Natural deodorizing composition for reducing aging-related odor and method of preparing the same

Abstract

The present invention relates to a natural deodorizing composition comprising polyphenols derived from persimmon leaves, green tea leaves, and trifoliate orange peels, and a polysaccharide containing amino groups, and a method for preparing the same. By enzymatically pre-treating plant raw materials to induce a low-molecular-weight polyphenol fraction, and then combining the polyphenols with the polysaccharides to form a polyphenol-polysaccharide conjugate, noneral, a major causative substance of senile odor, can be stably immobilized in a non-volatile state. Furthermore, the natural deodorizing composition of the present invention simultaneously exhibits a direct deodorizing effect on noneral and an inhibitory effect on the formation of noneral due to sebum oxidation, and can provide excellent deodorizing persistence and stability under various environmental conditions such as the passage of time and changes in pH and temperature.

Description

Technology Field

[0001] The present invention relates to a natural deodorizing composition for reducing elderly odor and a method for manufacturing the same. Specifically, the invention relates to a natural deodorizing composition comprising a natural polyphenol-polysaccharide conjugate capable of providing complex deodorizing effects, such as direct deodorization of nonenal, a major causative substance of elderly odor, inhibition of nonenal formation due to sebum oxidation, and long-lasting deodorizing stability, and a method for manufacturing the same. Background Technology

[0003] With the increase in the elderly population and growing interest in quality of life, the market for hygiene and household products designed to alleviate daily life issues, such as body odor associated with the elderly, is continuously expanding. In particular, as body odor is closely linked not only to personal hygiene but also to social relationships and psychological satisfaction, there is a rising industrial demand for technologies to effectively reduce it. Accordingly, deodorizing technologies utilizing naturally derived ingredients are garnering attention for their safety and eco-friendliness.

[0004] Nonenal (2-nonenal), known as a major cause of elderly odor, is an unsaturated aldehyde generated during the oxidation process of sebum components and has characteristics that make it difficult to control for extended periods using only conventional fragrance masking or adsorption methods. Accordingly, conventional technologies such as oxidation inhibition using antioxidants, adsorption using porous materials, or natural deodorization using plant extracts have been proposed. However, these technologies mainly provide only temporary odor reduction or have problems where the deodorization effect rapidly deteriorates with changes in environmental conditions.

[0005] In particular, existing natural deodorizing compositions often rely on methods of physically adsorbing odor components or masking them with fragrance, which has limitations such as the re-release of odor components over time or a lack of sustained deodorizing performance. Furthermore, it has been pointed out that the inconsistency in the composition and reactivity of natural extracts leads to low reproducibility of deodorizing performance and makes it difficult to ensure stable efficacy in actual usage environments. For these reasons, there is a continuing demand for deodorizing technologies that employ a new approach capable of more fundamentally and sustainably reducing odors associated with the elderly. Prior art literature

[0007] Korean Patent Publication No. 10-2506964 (March 2, 2023) The problem to be solved

[0008] The present invention aims to overcome the limitations of conventional natural deodorizing compositions, such as insufficient deodorizing persistence and performance degradation due to environmental changes, and to provide a natural deodorizing composition and a method for manufacturing the same that can more stably and continuously reduce senile odors.

[0009] However, the problems that this invention seeks to solve are not limited to those mentioned above, and other unmentioned problems will be clearly understood by a person skilled in the art from the description below. means of solving the problem

[0011] To achieve the above objectives, the present invention comprises the steps of: (a) preparing a plant raw material mixture by mixing persimmon leaves, green tea leaves, and trifoliate orange peels and then drying them; (b) preparing a reaction solution containing polyphenol components by adding purified water to the plant raw material mixture, adjusting the pH, and performing enzymatic pretreatment by adding cellulase and pectinase; and (c) obtaining a polyphenol-containing extract by heating the reaction solution from step (b) to inactivate the enzymes and then removing solid matter. A method for preparing a natural deodorizing composition comprising the steps of: (d) preparing a reaction solution containing a polyphenol-polysaccharide conjugate by adding a polysaccharide containing an amino group to the polyphenol-containing extract and performing a binding reaction, and then concentrating and drying the reaction solution containing the polyphenol-polysaccharide conjugate under reduced pressure, wherein in step (d), the ratio of the number of reactive amino groups of the polysaccharide to the number of reactive phenolic hydroxyl groups of the polyphenol is 1:0.3 to 0.8, and in step (d), the polysaccharide containing an amino group is chitosan.

[0012] In one embodiment of the present invention, step (b) may be a step of inducing a polyphenol fraction having a molecular weight of 500 Da to 3,000 Da to account for 45% to 65% by weight of the total polyphenol components, and most preferably a step of inducing a fraction to account for 55% by weight.

