DE202008006004U1 - Oil base and externally applicable preparation containing the same - Google Patents

Abstract

An oil base, which contains an ester condensate which, by a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated Dimer acid is obtained, wherein the oil base a has three-dimensional network structure, in which hydrogenated Dimer acid having a hydroxyl group of both the polyglycerol and the 12-hydroxystearic acid is condensed.

Description

Technical area

The The present invention relates to an oil base which is suitable Has hard, viscosity and excellent spreading, and an externally applicable preparation, which contains the oil base.

State of the art

Conventionally, various ester compounds are known as oil bases for cosmetic materials and other applications. JP-A-2004-256539 (Patent Publication 1) e.g. B. describes a cosmetic composition comprising a dispersion having at least one kind of liquid fatty phase having 1 to 7 carbon atoms and polymer particles dispersed in the fatty phase and at least one kind of ester of at least one kind of carboxylic acid and a polyhydric alcohol having at least 4 Hydroxyl groups, contains. However, this ester compound does not have sufficient properties such as viscosity and spreading and is also unsatisfactory as an oil base in an externally applicable preparation such as a cosmetic material.

As an ester compound used in a cosmetic material, an ester compound obtained by a reaction of dimer acid with monohydric or polyhydric alcohol was examined. JP-A-2004-256515 (Patent Publication 2) e.g. B. describes an oil base esterified in which an oligomer ester consisting of a dimer acid and a dihydric or higher alcohol with a monohydric alcohol and / or a monohydric carboxylic acid, or an ester in which an oligomer ester consisting of dimer diol and a divalent or higher carboxylic acid esterified with a monohydric alcohol and / or a monohydric carboxylic acid; and JP-A-2005-132729 (Patent Publication 3) discloses a mixed fatty acid ester obtained by subjecting polyglycerol, dimer acid and a saturated fatty acid and / or an unsaturated fatty acid having 12 to 22 carbon atoms to an esterification reaction. However, these ester compounds are intended to improve gloss, color distribution, etc., or to improve hydration properties, and have no uniform spreading, adhesion, etc., when applied to the skin.

Further describes JP-A-2005-36005 (Patent Publication 4) A cosmetic composition containing a cosmetically acceptable medium containing at least one polyester obtained by esterification of an aliphatic hydroxycarboxylic acid ester having at least two hydroxyl groups with a polycarboxylic acid, and containing at least one hydrocarbon ester other than the polyester. However, as a specific example, this publication mentions only one polyester of hydrogenated castor oil and dimer-dilinoleic acid, and as in JP-A-2003-238332 (Patent Publication 5), such a polyester does impart such effects as a suitable oily feeling, adhesion, emollient properties, etc., but it does not achieve an effect such as uniform spreading, a refreshing feeling with less stickiness, etc.

• [Patentveröffenlichung 1] JP-A-2004-256539
• [Patentveröffenlichung 2] JP-A-2004-256515
• [Patentveröffenlichung 3] JP-A-2005-132729
• [Patentveröffenlichung 4] JP-A-2005-36005
• [Patentveröffenlichung 5] JP-A-2003-238332
• [Patentveröffenlichung 6] JP-A-2005-179377
• [Patentveröffenlichung 7] JP-A-1 1-1287 13

On the other hand beats JP-A-2005-179377 (Patent Publication 6), a hydroxy compound obtained by subjecting diglycerin, isostearic acid and dimer acid to a condensation reaction. Although this hydroxy compound has excellent effects in an emulsion or liquid, the properties required for use in solids such as suitable viscosity, slip properties, spreading, etc. are insufficient. Further describes JP-A-11-128713 (Patent Publication 7) An esterification product of a glycerin polymer, a kind or a mixture of two or more kinds of 12-hydroxystearic acid and / or ricinoleic acid and an intermolecular oligo-esterification product of these fatty acids and an aliphatic saturated dibasic acid having 9 to 20 carbon atoms. However, this esterification product is intended for an emulsion stabilizer, and the publication contains no description of its properties as an externally applicable preparation such as a cosmetic material.

• [Patent Publication 1] JP-A-2004-256539
• [Patent Publication 2] JP-A-2004-256515
• [Patent Publication 3] JP-A-2005-132729
• [Patent Publication 4] JP 2005 to 36,005
• [Patent Publication 5] JP-A-2003-238332
• [Patent Publication 6] JP-A-2005-179377
• [Patent Publication 7] JP-A-1 1-1287 13

Description of the invention

Object of the invention

It Therefore, the object of the present invention is an oil base, the appropriate hardness, viscosity and excellent Spread, as well as an externally applicable Preparation containing the oil base, provide.

Solution of the task

To in-depth investigation, taking into account the above task, have the inventors of the present invention found that a through a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid obtained ester condensate has a three-dimensional network structure and as a result of properties such as suitable hardness, Viscosity and uniform spreading, thus completing the present invention.

The that is, the present invention relates to an oil base, the one by a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid contains ester condensate obtained, wherein the oil base is a three-dimensional network structure has, in which hydrogenated dimer acid having a hydroxyl group both the polyglycerol and the 12-hydroxystearic acid is condensed.

Furthermore For example, the present invention relates to an oil base characterized in that at least a portion of the ester-condensed 12-hydroxystearic acid is condensed with itself, to form a 12-hydroxystearic acid oligomer.

moreover For example, the present invention relates to an oil base characterized in that the polyglycerol is a polyglycerol having a average degree of polymerization of 2 to 4.

Furthermore For example, the present invention relates to an oil base characterized in that the ester condensate by a reaction of polyglycerol with 12-hydroxystearic acid and a reaction the ester compound thus obtained with hydrogenated dimer acid receives.

moreover For example, the present invention relates to an oil base characterized in that the polyglycerol is diglycerol and that the Proportions of diglycerol, 12-hydroxystearic acid and hydrogenated Dimer acid (diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid) is 1: 1 to 3: 0.3 to 0.8 in molar equivalent ratio.

Furthermore relates to the present invention externally applicable preparation containing the oil base.

moreover relates to the present invention externally Applicable preparation, characterized in that the Preparation is a cosmetic material.

Furthermore relates to the present invention externally Applicable preparation, characterized in that the cosmetic material a solid oily cosmetic material is.

The Ester condensate containing the oil base of the present invention constituted, forms a three-dimensional network structure, in the hydrogenated dimer acid having a hydroxyl group of each Polyglycerol and 12-hydrostearic acid is condensed, which are condensed with polyglycerol, whereby adjacent ester compounds be crosslinked by the hydrogenated dimer acid. If a three-dimensional network structure is formed, which generates Gelation usually a solidification; surprisingly However, in the oil base of the present invention, the three-dimensional network structure of the three components mentioned above formed in good balance, has solvability or Dispersibility in oil and has suitable hardness and viscosity. Although the mechanism of action of the above oil base of the present invention is not complete is clear, it is assumed that if z. B. the oil base of the present invention for a cosmetic material is used, liquid oil in the three-dimensional Network structure is retained when applying it On the skin there is little crystal cleavage and that in the network structure retained liquid oil escapes, whereby uniform spreading, etc. is achieved.

As the oil base of the present invention, both hydrogenated dimer acid and 12-hydroxystearin acid is used as the carboxylic acid for the ester condensate, the control of the reaction is relatively easy, and an ester condensate having the desired hardness and viscosity can be prepared.

Effect of the invention

The oil base of the present invention contains an ester condensate, by a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid, and has one suitable three-dimensional network structure. That's why they have suitable hardness, viscosity, Spread, etc., is not sticky and is for an external Applicable preparation suitable as a cosmetic material. Best embodiment of the invention

[1] oil base

The oil base The present invention is an oil base which is an ester condensate that is due to a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid is obtained, and has a three-dimensional network structure, in which carboxyl groups of hydrogenated dimer acid and a hydroxyl group of each polyglycerol and 12-hydroxystearic acid are condensed.

Around an oil base with a three-dimensional network structure to form, it is z. B. effective polyglycerol with 12-hydroxystearic acid to react and then the thus obtained ester condensate with hydrogenated Dimer acid to react. When polyglycerol and 12-hydroxystearic acid are condensed, the ester compound thus obtained has residual hydroxyl groups of the polyglycerol and a hydroxyl group of the esterified 12-hydroxystearic acid (The ester compound preferably has at least three hydroxyl groups). By the reaction of this ester compound with hydrogenated dimer acid a crosslinking reaction occurs between adjacent ester compounds by means of hydrogenated dimer acid, giving a three-dimensional branched star-shaped structure arises. The branched Ester chains are further condensed together or are located close to each other, thus forming a three-dimensional Network structure.

