WO2023033605A1 - 폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물 - Google Patents

폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물 Download PDF

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WO2023033605A1
WO2023033605A1 PCT/KR2022/013227 KR2022013227W WO2023033605A1 WO 2023033605 A1 WO2023033605 A1 WO 2023033605A1 KR 2022013227 W KR2022013227 W KR 2022013227W WO 2023033605 A1 WO2023033605 A1 WO 2023033605A1
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Prior art keywords
methyl
ethyl
solvent
polyvinyl chloride
dimethyl
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PCT/KR2022/013227
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English (en)
French (fr)
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김승하
고은별
김경훈
김형섭
이가현
이승용
장윤선
한경환
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주식회사 엘지화학
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Priority claimed from KR1020210117888A external-priority patent/KR20230034753A/ko
Priority claimed from KR1020220110821A external-priority patent/KR20230034913A/ko
Application filed by 주식회사 엘지화학 filed Critical 주식회사 엘지화학
Priority to CN202280059622.4A priority Critical patent/CN117897440A/zh
Publication of WO2023033605A1 publication Critical patent/WO2023033605A1/ko

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    • 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 present specification relates to a method for screening a solvent for polyvinyl chloride extraction, a method for recycling waste, recycled polyvinyl chloride, and a composition.
  • Plastics can be molded into various shapes by heat or pressure, and as the quality of materials is gradually improving, plastics are used to replace objects in everyday life, or new products using them are being developed.
  • plastics Since these plastics are convenient and easy to use, demand for products made of plastics such as plastic bags, PET bottles, disposable products, packaging products, and electronic products is gradually increasing worldwide.
  • Plastic used and discarded in this way is incinerated or landfilled.
  • incineration a lot of pollutants harmful to the human body are discharged, so the discarded plastic is landfilled rather than incinerated.
  • PVC polyvinyl chloride
  • construction materials pipes, window frames, etc.
  • wire coatings synthetic leather
  • rubber basins hoses
  • flooring materials flooring materials
  • packaging materials medical infusion bags
  • toys and the like.
  • Various methods for recycling PVC from wastes containing PVC and materials that can minimize damage to humans and the environment during the recycling process must be sought.
  • the present specification provides a method for screening a solvent for extracting polyvinyl chloride, a method for recycling waste, recycled polyvinyl chloride, and a composition.
  • An exemplary embodiment of the present specification provides a method for screening a solvent for extracting polyvinyl chloride, including screening a solvent for extracting polyvinyl chloride from waste containing polyvinyl chloride using Equation 1 below.
  • x 1 , x 2 , x 3 and x 4 are real numbers from 0 to 5, respectively;
  • Dipole is the dipole moment of a solvent molecule
  • Asphericity is the asphericity of solvent molecules
  • dH is the Hansen solubility parameter for hydrogen bonding of solvent molecules
  • Polar Surface Area is a fractional polar surface area.
  • Another embodiment of the present specification comprises the steps of screening a solvent for polyvinyl chloride extraction using the above-described solvent screening method.
  • It provides a method for recycling waste containing polyvinyl chloride, comprising the step of extracting the polyvinyl chloride from the waste containing polyvinyl chloride by using the screened solvent.
  • Another embodiment of the present specification provides recycled polyvinyl chloride extracted from waste containing polyvinyl chloride by using a solvent screened by the above-described solvent screening method.
  • Another embodiment of the present specification is polyvinyl chloride extracted from waste containing polyvinyl chloride; A good solvent of any one of the solvents having a PVC swelling score value of 0 or less according to Formula 1 below; and a non-solvent of any one of solvents having a PVC swelling score value greater than 0 according to Equation 1 below.
  • x 1 , x 2 , x 3 and x 4 are real numbers from 0 to 5, respectively, Dipole is the dipole moment of the solvent molecule, Asphericity is the asphericity of the solvent molecule, dH is the Hansen solubility parameter for the hydrogen bond of the solvent molecule , and the Polar Surface Area is a fractional polar surface area.
  • various solvents that can be used in the process of extracting polyvinyl chloride from waste containing polyvinyl chloride can be found.
  • Equation 1 is a graph showing PVC swelling score values calculated by Equation 1 according to the present specification.
  • Equation 2 is a graph showing the relationship between the PVC swelling score value and the swelling ratio Log value calculated by Equation 1 according to the present specification.
  • the present specification is intended to provide parameters capable of predicting, classifying, and evaluating usable solvents for extracting polyvinyl chloride (PVC) from waste. Through this, it is possible to discover new solvents capable of extracting PVC.
  • the solvent capable of extracting PVC refers to all solvents used to extract PVC from waste, specifically, a good solvent capable of dissolving PVC from waste due to its high solubility in PVC, as well as a solvent in which PVC is dissolved.
  • a non-solvent capable of precipitating PVC from a good solvent to obtain PVC may also be included.
  • one or more solvents may be mixed and used for one role. For example, a single solvent may be used as a good solvent, or a mixture of two or more solvents may be used as a good solvent. Calculate the PVC swelling score value by answering Equation 1.
  • An exemplary embodiment of the present specification provides a method for screening a solvent for extracting polyvinyl chloride, including screening a solvent for extracting polyvinyl chloride from waste containing polyvinyl chloride using Equation 1 below.
  • x 1 , x 2 , x 3 and x 4 are real numbers from 0 to 5, respectively;
  • Dipole is the dipole moment of a solvent molecule
  • Asphericity is the asphericity of solvent molecules
  • dH is the Hansen solubility parameter for hydrogen bonding of solvent molecules
  • Polar Surface Area is a fractional polar surface area.
  • the solvent dipole moment, asphericity, Hansen dissolution parameter, and fractional polar surface area are used to calculate the affinity of PVC and the solvent, and based on the calculated result, a good solvent that is well mixed with PVC, That is, a solvent that can separate PVC from waste and a non-solvent that does not mix well with PVC, that is, a solvent that can precipitate PVC from a solvent in which PVC is dissolved, can be classified.
  • Equation 1 expresses the solubility of PVC according to the solvent using dipole moment, asphericity, dH and Polar Surface Area.
  • solvent molecules are polar, the interaction with PVC increases, and as the solvent molecules exist in a spherical shape, they are compressed in the same mass, so they can penetrate well between PVC chains, thereby increasing solubility.
  • the contribution of hydrogen bonding to the Hansen dissolution parameter reflects an increase in solubility if hydrogen bonding between solvent molecules and PVC increases.
  • the Polar Surface Area a polar portion is exposed on the surface, which indicates whether the interaction with the PVC polymer is easier.
  • Equation 1 means a solubility score considering factors that can determine solubility between PVC and a solvent together with variables of experimental conditions such as temperature. Equation 1 has a smaller value as the solubility of PVC increases.
  • the reference value for distinguishing the good solvent and the non-solvent is 3, 2.5, 2, 1.5, 1, 0.5, 0, -0.5, -1, -1.5, - Good solvents and non-solvents can be distinguished based on 2, -2.5 or -3. Specifically, if it is less than the reference value, it can be determined as a good solvent, and if it exceeds the reference value, it can be determined as a non-solvent.
  • Dipole means the dipole moment of a solvent molecule, and can be calculated with a general descriptor calculation program, and can be calculated using Dragon, M Arthurd, PaDEL-Descriptor, and the like.
  • asphericity indicates whether a solvent molecule is structurally close to a sphere, and can be calculated with a general descriptor calculation program, using Dragon, M Arthurd, PaDEL-Descriptor, etc. Can be calculated.
  • Equation 1 of an exemplary embodiment of the present specification dH means a hydrogen bond index of Hansen solubility parameter, and a predicted value can be obtained through a program called Hansen Solubility Parameter.
  • the polar surface area is a fractional polar surface area, which indicates the degree to which a polar part is exposed on the surface, and the greater the degree of polar exposure on the surface, the easier the interaction with the PVC polymer .
  • Polar Surface Area can be calculated in CORINA and BIOVIA's Discovery Studio.
  • x 1 , x 2 , x 3 and x 4 can be adjusted.
  • x 2 sinum carbonate
  • x 4 sinum carbonate
  • x 1 is a control variable determined by process conditions such as temperature and pressure.
  • x 1 is a real number of 0 to 5, specifically a real number of 0 to 3, more specifically a real number of 0 to 2, preferably 1.5.
  • the interaction between PVC and solvent molecules can be considered important, and when the process conditions are changed, the influence of the dipole parameter value in Equation 1 increases as the contribution of the interaction between PVC and solvent molecules increases.
  • the value of x 1 can be reduced so that the influence of the dipole parameter value in Equation 1 is reduced. For example, when the temperature of the process conditions is high or the pressure is low, the diffusion of molecules increases, reducing the contribution of the interaction between PVC and solvent molecules, so that the influence of the dipole parameter value in Equation 1 is reduced through x 1 Should be.
  • x 2 is a control variable determined by process conditions such as temperature and pressure.
  • x 2 is a real number of 0 to 5, specifically a real number of 0 to 3, more specifically a real number of 0 to 2, preferably 1.5.
  • x 2 is a variable related to asphericity, and asphericity means the size per unit mass of solvent molecules, and the closer it is to a sphere, the easier it is to penetrate PVC.
  • the x 2 value is increased so that the influence of the Asphericity parameter value in Equation 1 increases when the contribution of PVC and molecular diffusion increases, and when the contribution of PVC and molecular diffusion decreases, the Asphericity parameter in Equation 1 You can reduce the value of x 2 to lessen the effect of the value. For example, when the temperature of the process conditions is high or the pressure is low, the diffusion of molecules increases and the movement of solvent molecules becomes active. It should be adjusted through x 2 so that the effect of the value is large.
  • x 3 is a control variable determined by process conditions such as temperature and pressure.
  • x 3 is a real number of 0 to 5, specifically a real number of 0 to 3, more specifically a real number of 0 to 1, and preferably may be 0.5.
  • the hydrogen bond between PVC and solvent molecules can be considered important through x 3 , and when the process conditions are changed, the diffusion of molecules increases and the contribution of hydrogen bonds between PVC and solvent molecules decreases.
  • the dH parameter in Equation 1 The value of x 3 can be reduced so that the effect of the value is small, and the value of x 3 can be increased so that the influence of the dH parameter value in Equation 1 increases when the contribution of hydrogen bonding between PVC and solvent molecules increases. For example, when the temperature of the process conditions is high or the pressure is low, the diffusion of molecules increases, reducing the contribution of hydrogen bonding between PVC and solvent molecules.
  • x 4 is a control variable determined by process conditions such as temperature and pressure.
  • x 4 is a real number of 0 to 5, specifically a real number of 0 to 3, more specifically a real number of 0 to 1, and preferably may be 0.25.
  • the interaction between PVC and solvent molecules can be considered important, and when the process conditions are changed, the molecular diffusion increases and the contribution of the interaction between PVC and solvent molecules decreases.
  • Polar Surface Area in Equation 1 The value of x 4 can be reduced so that the effect of the parameter value is small, and the value of x 4 can be increased so that the effect of the value of the Polar Surface Area parameter in Equation 1 increases when the contribution of the interaction between PVC and solvent molecules increases. For example, when the temperature of the process conditions is high or the pressure is low, the diffusion of molecules increases, reducing the contribution of interactions between PVC and solvent molecules, so the effect of the Polar Surface Area parameter value must be adjusted through x 4 to reduce .
  • a solvent having a PVC swelling score value of 0 or less according to Equation 1 may be determined as a good solvent for polyvinyl chloride.
  • the good solvent means a solvent capable of dissolving polyvinyl chloride, and is a solvent capable of dissolving and extracting polyvinyl chloride from waste.
  • the solvent having a PVC swelling score value of 0 or less according to Equation 1 is polyvinyl chloride It can be judged as a good solvent for
  • a solvent having a PVC swelling score value greater than 0 according to Equation 1 may be determined as a non-solvent for polyvinyl chloride.
  • the non-solvent means a solvent having low solubility for polyvinyl chloride, and is a solvent that can be used when precipitating polyvinyl chloride from the extracted polyvinyl chloride solution.
  • the solvent having a PVC swelling score value greater than 0 according to Equation 1 is polychlorinated It can be judged as a non-solvent for vinyl.
  • a step of selecting any one of solvents having a PVC swelling score value greater than 0 according to Equation 1 as a non-solvent for polyvinyl chloride may be further included.
  • the difference between the PVC swelling score value of the good solvent and the PVC swelling score value of the non-solvent is 0.1 or more, 0.2 or more, 0.3 or more, 0.4 or more, 0.5 or more, 0.6 or more, 0.7 or more, 0.8 or more.
  • the difference between the PVC swelling score value of the good solvent and the PVC swelling score value of the non-solvent may be 1.5 or more.
  • the boiling point of the good solvent is 70 °C or more, 71 °C or more, 72 °C or more, 73 °C or more, 74 °C or more, 75 °C or more, 76 °C or more, 77 °C or more, 78 °C or more, 79 °C or more, 80 °C or more, 81 °C or more, 82 °C or more, 83 °C or more, 84 °C or more, 85 °C or more, 86 °C or more, 87 °C or more, 88 °C or more, 89 °C or more, 90 °C or more, 95 °C or more Or it may be 100 °C or more.
  • the boiling point of the good solvent is not particularly limited, but if the boiling point is too high, the energy required for drying may increase in the process of drying after the PVC extraction is completed, so the good solvent can be selected in consideration of the process cost.
  • the boiling point of the good solvent may be 400°C or less, 350°C or less, or 300°C or less.
  • Another embodiment of the present specification comprises the steps of screening a solvent for polyvinyl chloride extraction using the above-described solvent screening method.
  • It provides a method for recycling waste containing polyvinyl chloride, comprising the step of extracting the polyvinyl chloride from the waste containing polyvinyl chloride by using the screened solvent.
  • the description of the screening step of the recycling method of waste may refer to the above-described screening method of the solvent for PVC extraction.
  • the step of extracting the polyvinyl chloride is to contact the waste containing the polyvinyl chloride with a good solvent having a PVC swelling score value of 0 or less according to Equation 1, and to remove the polyvinyl chloride from the waste.
  • a dissolution step of dissolving with the good solvent to obtain a polyvinyl chloride solution may be included.
  • Another exemplary embodiment of the present specification is the step of selecting each of the good solvent and non-solvent for polyvinyl chloride extraction using the above-described solvent screening method; contacting the waste containing the polyvinyl chloride with the good solvent and dissolving the polyvinyl chloride in the waste with the good solvent to obtain a polyvinyl chloride solution (hereinafter referred to as a dissolution process); and precipitating polyvinyl chloride from the dissolving solution by contacting the dissolving solution with the non-solvent (hereinafter, referred to as a precipitation process). .
  • the step of extracting the polyvinyl chloride is the step of extracting the polyvinyl chloride
  • the waste containing polyvinyl chloride is brought into contact with any one good solvent among solvents having a PVC swelling score value of 0 or less according to Equation 1, and the polyvinyl chloride in the waste is dissolved with the good solvent to obtain a polyvinyl chloride solution. dissolution process to obtain, and
  • a precipitation step of precipitating polyvinyl chloride from the solution by contacting the solution with any one non-solvent among solvents having a PVC swelling score value greater than 0 according to Formula 1 may be included.
  • the step of extracting the polyvinyl chloride may include polyvinyl chloride, further comprising a separation step of separating solids from the polyvinyl chloride solution obtained in the dissolution step.
  • the solid content is a solid that does not dissolve in a good solvent for polyvinyl chloride, and corresponds to an impurity.
  • the step of extracting the polyvinyl chloride may further include a rinsing process of rinsing the polyvinyl chloride precipitated by the precipitation process.
  • the step of extracting the polyvinyl chloride may further include a drying process of drying the polyvinyl chloride precipitated by the precipitation process.
  • Another embodiment of the present specification provides recycled polyvinyl chloride extracted from waste containing polyvinyl chloride by using a solvent screened by the above-described solvent screening method.
  • Another embodiment of the present specification is polyvinyl chloride extracted from waste containing polyvinyl chloride; A good solvent of any one of the solvents having a PVC swelling score value of 0 or less according to Formula 1 below; and a non-solvent of any one of solvents having a PVC swelling score value greater than 0 according to Equation 1 below.
  • Dipole is the dipole moment of the solvent molecule
  • Asphericity is the asphericity of the solvent molecule
  • dH is the Hansen melting parameter for the hydrogen bond of the solvent molecule
  • Polar Surface Area is the fractional polar surface area.
  • Equation 1 refers to the above description to avoid duplication.
  • the waste polyvinyl chloride recycling composition is polyvinyl chloride extracted from waste containing polyvinyl chloride by the good solvent, the good solvent used in polyvinyl chloride extraction, and the extracted polyvinyl chloride. It means a state in which all non-solvents that separate and precipitate from the good solvent are included. Depending on the ratio of the good solvent and the non-solvent, the polyvinyl chloride extracted may coexist with the polyvinyl chloride dissolved in the good solvent and the precipitated polyvinyl chloride, or most of the polyvinyl chloride may be precipitated and settled in a solid state.
  • the content of the non-solvent is at least 100 parts by weight or more, equal to or greater than the weight of the good solvent, so that the solute can precipitate.
  • the higher the content of the non-solvent the easier the precipitation of the solute and the shorter the process time.
  • the content of the non-solvent is 100 parts by weight or more, 150 parts by weight or more, 200 parts by weight or more, 250 parts by weight or more, 300 parts by weight or more, 350 It may be 400 parts by weight or more, 450 parts by weight or more, or 500 parts by weight or more, and may be 1000 parts by weight or less, 900 parts by weight or less, 800 parts by weight or less, 700 parts by weight or less, or 600 parts by weight or less.
  • the content of the good solvent is not particularly limited as long as PVC in the waste can be dissolved.
  • the content of the good solvent is at least 100 parts by weight or more, and the solute can be precipitated by adding the same or more than the weight of the waste.
  • the content of the good solvent is 100 parts by weight or more, 150 parts by weight or more, 200 parts by weight or more, 250 parts by weight or more, 300 parts by weight or more, 350 parts by weight or more, 400 parts by weight or more, 450 parts by weight or more, or 500 parts by weight or more, and 1000 parts by weight or less, 900 parts by weight or less, 800 parts by weight or less, 700 parts by weight or less, or 600 parts by weight may be below.
  • the good solvent and the non-solvent are each independently any one of an alcohol solvent, a ketone solvent, an ester solvent, an ether solvent, a polar aprotic solvent, a hydrocarbon solvent, and a halogen-containing solvent.
  • the good solvent is any one of an alcohol-based solvent, a ketone-based solvent, an ester-based solvent, an ether-based solvent, a polar aprotic solvent, a hydrocarbon solvent, and a halogen-containing solvent.
  • the good solvent has a PVC swelling score value of 0 or less according to Equation 1, and is selected in consideration of the difference in solubility between the non-solvent and polyvinyl chloride used together.
  • the good solvent is n,n-dimethylacetamide, cyclopentanone, 2-pentanone, dioxane, nitrobenzene, ethylacetate, benzene, trichloroethylene, 1,2-dichloroethane, chloroform, cyclohexanone, tetrahydrofuran, 2-butanone, acetone, 4-methylpentan-2-one , 1,2,3-propanetrioltrinitrate, tetramethylenesulfoxide, 1-piperidinecarboxaldehyde, 1-acetylpiperidine, n-methyl-2-pyrrolidinone, 1,4-dimethylpyrrolidone, 1,3-dimethyl-2-imidazolidinone, 1,5-di
  • the non-solvent is any one of an alcohol-based solvent, a ketone-based solvent, an ester-based solvent, an ether-based solvent, a polar aprotic solvent, a hydrocarbon solvent, and a halogen-containing solvent.
  • the non-solvent has a PVC swelling score value greater than 0 according to Equation 1, and is selected in consideration of the solubility difference between the good solvent and polyvinyl chloride used together.
  • the non-solvent is propanol, diethylether, n-heptane, hexane, 1,4-butadiol, octane, cyclopentane, propyleneglycol, dimethylsulfoxide, methanol, ethanol, 2-propanol, 2,4-dimethylhexane, 3-ethyl-2,4-dimethylpentane , 2,7-dimethyloctane, 2,6-dimethyl-heptane, 2-methyl-3-ethylpentane, 3,3-dimethylhexane, 2,3,5-trimethylhexane, 2,3,4-trimethylpentane, 2,2-dimethylheptane , 3,3-dimethylpent
  • Another embodiment of the present specification provides recycled polyvinyl chloride obtained by filtering the above-described composition.
  • most of the polyvinyl chloride extracted by the good solvent from the waste containing polyvinyl chloride in the waste polyvinyl chloride recycling composition is precipitated by the non-solvent and is in a solid state. can be submerged with Recycled polyvinyl chloride can be obtained by filtering the composition containing the precipitated polyvinyl chloride.
  • the recycled polyvinyl chloride includes both a state in which the composition is filtered, or a state in which excess solvents are removed by drying after filtering.
  • the recycled polyvinyl chloride includes additives derived from waste.
  • the additive derived from the waste is not particularly limited as long as it is an additive that has been added to produce the waste, but includes, for example, a plasticizer.
  • additives such as plasticizers are already included, so there is an advantage in that additives such as plasticizers are not added or the amount of additives can be reduced.
  • the waste is not particularly limited as long as it contains PVC, but for example, construction materials (pipes, window frames, etc.) containing PVC, wire coatings, synthetic leather, rubber basins, hoses, flooring materials , packaging materials, medical infusion bags, toys, and the like.
  • construction materials pipes, window frames, etc.
  • the recycled polyvinyl chloride is PVC extracted by solvent extraction, and during extraction with a solvent, low molecular weight PVCs are filtered to have an average molecular weight greater than PVC produced by polymerization or PVC in waste. it rises
  • the average molecular weight of PVC changes, dynamic physical properties affected by the average molecular weight, such as its glass transition temperature (Tg) and melting temperature (Tm), change, so as the average molecular weight of PVC increases, the glass transition temperature (Tg), Dynamic properties such as melting temperature (Tm) also increase.
  • PVC swelling score values for the solvents in Table 1 were derived and shown in Table 1, and PVC swelling score values for some of the solvents were shown in FIG. At this time, x 1 is 1.5, x 2 is 1.5, x 3 is 0.5, and x 4 is 0.25 in consideration of 25° C. and 1 atm.
  • the root mean square The root mean square (R 2 ) is 0.784. Therefore, it can be seen that the PVC Swelling Score expresses the experimental value well.
  • FIG. 2 shows the relationship between the Log value of the PVC swelling ratio, which is the experimental value of the #1 document, and the PVC Swelling Score value of the solvent.
  • the PVC swelling ratio is the value of Table 1 in the document #1 above, calculated by calculating the sum of the volume of the dried PVC, the volume of the PVC dried after putting it in the solvent, and the volume of the solvent participating in swelling, and the PVC swelling based on the PVC volume. and the ratio occupied by the solvent volume is the calculated value.
  • a solution was prepared by adding a PVC waste sample to the good solvent in Table 3 and stirring at 120 rpm for 3 hours at room temperature. Thereafter, PVC was precipitated by dropping the non-solvent in Table 3 below into the solution. At this time, the weight ratio of waste PVC:good solvent:non-solvent is 1:5:20.
