JP7338081B1 - Composition - Google Patents

Abstract

The present invention provides a composition that can suppress the occurrence of precipitates and separation even under acidic conditions and can form a cannabinoid dispersion with excellent dispersion stability. The present invention provides a composition comprising a cannabinoid, a sucrose fatty acid ester, and at least one fatty acid ester compound P selected from the group consisting of a polyglycerin fatty acid ester and a sorbitan fatty acid ester, the composition comprising: The sucrose fatty acid ester contains a sucrose fatty acid ester having a fatty acid moiety having 12 to 14 carbon atoms. [Selection diagram] None

Description

The present invention relates to compositions containing cannabinoids.

Cannabinoids are found in cannabis leaves and seed coats and are known to have various components such as cannabidiol (CBD). Since cannabidiol has a unique effect, it is widely applied in the food field such as food additives and in the medical field such as formulations, and is a component with high utility value.

For example, U.S. Pat. No. 6,200,003 proposes a solubilizate combining curcumin and at least one cannabinoid, which makes it possible to give a clear mixture when mixed with water. and

Japanese Patent Publication No. 2021-524271

However, cannabinoids, particularly cannabidiol, have poor dispersibility in aqueous solvents such as water. For example, cannabidiol aqueous dispersions tend to produce precipitates and separation over time, resulting in reduced dispersibility. . In addition, when the dispersion is in the acidic region, precipitates and separation are more likely to occur, and there is also the problem that the pH of the dispersion is limited. If precipitation or separation occurs in the aqueous dispersion, it becomes difficult to apply it to foods and pharmaceuticals, for example. Therefore, it has been strongly desired to improve the dispersibility of the aqueous dispersion of cannabidiol.

The present invention has been made in view of the above, and provides a composition capable of forming a cannabinoid dispersion having excellent dispersion stability and suppressing the occurrence of precipitates and separation even under acidic conditions. intended to

As a result of intensive research to achieve the above object, the present inventors have found that the above object can be achieved by using a specific sucrose fatty acid ester as an essential component, and have completed the present invention.

That is, the present invention includes, for example, the subject matter described in the following sections.
Item 1
cannabinoids and
sucrose fatty acid ester,
A composition comprising at least one fatty acid ester compound P selected from the group consisting of polyglycerol fatty acid esters and polyoxyethylene sorbitan fatty acid esters,
The composition, wherein the sucrose fatty acid ester contains a sucrose fatty acid ester having a fatty acid moiety having 12 to 14 carbon atoms.
Item 2
Item 1, wherein the sucrose fatty acid ester has an average degree of esterification of 1-2.
Item 3
Item 1 or 2, comprising 50 to 200 parts by mass of the fatty acid ester compound P relative to 100 parts by mass of the sucrose fatty acid ester.
Item 4
4. The composition according to any one of Items 1 to 3, wherein the fatty acid ester compound P has an HLB value of 11 to 18.
Item 5
Item 5. The composition according to any one of items 1 to 4, further comprising fats and oils.
Item 6
Item 6. The composition according to any one of Items 1 to 5, further comprising a solvent.
Item 7
Item 7. The composition of Item 6, wherein the solvent is an aqueous solvent.
Item 8
Item 8. The composition according to any one of Items 1 to 7, which is used for food, cosmetics, feed, or medicine.

INDUSTRIAL APPLICABILITY The composition of the present invention can form a cannabinoid dispersion that suppresses the occurrence of precipitates and separation even under acidic conditions and has excellent dispersion stability.

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, embodiments of the present invention will be described in detail. In this specification, the expressions "contain" and "include" include the concepts of "contain", "include", "substantially consist of" and "consist only of".

1. Compositions The compositions of the present invention comprise a cannabinoid,
sucrose fatty acid ester,
A composition comprising at least one fatty acid ester compound P selected from the group consisting of polyglycerol fatty acid esters and polyoxyethylene sorbitan fatty acid esters,
The sucrose fatty acid ester contains a sucrose fatty acid ester having a fatty acid moiety with 12 to 14 carbon atoms.

The composition of the present invention suppresses the generation of precipitates and separation, and suppresses the generation of precipitates and separation even under acidic conditions, and has dispersion stability even under acidic conditions. can form a dispersion of cannabinoids with excellent In addition, the cannabinoid dispersion obtained from the composition of the present invention is highly transparent, even under acidic conditions.