There in the present invention, the carboxyl groups of the hydrogenated Dimer acid with hydroxyl groups of both the polyglycerol as well as the 12-hydroxystearic acid are condensed, one obtains a network structure with a suitable network size; and when used for an external applicable product, becomes liquid oil etc. restrained by the three-dimensional network structure, whereby a preferred effect as uniform Spread and liability is achieved. Further, in the ester condensate at least a portion of the 12-hydroxystearic acid is preferred condenses with itself and thus forms an oligomer. The introduction of a structure by an oligomer of 12-hydroxystearic acid allows the formation of a suitable three-dimensional Network structure, whereby a more preferred effect as an oil base achieved becomes.

(A) polyglycerol

The Polyglycerin used in the present invention is preferably a polyglycerol having an average degree of polymerization from 2 to 15, more preferably an average degree of polymerization from 2 to 10, and most preferably an average Degree of polymerization of 2 to 4, and is particularly preferably diglycerol. The polyglycerol may be used alone or as a mixture of two or more species. When the degree of polymerization of polyglycerol 1 is (i.e., glycerin), 12-hydroxystearic acid and hydrogenated dimer acid, which condense with glycerol, too close together, and it is difficult to find a suitable three-dimensional Network structure form. On the other hand, if the degree of polymerization of polyglycerol is too high, the hydrogenated dimer acid reacts preferably with a hydroxyl group of polyglycerol instead a hydroxyl group of 12-hydroxystearic acid, and the Amount of hydrogenated dimer acid having a hydroxyl group the 12-hydroxystearic acid reacts is low, causing it it becomes difficult to design a suitable three-dimensional network structure form.

(B) Hydrogenated dimer acid

The dimer acid mentioned in the present specification is an aliphatic dibasic acid having a double bond and 36 carbon atoms which is obtained by the dimerization of an unsaturated fatty acid having 18 carbon atoms, and is essentially dimer dioleinic acid or dimer dilinoleic acid. Further, the hydrogenated dimer acid referred to herein means a saturated aliphatic dibasic acid having 36 carbon atoms which is formed by reducing the double bond in the above dimer acid, e.g. B. by the hydrogenation reduction of the di mersäure. Dimer acid is normally prepared using an unsaturated fatty acid having 18 carbon atoms, ie, essentially oleic acid or linoleic acid; wherein the acid obtained as a mixture contains many compounds, including monomeric acid, trimer acid, etc., as by-products. The hydrogenated dimer acid used in the present invention may be two or more kinds of hydrogenated products obtained from the above mixture. In addition, in the hydrogenated dimer acid, the double bond of the dimer acid is preferably fully hydrogenated, but the double bond may also be partly retained. In the present specification, the hydrogenated dimer acid according to the cosmetic label may simply be referred to as dimer-dilinoleic acid.

The Number average molecular weight of the oil base is preferred From 2000 to 10,000 g / mol, more preferably from 2500 to 6000 g / mol, most preferred is 3500 to 4500 g / mol. In the present Description, the number average molecular weight means a molecular weight by measuring a relative molecular weight distribution a polystyrene base by gel permeation chromatography (GPC) is obtained. The regulation of the molecular weight (number average) within the above range it allows one appropriate melting point, lipid solubility, etc., and when used as externally applicable Preparation can have an effect like suitable hardness and viscosity can be achieved.

The Hydroxyl number of the oil base of the present invention preferably 50 to 300, and more preferably 100 to 200. Regulation the hydroxyl value within the above range makes it possible an externally applicable preparation which has good hydration properties and excellent Has moisture retention and wettability. The viscosity (60 degrees C) is preferably 500 to 12,000 (mPa.s), and more preferably 1000 to 5000 (mPa.s). The regulation of viscosity within of the above range allows a suitable viscosity when used for a solid oily cosmetic Material, such. As lipstick, and when applied to the skin can achieve excellent sensory properties become.

In The oil base of the present invention is the carboxylic acid preferably esterified in the end group of the ester condensate. If a large amount of free carboxylic acid in the ester condensate This may be the case when applied as external applicable product cause skin irritation.

The oil base The present invention is closer by means of an ester condensate which is made of diglycerol, 12-hydroxystearic acid and hydrogenated dimer acid (hereinafter also referred to as HSDA) is formed, which is one of the preferred embodiments is.

One Example of a structural unit (oligomeric esterified material), which forms an HSDA is compared with an ester condensate from diglycerol, isostearic acid and hydrogenated dimer acid (hereinafter also referred to as ISDA), which in the above-mentioned Patent Publication 6 is described.

The oligomeric esterified material of HSDA contains at least one 12-hydroxystearic acid (HOR'COOH) condensed with diglycerol (in this example, 12-hydroxystearic acid is condensed with two hydroxyl groups of diglycerol), and hydrogenated dimer acid (X) having a free hydroxyl group the digly cerium condensed, which is not esterified by the 12-hydroxystearic acid and a hydroxyl group of 12-hydroxystearic acid. 12-hydroxystearic acid condensed with diglycerol can be further condensed with 12-hydroxystearic acid (self-condensation). Hydrogenated dimer acid is condensed with one of the hydroxyl groups remaining in the diglycerol (preferably two or more of the remaining hydroxyl groups) and a hydroxyl group of the 12-hydroxystearic acid to form a branched star-shaped structure.

Regarding of the ISDA, on the other hand, isostearic acid (RCOOH) with Diglycerin (in this example, isostearic acid is used with condensed two hydroxyl groups of diglycerol), and hydrogenated Dimer acid (X) with a free hydroxyl group of diglycerol, which is not esterified by the isostearic acid, condenses. Regarding Isostearic acid does not condense with itself, because there are no hydroxyl groups in isostearic acid. Further, unlike the HSDA, hydrogenated dimer acid condenses (X) not with a hydroxyl group of 12-hydroxystearic acid.

The The above structure shows that in the case of HSDA both diglycerol as well as 12-hydroxystearic acid have free hydroxyl groups, which are condensed with hydrogenated dimer acid, so a star-shaped branch and beyond a three-dimensional network structure by means of hydrogenated dimer acid to build. In the case of ISDA, on the other hand, a reaction results with hydrogenated dimer acid in a linear polymerization, and no three-dimensional network structure is formed.

In the structural unit (AB) of HSDA shown in the formula below, a number (degree of attachment) of the 12-hydroxystearic acid (HS) and a self-condensate thereof bonded to diglycerol (DG) is preferably 1 to 3 A degree of polymerization b of the self-condensate of 12-hydroxystearic acid is preferably 0 to 2, and more preferably for HSDA, it is at least partially a self-condensed 12-hydroxystearic acid structure (b = 1 to 2). A degree of polymerization n of the oligomeric esterified materials (AB) itself is preferably 1 to 3, and a molar equivalent ratio HS: DA of 12-hydroxystearic acid (HS) to hydrogenated dimer acid (DA) is preferably about 1: 0.3 to 0.8.

[2] Process for the preparation of the oil base

Any method may be used in a method for producing the oil base of the present invention, but a method of reacting the polyglycerol and 12-hydroxystearic acid, and then reacting the ester compound thus obtained with hydrogenated dimer acid, is preferred for effectively obtaining an ester condensate having a suitable three-dimensional network structure.

Around to get a three-dimensional network structure, it's important that the ester compound formed by the reaction between polyglycerol and 12-hydroxystearic acid, both a hydroxyl group of the polyglycerol as well as a hydroxyl group of 12-hydroxystearic acid has. This allows the formation of a star-shaped branched Chain, when ester condensation is carried out, and with it the formation of a three-dimensional network structure. When polyglycerol and hydrogenated dimer acid are first reacted and 12-hydroxystearic acid then it reacts, finds cyclocondensation of polyglycerol and the hydrogenated dimer acid instead and almost no condensation with the adjacent esterified material. Further, because of the reactivity the hydrogenated dimer acid is high, the hydrogenated reacts Dimer acid, which is added first, completely, and the 12-hydroxystearic acid added later is left, instead of with the hydrogenated dimer acid to condense. Thus, the ester compound is not star-shaped Branches, and no three-dimensional network structure is formed. If furthermore polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid can be reacted simultaneously a star-shaped branching are formed, but there hydrogenated dimer acid and 12-hydroxystearic acid it is not in competition with each other with polyglycerol simply to form a suitable three-dimensional network structure.

Around Therefore, forming a three-dimensional network structure is not only the reaction between the hydrogenated dimer acid and a hydroxyl group of polyglycerol important, but also the Reaction between the hydrogenated dimer acid and a hydroxyl group ester condensed 12-hydroxystearic acid. The Reaction of the hydrogenated dimer acid with both a hydroxyl group the polyglycerol as well as a hydroxyl group of 12-hydroxystearic acid, which branches off from the polyglycerol, allows the formation of a three-dimensional network structure, the appropriate hardness and viscosity.

