Sign In to Follow Application
View All Documents & Correspondence

Perfume Containing Surfactant Compositions Having Perfume Burst When Diluted And Process Therof

Abstract: N/A

Get Free WhatsApp Updates!
Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
16 August 2004
Publication Number
0
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application
Patent Number
Legal Status
Grant Date
2007-04-30
Renewal Date

Applicants

HINDUSTAN UNILEVER LIMITED
165-166 BACKBAY RECLAMATION, MUMBAI - 400 020, MAHARASHTRA, INDIA.

Inventors

1. YANG, LIN (CHINESE)
UNILEVER R & D EDGEWATER, 45 RIVER ROAD, EDGEWATER, NEW JERSEY 07020, UNITED STATES OF AMERICA.

Specification

FORM -2 THE PATENTS ACT, 1970 (39 of 1970) COMPLETE SPECIFICATION (See Section 10) PERFUME CONTAINING SURFACTANT COMPOSITIONS HAVING PERFUME BURST WHEN DILUTED AND PROCESS THEREOF HINDUSTAN LEVER LIMITED, a company incorporated under , * the Indian Companies Act, 1913 and having its registered office at Hindustan Lever House, 165/166, Backbay Reclamation, Mumbai -400 020, Maharashtra, India The following specification particularly describes the nature of the invention and the manner in which it is to be performed. ORIGINAL 450/MUMNP/2004 16/8/04 GRANTED 16-10-2006 WO 03/072078 PCT/EP03/01692 PERFUME CONTAINING SURFACTANT COMPOSITIONS HAVING PERFUME BURST WHEN DILUTED AND PROCESS THEREOF The invention relates to compositions, e.g., personal wash 5 perfume-containing compositions, which are able to deliver perfume benefits (i.e., "urst" or increase in perfume headspace relative to undiluted composition) upon dilution in water. The invention further relates to process for i : preparing such compositions. Further the invention relates 10 to enhanced deposition of one or more fragrance components on surfaces with which the compositions come into contact. More specifically, by; being aware of which properties of the perfume and of the surfactant systems in which they are 15 found are responsible:for perfume release on dilution, the applicants have been able to provide both specific compositions and processes for selecting perfumes and/or surfactant systems in said compositions which meet defined criteria (as defined, for example, in perfume burst index), 20 and thereby provide aroma burst of at least defined levels upon dilution. The invention further may relate to methods of changing fragrance note and/or introducing smell after dilution. 25 Perfume is a key component for a favorable consumer experience with home and personal care products. It is also often the most costly component of the formulation. Typically most of the fragrance is quickly lost as the product is used, because most of the perfume is trapped in 30 the surfactant system. There has been a long-standing need to improve the utilization of perfumes, and to design WO 03/072078 PCT/EP03/01692 compositions that provide maximum and prolonged impact in use. It is one objective of this invention to develop a means by which products can be developed to provide greater fragrance impact and novel fragrance characteristics in use. 5 To this end, the applicant has found that perfume activity (e.g., the aroma of the perfume) both in a product (e.g., surfactant containing product) and upon use (e.g., dilution of product in shower) can be correlated to the thermodynamic 10 characteristics of (1) the perfume itself and (2) the formulation in which the perfume is found. For example, the degree to which a perfume will partition into oil or water (measured by a so-called "artition 15 coefficient", and a reflection of the hydrophobicity of the perfume) and the degree to which the perfume evaporates (measured by "volatility constant" and a reflection of the volatility of the perfume) are two significant characteristics of the perfume which strongly affect the 20 potential perfume "burst" when said product is diluted. By burst is meant an increase in the concentration of perfume in the vapor phase above the solution (i.e., this is also known as perfume headspace) with respect to the undiluted product and composition. The vapor phase can of course vary 25 depending on product, for example, from a small area above a bottle of perfume to an area in a shower stall. As noted, the perfume burst is affected not only by the perfume properties, but also by properties of the 30 formulation in which the perfume is found. Thus, the number and type of surfactant micelles found in a surfactant WO 03/072078 PCT/EP03/01692 solution also has an effect. For example, in a surfactant with high critical micellization concentration (CMC) (in compositions of high CMC, micelles do not form as readily) perfume "burst" would occur more readily and less dilution 5 is required. The critical micellization concentration is defined as the surfactant concentration at which micelles begin to form from unassociated surfactant monomers (M.J. Rosen, Surfactants and Interfacial Phenomena, 2nd Ed., 1989). * Conversely, in a surfactant with low critical micelle 10 concentration (e.g., one where micelles do form easily or, stated differently, don't break apart as readily once formed), a perfume, being generally more hydrophobic, tends to stay in the surfactant more readily. As a result, the perfume will tend not to "burst" (increase perfume 15 headspace) as readily and to achieve more headspace, more dilution may be required. Other important formulation factors which may affect the "burst" of the perfume may include, but are not limited to 20 perfume content in solution, and the surfactant to water ratio. Still another factor which can affect perfume "burst" is the environment in which it is found, for example such 25 environmental factors as (1) overall sample amount; (2) vapor volume and (3) temperature. According to the subject invention, the applicants have succeeded in putting together a thermodynamic model which 30 can be used to select the types of perfume and formulations which should be used in order to maximize this perfume burst WO 03/072078 PCT/EP03/01692 or actual headspace (actual concentration of perfume in vapor phase) when a formulation (e.g., personal wash or shampoo formulation) is diluted in use. Also, the applicants have found, since perfume burst correlates with 5 perfume deposition, the model can be used to select perfumes in surfactant systems with enhanced disposition. More specifically, the applicants have defined a perfume burst index which defines compositions which can deliver a 10 perfume burst upon dilution of at least a certain amount relative to undiluted composition; and further allows the applicants to define a process for obtaining such compositions and methods for enhancing deposition, as well as a method of changing"fragrance note and/or introducing 15 smell after dilution. In general, burst is achieved by diluting a surfactant system (e.g., an aqueous surfactant system) whereupon the burst begins upon dilution, and maximum burst is obtained 20 upon reaching CMC, therefore, releasing all of the perfume from the surfactant system. Thus, a composition yielding a maximum fragrance burst of 20% means the perfume concentration in the headspace increases by about 20% relative to the undiluted product when the solution is 25 diluted through the CMC. The CMC is the point where the perfume-surfactant-water system changes to a perfume-water system (i.e., the system is too dilute for micelles to form). 