[0013] In one embodiment of the present invention, inducing a polyphenol fraction with a molecular weight in the range of 500 Da to 3,000 Da may be intended to simultaneously secure reactivity with low molecular weight aldehyde-based malodorous components such as noneral and binding efficiency with polysaccharides. Polyphenol fractions with a molecular weight of less than 500 Da have a simple molecular structure and a low density of functional groups, and as they do not contribute sufficiently to binding reactions with malodorous components or polysaccharides, it may be difficult to secure an irreversible deodorizing effect. On the other hand, polyphenol fractions with a molecular weight exceeding 3,000 Da have reduced dispersibility in solution due to intermolecular aggregation, and contact with chitosan and binding reactions with amino groups may be sterically limited. As a result, the likelihood of noneral existing in a simple adsorbed state rather than being stably immobilized may increase.

[0014] Accordingly, in the present invention, by selecting a polyphenol fraction with a molecular weight in the range of 500 Da to 3,000 Da, it is possible to secure a balance of solubility and binding efficiency with polysaccharides while maintaining sufficient functional group density and reactivity, which can be particularly advantageous for realizing a continuous deodorizing effect based on the irreversible fixation of noneral.

[0015] Meanwhile, if the polyphenol fraction with a molecular weight of 500 Da to 3,000 Da is included in an amount of less than 45% by weight of the total polyphenol components, the proportion of effective polyphenols that substantially contribute to the binding reaction is insufficient, which may limit the binding density with polysaccharides and the formation of a network structure. As a result, irreversible fixation of nonerals may not occur sufficiently, which may lead to a decrease in deodorizing persistence. Conversely, if the proportion of the fraction exceeds 65% by weight, the excessive presence of low-molecular-weight polyphenols may increase intermolecular competitive reactions within the reaction system or result in a relative excess of polyphenol functional groups compared to amino groups of polysaccharides. In such cases, binding with polysaccharides may proceed unevenly or the remaining free polyphenol fraction may increase, which may instead lead to a decrease in the stability and persistence of deodorizing performance. Effects of the invention

[0017] The method for preparing a natural deodorizing composition according to the embodiments of the present invention can provide the effect of efficiently producing a polyphenol-polysaccharide conjugate capable of stably immobilizing nonenal, a major cause of senile odor, in a non-volatile state by selectively demolding polyphenol components derived from natural plant raw materials and controlling the binding reaction with polysaccharides containing amino groups. In particular, by appropriately setting the molecular weight fraction of polyphenol, enzyme pretreatment conditions, and reactor molar ratio, the direct deodorization rate of nonenal can be improved and re-volatility can be effectively suppressed, and the effect of suppressing nonenal formation due to sebum oxidation can also be achieved.

[0018] The natural deodorizing composition according to the embodiments of the present invention exhibits high direct deodorizing performance against nonerals and sustained deodorizing effect that is stably maintained over time. Furthermore, it does not significantly degrade deodorizing performance and has a low re-volatility rate even in various usage environments such as acidic, neutral, and basic conditions or high-temperature environments, thereby providing excellent environmental stability under actual usage conditions. Specific details for implementing the invention

[0020] Specific structural or functional descriptions of the embodiments are disclosed for illustrative purposes only and may be modified and implemented in various forms. Accordingly, the embodiments are not limited to the specific disclosed forms, and the scope of this specification includes modifications, equivalents, or substitutions that fall within the technical concept.

[0021] Terms such as first or second may be used to describe various components, but these terms should be interpreted solely for the purpose of distinguishing one component from another. For example, the first component may be named the second component, and similarly, the second component may also be named the first component.

[0022] When it is stated that a component is "connected" to another component, it should be understood that it may be directly connected to or coupled with that other component, or that there may be other components in between.

[0023] The terms used in the embodiments are for illustrative purposes only and should not be interpreted as intended to be limiting. Singular expressions include plural expressions unless the context clearly indicates otherwise. In this specification, terms such as "comprising" or "having" are intended to indicate the existence of the features, numbers, steps, actions, components, parts, or combinations thereof described in the specification, and should be understood as not precluding the existence or addition of one or more other features, numbers, steps, actions, components, parts, or combinations thereof.

[0024] Unless otherwise defined, all terms used herein, including technical or scientific terms, have the same meaning as generally understood by those skilled in the art to which the embodiments pertain. Terms such as those defined in commonly used dictionaries should be interpreted as having a meaning consistent with their meaning in the context of the relevant technology, and should not be interpreted in an ideal or overly formal sense unless explicitly defined in this application.

[0025] The advantages and features of the present invention and the methods for achieving them will become clear by referring to the embodiments described in detail below. However, the present invention is not limited to the embodiments disclosed below but may be implemented in various different forms. These embodiments are provided merely to ensure that the disclosure of the present invention is complete and to fully inform those skilled in the art of the scope of the invention, and the present invention is defined only by the scope of the claims.

[0026] In the embodiments of the present invention, unless otherwise defined, all terms used herein, including technical or scientific terms, have the same meaning as generally understood by those skilled in the art to which the present invention pertains. Terms such as those defined in commonly used dictionaries should be interpreted as having a meaning consistent with their meaning in the context of the relevant technology, and should not be interpreted in an ideal or overly formal sense unless explicitly defined in the embodiments of the present invention.

