Deodorizing composition

A deodorizing composition using monoterpene alcohols and ketones with cyclic structures effectively reduces malodor in recycled resins without impairing their physical properties, addressing inefficiencies in existing methods.

JP2025174924APending Publication Date: 2025-11-28KAO CORP
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Patent Information

Application Number
JP2025081684
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-05-17
Filing Date
2025-05-15
Publication Date
2025-11-28

AI Technical Summary

Technical Problem

Existing methods for reducing malodor in recycled resins are limited in their application, costly, or do not consider the impact on the physical properties of the resins, leading to inefficiencies and environmental burdens.

Method used

A deodorizing composition comprising specific ratios of monoterpene alcohols and ketones with cyclic structures is applied to recycled resins, effectively reducing malodor while maintaining the physical properties of the resins.

Benefits of technology

The composition simultaneously reduces malodor and inhibits deterioration of recycled resin properties, providing an efficient and environmentally friendly solution.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a deodorizing composition capable of achieving both reduction of malodor in recycled resin and suppression of deterioration in physical properties of the recycled resin.SOLUTION: A deodorizing composition for deodorizing malodor of recycled resin comprises, as component (A), fragrance components (a-1) and (a-2), wherein a mass ratio of component (a-1) to a total amount of component (A) [component (a-1) / (total amount of component (A))] is 0.2 or more, and a mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less: (a-1) monoterpene alcohols; and (a-2) ketones having one or more cyclic structures selected from 5-membered or 6-membered rings and having 10 to 16 carbon atoms.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a deodorant composition. [Background technology]

[0002] Promoting the use of recycled resins is of great significance in realizing a sustainable society. However, various organic substances become attached to used resins during their use and recovery, and these substances and some of the resin decomposition products give off a foul odor during the collection and processing stages at recycling plants. Even when used resins that have generated a foul odor are recycled into recycled resins, the foul odor remains, causing discomfort to users of the recycled resins, and therefore odor control measures are necessary.

[0003] Conventional countermeasures against the malodor of recycled resin have been proposed, such as a method of removing the malodor from recycled resin by washing the resin with a detergent containing a surfactant (Patent Document 1), and a method of deodorizing crushed recycled resin by heating and drying it while passing gas through it (Patent Document 2). It has also been reported that the malodor of corpses, ginkgo nuts, compost, vomit, wastewater, sludge, pets, superficial tumors, nursing care products, or cutting oils can be modified to a different odor using a modulator selected from esters, aldehydes, alcohols, and pyrans, thereby reducing unpleasantness (Patent Document 3). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 2022 / 215612 [Patent Document 2] Japanese Patent Application Publication No. 2023-83898 [Patent Document 3] Japanese Patent Application Publication No. 2019-213676 Summary of the Invention [Problem to be solved by the invention]

[0005] However, the method described in Patent Document 1 is limited to deodorizing components originating from laundry detergents or fabric softeners that adhere to containers of daily necessities, and therefore has limitations in its broad application in reducing the malodor of recycled resins. Furthermore, the method described in Patent Document 2 requires the recycled resin to be crushed and then thoroughly heated and dried, which inevitably increases costs and places a burden on the environment. Furthermore, the method described in Patent Document 3 is a technology for reducing malodors different from those of recycled resins, and has not considered reducing malodors originating from recycled resins. The present inventors investigated the use of fragrances to reduce the malodor of recycled resins and found that, although the malodor of recycled resins can be reduced depending on the type of fragrance, there is a problem in that the physical properties of the recycled resin are reduced. Therefore, an object of the present invention is to provide a deodorizing composition that can simultaneously reduce the malodor of recycled resin and inhibit the deterioration of the physical properties of recycled resin. [Means for solving the problem]

[0006] As a result of investigations conducted by the inventors to solve the above-mentioned problems, they discovered that by combining two types of fragrances having specific structures in a specific mass ratio or less, and then controlling the mass ratio of one fragrance to the total fragrances to a specific value or more to form a deodorizing composition, it is possible to deodorize the bad odors of recycled resin without impairing the physical properties of the recycled resin.

[0007] That is, the present invention provides the following [1] to

[11] . [1] A deodorizing composition for deodorizing the malodor of recycled resin, The component (A) contains the following fragrances, component (a-1) and component (a-2), the mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / total amount of component (A)] is 0.2 or more; the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less; Deodorizing composition. (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and one or more cyclic structures selected from 5-membered rings and 6-membered rings [2] The deodorant composition according to [1] above, wherein component (a-1) is one or more selected from citronellol, geraniol, nerol, linalool, tetrahydrolinalool, and dihydroterpineol. [3] The deodorant composition according to [1] or [2] above, wherein component (a-2) is one or more selected from menthone, damascenone, jasmone, ionone, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone. [4] The deodorant composition according to any one of the above [1] to [3], wherein the total amount of component (A) is 1% by mass or more. [5] The deodorant composition according to any one of the above [1] to [4], wherein the mass ratio of component (a-2) to the total amount of component (A) [component (a-2) / (total amount of component (A)] is 0.0005 or more and 0.9 or less. [6] The deodorant composition according to any one of the above [1] to [5], further comprising, as component (B), one or more solvents selected from the following (b1) to (b3): (b1) a dihydric alcohol selected from dipropylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and diethylene glycol (b2) a monohydric alcohol selected from ethanol, 3-methoxy-3-methyl-1-butanol, and 2-(2-ethoxyethoxy)ethanol (b3) Esters selected from triethyl citrate, triacetin, and bis(2-ethylhexyl) phthalate [7] The deodorant composition according to any one of the above [1] to [6], wherein the content of component (B) is 20% by mass or more. [8] The deodorant composition according to any one of the above [1] to [7], wherein the recycled resin is a recycled resin having thermoplastic properties. [9] A method for deodorizing a malodor of recycled resin, comprising: A deodorizing method including the following (Step 1): (Step 1) Component (A) contains the following fragrances, component (a-1) and component (a-2), the mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / (total amount of component (A)]] is 0.2 or more; a deodorizing composition in which the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less; Recycled resin and contacting the (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and one or more cyclic structures selected from 5-membered rings or 6-membered rings

[10] The deodorizing method according to [9], wherein in (step 1), 0.0005 to 0.5 parts by mass of the deodorizing composition is brought into contact with 1 part by mass of the recycled resin.

