WO2022215612A1 - Method for producing regenerated resin - Google Patents

Method for producing regenerated resin Download PDF

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Publication number
WO2022215612A1
WO2022215612A1 PCT/JP2022/015799 JP2022015799W WO2022215612A1 WO 2022215612 A1 WO2022215612 A1 WO 2022215612A1 JP 2022015799 W JP2022015799 W JP 2022015799W WO 2022215612 A1 WO2022215612 A1 WO 2022215612A1
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WO
WIPO (PCT)
Prior art keywords
clogp value
surfactant
recycling
production method
raw material
Prior art date
Application number
PCT/JP2022/015799
Other languages
French (fr)
Japanese (ja)
Inventor
龍之介 柴田
理紗 沢田
龍哉 阿良田
Original Assignee
花王株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 花王株式会社 filed Critical 花王株式会社
Priority to JP2023511803A priority Critical patent/JP7331291B2/en
Publication of WO2022215612A1 publication Critical patent/WO2022215612A1/en

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00—Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02—Separating plastics from other materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Definitions

  • the present invention relates to a method for producing recycled resin.
  • multilayer films have been used as materials for packaging containers for liquid ingredients such as shampoos and beverages and solid ingredients such as foods (Patent Document 1). Many of the materials of such films contain polyolefin and are subject to recycling.
  • the present invention relates to the following [1] to [3].
  • [1] A method for producing a recycled resin, comprising a washing step of washing a raw material for recycling containing a fragrance and a resin for recycling with a washing liquid containing a surfactant.
  • [2] A method for manufacturing a packaging container, wherein the recycled resin manufactured by the manufacturing method according to [1] is used as a raw material.
  • [3] A method for removing perfume, which comprises a washing step of washing a raw material for recycling containing a perfume and a resin for recycling with a washing liquid containing a surfactant.
  • the present inventors have found that when the resin of containers used for products containing perfume such as fabric softeners is regenerated and recycled, the perfume may remain in the recycled resin, and that this is due to the use of recycled resin. I found it to be a hindrance.
  • the present invention relates to a method for producing recycled resin, which reduces the fragrance in the raw material for recycling.
  • a method for producing recycled resin that reduces the amount of perfume in the raw material for recycling.
  • the method for producing a recycled resin of the present invention has a washing step of washing the raw material for recycling containing the fragrance and the resin for recycling with a cleaning liquid containing a surfactant.
  • the raw materials for recycling in the present invention include fragrances and resins for recycling.
  • Recyclable materials include, for example, packaging used for perfume-containing compositions.
  • packaging containers include, for example, those having a single-layer film or laminated film, and more specifically, a single-layer film composed of the above-mentioned recycled resin or a laminated film containing the recycled resin.
  • perfumes in the present invention include perfumes blended in laundry detergents and fabric softeners. From the viewpoint of removability, those containing fragrances having a CLogP value of, for example, 0.1 or more and 7 or less are suitable targets for removal.
  • the LogP value is a coefficient that indicates the affinity of a compound for water and 1-octanol.
  • the 1-octanol/water partition coefficient P is the ratio of the equilibrium concentrations of the compound in each solvent when a trace amount of the compound dissolves as a solute in a solvent consisting of two liquid phases of 1-octanol and water and reaches partition equilibrium. , and it is common to express them in the form of their logarithms LogP to base 10.
  • CLogP calculated by a calculation program using fragment values of atomic groups determined by the number of atoms constituting a compound molecule and the type of chemical bond is widely used.
  • the value of CLogP is calculated using the software EPI Suite (registered trademark; The Estimations Programs Interface for Windows version 4.11) jointly developed by the US Environmental Protection Agency and Syracuse. A higher CLogP value means higher fat solubility.
  • perfumes in the present invention include perfumes blended in laundry detergents and fabric softeners.
  • Preferred perfumes to be removed include Acetyl cedrene (ClogP value: 5.0), Aldehyde C-6 (ClogP value: 1.8), Aldehyde C-10 (ClogP value: 3.8), aldehyde C-14 (Aldehyde C-14, ClogP value: 3.1), aldehyde C-16 (Aldehyde C-16, ClogP value: 3.0), allyl amyl glycolate (ClogP value: 2.3), ⁇ -Damascone (ClogP value: 4.3), Amyl salicylate (ClogP value: 4.6), Amber core (ClogP value: 4.1), Ambroxan (ClogP value: 4.8), amyl Cinnamic aldehyde (Amyl cinnamic aldehyde, ClogP value: 4.3), Anis aldehyde (ClogP value: 1.8),
  • the polyolefin includes at least one selected from the group consisting of polyethylene, polypropylene and ethylene-vinyl alcohol copolymer, and preferably includes polyethylene from the viewpoint of recyclability of the recycled resin.
  • polyethylene include commercially available ones such as high density polyethylene (HDPE), medium density polyethylene (MDPE), low density polyethylene (LDPE), ultra low density polyethylene (ULDPE) and linear low density polyethylene (LLDPE),
  • HDPE high density polyethylene
  • MDPE medium density polyethylene
  • LDPE low density polyethylene
  • ULDPE ultra low density polyethylene
  • LLDPE linear low density polyethylene
  • two or more selected from high density polyethylene (HDPE), medium density polyethylene (MDPE), low density polyethylene (LDPE), ultra low density polyethylene (ULDPE) and linear low density polyethylene (LLDPE) were mixed.
  • Polyethylene and the like are applicable objects of the present invention without particular limitation.
  • the content of the resin for regeneration in the raw material for regeneration is preferably 90% by mass or more, more preferably 95% by mass or more, still more preferably 99% by mass or more, and 100% by mass or less. you can
  • the raw materials for recycling include the fragrances, surfactants, plasticizers, viscosity modifiers, ultraviolet absorbers, antioxidants, compatibilizers, gas barrier agents, electrification Components other than the resin for regeneration, such as an inhibitor, may be included.
  • the amount of components other than the resin for recycling is small.
  • the content of components other than the resin for regeneration in the raw material for regeneration is preferably 10% by mass or less, more preferably 5% by mass or less, still more preferably 1% by mass or less, and 0% by mass or more.
  • the cleaning liquid of the present invention contains a surfactant.
  • the surfactant contained in the cleaning liquid at least one selected from the group consisting of anionic surfactants, cationic surfactants, nonionic surfactants and amphoteric surfactants can be mentioned without particular limitation. From the viewpoint of removability, it preferably contains at least one selected from the group consisting of anionic surfactants and cationic surfactants, and at least one selected from the group consisting of alkylsulfonates and alkylammonium salts. It is more preferable to include
  • the surfactant has a relatively small molecular weight. In order to solubilize perfume molecules that have entered the resin, it is presumed that those with a relatively small molecular weight are more effective.
  • the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, and still more preferably 320 or less, from the viewpoint of removability of fragrances having a CLogP value of 0.1 or more and 7 or less. From the same point of view, it is preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably 150 or more, still more preferably 200 or more.
  • the molecular weight of the surfactant is preferably 300 or less, more preferably 285 or less, still more preferably 275 or less, still more preferably 250 or less from the same viewpoint, And it is preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably 200 or more.
  • the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, and preferably 80 or more, from the same viewpoint. , more preferably 90 or more, still more preferably 100 or more, still more preferably 150 or more, still more preferably 200 or more.
  • the number of carbon atoms in the alkyl group is preferably 3 or more from the viewpoint of perfume removability, and from the same viewpoint, preferably 18 or less, more preferably 16 or less, and further It is preferably 12 or less.
  • the number of carbon atoms in the alkyl group is the number of carbon atoms in the alkyl group having the largest number of carbon atoms when the surfactant has a plurality of alkyl groups in one molecule.
  • the number of alkyl groups possessed by the surfactant is preferably 1 or more and 2 or less, more preferably 1, from the viewpoint of perfume removability.
  • the anionic surfactant preferably contains an alkyl sulfonate from the viewpoint of perfume removability. From the viewpoint of availability, these salts are preferably alkali metal salts, more preferably sodium salts. In addition, preferred embodiments of the number of carbon atoms in the alkyl group are as described above. Preferred embodiments include sodium alkylsulfonate, sodium alkylsulfonate having an alkyl group with 3 to 16 carbon atoms, and the like.
  • sodium 1-propanesulfonate, sodium allylsulfonate, sodium 1-butanesulfonate, sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-decanesulfonate, 1-dodecanesulfonic acid Preferred examples include those containing at least one selected from the group consisting of sodium, sodium 1-tetradecanesulfonate and sodium 1-hexadecanesulfonate.
  • the cationic surfactant preferably contains an alkylammonium salt, that is, a quaternary ammonium salt having an alkyl group, from the viewpoint of perfume removability.
  • the counter ion for the quaternary ammonium of the alkylammonium salt is preferably a halide ion, more preferably a chloride ion.
  • preferred embodiments of the number of carbon atoms in the alkyl group are as described above.
  • Preferred embodiments include alkyltrimethylammonium chloride and alkyltrimethylammonium chloride having a main chain alkyl group having 8 to 16 carbon atoms. Specifically, preferred are those containing at least one selected from the group consisting of n-octyltrimethylammonium chloride, dodecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride.
  • the content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, and even more preferably 1.6% by mass or more, from the viewpoint of the ability to remove perfume.
  • the content is preferably 30% by mass or less, more preferably 28% by mass or less, and even more preferably 26% by mass or less.
  • the surfactant is an anionic surfactant
  • preferred aspects of the content of the surfactant in the cleaning liquid are as described above.
  • the content of the surfactant in the cleaning liquid is preferably 0.1% by mass or more, more preferably 1% by mass or more, and It is preferably 1.6% by mass or more, and from the viewpoint of perfume removability, cost effectiveness and environmental impact, preferably 30% by mass or less, more preferably 28% by mass or less, and still more preferably 26% by mass. % or less, more preferably 24 mass % or less, still more preferably 20 mass % or less.
  • the cleaning liquid preferably contains water as a medium in addition to the surfactant.
  • Components that can be contained in the cleaning solution include organic solvents such as ethanol, deodorants, bleaches, disinfectants, antibacterial agents, disinfectants, dispersants, oxidizing agents, pH adjusters, and chelates. agents, alkali agents, viscosity modifiers, stabilizers, antifoaming agents and the like.
  • the content of water in the cleaning liquid may be the remainder of the content of the surfactant. Also, when the cleaning liquid contains component X, the content of water may be the balance of the total content of the surfactant and component X.
  • the washing step in the present invention is a step of washing the raw material for regeneration with the washing liquid.
  • the washing treatment time is preferably 30 minutes or more, more preferably 1 hour or more, from the viewpoint of perfume removal, and the upper limit is not particularly limited, but from the viewpoint of operability. Therefore, it is preferably 2 hours or less.
  • the temperature of the cleaning liquid used in the cleaning step is preferably 25° C. or higher, more preferably 35° C. or higher, and still more preferably 45° C. or higher from the viewpoint of removability, and from the viewpoint of cost effectiveness and safety during operation. Therefore, it is preferably 95° C. or lower, more preferably 75° C. or lower, and still more preferably 55° C. or lower.
  • the cleaning liquid may be stirred, or the raw material for regeneration may be left still in the cleaning liquid.
  • the raw material for regeneration may be sprayed with a cleaning liquid, or the raw material for regeneration may be immersed in a cleaning tank in which the flow of the cleaning liquid (water flow) circulates.
  • One of the features of the present invention is the ability to remove flavorings from reclaim stocks without the need for additional mechanical force during processing.
  • the raw material for recycling may be cut and put into the washing tank, or may be put into the washing tank as it is without being cut.
  • the raw material for recycling is cut, from the perspective of removability of the fragrance, it is preferable to detect the composition containing the cut raw material for recycling, separate them according to their composition, and subject them to different washing processes. Different cleaning processes may be performed using one cleaning tank, or may be performed in parallel using a plurality of cleaning tanks. You may use for a washing process without fractionating.