As used herein, "under acidic conditions" means that the pH of the emulsified composition is 7 or less, preferably 4 or less. The pH of the emulsified composition can be measured with a commercially available pH meter.

(cannabinoid)
As cannabinoids contained in the composition of the present invention, for example, one or more of various compound groups contained in hemp-derived cannabinoids (specifically, cannabidiol (CBD), tetrahydrocannabinol, etc.) can be used. can be used.

Preferably the cannabinoid comprises cannabidiol. In this case, it is particularly excellent in dispersibility in a solvent, especially an aqueous solvent, is easily pulverized, and is particularly easy to apply in the fields of foods, cosmetics, feeds, or pharmaceuticals. The cannabinoid preferably contains 50% by mass or more of cannabidiol, more preferably 80% by mass or more, still more preferably 90% by mass or more, and particularly preferably 95% by mass or more. The cannabinoid can also be cannabidiol alone.

Cannabinoids can be produced, for example, by known methods. Alternatively, commercially available cannabinoids can be applied to the compositions of the invention. Similarly, cannabidiol can also be produced by known methods, or commercially available cannabidiol can be applied to the composition of the present invention.

(sucrose fatty acid ester)
A sucrose fatty acid ester is a compound having a chemical structure composed of sucrose and a fatty acid and having a sucrose portion and a fatty acid portion in the molecule. Thus, for example, "sucrose fatty acid ester" means a compound formed by an esterification reaction between sucrose and a fatty acid.

The sucrose fatty acid ester contained in the composition of the present invention contains a sucrose fatty acid ester having a fatty acid moiety having 12 to 14 carbon atoms (RCOO-site), as described above. Hereinafter, "sucrose fatty acid ester having a fatty acid moiety having 12 to 14 carbon atoms" contained in sucrose fatty acid ester may be referred to as "sucrose fatty acid ester A".

In the sucrose fatty acid ester A, the type of the fatty acid moiety is not particularly limited as long as it has 12 to 14 carbon atoms. In the sucrose fatty acid ester A, the fatty acid moiety is preferably derived from a saturated fatty acid having 12 to 14 carbon atoms. Among them, in the sucrose fatty acid ester A, the fatty acid moiety is at least one fatty acid selected from the group consisting of saturated fatty acids with 12 carbon atoms (i.e., lauric acid) and saturated fatty acids with 14 carbon atoms (i.e., myristic acid). more preferably derived from In this case, the cannabinoid dispersion formed from the composition of the present invention is more likely to suppress the occurrence of precipitates and separation (even under acidic conditions), and the transparency of the dispersion is improved. easy to rise. The sucrose fatty acid ester A may consist of only a sucrose fatty acid ester having a saturated fatty acid moiety with 12 carbon atoms and a sucrose fatty acid ester having a saturated fatty acid moiety with 14 carbon atoms.

Sucrose fatty acid ester A may consist only of a sucrose fatty acid ester having a saturated fatty acid moiety with 12 carbon atoms, or consist only of a sucrose fatty acid ester having a saturated fatty acid moiety with 14 carbon atoms. can be When the sucrose fatty acid ester A contains a sucrose fatty acid ester other than the sucrose fatty acid ester having a saturated fatty acid moiety having 12 carbon atoms, the sucrose fatty acid having a saturated fatty acid moiety having 12 carbon atoms relative to the total mass of the sucrose fatty acid ester A The content of the ester is, for example, preferably 30% by mass or more, more preferably 50% by mass or more, and preferably 90% by mass or less, more preferably 80% by mass or less. preferable. In these cases, the balance can be, for example, sucrose fatty acid esters with a C14 saturated fatty acid moiety.

The sucrose fatty acid ester contained in the composition of the present invention preferably contains 80% by mass or more of the sucrose fatty acid ester A with respect to the total weight of the sucrose fatty acid ester, more preferably 90% by mass or more, 99 It is more preferable to contain more than mass %. The sucrose fatty acid ester contained in the composition of the present invention may be sucrose fatty acid ester A alone.