[11] The deodorizing method according to [9] or

[10] , further comprising the following (Step 2): (Step 2) Heat the recycled resin from (Step 1) to between 80°C and 280°C. [Effects of the Invention]

[0008] According to the present invention, it is possible to provide a deodorizing composition that can simultaneously reduce the malodor of recycled resin and inhibit the deterioration of the physical properties of recycled resin. DETAILED DESCRIPTION OF THE INVENTION

[0009] As used herein, "recycled resin" refers to resin that has undergone processes such as foreign matter separation and sorting after collection of used molded products and factory waste. That is, recycled resin may be either used or unused, as long as it contains resin. Examples include molded products used as packaging materials such as films, sheets, and containers, as well as unused resins such as defective products and resin scraps generated during product manufacturing. The form of the recycled resin is not particularly limited, and may be, for example, crushed material, pellets, or powder. It may also be used molded products that have been collected and cleaned through processes such as foreign matter separation and sorting. One or more types of recycled resin may be used. In addition, recycled resin may be mixed with virgin resin raw materials during production to adjust physical properties, and this term "recycled resin" is used throughout this specification.

[0010] Furthermore, the malodor is not particularly limited as long as it is derived from resins, deposits, and their decomposition products, but examples thereof include one or more odors selected from lower fatty acids, sulfur-based compounds, amines, cresols, and (meth)acrylates.

[0011] [Deodorizing composition] <Component (A)> The deodorant composition of the present invention contains, as component (A), the following fragrances, components (a-1) and (a-2). (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and at least one 5- or 6-membered ring structure

[0012] Ingredient (a-1) Component (a-1) is a monoterpene alcohol, but is not particularly limited as long as it is a compound in which a hydroxyl group is bonded to an acyclic carbon skeleton having a cyclic or branched chain and 10 carbon atoms, and it may or may not contain an unsaturated carbon bond. Furthermore, component (a-1) may be derived from a natural plant or artificially produced, and its origin and production method are not particularly limited. When derived from a natural plant, it can be obtained by steam distillation, in which the flowers, leaves, stems, wood, bark, seeds, or peel of the plant are placed in a kettle and steam is blown in to collect volatile components; in the case of peels or seeds, it can be obtained by compression, in which essential oils are squeezed out using a tool; or by solvent extraction, in which extraction is performed with a solvent such as petroleum ether or hexane, and then the solvent is evaporated to extract aroma components; or commercially available products may also be used.

[0013] Examples of component (a-1) include citronellol, geraniol, nerol, linalool, tetrahydrolinalool, dihydroterpineol, borneol, l-menthol, dihydromyrcenol, and lavandulol. Component (a-1) may be contained alone or in combination of two or more.

[0014] In particular, from the viewpoint of achieving a high level of both reducing the malodor of the recycled resin and inhibiting the deterioration of the physical properties of the recycled resin, it is preferable that component (a-1) contains one or more selected from citronellol, geraniol, nerol, linalool, tetrahydrolinalool, and dihydroterpineol, and it is even more preferable that it contains at least linalool.

[0015] Ingredient (a-2) Component (a-2) is a ketone having 10 to 16 carbon atoms and one or more cyclic structures selected from a five-membered ring and a six-membered ring, and like component (a-1), it may be derived from a natural plant or may be artificially produced, and its origin and production method are not particularly limited. Component (a-2) may also be a commercially available product. The 5-membered or 6-membered ring constituting component (a-2) may be saturated or unsaturated, but preferably does not contain a heteroatom. The cyclic structure may be monocyclic, or may be bicyclic or higher, consisting of fused 5-membered rings, 6-membered rings, or a fused 5-membered ring and a 6-membered ring. However, a cyclopentene ring, a cyclohexane ring, a cyclohexene ring, a cyclohexadiene ring, or a bicyclo[4.4.0]decene ring is preferred, as it allows for easier enjoyment of the effects of the present invention. The keto group may be present on the cyclic structure or in a hydrocarbon group linked to the cyclic structure.

[0016] Examples of component (a-2) include menthone, damascenone, jasmone, ionone, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone (ISO-E-SUPER (registered trademark)), dihydrojasmone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (DYNASCON (registered trademark)), 1-spiro[4.5]dec-7-en-7-yl-4-penten-1-one (SPIROGALBANONE (registered trademark)), and methylionone. While damascenone may be any of α-damascenone, β-damascenone, and γ-damascenone, β-damascenone is preferred because it can further enhance the effects of the present invention. Furthermore, the jasmone is preferably cis-jasmone or a mixture of cis-jasmone and trans-jasmone, as this can further enhance the effects of the present invention. Furthermore, the ionone may be any of α-ionone, β-ionone, γ-ionone, and δ-ionone, with β-ionone being preferred in terms of further enhancing the effects of the present invention. Furthermore, the damascone may be any of α-damascone, β-damascone, γ-damascone, and δ-damascone, with δ-damascone being preferred in terms of further enhancing the effects of the present invention. Furthermore, the methylionone may be any of α-methylionone, β-methylionone, γ-methylionone, and δ-methylionone, with γ-methylionone being preferred in terms of further enhancing the effects of the present invention.