  • reaction solution was filtered through a filter to obtain a filtered solid.
  • the filtered solid was additionally washed with the same non-solvent as the non-solvent and dried to obtain recycled PVC.
  • sample (g) means the weight of the PVC waste sample initially introduced.
  • the PVC swelling score values of the solvents used in Table 3 are shown in Table 4 below. Looking at Table 3 with reference to the PVC swelling score values in Table 4, in the case of dichloromethane, since the PVC swelling score is higher than that of cyclohexane or n,n-dimethylpropanamide, the degree of PVC swelling is lowered, so it can be seen that the recovery rate is generally low. In the case of n,n-dimethylpropanamide, it can be confirmed that the overall recovery rate is high because the PVC swelling ratio is the best.

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Abstract

본 명세서는 폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물에 관한 것이다.

Description

폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물
본 출원은 2021년 9월 3일에 한국특허청에 제출된 한국 특허 출원 제10-2021-0117888호, 2021년 9월 3일에 한국특허청에 제출된 한국 특허 출원 제10-2021-0117886호 및 2022년 9월 1일에 한국특허청에 제출된 한국 특허 출원 제10-2022-0110821호의 출원일의 이익을 주장하며, 그 내용 전부는 본 명세서에 포함된다.
본 명세서는 폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물에 관한 것이다.
플라스틱은 열 또는 압력에 의하여 다양한 모양으로 성형할 수 있고, 재질의 품질이 점점 좋아지고 있어 일상생활 전반의 물건을 플라스틱으로 대체하거나, 이를 사용한 새로운 물건이 개발되고 있다.
이러한 플라스틱은 편리하고 사용이 간편하여, 전세계적으로 비닐봉투, 페트병, 일회용품, 포장제품, 전자제품 등 플라스틱으로 만든 제품의 수요가 점차 증가하고 있다.
이렇게 사용되고 버려진 플라스틱은 소각하거나 매립되는 데, 소각하는 경우에는 인체에 유해한 오염물질이 많이 배출되므로, 버려진 플라스틱은 소각보다는 매립하게 된다.
그러나, 대부분의 플라스틱은 폐기 후 자연 분해에 오랜 시간이 소요되는 데, 매립되는 플라스틱의 양이 상당하기 때문에, 플라스틱 재활용에 대한 관심이 증가하고 있다.
플라스틱 중에서, 폴리염화비닐(PVC)는 건축자재(파이프, 창틀 등), 전선피복, 합성피혁, 고무대야, 호스, 바닥재, 포장재, 의료용 수액 주머니, 장난감 등에서 많이 사용되고 있다. PVC를 포함하는 폐기물로부터 PVC를 재활용하기 위한 다양한 방법과 재활용과정에서 인류와 환경에 줄 수 있는 피해를 최소화할 수 있는 물질을 모색해야 한다.
본 명세서는 폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물을 제공한다.
본 명세서의 일 실시상태는 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하기 위한 용매를 하기 식 1을 이용하여 스크리닝하는 단계를 포함하는 폴리염화비닐 추출용 용매의 스크리닝 방법을 제공한다.
[식 1]
Figure PCTKR2022013227-appb-img-000001
상기 식 1에서,
x1, x2, x3 및 x4는 각각 0 내지 5의 실수이고,
Dipole은 용매 분자의 쌍극자 모멘트이며,
Asphericity는 용매 분자의 비구면성이고,
dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며,
Polar Surface Area는 Fractional polar surface area이다.
본 명세서의 다른 실시상태는 상술한 용매의 스크리닝 방법을 이용하여 폴리염화비닐 추출용 용매를 스크리닝하는 단계; 및
상기 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하는 단계를 포함하는, 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법을 제공한다.
본 명세서의 또 다른 실시상태는 상술한 용매의 스크리닝 방법에 의해 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 추출된 재활용된 폴리염화비닐을 제공한다.
본 명세서의 다른 실시상태는 폴리염화비닐을 포함하는 폐기물로부터 추출된 폴리염화비닐; 하기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 양용매; 및 하기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 비용매를 포함하는 폐폴리염화비닐 재활용 조성물을 제공한다.
[식 1]
Figure PCTKR2022013227-appb-img-000002
상기 식 1에서,
x1, x2, x3 및 x4는 각각 0 내지 5의 실수이고, Dipole은 용매 분자의 쌍극자 모멘트이며, Asphericity는 용매 분자의 비구면성이고, dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며, Polar Surface Area는 Fractional polar surface area이다.
본 명세서의 일 실시상태에 따르면, 폴리염화비닐을 포함하는 폐기물로부터 폴리염화비닐을 추출하는 과정에서 사용할 수 있는 다양한 용매를 찾아낼 수 있다.
본 명세서의 다른 실시상태에 따르면, 폴리염화비닐을 포함하는 폐기물로부터 폴리염화비닐을 추출하는 과정에 적합한 다양한 양용매-비용매 조합을 찾아낼 수 있다.
도 1은 본 명세서에 따른 식 1로 계산된 PVC swelling score값을 도시한 그래프이다.
도 2는 본 명세서에 따른 식 1로 계산된 PVC swelling score값과 swelling ratio Log값의 관계를 도시한 그래프이다.
이하에서 본 명세서에 대하여 상세히 설명한다.
본 명세서는 폐기물로부터 폴리염화비닐(PVC)를 추출하기 위해 사용 가능한 용매를 예측하여 분류하고 평가할 수 있는 파라미터를 제공하고자 한다. 이를 통해 PVC를 추출할 수 있는 새로운 용매를 발굴할 수 있다. 여기서, PVC를 추출할 수 있는 용매는 PVC를 폐기물로부터 추출하기 위해 사용되는 모든 용매를 의미하며, 구체적으로 PVC에 대해 용해도가 높아서 폐기물로부터 PVC를 녹여낼 수 있는 양용매뿐 아니라, PVC가 용해된 양용매로부터 PVC를 석출시켜 PVC를 수득시킬 수 있는 비용매도 포함할 수 있다. 또한 하나의 역할에 1 이상의 용매를 혼합하여 사용할 수 있다. 예를 들면, 양용매로서 단독 용매를 사용할 수도 있고, 양용매로서 2 이상의 용매를 혼합하여 사용할 수 있으며, 이 경우 혼합용매 중 각 용매의 혼합비율, 즉 중량분율(Weight Fraction)을 고려하여 후술할 식 1에 대답하여 PVC swelling score값을 산출한다.
본 명세서의 일 실시상태는 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하기 위한 용매를 하기 식 1을 이용하여 스크리닝하는 단계를 포함하는 폴리염화비닐 추출용 용매의 스크리닝 방법을 제공한다.
[식 1]
Figure PCTKR2022013227-appb-img-000003
상기 식 1에서,
x1, x2, x3 및 x4는 각각 0 내지 5의 실수이고,
Dipole은 용매 분자의 쌍극자 모멘트이며,
Asphericity는 용매 분자의 비구면성이고,
dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며,
Polar Surface Area는 Fractional polar surface area이다.
본 명세서의 일 실시상태에서, 용매 쌍극자 모멘트, 비구면성, 한센 용해 파라미터 및 Fractional Polar Surface Area의 데이터를 이용하여 PVC와 용매의 친화도를 계산하고 계산된 결과를 바탕으로 PVC와 잘 섞이는 양용매, 즉 폐기물로부터 PVC를 분리할 수 있는 용매와, PVC와 잘 섞이지 않는 비용매, 즉 PVC가 용해된 용매로부터 PVC를 석출시킬 수 있는 용매를 분류할 수 있다.
본 명세서의 일 실시상태에서, 상기 식 1은 용매에 따른 PVC 용해도를 dipole moment, asphericity, dH 및 Polar Surface Area를 사용하여 표현했다. 용매 분자에 극성이 있는 경우 PVC와의 상호작용(interaction)이 증가하며, 용매 분자가 구형으로 존재할수록 같은 질량에 압축되어 존재하기 때문에 PVC 사슬 사이에 잘 침투할 수 있어 용해도를 증가시킬 수 있다. 한센 용해 파라미터의 수소결합 기여도는 용매 분자와 PVC 사이의 수소 결합이 증가하게 된다면 용해도가 증가함을 반영한다. Polar Surface Area의 경우 표면에 극성이 있는 부분이 노출되어 PVC 고분자와의 상호작용이 더 용이한지 나타낸다.
본 명세서의 일 실시상태에서, 상기 식 1은 PVC와 용매 사이의 용해도를 결정할 수 있는 인자를 온도 등 실험조건의 변수와 함께 고려한 용해도 점수를 의미한다. 상기 식 1은 PVC에 대한 용해도가 높을수록 값이 작다.
본 명세서의 일 실시상태에서, 상기 식 1의 값을 통해, 양용매와 비용매를 구분하는 기준값은 3, 2.5, 2, 1.5, 1, 0.5, 0, -0.5, -1, -1.5, -2, -2.5 또는-3을 기준으로 양용매와 비용매를 구분할 수 있다. 구체적으로, 기준값 이하이면 양용매로 판단하고, 기준값 초과이면 비용매로 판단할 수 있다.
본 명세서의 일 실시상태의 식 1에서, Dipole은 용매 분자의 쌍극자 모멘트를 의미하고, 일반적인 descriptor 계산 프로그램으로 계산이 가능하며, Dragon, Mordred, PaDEL-Descriptor 등을 사용하여 계산할 수 있다.
본 명세서의 일 실시상태의 식 1에서, asphericity는 구조적으로 용매 분자가 구에 가까운 지를 나타내며, 일반적인 descriptor 계산 프로그램으로 계산이 가능하며, Dragon, Mordred, PaDEL-Descriptor 등을 사용하여 계산할 수 있다.
본 명세서의 일 실시상태의 식 1에서, dH는 한센 용해 파라미터의 수소결합 지표를 의미하고 Hansen Solubility Parameter라는 프로그램을 통해 예측값을 얻을 수 있다.
본 명세서의 일 실시상태의 식 1에서, Polar Surface Area는 Fractional Polar Surface area로 표면에 극성이 있는 부분이 노출되는 정도를 나타내며, 표면에 극성 노출 정도가 클수록 PVC 고분자와의 상호작용이 더 용이하다. Polar Surface Area는 CORINA와 BIOVIA의 Discovery Studio에서 계산이 가능하다.
온도와 압력과 같은 공정 조건에 따라 x1, x2, x3 및 x4의 값이 조정할 수 있다. 온도가 올라가거나, 압력이 낮아질수록 용매 분자의 확산 속도는 증가하게 되며, 이에 따라 확산과 연관이 있는 x2 (용매 분자의 구형)이 더 의존성이 높아 증가할 수 있으며, 온도가 내려가거나 압력이 높아질수록 용매 확산 속도보다는 PVC와의 interaction이 더 중요하기 때문에 x1, x3, x4의 파라미터를 증가시킬 필요가 있다.
본 명세서의 일 실시상태에서, x1는 온도와 압력과 같은 공정 조건으로 결정되는 조절변수이다. x1는 0 내지 5의 실수이며, 구체적으로 0 내지 3의 실수이고, 더 구체적으로 0 내지 2의 실수이며, 바람직하게는 1.5일 수 있다. x1을 통해, PVC와 용매 분자와의 상호작용을 중요하게 고려할 수 있고, 공정 조건이 변경될 때, PVC와 용매 분자와의 상호작용의 기여도가 높아지면 식 1 내 Dipole 파라미터 값의 영향이 커지도록 x1값을 증가시키고, PVC와 용매 분자와의 상호작용의 기여도가 낮아지면 식 1 내 Dipole 파라미터 값의 영향이 줄어들도록 x1값을 줄일 수 있다. 예를 들면, 공정 조건의 온도가 높거나 압력이 낮아지면 분자의 확산이 증가하여 PVC와 용매 분자와의 상호작용의 기여도가 줄어들게 되어 식 1 내 Dipole 파라미터 값의 영향이 적어지도록 x1을 통해 조정해야 한다.
본 명세서의 일 실시상태에서, x2는 온도와 압력과 같은 공정 조건으로 결정되는 조절변수이다. x2는 0 내지 5의 실수이며, 구체적으로 0 내지 3의 실수이고, 더 구체적으로 0 내지 2의 실수이며, 바람직하게는 1.5일 수 있다.
본 명세서의 일 실시상태에서, x2는 Asphericity와 관련된 변수로서, Asphericity는 용매 분자의 단위 질량당 크기를 의미하며 구형으로 가까울수록 PVC에 침투하기 쉬워진다. 공정 조건이 변경될 때, PVC와 분자의 확산의 기여도가 높아지면 식 1 내 Asphericity 파라미터 값의 영향이 커지도록 x2값을 증가시키고, PVC와 분자의 확산의 기여도가 낮아지면 식 1 내 Asphericity 파라미터 값의 영향이 줄어들도록 x2값을 줄일 수 있다. 예를 들면, 공정 조건의 온도가 높거나 압력이 낮아지면 분자의 확산이 증가하여 용매 분자 운동이 활발하며, 이로 인하여 용매 분자가 PVC에 침투하기 용이해져 분자 확산 기여도가 더 중요해지므로 식 1 내 Asphericity 값의 영향이 커지도록 x2을 통해 조정해야 한다.
본 명세서의 일 실시상태에서, x3는 온도와 압력과 같은 공정 조건으로 결정되는 조절변수이다. x3는 0 내지 5의 실수이며, 구체적으로 0 내지 3의 실수이고, 더 구체적으로 0 내지 1의 실수이며, 바람직하게는 0.5일 수 있다. x3을 통해 PVC와 용매 분자와의 수소 결합을 중요하게 고려할 수 있고, 공정 조건이 변경될 때, 분자의 확산이 증가하여 PVC와 용매 분자와의 수소 결합의 기여도가 줄어들면 식 1 내 dH 파라미터 값의 영향이 적도록 x3값을 감소시키고, PVC와 용매 분자와의 수소 결합의 기여도가 증가하면 식 1 내 dH 파라미터 값의 영향이 커지도록 x3값을 증가시킬 수 있다. 예를 들면, 공정 조건의 온도가 높거나 압력이 낮아지면 분자의 확산이 증가하여 PVC와 용매 분자와의 수소 결합의 기여도가 줄어들게 되어 dH 파라미터 값의 영향이 줄어들도록 x3을 통해 조정해야 한다.
본 명세서의 일 실시상태에서, x4는 온도와 압력과 같은 공정 조건으로 결정되는 조절변수이다. x4는 0 내지 5의 실수이며, 구체적으로 0 내지 3의 실수이고, 더 구체적으로 0 내지 1의 실수이며, 바람직하게는 0.25일 수 있다. x4를 통해, PVC와 용매 분자와의 interaction를 중요하게 고려할 수 있고, 공정 조건이 변경될 때, 분자의 확산이 증가하여 PVC와 용매 분자와의 interaction의 기여도가 줄어들면 식 1 내 Polar Surface Area 파라미터 값의 영향이 적도록 x4값을 감소시키고, PVC와 용매 분자와의 interaction의 기여도가 증가지면 식 1 내 Polar Surface Area 파라미터 값의 영향이 커지도록 x4값을 증가시킬 수 있다. 예를 들면, 공정 조건의 온도가 높거나 압력이 낮아지면 분자의 확산이 증가하여 PVC와 용매 분자와의 interaction의 기여도가 줄어들게 되어 Polar Surface Area 파라미터 값의 영향이 줄어들도록 x4를 통해 조정해야 한다.
본 명세서의 일 실시상태에서, 상기 식 1에 따른 PVC swelling score값이 0 이하인 용매는 폴리염화비닐에 대한 양용매로 판단할 수 있다. 이때, 양용매는 폴리염화비닐을 용해할 수 있는 용매를 의미하며, 폐기물로부터 폴리염화비닐을 용해하여 추출할 수 있는 용매이다.
본 명세서의 일 실시상태에서 x1은 1.5이고, x2는 1.5이고, x3은 0.5이며, x4는 0.25일 때, 상기 식 1에 따른 PVC swelling score값이 0 이하인 용매는 폴리염화비닐에 대한 양용매로 판단할 수 있다.
본 명세서의 일 실시상태에서, 상기 식 1에 따른 PVC swelling score값이 0 초과인 용매는 폴리염화비닐에 대한 비용매로 판단할 수 있다. 이때, 비용매는 폴리염화비닐에 대한 용해도가 낮은 용매를 의미하며, 추출된 폴리염화비닐 용해액으로부터 폴리염화비닐을 석출시킬 때 사용할 수 있는 용매이다.
본 명세서의 일 실시상태에서, x1은 1.5이고, x2는 1.5이고, x3은 0.5이며, x4는 0.25일 때, 상기 식 1에 따른 PVC swelling score값이 0 초과인 용매는 폴리염화비닐에 대한 비용매로 판단할 수 있다.
본 명세서의 다른 실시상태에서, 상기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 용매를 폴리염화비닐에 대한 양용매로 선택하는 단계; 및
상기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 용매를 폴리염화비닐에 대한 비용매로 선택하는 단계를 더 포함할 수 있다.
본 명세서의 일 실시상태에서, 상기 양용매의 PVC swelling score값과 비용매의 PVC swelling score값의 차이는 0.1 이상, 0.2 이상, 0.3 이상, 0.4 이상, 0.5 이상, 0.6 이상, 0.7 이상, 0.8 이상, 0.9 이상, 1 이상, 1.1 이상, 1.2 이상, 1.3 이상, 1.4 이상, 1.5 이상, 1.6 이상, 1.7 이상, 1.8 이상, 1.9 이상, 2 이상, 2.1 이상, 2.2 이상, 2.3 이상, 2.4 이상, 2.5 이상, 2.6 이상, 2.7 이상, 2.8 이상, 2.9 이상, 3 이상, 3.1 이상, 3.2 이상, 3.3 이상, 3.4 이상, 3.5 이상, 3.6 이상, 3.7 이상, 3.8 이상, 3.9 이상, 4 이상, 4.1 이상, 4.2 이상, 4.3 이상, 4.4 이상, 4.5 이상, 4.6 이상, 4.7 이상, 4.8 이상, 4.9 이상, 5 이상, 5.1 이상, 5.2 이상, 5.3 이상, 5.4 이상, 5.5 이상, 5.6 이상, 5.7 이상, 5.8 이상, 5.9 이상, 6 이상, 6.1 이상, 6.2 이상, 6.3 이상, 6.4 이상, 6.5 이상, 6.6 이상, 6.7 이상, 6.8 이상, 6.9 이상, 7 이상, 7.1 이상, 7.2 이상, 7.3 이상, 7.4 이상, 7.5 이상, 7.6 이상, 7.7 이상, 7.8 이상, 7.9 이상, 8 이상, 8.1 이상, 8.2 이상, 8.3 이상, 8.4 이상, 8.5 이상, 8.6 이상, 8.7 이상, 8.8 이상, 8.9 이상, 9 이상, 9.1 이상, 9.2 이상, 9.3 이상, 9.4 이상, 9.5 이상, 9.6 이상, 9.7 이상, 9.8 이상, 9.9 이상, 또는 10 이상일 수 있다.
본 명세서의 일 실시상태에서, 상기 양용매의 PVC swelling score값과 비용매의 PVC swelling score값의 차이는 1.5 이상일 수 있다.
본 명세서의 일 실시상태에서, 양용매의 비점은 70℃ 이상, 71℃ 이상, 72℃ 이상, 73℃ 이상, 74℃ 이상, 75℃ 이상, 76℃ 이상, 77℃ 이상, 78℃ 이상, 79℃ 이상, 80℃ 이상, 81℃ 이상, 82℃ 이상, 83℃ 이상, 84℃ 이상, 85℃ 이상, 86℃ 이상, 87℃ 이상, 88℃ 이상, 89℃ 이상, 90℃ 이상, 95℃ 이상 또는 100℃ 이상일 수 있다. 이 경우, 공정상 가열이 필요한 경우 가열 온도 이상의 비점을 가져 가열에 의해 양용매의 손실이 없어 유리하고, 휘발성이 어느 정도 조절되어 취급에 용이성이 있다. 이때, 양용매의 비점 상한치는 특별히 한정하지 않으나 비점이 너무 높으면 PVC추출 완료 후 건조하는 과정에서 건조에 필요한 에너지가 증가할 수 있으므로, 공정비용을 고려하여 양용매를 선택할 수 있다. 예를 들면, 양용매의 비점은 400℃ 이하, 350℃ 이하 또는 300℃ 이하일 수 있다.
본 명세서의 다른 실시상태는 상술한 용매의 스크리닝 방법을 이용하여 폴리염화비닐 추출용 용매를 스크리닝하는 단계; 및
상기 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하는 단계를 포함하는, 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법을 제공한다.
본 명세서에서, 폐기물의 재활용하는 방법 중 스크리닝하는 단계의 설명은 상술한 PVC 추출용 용매의 스크리닝 방법을 인용할 수 있다.
본 명세서의 일 실시상태에서, 상기 폴리염화비닐을 추출하는 단계는 상기 폴리염화비닐을 포함하는 폐기물을 상기 식 1에 따른 PVC swelling score값이 0 이하인 양용매와 접촉시키고 상기 폐기물 중 폴리염화비닐을 상기 양용매로 용해해 폴리염화비닐 용해액을 얻는 용해 공정을 포함할 수 있다.
본 명세서의 또 다른 실시상태는 상술한 용매의 스크리닝 방법을 이용하여 폴리염화비닐 추출용 양용매 및 비용매를 각각 1종을 선택하는 단계; 상기 폴리염화비닐을 포함하는 폐기물을 상기 양용매와 접촉시키고 상기 폐기물 중 폴리염화비닐을 상기 양용매로 용해해 폴리염화비닐 용해액을 얻는 단계(이하, 용해 공정이라함); 및 상기 용해액을 상기 비용매와 접촉시킴으로써, 상기 용해액으로부터 폴리염화비닐을 석출시키는 단계(이하, 석출 공정이라함)를 포함하는 것인 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법을 제공한다.
본 명세서의 일 실시상태에서, 상기 폴리염화비닐을 추출하는 단계는,
상기 폴리염화비닐을 포함하는 폐기물을 상기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 양용매와 접촉시키고 상기 폐기물 중 폴리염화비닐을 상기 양용매로 용해해 폴리염화비닐 용해액을 얻는 용해 공정, 및
상기 용해액을 상기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 비용매와 접촉시킴으로써, 상기 용해액으로부터 폴리염화비닐을 석출시키는 석출 공정을 포함할 수 있다.
본 명세서의 일 실시상태에서, 상기 폴리염화비닐을 추출하는 단계는 상기 용해 공정으로 얻어진 폴리염화비닐 용해액으로부터 고형분을 분리하는 분리 공정을 더 포함하는, 폴리염화비닐을 포함할 수 있다. 이때, 상기 고형분은 폴리염화비닐의 양용매로 용해되지 않는 고체로서, 불순물에 해당한다.
본 명세서의 일 실시상태에서, 상기 폴리염화비닐을 추출하는 단계는 상기 석출 공정으로 석출된 폴리염화비닐을 린스하는 린스 공정을 더 포함할 수 있다.