30 A surfactant system is defined as a surfactant and/or surfactant mixtures which may include ingredients selected WO 03/072078 PCT/EP03/01692 to manipulate the CMC in a continuous phase. These selected ingredients can include urea; glycerine; C1-C12 straight-chained or branched alcohols or diols; water soluble polymers such as polyvinylpyrolidone, polyvinylalcohol, 5 polyethyleneglycol, polypropyleneglycol; multivalent electrolytes such as magnesium, calcium and aluminum salts; and sugars such as dextrose, glucose, maltose, galactose, sucrose. The continuous phase is typically water, but may also include C1-C8 straight-chained or branched alcohols or 10 dipls, glycerine, C1-C8 esters and combinations thereof. Generally, surfactants which may be used include anionic, nonionic, amphoteric/zwitterionic and cationic surfactants as discussed in more detail below. 15 In one embodiment, the invention relates to a composition having a fragrance burst, as measured by a "perfume burst index", of about 20% relative to a composition containing surfactant systems;and perfume/fragrance prior to dilution 20 of said product. The invention also relates to processes to prepare such composition. The process is also to prepare or select a composition having enhanced deposition of one or more fragrance components on surface (e.g., skin) with which the composition comes into contact. 25 More specifically, the invention relates to specific compositions (and processes to obtain the composition) obtained by selecting perfume and/or perfumes and surfactant systems and/or mixtures of surfactant systems and WO 03/072078 PCT/EP03/01692 calculating therefrom a perfume burst index (PBI) according to the following formula: PBI = p - 1.4/CMC K wherein p = oil/water partition coefficient of selected perfumes or perfume components 10 in a mixture; CMC = critical micellization concentration of surfactant systems or mixture of surfactant systems (wt./wt.); and K=' volatility constant of perfume or 15 perfume components in a mixture from the continuous phase (atmospheres). The perfumes and surfactant systems are specifically selected to ensure that the PBI calculated is greater than 20 about 3. It should be understood that the PBI defines the maximum potential fragrance burst which is achieved at the CMC for the surfactant or surfactant mixture. For example, a 25 relatively low PBI (e.g., about 3) will obtain a "burst" of at least 20% as noted. However, if the PBI is higher, much higher fragrance burst can be expected. Thus, for example, a burst of 20% may be achieved upon immediate dilution (assuming high enough PBI), and may continue up to 700% or 30 800% or more at CMC (which as noted is point of maximum potential burst). WO 03/072078 PCT/EP03/01692 As far as the applicants are aware, there is no art which specifically discloses that such burst can be obtained with such compositions or processes, or which discloses a way of predicting when and under what circumstances such fragrance 5 "burst" will occur based on the dilution behavior of a perfume-surfactant-water system. Further no art of which the applicants are aware discloses how such compositions are in turn related, for.example, to properties of the perfume (e.g., partition coefficient, volatility) as well as to 10 properties of the formulation (e.g., surfactant concentration and surfactant CMC). The invention relates; to surfactant compositions, preferably aqueous surfactant compositions (e.g., bars, personal wash 15 liquids, shampoos) in- which perfume and surfactant are selected as to provide a fragrance burst, when diluted, of at least about 20% relative to undiluted product. Compositions must have a perfume burst index, as defined, of about 3.0 or greater, preferably 4.0 or greater. 20 The invention further relates to a process for selecting such compositions by selecting perfumes and choosing surfactant system or manipulating CMC of surfactant system to ensure the PBI is at least about 3.0. 25 The invention is based on the applicants' observation that variations in perfume impact ("burst") on dilution are essentially caused by the competition between a decrease in overall fragrance concentration upon dilution;"and an 30 increase in fragrance concentration in the continuous phase as the fragrance is released during disassociation of WO 03/072078 PCT/EP03/01692 surfactant micelles which occurs during dilution. More specifically, and without wishing to be bound by theory, applicants have observed and shown that only perfumes with relatively large oil/water partition coefficient (very 5 hydrophobic) possess the potential to produce a fragrance burst upon dilution. Other parameters which are important to minimum burst include (1) volatility constant of perfume; (2) surfactant concentration; (3) type of surfactant system; (e.g., CMC) etc. 0 Specifically, the applicants have developed a theoretical mathematical equation based on the various variables noted above. More specifically, they have developed a perfume burst index which both defines compositions having a maximum 5 burst of at least 20% and further provides a process for selecting such compositions based on properties of perfume and surfactant system. The relationships are defined in more detail below. 