WO2009019194A1 - Compositions de parfums avec libération du parfum améliorée - Google Patents
Compositions de parfums avec libération du parfum améliorée Download PDFInfo
- Publication number
- WO2009019194A1 WO2009019194A1 PCT/EP2008/060071 EP2008060071W WO2009019194A1 WO 2009019194 A1 WO2009019194 A1 WO 2009019194A1 EP 2008060071 W EP2008060071 W EP 2008060071W WO 2009019194 A1 WO2009019194 A1 WO 2009019194A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fragrance
- perfume oil
- carrier
- agent according
- textile treatment
- Prior art date
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- 239000007787 solid Substances 0.000 claims abstract description 21
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- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 239000012729 immediate-release (IR) formulation Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229920000592 inorganic polymer Polymers 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 239000001851 juniperus communis l. berry oil Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- ALQWDAJTEFASRJ-UHFFFAOYSA-N n-hexadecylhexadecan-1-amine;hydrochloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[NH2+]CCCCCCCCCCCCCCCC ALQWDAJTEFASRJ-UHFFFAOYSA-N 0.000 description 1
- 150000002905 orthoesters Chemical class 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 239000003016 pheromone Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010670 sage oil Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
Definitions
- the present invention relates to a fragrance composite which is highly viscous or solid at temperatures up to at least 20 ° C and comprises at least one perfume oil and a carrier having a melting or flow range between 20 ° C and 1 10 ° C, wherein either the Teflon contact angle ⁇ of the perfume oil is between 56 ° ⁇ ⁇ ⁇ 160 ° and the dielectric constant of the carrier is between 1, 8 and 2.3 or the teflon contact angle ⁇ of the perfume oil is between 10 ° ⁇ ⁇ ⁇ 55 ° and the carrier has a dielectric constant between 7.0 and 12.0.
- Fragrances, flavors and perfume oils have become indispensable in everyday human life. They have always played an important role in human culture, first in cultic practices and a little later in beauty care. Even in our time, they have an outstanding and ever-increasing importance z. B. in the field of product scenting, in the field of personal care products or in the field of detergents and cleaners.
- odor perception is also largely based on odor intensity
- the top note of a perfume is naturally determined by volatile compounds, while the base note is largely composed of less volatile, i.e. H. adherent fragrances.
- H. adherent fragrances For example, in the composition of perfumes, more volatile fragrances can be bound to certain fixatives, preventing them from evaporating too quickly.
- a fundamental method for the targeted release of fragrances eg. B. from detergents, is their direct addition to the application formulation. Disadvantage of this method is the immediate release of the fragrance from the formulation, resulting in a short-term odor effect and thus the shelf life of the formulation strong decreases.
- the low chemical stability against atmospheric oxygen which has been observed in numerous fragrances, especially aldehydes and alcohols. Attempts to encapsulate such substances or to include them in cyclodextrins have proven to be less successful or uneconomical due to high commodity prices.
- WO-A-95/04809 teaches the slow cleavage of fragrance alcohol esters by means of lipases, whereby a long-lasting fragrance is caused.
- WO-A-97/30687 and EP-A-816322 link to sulfonates, sulfates and phosphates, with similar effects being achieved.
- fragrance alcohols are betaine esters, as shown in EP-A-0799885, ⁇ -tertiary carbon esters in WO-A-98/07810, ⁇ -ketoesters in WO-A-98/07813 or linear or cyclic acetals.
- the subject of WO-A-94/06441 is the acidic hydrolysis of acetals and orthoesters, which are based on aldehydes / ketones or alcohols with fragrance properties.
- the chemical derivatization of fragrances is often associated with high costs or technical effort and can ultimately lead to an alienation of the fragrance impression. Therefore, there is a continuing need for fragrances with a long-lasting odor effect.
- EP-A-0820762 describes the loading of silica particles with fragrances and their use in washing powders.
- EP-A-0281034 teaches the inclusion of perfume compositions in inorganic polymer matrices wherein the particular polymer is crosslinked. In these two patents, it is essentially about the absorption of perfume in carrier materials or the fixation of perfume on a support.
- the international applications WO 99/21953 and WO 01/16280 deal in a similar context with methods for the production of perfume moldings, in particular scented beads.
- solid premixes of 65 to 95 wt .-% of excipient (s), 5 to 25 wt .-% of perfume and up to 10 wt .-% of excipients granulation or press agglomeration are subjected.