[0027] Furthermore, in describing the present invention, if it is determined that a detailed description of related prior art could unnecessarily obscure the essence of the invention, such detailed description is omitted. Where terms such as "includes," "has," or "is made up" are used in this specification, other parts may be added unless "only" is used. Where a component is expressed in the singular, it includes cases where it is included in the plural unless specifically stated otherwise.

[0028] In interpreting the components, they are interpreted to include a margin of error even in the absence of a separate explicit statement.

[0029] The features of each of the various embodiments of the present invention may be combined or combined with one another, either partially or wholly, and as will be fully understood by those skilled in the art, various technical interlocking and operation are possible, and each embodiment may be implemented independently of one another or together in an interlocking relationship.

[0031] Embodiments of the present invention have been described in detail below, but the present invention is not limited thereto.

[0033] The present invention comprises the steps of: (a) preparing a plant raw material mixture by mixing persimmon leaves, green tea leaves, and trifoliate orange peel and drying them; (b) preparing a reaction solution containing polyphenol components by adding purified water to the plant raw material mixture, adjusting the pH, and performing enzymatic pretreatment by adding cellulase and pectinase; and (c) obtaining a polyphenol-containing extract by heating the reaction solution from step (b) to inactivate the enzymes and then removing solid matter. A method for preparing a natural deodorizing composition comprising the steps of: (d) preparing a reaction solution containing a polyphenol-polysaccharide conjugate by adding a polysaccharide containing an amino group to the polyphenol-containing extract and performing a binding reaction, and then concentrating and drying the reaction solution containing the polyphenol-polysaccharide conjugate under reduced pressure, wherein in step (d), the ratio of the number of reactive amino groups of the polysaccharide to the number of reactive phenolic hydroxyl groups of the polyphenol is 1:0.3 to 0.8, and in step (d), the polysaccharide containing an amino group is chitosan.

[0035] In one embodiment of the present invention, step (a) is to mix the green tea leaves in an amount of 0.5 to 1.5 parts by weight and the citrus peel in an amount of 0.1 to 0.3 parts by weight relative to 1 part by weight of the persimmon leaves, and the drying of step (a) may be performed at 50°C or lower to control the moisture content of the plant raw material mixture to 10% by weight or less.

[0036] In one embodiment of the present invention, in step (a), setting the mixing ratio of persimmon leaves, green tea leaves, and trifoliate orange peel to 0.5 to 1.5 parts by weight of green tea leaves and 0.1 to 0.3 parts by weight of trifoliate orange peel relative to 1 part by weight of persimmon leaves may be intended to reflect the characteristics of the polyphenol composition and aromatic components provided by each raw material in a balanced manner. Persimmon leaves may contribute to reactivity with aldehyde-based malodorous components by including condensed tannins, and green tea leaves may contribute to reactivity and antioxidant stability as a source of low molecular weight polyphenols. Additionally, trifoliate orange peel may contribute to the reduction of perceptual odors and the improvement of the sensory quality of the composition by including aromatic flavonoids and terpene components. If the above range is exceeded, the compositional balance of the polyphenol fraction may be compromised, or the deodorizing performance and persistence may be reduced due to an excess or deficiency of specific raw material components.

[0037] In one embodiment of the present invention, step (b) is a step of inducing a polyphenol fraction having a molecular weight of 500 Da to 3,000 Da to account for 45% to 65% by weight of the total polyphenol components, and the pH of step (b) may be adjusted to 4.5 to 6.0.

[0038] In one embodiment of the present invention, in step (b), the weight ratio of cellulase to pectinase may be 1:0.4 to 1:1.2, and most preferably 1:0.8. If the weight ratio of pectinase to cellulase is less than 0.4, the decomposition of the pectin component is not sufficiently carried out, and the cell wall matrix remains, and consequently, the elution and demolecularization of the polyphenol component are limited, making it difficult to control the molecular weight fraction. On the other hand, if the weight ratio exceeds 1.2, the viscosity of the reaction solution may increase rapidly due to excessive decomposition of pectin, or the eluted polyphenol component may be non-selectively decomposed or denatured, which may lead to a decrease in binding reactivity with chitosan and instability of deodorizing performance.

[0039] In one embodiment of the present invention, the enzyme pretreatment of step (b) can be performed in a range of 1 hour to 8 hours, and within the range, the molecular weight distribution and weight ratio of the polyphenol fraction can be controlled by controlling the enzyme reaction time.

[0040] In one embodiment of the present invention, between steps (c) and (d), an oxidation state control step may be additionally included, wherein the polyphenol-containing extract is treated in the presence of oxygen to convert 5% to 20% of the total phenolic hydroxyl groups among the polyphenol components into aldehyde groups.

