温度は、融点を超えていればよいが、使用するコート剤の融点よりも5~50℃高いことが好ましい。
コート剤を用いてコート処理する場合には、上記装置を用いて行うことができるが、具体的には、例えば、以下の工程を実施する。
・平均粒径150μm以上のシリカ粒子にカシューナッツ殻油等を吸着させる。
・カシューナッツ殻油等を吸着させたシリカ粒子(シリカ原体)に適量のコート剤を添加し、適温で、撹拌・混合する。
・撹拌・混合後、必要に応じて、コーティングされたシリカ粒子を冷却する。
The coating step is preferably carried out by adjusting the heating temperature to match the melting point of the coating agent used. The heating temperature when adding the coating agent may be above the melting point, but is preferably 5 to 50°C higher than the melting point of the coating agent used.
When coating is performed using a coating agent, the above-mentioned device can be used, and specifically, for example, the following steps are carried out.
- Cashew nut shell oil and other substances are adsorbed onto silica particles with an average particle size of 150 μm or more.
・Add an appropriate amount of coating agent to silica particles (silica base) that have adsorbed cashew nut shell oil, etc., and stir and mix at an appropriate temperature.
After stirring and mixing, the coated silica particles are cooled, if necessary.
本発明のシリカ製剤は、反芻動物用のルーメン発酵改善剤、鼓脹症予防剤、鼓脹症治療剤、第四胃変位治療剤、アシドーシス治療剤、クロストリディウムによる病害の防除剤、コクシジウムによる病害の防除剤、乳牛の乳量向上剤、乳牛の周産期病防除剤、乳牛の繁殖効率向上剤、家畜の増体促進剤などとして好適に用いられる。また、本発明のシリカ製剤は、飼料用に使用でき、飼料添加剤としても使用できる。飼料の投与対象は特に制限されないが、例えば、反芻動物であり、好ましくは牛、ヤギ、ヒツジである。 The silica preparation of the present invention is suitable for use as a rumen fermentation improver, bloat preventive agent, bloat treatment agent, abomasal displacement treatment agent, acidosis treatment agent, clostridial disease control agent, coccidiosis disease control agent, dairy cow milk yield improver, dairy cow periparturient disease control agent, dairy cow reproductive efficiency improver, and livestock weight gain promoter for ruminants. The silica preparation of the present invention can also be used for feed and as a feed additive. There are no particular restrictions on the subjects for administering the feed, but examples include ruminants, preferably cows, goats, and sheep.
本発明の飼料添加剤は、本発明のシリカ製剤を含むものであれば特に制限されないが、その他に、反芻動物の成長促進に有効な成分、栄養補助成分、保存安定性を高める成分等の任意成分をさらに含むものであってもよい。このような任意成分としては、例えば、エンテロコッカス属細菌、バチルス属細菌、ビフィズス菌等の生菌剤;アミラーゼ、リパーゼ等の酵素;L-アスコルビン酸、塩化コリン、イノシトール、葉酸等のビタミン;塩化カリウム、クエン酸鉄、酸化マグネシウム、リン酸塩類等のミネラル、DL-アラニン、DL-メチオニン、L-リジン等のアミノ酸;フマル酸、酪酸、乳酸、酢酸等の有機酸及びそれらの塩;エトキシキン、ジブチルヒドロキシトルエン、ブチルヒドロキシアニソール、フェルラ酸、ビタミンC、ビタミンE等の抗酸化剤;プロピオン酸カルシウム等の防カビ剤;CMC、カゼインナトリウム、ポリアクリル酸ナトリウム等の粘結剤;レシチン、グリセリン脂肪酸エステル、ソルビタン脂肪酸エステル等の乳化剤;アスタキサンチン、カンタキサンチン等の色素;各種エステル、エーテル、ケトン類等の着香料が挙げられる。 The feed additive of the present invention is not particularly limited as long as it contains the silica preparation of the present invention, but may also contain optional ingredients such as ingredients effective in promoting the growth of ruminants, nutritional supplement ingredients, and ingredients that enhance storage stability. Such optional ingredients include, for example, probiotics such as Enterococcus bacteria, Bacillus bacteria, and Bifidobacterium; enzymes such as amylase and lipase; vitamins such as L-ascorbic acid, choline chloride, inositol, and folic acid; minerals such as potassium chloride, iron citrate, magnesium oxide, and phosphates; amino acids such as DL-alanine, DL-methionine, and L-lysine; organic acids and salts thereof such as fumaric acid, butyric acid, lactic acid, and acetic acid; antioxidants such as ethoxyquin, dibutylhydroxytoluene, butylhydroxyanisole, ferulic acid, vitamin C, and vitamin E; antifungal agents such as calcium propionate; binders such as CMC, sodium caseinate, and sodium polyacrylate; emulsifiers such as lecithin, glycerin fatty acid esters, and sorbitan fatty acid esters; pigments such as astaxanthin and canthaxanthin; and flavorings such as various esters, ethers, and ketones.