[0017] The component (a-2) may be contained alone or in combination of two or more. Among these, from the viewpoint of achieving a high level of both reducing the malodor of the recycled resin and suppressing the deterioration of the physical properties of the recycled resin, component (a-2) preferably contains one or more selected from menthone, damascenone, jasmone, ionone, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone, more preferably contains one or more selected from menthone, damascenone, jasmone, ionone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone, even more preferably contains one or more selected from jasmone and ionone, and even more preferably contains at least ionone.

[0018] As a combination of components (a-1) and (a-2), from the viewpoint of achieving a higher level of both reducing the unpleasant odor of the recycled resin and suppressing the deterioration of the physical properties of the recycled resin, any of the combinations (1) to (5) below is preferred, any of the combinations (3) to (5) below is more preferred, and the combination of (4) or (5) below is even more preferred. (1) (a-1) A combination of one or more selected from citronellol, geraniol, nerol, linalool, tetrahydrolinalool, and dihydroterpineol, and (a-2) a combination of one or more selected from menthone, damascenone, jasmone, ionone, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone. (2) (a-1) Linalool and (a-2) one or more selected from menthone, damascenone, jasmone, ionone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone. (3) (a-1) A combination of linalool and (a-2) one or more selected from jasmone, ionone, damascenone, damascone, and methylionone. (4) (a-1) A combination of linalool and (a-2) one or more selected from ionone, damascenone, damascone, and methylionone. (5) (a-1) A combination of one or more selected from citronellol, geraniol, nerol, linalool, tetrahydrolinalool, and dihydroterpineol and (a-2) damascone.

[0019] ·Mass ratio [component (a-2) / component (a-1)] The mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less. This allows the malodor of the recycled resin to be deodorized without impairing the physical properties of the recycled resin. From the viewpoint of reducing the malodor of the recycled resin, the lower limit of this mass ratio [component (a-2) / component (a-1)] is preferably 0.001 or more, more preferably 0.004 or more, and even more preferably 0.008 or more. That is, this mass ratio [component (a-2) / component (a-1)] is preferably 0.001 or more and 3.5 or less, more preferably 0.004 or more and 3.5 or less, and even more preferably 0.008 or more and 3.5 or less.

[0020] Mass ratio [component (a-1) / total amount of component (A)] The mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / total amount of component (A)] is 0.2 or more. This allows the malodor of the recycled resin to be deodorized without impairing the physical properties of the recycled resin. From the viewpoint of suppressing deterioration of the physical properties of the recycled resin, this mass ratio [component (a-1) / total amount of component (A)] is preferably 0.21 or more, more preferably 0.22 or more, and even more preferably 0.23 or more. From the viewpoint of reducing the malodor of the recycled resin, the upper limit of this mass ratio [component (a-1) / total amount of component (A)] is preferably 0.65 or less, more preferably 0.55 or less, even more preferably 0.45 or less, and even more preferably 0.40 or less. That is, the mass ratio [component (a-1) / total amount of component (A)] is preferably 0.21 or more and 0.65 or less, more preferably 0.22 or more and 0.55 or less, even more preferably 0.23 or more and 0.45 or less, and even more preferably 0.23 or more and 0.40 or less.

[0021] Mass ratio [component (a-2) / total amount of component (A)] The mass ratio of component (a-2) to the total amount of component (A) [component (a-2) / (total amount of component (A)] is preferably 0.0005 or more, more preferably 0.001 or more, and even more preferably 0.0015 or more from the viewpoint of reducing the unpleasant odor of the recycled resin, and is preferably 0.9 or less, more preferably 0.85 or less, and even more preferably 0.8 or less from the viewpoint of suppressing deterioration of the physical properties of the recycled resin. That is, this mass ratio [component (a-2) / total amount of component (A)] is preferably 0.0005 or more and 0.9 or less, more preferably 0.001 or more and 0.85 or less, and even more preferably 0.0015 or more and 0.8 or less.

[0022] Content of ingredient (a-1) From the viewpoint of achieving a high level of both reduction in the malodor of the recycled resin and suppression of deterioration in the physical properties of the recycled resin, the content of component (a-1) in the deodorant composition of the present invention is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 2% by mass or more, even more preferably 3% by mass or more, even more preferably 3.5% by mass or more, and preferably 40% by mass or less, more preferably 35% by mass or less, even more preferably 30% by mass or less, and even more preferably 25% by mass or less. That is, the content of component (a-1) in the deodorant composition of the present invention is preferably 0.5% by mass or more to 40% by mass or less, more preferably 1% by mass or more to 35% by mass or less, even more preferably 2% by mass or more to 30% by mass or less, still more preferably 3% by mass or more to 25% by mass or less, and even more preferably 3.5% by mass or more to 25% by mass or less. When two types of component (a-1) are contained, the content of component (a-1) refers to the total content.

[0023] Content of ingredient (a-2) From the viewpoint of achieving a high level of both reduction in the malodor of the recycled resin and inhibition of deterioration in the physical properties of the recycled resin, the content of component (a-2) in the deodorant composition of the present invention is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, even more preferably 2.5% by mass or more, and preferably 40% by mass or less, more preferably 35% by mass or less, even more preferably 30% by mass or less, and even more preferably 25% by mass or less. That is, the content of component (a-1) in the deodorant composition of the present invention is preferably 0.01% by mass or more and 40% by mass or less, more preferably 0.1% by mass or more and 35% by mass or less, even more preferably 0.5% by mass or more and 30% by mass or less, and even more preferably 2.5% by mass or more and 25% by mass or less. When two types of component (a-2) are contained, the content of component (a-2) refers to the total content.

[0024] Ingredient (a-3) The deodorizing composition of the present invention may also contain, as component (a-3), a fragrance other than components (a-1) and (a-2), thereby achieving both a reduction in the malodor of the recycled resin and a suppression of deterioration in the physical properties of the recycled resin at an even higher level. Examples of component (a-3) include aromatic alcohols, lactones, esters, aromatic aldehydes, pyran compounds, and essential oils, and may also contain other fragrances (hereinafter also referred to as "other fragrances"). Like component (a-1), component (a-3) may be derived from natural plants or artificially produced, and its origin and production method are not particularly limited. A commercially available product may also be used as component (a-3). Component (a-3) may contain one type or a combination of two or more types.

