WO2008047908A1

WO2008047908A1 - Polyoxyethylene sorbitol fatty acid ester and aqueous wax dispersion comprising the same

Info

Publication number: WO2008047908A1
Application number: PCT/JP2007/070450
Authority: WO
Inventors: Hisanori Kachi; Koji Tsuchikawa; Keiichi Oyama
Original assignee: The Nisshin Oillio Group, Ltd.
Priority date: 2006-10-20
Filing date: 2007-10-19
Publication date: 2008-04-24
Also published as: JP2008101159A; JP5362179B2

Abstract

A polyoxyethylene sorbitol fatty acid ester produced by reacting polyoxyethylene sorbitol having ethylene oxide units added in an amount of 20 to 100 moles on average per mole of sorbitol with a saturated fatty acid having 20 to 40 carbon atoms at a molar ratio of 1:2.5 to 1:5.5 and then esterifying the resulting product until the acid value reaches 10 mgKOH/g or less; a wax-dispersing agent for a cosmetic or an aqueous phase, which comprises the ester; a solid wax composition comprising the ester and a wax; an aqueous wax dispersion comprising the ester, a wax and water, wherein the content of the wax is 0.1 to 60 mass% and the content of the ester is 0.01 part by mass or more relative to 1 part by mass of the wax; and a cosmetic and a wax preparation each comprising the dispersion.

Description

Specification

Polyoxyethylene sorbitol fatty acid ester and aqueous wax dispersion containing the same

Technical field

[0001] The present invention relates to a polyoxyethylene sorbitol fatty acid ester, a cosmetic and an aqueous wax dispersant containing the ester, an aqueous wax dispersion and a solid wax composition containing the ester and wax, and the aqueous The present invention relates to cosmetics containing a wax dispersion and Wax IJ.

This application claims to the Japanese patent application No. 2006-286453, filed on October 20, 2006, the contents of which are incorporated herein by reference.

Background art

[0002] Generally, wax dispersions are widely used, for example, hair wax, mascara, protective wax, mold release agent, brewing wax, lubricant, thermal transfer material, car wax, floor polish, anti-aggregation agent for inorganic material, heat-sensitive adhesive. Sizing agent, paper lubricant, waterproofing agent, film lubricant, textile lubricant, textile softener, fruit glossing agent, ceramic binder, ink 'paint glossing agent, paint matting agent, etc. Applications · Used in the industrial field for purposes alone or in addition to other resin emulsions.

[0003] Conventional methods for producing water-based wax emulsions include phase inversion, mechanical pulverization, high-pressure spray pulverization, spraying from pores, emulsification with a high-pressure homogenizer after dissolution in a solvent. And a method for removing the solvent, etc., and the method is appropriately selected according to the emulsification method, the surfactant type to be used, and the purpose. Conventionally, surfactants have been selected and used as appropriate according to need, and cationic surfactants, amphoteric surfactants, and cationic surfactants that have little change in emulsifying power even at high temperatures are used. An emulsification method has been mainly employed (see Patent Documents !! to 3).

However, these conventional methods prepare fine dispersions using surfactants having ion properties such as anionic or cationic surfactants alone or in combination. These ionic surfactants are optimal for exerting emulsifying and dispersing power. When the pH range exists, the emulsifying power decreases, and there is a problem that the particle diameter becomes coarse and aggregation occurs. In addition, when salts, particularly divalent or higher salts, exist, there is a problem that counterions exchange and aggregation occurs. As described above, the wax dispersion using the ionic surfactant as the main surfactant has a problem that there are many restrictions on the components to be blended.

[0005] For example, cosmetics often contain a carboxybule polymer as a stabilizer, but if the ionicity of the system is strong, the stabilizer may not function well. This tendency was observed even when an activator was used, and solid fats such as higher alcohols and fatty acid monoglycerides were used to stabilize wax dispersions using ionic surfactants. However, such a wax dispersion is derived from solid fat and feels hard and has a poor elongation.

As described above, in the case of a wax dispersion using an ionic surfactant, there is a problem that there are many restrictions on the blending of other components, resulting in a narrow range of feeling in use.

[0006] On the other hand, conventionally used nonionic surfactants are known to be capable of compounding a wide range of ingredients because of little change in emulsifying power due to salts and pH (for example, patent literature). 4).

Patent Document 1: JP-A-5-220383

Patent Document 2: Japanese Patent Laid-Open No. 11 263914

Patent Document 3: Japanese Patent Laid-Open No. 11 263915

Patent Document 4: Japanese Patent Laid-Open No. 2002-69386

Disclosure of the invention

Problems to be solved by the invention

However, nonionic surfactants are known to change HLB depending on the temperature. When emulsifying a high melting point wax, it is difficult to balance HLB. There was a problem that it was difficult to obtain an aqueous wax dispersion. For example, Patent Document 4 shows a water-based wax dispersion using a sucrose fatty acid ester, which is a kind of nonionic surfactant. This is a force that cannot be produced by using a commonly used emulsifier or stirring under relatively gentle stirring conditions such as propeller stirring.

[0008] Further, since waxes have high hardness, cracks often occur immediately on the wax preparation itself or on the thin film surface after application. Therefore, in order to prevent cracking, the strength that has been used in combination with a low-paste or liquid oil agent When the hardness of the wax is too low, or when the wax is made into an aqueous dispersion, the emulsification balance is affected by other ingredients. There is a problem that it may change, and it takes time and effort for prescription design.

[0009] The present invention has been made in view of the above circumstances, is excellent in pH resistance, salt resistance and stability, is easy to prepare with a small particle diameter, and changes in the stability of the emulsified particles due to the blended components It is an object of the present invention to provide a water-based wax dispersion with a low content, and a cosmetic, a wax preparation, and a solid wax composition having flexibility without impairing hardness.

Means for solving the problem

[0010] As a result of intensive studies to solve these problems, the present inventors have found that a polyhydric alcohol obtained by adding a specific amount of ethylene oxide to sorbitol, and a saturated fatty acid having a specific carbon number, By using polyoxyethylene sorbitol fatty acid ester obtained by esterification at a specific molar ratio, it is possible to easily obtain a water-based wax dispersion having a small particle diameter, and further by blending this water-based wax dispersion. It was found that the wax can impart flexibility without impairing the hardness, and the present invention has been completed.

[0011] That is, in order to solve the above problem,

The first invention of the present invention is a polyoxyethylene sorbitol obtained by adding an average of 20 to 100 moles of ethylene oxide to 1 mole of sorbitol and a saturated fatty acid having 20 to 40 carbon atoms, from 1: 2.5 to; A polyoxyethylene sorbitol fatty acid esterole obtained by reacting at a molar ratio of 1: 5.5 and esterifying to an acid value of 10 mgKOH / g or less.

[0012] A second invention of the present invention comprises the polyoxyethylene sorbitol fatty acid ester described in the first invention, a wax, and water, and the content of the wax is 0 .; The water-based wax dispersion is characterized in that the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is 0.01 parts by mass or more. A third invention of the present invention is the water-based wax dispersion according to the second invention, wherein the wax has a melting point of 50 to 110 ° C.

The fourth invention of the present invention is characterized in that it is one or more selected from the above-mentioned wax strength S, ester wax, paraffin wax, polyethylene wax, carnauba wax, ceresin and candelilla wax. A water-based wax dispersion according to the second or third invention.

