3-hydroxypropylesters as emulsifying agents

Abstract

The present invention primarily relates to a composition comprising one or both compound(s) of formula (I) as defined herein and one or more emulsifier(s). The present invention further relates to a method of reducing the average size of water or oil droplets in an emulsion, comprising or consisting of the steps as defined herein. Moreover, the present invention relates to the use of a compound of formula (I) or of a mixture of both compounds of formula (I) or of a composition comprising one or both compounds of formula (I) as defined herein for reducing the average size of water or oil droplets in an emulsion. Lastly, the present invention relates to a composition, preferably personal care, household, or pharmaceutical product, comprising one or both compound(s) of formula (I) as defined herein.

Description

[0001] Eisenfuhr Speiser

[0002] Munich, 10 July 2023

[0003] Our Ref.: SM 6773-01 WO SOE / PAP

[0004] Applicant: Symrise AG

[0005] Serial Number: New Application

[0006] Symrise AG

[0007] MiihlenfeldstraBe 1 , 37603 Holzminden,

[0008] Germany

[0009] 3-Hydroxypropylesters as emulsifying agents

[0010] 5 The present invention primarily relates to a composition comprising one or both compound(s) of formula (I) as defined herein and one or more emulsifier(s). The present invention further relates to a method of reducing the average size of water or oil droplets in an emulsion, comprising or consisting of the steps as defined herein. Moreover, the present invention relates to the use of a compound of formula (I) or of a mixture of both compounds0 of formula (I) or of a composition comprising one or both compounds of formula (I) as defined herein for reducing the average size of water or oil droplets in an emulsion. Lastly, the present invention relates to a composition, preferably personal care, household, or pharmaceutical product, comprising one or both compound(s) of formula (I) as defined herein. The present invention is one of a series of inventions related to 3-hydroxypropylesters and structurally related compounds co-filed by the same applicant and on the same date as PCT patent applications, which are titled “3-Hydroxypropylesters as antioxidants and tocopherol boosters”, “3-Hydroxypropylesters as solubility enhancers for lipophilic ingredients”, “3-Hydroxypropylesters as foam and viscosity modulating agents in surfactant containing formulations”, “3-Hydroxypropylesters as antimicrobial agents”,0 and “Antimicrobial synergies”, whose content is incorporated herein by way of reference.

[0011] Further aspects of the present invention will arise from the description below, in particular from the examples, as well as from the attached patent claims. Typically, personal care formulations comprise a multitude of components. Looking at the listing of ingredients for an average night cream, for instance, one can find up to 20 components and there has been a tendency to add as many ingredients as possible in orderto address many different issues at the same time. Many consumers equal complexity of a personal care formulation with benefit and accept high prices, since they expect an accordingly high performance. On the other hand, the more complex a personal care formulation becomes, the more difficult it is to avoid negative interactions between the components. A major problem for personal care formulations, in particular for all types of emulsions, still is their stability, especially in case they are subjected to difficult storage conditions like particularly high or low temperatures. Smaller oil droplets lead to improved stability of an emulsion and indicate co-emulsifying properties of new ingredients. Multifunctional ingredients lead to less complex formulations. Ingredients, which are able to reduce the average size of water or oil droplets in an emulsion, are therefore highly sought after in the cosmetic industry.

[0012] The sensorial profile of personal care formulations is also an important factor in customer acceptance. Spreadability, afterfeel and smell are important parameters contributing to the overall liking of a personal care formulation after application to skin: The fasterthe oil bodies of an emulsion can be spread on the skin, the better the perception of the customer. The spreading behaviour of a formulation - and therefore its sensorial profile - is linked to the average particle size of the droplets in the composition. The smaller the droplets are, the faster the spreading takes place. As a consequence, there is still a need for ingredients which shift the average particle size distribution in emulsions to lower values.

[0013] Therefore, it was a primary object of the present invention to provide ingredients, which are able to reduce the average size of water or oil droplets in emulsions. Moreover, it was an object of the present invention to provide compositions, preferably in the form of emulsions, wherein the average size of the water or oil droplets is as small as possible.

[0014] Further objects underlying the present invention follow from the description below and the present patent claims.

[0015] According to a first aspect of the present invention, the stated objects are achieved by a composition comprising (i) one or both compound(s) of formula (I) wherein R is selected from the group consisting of n-nonyl and n-undecyl, and

[0016] (ii) one or more emulsifier(s).

[0017] The compound of formula (I) preferably is either 3-hydroxypropyldecanoate with the following structure (la) or is 3-hydroxypropyldodecanoate with the following structure (lb)

[0018] (lb).

[0019] During the studies underlying the present invention, it was surprisingly found that compositions according to the invention display particularly advantageous emulsifying properties (cf. the examples below for further details). In particular, it was surprisingly found that the compositions according to the invention (if not emulsions themselves) support the formation of water or oil droplets with a particularly small average size in emulsions or (if emulsions themselves) contain water or oil droplets with a particularly small average size.

[0020] Moreover, the compounds of formula (I) are to be understood as preferred compounds of the present invention only, and the aspects, embodiments, features and effects described in conjunction with the compounds of formula (I) are to be understood to be correspondingly applicable to the compounds of formula (II). This means, for instance, that the compounds of formula (II) can be used for the purposes, in the methods or in the preparations, as described herein in place of the compounds of formula (I). It likewise means, for example, that in preferred compounds of formula (II), X corresponds to R as defined in formula (I), or that preferred preparations may comprise the compounds of formula (II) in the same amount as described for the compounds of formula (I).

[0021] The compounds of formula (II) are defined as follows: with n = 1-10 wherein X is: • linear C5 - C14, preferably Ce - C14, more preferably C7 - C13, yet more preferably

[0022] Ca - C12, most preferably C9 - C11, alkyl or alkenyl; or

[0023] • selected from the group consisting of: with R3being -OCH3, -OCH2CH3, or -O(CH2)2CH3, wherein if n = 1 :

[0024] R1is selected from the group consisting of -H and -OH, and R2is selected from the group consisting of -H, -CH2(OH), -CH(OH)-CH2(OH), and -CH(OH)-CH(OH)- CH2(OH); or • R1is -OH, and R2and the -OH group shown in formula (II) are joined together to form the following compound of formula (I l-a):

[0025] • R1and R2are joined together to form the following compound of formula (I l-b): wherein if n = 2-10, preferably 3-10, more preferably 4-10, R1is -OH, and R2= -H.

