WO2021200892A1 - Procédé pour la production d'une résine régénérée - Google Patents

Procédé pour la production d'une résine régénérée Download PDF

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Publication number
WO2021200892A1
WO2021200892A1 PCT/JP2021/013445 JP2021013445W WO2021200892A1 WO 2021200892 A1 WO2021200892 A1 WO 2021200892A1 JP 2021013445 W JP2021013445 W JP 2021013445W WO 2021200892 A1 WO2021200892 A1 WO 2021200892A1
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group
resin
carbon atoms
resin composition
mass
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PCT/JP2021/013445
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English (en)
Japanese (ja)
Inventor
宗憲 白武
裕人 石塚
祐梨 高木
慎也 池田
英貴 清水
堀越　裕
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三菱瓦斯化学株式会社
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Priority to KR1020227027561A priority Critical patent/KR20220161265A/ko
Priority to JP2022512261A priority patent/JPWO2021200892A1/ja
Priority to CN202180022290.8A priority patent/CN115335443A/zh
Publication of WO2021200892A1 publication Critical patent/WO2021200892A1/fr

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    • 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
    • C08J11/08—Recovery or working-up of waste materials of polymers without chemical reactions using selective solvents for polymer components
    • 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 synthetic resin can be recovered by removing metals, colored foreign substances, resins having metallic foreign substances, and the like.
  • the recovery method is carried out based on the contained metal and the appearance of coloring.
  • plastic products are often manufactured by combining a plurality of types of synthetic resins, and synthetic resins and molded defective products that are unnecessary and removed from plastic products contain organic impurities together with the desired synthetic resin. Will be included. In this case, the presence or absence of metal content and the degree of coloring may not be significantly different between the desired synthetic resin and organic impurities. Then, the desired synthetic resin cannot be recovered and recycled by the method described in Patent Document 1. Under such circumstances, a new method for producing a recycled resin from a waste resin composition is required.
  • [4] The production method according to any one of [1] to [3] above, wherein the longest diameter of the waste resin composition is 5 cm or less.
  • [5] A method for producing a recycled resin from a waste resin composition. A step (a2) of contacting activated carbon with a waste resin solution in which the waste resin composition is dissolved to obtain a recycled resin solution. The step (b2) of bringing the regenerated resin solution into contact with water at 40 to 100 ° C. to precipitate the regenerated resin, Manufacturing method, including.
  • [6] The production method according to the above [5], wherein the waste resin solution is a 5 to 20% by mass methylene chloride solution.
  • a method for producing a recycled resin from a waste resin composition comprising a step (a3) of hydrocyclone-treating a slurry containing the waste resin composition and water to separate a recycled resin.
  • the waste resin composition contains a cycloolefin polymer and contains. The production method according to the above [11], wherein the content of the cycloolefin polymer is 20% by mass or less with respect to the total mass of the waste resin composition.
  • a recycled resin can be produced from a waste resin composition containing a synthetic resin and organic impurities.
  • the recycled resin preferably contains a resin having at least one structural unit selected from the group consisting of the following general formulas (1) to (5).
  • the resin having the structural unit is usually a polycarbonate (PC) resin, a polyester resin, or a polyester carbonate resin, and is preferably a polycarbonate resin.
  • X a , X b , X c , X d , X e , and X f each independently represent an alkylene group having 1 to 4 carbon atoms.
  • alkylene group having 1 to 4 carbon atoms include methylene, ethylene, propylene, isopropylene, butylene, isobutylene, sec-butylene, and tert-butylene. Of these, methylene and ethylene are preferable, and ethylene is more preferable.
  • Examples of the aryloxy group having 6 to 20 carbon atoms include a phenyloxy group, a triloxy group, a xsilyloxy group, a trimethylphenyloxy group, a tetramethylphenyloxy group, an ethylphenyloxy group, an ethylmethylphenyloxy group and a diethylphenyloxy group.