The fifth invention of the present invention further comprises a nonionic surfactant, and the content of the polyoxyethylene sorbitol fatty acid ester in the total mass of the nonionic surfactant and the polyoxyethylene sorbitol fatty acid ester is The aqueous wax dispersion according to any one of the second to fourth inventions, characterized in that the content is 25 to 99.9% by mass.

Yes

[0013] A sixth invention of the present invention is a cosmetic comprising the water-based wax dispersion according to any one of the second to fifth inventions.

A seventh invention of the present invention is a wax preparation comprising the aqueous wax dispersion described in any one of the second to fifth inventions.

An eighth invention of the present invention is an aqueous wax dispersant characterized by containing the polyoxyethylene sorbitol fatty acid ester described in the first invention.

A ninth invention of the present invention is a cosmetic comprising the polyoxyethylene sorbitol fatty acid ester described in the first invention.

A tenth invention of the present invention is a solid wax composition comprising the polyoxyethylene sorbitol fatty acid ester described in the first invention and a wax. In an eleventh aspect of the present invention, the content of the wax is 15 to 95% by mass, and the content of the polyoxyethylene sorbitol fatty acid ester relative to 1 part by mass of the wax is

0.0:! To 5 parts by mass The solid wax composition according to the tenth aspect of the invention.

The invention's effect

[0014] According to the present invention, it is possible to easily prepare an aqueous wax dispersion having excellent pH resistance, salt resistance, and stability, and having little change in the stability of emulsified particles due to a compounding ingredient having a small particle diameter. By blending the dispersion, flexible cosmetics, wax preparations and solid wax compositions can be obtained without impairing hardness.

BEST MODE FOR CARRYING OUT THE INVENTION

[0015] Hereinafter, the present invention will be described in detail.

The polyoxyethylene sorbitol fatty acid ester of the present invention comprises polyoxyethylene sorbitol obtained by adding 20 to 100 moles of ethylene oxide on the average to 1 mole of sorbitol and a saturated fatty acid having 20 to 40 carbon atoms in a ratio of 1: 2.5. ~; It is obtained by reacting at a molar ratio of 1: 5.5 and esterifying to an acid value of 10 mgKOH / g or less.

[0016] The average number of moles of ethylene oxide added per mole of sorbitol is 20 to 100 moles, and preferably 30 to 90 monolayers. When the average added mole number is outside this range, the particle size of the aqueous wax dispersion increases.

This is because when the average number of moles added is less than 20 moles, the polyoxyethylene sonolebitol fatty acid ester has poor hydrophilicity and poor emulsifying capacity, and when the average number of moles added exceeds 100 moles. On the other hand, it is thought that this is because the compatibility of the polyoxyethylene sorbitol fatty acid ester with the highly hydrophilic wax decreases.

[0017] The fatty acid residue constituting the polyoxyethylene sorbitol fatty acid ester of the present invention contains a saturated fatty acid residue having 20 to 40 carbon atoms in a total of 50 to 100% by mass of all the constituent fatty acid residues. Bayogu 70-100 mass. / ₀ is preferred tool 80, which is contained; and more preferably tool 90 being contained 100 wt%; preferred and most have contained 100 wt% arbitrariness.

The saturated fatty acid residue having 20 to 40 carbon atoms is preferably a saturated fatty acid residue having 20 to 32 carbon atoms, and more preferably a saturated fatty acid residue having 20 to 26 carbon atoms. In particular, the most preferred is a behenic acid residue having 22 carbon atoms.

Among all fatty acid residues of polyoxyethylene sorbitol fatty acid ester, carbon number

When 50% by mass or more of fatty acid residues shorter than 20 are contained, wax aggregation may occur during emulsification, and the particle size of the aqueous wax dispersion will increase. On the other hand, when all the fatty acid residues contain 50% by mass or more of fatty acid residues having more than 40 carbon atoms. In this case, there is no inconvenience in emulsifying properties, but it is difficult to obtain the strength and the fatty acid.

In addition, if all of the constituent fatty acid residues of the polyoxyethylene sorbitol fatty acid ester contain 50% by mass or more of unsaturated fatty acid residues, wax aggregation occurs in the prepared aqueous wax dispersion. There is a case.

[0018] A method for adding ethylene oxide to sorbitol in producing polyoxyethylene sorbitol is described in, for example, RD Fine; J. Am. Oil Chem. Soc., 35, 542 (1958) The method can be applied.

Specific methods for producing polyoxyethylene sorbitol are shown below. Stirring and temperature control functions Norre was a glass autoclave, put sorbitol and an acid or base catalyst, after the inside of the mixture system was replaced with ^{nitrogen, -0. 8~5kgf / cm 2 G} , preferably l~ Ethylene oxide is introduced at a pressure of ² kgf / cm ² G, and after adding a predetermined amount of ethylene oxide, the reaction is carried out at 50 to 200 ° C, preferably 60 to 150 ° C, and the pressure in the reaction system becomes equilibrium. Aged until. The obtained polyoxyethylene sorbitol can be used as it is or after pH adjustment, and can be used for esterification reaction, or adsorbed with an adsorbent such as KIYODE 600 (trade name; manufactured by Kyowa Chemical Industry Co., Ltd.). Thereafter, the catalyst may be removed from the polymer by filtration to obtain purified polyoxyethylene sorbitol, which may then be subjected to a subsequent esterification reaction. A known catalyst may be appropriately selected and used.

Note that the method shown here is an example, and other methods may be applied in the present invention.

[0019] As the polyoxyethylene sorbitol, a commercially available product may be used. For example, BLAU NON240 (trade name; manufactured by Aoki Yushi Co., Ltd.) is suitable for use as it is.

[0020] The polyoxyethylene sorbitol fatty acid ester of the present invention comprises the polyoxyethylene sorbitol and a saturated fatty acid having 20 to 40 carbon atoms corresponding to the fatty acid residue, from 1: 2.5 to 1: 5 · 5. It can be obtained by esterifying to an acid value of 10 mgKOH / g or less.

[0021] Examples of the saturated fatty acid include arachidic acid, behenic acid, tricosanoic acid, lignoceric acid, Examples include serotic acid, montanic acid, melissic acid, phyllic acid, getinic acid, celloplastinic acid, hexatoriacontanoic acid, etc. These saturated fatty acids may be used alone or in combination of two or more. May be. In addition, commercially available naturally-occurring saturated fatty acids are often a mixture of a plurality of types. For example, behenic acid having 22 carbon atoms may contain fatty acids having 18 carbon atoms.

[0022] The molar ratio of the polyoxyethylene sorbitol and the saturated fatty acid during the reaction is 1: 2.5 to 1: 5.5, preferably 1: 3 to 1: 5. When the molar ratio is outside the range of 1: 2.5 to 1: 5.5, the emulsifiability of the polyoxyethylene sorbitol fatty acid ester is lowered, and the particle size of the aqueous wax dispersion is increased.

[0023] The esterification reaction is performed until the acid value becomes 10 mgKOH / g or less, preferably 5 mgKOH / g or less, more preferably 3 mgKOH / g or less.

If the acid value is greater than 10 mgKOH / g, the emulsifiability of the wax may be reduced due to the large amount of free fatty acids.