[0026] When X is , R3(as defined above) can be attached to any one of the free carbon atoms of the benzyl ring, i.e. X can be selected from the group consisting of: Structures of particular interest are:

[0027] According to a preferred embodiment of the composition, the one or more emulsifier(s) is / are selected from the group consisting of anionic emulsifiers, cationic emulsifiers, nonionic emulsifiers, and amphoteric emulsifiers, preferably is / are selected from the group consisting of anionic emulsifiers and non-ionic emulsifiers.

[0028] According to another preferred embodiment of the composition, the one or more (anionic) emulsifier(s) is / are selected from the group consisting of emulsifiers based on amino acids, preferably sodium stearoyl glutamate, aliphatic C12-22 fatty acids, preferably selected from the group consisting of palmitic acid, stearic acid, and behenic acid, glyceryl esters and derivatives thereof, preferably glyceryl stearate citrate, esters of citric acid and aliphatic alcohols and derivatives thereof, more preferably selected from the group consisting of glyceryl stearate citrate and dilauryl citrate, phosphorous esters of phosphoric acid and aliphatic alcohols, preferably C8-22, more preferably C16-18, alcohols, and mixtures and salts thereof, most preferably selected from the group consisting of potassium cetyl phosphate, cetyl phosphate, oleth-10 phosphate, trilaureth-4 phosphate, and triceteareth-4 phosphate, and sodium sulfosuccinate esters, preferably with Cs-22, more preferably C16-18, alcohols, and mixtures thereof, most preferably disodium cetearyl sulfosuccinate. According to another preferred embodiment of the composition, the one or more (non-ionic) emulsifier(s) is / are selected from the group consisting of sorbitan derivatives, preferably sorbitan mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition products thereof, more preferably selected from the group consisting of polysorbate- 60, polysorbate-21 , sorbitan laurate, sorbitan stearate, sorbitan isostearate, sorbitan oleate, PEG-40 sorbitan oleate, sorbeth-20 beeswax, polysorbate-20, sorbitan palmitate, sorbitan trioleate, sorbitan tristearate, sorbitan sesquioleate, PEG-80 sorbitan laurate, polysorbate-80, and polysorbate-81 , glyceryl derivatives, preferably glyceryl mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition products thereof, more preferably selected from the group consisting of diisostearoyl polyglyceryl-3 dimer dilinoleate, glyceryl oleate, glyceryl stearate, PEG-100 stearate, PEG-200 castor oil, PEG-29 castor oil, PEG-35 castor oil, PEG-40 castor oil, polyglyceryl-2 dipolyhydroxystearate, polyglyceryl-2 isostearate, polyglyceryl-2 triisostearate, polyglyceryl-3 diisostearate, polyglyceryl-3 distearate, polyglyceryl-3 oleate, polyglyceryl-4 caprlyate / caprate, polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate, polyglyceryl-4 isostearate, polyglyceryl-4 laurate, polyglyceryl-4 laurate / succinate, polyglyceryl-4 laurate / sebacate, polyglyceryl-6 behenate, polyglyceryl-6 palmitate / succinate, polyglyceryl-6 stearate, tri(polyglyceryl-3 / lauryl) hydrogenated trilinoleate, polyglyceryl-2-sesquiisostearate, polyglyceryl-2 caprate, polyglyceryl-10 laurate, and polyglyceryl-3 polyricinoleate, lanolin compounds and derivatives thereof, preferably lanolin mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms or ethylene oxide addition products thereof, more preferably selected from the group consisting of PEG-30 lanolin, lanolin alcohol, laneth-15, and laneth-40, carbohydrates, sugars and derivatives thereof, preferably selected from the group consisting of sucrose stearate, sucrose distearate, polyglyceryl 3-methylglucose distearate, methyl glucose sesquistearate, sucrose cocoate, lauryl glucoside, and sucrose polystearate, and alkoxylated alcohols, preferably obtained from 1 mol Ca-22 fatty alcohols and mixtures thereof and 2-50 mol ethylene or propylene oxide, more preferably selected from the group consisting of ceteareth-12, ceteareth-20, ceteareth-25, ceteareth-6, ceteareth- 30, ceteareth-50, beheneth-10, behenth-25, ceteth-2, ceteth-10, ceteth-20, laureth- 23, laureth-4, oleth-10, oleth-20, oleth-3, oleth-30, oleth-5, PEG-40 hydrogenated castor oil, PEG-5 rapeseed oil, PEG-60 hydrogenated castor oil, PEG-7 hydrogenated castor oil, steareth-10, steareth-100, steareth-2, steareth-20, and steareth-21 .

[0029] According to another preferred embodiment, the composition further comprises