  • R j , R k , and R l are independently halogen atoms, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted, respectively. 5 to 20 carbon atoms, substituted or unsubstituted cycloalkoxy groups having 5 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, substituted or unsubstituted O, N and S.
  • Examples of the cycloalkyl group having 5 to 10 carbon atoms include a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a bicyclo [2.2.1] heptyl group, and a bicyclo [2.2.2] octyl group.
  • alkoxy group having 1 to 10 carbon atoms examples include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, a pentyloxy group and the like.
  • Examples of the cycloalkyloxy group having 5 to 10 carbon atoms include a cyclopentyloxy group, a cyclohexyloxy group, a bicyclo [2.2.1] heptyloxy group, and a bicyclo [2.2.2] octyloxy group.
  • alkyloxycarbonyl group having 2 to 10 carbon atoms examples include a methyloxycarbonyl group, an ethyloxycarbonyl group, a propyloxycarbonyl group, an isopropyloxycarbonyl group, a butyloxycarbonyl group, an isobutyloxycarbonyl group, and a sec-butyloxycarbonyl group. , Tert-Butyloxycarbonyl group and the like.
  • Examples of the arylcarbonyloxy group having 7 to 15 carbon atoms include a phenylcarbonyloxy group, a trillcarbonyloxy group, a xylylcarbonyloxy group, a trimethylphenylcarbonyloxy group, a tetramethylphenylcarbonyloxy group, an ethylphenylcarbonyloxy group and ethyl. Examples thereof include a methylphenylcarbonyloxy group, a diethylphenylcarbonyloxy group, and a naphthylcarbonyloxy group.
  • P represents an integer of 0 or 1 independently of each other.
  • T represents an integer of 1 to 3, preferably 1 or 2.
  • the above-mentioned structural unit may be contained alone in the impurity resin, or may be contained in combination of two or more kinds. Further, the above-mentioned structural unit may be combined with another structural unit of cyclic polyolefin, or may be combined with a structural unit such as another resin (polyolefin resin, polyester resin).
  • the weight average molecular weight (Mw) of the impurity resin is not particularly limited, but is preferably 1,000 to 3,000,000, more preferably 10,000 to 3,000,000, and 20, It is more preferably 000 to 1,000,000, and particularly preferably 30,000 to 500,000.
  • Mw weight average molecular weight
  • the weight average molecular weight (Mw) of the impurity resin is 1,000 or more, separation is easy, which is preferable.
  • the weight average molecular weight (Mw) of the impurity resin is 3,000,000 or less, it is preferable because it is difficult to generate gel impurities when a trace amount of the impurity resin is contaminated with the recycled resin.
  • the content of the impurity resin in the waste resin composition is preferably 50% by mass or less, more preferably 0.001 to 50% by mass, and 0. It is more preferably 01 to 0% by mass, and particularly preferably 0.1 to 20% by mass. When the content of the impurity resin is 50% by mass or less, the efficiency is high, which is preferable.
  • the contact time is not particularly limited, but is preferably 1 minute to 10 hours, more preferably 3 minutes to 3 hours, and even more preferably 5 to 60 minutes.
  • the regenerated resin composition can be obtained by collecting the separated desired synthetic resin (recycled resin) by filtration, suction, or the like. At this time, it is preferable to remove the salt water as much as possible at the time of recovering the regenerated resin. For example, by recovering by filtration, the salt water contained in the regenerated resin composition can be reduced.
  • the total amount of water used is not particularly limited, but is preferably 0.1 to 10 L, more preferably 0.1 to 5.0 L, with respect to 100 g of the recycled resin composition.
  • the total amount of water used is 0.1 L or more, salt can be sufficiently removed from the regenerated resin composition, which is preferable.
  • the total amount of water used is 10 L or less, it is preferable from the viewpoints that the manufacturing cost can be suppressed and the scale of the apparatus can be reduced.
  • the washed water may be recycled. In this case, it is preferable that the amount of recycled water used, or the total amount of recycled water and newly used water is within the above range with respect to 100 g of the newly treated recycled resin composition.
  • the cleaning method is not particularly limited, and the recycled resin composition may be immersed in water and stirred, water may be sprayed onto the recycled resin composition, or a combination thereof may be used.