Around to form a suitable network structure becomes a molar equivalence ratio of polyglycerol: 12-hydroxystearic acid: hydrogenated dimer acid, used for ester condensation, 1: 1 to 5: 0.3 to 2.5 preferably, more preferably, is 1: 1 to 3: 0.3 to 1.5. If Diglycerin is used as polyglycerol is the ratio preferably 1: 1 to 3: 0.3 to 0.8, more preferably 1: 1 to 3: 0.5 to 0.6. When triglycerin is used as polyglycerol, the ratio is preferably 1: 1 to 4: 0.3 to 2.0. Regulation of a ratio of starting materials Suppresses the gelling, which in too advanced one Reaction occurs, and allows the formation of a suitable Network structure.

The Reaction conditions of ester condensation are not particular limited, but a desirable three-dimensional To obtain network structure, it is desirable that suitable reaction conditions according to the starting material used etc. to select. The reaction temperature of the ester condensation is preferably 170 ° C to 200 ° C. examples for Catalysts include sodium hydroxide, p-toluenesulfonic acid, Boron trifluoride, hydrogen fluoride, tin chloride, zinc, titanium, potassium hydroxide, a mineral acid (sulfuric acid, hydrochloric acid, etc.), zinc chloride, hypophosphorous acid and dibutyltin oxide; preferably p-toluenesulfonic acid, hypophosphorous Acid, etc. used. The reaction can also be without a catalyst be performed. Examples of reaction solvents include benzene, toluene and xylene; preferably toluene, xylene, etc. used. The reaction can also be done without a solvent be performed.

A preferred embodiment of the manufacturing method of present invention comprises, in a first stage, the implementation an ester condensation reaction between polyglycerol and 12-hydroxystearic acid in the presence of p-toluenesulfonic acid in a non-polar Solvent (benzene, toluene, etc.) at 170 degrees C to 190 degrees C, while the water produced is distilled off and, in a second stage, an ester condensation reaction between the thus-obtained oligomeric esterified material and hydrogenated dimer acid at 180 degrees C to 200 degrees C, while the water produced is distilled off. The second stage of the ester condensation reaction subsequent to the first stage of the ester condensation reaction be carried out by hydrogenated dimer acid the reaction mixture as it is, or it can be carried out, after the esterified material formed in the first stage has been won. The production process of the present Invention is not in the above embodiment limited; it is desirable that the reaction conditions depending on the type of polyglycerol starting material, the desired physical properties of the oil base, etc. accordingly, be set.

[3] Externally applicable preparation

The externally applicable preparation of the present invention is not particularly limited long as it is an externally applicable preparation containing an oil base for application to the skin, hair, mucous membranes, wounds, etc .; it includes various types of cosmetic material, quasi-drugs, medicines, etc.

Examples for cosmetic materials include emulsions, creams (Skin cream, lip cream, hair cream, etc.), liquid foundation, Eyeliner, mascara, eye shadow gel, lipstick, lip balm, lip gloss, Eye Gloss, Eye Coloring, Rouge, Body Gloss, Ointments, Soaps, Mousse, Tonics and gels.

Examples for medicines and quasi-drugs include lotions, Creams, ointments, sprays, aerosols, dermal patches and gels. Examples Medicinal agents include an anti-infective agent Active ingredient (antiviral, etc.), an analgesic or an analgesic mixture, an arthritis medication Antidepressant, a diabetes medication, an antihistamine, a anti-inflammatory substance, a migraine preparation, an antiemetic, an antitumor agent, an antipruriginosum Psychotherapy, a xanthine derivative, a calcium channel blocker, a beta blocker, an antiarrhythmic, an antihypertensive, a diuretic, a cardiovascular drug, a hormone, an immunosuppressant, a muscle relaxant, a vasoconstrictor, a vasodilator Agent, a wound healing enhancer, an allergy inhibitor, an anti acne remedy, an antiaging agent, an antitussive, an antimicrobial agent, a hemorrhoid agent, a local Narcotic, an inflammatory inhibitor, and an anticholinergic.

The outside Applicable preparation of the present invention may be any according to application or if needed, a means of brightening the skin, a moisturizer, an antioxidant, an anti-inflammatory Agent, a vitamin, a hormone, an enzyme, a cardiovascular Agent, an amino acid, a UV-absorbing agent, a sunscreen, sun tan, a hair tonic Means (hair loss preventing agent, hair growth promoting agent, etc.), an animal or vegetable extract, an anti-wrinkle agent, an antiseptic, a hair conditioner, a hair moisturizer, a Makeup preparation, a hair conditioner, a skin conditioner, a means of brightening the hair, a chelating agent, a means of Promotion of cell renewal, a coloring agent, a means of softening the skin, a means of moisturizing the skin Skin, a deodorant, an antiperspirant, etc. included.

Examples for skin lightening agents include hydroquinone derivatives [hydroquinone glycosides such as α-D-glucose, hydroquinone β-D-glucose (arbutin), Hydroquinone α-L-glucose, hydroquinone β-L-glucose, Hydroquinone α-D-galactose, hydroquinone β-D-galactose, Hydroquinone α-L-galactose and hydroquinone β-L-galactose, etc.], kojic acid and derivatives thereof, L-ascorbic acid and derivatives thereof [e.g. B., monoesters of L-ascorbic acid such as monophosphate esters of L-ascorbic acid and 2-sulfuric acid esters L-ascorbic acid, glucosides of L-ascorbic acid such as 2-glucoside of L-ascorbic acid and salts thereof], tranexamic acid or derivatives thereof [tranexamic acid dimer (trans-4- (trans-aminomethylcyclohexanecarbonyl) Aminomethylcyclohexanecarboxylic acid hydrochloride, etc.), esters the tranexamic acid and the hydroquinone (4'-hydroxyphenyl trans-4-aminomethylcyclohexanecarboxylate, etc.), esters of tranexamic acid and gentisic acid (2- (trans-4-aminomethylcyclohexylcarbonyloxy) -5-hydroxybenzoic acid and salts thereof, etc.), amides of tranexamic acid (trans-4-aminomethylcyclohexanecarboxylic acid Methylamide and salts thereof, etc.)], ellagic acid and derivatives thereof, salicylic acid and derivatives thereof [3-methoxysalicylic acid and salts thereof, 4-methoxysalicylic acid and salts thereof, 5-methoxysalicylic acid and salts thereof, etc.], resorcinol derivatives [Alkylresorcinols such as 4-n-butylresorcinol and salts thereof, etc.] and plant extracts that cause the skin to lighten.

Examples for anti-inflammatory agents include salts of glycyrrhizic acid (Dipotassium glycyrrhizate, ammonium glycyrrhizate, etc.), allantoin and mixtures thereof.

Examples for antimicrobials include resorcinol, sulfur, Salicylic acid, zinc pyrithione, photosensitizer no. 101, Light sensitizer No. 102, octopirox, hinokitiol, bacitracin, Erythromycin, neomycin, tetracycline, chlorotetracycline, benzethonium Chloride, phenol and mixtures thereof.

Examples of vitamins include vitamins A, C, D, E and K, vitamin A palmitate, thiamine, vitamin B ₆ , vitamin B ₆ derivatives such as vitamin B ₆ hydrochloride, vitamin B ₂ , vitamin B ₁₂ , vitamin B complexes such as nicotinic acid, Nicotinic acid derivatives such as nicotinamide, pantothenic acid, pantothenyl ethyl ether, pyridoxine, inositol and carnitine, panthenol and mixtures thereof.

Examples for hormones include oxytocin, corticotropin, vasopressin, Secretin, gastrin and calcitonin.

Examples for enzymes include trypsin, lysozyme chloride, chymotrypsin, Chymotrypsin-like enzymes, trypsin, asparagine proteinase, semi-alkali proteinase, serrapeptase, lipase and hyaluronidase.

Examples for antioxidants include thiotaurine, glutathione, catechol, Albumin, ferritin, metallothionein, and the aforementioned L-ascorbic acid and derivatives thereof.

Examples circulating agents include acetylcholine Derivatives, cepharanthine and carpronium chloride.

Examples for amino acids include amphoteric amino acids such as stearyl acetyl glutamate, capryloyl silk amino acid, Capryloyl Collagen Amino Acid, Capryloyl Keratin Amino Acid, Capryloyl p Amino Acid, Cocodimonium Hydroxypropanol Silk Amino acid, corn gluten amino acid, cysteine, glutamic acid, Glycine, hair amino acids like hair keratin amino acid and aspartic acid, threonine, serine, proline, glycine, alanine, half-cystine, Valine, methionine, isoleucine, leucine, tyrosine, phenylalanine, cysteic acid, Histidine, arginine, cysteine, tryptophan, citrulline, lysine, silk amino acids, Wheat amino acids and mixtures thereof.

Examples for UV-absorbing agents include benzophenone, bornelon, Butyl PABA, cinnamidopropyl trimethyl ammonium chloride, disodium Distyrylbiphenyl disulfonate, PABA, potassium methoxycinnamate and mixtures from that.