[0025] Examples of aromatic alcohols include 2-phenylethyl alcohol, cinnamyl alcohol, benzyl alcohol, and anise alcohol. Examples of lactones include coumarin, γ-decalactone, and γ-undecalactone. Examples of esters include acetate, octanoate, butyrate, isobutyrate, and anthranilate. Specific examples include methyl dihydrojasmonate, linalyl acetate, isobornyl acetate, ethyl octanoate, allyl hexanoate, allyl 3-cyclohexylpropionate, cis-3-hexenyl acetate, dimethylbenzylcarbinyl butyrate, linalyl isobutyrate, methyl anthranilate, and benzyl benzoate. Examples of aromatic aldehydes include hexyl cinnamaldehyde, amyl cinnamaldehyde, 3-phenylbutanal (Triphenal (registered trademark)), and benzaldehyde. Examples of pyran compounds include tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol (Florosa) and rose oxide. Examples of essential oils include lavender oil, bergamot oil, lemon oil, orange oil, grapefruit oil, mandarin oil, rosemary oil, eucalyptus oil, lavender oil, geranium oil, peppermint oil, spearmint oil, peppermint oil, rose oil, and cedarwood oil. Other flavoring agents may include, but are not limited to, for example, cis-3-hexenol, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, ethyl maltol, and maltol.

[0026] Among them, as component (a-3), from the viewpoint of achieving both a reduction in the malodor of the recycled resin and an inhibition of a deterioration in the physical properties of the recycled resin at an even higher level, a combination of a lactone with one or more selected from aromatic alcohols, butyric acid esters, and isobutyric acid esters is preferred, and it is more preferred that the component (a-3) contains at least a lactone. Specifically, for example, a combination of coumarin with one or more selected from linalyl acetate and isobornyl acetate is preferred, and it is more preferred that the component (a-3) contains at least coumarin.

[0027] Content of ingredient (a-3) From the viewpoint of achieving a high level of both reduction in the malodor of the recycled resin and inhibition of deterioration in the physical properties of the recycled resin, the content of component (a-3) in the deodorant composition of the present invention is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 2% by mass or more, even more preferably 3% by mass or more, and preferably 60% by mass or less, more preferably 55% by mass or less, even more preferably 50% by mass or less, and even more preferably 47% by mass or less. That is, the content of component (a-3) in the deodorant composition of the present invention is preferably 0.5% by mass or more and 60% by mass or less, more preferably 1% by mass or more and 55% by mass or less, even more preferably 2% by mass or more and 50% by mass or less, and even more preferably 3% by mass or more and 47% by mass or less. When two types of component (a-3) are contained, the content of component (a-3) refers to the total content.

[0028] ·Mass ratio [component (a-2) / component (a-1)] When component (a-3) is contained as component (A), the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] can be set within the range shown below, from the viewpoint of achieving an even higher level of both reducing the unpleasant odor of the recycled resin and suppressing the deterioration of the physical properties of the recycled resin. The mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less, and from the viewpoint of suppressing deterioration of the physical properties of the recycled resin, it is preferably 3.2 or less, more preferably 2.8 or less, and even more preferably 2.5 or less. Note that, from the viewpoint of reducing the offensive odor of the recycled resin, the lower limit of this mass ratio [component (a-2) / component (a-1)] is preferably 0.001 or more, more preferably 0.004 or more, and even more preferably 0.008 or more. That is, this mass ratio [component (a-2) / component (a-1)] is preferably 0.001 or more and 3.5 or less, more preferably 0.004 or more and 3.2 or less, even more preferably 0.008 or more and 2.8 or less, and even more preferably 0.008 or more and 2.5 or less.

[0029] Mass ratio [component (a-2) / total amount of component (A)] When component (a-3) is contained as component (A), the mass ratio of component (a-2) to the total amount of component (A) [component (a-2) / total amount of component (A)] can be set within the range shown below, from the viewpoint of achieving an even higher level of both reducing the unpleasant odor of the recycled resin and suppressing the deterioration of the physical properties of the recycled resin. The mass ratio of component (a-2) to the total amount of component (A) [component (a-2) / (total amount of component (A)] is preferably 0.0005 or more, more preferably 0.001 or more, and even more preferably 0.0015 or more from the viewpoint of reducing the unpleasant odor of the recycled resin, and is preferably 0.65 or less, more preferably 0.6 or less, and even more preferably 0.55 or less from the viewpoint of suppressing deterioration of the physical properties of the recycled resin. That is, this mass ratio [component (a-2) / total amount of component (A)] is preferably 0.0005 or more and 0.65 or less, more preferably 0.001 or more and 0.6 or less, and even more preferably 0.0015 or more and 0.55 or less.

[0030] Total amount of ingredient (A) The total amount of component (A) in the deodorant composition of the present invention is preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 9.5% by mass or more, from the viewpoint of achieving an even higher level of both reducing the malodor of the recycled resin and suppressing the deterioration of the physical properties of the recycled resin. Furthermore, from the same viewpoint as above, the total amount of component (A) in the deodorant composition of the present invention is preferably 80% by mass or less, more preferably 75% by mass or less, and even more preferably 70% by mass or less. That is, the content of such component (A) in the deodorant composition of the present invention is preferably 1% by mass or more and 80% by mass or less, more preferably 5% by mass or more and 75% by mass or less, and even more preferably 9.5% by mass or more and 70% by mass or less.

[0031] The contents of components (a-1), (a-2), and (a-3) can be measured by a commonly known analytical method suited to the conditions of the sample, for example, GC / MS. Specific examples include the methods described below. During measurement, the sample may be extracted or diluted with a solvent to fit the detection range of the instrument, or impurities may be removed from the sample to fit the separation capacity of the instrument, as needed.