  • the cleaning process of the present invention may be of batch type, semi-batch type, or continuous type.
  • a drying process can be provided after the washing process.
  • the drying process may be of a batch type, a semi-batch type, or a continuous type.
  • the present invention preferably further includes a melt-kneading step.
  • the melt-kneading step targets the recycled raw material after washing obtained in the washing step.
  • the raw material for recycling after washing can be finely chopped as necessary and then melt-kneaded to produce recycled resin such as resin pellets.
  • the melt-kneading process of the present invention may be batch, semi-batch or continuous. Operating conditions, equipment used, etc. in carrying out the melt-kneading step may employ those known in the field of the present invention.
  • the recycled resin produced by the method of the present invention is suitable as a raw material for packaging containers.
  • a packaging container a container manufactured by processing a single-layer film composed of a recycled resin or a laminated film containing a recycled resin into a bag, or a single-layer film composed of a recycled resin or a recycled resin
  • a preferred example is a container composed of a laminated film containing and provided with a gas layer such as air between the films to make it self-supporting.
  • the packaging container manufactured from the recycled resin manufactured by the method of the present invention can further be used as a raw material for recycling. That is, from the viewpoint of recycling, the raw material for recycling preferably contains a recycled resin, and more preferably contains a recycled resin produced by the present invention.
  • the present invention further discloses the following method for producing a recycled resin, a method for producing a packaging container, and a method for removing perfume.
  • a method for manufacturing recycled resin which includes a cleaning process in which raw materials for recycling containing perfume and resin for recycling are washed with a cleaning solution containing a surfactant.
  • the raw material for recycling includes a packaging container used for a composition containing a fragrance.
  • the packaging container has a single-layer film or a laminated film.
  • the packaging container is a container manufactured by processing a single-layer film made of the resin for recycling or a laminated film containing the resin for recycling into a bag, or a single-layer film made of the resin for recycling.
  • the manufacturing method according to ⁇ 2> or ⁇ 3>, wherein the container is composed of a laminated film containing a resin for recycling and provided with a gas layer such as air between the films to make the container self-supporting.
  • ⁇ 5> The production method according to any one of ⁇ 1> to ⁇ 4>, wherein the perfume contains a compound having a CLogP value of 0.1 or more and 7 or less.
  • the perfume is acetyl cedrene (Acetyl cedrene, ClogP value: 5.0), aldehyde C-6 (Aldehyde C-6, ClogP value: 1.8), aldehyde C-10 (Aldehyde C-10, ClogP value: 3.8 ), Aldehyde C-14 (Aldehyde C-14, ClogP value: 3.1), Aldehyde C-16 (Aldehyde C-16, ClogP value: 3.0), Allyl amiyl glycolate (ClogP value: 2.3), ⁇ - ⁇ -Damascone (ClogP value: 4.3), Amyl salicylate (ClogP value: 4.6), Amber core (ClogP value: 4.1), Ambroxan (ClogP value:
  • ⁇ 7> The production method according to any one of ⁇ 1> to ⁇ 6>, wherein the perfume contains at least one selected from the group consisting of tripral, flutate and iso-e-super.
  • the resin for recycling contains polyolefin.
  • the polyolefin contains polyethylene.
  • Polyethylene is high-density polyethylene (HDPE), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), ultra-low-density polyethylene (ULDPE), linear low-density polyethylene (LLDPE), and two of these The manufacturing method according to ⁇ 9>, wherein the polyethylene is a mixture of the above.
  • HDPE high-density polyethylene
  • MDPE medium-density polyethylene
  • LDPE low-density polyethylene
  • ULDPE ultra-low-density polyethylene
  • LLDPE linear low-density polyethylene
  • the content of the resin for regeneration in the raw material for regeneration is preferably 90% by mass or more, more preferably 95% by mass or more, still more preferably 99% by mass or more, and preferably 100% by mass or less.
  • ⁇ 12> The production method according to any one of ⁇ 1> to ⁇ 11>, wherein the surfactant contains at least one selected from the group consisting of an anionic surfactant and a cationic surfactant.
  • the surfactant contains at least one selected from the group consisting of alkylsulfonates and alkylammonium salts.
  • the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably
  • the surfactant is an anionic surfactant, the molecular weight of the surfactant is preferably 300 or less, more preferably 285 or less, still more preferably 275 or less, still more preferably 250 or less, and
  • the surfactant is a cationic surfactant, and the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, and preferably 80 or more, more preferably is 90 or more, more preferably 100 or more, more preferably 150 or more, and still more preferably 200 or more.
  • the surfactant has an alkyl group, and the number of carbon atoms in the alkyl group is preferably 3 or more, preferably 18 or less, more preferably 16 or less, and still more preferably 12 or less, ⁇ 1>
  • ⁇ 18> The production method according to any one of ⁇ 1> to ⁇ 17>, wherein the number of alkyl groups possessed by the surfactant is preferably 1 or more and 2 or less, more preferably 1.
  • the surfactant preferably contains an alkylsulfonate, more preferably an alkali metal alkylsulfonate, more preferably a sodium alkylsulfonate
  • the manufacturing method according to ⁇ 20> The surfactant consists of sodium allylsulfonate, sodium 1-butanesulfonate, sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-dodecanesulfonate and sodium 1-hexadecanesulfonate.
  • the production method according to any one of ⁇ 1> to ⁇ 19> including at least one selected from the group.
  • ⁇ 21> The production method according to any one of ⁇ 1> to ⁇ 18>, wherein the surfactant is preferably an alkylammonium salt.
  • the quaternary ammonium counter ion of the alkylammonium salt is preferably a halide ion, more preferably a chloride ion.
  • the surfactant contains at least one selected from the group consisting of n-octyltrimethylammonium chloride, dodecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride Method of manufacture as described.
  • the content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, still more preferably 1.6% by mass or more, and preferably 30% by mass.
  • the surfactant is an anionic surfactant, and the content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, and still more preferably 1.6%.
  • the surfactant is a cationic surfactant, and the content of the surfactant in the cleaning liquid is preferably 0.1% by mass or more, more preferably 1% by mass or more, and still more preferably 1.6%. % by mass or more, and preferably 30% by mass or less, more preferably 28% by mass or less, even more preferably 26% by mass or less, even more preferably 24% by mass or less, and even more preferably 20% by mass or less.
  • ⁇ 27> The manufacturing method according to any one of ⁇ 1> to ⁇ 26>, wherein the washing treatment time in the washing step is preferably 30 minutes or longer, more preferably 1 hour or longer, and preferably 2 hours or shorter. . ⁇ 28>
  • the temperature of the washing solution used in the washing step is preferably 25°C or higher, more preferably 35°C or higher, still more preferably 45°C or higher, preferably 95°C or lower, more preferably 75°C or lower, and even more preferably. is 55° C. or less, the manufacturing method according to any one of ⁇ 1> to ⁇ 27>.
  • the washing liquid may be stirred, the raw material for recycling may be left in the washing liquid, and the raw material for recycling may be sprayed with the washing liquid during the treatment in the washing process.
  • Any of ⁇ 1> to ⁇ 28> may be poured over, the raw material for recycling may be immersed in a washing tank in which the flow of washing liquid (water flow) circulates, and no mechanical force may be applied during treatment.
  • Method of manufacture as described.
  • ⁇ 30> The manufacturing method according to any one of ⁇ 1> to ⁇ 29>, wherein the raw material for recycling may be cut and put into the washing tank, or may be put into the washing tank as it is without being cut. .
  • ⁇ 31> When cutting the raw material for recycling, it is preferable to detect the composition containing the cut raw material for recycling, separate them according to their composition, and subject them to different cleaning processes. 30>.
  • ⁇ 32> The manufacturing method according to ⁇ 31>, wherein the different washing steps may be performed using one washing tank, or may be performed in parallel using a plurality of washing tanks.
  • ⁇ 33> The production method according to any one of ⁇ 1> to ⁇ 32>, wherein the washing step is a batch type, a semi-batch type, or a continuous type.
  • ⁇ 34> The production method according to any one of ⁇ 1> to ⁇ 33>, wherein a drying step is performed after the washing step.
  • ⁇ 35> Further having a melt-kneading step of melt-kneading the washed raw material for regeneration obtained in the washing step, preferably, the washed raw material for regeneration is shredded and then melt-kneaded, ⁇ 1>
  • ⁇ 36> The production method according to any one of ⁇ 1> to ⁇ 35>, wherein the recycled resin produced by the method of the present invention is used as a raw material for packaging containers.
  • the packaging container is a container manufactured by processing a single-layer film composed of a recycled resin or a laminated film containing a recycled resin into a bag, or a single-layer film composed of a recycled resin, or The manufacturing method according to ⁇ 36>, wherein the container is composed of a laminated film containing a resin for recycling, and has a self-supporting container provided with a gas layer such as air between the films.
  • a method for removing perfume comprising a washing step of washing a raw material for recycling containing a perfume and a resin for recycling with a washing liquid containing a surfactant.
  • Example 1-1 Cut the top of a laminated film container (LLDPE on the contact surface, capacity 480 mL; length 25.9 cm x width 13 cm) containing a softener composition containing tripral, a fragrance compound, and remove the contents for 30 seconds with tap water. Rinse. Moisture on the surface of the container was lightly wiped off with Prowipe (manufactured by Daio Paper Co., Ltd.), and the container was cut into 5 cm squares.
  • LLDPE laminated film container
  • a surfactant sodium 1-butanesulfonate, molecular weight: 160.2, alkyl group carbon number: 4
  • 10 mL of an aqueous solution was poured as a washing liquid, the lid was closed, and the mixture was allowed to stand at 50°C for 1 hour.
  • the film was taken out from the test tube, the surfactant was washed away with 100 mL of ion-exchanged water for 30 seconds, and then the surface was lightly wiped with a Kimtowel (manufactured by Nippon Paper Crecia Co., Ltd.).
  • the film was extracted with 10 mL of dichloromethane (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.) at 35° C. for 4 hours. After extraction, the extract was analyzed by GCMS to confirm the residual amount of the perfume compound in the laminated film.
  • GC analysis conditions Agilent: 6890N + 5973
  • Examples 1-2 to 1-4 The following components were used as surfactants, and the amount of residual fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactant concentration in each cleaning solution is sufficiently higher than the critical micelle concentration.
  • Comparative example 1 Using ion-exchanged water instead of the surfactant aqueous solution, the residual amount of the perfume compound was confirmed in the same manner as in Example 1-1.
  • the relative removal rate of the fragrance compound was calculated by the following formula. A higher relative removal rate value indicates a greater amount of perfume compound that could be removed from the laminated film. Table 1 shows the results.
  • Examples 2-1 to 2-4 A softening agent composition containing flutate, which is a fragrance compound, was used as the softening agent composition, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactants used are as follows. Sodium allylsulfonate, molecular weight: 144.1, number of carbon atoms in alkyl group: 3 Sodium 1-hexanesulfonate Sodium 1-octanesulfonate Sodium 1-dodecanesulfonate
  • Examples 3-1 to 3-3 As the softener composition, a softener composition containing the fragrance compound ISO-E-Super was used, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactants used are listed in Table 3.
  • Examples 4-1 to 4-4 Using a softener composition containing the fragrance compound tripral as the softener composition, the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactants used are as follows. n-octyltrimethylammonium chloride, molecular weight: 207.8, number of carbon atoms in alkyl group (excluding methyl group): 8 Dodecyltrimethylammonium chloride, molecular weight: 263.9, number of carbon atoms in alkyl group (excluding methyl group): 12 Hexadecyltrimethylammonium chloride, molecular weight: 320.0, number of carbon atoms in alkyl group (excluding methyl group): 16
  • Examples 5-1 to 5-4 A softening agent composition containing flutate, which is a fragrance compound, was used as the softening agent composition, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactants used are listed in Table 5.
  • Examples 6-1 to 6-4 As the softener composition, a softener composition containing the fragrance compound ISO-E-Super was used, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1.
  • the surfactants used are listed in Table 6.