Examples for sunscreen include butylmethoxydibenzoylmethane, Octyl methoxycinnamate, octocrylene, octyl salicylate, phenylbenzimidazole Sulfonic acid, ethyl hydroxypropylaminobenzoate, menthyl anthranilate, Aminobenzoic acid, cinoxate, diethanolamine methoxycinnamate, Glycerylaminobenzoate, titanium dioxide, zinc dioxide, oxybenzone, Padimat-O, red Vaseline and mixtures thereof.

Examples of hair tonic agents include vascular promoting agents such as Swertia japonica extract, acetylcoline derivatives, cepharanthine, and carpronium chloride, local irritants such as red pepper tincture, cantharis extract and nonylic vanillamide, antiseborrhea agents such as pyridoxine and derivatives thereof, antimicrobial agents such as benzalkonium chloride, isopropylmethylphenol , Zinc pyrithione, photosensitizer No. 101, photosensitizer No. 102, octopirox and hinokitiol, metabolic irritants such as light sensitizer No. 301, placenta extract and biotin, amino acids such as serine, methionine and tryptophan, and vitamins such as vitamins B ₂ and B ₁₂ , pantothenic acid and derivatives from that.

Under The animal and vegetable extracts include examples of Plant Extracts Tea Extract, Rosa Roxburghii Extract, Scutellaria Root Extract, Houttuynia Cordata Extract, Phellodendri Cortex Extract, Melilotus officinalis extract, Lamium album extract, Glycyrrhiza extract, Paeoniae Radix extract, Saponaria officinalis extract, Luffa cylindrica Extract, Cinchona extract, Saxifrage extract, Sophora angustifolia Extract, Nuphar haponicum root extract, fennel extract, primrose extract, Rose Extract, Rehmannia Extract, Lemon Extract, Lithospermum Root Extract, Aloe extract, Iris root extract, Eucalyptus extract, Equisetum arvense Extract, sage extract, thyme extract, seaweed extract, cucumber extract, Carnation extract, raspberry extract, Melissa officinalis extract, carrot extract, Horse chestnut extract, peach extract, peach leaf extract, Mulberry extract, Centaurea cyanus extract, Hamamelis viriniana extract, Glycyrrhiza Extract, Ginkgo Extract, Wintergreen Extract, Swertia Japonica extract, red pepper tincture extract and Cantharis extract. Examples of animal extracts include placental extract and collagen.

Besides the oil base of the present invention, the externally applicable preparation may also contain another oily component. As said other oily component, a component of arbitrary origin, such as animal oil, a vegetable oil, a synthetic oil, etc., and a component having arbitrary properties, such as a solid oil, a semi-solid oil, a liquid oil, a volatile oil , etc., are used; Examples thereof include hydrocarbons, silicone oils, fats, waxes, hardened oils, ester oils, fatty acids, fatty alcohols, fluorine-containing oils and lanolin derivatives. Specific examples thereof include hydrocarbons such as light liquid isoparaffin, liquid paraffin, squalane, vaseline, polyisobutylene and polybutene, oils such as olive oil, castor oil, jojoba oil, mink oil and macadamia nut oil, petroleum waxes such as paraffin wax and microcrystalline wax, mineral waxes such as earth wax and ceresin, natural Waxes such as carnauba wax and candelilla wax, esters such as cetyl isooctanate, isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, glycerol trioctanoate, polyglyceryl diisostearate, diglyceryl triisostearate, glycerol tribehenate, pentaerythritol rosinate, neopentyl glycol dioctanoate and cholesterol fatty acid esters, fatty acids such as stearic acid, lauric acid, myristic acid, behenic acid, isostearic acid, oleic acid and 12-hydroxystearic acid, fatty alcohols such as stearyl alcohol, cetyl alcohol, lauryl alcohol, oleyl alcohol, isostearyl alcohol and behenyl alcohol, silicones such as low-degree polymerized dimethylpolysiloxane, decamethylcyclopentasilo xane, octamethylcyclo siloxane, highly polymerized dimethylpolysiloxane, methylphenylpolysiloxane, polyether-modified polysiloxane, a polyoxyalkylene / alkylmethylpolysiloxane / methylpolysiloxane copolymer, alkoxy-modified polysiloxane and fluorine-modified polysiloxane, fluorine-containing oils such as perfluorodecane, perfluorooctane and perfluoropolyether, and lanolin derivatives such as lanolin, lanolin acetate, isopropylester of lanolin Fatty acid and lanolin alcohol.

additionally to the oil base, the externally applicable Preparation of the present invention, inter alia, the above contain mentioned components; depending on suitability and need a component that is usually in an outward appearance Applicable preparation is used, such as a moisturizing agent, a surfactant, UV-absorbing agent, UV-dissipating agent, a fragrance, viscosity improver, an antiseptic, a coloring agent such as fillers and color pigments, or a pH regulator in an area where the effect of the This patent is not affected come.

Of the Condition of the externally applicable preparation the present invention is not particularly limited and depending on the purpose, the preparation may contain a liquid, an emulsion, a semi-solid, a solid, etc. The emulsion is not particularly limited, and they can be any water-in-oil (W / O) or oil-in-water emulsion (O / W), a W / O / W emulsion and an O / W / O emulsion, etc. in the Case of a cosmetic material in the form of a water-in-oil emulsion z. B., the emulsion is prepared by water and a water-soluble Component (aqueous phase component) to the oil base be added. The ratio of the oil basis and the aqueous phase component may vary depending on the desired Emulsion properties are regulated and is not special limited.

The oil base The present invention is particularly effective as a cosmetic Material and, in particular, as an oily solid cosmetic material. As a specific example of an oily solid cosmetic material can be a lipstick be prepared by z. As the oil base of the present Invention with a different oily component when needed is heated and fused, and then adding components like a Add dye, and an antioxidant, stir and be mixed, and then poured this mixture into a mold and cooled to form a stick shape. Because the oil base the present invention with other oil bases very compatible is and excels in spreading, she becomes when she cosmetic material is applied to the skin, evenly spreads and does not feel sticky.

[Examples]

The The present invention will be described with reference to the following examples explained in more detail, but the present invention should not be construed as being limited thereby.

• Messvorrichtung: SC-8010 System, hergestellt von Tosoh Corporation
• Säule: 2 × Shodex KF-800D + KF-805L
• Eluent: THF
• Temperatur: Säulenfach durch Thermostat auf 40 Grad C geregelt
• Durchflussgeschwindigkeit: 1,0 mL/min
• Konzentration: ungefähr 0,2 Gew.-%/Vol.-%
• Injizierte Menge: 100 μL
• Löslichkeit: vollständig aufgelöst
• Detektor: Differential-Refraktometer (R1)

In these examples, the number average molecular weight was measured by the relative molecular weight distribution on a polystyrene base using gel permeation chromatography (GPC).

• Measuring device: SC-8010 system manufactured by Tosoh Corporation
• Column: 2 × Shodex KF-800D + KF-805L
• Eluent: THF
• Temperature: Column compartment controlled by thermostat to 40 degrees Celsius
• Flow rate: 1.0 mL / min
• Concentration: about 0.2 wt% / vol%
• Injected amount: 100 μL
• Solubility: completely dissolved
• Detector: Differential Refractometer (R1)

The Viscosity was measured using a viscometer DV-II + Brookfield (Spindle No. 3, 12 rpm, 60 degrees C).

The acid value and the hydroxyl value were determined according to the Japanese Standard for Cosmetic Ingredients ( Japanese Standards of Cosmetic Ingredients, New and Revised Edition, First Edition, August 30, 1999, General Test Methods 18 Acid Value Measurement Method and 24 Hydroxyl Value Measurement Method ).

example 1

Synthesis of the oil base 1

In one with stirrer, thermometer, water separator (Dean-Stark) and four-necked flask were made 166 g (1.0 mol) of diglycerol and 452 g (1.5 mol) of 12-hydroxystearic acid submitted, 80 mL of toluene were added as a solvent and p-toluenesulfonic acid was used as a catalyst in a Amount of 0.05 mass% based on the total amount of the starting materials added, the reaction was at 190 to 210 degrees C for carried out about 6 hours while Nitrogen gas was introduced until the acid value was 2 or less was. After the completion of the reaction, the temperature became reduced to 80 degrees C, 337 g (0.6 mol) of hydrogenated dimer acid were added and the reaction was again at 200-210 Grad C continued for 5 hours until the acid value 2 or less (ratio of starting materials, d. h., diglycerol: 12-hydroxystearic acid: hydrogenated dimer acid = 1.0: 1.5: 0.6). Activated clay was added to the reaction mixture thus obtained in a ratio of 2% by mass, the mixture was stirred for 1 hour at 100 degrees C, the Clay was then removed by filtration, and the solvent was removed by blowing in nitrogen under vacuum, while the temperature was raised to 150 degrees C, around 811 g of an oligomeric oil base of the present invention to obtain (oil base 1). This oil base had one Acid value of 1.6 and a hydroxyl value of 181. The results are listed in Table 1.