  • the recycled resin is produced by utilizing the difference in the physical properties of the desired synthetic resin contained in the waste resin composition. Therefore, the chemical structure of the recycled resin does not change or hardly changes through the manufacturing method. Therefore, the obtained recycled resin can be suitably applied to plastic products as it is.
  • the haze of the recycled resin is preferably 1.1 or less, more preferably 1.0 or less, further preferably 0.85 or less, and particularly preferably 0.01 to 0.85. preferable.
  • the haze of the recycled resin is 1.1 or less, the recycled resin can be suitably applied to applications for plastic products.
  • the value of "haze” means the value measured by the method of an Example.
  • the yellowness YI of the recycled resin is preferably less than 13, more preferably 12 or less, further preferably 10 or less, particularly preferably 7.7 or less, and 7.5 or less. Most preferably: The preferable lower limit of the yellowness YI is not particularly limited, but is usually 0.01 or more.
  • the conductivity of the water before washing becomes 0.
  • the conductivity of the water after cleaning becomes the conductivity increased by the cleaning as it is, the quality can be controlled from the numerical value of the conductivity of the water after cleaning.
  • the conductivity of the water before washing shows a certain value.
  • it is preferable to calculate the increased conductivity by comparing the conductivity of water before cleaning with the conductivity of water after cleaning. Specifically, it is preferable to calculate the difference between the water conductivity of the pre-wash (K 1) and the water conductivity of the washed (K 2) (K 2 -K 1).
  • the difference in conductivity of water before and after washing is preferably less than 100 ⁇ S / cm, more preferably 50 ⁇ S / cm or less, further preferably 30 ⁇ S / cm or less, and 10 ⁇ S / cm or less. Is particularly preferable, and 5 ⁇ S / cm or less is most preferable.
  • a recycled resin having a small haze can be obtained, which is preferable.
  • Step (a2) is a step of bringing the activated carbon into contact with the waste resin solution in which the waste resin composition is dissolved to obtain a recycled resin solution.
  • the solvent is not particularly limited, but is preferably one that can dissolve at least a part of a desired synthetic resin (recycled resin) and has a boiling point of 100 ° C. or lower.
  • Specific examples of the solvent include methylene chloride (boiling point: 40 ° C.), chloroform (boiling point: 61 ° C.), ethylene chloride (boiling point: 84 ° C.), trichloroethylene (boiling point: 87 ° C.), tetrahydrofuran (boiling point: 66 ° C.), acetic acid.
  • the amount of activated carbon used is preferably 0.001 to 0.1 parts by mass, more preferably 0.001 to 0.05 parts by mass, and 0.001 parts by mass with respect to 100 parts by mass of the waste resin solution. It is more preferably to 0.03 part by mass.
  • the amount of activated carbon used is 0.001 part by mass or more, the adsorption effect is improved, which is preferable.
  • the amount of activated carbon used is 0.1 parts by mass or less, the production cost can be reduced, which is preferable.
  • the contact time is not particularly limited, but is preferably 1 minute to 100 hours, more preferably 0.3 to 100 hours, further preferably 3 to 75 hours, and 5 to 50 hours. This is particularly preferable, and 10 to 40 hours is most preferable.
  • the contact time is 1 minute or more, organic impurities can be sufficiently removed, which is preferable.
  • the contact time is 100 hours or less, the manufacturing cost is low, which is preferable.
  • activated carbon is usually removed by solid-liquid separation such as filtration or centrifugation.
  • the reclaimed resin solution contains a reclaimed resin and a solvent.
  • the recycled resin solution may contain organic impurities that could not be completely removed by contact with activated carbon.
  • the activated carbon is usually removed from the solution after the contact, but the regenerated resin solution may contain at least a part thereof.
  • the step (b2) is a step of bringing the regenerated resin solution into contact with water at 40 to 100 ° C. to precipitate the regenerated resin.
  • the recycled resin can be obtained by removing the solvent from the recycled resin solution, but in this case, the shape of the obtained recycled resin may be a mixture having various shapes such as powder or agglomerates, or may be agglomerated. do.
  • the solvent can be removed and a uniform shape (powder, granules, etc.) can be obtained.
  • stirrers include reciprocating rotary stirrer agitator, pipeline agitator, jet stirrer agitator, rotary stirrer agitator, side stirrer agitator, disperser agitator, and portable stirrer agitator (Co., Ltd.) Shimazaki Engineering Co., Ltd.) and the like.