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Abstract

The present invention relates to a method for producing a regenerated resin, the method comprising a washing step for washing regeneration starting materials that include a perfume and a regeneration resin using a washing solution containing a surfactant. The present invention can provide a method for producing a regenerated resin with which the perfume in the regeneration starting materials can be reduced.

Description

再生樹脂の製造方法Method for manufacturing recycled resin
　本発明は再生樹脂の製造方法に関する。 The present invention relates to a method for producing recycled resin.
　従来より、シャンプーや飲料等の液体成分や食品等の固体成分の包装容器の材料として、多層フィルムが用いられてきた（特許文献１）。このようなフィルムの材質としてはポリオレフィンを含むものが多く、リサイクルの対象となっている。 Conventionally, multilayer films have been used as materials for packaging containers for liquid ingredients such as shampoos and beverages and solid ingredients such as foods (Patent Document 1). Many of the materials of such films contain polyolefin and are subject to recycling.
特開２０１５－１２３６４２号公報JP 2015-123642 A
　本発明は、下記〔１〕～〔３〕に関する。
〔１〕　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、再生樹脂の製造方法。
〔２〕　前記〔１〕に記載の製造方法により製造された再生樹脂を原料とする、包装容器の製造方法。
〔３〕　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、香料の除去方法。 The present invention relates to the following [1] to [3].
[1] A method for producing a recycled resin, comprising a washing step of washing a raw material for recycling containing a fragrance and a resin for recycling with a washing liquid containing a surfactant.
[2] A method for manufacturing a packaging container, wherein the recycled resin manufactured by the manufacturing method according to [1] is used as a raw material.
[3] A method for removing perfume, which comprises a washing step of washing a raw material for recycling containing a perfume and a resin for recycling with a washing liquid containing a surfactant.
発明の詳細な説明Detailed description of the invention
　本発明者らは、衣料用柔軟剤等の香料を含む製品に使用された容器の樹脂を再生してリサイクルすると、再生樹脂に香料が残存する場合があることや、それが再生樹脂の使用の妨げとなることを見出した。 The present inventors have found that when the resin of containers used for products containing perfume such as fabric softeners is regenerated and recycled, the perfume may remain in the recycled resin, and that this is due to the use of recycled resin. I found it to be a hindrance.
　本発明は、再生用原料中の香料を低減する、再生樹脂の製造方法に関する。 The present invention relates to a method for producing recycled resin, which reduces the fragrance in the raw material for recycling.
　本発明によれば、再生用原料中の香料を低減する、再生樹脂の製造方法が提供される。 According to the present invention, a method for producing recycled resin is provided that reduces the amount of perfume in the raw material for recycling.
　本発明者らが上記課題について鋭意検討したところ、衣料用洗剤や衣料用柔軟剤等に使用された容器等の再生用原料をリサイクルする際に、製品に由来する香料が再生樹脂に混入し、臭いが残ることが多いことを見出した。そこで、様々な界面活性剤を含む洗浄液で再生用原料を洗浄したところ、意外にも界面活性剤を用いることで、効果的に香料を除去できることを見出し、本発明を完成させた。 As a result of intensive studies by the present inventors on the above problems, when recycling raw materials for recycling such as containers used for laundry detergents, fabric softeners, etc., fragrances derived from the products are mixed into the recycled resin, It was found that the odor often remains. Therefore, when the raw materials for recycling were washed with washing liquids containing various surfactants, the inventors unexpectedly found that the use of surfactants can effectively remove fragrances, and completed the present invention.
　本発明の再生樹脂の製造方法は、香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する。 The method for producing a recycled resin of the present invention has a washing step of washing the raw material for recycling containing the fragrance and the resin for recycling with a cleaning liquid containing a surfactant.
　本発明における再生用原料は、香料及び再生用樹脂を含む。再生用原料としては、例えば、香料を含有する組成物に使用された包装容器を含むものが挙げられる。このような包装容器としては、例えば、単層フィルム又は積層フィルムを有するものが挙げられ、より具体的には、上記の再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムを袋状に加工して製造された容器、又は再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムで構成され、フィルム間に空気等の気体層を設けて自立性を持たせた容器などが挙げられる。 The raw materials for recycling in the present invention include fragrances and resins for recycling. Recyclable materials include, for example, packaging used for perfume-containing compositions. Such packaging containers include, for example, those having a single-layer film or laminated film, and more specifically, a single-layer film composed of the above-mentioned recycled resin or a laminated film containing the recycled resin. A container manufactured by processing into a bag shape, or a single-layer film composed of recycled resin or a laminated film containing recycled resin, and a gas layer such as air is provided between the films to make it self-supporting. containers, etc.
　本発明における香料としては、衣料用洗剤や衣料用柔軟剤に配合される香料が挙げられる。除去性の観点から、ＣＬｏｇＰ値として、例えば０．１以上７以下の香料を含むものが、好適な除去対象となる。 Examples of perfumes in the present invention include perfumes blended in laundry detergents and fabric softeners. From the viewpoint of removability, those containing fragrances having a CLogP value of, for example, 0.1 or more and 7 or less are suitable targets for removal.
　ここで、ＬｏｇＰ値とは、化合物の水と１－オクタノールに対する親和性を示す係数である。１－オクタノール／水分配係数Ｐは、１－オクタノールと水の二液相からなる溶媒に微量の化合物が溶質として溶け込んで分配平衡に到達した際の、それぞれの溶媒中における化合物の平衡濃度の比であり、底10に対するそれらの対数ＬｏｇＰの形で示すのが一般的である。今日では、化合物分子を構成する原子の数及び化学結合のタイプによって決められる原子団のフラグメント値を用いた計算プログラムによって算出される、“計算ＬｏｇＰ（ＣＬｏｇＰ）”の値が広く用いられている。本明細書において、ＣＬｏｇＰの値として、米国環境保護庁とSyracuse社が共同開発したソフトウェアEPI Suite（登録商標；The Estimations Programs Interface for Windows version 4.11）を用いて算出された値を用いる。ＣＬｏｇＰ値が大きいほど、脂溶性が高いことを意味する。 Here, the LogP value is a coefficient that indicates the affinity of a compound for water and 1-octanol. The 1-octanol/water partition coefficient P is the ratio of the equilibrium concentrations of the compound in each solvent when a trace amount of the compound dissolves as a solute in a solvent consisting of two liquid phases of 1-octanol and water and reaches partition equilibrium. , and it is common to express them in the form of their logarithms LogP to base 10. Today, the value of "calculated LogP (CLogP)" calculated by a calculation program using fragment values of atomic groups determined by the number of atoms constituting a compound molecule and the type of chemical bond is widely used. In this specification, the value of CLogP is calculated using the software EPI Suite (registered trademark; The Estimations Programs Interface for Windows version 4.11) jointly developed by the US Environmental Protection Agency and Syracuse. A higher CLogP value means higher fat solubility.
　本発明における香料としては、衣料用洗剤や衣料用柔軟剤に配合される香料が挙げられる。除去対象として好ましい香料としては、アセチルセドレン（Acetyl cedrene、ClogP値：5.0）、アルデヒドC-6（Aldehyde C-6、ClogP値：1.8）、アルデヒドC-10（Aldehyde C-10、ClogP値：3.8）、アルデヒドC-14（Aldehyde C-14、ClogP値：3.1）、アルデヒドC-16（Aldehyde C-16、ClogP値：3.0）、アリルアミルグリコレート（Allyl amiyl glycolate、ClogP値：2.3）、α-ダマスコン（α-Damascone、ClogP値：4.3）、アミルサリシレート（Amyl salicylate、ClogP値：4.6）、アンバーコア（Amber core、ClogP値：4.1）、アンブロキサン（Ambroxan、ClogP値：4.8）、アミルシンナミックアルデヒド（Amyl cinnamic aldehyde、ClogP値：4.3）、アニスアルデヒド（Anis aldehyde、ClogP値：1.8）、ベンジルアセテート（Benzyl acetate、ClogP値：2.1）、ベンジルアルコール（Benzyl alcohol、ClogP値：1.1）、ベンジルベンゾエート（Benzyl benzoate、ClogP値：3.5）、ベンジルサリシレート（Benzyl salicylate、ClogP値：4.3）、β-ダマスコン（β-Damascone、ClogP値：4.4）、β-ピネン（β-Pinene、ClogP値：4.4）、ボイサンブレンフォルテ（Boisambrene forte、ClogP値：5.5）、カローン（Calone、ClogP値：2.4）、カントキサール（Canthoxal、ClogP値：2.5）、セドリルメチルエーテル（Cedryl methyl ether、ClogP値：5.0）、シス-3-ヘキセノール（cis-3-Hexenol、ClogP値：1.6）、シス-3-ヘキセニルアセテート（cis-3-Hexenyl acetate、ClogP値：2.6）、シス-3-ヘキセニルベンゾエート（cis-3-Hexenyl benzoate、ClogP値：4.1）、シス-3-ヘキセニルヘキサノエート（cis-3-Hexenyl hexanoate、ClogP値：4.6）、シス-3-ヘキセニルサリシレート（cis-3-Hexenyl salicylate、ClogP値：4.8）、シトラール（Citral、ClogP値：3.5）、シトロネロール（Citronellol、ClogP値：3.6）、シトロネリルアセテート（Citronellyl acetate、ClogP値：4.6）、シトロネリルニトリル（Citronellyl nitrile、ClogP値：3.6）、クマリン（Coumarin、ClogP値：1.5）、シクロヘキシルサリシレート（Cyclohexyl salicilate、ClogP値：4.9）、シクロテン（Cyclotene、ClogP値：1.3）、ダマセノン（Damascenone、ClogP値：4.2）、δ-ダマスコン（δ-Damascone、ClogP値：4.2）、ジヒドロミルセノール（Dihydro myrcenol、ClogP値：3.6）、ジフェニルオキサイド（Diphenyl oxide、ClogP値：4.1）、ダイナスコン（Dynascone、ClogP値：4.5）、エチルアセテート（Ethyl acetate、ClogP値：0.86）、エチルブチレート（Ethyl butyrate、ClogP値：1.9）、エチルマルトール（Ethyl maltol、ClogP値：0.30）、エチル2-メチルブチレート（Ethyl 2-methylbutyrate、ClogP値：2.3）、エチルバニリン（Ethyl vanilin、ClogP値：1.6）、エチレンブラシレート（Ethylene brassylate、ClogP値：4.7）、オイゲノール（Eugenol、ClogP値：2.7）、ファルネソール（Farnesol、ClogP値：5.8）、フロラロゾン（Floralozone、ClogP値：3.9）、フロラマット（Floramat、ClogP値：4.8）、フロロパル（Floropal、ClogP値：3.1）、フルクトン（Fructone、ClogP値：1.3）、フルーテート（Fruitate、ClogP値：3.6）、γ-ターピネン（γ-Terpinene、ClogP値：4.8）、ゲラニオール（Geraniol、ClogP値：3.5）、ゲラニルアセテート（Geranyl acetate、ClogP値：4.5）、ゲラニルプロピオネート（Geranyl propionate、ClogP値：5.0）、ヘリオナール（Helional、ClogP値：2.5）、ヘリオトロピン（Heliotropine、ClogP値：1.8）、ヘキシルアセテート（Hexyl acetate、ClogP値：2.8）、ヘキシルシンナミックアルデヒド（Hexyl cinnamic aldehyde、ClogP値：4.8）、ヘキシルサリシレート（Hexyl salicylate、ClogP値：5.1）、ヒドロキシシトロネラール（Hydroxy citronellal、ClogP値：2.1）、インドフロールクリスタル（Indoflor crystal、ClogP値：1.8）、インドール（Indol、ClogP値：2.1）、イオノンアルファ（Ionone alpha，ClogP値：4.3）、イオノンベータ（Ionone beta、ClogP値：4.4）、イソアミルアセテート（iso-Amyl acetate、ClogP値：2.3）、イソアミルサリシレート（iso-Amyl salicylate、ClogP値：4.5）、イソ・イー・スーパー（Iso E super、ClogP値：5.2）、イソロンギフォラノン（iso-Longiforanone、ClogP値：3.8）、ラクトン C-10ガンマ（Lactone C-10 gamma、ClogP値：2.6）、ラクトンC-12 デルタ（Lactone C-12 delta、ClogP値：3.6）、ラクトンC-12 ガンマ（Lactone C-12 gamma、ClogP値：3.6）、レモニル（Lemonile、ClogP値：4.0）、リグストラールエスビー（Ligustral SB、ClogP値：4.8）、リラール（Lilar、ClogP値：3.3）、リリアール（Lilial、ClogP値：4.4）、リモネン（Limonene、ClogP値：4.8）、リナロール（Linalool、ClogP値：3.4）、リナロールオキサイド（Linalool oxide、ClogP値：2.0）、リナリルアセテート（Linalyl acetate、ClogP値：4.4）、マンザネート（Manzanate、ClogP値：2.8）、マイヨール（Mayol、ClogP値：3.5）、l-メントール（l-Menthol、ClogP値：3.4）、l-メントン（l-Menthone、ClogP値：2.9）、メチルジヒドロジャスモネート（Methyl dihydorojasmonate、ClogP値：3.5）、メチルイオノン-G（Methyl ionone-G、ClogP値：4.8）、メチルジャスモネート（Methyl jasmonate、ClogP値：2.8）、ムスクC-14（Musk C-14、ClogP値：4.2）、ネクタリル（Nectaryl、ClogP値：5.1）、ネロール（Nerol、ClogP値：3.5）、ネロリドール（Nerolidol、ClogP値：5.7）、o-t-ブチルシクロヘキシルアセテート（o-t-Butylcyclohexyl acetate、ClogP値：4.4）、パンプルフルール（Pamplefleur、ClogP値：3.4）、p-シメン（p-Cymene、ClogP値：4.0）、p-メンタン（p-Menthane、ClogP値：5.3）、p-t-ブチルシクロヘキシルアセテート（p-t-Butylcyclohexyl acetate、ClogP値：4.4）、フェノキシエタノール（Phenoxy ethanol、ClogP値：1.1）、フェニルエチルアルコール（Phenyl ethyl alcohol、ClogP値：1.6）、フェニルエチルサリシレート（Phenyl ethyl salicylate、ClogP値：4.8）、フェニルプロピルアルコール（Phenyl propyl alcohol、ClogP値：2.1）、ポアレネート（Poirenate、ClogP値：4.0）、プレニルアセテート（Prenyl acetate、ClogP値：2.2）、ラズベリーケトン（Raspberry ketone、ClogP値：1.5）、ローズオキサイド（Rose oxide、ClogP値：3.6）、スチラリルアセテート（Styrallyl acetate、ClogP値：2.5）、スチラリルアルコール（Styrallyl alcohol、ClogP値：1.5）、スチラリルプロピオネート（Styrallyl propionate、ClogP値：3.0）、ターピネオール（Terpineol、ClogP値：3.3）、テルピノレン90（Terpinolene 90、ClogP値：4.9）、ターピニルアセテート（Terpinyl acetate、ClogP値：4.3）、テトラヒドロリナロール（Tetrahydro linalool、ClogP値：3.6）、テトラヒドロムゴール（Tetrahydro muguol、ClogP値：3.6）、チモール（Thymol、ClogP値：3.5）、トリシクロデセニルアセテート（Tricyclo decenyl acetate、ClogP値：2.9）、トリシクロデセニルプロピオネート（Tricyclo decenyl propionate、ClogP値：3.3）、トリプラール（Triplal、ClogP値：2.9）、ウンデカベルトール（Undecavertol、ClogP値：4.1、）バニリン（Vanillin、ClogP値：1.1）、ヴェロートン（Veloutone、ClogP値：4.3）等からなる群より選択される少なくとも１種が好ましく、トリプラール、フルーテート及びイソ・イー・スーパーからなる群より選択される少なくとも１種を含むものがより好ましい。 