20 The invention will now be described by way of example only with reference to the accompanying drawings, in which: - Figure 1 is a chart showing various product 25 parameters that influence perfume performance in diluted products (e.g., diluted personal wash products); - Figure 2 shows theoretical calculation of fragrance burst for 3 types of perfume (as per Table 1) -with-.dilution; WO 03/072078 PCT/EP03/01692 -- - Figure 3 shows fragrance burst profiles of different perfumes in surfactant solution; - Figure 4 discloses an example of 2-component 5 fragrances which would change note upon dilution as one component increases in concentration and another decreases; - Figure 5 shows theoretical models of fragrance burst with changes in surfa'ctant concentration; 10 - Figure 6 shows experimental results of fragrance burst with changes in surfactant concentration; - Figure 7 shows theoretical model of fragrance burst 15 with change in surfact CMC; - Figure 8 shows experimental results of fragrance burst with change in surfactant CMC; 20 - Figure 9 shows normalized dilution curve for component in a perfume mixture; - Figure 10 shows the result of sensory scores averaged overall panellists in a panel study of single perfume; 25 - Figure 11 shows the results of sensory scores averaged over all panellists panel study of multi-component perfume; 30 - Figure 12 shows how deposition of perfume varies with CMC of surfactant; and WO 03/072078 PCT/EP03/01692 - Figure 13 shows deposition results for a multi component perfume from surfactant systems having different CMC. 5 According to the subject invention, the applicants have identified surfactant compositions in which the perfume and/or perfumes and the surfactant system and/or surfactant systems are selected 'to provide a fragrance burst when 10 diluted. The invention also provides a process for preparing or selecting such composition with defined fragrance burst by selecting perfume and/or perfumes and surfactant system and/or systems to provide such a burst when diluted. The burst is at least 20% at dilution, 15 although it can be much higher and reaches maximum strength at CMC. The applicants have further developed a process for, determining (using defined perfume burst index) how to identify these compositions. 20 That is, when a perfume is in a perfume-surfactant-water system (where some portion of perfume will be associated with surfactant micelles and some portion will be in water) and the formulation is diluted, a fragrance "burst" is produced when parameters are properly chosen. The intensity 25 of the burst will depend, for example, on how much of the perfume is released from micelles as dilution occurs; and on the volatility of the perfume. More specifically, some factors which affect perfume 30 headspace concentration, upon dilution, are "(a) -various perfume properties (e.g., oil/water partition coefficient; WO 03/072078 PCT/EP03/01692 p, which is a measurement of the partitioning of the perfume or of the perfume components in a mixture between the oil and water phases, thereby reflecting the hydrophobicity of perfume; and volatility constant, K, which is a measure of 5 the partial pressure of the perfume or of the perfume components in a mixture in the vapor phase above the continuous phase of the composition, thereby reflecting the volatility of the perfume); (b) surfactant concentration in the formulation (e.g. lower surfactant concentration tends 0 to result in higher perfume headspace over initial formulation and more intense "burst" around CMC with fewer required dilutions); and (c) CMC of surfactant system (e.g., higher surfactant system CMC tends to provide more intense fragrance "burst" around CMC with fewer required dilutions). 15 As noted earlier, in general, for a fragrance "burst" or increase in perfume headspace concentration to occur during product use, the amount of fragrance released from micelles as they dissociate must compensate for overall decrease in 20 perfume concentration upon dilution. Compositions having a Perfume Burst Index (PBI) greater than about 3 clearly meet the necessary criteria. Typically, a cleansing composition (e.g., a personal wash 25 cleansing composition) containing perfume can be thought of as a perfume-oil-water system with the oil phase comprising surfactant micelles and water forming the continuous phase. Any perfume will distribute between the surfactant micelles and water phase as governed by the perfume's 30 surfactant/water partition coefficient. In-addition, the equilibrium perfume headspace concentration is proportional WO 03/072078 PCT/EP03/01692 to the perfume concentration in the aqueous phase as governed by the volatility constant, K. The presence of a surfactant micelle phase impacts perfume headspace concentration by solubilizing the perfume, and thereby 5 affecting perfume concentration in the aqueous phase (e.g., more is in the micelles, less is in the water). Use of, for example, a personal wash cleansing product in bath or shower causes dilution. This dilution leads to a 10 decrease in micelle concentration forcing the perfume into the aqueous phase and, accordingly, affecting the headspace concentration or perfume "burst". However, dilution causes the quantity of surfactant micelles 15 in a surfactant composition to decrease until gradually reaching critical micellization concentration (CMC). Below CMC, surfactant is present only as monomers or other small aggregates not large enough to form micelles. At this point, all perfume which was previously present in micelles 20 is totally released. More specifically, it should be understood, CMC is the point of maximum potential burst (e.g., where release of perfume is complete because there are no more micelles). The 25 release of perfume, however, begins as soon as dilution occurs, and the burst gradually increases from first dilution up until CMC. In measuring perfume headspace (using, for example, gas 30 chromatography headspace measurement), the applicants observed that dilution of certain compositions containing WO 03/072078 PCT/EP03/01692 perfume or perfume components in a perfume mixture led to an increase in perfume headspace and that, upon reaching the CMC, maximum perfume headspace was achieved. It is precisely this "burst" or increase in headspace (e.g., from 5 start of dilution up until CMC) and methods for determining in what compositions it will occur that is the basis of the subject invention. The different parameters that affect perfume concentration 10 in the vapor phase can be controlled by manipulating the formulation, the perfume itself or the environment in which the product dilution is occurring as shown in Figure 1. Understanding how each variable affects the overall fragrance performance in a personal product composition in 15 use is critical to designing optimum systems for enhanced perfume benefits (e.g. fragrance burst, enhanced perfume deposition). More specifically, applicants have found compositions which 20 yield a maximum fragrance burst of at least about 20%, relative to undiluted product. These compositions are defined by establishing a perfume burst index (PBI) which is defined below: 25 p - 1.4/CMC PBI = =— K wherein

