阅读说明：本技术 包含糖脂的混合物组合物 (Mixture composition comprising glycolipid ) 是由 K·D·布兰德 S·J·利比希 H·H·文克 M·奥莱克 M·韦塞尔 S·沙费尔 A·耶 于 2019-02-08 设计创作，主要内容包括：本发明涉及包含糖脂的混合物组合物,其用于制备配制物的用途以及包含该混合物组合物的配制物。(The present invention relates to a mixture composition comprising glycolipids, to the use thereof for the preparation of formulations and to formulations comprising the mixture composition.)

1. A mixture composition comprising a glycolipid of the general formula (I) or a salt thereof:

wherein

R¹And R²Independently of one another, identical or different organic radicals having from 2 to 24 carbon atoms,

characterized in that the mixture composition comprises:

at least 51 wt.% of the glycolipid GL-C10C10 of general formula (I) wherein R¹And R²＝(CH₂)₆-CH₃，

Wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

2. The mixture composition according to claim 1, characterized in that the mixture composition comprises:

1 to 30% by weight of GL-C8C10,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

3. The mixture composition according to claim 1, characterized in that the mixture composition comprises:

0.5 to 20% by weight of GL-C10C12:1,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

4. The mixture composition according to claim 1 or 2, characterized in that it comprises:

0.5 to 20% by weight of GL-C10C12,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

5. The mixture composition according to at least one of the preceding claims, characterized in that the mixture composition comprises:

1 to 30% by weight of GL-C8C10,

0.5 to 20% by weight of GL-C10C12:1,

0.5 to 20% by weight of GL-C10C12,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

6. The mixture composition according to at least one of the preceding claims, characterized in that the mixture composition comprises:

0 to 5% by weight of GL-C10,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

7. Mixture composition according to at least one of the preceding claims, characterized in that the mixture composition comprises at least 60 wt. -%, preferably at least 80 wt. -%, particularly preferably at least 90 wt. -% glycolipids of general formula (I), wherein weight percentages refer to the total dry mass of the total mixture composition.

8. Use of the mixture composition according to at least one of the preceding claims for the preparation of a formulation.

9. Formulation comprising the mixture composition according to at least one of claims 1 to 7.

10. The formulation according to claim 9, comprising at least one further surfactant, preferably selected from anionic, nonionic, cationic and amphoteric surfactants.

11. Formulation according to claim 9 or 10, characterized in that the total surfactant content of the formulation is 5 to 60 wt. -% based on the total formulation.

12. Use of the mixture composition according to at least one of claims 1 to 7 or the formulation according to at least one of claims 9 to 11 for cleaning surfaces.

Technical Field

The present invention relates to a mixture composition comprising glycolipids (glucolipids), their use for the preparation of formulations and formulations comprising the mixture composition.

Background

EP 2787065 discloses formulations comprising rhamnolipids wherein the content of dirhamnolipid is greater than the content of monorhamnolipid and an excess of dirhamnolipid increases the rate of foam formation and/or is used for foam stabilization.

Matsuyama t., Tanikawa t., Nakagawa Y. (2011) serrawettings and OtherSurfactants products by serratia.in: sober Lou n-Ch vez G. (eds) biosurfactants. microbiology monograms, vol 20.Springer, Berlin, Heidelberg discloses rubiwettin RG1 as having the structure β -D-glucopyranosyl 3- (3' -hydroxytetradecanoyloxy) decanoate.

DE 19648439 discloses a mixture for preparing washing solutions, which comprises glycolipids (glycolipids) and surfactants.

It is an object of the present invention to provide biobased compositions having the same advantages as dirhamnolipid, while having a simpler structure and/or a lower molecular weight.

Detailed Description

Surprisingly, it has been found that the mixture compositions described below enable the objects set forth by the present invention to be achieved.

Thus, the present invention provides a mixture composition comprising certain glycolipids in defined weight ratios.

The invention further provides a formulation comprising the mixture composition according to the invention.

One advantage of the mixture compositions according to the invention is their excellent foam stability under aqueous conditions.

Another advantage of the mixture compositions according to the invention is their excellent foam volume (foam volume) under aqueous conditions.

Another advantage of the mixture compositions according to the invention is their excellent foaming behaviour.

Another advantage of the mixture compositions according to the invention is their simple formulability in any desired aqueous surface-active system.

Another advantage of the mixture compositions according to the invention is that they have good thickening properties with conventional thickeners in formulations.

Another advantage is their good ability to cleanse the skin and hair.