본 명세서의 일 실시상태에서, 상기 폴리염화비닐을 추출하는 단계는 상기 석출 공정으로 석출된 폴리염화비닐을 건조하는 건조 공정을 더 포함할 수 있다.
본 명세서의 또 다른 실시상태는 상술한 용매의 스크리닝 방법에 의해 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 추출된 재활용된 폴리염화비닐을 제공한다.
본 명세서의 다른 실시상태는 폴리염화비닐을 포함하는 폐기물로부터 추출된 폴리염화비닐; 하기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 양용매; 및 하기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 비용매를 포함하는 폐폴리염화비닐 재활용 조성물을 제공한다.
[식 1]
Figure PCTKR2022013227-appb-img-000004
상기 식 1에서,
Dipole은 용매 분자의 쌍극자 모멘트이며, Asphericity는 용매 분자의 비구면성이고, dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며, Polar Surface Area는 Fractional polar surface area이다.
여기서, 식 1에 대한 설명은 중복을 피하기 위해 상술한 설명을 인용한다.
본 명세서의 일 실시상태에서, 폐폴리염화비닐 재활용 조성물은 폴리염화비닐을 포함하는 폐기물로부터 상기 양용매에 의해 추출된 폴리염화비닐, 폴리염화비닐 추출시 사용된 양용매, 및 추출된 폴리염화비닐을 양용매로부터 분리하여 석출시키는 비용매가 모두 포함된 상태를 의미한다. 양용매와 비용매의 비율에 따라서 추출된 폴리염화비닐은 양용매에 용해된 폴리염화비닐과 석출된 폴리염화비닐이 공존하거나 대부분의 폴리염화비닐이 석출되어 고체상태로 가라앉아 있을 수 있다.
본 명세서의 일 실시상태에서, 폐폴리염화비닐 재활용 조성물 내에서, 상기 양용매의 중량을 100으로 할 때, 비용매의 함량은 적어도 100 중량부 이상으로 양용매의 중량과 동일 이상으로 첨가하여 용질을 석출시킬 수 있다. 비용매의 함량이 많을수록 용질의 침전이 쉽게 생기고 공정시간을 단축시킬 수 있으나, 용질 내 순도를 높이기 위해 적절한 석출속도, 석출되는 용질의 입자크기를 고려하여 비용매의 함량을 조절하는 것이 바람직하다.
본 명세서의 일 실시상태에서, 상기 양용매의 중량을 100으로 할 때, 비용매의 함량은 100 중량부 이상, 150 중량부 이상, 200 중량부 이상, 250 중량부 이상, 300 중량부 이상, 350 중량부 이상, 400 중량부 이상, 450 중량부 이상 또는 500 중량부 이상일 수 있으며, 1000 중량부 이하, 900 중량부 이하, 800 중량부 이하, 700 중량부 이하 또는 600 중량부 이하일 수 있다.
본 명세서의 일 실시상태에서, 상기 양용매의 함량은 폐기물 내 PVC가 용해될 수 있다면 특별히 한정하지 않는다. 폐폴리염화비닐을 포함하는 폐기물의 중량을 100으로 할 때, 상기 양용매의 함량은 적어도 100 중량부 이상으로 폐기물의 중량과 동일 이상으로 첨가하여 용질을 석출시킬 수 있다.
본 명세서의 일 실시상태에서, 폐폴리염화비닐을 포함하는 폐기물의 중량을 100으로 할 때, 상기 양용매의 함량은 100 중량부 이상, 150 중량부 이상, 200 중량부 이상, 250 중량부 이상, 300 중량부 이상, 350 중량부 이상, 400 중량부 이상, 450 중량부 이상 또는 500 중량부 이상일 수 있으며, 1000 중량부 이하, 900 중량부 이하, 800 중량부 이하, 700 중량부 이하 또는 600 중량부 이하일 수 있다.
본 명세서의 일 실시상태에서, 상기 양용매 및 비용매는 각각 독립적으로 알코올계 용매, 케톤계 용매, 에스터계 용매, 에테르계 용매, 극성 비양성자성 용매, 탄화수소 용매 및 할로겐 함유 용매 중 어느 하나이다.
본 명세서의 일 실시상태에서, 상기 양용매는 알코올계 용매, 케톤계 용매, 에스터계 용매, 에테르계 용매, 극성 비양성자성 용매, 탄화수소 용매 및 할로겐 함유 용매 중 어느 하나이다.
본 명세서의 일 실시상태에서, 상기 양용매는 상기 식 1에 따른 PVC swelling score값이 0 이하이고, 함께 사용되는 비용매와 폴리염화비닐에 대한 용해도 차이를 고려하여 선택된다. 상기 양용매는 n,n-dimethylacetamide, cyclopentanone, 2-pentanone, dioxane, nitrobenzene, ethylacetate, benzene, trichloroethylene, 1,2-dichloroethane, chloroform, cyclohexanone, tetrahydrofuran, 2-butanone, acetone, 4-methylpentan-2-one, 1,2,3-propanetrioltrinitrate, tetramethylenesulfoxide, 1-piperidinecarboxaldehyde, 1-acetylpiperidine, n-methyl-2-pyrrolidinone, 1,4-dimethylpyrrolidone, 1,3-dimethyl-2-imidazolidinone, 1,5-dimethylpyrrolidone, hexamethylphosphoramide, dimethylpropyleneurea, 1-ethyl-2-pyrrolidone, 1,3-dimethylpyrrolidone, 4-acetylmorpholine, 1-[ethoxy(methyl)phosphoryl]methylpiperidine, n,n-dimethylpropanamide, tributylphosphineoxide, 1-propyl-2-pyrrolidinone, n-isopropylpyrrolidone, n,n,4-trimethylbenzamide, n-methyl-o-acetotoluidide, 2-cyclohexen-1-one, n,n,3-trimethylbenzamide, n,n-dimethylbenzamide, trimethylenesulfide, n,n,2-trimethylbenzamide, 1,3-dioxane, tetramethylurea, 2-azacyclooctanone, 4-methyl-1-propyl-2-pyrrolidinone, 5-methyl-1-propyl-2-pyrrolidinone, n,n-diethylacetamide, 1,3-propanedithiol, 4,5-dihydro-2-methylthiazole, pyrrolidine, 3-methoxy-n,n-dimethylpropanamide, 4-fluoro-n,n-dimethylbenzamide, cycloheptanone, 1-morpholinopentan-1-one, 3-methylcyclohexanone, n,n-dimethylbutanamide, caprolactam, tetrahydrothiophene, 2-methoxy-n,n-dimethylbenzamide, dimethylformamide, 1,2-ethanedithiol, 1,4,7,10-tetraoxacyclododecane, ethyl 1,3-dimethyl-2-oxopyrrolidine-3-carboxylate, 1-(4-methylpiperidyl)butan-1-one, 2-methylcyclohexanone, 1-(2,6-dimethylmorpholin-4-yl)butan-1-one, n,n-diethylformamide, 4-(propan-2-yl)phenyldimethylcarbamate, n,n-dimethyl-3-phenylpropanamide, n-(1-methyl-2-methoxyethyl)-n-chloroacetyl-2-ethyl-6-methylaniline, dichloroacetylchloride, n,n-diethyl-3-(2-methyl-1,3-dioxolan-2-yl)propanamide, n-acetylcaprolactam, d-camphor, n-methylformanilide, ethyl n-acetyl-n-ethyl-beta-alaninate, (2,5-dimethoxyphenyl)acetaldehyde, 4-methylcyclohexanone, 2,6-dimethyl-2,5-cyclohexadiene-1,4-dione, 4-vinylcyclohexene dioxide, nicotine, 2-methylcyclopentanone, dimethylveronal, diethyl(trichloromethyl)phosphonate, 3-methyl-6-isopropylidenecyclohexanone, 1-heptanoyl-4-methylpiperazine, n,n-diethyl-4-oxopentanamide, n-ethyl-n-phenylacetamide, dimethyldisulfide, 4,6-dimethylpyrimidine, 1,4-oxathiane, n-sec-butylpyrrolidone, 1-(4-methylpiperidin-1-yl)pentan-1-one, 1-butyl-5-methyl-2-pyrrolidinone, 3-methyl-2-oxazolidone, n,n-dimethyl-4-(propan-2-yl)benzamide, 2,5-dimethylpyrazine, mesitenelactone, propyl 4-(dimethylamino)-4-oxobutanoate, diethyldimethylamidophosphate, isophorone, n,n-dimethyl 4-methoxybenzamide, 1,2,3,5-tetramethoxybenzene, 3,4,5-trimethoxytoluene, caprolactone, 3-methyl-piperidin-2-one, 2-ethylhexylsalicylate, ethyl 3-ethyl-2-oxooxolane-3-carboxylate, 1-ethyl-3,5,7-trimethyl-1,3-dihydro-azepin-2-one, dimethylisosorbide, cyclotenebutyrate, ethyl 2-(2-methoxyphenoxy)acetate, cyrene, 2,4,4-trimethyl-6-oxocyclohex-1-en-1-yl acetate, 1,2-benzodihydropyrone, tripropyleneglycolethyletherisomer, 3,4-dimethoxypropiophenone, methylaminoacetaldehydedimethylacetal, methyl 2,6-dimethoxybenzoate, 1,3-dimethyl-1,2,3,4-tetrahydro-4-quinolinone, ethyl 3,5-dimethoxybenzoate, 4-methoxybenzaldehyde, ethyl (4-methylphenoxy)acetate, 2,3,4-trimethoxyacetophenone, ethylimidazole, methyl 2-oxocyclooctanecarboxylate, ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate, 2',5'-dimethoxyacetophenone, isobutylformate, ethyl 2-(2,6-dimethylphenoxy)acetate, ethyl 2-(benzyloxy)acetate, hexylacetoacetate, diethylglutarate, 4-carbethoxy-2-ethyl-3-methyl-2-cyclohexen-1-one, nepetalactone, tripropyleneglycolbutylether, ethyl 5,5-dimethyl-2-oxofuran-3-carboxylate, 2-ethoxybenzaldehyde, methyl-2,4-dimethoxybenzoate, 5,5-diethyl-4-methoxyfuran-2(5h)-one, ethyl 4,6-dimethyl-2-oxo-3,4-dihydro-2h-pyran-5-carboxylate, ethyl 4-phenoxybutanoate, 2,5-dimethoxypropiophenone, ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate, ethyl 3-(5-oxotetrahydrofuran-2-yl)propanoate, benzylsalicylate, n,n-diethyl-4-methyl-4h-pyridine-1-carboxamide, p-tolylacetonitrile, 5-methyl-2(3h)-furanone, 1-methyl-2-(3-pyridyl)pyrrole, formicacidpentylester, ethyl 4-(dimethylamino)benzoate, n-butylacetamide, 4-methylbenzaldehyde, 3',4'-dimethoxyisobutyrophenone, benzaldehyde, 1,2,4-triethoxybenzene, isobutylphenoxyacetate, m-dimethoxybenzene, 3-oxobutanoicacid-1-methylethylester, ethyl2-(cyclohexylmethyl)-3-oxobutanoate, 5-ethyldihydro-2(3h)-furanone, 2-isopropyl-n,2,3-trimethylbutyramide, 4-(4-methylpiperidino)pyridine, 3-oxaspiro-undecan-2-one, formicacidhexylester, methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate, ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-ene-1-carboxylate, benzenepropanenitrile, 4,4-dimethyl-5,6,7,8-tetrahydro-1H-isochromen-3-one, ethyl 2,6-dimethyl-4-oxocyclohex-2-enecarboxylate, n,n-dimethyloctanamide, 1-(2,5-dimethylpyrrolidin-1-yl)pentan-1-one, gamma-butyrolactone, t-butylacetoacetate, 4-(methoxymethyl)anisole, mintlactone, 2-methoxyethylacetoacetate, p-(2,2-dimethoxyethoxy)anisole, 1-(1-ethylpropyl)-2-pyrrolizinone, 2,5-dimethoxytetrahydrofuran, 2-acetoxy-1-ethoxypropane, 1,3-dimethyl-4-ethylcarbostyril, 1-(4-methoxyphenoxy)acetone, glycerol tripropionate, 3-dimethylaminoanisole, 2,4-dimethylbenzaldehyde, paraldehyde, glycerol tributyrate, 2,3,4,5-tetramethoxytoluene, 1,3,3-trimethyl-2h-quinolin-4-one, 3-cyclohexene-1-carboxaldehyde, isobutylsalicylate, 2-(1-methylpropyl)phenyl methylcarbamate, (2,2-diethoxyethoxy)benzene, methyl 3-(5-oxooxolan-2-yl)propanoate, 4-acetoxy-2,5-dimethyl-3(2h)-furanone, 3-ethylchroman-2-one, ethyl 3-cyclohexyl-3-oxopropanoate, 1-propyl-2(1h)-pyridinone, 7-methyl-4,4a,5,6-tetrahydro-3H-naphthalen-2-one, 1-(3,5-dimethylphenoxy)propan-2-one, ethyl 3-(2,5,5-trimethyl-1,3-dioxan-2-yl)propanoate, 1-tetralone, 4-methyl-3-penten-2-one, 1-tert-butylpyrrolidin-2-one, methyl 2-(4-(tert-butyl)phenoxy)acetate, 2,6,10,10-tetramethyl-1-oxaspiro(4,5)deca-2,6-dien-8-one, ethyl 4-ethoxybenzoate, maltyl isobutyrate, 4-methyl-1,3-dioxane, 2-acetylpyridine, 1,4-diethoxybenzene, 1-(2,2-diethoxyethoxy)-4-methylbenzene, cyclohexyl lactone, 2-(2-butoxyethoxy)ethyl acetate, n-methylbenzamide, 3-acetyl-5-propyldihydrofuran-2(3h)-one, 2,2-diethoxyethoxymethylbenzene, n-methyl-m-tolylcarbamate, ethylene glycol dibutyrate, 4-cyano-2-fluorobenzoyl chloride, 3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-one, ethyl 2-(2-oxocyclohexyl)acetate, 4-(2-acetoxyethoxy)toluene, 4-(2,5-dimethylpyrrol-1-yl)-2,6-dimethylmorpholine, 1-butylpyridin-2(1h)-one, n,n-dimethyldecanamid, valeraldehyde, 2-(3-pyridyl)piperidine, 4-methoxypropiophenone, 4-tert-butyl-n,n-dimethylbenzamide, acetylacetone, ethyl 2-methyl-2-phenoxypropanoate, ethyl 2-acetyl-5-oxohexanoate, n-sec-isopentylpyrrolidone, 4-methyl-1-tetralone, 2-butoxyethanolacetate, isobutyric anhydride, n-hexyl-2-pyrrolidinone, 3-benzyl-2,4-pentanedione, ethyl 5-oxodecanoate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, 8-ethyl-1-oxaspiro[4.5]decan-2-one, n,n'-dibutylethyleneurea, methyl 3-oxododecanoate, 3-methyl-5-isopropyl-4-carbethoxy-2-cyclohexene-1-one, 6-pentyl-2h-pyran-2-one, m-methoxyacetophenone, benzisoxazole, n,n-diethylnicotinamide, ethyl 3-(2-oxocyclohexyl)propanoate, propyl 4-ethoxybenzoate, 5-butyl-5-ethyltetrahydro-2h-pyran-2-one, ethyl 2-oxo-1-propylcyclohexanecarboxylate, 2-propoxyethylacetate, dimethyl 2-methylglutarate, o-methylcorypalline, 1-pentylimidazole, n-formylmorpholine, methyl 2-butoxybenzoate, 7-butyloxepan-2-one, propanoic anhydride, acetophenone, 1-(3-methylpiperidin-1-yl)pentan-1-one, 1-butyl-2-methyl-imidazole, anisaldehyd diethyl acetal, 1-(2-methylpiperidin-1-yl)pentan-1-one, 5-butyl-5-ethyloxolan-2-one, 2,4,6-trimethylbenzaldehyde, n,n-diethylcyclohex-3-ene-1-carboxamide, butan-2-yl 4-methoxybenzoate, propylene glycol alpha methylbenzyl ether, 5-(benzyloxy)pentan-2-one, n,n-dimethyldodecanamide, n,n-diethyl-m-toluamide, (s)-dihydrobovolide, 3,4-dihydro-3-oxoedulan, butyl 2-methoxybenzoate, 7-cyclohexyloxepan-2-one, dimethyl 1,4-cyclohexanedicarboxylate, delta-decalactone, ethyl 2,5-dimethylphenoxyisobutyrate, 4a,8-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one, 5-hydroxy-2-decenoic acid lactone, ethyl 2-(2-oxooxolan-3-yl)acetate, methyloctalacton, 3-pentanone, 2,4-diacetylfuran, 2'-pentyloxyacetophenone, furfural, diethylmalonate, 1-(azepan-1-yl)butan-1-one, p-methoxyvalerophenone, n,n-diethylbenzamide, 4,4-dimethylnaphthalen-1(4h)-one, gamma-decalactone, piperitone, ethylacetoacetate, 1-hexylimidazole, dihydromintlactone, 4-heptanone, dimethyl glutarate, 4-(benzyloxy)-4-methylpentan-2-one, 3,3-dimethyl-1-phenoxybutan-2-one, molinate, 7-methoxy-2,2-dimethylchromene, propiophenone, ethyl 2-benzoyl-3-methylbutanoate, n,n-diethyl-2-methylcyclohexane-1-carboxamide, 5-methyl-5-propyl-1,3-dioxan-2-one, 3-methyl-5-(2-oxopropyl)oxolan-2-one, 1-(azepan-1-yl)pentan-1-one, 2-(2-ethoxyethoxy)-ethanolacetate, 2-methyl-1-(1-phenylethyl)imidazole, methyl 6-(diethylamino)-6-oxohexanoate, 5-undecanolide, 4-methyl-5-pentyloxolan-2-one, 2-ethoxyethylbenzoate, 3,4-dihydro-2(1h)-naphthalenone, 1-methoxy-3-(4-methylphenoxy)benzene, n,n-dihexylacetamide, dihydroactinidiolide, 1-pentanoylpiperidine, propan-2-yl 6-(dimethylamino)-6-oxohexanoate, 5,5-dimethyl-4-(3-oxobutyl)oxolan-2-one, 1-octylpyrrolidin-2-one, gamma-undecalactone, 4-ethoxyphenethylacetate, 2-hexanoylcyclohexan-1-one, gamma-methyldecalactone, 1-(azepan-1-yl)-3-methylbutan-1-one, methyl dihydrojasmonate, p-methoxypivalophenone, 2-acetyl-4-tert-butylcyclohexan-1-one, 4,4-dibutyl-gamma-butyrolactone, 4-ethyl-2,6-dimethoxyphenol, n,n-diethylcyclohexanecarboxamide, 5-dodecanolide, 1-hexanoylpiperidine, 1-heptyl-1h-imidazole, 2-isopropoxyethylbenzoate, butanoic anhydride, methylacetoacetate, 2,3,3-trimethylindanone, 5-hexyl-4-methyldihydrofuran-2(3h)-one, phenoxyacetone, 1-propoxy-2-propanol, ethyl di-n-propylthiolcarbamate, 1,2-dimethoxy-4-methylbenzene, tetrahydrofurfurylpropionate, 2-pyrrolidon, 2-methoxypropyl acetate, 4-dodecanolide, 2-ethoxy-4-(methoxymethyl)phenol, n-isopentylpropionanilide, pentylpiperidine-1-carboxylate, 1-(2-ethylpiperidin-1-yl)butan-1-one, isopropyl 2-isopropoxy-benzoate, n,n-dibutylpentanamide, 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran, 2-heptanone, 2-[2-(2-methoxypropoxy)propoxy]-1-propanol, 1,2,3,4,5,6,7,8-octahydro-2,8,8-trimethylnaphthalene-2-carbaldehyde, cycloate, 4-methylquinoline, 5-nonanone, n,n-dipentylbutanamide, 3-dimethylamino-2-methylpropiophenone, 2-ethyl-1-pentanoylpiperidine, 4-(ethoxymethyl)-2-methoxyphenol, n,n-dibutylhexanamide, 2-ethylhexyllactate, tripropyleneglycolmonomethylether, magnolione, 1-octylimidazole, butylformate, butylate, 5-ethyl-2-(2-furyl)-4-propyl-m-dioxane, 1-methoxy-4-(2-methoxyethoxymethyl)benzene, hexylpiperidine-1-carboxylate, 4-propylcyclohexanone, 2,5,8,11,14,17-hexaoxaoctadecane, ethyl n,n-diethylsuccinamate, ethyl dipentylcarbamate, 2-butoxyethyl 4-methylbenzoate, 4'-pentylacetophenone, vernolate, 2-cyclopentyl cyclopentanone, 2-butoxyethylbenzoate, trimethoxymethane, phenoyethylpropionate, 4'-isobutylacetophenone, 2-methylindole, n,n,2-triethylhexanamide, 2-methoxy-4-propylphenol, 3,5-bis(2-methylpropyl)cyclohexane-1,2-dione, 2,4-diethoxy-6-methylpyrimidine, ethyl-2-hydroxybenzoate, p-ethoxybenzaldehyde, glycerol triacetate, p-hexylacetophenone, n,n-diisopropyl-phenylacetamide, 3-ethylundecane-4,6-dione, 1-benzazine, methyl 5-methylsalicylate, n,n-dipropylheptanamide, 4-methylpyridine, 4-pentylcyclohexanone, 4-pyridinecarboxaldehyde, oxolan-2-yl methylheptanoate, 2-(2-(4-methylcyclohex-3-enyl)propyl)cyclopentanone, 2-isopropoxyphenol, octanophenon, 2-benzyl-4-methyl-1,3-dioxane, ethylbenzoate, 4-methyl-2-(2-methylpropyl)oxan-4-ol, 3-(diethylamino)propiophenone, benzylacetoacetate, isoamylbenzoate, pyridine, dichloromethane 및 1,1,2,2-tetrachloroethane 중 선택된 어느 하나일 수 있으나, 이에 한정되는 것은 아니다.
본 명세서의 일 실시상태에서, 상기 비용매는 알코올계 용매, 케톤계 용매, 에스터계 용매, 에테르계 용매, 극성 비양성자성 용매, 탄화수소 용매 및 할로겐 함유 용매 중 어느 하나이다.