- the international application WO 05/056062 discloses scent composites consisting of a perfume oil and a carrier for the long-lasting scenting of substrate surfaces. All of these applications have in common that the encapsulation of the fragrance in a often meltable carrier, a delayed odor release should be achieved.
- the aim of the present invention was therefore the development of fragrance composites with improved fragrance release.
- a fragrance composite for use in textile treatment agents which is highly viscous or solid at temperatures up to at least 20 ° C and as components at least one carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 110 ° C and one
- Dielectric constant between 1, 8 and 2.3 and a perfume oil with a determined on a teflon film contact angle ⁇ of 56 ° ⁇ ⁇ ⁇ 160 °, wherein the fragrance composite at a temperature between 20 ° C and 1 15 ° C substantially undecomposed of highly viscous or solid in a molten state.
- the present object can be achieved by a fragrance composite for use in textile treatment agent which is highly viscous or solid at temperatures up to at least 20 ° C and as components at least one carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 1 10 ° C and a dielectric constant between 7.0 and 12.0 and a perfume oil with a determined on a Teflon film contact angle ⁇ of 10 ° ⁇ ⁇ ⁇ 55 °, wherein the fragrance composite at a temperature between 20 ° C and 115 ° C. essentially undecomposed from high viscosity or solid to a molten state.
- fragment composite ("composite” is derived from “lat.””Componere”: compose) states that the agent is composed of at least two components, viz. At least one perfume oil and at least one vehicle having a melting or pour point in the range of 20 ° C to 110 ° C, wherein the perfume oil may also be a harmonic mixture of several fragrances.
- a fragrance composite is considered to be highly viscous if the Brookfield viscosity at 20 ° C. exceeds 10000 mPas, preferably 15000 mPas, especially 17500 mPas, preferably 20 000 mPas and more preferably 30 000 mPas. (Viscosity Measurement in a Brookfield Viscometer Model DV II at 20 rpm with Spindle 3)
- the term "essentially undecomposed” takes into account the fact that some materials or compounds or substances and thus also objects containing such substances, can decompose on the supply of thermal energy, ie that the material in question is affected by the influence of temperature is changed in its structure in such a way that it is converted into a state which is no longer suitable for its original use, for example crosslinked polymers which can not be converted into a flowable state without irreversible changes
- the fragrance composite according to the invention is distinguished by the fact that it undergoes a substantially undecomposed transition into a molten state, which means that even after the fragrance composite has been converted into a flowable state and subsequently returned to the solid state, it is not essential n changes in the properties relevant for its original purpose.
- substantially undecomposed means that the transition of the fragrance composite to the molten state proceeds in a manner such that the weight loss of the fragrance composite, which solidifies, flows, and restores as it passes through the states, preferably at most 10% by weight. , advantageously at most 5 wt .-%, more preferably at most 1 wt .-%, more preferably at most 0.5 wt .-%, in particular occurs no weight loss (wt .-% in each case based on the total Means), ie the fragrance composite can be liquefied and then converted back into the solid state without being subject to weight loss.
- melting and flow range is understood to mean the temperature range whose lower limit is formed by the temperature at which the carrier or the mixture of various carriers changes from the highly viscous or solid state to the liquid state and its upper limit Temperature is determined at which the carrier or the mixture of different carriers has completely gone into the liquid state.
- perfume oil is very broad in the sense of this invention, since it encompasses all those individual substances or substance mixtures which cause a pleasant, sensory odor in humans and therefore for perfuming or perfuming, for example, objects such as technical and sanitary articles, soaps , Cosmetics (personal care products), detergents and cleaners, fabric softeners and the like are suitable and find a variety of uses.
- perfume oil comprises essentially all essential oils, fragrances and flavorings, individually and in particular in a mixture of two to 100 or more different ingredients. But also essences and flavors or aromas or their mixtures fall here expressly under the concept of perfume oils.
- perfume oil (e) also explicitly includes the pheromones, although these are in the true sense not fragrances.
- perfume oils of course, the classic perfume oils meant, so those that, for example, by squeezing the fruit peel, extraction of resinoids from resins, balsams, lichens and. Moosen, Destratation of (flower) perfumes by means of supercritical gases (eg., CO 2 ) or by steam distillation of previously processed crushed plant parts receives such. B. rose oil.