Examples of perfumes in the present invention include perfumes blended in laundry detergents and fabric softeners. Preferred perfumes to be removed include Acetyl cedrene (ClogP value: 5.0), Aldehyde C-6 (ClogP value: 1.8), Aldehyde C-10 (ClogP value: 3.8), aldehyde C-14 (Aldehyde C-14, ClogP value: 3.1), aldehyde C-16 (Aldehyde C-16, ClogP value: 3.0), allyl amyl glycolate (ClogP value: 2.3), α-Damascone (ClogP value: 4.3), Amyl salicylate (ClogP value: 4.6), Amber core (ClogP value: 4.1), Ambroxan (ClogP value: 4.8), amyl Cinnamic aldehyde (Amyl cinnamic aldehyde, ClogP value: 4.3), Anis aldehyde (ClogP value: 1.8), Benzyl acetate (ClogP value: 2.1), Benzyl alcohol (ClogP value: 1.1), Benzyl benzoate (ClogP value: 3.5), Benzyl salicylate (ClogP value: 4.3), β-Damascone (ClogP value: 4.4), β-Pinene (ClogP value: 4.4 ), Boisambrene forte (ClogP value: 5.5), Calone (ClogP value: 2.4), Canthoxal (ClogP value: 2.5), Cedryl methyl ether (ClogP value: 5.0), cis-3-Hexenol (ClogP value: 1.6), cis-3-Hexenyl acetate (ClogP value: 2.6), cis-3-Hexenyl benzoate (cis-3-Hexenyl benzoate, ClogP value: 4.1), cis-3-Hexenyl hexanoate, ClogP value: 4 .6), cis-3-Hexenyl salicylate (ClogP value: 4.8), Citral (ClogP value: 3.5), Citronellol (ClogP value: 3.6), Citronellyl acetate , ClogP value: 4.6), Citronellyl nitrile (ClogP value: 3.6), Coumarin (ClogP value: 1.5), Cyclohexyl salicilate (ClogP value: 4.9), Cyclotene (ClogP value: 1.3 ), Damascenone (ClogP value: 4.2), δ-Damascone (ClogP value: 4.2), Dihydro myrcenol (ClogP value: 3.6), Diphenyl oxide (ClogP value: 4.1 ), Dynascone (ClogP value: 4.5), Ethyl acetate (ClogP value: 0.86), Ethyl butyrate (ClogP value: 1.9), Ethyl maltol (ClogP value: 0.30), Ethyl Ethyl 2-methylbutyrate (ClogP value: 2.3), Ethyl vanillin (ClogP value: 1.6), Ethylene brassylate (ClogP value: 4.7), Eugenol (ClogP value: 2.7) ), Farnesol (ClogP value: 5.8), Floralozone (ClogP value: 3.9), Floramat (ClogP value: 4.8), Floropal (ClogP value: 3.1), Fructone (ClogP value: 1.3 ), Fruitate (ClogP value: 3.6), γ-Terpinene (ClogP value: 4.8), Geraniol (ClogP value: 3.5), Geranylacetate (ClogP value: 4.5) , Geranylpropionate (ClogP value: 5.0), Helional (ClogP value: 2.5), Heliotropine (ClogP value: 1.8), Hexyl acetate (ClogP value: 2.8), Hexylcin Hexyl cinnamic aldehyde (ClogP value: 4.8), Hexyl salicylate (ClogP value: 5.1), Hydroxy citronellal (ClogP value: 2.1), Indoflor crystal (ClogP value: 1.8 ), Indol (ClogP value: 2.1), Ionone alpha (ClogP value: 4.3), Ionone beta (ClogP value: 4.4), Isoamyl acetate (iso-Amyl acetate, ClogP value: 2.3), iso-Amyl salicylate (ClogP value: 4.5), Iso E super (ClogP value: 5.2), iso-Longiforanone (ClogP value: 3.8), lactone C-10 gamma (Lactone C-10 gamma, ClogP value: 2.6), Lactone C-12 delta (ClogP value: 3.6), Lactone C-12 gamma (ClogP value: 3.6), Lemonil (Lemonile, ClogP value: 4.0), Ligustral SB (ClogP value: 4.8), Lilar (ClogP value: 3.3), Lilial (ClogP value: 4.4), Limonene (ClogP value: 4.4) 4.8), linalool (ClogP value: 3.4), linalool oxide (ClogP value: 2.0), linalyl acetate (ClogP value: 4.4), manzanate (ClogP value: 2.8), Mayol , ClogP value: 3.5), l-ment l-Menthol (ClogP value: 3.4), l-Menthone (l-Menthone, ClogP value: 2.9), Methyl dihydrojasmonate (ClogP value: 3.5), Methyl ionone-G , ClogP value: 4.8), Methyl jasmonate (ClogP value: 2.8), Musk C-14 (ClogP value: 4.2), Nectaryl (ClogP value: 5.1), Nerol , ClogP value: 3.5), Nerolidol (ClogP value: 5.7), o-t-Butylcyclohexylacetate (ClogP value: 4.4), Pamplefleur (ClogP value: 3.4), p-cymene ( p-Cymene (ClogP value: 4.0), p-Menthane (ClogP value: 5.3), p-t-Butylcyclohexylacetate (ClogP value: 4.4), Phenoxy ethanol (ClogP value: 1.1) ), Phenyl ethyl alcohol (ClogP value: 1.6), Phenyl ethyl salicylate (ClogP value: 4.8), Phenyl propyl alcohol (ClogP value: 2.1), Poirenate (ClogP value : 4.0), Prenyl acetate (ClogP value: 2.2), Raspberry ketone (ClogP value: 1.5), Rose oxide (ClogP value: 3.6), Styrallyl acetate (ClogP value: 2.5 ), Styrallyl alcohol (ClogP value: 1.5), Styrallyl propionate (ClogP value: 3.0), Terpineol (ClogP value: 3.3), Terpinolene 90 e 90, ClogP value: 4.9), Terpinyl acetate (ClogP value: 4.3), Tetrahydro linalool (ClogP value: 3.6), Tetrahydro mugol (ClogP value: 3.6), thymol ( Thymol (ClogP value: 3.5), Tricyclodecenyl acetate (ClogP value: 2.9), Tricyclodecenylpropionate (ClogP value: 3.3), Triplal (ClogP value: 3.3) : 2.9), Undecavertol (ClogP value: 4.1), Vanillin (ClogP value: 1.1), Veloton (Velutone, ClogP value: 4.3), etc. At least one selected from the group consisting of is preferable, More preferably, it contains at least one selected from the group consisting of tripral, flutate and iso-e-super.
　本発明における再生用樹脂としては、例えば、ポリオレフィンを含むものが好適に挙げられる。ポリオレフィンとしては、ポリエチレン、ポリプロピレン及びエチレンビニルアルコール共重合体からなる群より選択される少なくとも１種が挙げられ、再生樹脂のリサイクル性の観点から、好ましくはポリエチレンを含む。ポリエチレンとしては、市販されているもの、例えば高密度ポリエチレン（ＨＤＰＥ）、中密度ポリエチレン（ＭＤＰＥ）、低密度ポリエチレン（ＬＤＰＥ）、超低密度ポリエチレン（ＵＬＤＰＥ）や直鎖状低密度ポリエチレン（ＬＬＤＰＥ）、また、高密度ポリエチレン（ＨＤＰＥ）、中密度ポリエチレン（ＭＤＰＥ）、低密度ポリエチレン（ＬＤＰＥ）、超低密度ポリエチレン（ＵＬＤＰＥ）及び直鎖状低密度ポリエチレン（ＬＬＤＰＥ）から選ばれる２種以上が混合されたポリエチレン等、特に限定なく本発明の適用対象である。 As the resin for recycling in the present invention, for example, one containing polyolefin is suitable. The polyolefin includes at least one selected from the group consisting of polyethylene, polypropylene and ethylene-vinyl alcohol copolymer, and preferably includes polyethylene from the viewpoint of recyclability of the recycled resin. Examples of polyethylene include commercially available ones such as high density polyethylene (HDPE), medium density polyethylene (MDPE), low density polyethylene (LDPE), ultra low density polyethylene (ULDPE) and linear low density polyethylene (LLDPE), In addition, two or more selected from high density polyethylene (HDPE), medium density polyethylene (MDPE), low density polyethylene (LDPE), ultra low density polyethylene (ULDPE) and linear low density polyethylene (LLDPE) were mixed. Polyethylene and the like are applicable objects of the present invention without particular limitation.
　再生用原料中の再生用樹脂の含有量は、リサイクル性の観点から、好ましくは９０質量％以上、より好ましくは９５質量％以上、更に好ましくは９９質量％以上であり、１００質量％以下であってよい。 From the viewpoint of recyclability, the content of the resin for regeneration in the raw material for regeneration is preferably 90% by mass or more, more preferably 95% by mass or more, still more preferably 99% by mass or more, and 100% by mass or less. you can
　再生用原料は、再生用樹脂の他に、リサイクルの妨げにならない範囲で、前記香料、界面活性剤、可塑剤、粘度調整剤、紫外線吸収剤、酸化防止剤、相溶化剤、ガスバリア剤、帯電防止剤など、再生用樹脂以外の成分を含んでいてもよい。再生用樹脂以外の成分はリサイクル性の観点から少ないことが好ましい。具体的には、再生用原料中の再生用樹脂以外の成分の含有量は、好ましくは１０質量％以下、より好ましくは５質量％以下、更に好ましくは１質量％以下であり、０質量％以上であってよい。 In addition to the resin for recycling, the raw materials for recycling include the fragrances, surfactants, plasticizers, viscosity modifiers, ultraviolet absorbers, antioxidants, compatibilizers, gas barrier agents, electrification Components other than the resin for regeneration, such as an inhibitor, may be included. From the viewpoint of recyclability, it is preferable that the amount of components other than the resin for recycling is small. Specifically, the content of components other than the resin for regeneration in the raw material for regeneration is preferably 10% by mass or less, more preferably 5% by mass or less, still more preferably 1% by mass or less, and 0% by mass or more. can be
　本発明の洗浄液は界面活性剤を含む。 The cleaning liquid of the present invention contains a surfactant.
　洗浄液に含まれる界面活性剤としては、アニオン界面活性剤、カチオン界面活性剤、ノニオン界面活性剤及び両性界面活性剤からなる群より選択される少なくとも１種を特に限定なく挙げることができ、香料の除去性の観点から、アニオン界面活性剤及びカチオン界面活性剤からなる群より選択される少なくとも１種を含むことが好ましく、アルキルスルホン酸塩及びアルキルアンモニウム塩からなる群より選択される少なくとも１種を含むことがより好ましい。 As the surfactant contained in the cleaning liquid, at least one selected from the group consisting of anionic surfactants, cationic surfactants, nonionic surfactants and amphoteric surfactants can be mentioned without particular limitation. From the viewpoint of removability, it preferably contains at least one selected from the group consisting of anionic surfactants and cationic surfactants, and at least one selected from the group consisting of alkylsulfonates and alkylammonium salts. It is more preferable to include
　前記界面活性剤としては、香料の除去性の観点から、比較的分子量が小さいものの方が好ましい。樹脂に入り込んだ香料分子を可溶化するためには、比較的分子量が小さいものの方が有効であると推定される。 From the standpoint of perfume removability, it is preferable that the surfactant has a relatively small molecular weight. In order to solubilize perfume molecules that have entered the resin, it is presumed that those with a relatively small molecular weight are more effective.
　具体的には、例えばＣＬｏｇＰ値が０．１以上７以下の香料の除去性の観点から、前記界面活性剤の分子量としては、好ましくは３６０以下、より好ましくは３４０以下、更に好ましくは３２０以下であり、同様の観点から、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは１５０以上、更に好ましくは２００以上である。 Specifically, the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, and still more preferably 320 or less, from the viewpoint of removability of fragrances having a CLogP value of 0.1 or more and 7 or less. From the same point of view, it is preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably 150 or more, still more preferably 200 or more.
　前記界面活性剤がアニオン界面活性剤の場合、前記界面活性剤の分子量は、同様の観点から、好ましくは３００以下、より好ましくは２８５以下、更に好ましくは２７５以下、更に好ましくは２５０以下であり、そして、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは２００以上である。 When the surfactant is an anionic surfactant, the molecular weight of the surfactant is preferably 300 or less, more preferably 285 or less, still more preferably 275 or less, still more preferably 250 or less from the same viewpoint, And it is preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably 200 or more.
　前記界面活性剤がカチオン界面活性剤の場合、前記界面活性剤の分子量は、同様の観点から、好ましくは３６０以下、より好ましくは３４０以下、更に好ましくは３２０以下であり、そして、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは１５０以上、更に好ましくは２００以上である。 When the surfactant is a cationic surfactant, the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, and preferably 80 or more, from the same viewpoint. , more preferably 90 or more, still more preferably 100 or more, still more preferably 150 or more, still more preferably 200 or more.
　前記界面活性剤がアルキル基を有する場合、アルキル基の炭素数が、香料の除去性の観点から、好ましくは３以上であり、同様の観点から、好ましくは１８以下、より好ましくは１６以下、更に好ましくは１２以下である。ここで、アルキル基の炭素数とは、前記界面活性剤が一分子中に複数のアルキル基を有する場合は、最も炭素数の多いアルキル基の炭素数である。前記界面活性剤の有するアルキル基の数は、香料の除去性の観点から、好ましくは１以上２以下、より好ましくは１である。 When the surfactant has an alkyl group, the number of carbon atoms in the alkyl group is preferably 3 or more from the viewpoint of perfume removability, and from the same viewpoint, preferably 18 or less, more preferably 16 or less, and further It is preferably 12 or less. Here, the number of carbon atoms in the alkyl group is the number of carbon atoms in the alkyl group having the largest number of carbon atoms when the surfactant has a plurality of alkyl groups in one molecule. The number of alkyl groups possessed by the surfactant is preferably 1 or more and 2 or less, more preferably 1, from the viewpoint of perfume removability.
　前記アニオン界面活性剤としては、香料の除去性の観点から、好ましくはアルキルスルホン酸塩を含む。これらの塩としては、入手性の観点から、好ましくはアルカリ金属塩、より好ましくはナトリウム塩である。また、アルキル基の炭素数の好ましい態様は前述の通りである。好適な態様として、アルキルスルホン酸ナトリウム、アルキル基の炭素数が３以上１６以下のアルキルスルホン酸ナトリウムなどが挙げられる。具体的には、１－プロパンスルホン酸ナトリウム、アリルスルホン酸ナトリウム、１－ブタンスルホン酸ナトリウム、１－ヘキサンスルホン酸ナトリウム、１－オクタンスルホン酸ナトリウム、１－デカンスルホン酸ナトリウム、１－ドデカンスルホン酸ナトリウム、１－テトラデカンスルホン酸ナトリウム及び１－ヘキサデカンスルホン酸ナトリウムからなる群より選択される少なくとも１種を含むものが好適に挙げられる。 The anionic surfactant preferably contains an alkyl sulfonate from the viewpoint of perfume removability. From the viewpoint of availability, these salts are preferably alkali metal salts, more preferably sodium salts. In addition, preferred embodiments of the number of carbon atoms in the alkyl group are as described above. Preferred embodiments include sodium alkylsulfonate, sodium alkylsulfonate having an alkyl group with 3 to 16 carbon atoms, and the like. Specifically, sodium 1-propanesulfonate, sodium allylsulfonate, sodium 1-butanesulfonate, sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-decanesulfonate, 1-dodecanesulfonic acid Preferred examples include those containing at least one selected from the group consisting of sodium, sodium 1-tetradecanesulfonate and sodium 1-hexadecanesulfonate.
　前記カチオン界面活性剤としては、香料の除去性の観点から、好ましくはアルキルアンモニウム塩、即ち、アルキル基を有する第４級アンモニウム塩を含む。前記アルキルアンモニウム塩の第４級アンモニウムの対イオンとしては、好ましくはハロゲン化物イオンであり、より好ましくは塩化物イオンである。また、アルキル基の炭素数の好ましい態様は前述の通りである。好適な態様として、アルキルトリメチルアンモニウムクロリド、主鎖のアルキル基の炭素数が８以上１６以下のアルキルトリメチルアンモニウムクロリドなどが挙げられる。具体的には、ｎ－オクチルトリメチルアンモニウムクロリド、ドデシルトリメチルアンモニウムクロリド及びヘキサデシルトリメチルアンモニウムクロリドからなる群より選択される少なくとも１種を含むものが好適に挙げられる。 The cationic surfactant preferably contains an alkylammonium salt, that is, a quaternary ammonium salt having an alkyl group, from the viewpoint of perfume removability. The counter ion for the quaternary ammonium of the alkylammonium salt is preferably a halide ion, more preferably a chloride ion. In addition, preferred embodiments of the number of carbon atoms in the alkyl group are as described above. Preferred embodiments include alkyltrimethylammonium chloride and alkyltrimethylammonium chloride having a main chain alkyl group having 8 to 16 carbon atoms. Specifically, preferred are those containing at least one selected from the group consisting of n-octyltrimethylammonium chloride, dodecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride.