본 명세서의 일 실시상태에서, 상기 비용매는 상기 식 1에 따른 PVC swelling score값이 0 초과이고, 함께 사용되는 양용매와 폴리염화비닐에 대한 용해도 차이를 고려하여 선택된다. 상기 비용매는 propanol, diethylether, n-heptane, hexane, 1,4-butadiol, octane, cyclopentane, propyleneglycol, dimethylsulfoxide, methanol, ethanol, 2-propanol, 2,4-dimethylhexane, 3-ethyl-2,4-dimethylpentane, 2,7-dimethyloctane, 2,6-dimethyl-heptane, 2-methyl-3-ethylpentane, 3,3-dimethylhexane, 2,3,5-trimethylhexane, 2,3,4-trimethylpentane, 2,2-dimethylheptane, 3,3-dimethylpentane, 1,1,1,2,2,3,3,4,4-nonafluorotetracosane, 2,5-dimethylhexane, 2,2-dimethylhexane, 2,3,3-trimethylpentane, formicacid, 2,2,6-trimethylheptane, 2,2,4-trimethylhexane, 2,2,3-trimethylpentane, 2,3,3,4-tetramethylpentane, 2,4,4-trimethylhexane, 1-hydroxybenzotriazole, 3-ethyl-2,2-dimethyl-pentane, 2,2,4,6,6-pentamethylheptane, 2,2,5-trimethylhexane, 2-nitroethanol, 2,2,3,4-tetramethylpentane, octamethyltrisiloxane, 2,2,3,3-tetramethylhexane, 1,5-pentanediol, 1,1,1,2,2,3,3-heptafluoroundecane, 2,2,5,5-tetramethylhexane, 2,2,3,3-tetramethylpentane, 2,2,4-trimethylpentane, 2,2,4,4-tetramethylpentane, dodecamethylcyclohexasiloxane, acetaldehydeammonia, 1,1,1,2,2,3,3,4,4-nonafluorohexadecane, dodecamethylpentasiloxane, 1,1,1,2,2,3,3-heptafluorononane, 1,3-dioxolan-2-one, decamethyltetrasiloxane, 1-(perfluorohexyl)docosane, hexamethyldisilane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorononadecane, tetradecamethylhexasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexacosane, 1,1,1,2,2,3,3,4,4-nonafluoroundecane, 1,1,1,2,2,3,3,4,4-nonafluorododecane, hexadecamethylheptasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotetracosane, propynol, 1,1,1,2,2,3,3,4,4-nonafluorodecane, ethanolamine, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorodocosane, 2-hydroxypropanenitrile, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoroicosane, 1,1,1,2,2,3,3,4,4-nonafluorononane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctadecane, cis-2-butene-1,4-diol, 1,1,1,2,2,3,3,4,4,5-decafluorononane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorooctacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorohexacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoropentacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotetracosane, 1-(perfluorohexyl)octane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorodecane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorodocosane, 1h,8h-hexadecafluorooctane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotriacontane, hexacosamethyldodecasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoroicosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorododecane, 1,3-propanediol, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoroundecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorononadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorononacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7-pentadecafluorotetradecane, 1,1,1,2,2,3,3,4,4,5,5,6-dodecafluorononane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorooctane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7-pentadecafluorotridecane, 1-perfluorooctyloctane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorodecane, 1,1,1,2,2,3,3,4,4,13,13,14,14,15,15,16,16,16-octadecafluorohexadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorohentriacontane, formicin, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotetradecane, 1-(henicosafluorodecyl)undecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorooctacosane, ethylenecyanohydrin, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoroicosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane, perfluorooctylbromide, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorododecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorotetracosane, pentacosafluorotricosane, 1-(perfluorohexyl)propane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorodecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotetradecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorododecane, glycol, tetratriacontafluorotetracosane, glycerol, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorotetradecane, methylhydroperoxide, H2O, 4-hydroxymethyl-1,3-dioxolan-2-one, hydroxyacetonitrile, perfluorooctane, cis-perfluorodecalin, methanesulfonicacid, formamide, 4-methylphenol, PBr3, H2O2, BBr3, methylbutane, 2,2-dimethylbutane, 2,2,3-trimethyl-butane, 2,2-dimethylpentane, 2,3-dimethylbutane, pentane, 2,4-dimethylpentane, 2-methylpentane, 2-methylhexane, 3-methylpentane, 3-methyl-hexane, 3-ethylpentane, 3-ethyl-3-methylpentane, 2-methylheptane, 3,3-diethylpentane, 3-methylheptane, 2-methyloctane, 4-methylheptane, 3-ethylheptane, 2-methyl-nonane, 3-methyloctane, 4-methyloctane, 2-methyldecane, 3-methyl-nonane, 1,1,3,3-tetramethylcyclopentane, 1,3-butanediol, 4-methyldecane, 5-methyl-nonane, 4-methyl-nonane, 1,1-dimethylcyclopentane, 1,1,2-trimethylcyclopentane, 1,1,2-trimethylcyclohexane, n-decane, n-nonane, isobutylcyclopentane, (1-methylethyl)-cyclopentane, tert-butylcyclohexane, pentadecane, tridecane, 1,1,3-trimethylcyclopentane, 1,1,3-trimethylcyclohexane, nonadecane, heptadecane, octadecane, ethylcyclopentane, dodecane, n-undecane, propylcyclopentane, isobutylcyclohexane, isopropylcyclohexane, 1-ethyl-1-methylcyclopentane, 2,3,3-trimethyl-1-butene, 2,4,4-trimethyl-1-pentene, n-hexylcyclopentane, pentylcyclopentane, 1-isopropyl-4-methylcyclohexane, trimethylaluminum, n-tetradecylcyclopentane, tridecylcyclopentane, tetradecane, n-dodecylcyclopentane, n-decylcyclopentane, n-propylcyclohexane, ethylcyclohexane, 3,3-dimethyl-1-butene, n-hexadecane, pentene, 2,3,3-trimethyl-1-pentene, decylcyclohexane, pentylcyclohexane, 3,4-dicyclohexyl-2,5-dimethylhexane, 2-methyl-1-butene, 3,3-dimethyl-1-pentene, 4,4-dimethyl-1-pentene, butylcyclohexane, methylcyclopentane, methylcyclohexane, decahydronaphthalene, hexahydroindene, bicyclohexyl, cyclohexane, 2,4,4-trimethyl-2-pentene, 2,3-dimethyl-1-pentene, tricyclohexylmethane, butylcyclopentane, 1-hexene, 2,3-dimethyl-1-butene, methylformamide, 3,3-dimethyl-1-butyne, triethyleneglycol, 3-methoxy-1,2-propanediol, 2,4-dimethyl-1-pentene, 1-heptene, 3-methyl-1-pentene, 3-ethyl-2-methyl-1-pentene, 1,4-bis(1,1-dimethylethyl)-benzene, diethyleneglycol, octene, methoxyaceticacid, 1-nonene, 4-methyl-1-hexene, 1,2,3,4-tetrahydro-1,1,3,4,4,6-hexamethylnaphthalene, 1,3,5-triisopropylbenzene, 1,2,2,6,6-pentamethylpiperidine, 1,4-diethylbenzene, 2-methyl-2-butene, isoprene, 4-methyl-1-pentene, 1-tetradecene, 3-ethyl-1-pentene, 2-methyl-3-heptene, 1-decene, 2,3,4-trimethyl-2-pentene, 1-nonadecene, butylbenzene, 2-ethoxy-2-methyl-propane, 1,2-diethylbenzene, ethanedial, cyclohexylbenzene, galaxolide, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, pentaethylbenzene, 1,3,5-trimethylbenzene, isobutanol, peroxyaceticacid, 1,6-hexanediol, 2,6-di-tert-butyl-4-methylpyridine, 2,2'-(methylimino)bis-ethanol, 1,3-bis(1-methylethyl)-benzene, 2,7-diisopropylnaphthalene, 1,2,3,5-tetraethylbenzene, tetrahydro-2,2,5,5-tetramethylfuran, 1,5-diisopropylnaphthalene, 2,3-butanediol, 1,2-diisopropylbenzene, benzene, 1-pentan-2-yl-4-pentan-3-ylbenzene, tetradecylbenzene, pentadecylbenzene, ethylbenzene, 3,6-bis-(methoxymethyl)-durene, himachalen_gamma, 1-(1,1-dimethylethyl)-3-methylbenzene, tridecylbenzene, 1-(methoxymethyl)-4-(244-trimethylpentan-2-yl)benzene, dodecylbenzene, 1,2,4-trimethylbenzene, 1-cyclohexyl-2-isopropylbenzene, dl-pin-2(3)-ene, 2,6-di-tert-butylpyridine, 1,1'-oxybis-octane, 1,5-hexanediol, 1-(1,1-dimethylethyl)-3,5-dimethylbenzene, menthylisovalerate, 1-methyl-7-(1-methylpropyl)naphthalene, tert-butanol, himachalen_beta, dimethoxymethane, 1,2,3,4,5,6,7,8-octahydroanthracene, (1,1-dimethylethyl)benzene, 1,2-hexanediol, cyclohexene, perhydrofarnesylacetone, delta-cadinene, isopropylbenzene, undecylbenzene, 2,5-hexanediol, dipropyleneglycol, 1,6-dimethyl-4-isopropyltetralin, di-n-propylether, diisopropylether, cuparen, 1,4-bis(1-methylethyl)-benzene, 2,4-dimethyl-3-thiapentane, 1-methoxy-4-(2,4,4-trimethylpentan-2-yl)benzene, 1-ethoxybutane, decylbenzene 및 cycloheptane 중 선택된 어느 하나일 수 있으나, 이에 한정되는 것은 아니다.
본 명세서의 또 다른 실시상태는 상술한 조성물을 여과하여 수득한 재활용된 폴리염화비닐을 제공한다.
본 명세서의 또 다른 실시상태에서, 폐폴리염화비닐 재활용 조성물 내에서 폴리염화비닐을 포함하는 폐기물로부터 상기 양용매에 의해 추출된 폴리염화비닐은 비용매에 의해 대부분의 폴리염화비닐이 석출되어 고체상태로 가라앉아 있을 수 있다. 이렇게 석출된 상태의 폴리염화비닐을 포함하는 조성물을 여과하여 재활용된 폴리염화비닐을 수득할 수 있다.
본 명세서의 또 다른 실시상태에서, 재활용된 폴리염화비닐은 상기 조성물을 여과한 상태이거나, 여과 후 건조하여 여분의 용매들을 제거한 상태를 모두 포함한다.
본 명세서의 일 실시상태에 있어서, 상기 재활용된 폴리염화비닐은 폐기물로부터 유래된 첨가제를 포함한다. 이때, 상기 폐기물로부터 유래된 첨가제는 폐기물을 제조하기 위해 추가되었던 첨가제라면 특별히 한정하지 않으나, 예를 들면 가소제 등이 있다. 상기 재활용된 폴리염화비닐을 활용하여 제품을 생산 시 이미 가소제 등의 첨가제가 포함되어 있어 가소제 등의 첨가제를 넣지 않거나 첨가량을 줄일 수 있는 장점이 있다.
본 명세서의 일 실시상태에 있어서, 상기 폐기물은 PVC를 포함하고 있다면 특별히 한정하지 않으나, 예를 들면 PVC를 포함하는 건축자재(파이프, 창틀 등), 전선피복, 합성피혁, 고무대야, 호스, 바닥재, 포장재, 의료용 수액 주머니, 장난감 등일 수 있다.
본 명세서의 일 실시상태에 있어서, 상기 재활용된 폴리염화비닐은 용매 추출에 의해 추출된 PVC로서, 용매에 의한 추출 시 저분자량의 PVC들이 필터링되어 중합에 의해 제조된 PVC 또는 폐기물 내 PVC보다 평균분자량이 높아진다. 또한, PVC의 평균분자량이 변화하여 이의 유리전이온도(Tg), 용융온도(Tm) 등과 같이 평균분자량에 영향을 받는 동적 물성이 변화하므로, PVC의 평균분자량이 증가할수록 유리전이온도(Tg), 용융온도(Tm) 등의 동적 물성도 증가한다.
이하에서, 실시예를 통하여 본 명세서를 더욱 상세하게 설명한다. 그러나, 이하의 실시예는 본 명세서를 예시하기 위한 것일 뿐, 본 명세서를 한정하기 위한 것은 아니다.
[실시예]
[실험예 1]
하기 표 1의 용매에 대한 PVC swelling score값을 도출하여 표 1에 나타냈으며, 그 중 일부의 용매에 대한 PVC swelling score값을 도 1에 도시하였다. 이때, 25℃, 1 기압을 고려하여, x1은 1.5이고, x2는 1.5이며, x3는 0.5이고, x4는 0.25 로 결정했다.
Name Dipole Fractional Polar Surface Area Log P PVC_HSP dH Asphericity PVC swelling score
1,2,3,5-tetramethoxybenzene 3.763 0.158 1.383 3.0 7.300 0.157 -1.030
3,4,5-trimethoxytoluene 3.813 0.126 2.117 4.3 6.200 0.156 -1.028
2-pyrrolidinone,1-ethyl 4.154 0.148 0.133 2.8 7.000 0.150 -1.021
2-azacyclooctanone 4.186 0.200 0.240 0.9 6.900 0.103 -1.005
1-acetylpiperidine 4.024 0.131 0.730 1.3 6.500 0.207 -1.003
n-methyl-2-pyrrolidinone 4.161 0.168 -0.398 3.0 7.200 0.152 -0.991
caprolactone 3.904 0.209 0.364 5.5 7.400 0.098 -0.975
n,n-diethylacetamide 4.090 0.124 0.316 4.9 7.500 0.107 -0.974
ethyl1,3-dimethyl-2-oxopyrrolidine-3-carboxylate 3.330 0.210 0.501 3.2 6.900 0.227 -0.963
3-methyl-piperidin-2-one 4.064 0.224 -0.396 2.9 6.700 0.145 -0.960
1-(2,6-dimethylmorpholin-4-yl)butan-1-one 3.265 0.131 1.723 3.2 6.200 0.264 -0.953
1,3-dimethylpyrrolidone 4.170 0.145 2.8 6.000 0.168 -0.952
2-ethylhexylsalicylate 3.157 0.162 5.770 5.1 6.100 0.213 -0.950
1,5-dimethylpyrrolidone 4.218 0.146 2.8 6.000 0.159 -0.950
ethyl3-ethyl-2-oxooxolane-3-carboxylate 3.403 0.252 0.666 3.7 6.700 0.149 -0.945
1-ethyl-3,5,7-trimethyl-1,3-dihydro-2h-azepin-2-one 3.570 0.090 2.921 6.3 5.500 0.048 -0.931
dimethylisosorbide 3.279 0.202 0.320 5.0 5.800 0.138 -0.927
Caprolactam 4.151 0.227 -0.324 1.4 7.100 0.141 -0.924
cyclotenebutyrate 3.894 0.212 1.831 3.2 6.700 0.290 -0.913
ethyl2-(2-methoxyphenoxy)acetate 3.389 0.190 1.762 3.9 7.000 0.354 -0.912
1,4-dimethylpyrrolidone 4.204 0.145 2.7 5.900 0.203 -0.907
Cyrene 3.656 0.298 -0.510 1.5 6.900 0.089 -0.905
n,n-dimethylbenzamide 4.213 0.111 0.435 0.9 7.100 0.264 -0.905
n,n-dimethylpropanamide 3.949 0.137 -0.215 3.3 7.600 0.234 -0.902
2,4,4-trimethyl-6-oxocyclohex-1-en-1-ylacetate 3.402 0.183 2.304 4.4 5.700 0.219 -0.900
1,3-dimethyltetrahydropyrimidin-2(1h)-one 4.794 0.143 0.363 1.8 7.200 0.153 -0.890
n,n-dimethylbutanamide 3.958 0.123 0.316 4.7 7.400 0.301 -0.889
3,4-dihydro-2h-1-benzopyran-2-one 3.843 0.182 1.803 2.1 5.800 0.252 -0.888
tripropyleneglycolethyletherisomer 3.603 0.172 0.060 6.8 7.700 0.257 -0.886
3,4-dimethoxypropiophenone 3.611 0.157 2.353 2.4 5.600 0.262 -0.877
1-piperidinecarboxaldehyde 3.927 0.150 0.244 0.9 7.800 0.209 -0.874
methylaminoacetaldehydedimethylacetal 2.990 0.185 0.207 6.6 7.200 0.236 -0.874
methyl2,6-dimethoxybenzoate 4.770 0.201 1.767 2.1 6.300 0.133 -0.866
2-cyclohexen-1-one 3.618 0.158 0.450 3.0 5.300 0.176 -0.864
n,n,2-trimethylbenzamide 4.110 0.099 0.895 1.1 7.600 0.200 -0.860
1,3-dimethyl-2,3-dihydroquinolin-4(1h)-one 4.016 0.105 1.977 3.9 5.600 0.181 -0.857
n,n,3-trimethylbenzamide 4.340 0.099 0.895 1.3 7.300 0.240 -0.855
ethyl3,5-dimethoxybenzoate 3.959 0.187 2.381 3.0 5.800 0.277 -0.851
4-methoxybenzaldehyde 4.365 0.172 1.700 1.2 6.800 0.367 -0.845
ethyl(4-methylphenoxy)acetate 3.247 0.160 2.400 4.6 6.200 0.429 -0.843
2'3'4'-trimethoxyacetophenone 5.003 0.183 1.824 1.9 6.500 0.181 -0.841
4-acetylmorpholine 3.272 0.192 -0.324 0.8 7.800 0.216 -0.840
ethylimidazole 4.089 0.144 0.320 3.2 5.700 0.278 -0.839
ethyl3-acetyl(ethyl)aminopropanoate 4.344 0.196 0.585 3.3 6.900 0.334 -0.839
methyl2-oxocyclooctanecarboxylate 3.637 0.211 1.419 3.8 5.600 0.228 -0.834
ethyl2-methyl-4-oxocyclohex-2-enecarboxylate 4.162 0.212 1.173 3.4 6.300 0.316 -0.834
2'5'-dimethoxyacetophenone 4.772 0.170 2.106 1.9 6.000 0.209 -0.816
isobutylformate 4.412 0.197 1.177 7.2 6.700 0.356 -0.815
ethyl2-(26-dimethylphenoxy)acetate 3.188 0.146 2.861 5.5 5.700 0.336 -0.811
ethyl2-(benzyloxy)acetate 3.257 0.161 2.721 5.5 5.900 0.418 -0.805
hexylacetoacetate 3.361 0.163 2.841 6.1 5.700 0.384 -0.805
diethylglutarate 3.585 0.234 1.530 6.5 6.800 0.424 -0.805
4-carbethoxy-2-ethyl-3-methyl-2-cyclohexen-1-one 4.386 0.178 2.294 4.5 5.800 0.263 -0.804
nepetalactone 3.880 0.152 2.829 5.1 4.900 0.097 -0.799
tripropyleneglycolbutylether 2.983 0.153 1.026 7.1 7.600 0.274 -0.797
ethyl5,5-dimethyl-2-oxofuran-3-carboxylate 4.098 0.254 0.920 4.5 6.800 0.306 -0.795
2-ethoxybenzaldehyde 4.647 0.155 2.247 2.4 5.700 0.202 -0.793
n,n-diethyl-3-(2-methyl-1,3-dioxolan-2-yl)propanamide 4.737 0.148 0.465 3.1 6.000 0.273 -0.789
isophorone 3.785 0.095 2.073 4.7 5.000 0.095 -0.784
methyl-2,4-dimethoxybenzoate 4.754 0.201 1.996 2.1 6.300 0.268 -0.784