[0030] (iii) one or more oil body / bodies or wax(es), preferably selected from the group consisting of natural fats and oils, more preferably selected from the group consisting of prunus amygdalus dulcis (sweet almond) oil, caprylic / capric triglyceride, argania spinosa kernel oil, butyrospermum parkii (shea) butter, cannabis sativa seed oil, olea europaea (olive) fruit oil, persea gratissima (avocado) oil, vitis vinifera (grape) seed oil, ricinus communis (castor) seed oil, sesamum indicum (sesame) seed oil, heliantus annuus (sunflower) seed oil, crambe abyssinica seed oil, cocos nucifera (coconut) oil, and triheptanoin castoryl maleate, fatty alcohols and alcohols, more preferably selected from the group consisting of octyldodecanol, isocetyl alcohol, cetyl alcohol, stearyl alcohol, and cetearyl alcohol, glyceryl esters and derivatives thereof, more preferably selected from the group consisting of PEG-7 glyceryl cocoate, PEG-6 caprylic / capric glycerides, polyglyceryl- 3-caprate, polyglyceryl-4-caprate, PEG-5 bertholletia excelsa seed oily glyceryl esters, PEG-7 carapa guianensis glyceryl esters, PEG-7 caprylic / capric glycerides, PEG-7 theobroma grandiflorum seed butter glyceryl esters, cocog lycerides, glyceryl caprylate / caprate, glyceryl oleate, glyceryl undecylenate, polyglyceryl-2 caprate, polyglyceryl-4 cocoate, polyglyceryl-3 diisostearate, and PEG-10 olive glycerides, esters, more preferably selected from the group consisting of cetearyl nonanoate, propanediol dicaprylate / caprate, ethylhexyl isononanoate, PPG3 benzyl ether myristate, cetyl palmitate, myristyl myristate, myristyl stearate, myristyl oleate, myristyl behenate, ethylhexyl hydroxystearate, DI-PPG-3 myristyl ether adipate, Dl- PPG-2 myreth-10 adipate, PPG-15 stearyl ether, diethylhexyl succinate, propylene glycol isostearate, diethylhexyl adipate, butyl stearate, ethylhexyl cocoate, ethylhexyl stearate, pentaerythrityl tetracaprylate / tetracaprate, tridecyl neopentanonate, myristyl lactate, PPG-10 cetyl ether, PPG-15 stearyl ether, pentaerythrityl stearate / caprate / caprylate adipate, diisopropyl dimer dilinoleate, isopropyl isostearate, pentaerythrityl tetraisostearate, C12-15 alkyl benzoate, triisononanoin, isostearyl isostearate, triisostearin, trimethylolpropane tri isostea rate, diisopropyl adipate, isocetyl stearate, propylene glycol dicaprlyate / dicaprate, PPG 2 myristyl ether propionate, isostearyl neopentanoate, isopropyl palmitate, isopropyl myristate, cetyl esters, bis-diglyceryl polyacyladipate-2, isoamyl cocoate, cetyl ethylhexanoate, cetyl ricinoleate, decyl cocoate, diethylhexyl carbonate, decyl oleate, cetearyl ethylhexanoate, lauryl oleate, oleyl erucate, ethylhexyl palmitate, ethylhexyl stearate, stearyl heptanoate, phenoxyethyl caprylate, hexyl laurate, dibutyl adipate, coco-caprlyate, dicaprylyl carbonate, coco-caprylate / caprate, caprylyl capylate / caprate, propylheptyl caprylate, decyltetradecyl ethylhexanoate, cetearyl isononanoate, neopentyl glycol diheptanoate, diheptyl succinate, dipropylheptyl carbonate, heptyl undecylenate, propylene glycol dibenzoate, isopropyl laurate, propylene glycol diethylhexanoate, cetyl lactate, lauryl lactate, C12-15 alkyl lactate, diethylhexyl malate, isocetyl stearoyl stearate, isodecyl neopentanoate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmitate, stearyl stearate, stearyl isostearate, stearyl oleate, stearyl behenate, stearyl erucate, isostearyl myristate, isostearyl palmitate, isostearyl stearate, isostearyl isostearate, isostearyl oleate, isostearyl behenate, isostearyl oleate, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, oleyl behenate, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl stearate, behenyl isostearate, behenyl oleate, behenyl behenate, behenyl erucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate, and erucyl erucate, ethers, more preferably selected from the group consisting of PPG-3 myristyl ether, PPG-11 stearyl ether, PPG-15 stearyl ether, PPG-14 butyl ether, and dicaprylyl ether, siloxanes and silanes, more preferably selected from the group consisting of dimethicone, PEG-14 dimethicone, PEG / PPG-14 / 4 dimethicone, and PEG / PPG- 4 / 12 dimethicone, waxes, more preferably selected from the group consisting of cera alba (beeswax), copernicia cerifera (carnauba) wax, glyceryl rosinate, rhus verniciflua peel cera, euphorbia cerifera (candelilla) wax, hydrolyzed sunflower seed wax, jasminum officinale (jasmine) flower wax, acacia decurrens flower wax, myrica cerifera (bayberry) fruit wax, citrus aurantium dulcis (orange) peel wax, hydrogenated rapeseed oil, oryza sative (rice) bran wax, camellia sinensis leaf wax, vitis vinifera (grape) leaf wax, saccharum officinarum (sugarcane) wax, microcrystalline wax, lanolin (wool) wax, paraffin, synthetic wax, ozocerite, and hydrogenated jojoba wax(es), and naphthenic hydrocarbons, more preferably selected from the group consisting of squalene, dialkylcyclohexanes, tetradecane, isohexadecane, dodecane, docosane, paraffin, and mineral oils, and / or, preferably and,

[0031] (iv) water, and optionally

[0032] (v) one or more active agent(s), preferably selected from the group consisting of abrasives, anti-acne agents, agents against ageing of the skin, anti-cellulitis agents, antidandruff agents, anti-inflammatory agents, irritation-preventing agents, irritationinhibiting agents, antioxidants, astringents, perspiration-inhibiting agents, antiseptic agents, ant-statics, binders, buffers, carrier materials, chelating agents, cell stimulants, cleansing agents, care agents, depilatory agents, surface-active substances, deodorizing agents, antiperspirants, softeners, enzymes, essential oils, fibres, film-forming agents, fixatives, foam-forming agents, foam stabilizers, substances for preventing foaming, foam boosters, gelling agents, gel-forming agents, hair care agents, hair-setting agents, hair straightening agents, moisturedonating agents, moisturizing substances, moisture-retaining substances, bleaching agents, strengthening agents, stain-removing agents, optically brightening agents, impregnating agents, dirt-repellent agents, friction-reducing agents, lubricants, moisturizing creams, ointments, opacifying agents, plasticizing agents, covering agents, polish, gloss agents, polymers, powders, proteins, re-oiling agents, abrading agents, silicones, skin-soothing agents, skin-cleansing agents, skin care agents, skin-healing agents, skin-lightening agents, skin-protecting agents, skin-softening agents, hair promotion agents, cooling agents, skin-cooling agents, warming agents, skin-warming agents, stabilizers, UV-absorbing agents, UV filters, detergents, fabric conditioning agents, suspending agents, skin tanning agents, thickeners, vitamins, mono- or polyunsaturated fatty acids, a-hydroxy acids, polyhydroxyfatty acids, liquefiers, dyestuffs, colour-protecting agents, pigments, anti-corrosives, aromas, flavouring substances, odoriferous substances, polyols, surfactants, electrolytes, organic solvents, and silicone derivatives, and / or

[0033] (ix) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms. Preferably, if present, the composition comprises from more than 0 to 25 wt.-%, preferably from 0.1 to 25 wt.-%, more preferably from 0.2 to 20 wt.-%, of the one or more active agent(s) (preferably as defined herein), based on the total weight of the composition.

[0034] According to another preferred embodiment, the composition further (optionally) comprises (vi) one or more polymer(s), preferably selected from the group consisting of cationic polymers, anionic polymers, zwitterionic polymers, amphoteric polymers, and nonionic polymers.

[0035] Preferably, if present, the composition comprises from 0.05 to 10 wt.-%, more preferably from 0.1 to 7.5 wt.-%, most preferably from 0.1 to 5 wt.-%, of polymer(s) (preferably as defined herein), based on the total weight of the composition.

