Method for producing recycled polyol

Abstract

The present invention relates to a method for producing a regenerated polyol, and more specifically, to a method for producing a regenerated polyol comprising: a depolymerization step (S10) in which a monovalent or polyvalent alcohol is introduced into a raw material to carry out an ester exchange reaction (e.g., a glycolysis reaction); wherein, in the step (S10), the mixing ratio (w / w) of the raw material to the glycol is 20:1 to 1:1, and the raw material comprises at least one of a polyurethane, a polyester-based polymer, and a polycarbonate-based polymer, and wherein, in the step (S10), the raw material is partially depolymerized to produce a regenerated polyol, and the OH value of the regenerated polyol is 300 mgKOH / g or less.

Description

Technology Field

[0001] The present invention relates to a method for manufacturing a regenerated polyol. Background Technology

[0002] With the exception of a very few raw materials, most polyols are derived from petroleum. Considering global warming and environmental issues, it is necessary to utilize raw materials derived from biomass resources, such as plants, rather than petroleum-derived materials. Currently, the most widely used polyester polyols are centered on those synthesized from adipic acid; however, the production of adipic acid utilizes the nitric acid oxidation method, which poses an environmental problem as it generates N2O, a substance with a significantly greater global warming effect than CO2.

[0003] Conventional polyurethane recycling technologies include physical and chemical recycling. As polyurethane is a thermosetting plastic that cannot be thermoformed, it is a material that is difficult to recycle physically. In particular, since foam accounts for approximately 70% of polyurethane production, ensuring that it can be recycled back into foam is a critical challenge in resource circulation. Current physical recycling technologies, such as methods that involve crushing foam and hardening it with adhesives to create recycled foam, result in significant quality degradation. Consequently, repeated recycling is impossible, and the material is ultimately discarded as waste, making it an "open loop" system that fails to achieve true resource circulation. To address these issues, chemical recycling is being extensively researched. Taking glycolysis as an example of chemical recycling, this technology involves reacting polyurethane with glycol to induce an ester exchange reaction in the -COO- portion of the urethane bonds (-NHCOO-), converting it into a polyol with -OH groups at the terminals. This approach enables resource circulation because polyols can be reused as the primary raw material for polyurethane. However, current glycolysis technology has a limitation in that while the produced recycled polyol can make hard polyurethane foam, it cannot make soft polyurethane foam. This is due to the fact that the recycled polyol obtained by depolymerizing polyurethane has a high hydroxyl value (OH Value).

[0004] In conventional depolymerization via polyurethane glycolysis, it is common for the weight ratio of glycol reacting with the polyurethane to be higher than that of the polyurethane. This is because an excess amount of glycol is required for complete depolymerization. Consequently, the resulting product contains a mixture of large amounts of glycol and unreacted glycol, leading to a very high hydroxyl value (OH value). Furthermore, the higher the OH value, the more rigid the polyurethane foam tends to be. Therefore, it is structurally impossible to produce flexible polyurethane foam using the conventional glycolysis method.

[0005] To address these issues, there is an approach to recover and reuse unreacted glycol after depolymerization, but it has not been able to overcome the tendency toward hardening, and the separation process also has the problem of increasing costs and energy consumption. In addition, since the glycol used in depolymerization is a petrochemical derived from petroleum, the input of an excessive amount of glycol is, on the one hand, counterproductive to the purpose of resource recycling. The problem to be solved

[0006] The present invention provides a method for producing a regenerated polyol having a low viscosity and a lower hydroxyl value (OH Value) through partial depolymerization to solve these problems.

[0007] According to one embodiment, the method of the present invention can produce a recycled polyol capable of producing a soft polyurethane foam by lowering the hydroxyl group value (OH Value) to eliminate the tendency to harden.

[0008] According to one embodiment, the method of the present invention can reduce the amount of petroleum-derived monovalent or polyvalent alcohol (e.g., glycol) used by replacing some or all of the petroleum-derived monovalent or polyvalent alcohol (e.g., glycol) reacted with the raw material with an alcohol containing biocarbon, such as a vegetable oil-derived alcohol (e.g., monovalent or polyvalent), and participating in the transesterification reaction.