  • step (b2) since the regenerated resin solution is brought into contact with water at 40 to 100 ° C., at least a part of the solvent contained in the regenerated resin solution is volatilized and removed. In step (b2), it is preferable to remove the solvent to obtain a water slurry containing a regenerated resin and water.
  • X a , X b , X c , X d , X e , and X f ; R a , R b , R c , R d , R e , and R f ; a, b, c, d, e, f; and R g are the same as described above.
  • the resin is a resin having at least one structural unit selected from the group consisting of the general formulas (1) to (4). Therefore, the resin is usually a polycarbonate resin.
  • the resin corresponds to the desired synthetic resin.
  • the resin may have the constituent units alone or in combination of two or more.
  • the impurity resin is preferably a polyolefin resin or a cyclic polyolefin from the viewpoint of a large difference in chemical properties from the polycarbonate resin (a large difference in ease of depolymerization in an alkaline aqueous solution).
  • Cyclic polyolefin is more preferable.
  • Alkaline aqueous solution contains metal oxides and water.
  • the metal oxide is not particularly limited, and examples thereof include alkali metals such as sodium hydroxide, potassium hydroxide, and rubicium hydroxide; and alkaline earth metals such as calcium hydroxide and barium hydroxide. Of these, the metal oxide is preferably an alkali metal, more preferably sodium hydroxide or potassium hydroxide, and even more preferably potassium hydroxide. These metal oxides may be used alone or in combination of two or more.
  • reaction solvent is preferably an aromatic hydrocarbon solvent, more preferably toluene or xylene.
  • aromatic hydrocarbon solvent more preferably toluene or xylene.
  • the above-mentioned reaction solvent may be used alone or in combination of two or more.
  • the treatment depolymerization
  • purification steps such as washing, extraction and recrystallization to obtain a dihydroxy compound.
  • the unreacted resin, partially decomposed and polymerized dimer, oligomer and the like are reused by recovering them in the purification step and performing depolymerization again.
  • the fourth embodiment may further include step (b4).
  • the step (b4) is a step of obtaining a regenerated resin containing at least one structural unit selected from the group consisting of the general formulas (1) to (4) from the dihydroxy compound after the step (a4). ..
  • the dihydroxy compound selected from the group consisting of the general formulas (1') to (4') is selected from the group consisting of the general formulas (1) to (4).
  • a recycled resin containing at least one structural unit can be obtained.
  • the regenerated resin can be produced by performing a solution condensation method on a dihydroxy compound and a carbonic acid diester in the presence of a basic compound catalyst and / or a transesterification catalyst, or in the absence of a catalyst.
  • the amount of the diesel carbonate compound used is preferably 0.97 to 1.20 mol, more preferably 0.98 to 1.10 mol, and 1.00 to 1 mol with respect to 1 mol of the dihydroxy compound. More preferably, it is 10.10 mol.
  • the alkali metal compound is not particularly limited, and examples thereof include organic acid salts of alkali metals, inorganic salts, oxides, hydroxides, hydrides, and alkoxides. Specifically, sodium hydroxide, potassium hydroxide, cesium hydroxide, lithium hydroxide, sodium hydrogencarbonate, sodium carbonate, potassium carbonate, cesium carbonate, lithium carbonate, sodium acetate, potassium acetate, cesium acetate, lithium acetate, stearer.
  • the alkaline earth metal compound is not particularly limited, and examples thereof include organic acid salts, inorganic salts, oxides, hydroxides, hydrides, and alkoxides of alkaline earth metal compounds.
  • the recycled resin obtained by the above method can be suitably applied to applications in plastic products.
  • a waste resin composition was produced by the following method.
  • the degree of decompression was reduced to 1 mmHg or less over 2 hours while maintaining the temperature. Then, the temperature was raised to 245 ° C. at a rate of 60 ° C./hr, and stirring was further performed for 40 minutes. After completion of the reaction, nitrogen was introduced into the reactor to return it to normal pressure, and the produced thermoplastic resin was pelletized and taken out. Since the structural formulas of the BNEF, BHEBN, BPPEF, and DPC are as follows, the produced thermoplastic resin is a polycarbonate resin.
  • an optical lens was molded by an injection molding machine.