[0036] Suitable cationic polymers are, for example, cationic cellulose derivatives such as, for example, the quaternized hydroxyethyl cellulose obtainable from Amerchol under the name of Polymer JR 400®, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as, for example, Luviquat® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides such as, for example, lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat® L, Griinau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers such as, for example, amodimethicone, copolymers of adipic acid and dimethylaminohydroxypropyl diethylenetriamine (Cartaretine®, Sandoz), copolymers of acrylic acid with dimethyl diallyl ammonium chloride (Merquat® 550, Chemviron), polyaminopolyamides and cross-linked water-soluble polymers thereof, cationic chitin derivatives such as, for example, quaternized chitosan, optionally in microcrystalline distribution, condensation products of dihaloalkyls, for example, dibromobutane, with bis- dialkylamines, for example bisdimethylamino-1 ,3-propane, cationic guar gum such as, for example, Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 of Celanese, quaternized ammonium salt polymers such as, for example, Mirapol® A-15, Mirapol® AD-1 , Mirapol® AZ-1 of Miranol and the various polyquaternium types (for example 6, 7, 32 or 37) which can be found in the market under the tradenames Rheocare® CC or Ultragel® 300.

[0037] Suitable anionic, zwitterionic, amphoteric, and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinylether / maleic anhydride copolymers and esters thereof, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyl trimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert. -butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymer, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymer, vinyl pyrrolidone / dimethylaminoethyl methacrylate / vinyl caprolactam terpolymers and optionally derivatized cellulose ethers and silicones.

[0038] According to another preferred embodiment, the composition further (optionally) comprises (vii) one or more thickener(s) and / or rheology additive(s).

[0039] Preferably, if present, the composition comprises from 0.01 to 5 wt.-%, more preferably from 0.01 to 4 wt.-%, most preferably from 0.05 to 3 wt.-%, of thickeners) and rheology additive(s) (preferably as defined herein), based on the total weight of the composition.

[0040] Suitable thickeners are, for example, polymeric thickeners, such as Aerosil® types (hydrophilic silicas), polysaccharides, more especially xanthan gum, guar-guar, agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol monoesters and diesters of fatty acids, polyacrylates (for example Carbopols® [Goodrich] or Synthalens® [Sigma]), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols, for example pentaerythritol or trimethylol propane, narrow-range fatty alcohol ethoxylates and electrolytes, such as sodium chloride and ammonium chloride, and. polyacrylic acid polymers and derivatives.

[0041] According to another preferred embodiment, the composition further (optionally) comprises (viii) one or more silicone(s).

[0042] Preferably, if present, the composition comprises from 0.1 to 5 wt.-%, more preferably from 0.1 to 4 wt.-%, most preferably from 0.5 to 3 wt.-%, of silicone(s) (preferably as defined herein), based on the total weight of the composition.

[0043] Suitable silicone compounds are, for example, dimethyl polysiloxanes, methylphenyl polysiloxanes, cyclic silicones and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside- and / or alkyl-modified silicone compounds which may be both liquid and resin-like at room temperature. Other suitable silicone compounds are simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates. A detailed overview of suitable volatile silicones can be found in Todd et al. in Cosm. Toil. 91 , 27 (1976).

[0044] As outlined above, the composition optionally comprises (ix) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms. Preferably, said one or more linear alkanediol(s) is / are selected from the group consisting of 1 ,2-alkanediols, 2,3- alkanediols, 3,4-alkanediols, and 1 ,3-alkanediols, more preferably of 2,3-alkanediols and 1 ,3-alkanediols. Most preferably, said linear alkanediol(s) is / are selected from the group consisting of 1 ,2-pentanediol, 1 ,2-hexanediol, 1 ,2-heptanediol, 1 ,2-octanediol, 1 ,2- nonanediol, 1 ,2-decanediol, 1 ,2-undecanediol, and 1 ,2-dodecanediol.

[0045] Initial observations of the inventors surprisingly indicated that compositions according to the invention comprising one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein) display particularly advantageous emulsifying properties. In particular, it was surprisingly found that the compositions according to the invention comprising one or more of said linear alkanediol(s) (if not emulsions themselves) support the formation of water or oil droplets with a particularly small average size in emulsions or (if emulsions themselves) contain water or oil droplets with a particularly small average size.

[0046] Preferably, if present, the composition comprises from 0.01 to 10 wt.-%, more preferably from 0.1 to 5 wt.-%, more preferably from 0.3 to 3 wt.-%, most preferably from 0.5 to 1 wt.- %, of linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein), based on the total weight of the composition.

[0047] According to another preferred embodiment, the composition comprises or consists of

[0048] (i) one or both compound(s) of formula (I) as defined herein,

[0049] (ii) one or more emulsifier(s) (preferably as defined herein),

[0050] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0051] (iv) water.

[0052] According to another preferred embodiment, the composition comprises or consists of

[0053] (i) one or both compound(s) of formula (I) as defined herein,

[0054] (ii) one or more emulsifier(s) (preferably as defined herein),

[0055] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0056] (iv) water, and optionally

[0057] (v) one or more active agent(s) (preferably as defined herein).

[0058] According to another preferred embodiment, the composition comprises or consists of

[0059] (i) one or both compound(s) of formula (I) as defined herein,

[0060] (ii) one or more emulsifier(s) (preferably as defined herein),

[0061] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0062] (iv) water, and optionally (vi) one or more polymer(s) (preferably as defined herein).

[0063] According to another preferred embodiment, the composition comprises or consists of

[0064] (i) one or both compound(s) of formula (I) as defined herein,

[0065] (ii) one or more emulsifier(s) (preferably as defined herein),

[0066] (iii) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0067] (iv) water, and optionally

[0068] (vii) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein).

[0069] According to another preferred embodiment, the composition comprises or consists of

[0070] (i) one or both compound(s) of formula (I) as defined herein,

[0071] (ii) one or more emulsifier(s) (preferably as defined herein),

[0072] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0073] (iv) water, and optionally

[0074] (viii) one or more silicone(s) (preferably as defined herein).

[0075] According to another preferred embodiment, the composition comprises or consists of

[0076] (i) one or both compound(s) of formula (I) as defined herein,

[0077] (ii) one or more emulsifier(s) (preferably as defined herein),

[0078] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0079] (iv) water, and optionally

[0080] (ix) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein).

[0081] According to another preferred embodiment, the composition comprises or consists of

[0082] (i) one or both compound(s) of formula (I) as defined herein,

[0083] (ii) one or more emulsifier(s) (preferably as defined herein),

[0084] (iii) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0085] (iv) water, and optionally

[0086] (v) one or more active agent(s) (preferably as defined herein), and / or

[0087] (vi) one or more polymer(s) (preferably as defined herein).