3 times) a-ionone 366 Increase HS (>3 times) 15 Table 5; Perfume that Could Change "Note" on Dilution in Surfactant Containing Product 20 Fragrance Component PBI Dilution Behavior 2-heptanone -153 Decrease HS Menthone -71.4 Decrease HS Isoeugenol 58 Increase HS (>3 times) Tetrahydrolinalool 202 Increase HS (>3 times) Linalool 240 Increase HS (>3 times) WO 03/072078 PCT/EP03/01692 - Example 5 , It is also possible to take advantage of the technology of the invention to provide the introduction of a smell during 5 dilution of the surfactant-containing product. This can be achieved by formulating a fragrance ingredient into the product at a concentration just below the odor threshold. Therefore this component will not be perceived by the consumer in the original product, but as dilution occurs, if 10 the PBI is large enough to supply a concentration of that component into the headspace above the product to exceed the odor threshold, the fragrance molecule will now be perceived upon use. 15 This concept can be used to provide a product that is essentially " fragrance-free", but produces a light fragrance, with product dilution. This concept can also be utilized to , change fragrance note, but providing a new smell upon product dilution to combine with the other perfume molecules 20 to produce a new overall perfume mixture with use. Example 6 As suggested by the theoretical predictions, formulation 25 factors also play a role in controlling the fragrance burst from the surfactant containing product in use. Two very important factors are the surfactant concentration in the original product, and the CMC of the surfactant mixture used in the formulation. 30 WO 03/072078 PCT/EP03/01692 The effect of surfactant concentration can be predicted from the theoretical predictions in Example 1. The charts in Figure 5 show the result of two different perfumes with PBI of ~700 and ~12 with varying surfactant concentration 5 (surfactant CMC = 0.005 wt/wt). As the graphs indicate, with a lower surfactant concentration in the original formulation, the initial fragrance concentration above the product will be higher (e.g., because fewer fragrance molecules are in surfactant micelles), and maximum fragrance 10 burst can be reached with fewer dilutions. This is especially important, because the actual amount of dilution that typically occurs during product use is variable, depending on the type'of product and the consumer's habits. If the fragrance burst occurs with minimal dilution, the 15 effect is more likely to be noticed by the product user. The other distinct advantage of products with low surfactant levels is that the absolute amount of fragrance available during the fragrance burst is greater, therefore the 20 consumer will experience more fragrance during product use. Example 7 Experiments performed on actual perfumes in products with 25 different surfactant concentrations are shown in Figure 6. Limonene (PBI=12.2) was tested in shower liquids containing sodium laurate at 5, 10, 15 and 20 wt.%; gamma-methyl ionone and menthone were tested in sodium laurate at 5, 10 and 15 wt.% (Figure 6) . As noted in the theoretical.calculation 30 in Example 6, the maximum fragrance burst is reached with fewer dilutions in the 5% soap product, and the overall WO 03/072078 PCT/EP03/01692 amount of fragrance available during the burst is also greater for the 5% product. Thus, as seen, lower surfactant concentration is highly 5 beneficial. Example 8 t As noted in Examples 2. and 6, another variable that affects 10 the fragrance burst properties of a formulation is the critical micellization concentration (CMC) of the surfactant system. The CMC is actually used to calculate the PBI for various fragrance molecules. As the CMC of the surfactant system is decreased,the PBI values for different fragrance 15 molecules also decreases as shown in Table 6. Therefore in products with surfactant systems with low CMC values, the expected extent of the fragrance burst for different fragrances will be less. WO 03/072078 PCT/EP03/01692 - Table 6: Fragrance Burst Potential in Surfactants with Different CMC's 5 Fragrance PBI CMC=0.005 Burst PBI CMC=0.0025 Burst PBI CMC=0.001 Burst Benzyl Acetate -819 No -1694 No -4319 No Hexanal -109 No -268 No -599 No Methyl Benzoate -13 i No -32 No -89 No 2-Octanone -5 No -178 No -697 No Isoeugenol 58 Yes 21 Yes -90 No Hexyl Acetate 86 Yes -119 No -188 No Napthalene 107 Yes 78 Yes -10 No 2-Nonanone 194 Yes -94 No -190 No Linanool 24,0' Yes 147 Yes -133 No Limonene 1.2 Yes 9 Yes 1 No a-Ionone 1692; Yes 1261 Yes -30 No a-Pinene 20 Yes 19 Yes 16 Yes Tetrahydrolinolool 202 Yes 183 Yes 127 Yes Dihydromyrcenol 307 Yes 267 Yes 145 Yes Ethyl Undecylenate 624' Yes 557 Yes 357 Yes Decanal 942 Yes 916 Yes 847 Yes Methyl linolenate 771304 Yes 771283 Yes 771222 Yes As expected, the lower the CMC of the surfactant systems, the lower the fragrance burst potential. Also, since the 10 CMC is lower and the maximum burst is found around the CMC, as one moves to products with lower CMC's, the consumer will have to dilute the product more to actually experience higher fragrance concentrations. WO 03/072078 PCT/EP03/01692 Example 9 . Limonene and gamma-Methyl Ionone were tested in two different shower liquid samples. One product was formulated 5 with 5% sodium laurate (CMC = 0.005 wt/wt) and the second with 5% sodium laureth sulfate (CMC = 0.0011 wt/wt) (Figure 8). These results validate the theoretical results in Figure 7. The product with the lower CMC gives a lower overall fragrance burst, and more dilutions are required to 10 reach the maximum burst potential. Example 10 A typical fully formulated perfume used in a commercial 15 product, e.g., personalm wash formulation, usually is a multi-component composition in which the properties of each perfume component can vary dramatically. A typical perfume mixture in a 5 wt.