Another advantage of the mixture compositions according to the invention is their mildness and good physiological compatibility, particularly characterized by high values in the Red Blood Cell (RBC) test.

Another advantage is that they have a good skin feel during and after washing.

Another advantage of the mixture compositions according to the invention is that they leave a soft skin feel after washing.

Another advantage of the mixture compositions according to the invention is that they leave a smooth skin feel after washing.

Another advantage of the mixture compositions according to the invention is that they have a fat liquoring effect on the skin (defatting effect).

Another advantage of the mixture compositions according to the invention is that they can be synthesized substantially free of oil.

A further advantage is that the mixture composition of the invention can be produced in higher space-time yields, higher carbon yields and higher product concentrations than dirhamnolipid.

In connection with the present invention, the term "glycolipid" is understood to mean a compound of general formula (I) or a salt thereof,

wherein

m is 1 or 0, and m is a linear or branched,

R¹and R²Independently of one another, identical or different organic radicals having from 2 to 24 carbon atoms, in particular optionally branched, optionally substituted, in particular hydroxy-substituted, optionally unsaturated, in particular optionally mono-, di-or tri-unsaturated alkyl, preferably selected from the group consisting of pentenyl, heptenyl, nonenyl, undecenyl, tridecenyl and (CH)₂)_o-CH₃Wherein o is 1 to 23, preferably 4 to 12.

Different glycolipids are abbreviated according to the following nomenclature:

"GL-CXCY" is understood to mean a glycolipid of general formula (I) in which the radical R is¹And R²Is one of (CH)₂)_o-CH₃Where o ═ X-4, the remaining radicals R¹Or R²＝(CH₂)_o-CH₃Wherein o ═ Y-4.

Thus, the nomenclature used does not distinguish between "CXCY" and "CYCX".

If one of the aforementioned coefficients X and/or Y has ": Z", this means that the corresponding radical R is¹And/or R²Unbranched, unsubstituted hydrocarbon radicals having X-3 or Y-3 carbon atoms with a Z double bond.

For the purposes of the present invention, "pH" is defined as the value measured on the corresponding substance after stirring for 5 minutes at 25 ℃ using a pH electrode calibrated according to ISO 4319 (1977).

In connection with the present invention, the term "aqueous medium" is understood to mean a composition comprising at least 5% by weight of water, based on the total composition considered.

All recited percentages (%) are mass percentages unless otherwise indicated.

The present invention provides a mixture composition comprising glycolipids of the general formula (I) or salts thereof

Wherein

R¹And R²Independently of one another areIdentical or different organic radicals having from 2 to 24 carbon atoms,

characterized in that the mixture composition comprises:

at least 51 to preferably 98% by weight, preferably 60 to 95% by weight, more preferably 70 to 90% by weight, particularly preferably 75 to 85% by weight of the glycolipid GL-C10C10 of the general formula (I) in which R is¹And R²＝(CH₂)₆-CH₃，

Wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

A preferred mixture composition according to the invention is characterized in that the pH of the mixture composition at 25 ℃ is 3.5 to 9, preferably 5 to 7, particularly preferably 5.6 to 6.6.

The glycolipid present in the mixture composition according to the invention is at least partially present as a salt due to a given pH.

In a preferred mixture composition of the invention, the cation of the glycolipid salt present is selected from: li⁺、Na⁺、K⁺、Mg²⁺、Ca²⁺、Al³⁺、NH₄ ⁺Primary ammonium ion, secondary ammonium ion, tertiary ammonium ion and quaternary ammonium ion, and preferably consists of them.

Illustrative representatives of suitable ammonium ions are tetramethylammonium, tetraethylammonium, tetrapropylammonium, tetrabutylammonium and [ (2-hydroxyethyl) trimethylammonium ] (choline) and the cations of: 2-aminoethanol (ethanolamine, MEA), Diethanolamine (DEA), 2' -nitrotriethanol (triethanolamine, TEA), 1-aminopropane-2-ol (monoisopropanolamine), ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, 1, 4-diethylenediamine (piperazine), aminoethylpiperazine and aminoethylethanolamine.

Mixtures of the above cations may also be present as cations of the glycolipid salts present according to the invention.

Particularly preferred cations are selected from Na⁺、K⁺、NH₄ ⁺And triethanolammonium cations, and preferably consists thereof.