As long as the sucrose fatty acid ester contained in the composition of the present invention contains the sucrose fatty acid ester A, it can also contain other sucrose fatty acid esters. The cannabinoid dispersion liquid formed from the composition of the present invention tends to suppress the occurrence of precipitates and separation under acidic conditions, and the transparency of the dispersion liquid is particularly likely to increase. It preferably does not contain a sucrose fatty acid ester having a certain fatty acid moiety, and more preferably does not contain a sucrose fatty acid ester other than the sucrose fatty acid ester A.

The sucrose fatty acid ester contained in the composition of the present invention preferably has an average degree of esterification of 1-2. In this case, the cannabinoid dispersion formed from the composition of the present invention is likely to be less prone to deposits and separation even under acidic conditions, and the transparency of the dispersion is likely to be enhanced.

In the present invention, the average degree of esterification of the sucrose fatty acid ester can be calculated by the following formula (1).
(Ns−X)=(Nx)/(Ny)
= {(OHV)/(1000 x 56.11)}
/{1/(MwSug+(MwFa-18)X)} (1)

Here, the meaning of each symbol in formula (1) is as follows.
Ns: number of OH groups in one molecule of sucrose Nx: number of moles of OH groups in 1 g of sample (sucrose fatty acid ester) Ny: number of moles of sucrose fatty acid ester in 1 g of sample OHV: hydroxyl group of sucrose fatty acid ester Value MwSug: molecular weight of sucrose MwFa: average molecular weight of constituent fatty acids

X can be calculated by substituting known Ns, Nx, Ny, OHV, MwSug and MwFa into the above equation (1). Ns, Nx, Ny, OHV, MwSug and MwFa can be measured by known methods.

As can be seen from the method for calculating the average degree of esterification, the sucrose fatty acid ester in the present invention can be said to be an aggregate of sucrose fatty acid ester molecules with different degrees of esterification.

The average degree of esterification of the sucrose fatty acid ester contained in the composition of the present invention is preferably 1.01 or more, preferably 1.8 or less, more preferably 1.6 or less It is preferably 1.4 or less, more preferably 1.25 or less.

In the composition of the present invention, when using a commercial product as the sucrose fatty acid ester, the value disclosed by the manufacturer, such as the manufacturer's guaranteed value or catalog value of the sucrose fatty acid ester, can be adopted as the value of the average degree of esterification. .

Sucrose fatty acid esters include monoesters, diesters and triesters. The sucrose fatty acid esters contained in the composition of the present invention may be any of their esters, and may contain not only one type but also two or all of them. In other words, the sucrose fatty acid ester may contain one or more sucrose fatty acid esters selected from the group consisting of monoesters, diesters and triesters.

The method for producing the sucrose fatty acid ester is not particularly limited, and for example, widely known production methods can be adopted. For example, sucrose fatty acid ester A can be synthesized by transesterification reaction between sucrose and a fatty acid ester having a desired number of carbon atoms. Examples of fatty acid esters include methyl esters of fatty acids.

Sucrose used in the method for producing sucrose fatty acid esters may be synthesized, for example, by a known method, or sucrose can be obtained from commercial products. Sucrose may be obtained by recovering unreacted sucrose during the production of sucrose fatty acid ester (so-called “recovered sugar”). The form of sucrose may be in a solid state or in a solution state dissolved in a solvent. Fatty acids used in the method for producing sucrose fatty acid esters, for example, may be synthesized by known methods, or fatty acids can be obtained from commercial products.

A method for adjusting the average degree of esterification of the sucrose fatty acid ester is not particularly limited, and for example, widely known methods can be adopted. For example, by preparing various synthesis conditions such as the ratio of sucrose and fatty acids or esters thereof used in the production of sucrose fatty acid esters, the type of fatty acid, and the esterification reaction conditions, the average of sucrose fatty acid esters obtained The degree of esterification can be controlled within the desired range.

In addition, the average degree of esterification is known, and by mixing two or more sucrose fatty acid esters with different average degrees of esterification, it is possible to obtain a sucrose fatty acid ester controlled to a desired range. In this case, the average degree of esterification can be easily adjusted to a desired range based on the degree of esterification and the mixing mass ratio of each sucrose fatty acid ester.