Example 2

Synthesis of the oil base 2

The Operations of Example 1 were repeated except that that 133 g (0.8 mol) of diglycerol, 482 g (1.6 mol) of 12-hydroxystearic acid and 269 g (0.48 mol) of hydrogenated dimer acid (ratio the starting materials, d. h., diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid = 1.0: 2.0: 0.6) and 751 g of a Oligomeric oil base was obtained (oil base 2). This oil base had an acid value of 1.6 and a hydroxyl value of 170. The results are shown in Table 1.

Example 3

Synthesis of the oil base 3

The Operations of Example 1 were repeated except that that 133 g (0.8 mol) of diglycerol, 542 g (1.8 mol) of 12-hydroxystearic acid and 269 g (0.48 mol) of hydrogenated dimer acid (ratio the starting materials, d. h., diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid = 1.0: 2.25: 0.6) and 802 g an oligomeric oil base was obtained (oil base 3). This oil base had an acid value of 1.6 and a hydroxyl value of 155. The results are shown in Table 1.

Example 4

Synthesis of the oil base 4

The Operations of Example 1 were repeated except that that 133 g (0.8 mol) of diglycerol, 602 g (2.0 mol) of 12-hydroxystearic acid and 269 g (0.48 mol) of hydrogenated dimer acid (ratio the starting materials, d. h., diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid = 1.0: 2.5: 0.6) and 853 g of a Oligomeric oil base was obtained (oil base 4). This oil base had an acid value of 1.8 and a hydroxyl value of 136. The results are shown in Table 1.

Example 5

Synthesis of the oil base 5

The procedures of Example 1 were repeated except that 133 g (0.8 mol) of diglycerol, 602 g (2.0 mol) of 12-hydroxystearic acid and 180 g (0.32 mol) of hydrogenated dimer acid (ratio of starting materials, ie, diglycerol: 12-hydroxystearic acid: hydrogenated dimer acid = 1.0: 2.0: 0.4) to give 725 g of an oligomeric oil base (Oil Base 5). This oil base had an acid value of 1.3 and a hydroxyl value of 118. The results are shown in Table 1. [Table 1] Oil base 1 Oil base 2 Oil base 3 Oil base 4 Oil base 5 Molar ratio of starting material 1.0: 1.5: 0.6 1.0: 2.0: 0.6 1.0: 2.25: 0.6 1.0: 2.5: 0.6 1.0: 2.0: 0.4 earnings 811 751 802 853 725 Acid value (AV) 1.6 1.6 1.6 1.8 1.3 Hydroxyl value (OHV) 181 170 155 136 118 Molecular weight (Mn) 3100 5900 3400 3600 2100 Viscosity (60 ° C) 2500 9050 9500 9800 1010

Example 6

Synthesis of the oil base 6

The same type of device as in Example 1 was simultaneously with 133 g (0.8 mol) of diglycerol, 482 g (1.8 mol) of 12-hydroxystearic acid and 269 g (0.48 mol) of hydrogenated dimer acid (ratio the starting materials, d. h., diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid = 1.0: 2.0: 0.4), 80 mL of toluene added and p-toluenesulfonic acid was used as a catalyst in an amount of 0.05% by mass based on the total amount of Starting materials added, the reaction was at 200 to 210 Grade C is performed until the acid value is 2 or less was. Activated clay was added to the reaction mixture thus obtained in a ratio of 2% by mass, the mixture was stirred for 1 hour at 100 degrees C, it was filtered and heated to 150 degrees C, nitrogen was added Blown vacuum, the solvent was removed and 728 g of an oligomeric oil base thus became in a one step reaction obtained (oil base 6).

Example 7

Synthesis of the oil base 7

An oligomer synthesis reaction was carried out by a two-step reaction in the same manner as in Example 1, except that 133 g (0.8 mol) of diglycerin, 482 g (2.0 mol) of 12-hydroxystearic acid and 404 g (0.72 g) mol) of hydrogenated dimer acid (ratio of starting materials, ie, diglycerol: 12-hydroxystearic acid: hydrogenated dimer acid = 1.0: 2.0: 0.9) were used, but in this synthesis example, the viscosity of the reaction mixture increased during the reaction 2 hours after adding the hyrdated dimer acid, the stirring became difficult and the reaction was interrupted. [Table 2] Oil base 6 Oil base 7 Molar ratio of starting material 1.0: 2.0: 0.4 1.0: 2.0: 0.9 earnings 728 Extraction impossible because of solidification Acid value (AV) 1.9 Measurement impossible Hydroxyl value (OHV) 122 Measurement impossible Molecular weight (number average) (Mn) 1750 Measurement impossible Viscosity (60 ° C) 400 Measurement impossible

Example 8

Production of lip balm

All components listed in Table 3 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip balm. [Table 3] No. component Content (mass%) 1 Oil Base of Example 1 (Oil Base 1) 20 2 Isotridecyl isononanoate 23.9 3 Trimethylolpropane triethylhexanoate 20 4 Diisostearyl malate 15 5 Polyglyceryl-2 triisostearate 6 6 Ceresin (melting point: 73 to 76 degrees C.) 6 7 Polyethylene (melting point: 88 degrees C.) 5 8th Microcrystalline wax (melting point: 78 degrees C.) 4 9 d-δ-tocopherol 0.1

Example 9

Production of lip balm

All of the components listed in Table 4 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip balm. [Table 4] No. component mass% 1 Oil Base of Example 4 (Oil Base 4) 20 2 Isostearyl neopentanoate 23 3 Pentaerythrityl tetraethyl hexanoate rest 4 Microcrystalline wax (melting point: 78 degrees C.) 4 5 Ceresin (melting point: 73 to 76 degrees C.) 6 6 Polyethylene (melting point: 88 degrees C.) 4.5 7 Diisostearyl malate 15 8th Polyglyceryl-2 triisostearate 6 9 d-δ-tocopherol 0.1

Example 10

Production of lip balm

All components listed in Table 5 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip balm. [Table 5] No. component Content (mass%) 1 Oil Base of Example 3 (Oil Base 3) 15 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 5 3 Isotridecyl isononanoate 23 4 Trimethylolpropane triethylhexanoate rest 5 Microcrystalline wax (melting point: 78 degrees C.) 4 6 Ceresin (melting point: 73 to 76 degrees C.) 6 7 Polyethylene (melting point: 88 degrees C.) 5 8th Diisostearyl malate 15 9 Polyglyceryl-2 triisostearate 6 10 d-δ-tocopherol 0.1

Example 11

Production of lip balm

All components listed in Table 6 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip balm. [Table 6] No. component Content (mass%) 1 Oil base Example 2 2) of (oil base 15 2 Hydrogenated castor oil dimer-dilinoleate 10 3 Neopentyl Glycol Diethylhexanoate 23 4 Triisostearin rest 5 Jojoba seed oil 3 6 Microcrystalline wax (melting point: 78 degrees C.) 4 7 Candelilla wax (melting point: 68.5 to 72.5 degrees C.) 5 8th Polyethylene (melting point: 88 degrees C.) 5 9 Diisostearyl malate 10 10 Polyglyceryl-2 diisostearate 8th 11 Purified water 1 12 d-δ-tocopherol 0.1

Example 12

Production of lip balm

All of the components listed in Table 7 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip balm. [Table 7] No. component Content (mass%) 1 Oil Base of Example 4 (Oil Base 4) 17 2 Hydrogenated polyisobutene (Note 1) 8th 3 Ethylhexyl hydroxystearate 20 4 Glyceryl tri (caprylate / caprate) rest 5 squalane 5 6 Microcrystalline wax (melting point: 78 degrees C.) 4 7 Ceresin (melting point: 73 to 76 degrees C.) 5.5 8th Polyethylene (melting point: 88 degrees C.) 5 9 Diisostearyl malate 10 10 Polyglyceryl-2 triisostearate 4 11 Polyglyceryl-2 diisostearate 4 12 d-δ-tocopherol 0.1

• Note 1: Product name Parleam 18 (manufactured from NOF Corporation)

Example 13

Production of lipstick

The component 8 and components 10 to 12 listed in Table 8 were uniformly dispersed in advance by means of a three-roll mill. All remaining components and the dispersion prepared in advance were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was subsequently poured into a suitable mold and cooled to obtain a lipstick. [Table 8] No. component Content (mass%) 1 Oil Base of Example 3 (Oil Base 3) 18 2 Jojoba seed oil 1 3 Neopentyl Glycol Dicaprate rest 4 Pentaerythrityl tetraisostearate 19 5 Microcrystalline wax (melting point: 78 degrees C.) 5.5 6 Candelilla wax (melting point: 68.5 to 72.5 degrees C.) 5.8 7 Polyethylene (melting point: 88 degrees C.) 5.7 8th Diisostearyl malate 10 9 Polyglyceryl-2 triisostearate 6 10 Titanium oxide (Note 2) 1 11 Iron oxide [colcothar] 1.2 12 Red 226 0.2 13 Titanium Oxide, Mica [Titanium Oxide-Coated Mica] 4.8 14 d-δ-tocopherol 0.1

• Note 2: Product name Tipaque CR-30 (manufactured from Ishihara Sangyo Kaisha Ltd.)