  • the runner and sprue obtained as the lens was molded were collected and used as a waste resin composition.
  • Example 1 A recycled resin was produced from the waste resin composition according to the first embodiment.
  • the waste resin composition the one produced in the production example was used.
  • the desired synthetic resin is a polycarbonate resin.
  • Example 1-1 (Step (a1)) To a 5 L container, 500 g of the waste resin composition and 2.0 L of 5 mass% salt water (specific gravity: 1.04 g / cm 3 ) were added, and the mixture was stirred with a stirrer for 10 minutes. A regenerated resin composition was obtained by removing suspended organic impurities and separating salt water by filtration.
  • Step (b1) The recycled resin composition and 2.0 L of water (conductivity: 0 ⁇ S / cm) were added to a 5 L container, and the mixture was stirred with a stirrer for 10 minutes. Then, water was removed by filtration and dehydrated by a dehydrator to produce a recycled resin.
  • Step (c1) The conductivity of the washed water obtained by filtering in the above step (b1) was measured. As a result, the conductivity was 2 ⁇ S / cm.
  • Example 1-2 A recycled resin was produced in the same manner as in Example 1 except that 10% by mass of salt water (specific gravity: 1.07 g / cm 3) was used in the step (a1).
  • Example 1-3 A recycled resin was produced in the same manner as in Example 1 except that 20% by mass of salt water (specific gravity: 1.16 g / cm 3) was used in the step (a1).
  • Example 1-2 A recycled resin was produced in the same manner as in Example 1 except that the step (b1) was not carried out by using 20% by mass of salt water (specific gravity: 1.16 g / cm 3) in the step (a1). ..
  • the recycled resin can be obtained by performing the step (b2) and the step (c2) in the same manner as in the first embodiment.
  • the recycled resin can be obtained by performing the step (b2) and the step (c2) in the same manner as in the first embodiment.
  • the cyclone separator had an upper cylindrical portion having a first discharge mechanism and an inverted conical portion having a second discharge mechanism.
  • the cone angle of the inverted conical portion was 22 degrees, and the orifice diameter of the second discharge mechanism was 20 mm ⁇ .
  • the first discharge mechanism had an outer diameter of 250 mm.
  • Example 3-2 A recycled resin was produced in the same manner as in Example 3-1 except that the orifice diameter of the second discharge mechanism of the cyclone separator was 22 mm ⁇ .
  • the concentration of the cycloolefin copolymer in the regenerated resin and the haze of the regenerated resin were measured by the same method as in Example 3-1 and found to be 60 ppm and 1.74%, respectively.
  • Example 3-4 A recycled resin was produced in the same manner as in Example 3-1 except that the orifice diameter of the second discharge mechanism of the cyclone separator was set to 26 mm ⁇ .
  • the concentration of the cycloolefin copolymer in the regenerated resin obtained by the first treatment and the haze of the regenerated resin were measured by the same method as in Example 3-1 and found to be 202 ppm and 4.66%, respectively.
  • Table 4 below shows the results obtained in the first to third treatments of Example 3-6.
  • the recycled resin can be obtained by suitably removing the organic impurities even when the content of the organic impurities is very high.
  • organic impurities can be removed each time the cyclone treatment is repeated.
  • the polycarbonate resin containing the structural unit derived from BPEF could be depolymerized under basic conditions. Since organic impurities such as polyolefin resin and cyclic polyolefin usually do not react under basic conditions, if these organic impurities are contained together with the polycarbonate resin, the organic impurities can be removed at the stage of crystal filtration of BPEF. I understand.
  • the polycarbonate resin containing the structural units derived from BPPEF and BHEBN could be depolymerized under basic conditions. Since organic impurities such as polyolefin resin and cyclic polyolefin usually do not react under basic conditions, when these organic impurities are contained together with the polycarbonate resin, the organic impurities are removed at the stage of crystal filtration of BPPEF and BHEBN. I know I can do it.
  • the polycarbonate resin containing the structural units derived from BPPEF and BHEBN is a random copolymer, and in the above formula, A and B are independently integers, and C is an integer.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Environmental & Geological Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)