The content of the sucrose fatty acid ester in the composition of the present invention is not particularly limited. For example, the content of sucrose fatty acid ester when the total mass of cannabinoids in the composition is 100 parts by mass is preferably 100 parts by mass or more, more preferably 200 parts by mass or more, and 300 parts by mass It is more preferably at least 400 parts by mass, particularly preferably at least 400 parts by mass, preferably at most 2500 parts by mass, more preferably at most 1500 parts by mass, and at most 1000 parts by mass. is more preferable, and 900 parts by mass or less is particularly preferable.

(Fatty acid ester compound P)
The fatty acid ester compound P contained in the composition of the present invention is at least one selected from the group consisting of polyglycerol fatty acid esters and polyoxyethylene sorbitan fatty acid esters.

By including the fatty acid ester compound P in the composition of the present invention, the dispersion obtained from the composition of the present invention is suppressed in the occurrence of precipitates and separation, and even under acidic conditions. can be suppressed, and a cannabinoid dispersion having excellent dispersion stability can be formed even under acidic conditions. In addition, the cannabinoid dispersion obtained from the composition of the present invention is highly transparent, even under acidic conditions.

The polyglycerin fatty acid ester is a polyglycerin obtained by dehydration condensation of glycerin and ester-bonded with a fatty acid. Specific examples of polyglycerin fatty acid esters include pentaglyceryl monolaurate, hexaglyceryl monolaurate, decaglyceryl monolaurate, pentaglyceryl monomyristate, hexaglyceryl monomyristate, decaglyceryl monomyristate, pentaglyceryl monostearate, mono Hexaglyceryl stearate, decaglyceryl monostearate and the like include pentaglyceryl monolaurate, pentaglyceryl monomyristate and decaglyceryl monomyristate.

The polyoxyethylene sorbitan fatty acid ester is a polyoxyethylene sorbitan ester-bonded with a fatty acid. The number of carbon atoms in the fatty acid in the polyoxyethylene sorbitan fatty acid ester is not particularly limited. 8 or more is preferable, 10 or more is more preferable, 12 or more is more preferable, and 14 or more is particularly preferable. Specific examples of polyoxyethylene sorbitan fatty acid esters include polyoxyethylene sorbitan oleate, polyoxyethylene sorbitan stearate, and polyoxyethylene sorbitan laurate.

The HLB value of the fatty acid ester compound P is preferably 11-18. In this case, the cannabinoid dispersion formed from the composition of the present invention is more likely to suppress the occurrence of precipitates and separation even under acidic conditions, and the transparency of the dispersion is more likely to be improved. As used herein, the HLB value of the fatty acid ester compound P means a value calculated by the Griffin method. The HLB value of the fatty acid ester compound P is more preferably 12-17, more preferably 12.5-16.

Fatty acid ester compound P can be produced, for example, by a known method, or can be obtained from commercially available products.

The content of the fatty acid ester compound P in the composition of the present invention is not particularly limited. For example, the composition of the present invention can contain 50 to 200 parts by mass (50 parts by mass or more and 200 parts by mass or less) of the fatty acid ester compound P with respect to 100 parts by mass of sucrose fatty acid ester. In this case, the cannabinoid dispersion formed from the composition of the present invention is particularly likely to suppress the occurrence of precipitates and separation even under acidic conditions, and the transparency of the dispersion is likely to be further enhanced.

The composition of the present invention preferably contains 70 parts by mass or more of the fatty acid ester compound P, more preferably 80 parts by mass or more, and 150 parts by mass or less, based on 100 parts by mass of the sucrose fatty acid ester. More preferably, it contains 120 parts by mass or less.

The fatty acid ester compound P contained in the composition of the present invention can be used alone or in combination of two or more.

(Other ingredients)
The composition of the present invention can contain other ingredients in addition to the cannabinoid and the sucrose fatty acid ester as long as the effects of the present invention are not inhibited. For example, the composition of the present invention can also contain a surfactant other than the sucrose fatty acid ester and the fatty acid ester compound P, a water-soluble polymer compound, and the like. Examples of the surfactant other than the sucrose fatty acid ester include a wide range of known surfactants.

The compositions of the invention may also contain fats. In this case, the dispersibility of the cannabinoid is easily improved, so the composition of the present invention is easily applied to various additives in the fields of foods, cosmetics, feeds, pharmaceuticals, and the like.