[0041] In one embodiment of the present invention, the step of selectively controlling the oxidation state of the polyphenol as described above may be intended to improve the reactivity and binding efficiency of the polyphenol-polysaccharide binding reaction. Generally, since the phenolic hydroxyl group of a polyphenol has a relatively stable structure, its reactivity may be limited in forming a direct covalent bond with a polysaccharide containing an amino group. On the other hand, when the phenolic hydroxyl group is partially oxidized and converted into an electron-affinity functional group such as a quinone group or an aldehyde group, the functional group can more easily form a covalent bond with the amino group of the polysaccharide through a Schiff base reaction or a Michael addition reaction.

[0042] In the present invention, by controlling the oxidation state control step to selectively oxidize only 5% to 20% of the total phenolic hydroxyl groups, the density of active functional groups contributing to binding reactions can be effectively increased while maintaining the main antioxidant and aromatic structure of the polyphenol. If excessive oxidation proceeds beyond this range, the aromatic structure of the polyphenol may collapse or intermolecular aggregation may be induced, which may actually reduce binding reactivity and deodorizing performance; however, by controlling the oxidation state within a limited range as in the present invention, these problems can be prevented.

[0043] In one embodiment of the present invention, the conversion rate to aldehyde groups induced in the oxidation state control step can be measured through an analytical method known in the art. Specifically, the concentration of carbonyl groups (aldehyde groups) generated by the oxidation of polyphenols can be determined by colorimetric quantitative analysis after DNPH (2,4-dinitrophenylhydrazine) derivatization or 1It can be calculated through H-NMR analysis, and can be controlled within a range of 5% to 20% relative to the total phenolic hydroxyl group concentration before treatment. This quantitative control can be a critical means to maximize binding reactivity with chitosan while preventing the decrease in polyphenol activity due to excessive oxidation.

[0044] In one embodiment of the present invention, in step (d), the molar ratio of the amino group reaction group of the polysaccharide to the molar ratio of the phenolic hydroxyl group reaction group of the polyphenol may be 1:0.3 to 1:0.8, and preferably 1:0.5. The molar ratio may be intended to efficiently induce a binding reaction between the polyphenol and the polysaccharide while preventing excessive cross-linking or unreacted states.

[0045] When the above molar ratio is less than 1:0.3, the number of amino groups of the polysaccharide is relatively insufficient, so the binding with the phenolic hydroxyl groups of the polyphenol or functional groups induced by oxidation does not proceed sufficiently, and accordingly, the formation of a binding structure capable of irreversibly immobilizing the nonenal component may be limited. On the other hand, when the above molar ratio exceeds 1:0.8, the polysaccharide is present in excess, so a large amount of residual amino groups may remain or an excessive cross-linked structure may be formed even after the binding reaction with the polyphenol, which may lead to a decrease in the dispersibility of the composition, an increase in viscosity, or non-uniformity in deodorizing performance.

[0046] In one embodiment of the present invention, the number of moles of phenolic hydroxyl groups in the reaction based on the polyphenol can be calculated by considering the characteristics of the polyphenol mixture derived from natural products. Specifically, the total polyphenol content in the polyphenol-containing extract can be measured using the Folin-Ciocalteu method, etc., converted into an equivalent amount of gallic acid, and then the theoretical number of moles of phenolic hydroxyl groups can be calculated and applied based on the molecular weight of gallic acid and the number of phenolic hydroxyl groups per molecule of gallic acid. This calculation method may be intended to ensure optimal complex formation and deodorizing performance by quantitatively controlling the reaction ratio between the heterogeneous natural polyphenol fraction and the amino groups of chitosan.

[0047] In one embodiment of the present invention, the polysaccharide used in step (d) may preferably be a polysaccharide containing amino groups, and in particular may preferably be chitosan. This may be because chitosan is a linear polysaccharide that repeatedly contains free amino groups (-NH2) in its molecular structure and stably provides a reactive group capable of chemically reacting with the phenolic hydroxyl group of a polyphenol or the aldehyde group induced by oxidation.

[0048] Specifically, the amino groups of chitosan can form covalent bonds with aldehyde or quinone groups formed by the oxidation of polyphenols through Schiff base reactions or Michael addition reactions. Unlike simple physical adsorption, these bonds can form stable binding structures capable of irreversibly immobilizing nonenal components. On the other hand, polysaccharides such as pectin or alginate mainly contain carboxyl or hydroxyl groups and do not contain free amino groups; therefore, they may rely on ionic bonding or physical interactions rather than chemical bonding with polyphenols. Consequently, when using such polysaccharides, nonenal components may only be temporarily adsorbed onto the surface of the binder or tend to easily re-volatile depending on changes in environmental conditions.

[0049] In one embodiment of the present invention, the drying in step (d) may be performed by any one of spray drying, freeze drying, or vacuum drying.

[0051] The present invention provides a natural deodorizing composition comprising a polyphenol derived from persimmon leaves, green tea leaves, and citrus peel; and a polysaccharide containing an amino group, wherein the polyphenol comprises a polyphenol fraction having a molecular weight of 500 Da to 3,000 Da, and the polysaccharide containing an amino group comprises chitosan, and the natural deodorizing composition comprises a polyphenol-polysaccharide conjugate formed by the reaction of a phenolic hydroxyl group of the polyphenol or an aldehyde group induced by the oxidation thereof with the amino group of the polysaccharide.