　洗浄液中の界面活性剤の含有量としては、香料の除去性の観点から、好ましくは０．０１質量％以上、より好ましくは１質量％以上、更に好ましくは１．６質量％以上である。一方、費用対効果及び環境への影響の観点から、好ましくは３０質量％以下、より好ましくは２８質量％以下、更に好ましくは２６質量％以下である。 The content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, and even more preferably 1.6% by mass or more, from the viewpoint of the ability to remove perfume. On the other hand, from the viewpoint of cost effectiveness and environmental impact, the content is preferably 30% by mass or less, more preferably 28% by mass or less, and even more preferably 26% by mass or less.
　界面活性剤がアニオン界面活性剤の場合、洗浄液中の界面活性剤の含有量の好ましい態様は上述の通りである。 When the surfactant is an anionic surfactant, preferred aspects of the content of the surfactant in the cleaning liquid are as described above.
　界面活性剤がカチオン界面活性剤の場合、香料の除去性の観点から、前記洗浄液中の前記界面活性剤の含有量は、好ましくは０．１質量％以上、より好ましくは１質量％以上、更に好ましくは１．６質量％以上であり、そして、香料の除去性、費用対効果及び環境への影響の観点から、好ましくは３０質量％以下、より好ましくは２８質量％以下、更に好ましくは２６質量％以下、更に好ましくは２４質量％以下、更に好ましくは２０質量％以下である。 When the surfactant is a cationic surfactant, the content of the surfactant in the cleaning liquid is preferably 0.1% by mass or more, more preferably 1% by mass or more, and It is preferably 1.6% by mass or more, and from the viewpoint of perfume removability, cost effectiveness and environmental impact, preferably 30% by mass or less, more preferably 28% by mass or less, and still more preferably 26% by mass. % or less, more preferably 24 mass % or less, still more preferably 20 mass % or less.
　洗浄液には、界面活性剤の他に、媒体としての水が含まれることが好ましい。洗浄液に含まれ得る成分（以下、成分Ｘともいう）としては、エタノール等の有機溶媒、防臭剤、漂白剤、殺菌剤、抗菌剤、除菌剤、分散剤、酸化剤、ｐＨ調整剤、キレート剤、アルカリ剤、粘度調整剤、安定化剤、消泡剤等が挙げられる。 The cleaning liquid preferably contains water as a medium in addition to the surfactant. Components that can be contained in the cleaning solution (hereinafter also referred to as component X) include organic solvents such as ethanol, deodorants, bleaches, disinfectants, antibacterial agents, disinfectants, dispersants, oxidizing agents, pH adjusters, and chelates. agents, alkali agents, viscosity modifiers, stabilizers, antifoaming agents and the like.
　洗浄液中の水の含有量は、前記界面活性剤の含有量の残部であってよい。また、洗浄液が成分Ｘを含む場合、水の含有量は、界面活性剤及び成分Ｘの合計含有量の残部であってよい。 The content of water in the cleaning liquid may be the remainder of the content of the surfactant. Also, when the cleaning liquid contains component X, the content of water may be the balance of the total content of the surfactant and component X.
　本発明における洗浄工程は、前記再生用原料を、前記洗浄液で洗浄する工程である。 The washing step in the present invention is a step of washing the raw material for regeneration with the washing liquid.
　洗浄工程における洗浄条件としては、例えば、洗浄処理の時間は、香料の除去性の観点から、好ましくは３０分間以上、より好ましくは１時間以上であり、上限は特に限定されないが、操作性の観点から、好ましくは２時間以下である。 As for the washing conditions in the washing step, for example, the washing treatment time is preferably 30 minutes or more, more preferably 1 hour or more, from the viewpoint of perfume removal, and the upper limit is not particularly limited, but from the viewpoint of operability. Therefore, it is preferably 2 hours or less.
　洗浄工程に使用する洗浄液の温度としては、除去性の観点から、好ましくは２５℃以上、より好ましくは３５℃以上、更に好ましくは４５℃以上であり、費用対効果及び作業時の安全性の観点から、好ましくは９５℃以下、より好ましくは７５℃以下、更に好ましくは５５℃以下である。 The temperature of the cleaning liquid used in the cleaning step is preferably 25° C. or higher, more preferably 35° C. or higher, and still more preferably 45° C. or higher from the viewpoint of removability, and from the viewpoint of cost effectiveness and safety during operation. Therefore, it is preferably 95° C. or lower, more preferably 75° C. or lower, and still more preferably 55° C. or lower.
　洗浄工程における処理の際、洗浄液を撹拌してもよく、再生用原料を洗浄液中に静置してもよい。また、再生用原料に洗浄液を噴射するなどして掛け流してもよく、洗浄液の流れ（水流）が循環する洗浄槽に再生用原料を浸してもよい。本発明の特徴の一つは、処理時に機械力を付加しなくても、香料を再生用原料から除去できることである。 During the treatment in the cleaning process, the cleaning liquid may be stirred, or the raw material for regeneration may be left still in the cleaning liquid. Alternatively, the raw material for regeneration may be sprayed with a cleaning liquid, or the raw material for regeneration may be immersed in a cleaning tank in which the flow of the cleaning liquid (water flow) circulates. One of the features of the present invention is the ability to remove flavorings from reclaim stocks without the need for additional mechanical force during processing.
　前記再生用原料は、洗浄に使用する洗浄槽の容量や操作性により、切断して洗浄槽に投入してもよく、切断せずにそのまま洗浄槽に投入してもよい。 Depending on the capacity and operability of the washing tank used for washing, the raw material for recycling may be cut and put into the washing tank, or may be put into the washing tank as it is without being cut.
　再生用原料を切断する場合、香料の除去性の観点から、切断された再生用原料を含有する組成を検知して、その組成に応じて分別し、それぞれ、異なる洗浄工程に供することが好ましい。異なる洗浄工程は、１つの洗浄槽を用いて行ってもよいし、複数の洗浄槽を用いて並行して行ってもよい。分別せずに洗浄工程に供してもよい。 When the raw material for recycling is cut, from the perspective of removability of the fragrance, it is preferable to detect the composition containing the cut raw material for recycling, separate them according to their composition, and subject them to different washing processes. Different cleaning processes may be performed using one cleaning tank, or may be performed in parallel using a plurality of cleaning tanks. You may use for a washing process without fractionating.
　本発明の洗浄工程は、回分式、半回分式、連続式のいずれでもよい。 The cleaning process of the present invention may be of batch type, semi-batch type, or continuous type.
　洗浄工程の後に乾燥工程を設けることができる。乾燥工程は、回分式、半回分式、連続式のいずれでもよい。 A drying process can be provided after the washing process. The drying process may be of a batch type, a semi-batch type, or a continuous type.
　本発明は、樹脂のリサイクル性の観点から、好ましくは溶融混練工程を更に有する。溶融混練工程は、上記洗浄工程で得られた洗浄後の再生用原料を対象とする。
　洗浄後の再生用原料は、必要に応じて細断された上で、溶融混練することで、樹脂ペレット等の再生樹脂を製造することができる。 From the viewpoint of resin recyclability, the present invention preferably further includes a melt-kneading step. The melt-kneading step targets the recycled raw material after washing obtained in the washing step.
The raw material for recycling after washing can be finely chopped as necessary and then melt-kneaded to produce recycled resin such as resin pellets.
　本発明の溶融混練工程は、回分式、半回分式、連続式のいずれでもよい。溶融混練工程の実施の際の運転条件や使用機器等は、本発明分野で公知のものを採用することができる。 The melt-kneading process of the present invention may be batch, semi-batch or continuous. Operating conditions, equipment used, etc. in carrying out the melt-kneading step may employ those known in the field of the present invention.
　本発明の方法で製造された再生樹脂は、リサイクルの観点から、包装容器の原料として好適である。包装容器としては、再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムを袋状に加工して製造された容器、又は再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムで構成され、フィルム間に空気等の気体層を設けて自立性を持たせた容器などが、好ましいものとして挙げられる。 From the viewpoint of recycling, the recycled resin produced by the method of the present invention is suitable as a raw material for packaging containers. As a packaging container, a container manufactured by processing a single-layer film composed of a recycled resin or a laminated film containing a recycled resin into a bag, or a single-layer film composed of a recycled resin or a recycled resin A preferred example is a container composed of a laminated film containing and provided with a gas layer such as air between the films to make it self-supporting.
　本発明の方法で製造された再生樹脂から製造された包装容器は、さらに、再生用原料として利用することが挙げられる。すなわち、前記再生用原料は、リサイクルの観点から、好ましくは再生樹脂を含み、より好ましくは本発明で製造された再生樹脂を含む。 The packaging container manufactured from the recycled resin manufactured by the method of the present invention can further be used as a raw material for recycling. That is, from the viewpoint of recycling, the raw material for recycling preferably contains a recycled resin, and more preferably contains a recycled resin produced by the present invention.
　上述の洗浄工程を採用することによって、前記再生用原料から香料の除去方法を提供することができる。 By adopting the washing process described above, it is possible to provide a method for removing perfume from the raw material for regeneration.
　上述した実施形態に関し、本発明は、更に以下の、再生樹脂の製造方法、包装容器の製造方法及び香料の除去方法を開示する。 With respect to the above-described embodiments, the present invention further discloses the following method for producing a recycled resin, a method for producing a packaging container, and a method for removing perfume.
<1>　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、再生樹脂の製造方法。 <1> A method for manufacturing recycled resin, which includes a cleaning process in which raw materials for recycling containing perfume and resin for recycling are washed with a cleaning solution containing a surfactant.
<2>　前記再生用原料が、香料を含有する組成物に使用された包装容器を含む、<1>に記載の製造方法。
<3>　前記包装容器が単層フィルム又は積層フィルムを有する、<2>に記載の製造方法。
<4>　前記包装容器が、前記再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムを袋状に加工して製造された容器、又は再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムで構成され、フィルム間に空気等の気体層を設けて自立性を持たせた容器である、<2>又は<3>に記載の製造方法。
<5>　前記香料が、ＣＬｏｇＰ値が０．１以上７以下の化合物を含む、<1>～<4>のいずれかに記載の製造方法。
<6>　前記香料が、アセチルセドレン（Acetyl cedrene、ClogP値：5.0）、アルデヒドC-6（Aldehyde C-6、ClogP値：1.8）、アルデヒドC-10（Aldehyde C-10、ClogP値：3.8）、アルデヒドC-14（Aldehyde C-14、ClogP値：3.1）、アルデヒドC-16（Aldehyde C-16、ClogP値：3.0）、アリルアミルグリコレート（Allyl amiyl glycolate、ClogP値：2.3）、α-ダマスコン（α-Damascone、ClogP値：4.3）、アミルサリシレート（Amyl salicylate、ClogP値：4.6）、アンバーコア（Amber core、ClogP値：4.1）、アンブロキサン（Ambroxan、ClogP値：4.8）、アミルシンナミックアルデヒド（Amyl cinnamic aldehyde、ClogP値：4.3）、アニスアルデヒド（Anis aldehyde、ClogP値：1.8）、ベンジルアセテート（Benzyl acetate、ClogP値：2.1）、ベンジルアルコール（Benzyl alcohol、ClogP値：1.1）、ベンジルベンゾエート（Benzyl benzoate、ClogP値：3.5）、ベンジルサリシレート（Benzyl salicylate、ClogP値：4.3）、β-ダマスコン（β-Damascone、ClogP値：4.4）、β-ピネン（β-Pinene、ClogP値：4.4）、ボイサンブレンフォルテ（Boisambrene forte、ClogP値：5.5）、カローン（Calone、ClogP値：2.4）、カントキサール（Canthoxal、ClogP値：2.5）、セドリルメチルエーテル（Cedryl methyl ether、ClogP値：5.0）、シス-3-ヘキセノール（cis-3-Hexenol、ClogP値：1.6）、シス-3-ヘキセニルアセテート（cis-3-Hexenyl acetate、ClogP値：2.6）、シス-3-ヘキセニルベンゾエート（cis-3-Hexenyl benzoate、ClogP値：4.1）、シス-3-ヘキセニルヘキサノエート（cis-3-Hexenyl hexanoate、ClogP値：4.6）、シス-3-ヘキセニルサリシレート（cis-3-Hexenyl salicylate、ClogP値：4.8）、シトラール（Citral、ClogP値：3.5）、シトロネロール（Citronellol、ClogP値：3.6）、シトロネリルアセテート（Citronellyl acetate、ClogP値：4.6）、シトロネリルニトリル（Citronellyl nitrile、ClogP値：3.6）、クマリン（Coumarin、ClogP値：1.5）、シクロヘキシルサリシレート（Cyclohexyl salicilate、ClogP値：4.9）、シクロテン（Cyclotene、ClogP値：1.3）、ダマセノン（Damascenone、ClogP値：4.2）、δ-ダマスコン（δ-Damascone、ClogP値：4.2）、ジヒドロミルセノール（Dihydro myrcenol、ClogP値：3.6）、ジフェニルオキサイド（Diphenyl oxide、ClogP値：4.1）、ダイナスコン（Dynascone、ClogP値：4.5）、エチルアセテート（Ethyl acetate、ClogP値：0.86）、エチルブチレート（Ethyl butyrate、ClogP値：1.9）、エチルマルトール（Ethyl maltol、ClogP値：0.30）、エチル2-メチルブチレート（Ethyl 2-methylbutyrate、ClogP値：2.3）、エチルバニリン（Ethyl vanilin、ClogP値：1.6）、エチレンブラシレート（Ethylene brassylate、ClogP値：4.7）、オイゲノール（Eugenol、ClogP値：2.7）、ファルネソール（Farnesol、ClogP値：5.8）、フロラロゾン（Floralozone、ClogP値：3.9）、フロラマット（Floramat、ClogP値：4.8）、フロロパル（Floropal、ClogP値：3.1）、フルクトン（Fructone、ClogP値：1.3）、フルーテート（Fruitate、ClogP値：3.6）、γ-ターピネン（γ-Terpinene、ClogP値：4.8）、ゲラニオール（Geraniol、ClogP値：3.5）、ゲラニルアセテート（Geranyl acetate、ClogP値：4.5）、ゲラニルプロピオネート（Geranyl propionate、ClogP値：5.0）、ヘリオナール（Helional、ClogP値：2.5）、ヘリオトロピン（Heliotropine、ClogP値：1.8）、ヘキシルアセテート（Hexyl acetate、ClogP値：2.8）、ヘキシルシンナミックアルデヒド（Hexyl cinnamic aldehyde、ClogP値：4.8）、ヘキシルサリシレート（Hexyl salicylate、ClogP値：5.1）、ヒドロキシシトロネラール（Hydroxy citronellal、ClogP値：2.1）、インドフロールクリスタル（Indoflor crystal、ClogP値：1.8）、インドール（Indol、ClogP値：2.1）、イオノンアルファ（Ionone alpha，ClogP値：4.3）、イオノンベータ（Ionone beta、ClogP値：4.4）、イソアミルアセテート（iso-Amyl acetate、ClogP値：2.3）、イソアミルサリシレート（iso-Amyl salicylate、ClogP値：4.5）、イソ・イー・スーパー（Iso E super、ClogP値：5.2）、イソロンギフォラノン（iso-Longiforanone、ClogP値：3.8）、ラクトン C-10ガンマ（Lactone C-10 gamma、ClogP値：2.6）、ラクトンC-12 デルタ（Lactone C-12 delta、ClogP値：3.6）、ラクトンC-12 ガンマ（Lactone C-12 gamma、ClogP値：3.6）、レモニル（Lemonile、ClogP値：4.0）、リグストラールエスビー（Ligustral SB、ClogP値：4.8）、リラール（Lilar、ClogP値：3.3）、リリアール（Lilial、ClogP値：4.4）、リモネン（Limonene、ClogP値：4.8）、リナロール（Linalool、ClogP値：3.4）、リナロールオキサイド（Linalool oxide、ClogP値：2.0）、リナリルアセテート（Linalyl acetate、ClogP値：4.4）、マンザネート（Manzanate、ClogP値：2.8）、マイヨール（Mayol、ClogP値：3.5）、l-メントール（l-Menthol、ClogP値：3.4）、l-メントン（l-Menthone、ClogP値：2.9）、メチルジヒドロジャスモネート（Methyl dihydorojasmonate、ClogP値：3.5）、メチルイオノン-G（Methyl ionone-G、ClogP値：4.8）、メチルジャスモネート（Methyl jasmonate、ClogP値：2.8）、ムスクC-14（Musk C-14、ClogP値：4.2）、ネクタリル（Nectaryl、ClogP値：5.1）、ネロール（Nerol、ClogP値：3.5）、ネロリドール（Nerolidol、ClogP値：5.7）、o-t-ブチルシクロヘキシルアセテート（o-t-Butylcyclohexyl acetate、ClogP値：4.4）、パンプルフルール（Pamplefleur、ClogP値：3.4）、p-シメン（p-Cymene、ClogP値：4.0）、p-メンタン（p-Menthane、ClogP値：5.3）、p-t-ブチルシクロヘキシルアセテート（p-t-Butylcyclohexyl acetate、ClogP値：4.4）、フェノキシエタノール（Phenoxy ethanol、ClogP値：1.1）、フェニルエチルアルコール（Phenyl ethyl alcohol、ClogP値：1.6）、フェニルエチルサリシレート（Phenyl ethyl salicylate、ClogP値：4.8）、フェニルプロピルアルコール（Phenyl propyl alcohol、ClogP値：2.1）、ポアレネート（Poirenate、ClogP値：4.0）、プレニルアセテート（Prenyl acetate、ClogP値：2.2）、ラズベリーケトン（Raspberry ketone、ClogP値：1.5）、ローズオキサイド（Rose oxide、ClogP値：3.6）、スチラリルアセテート（Styrallyl acetate、ClogP値：2.5）、スチラリルアルコール（Styrallyl alcohol、ClogP値：1.5）、スチラリルプロピオネート（Styrallyl propionate、ClogP値：3.0）、ターピネオール（Terpineol、ClogP値：3.3）、テルピノレン90（Terpinolene 90、ClogP値：4.9）、ターピニルアセテート（Terpinyl acetate、ClogP値：4.3）、テトラヒドロリナロール（Tetrahydro linalool、ClogP値：3.6）、テトラヒドロムゴール（Tetrahydro muguol、ClogP値：3.6）、チモール（Thymol、ClogP値：3.5）、トリシクロデセニルアセテート（Tricyclo decenyl acetate、ClogP値：2.9）、トリシクロデセニルプロピオネート（Tricyclo decenyl propionate、ClogP値：3.3）、トリプラール（Triplal、ClogP値：2.9）、ウンデカベルトール（Undecavertol、ClogP値：4.1、）バニリン（Vanillin、ClogP値：1.1）、ヴェロートン（Veloutone、ClogP値：4.3）からなる群より選択される少なくとも１種である、<1>～<5>のいずれかに記載の製造方法。