Examples of oils and fats include edible oils and fats, and specific examples include synthetic oils and fats such as medium-chain fatty acid triglycerides represented by MCT oil, cottonseed oil, castor oil, soybean oil, rapeseed oil, corn oil, olive oil, vegetable oils such as palm oil, safflower oil, rice oil, sunflower oil and sesame oil; and animal oils such as lard, beef tallow, milk fat and fish oil. For fats and oils, for example, commercially available products can be widely used. The fats and oils contained in the composition can be used singly or in combination of two or more. MCT oil is preferred as the oil because it tends to improve the transparency under acidic conditions.

When the composition of the present invention contains oils and fats, the content ratio is preferably 20 parts by mass or more, more preferably 40 parts by mass or more, relative to the total mass of cannabinoids of 100 parts by mass. It is more preferably 60 parts by mass or more, particularly preferably 80 parts by mass or more, and is preferably 500 parts by mass or less, more preferably 400 parts by mass or less, and 300 parts by mass or less. 200 parts by mass or less is particularly preferable.

The composition of the present invention may contain other additives, such as various additives widely used in food applications and various additives widely used in pharmaceutical applications. When the composition of the present invention contains other additives, the content is, for example, 50% by mass or less, preferably 30% by mass or less, more preferably 20% by mass or less, more preferably 20% by mass or less, relative to the total mass of the composition. is 10% by mass or less, particularly preferably 1% by mass or less.

(Form of composition)
The composition of the present invention may be in a liquid form such as a dispersion, or in a solid form such as a powder.

When the composition of the invention is a dispersion, the composition of the invention may further contain a solvent. When the composition of the invention contains a solvent, it can be a dispersion of cannabinoids, especially cannabidiol. As the solvent, an aqueous solvent is preferable in that the generation of precipitates and separation of the cannabinoid dispersion is more likely to be suppressed and the transparency of the dispersion is more likely to be improved. Examples of aqueous solvents include water and alcohols.

Examples of alcohols include lower alcohol compounds such as methanol, ethanol and isopropanol, as well as polyhydric alcohol compounds such as glycerin and sorbitol.

Examples of the aqueous solvent include a mixed solvent of water and the lower alcohol and/or the polyhydric alcohol compound. There may be. When the aqueous solvent contains a mixture of lower alcohols and polyhydric alcohols, the lower alcohols include methanol, ethanol, isopropanol and the like, and the polyhydric alcohol compounds include glycerin and sorbitol.

When the composition of the present invention is a dispersion, the aqueous solvent more preferably contains at least one selected from the group consisting of alcohols such as the lower alcohol compounds and polyhydric alcohol compounds, and is the lower alcohol compound. is more preferred.

When the composition of the present invention is a dispersion containing an aqueous solvent, the content of the aqueous solvent is, for example, preferably 100 parts by mass or more, preferably 500 parts by mass, with respect to 100 parts by mass of the total mass of cannabinoids. It is more preferably 1000 parts by mass or more, more preferably 10000 parts by mass or less, more preferably 5000 parts by mass or less, and 3000 parts by mass or less. More preferably, it is particularly preferably 2000 parts by mass or less.

When the composition of the present invention is a dispersion containing a solvent, the content of cannabinoids and sucrose fatty acid esters relative to 100 parts by weight of the solvent is, for example, preferably 0.01 to 100 parts by weight, 0.05 to It is more preferably 80 parts by mass, still more preferably 0.1 to 60 parts by mass, and particularly preferably 0.2 to 40 parts by mass.

The dispersion liquid can be further diluted with an appropriate solvent depending on the intended use and the like. Such a solvent is the aforementioned aqueous solvent, and examples thereof include water. The solid content concentration of the dispersion can also be appropriately set according to the intended use.

When the composition of the present invention is a powder, the production method is not particularly limited. For example, the composition of the present invention, which is a dispersion liquid, can be powdered by drying the solvent by an appropriate method. . The method for drying the solvent is not particularly limited, and various known methods such as heat drying, spray drying, and freeze drying can be used. Accordingly, one aspect of the present invention is a powder that is a dried product of the dispersion. Powders obtained by such methods are, for example, powders formed by drying aqueous dispersions of cannabinoids dissolved in fats and oils.