5,5-diethyl-4-methoxyfuran-2(5h)-one 5.253 0.179 0.907 5.0 5.600 0.010 -0.775
ethyl4,6-dimethyl-2-oxo-3,4-dihydro-2h-pyran-5-carboxylate 3.081 0.240 2.220 3.8 7.400 0.254 -0.772
ethyl4-phenoxybutanoate 3.218 0.151 2.928 5.7 5.800 0.451 -0.758
2,5-dimethoxypropiophenone 4.747 0.157 2.637 2.4 5.600 0.200 -0.757
ethyl5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate 3.695 0.249 0.627 5.1 5.800 0.297 -0.757
ethyl3-(5-oxotetrahydrofuran-2-yl)propanoate 3.526 0.263 -0.021 4.0 7.000 0.402 -0.756
benzylsalicylate 3.266 0.200 4.007 2.2 7.800 0.327 -0.755
1-heptanoyl-4-methylpiperazine 3.860 0.087 2.275 3.3 5.900 0.416 -0.753
n-n-propylpyrrolidone 4.176 0.131 3.9 5.300 0.249 -0.751
n,n-diethyl-4-methyl-4h-pyridine-1-carboxamide 4.108 0.098 1.597 4.1 5.300 0.207 -0.749
p-tolylacetonitrile 3.691 0.148 1.909 2.7 5.200 0.316 -0.749
5-methyl-2(3h)-furanone 3.966 0.248 0.837 3.2 7.600 0.265 -0.748
1-methyl-2-(3-pyridyl)pyrrole 3.743 0.099 1.802 4.4 5.300 0.284 -0.747
formicacidpentylester 4.413 0.176 1.893 7.1 6.300 0.461 -0.745
n-isopropylpyrrolidone 4.214 0.130 4.4 5.000 0.138 -0.743
ethy-l4-(dimethylamino)benzoate 3.383 0.127 3.144 4.7 5.400 0.381 -0.740
n-butylacetamide 3.629 0.188 1.504 3.3 7.800 0.412 -0.738
1-morpholinopentan-1-one 3.230 0.143 1.270 2.7 5.400 0.361 -0.738
4-methylbenzaldehyde 3.169 0.123 2.100 3.1 5.400 0.335 -0.729
3',4'-dimethoxyisobutyrophenone 3.615 0.144 2.700 3.6 4.900 0.252 -0.723
benzaldehyde 3.051 0.145 1.640 3.6 5.300 0.281 -0.716
1,2,4-triethoxybenzene 2.906 0.111 3.395 4.8 5.500 0.213 -0.714
n-methyl-o-acetotoluidide 2.767 0.101 1.530 1.1 7.600 0.159 -0.713
Isobutylphenoxyacetate 3.204 0.150 2.819 6.4 5.500 0.425 -0.711
m-dimethoxybenzene 3.017 0.113 1.929 3.8 5.600 0.334 -0.711
3-oxobutanoicacid-1-methylethylester 4.325 0.243 1.063 5.7 6.200 0.359 -0.708
ethyl2-(cyclohexylmethyl)-3-oxobutanoate 3.490 0.167 3.654 6.8 4.700 0.199 -0.703
5-ethyldihydro-2(3h)-furanone 4.709 0.207 0.259 4.5 5.700 0.241 -0.701
2-isopropyl-n,2,3-trimethylbutyramide 3.602 0.121 1.936 6.3 4.400 0.080 -0.698
4-(4-methylpiperidino)pyridine 3.052 0.080 2.485 2.5 5.800 0.357 -0.698
3-oxaspiro-undecan-2-one 4.314 0.143 1.877 3.9 4.900 0.156 -0.697
formicacidhexylester 4.406 0.158 2.424 7.4 5.900 0.467 -0.696
methyl2,2-dimethyl-4,6-dioxocyclohexanecarboxylate 3.850 0.265 0.272 2.9 5.400 0.195 -0.694
ethyl6-ethyl-2-methyl-4-oxocyclohex-2-ene-1-carboxylate 4.172 0.180 2.196 5.1 5.000 0.215 -0.690
Benzenepropanenitrile 3.564 0.152 1.719 3.2 5.100 0.376 -0.690
4,4-dimethyl-5,6,7,8-tetrahydro-1H-isochromen-3-one 4.167 0.130 2.269 5.7 4.800 0.162 -0.688
ethyl2,6-dimethyl-4-oxocyclohex-2-enecarboxylate 4.382 0.194 1.665 4.5 5.400 0.284 -0.686
rhodiasolv-adma8 3.958 0.086 2.442 4.7 5.700 0.440 -0.684
5-methyl-1-propyl-2-pyrrolidinone 4.026 0.117 5.1 4.900 0.223 -0.683
cyclopentanone 2.927 0.180 0.198 3.7 5.200 0.186 -0.681
1-(2,5-dimethylpyrrolidin-1-yl)pentan-1-one 4.079 0.089 2.744 4.5 5.300 0.299 -0.680
Nicotine 2.691 0.086 0.720 2.3 6.500 0.247 -0.678
gamma-butyrolactone 4.553 0.290 -0.764 7.0 7.400 0.183 -0.675
t-butylacetoacetate 4.237 0.210 1.413 6.9 5.500 0.332 -0.675
4-(methoxymethyl)anisole 3.014 0.101 1.873 4.6 5.700 0.395 -0.674
Mintlactone 5.412 0.149 1.829 4.1 5.700 0.210 -0.670
2-methoxyethylacetoacetate 3.423 0.272 -0.074 4.1 7.900 0.248 -0.668
p-(2,2-dimethoxyethoxy)anisole 5.401 0.149 1.900 3.5 6.600 0.398 -0.667
n-3-pentylpyrrolidone 4.191 0.106 5.7 4.600 0.069 -0.667
Dimethoxytetrahydrofuran 3.019 0.179 -0.835 4.6 8.200 0.233 -0.656
propyleneglycolmonoethyletheracetate 2.870 0.190 0.797 7.1 7.700 0.322 -0.656
n,n-dimethyl-4-(propan-2-yl)benzamide 4.303 0.084 1.774 3.0 5.500 0.336 -0.655
n-methylformanilide 2.735 0.127 1.090 0.8 7.500 0.299 -0.655
1,3-dimethyl-4-ethylcarbostyril 4.770 0.088 3.260 6.3 5.300 0.152 -0.655
1-(4-methoxyphenoxy)acetone 2.729 0.173 1.005 1.8 6.800 0.418 -0.652
glycerol-tripropionate 2.867 0.263 1.357 6.0 7.200 0.276 -0.651
n,n-dimethyl-m-anisidine 2.835 0.065 2.227 5.3 5.800 0.231 -0.649
n,n,4-trimethylbenzamide 4.306 0.099 0.895 0.9 8.000 0.320 -0.645
2,4-dimethylbenzaldehyde 3.236 0.106 2.560 4.1 4.800 0.241 -0.645
paraldehyde 2.573 0.181 0.858 7.4 6.000 0.137 -0.644
glycerol-tributyrate 2.887 0.224 2.951 7.5 5.700 0.279 -0.642
2,3,4,5-tetramethoxytoluene 2.510 0.144 1.869 3.5 6.600 0.188 -0.642
cyclohexanone 2.818 0.152 0.762 3.4 5.100 0.145 -0.641
1,3,3-trimethyl-2h-quinolin-4-one 4.022 0.091 2.518 3.4 4.700 0.154 -0.641
3-cyclohexene-1-carboxaldehyde 2.619 0.137 1.588 3.6 6.100 0.251 -0.641
n-sec-butylpyrrolidone 4.206 0.117 5.4 4.500 0.093 -0.640
mesitenelactone 6.317 0.187 0.976 2.9 7.300 0.163 -0.640
isobutylsalicylate 2.874 0.214 3.644 3.1 7.600 0.328 -0.639
Bmpc 2.682 0.159 3.036 4.5 5.400 0.119 -0.635
(2,2-diethoxyethoxy)benzene 3.847 0.112 2.997 6.4 4.800 0.287 -0.635
methyl3-(5-oxooxolan-2-yl)propanoate 3.577 0.287 -0.553 3.4 7.600 0.390 -0.632
4-acetoxy-2,5-dimethyl-3(2h)-furanone 3.301 0.286 0.805 1.8 8.100 0.161 -0.628
3-ethylchroman-2-one 3.848 0.145 2.827 4.0 4.400 0.201 -0.620
ethyl3-cyclohexyl-3-oxopropanoate 4.319 0.195 2.776 5.6 5.400 0.405 -0.614
1,3-dimethyl-2-imidazolidinone 5.077 0.160 -0.025 1.1 8.100 0.186 -0.613
1-propyl-2(1h)-pyridinone 6.136 0.125 0.833 3.7 6.100 0.256 -0.612
7-methyl-4,4a,5,6-tetrahydro-2(3h)-naphthalenone 4.681 0.097 2.126 4.7 5.300 0.278 -0.606
1-(3,5-dimethylphenoxy)propan-2-one 4.359 0.124 1.960 4.6 5.000 0.308 -0.606
ethyl3-(2,5,5-trimethyl-1,3-dioxan-2-yl)propanoate 3.655 0.158 2.172 7.1 4.800 0.390 -0.605
1-butyl-5-methyl-2-pyrrolidinone 4.280 0.106 5.6 4.800 0.225 -0.603
1-tetralone 3.256 0.113 2.612 3.9 4.400 0.190 -0.596
4-methyl-3-penten-2-one 2.931 0.123 1.115 5.9 5.000 0.262 -0.593
1-(4-methylpiperidin-1-yl)butan-1-one 4.004 0.097 2.285 3.9 4.900 0.326 -0.592
n-t-butylpyrrolidone 4.175 0.111 6.0 4.400 0.135 -0.589
1,3-dioxane 2.457 0.182 -0.443 3.3 7.200 0.118 -0.589
methyl2-(4-(tert-butyl)phenoxy)acetate 3.170 0.131 3.097 6.6 5.000 0.415 -0.588
(6s)-(+)-8,9-dehydrotheaspirone 3.629 0.109 2.636 5.5 4.200 0.164 -0.586
ethyl4-ethoxybenzoate 3.698 0.161 3.333 4.7 4.700 0.378 -0.586
maltylisobutyrate 5.252 0.246 1.362 2.4 7.500 0.237 -0.584
4-methyl-1,3-dioxane 2.453 0.154 0.049 4.9 6.400 0.182 -0.584
2-acetylpyridine 2.670 0.215 0.869 1.9 6.000 0.269 -0.583
1,4-diethoxybenzene 3.113 0.094 3.162 4.9 5.200 0.400 -0.583
1-(22-diethoxyethoxy)-4-methylbenzene 3.776 0.103 3.457 6.2 4.700 0.325 -0.581
octahydrocoumarin 4.346 0.170 1.347 4.8 4.700 0.244 -0.581
2-methylcyclohexanone 2.889 0.129 1.254 4.2 4.700 0.143 -0.580
butylcarbitolacetate 2.499 0.176 1.154 7.3 6.100 0.174 -0.580
cycloheptanone 2.790 0.131 1.326 4.3 4.800 0.099 -0.575
n-methylbenzamide 3.824 0.188 1.663 2.4 8.500 0.319 -0.573
3-acetyl-5-propyldihydrofuran-2(3h)-one 4.056 0.230 0.283 4.7 5.000 0.299 -0.572
2,2-diethoxyethoxymethylbenzene 3.517 0.104 2.801 7.1 4.400 0.256 -0.568
n-methyl-m-tolylcarbamate 2.585 0.204 1.626 1.7 6.900 0.331 -0.559
ethyleneglycoldibutyrate 2.582 0.217 2.071 7.2 6.100 0.222 -0.557
methyllaitone 4.622 0.145 1.805 4.0 4.900 0.294 -0.557
(3s,3as,7as)-winelactone 4.832 0.151 1.634 5.1 4.900 0.243 -0.555
ethyl2-(2-oxocyclohexyl)acetate 2.995 0.212 1.150 4.6 5.200 0.360 -0.552
4-(2-acetoxyethoxy)toluene 2.586 0.160 2.071 4.6 6.300 0.397 -0.544
4-(25-dimethylpyrrol-1-yl)-26-dimethylmorpholine 3.268 0.071 2.036 6.2 4.400 0.170 -0.541
1-butylpyridin-2(1h)-one 6.137 0.113 1.364 4.4 5.900 0.299 -0.538
n,n-dimethyldecanamid 3.958 0.075 3.504 5.5 5.200 0.461 -0.538
valeraldehyde 2.687 0.145 1.438 6.3 5.800 0.413 -0.535
Anabasine 2.676 0.141 0.852 4.7 5.500 0.315 -0.530
1-(4-methylpiperidin-1-yl)pentan-1-one 3.995 0.089 2.817 4.2 4.800 0.364 -0.530
3-methylcyclohexanone 2.826 0.129 1.254 4.1 4.700 0.168 -0.530
4'-methoxypropiophenone 4.488 0.138 2.271 3.3 4.900 0.371 -0.527
4-tert-butyl-nn-dimethylbenzamide 4.265 0.075 2.123 4.1 5.000 0.339 -0.527
acetylacetone 5.512 0.265 0.339 5.4 6.200 0.292 -0.524
ethyl2-methyl-2-phenoxypropanoate 2.812 0.146 2.637 6.8 4.800 0.225 -0.517
ethyl2-acetyl-5-oxohexanoate 5.890 0.253 1.215 4.2 6.500 0.307 -0.517
n-sec-isopentylpyrrolidone 4.178 0.105 6.3 4.200 0.173 -0.512
4,5-dihydro-2-methylthiazole 4.178 0.324 -0.510 2.6 5.100 0.165 -0.511
4-methyl-1-tetralone 3.258 0.100 3.105 4.5 4.000 0.153 -0.511
2-butoxyethanolacetate 2.524 0.175 1.512 7.2 6.800 0.391 -0.510
isobutyricanhydride 4.905 0.222 1.274 7.2 5.300 0.309 -0.510
n-hexyl-2-pyrrolidinone 4.156 0.098 2.259 5.7 4.800 0.382 -0.509
3-benzyl-2,4-pentanedione 4.792 0.157 1.889 4.5 4.700 0.250 -0.508
ethyl5-oxodecanoate 4.346 0.164 2.985 6.9 5.000 0.471 -0.504
dihydrojasmonate 4.196 0.167 2.672 5.8 4.500 0.332 -0.503
Ethyllaitone 4.583 0.133 2.336 4.7 4.600 0.274 -0.501
n,n'-dibutylethyleneurea 5.067 0.094 3.163 6.2 5.400 0.375 -0.496
n,n-diethylformamide 3.884 0.141 0.053 5.1 9.200 0.104 -0.495
methyl3-oxododecanoate 4.273 0.153 4.436 7.3 4.900 0.476 -0.493
3-methyl-5-isopropyl-4-carbethoxy-2-cyclohexene-1-one 4.422 0.166 2.543 6.1 4.300 0.224 -0.490
6-pentyl-2h-pyran-2-one 6.159 0.139 2.511 4.9 5.800 0.373 -0.490
m-methoxyacetophenone 4.713 0.151 1.840 3.5 4.700 0.307 -0.486
benzisoxazole 3.463 0.220 1.520 4.3 8.800 0.242 -0.483
n,n-diethylnicotinamide 5.068 0.153 0.330 3.2 4.700 0.222 -0.482
ethyl3-(2-oxocyclohexyl)propanoate 2.981 0.195 1.505 5.1 4.900 0.391 -0.482
2-methylcyclopentanone 2.922 0.149 0.690 4.9 4.100 0.120 -0.481
propyl4-ethoxybenzoate 3.413 0.149 3.864 5.5 4.300 0.402 -0.479
5-butyl-5-ethyltetrahydro-2h-pyran-2-one 4.321 0.116 2.958 6.4 4.000 0.159 -0.467
ethyl2-oxo-1-propylcyclohexanecarboxylate 2.926 0.175 2.426 5.8 4.100 0.126 -0.466
2-propoxyethylacetate 2.532 0.192 0.980 7.4 6.200 0.384 -0.466
dimethyl2-methylglutarate 2.963 0.251 0.967 5.1 5.000 0.292 -0.462
o-methylcorypalline 2.445 0.090 1.807 5.4 6.200 0.243 -0.458
1-pentylimidazole 3.926 0.101 1.916 5.0 4.500 0.413 -0.455
n-formylmorpholine 3.065 0.222 -1.302 4.3 8.700 0.220 -0.450
methyl2-butoxybenzoate 2.972 0.148 3.635 5.0 4.200 0.245 -0.449
7-butyloxepan-2-one 3.914 0.134 2.450 6.9 4.000 0.312 -0.447
propanoicacid,anhydride 4.878 0.276 0.580 5.8 7.700 0.385 -0.446
4-methylcyclohexanone 2.820 0.129 1.254 4.5 4.500 0.224 -0.444
acetophenone 3.152 0.123 1.665 3.8 4.000 0.268 -0.443
1-(3-methylpiperidin-1-yl)pentan-1-one 3.993 0.089 2.817 4.5 4.400 0.359 -0.440
1-butyl-2-methyl-imidazole 3.945 0.099 1.464 5.7 4.100 0.294 -0.438
Anisaldehyddiethylacetal 2.790 0.110 3.215 5.7 4.800 0.285 -0.437
1-(2-methylpiperidin-1-yl)pentan-1-one 3.946 0.090 2.817 5.3 4.200 0.311 -0.434
Decalacton 4.591 0.128 2.394 6.3 4.100 0.192 -0.434
2,4,6-trimethylbenzaldehyde 3.095 0.094 3.020 6.0 4.000 0.198 -0.431
n,n-diethylcyclohex-3-ene-1-carboxamide 3.902 0.091 2.061 4.6 3.900 0.226 -0.430
butan-2-yl4-methoxybenzoate 3.389 0.148 3.680 6.0 3.900 0.342 -0.429
propylene-glycol-alpha-methylbenzyl-ether 3.122 0.139 2.074 5.5 8.900 0.310 -0.427
5-(benzyloxy)pentan-2-one 4.406 0.117 2.108 5.6 4.600 0.420 -0.420
n,n-dimethyldodecanamide 3.958 0.066 4.567 5.9 4.800 0.473 -0.417
n,n-diethyl-m-toluamide 4.159 0.085 1.958 4.1 4.100 0.244 -0.415
(s)-dihydrobovolide 5.442 0.121 2.962 6.7 5.000 0.335 -0.412
(2s,8as)-3,4-dihydro-3-oxoedulan 3.575 0.107 2.273 6.4 3.200 0.109 -0.411
butyl2-methoxybenzoate 3.040 0.148 3.635 5.0 4.200 0.350 -0.409
2-pentanone 2.780 0.141 0.905 6.5 4.700 0.325 -0.407
2-methoxy-n,n-dimethylbenzamide 5.025 0.136 0.710 1.4 8.800 0.163 -0.407
7-cyclohexyloxepan-2-one 3.916 0.127 2.916 6.6 3.700 0.269 -0.406
1,4-cyclohexanedicarboxylicaciddimethylester 2.541 0.237 1.426 5.3 7.100 0.393 -0.404
delta-decalactone 4.333 0.134 2.417 6.3 4.200 0.364 -0.392
ethyl2-(25-dimethylphenoxy)-2-methylpropanoate 2.809 0.124 3.557 7.2 4.200 0.180 -0.392
44a5678-hexahydro-4a8-dimethylnaphthalen-2(3h)-one 3.627 0.083 3.004 6.2 3.400 0.137 -0.392
massoialactone 5.219 0.137 2.540 5.6 4.800 0.363 -0.389
ethyl2-(2-oxooxolan-3-yl)acetate 5.608 0.287 -0.207 3.4 7.500 0.354 -0.387
methyloctalacton 4.548 0.145 1.814 6.6 4.000 0.255 -0.387
3-pentanone 2.738 0.141 0.905 6.9 4.700 0.316 -0.385
2,4-diacetylfuran 2.842 0.222 0.623 4.0 4.200 0.104 -0.384
2'-pentyloxyacetophenone 3.950 0.108 4.006 5.7 3.900 0.330 -0.383
n,n-dimethylacetamide 3.974 0.155 -0.746 4.5 9.400 0.161 -0.383
furfural 4.678 0.291 0.731 5.8 5.100 0.304 -0.382
diethylmalonate 3.183 0.276 0.703 5.6 8.300 0.435 -0.377
1-(azepan-1-yl)butan-1-one 3.958 0.098 2.357 4.9 3.700 0.251 -0.377
p-methoxyvalerophenone 4.488 0.116 3.334 4.5 4.400 0.399 -0.373
n,n-diethylbenzamide 4.217 0.094 1.498 4.3 3.800 0.221 -0.371
4,4-dimethylnaphthalen-1(4h)-one 3.888 0.088 3.194 5.6 3.300 0.121 -0.370
gamma-decalactone 4.709 0.134 2.385 6.3 4.500 0.407 -0.368
piperitone 3.802 0.092 2.411 6.8 3.500 0.220 -0.364
ethylacetoacetate 4.349 0.272 0.716 5.0 8.300 0.391 -0.364
1-hexylimidazole 3.921 0.092 2.447 5.6 4.200 0.427 -0.362
(-)-(3s,3as,6r,7as)-perhydro-3,6-dimethyl-2-benzo[b]furanone 4.662 0.149 1.767 6.0 3.900 0.234 -0.360
4-heptanone 2.757 0.109 1.968 6.8 4.900 0.405 -0.358
Pentanedioicaciddimethylester 3.109 0.274 0.620 5.6 8.300 0.439 -0.356
4-(benzyloxy)-4-methylpentan-2-one 3.301 0.104 2.685 7.5 3.500 0.255 -0.356
3,3-dimethyl-1-phenoxybutan-2-one 4.312 0.112 2.268 6.4 4.100 0.362 -0.355
Molinate 2.860 0.211 3.210 3.4 4.400 0.276 -0.353
7-methoxy-2,2-dimethylchromene 2.815 0.086 3.450 6.4 4.600 0.310 -0.351
propiophenone 3.126 0.110 2.196 5.3 3.800 0.319 -0.344
ethyl2-benzoyl-3-methylbutanoate 4.628 0.162 3.097 6.2 4.000 0.301 -0.341
n,n-diethyl-2-methylcyclohexane-1-carboxamide 3.965 0.082 2.868 6.2 3.500 0.200 -0.340
5-methyl-5-propyl-13-dioxan-2-one 5.574 0.188 1.587 6.6 4.400 0.182 -0.337