- perfume oils for example, individual perfume compounds, for example, the synthetic products of the ester type, ethers, aldehydes, ketones, alcohols and hydrocarbons can be used.
- Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzylformate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
- the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 - 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones such as the Jonones, oc-lsomethylionon and methyl cedrylketone, to the alcohols anethole, citronellol, eugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons include mainly the terpenes and balsams. Preferably, however, mixtures of different fragrances are used, which together produce an attractive fragrance.
- the perfume oils may, of course, also contain natural fragrance mixtures, such as are available from plant or animal sources, e.g. Pine, citrus, jasmine, lily, rose or ylang-ylang oil. Also, lower volatility volatile oils, which are most commonly used as aroma components, are useful as perfume oils, e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil and ladanum oil.
- natural fragrance mixtures such as are available from plant or animal sources, e.g. Pine, citrus, jasmine, lily, rose or ylang-ylang oil.
- lower volatility volatile oils which are most commonly used as aroma components, are useful as perfume oils, e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil
- the contact angle is determined by means of a contact angle goniometer (nameplate: Krüss type G-1) from Krüss at 20 ° C.
- the surface used is Goodfellow teflon film 0.1 mm thick (tolerance + - 20% thickness) which is thoroughly cleaned with acetone before each test.
- the drop fall height is constantly 0 mm, i. The drop is carefully placed. If the drop is in contact with the surface, the needle is slowly removed. After discontinuing the drop of perfume oil, the baseline of the drop is brought to coincide with the baseline in the eyepiece by means of the variable table. Subsequently, the tangent line is applied via the corresponding auxiliary equipment and the contact angle between perfume oil and Teflon film is read. There is a five-fold determination, in each case the right and left angle is measured.
- the contact angle according to the invention is the arithmetic mean of all measured values.
- the dielectric constant ⁇ r is to be understood as the substance-specific constant which is determined for the respective substances with the aid of a high-grade steel condenser at 22 ° C.-24 ° C. and 40 Hz.
- the capacitor is filled at temperatures of greater than 60 ° C with the respective carrier so that no bubbles or cavities are formed, which can affect the measurement result.
- fragrance composites In addition to the general benefits for fragrance composites, such as the delayed release of fragrance or longer storage stability of the perfume oils by protecting the partially sensitive substances from external influences, lies in the improved fragrance release of expensive and often expensive to produce perfume oils a whole significant advantage of the invention. While in the international application WO 05/056062, for example, no restrictions whatsoever are made regarding the possible combinations of carrier and perfume oil, the fragrance composites according to the invention are restricted to certain combinations. Without being bound to a particular theory, it can be assumed that the coordination of the two components reduces the attractive interaction between the perfume and its carrier. In this way, even small amounts of a perfume oil can be effectively released.
- Another advantage of the invention is the ability to reduce the total amount of expensive and often expensive to produce perfume oils compared to conventional formulations, since the fragrance composites of the invention provide a much more effective release of fragrance and thus better fragrance availability.
- an agent according to the invention is characterized in that, at temperatures between 30.degree. C. and 100.degree. C., preferably between 40.degree. C. and 90.degree. C., it changes substantially without decomposition into a molten state.
- a further preferred embodiment of the invention is therefore that the carrier with a melting or flow range between 20 ° C and 1 10 ° C is selected from the group of fatty alcohols, fatty acids, silicone oils, silicone waxes, paraffins, nonionic surfactants, esterquats, natural oils , Waxes and / or polyalkylene glycols.
- the fragrance composite according to the invention comprises as the carrier paraffin having a melting range of 55 ° C. to 70 ° C. and a perfume oil having a contact angle ⁇ of 56 ° ⁇ ⁇ ⁇ 160 ° determined on a teflon foil.
- the fragrance composite according to the invention comprises as carrier at least 95% hydrogenated castor oil, preferably a completely hydrogenated castor oil and a perfume oil with a contact angle ⁇ of 10 ° ⁇ ⁇ ⁇ 55 ° determined on a teflon film.
- hydrogenated castor oil is to be understood as meaning a substance which consists essentially of 1,2,3-propanetriol-tri- (12-hydroxystearate).
- Castor oil is sold for example by the company Cognis under the brand name Cutina HR®.