It may be advantageous and therefore preferred that the mixture composition according to the invention comprises

From 1 to 30% by weight, preferably from 5 to 25% by weight, particularly preferably from 10 to 20% by weight, of GL-C8C10,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

A preferred mixture composition according to the invention is characterized in that the mixture composition comprises:

0.5 to 20% by weight, preferably 3 to 17% by weight, particularly preferably 5 to 15% by weight, of GL-C10C12:1,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

Another preferred mixture composition according to the invention is characterized in that it comprises:

0.5 to 20% by weight, preferably 2 to 15% by weight, particularly preferably 3 to 12% by weight, of GL-C10C12,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

A particularly preferred mixture composition according to the invention is characterized in that the mixture composition comprises:

from 1 to 30% by weight, preferably from 5 to 25% by weight, particularly preferably from 10 to 20% by weight, of GL-C8C10,

0.5 to 20% by weight, preferably 3 to 17% by weight, particularly preferably 5 to 15% by weight, of GL-C10C12:1,

0.5 to 20% by weight, preferably 2 to 15% by weight, particularly preferably 3 to 12% by weight, of GL-C10C12,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

A very particularly preferred mixture composition according to the invention is characterized in that the mixture composition comprises:

10 to 20% by weight of GL-C8C10,

5 to 15% by weight of GL-C10C12:1,

3 to 12% by weight of GL-C10C12,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

In addition to this, it is preferred that the mixture composition of the invention comprises only small amounts of glycolipids of the formula GL-CX. In particular, the mixture composition according to the invention preferably comprises:

from 0 to 5% by weight, preferably from 0.01 to 4% by weight, particularly preferably from 0.1 to 3% by weight, of GL-C10,

wherein the weight percentages refer to the sum of all glycolipids of formula (I) present.

The mixture composition according to the invention preferably contains at least 60 wt.%, preferably at least 80 wt.%, particularly preferably at least 90 wt.% glycolipids of the general formula (I), wherein weight percentages refer to the total dry mass of the whole mixture composition.

In the context of the present invention, the term "total dry mass" is understood to mean that part of the mixture composition according to the invention which remains (naturally in addition to water) after the mixture composition according to the invention has removed components which are liquid at 25 ℃ and 1 bar.

The mixture compositions according to the invention can be incorporated particularly advantageously into cosmetic formulations.

A further subject of the present invention is therefore the use of the mixture compositions according to the invention for producing formulations, in particular cosmetic formulations, comprising the mixture compositions according to the invention, and also formulations, in particular cosmetic formulations, comprising the mixture compositions according to the invention.

The formulation according to the invention preferably contains 0.5 to 20 wt.%, preferably 2 to 15 wt.%, particularly preferably 3 to 12 wt.% glycolipids of the general formula (I), wherein wt.% refers to the overall formulation.

In addition to the mixture composition according to the invention, preferred formulations according to the invention comprise at least one further surfactant in addition to the glycolipid, it being possible to use, for example, anionic, nonionic, cationic and/or amphoteric surfactants. Preferably, from an application-related viewpoint, a mixture of anionic and nonionic surfactants is preferred. The total surfactant content of the formulation is preferably from 5 to 60% by weight, particularly preferably from 15 to 40% by weight, based on the total formulation.

The nonionic surfactants used are preferably alkoxylated, advantageously ethoxylated, in particular primary alcohols having preferably from 8 to 18 carbon atoms and containing on average from 1 to 12 mol of Ethylene Oxide (EO) per mole of alcohol, where the alcohol radical may be linear or preferably methyl-branched in the 2-position or may contain linear and methyl-branched radicals in mixtures, as are usually present in oxo-alcohol radicals. However, alcohol ethoxylates having linear radicals from alcohols of natural origin having from 12 to 18 carbon atoms, for example from coconut-, palm-, tallow-or oleyl alcohols, preferably on average from 2 to 8 EO per mole of alcohol, are particularly preferred. Preferred ethoxylated alcohols include, for example, C12-C14-alcohols with 3 EO, 4 EO or 7EO, C9-C11-alcohols with 7EO, C13-C15-alcohols with 3 EO, 5 EO, 7EO or 8 EO, C12-C18-alcohols with 3 EO, 5 EO or 7EO and mixtures of these, such as mixtures of C12-C14-alcohols with 3 EO and C12-C18-alcohols with 7 EO. The degree of ethoxylation is a statistical average, which may be an integer or a fraction for a particular product. Preferred ethoxylated alcohols have a narrower homologue distribution. In addition to these nonionic surfactants, fatty alcohols with more than 12 EO can also be used. Examples of these are tallow fatty alcohols with 14 EO, 25 EO, 30 EO or 40 EO. Nonionic surfactants containing EO and PO (propylene oxide) groups together in the molecule can also be used. In this connection, a block copolymer having an EO-PO block unit or a PO-EO block unit may be used, but an EO-PO-EO copolymer or a PO-EO-PO copolymer may also be used.