3-methyl-5-(2-oxopropyl)oxolan-2-one 6.884 0.253 -0.581 3.8 5.800 0.293 -0.332
1-(azepan-1-yl)pentan-1-one 3.949 0.090 2.889 5.0 3.700 0.309 -0.327
2-(2-ethoxyethoxy)-ethanolacetate 3.646 0.205 0.091 7.0 9.200 0.320 -0.325
efetozole 3.930 0.083 1.994 6.1 3.400 0.204 -0.324
methyl6-(diethylamino)-6-oxohexanoate 2.376 0.171 1.103 4.1 6.100 0.405 -0.323
5-undecanolide 4.330 0.123 2.949 6.9 4.000 0.391 -0.322
methyltuberatee 4.657 0.132 2.345 6.9 4.000 0.323 -0.319
2-ethoxyethylbenzoate 2.802 0.162 2.311 5.3 4.500 0.403 -0.319
3,4-dihydro-2(1h)-naphthalenone 2.713 0.113 1.726 4.7 4.400 0.253 -0.317
1-methoxy-3-(4-methylphenoxy)benzene 2.832 0.079 3.885 6.0 4.700 0.396 -0.314
n,n-dihexylacetamide 3.980 0.067 4.567 6.4 3.900 0.325 -0.312
dihydroactinidiolide 5.400 0.127 2.259 6.0 3.900 0.116 -0.309
1-pentanoylpiperidine 3.995 0.098 2.325 4.8 3.700 0.356 -0.302
propan-2-yl6-(dimethylamino)-6-oxohexanoate 2.327 0.170 0.919 4.0 6.800 0.441 -0.301
5,5-dimethyl-4-(3-oxobutyl)oxolan-2-one 5.832 0.201 0.187 5.4 4.600 0.241 -0.295
1-octylpyrrolidin-2-one 4.156 0.084 3.321 7.2 4.100 0.428 -0.291
gamma-undecalactone 4.648 0.123 2.916 6.8 4.200 0.422 -0.291
4-ethoxyphenethylacetate 2.376 0.148 2.746 5.1 5.900 0.418 -0.290
2-hexanoylcyclohexan-1-one 4.257 0.151 2.208 5.4 3.700 0.389 -0.284
gamma-methyldecalactone 4.739 0.118 2.925 6.6 4.100 0.373 -0.281
1-(azepan-1-yl)-3-methylbutan-1-one 3.957 0.089 2.705 5.7 3.300 0.268 -0.271
methyldihydrojasmonate 2.625 0.167 2.496 5.7 4.600 0.328 -0.267
p-methoxypivalophenone 4.520 0.110 2.968 5.5 3.700 0.311 -0.264
2-acetyl-4-tert-butylcyclohexan-1-one 4.280 0.140 1.803 6.4 3.000 0.216 -0.257
4,4-dibutyl-gamma-butyrolactone 4.588 0.109 3.457 7.2 3.600 0.272 -0.256
4-ethyl-2,6-dimethoxyphenol 3.923 0.181 1.763 4.4 9.800 0.151 -0.251
n,n-diethylcyclohexanecarboxamide 3.964 0.089 2.376 5.8 3.100 0.240 -0.251
5-dodecanolide 4.334 0.113 3.480 7.2 3.800 0.416 -0.250
1-hexanoylpiperidine 4.004 0.090 2.856 5.1 3.600 0.386 -0.247
1-heptyl-1h-imidazole 3.926 0.084 2.979 6.0 3.800 0.446 -0.247
2-isopropoxyethylbenzoate 2.909 0.149 2.659 6.5 3.800 0.387 -0.237
butanoicacid,anhydride 4.897 0.226 1.642 6.7 4.500 0.433 -0.231
methylacetoacetate 4.299 0.303 0.185 4.9 8.900 0.231 -0.231
Safraleine 3.344 0.085 3.624 6.6 2.500 0.131 -0.228
5-hexyl-4-methyldihydrofuran-2(3h)-one 4.717 0.122 2.877 7.3 3.800 0.369 -0.227
phenoxyacetone 2.275 0.155 1.040 3.1 5.900 0.370 -0.225
1-propoxy-2-propanol 3.061 0.187 0.613 6.6 9.200 0.399 -0.221
eptam(eptc) 2.870 0.188 3.368 5.2 3.300 0.182 -0.221
1,2-dimethoxy-4-methylbenzene 2.221 0.100 2.415 4.1 5.700 0.173 -0.219
Tetrahydrofurfurylpropionate 2.273 0.200 0.688 5.9 6.200 0.388 -0.212
2-pyrrolidon 4.277 0.312 -1.015 2.8 9.000 0.195 -0.212
2-methoxypropylacetate 2.192 0.209 0.265 7.0 6.700 0.304 -0.208
n-acetylcaprolactam 7.653 0.210 1.182 3.1 4.800 0.171 -0.208
gamma-dodecalactone 4.640 0.113 3.447 7.4 3.900 0.436 -0.205
methyl_diantilis 3.920 0.183 1.457 3.7 9.800 0.221 -0.205
n-isopentylpropionanilide 4.452 0.076 3.543 6.0 3.000 0.126 -0.201
pentylpiperidine-1-carboxylate 2.706 0.124 2.956 4.2 4.300 0.406 -0.199
1-(2-ethylpiperidin-1-yl)butan-1-one 3.957 0.090 2.817 6.5 2.700 0.216 -0.197
propan-2-yl2-propan-2-yloxybenzoate 2.960 0.137 3.799 7.0 2.900 0.218 -0.196
nn-dibutylpentanamide 3.955 0.071 4.036 7.2 2.700 0.166 -0.195
2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran 2.620 0.165 2.226 4.8 9.000 0.191 -0.192
3-methyl-2-oxazolidone 5.813 0.253 -0.388 3.0 8.700 0.160 -0.192
4,6-dimethylpyrimidine 2.167 0.188 0.587 2.9 5.900 0.217 -0.189
2-heptanone 2.780 0.109 1.968 7.3 4.100 0.413 -0.182
2-2-(2-methoxypropoxy)propoxy-1-propanol 2.518 0.183 -0.472 6.7 8.600 0.262 -0.181
12345678-octahydro-288-trimethylnaphthalene-2-carbaldehyde 2.739 0.067 4.781 7.0 3.800 0.168 -0.178
Cycloate 2.811 0.181 3.833 4.8 3.400 0.242 -0.177
4-methylquinoline 2.281 0.082 2.544 5.5 5.400 0.192 -0.171
5-nonanone 2.738 0.089 3.031 6.6 4.400 0.442 -0.170
n,n-dipentylbutanamide 3.967 0.067 4.567 7.2 2.700 0.192 -0.169
3-dimethylamino-2-methylpropiophenone 2.939 0.086 2.090 7.0 3.500 0.325 -0.167
2-ethyl-1-pentanoylpiperidine 3.949 0.083 3.348 6.5 2.800 0.273 -0.167
vanillyl-ethyl-ether 3.240 0.183 1.457 3.7 9.800 0.279 -0.165
nn-dibutylhexanamide 3.964 0.067 4.567 7.2 2.700 0.201 -0.164
2-ethylhexyllactate 2.594 0.185 2.817 7.0 8.600 0.382 -0.162
tripropyleneglycolmonomethylether 2.571 0.183 -0.472 6.7 8.600 0.359 -0.162
Magnolione 2.748 0.139 2.331 5.8 3.600 0.307 -0.152
1-octylimidazole 3.921 0.078 3.510 6.6 3.400 0.453 -0.150
butylformate 4.406 0.199 1.361 7.0 9.200 0.450 -0.146
butylate 2.852 0.162 4.063 6.6 2.700 0.153 -0.146
5-ethyl-2-(2-furyl)-4-propyl-m-dioxane 2.603 0.127 3.648 7.5 3.800 0.207 -0.145
1-methoxy-4-(2-methoxyethoxymethyl)benzene 2.201 0.118 1.529 4.8 5.900 0.355 -0.145
hexylpiperidine-1-carboxylate 2.720 0.115 3.487 4.7 4.100 0.422 -0.143
4-propylcyclohexanone 2.823 0.102 2.317 6.1 3.600 0.342 -0.140
2,5,8,11,14,17-hexaoxaoctadecane 2.134 0.167 -1.872 7.2 6.900 0.395 -0.139
ethyln,n-diethylsuccinamate 2.312 0.183 1.304 4.3 5.400 0.369 -0.137
Ethyldipentylcarbamate 2.683 0.098 5.159 6.1 3.600 0.198 -0.134
2-butoxyethyl4-methylbenzoate 2.625 0.129 3.834 6.4 4.000 0.323 -0.133
4'-pentylacetophenone 3.246 0.074 4.250 6.5 3.200 0.412 -0.132
Vernolate 2.859 0.176 3.899 5.8 2.900 0.224 -0.129
2-cyclopentylcyclopentanone 2.917 0.107 2.185 6.7 2.900 0.246 -0.129
2-butoxyethylbenzoate 2.591 0.139 3.374 6.2 4.100 0.331 -0.128
trimethoxymethane 1.980 0.190 0.551 6.7 6.400 0.119 -0.123
Phenoyethylpropionate 2.152 0.163 2.142 5.1 6.200 0.406 -0.120
4'-isobutylacetophenone 3.254 0.080 3.535 7.0 2.800 0.358 -0.109
2-methylindole 2.098 0.110 2.603 4.3 6.200 0.307 -0.108
Rosalyptus 3.955 0.075 3.320 7.5 2.500 0.263 -0.108
2-methoxy-4-propylphenol 2.546 0.151 2.709 4.4 9.000 0.248 -0.102
3,5-bis(2-methylpropyl)cyclohexane-1,2-dione 4.352 0.128 3.911 7.1 2.100 0.209 -0.095
2,4-diethoxy-6-methylpyrimidine 2.141 0.203 2.593 3.0 5.500 0.165 -0.091
ethyl-2-hydroxybenzoate 2.878 0.258 2.766 2.0 9.200 0.288 -0.087
p-ethoxybenzaldehyde 2.101 0.155 2.231 1.7 6.200 0.383 -0.087
n,n-dimethyl4-methoxybenzamide 5.531 0.135 0.960 1.9 9.200 0.337 -0.087
glycerol-triacetate 2.898 0.319 -0.238 5.5 9.000 0.268 -0.084
p-hexylacetophenone 3.243 0.069 4.782 6.8 3.000 0.419 -0.080
nn-bis(1-methylethyl)-benzeneacetamide 4.063 0.075 2.723 6.6 2.400 0.270 -0.072
3-ethylundecane-4,6-dione 5.455 0.126 4.406 7.3 3.700 0.405 -0.072
propyl4-(dimethylamino)-4-oxobutanoate 2.319 0.195 0.773 3.2 8.000 0.429 -0.063
chinoline 2.115 0.095 2.084 5.8 5.700 0.244 -0.059
petunia 2.977 0.252 2.694 2.9 9.600 0.223 -0.058
nn-dipropylheptanamide 3.959 0.071 4.036 7.5 2.500 0.327 -0.057
4-methylpyridine 2.034 0.112 1.186 3.9 5.900 0.224 -0.051
4-pentylcyclohexanone 2.820 0.084 3.380 6.5 3.500 0.407 -0.044
4-pyridinecarboxaldehyde 2.247 0.251 0.430 7.1 7.800 0.286 -0.043
oxolan-2-ylmethylheptanoate 2.346 0.143 2.813 7.3 5.000 0.456 -0.038
Nectaryl 2.853 0.068 4.259 7.3 3.200 0.333 -0.025
o-i-propoxyphenol 2.449 0.169 2.065 4.3 9.000 0.227 -0.023
octanophenon 3.136 0.070 4.853 7.3 2.900 0.442 -0.022
2-benzyl-4-methyl-1,3-dioxane 2.405 0.089 2.234 6.9 4.500 0.304 -0.018
ethylbenzoate 2.030 0.156 2.727 4.2 6.000 0.339 -0.013
florol 1.970 0.138 2.004 6.0 7.300 0.276 -0.011
3-(diethylamino)propiophenone 2.678 0.156 2.805 7.0 3.300 0.366 -0.006
benzylacetoacetate 1.953 0.205 2.033 3.8 6.400 0.225 -0.005
isoamylbenzoate 2.740 0.118 4.137 7.2 3.200 0.386 -0.001
4-methylphenol 1.260 0.162 1.940 39.4 10.800 0.297 1.672
glycerol 4.075 0.556 -2.321 19.7 27.200 0.296 1.428
glycol 2.277 0.501 -1.688 18.7 26.000 0.250 1.975
4-hydroxymethyl-1,3-dioxolan-2-one 6.167 0.485 -1.638 18.6 17.400 0.254 1.559
1,3-propanediol 2.639 0.412 -1.040 16.4 23.200 0.415 1.715
methylbutane 0.013 0.000 3.228 15.8 0.000 0.183 2.016
2,2,4-trimethylpentane 0.010 0.000 4.457 15.4 0.000 0.163 2.003
2,2,4,4-tetramethylpentane 0.012 0.000 4.806 15.4 0.000 0.126 1.981
2,2-dimethylbutane 0.011 0.000 3.578 15.4 0.000 0.069 1.946
2,2,3-trimethyl-butane 0.018 0.000 3.925 15.4 0.000 0.050 1.936
2,2,3,3-tetramethylpentane 0.011 0.000 4.806 15.3 0.000 0.085 1.956
2,2,5,5-tetramethylhexane 0.000 0.000 5.337 15.2 0.000 0.238 2.048
2,2-dimethylpentane 0.002 0.000 4.109 15.2 0.000 0.196 2.022
2,2,3,3-tetramethylhexane 0.002 0.000 5.337 15.1 0.000 0.165 2.003
2,3-dimethylbutane 0.000 0.000 3.576 15.1 0.000 0.138 1.986
2,2,3-trimethylpentane 0.014 0.000 4.457 15.1 0.000 0.133 1.985
2,2,3,4-tetramethylpentane 0.003 0.000 4.804 15.1 0.000 0.111 1.970
Pentane 0.009 0.000 3.412 15.0 0.000 0.386 2.148
3,3-dimethylpentane 0.021 0.361 4.109 15.0 0.000 0.175 2.085
2,2,5-trimethylhexane 0.017 0.000 4.988 15.0 0.000 0.264 2.068
2,3,3-trimethylpentane 0.020 0.000 4.457 15.0 0.000 0.135 1.987
2,3,3,4-tetramethylpentane 0.019 0.000 4.804 15.0 0.000 0.087 1.958
3-ethyl-2,2-dimethyl-pentane 0.014 0.000 4.988 15.0 0.000 0.085 1.956
2,2-dimethylhexane 0.011 0.000 4.640 14.9 0.000 0.287 2.082
2,2,4,6,6-pentamethylheptane 0.015 0.000 6.216 14.9 0.000 0.271 2.072
2,4,4-trimethylhexane 0.013 0.000 4.988 14.9 0.000 0.241 2.052
2,2,4-trimethylhexane 0.015 0.000 4.988 14.9 0.000 0.238 2.051
2,4-dimethylpentane 0.010 0.000 4.107 14.9 0.000 0.210 2.033
2,2,6-trimethylheptane 0.013 0.000 5.519 14.7 0.000 0.334 2.113
2,5-dimethylhexane 0.000 0.000 4.638 14.7 0.000 0.309 2.095
2-methylpentane 0.016 0.000 3.760 14.7 0.000 0.282 2.080
3,3-dimethylhexane 0.012 0.000 4.640 14.7 0.000 0.269 2.070
2,3,4-trimethylpentane 0.995 0.000 4.454 14.7 0.000 0.166 1.975
2,2-dimethylheptane 0.002 0.000 5.172 14.6 0.000 0.353 2.124
2-methylhexane 0.013 0.000 4.291 14.6 0.000 0.349 2.123
2,4-dimethylhexane 0.001 0.000 4.638 14.6 0.000 0.281 2.076
3-methylpentane 0.016 0.000 3.760 14.6 0.000 0.266 2.069
2,3,5-trimethylhexane 0.011 0.000 4.986 14.6 0.000 0.255 2.061
2-methyl-3-ethylpentane 0.001 0.000 4.638 14.6 0.000 0.118 1.974
3-ethyl-2,4-dimethylpentane 0.015 0.000 4.986 14.6 0.000 0.075 1.950
hexane 0.000 0.000 3.944 14.5 0.000 0.420 2.170
2,6-dimethyl-heptane 0.010 0.000 5.170 14.5 0.000 0.362 2.132
3-methyl-hexane 0.013 0.000 4.291 14.5 0.000 0.337 2.115
3-ethylpentane 0.013 0.000 4.291 14.5 0.000 0.147 1.994
3-ethyl-3-methylpentane 0.011 0.000 4.640 14.5 0.000 0.092 1.960
2,7-dimethyloctane 0.026 0.000 5.701 14.4 0.000 0.398 2.159
2-methylheptane 0.016 0.000 4.822 14.4 0.000 0.393 2.154
3,3-diethylpentane 0.000 0.000 5.172 14.4 0.000 0.080 1.951
3-methylheptane 0.016 0.000 4.822 14.3 0.000 0.382 2.146
2-methyloctane 0.013 0.000 5.354 14.2 0.000 0.420 2.172
4-methylheptane 0.016 0.000 4.822 14.2 0.000 0.371 2.139
3-ethylheptane 0.013 0.000 5.354 14.2 0.000 0.308 2.096
propyleneglycol 2.270 0.407 -1.341 14.1 21.300 0.105 1.820
2-methyl-nonane 0.016 0.000 5.885 14.1 0.000 0.439 2.186
n-heptane 0.009 0.000 4.475 14.1 0.000 0.437 2.183
3-methyloctane 0.013 0.000 5.354 14.1 0.000 0.414 2.168
4-methyloctane 0.013 0.000 5.354 14.1 0.000 0.405 2.162
2-methyldecane 0.013 0.000 6.416 14.0 0.000 0.452 2.194
3-methyl-nonane 0.016 0.000 5.885 14.0 0.000 0.434 2.182
1,1,3,3-tetramethylcyclopentane 0.014 0.000 4.887 14.0 0.000 0.127 1.982
1,3-butanediol 0.704 0.346 -0.692 14.0 20.900 0.303 3.050
octane 0.000 0.000 5.006 13.9 0.000 0.452 2.192
4-methyldecane 0.013 0.000 6.416 13.9 0.000 0.443 2.188
5-methyl-nonane 0.016 0.000 5.885 13.9 0.000 0.427 2.177
4-methyl-nonane 0.016 0.000 5.885 13.9 0.000 0.427 2.177
1,1-dimethylcyclopentane 0.015 0.000 3.854 13.9 0.000 0.084 1.956
1,1,2-trimethylcyclopentane 0.022 0.000 4.346 13.9 0.000 0.053 1.938
1,4-butadiol 0.000 0.350 -1.023 13.9 20.900 0.437 3.101
1,1,2-trimethylcyclohexane 0.023 0.000 4.911 13.8 0.000 0.078 1.954
n-decane 0.000 0.000 6.069 13.8 0.000 0.468 2.203
n-nonane 0.009 0.000 5.538 13.8 0.000 0.461 2.199
isobutylcyclopentane 0.019 0.000 4.724 13.8 0.000 0.290 2.086
(1-methylethyl)-cyclopentane 0.006 0.000 4.192 13.8 0.000 0.231 2.045
tert-butylcyclohexane 0.014 0.000 5.106 13.8 0.000 0.188 2.019
pentadecane 0.009 0.000 8.726 13.7 0.000 0.485 2.217
Tridecane 0.009 0.000 7.663 13.7 0.000 0.481 2.213
1,1,3-trimethylcyclopentane 0.017 0.000 4.346 13.7 0.000 0.158 2.001
1,1,3-trimethylcyclohexane 0.008 0.000 4.911 13.7 0.000 0.118 1.975
nonadecane 0.009 0.000 10.851 13.6 0.000 0.491 2.221
heptadecane 0.009 0.000 9.788 13.6 0.000 0.489 2.219
Octadecane 0.000 0.000 10.320 13.6 0.000 0.490 2.218
ethylcyclopentane 0.011 0.000 3.845 13.6 0.000 0.239 2.051
Dodecane 0.000 0.000 7.132 13.5 0.000 0.478 2.210
n-undecane 0.009 0.000 6.600 13.5 0.000 0.473 2.208
propylcyclopentane 0.015 0.000 4.376 13.5 0.000 0.334 2.114
isobutylcyclohexane 0.013 0.000 5.288 13.5 0.000 0.285 2.081
isopropylcyclohexane 0.009 0.000 4.757 13.5 0.000 0.228 2.044
1-ethyl-1-methylcyclopentane 0.016 0.000 4.386 13.5 0.000 0.146 1.994
2,3,3-trimethyl-1-butene 0.170 0.000 3.620 13.5 1.400 0.057 1.809
2,4,4-trimethyl-1-pentene 0.213 0.000 4.151 13.4 1.400 0.143 1.866
n-hexylcyclopentane 0.009 0.000 5.970 13.4 0.000 0.428 2.176
pentylcyclopentane 0.015 0.000 5.439 13.4 0.000 0.410 2.165
1-isopropyl-4-methylcyclohexane 0.016 0.000 5.249 13.4 0.000 0.288 2.083
trimethylaluminum 0.000 0.000 13.4 0.000 0.145 1.990
n-tetradecylcyclopentane 0.009 0.000 10.221 13.4 0.000 0.483 2.215
tridecylcyclopentane 0.015 0.000 9.690 13.4 0.000 0.481 2.214
tetradecane 0.000 0.000 8.194 13.4 0.000 0.483 2.214
n-dodecylcyclopentane 0.009 0.000 9.158 13.4 0.000 0.477 2.211
n-decylcyclopentane 0.009 0.000 8.096 13.4 0.000 0.469 2.205
n-propylcyclohexane 0.013 0.000 4.940 13.4 0.000 0.316 2.101
ethylcyclohexane 0.009 0.000 4.409 13.4 0.000 0.236 2.049
3,3-dimethyl-1-butene 0.102 0.000 3.068 13.3 1.800 0.063 1.749