[0024] A specific method for producing a polyoxyethylene sorbitol fatty acid ester is exemplified below.

Put polyoxyethylene sorbitol and the saturated fatty acid in a reaction vessel at a predetermined molar ratio, add an appropriate amount of solvent and / or catalyst as necessary, and heat to 200 to 300 ° C, preferably 200 to 250 ° C. Then, the reaction is carried out while removing the generated water. The point at which the acid value of the reaction product reaches the specified value is the end point of the reaction. Subsequently, purification steps such as solvent removal, catalyst removal, filtration, decolorization, and deodorization are performed as necessary to obtain the polyoxyethylene sorbitol fatty acid ester of the present invention. Solvents and catalysts are those usually used in conventional esterification reactions. Examples of good solvents include xylene, and examples of catalysts include acid catalysts, alkali catalysts, and metal catalysts.

[0025] The polyoxyethylene sorbitol fatty acid ester of the present invention thus obtained comprises at least one of a monoester, a diester, a triester, a tetraesterol, a pentaester, and a hexaester, and the ester value is The average is usually 2.5 to 5.5. In particular, polyoxyethylene sorbitol fatty acid ester strength S having a composition such as a main component based on triester, tetraester and pentaester is preferred. It is the most effective in solving the problem. Such a preferable composition can be easily obtained by adjusting the molar ratio of polyoxyethylene sorbitol and saturated fatty acid, the acid value at the end of the reaction, the reaction temperature, and the like, as described above. In addition to these conditions, the composition of the ester can be adjusted as appropriate by appropriately selecting the type and the like of the solvent and catalyst used or not used.

[0026] The polyoxyethylene sorbitol fatty acid ester thus obtained is often a solid at room temperature. In this case, the melting point is preferably 40 ° C or higher, preferably 40 to 70 ° C. It is particularly preferable that the temperature is 45 to 65 ° C. When the melting point is higher than 40 ° C., the effect of suppressing the aggregation of the wax is increased, and an aqueous glass dispersion having higher storage stability can be obtained.

[0027] In addition, the polyoxyethylene sorbitol fatty acid ester of the present invention has a single mole number of ethylene oxide added to sorbitol, where the saturated fatty acid having 20 to 40 carbon atoms used as a raw material is often not of a single composition. Since it is difficult to control the value of, it is usually a mixture.

[0028] The polyoxyethylene sorbitol fatty acid ester of the present invention is different from the polyoxyethylene sorbitan fatty acid ester. Even if polyoxyethylene sorbitan fatty acid ester is used instead of polyoxyethylene sorbitol fatty acid ester, the effect of the present invention cannot be obtained.

Sorbitan is a general term for cyclic polyhydric alcohols obtained by intramolecular dehydration of sorbitol. For example, when sorbitol and a fatty acid are subjected to an esterification reaction, sorbitol becomes a cyclic product such as 1,4-sorbitan, 1,5-sorbitan, 2,5-sorbitan, and sorbite. Fatty acid esters are obtained. Furthermore, polyoxyethylene sorbitan fatty acid ester is obtained by adding ethylene oxide to the free hydroxyl group. Some of these polyoxyethylene sorbitan fatty acid esters are well known nonionic surfactants under common names such as Span, Tween, polysorbate and the like.

[0029] The polyoxyethylene sorbitol fatty acid ester of the present invention is suitable for blending various cosmetics and vitamin preparations. And in particular, it functions as a nonionic surfactant Therefore, it is suitable for water dispersion of wax. Therefore, an aqueous wax dispersion using the polyoxyethylene sorbitol fatty acid ester of the present invention will be described next.

[0030] <Aqueous wax dispersion>

Aqueous wax dispersions of the present invention, the polyoxyethylene sorbitol fatty S. Tenore, waxes, and contains water, the content of the wax is 0.1;! ~ A 60 mass ^_0/0, the wax 1 wt The content of the polyoxyethylene sorbitol fatty acid ester with respect to parts is 0.01 parts by mass or more.

[0031] The polyoxyethylene sorbitol fatty acid ester may be appropriately selected according to the characteristics of the wax used in combination.

[0032] The content of the wax is from 0.5;! To 60% by mass, preferably from 0.5 to 50% by mass, and more preferably from 1 to 40% by mass. 0. If it is less than 1% by mass, it is difficult to obtain effects such as slipperiness, glossiness, and mattness, which are the characteristics of a glass, and if it is more than 60% by mass, agglomeration may occur. Operational life may be reduced due to poor fluidity and difficulty in uniform dispersion.

[0033] The aqueous wax dispersion of the present invention has a content of the polyoxyethylene sorbitol fatty acid ester of 0.01 parts by mass or more with respect to 1 part by mass of the wax, 0.01 to 10 parts by mass. It is more preferable that it is 0.0;! To 5 parts by mass. It is more preferable that it is 0.05 to 5 parts by mass. preferable.

When the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is less than 0.01 parts by mass, the dispersibility of the aqueous wax dispersion is lowered, and a dispersion having a fine particle size cannot be obtained. . Further, there is no particular upper limit to the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax.

When the amount exceeds 0 part by mass, the improvement of the effect of the present invention becomes a moderate force.

[0034] In the present invention, besides the polyoxyethylene sorbitol fatty acid ester, a general nonionic surfactant used for usual emulsification can be used in combination. At this time, polyoxyethylene sorbitol fatty acid ester content in the total Weight of the non-ionic surfactant and polyoxyethylene sorbitol fatty acid esters are preferably 25 to 99.9 mass ^_0/0, more preferably (or 30 to 99.9 mass ^_0/0, JP ί this preferred (or 40 to 99.9 % By mass. Within this range, an aqueous wax dispersion having excellent properties can be obtained.

[0035] General nonionic surfactants that can be used in combination include polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, Examples thereof include polyoxyethylene hydrogenated castor oil.

Anionic, cationic, and amphoteric ionic surfactants are often unsuitable for the aqueous wax dispersion of the present invention, which is likely to cause problems in pH resistance and salt resistance. If it does not impair the effects of the present invention, it may be blended.

[0037] Ordinary waxes are referred to as "waxes" and are sometimes defined as monoesters of higher fatty acids and higher alcohols. The wax in the present invention includes such a normal wax, and is preferably a solid oil component at room temperature! /, Les, and a melting point of 50 to 110 ° C.

[0038] The wax used in the aqueous wax dispersion of the present invention may be any conventionally known wax as long as the above conditions are satisfied, and may be used alone or in combination of two or more. You may use together. Examples of the wax include natural wax and synthetic wax. The mass ratio of the wax to the surfactant in the aqueous wax dispersion may be appropriately selected in consideration of the purpose, application, emulsified state, and the like. good.

[0039] Specific examples of natural waxes include beeswax, candelilla wax, cotton wax, rice wax, carnauba wax, berryberry wax, ibota wax, montan wax, nukarou, lanolin, kapok wax, mokuro, sugarcane wax, and reduced lanolin. , Hydrogenated jojoba wax, hard lanolin, shellac wax, bees wax, ozokerite, ceresin, microcrislin wax,

[0040] Specific examples of synthetic waxes include polymer waxes of ethylene and propylene, such as polyethylene wax and polypropylene wax; modified waxes such as oxides or derivatives having a carboxyl group attached thereto; ethylene, propylene Copolymer waxes; Ethylene copolymer waxes; Maleic acid addition waxes, hydrogenated waxes, fatty acid amides, fatty acid esters, ketones; ester waxes obtained by esterifying alcohols and fatty acids It can be illustrated.