<7>　前記香料が、トリプラール、フルーテート及びイソ・イー・スーパーからなる群より選択される少なくとも１種を含む、<1>～<6>のいずれかに記載の製造方法。
<8>　前記再生用樹脂がポリオレフィンを含む、<1>～<7>のいずれかに記載の製造方法。
<9>　前記ポリオレフィンがポリエチレンを含む、<8>に記載の製造方法。
<10>　ポリエチレンが、高密度ポリエチレン（ＨＤＰＥ）、中密度ポリエチレン（ＭＤＰＥ）、低密度ポリエチレン（ＬＤＰＥ）、超低密度ポリエチレン（ＵＬＤＰＥ）、直鎖状低密度ポリエチレン（ＬＬＤＰＥ）、及びこれらの２種以上が混合されたポリエチレンから選ばれる、<9>に記載の製造方法。 <2> The production method according to <1>, wherein the raw material for recycling includes a packaging container used for a composition containing a fragrance.
<3> The manufacturing method according to <2>, wherein the packaging container has a single-layer film or a laminated film.
<4> The packaging container is a container manufactured by processing a single-layer film made of the resin for recycling or a laminated film containing the resin for recycling into a bag, or a single-layer film made of the resin for recycling. Alternatively, the manufacturing method according to <2> or <3>, wherein the container is composed of a laminated film containing a resin for recycling and provided with a gas layer such as air between the films to make the container self-supporting.
<5> The production method according to any one of <1> to <4>, wherein the perfume contains a compound having a CLogP value of 0.1 or more and 7 or less.
<6> The perfume is acetyl cedrene (Acetyl cedrene, ClogP value: 5.0), aldehyde C-6 (Aldehyde C-6, ClogP value: 1.8), aldehyde C-10 (Aldehyde C-10, ClogP value: 3.8 ), Aldehyde C-14 (Aldehyde C-14, ClogP value: 3.1), Aldehyde C-16 (Aldehyde C-16, ClogP value: 3.0), Allyl amiyl glycolate (ClogP value: 2.3), α -α-Damascone (ClogP value: 4.3), Amyl salicylate (ClogP value: 4.6), Amber core (ClogP value: 4.1), Ambroxan (ClogP value: 4.8), Amylcin Amyl cinnamic aldehyde (ClogP value: 4.3), Anis aldehyde (ClogP value: 1.8), Benzyl acetate (ClogP value: 2.1), Benzyl alcohol (ClogP value: 1.1), Benzyl Benzyl benzoate (ClogP value: 3.5), Benzyl salicylate (ClogP value: 4.3), β-Damascone (ClogP value: 4.4), β-Pinene (ClogP value: 4.4) , Boisambrene forte (ClogP value: 5.5), Calone (ClogP value: 2.4), Canthoxal (ClogP value: 2.5), Cedryl methyl ether (ClogP value: 5.0), cis -3-Hexenol (ClogP value: 1.6), cis-3-Hexenyl acetate (ClogP value: 2.6), cis-3-Hexenyl benzoate , ClogP value: 4.1), cis-3-Hexenyl hexanoate (ClogP value: 4.6), cis-3 -hexenyl salicylate (ClogP value: 4.8), Citral (ClogP value: 3.5), Citronellol (ClogP value: 3.6), Citronellyl acetate (ClogP value: 4.6), Citronellyl nitrile (ClogP value: 3.6), Coumarin (ClogP value: 1.5), Cyclohexyl salicilate (ClogP value: 4.9), Cyclotene (ClogP value: 1.3), Damascenone (ClogP value) value: 4.2), δ-Damascone (ClogP value: 4.2), Dihydromyrcenol (ClogP value: 3.6), Diphenyl oxide (ClogP value: 4.1), Dynascone (ClogP value: 4.1) value: 4.5), Ethyl acetate (ClogP value: 0.86), Ethyl butyrate (ClogP value: 1.9), Ethyl maltol (ClogP value: 0.30), Ethyl 2-methylbutyrate (Ethyl 2-methylbutyrate (ClogP value: 2.3), Ethyl vanillin (ClogP value: 1.6), Ethylene brassylate (ClogP value: 4.7), Eugenol (ClogP value: 2.7), Farnesol (ClogP value: 2.7) Value: 5.8), Floralozone (ClogP value: 3.9), Floramat (ClogP value: 4.8), Floropal (ClogP value: 3.1), Fructone (ClogP value: 1.3), Fruitate (ClogP value: 3.1) γ-Terpinene (ClogP value: 4.8), Geraniol (ClogP value: 3.5), Geranyl acetate (ClogP value: 4.5), Geranylpropionate Geranyl propionate (ClogP value: 5.0), Helional (ClogP value: 2.5), Heliotropine (ClogP value: 1.8), Hexyl acetate (ClogP value: 2.8), Hexyl cinnamic aldehyde (Hexyl cinnamic aldehyde, ClogP value: 4.8), Hexyl salicylate (ClogP value: 5.1), Hydroxy citronellal (ClogP value: 2.1), Indoflor crystal (ClogP value: 1.8), Indole ( Indol (ClogP value: 2.1), Ionone alpha (ClogP value: 4.3), Ionone beta (ClogP value: 4.4), iso-Amyl acetate (ClogP value: 2.3), isoamyl salicylate (iso -Amyl salicylate (ClogP value: 4.5), Iso E super (ClogP value: 5.2), iso-Longiforanone (ClogP value: 3.8), Lactone C-10 gamma (Lactone C- 10 gamma, ClogP value: 2.6), Lactone C-12 delta (ClogP value: 3.6), Lactone C-12 gamma (Lactone C-12 gamma, ClogP value: 3.6), Lemonile (Lemonile, ClogP value: 3.6) value: 4.0), Ligustral SB (ClogP value: 4.8), Lilar (ClogP value: 3.3), Lilar (ClogP value: 4.4), Limonene (ClogP value: 4.8), linalool (Linalool, ClogP value: 3.4), linalool oxide (ClogP value: 2.0), linalyl acetate (ClogP value: 4.4), Manzanate (ClogP value: 2.8), Mayol (ClogP value: 2.8) 3.5), l-menthol (l-Men thol, ClogP value: 3.4), l-Menthone (l-Menthone, ClogP value: 2.9), Methyl dihydrojasmonate (ClogP value: 3.5), Methyl ionone-G (ClogP value: 4.8 ), Methyl jasmonate (ClogP value: 2.8), Musk C-14 (Musk C-14, ClogP value: 4.2), Nectaryl (ClogP value: 5.1), Nerol (Nerol, ClogP value: 3.5) ), Nerolidol (ClogP value: 5.7), ot-Butylcyclohexyl acetate (ClogP value: 4.4), Pamplefleur (ClogP value: 3.4), p-Cymene (ClogP value: 3.4) value: 4.0), p-Menthane (ClogP value: 5.3), pt-Butylcyclohexyl acetate (ClogP value: 4.4), phenoxy ethanol (ClogP value: 1.1), phenylethyl alcohol (Phenyl ethyl alcohol, ClogP value: 1.6), Phenyl ethyl salicylate (ClogP value: 4.8), Phenyl propyl alcohol (ClogP value: 2.1), Poirenate (ClogP value: 4.0), Prenyl Acetate (Prenyl acetate, ClogP value: 2.2), Raspberry ketone (ClogP value: 1.5), Rose oxide (ClogP value: 3.6), Styrallyl acetate (ClogP value: 2.5), Styrallyl alcohol (Styrallyl alcohol, ClogP value: 1.5), Styrallyl propionate (ClogP value: 3.0), Terpineol (ClogP value: 3.3), Terpinolene 90 (ClogP value: 3.3) 4.9), Terpinyl acetate (ClogP value: 4.3), Tetrahydrolinalool (ClogP value: 3.6), Tetrahydro muguol (ClogP value: 3.6), Thymol (ClogP value: 3.5 ), Tricyclodecenyl acetate (ClogP value: 2.9), Tricyclodecenyl propionate (ClogP value: 3.3), Triplal (ClogP value: 2.9), Undecenyl acetate (ClogP value: 2.9) At least one selected from the group consisting of Bertol (Undecavertol, ClogP value: 4.1), Vanillin (ClogP value: 1.1), Veloutone (ClogP value: 4.3) <1> to <5> The manufacturing method according to any one of.
<7> The production method according to any one of <1> to <6>, wherein the perfume contains at least one selected from the group consisting of tripral, flutate and iso-e-super.
<8> The production method according to any one of <1> to <7>, wherein the resin for recycling contains polyolefin.
<9> The production method according to <8>, wherein the polyolefin contains polyethylene.
<10> Polyethylene is high-density polyethylene (HDPE), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), ultra-low-density polyethylene (ULDPE), linear low-density polyethylene (LLDPE), and two of these The manufacturing method according to <9>, wherein the polyethylene is a mixture of the above.
<11>　再生用原料中の再生用樹脂の含有量が、好ましくは９０質量％以上、より好ましくは９５質量％以上、更に好ましくは９９質量％以上であり、好ましくは１００質量％以下である、<1>～<10>のいずれかに記載の製造方法。
<12>　前記界面活性剤が、アニオン界面活性剤及びカチオン界面活性剤からなる群より選択される少なくとも１種を含む、<1>～<11>のいずれかに記載の製造方法。
<13>　前記界面活性剤が、アルキルスルホン酸塩及びアルキルアンモニウム塩からなる群より選択される少なくとも１種を含む、<1>～<11>のいずれかに記載の製造方法。
<14>　前記界面活性剤の分子量が、好ましくは３６０以下、より好ましくは３４０以下、更に好ましくは３２０以下であり、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは１５０以上、更に好ましくは２００以上である、<1>～<13>のいずれかに記載の製造方法。
<15>　前記界面活性剤がアニオン界面活性剤であり、前記界面活性剤の分子量が、好ましくは３００以下、より好ましくは２８５以下、更に好ましくは２７５以下、更に好ましくは２５０以下であり、そして、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは２００以上である、<1>～<14>のいずれかに記載の製造方法。
<16>　界面活性剤がカチオン界面活性剤であり、前記界面活性剤の分子量が、好ましくは３６０以下、より好ましくは３４０以下、更に好ましくは３２０以下であり、そして、好ましくは８０以上、より好ましくは９０以上、更に好ましくは１００以上、更に好ましくは１５０以上、更に好ましくは２００以上である、<1>～<14>のいずれかに記載の製造方法。
<17>　前記界面活性剤がアルキル基を有し、前記アルキル基の炭素数が好ましくは３以上であり、好ましくは１８以下、より好ましくは１６以下、更に好ましくは１２以下である、<1>～<16>のいずれかに記載の製造方法。
<18>　前記界面活性剤の有するアルキル基の数が、好ましくは１以上２以下、より好ましくは１である、<1>～<17>のいずれかに記載の製造方法。
<19>　前記界面活性剤が、好ましくはアルキルスルホン酸塩を含む、より好ましくはアルキルスルホン酸アルカリ金属塩を含む、より好ましくはアルキルスルホン酸ナトリウム塩を含む、<1>～<18>のいずれかに記載の製造方法。
<20>　前記界面活性剤が、アリルスルホン酸ナトリウム、１－ブタンスルホン酸ナトリウム、１－ヘキサンスルホン酸ナトリウム、１－オクタンスルホン酸ナトリウム、１－ドデカンスルホン酸ナトリウム及び１－ヘキサデカンスルホン酸ナトリウムからなる群より選択される少なくとも１種を含む、<1>～<19>のいずれかに記載の製造方法。 <11> The content of the resin for regeneration in the raw material for regeneration is preferably 90% by mass or more, more preferably 95% by mass or more, still more preferably 99% by mass or more, and preferably 100% by mass or less. The manufacturing method according to any one of <1> to <10>.
<12> The production method according to any one of <1> to <11>, wherein the surfactant contains at least one selected from the group consisting of an anionic surfactant and a cationic surfactant.
<13> The production method according to any one of <1> to <11>, wherein the surfactant contains at least one selected from the group consisting of alkylsulfonates and alkylammonium salts.
<14> The molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, still more preferably The production method according to any one of <1> to <13>, which is 150 or more, more preferably 200 or more.
<15> The surfactant is an anionic surfactant, the molecular weight of the surfactant is preferably 300 or less, more preferably 285 or less, still more preferably 275 or less, still more preferably 250 or less, and The production method according to any one of <1> to <14>, which is preferably 80 or more, more preferably 90 or more, still more preferably 100 or more, and still more preferably 200 or more.
<16> The surfactant is a cationic surfactant, and the molecular weight of the surfactant is preferably 360 or less, more preferably 340 or less, still more preferably 320 or less, and preferably 80 or more, more preferably is 90 or more, more preferably 100 or more, more preferably 150 or more, and still more preferably 200 or more.
<17> The surfactant has an alkyl group, and the number of carbon atoms in the alkyl group is preferably 3 or more, preferably 18 or less, more preferably 16 or less, and still more preferably 12 or less, <1> The production method according to any one of ~<16>.
<18> The production method according to any one of <1> to <17>, wherein the number of alkyl groups possessed by the surfactant is preferably 1 or more and 2 or less, more preferably 1.
<19> Any of <1> to <18>, wherein the surfactant preferably contains an alkylsulfonate, more preferably an alkali metal alkylsulfonate, more preferably a sodium alkylsulfonate The manufacturing method according to