n-hexadecane 0.000 0.000 9.257 13.3 0.000 0.487 2.217
pentene 0.136 0.000 2.902 13.3 3.800 0.382 1.609
2,3,3-trimethyl-1-pentene 0.180 0.000 4.151 13.2 1.100 0.135 1.894
decylcyclohexane 0.009 0.000 8.660 13.2 0.000 0.464 2.202
pentylcyclohexane 0.013 0.000 6.003 13.2 0.000 0.398 2.156
3,4-dicyclohexyl-2,5-dimethylhexane 0.026 0.000 9.452 13.2 0.000 0.127 1.984
2-methyl-1-butene 0.229 0.000 2.923 13.2 1.300 0.152 1.886
ethanol 1.400 0.285 -0.187 13.1 19.400 0.288 2.626
3,3-dimethyl-1-pentene 0.110 0.111 3.599 13.1 1.500 0.144 1.650
4,4-dimethyl-1-pentene 0.124 0.000 3.599 13.0 1.900 0.170 1.802
butylcyclohexane 0.009 0.000 5.472 13.0 0.600 0.359 2.068
methylcyclopentane 0.018 0.000 3.313 13.0 1.000 0.175 1.906
methylcyclohexane 0.013 0.000 3.878 13.0 1.000 0.170 1.902
Decahydronaphthalene 0.000 0.000 4.932 13.0 0.000 0.211 2.031
hexahydroindene 0.010 0.000 4.368 13.0 0.000 0.198 2.025
bicyclohexyl 0.000 0.000 5.937 12.8 0.000 0.313 2.097
cyclohexane 0.000 0.000 3.386 12.8 0.200 0.106 1.947
2,4,4-trimethyl-2-pentene 0.226 0.000 4.143 12.8 1.600 0.161 1.853
2,3-dimethyl-1-pentene 0.227 0.000 3.802 12.8 1.500 0.173 1.873
tricyclohexylmethane 0.010 0.000 8.876 12.7 0.000 0.103 1.967
butylcyclopentane 0.013 0.000 4.908 12.7 1.000 0.375 2.035
1-hexene 0.133 0.000 3.434 12.7 3.000 0.406 1.782
1,5-pentanediol 2.639 0.304 -0.599 12.6 19.800 0.450 1.598
2,3-dimethyl-1-butene 0.232 0.000 3.270 12.5 1.900 0.081 1.763
methylformamide 3.498 0.351 -0.598 12.5 15.900 0.252 1.048
3,3-dimethyl-1-butyne 0.308 0.000 2.226 12.5 1.900 0.072 1.766
triethyleneglycol 0.457 0.323 -1.871 12.5 18.600 0.338 3.008
3-methoxy-1,2-propanediol 4.424 0.373 -1.297 12.5 19.800 0.355 1.391
2,4-dimethyl-1-pentene 0.210 0.000 3.802 12.5 1.900 0.203 1.835
1-heptene 0.136 0.000 3.965 12.4 2.600 0.432 1.869
3-methyl-1-pentene 0.130 0.000 3.250 12.4 2.000 0.227 1.825
3-ethyl-2-methyl-1-pentene 0.211 0.000 4.333 12.3 1.800 0.089 1.779
1,4-bis(1,1-dimethylethyl)-benzene 0.002 0.000 5.595 12.3 0.700 0.311 2.024
Propynol 1.473 0.263 -0.381 12.3 18.800 0.380 2.576
diethyleneglycol 2.044 0.378 -1.513 12.3 19.000 0.339 2.136
cyclopentane 0.011 0.000 2.821 12.2 1.800 0.107 1.761
octane 0.133 0.000 4.496 12.2 2.400 0.445 1.910
methoxyaceticacid 3.653 0.422 -0.963 12.2 17.700 0.346 1.252
1-nonene 0.136 0.000 5.028 12.2 2.200 0.457 1.950
4-methyl-1-hexene 0.126 0.000 3.781 12.2 2.100 0.328 1.876
1,2,3,4-tetrahydro-1,1,3,4,4,6-hexamethylnaphthalene 0.089 0.000 6.922 12.1 0.200 0.132 1.977
Acetaldehydeammonia 1.033 0.537 -1.113 12.1 19.500 0.104 2.905
1,3,5-triisopropylbenzene 0.053 0.000 6.235 12.1 0.400 0.107 1.936
1,2,2,6,6-pentamethylpiperidine 0.640 0.014 3.390 12.1 1.700 0.065 1.777
1,4-diethylbenzene 0.001 0.000 4.201 12.1 0.600 0.343 2.056
2-methyl-2-butene 0.149 0.000 2.915 12.1 2.900 0.206 1.670
isoprene 0.155 0.000 2.413 12.1 4.100 0.207 1.432
4-methyl-1-pentene 0.136 0.000 3.250 12.1 2.500 0.267 1.775
1-tetradecene 0.133 0.000 7.684 12.1 1.900 0.482 2.011
3-ethyl-1-pentene 0.118 0.000 3.781 12.0 2.300 0.141 1.725
2-methyl-3-heptene 0.014 0.000 4.304 12.0 1.900 0.384 1.925
1-decene 0.133 0.000 5.559 12.0 2.200 0.464 1.955
2,3,4-trimethyl-2-pentene 0.018 0.000 4.346 12.0 1.700 0.141 1.796
1-nonadecene 0.136 0.000 10.341 12.0 1.500 0.490 2.072
butylbenzene 0.136 0.000 4.272 11.9 1.100 0.355 2.029
2-ethoxy-2-methyl-propane 1.680 0.058 1.678 11.9 2.700 0.190 1.060
1,2-diethylbenzene 0.240 0.000 4.201 11.9 1.000 0.121 1.905
ethanedial 0.008 0.492 -0.671 11.8 13.300 0.420 2.747
cyclohexylbenzene 0.116 0.000 4.738 11.8 1.000 0.312 2.009
galaxolide 1.857 0.029 6.232 11.7 0.700 0.209 1.224
1,2,3,4-tetramethylbenzene 0.267 0.000 4.059 11.7 0.500 0.186 2.004
1,2,3,5-tetramethylbenzene 0.155 0.000 4.059 11.7 0.500 0.170 1.980
pentaethylbenzene 0.141 0.000 7.175 11.6 0.700 0.111 1.920
1,3,5-trimethylbenzene 0.001 0.000 3.599 11.6 0.600 0.159 1.938
Isobutanol 1.411 0.188 0.691 11.6 15.900 0.194 2.244
peroxyaceticacid 3.191 0.541 -0.228 11.6 18.500 0.257 1.300
1,6-hexanediol 0.000 0.269 -0.068 11.5 18.500 0.461 2.959
2,6-di-tert-butyl-4-methylpyridine 1.872 0.044 4.563 11.5 0.800 0.154 1.136
2,2'-(methylimino)bis-ethanol 2.899 0.274 -0.718 11.5 18.500 0.153 1.157
Propanol 1.413 0.229 0.344 11.5 17.400 0.368 2.505
1,3-bis(1-methylethyl)-benzene 0.080 0.000 4.896 11.5 0.900 0.272 1.989
2,7-diisopropylnaphthalene 0.060 0.000 6.127 11.4 2.000 0.347 1.892
1,2,3,5-tetraethylbenzene 0.144 0.000 6.184 11.3 1.400 0.123 1.844
tetrahydro-2,2,5,5-tetramethylfuran 1.851 0.052 2.393 11.3 2.100 0.117 0.951
1-hydroxybenzotriazole 2.763 0.401 0.320 11.3 17.700 0.230 1.395
1,5-diisopropylnaphthalene 0.000 0.000 6.127 11.3 2.000 0.259 1.825
2,3-butanediol 0.000 0.343 -0.994 11.3 18.300 0.145 2.844
1,2-diisopropylbenzene 0.193 0.000 4.896 11.3 1.100 0.086 1.866
Benzene 0.001 0.000 2.218 11.3 2.000 0.167 1.767
1-pentan-2-yl-4-pentan-3-ylbenzene 0.041 0.000 7.021 11.2 1.300 0.340 1.979
tetradecylbenzene 0.136 0.000 9.586 11.2 1.800 0.479 2.023
diethylether 1.581 0.082 0.981 11.2 4.600 0.389 0.849
pentadecylbenzene 0.140 0.000 10.117 11.2 1.700 0.482 2.040
ethylbenzene 0.139 0.000 3.210 11.2 1.400 0.246 1.921
3,6-bis-(methoxymethyl)-durene 0.002 0.064 3.537 11.2 3.000 0.265 1.557
himachalen_gamma 0.214 0.000 6.789 11.2 2.500 0.124 1.696
1-(1,1-dimethylethyl)-3-methylbenzene 0.137 0.000 4.367 11.1 1.300 0.204 1.906
tridecylbenzene 0.140 0.000 9.055 11.1 1.900 0.476 2.008
1-(methoxymethyl)-4-(244-trimethylpentan-2-yl)benzene 1.604 0.028 5.405 11.1 1.500 0.362 1.477
dodecylbenzene 0.136 0.000 8.523 11.1 1.800 0.472 2.019
1,2,4-trimethylbenzene 0.154 0.000 3.599 11.1 1.000 0.226 1.959
1-cyclohexyl-2-isopropylbenzene 0.187 0.000 6.077 11.1 1.300 0.166 1.889
2-propanol 1.444 0.226 0.160 11.1 16.400 0.111 2.261
dl-pin-2(3)-ene 0.108 0.000 4.372 11.0 2.200 0.070 1.695
2,6-di-tert-butylpyridine 1.723 0.048 4.103 11.0 1.200 0.215 1.270
1,1'-oxybis-octane 1.586 0.028 7.357 11.0 2.100 0.488 1.497
1,5-hexanediol 0.704 0.267 -0.252 11.0 17.800 0.405 2.937
1-(1,1-dimethylethyl)-3,5-dimethylbenzene 0.044 0.000 4.827 11.0 1.500 0.163 1.841
menthylisovalerate 1.604 0.090 5.510 10.9 2.200 0.237 1.183
1-methyl-7-(1-methylpropyl)naphthalene 0.248 0.000 5.779 10.9 2.600 0.290 1.788
tert-butanol 1.493 0.171 0.509 10.9 14.700 0.000 1.948
himachalen_beta 0.258 0.000 6.779 10.9 2.800 0.121 1.649
dimethoxymethane 0.395 0.165 -0.265 10.9 8.600 0.257 1.190
1,2,3,4,5,6,7,8-octahydroanthracene 0.002 0.000 5.590 10.9 2.100 0.318 1.849
(1,1-dimethylethyl)benzene 0.110 0.000 3.907 10.8 2.000 0.203 1.807
1,2-hexanediol 2.812 0.267 0.253 10.8 17.100 0.392 1.297
cyclohexene 0.125 0.000 2.895 10.8 2.000 0.121 1.758
Perhydrofarnesylacetone 2.780 0.048 7.261 10.8 2.000 0.463 0.344
delta-cadinene 0.195 0.000 6.540 10.8 3.000 0.137 1.616
isopropylbenzene 0.129 0.000 3.557 10.8 1.200 0.225 1.931
undecylbenzene 0.140 0.000 7.992 10.8 2.000 0.468 1.988
2,5-hexanediol 0.000 0.265 -0.328 10.7 17.600 0.322 2.826
dipropyleneglycol 2.473 0.274 0.707 10.7 17.500 0.299 1.519
1,6-dimethyl-4-isopropyltetralin 0.112 0.000 6.227 10.7 1.400 0.122 1.839
di-n-propylether 1.605 0.042 2.044 10.7 3.200 0.442 1.238
diisopropylether 1.621 0.062 1.676 10.7 3.200 0.211 1.033
Cuparen 0.058 0.000 6.208 10.7 1.100 0.235 1.938
1,4-bis(1-methylethyl)-benzene 0.053 0.000 4.896 10.7 1.500 0.314 1.939
2,4-dimethyl-3-thiapentane 1.055 0.156 2.645 10.7 2.000 0.224 1.535
1-methoxy-4-(2,4,4-trimethylpentan-2-yl)benzene 1.615 0.030 5.582 10.6 1.800 0.329 1.401
1-ethoxybutane 1.584 0.063 2.044 10.6 4.700 0.439 0.893
decylbenzene 0.136 0.000 7.461 10.6 2.100 0.461 1.968
cycloheptane 0.001 0.000 3.950 10.6 1.900 0.102 1.742
2-Pentanone 2.780 0.141 0.905 6.525 4.700 0.325 2.629
N,N-dimethylformamide 3.878 0.026 -1.010 5.977 11.300 0.201 2.645
2-Butanone 2.771 0.164 0.374 6.034 5.100 0.241 2.533
4-Methylpentan-2-one 2.780 0.121 1.253 8.495 4.100 0.250 2.670
Nitrobenzene 4.442 0.353 1.948 5.360 3.100 0.280 2.963
1,1,2,2-Tetrachloroethane 2.547 0.000 2.172 5.192 5.300 0.091 2.792
Acetone 2.805 0.197 -0.157 6.476 7.000 0.148 2.328
Ethyl acetate 1.669 0.225 0.708 7.297 7.200 0.323 3.540
Chloroform 1.493 0.000 1.755 7.127 5.700 0.148 3.804
Toluene 0.154 0.000 2.678 10.166 2.000 0.220 4.651
Cyclohexanol 1.449 0.175 1.341 8.471 13.500 0.176 4.078
Benzene 0.001 0.000 2.218 11.267 2.000 0.167 4.594
Cyclohexane 0.000 0.000 3.386 12.837 0.200 0.106 4.723
1-Pentanol 1.413 0.164 1.407 9.178 13.900 0.429 4.296
Water 1.013 1.000 -1.380 11.868 16.900 0.253 5.036
Methanol 1.426 0.373 -0.719 16.850 22.300 0.327 5.045
1-Butanol 1.404 0.191 0.875 10.525 15.800 0.401 4.451
상기 표 1의 용매 중에서, 하기 #1 문헌에서 PVC에 대한 용해실험된 용매에 대해 상기 식 1의 PVC Swelling Score값과 #1 문헌의 용매분류를 하기 표 2에서 대조하였다.
용매 PVC Swelling Score PVC swelling ratio
2-Pentanone 2.629 12.69
N,N-dimethylformamide 2.645 12.19
2-Butanone 2.533 11.53
4-Methylpentan-2-one 2.670 7.06
Nitrobenzene 2.963 6.55
1,1,2,2-Tetrachloroethane 2.792 3.29
Acetone 2.328 2.79
Ethyl acetate 3.540 2.38
Chloroform 3.804 2.27
Toluene 4.651 1.21
Cyclohexanol 4.078 1.1
Benzene 4.594 1.07
Cyclohexane 4.723 1.04
1-Pentanol 4.296 1.02
Water 5.036 1
Methanol 5.045 1
1-Butanol 4.451 1
#1: Grause, J Mater Cycles Waste Manag (2017) 19:612
PVC Swelling Score와 상기 #1 문헌의 실험값인 PVC swelling ratio (건조한 PVC 무게에서 용매에 넣은 후 실제로 늘어난 무게의 ratio, 용매 분자가 PVC 사이에 들어가서 swelling하는데 기여한 정도를 나타냄)의 상관관계를 살펴보면 제곱평균제곱근(Root mean square, R2)이 0.784로 나타난다. 따라서 PVC Swelling Score가 실험값을 잘 표현한다고 볼 수 있다.
또한, 도 2에는 상기 #1 문헌의 실험값인 PVC swelling ratio의 Log값과 해당 용매의 PVC Swelling Score값의 관계를 나타내었다.
상기 표 2를 통해, PVC Swelling Score는 용해도가 높을수록 값이 작아지며, #1문헌의 PVC swelling ratio는 swelling에 기여한 용매의 양이 많을수록 값이 커지므로, PVC Swelling Score가 #1문헌의 PVC swelling ratio의 경향성을 잘 반영하고 있음을 확인할 수 있다.
여기서, PVC swelling ratio는 상기 #1의 문헌 표 1의 값으로, 건조된 PVC의 부피와 용매에 넣은 후 건조된 PVC 부피와 Swelling에 참여한 용매 부피의 합을 계산하여 PVC 부피를 기준으로 Swelling된 PVC와 용매 부피가 차지하는 비율이 계산된 값이다.
[실험예]
PVC 폐기물 시료를 하기 표 3의 양용매에 첨가하여 상온에서 3시간 동안 120rpm으로 교반하여 용해액을 제조했다. 이후, 상기 용해액에 하기 표 3의 비용매를 드랍하여 PVC를 침전시켰다. 이때, 폐PVC:양용매:비용매의 중량비는 1:5:20이다.
비용매를 모두 드랍한 후 반응액을 필터로 여과하여 여과된 고체를 수득했다. 여과된 고체를 상기 비용매와 동일한 비용매로 추가 수세하고 건조하여 재생 PVC를 얻었다.
　 양용매 비용매 시료(g) 회수(g) PVC 회수율
실험예 1 cyclohexanone 2-propanol 15 8.1 39%
실험예 2 octene 20 9.5 66%
실험예 3 hexane 20 10.1 66%
실험예 4 diethylether 20 5.9 35%
실험예 5 n,n-dimethylpropanamide 2-propanol 15 12.6 50%
실험예 6 octene 25 15.2 82%
실험예 7 hexane 25 13 74%
실험예 8 diethylether 20 5.6 41%
실험예 9 dichloromethane 2-propanol 50 21.8 22%
실험예 10 octene 20 6.6 27%
실험예 11 Hexane 20 3.4 32%
실험예 12 diethylether 20 1.7 13%
표 3에서 시료(g)는 처음 투입된 PVC 폐기물 시료의 중량을 의미한다.
표 3에서 사용된 용매들의 PVC swelling score값은 하기 표 4와 같다. 표 4의 PVC swelling score값을 참고하여 표 3을 살펴보면, dichloromethane의 경우 PVC swelling score가 cyclohexane이나, n,n-dimethylpropanamide보다 높아서 PVC가 swelling되는 정도가 떨어지기 때문에 회수율이 전반적으로 낮게 나오는 것을 확인할 수 있으며, n,n-dimethylpropanamide의 경우 PVC swelling ratio가 가장 좋은 것을 나타내기 때문에 전반적으로 회수율이 높은 것을 확인할 수 있다.
PVC swelling score값 구분
Cyclohexanone -0.641 양용매
n,n-dimethylpropanamide -0.902 양용매
dichloromethane -0.290 양용매
2-propanol 2.261 비용매
Octene 1.910 비용매
Hexane 2.170 비용매
diethylether 0.849 비용매

Claims (17)

  1. 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하기 위한 용매를 하기 식 1을 이용하여 스크리닝하는 단계를 포함하는 폴리염화비닐 추출용 용매의 스크리닝 방법:
    [식 1]
    Figure PCTKR2022013227-appb-img-000005
    상기 식 1에서,
    x1, x2, x3 및 x4는 각각 0 내지 5의 실수이고,
    Dipole은 용매 분자의 쌍극자 모멘트이며,
    Asphericity는 용매 분자의 비구면성이고,
    dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며,
    Polar Surface Area는 Fractional polar surface area이다.
  2. 청구항 1에 있어서, 상기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 용매를 폴리염화비닐에 대한 양용매로 선택하는 단계; 및
    상기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 용매를 폴리염화비닐에 대한 비용매로 선택하는 단계를 더 포함하는 폴리염화비닐 추출용 용매의 스크리닝 방법.
  3. 청구항 2에 있어서, 상기 양용매의 PVC swelling score값과 상기 비용매의 PVC swelling score값의 차이는 1.5 이상인 것인 폴리염화비닐 추출용 용매의 스크리닝 방법.
  4. 청구항 2에 있어서, 상기 양용매의 비점은 85℃ 이상인 것인 폴리염화비닐 추출용 용매의 스크리닝 방법.
  5. 청구항 1에 있어서, 상기 x1는 1.5이고, 상기 x2는 1.5이며, 상기 x3은 0.5이고, x4는 0.25인 것인 폴리염화비닐 추출용 용매의 스크리닝 방법.
  6. 청구항 1 내지 5 중 어느 한 항에 의한 용매의 스크리닝 방법을 이용하여 폴리염화비닐 추출용 용매를 스크리닝하는 단계; 및
    상기 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 상기 폴리염화비닐을 추출하는 단계를 포함하는, 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법.
  7. 청구항 6에 있어서, 상기 폴리염화비닐을 추출하는 단계는,
    상기 폴리염화비닐을 포함하는 폐기물을 상기 식 1에 따른 PVC swelling score값이 0 이하인 양용매와 접촉시키고 상기 폐기물 중 폴리염화비닐을 상기 양용매로 용해해 폴리염화비닐 용해액을 얻는 용해 공정; 및
    상기 용해액을 상기 식 1에 따른 PVC swelling score값이 0 초과인 비용매와 접촉시킴으로써, 상기 용해액으로부터 폴리염화비닐을 석출시키는 석출 공정을 포함하는 것인 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법.
  8. 청구항 7에 있어서, 상기 용해 공정으로 얻어진 폴리염화비닐 용해액으로부터 고형분을 분리하는 분리 공정을 더 포함하는, 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법.
  9. 청구항 7에 있어서, 상기 석출 공정으로 석출된 폴리염화비닐을 린스하는 린스 공정을 더 포함하는, 폴리염화비닐을 포함하는 폐기물의 재활용하는 방법.
  10. 청구항 1 내지 5 중 어느 한 항에 의해 스크리닝된 용매를 이용하여, 폴리염화비닐을 포함하는 폐기물로부터 추출된 재활용된 폴리염화비닐.
  11. 청구항 10에 있어서, 상기 재활용된 폴리염화비닐은 폐기물로부터 유래된 첨가제를 포함하는 것인 재활용된 폴리염화비닐.
  12. 폴리염화비닐을 포함하는 폐기물로부터 추출된 폴리염화비닐;
    하기 식 1에 따른 PVC swelling score값이 0 이하인 용매 중 어느 하나의 양용매; 및
    하기 식 1에 따른 PVC swelling score값이 0 초과인 용매 중 어느 하나의 비용매를 포함하는 폐폴리염화비닐 재활용 조성물:
    [식 1]
    Figure PCTKR2022013227-appb-img-000006
    상기 식 1에서,
    x1, x2, x3 및 x4는 각각 0 내지 5의 실수이고,
    Dipole은 용매 분자의 쌍극자 모멘트이며,
    Asphericity는 용매 분자의 비구면성이고,
    dH는 용매 분자의 수소결합에 대한 한센 용해 파라미터이며,
    Polar Surface Area는 Fractional polar surface area이다.
  13. 청구항 12에 있어서, 상기 양용매의 PVC swelling score값과 비용매의 PVC swelling score값의 차이는 1.5 이상인 것인 폐폴리염화비닐 재활용 조성물.
  14. 청구항 12에 있어서, 상기 양용매의 비점은 85℃ 이상인 것인 폐폴리염화비닐 재활용 조성물.
  15. 청구항 12에 있어서, 상기 양용매 및 상기 비용매는 각각 독립적으로 알코올계 용매, 케톤계 용매, 에스터계 용매, 에테르계 용매, 극성 비양성자성 용매, 탄화수소 용매 및 할로겐 함유 용매 중 어느 하나인 것인 폐폴리염화비닐 재활용 조성물.