[0032] <Ingredient (B)> The deodorant composition of the present invention may further contain, as component (B), one or more solvents selected from the following (b1) to (b3). This improves compatibility with component (A) and allows component (A) to be applied uniformly to the entire recycled resin without affecting the physical properties of the recycled resin, thereby further enhancing the effects of the present invention. (b1) a dihydric alcohol selected from dipropylene glycol, 1,2-propanediol (propylene glycol), 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and diethylene glycol (b2) a monohydric alcohol selected from ethanol, 3-methoxy-3-methyl-1-butanol, and 2-(2-ethoxyethoxy)ethanol (b3) Esters selected from triethyl citrate, triacetin, and bis(2-ethylhexyl) phthalate

[0033] Among them, as component (B), from the viewpoint of not affecting the physical properties of the recycled resin and having good compatibility with component (A), one or more selected from dipropylene glycol, 1,2-propanediol, 3-methoxy-3-methyl-1-butanol, triethyl citrate, triacetin, and bis(2-ethylhexyl) phthalate are preferable, one or more selected from dipropylene glycol and 1,2-propanediol are more preferable, and it is further preferable to contain at least dipropylene glycol.

[0034] · Content of component (B) From the viewpoint of improving the compatibility with component (A) and further enhancing the effects of the present invention, the content of component (B) in the deodorizing composition of the present invention is preferably 20% by mass or more, more preferably 25% by mass or more, and still more preferably 30% by mass or more. Also, from the same viewpoint as above, the content of component (B) in the deodorizing composition of the present invention is preferably 99% by mass or less, more preferably 95% by mass or less, and still more preferably 90% by mass or less. That is, the content of such component (B) is preferably 20% by mass or more and 99% by mass or less, more preferably 25% by mass or more and 95% by mass or less, and still more preferably 30% by mass or more and 90% by mass or less in the deodorizing composition of the present invention. When two or more kinds of component (B) are contained, the content of component (B) is the total content.

[0035] <Other components> The deodorizing composition of the present invention can contain, as other components, for example, solvents other than component (B) and surfactants. The content of other components can be appropriately set within a range that does not impair the object of the present invention.

[0036] <Analysis method of components (a-1), (a-2), and (a-3) by GC / MS method> The components (a-1), (a-2), and (a-3) contained in the deodorant composition of the present invention are analyzed by GC / MS using the following analytical equipment. Specifically, a standard solution of known concentration is prepared using a standard product and subjected to GC / MS analysis under the following analytical conditions. A calibration curve is created from the peak area of ​​the detected fragment ions (m / z) of the standard solution and the prepared concentration. Next, the deodorant composition is subjected to GC / MS analysis under the following analytical conditions. The peak areas of the detected fragment ions (m / z) obtained are applied to the calibration curve to quantify the components (a-1), (a-2), and (a-3). The detected fragment ions (m / z) shown in Table 1 are used to quantify the components (a-1), (a-2), and (a-3).

[0037] (Analyzer) Gas chromatograph (GC): Agilent 6890N (Agilent) Mass selective detector (MS): Agilent 5975 MSD (Agilent)

[0038] (GC analysis conditions) ·Split ratio: 1:6 Carrier gas: Helium Constant flow mode 1mL / min ·Injection temperature: 280℃

[0039] Analytical column: DB-1 (Agilent) Length 60m, inner diameter 250μm, film thickness 0.25μm Column oven temperature program: 70℃ → 10℃ / min → 300℃ Sample injection volume: 1 μL of a solution diluted with hexane to 1-10 v / v%

[0040] (MS detection conditions) Solvent delay: 4 minutes GC-MS transfer line temperature: 300℃ ·Mass spectrometer ion source temperature: 230℃ ·Quadrupole mass analyzer temperature: 150℃ Data Import: SIM Mode

[0041] [Table 1]

[0042] [Deodorizing method] The method of the present invention for deodorizing the malodor of recycled resin is characterized by including the following (Step 1). (Step 1) Component (A) contains the following fragrances, components (a-1) and (a-2), the mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / (total amount of component (A)]] is 0.2 or more; a deodorizing composition in which the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less; Recycled resin and contacting the (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and at least one 5- or 6-membered ring structure

[0043] <Process 1> This step involves contacting the deodorizing composition of the present invention with recycled resin, which not only eliminates the malodor of the recycled resin itself but also eliminates the malodor in the air generated during the production of the recycled resin.

[0044] The recycled resin may also contain additives. Examples of additives include antioxidants, weathering agents, lubricants, antiblocking agents, antistatic agents, antifogging agents, anti-dripping agents, pigments, and fillers. The content of the resin in the recycled resin is preferably 70% by mass or more, more preferably 80% by mass or more, even more preferably 90% by mass or more, and even more preferably 95% by mass or more. The upper limit of the resin content in the recycled resin may be 100% by mass.

[0045] The recycled resin preferably has thermoplasticity, since this makes it easier to enjoy the effects of the present invention. Examples of thermoplastic resins include polyolefin resins, (meth)acrylic resins, polycarbonate resins, polyetherimide resins, polyester resins, polystyrene resins, polyethersulfone resins, ABS (acrylonitrile-butadiene-styrene) resins, AS (acrylonitrile-styrene) resins, and polyvinyl chloride resins. Among these, polyolefin resins, (meth)acrylic resins, polyester resins, polystyrene resins, and ABS resins are preferably used. The recycled resin may be a mixture of two or more resins. Specific embodiments of the deodorant composition used in (Step 1) are as explained above.