また、本発明の飼料添加剤は、通常の飼料に用いられる他の飼料成分と混合して、飼料とすることができる。飼料の種類や、シリカ製剤以外の成分は、特に制限されない。 Furthermore, the feed additive of the present invention can be mixed with other feed ingredients normally used in feed to produce feed. There are no particular restrictions on the type of feed or the ingredients other than the silica preparation.
本発明の飼料は、牛、ヤギ、羊などの反芻動物を例とした場合、摂取させる飼料の量は、動物の種類、体重、年齢、性別、健康状態、飼料の成分などにより 適宜調節することができ、このとき飼料に含まれるカシューナッツナッツ殻油が好ましくは0.005~500g/ 頭・日、より好ましくは 0.05~100g/頭・日、さらに好ましくは0.5~50g/頭・日である。
飼料を摂取させる方法及び飼育する方法は、動物の種類に応じて、通常用いられる方法をとることができる。
For example, when the feed of the present invention is administered to ruminants such as cows, goats, and sheep, the amount of feed to be ingested can be adjusted appropriately depending on the type, weight, age, sex, health condition, and ingredients of the animal. In this case, the amount of cashew nut shell liquid contained in the feed is preferably 0.005 to 500 g/head per day, more preferably 0.05 to 100 g/head per day, and even more preferably 0.5 to 50 g/head per day.
The method of feeding the animals and the method of rearing them can be any method commonly used depending on the type of animal.
以下、実施例を挙げて本発明を具体的に説明するが、本発明の態様は以下の実施例には限定されない。 The present invention will be explained in detail below using examples, but the aspects of the present invention are not limited to the following examples.
1.非加熱カシューナッツ殻油の抽出
カシュー・トレーディング(株)よりカシューナッツの殻500kgを入手し、圧搾することによりカシューナッツ殻油(非加熱CNSL)158kgを製造した。
1. Extraction of Unheated Cashew Nut Shell Liquid 500 kg of cashew nut shells were obtained from Cashew Trading Co., Ltd. and pressed to produce 158 kg of cashew nut shell liquid (unheated CNSL).
カシューナッツ殻油の組成は以下の方法で測定した。すなわち、HPLC(Waters600、日本ウォーターズ(株))、検出機(Waters490E、日本ウォーターズ(株))、プリンタ( クロマトパックC-R6A、島津製作所)、カラム(SUPELCOSIL LC18、SUPELCO社)を用いた。アセトニトリル:水:酢酸が80:20:1(容量比)の溶媒を用い、流速は2m l/分とした。280nmの吸光度で検出した。 The composition of cashew nut shell liquid was measured using the following method: HPLC (Waters 600, Nihon Waters), detector (Waters 490E, Nihon Waters), printer (Chromatopack C-R6A, Shimadzu), and column (SUPELCOSIL LC18, SUPELCO). A solvent of acetonitrile:water:acetic acid in a volume ratio of 80:20:1 was used, and the flow rate was 2 ml/min. Detection was based on absorbance at 280 nm.
非加熱カシューナッツ殻油には、アナカルド酸が61.8質量%、カルダノールが8.2質量%、カルドールが19.9質量%含まれていた。 The unheated cashew nut shell liquid contained 61.8% by mass of anacardic acid, 8.2% by mass of cardanol, and 19.9% by mass of cardol.
2.シリカ製剤の調製
(1)シリカは、Sipernat 2200(Evonik社製:平均粒径320μm)を使用した。
2. Preparation of Silica Preparation (1) Sipernat 2200 (manufactured by Evonik: average particle size 320 μm) was used as silica.
(2)コート剤は、表1の和光純薬及び横関油脂の製品、並びにパーム油脂肪酸を使用した。 (2) The coating agents used were the products of Wako Pure Chemical Industries and Yokoseki Yushi shown in Table 1, as well as palm oil fatty acids.