<20> The surfactant consists of sodium allylsulfonate, sodium 1-butanesulfonate, sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-dodecanesulfonate and sodium 1-hexadecanesulfonate. The production method according to any one of <1> to <19>, including at least one selected from the group.
<21>　前記界面活性剤が、好ましくはアルキルアンモニウム塩である、<1>～<18>のいずれかに記載の製造方法。
<22>　前記アルキルアンモニウム塩の第４級アンモニウムの対イオンが、好ましくはハロゲン化物イオン、より好ましくは塩化物イオンである、<21>に記載の製造方法。
<23>　前記界面活性剤が、ｎ－オクチルトリメチルアンモニウムクロリド、ドデシルトリメチルアンモニウムクロリド及びヘキサデシルトリメチルアンモニウムクロリドからなる群より選択される少なくとも１種を含む、<1>～<22>のいずれかに記載の製造方法。
<24>　前記洗浄液中の前記界面活性剤の含有量が、好ましくは０．０１質量％以上、より好ましくは１質量％以上、更に好ましくは１．６質量％以上であり、好ましくは３０質量％以下、より好ましくは２８質量％以下、更に好ましくは２６質量％以下である、<1>～<23>のいずれかに記載の製造方法。
<25>　界面活性剤がアニオン界面活性剤であり、前記洗浄液中の前記界面活性剤の含有量が、好ましくは０．０１質量％以上、より好ましくは１質量％以上、更に好ましくは１．６質量％以上であり、好ましくは３０質量％以下、より好ましくは２８質量％以下、更に好ましくは２６質量％以下である、<1>～<24>のいずれかに記載の製造方法。
<26>　界面活性剤がカチオン界面活性剤であり、前記洗浄液中の前記界面活性剤の含有量が、好ましくは０．１質量％以上、より好ましくは１質量％以上、更に好ましくは１．６質量％以上であり、そして、好ましくは３０質量％以下、より好ましくは２８質量％以下、更に好ましくは２６質量％以下、更に好ましくは２４質量％以下、更に好ましくは２０質量％以下である、<1>～<24>のいずれかに記載の製造方法。
<27>　洗浄工程における洗浄処理の時間が、好ましくは３０分間以上、より好ましくは１時間以上であり、好ましくは２時間以下である、<1>～<26>のいずれかに記載の製造方法。
<28>　洗浄工程に使用する洗浄液の温度が、好ましくは２５℃以上、より好ましくは３５℃以上、更に好ましくは４５℃以上であり、好ましくは９５℃以下、より好ましくは７５℃以下、更に好ましくは５５℃以下である、<1>～<27>のいずれかに記載の製造方法。
<29>　洗浄工程における処理の際、洗浄液を撹拌してもよく、再生用原料を洗浄液中に静置してもよく、洗浄工程における処理の際、再生用原料に洗浄液を噴射するなどして掛け流してもよく、洗浄液の流れ（水流）が循環する洗浄槽に再生用原料を浸してもよく、処理時に機械力を付加しなくてもよい、<1>～<28>のいずれかに記載の製造方法。
<30>　前記再生用原料は、切断して洗浄槽に投入してもよく、切断せずにそのまま洗浄槽に投入してもよい、<1>～<29>のいずれかに記載の製造方法。 <21> The production method according to any one of <1> to <18>, wherein the surfactant is preferably an alkylammonium salt.
<22> The production method according to <21>, wherein the quaternary ammonium counter ion of the alkylammonium salt is preferably a halide ion, more preferably a chloride ion.
<23> Any of <1> to <22>, wherein the surfactant contains at least one selected from the group consisting of n-octyltrimethylammonium chloride, dodecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride Method of manufacture as described.
<24> The content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, still more preferably 1.6% by mass or more, and preferably 30% by mass. The production method according to any one of <1> to <23>, more preferably 28% by mass or less, still more preferably 26% by mass or less.
<25> The surfactant is an anionic surfactant, and the content of the surfactant in the cleaning liquid is preferably 0.01% by mass or more, more preferably 1% by mass or more, and still more preferably 1.6%. % by mass or more, preferably 30% by mass or less, more preferably 28% by mass or less, and even more preferably 26% by mass or less, the production method according to any one of <1> to <24>.
<26> The surfactant is a cationic surfactant, and the content of the surfactant in the cleaning liquid is preferably 0.1% by mass or more, more preferably 1% by mass or more, and still more preferably 1.6%. % by mass or more, and preferably 30% by mass or less, more preferably 28% by mass or less, even more preferably 26% by mass or less, even more preferably 24% by mass or less, and even more preferably 20% by mass or less. 1> The production method according to any one of <24>.
<27> The manufacturing method according to any one of <1> to <26>, wherein the washing treatment time in the washing step is preferably 30 minutes or longer, more preferably 1 hour or longer, and preferably 2 hours or shorter. .
<28> The temperature of the washing solution used in the washing step is preferably 25°C or higher, more preferably 35°C or higher, still more preferably 45°C or higher, preferably 95°C or lower, more preferably 75°C or lower, and even more preferably. is 55° C. or less, the manufacturing method according to any one of <1> to <27>.
<29> During the treatment in the washing process, the washing liquid may be stirred, the raw material for recycling may be left in the washing liquid, and the raw material for recycling may be sprayed with the washing liquid during the treatment in the washing process. Any of <1> to <28> may be poured over, the raw material for recycling may be immersed in a washing tank in which the flow of washing liquid (water flow) circulates, and no mechanical force may be applied during treatment. Method of manufacture as described.
<30> The manufacturing method according to any one of <1> to <29>, wherein the raw material for recycling may be cut and put into the washing tank, or may be put into the washing tank as it is without being cut. .
<31>　再生用原料を切断する場合、切断された再生用原料を含有する組成を検知して、その組成に応じて分別し、それぞれ、異なる洗浄工程に供することが好ましい、<1>～<30>のいずれかに記載の製造方法。
<32>　前記異なる洗浄工程は、１つの洗浄槽を用いて行ってもよいし、複数の洗浄槽を用いて並行して行ってもよい、<31>に記載の製造方法。
<33>　洗浄工程が、回分式、半回分式、又は連続式である、<1>～<32>のいずれかに記載の製造方法。
<34>　前記洗浄工程の後に乾燥工程を行う、<1>～<33>のいずれかに記載の製造方法。
<35>　前記洗浄工程で得られた洗浄後の再生用原料を溶融混練する溶融混練工程を更に有する、好ましくは、洗浄後の再生用原料を細断した上で、溶融混練する、<1>～<34>のいずれかに記載の製造方法。
<36>　本発明の方法で製造された再生樹脂が、包装容器の原料とされる、<1>～<35>のいずれかに記載の製造方法。
<37>　前記包装容器が、再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムを袋状に加工して製造された容器、又は再生用樹脂から構成される単層フィルム又は再生用樹脂を含む積層フィルムで構成され、フィルム間に空気等の気体層を設けて自立性を持たせた容器である、<36>に記載の製造方法。
<38>　前記再生用原料が再生樹脂を含む、<1>～<37>のいずれかに記載の製造方法。
<39>　<1>～<38>のいずれかに記載の製造方法により製造された再生樹脂を原料とする、包装容器の製造方法。
<40>　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、香料の除去方法。 <31> When cutting the raw material for recycling, it is preferable to detect the composition containing the cut raw material for recycling, separate them according to their composition, and subject them to different cleaning processes. 30>.
<32> The manufacturing method according to <31>, wherein the different washing steps may be performed using one washing tank, or may be performed in parallel using a plurality of washing tanks.
<33> The production method according to any one of <1> to <32>, wherein the washing step is a batch type, a semi-batch type, or a continuous type.
<34> The production method according to any one of <1> to <33>, wherein a drying step is performed after the washing step.
<35> Further having a melt-kneading step of melt-kneading the washed raw material for regeneration obtained in the washing step, preferably, the washed raw material for regeneration is shredded and then melt-kneaded, <1> The production method according to any one of ~ <34>.
<36> The production method according to any one of <1> to <35>, wherein the recycled resin produced by the method of the present invention is used as a raw material for packaging containers.
<37> The packaging container is a container manufactured by processing a single-layer film composed of a recycled resin or a laminated film containing a recycled resin into a bag, or a single-layer film composed of a recycled resin, or The manufacturing method according to <36>, wherein the container is composed of a laminated film containing a resin for recycling, and has a self-supporting container provided with a gas layer such as air between the films.
<38> The production method according to any one of <1> to <37>, wherein the raw material for recycling contains a recycled resin.
<39> A method for manufacturing a packaging container, using recycled resin manufactured by the manufacturing method according to any one of <1> to <38> as a raw material.
<40> A method for removing perfume, comprising a washing step of washing a raw material for recycling containing a perfume and a resin for recycling with a washing liquid containing a surfactant.
　以下、実施例及び比較例を示して本発明を具体的に説明するが、本発明は下記実施例に制限されるものではない。 The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to the following examples.
実施例１－１
　香料化合物であるトリプラールを含む柔軟剤組成物が入った、積層フィルム容器（収容物接触面がLLDPE、容量４８０ｍＬ；縦25.9cm×横13cm）の上部をカットし、中身を抜き出し、30秒間水道水ですすいだ。プロワイプ（大王製紙株式会社製）で該容器の表面の水気を軽くふき取り、5cm角にカットした。カットした積層フィルム5枚をねじ口試験管（NR-10；株式会社マルエム製）に入れた後、50℃に温めた界面活性剤（1-ブタンスルホン酸ナトリウム、分子量：１６０．２、アルキル基の炭素数：４）水溶液10mLを洗浄液として注ぎ、蓋を閉め、50℃で1時間静置した。1時間静置後、フィルムを試験管から取り出し、30秒間100mLのイオン交換水で界面活性剤を洗い流した後、キムタオル（日本製紙クレシア株式会社製）で表面を軽くふき取った。次いで、ジクロロメタン（富士フイルム和光純薬株式会社製）10mLで35℃、4時間かけてフィルムの抽出処理を行った。抽出後、抽出液をGCMS分析し、積層フィルムにおける香料化合物の残留量を確認した。 Example 1-1
Cut the top of a laminated film container (LLDPE on the contact surface, capacity 480 mL; length 25.9 cm x width 13 cm) containing a softener composition containing tripral, a fragrance compound, and remove the contents for 30 seconds with tap water. Rinse. Moisture on the surface of the container was lightly wiped off with Prowipe (manufactured by Daio Paper Co., Ltd.), and the container was cut into 5 cm squares. After putting five cut laminated films into a screw cap test tube (NR-10; manufactured by Maruem Co., Ltd.), a surfactant (sodium 1-butanesulfonate, molecular weight: 160.2, alkyl group carbon number: 4) 10 mL of an aqueous solution was poured as a washing liquid, the lid was closed, and the mixture was allowed to stand at 50°C for 1 hour. After standing still for 1 hour, the film was taken out from the test tube, the surfactant was washed away with 100 mL of ion-exchanged water for 30 seconds, and then the surface was lightly wiped with a Kimtowel (manufactured by Nippon Paper Crecia Co., Ltd.). Next, the film was extracted with 10 mL of dichloromethane (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.) at 35° C. for 4 hours. After extraction, the extract was analyzed by GCMS to confirm the residual amount of the perfume compound in the laminated film.
　GCMS分析の条件は以下のとおりである。
GC分析条件
Agilent社：6890Ｎ＋5973
カラム：DB－1（60ｍ × 0.25ｍｍ × 0.25μｍ　アジレント・テクノロジー株式会社製）
キャリアガス（He）：0.9mL／min
GCオーブン昇温条件：40℃（Hold 2min）→6℃／min→60℃→4℃／min→300℃（Hold 10min）、Total：75.3min
注入口温度：300℃
測定モード：スキャンモード The conditions for GCMS analysis are as follows.
GC analysis conditions
Agilent: 6890N + 5973
Column: DB-1 (60 m × 0.25 mm × 0.25 μm, manufactured by Agilent Technologies)
Carrier gas (He): 0.9mL/min
GC oven heating conditions: 40°C (Hold 2min) → 6°C/min → 60°C → 4°C/min → 300°C (Hold 10min), Total: 75.3min
Inlet temperature: 300°C
Measurement mode: Scan mode
実施例１－２～１－４
　界面活性剤として、下記の成分を使用して、実施例１－１と同様の方法で香料化合物の残留量を確認した。なお、各洗浄液における界面活性剤濃度は、臨界ミセル濃度より十分に高い濃度である。
1-ヘキサンスルホン酸ナトリウム、分子量：１８８．２、アルキル基の炭素数：６
1-オクタンスルホン酸ナトリウム、分子量：２１６．３、アルキル基の炭素数：８
1-ドデカンスルホン酸ナトリウム、分子量：２７２．４、アルキル基の炭素数：１２ Examples 1-2 to 1-4
The following components were used as surfactants, and the amount of residual fragrance compound was confirmed in the same manner as in Example 1-1. The surfactant concentration in each cleaning solution is sufficiently higher than the critical micelle concentration.
Sodium 1-hexanesulfonate, molecular weight: 188.2, number of carbon atoms in alkyl group: 6
Sodium 1-octanesulfonate, molecular weight: 216.3, number of carbon atoms in alkyl group: 8
Sodium 1-dodecanesulfonate, molecular weight: 272.4, number of carbon atoms in alkyl group: 12
比較例１
　界面活性剤水溶液の代わりにイオン交換水を用いて、実施例１－１と同様の方法で香料化合物の残留量を確認した。 Comparative example 1
Using ion-exchanged water instead of the surfactant aqueous solution, the residual amount of the perfume compound was confirmed in the same manner as in Example 1-1.
相対除去率
　上記の各実施例及び比較例から、下記の式により香料化合物の相対除去率を算出した。相対除去率の値が大きいほど、積層フィルムから除去できた香料化合物の量が多いことを示す。結果を表１に示す。 Relative Removal Rate From the above examples and comparative examples, the relative removal rate of the fragrance compound was calculated by the following formula. A higher relative removal rate value indicates a greater amount of perfume compound that could be removed from the laminated film. Table 1 shows the results.
相対除去率の算出方法
相対除去率[%]＝〔（洗浄液が水のみの場合の各香料のGC-MSピーク面積）－（洗浄液が界面活性剤水溶液の場合のGC-MSピーク面積）〕／（洗浄液が水のみの場合の各香料のGC-MSピーク面積）×100 Calculation method of relative removal rate Relative removal rate [%] = [(GC-MS peak area of each perfume when the cleaning solution is water only) - (GC-MS peak area when the cleaning solution is an aqueous surfactant solution)] / (GC-MS peak area for each fragrance when only water was used as the washing solution) x 100
Figure JPOXMLDOC01-appb-T000001
  