% sodium laurate formulation was tested for its "perfume burst" behaviour upon dilution. The PBI 20 values of the componerits in this perfume mixture vary from a large negative number (e.g., benzyl acetate, PBI = -819; PEA, PBI = -200 in sodium laurate solution) to a large positive number (e.g., gamma-methyl-ionone, PBI = 1,677 in sodium laurate solution). The dilution behaviour of each 25 component in this perfume mixture is shown in Figure 9 (the graph represents a normalized GC measurement so the amount of burst of each molecule is clearly indicated). In this perfume mixture of twelve components, the dilution 30 behaviour of each component is different. Each component has a unique dilution curve (GC headspace vs. dilution WO 03/072078 PCT/EP03/01692 i factor) governed by the factors (hydrophobicity, volatility, etc) discussed previously. For instance, for those perfumes with a negative PBI (e.g., benzyl acetate), the perfume headspaces decrease upon dilution. For those perfumes with 5 a moderate positive PBI (e.g., limonene, PBI = 12; p-cymene = 12.2 in sodium laurate solution), the perfume headspaces increases 1-2 times upon dilution. For those fragrance components with a very large positive PBI (e.g., gamma-methyl-ionone), the "perfume burst" can be as high as seven 10 times. The results shown in Figure 9 indicated that in a fully formulated perfume, in terms of dilution behaviour, the performance of each component is mostly determined by its own individual physical properties. 15 Example 11 Trained sensory panel analyses were carried out to validate the "perfume burst" phenomena. A group of 20 to 30 expert sensory panellists were asked to rate the intensity of the 20 fragrance over formulations and anchor their scores to a perfume standard supplied for each test. Formulations containing a single perfume (gamma-methyl-ionone) and multi-component perfume were studied in two separate panels. The multi-component perfume contains four perfumes of equal 25 weight percentage, menthone, tetra-hydro-linalool, a-ionone, y-methyl-ionone, that will all "burst" in a sodium laurate product, but will not "burst" (e.g., menthone, a-ionone) or will give a moderate "burst" (e.g., tetra-hydro-linaiooi, y-methyl-ionone) in an SLES product with dilution. 30 WO 03/072078 PCT/EP03/01692 Each sample was tested in duplicate and the sample information and the panel study results are shown in Tables 7 and 8, and Figures 10 and 11. As shown in Tables 7 and 8, perfumes at two different initial concentrations were tested 5 in the sodium laurate solution. The scores shown in Figures 10 and 11 are the panel averages for each sample. The results of the panel analyses indicate that as expected, both the single perfume and the perfume mixture (Figure 10 10 and 11) in a sodium laurate product (a surfactant of high CMC, CMC = 0.5 wt.%), have higher sensory scores for the 10 times diluted solution compared to the original undiluted formulations. In the :SLES formulations (a surfactant of relatively low CMC, CMC = 0.1 wt.%), both single perfume and 15 perfume mixture (Figure'10 and 11) have lower sensory scores for the 10 times diluted solution compared to the original undiluted product. These results are consistent with the discussion and data presented in Example 8, which indicate that a surfactant of low CMC lowers the PBI of the perfume 20 and can greatly reduce the expected "perfume burst" upon dilution. The panel studies indicate that this "perfume burst" upon dilution can be perceived quite easily by the human nose if 25 the formulation is designed according to the rules listed in this specification. WO 03/072078 PCT/EP03/01692 Table 7: Sample Information of the Single Perfume (y-methyl-ionone) System for Panel Study Sample Name Information 1 0.0649 wt.% y-methyl-ionone in 4.5 wt.% sodium laurate 2 10 times dilution of 0.064 9 wt.% y-methyl-ionone in 4.5 wt.% sodium laurate 3 0.2193 wt.%. y-methyl-ionone in 4.5 wt.% sodium laurate 4 10 times dilution of 0.2193 wt.% y-methyl-ionone in 4.5 wt.% sodium laurate 5 0.2200 wt.% y-methyl-ionone in 4.5 wt.% SLES 6 10 times dilution of 0.2200 wt.% y-methyl-ionone in 4.5 wt.% SLES Table 8: Sample Information of the Multi-Component Perfume (menthone, tetra-hydro-linalool, a-ionone, y-methyl-ionone) System for Panel Study 10 Sample Name Information 7 0.2404 wt.% perfume mixture in 5 wt.% sodium laurate 8 10 times dilution of 0.2404 wt.% perfume mixture in 5 wt.% sodium laurate 9 0.6022 wt.% perfume mixture in 5 wt.% sodium laurate 10 10 times dilution of 0.6022 wt.% perfume mixture in 5 wt.% sodium laurate 11 0.2433 wt.% perfume mixture in 5 wt.% SLES 12 10 times dilution of 0.2433 wt.% perfume mixture in 5 wt.% SLES Example 12 15 There are any number of surfactant containing formulations that should provide a "perfume burst" in use. These include WO 03/072078 PCT/EP03/01692 personal wash products (i.e. shower gels, soap bars), shampoos, household cleaners, light duty detergents, fabric washing products, etc. All of these products undergo some dilution with use which could potentially cause release of 5 fragrance molecules from the surfactant micelles and provide a *burst" of fragrance intensity. As explained in the previous examples, the CMC of the surfactant mixture, the amount of surfactant in the product and the perfume ingredients used in the fragrance formulation all contribute 10 to the type and intensity of the "perfume burst" during product use. The following formulations are just a few examples of products that would be, expected to provide a "fragrance 15 burst" or change in fragrance note, assuming the perfume was properly designed (i.e. a fragrance containing a fraction of components with high PBI values). Table 9 Formulation Ingredients (%) Form. #1 Form. #2 Form. #3 Form. #4 Form. #5 Form. #6 Form. #7 Form. #8 Sodium Laurate 10 5 8 4 4 5 TEA Laurate 5 5 Sodium Laureth Sulfonate 2 4 8 Sodium Lauryl Sulfate 8 Alkylpoly Glucoside 7 Nonionic Polymeric Surfactant Containing Mixture of Alkylene Oxides 2 5 Caprylamido Propylbetaine 1 1 2 1 Sodium Cocoylisethionate 10 Laurie Acid 3 2 2 3 Amine Oxide 1 Xanthan Gum 1 0.8 Jaguar S13 (Cationic Polymer) 0.4 Polyacrylates (e.g., Structuring Agent) 0.6 0.6 Polymer JR (Cationic Polymer) 0.3 Triclosan 0.5 Trichlorocarbanilide 0.5 Propylene Glycol 10 Glycerine: 30 Vitamin E 0.05 Perfume 1 1 1.3. 