[0052] In one embodiment of the present invention, the functional group induced by the oxidation of the polyphenol can react with the amino group of the polysaccharide to form a stable chemical bond. At this time, the functional group induced by the oxidation may encompass not only a quinone structure formed by the oxidation of a phenolic hydroxyl group, but also various forms of aldehyde groups that can be induced during the oxidation and grinding process. Such quinone groups or aldehyde groups can form a covalent network structure through a Schiff base reaction or a Michael addition reaction with the amino group of chitosan, and as a result, the noneral component can be immobilized irreversibly or semi-reversibly, thereby significantly improving the persistence of deodorization.

[0053] In one embodiment of the present invention, the polyphenol may exist mostly in the form of a polyphenol-polysaccharide conjugate within the composition, and the natural deodorizing composition of the present invention may include a conjugate formed by chemical bonding, unlike a composition in which polyphenol and polysaccharide are simply physically mixed.

[0054] In one embodiment of the present invention, the natural deodorizing composition may be prepared according to the method for preparing the natural deodorizing composition described above.

[0055] In one embodiment of the present invention, the natural deodorizing composition may be applied to textiles, clothing, bedding, sanitary products, or products that may come into contact with the human body.

[0057] Hereinafter, the structure of the present invention and the resulting effects are to be explained in more detail through specific embodiments and comparative examples. However, these embodiments are intended to explain the present invention more specifically, and the scope of the present invention is not limited to these embodiments.

[0059] [Example]

[0060] Example 1. Preparation of a natural deodorizing composition

[0061] (1) Pretreatment of persimmon leaves, green tea leaves, and citrus peel

[0062] A total of 220 g of plant-based raw material mixture was prepared by mixing 100 g of persimmon leaves and 100 g of green tea leaves, from which foreign substances had been removed through washing, and 20 g of trifoliate orange peel. At this time, the plant-based raw material mixture was dried in a hot air dryer at 45°C for 24 hours to adjust the moisture content to 8% by weight, thereby preventing a decrease in activity due to oxidation and polymerization of polyphenol components.

[0063] (2) Induction of low molecular weight polyphenol fraction by complex enzyme pretreatment

[0064] With respect to the dried plant raw material mixture obtained in step (1) above, 2,000 mL of purified water was added to form a suspension with a solid content concentration of 10 wt%, and then the pH of the reaction solution was adjusted to 5.2 using a citric acid-phosphate buffer solution. In this state, 2.0 g of cellulase and 1.6 g of pectinase were added so that the weight ratio of cellulase to pectinase was 1:0.8, and then enzyme pretreatment was performed while stirring for 4 hours at 50°C.

[0065] As the cell wall structures of persimmon leaves and green tea leaves are selectively degraded by the above enzyme pretreatment, a low molecular weight polyphenol fraction with a molecular weight of 500 Da to 3,000 Da is induced to account for 55% by weight of the total polyphenol components.

[0066] (3) Enzyme inactivation and obtaining polyphenol-containing extract

[0067] The reaction solution, which had undergone the enzyme pretreatment of step (2) above, was heated at 95°C for 15 minutes to inactivate the enzyme, then cooled to room temperature and removed solids using filter paper to obtain an extract containing polyphenol components.

[0068] (4) Preparation of polyphenol-polysaccharide conjugates

[0069] 0.6 g of chitosan with an average molecular weight of 50,000 to 150,000 Da was added to 1,500 mL of the polyphenol-containing extract (solid content 5 wt%) obtained in step (3) above as a polysaccharide. At this time, the ratio of the number of reactive moles of the amino groups of the polysaccharide (chitosan) to the number of reactive moles of the phenolic hydroxyl groups of the polyphenol was 1:0.5, and the reaction mixture was stirred at 45°C for 2 hours to perform the polyphenol-polysaccharide binding reaction. As the reaction proceeded, a polyphenol-polysaccharide conjugate was prepared in which a polymer network structure was formed by the bonding between the functional groups induced by the oxidation of the phenolic hydroxyl groups of the polyphenol and the amino groups of the chitosan.

[0070] Subsequently, a reaction solution containing the above polyphenol-polysaccharide conjugate was concentrated under reduced pressure to adjust the solid content to 10% by weight, and then spray-dried to obtain a light brown powder-form composition, thereby producing a natural deodorizing composition that inhibits noneral formation and exhibits a continuous deodorizing effect.

[0072] Example 2. Enhancement of binding reactivity through selective oxidation state control

[0073] The polyphenol-containing extract obtained in step (3) above was gently stirred at a temperature of 35°C to 40°C and subjected to limited contact with air under semi-closed conditions, while controlling the dissolved oxygen concentration in the reaction solution to be maintained at 2 mg / L to 5 mg / L. By treating for 10 to 40 minutes under these conditions, phenolic hydroxyl groups corresponding to 5% to 20% of the total phenolic hydroxyl groups among the polyphenol components were oxidized and converted into carbonyl functional groups including quinone groups and aldehyde groups. At this time, an additional step was performed to selectively control the oxidation state of low molecular weight polyphenols by controlling the ratio of conversion to aldehyde groups relative to the total phenolic hydroxyl groups to 5% to 20%. Subsequently, a natural deodorizing composition was prepared by performing step (4) of Example 1 in the same manner.