[0041] The ester wax refers to a monohydric alcohol and / or an esterified product of a polyhydric alcohol and a fatty acid that is solid at room temperature.

Specifically, esters of fatty alcohols and monohydric fatty acids include stearyl laurate, behenyl laurate, palmityl myristate, stearyl myristate, behenyl myristate, lauryl palmitate, and myristyl nonremitate. , Palmitate palmitate, stearyl palmitate, behenyl palmitate, lauryl stearate, myristyl stearate, palmityl stearate, stearyl stearate, behenyl stearate, laurino behenate, myristino behenate, noremitino behenate, Examples thereof include stearinole behenate and behenyl behenate.

Examples of esters of dibasic acids and aliphatic alcohols include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, sebacic acid, 1,10-decamethylene sulfonic acid, 1,16-hexa Dibasic acids such as decamethylenedicarboxylic acid, 1,18-octadecamethylenedicarboxylic acid, 1,20-icosamethylenedicarboxylic acid, 1,28-octacosamethylenedicarboxylic acid, myristyl alcohol, cetyl alcohol And esterified products obtained by esterifying higher alcohols such as stearyl alcohol and behenyl alcohol.

Examples of esterified products of polyhydric alcohols and fatty acids include ethylene glycol, propylene glycolol, butylene glycolol, hexylene glycolol, polyethylene glycolol, polypropylene glycol; cornole, glycerin, diglycerin, HJ glycerin, positive glycerin, and erythr! ; 卜 Polyols such as Monore, Sonorebitore, Pentaerythritole, Dipentaerythritole, Neopentinoreglycol, Pentyleneglycol, Lauric acid, Myristic acid, Stearic acid, Behenic acid, Isostearic acid, Examples include esterified products obtained by esterifying fatty acids such as 12-hydroxystearic acid.

[0042] Among these waxes, particularly in the present invention, it is preferable to use one or more selected from ester wax, paraffin wax, polyethylene wax, carnauba wax, ceresin and candelilla wax. . [0043] The aqueous wax dispersion of the present invention is suitable for blending into cosmetics, wax preparations and the like, as will be described later. And according to these compounding uses, in addition to what was mentioned so far, what kind of component can be mix | blended in the aqueous wax dispersion in the range which does not impair the effect of this invention. Specifically, humectants, thickeners, oils, solvents, silicone oils, medicinal ingredients, facials, dyes, powders, alcohols, polyhydric alcohols, pH regulators, UV absorbers, antioxidants, Examples thereof include antiseptic / antifungal agents, pigments and fragrances. These can be blended in an appropriate amount of conventionally known ones as required.

[0044] Water to be added to the water-based wax dispersion is not particularly limited, and examples thereof include distilled water and ion-exchanged water, and may be appropriately selected depending on the use of the dispersion.

[0045] A specific method for producing an aqueous wax dispersion is exemplified below.

A predetermined amount of the polyoxyethylene sorbitol fatty acid ester and wax, and, if necessary, a surfactant other than the fatty acid ester of the present invention and other synthesizing components are mixed and dissolved at 70 to 120 ° C until uniformly dissolved. Heat to. Next, while stirring with a propeller, disperser, homomixer, etc., gradually add water heated to 60-00 ° C. or an aqueous solution or dispersion containing the ingredients. After the addition, the aqueous wax dispersion of the present invention is obtained by cooling to around room temperature.

[0046] The aqueous wax dispersion of the present invention thus obtained takes any of liquid, paste, and solid forms. In addition, it is fine in salt resistance, pH resistance and stability with a fine particle size, and is excellent in flexibility of dry thin film. Therefore, it can be used as it is for various cosmetics and wax preparations. Can also be used as part of the drug substance

Yes

[0047] <Cosmetics and Ax preparations>

Specifically, examples of the cosmetic include hair wax, emulsification type eye shadow, emulsification type mascara, lipstick, and foundation.

In addition, as the wax preparation, protective wax, mold release agent, glazed wax, lubricant, thermal transfer material, car wax, floor polish, anti-aggregation agent of inorganic material, heat-sensitive adhesive Sizing agents, paper lubricants, waterproofing agents, film lubricants, textile lubricants, textile softeners, fruit glossifiers, ceramic binders, ink paint glossifiers, paint matting agents, etc. It can be illustrated. The use of these wax preparations may be industrial or household.

[0048] When the aqueous wax dispersion is used as a part of the raw material of the cosmetic, the amount used may be appropriately adjusted according to the wax content in the aqueous wax dispersion and the type of cosmetic.

For example, when an aqueous wax dispersion having a wax content of 40% by mass is used, it is preferable to contain 5 to 70% by mass of the aqueous wax dispersion for hair wax and emulsion type eye shadow. It is more preferable to contain 10-50 mass%. For emulsification type mascara, it is more preferable to contain 5 to 50% by mass, preferably 3 to 60% by mass of the aqueous wax dispersion.

[0049] When the aqueous wax dispersion is used as a part of the raw material of the wax preparation, the amount used may be appropriately adjusted according to the wax content in the aqueous wax dispersion and the type of the wax preparation.

For example, when an aqueous wax dispersion having a wax content of 40% by mass is used, it is preferable to contain the aqueous wax dispersion;! -90% by mass for car wax and floor wax. More preferably 80 to 80% by mass.

[0050] When producing a cosmetic or wax preparation using the aqueous wax dispersion as a part of the raw material, the aqueous wax dispersion may be added in a conventionally known production process of the cosmetic or wax preparation. .

[0051] Since the cosmetic and wax preparation of the present invention contains the aqueous wax dispersion, it has flexibility while maintaining hardness and exhibits excellent properties.

[0052] On the other hand, a cosmetic compounded with the polyoxyethylene sorbitol fatty acid ester of the present invention instead of the aqueous wax dispersion similarly has flexibility while maintaining hardness, and has excellent properties. Show. In this case, the content of the polyoxyethylene sorbitol fatty acid ester in the cosmetic is preferably 0.0;! To 50% by mass, more preferably 0.;! To 30% by mass. . Such a cosmetic can be produced by adding a polyoxyethylene sorbitol fatty acid ester in a conventionally known cosmetic production process. [0053] The polyoxyethylene sorbitol fatty acid ester of the present invention can be used as a wax dispersant for dispersing a wax in water. That is, the water-based fiber dispersant of the present invention contains the polyoxyethylene sorbitol fatty acid ester.

In the wax dispersant, the content of the polyoxyethylene sorbitol fatty acid ester of the present invention is preferably 90 to 100% by mass, more preferably 95 to 100% by mass.

That is, the polyoxyethylene sorbitol fatty acid ester of the present invention can be used as a nitrogen dispersant as it is, and an antioxidant or the like is added to the polyoxyethylene sorbitol fatty acid ester, for example, 0.001 to 10% by mass. Use the product as a wax dispersant.

[0054] <Solid wax composition>

The polyoxyethylene sorbitol fatty acid ester of the present invention is suitable as a compounding component of a solid wax composition. That is, the solid wax composition of the present invention is characterized by containing the polyoxyethylene sorbitol fatty acid ester and the wax. Hereinafter, the solid wax composition will be described.