1 1 1.2 0.8 1 Water To 100 To 100 To 100 To 100 To 100 To 100 To 100 To 100 O H o WO 03/072078 PCT/EP03/01692 As noted, these are examples of the many formulations in which the perfume burst concept can be used. Example 13 5 The deposition of the fragrance components onto a surface (e.g., skin) upon dilution of a surfactant containing product is also closely related to the thermodynamic characteristics of theperfume (e.g.,- oil/water partition coefficient, O, and 10 volatility constant, K) and the formulation (e.g., the surfactant CMC). For a perfume-containing composition that has a high PBI, the perfume headspace will increase upon dilution due to the increase of the perfume concentration in the continuous phase caused by surfactant demicellization. 15 This increase in perfume concentration in the continuous phase will also favor the deposition of the perfume onto the surface that the product comes into contact with due to the enhanced chemical potential of the perfume in the continuous phase 20 which is in direct 'contact with the surface. Since perfume deposition is directly correlated with perfume burst, the PBI can also be used to predict fragrance delivery to a substrate during product use. Therefore, for a certain perfume, the surfactant systems which facilitate perfume burst upon 25 dilution can also enhance the deposition of perfume onto the surface in contact, compared to the surfactant systems which less favor the burst. The deposition of a Type 2 perfume which-typically have high 30 PBI values was tested in two surfactant systems with different CMCs (sodium laurate, CMC=0.5 wt. %, and SLES, WO 03/072078 PCT/EP03/01692 CMC=0.1 wt. %) on a synthetic skin substrate (e.g., Vitro-Skin®) . The recovery of the perfume, which is the ratio of the amount of perfume extracted after deposition to that originally dosed onto the surface, is used to reflect the 5 deposition efficiency of the perfume. The results of the recovery of y-methyl-ionone are plotted vs. the dilution factor for both sodium laurate and SLES surfactant systems (Figure 12). 10 The recovery of y-methyl-ionone from the skin washed with the undiluted sodium laurate and SLES surfactant systems (the surfactant concentration in both systems is 5%) is not significantly different. Upon dilution, the recovery of the perfume is enhancedin both surfactant systems, however, the 15 sodium laurate surfactant system, which has a higher PBI due to the higher CMC of the surfactant, provides a much higher deposition efficiency upon dilution than the SLES surfactant system. These results correlate as expected with the perfume burst results. 20 Example 14 The deposition of a multi-component "burst" perfume composed of perfumes with relatively high PBI's (i.e. high oil/water 25 partition coefficient (O) and low volatility constant (K) ) was tested on vitro-skin from sodium laurate surfactant system (high CMC) and SLES surfactant system (low CMC). The results were plotted in Figure 13. It was found that the recoveries of the perfumes from this mixture after 30 deposition from the undiluted sodium laurate and SLES surfactant systems (the surfactant concentration in both WO 03/072078 PCT/EP03/01692 systems is 5%) are very similar. An enhanced recovery of the perfume in both diluted surfactant systems (sodium laurate and SLES) is observed compared with that of the perfume in the undiluted surfactant systems. However, after 5 10 times dilution, the perfume recoveries were higher in sodium laurate surfactant system than that in SLES. These results again correlate with the perfume burst measurements, indicating that the BBI can be a useful tool for predicting fragrance deposition from surfactant containing products. WE CLAIM 1. Compositions yielding a maximum fragrance burst of one or more of the fragrance components of at least 20%, relative to an undiluted product, wherein said composition is defined by perfume burst index PBI: 4>-1.4/CMC PBI = K wherein . <|> = oil/water partition coefficient of a selected perfume or perfume components in a mixture; CMC=critical micellization concentration (wt./wt.) of selected surfactant system or mixture of surfactant system in diluent or continuous phase; K=volatility constant of selected perfume from said continuous phase or diluent (atmospheres); wherein said perfume or at least one component of said perfume mixture and wherein said surfactant system or said mixture of surfactant systems are selected such that variables are calculated to provide a PBI that is greater than about 3; wherein by maximum fragrance burst of at least 20% is meant that the perfume concentration in the headspace above said fragrance or fragrance components increases at least 20% relative to the perfume concentration in the headspace of an undiluted product comprising the same fragrance or fragrance components measured as the composition comprising said fragrance or fragrance components is diluted below the critical micelle concentration (CMC) of the fragrance, surfactant and water system. 2. A composition according to claim 1, wherein said perfume is a type 2 perfume selected to have an oil/water partition coefficient greater than about 500 and volatility constant of less than about 20. A composition according to claim 2, wherein said perfume is selected from the group consisting of allyl cyclohexane propionate, ambrettolide, Ambrox DL (dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,l-b]furan), amyl benzoate, amyl cinnamate, amyl cinnamic aldehyde, amyl salicylate, anethol, aurantiol, benzophenone, benzyl butyrate, benzyl iso-valerate, benzyl salicylate, cadinene, campylcyclohexal, cedrol, cedryl acetate, cinnamyl cinnamate, citronellyl acetate, citronellyl isobutyrate, citronellyl propionate, cuminic aldehyde, cyclohexylsalicylate, cyclamen aldehyde, cyclomyral, dihydro isojamonate, diphenyl methane, diphenyl oxide, dodecanal, dodecalactone, ethylene brassylate, ethylmethyl phenylglycidate, ethyl undecylenate, exaltolide, Galoxilide.