It is of course also possible to use mixed alkoxylated nonionic surfactants in which the EO and PO units are not distributed blockwise but randomly. These products are obtained as a result of the simultaneous action of ethylene oxide and propylene oxide on the fatty alcohol.

In addition, alkyl glycosides may also be used as other nonionic surfactants.

Another class of nonionic surfactants preferably used are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acid alkyl esters, preferably having 1 to 4 carbon atoms in the alkyl chain, in particular fatty acid methyl esters, which are used as sole nonionic surfactants or in combination with other nonionic surfactants, for example as described in japanese patent application JP 58/217598 or which are preferably prepared by the process described in international patent application WO-A-90/13533.

Nonionic surfactants of the amine oxide type (e.g., N-cocoalkyl-N, N-dimethylamine oxide and N-tallowalkyl-N, N-dihydroxyethylamine oxide) and fatty acid alkanolamide types may also be suitable. The amount of these nonionic surfactants preferably does not exceed the amount of ethoxylated fatty alcohols, in particular not half the amount of ethoxylated fatty alcohols.

Other suitable surfactants are polyhydroxy fatty acid amides; polyhydroxy fatty acid amides are substances which are generally obtainable by reductive amination of reducing sugars with ammonia, alkylamines or alkanolamines and subsequent acylation with fatty acids, fatty acid alkyl esters or fatty acid chlorides.

Anionic surfactants used are, for example, those of the sulfonate and sulfate type. Suitable sulfonate-type surfactants here are preferably C9-C13-alkylbenzenesulfonates, olefin sulfonates, i.e. mixtures of olefin-and hydroxyalkanesulfonates, and disulfonates, which are obtained, for example, by sulfonating C12-C18-monoolefins having a terminal or internal double bond with gaseous sulfur trioxide and subsequently alkaline or acidic hydrolyzing the sulfonation products. Also suitable are alkane sulfonates obtained from C12-C18 alkanes, for example by sulfochlorination (sulfooxidation) or sulfooxidation (sulfooxidation) and subsequent hydrolysis or neutralization. Similarly, esters (ester sulfonates) of alpha-sulfo fatty acids, such as the alpha-sulfonated methyl esters of hydrogenated coconut-, palm kernel-, or tallow fatty acids, are also suitable.

Further suitable anionic surfactants are sulfated fatty acid glycerides. Fatty acid glycerides are understood to mean mono-, di-and triesters, as well as mixtures thereof, as obtained by esterification of monoglycerides with 1 to 3 mol of fatty acids, or by transesterification of triglycerides with 0.3 to 2 mol of glycerol. Preferred sulfated fatty acid glycerides here are sulfation products of saturated fatty acids having from 6 to 22 carbon atoms, for example caproic acid, caprylic acid, capric acid, myristic acid, lauric acid, palmitic acid, stearic acid or behenic acid.

Preferred alk (en) yl sulfates are the sodium salts of the sulfuric half-esters of alkali metals, in particular of C12-C18-fatty acids, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl alcohol, myristyl alcohol, cetyl or stearyl alcohol or C10-C20-oxo alcohols and also the half-esters of secondary alcohols of these chain lengths. Furthermore, preference is given to alk (en) yl sulfates having a specific chain length, which contain synthetic linear alkyl groups prepared on the basis of petrochemistry and have a degradation behavior similar to that of suitable compounds based on fatty chemical raw materials. From a washing point of view, C12-C16 alkyl sulfates and C12-C18-alkyl sulfates as well as C14-C18-alkyl sulfates are preferred. Prepared, for example, according to U.S. patent specification 3,234,258 or 5,075,041 and may be referred to by name2, 3-alkyl sulfates available as commercially available products from Shell Oil Company are also suitable anionic surfactants.

Sulfuric monoesters of linear or branched C7-C20-alcohols ethoxylated with 1 to 6 moles of ethylene oxide, such as 2-methyl-branched C9-C11-alcohols with an average of 3.5 moles of Ethylene Oxide (EO) or C12-C18-fatty alcohols with 1 to 4 EO, are also suitable. Due to their high foaming behavior, they are used in cleaning compositions only in relatively small amounts, for example in amounts of 1 to 5% by weight.