[0055] The content of the wax in the solid wax composition of the present invention is 15 to 95 masses.

It is more preferable that it is 20-70 mass%, and it is further more preferable that it is 25-60 mass%.

Further, the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is preferably 0.0;! To 5 parts by mass, and is preferably 0.05 to 4 parts by mass. It is more preferable that it is 0.;! ~ 2 parts by mass.

If the content of the wax and the polyoxyethylene sorbitol fatty acid ester is within this range, the solid wax composition is more excellent in hardness and flexibility.

[0056] In the solid wax composition, any component other than the wax and the polyoxyethylene sorbitol fatty acid ester can be blended within a range that does not hinder the effects of the present invention. Specifically, the solid wax composition is used for car wax, floor wax, brewed wax, etc. Moisturizers, oils, solvents, silicone oils, surfactants, medicinal ingredients, pigments, powders, alcohols, polyhydric alcohols, UV absorbers, antioxidants, antiseptic / antifungal agents, Examples include pigments and fragrances. These are the powers of combining a conventionally known amount as necessary.

[0057] A specific method for producing a solid wax composition will be exemplified below.

The wax and the polyoxyethylene sorbitol fatty acid ester of the present invention are mixed, heated and stirred in a molten state, and further, if necessary, other blending components are added and kneaded to make a uniform state. Next, the solid wax composition of the present invention is obtained by pouring it into a container and solidifying it.

[0058] The solid wax composition of the present invention thus obtained has flexibility while maintaining hardness. When such a solid wax composition is applied to skin, wall surfaces, floor surfaces, leather products, etc., it can form a wax film that adheres flexibly to each surface, and cracks are not caused by deformation. For example, it is useful as a surface protecting agent. The use of these solid wax compositions may be industrial or household.

Example

[0059] Hereinafter, the present invention will be described in more detail with reference to specific examples. The present invention is not limited to the following examples.

[Example 1]

(Production of polyoxyethylene sorbitol fatty acid ester 1)

A 3L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product Name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 822g (2.4 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° It was made to react at the temperature of C for 15 hours, and it confirmed that the acid value was set to 5 mgKOH / g or less, and obtained 1360 g (yield 96 mass%) of polyoxyethylene sorbitol fatty acid ester. The resulting ester had a melting point of 58 ° C., a hydroxyl value of 94 mg KO H / g, and a saponification value of 99.6 mg KOH / g. [0060] [Example 2]

(Production of polyoxyethylene sorbitol fatty acid ester 2)

In a 3L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product Name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 822g (2.4 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The mixture was reacted at a temperature of C for 15 hours to confirm that the acid value was 5 mg KOH / g or less, and 1700 g of polyoxyethylene sorbitol fatty acid ester (yield 97 mass%) was obtained. The resulting ester had a melting point of 56 ° C., a hydroxyl value of 42 mg KO H / g, and a saponification value of 75.8 mg KOH / g.

[0061] [Example 3]

(Production of polyoxyethylene sorbitol fatty acid ester 3)

In a 5L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and moisture separator, polyoxyethylene (60) sorbitol (Nippon Emulsifier Co., Ltd.) 1690g (0.6 mol) and behenic acid (manufactured by Tunikema Product Name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 822g (2.4 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The reaction was carried out at a temperature of C for 15 hours, and it was confirmed that the acid value was 5 mgKOH / g or less. Thus, 2370 g (yield 96 mass%) of polyoxyethylene sorbitol fatty acid ester was obtained. The resulting ester had a melting point of 52 ° C., a hydroxyl value of 32 mg KO H / g, and a saponification value of 55.5 mg KOH / g.

[0062] [Example 4]

(Production of polyoxyethylene sorbitol fatty acid ester 4)

Polyoxyethylene (80) sorbitol (manufactured by Nippon Emulsifier Co., Ltd.) 2220g (0.6 mol) and behenic acid (manufactured by Tunikema) Product Name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 822g (2.4 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° After reacting at a temperature of C for 15 hours, confirm that the acid value was 5 mg KOH / g or less, polyoxyethylene sorbitol fatty acid ester 2900 g (yield 97% by mass) was obtained. The resulting ester had a melting point of 48 ° C., a hydroxyl value of 30 mg KO H / g, and a saponification value of 50 · O mg KOH / g.

[0063] [Example 5]

(Manufacture of polyoxyethylene sorbitol fatty acid ester 5)

Polyoxyethylene (60) sorbitol (manufactured by Nippon Emulsifier Co., Ltd.) 1690g (0.6 mol) and montanic acid (Clariant Japan Co., Ltd.) Product name: Hoechst Wax S Flakes, Saturated fatty acid content of 20 to 40 carbon atoms, 95% by mass or more) 1018g (2.4 mol) is charged, and the generated water is removed at 230 ° C under nitrogen flow The mixture was reacted at a temperature for 15 hours to confirm that the acid value was 5 mg KOH / g or less, and 480 g of polyoxyethylene sorbitol fatty acid ester 2 (yield 97 mass%) was obtained. The resulting ester had a melting point of 65 ° C., a hydroxyl value of 32 mg KOH / g, and a saponification value of 55.4 mg KOH / g.

[0064] [Example 6]

(Production of polyoxyethylene sorbitol fatty acid ester 6)

In a 5L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product name: PRIFRAC2989, content of behenic acid 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 612g (l. 8mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The reaction was carried out at a temperature of C for 15 hours to confirm that the acid value was 5 mg KOH / g or less, and 1510 g of polyoxyethylene sorbitol fatty acid ester (yield 97 mass%) was obtained. The resulting ester had a melting point of 45 ° C., a hydroxyl value of 64 mg KO H / g, and a saponification value of 6 · 18 mg KOH / g.

[0065] [Example 7]

(Manufacture of polyoxyethylene sorbitol fatty acid ester 7)

In a 5L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product name: PRIFRAC2987, behenic acid content 94.8% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 1020g (3. Omol) charged, nitrogen The reaction was carried out at a temperature of 230 ° C for 15 hours while removing the generated water under an air stream, confirming that the acid value was 5 mg KO H / g or less, and polyoxyethylene sorbitol fatty acid ester 18 70 g (yield 96% by mass) ) The resulting ester had a melting point of 59 ° C., a hydroxyl value of 21 mg KOH / g, and a saponification value of 83 · Omg KOH / g.

[0066] [Comparative Examples 1 and 2]

In comparison of the properties of various esters described later, as Comparative Example 1, NIKKOL GS-460 (trade name, manufactured by Nikko Chemicals Co., Ltd.), which is a nonionic surfactant, and as Comparative Example 2, a nonionic surfactant is used. A NIKKOL GO—440 (trade name, manufactured by Nikko Chemicals Co., Ltd.) was used.

[0067] [Comparative Example 3]

(Production of polyoxyethylene sorbitol fatty acid ester 8)

In a 3L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and moisture separator, 370g (0.6 mol) of polyoxyethylene (10) sorbitol (manufactured by Nippon Emulsifier Co., Ltd.) Product name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 822g (2.4 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° Reaction 5 was carried out at a temperature of C for 15 hours, and it was confirmed that the acid value was 5 mg KO H / g or less, and 10 g (yield 97 mass%) of polyoxyethylene sorbitol fatty acid ester 11 was obtained. The resulting ester had a melting point of 66 ° C., a hydroxyl value of 64 mg KOH / g, and a saponification value of 122.6 mg KOH / g.