[0046] The method for contacting the deodorizing composition of the present invention with the recycled resin is not particularly limited as long as it allows the deodorizing composition of the present invention to penetrate into the recycled resin, but examples thereof include the following methods. (i) A method of spraying the deodorizing composition of the present invention onto recycled resin (ii) A method of immersing recycled resin in the deodorant composition of the present invention (iii) A method of mixing recycled resin with the deodorant composition of the present invention

[0047] In addition to the method of impregnating the recycled resin with a deodorizing composition, other methods for deodorizing the airborne odors generated during the production of recycled resin include, for example, spraying the composition in the environment where the recycled resin is produced.

[0048] From the viewpoint of spreading the deodorant composition uniformly over the resin, the contact temperature is preferably 5° C. or higher, more preferably 10° C. or higher, and even more preferably 15° C. or higher, and from an economic viewpoint, it is preferably 50° C. or lower, more preferably 40° C. or lower, and even more preferably 35° C. or lower. That is, the contact temperature is preferably 5° C. or higher and 50° C. or lower, more preferably 10° C. or higher and 40° C. or lower, and even more preferably 15° C. or higher and 35° C. or lower.

[0049] From the viewpoint of achieving a high level of both reduction in the malodor of the recycled resin and prevention of deterioration in the physical properties of the recycled resin, the amount of the deodorant composition of the present invention used is preferably 0.0005 parts by mass or more, more preferably 0.001 parts by mass or more, even more preferably 0.003 parts by mass or more, and preferably 0.5 parts by mass or less, more preferably 0.1 parts by mass or less, even more preferably 0.05 parts by mass or less, and even more preferably 0.01 parts by mass or less, relative to 1 part by mass of the recycled resin. That is, the amount of the deodorant composition of the present invention used is preferably 0.0005 parts by mass or more and 0.5 parts by mass or less, more preferably 0.001 parts by mass or more and 0.1 parts by mass or less, even more preferably 0.001 parts by mass or more and 0.05 parts by mass or less, and still more preferably 0.003 parts by mass or more and 0.01 parts by mass or less, relative to 1 part by mass of the recycled resin.

[0050] The deodorizing composition of the present invention may be diluted with water or the like before use. In this case, for example, the deodorizing composition and water or the like are added to a trigger container or the like, and the diluted solution is sprayed (sprayed) over the entire recycled resin, or the diluted solution is impregnated into a nonwoven fabric and allowed to partially contact the resin surface for a certain period of time, thereby allowing the deodorizing composition to penetrate into the resin. The diluted solution may contain a surfactant, if necessary. The surfactant is not particularly limited, and examples thereof include one or more selected from anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants, and can be appropriately selected depending on the type of deposits on the recycled resin, etc. The amount of surfactant used can be appropriately determined. The dilution ratio can be appropriately set depending on the intensity of the malodor, but is, for example, preferably 2 times or more, more preferably 10 times or more, even more preferably 30 times or more, even more preferably 50 times or more, and preferably 300 times or less, more preferably 250 times or less, even more preferably 200 times or less, and even more preferably 150 times or less. That is, the dilution ratio is preferably 2 times or more and 300 times or less, more preferably 10 times or more and 250 times or less, even more preferably 30 times or more and 200 times or less, and even more preferably 50 times or more and 150 times or less.

[0051] In this step, the deodorizing composition of the present invention and the recycled resin may be maintained in contact for a certain period of time. For example, in the above-described embodiment (i), the state in which the deodorizing composition of the present invention is attached to the recycled resin may be maintained for a certain period of time. In addition, in embodiments (ii) or (iii), the immersed or mixed state may be maintained for a certain period of time. Furthermore, in embodiment (ii), the recycled resin may be removed from the immersion liquid, and the state in which the deodorizing composition of the present invention is attached to the recycled resin may be maintained for a certain period of time. This allows the recycled resin to be sufficiently contacted with the deodorizing composition of the present invention, thereby more reliably achieving both a reduction in the malodor of the recycled resin and prevention of deterioration in the physical properties of the recycled resin at a high level. The retention time can be set appropriately depending on the level of malodor, but is, for example, preferably 30 minutes or more, preferably 1 hour or more, more preferably 3 hours or more, even more preferably 6 hours or more, even more preferably 12 hours or more, and preferably 48 hours or less, more preferably 42 hours or less, even more preferably 36 hours or less, and even more preferably 30 hours or less. That is, the retention time is preferably 30 minutes or more and 48 hours or less, more preferably 1 hour or more and 48 hours or less, even more preferably 3 hours or more and 42 hours or less, even more preferably 6 hours or more and 36 hours or less, and even more preferably 12 hours or more and 30 hours or less. After the deodorant composition of the present invention has been kept in contact with the recycled resin for a certain period of time, the recycled resin may be washed with water.

[0052] Furthermore, in the present invention, after carrying out (Step 1), the following (Step 2) can be carried out. This allows the deodorizing composition of the present invention to be dispersed in the recycled resin melted by heating, so that it is possible to more reliably and highly simultaneously reduce the malodor of the recycled resin and prevent the deterioration of the physical properties of the recycled resin. (Step 2) Heating the mixture obtained in (Step 1) at 80°C or higher and 280°C or lower

[0053] The heating temperature varies depending on the type of resin contained in the recycled resin and can be set appropriately depending on the type of resin, but is preferably above the softening point, for example, preferably above 80°C, more preferably above 100°C, even more preferably above 120°C, and preferably below 280°C, more preferably below 260°C, and even more preferably below 240°C. That is, the heating temperature is preferably from 80°C to 280°C, more preferably from 100°C to 260°C, and even more preferably from 120°C to 240°C.

[0054] The heating time also varies depending on the type of resin contained in the recycled resin and can be set appropriately depending on the type of resin, but is, for example, preferably 1 minute or more, more preferably 2 minutes or more, even more preferably 3 minutes or more, still more preferably 4 minutes or more, and preferably 20 minutes or less, more preferably 15 minutes or less, and even more preferably 10 minutes or less. That is, the heating time is preferably 1 minute or more and 20 minutes or less, more preferably 2 minutes or more and 20 minutes or less, even more preferably 3 minutes or more and 15 minutes or less, and even more preferably 4 minutes or more and 10 minutes or less.