[0088] According to another preferred embodiment, the composition comprises or consists of

[0089] (i) one or both compound(s) of formula (I) as defined herein,

[0090] (ii) one or more emulsifier(s) (preferably as defined herein), (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0091] (iv) water, and optionally

[0092] (v) one or more active agent(s) (preferably as defined herein), and / or

[0093] (vi) one or more polymer(s) (preferably as defined herein), and / or

[0094] (vii) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein).

[0095] According to another preferred embodiment, the composition comprises or consists of

[0096] (i) one or both compound(s) of formula (I) as defined herein,

[0097] (ii) one or more emulsifier(s) (preferably as defined herein),

[0098] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0099] (iv) water, and optionally

[0100] (v) one or more active agent(s) (preferably as defined herein), and / or

[0101] (vi) one or more polymer(s) (preferably as defined herein), and / or

[0102] (vii) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein), and / or

[0103] (viii) one or more silicone(s) (preferably as defined herein).

[0104] According to another preferred embodiment, the composition comprises or consists of

[0105] (i) one or both compound(s) of formula (I) as defined herein,

[0106] (ii) one or more emulsifier(s) (preferably as defined herein),

[0107] (iii) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0108] (iv) water, and optionally

[0109] (v) one or more active agent(s) (preferably as defined herein), and / or

[0110] (vi) one or more polymer(s) (preferably as defined herein), and / or

[0111] (vii) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein), and / or

[0112] (viii) one or more silicone(s) (preferably as defined herein), and / or

[0113] (ix) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein).

[0114] According to another preferred embodiment, the composition comprises the components otherthan water as defined herein in the other embodiments and the rest of the composition is water.

[0115] Preferably, the composition according to the invention comprises (i) 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I) as defined herein, and / or

[0116] (ii) 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s) (preferably as defined herein), based on the total weight of the composition.

[0117] According to another preferred embodiment, the composition further comprises

[0118] (iii) 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of the one or more oil body / bodies orwax(es) (preferably as defined herein), and / or

[0119] (iv) 5 to 99 wt.-%, preferably 10 to 95 wt.-%, more preferably 20 to 95 wt.-%, most preferably 30 to 95 wt.-%, of water, and optionally

[0120] (v) 0 to 25 wt.-%, preferably 0.1 to 25 wt.-%, more preferably 0.2 to 20 wt.-%, of the one or more active agent(s) (preferably as defined herein), based on the total weight of the composition.

[0121] Preferably, the composition according to the invention comprises

[0122] (i) 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I) as defined herein, and / or, preferably and,

[0123] (ii) 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s) (preferably as defined herein), and / or, preferably and,

[0124] (iii) 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of the one or more oil body / bodies or wax(es) (preferably as defined herein), and optionally

[0125] (iv) 0 to 25 wt.-%, preferably 0.1 to 25 wt.-%, more preferably 0.2 to 20 wt.-%, of the one or more active agent(s) (preferably as defined herein), based on the total weight of the composition, and the rest is water.

[0126] Particularly preferably, the composition according to the invention is an emulsion, preferably selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o or w / o / w emulsion.

[0127] During the studies underlying the present invention, it was surprisingly found that a composition according to the invention, when in the form of an emulsion, advantageously displays a reduced average size of the water or oil droplets contained therein compared to an identical composition in the form of an emulsion which does not comprise a compound of formula (I) (cf. the examples below for further details). According to a preferred embodiment of the present invention, the composition or emulsion is a personal care product.

[0128] Particularly preferably, the personal care product according to the invention is selected from the group consisting of deo roll-on, lotions, creams, and sticks.

[0129] Another aspect of the present invention relates to a method of reducing the average size of water or oil droplets in an emulsion, comprising or consisting of the following steps:

[0130] (a) Providing one or both compound(s) of formula (I) or a mixture of both compounds of formula (I) or a composition comprising one or both compounds of formula (I) wherein R is selected from the group consisting of n-nonyl and n-undecyl,

[0131] (b) providing one or more emulsifier(s),

[0132] (c) providing the other components of the emulsion, and

[0133] (d) mixing components (a) to (c) to obtain an emulsion.

[0134] Preferably, the one or more emulsifier(s) provided in step (b) is / are selected from the group consisting of anionic emulsifiers, cationic emulsifiers, non-ionic emulsifiers, and amphoteric emulsifiers, preferably is / are selected from the group consisting of anionic emulsifiers and non-ionic emulsifiers (most preferably as defined herein).

[0135] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0136] (i) one or more oil body / bodies or wax(es), preferably selected from the group consisting of natural fats and oils (preferably as defined herein), fatty alcohols and alcohols (preferably as defined herein), glyceryl esters and derivatives thereof (preferably as defined herein), esters (preferably as defined herein), ethers (preferably as defined herein), siloxanes and silanes (preferably as defined herein), waxes (preferably as defined herein), and naphthenic hydrocarbons, preferably selected from the group consisting of squalene, dialkylcyclohexanes, tetradecane, isohexadecane, dodecane, docosane, paraffin, and mineral oils, and / or

[0137] (ii) water, and optionally

[0138] (iii) one or more active agent(s), preferably selected from the group consisting of abrasives, anti-acne agents, agents against ageing of the skin, anti-cellulitis agents, antidandruff agents, anti-inflammatory agents, irritation-preventing agents, irritationinhibiting agents, antioxidants, astringents, perspiration-inhibiting agents, antiseptic agents, ant-statics, binders, buffers, carrier materials, chelating agents, cell stimulants, cleansing agents, care agents, depilatory agents, surface-active substances, deodorizing agents, antiperspirants, softeners, enzymes, essential oils, fibres, film-forming agents, fixatives, foam-forming agents, foam stabilizers, substances for preventing foaming, foam boosters, gelling agents, gel-forming agents, hair care agents, hair-setting agents, hair straightening agents, moisturedonating agents, moisturizing substances, moisture-retaining substances, bleaching agents, strengthening agents, stain-removing agents, optically brightening agents, impregnating agents, dirt-repellent agents, friction-reducing agents, lubricants, moisturizing creams, ointments, opacifying agents, plasticizing agents, covering agents, polish, gloss agents, polymers, powders, proteins, re-oiling agents, abrading agents, silicones, skin-soothing agents, skin-cleansing agents, skin care agents, skin-healing agents, skin-lightening agents, skin-protecting agents, skin-softening agents, hair promotion agents, cooling agents, skin-cooling agents, warming agents, skin-warming agents, stabilizers, UV-absorbing agents, UV filters, detergents, fabric conditioning agents, suspending agents, skin tanning agents, thickeners, vitamins, mono- or polyunsaturated fatty acids, a-hydroxy acids, polyhydroxyfatty acids, liquefiers, dyestuffs, colour-protecting agents, pigments, anti-corrosives, aromas, flavouring substances, odoriferous substances, polyols, surfactants, electrolytes, organic solvents, and silicone derivatives.