[0068] [Comparative Example 4]

(Production of polyoxyethylene sorbitol fatty acid ester 9)

Polyoxyethylene (120) sorbitol (manufactured by Nippon Emulsifier Co., Ltd.) 1091 g (0.2 mol) and behenic acid (manufactured by Tunikema) Product name: PRIFRAC2989, content of behenic acid 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 272g (0.8 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The mixture was reacted at a temperature of C for 15 hours to confirm that the acid value was 5 mg KOH / g or less, and 1300 g of polyoxyethylene sorbitol fatty acid ester (yield 96 mass%) was obtained. The resulting ester has a melting point of 40 ° C and a hydroxyl value of 22 mgKO. H / g, saponification value was 37.3 mgKOH / g.

[0069] [Comparative Example 5]

(Production of polyoxyethylene sorbitol fatty acid ester 10)

In a 3L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product name: PRIFRAC2989, behenic acid content 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 411g (l. 2mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The mixture was reacted at a temperature of C for 15 hours to confirm that the acid value was 5 mg KOH / g or less, and 1320 g (yield 97 mass%) of polyoxyethylene sorbitol fatty acid ester was obtained. The resulting ester had a melting point of 38 ° C., a hydroxyl value of 95 mg KO H / g, and a saponification value of 48.4 mg KOH / g.

[0070] [Comparative Example 6]

(Production of polyoxyethylene sorbitol fatty acid ester 11)

In a 5L four-necked flask equipped with a stirrer, thermometer, nitrogen gas blowing tube and water separator Product name: PRIFRAC2989, content of behenic acid 88.0% by mass, saturated fatty acid content of carbon number 20-40 (90% by mass or more) 1224g (3.6 mol) is charged, and the generated water is removed under nitrogen flow at 230 ° The reaction was carried out at a temperature of C for 15 hours, and it was confirmed that the acid value was 5 mg KO H / g or less. Thus, 70 g of polyoxyethylene sorbitol fatty acid ester (yield 97 mass%) was obtained. The resulting ester had a melting point of 68 ° C., a hydroxyl value of 6 mgK OH / g, and a saponification value of 91.7 mgKOH / g.

[0071] [Comparative Example 7]

In comparative properties of various esters described later, as Comparative Example 7, Rheidol Super TW-S120 (trade name, manufactured by Kao Corporation), which is a nonionic surfactant, was used.

[0072] [Comparative Examples 8 to 10]

In comparison of the properties of various esters described later, as Comparative Example 8, Cotamine 86W (trade name, manufactured by Kao Corporation), which is an ionic surfactant, and as Comparative Example 10, Amphital 24B (trade name, which is an ionic surfactant) , Manufactured by Kao Corporation). Further, as Comparative Example 9, potassium myristic acid produced by blending myristic acid and potassium hydroxide at the time of preparing the aqueous wax dispersion was used. In this case, the water-based wax dispersant is produced by adding myristic acid to the oil phase and potassium hydroxide to the aqueous phase, and emulsifying while producing potassium myristate at the interface. went.

[0073] Tables 1 and 2 show the configurations of the polyoxyethylene sorbitol fatty acid esters of Examples 1 to 7 and various esters of Comparative Examples 1 to 7, respectively. Table 3 shows the structures of the ionic surfactants of Comparative Examples 8 to 10.

[0074] [Table 1]

* Mole ratio of reaction of polyoxyethylene sorbitol and fatty acid

[0075] [Table 2]

* Polyoxyethylene sorbi! ^ Mole or reaction ratio of polyoxyethylene sorbitan and fatty acid charged

[0076] [Table 3]

Replacement ¾ paper (m Ingredient name

Comparative Example 8 Stearyl trimethylammonium chloride (2 8% by weight aqueous solution) When preparing an aqueous wax dispersion, myristic acid and lithium hydroxide hydroxide Comparative Example 9

Potassium myristate produced by blending

Comparative Example 1 0 Lauryldimethylaminoacetic acid betaine (26 mass% aqueous solution)

[0077] [Examples 8 to 22, Comparative Examples 11 to 29]

<Evaluation of wax emulsification properties polyoxyethylene sono Levi tall fatty acid ester> The following Table 4: the formulation shown in L 3, an aqueous wax dispersion was prepared, the particle size, stability, salt tolerance, resistance to _P H resistance The flexibility of the dried thin film was evaluated. In Tables 4 to 9, “stearyl stearate” is the wax.

[0078] (Production of aqueous wax dispersion)

The oil phases shown in Tables 4 to 13 were placed in a beaker having a known mass, heated to 90 ° C and uniformly dissolved. Next, the water phase heated at 90 was gradually added while stirring the oil phase at a desktop disperser of lOOOOrpm, and phase inversion emulsification was performed. After addition of the aqueous phase, the mixture was cooled to 30 ° C., and water evaporated by heating was added to obtain an aqueous wax dispersion.

[0079] (Particle size measurement method)

The particle size of the aqueous wax dispersion was measured using a laser single diffraction particle size distribution analyzer LA-300 manufactured by HORIBA. The particle size evaluation criteria are shown below.

Particle size evaluation criteria;

A: Particles smaller than the median diameter of ^ μm and 3 μm or less account for 95% or more.

◯: Median diameter is smaller than 1 μπι.

Δ: Median diameter is 1 μm or more and less than 5/1 m.

X: Median diameter is 5 μm or more and less than 20 μm.

X X: median diameter is ¾0 μm or more.

[0080] (Stability evaluation method)

The obtained aqueous wax dispersion was stored at 40 ° C. for 3 months, then the particle size was measured again, and the median diameter change rate was determined from the median diameter before and after storage by the following formula and compared. The smaller the median diameter change rate, the smaller the change due to storage.

Replacement paper (Rule 26) Means that

(Median diameter change rate) = ((median diameter after storage) one (median diameter before storage)) / (median diameter before storage)

Moreover, stability evaluation criteria are shown below.

Stability assessment criteria;

: Median diameter change rate is less than 0.10.

A: Median diameter change rate is 0.10 or more and less than 0.40.

Δ: Median diameter change rate is 0.40 or more and less than 0.70.

X: Median diameter change rate is 0.70 or more and less than 1.00.

X X: Median diameter change rate is 1.00 or more.

[0081] (Salt tolerance evaluation method)

10 g of the aqueous wax dispersion was taken, diluted with 90 g of ion-exchanged water, and calcium chloride was gradually added to the diluted wax dispersion, and the appearance change was observed. The salt tolerance evaluation criteria are shown below.

Salt tolerance evaluation criteria;

A: No change even when 10 g is added.

○: No change when 5g added, aggregated when 10g added.

Δ: No change with addition of 2 g, aggregation with addition of 5 g

X: No change with addition of lg, aggregation with addition of 2g.

X X: Aggregation by adding lg.

[0082] (pH resistance evaluation method)

10 g of the aqueous wax dispersion was taken and diluted by adding 90 g of ion-exchanged water. Chenic acid or sodium hydroxide was added to the diluted wax dispersion, and the pH was changed to 2 and 13, respectively. The pH resistance evaluation criteria are shown below.

PH resistance evaluation criteria;

○: No change.