- a further preferred embodiment of the invention is that the fragrance composite consists exclusively of a carrier having a melting or flow range between 20 ° C and 110 ° C and a perfume oil, wherein the term perfume oil here also any mixture of different perfume oils can be understood ,
- the fragrance composite in addition to a carrier having a melting or flow range between 20 ° C and 1 10 ° C and a perfume oil still at least one additive selected from the group of zeolites, bentonites, silicates, phosphates, urea and / or its derivatives, sulfates, carbonates, citrates, citric acid and / or acetates.
- zeolites, bentonites, silicates, phosphates, urea derivatives, sulfates, carbonates, citrates, citric acid and / or acetates are known to those skilled in the art and their amounts can easily be determined from this without undue experimentation.
- all additives contained are substantially odorless.
- odorless in this context means that the fragrance of the perfume oils is not counteracted by a particularly intense, possibly the odor of humans disturbing odor of the additives.
- the additives should therefore preferably have no significant odor and they should not reduce the fragrance of perfume oils.
- the mass ratio of carrier to perfume oil in the scent composite in a range of 30: 1 to 1: 1 and preferably from 15: 1 to 2: 1 and more preferably between 10: 1 and 3: 1.
- a process for preparing a fragrance composite according to the invention wherein in a first step the perfume oil is introduced into the melt of the carrier and then the mixture of perfume oil and carrier cools.
- Another object of the present invention is a process for the long-lasting scenting of textiles, wherein the fragrance composite according to the invention is applied to the surface to be scented of textiles, preferably during the automatic washing or drying process.
- Another object of the present invention is a textile treatment composition containing as at least one component, a fragrance composite according to the invention.
- the textile treatment agent is selected from the group consisting of detergents, fabric softeners, softening detergents ("2in1”) and washing auxiliaries.
- the fabric treatment agent is a detergent
- the fabric treatment agent is a softening detergent (“2in1")
- the fabric treatment agent is a softener
- Fabric softeners are preferred as textile treatment agents, since they only come in contact with the textiles in the last step of a conventional textile washing operation, the rinse cycle, and thus can attract as many of the fragrance composites to the textile without the risk that it will be removed during subsequent steps becomes. It is most preferred that the softening component is an alkylated quaternary ammonium compound wherein at least one alkyl chain is interrupted by an ester or amido group.
- the softening component includes, for example, quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- or triesters of fatty acids with alkanolamines.
- quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- or triesters of fatty acids with alkanolamines.
- quaternary ammonium compounds are shown, for example, in the formulas (I) and (II):
- R is an acyclic alkyl radical having 12 to 24 carbon atoms
- R 1 is a saturated C 1 -C 4 alkyl or hydroxyalkyl radical
- R 2 and R 3 are either R or R 1 or are an aromatic radical
- X " is either a halide, methosulfate, methophosphate or phosphate ion and mixtures thereof
- Examples of cationic compounds of the formula (I) are monotaltrimethylammonium chloride, monostearyltrimethylammonium chloride, didecyldimethylammonium chloride, ditallowdimethylammonium chloride or dihexadecylammonium chloride.
- R 4 is an aliphatic alk (en) yl radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents
- R 5 is H, OH or O (CO) R 7
- R 6 is, independently of R 5, H, OH or O (CO) R 8
- R 7 and R 8 are each independently an aliphatic alk (ene) ylrest having 12 to 22 carbon atoms with O, 1, 2 or 3 double bonds
- m, n and p may each independently have the value 1, 2 or 3 have.
- X " can be either a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions
- Preferred compounds are those in which R 5 represents the group O (CO) R 7.
- R 5 represents the group Group 0 (CO) R 7 represents and R 4 and R 7 are alk (en) yl radicals having 16 to 18 carbon atoms.
- Particularly preferred are compounds in which R 6 is also OH.
- Examples of compounds of the formula (I) are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, bis (palmitoyloxyethyl) hydroxyethyl methyl ammonium methosulfate, 1, 2-bis - [tallowacyloxy] - 3-trimethylammoniumpropane chloride or methyl N, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulphate.
- the acyl groups are preferred whose corresponding fatty acids have an iodine number between 1 and 100, preferably between 5 and 80, more preferably between 10 and 60 and in particular between 15 and 45 and which have a cis / trans isomer ratio (in% by weight) of greater than 30:70, preferably greater than 50:50 and in particular equal to or greater than 60:40.