Example 14

Production of lipstick

The component 9 and components 11 to 14 listed in Table 9 were uniformly dispersed in advance by means of a three-roll mill. All remaining components and the dispersion prepared in advance were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain a lipstick. [Table 9] No. component Content (mass%) 1 Oil Base of Example 4 (Oil Base 4) 13.7 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 4.5 3 Neopentyl glycol diethyl hexanoate rest 4 Pentaerythrityl tetraisostearate 15.1 5 Phenyl trimethicone (Note 3) 3 6 Microcrystalline wax (melting point: 78 degrees C.) 4.5 7 Ceresin (melting point: 73 to 76 degrees C.) 5.4 8th Polyethylene (melting point: 88 degrees C.) 4.5 9 Diisostearyl malate 12.7 10 Polyglyceryl-2 triisostearate 5.4 11 Red 202 1.23 12 Iron oxide [colcothar] 0.62 13 Blue 1 0.43 14 Iron oxide [black iron oxide] 0.22 15 Titanium oxide, mica 1 16 Synthetic phlogopite, titanium oxide, iron oxide [glitter] 4 17 d-δ-tocopherol 0.1

• Note 3: Product name Phenyl Methicon SH556 (manufactured from Dow Corning Toray)

Example 15

Production of lip gloss

All components listed in Table 10 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then cooled to obtain lip gloss. [Table 10] No. component Content (mass%) 1 Oil Base of Example 1 (Oil Base 1) 35 2 Pentaerythrityl tetraisostearate rest 3 Octyldodecyl stearoyloxystearate 10 4 Diisostearyl malate 10 5 Polyglyceryl-2 diisostearate 20 6 Dextrin (palmitate / ethylhexanoate) 4 7 Polyamide resin with amide end group 0.5 8th d-δ-tocopherol 0.1

Example 16

Production of lip gloss

All components listed in Table 11 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then cooled to obtain lip gloss. [Table 11] No. component Content (mass%) 1 Oil Base of Example 2 (Oil Base 2) 10 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 30 3 Pentaerythrityl tetraisostearate rest 4 Neopentyl Glycol Diisononanoate 8th 5 Diisostearyl malate 15 6 Polyglyceryl-2 diisostearate 20 7 Polyglyceryl-2 triisostearate 5 8th Dextrin palmitate 6 9 Polyamide resin with ester end group 1 10 d-δ-tocopherol 0.1

Example 17

Production of lip gloss

All of the components listed in Table 12 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then cooled to obtain lip gloss. [Table 12] No. component Content (mass%) 1 Oil Base of Example 3 (Oil Base 3) 5 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 20 3 Hydrogenated polyisobutene 20 4 Pentaerythrityl tetraisostearate rest 5 Neopentyl glycol diisostearate 8th 6 squalane 4 7 Diisostearyl malate 5 8th Polyglyceryl-2 diisostearate 15 9 Polyglyceryl-2 triisostearate 15 10 Silylated silicon 1 11 Dextrin palmitate 4.5 12 Polyamide resin with ester end group 0.8 13 Carmin 0.01 14 d-δ-tocopherol 0.1

Example 18

Production of lip gloss

All of the components listed in Table 13 were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then cooled to obtain lip gloss. [Table 13] No. component Content (mass%) 1 Oil Base of Example 4 (Oil Base 4) 10 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 30 3 Hydrogenated dimer-dilinoleate of hydrogenated castor oil 5 4 Triethylhexanoin rest 5 Hexyldecyl isostearate 8th 6 Jojoba seed oil 1 7 Diisostearyl malate 12 8th Polyglyceryl-2 diisostearate 20 9 Microcrystalline wax 1 10 Dextrin (palmitate / ethyl hexanoate) 4 12 Polyamide resin with amide end group 0.6 14 d-δ-tocopherol 0.1

Example 19

Production of lip gloss

The component 5 and components 9 to 11 listed in Table 14 were uniformly dispersed in advance by means of a three-roll mill. All remaining components and the dispersion prepared in advance were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip gloss. [Table 14] No. component Content (mass%) 1 Oil Base of Example 4 (Oil Base 4) 20 2 Jojoba seed oil 1 3 Neopentyl Glycol Dicaprate 9 4 Pentaerythrityl tetraisostearate rest 5 Diisostearyl malate 10 6 Polyglyceryl-2 triisostearate 20 7 Dextrin (palmitate / ethyl hexanoate) 3 8th beeswax 1 9 Titanium oxide (Note 4) 1 10 Iron oxide [colcothar] 1.2 11 Red 226 0.2 12 Titanium Oxide, Mica [Titanium Oxide Coated Mica] 0.5 14 d-δ-tocopherol 0.1

• Note 4: Product name Tipaque CR-30 (manufactured from Ishihara Sangyo Kaisha Ltd.)

Example 20

Production of lip gloss

The component 6 and components 11 to 14 listed in Table 15 were uniformly dispersed in advance by means of a three-roll mill. All remaining components and the dispersion prepared in advance were uniformly dissolved and degassed at 95 to 100 degrees C. The mixture was then poured into a suitable mold and cooled to obtain lip gloss. [Table 15] No. component Content (mass%) 1 Oil Base of Example 2 (Oil Base 2) 20 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 5 3 Neopentyl glycol diethyl hexanoate 15 4 Pentaerythrityl tetraisostearate rest 5 Phenyl trimethicone (Note 5) 2 6 Diisostearyl malate 5 7 Polyglyceryl-2 triisostearate 20 8th Polyamide resin with amide end group 3 9 Dimethylsilylated silicon 1 10 Microcrystalline wax 1 11 Red 202 1.23 12 Iron oxide [colcothar] 0.62 13 Blue 1 0.43 14 Iron oxide [black iron oxide] 0.22 15 Titanium oxide, mica 1 16 Synthetic phlogopite, titanium oxide, iron oxide [glitter] 0.6 17 d-δ-tocopherol 0.1

• Note 5: Product name Phenyl Methicon SH556 (manufactured from Dow Corning Toray)

Example 21

Production of skin cream (oil-in-water emulsion)

The in Table 16 compositions A and B were individually evenly dissolved at 75 to 80 degrees C. Composition B became composition with stirring A and emulsified by means of a Homogenisierungsmischers.

The mixture was then cooled to 30 degrees C with stirring to obtain a skin cream. [Table 16] No. component Content (mass%) A 1 Neopentyl glycol diethyl hexanoate 8th 2 squalane 7 3 Oil Base of Example 3 (Oil Base 3) 1 4 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 2 5 Polyglyceryl-10 isostearate 1.5 6 Behenyl alcohol 1.5 7 Stearyl stearate 3 8th Diglycerol, 12-hydroxyl stearate ester 3 9 Pentyl glycol 3 B 10 glycerin 5 11 Na stearoyl glutamate 0.4 12 Xanthan gum 0.2 13 Carbomer 0.2 14 Purified water rest 15 K hydroxide 0.05

Example 22

Production of emollient cream (water-in-oil emulsion)

The compositions A, B and C listed in Table 17 were uniformly dissolved individually at 75 to 80 degrees C. Composition B was added to Composition A with stirring, Composition C was gradually added to the mixture thus obtained (gel phase), followed by emulsification by means of a homogenizing mixer. The mixture was then cooled to 30 degrees C with stirring to obtain an emollient cream. [Table 17] No. component Content (mass%) A 1 Polyglyceryl-2 isostearate 1.2 2 Polyglyceryl-3 diisostearate 2.4 3 Polyglyceryl-10 isostearate 1.6 4 squalane 8th 5 Neopentyl glycol diethyl hexanoate 7 6 Oil Base of Example 4 (Oil Base 4) 1 7 Dextrin (palmitate / ethyl hexanoate) 0.5 8th Microcrystalline wax 4 B 16 glycerin 8th 17 Purified water 3 C 18 Pentylene glycol 3 19 Purified water rest

Example 23

Production of a foundation (water-in-oil emulsion)

The Components 9 to 13 listed in Table 18 evenly in advance using a homogenizer mixer dispersed in components 5 and 6.