X: Aggregation occurs.

[0083] (Dry film thin film flexibility evaluation method) Take 10 g of water-based wax dispersion, dilute by adding 90 g of ion-exchanged water, drop 0.5 g of the diluted wax dispersion on BLENDERM tape (trade name, manufactured by 3M), and apply in a circle with a diameter of 4 cm. Spread and dry at room temperature. The dried tape was wound around a stainless steel rod having a diameter of 10 mm so that the coated surface was on the front side, and it was visually confirmed whether or not it was possible to crack the wax film. The criteria for evaluating the flexibility of the dried thin film are shown below.

Evaluation criteria for flexibility of dry thin film;

○: No change.

X: A crack or white line appeared.

[Table 4]

Unit: Mass%

[Table 5]

Difference, replacement paper, translation 26) Unit: Mass%

6]

Unit: Mass%

Replacement] ¾ paper (Regulation ¾2 (5) [0087] [Table 7]

Unit: Mass%

* 3 Aggregates, particle size cannot be measured, and other evaluations cannot be performed.

[0088] [Table 8]

Replacement] ¾ paper (Rule 26) Unit: Mass%

[0089] As shown in Tables 4 and 5, the aqueous wax dispersions of Examples 8 to 15 of the present invention obtained by using the polyoxyethylene sorbitol fatty acid esters of Examples 1 to 7 of the present invention were used. Has a small particle size, excellent salt resistance, pH resistance and stability, and excellent flexibility of the dried thin film.

[0090] On the other hand, the nonionic surfactants of Comparative Examples 1 to 6 have the same basic skeleton as the polyoxyethylene sorbitol fatty acid ester of the present invention, but those having a small number of carbon atoms in fatty acids or ethylene The number of moles of oxide added is different from that of the present invention and the ester value is different. As shown in Tables 6 and 7, the obtained aqueous wax dispersion has a large particle size and stability. It was inferior to the product of the present invention.

The nonionic surfactant of Comparative Example 7 is a polyoxyethylene sorbitan fatty acid ester having a basic skeleton different from that of the polyoxyethylene sorbitol lunar fatty acid ester of the present invention. /, The wax dispersion was not able to obtain.

[0091] Comparative Examples 8 to 10: Aqueous soot of Comparative Examples 18 to 20 obtained using 10 ionic surfactants

Replacement paper (Rule 26) Box dispersion, large particle size, poor stability, salt tolerance, resistance to _P H resistance, and were those Rere or displacement of flexibility of the dry film is inferior.

[Table 9]

Unit: Mass%

* ヰ Aggregates, particle size cannot be measured, and other evaluations cannot be performed.

In Comparative Example 21, force agglomeration in which the wax content was outside the range of the present invention occurred, and an aqueous wax dispersion having a fine particle size could not be obtained. Comparative Example 22 is a force in which the ratio of the wax and the poly (ethylene sorbitol fatty acid ester) is outside the range of the present invention. This is also a fine particle size, and an aqueous wax dispersion cannot be obtained. The dry thin film was inferior in flexibility.

[0094] [Table 10]

Replacement paper (Rule 26) Unit: Mass%

11]

Replacement paper (Rule 26) Unit: Mass%

12]

Replacement paper (regulation Unit: Mass%

13]

Replacement paper (Rule 2 Unit: Mass%

Examples 16 to 22 are examples in which an aqueous wax dispersion was prepared by combining a nonionic surfactant in addition to the polyoxyethylene sorbitol fatty acid ester of the present invention. As shown in Tables 10 and 11 In all cases, a water-based wax dispersion having a small particle size, excellent salt resistance, pH resistance and stability, and excellent dry film flexibility was obtained.

On the other hand, for the samples that do not contain the polyoxyethylene sorbitol fatty acid esterol of the present invention, Comparative Examples 23 to 29, as shown in Tables 12 and 13, the particle size becomes coarse, and the evaluation results that are not necessarily satisfactory for the other items I couldn't get it.

[0099] [Example 23]

(Manufacture of hair wax)

Ingredients 1 to 6 and ingredients 7 to 11 shown in Table 14 were dissolved in each container by heating at 90 ° C, and the ingredients 1 to 6 mixture were stirred with a homomixer while the ingredients were mixed. The 7-11 mixture was added slowly. After addition, cool to below 50 ° C and add component 12.

Replacement paper (Rule 26) Further, the mixture was cooled to 30 ° C. or lower and stirred until uniform to obtain a hair wax. The obtained hair wax had good stability, good elongation, easy uniform application, and good touch.

[Table 14]

Example 2 3 Hair wax

[0101] [Example 24]

(? Manufacture of L type eye shadow)

The mixture of components 1 to 9 and the mixture of components 10 to 12 shown in Table 15 are heated and dissolved in separate containers at 90 ° C, and the mixture of components 1 to 9 is stirred with a homomixer and added to the components 10 ~: 12 mixture was added slowly. After the addition, the mixture was cooled to 50 ° C. or lower and components 13 and 14 were added. The mixture was further cooled to 30 ° C. or lower and stirred until uniform to obtain an emulsified type eye shadow. The obtained emulsified eyeshadow had good stability, easy to apply uniformly with good elongation, and good touch.

[0102] [Table 15]

Replacement paper (Rule 26) Example 2 4 Emulsification type eye shadow

Ingredient Ingredient name Blending amount (% by mass)

1 Ester obtained in Example 2 1.5

2 Polyethylene wax 1 0. 0

3 Ceresin wax 5.0

4 Polyoxyethylene (2 0) sorbitan monostearate 0.5

5 Glyceryl tri-2-ethylhexylate 2.0

6 Liquid paraffin 5.0

7 Titanium mica 8.0

8 Color pigment 5.0

9 Talc. 1 0. 0

1 0 Methyl parabenzoate 0.2

1 1 Sodium hydroxide 0. 0 3

1 2 Ion exchange water 5 2. 6 2

1 3 Forced rubboxyvinyl polymer 0.1 2

1 4 Hydroxypropyl methylcellulose 0.0 3 3. Mouth sound 1 0 0

[0103] [Example 25]

(Manufacture of emulsified mascara)

Ingredients 1 to 6 and ingredients 7 and 8 shown in Table 16 were dissolved in each container by heating at 90 ° C, and the ingredients 1 to 6 mixture was stirred with a homomixer and added to the ingredients. The mixture of 7 and 8 was added slowly. After the addition, the mixture was cooled to 50 ° C. or lower and component 9 was added, further cooled to 30 ° C. or lower, and stirred until uniform to obtain an emulsified type mascara. The obtained emulsified mascara had good stability, good elongation, easy uniform application, and good touch.

[0104] [Table 16]

Replacement paper (Rule 26) Example 2 5 Emulsification type mascara

Ingredient Ingredient name Blending amount (% by mass)

1 Ester obtained in Example 4 1.5

2 Carnauba wax 5.0

3 / Ruffin Fox 5.0

4 Sorbitan sesquioleate 0.5

5 Glycerin 2.0

6 Black iron oxide 1 0. 0

7 Methyl parabenzoate 0.2

8 Ion exchange water 4 5. 8

9 Polyalkyl acrylate emulsion 3 0.0

Mouth Nisato 1 0 0

[Example 105]

(Manufacture of Rikiichi Wax (Aqueous Dispersion Type))

The mixture of ingredients 4 to 8 shown in Table 17 was heated to 70 ° C, and it was confirmed that the mixture was uniformly dissolved _c, then cooled to 40 ° C or less, added ingredients 1 to 3, and stirred with a propeller Then, a uniform wax was obtained.