Abstract

L'invention concerne un procédé de production d'une résine régénérée à partir d'une composition de résine résiduaire qui contient une résine synthétique et des impuretés organiques.　L'invention concerne un procédé de production d'une résine régénérée à partir d'une composition de résine résiduaire, le procédé comprenant une étape (a1) dans laquelle la composition de résine résiduaire est mise en contact avec 1 à 30 % en masse d'eau salée pour obtenir une composition de résine régénérée, et une étape (b1) dans laquelle la composition de résine régénérée est lavée avec de l'eau pour obtenir une résine régénérée.
PCT/JP2021/013445 2020-03-31 2021-03-30 Procédé pour la production d'une résine régénérée WO2021200892A1 (fr)

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Application Number Priority Date Filing Date Title
KR1020227027561A KR20220161265A (ko) 2020-03-31 2021-03-30 재생 수지의 제조 방법
JP2022512261A JPWO2021200892A1 (fr) 2020-03-31 2021-03-30
CN202180022290.8A CN115335443A (zh) 2020-03-31 2021-03-30 再生树脂的制造方法

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JP2020-062926 2020-03-31
JP2020062926 2020-03-31

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WO2021200892A1 true WO2021200892A1 (fr) 2021-10-07

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023058599A1 (fr) * 2021-10-05 2023-04-13 三菱瓦斯化学株式会社 Procédé de fabrication d'un composé dihydroxy et procédé de fabrication de résine recyclée

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JPS5075673A (fr) * 1973-11-08 1975-06-20
JPS60161440A (ja) * 1984-01-31 1985-08-23 Human Ind Corp 樹脂の再生方法
JPH11333320A (ja) * 1998-05-27 1999-12-07 Kawasaki Heavy Ind Ltd 湿式分別方法及び装置
JP2005293710A (ja) * 2004-03-31 2005-10-20 Kazuki Kogyo:Kk 情報記録媒体の処理方法
JP2006175410A (ja) * 2004-12-24 2006-07-06 Kurita Water Ind Ltd 廃棄物の脱塩洗浄方法
JP2018183734A (ja) * 2017-04-25 2018-11-22 日本シーム株式会社 金属を含む廃プラスチック類の選別設備

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JP2001131334A (ja) * 1999-10-29 2001-05-15 Sony Corp スチロール樹脂廃材のリサイクル方法
JP2004361459A (ja) * 2003-06-02 2004-12-24 Konica Minolta Medical & Graphic Inc ポリエステル系樹脂支持体回収方法
JP2011131507A (ja) 2009-12-24 2011-07-07 Idemitsu Kosan Co Ltd 廃棄光ディスク及び／又は回収光ディスクからのポリカーボネート樹脂の回収方法及び回収したポリカーボネート樹脂を成形して得られる光学成形品

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5075673A (fr) * 1973-11-08 1975-06-20
JPS60161440A (ja) * 1984-01-31 1985-08-23 Human Ind Corp 樹脂の再生方法
JPH11333320A (ja) * 1998-05-27 1999-12-07 Kawasaki Heavy Ind Ltd 湿式分別方法及び装置
JP2005293710A (ja) * 2004-03-31 2005-10-20 Kazuki Kogyo:Kk 情報記録媒体の処理方法
JP2006175410A (ja) * 2004-12-24 2006-07-06 Kurita Water Ind Ltd 廃棄物の脱塩洗浄方法
JP2018183734A (ja) * 2017-04-25 2018-11-22 日本シーム株式会社 金属を含む廃プラスチック類の選別設備

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023058599A1 (fr) * 2021-10-05 2023-04-13 三菱瓦斯化学株式会社 Procédé de fabrication d'un composé dihydroxy et procédé de fabrication de résine recyclée

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KR20220161265A (ko) 2022-12-06
JPWO2021200892A1 (fr) 2021-10-07
TW202146551A (zh) 2021-12-16

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