™-(l,3,4,6,7,8-hexhydro,4,6,6,7,8,8-hexamethyl-cyclopenta-.gamma.-2-benzopyr an), geranyl acetate, geranyl isobutyrate, hexadecanolide, hexenyl salicylate, hexyl cinnamic aldehyde, hexyl salicylate, a.-ionone, P-ionone, y-ionone, a.-irone, isobutyl benzoate, isobutyl quinoline, Iso E Super.™. (7-acettl,l,2,3,4,5,6,7,8-octahydro,l,l,6,7-tetramethyl napthalene), cis-jasmine, lilial, linalyl benzoate, 20 methoxy naphthaline, methyl cinnamate, methyl eugenol, .gamma.-methylionone, methyl linolate, methyl linolenate, musk indanone, musk ketone, musk tibetine, myristicin, neryl acetate, .8-nonalactone, .gamma.-nonalactone, patchouli alcohol, phantolide, phenylethyl benzoate, phenylethylphenylacetate, phenyl heptanol, phenyl hexanol, a-santalol, thibetolide, tonalid, . 8 -undecalactone, y-undecalactone, vertenex, vetiveryl acetate, yara-yara, ylangene, and mixtures thereof. A composition according to claim 1, wherein said perfume is a type 3 perfume selected to have a partition coefficient of greater than about 500 and volatility constant of about 20 to about 1000. A composition according to claim 4, wherein said perfume is selected from the group consisting of allo-ocimene, allyl caproate, allyl heptoate, anisole, camphene, carvacrol, carvone, citral, citronellal, citronellol, citronellyl nitrile, coumarin, cyclohexyl ethylacetate, p-cymene, decanal, dihydromyrcenol, dihydromyrcenyl acetate, dimethyl octanol, ethyllinalool, ethylhexyl ketone, eucalyptol, fenchyl acetate, geraniol, gernyl formate, hexenyl isobutyrate, hexyl acetate, hexyl neopentanoate, heptanal, isobornyl acetate, isoeugenol, isomenthone, isononyl acetate, isononyl alcohol, isomenthol, isopulegol, limonene, linalool, linalyl acetate, menthyl acetate, methyl chavicol, methyl octyl acetaldehyde, myrcene, napthalene, nerol, neral, nonanal, 2-nonanone, nonyl acetate, octanol, octanal, . a-pinene, p-pinene, rose oxide, a-terpinene, y-terpinene, a-terpinenol, terpinolene, terpinyl acetate, tetrahydrolinalool, tetrahydromyrcenol, undecenal, veratrol, verdox, and mixtures thereof. 6. A composition according to claim 1 yielding maximum fragrance burst of at least 25%. 7. A composition according to claim 1, wherein said surfactant or mixture of surfactant system has CMC greater than about 0.0001 wt. to wt.,. 8. A composition according to claim 1, wherein surfactant systems contain surfactants selected from the group consisting of sodium lauryl ether sulfate, sodium laurate, potassium laurate, sodium oleate, potassium oleate, triethanolamine laurate, alkylpolyglucosides, sodium lauryl sulfate, caprylamidopropyl betaine, sodiumcocoylisethionate and mixtures thereof. 9. A composition according to claim 8, wherein the diluent or continuous phase in which said surfactant systems or surfactant system mixtures is found additionally comprises CMC modifying ingredients selected from the group consisting of urea; glycerine; C1-C12 straight-chained or branched alcohols or diols; water soluble polymers selected from polyvinylpyrolidone, polyvinylalcohol, polyethyleneglycol, polypropyleneglycol; multivalent electrolytes selected from magnesium, calcium and aluminum salts; sugars selected from dextrose, glucose, maltose, galactose, sucrose and mixtures thereof. A process for selecting a composition yielding a maximum fragrance burst of one or more of the fragrance components of at least 20%, when it is diluted, wherein said composition is defined by perfume burst index PBI: 0-1.4/CMC PBI = K wherein (j)=oil/water partition coefficient of a selected perfume or perfume components in a mixture; CMC=critical micellization concentration (wt./wt.) of selected surfactant systems or mixture of surfactant systems in diluent or continuous phase; K=volatility constant of selected perfume from said continuous phase or diluent (atmospheres); wherein said process comprises selecting a first perfume or at least one component of a first perfume mixture and selecting a first surfactant system or mixture of surfactant systems such that the above-noted variables are calculated to provide a PBI that is greater than about 3; wherein by maximum fragrance burst of at least 20% is meant that the perfume concentration in the headspace above said fragrance or fragrance components increases at least 20%, when it is diluted, relative to the perfume concentration in the headspace of a second composition, differing in perfume properties, surfactant concentration and/or CMC of a surfactant system with a PBI less than that of the first composition, both compositions measured as the compositions comprising said fragrance or fragrance components are diluted below the critical micelle concentration (CMC) of the fragrance, surfactant and water system. A method for changing fragrance note in a composition subsequent to dilution by (1) selection a fragrance with mixture perfume components wherein one or more of the perfume components have a PBI of greater than 3 and one or more components have a PBI of less than 3; and (2) assuring the selection of fragrance components such that the components desired in a new fragrance have a PBI greater than 3. 12. A method for introducing a fragrance to a composition subsequent to dilution by ensuring desired fragrance or fragrance components have a PBI of greater than about 3 so that, upon dilution, the concentration of desired fragrance components in a vapour phase exceeds an odour threshold of the desired components. 13. A process according to claim 10 for providing enhanced deposition of one or more fragrance components on to surfaces on which the composition comes into contact. Dated this 16th day of August 2004. Abhishek Sen OfS.Majumdar&Co. Applicant's Agent