- Stepan under the tradename Stepantex ® methylhydroxyalkyldialkoyloxyalkylammonium or those known under Dehyquart ® Cognis products, known under Rewoquat ® products from Degussa or those known under Tetranyl® products of Kao.
- Further preferred compounds are the diester quats of the formula (III) which are obtainable under the name Rewoquat® W 222 LM or CR 3099.
- R 21 and R 22 are each independently an aliphatic radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds.
- ester group 0 (CO) R where R is a long-chain alk (en) yl radical
- softening compounds which have the following groups: RO (CO), N (CO) R or RN (CO), where of these groups, N (CO) R groups are preferred.
- R 12, R 13 and R 14 independently represents a Ci- 4 alkyl, alkenyl or hydroxyalkyl group, R 15 and R 16 each selected independently a C 8-28 - represents alkyl group, X "is an anion, and r is a number between 0 and 5.
- a preferred example of a cationic deposition aid of formula (V) is 2,3-bis [tallowloxy] -3-trimethylammoniumpropane chloride.
- plasticizing components which can be used according to the invention are quaternized protein hydrolyzates or protonated amines.
- cationic polymers are also suitable softening component.
- Suitable cationic polymers include the polyquaternium polymers as described in the CTFA Cosmetic Ingredient Dictionary (The Cosmetic, Toiletry and Fragrance, Inc., 1997), in particular the Polyquaternium-6, Polyquaternium-7, Polyquaternium, also referred to as Merquats.
- polymers Polymer JR, LR and KG series from Amerchol
- polyquaternium-4 copolymers such as graft copolymers having a cellulose backbone and quaternary ammonium groups attached via allyldimethylammonium chloride, cationic cellulose derivatives such as cationic guar such as guar hydroxypropyltriammonium chloride, and similar quaternized guar Derivatives (eg Cosmedia Guar from Cognis or the Jaguar series from Rhodia), cationic quaternary sugar derivatives (cationic alkyl polyglucosides), eg the commercial product Glucquat® 100, according to CTFA nomenclature a "Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride", Copolymers of PVP and Dimethylaminomethacrylate, Copolymers of vinylimidazole and vinylpyrrolidone, aminosilicone polymers and copolymers.
- polyquaternized polymers e.g., Luviquat® Care from BASF
- chitin-based cationic biopolymers and their derivatives for example, the polymer available under the trade name Chitosan® (manufacturer: Cognis).
- Some of the cited cationic polymers additionally have skin and / or textile care properties.
- R 17 can be an aliphatic alk (en) yl radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds, s can assume values between 0 and 5.
- R 18 and R 19 are each independently H, C 1-4 alkyl or hydroxyalkyl and X " is an anion.
- softening components include protonated or quaternized polyamines.
- plasticizing components are alkylated quaternary ammonium compounds of which at least one alkyl chain is interrupted by an ester group and / or amido group.
- alkylated quaternary ammonium compounds of which at least one alkyl chain is interrupted by an ester group and / or amido group.
- Very particular preference is given to N-methyl-N- (2-hydroxyethyl) -N, N- (ditallowacyloxyethyl) ammonium methosulphate or bis (palmitoyloxyethyl) -hydroxyethylmethylammonium methosulphate.
- the textile treatment agents in the form of fabric softeners may also contain nonionic softening components, especially polyoxyalkylene glycol alkanoates, polybutylenes, long-chain fatty acids, ethoxylated fatty acid ethanolamides, Alkyl polyglucosides, in particular sorbitan mono, di- and triesters, and fatty acid esters of polycarboxylic acids.
- nonionic softening components especially polyoxyalkylene glycol alkanoates, polybutylenes, long-chain fatty acids, ethoxylated fatty acid ethanolamides, Alkyl polyglucosides, in particular sorbitan mono, di- and triesters, and fatty acid esters of polycarboxylic acids.
- the softening component in amounts of 0.1 to 80 wt .-%, usually 1 to 40 wt .-%, preferably 2 to 20 wt .-% and in particular 3 to 15 wt .-% and the fragrance composite in amounts of 0.1 to 20 wt .-%, preferably 1 to 13 wt .-% and in particular 2 to 8 wt .-%, each based on the total textile treatment agent.