  16. 청구항 12에 있어서, 상기 양용매는 n,n-dimethylacetamide, cyclopentanone, 2-pentanone, dioxane, nitrobenzene, ethylacetate, benzene, trichloroethylene, 1,2-dichloroethane, chloroform, cyclohexanone, tetrahydrofuran, 2-butanone, acetone, 4-methylpentan-2-one, 1,2,3-propanetrioltrinitrate, tetramethylenesulfoxide, 1-piperidinecarboxaldehyde, 1-acetylpiperidine, n-methyl-2-pyrrolidinone, 1,4-dimethylpyrrolidone, 1,3-dimethyl-2-imidazolidinone, 1,5-dimethylpyrrolidone, hexamethylphosphoramide, dimethylpropyleneurea, 1-ethyl-2-pyrrolidone, 1,3-dimethylpyrrolidone, 4-acetylmorpholine, 1-[ethoxy(methyl)phosphoryl]methylpiperidine, n,n-dimethylpropanamide, tributylphosphineoxide, 1-propyl-2-pyrrolidinone, n-isopropylpyrrolidone, n,n,4-trimethylbenzamide, n-methyl-o-acetotoluidide, 2-cyclohexen-1-one, n,n,3-trimethylbenzamide, n,n-dimethylbenzamide, trimethylenesulfide, n,n,2-trimethylbenzamide, 1,3-dioxane, tetramethylurea, 2-azacyclooctanone, 4-methyl-1-propyl-2-pyrrolidinone, 5-methyl-1-propyl-2-pyrrolidinone, n,n-diethylacetamide, 1,3-propanedithiol, 4,5-dihydro-2-methylthiazole, pyrrolidine, 3-methoxy-n,n-dimethylpropanamide, 4-fluoro-n,n-dimethylbenzamide, cycloheptanone, 1-morpholinopentan-1-one, 3-methylcyclohexanone, n,n-dimethylbutanamide, caprolactam, tetrahydrothiophene, 2-methoxy-n,n-dimethylbenzamide, dimethylformamide, 1,2-ethanedithiol, 1,4,7,10-tetraoxacyclododecane, ethyl 1,3-dimethyl-2-oxopyrrolidine-3-carboxylate, 1-(4-methylpiperidyl)butan-1-one, 2-methylcyclohexanone, 1-(2,6-dimethylmorpholin-4-yl)butan-1-one, n,n-diethylformamide, 4-(propan-2-yl)phenyldimethylcarbamate, n,n-dimethyl-3-phenylpropanamide, n-(1-methyl-2-methoxyethyl)-n-chloroacetyl-2-ethyl-6-methylaniline, dichloroacetylchloride, n,n-diethyl-3-(2-methyl-1,3-dioxolan-2-yl)propanamide, n-acetylcaprolactam, d-camphor, n-methylformanilide, ethyl n-acetyl-n-ethyl-beta-alaninate, (2,5-dimethoxyphenyl)acetaldehyde, 4-methylcyclohexanone, 2,6-dimethyl-2,5-cyclohexadiene-1,4-dione, 4-vinylcyclohexene dioxide, nicotine, 2-methylcyclopentanone, dimethylveronal, diethyl(trichloromethyl)phosphonate, 3-methyl-6-isopropylidenecyclohexanone, 1-heptanoyl-4-methylpiperazine, n,n-diethyl-4-oxopentanamide, n-ethyl-n-phenylacetamide, dimethyldisulfide, 4,6-dimethylpyrimidine, 1,4-oxathiane, n-sec-butylpyrrolidone, 1-(4-methylpiperidin-1-yl)pentan-1-one, 1-butyl-5-methyl-2-pyrrolidinone, 3-methyl-2-oxazolidone, n,n-dimethyl-4-(propan-2-yl)benzamide, 2,5-dimethylpyrazine, mesitenelactone, propyl 4-(dimethylamino)-4-oxobutanoate, diethyldimethylamidophosphate, isophorone, n,n-dimethyl 4-methoxybenzamide, 1,2,3,5-tetramethoxybenzene, 3,4,5-trimethoxytoluene, caprolactone, 3-methyl-piperidin-2-one, 2-ethylhexylsalicylate, ethyl 3-ethyl-2-oxooxolane-3-carboxylate, 1-ethyl-3,5,7-trimethyl-1,3-dihydro-azepin-2-one, dimethylisosorbide, cyclotenebutyrate, ethyl 2-(2-methoxyphenoxy)acetate, cyrene, 2,4,4-trimethyl-6-oxocyclohex-1-en-1-yl acetate, 1,2-benzodihydropyrone, tripropyleneglycolethyletherisomer, 3,4-dimethoxypropiophenone, methylaminoacetaldehydedimethylacetal, methyl 2,6-dimethoxybenzoate, 1,3-dimethyl-1,2,3,4-tetrahydro-4-quinolinone, ethyl 3,5-dimethoxybenzoate, 4-methoxybenzaldehyde, ethyl (4-methylphenoxy)acetate, 2,3,4-trimethoxyacetophenone, ethylimidazole, methyl 2-oxocyclooctanecarboxylate, ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate, 2',5'-dimethoxyacetophenone, isobutylformate, ethyl 2-(2,6-dimethylphenoxy)acetate, ethyl 2-(benzyloxy)acetate, hexylacetoacetate, diethylglutarate, 4-carbethoxy-2-ethyl-3-methyl-2-cyclohexen-1-one, nepetalactone, tripropyleneglycolbutylether, ethyl 5,5-dimethyl-2-oxofuran-3-carboxylate, 2-ethoxybenzaldehyde, methyl-2,4-dimethoxybenzoate, 5,5-diethyl-4-methoxyfuran-2(5h)-one, ethyl 4,6-dimethyl-2-oxo-3,4-dihydro-2h-pyran-5-carboxylate, ethyl 4-phenoxybutanoate, 2,5-dimethoxypropiophenone, ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate, ethyl 3-(5-oxotetrahydrofuran-2-yl)propanoate, benzylsalicylate, n,n-diethyl-4-methyl-4h-pyridine-1-carboxamide, p-tolylacetonitrile, 5-methyl-2(3h)-furanone, 1-methyl-2-(3-pyridyl)pyrrole, formicacidpentylester, ethyl 4-(dimethylamino)benzoate, n-butylacetamide, 4-methylbenzaldehyde, 3',4'-dimethoxyisobutyrophenone, benzaldehyde, 1,2,4-triethoxybenzene, isobutylphenoxyacetate, m-dimethoxybenzene, 3-oxobutanoicacid-1-methylethylester, ethyl2-(cyclohexylmethyl)-3-oxobutanoate, 5-ethyldihydro-2(3h)-furanone, 2-isopropyl-n,2,3-trimethylbutyramide, 4-(4-methylpiperidino)pyridine, 3-oxaspiro-undecan-2-one, formicacidhexylester, methyl 2,2-dimethyl-4,6-dioxocyclohexanecarboxylate, ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-ene-1-carboxylate, benzenepropanenitrile, 4,4-dimethyl-5,6,7,8-tetrahydro-1H-isochromen-3-one, ethyl 2,6-dimethyl-4-oxocyclohex-2-enecarboxylate, n,n-dimethyloctanamide, 1-(2,5-dimethylpyrrolidin-1-yl)pentan-1-one, gamma-butyrolactone, t-butylacetoacetate, 4-(methoxymethyl)anisole, mintlactone, 2-methoxyethylacetoacetate, p-(2,2-dimethoxyethoxy)anisole, 1-(1-ethylpropyl)-2-pyrrolizinone, 2,5-dimethoxytetrahydrofuran, 2-acetoxy-1-ethoxypropane, 1,3-dimethyl-4-ethylcarbostyril, 1-(4-methoxyphenoxy)acetone, glycerol tripropionate, 3-dimethylaminoanisole, 2,4-dimethylbenzaldehyde, paraldehyde, glycerol tributyrate, 2,3,4,5-tetramethoxytoluene, 1,3,3-trimethyl-2h-quinolin-4-one, 3-cyclohexene-1-carboxaldehyde, isobutylsalicylate, 2-(1-methylpropyl)phenyl methylcarbamate, (2,2-diethoxyethoxy)benzene, methyl 3-(5-oxooxolan-2-yl)propanoate, 4-acetoxy-2,5-dimethyl-3(2h)-furanone, 3-ethylchroman-2-one, ethyl 3-cyclohexyl-3-oxopropanoate, 1-propyl-2(1h)-pyridinone, 7-methyl-4,4a,5,6-tetrahydro-3H-naphthalen-2-one, 1-(3,5-dimethylphenoxy)propan-2-one, ethyl 3-(2,5,5-trimethyl-1,3-dioxan-2-yl)propanoate, 1-tetralone, 4-methyl-3-penten-2-one, 1-tert-butylpyrrolidin-2-one, methyl 2-(4-(tert-butyl)phenoxy)acetate, 2,6,10,10-tetramethyl-1-oxaspiro(4,5)deca-2,6-dien-8-one, ethyl 4-ethoxybenzoate, maltyl isobutyrate, 4-methyl-1,3-dioxane, 2-acetylpyridine, 1,4-diethoxybenzene, 1-(2,2-diethoxyethoxy)-4-methylbenzene, cyclohexyl lactone, 2-(2-butoxyethoxy)ethyl acetate, n-methylbenzamide, 3-acetyl-5-propyldihydrofuran-2(3h)-one, 2,2-diethoxyethoxymethylbenzene, n-methyl-m-tolylcarbamate, ethylene glycol dibutyrate, 4-cyano-2-fluorobenzoyl chloride, 3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran-2-one, ethyl 2-(2-oxocyclohexyl)acetate, 4-(2-acetoxyethoxy)toluene, 4-(2,5-dimethylpyrrol-1-yl)-2,6-dimethylmorpholine, 1-butylpyridin-2(1h)-one, n,n-dimethyldecanamid, valeraldehyde, 2-(3-pyridyl)piperidine, 4-methoxypropiophenone, 4-tert-butyl-n,n-dimethylbenzamide, acetylacetone, ethyl 2-methyl-2-phenoxypropanoate, ethyl 2-acetyl-5-oxohexanoate, n-sec-isopentylpyrrolidone, 4-methyl-1-tetralone, 2-butoxyethanolacetate, isobutyric anhydride, n-hexyl-2-pyrrolidinone, 3-benzyl-2,4-pentanedione, ethyl 5-oxodecanoate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, 8-ethyl-1-oxaspiro[4.5]decan-2-one, n,n'-dibutylethyleneurea, methyl 3-oxododecanoate, 3-methyl-5-isopropyl-4-carbethoxy-2-cyclohexene-1-one, 6-pentyl-2h-pyran-2-one, m-methoxyacetophenone, benzisoxazole, n,n-diethylnicotinamide, ethyl 3-(2-oxocyclohexyl)propanoate, propyl 4-ethoxybenzoate, 5-butyl-5-ethyltetrahydro-2h-pyran-2-one, ethyl 2-oxo-1-propylcyclohexanecarboxylate, 2-propoxyethylacetate, dimethyl 2-methylglutarate, o-methylcorypalline, 1-pentylimidazole, n-formylmorpholine, methyl 2-butoxybenzoate, 7-butyloxepan-2-one, propanoic anhydride, acetophenone, 1-(3-methylpiperidin-1-yl)pentan-1-one, 1-butyl-2-methyl-imidazole, anisaldehyd diethyl acetal, 1-(2-methylpiperidin-1-yl)pentan-1-one, 5-butyl-5-ethyloxolan-2-one, 2,4,6-trimethylbenzaldehyde, n,n-diethylcyclohex-3-ene-1-carboxamide, butan-2-yl 4-methoxybenzoate, propylene glycol alpha methylbenzyl ether, 5-(benzyloxy)pentan-2-one, n,n-dimethyldodecanamide, n,n-diethyl-m-toluamide, (s)-dihydrobovolide, 3,4-dihydro-3-oxoedulan, butyl 2-methoxybenzoate, 7-cyclohexyloxepan-2-one, dimethyl 1,4-cyclohexanedicarboxylate, delta-decalactone, ethyl 2,5-dimethylphenoxyisobutyrate, 4a,8-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one, 5-hydroxy-2-decenoic acid lactone, ethyl 2-(2-oxooxolan-3-yl)acetate, methyloctalacton, 3-pentanone, 2,4-diacetylfuran, 2'-pentyloxyacetophenone, furfural, diethylmalonate, 1-(azepan-1-yl)butan-1-one, p-methoxyvalerophenone, n,n-diethylbenzamide, 4,4-dimethylnaphthalen-1(4h)-one, gamma-decalactone, piperitone, ethylacetoacetate, 1-hexylimidazole, dihydromintlactone, 4-heptanone, dimethyl glutarate, 4-(benzyloxy)-4-methylpentan-2-one, 3,3-dimethyl-1-phenoxybutan-2-one, molinate, 7-methoxy-2,2-dimethylchromene, propiophenone, ethyl 2-benzoyl-3-methylbutanoate, n,n-diethyl-2-methylcyclohexane-1-carboxamide, 5-methyl-5-propyl-1,3-dioxan-2-one, 3-methyl-5-(2-oxopropyl)oxolan-2-one, 1-(azepan-1-yl)pentan-1-one, 2-(2-ethoxyethoxy)-ethanolacetate, 2-methyl-1-(1-phenylethyl)imidazole, methyl 6-(diethylamino)-6-oxohexanoate, 5-undecanolide, 4-methyl-5-pentyloxolan-2-one, 2-ethoxyethylbenzoate, 3,4-dihydro-2(1h)-naphthalenone, 1-methoxy-3-(4-methylphenoxy)benzene, n,n-dihexylacetamide, dihydroactinidiolide, 1-pentanoylpiperidine, propan-2-yl 6-(dimethylamino)-6-oxohexanoate, 5,5-dimethyl-4-(3-oxobutyl)oxolan-2-one, 1-octylpyrrolidin-2-one, gamma-undecalactone, 4-ethoxyphenethylacetate, 2-hexanoylcyclohexan-1-one, gamma-methyldecalactone, 1-(azepan-1-yl)-3-methylbutan-1-one, methyl dihydrojasmonate, p-methoxypivalophenone, 2-acetyl-4-tert-butylcyclohexan-1-one, 4,4-dibutyl-gamma-butyrolactone, 4-ethyl-2,6-dimethoxyphenol, n,n-diethylcyclohexanecarboxamide, 5-dodecanolide, 1-hexanoylpiperidine, 1-heptyl-1h-imidazole, 2-isopropoxyethylbenzoate, butanoic anhydride, methylacetoacetate, 2,3,3-trimethylindanone, 5-hexyl-4-methyldihydrofuran-2(3h)-one, phenoxyacetone, 1-propoxy-2-propanol, ethyl di-n-propylthiolcarbamate, 1,2-dimethoxy-4-methylbenzene, tetrahydrofurfurylpropionate, 2-pyrrolidon, 2-methoxypropyl acetate, 4-dodecanolide, 2-ethoxy-4-(methoxymethyl)phenol, n-isopentylpropionanilide, pentylpiperidine-1-carboxylate, 1-(2-ethylpiperidin-1-yl)butan-1-one, isopropyl 2-isopropoxy-benzoate, n,n-dibutylpentanamide, 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran, 2-heptanone, 2-[2-(2-methoxypropoxy)propoxy]-1-propanol, 1,2,3,4,5,6,7,8-octahydro-2,8,8-trimethylnaphthalene-2-carbaldehyde, cycloate, 4-methylquinoline, 5-nonanone, n,n-dipentylbutanamide, 3-dimethylamino-2-methylpropiophenone, 2-ethyl-1-pentanoylpiperidine, 4-(ethoxymethyl)-2-methoxyphenol, n,n-dibutylhexanamide, 2-ethylhexyllactate, tripropyleneglycolmonomethylether, magnolione, 1-octylimidazole, butylformate, butylate, 5-ethyl-2-(2-furyl)-4-propyl-m-dioxane, 1-methoxy-4-(2-methoxyethoxymethyl)benzene, hexylpiperidine-1-carboxylate, 4-propylcyclohexanone, 2,5,8,11,14,17-hexaoxaoctadecane, ethyl n,n-diethylsuccinamate, ethyl dipentylcarbamate, 2-butoxyethyl 4-methylbenzoate, 4'-pentylacetophenone, vernolate, 2-cyclopentyl cyclopentanone, 2-butoxyethylbenzoate, trimethoxymethane, phenoyethylpropionate, 4'-isobutylacetophenone, 2-methylindole, n,n,2-triethylhexanamide, 2-methoxy-4-propylphenol, 3,5-bis(2-methylpropyl)cyclohexane-1,2-dione, 2,4-diethoxy-6-methylpyrimidine, ethyl-2-hydroxybenzoate, p-ethoxybenzaldehyde, glycerol triacetate, p-hexylacetophenone, n,n-diisopropyl-phenylacetamide, 3-ethylundecane-4,6-dione, 1-benzazine, methyl 5-methylsalicylate, n,n-dipropylheptanamide, 4-methylpyridine, 4-pentylcyclohexanone, 4-pyridinecarboxaldehyde, oxolan-2-yl methylheptanoate, 2-(2-(4-methylcyclohex-3-enyl)propyl)cyclopentanone, 2-isopropoxyphenol, octanophenon, 2-benzyl-4-methyl-1,3-dioxane, ethylbenzoate, 4-methyl-2-(2-methylpropyl)oxan-4-ol, 3-(diethylamino)propiophenone, benzylacetoacetate, isoamylbenzoate, pyridine, dichloromethane 및 1,1,2,2-tetrachloroethane 중 선택된 어느 하나인 것인 폐폴리염화비닐 재활용 조성물.
  17. 청구항 12에 있어서, 상기 비용매는 propanol, diethylether, n-heptane, hexane, 1,4-butadiol, octane, cyclopentane, propyleneglycol, dimethylsulfoxide, methanol, ethanol, 2-propanol, 2,4-dimethylhexane, 3-ethyl-2,4-dimethylpentane, 2,7-dimethyloctane, 2,6-dimethyl-heptane, 2-methyl-3-ethylpentane, 3,3-dimethylhexane, 2,3,5-trimethylhexane, 2,3,4-trimethylpentane, 2,2-dimethylheptane, 3,3-dimethylpentane, 1-(perfluorobutyl)icosane, 2,5-dimethylhexane, 2,2-dimethylhexane, 2,3,3-trimethylpentane, formicacid, 2,2,6-trimethylheptane, 2,2,4-trimethylhexane, 2,2,3-trimethylpentane, 2,3,3,4-tetramethylpentane, 2,4,4-trimethylhexane, 1-hydroxybenzotriazole, 3-ethyl-2,2-dimethyl-pentane, 2,2,4,6,6-pentamethylheptane, 2,2,5-trimethylhexane, 2-nitroethanol, 2,2,3,4-tetramethylpentane, octamethyltrisiloxane, 2,2,3,3-tetramethylhexane, 1,5-pentanediol, 1,1,1,2,2,3,3-heptafluoroundecane, 2,2,5,5-tetramethylhexane, 2,2,3,3-tetramethylpentane, 2,2,4-trimethylpentane, 2,2,4,4-tetramethylpentane, dodecamethylcyclohexasiloxane, acetaldehydeammonia, 1,1,1,2,2,3,3,4,4-nonafluorohexadecane, dodecamethylpentasiloxane, 1,1,1,2,2,3,3-heptafluorononane, 1,3-dioxolan-2-one, decamethyltetrasiloxane, 1-(perfluorohexyl)docosane, hexamethyldisilane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorononadecane, tetradecamethylhexasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexacosane, 1,1,1,2,2,3,3,4,4-nonafluoroundecane, 1,1,1,2,2,3,3,4,4-nonafluorododecane, hexadecamethylheptasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotetracosane, propynol, 1,1,1,2,2,3,3,4,4-nonafluorodecane, ethanolamine, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorodocosane, 2-hydroxypropanenitrile, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoroicosane, 1,1,1,2,2,3,3,4,4-nonafluorononane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctadecane, cis-2-butene-1,4-diol, 1,1,1,2,2,3,3,4,4,5-decafluorononane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorooctacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorohexacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoropentacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotetracosane, 1-(perfluorohexyl)octane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorodecane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorodocosane, 1h,8h-hexadecafluorooctane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotriacontane, hexacosamethyldodecasiloxane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoroicosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorododecane, 1,3-propanediol, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoroundecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorononadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorononacosane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7-pentadecafluorotetradecane, 1,1,1,2,2,3,3,4,4,5,5,6-dodecafluorononane, 1,1,1,2,2,3,3,4,4,5,5-undecafluorooctane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7-pentadecafluorotridecane, 1-perfluorooctyloctane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorodecane, 1,1,1,2,2,3,3,4,4,13,13,14,14,15,15,16,16,16-octadecafluorohexadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorohentriacontane, acetamidomethanol, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotetradecane, 1-(henicosafluorodecyl)undecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorooctacosane, ethylenecyanohydrin, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoroicosane, 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane, perfluorooctylbromide, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorododecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorotetracosane, pentacosafluorotricosane, 1-(perfluorohexyl)propane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoropentadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorodecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotetradecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorooctadecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorotridecane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorododecane, glycol, tetratriacontafluorotetracosane, glycerol, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-pentacosafluorotetradecane, methylhydroperoxide, H2O, 4-hydroxymethyl-1,3-dioxolan-2-one, hydroxyacetonitrile, perfluorooctane, perfluorodecalin, methanesulfonicacid, formamide, 4-methylphenol, PBr3, H2O2, BBr3, methylbutane, 2,2-dimethylbutane, 2,2,3-trimethyl-butane, 2,2-dimethylpentane, 2,3-dimethylbutane, pentane, 2,4-dimethylpentane, 2-methylpentane, 2-methylhexane, 3-methylpentane, 3-methylhexane, 3-ethylpentane, 3-ethyl-3-methylpentane, 2-methylheptane, 3,3-diethylpentane, 3-methylheptane, 2-methyloctane, 4-methylheptane, 3-ethylheptane, 2-methyl-nonane, 3-methyloctane, 4-methyloctane, 2-methyldecane, 3-methyl-nonane, 1,1,3,3-tetramethylcyclopentane, 1,3-butanediol, 4-methyldecane, 5-methyl-nonane, 4-methyl-nonane, 1,1-dimethylcyclopentane, 1,1,2-trimethylcyclopentane, 1,1,2-trimethylcyclohexane, n-decane, n-nonane, isobutylcyclopentane, isopropylcyclopentane, tert-butylcyclohexane, pentadecane, tridecane, 1,1,3-trimethylcyclopentane, 1,1,3-trimethylcyclohexane, nonadecane, heptadecane, octadecane, ethylcyclopentane, dodecane, n-undecane, propylcyclopentane, isobutylcyclohexane, isopropylcyclohexane, 1-ethyl-1-methylcyclopentane, 2,3,3-trimethyl-1-butene, 2,4,4-trimethyl-1-pentene, n-hexylcyclopentane, pentylcyclopentane, 1-isopropyl-4-methylcyclohexane, trimethylaluminum, n-tetradecylcyclopentane, tridecylcyclopentane, tetradecane, n-dodecylcyclopentane, n-decylcyclopentane, n-propylcyclohexane, ethylcyclohexane, 3,3-dimethyl-1-butene, n-hexadecane, pentene, 2,3,3-trimethyl-1-pentene, decylcyclohexane, pentylcyclohexane, 3,4-dicyclohexyl-2,5-dimethylhexane, 2-methyl-1-butene, 3,3-dimethyl-1-pentene, 4,4-dimethyl-1-pentene, butylcyclohexane, methylcyclopentane, methylcyclohexane, decahydronaphthalene, hexahydroindene, bicyclohexyl, cyclohexane, 2,4,4-trimethyl-2-pentene, 2,3-dimethyl-1-pentene, tricyclohexylmethane, butylcyclopentane, 1-hexene, 2,3-dimethyl-1-butene, methylformamide, 3,3-dimethyl-1-butyne, triethyleneglycol, 3-methoxy-1,2-propanediol, 2,4-dimethyl-1-pentene, 1-heptene, 3-methyl-1-pentene, 3-ethyl-2-methyl-1-pentene, 1,4-di-tert-butylbenzene, diethyleneglycol, octene, methoxyaceticacid, 1-nonene, 4-methyl-1-hexene, 1,1,3,4,4,6-hexamethyltetralin, 1,3,5-triisopropylbenzene, 1,2,2,6,6-pentamethylpiperidine, 1,4-diethylbenzene, 2-methyl-2-butene, isoprene, 4-methyl-1-pentene, 1-tetradecene, 3-ethyl-1-pentene, 2-methyl-3-heptene, 1-decene, 2,3,4-trimethyl-2-pentene, 1-nonadecene, butylbenzene, 2-ethoxy-2-methyl-propane, 1,2-diethylbenzene, ethanedial, cyclohexylbenzene, galaxolide, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, pentaethylbenzene, 1,3,5-trimethylbenzene, isobutanol, peroxyaceticacid, 1,6-hexanediol, 2,6-di-tert-butyl-4-methylpyridine, 2,2'-(methylimino)bis-ethanol, 1,3-bis(1-methylethyl)-benzene, 2,7-diisopropylnaphthalene, 1,2,3,5-tetraethylbenzene, tetrahydro-2,2,5,5-tetramethylfuran, 1,5-diisopropylnaphthalene, 2,3-butanediol, 1,2-diisopropylbenzene, 1-(2-pentyl)-4-(3-pentyl)benzene, tetradecylbenzene, pentadecylbenzene, ethylbenzene, 3,6-bis-(methoxymethyl)-durene, 5-hydroxy-6-methoxy-8-[(4-amino-1-methylbutyl)amino]quinoline trihydrobromide, 1-(1,1-dimethylethyl)-3-methylbenzene, tridecylbenzene, 1-(methoxymethyl)-4-(2,4,4-trimethylpentan-2-yl)benzene, dodecylbenzene, 1,2,4-trimethylbenzene, 1-cyclohexyl-2-isopropylbenzene, 4,6,6-Trimethylbicyklo(3,1,1)hept-3-en, 2,6-di-tert-butylpyridine, 1,1'-oxybis-octane, 1,5-hexanediol, 1-(1,1-dimethylethyl)-3,5-dimethylbenzene, menthylisovalerate, 1-methyl-7-(1-methylpropyl)naphthalene, tert-butanol, beta-himachalen, dimethoxymethane, 1,2,3,4,5,6,7,8-octahydroanthracene, tert-butylbenzene, 1,2-hexanediol, cyclohexene, 6,10,14-trimethylpentadecan-2-one, delta-cadinene, isopropylbenzene, undecylbenzene, 2,5-hexanediol, dipropyleneglycol, 1,6-dimethyl-4-isopropyltetralin, di-n-propylether, diisopropylether, cuparen, 1,4-bis(1-methylethyl)-benzene, 2,4-dimethyl-3-thiapentane, 1-methoxy-4-(2,4,4-trimethylpentan-2-yl)benzene, 1-ethoxybutane, decylbenzene 및 cycloheptane 중 선택된 어느 하나인 것인 폐폴리염화비닐 재활용 조성물.
PCT/KR2022/013227 2021-09-03 2022-09-02 폴리염화비닐 추출용 용매의 스크리닝 방법, 폐기물의 재활용하는 방법, 재활용된 폴리염화비닐 및 조성물 WO2023033605A1 (ko)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11335483A (ja) * 1998-05-25 1999-12-07 Hamada Heavy Ind Co Ltd 含塩素重合体組成物の脱塩素方法及びその装置
JP2000044723A (ja) * 1998-07-27 2000-02-15 Hitachi Zosen Corp プラスチック混合物からのポリ塩化ビニル樹脂の分離方法
JP2007146045A (ja) * 2005-11-29 2007-06-14 Mitsubishi Chemicals Corp ポリ塩化ビニル樹脂の回収方法
JP2007284530A (ja) * 2006-04-14 2007-11-01 Mitsubishi Chemicals Corp ポリ塩化ビニル樹脂の回収方法
KR20200005959A (ko) * 2018-07-09 2020-01-17 주식회사 엘지화학 용매의 스크리닝 방법 및 이를 이용하는 조성물의 제조방법

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11335483A (ja) * 1998-05-25 1999-12-07 Hamada Heavy Ind Co Ltd 含塩素重合体組成物の脱塩素方法及びその装置
JP2000044723A (ja) * 1998-07-27 2000-02-15 Hitachi Zosen Corp プラスチック混合物からのポリ塩化ビニル樹脂の分離方法
JP2007146045A (ja) * 2005-11-29 2007-06-14 Mitsubishi Chemicals Corp ポリ塩化ビニル樹脂の回収方法
JP2007284530A (ja) * 2006-04-14 2007-11-01 Mitsubishi Chemicals Corp ポリ塩化ビニル樹脂の回収方法
KR20200005959A (ko) * 2018-07-09 2020-01-17 주식회사 엘지화학 용매의 스크리닝 방법 및 이를 이용하는 조성물의 제조방법

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