[0055] In this way, the malodor of the recycled resin can be deodorized, but the recycled resin after (Step 2) may also be used to produce pellets, sheet moldings, etc. by known methods. Because moldings, etc. are made from the recycled resin obtained by the method of the present invention, the malodor is deodorized without impairing the physical properties. Therefore, they can be used for a variety of purposes, such as automobile parts, housings for electrical and electronic parts, building materials, agricultural materials, containers, packaging materials, and daily necessities. [Example]

[0056] 1. Sensory evaluation (1) Preparation of model odors of recycled resin An odor analysis was conducted on recycled resin used at Kao Corporation's recycled resin facility (crushing and cleaning process, pelletizing process, sheet molding process). The odors observed were lower fatty acid odor, sulfur-based compound odor, amine odor, cresol odor, and acrylate odor. Model odors of recycled resin, shown in Table 2 below, were then prepared through sensory evaluation to simulate the odor of recycled resin. Each component odor component was then dropped onto a 3 x 0.5 cm filter paper in the amount shown in Table 2. The filter paper was placed in a 120 mL glass bottle and left for one day to allow the odors to mix inside. This was used as an odor masterbatch for sensory evaluation.

[0057] [Table 2]

[0058] (2-1) Preparation of pseudo-recycled PP resin impregnated with deodorant composition The deodorizing composition of each Example and Comparative Example was diluted with 3 g of acetone to a concentration of 0.5% by mass. 3 g of the diluted deodorizing composition was added to 3 g of PP resin (Prime Polymer J704ZA: melting point 150-165°C) placed in a circular glass Petri dish, and the mixture was impregnated and mixed for 30 minutes. Nitrogen gas was then sprayed onto the resin for 5 minutes under laboratory conditions (23°C, 40% RH) to thoroughly volatilize the acetone. The mass ratio of the added deodorizing composition to the PP resin at this time was (amount of deodorizing composition) / (amount of resin) = 0.005. Next, the PP resin impregnated with the deodorant composition was placed in an electric furnace (AS ONE, small programmable electric furnace) that had been preheated to 220°C, heated at 220°C for 5 minutes (the PP melted), removed, and re-solidified into a disk shape in a glassware. This sample was used as a sample for sensory evaluation.

[0059] (2-2) Preparation of recycled PS resin impregnated with deodorant composition A recycled foamed PS tray (manufactured by FP Corporation) was heated to 220°C for 1 minute, melted into a flat plate, and cut into 5mm x 5mm x 5mm blocks using an ultrasonic cutter. Samples for sensory evaluation were prepared in exactly the same manner as in (2-1) above, except that 3g of the PP resin was replaced with 3g of recycled PS resin.

[0060] (2-3) Preparation of recycled ABS resin impregnated with deodorant composition A recycled ABS board (OP Clipboard A4E, manufactured by Open Industries) was cut into 5 mm x 5 mm x 5 mm blocks using an ultrasonic cutter. Samples for sensory evaluation were prepared in exactly the same manner as in (2-1) above, except that 3 g of the PP resin was replaced with 3 g of recycled ABS resin.

[0061] (3) Evaluation of deodorizing effect The sensory evaluation samples impregnated with the deodorizing compositions of each Example and Comparative Example were placed in the bottom of a 74 mL plastic cup (Bio Cup, manufactured by Rispack), then covered with a lid (Bio Cup Lid, manufactured by Rispack) and left to stand for 20 minutes. Next, using a 30 mL syringe (Terumo) from the odor master batch for sensory evaluation prepared in (1), 3 mL of odor was injected into each cup by piercing the center of the lid. After 3 minutes, the lid was opened, and the sensory evaluation sample was taken out. The odor of the sensory evaluation sample was evaluated by a panel of five experts, who agreed to evaluate it according to the following criteria. The average score (rounded to the nearest tenth) of the five experts was then calculated.

[0062] <Evaluation criteria for deodorizing effect> Rating 5: No unpleasant odor at all 4: Slightly stronger deodorizing effect than Example 1 3: Equivalent deodorizing effect to Example 1 2: Slightly weaker deodorizing effect than Example 1 1: No deodorizing effect on bad odors

[0063] 2. Physical property evaluation (1) Recycled PS resin test A recycled PS foam tray (manufactured by FP Corporation, tray) was cut into a 1 cm x 5 cm piece to prepare a recycled PS resin test piece. This was immersed in the deodorant composition of each Example and Comparative Example at room temperature (23°C) for one day in a 20 mL glass screw tube containing 3 g of the deodorant composition, and its appearance was visually observed and evaluated according to the following criteria.

[0064] <Evaluation criteria for appearance> Rating: No change in appearance ×:Dissolution

[0065] (2) Recycled ABS resin test A recycled ABS board (OP Clipboard A4E, manufactured by Open Industries) was cut into 8 mm x 40 mm pieces to prepare recycled ABS resin test pieces. Each test piece was immersed in a 20 mL glass screw tube containing 3 g of the deodorant composition of each Example and Comparative Example at 50°C or room temperature (23°C) for 3 days. The external appearance of the test piece was then visually observed and evaluated according to the following criteria. Furthermore, the test piece was held with tweezers and subjected to stress to bend it to 45°C, and its physical properties were evaluated according to the following criteria.

[0066] <Evaluation criteria for appearance> Rating: No change in appearance ×: Swelling

[0067] <Evaluation criteria for physical property evaluation> Rating: Does not bend ×: Bend

[0068] <Examples 1 to 3 and Comparative Examples 1 to 3> A deodorant composition was obtained by uniformly mixing the components shown in Table 3. The obtained deodorant composition was subjected to a sensory evaluation and an evaluation of its physical properties. The results are also shown in Table 3.