(3)カシューナッツ殻油
上記のように、カシュー・トレーディング(株)よりカシューナッツの殻を入手し、圧搾することによりカシューナッツ殻油を製造した。
(3) Cashew Nut Shell Oil Cashew nut shells were obtained from Cashew Trading Co., Ltd. as described above, and were pressed to produce cashew nut shell oil.
(4)吸油工程
滴下ロート、パドル型攪拌翼を付属した300ml三口セパラブルフラスコを設置した。表1に記載の各粒径のシリカ52gをフラスコに入れ、25℃になるよう調整した温浴に浸した。攪拌しながら、滴下ロートに入ったカシューナッツ殻油68gを約40分間かけて滴下した。滴下終了後5分間そのまま撹拌し続け、吸油工程を終了した(製造例1)。
(4) Oil absorption step: A 300 ml three-neck separable flask equipped with a dropping funnel and a paddle-type stirring blade was placed in the flask. 52 g of silica having each particle size shown in Table 1 was placed in the flask, and the flask was immersed in a warm bath adjusted to 25°C. While stirring, 68 g of cashew nut shell liquid from the dropping funnel was added dropwise over approximately 40 minutes. After the dropwise addition, stirring was continued for 5 minutes, completing the oil absorption step (Production Example 1).
(5)コート工程
上記(4)の吸油工程にて製造したカシューナッツ殻油含有シリカを使用し、各種コート剤を用いたコート粒剤を製造した。少量のコート工程には500mlナスフラスコを使用し、湯浴中にてフラスコを回転させることにより実施した。
具体的には500mlナスフラスコに、上記(4)の吸油工程にて製造したカシューナッツ殻油含有シリカを10g、また破砕した各種コート剤を1g加え、フラスコを回転させて均一に混合した。その後、加えたコート剤の融点に適した温度に湯浴を設定し、ナスフラスコを浸しながら10分程回転させてコート処理を行った。この方法により、表2に記載のコート剤でコート処理した製剤を作製した(製造例2)。
(5) Coating Step: Using the cashew nut shell liquid-containing silica produced in the oil absorption step (4) above, coated granules were produced using various coating agents. A small amount of coating was carried out using a 500 ml eggplant flask by rotating the flask in a hot water bath.
Specifically, 10 g of the cashew nut shell liquid-containing silica produced in the oil absorption step (4) above and 1 g of each crushed coating agent were added to a 500 ml eggplant flask, and the flask was rotated to mix uniformly. A water bath was then set to a temperature appropriate for the melting point of the added coating agent, and the eggplant flask was immersed in the water and rotated for about 10 minutes to perform the coating treatment. Using this method, preparations coated with the coating agents listed in Table 2 were prepared (Production Example 2).
3.性能評価
(1)シリカ粒径による析出確認試験(実施例1)
コート前(製造例1)およびコート後(製造例2)の各種シリカ製剤を4℃に14日間静置した。その後、各シリカ表面に析出したカシューナッツ殻油の有無を確認した(図1にアナカルド酸析出試験条件を示す)。
3. Performance Evaluation (1) Precipitation Confirmation Test Depending on Silica Particle Size (Example 1)
The various silica preparations before coating (Production Example 1) and after coating (Production Example 2) were left to stand at 4° C. for 14 days, after which the presence or absence of cashew nut shell liquid precipitated on the surface of each silica was confirmed (the anacardic acid precipitation test conditions are shown in FIG. 1).
図2、表2に析出試験結果を示す。コート剤は各10%を使用した。
ラウリン酸、ミリスチン酸、パルミチン酸以外のコート剤を使用することによってアナカルド酸の析出を抑制することが可能となった。
The results of the deposition test are shown in Figure 2 and Table 2. 10% of each coating agent was used.
By using a coating agent other than lauric acid, myristic acid, and palmitic acid, it has become possible to suppress the precipitation of anacardic acid.