[0139] According to another preferred embodiment, (iv) one or more polymer(s), preferably selected from the group consisting of cationic polymers, anionic polymers, zwitterionic polymers, amphoteric polymers, and nonionic polymers (preferably as defined herein) are also provided in step (c) of the method. According to another preferred embodiment, (v) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein) are also provided in step (c) of the method.

[0140] According to another preferred embodiment, (vi) one or more silicone(s) (preferably as defined herein) are also provided in step (c) of the method.

[0141] According to another preferred embodiment, (vii) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein) are also provided in step (c) of the method.

[0142] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0143] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0144] (ii) water.

[0145] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0146] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0147] (ii) water, and

[0148] (iii) one or more active agent(s) (preferably as defined herein).

[0149] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0150] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0151] (ii) water, and

[0152] (iv) one or more polymer(s) (preferably as defined herein).

[0153] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0154] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0155] (ii) water, and

[0156] (v) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein).

[0157] According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0158] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0159] (ii) water, and

[0160] (vi) one or more silicone(s) (preferably as defined herein). According to a preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0161] (i) one or more oil body / bodies or wax(es) (preferably as defined herein), and

[0162] (ii) water, and

[0163] (vii) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein).

[0164] According to another preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0165] (i) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0166] (ii) water, and optionally

[0167] (iii) one or more active agent(s) (preferably as defined herein), and / or

[0168] (iv) one or more polymer(s) (preferably as defined herein).

[0169] According to another preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0170] (i) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0171] (ii) water, and optionally

[0172] (iii) one or more active agent(s) (preferably as defined herein), and / or

[0173] (iv) one or more polymer(s) (preferably as defined herein), and / or

[0174] (v) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein).

[0175] According to another preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0176] (i) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0177] (ii) water, and optionally

[0178] (iii) one or more active agent(s) (preferably as defined herein), and / or

[0179] (iv) one or more polymer(s) (preferably as defined herein), and / or

[0180] (v) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein), and / or

[0181] (vi) one or more silicone(s) (preferably as defined herein).

[0182] According to another preferred embodiment of the method, some of the other components or the other components of the emulsion provided in step (c) are

[0183] (i) one or more oil body / bodies orwax(es) (preferably as defined herein), and

[0184] (ii) water, and optionally

[0185] (Hi) one or more active agent(s) (preferably as defined herein), and / or

[0186] (iv) one or more polymer(s) (preferably as defined herein), and / or

[0187] (v) one or more thickener(s) and / or rheology additive(s) (preferably as defined herein), and / or

[0188] (vi) one or more silicone(s) (preferably as defined herein), and / or

[0189] (vii) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein).

[0190] Preferably, the emulsion obtained in step (d) of the method according to the invention comprises

[0191] 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I) as defined herein, and / or

[0192] 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s) (preferably as defined herein), based on the total weight of the emulsion.

[0193] According to another preferred embodiment, the emulsion obtained in step (d) of the method according to the invention further comprises

[0194] 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of one or more oil body / bodies or wax(es) (preferably as defined herein), and / or, preferably and,

[0195] 5 to 99 wt.-%, preferably 10 to 95 wt.-%, more preferably 20 to 95 wt.-%, most preferably 30 to 95 wt.-%, of water, and optionally

[0196] 0 to 25 wt.-%, preferably 0.1 to 25 wt.-%, more preferably 0.2 to 20 wt.-%, of one or more active agent(s) (preferably as defined herein), based on the total weight of the emulsion.

[0197] Preferably, the emulsion obtained in step (d) of the method according to the invention comprises

[0198] 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I) as defined herein, and / or, preferably and,

[0199] 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s) (preferably as defined herein), and / or, preferably and,

[0200] 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of the one or more oil body / bodies orwax(es) (preferably as defined herein), and optionally

[0201] 0 to 25 wt.-%, preferably 0.1 to 25 wt.-%, more preferably 0.2 to 20 wt.-%, of the one or more active agent(s) (preferably as defined herein), based on the total weight of the emulsion, and the rest is water.

[0202] According to another preferred embodiment, the emulsion obtained in step (d) of the method according to the invention further comprises

[0203] 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of one or more oil body / bodies or wax(es) (preferably as defined herein), and / or, preferably and,

[0204] 5 to 99 wt.-%, preferably 10 to 95 wt.-%, more preferably 20 to 95 wt.-%, most preferably 30 to 95 wt.-%, of water, and optionally

[0205] 0.01 to 10 wt.-%, preferably from 0.1 to 5 wt.-%, more preferably from 0.3 to 3 wt.-%, most preferably from 0.5 to 1 wt.-%, of linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein), based on the total weight of the emulsion.

[0206] Preferably, the emulsion obtained in step (d) of the method according to the invention comprises

[0207] 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I) as defined herein, and / or, preferably and,

[0208] 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s) (preferably as defined herein), and / or, preferably and,

[0209] 5 to 40 wt.-%, preferably 7 to 30 wt.-%, more preferably 10 to 20 wt.-%, of the one or more oil body / bodies or wax(es) (preferably as defined herein), and optionally

[0210] 0.01 to 10 wt.-%, preferably from 0.1 to 5 wt.-%, more preferably from 0.3 to 3 wt.-%, most preferably from 0.5 to 1 wt.-%, of linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein), based on the total weight of the emulsion, and the rest is water.

[0211] According to another preferred embodiment, the emulsion obtained in step (d) of the method according to the invention comprises the components other than water (in amounts) as defined herein in the other embodiments and the rest of the emulsion is water.

[0212] Preferably, the emulsion obtained in step (d) of the method according to the invention is selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o or w / o / w emulsion.

[0213] Another aspect of the present invention relates to the use of a compound of formula (I) or of a mixture of both compounds of formula (I) or of a composition comprising one or both compounds of formula (I) wherein R is selected from the group consisting of n-nonyl and n-undecyl, for reducing the average size of water or oil droplets in an emulsion.

[0214] During the studies underlying the present invention, it was surprisingly found that the use of a compound of formula (I) in the production of emulsions advantageously leads to emulsions with a reduced average size of the water or oil droplets contained therein compared to an identical emulsion which does not comprise a compound of formula (I) (cf. the examples below for further details).

[0215] Preferably, the emulsion is selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o or w / o / w emulsion.