[0075] Comparative Examples 1 and 2. Change in weight ratio of cellulase and pectinase

[0076] Comparative Examples 1 and 2 prepared a deodorizing composition in the same manner as Example 1, except that in step (2) of Example 1, the weight ratio of cellulase and pectinase was adjusted to 1:0.2 and 1:1.5, respectively.

[0078] Comparative Examples 3 and 4. Change in weight percentage of low molecular weight polyphenol fraction

[0079] Comparative Examples 3 and 4 prepared deodorizing compositions in the same manner as Example 1, except that the enzyme pretreatment time in step (2) of Example 1 was adjusted to 2 hours and 8 hours, respectively, so that the low molecular weight polyphenol fraction with a molecular weight of 500 Da to 3,000 Da accounted for 40% and 70% by weight, respectively.

[0081] Comparative Examples 5 and 6. Change to non-amino polysaccharides

[0082] Comparative Examples 5 and 6 prepared deodorizing compositions in the same manner as Example 1, except that in step (4) of Example 1, chitosan was not added, and pectin and alginate were added, respectively.

[0084] Comparative Examples 7 and 8. Change in the molar ratio of polyphenol components and polysaccharide reactors

[0085] Comparative Examples 7 and 8 prepared deodorizing compositions in the same manner as Example 1, except that in step (4) of Example 1, the molar ratio of the amino group of the polysaccharide to the phenolic hydroxyl group of the polyphenol component was adjusted to 1:0.2 and 1:0.9, respectively.

[0087] Comparative Example 9. Simple mixed composition

[0088] Comparative Example 9 prepared a deodorizing composition under the same conditions as Example 1, except that steps (2) and (4) of Example 1 were not performed, and the extract obtained from persimmon leaves, green tea leaves, and citrus peel was simply mixed with chitosan in equal weight ratios.

[0090] Comparative Example 10. Commercial natural deodorizer

[0091] Comparative Example 10 used a commercially available natural deodorizer.

[0093] Experimental Example 1. Evaluation of Noneral Direct Deodorizing Power and Irreversible Fixation

[0094] (1) Experimental method

[0095] In this experimental example, the direct deodorizing power against nonenal (2-nonenal), a representative causative substance of elderly odor, and whether it re-volatiles after deodorization were evaluated for Example 1, Example 2, and Comparative Examples 1 to 10.

[0096] Specifically, a deodorization reaction was performed by injecting a standard noneral gas of a certain concentration into a sealed headspace vial, adding each composition in equal weights, and reacting for a certain period of time under 37°C conditions. After the reaction was completed, the noneral concentration present in the headspace of each vial was collected using the Solid Phase Micro Extraction (SPME) method and quantitatively analyzed using GC / MS, and the deodorization rate was calculated based on the reduction in noneral compared to before the reaction.

[0097] Subsequently, the same vial was maintained at 37°C for an additional period to induce re-equilibrium of the adsorbed nonenal, and the re-volatility rate was calculated using the re-measured headspace nonenal concentration, thereby distinguishing and evaluating the deodorizing effect due to simple adsorption and the deodorizing effect due to irreversible fixation. The deodorizing rate was calculated as the ratio of nonenal reduction compared to before the reaction, and the re-volatility rate was calculated as the ratio of nonenal re-detection in the headspace after the re-equilibrium condition.

[0098] (2) Experimental results

[0099] [Table 1]

[0100]

[0102] Examples 1 and 2 showed a very high deodorization rate of over 90% after noneral treatment, and the re-evaporation rate remained below 10% even under re-equilibrium conditions, confirming that noneral was stably immobilized in a non-volatile state. On the other hand, Comparative Examples 1 to 10 showed not only a relatively low initial deodorization rate but also a significantly increased re-evaporation rate of over 30%, confirming that continuous deodorization effects could not be secured as noneral existed in a simple adsorption state.

[0104] Experimental Example 2. Sebum oxidation-based noneral production inhibition test

[0105] (1) Experimental method

[0106] In this experimental example, the effect of suppressing the generation of nonenal produced by sebum oxidation was evaluated for Example 1, Example 2, and Comparative Examples 1 to 10.

[0107] Specifically, a sebum-mimicking mixture containing squalene and unsaturated fatty acids was prepared, an oxidation initiator was added, and oxidation was induced for a certain period of time at 37°C. Under the same conditions, a group with a fixed amount of each composition added was compared with a control group without addition. After the reaction was completed, the amount of noneral produced was collected using the SPME method and quantitatively analyzed by GC / MS. The inhibitory effect on sebum oxidation-based noneral production was evaluated by calculating the reduction rate of noneral production compared to the control group. The amount of noneral produced was a relative value converted to the control group as 100, and the production inhibition rate was calculated as the ratio of noneral reduction compared to the control group.