[0069] [Table 3]

[0070] <Examples 4 to 8> A deodorant composition was obtained by uniformly mixing the components shown in Table 4. The obtained deodorant composition was subjected to a sensory evaluation and physical property evaluation. These results are shown in Table 4 together with the results of Example 3.

[0071] [Table 4]

[0072] <Examples 9 to 12> A deodorant composition was obtained by uniformly mixing the components shown in Table 5. The obtained deodorant composition was subjected to a sensory evaluation and a physical property evaluation. These results are shown in Table 5 together with the results of Example 3.

[0073] [Table 5]

[0074] <Examples 13 to 16> The components shown in Table 6 were mixed uniformly to obtain a deodorant composition. The obtained deodorant composition was subjected to a sensory evaluation and physical property evaluation. These results are shown in Table 6 together with the results of Example 3.

[0075] [Table 6]

[0076] <Examples 17 to 21> The components shown in Table 7 were mixed uniformly to obtain a deodorant composition. The obtained deodorant composition was subjected to a sensory evaluation and physical property evaluation. These results are shown in Table 7 together with the results of Example 3.

[0077] [Table 7]

[0078] <Examples 22 to 27 and Comparative Example 4> A deodorant composition was obtained by uniformly mixing the components shown in Table 8. The obtained deodorant composition was subjected to a sensory evaluation and physical property evaluation. These results are shown in Table 8 together with the results of Example 3.

[0079] [Table 8]

[0080] <Examples 28 to 39> A deodorant composition was obtained by uniformly mixing the components shown in Table 9. The obtained deodorant composition was subjected to a sensory evaluation and physical property evaluation. These results are shown in Table 9 together with the results of Example 3.

[0081] [Table 9]

[0082] Tables 3 to 9 show that by combining two types of fragrances having specific structures in a specific mass ratio or less, and then controlling the mass ratio of one fragrance to the total fragrances to a specific value or more, it is possible to reduce the unpleasant odor of recycled resin and prevent the deterioration of the physical properties of the recycled resin.

[0083] <Example 40> The deodorizing effect of the deodorizing composition of the present invention was examined using an ABS chopstick holder (13 cm wide x 7 cm deep x 8 cm high) that had been collected as waste from an ordinary household and from which the odors of aging, oily odors, and putrid odors could not be removed even after washing with commercially available dishwashing detergent. First, 1% by mass of the deodorant composition of Example 23, 2% by mass of a nonionic surfactant (Emulgen (registered trademark) 709; manufactured by Kao Corporation), and water were mixed to prepare an aqueous solution, which was then filled into a trigger container. Next, 50 g of the aqueous solution was evenly sprayed onto the chopstick holder, after which the chopstick holder was placed in a 2.6 L stainless steel container, sealed, and left for one day. The chopstick holder was then washed with water and evaluated for the presence or absence of an aged odor, an oily odor, and a putrid odor. As a result, no aged odor, an oily odor, or a putrid odor was detected, and there was no damage to the surface. From the above, it was confirmed that the deodorizing composition of the present invention not only can eliminate bad odors without damaging the physical properties of the articles, but also can enable the articles to be reused.

Claims

1. A deodorizing composition for deodorizing the malodor of recycled resin, The component (A) contains the following fragrances, component (a-1) and component (a-2), the mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / total amount of component (A)] is 0.2 or more; the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less; Deodorizing composition. (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and one or more cyclic structures selected from 5-membered rings or 6-membered rings

2. 2. The deodorant composition according to claim 1, wherein component (a-1) is one or more selected from citronellol, geraniol, nerol, linalool, tetrahydrolinalool, and dihydroterpineol.

3. 3. The deodorant composition according to claim 1, wherein component (a-2) is one or more selected from menthone, damascenone, jasmone, ionone, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone, damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, and methylionone.

4. 3. The deodorizing composition according to claim 1, wherein the total amount of component (A) is 1% by mass or more.

5. 3. The deodorizing composition according to claim 1, wherein the mass ratio of component (a-2) to the total amount of component (A) [component (a-2) / total amount of (A)] is 0.0005 or more and 0.9 or less.

6. The deodorant composition according to claim 1 or 2, further comprising, as component (B), one or more solvents selected from the following (b1) to (b3): (b1) A dihydric alcohol selected from dipropylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 2,3-butanediol, and diethylene glycol (b2) A monohydric alcohol selected from ethanol, 3-methoxy-3-methyl-1-butanol, and 2-(2-ethoxyethoxy)ethanol. (b3) Esters selected from triethyl citrate, triacetin, and bis(2-ethylhexyl) phthalate

7. 3. The deodorizing composition according to claim 1, wherein the content of component (B) is 20% by mass or more.

8. 3. The deodorizing composition according to claim 1, wherein the recycled resin is a recycled resin having thermoplasticity.

9. A method for deodorizing a malodor of recycled resin, comprising: A deodorizing method comprising the following (Step 1): (Step 1) Component (A) contains the following fragrances, component (a-1) and component (a-2), the mass ratio of component (a-1) to the total amount of component (A) [component (a-1) / (total amount of component (A)]] is 0.2 or more; a deodorizing composition in which the mass ratio of component (a-2) to component (a-1) [component (a-2) / component (a-1)] is 3.5 or less; Recycled resin and contacting the (a-1) Monoterpene alcohols (a-2) Ketones having 10 to 16 carbon atoms and one or more cyclic structures selected from 5-membered rings or 6-membered rings

10. 10. The deodorizing method according to claim 9, wherein in (Step 1), 0.0005 parts by mass or more and 0.5 parts by mass or less of the deodorizing composition is brought into contact with 1 part by mass of the recycled resin.

11. The deodorizing method according to claim 9 or 10, further comprising the following (Step 2): (Step 2) A step of heating the recycled resin after (Step 1) at 80°C or higher and 280°C or lower.

Citation Information

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