Compositions A, B and C were uniformly dissolved individually at 75 to 80 degrees C; Subsequently, composition B was gradually added to Composition A with stirring, Composition C was added to the mixture of Compositions A and B, and then emulsified by means of a homogenizer mixer. The mixture was then cooled to 30 degrees C with stirring to obtain an emulsion type foundation. [Table 18] No. component Content (mass%) A 1 Polyglyceryl-2 isostearate 1.2 2 Polyglyceryl-3 diisostearate 2.5 3 Polyglyceryl-10 isostearate 1.2 4 Polyglyceryl-10 laurate 0.3 5 squalane 8th 6 Hexyldecyl ethyl hexanoate 8th 7 Oil Base of Example 1 (Oil Base 1) 1.5 8th Dextrin (palmitate / ethyl hexanoate) 0.5 9 talc 6 10 titanium oxide 10 11 Iron oxide [red iron oxide] 0.05 12 Iron oxide [blue iron oxide] 0.5 13 Iron oxide [black iron oxide] 0.03 14 Microcrystalline wax 1 15 UV inhibitor as required B 16 glycerin 10 17 Purified water 4 C 18 Pentylene glycol 3 19 Purified water rest

Example 24

Production of hair wax

The in Table 19 compositions A and B were individually evenly dissolved at 75 to 80 degrees C. Composition A became composition with stirring B and emulsified by means of a Homogenisierungsmischers.

The mixture was then cooled with stirring to 30 degrees C to obtain hair wax. [Table 19] No. component Content (mass%) 1 Oil Base of Example 2 (Oil Base 2) 2 2 Neopentyl glycol diethyl hexanoate 5 3 Ceresin (melting point, 68 to 75 degrees C.) 2.5 4 Candilla wax (melting point, 68.5 to 72.5 Grand C.) 7.5 5 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 4.5 6 Polyglyceryl-10 isostearate 1.5 7 dimethicone 2 8th Behenyl alcohol 2.5 9 Glyceryl stearate 2 10 Pentyl glycol 3 11 Dodecylhexadecanol 2 B 12 Na stearoyl glutamate 0.6 13 hydroxypropyl methylcellulose 0.6 14 Purified water rest

Example 25

Production of Eye Gloss

The Components 4 to 8 listed in Table 20 were used in advance with the help of a three-roll chair evenly dispersed. All remaining components and those generated in advance Dispersion became uniform at 95 to 100 degrees C. dissolved and degassed.

The mixture was then cooled to obtain Eye Gloss. [Table 20] No. component Content (mass%) 1 Oil Base of Example 3 (Oil Base 3) 20 2 (Polyglyceryl-2 isostearate / dimer-dilinoleic acid) copolymer 5 3 Hexyldecyl ethyl hexanoate rest 4 Diisostearyl malate 3 5 Polyglyceryl-2 diisostearate 30 6 Polyamide resin with amide end group 8th 7 Silylated silicon 1 8th Blue 1 0.43 9 (PET / polymethyl methacrylate) laminate [glitter] 0.5 10 UV inhibitor as required 11 d-δ-tocopherol 0.1

Comparative Example 1

Production of lip balm

Lip balm was prepared in the same manner as in Example 8, except that the oligomer described in Patent Publication 5 was used in place of the oil base described in Example 1. [Table 21] No. component Content (mass%) 1 Oligomer (hardened castor oil dimer dilinoleate) described in Patent Publication 5 20 2 Isotridecyl isononanoate 23.9 3 Trimethylolpropane triethylhexanoate 20 4 Diisostearyl malate 15 5 Polyglyceryl-2 triisostearate 6 6 Ceresin (melting point: 73 to 76 degrees C.) 6 7 Polyethylene (melting point: 88 degrees C.) 5 8th Microcrystalline wax (melting point: 78 degrees C.) 4 9 d-δ-tocopherol 0.1

Comparative Example 2

Production of lip balm

Lip balm was prepared in the same manner as in Example 8, except that the hydroxy compound described in Patent Publication 6 was used in place of the oil base described in Example 1. [Table 22] No. component Content (mass%) 1 Hydroxy compound (polyglyceryl-2-isostearate / dimer-dilinoleic acid) copolymer described in Patent Publication 6 20 2 Isotridecyl isononanoate 23.9 3 Trimethylolpropane triethylhexanoate 20 4 Diisostearyl malate 15 5 Polyglyceryl-2 triisostearate 6 6 Ceresin (melting point: 73 to 76 degrees C.) 6 7 Polyethylene (melting point: 88 degrees C.) 5 8th Microcrystalline wax (melting point: 78 degrees C.) 4 9 d-δ-tocopherol 0.1

Comparative Example 3

Production of lip balm

Lip balm was prepared in the same manner as in Example 8 except that the esterification product described in Synthesis Example 1 of Patent Publication 7 was used in place of the oil base described in Example 1. [Table 23] No. component Content (mass%) 1 Esterification product described in Synthesis Example 1 of Patent Publication 7 (decaglycerin, 12-hydroxystearic acid, eicosanedioic acid ester) 20 2 Isotridecyl isononanoate 23.9 3 Trimethylolpropane triethylhexanoate 20 4 Diisostearyl malate 15 5 Polyglyceryl-2 triisostearate 6 6 Ceresin (melting point: 73 to 76 degrees C.) 6 7 Polyethylene (melting point: 88 degrees C.) 5 8th Microcrystalline wax (melting point: 78 degrees C.) 4 9 d-δ-tocopherol 0.1

(Test of the properties)

The Lip balms of Example 8 and Comparative Examples 1 to 3 were Tested on the properties below. The results of each Tests were evaluated and ranked as follows, A: very good, B: good, C: unsatisfactory and D: deficient. All lip balms were tested in a spin-off container.

(1) hardness

The measurement was carried out with an EZ-Test-20N hardness meter (manufactured by Shimadzu Corporation). Values were measured for stress under conditions of needle diameter: 1.0 mmφ, test speed: 10 mm / min, temperature: 25 degrees C, and penetration depth: 10 mm. The average value was defined as Hardness (N). [Table 24] (test results of hardness measurement) Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 hardness 0.30 0.23 0.33 0.48 rating A C A C

• Evaluation criteria A: at least 0.3 but not more than 0.4, B; at least 0.25 but less than 0.3, or more than 0.4 but not more than 0.45, C: at least 0.2 but less than 0.25, or more than 0.45 but not more than 0.5, D: other than the previous ones Values.

(2) dimensional stability

The Evaluation was made by the hardness of lip balm measured at low temperature (5 degrees C), more normal Temperature (25 degrees C) and high temperature (35 degrees C) was stored. The measurement of hardness (dimensional stability-1) was under the same conditions as in (1) above. The dimensional stability-1 is considered excellent when the Hardness at different temperatures in a predetermined Range is and if the variation of the hardness of the low above normal to high temperature is low. The change ratio (dimensional stability-2) was compared by changing the values of the change ratio were calculated with the following equation.

Change Ratio-1 = Hardness at 5 degrees C / Hardness at 25 degrees C Change Ratio-2 = Hardness at 25 degrees C / Hardness at 5 degrees C [Table 25] (Dimensional Stability-1 Test Results) Hardness at various temperatures Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Hardness at 5 degrees C. (N) 0.50 (A) 0.38 (A) 0.60 (B) 0.85 (D) Hardness at 25 degrees C. (N) 0.30 (A) 0.23 (B) 0.33 (A) 0.48 (B) Hardness at 35 degrees C. (N) 0.15 (A) 0.15 (A) 0.14 (B) 0.18 (A)

Evaluation criteria:

• Hardness at 5 degrees C A: at least 0.3 but not more than 0.5, B: more than 0.5 but not more than 0.7, C: more than 0.7 but not more than 0.8, D: other than the previous values.
• Hardness at 25 degrees C A: at least 0.3 but not more as 0.4, B: more so 0.2 but less than 0.3, or more than 0.4 but not more than 0.5, C: at least 0.15 but less than 0.2, or more than 0.5 but not more than 0.55, D: other than the previous ones Values.
• Hardness at 35 degrees C A: at least 0.15 but not more as 0.20, B: at least 0.10 but less than 0.15, or more than 0.2 but not more than 0.25, C: at least 0.05 but less than 0,10, D: other than the previous values.

[Table 26] (Shock-2 test results) rate of change Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Changing ratio 1 1.7 (A) 1.7 (A) 1.8 (A) 1.8 (A) Changing ratio 2 2.0 (B) 1.5 (A) 2,4 (B) 2,7 (D)

Evaluation criteria:

• Change ratio A: at least 1.0 but not more than 2.0, B: at least 2.0 but not more than 2.4, C: more than 2.4 but not more than 2.6, D: more than 2.6 but not more than 3.0.

(3) breaking strength

The measurement was carried out with an EZ-Test-20N hardness meter (manufactured by Shimadzu Corporation). A container was mounted in a horizontal position, a loading device was attached to the side of a withdrawn pin at a position 10 mm from the end of a pin-Hal teplatte abut the load was carried out at a speed of 50 mm / min. Measurements for stress (N) and fracture (breaking point (mm) at penetration of the needle) at break were defined as breaking strength (N) and breaking point (mm). [Table 27] (Breaking strength test results) Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Bruchfestikeit 3.2 2.2 3.1 2.7 Breakage point (mm) 3.0 3.0 3.5 2.0 Overall A B A C

Evaluation criteria:

• Breaking strength A: at least 3.0 but not more than 4.0, B: at least 2.0 but less than 3, or more than 4.0 but not more than 4.5, C: at least 1.5 but less than 2.0, D: others as the previous values.
• Break point A: at least 3.0 but not more than 4.0, B: at least 2.5 but less than 3, C: more than 4.0 but not more than 4.5, D: other than the previous values.