[0216] An alternative embodiment relates to the use

[0217] (i) of a compound of formula (I) or of a mixture of both compounds of formula (I) or of a composition comprising one or both compounds of formula (I) wherein R is selected from the group consisting of n-nonyl and n-undecyl, and

[0218] (ii) of one or more emulsifier(s) (preferably as defined herein), for reducing the average size of water or oil droplets in an emulsion.

[0219] A further alternative embodiment relates to the use (i) of a compound of formula (I) or of a mixture of both compounds of formula (I) or of a composition comprising one or both compounds of formula (I) wherein R is selected from the group consisting of n-nonyl and n-undecyl, and

[0220] (ii) of one or more emulsifier(s) (preferably as defined herein), and

[0221] (iii) of one or more one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms (preferably as defined herein), for reducing the average size of water or oil droplets in an emulsion.

[0222] Another aspect of the present invention relates to a composition, preferably a personal care, household, or pharmaceutical product, most preferably a personal care product, comprising one or both compound(s) of formula (I) as defined herein, preferably comprising a total amount of compound(s) of formula (I) of from 0.01 to 10 wt.-%, preferably of 0.05 to 2.5 wt.-%, more preferably of 0.1 to 1 wt.-%, based on the total weight of the composition or product.

[0223] Preferably, the personal care product is selected from the group consisting of lotions, creams, and sticks.

[0224] According to a preferred embodiment, the composition or product according to the invention is an emulsion, preferably selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o or w / o / w emulsion.

[0225] (Preferred) embodiments of the compositions according to the invention correspond to or can be derived from the (preferred) embodiments of the method according to the invention which are explained above or vice versa. (Preferred) embodiments of the compositions according to the invention correspond to or can be derived from the (preferred) embodiments of the use according to the invention which are explained above or vice versa. (Preferred) embodiments of the method according to the invention correspond to or can be derived from the (preferred) embodiments of the use according to the invention which are explained above or vice versa. Moreover, the (preferred) embodiments described herein can be arbitrarily combined with each other as long as technically sensible.

[0226] The invention will now be described in more detail hereinafter with references to the examples. Further aspects of the present invention are disclosed in the accompanying claims. Unless otherwise stated, all values refer to weight-% (wt.-%).

[0227] Examples:

[0228] 1 . Tested compounds of formula (I)

[0229] Table 1 : Structures of the compounds of formula (I)

[0230] The compounds of formulae (I) and (II) can be obtained, for instance, by following the synthetic approaches described in Synthesis, 2003, (15), 2373-2377; Journal of the Korean Chemical Society, 2002, 46(5); Tetrahedron Letters, 2015, 56(15), 1973-1975; and JP2011207990A.

[0231] The compounds of formulae (I) and (II) are accessible not only via precursors of petrochemical origin, but advantageously also in a sustainable and / or cost-efficient way from biobased starting materials comprising only non-fossil fuel-based carbon. Assessment of the biobased carbon in a material can be performed through standard test methods. Using radiocarbon and isotope ratio mass spectrometry analysis, the biobased content of materials can be determined. ASTM International, formally known as the American Society for Testing and Materials, has established a standard test method for assessing the biobased content of materials. The ASTM method is designated ASTM D6866. According to a preferred embodiment of the present invention, more than 50% of the carbon atoms contained in a compound of formula (I) are biobased, based on the total number of carbon atoms contained in said compound of formula (I). More preferably, more than 60%, 70%, 75%, 80%, 85%, or 90% of the carbon atoms contained in a compound of formula (I) are biobased, based on the total number of carbon atoms contained in said compound of formula (I). According to another preferred embodiment of the present invention, more than 50% of the carbon atoms contained in a compound of formula (II) are biobased, based on the total number of carbon atoms contained in said compound of formula (II). More preferably, more than 60%, 70%, 75%, 80%, 85%, or 90% of the carbon atoms contained in a compound of formula (II) are biobased, based on the total number of carbon atoms contained in said compound of formula (II). 2. Formulations o / w emulsions (amounts in wt.-%) Table 2: Formulation A

[0232] For preparation, components of phase A are mixed. Phase B is dispersed in phase A.

[0233] Phase AB is added to phase C and homogenized. Adjust pH to 5.8 with D.

[0234] Table 3: Formulation B For preparation, components of phase A are mixed. Phase B is dispersed in phase A.

[0235] Phase AB is added to phase C and homogenized.

[0236] 3. Method for the particle size measurement of the o / w emulsions

[0237] Particle size distribution was determined by using a Malvern Mastersizer 3000 (volume based) and a water / ethanol 90:10 mixture as the solvent.

[0238] Obscuration: 5-10%

[0239] Scattering Model: Mie

[0240] Parameter: Dv [4.3] = Average particle size

[0241] 4. Results

[0242] 4.1 Formulation A

[0243] Table 4: Results of particle size measurements

[0244] The results of the particle size measurements are depicted in Figure 1.

[0245] 4.2 Formulation B

[0246] Table 5: Results of particle size measurements

[0247] The results of the particle size measurements are depicted in Figure 2.

Claims

Claims:

1. Composition comprising(i) one or both compound(s) of formula (I)wherein R is selected from the group consisting of n-nonyl and n-undecyl, and(ii) one or more emulsifier(s).

2. Composition according to claim 1 , wherein the one or more emulsifier(s) is / are selected from the group consisting of anionic emulsifiers and non-ionic emulsifiers.

3. Composition according to claim 1 or 2, wherein the one or more emulsifier(s) is / are selected from the group consisting of emulsifiers based on amino acids, preferably sodium stearoyl glutamate, aliphatic C12-22 fatty acids, preferably selected from the group consisting of palmitic acid, stearic acid, and behenic acid, glyceryl esters and derivatives thereof, preferably glyceryl stearate citrate, esters of citric acid and aliphatic alcohols and derivatives thereof, more preferably selected from the group consisting of glyceryl stearate citrate and dilauryl citrate, phosphorous esters of phosphoric acid and aliphatic alcohols, preferably Ca-22, more preferably C16-18, alcohols, and mixtures and salts thereof, most preferably selected from the group consisting of potassium cetyl phosphate, cetyl phosphate, oleth-10 phosphate, trilaureth-4 phosphate, and triceteareth- 4 phosphate, andsodium sulfosuccinate esters, preferably with Cs-22, more preferably C16-18, alcohols, and mixtures thereof, most preferably disodium cetearyl sulfosuccinate.