[0108] (2) Experimental results

[0109] [Table 2]

[0110]

[0112] Examples 1 and 2 showed a high inhibition rate of over 75%, with the amount of nonenal produced significantly reduced compared to the control group under sebum oxidation conditions; in particular, Example 2 showed the most excellent inhibition effect, with the amount of nonenal produced decreasing to less than 20%. In contrast, Comparative Examples 1 to 10 showed a noneral production inhibition rate of 60% or less, failing to demonstrate a sufficient inhibition effect in the upstream stage of nonenal production.

[0114] Experimental Example 3. Human application or wear model-based senile odor reduction and persistence testing

[0115] (1) Experimental method

[0116] In this experimental example, the odor reduction effect and deodorizing persistence in an actual usage environment were evaluated for Example 1, Example 2, and Comparative Examples 1 to 10.

[0117] Specifically, equal amounts of each composition were applied to a cotton fabric patch, treated with an artificial sebum solution, and left for a certain period at 37°C to simulate an environment for the generation of senile odor. At each time point, volatile odor components, including nonenal, were collected from the patch's headspace using the SPME method and quantitatively analyzed using GC / MS, and the odor reduction rate was calculated relative to the initial measurement. In addition, the odor intensity was scored using a trained sensory evaluation panel on the same sample, thereby evaluating both the instrumental analysis results and the actual perceived odor reduction effect. Sensory scores were evaluated on a scale ranging from 1 point (almost no odor) to 5 points (strong odor).

[0118] (2) Experimental results

[0119] [Table 3]

[0120]

[0122] Examples 1 and 2 maintained a high odor reduction rate of over 75% not only at the beginning but also after 8 hours under the wearing model conditions, demonstrating a continuous odor reduction effect over a long period of time. In particular, Example 2 recorded the lowest score in the sensory evaluation, confirming that it had the best perceived deodorizing performance.

[0123] On the other hand, Comparative Examples 1 to 10 showed that the odor reduction rate decreased rapidly over time and the sensory score increased to 3 points or higher, indicating that a sustained deodorizing effect based on the irreversible fixation of noneral was not secured.

[0125] Experimental Example 4. Evaluation of Deodorization Performance Stability According to Changes in Environmental Conditions

[0126] (1) Experimental method

[0127] In this experimental example, for Example 1, Example 2, and Comparative Examples 1 to 10, the deodorizing performance and irreversible fixation characteristics of noneral were comprehensively evaluated in response to changes in environmental conditions such as pH and temperature.

[0128] Specifically, a headspace vial containing a standard gas of nonenal (2-nonenal) at a certain concentration was prepared, each composition was added in equal weights, and a nonenal deodorization reaction was performed by reacting at 37°C for a certain period of time under buffer solution conditions adjusted to pH 4.0, pH 5.5, and pH 9.0. After the reaction was completed, the nonenal concentration in the headspace under each condition was collected using the Solid Phase Micro Extraction (SPME) method and then quantitatively analyzed using GC / MS to calculate the nonenal deodorization rate.

[0129] In addition, the stability of deodorization performance according to temperature changes was evaluated by measuring the noneral deodorization rate after reacting each composition in the same manner under the above pH 5.5 condition at temperature conditions of 25°C, 37°C, and 50°C, respectively. Furthermore, the irreversible fixation of noneral was evaluated by calculating the re-volatility rate by measuring the re-detection rate of noneral in the headspace after leaving the sample under the same conditions for a certain period following the completion of the deodorization reaction under harsh conditions (pH 9.0 or 50°C). Each of the above experiments was repeated at least three times under the same conditions.

[0130] (2) Experimental results

[0131] [Table 4]

[0132]

[0134] In Examples 1 and 2, the noneral deodorization rate was stably maintained at over 80% not only under basic conditions (pH 5.5, 37°C) but also under acidic conditions (pH 4.0), basic conditions (pH 9.0), and high temperature conditions (pH 5.5, 50°C), confirming that the deodorization performance did not significantly deteriorate under various environmental changes. In addition, the re-volatility rate under harsh conditions was also maintained at a low level of less than 10%, confirming that the noneral was stably immobilized in a non-volatile state.

[0135] On the other hand, Comparative Examples 1 to 10 showed a certain level of deodorizing effect under basic conditions, but as the conditions became more basic or high temperature, the deodorizing rate decreased significantly and the re-evaporation rate increased to 25% or more, showing characteristics that were vulnerable to environmental changes as the noneral existed in a simple adsorption state.