- the textile treatment agents in the form of fabric softeners may optionally contain one or more nonionic surfactants, it being possible to use those which are customarily also used in detergents.
- the fragrance composite according to the invention is not present in the form of compounds with other textile treatment ingredients, but in the form of separate solid particles, preferably spherical particles having a particle diameter of 1 .mu.m to 1 mm, particularly preferably from 10 .mu.m to 100 ⁇ m and in particular from 20 ⁇ m to 50 ⁇ m.
- the term compound is to be understood as meaning a substance which, owing to the physical or chemical interaction of at least two substances, appears in its external appearance, preferably in its microscopic appearance, only as a structural unit and not as a separated composition of at least two substances is.
- spherical particles is preferably to be understood as meaning a substantially spherical particle.
- the mass ratio between the perfume oil bound in the fragrance composite and the perfume oil present in the fabric treatment agent is between 70:30 and 30:70, preferably between 60:40 and 40:60 and in particular 50:50.
- Another object of the present invention is a method for producing a textile treatment agent, wherein in a first step, the solid fragrance composite is introduced into a melt of one or more compounds from the group of softening components, in a second step, the cooled to room temperature mixture of plasticizing Component and fragrance composite is dispersed in water at 30 ° C to 90 ° C and optionally in a third step further perfume oil is added.
- the contact angle is determined by means of a contact angle goniometer (nameplate: Krüss type G-1) from Krüss at 20 ° C.
- the surface used is a Goodfellow teflon film 0.1 mm thick (20% gauge thickness) which is thoroughly cleaned with acetone before each test.
- the drop fall height is constantly 0 mm, i. The drop is carefully placed. If the drop is in contact with the surface, the needle is slowly removed. After discontinuing the drop of perfume oil, the baseline of the drop is brought to coincide with the baseline in the eyepiece by means of the variable table. Subsequently, the tangent line is applied via the corresponding auxiliary equipment and the contact angle between perfume oil and Teflon film is read. There is a five-fold determination and measured each of the right and left angles.
- the contact angle according to the invention is the arithmetic mean of all measured values.
- the relative dielectric constant is determined via a capacitance measurement on a plate capacitor.
- the condenser used is composed of two stainless steel plates, between which there is a Teflon gasket.
- the gap between the capacitor plates is filled at temperatures of more than 60 ° C up to the upper edge with the substance whose dielectric constant is to be determined.
- the measurement to determine the relative dielectric constant then takes place at 22 ° C to 24 ° C and 40 Hz.
- Cutina HR are melted in a separate 30 ml screw-cap glass.
- the perfume for example the perfume oil 2
- 0.95 g of the perfume for example the perfume oil 2
- the textiles are washed with a commercially available heavy-duty detergent and then softened with 36 ml of the respective softener and dried.
- Detergent 105 g of a commercially available heavy-duty detergent
- the treated cloths are evaluated by an odor test with the help of test persons according to the following drying methods:
- Method A Drying in tumbler: Miele Novotronic T495C
- Method B Drying in tumbler and storage for 24 h at 22 ° C For evaluation, a pair comparison was made.