(4) sliding properties

The measurement was carried out by means of a friction feel tester (manufactured by Kato Tech Co., Ltd.), a lipstick holder and an artificial leather (manufactured by Idemitsu Petrochemical Co., Ltd.). A pen was unscrewed from its lipstick container, the middle part of it was cut through, and the middle part of it was cut again to get a test piece. The lipstick container was held by means of the holder so as to point vertically downwards, the surface of the interface (diameter 12.5 mm) was passed over the same place at 35 degrees C and at a speed of 1 mm / sec in a double pass On the surface of the artificial leather, the friction coefficient (MIU) was measured. The double pass was repeated 3 times and an average value was used to evaluate the slip characteristics. The test piece stage and the artificial leather were kept at 35 degrees C. [Table 28] (Sliding properties test results) Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Sliding properties (1 double pass) 2.32 (A) 2.05 (A) 2,83 (C) 2.48 (B) Sliding properties (2 double passes) 1.42 (A) 1.32 (A) 1,90 (C) 1.79 (B) Sliding properties (3 double passes) 1.31 (A) 1.28 (A) 1.82 (D) 1.65 (B) Average value for 3 double passes 1.68 (A) 1.55 (A) 2,18 (D) 1.97 (C) Evaluation (sliding properties 3 double passes) A A D C

• * A difference of 0.5 or more can be made by human Sensory organs are perceived.

Evaluation criteria:

• First double pass A: at least 2.0 but not more as 2.4, B: more than 2.4 but not more than 2.6, C: more than 2, 6 but not more than 3.0, D:> 3.0.
• Second double pass A: at least 1.2 but not more as 1.5, B: more than 1.5 but not more than 1.8, C: more than 1.8 but not more than 2.0, D:> 2.0.
• Third double pass A: at least 1.2 but not more as 1.5, B: more than 1.5 but not more than 1.7, C: more than 1.7 but not more than 1.8, D:> 1.8.
• Average value A: at least 1.4 but not more than 1.8, B: more than 1.8 but not more than 1.9, C: more than 1.9 but not more than 2.0, D:> 2.0.

(5) Liability

The measurement was carried out by means of a friction feel tester (manufactured by Kato Tech Co., Ltd.), a lipstick holder, an artificial leather (manufactured by Idemitsu Petrochemical Co., Ltd.) and an analytical balance XS205DU (manufactured by Metier Toledo KK ) carried out. A pen was unscrewed from its lipstick container, the middle part of which was cut to obtain a test piece. The lipstick container was held by the holding device so as to face vertically downward, the surface of the interface (diameter 12.5 mm) was set at 35 degrees C and at a rate of 1 mm / sec. in a double pass over the same spot on the surface of the artificial leather, the adherent amount (mg) was measured. The double pass was repeated three times and an average value was used to evaluate the adhesion. The test piece stage and the artificial leather were kept at 35 degrees C. [Table 29] (adhesion test results) Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Liability (1 double pass) 6.07 (A) 4,90 (C) 7.70 (A) 3.92 (D) Liability (2 double passes) 8,81 (A) 7.23 (B) 10.80 (A) 5.77 (D) Liability (3 double passes) 11.19 (A) 9.92 (C) 12.20 (A) 7,80 (D) Evaluation (liability for 3 double passes) A C A D

Evaluation criteria:

• First double pass A: at least 6.0, B: at least 5.0 but less than 6.0, C: at least 4.0 but less than 5.0, D: less than 4.0.
• Second double pass A: at least 8.0, B: at least 7.0 but less than 8.0, C: at least 6.0 but less than 7.0, D: less than 6.0.
• Third double pass A: at least 11.0, B: at least 10.0 but less than 11.0, C: at least 9.0 but less than 10.0, D: less than 9.0.

(6) Crystalline state

The crystalline state was evaluated by observation using the BX-51 optical microscope (manufactured by Olympus Corporation) at a magnification of 1,000 and visual appearance observation. The evaluation criteria were as listed below. The crystalline state affects the exudation (oil droplets appear on the pin surface) and how it feels when it is applied. [Table 30] rating evaluation criteria Crystal size (μm) A Fine and uniform crystals <11 B Medium sized crystals At least 12 but not more than 15 C Somewhat larger and uneven crystals At least 11 but less than 12 and / or more than 15 but not more than 16 D Large and uneven crystals > 16 [Table 31] Results of the observation of the crystalline state Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 Crystalline state See Fig. 1 See Fig. 2 See Fig. 3 See Fig. 4 review results A A D C Fine and uniform crystals Fine and uniform crystals Large and uneven crystals Somewhat larger and uneven crystals

The evaluation results of Example 8 and Comparative Examples 1 to 3 are summarized as follows. [Table 32] Example 8 Comparative Example 1 Comparative Example 2 Comparative Example 3 hardness A C A B dimensional stability A A B C breaking strength A B A C Gliding A A D C liability A C A D Crystalline state A A D C Overall A B C D

Evaluation criteria:

• A: very good, B: good, C: unsatisfactory, D: poor

The Results of tests (1) to (6) show that the functional features of a cosmetic material strongly on the properties of the oil base depend. In Example 8, in which the oil base of the The present invention has been very satisfactory Results for all the features needed for a lip balm are required (hardness, breaking strength, sliding properties, Adhesion, crystalline state). On the other hand, comparative example 1 in which a described in Patent Publication 5 Oligomer was used, unsatisfactory hardness and Adhesion to, and Comparative Example 2, in which a in Patent Publication 6 described hydroxy compound was poor Slip properties and deficient crystalline state. The differ in oil bases described in Comparative Examples 1 and 2 not only from the oil base of the present invention with reference to the constituent components but also in it that they do not have a three-dimensional network structure; it will assumed that this affects the functional properties. Furthermore, it was found that described in Comparative Example 3 Esterification product is used to stabilize an emulsion and from the oil base of the present invention the constituent components and the structure differs and the functional requirements that apply to a cosmetic material put a lip balm, not met.

[Brief Description of the Drawings]

[ 1 ] A microphotograph of the crystalline state of the lip balm described in Example 8.

[ 2 ] A microphotograph of the crystalline state of the lip balm described in Comparative Example 1.

[ 3 ] A microphotograph of the crystalline state of the lip balm described in Comparative Example 2.

[ 4 ] A microphotograph of the crystalline state of the lip balm described in Comparative Example 3.

QUOTES INCLUDE IN THE DESCRIPTION

This list The documents listed by the applicant have been automated generated and is solely for better information recorded by the reader. The list is not part of the German Patent or utility model application. The DPMA takes over no liability for any errors or omissions.

Cited patent literature

• - JP 2004-256539 A [0002, 0005]
• - JP 2004-256515 A [0003, 0005]
• JP 2005-132729 A [0003, 0005]
• - JP 2005-36005 A [0004, 0005]
• - JP 2003-238332 A [0004, 0005]
• - JP 2005-179377 A [0005, 0005]
• - JP 11-128713 A [0005, 0005]

Cited non-patent literature

• - Japanese Standards of Cosmetic Ingredients, New and Revised Edition, First Edition, August 30, 1999, General Test Methods 18 Acid Value Measurement Method and 24 Hydroxyl Value Measurement Method [0063]

Claims (8)

An oil base that is an ester condensate which is caused by a reaction between polyglycerol, 12-hydroxystearic acid and hydrogenated dimer acid, wherein the oil base has a three-dimensional network structure in which hydrogenated Dimer acid having a hydroxyl group of both the polyglycerol and also the 12-hydroxystearic acid is condensed. The oil base according to claim 1, characterized that at least a portion of the ester-condensed 12-hydroxystearic acid condensed with itself to form a 12-hydroxystearic acid oligomer to build. The oil base of claim 1 or 2, characterized characterized in that the polyglycerol is a polyglycerol having a average degree of polymerization of 2 to 4. The oil base according to any one of claims 1 to 3, characterized in that the ester condensate a reaction of polyglycerol with 12-hydroxystearic acid and a reaction of the ester compound thus obtained with hydrogenated Dimer acid. The oil base according to any one of claims 1 to 4, characterized in that the polyglycerol diglycerol is and that the proportions of diglycerol, 12-hydroxystearic acid and hydrogenated dimer acid (diglycerol: 12-hydroxystearic acid: hydrogenated Dimer acid) 1: 1 to 3: 0.3 to 0.8 as a molar equivalence ratio be. An externally applicable preparation, which is the oil base according to one of claims 1 to 5 contains. Externally applicable preparation according to claim 6, characterized in that the preparation is a cosmetic material. Externally applicable preparation according to claim 7, characterized in that the cosmetic material is a solid oily cosmetic material.