[0137] <Overall Results>

[0138] Examples 1 and 2 demonstrated significantly superior effects compared to the comparative example in the overall evaluation of direct nonenal deodorization, inhibition of nonenal formation based on sebum oxidation, sustained deodorization in a clothing model, and environmental stability against changes in pH and temperature. Both examples maintained a high direct nonenal deodorization rate of over 93% and suppressed the re-volatility rate to 6% or less, confirming irreversible fixation characteristics; additionally, the inhibition rate of nonenal formation was over 75% even under sebum oxidation conditions. Furthermore, in the clothing model test, the odor reduction rate remained over 75% even after 8 hours, and the sensory score was evaluated as less than 2 points; since there was no significant degradation in deodorization performance under various environmental conditions, a stable and sustained deodorization effect in actual usage environments was confirmed.

[0139] On the other hand, Comparative Examples 1 to 10 showed relatively low direct deodorization rates and generation inhibition rates of noneral, and a re-volatility rate of 30% or more. Furthermore, deodorization performance deteriorated rapidly over time or with changes in pH and temperature, indicating that a continuous odor reduction effect based on the irreversible fixation of noneral was not sufficiently secured.

[0140] Therefore, the composition of the present invention can be utilized as a high-performance natural deodorizing composition that simultaneously achieves the direct removal and inhibition of formation of nonerals and provides a deodorizing effect against senile odors that lasts for a long time even under actual usage conditions.

[0142] The various embodiments described above may be embodied in other specific forms without departing from the technical idea and essential features. Accordingly, the above detailed description should not be interpreted restrictively in all respects but should be considered exemplary. The scope of the various embodiments shall be determined by a reasonable interpretation of the appended claims, and all modifications within the equivalent scope of the various embodiments are included within the scope of the various embodiments. Furthermore, embodiments may be constructed by combining claims that do not have an explicit citation relationship in the patent claims, or they may be included as new claims through amendments made after filing.

Claims

Claim 1 (a) a step of preparing a plant raw material mixture by mixing persimmon leaves, green tea leaves, and trifoliate orange peels and then drying them; (b) a step of preparing a reaction solution containing polyphenol components by adding purified water to the plant raw material mixture, adjusting the pH, and performing enzymatic pretreatment by adding cellulase and pectinase; (c) a step of obtaining a polyphenol-containing extract by heating the reaction solution from step (b) to inactivate the enzymes and then removing solids; A method for preparing a natural deodorizing composition comprising the steps of: (d) preparing a reaction solution containing a polyphenol-polysaccharide conjugate by adding a polysaccharide containing an amino group to the polyphenol-containing extract and performing a binding reaction, and then concentrating and drying the reaction solution containing the polyphenol-polysaccharide conjugate under reduced pressure, wherein in step (d), the molar ratio of the amino group reaction group of the polysaccharide to the molar ratio of the phenolic hydroxyl group reaction group of the polyphenol is 1:0.5, and in step (d), the polysaccharide containing an amino group is chitosan; in step (a), the green tea leaves are mixed in such a way that the green tea leaves are mixed in such a way that the persimmon leaves are mixed in such a way that the persimmon leaves are mixed in such a way that the green tea leaves are mixed in such a way that the trifoliate orange peel is mixed in such a way that the polyphenol fraction having a molecular weight of 500 Da to 3,000 Da accounts for 45% to 65% by weight of the total polyphenol components; and (b) A method for preparing a natural deodorizing composition, wherein, in step (c), the weight ratio of the cellulase and pectinase is 1:0.4 to 1:1.2, and between steps (c) and (d), the method further comprises an oxidation state control step of treating the polyphenol-containing extract in the presence of oxygen to convert 5% to 20% of the phenolic hydroxyl groups relative to the total phenolic hydroxyl groups of the polyphenol components into aldehyde groups. Claim 2 delete Claim 3 A method for preparing a natural deodorizing composition according to claim 1, wherein the drying in step (a) is performed at 50°C or lower to control the moisture content of the plant raw material mixture to 10% by weight or less. Claim 4 A method for preparing a natural deodorizing composition according to claim 1, wherein the pH of step (b) is adjusted to 4.5 to 6.

0. Claim 5 Polyphenols derived from persimmon leaves, green tea leaves, and trifoliate orange peel; A natural deodorizing composition comprising a polysaccharide containing amino groups, wherein the green tea leaves are included in an amount of 0.5 to 1.5 parts by weight relative to 1 part by weight of the persimmon leaves, and the trifoliate orange peel is included in an amount of 0.1 to 0.3 parts by weight relative to 1 part by weight of the persimmon leaves; wherein the polyphenol comprises a polyphenol fraction with a molecular weight of 500 Da to 3,000 Da, and wherein the polyphenol fraction with a molecular weight of 500 Da to 3,000 Da accounts for 45% to 65% by weight of the total polyphenol components; wherein the molar ratio of the amino group reaction group of the polysaccharide to the molar ratio of the phenolic hydroxyl group of the polyphenol is 1:0.5; and wherein the polysaccharide containing amino groups comprises chitosan; and wherein the natural deodorizing composition is formed by the reaction of the phenolic hydroxyl group of the polyphenol or an aldehyde group induced by its oxidation with the amino group of the polysaccharide. A natural deodorizing composition comprising a polyphenol-polysaccharide conjugate.

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