The composition of the present invention can be applied to various uses, and in particular, can be widely applied to uses to which compositions containing cannabidiol have been conventionally applied. Specifically, the composition of the present invention can be applied to foods, cosmetics, feeds, pharmaceuticals, and the like. Whether the composition of the present invention is in the form of a dispersion or a powder, it can be used for the various uses described above. As used herein, the term "food" broadly includes beverages, supplements, health foods, functional foods, foods for beauty purposes, feeds for animals such as pets, and the like. Further, in the present specification, the term "for feed" broadly includes feeds that can be used in various livestock fields, and also includes feeds used in aquaculture. As used herein, the term “medicine” includes pharmaceuticals for administration or administration to humans as well as pharmaceuticals for administration or administration to animals. When the composition of the present invention is applied to foods, cosmetics or medicines, it includes cosmetic purposes in any of the applications.

As described above, the composition of the present invention can be particularly suitably used as, for example, food additives, feed additives, pharmaceutical additives, and cosmetic additives.

(Method for preparing composition)
The method for producing the composition of the present invention is not particularly limited, and for example, it can be prepared using cannabinoids, predetermined sucrose fatty acid esters and fatty acid ester compound P, and additives added as necessary. For example, a method of mixing a raw material liquid containing a cannabinoid with a raw material liquid containing a sucrose fatty acid ester and a fatty acid ester compound P, respectively. The cannabinoid-containing raw material liquid can contain various oils, for example, the above-mentioned edible oils and fats, among which medium-chain fatty acid triglycerides represented by MCT oil, etc., cottonseed oil, castor oil, etc. can be preferably used. Commercially available products, for example, can be widely used as MCT oil.

For example, when mixing a raw material liquid containing a cannabinoid and a solvent, a raw material liquid containing a sucrose fatty acid ester, a solvent, and a fatty acid ester compound P, the temperature during mixing is not particularly limited, for example, 20 to 100 ° C., preferably 30 to 90°C, more preferably 40 to 80°C. The mixing method is also not particularly limited, and for example, a wide range of known mixers can be used. Water or the like can be further added to the composition obtained as described above to adjust the concentration.

EXAMPLES The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the embodiments of these examples.

(Production example 1)
34.2 g of sucrose and 400 g of DMSO were mixed and dissolved at 95° C. in a 1 L flask equipped with a stirrer, thermometer, vacuum device, and dimethyl sulfoxide (DMSO) reflux device. 2.4 g of potassium carbonate and 26.6 g of methyl myristate as a fatty acid ester were added thereto and reacted at 90 to 110° C. for 10 hours under a reduced pressure of 2 kPa. Subsequently, after neutralization by adding lactic acid, DMSO was distilled off under reduced pressure. The resulting crude product was dissolved in 200 g of methyl ethyl ketone, purified five times with 200 g of 10% saturated brine, and dried. As a result, a sucrose myristate (hereinafter referred to as sucrose fatty acid ester SE-1) having an average degree of esterification of 1.1 was obtained.

(Production example 2)
The same operation as in Production Example 1 was performed except that the amount of methyl myristate used was 29.1 g, and a sucrose myristate having an average degree of esterification of 1.2 (hereinafter, sucrose fatty acid ester SE-2) got

(Production example 3)
The same operation as in Production Example 1 was performed except that the amount of methyl myristate used was 31.5 g, and a sucrose myristate having an average degree of esterification of 1.3 (hereinafter, sucrose fatty acid ester SE-3) got

(Production example 4)
Sucrose laurate having an average degree of esterification of 1.2 (hereinafter referred to as sucrose fatty acid ester SE-4) was obtained.

(Production example 5)
Sucrose laurate having an average degree of esterification of 1.2 (hereinafter referred to as sucrose fatty acid ester SE-5) was obtained.

(Production example 6)
Sucrose laurate having an average degree of esterification of 1.2 (hereinafter referred to as sucrose fatty acid ester SE-6) was obtained.