Figure JPOXMLDOC01-appb-T000001
  
実施例２－１～２－４
　柔軟剤組成物として、香料化合物であるフルーテートを含有する柔軟剤組成物を用いて、実施例１－１と同じ方法で香料化合物の残留量を確認した。使用した界面活性剤は次のとおりである。
アリルスルホン酸ナトリウム、分子量：１４４．１、アルキル基の炭素数：３
1-ヘキサンスルホン酸ナトリウム
1-オクタンスルホン酸ナトリウム
1-ドデカンスルホン酸ナトリウム Examples 2-1 to 2-4
A softening agent composition containing flutate, which is a fragrance compound, was used as the softening agent composition, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1. The surfactants used are as follows.
Sodium allylsulfonate, molecular weight: 144.1, number of carbon atoms in alkyl group: 3
Sodium 1-hexanesulfonate
Sodium 1-octanesulfonate
Sodium 1-dodecanesulfonate
比較例２
　界面活性剤水溶液の代わりにイオン交換水を用いて、実施例２－１と同様の方法で香料化合物の残留量を確認した。 Comparative example 2
Using ion-exchanged water instead of the surfactant aqueous solution, the residual amount of the perfume compound was confirmed in the same manner as in Example 2-1.
　上記の各実施例及び比較例から香料化合物の相対除去率を算出した。結果を表２に示す。 The relative removal rate of fragrance compounds was calculated from each of the above examples and comparative examples. Table 2 shows the results.
Figure JPOXMLDOC01-appb-T000002
  
Figure JPOXMLDOC01-appb-T000002
  
実施例３－１～３－３
　柔軟剤組成物として、香料化合物であるイソ・イー・スーパーを含有する柔軟剤組成物を用いて、実施例１－１と同じ方法で香料化合物の残留量を確認した。使用した界面活性剤は表３に記載のとおりである。 Examples 3-1 to 3-3
As the softener composition, a softener composition containing the fragrance compound ISO-E-Super was used, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1. The surfactants used are listed in Table 3.
比較例３
　界面活性剤水溶液の代わりにイオン交換水を用いて、実施例３－１と同様の方法で香料化合物の残留量を確認した。 Comparative example 3
Using ion-exchanged water instead of the surfactant aqueous solution, the residual amount of the perfume compound was confirmed in the same manner as in Example 3-1.
　上記の各実施例及び比較例から香料化合物の相対除去率を算出した。結果を表３に示す。 The relative removal rate of fragrance compounds was calculated from each of the above examples and comparative examples. Table 3 shows the results.
Figure JPOXMLDOC01-appb-T000003
  
Figure JPOXMLDOC01-appb-T000003
  
実施例４－１～４－４
　柔軟剤組成物として、香料化合物であるトリプラールを含有する柔軟剤組成物を用いて、実施例１－１と同じ方法で香料化合物の残留量を確認した。使用した界面活性剤は次のとおりである。
n-オクチルトリメチルアンモニウムクロリド、分子量：２０７．８、アルキル基（メチル基を除く）の炭素数：８
ドデシルトリメチルアンモニウムクロリド、分子量：２６３．９、アルキル基（メチル基を除く）の炭素数：１２
ヘキサデシルトリメチルアンモニウムクロリド、分子量：３２０．０、アルキル基（メチル基を除く）の炭素数：１６ Examples 4-1 to 4-4
Using a softener composition containing the fragrance compound tripral as the softener composition, the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1. The surfactants used are as follows.
n-octyltrimethylammonium chloride, molecular weight: 207.8, number of carbon atoms in alkyl group (excluding methyl group): 8
Dodecyltrimethylammonium chloride, molecular weight: 263.9, number of carbon atoms in alkyl group (excluding methyl group): 12
Hexadecyltrimethylammonium chloride, molecular weight: 320.0, number of carbon atoms in alkyl group (excluding methyl group): 16
　上記の各実施例及び比較例から香料化合物の相対除去率を算出した。結果を表４に示す。 The relative removal rate of fragrance compounds was calculated from each of the above examples and comparative examples. Table 4 shows the results.
Figure JPOXMLDOC01-appb-T000004
  
Figure JPOXMLDOC01-appb-T000004
  
実施例５－１～５－４
　柔軟剤組成物として、香料化合物であるフルーテートを含有する柔軟剤組成物を用いて、実施例１－１と同じ方法で香料化合物の残留量を確認した。使用した界面活性剤は表５に記載のとおりである。 Examples 5-1 to 5-4
A softening agent composition containing flutate, which is a fragrance compound, was used as the softening agent composition, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1. The surfactants used are listed in Table 5.
　上記の各実施例及び比較例から香料化合物の相対除去率を算出した。結果を表５に示す。 The relative removal rate of fragrance compounds was calculated from each of the above examples and comparative examples. Table 5 shows the results.
Figure JPOXMLDOC01-appb-T000005
  
Figure JPOXMLDOC01-appb-T000005
  
実施例６－１～６－４
　柔軟剤組成物として、香料化合物であるイソ・イー・スーパーを含有する柔軟剤組成物を用いて、実施例１－１と同じ方法で香料化合物の残留量を確認した。使用した界面活性剤は表６に記載のとおりである。 Examples 6-1 to 6-4
As the softener composition, a softener composition containing the fragrance compound ISO-E-Super was used, and the residual amount of the fragrance compound was confirmed in the same manner as in Example 1-1. The surfactants used are listed in Table 6.
　上記の各実施例及び比較例から香料化合物の相対除去率を算出した。結果を表６に示す。 The relative removal rate of fragrance compounds was calculated from each of the above examples and comparative examples. Table 6 shows the results.
Figure JPOXMLDOC01-appb-T000006
  
Figure JPOXMLDOC01-appb-T000006
  
　上記実施例から、積層フィルムから各種香料化合物を効果的に除去できることが分かった。この結果は、本発明の再生樹脂の製造方法によって、再生用原料から香料を効果的に除去できることを示唆する結果である。 From the above examples, it was found that various fragrance compounds could be effectively removed from the laminated film. This result suggests that the method for producing a recycled resin of the present invention can effectively remove the perfume from the raw material for recycling.

Claims (18)

  1. 　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、再生樹脂の製造方法。 A method for manufacturing recycled resin, which includes a cleaning step of cleaning a raw material for recycling containing a fragrance and a resin for recycling with a cleaning liquid containing a surfactant.
  2. 　前記再生用樹脂がポリオレフィンを含む、請求項１に記載の製造方法。 The manufacturing method according to claim 1, wherein the resin for recycling contains polyolefin.
  3. 　前記ポリオレフィンがポリエチレンを含む、請求項１又は２に記載の製造方法。 The manufacturing method according to claim 1 or 2, wherein the polyolefin contains polyethylene.
  4. 　前記香料が、ＣＬｏｇＰ値が０．１以上７以下の化合物を含む、請求項１～３のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 3, wherein the perfume contains a compound having a CLogP value of 0.1 or more and 7 or less.
  5. 　前記香料が、トリプラール、フルーテート及びイソ・イー・スーパーからなる群より選択される少なくとも１種を含む、請求項１～４のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 4, wherein the perfume contains at least one selected from the group consisting of tripral, flutate and iso-e-super.
  6. 　前記洗浄液中の前記界面活性剤の含有量が０．０１質量％以上３０質量％以下である、請求項１～５のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 5, wherein the content of the surfactant in the cleaning liquid is 0.01% by mass or more and 30% by mass or less.
  7. 　前記界面活性剤が、アニオン界面活性剤及びカチオン界面活性剤からなる群より選択される少なくとも１種を含む、請求項１～６のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 6, wherein the surfactant contains at least one selected from the group consisting of an anionic surfactant and a cationic surfactant.
  8. 　前記界面活性剤の分子量が８０以上３６０以下である、請求項１～７のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 7, wherein the surfactant has a molecular weight of 80 or more and 360 or less.
  9. 　前記界面活性剤がアルキル基を有し、前記アルキル基の炭素数が３以上１８以下である、請求項１～８のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 8, wherein the surfactant has an alkyl group, and the alkyl group has 3 to 18 carbon atoms.
  10. 　前記界面活性剤が、アルキルスルホン酸塩及びアルキルアンモニウム塩からなる群より選択される少なくとも１種を含む、請求項１～９のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 9, wherein the surfactant contains at least one selected from the group consisting of alkylsulfonates and alkylammonium salts.
  11. 　前記界面活性剤が、アリルスルホン酸ナトリウム、１－ブタンスルホン酸ナトリウム、１－ヘキサンスルホン酸ナトリウム、１－オクタンスルホン酸ナトリウム、１－ドデカンスルホン酸ナトリウム及び１－ヘキサデカンスルホン酸ナトリウムからなる群より選択される少なくとも１種を含む、請求項１～９のいずれか１項に記載の製造方法。 The surfactant is selected from the group consisting of sodium allylsulfonate, sodium 1-butanesulfonate, sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-dodecanesulfonate and sodium 1-hexadecanesulfonate. The production method according to any one of claims 1 to 9, comprising at least one of
  12. 　前記界面活性剤が、ｎ－オクチルトリメチルアンモニウムクロリド、ドデシルトリメチルアンモニウムクロリド及びヘキサデシルトリメチルアンモニウムクロリドからなる群より選択される少なくとも１種を含む、請求項１～９のいずれか１項に記載の製造方法。 The preparation according to any one of claims 1 to 9, wherein the surfactant comprises at least one selected from the group consisting of n-octyltrimethylammonium chloride, dodecyltrimethylammonium chloride and hexadecyltrimethylammonium chloride. Method.
  13. 　前記再生用原料が、香料を含有する組成物に使用された包装容器を含む、請求項１～１２のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 12, wherein the raw material for recycling includes a packaging container used for a composition containing a fragrance.
  14. 　前記包装容器が単層フィルム又は積層フィルムを有する、請求項１３に記載の製造方法。 The manufacturing method according to claim 13, wherein the packaging container has a single layer film or a laminated film.
  15. 　前記洗浄工程で得られた洗浄後の再生用原料を溶融混練する溶融混練工程を更に有する、請求項１～１４のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 14, further comprising a melt-kneading step of melt-kneading the raw material for recycling after washing obtained in the washing step.
  16. 　前記再生用原料が再生樹脂を含む、請求項１～１５のいずれか１項に記載の製造方法。 The production method according to any one of claims 1 to 15, wherein the raw material for recycling contains a recycled resin.
  17. 　請求項１～１６のいずれか１項に記載の製造方法により製造された再生樹脂を原料とする、包装容器の製造方法。 A method for manufacturing a packaging container using recycled resin manufactured by the manufacturing method according to any one of claims 1 to 16 as a raw material.
  18. 　香料及び再生用樹脂を含む再生用原料を、界面活性剤を含む洗浄液で洗浄する洗浄工程を有する、香料の除去方法。 A method for removing perfume, comprising a cleaning step of washing raw materials for recycling containing perfume and resin for recycling with a cleaning solution containing a surfactant.
PCT/JP2022/015799 2021-04-09 2022-03-30 Method for producing regenerated resin WO2022215612A1 (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1150006A (en) * 1997-06-04 1999-02-23 Toto Ltd Pretreatment of surface forming photocalytic hydrophilic coating film and cleaning agent and unedrcoating composition used therefor
JP2001516817A (en) * 1997-09-16 2001-10-02 ザ、プロクター、エンド、ギャンブル、カンパニー Fabric cleaning products comprising organized and / or adhesive
JP2008000908A (en) * 2006-06-20 2008-01-10 Npo Hiroshima Junkangata Shakai Suishin Kiko Recycling method of waste plastic to thin-walled product
JP2011026532A (en) * 2009-06-26 2011-02-10 Unitika Ltd Cleaning liquid for polyamide resin molded article and cleaning method to use the same
JP2020513458A (en) * 2016-12-20 2020-05-14 ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ Method for purifying regenerated polymer

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5767230A (en) * 1995-11-02 1998-06-16 Ecoplast Corporation Process for removing volatiles from post-consumer recycled polyolefin chips
PL2537883T3 (en) * 2011-06-20 2014-08-29 Imerys Minerals Ltd Methods and compositions related to recycling polymer waste
DE102016116742A1 (en) * 2016-09-07 2018-03-08 Der Grüne Punkt - Duales System Deutschland GmbH Process for the preparation of polyolefin recyclates

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1150006A (en) * 1997-06-04 1999-02-23 Toto Ltd Pretreatment of surface forming photocalytic hydrophilic coating film and cleaning agent and unedrcoating composition used therefor
JP2001516817A (en) * 1997-09-16 2001-10-02 ザ、プロクター、エンド、ギャンブル、カンパニー Fabric cleaning products comprising organized and / or adhesive
JP2008000908A (en) * 2006-06-20 2008-01-10 Npo Hiroshima Junkangata Shakai Suishin Kiko Recycling method of waste plastic to thin-walled product
JP2011026532A (en) * 2009-06-26 2011-02-10 Unitika Ltd Cleaning liquid for polyamide resin molded article and cleaning method to use the same
JP2020513458A (en) * 2016-12-20 2020-05-14 ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ Method for purifying regenerated polymer

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