Other suitable anionic surfactants are also salts of alkyl sulfosuccinic acids, which are also referred to as sulfosuccinates or sulfosuccinates, and which form monoesters and/or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols, in particular ethoxylated fatty alcohols. Preferred sulfosuccinates contain C8-C18-fatty alcohol radicals or mixtures thereof. Particularly preferred sulfosuccinates contain fatty alcohol groups derived from ethoxylated fatty alcohols. In this connection, in turn, particular preference is given to sulfosuccinates whose fatty alcohol radicals are derived from ethoxylated fatty alcohols having a narrow homologue distribution. It is likewise possible to use alk (en) ylsuccinic acids or salts thereof which preferably have 8 to 18 carbon atoms in the alk (en) yl chain.

Particularly preferred anionic surfactants are soaps (soap). Also suitable are salts of saturated and unsaturated fatty acid soaps, such as lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid, and also soap mixtures which are derived in particular from natural fatty acids, for example coconut-, palm kernel-, olive oil or tallow fatty acids.

Anionic surfactants including soaps may be in the form of their sodium, potassium or ammonium salts, as well as soluble salts of organic bases, such as monoethanolamine, diethanolamine or triethanolamine. Preferably, the anionic surfactant is in the form of its sodium or potassium salt, especially in the form of the sodium salt.

The amphoteric surfactants which can be used according to the invention are those which bear in the molecule at least one quaternary ammonium group and at least one-COO-or-SO group₃Those surface-active compounds of the group. Particularly preferred amphoteric surfactants in this connection are betaine surfactants, such as alkyl-or alkylamidopropyl betaines. In particular, betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl dimethylammonium glycinate, C12-C18-alkyldimethylacetobetaine, cocoamidopropyl dimethylacetobetaine, 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazoline and sulfobetaine (having in each case 8 to 18 carbon atoms in the alkyl or acyl group), and also cocoacylaminoethylhydroxyethylcarboxymethylGlycine esters are also preferred. A particularly preferred zwitterionic surfactant is N, N-dimethyl-N- (laurylamidopropyl) Betaine known by the INCI name Cocamidopropyl Betaine (Cocamidopropyl Betaine).

Other suitable amphoteric surfactants are formed by the radicals of amphoacetates and amphodiacetates, in particular, for example, coco-or lauramphoacetates or-diacetates, and of amino-acid-based surfactants, for example, acyl glutamates, in particular disodium cocoyl glutamate and sodium cocoyl glutamate, acyl glycinates, in particular cocoyl glycinate and acyl sarcosinates, in particular ammonium lauroyl sarcosinate and sodium cocoyl sarcosinate.

Furthermore, the formulation according to the invention may comprise at least one further component selected from the group consisting of:

an emollient,

An emulsifier,

Thickener/viscosity modifier/stabilizer,

UV light protection light filter,

An antioxidant agent,

Hydrotropes (or polyols),

Solids and fillers,

Film forming agent,

A pearlescent additive,

Deodorant and antiperspirant active ingredients,

An insect repellant,

Self-tanning agent,

A preservative,

A conditioner,

Perfumes (perfumes),

A dye,

An odor absorbent,

Active ingredients of cosmetics,

A nursing additive,

A fat-rich agent,

A solvent.

Substances which can be used as exemplary representatives of the groups are known to the person skilled in the art and can be found, for example, in german application DE 102008001788.4. This patent application is incorporated by reference herein and thus forms part of the present disclosure.

With regard to the further optional components and the amounts of these components, reference is made in particular to the relevant handbooks known to the person skilled in the art, such as K.Schrader, "Grundling und Rezepturen der Kosmetika [ Fundamentals and formulations of Cosmetics ]", second edition, pages 329 to 341, Huthig Buch VerlagHeidelberg.

The amount of each additive depends on the intended use.

Typical instructional formulations for the respective applications are known from the prior art and are contained, for example, in the manuals of the manufacturers of the respective base materials and active ingredients. These existing formulations can generally be employed as such. However, if desired, the desired modifications can be carried out without complications by means of simple experiments for the purpose of adjustment and optimization.

The mixture composition according to the invention and the formulation according to the invention comprising the mixture composition according to the invention can be advantageously used for cleaning surfaces. In this form of use according to the invention, the surface is preferably a surface of a living being, in particular a human being, wherein such a surface is particularly preferably selected from the group consisting of skin and hair. In the context of the use of the invention on a biological surface, the use of the invention is a non-therapeutic use, preferably a cosmetic use.

The examples set forth below illustrate the invention by way of example and are not intended to limit the invention to the embodiments specified in the examples, the scope of application of which arises from the entire specification and claims.

The following drawings form part of the specification:

FIG. 1: foam volume vs time for different lipids.

Example (b):