(Example 1)
100 mg of cannabidiol (CBD, manufactured by Sigma-Aldrich) and 100 mg of MCT oil (trade name: Actor M-1, manufactured by Riken Vitamin) were mixed at 70° C. to obtain a raw material liquid 1. In another container, as a surfactant, 600 mg of sucrose fatty acid ester SE-1 obtained in Production Example 1, and as fatty acid ester compound P, polyglycerin laurate (manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., trade name: SY A raw material solution 2 was obtained by mixing 600 mg of Glister ML-750, HLB value of 14.7, indicated as "PG-1" in Table 1 below) and 1000 mg of ethanol at 70°C. A cannabidiol dispersion was obtained by mixing raw material liquids 1 and 2 at 70°C.

(Example 2)
A dispersion was obtained in the same manner as in Example 1 except that the sucrose fatty acid ester SE-1 was changed to the sucrose fatty acid ester SE-2 obtained in Production Example 2.

(Example 3)
A dispersion was obtained in the same manner as in Example 1, except that the sucrose fatty acid ester SE-1 was changed to the sucrose fatty acid ester SE-3 obtained in Production Example 3.

(Example 4)
A dispersion was obtained in the same manner as in Example 1, except that the sucrose fatty acid ester SE-1 was changed to the sucrose fatty acid ester SE-4 obtained in Production Example 4.

(Example 5)
Implemented except that the fatty acid ester compound P was changed to a polyglycerin fatty acid ester (manufactured by Taiyo Kagaku Co., Ltd., product name: Sunsoft AE-181E, HLB value 13, indicated as "PG-2" in Table 1 below) A dispersion was obtained in the same manner as in Example 2.

(Example 6)
Implemented except that the fatty acid ester compound P was changed to a polyglycerin fatty acid ester (manufactured by Taiyo Kagaku Co., Ltd., product name: Sunsoft AE-171E, HLB value 13, indicated as "PG-3" in Table 1 below) A dispersion was obtained in the same manner as in Example 2.

(Example 7)
Except for changing the fatty acid ester compound P to a polyglycerin fatty acid ester (manufactured by Taiyo Kagaku Co., Ltd., product name: Sunsoft AE-141E, HLB value 14.5, indicated as "PG-4" in Table 1 below) obtained a dispersion in the same manner as in Example 2.

(Example 8)
Fatty acid ester compound P was changed to polyoxyethylene sorbitan oleate (manufactured by Croda, trade name: CRILLET 4-LQ-(SG), HLB value 15, indicated as "PS-1" in Table 1 below). A dispersion was obtained in the same manner as in Example 2 except that

(Example 9)
Fatty acid ester compound P was changed to sorbitan stearate (manufactured by Croda, trade name: CRILLET 3-SS-(SG), HLB value 14.9, indicated as "PS-2" in Table 1 below). A dispersion was obtained in the same manner as in Example 2 except for the above.

(Example 10)
Example 10 except that it was changed to sorbitan laurate (manufactured by Croda, trade name: CRILLET 1-LQ-(SG), HLB value 16.7, indicated as "PS-3" in Table 1 below) A dispersion liquid was obtained in the same manner as described above.

(Example 11)
A dispersion was obtained in the same manner as in Example 2, except that MCT oil was changed to cottonseed oil.

(Example 12)
A dispersion was obtained in the same manner as in Example 2, except that castor oil was used instead of MCT oil.

(Comparative example 1)
A dispersion was obtained in the same manner as in Example 1 except that the sucrose fatty acid ester SE-1 was changed to the sucrose fatty acid ester SE-5 obtained in Production Example 5.

(Comparative example 2)
A dispersion was obtained in the same manner as in Example 1 except that the sucrose fatty acid ester SE-1 was changed to the sucrose fatty acid ester SE-6 obtained in Production Example 6.

(evaluation)
The dispersion stability (presence or absence of precipitates and separation) and transparency of the dispersions (compositions) obtained in Examples and Comparative Examples were evaluated by the following methods. Further, the dispersion stability (presence or absence of precipitates and separation) and transparency of the dispersions (compositions) under acidic conditions obtained in each of Examples and Comparative Examples were evaluated by the following methods.

<Presence or absence of precipitates and separation>
The dispersions (compositions) immediately after production obtained in Examples and Comparative Examples were diluted 100-fold with pure water to obtain sample solutions having a concentration of 1% by mass. 15 g of such a sample liquid was hermetically stored in a container of 20 mL capacity, and stored at rest under an environment of 25°C. After a predetermined period of time has passed since storage, the appearance of the dispersion was observed, and the presence or absence of precipitates and separation was evaluated according to the criteria below.
A: No deposits or separation was observed even after 30 days of storage, and the dispersion stability was extremely excellent.
B: Precipitate or separation was observed from 20 days to 30 days after storage.
C: Precipitate or separation was observed from 10 days to 20 days after storage.
D: A deposit or separation was observed by the 10th day of storage.
E: A deposit or separation was observed immediately after production.