4. Composition according to claim 1 or 2, wherein the one or more emulsifier(s) is / are selected from the group consisting of sorbitan derivatives, preferably sorbitan mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition products thereof, more preferably selected from the group consisting of polysorbate-60, polysorbate-21 , sorbitan laurate, sorbitan stearate, sorbitan isostearate, sorbitan oleate, PEG-40 sorbitan oleate, sorbeth-20 beeswax, polysorbate-20, sorbitan palmitate, sorbitan trioleate, sorbitan tristearate, sorbitan sesquioleate, PEG-80 sorbitan laurate, polysorbate-80, and polysorbate-81 , glyceryl derivatives, preferably glyceryl mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms and ethylene oxide addition products thereof, more preferably selected from the group consisting of diisostearoyl polyglyceryl-3 dimer dilinoleate, glyceryl oleate, glyceryl stearate, PEG-100 stearate, PEG-200 castor oil, PEG-29 castor oil, PEG-35 castor oil, PEG-40 castor oil, polyglyceryl-2 dipolyhydroxystearate, polyglyceryl-2 isostearate, polyglyceryl-2 triisostearate, polyglyceryl-3 diisostearate, polyglyceryl-3 distearate, polyglyceryl-3 oleate, polyglyceryl-4 caprlyate / caprate, polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate, polyglyceryl-4 isostearate, polyglyceryl-4 laurate, polyglyceryl-4 laurate / succinate, polyglyceryl-4 laurate / sebacate, polyglyceryl-6 behenate, polyglyceryl-6 palmitate / succinate, polyglyceryl-6 stearate, tri(polyglyceryl- 3 / lauryl) hydrogenated trilinoleate, polyglyceryl-2-sesquiisostearate, polyglyceryl-2 caprate, polyglyceryl-10 laurate, and polyglyceryl-3 polyricinoleate, lanolin compounds and derivatives thereof, preferably lanolin mono or diesters with saturated or unsaturated fatty acids containing 6-22 carbon atoms or ethylene oxide addition products thereof, more preferably selected from the group consisting of PEG-30 lanolin, lanolin alcohol, laneth-15, and laneth-40, carbohydrates, sugars and derivatives thereof, preferably selected from the group consisting of sucrose stearate, sucrose distearate, polyglyceryl 3-methylglucose distearate, methyl glucose sesquistearate, sucrose cocoate, lauryl glucoside, and sucrose polystearate, and alkoxylated alcohols, preferably obtained from 1 mol Ca-22 fatty alcohols and mixtures thereof and 2-50 mol ethylene or propylene oxide, more preferably selected from the group consisting of ceteareth-12, ceteareth-20, ceteareth- 25, ceteareth-6, ceteareth-30, ceteareth-50, beheneth-10, behenth-25, ceteth-2, ceteth-10, ceteth-20, laureth-23, laureth-4, oleth-10, oleth-20, oleth- 3, oleth-30, oleth-5, PEG-40 hydrogenated castor oil, PEG-5 rapeseed oil, PEG-60 hydrogenated castor oil, PEG-7 hydrogenated castor oil, steareth-10, steareth-100, steareth-2, steareth-20, and steareth-21.

5. Composition according to any of the preceding claims, wherein the composition further comprises(iii) one or more oil body / bodies or wax(es), preferably selected from the group consisting of natural fats and oils, fatty alcohols and alcohols, glyceryl esters and derivatives thereof, esters, ethers, siloxanes and silanes, waxes, and naphthenic hydrocarbons, preferably selected from the group consisting of squalene, dialkylcyclohexanes, tetradecane, isohexadecane, dodecane, docosane, paraffin, and mineral oils, and / or(iv) water, and optionally(v) one or more active agent(s), and / or(ix) one or more linear alkanediol(s) having a carbon chain of 5 to 12 carbon atoms.

6. Composition according to any of the preceding claims, wherein the composition comprises(i) 0.01 to 10 wt.-%, preferably 0.05 to 2.5 wt.-%, more preferably 0.1 to 1 wt.-%, of the one or more compound(s) of formula (I), and / or(ii) 0.05 to 10 wt.-%, preferably 0.1 to 5 wt.-%, more preferably 0.3 to 3 wt.-%, of the one or more emulsifier(s),based on the total weight of the composition.

7. Composition according to any of the preceding claims, wherein the composition further comprises(iii) 5 to 40 wt.-% of the one or more oil body / bodies or wax(es), and / or(iv) 30 to 95 wt.-% of water, and optionally(v) 0 to 25 wt.-% of the one or more active agent(s), based on the total weight of the composition.

8. Composition according to any of the preceding claims, wherein the composition is an emulsion, preferably selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o orw / o / w emulsion.

9. Composition according to any of the preceding claims, wherein the composition or emulsion is a personal care product.

10. Composition according to claim 9, wherein the personal care product is selected from the group consisting of deo roll-on, lotions, creams, and sticks.

11. Method of reducing the average size of water or oil droplets in an emulsion, comprising or consisting of the following steps:(a) Providing one or both compound(s) of formula (I) or a mixture of both compounds of formula (I) or a composition comprising one or both compounds of formula (I)wherein R is selected from the group consisting of n-nonyl and n-undecyl,(b) providing one or more emulsifier(s),(c) providing the other components of the emulsion, and(d) mixing components (a) to (c) to obtain an emulsion.

12. Method according to claim 11 , wherein some of the other components or the other components of the emulsion provided in step (c) are(i) one or more oil body / bodies or wax(es), preferably selected from the group consisting of natural fats and oils, fatty alcohols and alcohols, glyceryl esters and derivatives thereof, esters, ethers, siloxanes and silanes, waxes, and naphthenic hydrocarbons, preferably selected from the group consisting of squalene, dialkylcyclohexanes, tetradecane, isohexadecane, dodecane, docosane, paraffin, and mineral oils, and / or(ii) water, and optionally(iii) one or more active agent(s).

13. Method according to claim 11 or 12, wherein the emulsion is selected from the group consisting of o / w emulsion, w / o emulsion, and multiple o / w / o orw / o / w emulsion.

14. Use of a compound of formula (I) or of a mixture of both compounds of formula (I) or of a composition comprising one or both compounds of formula (I)wherein R is selected from the group consisting of n-nonyl and n-undecyl,for reducing the average size of water or oil droplets in an emulsion.

15. Composition, preferably personal care, household, or pharmaceutical product, most preferably personal care product, comprising one or both compound(s) of formula (I) as defined in claim 1 , preferably comprising a total amount of compound(s) of formula (I) of from 0.01 to10 wt.-%, preferably of 0.05 to 2.5 wt.-%, more preferably of 0.1 to 1 wt.-%, based on the total weight of the composition or product.

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