Documents

Application Documents

# Name Date
1 00450-mumnp-2004-form-pct-isa-210 (16-08-2004).pdf 2004-08-16
1 206544-FORM 27-2010.pdf 2024-03-04
2 206544-FORM 27-2013.pdf 2024-03-01
2 00450-mumnp-2004-form-pct-ipea-409 (16-08-2004).pdf 2004-08-16
3 450-MUMNP-2004-CORRESPONDENCE(8-2-2012).pdf 2018-08-09
3 00450-mumnp-2004-form 5(16-08-2004).pdf 2004-08-16
4 450-MUMNP-2004-CORRESPONDENCE(RENEWAL PAYMENT LETTER)-(6-2-2012).pdf 2018-08-09
4 00450-mumnp-2004-form 3(16-08-2004).pdf 2004-08-16
5 abstract1.jpg 2018-08-09
5 00450-mumnp-2004-form 1a(16-08-2004).pdf 2004-08-16
6 00450-mumnp-2004-drawing(16-08-2004).pdf 2004-08-16
6 00450-mumnp-2004-correspondence 2(05-02-2007).pdf 2007-02-05
7 00450-mumnp-2004-form 19(12-10-2004).pdf 2004-10-12
7 00450-mumnp-2004-correspondence(ipo)-(03-01-2007).pdf 2007-01-03
8 00450-mumnp-2004-correspondence 1(12-10-2004).pdf 2004-10-12
9 00450-mumnp-2004-power of attorney (13-03-2006).pdf 2006-03-13
10 00450-mumnp-2004-cancelled page(16-10-2006).pdf 2006-10-16
10 00450-mumnp-2004-form 2(granted)-(16-10-2006).pdf 2006-10-16
11 00450-mumnp-2004-claim(granted)-(16-10-2006).pdf 2006-10-16
12 00450-mumnp-2004-cancelled page(16-10-2006).pdf 2006-10-16
12 00450-mumnp-2004-form 2(granted)-(16-10-2006).pdf 2006-10-16
13 00450-mumnp-2004-power of attorney (13-03-2006).pdf 2006-03-13
14 00450-mumnp-2004-correspondence 1(12-10-2004).pdf 2004-10-12
15 00450-mumnp-2004-correspondence(ipo)-(03-01-2007).pdf 2007-01-03
15 00450-mumnp-2004-form 19(12-10-2004).pdf 2004-10-12
16 00450-mumnp-2004-correspondence 2(05-02-2007).pdf 2007-02-05
16 00450-mumnp-2004-drawing(16-08-2004).pdf 2004-08-16
17 00450-mumnp-2004-form 1a(16-08-2004).pdf 2004-08-16
17 abstract1.jpg 2018-08-09
18 00450-mumnp-2004-form 3(16-08-2004).pdf 2004-08-16
18 450-MUMNP-2004-CORRESPONDENCE(RENEWAL PAYMENT LETTER)-(6-2-2012).pdf 2018-08-09
19 450-MUMNP-2004-CORRESPONDENCE(8-2-2012).pdf 2018-08-09
19 00450-mumnp-2004-form 5(16-08-2004).pdf 2004-08-16
20 206544-FORM 27-2013.pdf 2024-03-01
20 00450-mumnp-2004-form-pct-ipea-409 (16-08-2004).pdf 2004-08-16
21 206544-FORM 27-2010.pdf 2024-03-04
21 00450-mumnp-2004-form-pct-isa-210 (16-08-2004).pdf 2004-08-16

ERegister / Renewals

3rd: 20 Aug 2007

From 19/02/2005 - To 19/02/2006

4th: 20 Aug 2007

From 19/02/2006 - To 19/02/2007

5th: 20 Aug 2007

From 19/02/2007 - To 19/02/2008

6th: 29 Jan 2008

From 19/02/2008 - To 19/02/2009

7th: 28 Jan 2009

From 19/02/2009 - To 19/02/2010

8th: 21 Jan 2010

From 19/02/2010 - To 19/02/2011

9th: 27 Jan 2011

From 19/02/2011 - To 19/02/2012

10th: 06 Feb 2012

From 19/02/2012 - To 19/02/2013

11th: 01 Feb 2013

From 19/02/2013 - To 19/02/2014

12th: 11 Feb 2014

From 19/02/2014 - To 19/02/2015

13th: 28 Jan 2015

From 19/02/2015 - To 19/02/2016

14th: 27 Jan 2016

From 19/02/2016 - To 19/02/2017

15th: 28 Jan 2017

From 19/02/2017 - To 19/02/2018