<Transparency>
The dispersions (compositions) immediately after production obtained in Examples and Comparative Examples were diluted 100-fold with pure water to obtain sample solutions having a concentration of 1% by mass. 15 g of such a sample liquid was hermetically stored in a container of 20 mL capacity, and was stored at rest in an environment of 25°C.
A: It was transparent even after 30 days of storage, and the transparency was extremely excellent.
B: White turbidity was observed from 20 days to 30 days after storage.
C: White turbidity was observed from 10 days to 20 days after storage.
D: White turbidity was observed from immediately after production to the 10th day of storage.
E: Cloudiness was observed immediately after production.

<Presence or absence of precipitates and separation under acidic conditions>
The dispersions (compositions) immediately after production obtained in each of Examples and Comparative Examples were diluted 100-fold with an aqueous citric acid solution of pH 3.4 to obtain sample solutions having a concentration of 1% by mass. 15 g of such a sample liquid was hermetically stored in a container of 20 mL capacity, and stored at rest under an environment of 25°C. After a predetermined period of time has passed since storage, the appearance of the dispersion was observed, and the presence or absence of precipitates and separation was evaluated according to the criteria below.
A: No deposits or separation was observed even after 30 days of storage, and the dispersion stability was extremely excellent.
B: Precipitate or separation was observed from 20 days to 30 days after storage.
C: Precipitate or separation was observed from 10 days to 20 days after storage.
D: A deposit or separation was observed by the 10th day of storage.
E: A deposit or separation was observed immediately after production.

<Transparency under acidic conditions>
The dispersions (compositions) immediately after production obtained in each of Examples and Comparative Examples were diluted 100-fold with an aqueous citric acid solution of pH 3.4 to obtain sample solutions having a concentration of 1% by mass. Such 15 g was hermetically stored in a container of 20 mL volume, and was stored still under an environment of 25° C. After a predetermined period of time, the appearance was observed and the transparency was evaluated according to the following criteria.
A: It was transparent even after 30 days of storage, and the transparency was extremely excellent.
B: No white turbidity was observed until the 20th day of storage, and the transparency was excellent.
C: White turbidity was observed from 10 days to 20 days after storage.
D: White turbidity was observed from immediately after production to the 10th day of storage.
E: Cloudiness was observed immediately after production.

Table 1 shows the compounding conditions and evaluation results of the compositions of Examples and Comparative Examples. A blank in Table 1 means that the raw material was not used.

From the results in Table 1, the composition (dispersion) containing cannabinoids, a specific sucrose fatty acid ester, and fatty acid ester compound P suppresses the occurrence of precipitates and separation, and precipitates even under acidic conditions. The occurrence of separation and separation was suppressed, and it had excellent transparency.

Claims (7)

cannabinoids and
sucrose fatty acid ester,
A composition comprising at least one fatty acid ester compound P selected from the group consisting of polyglycerol fatty acid esters and polyoxyethylene sorbitan fatty acid esters,
The sucrose fatty acid ester contains a sucrose fatty acid ester having a fatty acid moiety having 12 to 14 carbon atoms,
The content of the sucrose fatty acid ester relative to the total mass of 100 parts by mass of the cannabinoid is 100 parts by mass or more and 1500 parts by mass or less,
A composition containing 50 to 200 parts by mass of the fatty acid ester compound P relative to 100 parts by mass of the sucrose fatty acid ester . The composition according to claim 1, wherein the sucrose fatty acid ester has an average degree of esterification of 1-2. 3. The composition according to claim 1, wherein the fatty acid ester compound P has an HLB value of 11-18. The composition according to claim 1 or 2, further comprising fats and oils. 3. The composition of claim 1 or 2, further comprising a solvent. 6. The composition of claim 5 , wherein said solvent is an aqueous solvent. 3. The composition according to claim 1 or 2, which is used for food, cosmetics, feed or medicine.