(2)各種コート剤におけるカシューナッツ殻油の溶出性の評価(実施例2)
製造例1および製造例2で作製した製剤1gを40mlの水に入れ、20℃にて1時間静置した。その後、コート粒剤を回収し、酢酸エチルを用いて粒剤中に残留したカシューナッツ殻油を抽出・回収し、溶出量を算出した。溶出試験法を図3に示した。
(2) Evaluation of cashew nut shell liquid elution in various coating agents (Example 2)
1 g of each of the preparations prepared in Production Examples 1 and 2 was placed in 40 ml of water and allowed to stand at 20°C for 1 hour. The coated granules were then collected, and the cashew nut shell liquid remaining in the granules was extracted and collected using ethyl acetate, and the amount of elution was calculated. The elution test method is shown in Figure 3.
溶出試験結果を図4、表2に示す。20℃と30℃に1時間静置後の溶出率を計測した。
溶出抑制効果は、炭素数16以上、融点53℃以上の飽和脂肪酸からなるコート剤や不飽和脂肪酸を含むコート剤により高い効果を示した。
The results of the dissolution test are shown in Figure 4 and Table 2. The dissolution rates were measured after standing at 20°C and 30°C for 1 hour.
The elution-inhibiting effect was high when the coating agent was made of a saturated fatty acid having 16 or more carbon atoms and a melting point of 53° C. or higher, or when the coating agent contained an unsaturated fatty acid.
(3)各種コート剤によるルーメン内放出性評価(実施例3)
ルーメン内温度を40℃とし、実施例2と同様の方法で放出量を算出した。結果を図5、表2に示した。
(3) Evaluation of intraruminal release properties using various coating agents (Example 3)
The temperature inside the rumen was set to 40° C., and the amount released was calculated in the same manner as in Example 2. The results are shown in FIG.
放出性はC12、C14、C16の飽和脂肪酸をコート剤に用いた場合は良好であったのに対し、C18飽和脂肪酸であるステアリン酸やC16とC18の飽和脂肪酸から構成されるパーム硬化油や大豆硬化油をコート剤に用いた場合、放出性が悪くなる傾向を示す。一方、不飽和脂肪酸を混合して用いた場合は放出性も向上することがわかった。コート剤における不飽和脂肪酸の含有率は10重量%前後、すなわち、1重量%~14重量%が好ましいと考えられる。 Release properties were good when C12, C14, and C16 saturated fatty acids were used in the coating agent, but release properties tended to deteriorate when stearic acid, a C18 saturated fatty acid, or hardened palm oil or hardened soybean oil, which are composed of C16 and C18 saturated fatty acids, were used in the coating agent. On the other hand, it was found that release properties improved when unsaturated fatty acids were mixed. It is thought that the unsaturated fatty acid content in the coating agent should be around 10% by weight, i.e., 1% to 14% by weight.
本発明により、安全性及び取扱性が改善された、カシューナッツ殻油等を含むシリカ製剤を提供することができる。低温保管時の有効成分の析出抑制、ルーメン内(40℃)での放出性、保管時(常温)での溶出抑制効果を併せ持つ製剤は畜産分野で有用である。 The present invention provides a silica formulation containing cashew nut shell liquid and other ingredients that has improved safety and ease of handling. This formulation, which inhibits precipitation of active ingredients during low-temperature storage, releases them in the rumen (40°C), and inhibits dissolution during storage (room temperature), is useful in the livestock industry.
Claims (9)
The formulation according to any one of claims 1 to 8, which is for use in feed.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007100251A1 (en) * | 2006-02-28 | 2007-09-07 | Nutreco Nederland B.V. | Coated animal feed with active compounds |
| WO2008149992A1 (en) * | 2007-06-08 | 2008-12-11 | Idemitsu Kosan Co., Ltd. | Lumen fermentation improving agent |
| WO2011013592A1 (en) * | 2009-07-30 | 2011-02-03 | 出光興産株式会社 | Coated preparation |
| WO2014142113A1 (en) * | 2013-03-13 | 2014-09-18 | 出光興産株式会社 | Silica preparation containing cashew nut shell oil or the like |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007100251A1 (en) * | 2006-02-28 | 2007-09-07 | Nutreco Nederland B.V. | Coated animal feed with active compounds |
| WO2008149992A1 (en) * | 2007-06-08 | 2008-12-11 | Idemitsu Kosan Co., Ltd. | Lumen fermentation improving agent |
| WO2011013592A1 (en) * | 2009-07-30 | 2011-02-03 | 出光興産株式会社 | Coated preparation |
| WO2014142113A1 (en) * | 2013-03-13 | 2014-09-18 | 出光興産株式会社 | Silica preparation containing cashew nut shell oil or the like |
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