WO2022215612A1 - Procédé de production de résine régénérée - Google Patents

Procédé de production de résine régénérée 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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WIPO (PCT)
Prior art keywords
clogp value
surfactant
recycling
production method
raw material
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PCT/JP2022/015799
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English (en)
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
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Application filed by 花王株式会社 filed Critical 花王株式会社
Priority to JP2023511803A priority Critical patent/JP7331291B2/ja
Publication of WO2022215612A1 publication Critical patent/WO2022215612A1/fr

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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

La présente invention concerne un procédé de production d'une résine régénérée, le procédé comprenant une étape de lavage pour laver des matières premières de régénération qui comprennent un parfum et une résine de régénération à l'aide d'une solution de lavage contenant un tensioactif. La présente invention peut fournir un procédé de production d'une résine régénérée qui permet de réduire le parfum dans les matières premières de régénération.
PCT/JP2022/015799 2021-04-09 2022-03-30 Procédé de production de résine régénérée WO2022215612A1 (fr)

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JP2023511803A JP7331291B2 (ja) 2021-04-09 2022-03-30 再生樹脂の製造方法

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1150006A (ja) * 1997-06-04 1999-02-23 Toto Ltd 光触媒性親水性被膜形成前の表面の前処理法並びにそれに用いられる洗浄剤およびアンダーコート組成物
JP2001516817A (ja) * 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 組織化した、および／または粘着剤を含む布地洗浄製品
JP2008000908A (ja) * 2006-06-20 2008-01-10 Npo Hiroshima Junkangata Shakai Suishin Kiko 廃プラスチックの薄物製品へのリサイクル方法
JP2011026532A (ja) * 2009-06-26 2011-02-10 Unitika Ltd ポリアミド樹脂成形体用洗浄液およびそれを用いた洗浄方法
JP2020513458A (ja) * 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 再生ポリマーを精製するための方法

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
SI2537883T1 (sl) * 2011-06-20 2014-06-30 Imerys Minerals Limited Postopki in zmesi v zvezi z recikliranjem polimernih odpadkov
DE102016116742A1 (de) * 2016-09-07 2018-03-08 Der Grüne Punkt - Duales System Deutschland GmbH Verfahren zur Herstellung von Polyolefin-Rezyklaten

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1150006A (ja) * 1997-06-04 1999-02-23 Toto Ltd 光触媒性親水性被膜形成前の表面の前処理法並びにそれに用いられる洗浄剤およびアンダーコート組成物
JP2001516817A (ja) * 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 組織化した、および／または粘着剤を含む布地洗浄製品
JP2008000908A (ja) * 2006-06-20 2008-01-10 Npo Hiroshima Junkangata Shakai Suishin Kiko 廃プラスチックの薄物製品へのリサイクル方法
JP2011026532A (ja) * 2009-06-26 2011-02-10 Unitika Ltd ポリアミド樹脂成形体用洗浄液およびそれを用いた洗浄方法
JP2020513458A (ja) * 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 再生ポリマーを精製するための方法

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