- PEA OTBCA 5: 1 67 ° 3 13% 20%
- PEA OTBCA 5: 1 67 ° 3 57% 50%
- PEA OTBCA 5: 1 67 ° 2 10% 14%
- PEA OTBCA 1: 5 54 ° 3 70% 65%
Abstract
L'invention concerne une composition de parfum qui est hautement visqueuse ou solide à des températures allant au moins jusqu'à 20°C et qui comprend au moins une huile essentielle et un véhicule ayant une plage de point de fusion ou d'écoulement allant de 20°C à 110°C. L'angle de contact avec le téflon Φ de l'huile essentielle est de 56° ≤ Φ ≤ 160° et le véhicule présente une constante diélectrique qui se situe dans la plage de 1,8 à 2,3 ou bien l'angle de contact avec le téflon Φ de l'huile essentielle est de 10° ≤ Φ < 55° et le véhicule présente une constante diélectrique qui se situe dans la plage de 7,0 à 12,0. L'invention a également pour objet un agent de conditionnement des textiles contenant une composition de parfum selon l'invention, un procédé de production dudit agent de conditionnement des textiles, et un procédé pour parfumer durablement des textiles.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE200710037147 DE102007037147A1 (de) | 2007-08-07 | 2007-08-07 | Duftkomposite mit verbesserter Duftfreisetzung |
DE102007037147.2 | 2007-08-07 |
Publications (1)
Publication Number | Publication Date |
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WO2009019194A1 true WO2009019194A1 (fr) | 2009-02-12 |
Family
ID=39917165
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2008/060071 WO2009019194A1 (fr) | 2007-08-07 | 2008-07-31 | Compositions de parfums avec libération du parfum améliorée |
Country Status (2)
Country | Link |
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DE (1) | DE102007037147A1 (fr) |
WO (1) | WO2009019194A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102016219295A1 (de) | 2016-09-26 | 2018-03-29 | Henkel Ag & Co. Kgaa | Kontinuierliches Verfahren zur Herstellung parfümhaltiger Schmelzkörper |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0469228A1 (fr) * | 1990-07-31 | 1992-02-05 | The Procter & Gamble Company | Système amélioré de support et de délivrance de parfums pour le lavage du linge |
WO1995004809A1 (fr) * | 1993-08-09 | 1995-02-16 | Firmenich S.A. | Procede de parfumage de textiles |
WO1998036049A1 (fr) * | 1997-02-14 | 1998-08-20 | Lonza Inc. | Compositions de blanchiment et de nettoyage contenant du parfum |
WO2004035721A1 (fr) * | 2002-10-11 | 2004-04-29 | Bell Flavors & Fragrances Duft Und Aroma Gmbh | Procede pour produire un concentre de matieres odorantes solide |
WO2005056062A1 (fr) * | 2003-12-10 | 2005-06-23 | Henkel Kommanditgesellschaft Auf Aktien | Composites odorants |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4880851A (en) | 1987-02-26 | 1989-11-14 | Tohru Yamamoto | Aromatic composition and method for the production of the same |
US5378468A (en) | 1992-09-22 | 1995-01-03 | The Mennen Company | Composition containing body activated fragrance for contacting the skin and method of use |
JP2000512663A (ja) | 1996-02-21 | 2000-09-26 | ジボーダン―ルール(アンテルナシヨナル)ソシエテ アノニム | フレイグランス先駆体 |
EP0799885A1 (fr) | 1996-04-01 | 1997-10-08 | The Procter & Gamble Company | Composés bétaine ester des aclcools actifs |
NZ328102A (en) | 1996-06-24 | 1998-04-27 | Givaudan Roure Int | Fragrance precursors and deodorant compositions |
EP0820762A1 (fr) | 1996-07-15 | 1998-01-28 | Unilever Plc | Compositions de parfums |
WO1998007455A1 (fr) | 1996-08-19 | 1998-02-26 | The Procter & Gamble Company | COMPOSITIONS DESODORISANTES CONTENANT DES PRECURSEURS DE PARFUM β-CETOESTERS |
DE19746780A1 (de) | 1997-10-23 | 1999-04-29 | Henkel Kgaa | Verfahren zur Herstellung von Duftperlen |
DE19941263A1 (de) | 1999-08-31 | 2001-03-08 | Henkel Kgaa | Verfahren zur Herstellung von Duftperlen |
-
2007
- 2007-08-07 DE DE200710037147 patent/DE102007037147A1/de not_active Withdrawn
-
2008
- 2008-07-31 WO PCT/EP2008/060071 patent/WO2009019194A1/fr active Application Filing
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0469228A1 (fr) * | 1990-07-31 | 1992-02-05 | The Procter & Gamble Company | Système amélioré de support et de délivrance de parfums pour le lavage du linge |
WO1995004809A1 (fr) * | 1993-08-09 | 1995-02-16 | Firmenich S.A. | Procede de parfumage de textiles |
WO1998036049A1 (fr) * | 1997-02-14 | 1998-08-20 | Lonza Inc. | Compositions de blanchiment et de nettoyage contenant du parfum |
WO2004035721A1 (fr) * | 2002-10-11 | 2004-04-29 | Bell Flavors & Fragrances Duft Und Aroma Gmbh | Procede pour produire un concentre de matieres odorantes solide |
WO2005056062A1 (fr) * | 2003-12-10 | 2005-06-23 | Henkel Kommanditgesellschaft Auf Aktien | Composites odorants |
Also Published As
Publication number | Publication date |
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DE102007037147A1 (de) | 2009-02-12 |
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