[0106] [Table 17]

* Product name: K M 7 8 0

[Example 27]

(Manufacture of water-based dispersion type floor wax)

The mixture of components 4-8 shown in Table 18 was heated to 70 ° C, uniformly dissolved and _c was confirmed that was then cooled to below 40 ° C, was added components 1 to 3, stirred at propeller And make it uniform

Replacement paper (Rule 26) An aqueous dispersion type floor wax was obtained.

[Table 18]

* 6 Shin-Etsu Chemical Co., Ltd., trade name: K M— 8 6 0

[Example 28]

(Manufacture of pasty floor wax)

The mixture of component 16 shown in Table 19 was heated to 90 to confirm that it was dissolved uniformly. Next, the mixture of component 79 was mixed while being heated at 90 ° C., and this was added to the dissolved solution of component 16 which was stirred and stirred with a disperser and emulsified. After emulsification, the mixture was cooled to 40 ° C or lower to obtain a pasty floor wax.

[0110] [Table 19]

Replacement paper (6) [0111] [Examples 29 to 32, Comparative Examples 30 to 35]

(Manufacture of solid wax composition)

Stearyl stearate and polyoxyethylene sorbitol fatty acid ester obtained in Examples of the present invention;! To 7 were put into a beaker so as to have a mass ratio of 1: 3, heated to 90 ° C, and propeller The mixture was stirred and uniformly mixed, and then allowed to stand at room temperature to obtain a solid wax composition (Examples 29 to 32).

In addition, a solid wax composition was obtained in the same manner except that the ester obtained in Comparative Examples 1 to 4 was used instead of the ester obtained in Examples 1 to 7 (Comparative Example 30). ~ 3 3).

Further, a solid wax composition was obtained in the same manner except that no ester was used (Comparative Example 35).

[0112] (Evaluation of hardness and flexibility of solid wax composition)

The obtained solid wax composition was hardened into a plate shape of 50 mm × 50 mm × 1 mm to obtain a sample. Then, using a FUDOH rheometer 2002D.D, attach a spherical adapter of φ10mm and fix the φ30X20mm cylinder to the table with double-sided tape so that the center of the sample and the center of the cylinder are aligned. The sample was placed on the cylinder on average, the table was raised at a speed of 60 mm / min, and the maximum load (g) until the sample broke and the approach distance (mm) when the maximum load was shown were measured. The hardness evaluation criteria and flexibility evaluation criteria of the solid wax composition are shown below. The evaluation results are shown in Tables 20 and 21.

[0113] Hardness evaluation criteria of solid wax composition;

○: The maximum load is 80% or more of the maximum load of the wax alone.

Δ: The maximum load is 50% or more and less than 80% of the maximum load of the wax alone.

X: The maximum load is less than 50% of the maximum load of the wax alone.

[0114] Evaluation criteria for flexibility of solid wax composition;

◯: The approach distance when the maximum load is shown is larger than the value of the wax alone. Δ: The approach distance when the maximum load is shown is the same as the value of the wax alone.

X: The approach distance when the maximum load is shown is smaller than the value of the wax alone. [0115] [Table 20]

[0116] [Table 21]

[0117] Examples 29 to 32 are solid wax compositions in which the polyoxyethylene sorbitol fatty acid ester of the present invention is mixed with wax. As shown in Tables 20 and 21, compared with the wax alone of Comparative Example 35 Then, the flexibility was improved while maintaining the hardness. On the other hand, in Comparative Examples 30 to 33, it was impossible to achieve both hardness and flexibility.

[0118] [Example 33]

(Manufacture of solid car wax)

It was confirmed that the mixture of components 1 to 8 shown in Table 22 was dissolved by heating at 90 ° C and stirred uniformly with a propeller to dissolve uniformly. Next, component 9 was added, and the mixture was stirred and homogenized, then filled in a container and allowed to cool to obtain a solid solid wax.

[0119] [Table 22]

Replacement paper (Rule 2 Example 33

Ingredient Ingredient name Blending amount (% by mass)

1 Esters obtained in Example 4 5.0

2 Carnapa wax 20. 0

3 Polyethylene wax 1 0. 0

4 Polyoxyethylene monooleate (20) Sorbitan 0.4

5 Light liquid isoparaffin 24. 58

6 Dimethylpolysiloxane 5.0

7 E D T A-2 N a 0. 02

8 Diethylene glycol monoethyl ether 5.0

9 Diatomaceous earth 30. 0

Total amount 100

[0120] [Example 34]

(Manufacture of glazing agent for solid leather)

The mixture of ingredients 1 to 8 shown in Table 23 was dissolved by heating at 90 ° C, and after confirming that the mixture was uniformly dissolved, it was poured into a container and cooled to obtain an exuding agent for solid leather. .

[0121] [Table 23]

Industrial applicability

INDUSTRIAL APPLICABILITY The present invention can be used for easy production of industrial waxes having good properties, household waxes, household polishes, cosmetics, solid wax compositions, and the like.

¾ change paper (chain ⁶ )

Claims

The scope of the claims

[1] Polyoxyethylene sorbitol obtained by adding 20 to 100 mol of ethylene oxide on an average basis with respect to 1 mol of sorbitol and a saturated fatty acid having 20 to 40 carbon atoms, from 1: 2.5 to 1: 5.5 A polyoxyethylene sorbitol fatty acid ester obtained by reacting at a molar ratio and esterifying to an acid value of 10 mgKOH / g or less.

[2] and polyoxyethylene sorbitol fatty acid esters according to claim 1, and the wax, and contains a water content of the wax is 0;.! ~ A 60 mass ^_0/0, the wax 1 part by weight The water-based wax dispersion is characterized in that the content of the polyoxyethylene sorbitol fatty acid ester relative to is 0.01 parts by mass or more.

[3] The water-based fiber dispersion according to claim 2, wherein the wax has a melting point of 50 to 110 ° C.

[4] The aqueous wax dispersion according to claim 2 or 3, wherein the wax power is one or more selected from ester wax, paraffin wax, polyethylene wax, carnauba wax, ceresin and candelilla wax. object.

[5] Furthermore, it contains a nonionic surfactant, and the polyoxyethylene sorbitol fatty acid ester content in the total mass of the nonionic surfactant and the polyoxyethylene sorbitol fatty acid ester is 25 to 99.9 masses. The aqueous wax dispersion according to any one of claims 2 to 4, which is%.

[6] A cosmetic comprising the aqueous wax dispersion according to any one of claims 2 to 5.

[7] A wax formulation comprising the aqueous wax dispersion according to any one of [2] to [5].

[8] An aqueous wax dispersant comprising the polyoxyethylene sorbitol fatty acid ester according to [1].

[9] A cosmetic comprising the polyoxyethylene sorbitol fatty acid ester according to claim 1.

[10] A solid wax composition comprising the polyoxyethylene sorbitol fatty acid ester according to claim 1 and a wax. [11] The content of the wax is 15 to 95% by mass, and the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the soot is 0.0;! To 5 parts by mass. The solid wax composition according to claim 10.