[0009] According to one embodiment, the method of the present invention may appropriately select or mix the alcohol containing biocarbon according to the physical properties of the final product to be achieved. For example, in general, biopolyols derived from vegetable oil can reduce the tendency for hardening compared to monovalent or polyvalent alcohols derived from petrochemicals (e.g., glycol).

[0010] The present invention provides a raw material composition comprising a recycled polyol obtained by the method of the present invention. According to one embodiment, the raw material composition of the present invention may be a raw material composition for manufacturing polyurethane foam.

[0011] The present invention provides a product manufactured from the recycled polyol or raw material composition of the present invention. According to one embodiment, a polyurethane foam (e.g., soft polyurethane foam) manufactured from the recycled polyol or raw material composition of the present invention may be provided.

[0012] However, the problems that the present invention aims to solve are not limited to those mentioned above, and other unmentioned problems will be clearly understood by those skilled in the art from the description below. means of solving the problem

[0013] According to one embodiment, a method for producing a regenerated polyol of the present invention comprises a depolymerization step (S10) in which a monovalent or polyvalent alcohol (e.g., glycol) is introduced into a raw material to carry out an ester exchange reaction (e.g., glycolysis); wherein, in the step (S10), the mixing ratio (w / w) of the raw material to the monovalent or polyvalent alcohol (e.g., glycol) is 20:1 to 1:1, and the raw material comprises at least one of polyurethane, a polyester-based polymer, and a polycarbonate-based polymer, and in the step (S10), the raw material is partially depolymerized to produce a regenerated polyol, and the OH value of the regenerated polyol may be 300 mgKOH / g or less.

[0014] According to one embodiment, the polyester-based polymer may be at least one of polyethylene terephthalate (PET), polybutylene terephthalate (PBT), and polylactic acid (PLA).

[0015] According to one embodiment, the step (S10) may be carried out at a temperature of 150 to 240 ℃ in the presence of a catalyst, and the catalyst may be carried out in the presence of at least one of Zn(OAc)2·2H2O2, an organotin-based catalyst, and a titanate-based catalyst.

[0016] According to one embodiment, the method may further include the step (S20) of adding and mixing a mixture containing a biopolyol, a vegetable oil-derived fatty acid ester, or both to the reaction product after the step (S10).

[0017] According to one embodiment, the mixing ratio of the regenerated polyol to the mixture of the step (S10) in the step (S20) may be 1:99 to 99:1.

[0018] According to one embodiment, the mixture may have a viscosity of 1,000 CPs or less (25 °C).

[0019] According to one embodiment, the product obtained in step (S20) may have a viscosity (25°C) of 500 to 5,000 mPa·s.

[0020] According to one embodiment, the biopolyol and the plant oil-derived fatty acid ester may each have a biocarbon content of 50% or more as measured by carbon isotope analysis.

[0021] According to one embodiment, the biopolyol may comprise at least one of a plant oil-derived, plant fatty acid-derived, plant glycerol-derived, ricinoleic acid-derived, plant fermented alcohol-derived, or a polyether-based system in which plant fermented alcohol is used.

[0022] According to one embodiment, the regenerated polyol obtained in step (S10) may comprise two or more polyols with different molecular weights.

[0023] According to one embodiment, the regenerated polyol obtained in step (S10) may have a molecular weight spectrum of 200 to 10,000 g / mol.

[0024] According to one embodiment, in step (S10), at least a portion or the whole of the alcohol may be replaced with a biocarbon-containing alcohol, and the biocarbon-containing alcohol may be applied as a mixture of alcohols containing one or more types of biocarbon.

[0025] According to one embodiment, the biocarbon-containing alcohol has monovalent to tetravalent hydroxyl groups within the molecule, and the biocarbon-containing alcohol may contain 50% or more of biocarbon as measured by carbon isotope analysis.

[0026] According to one embodiment, the viscosity of the alcohol containing the biocarbon may be a low viscosity of 1,000 mPa·s (CPS) or less.

[0027] According to one embodiment, the monovalent or polyvalent alcohol is applied as a mixture of one or more types, and the monovalent or polyvalent alcohol may include glycol.

[0028] According to one embodiment, the raw material composition of the present invention may be a raw material composition for manufacturing a polyurethane foam comprising a recycled polyol prepared by the method according to the embodiments of the present invention.

[0029] According to one embodiment, the polyurethane foam of the present invention may be a polyurethane foam manufactured from a raw material composition manufactured by the method according to the embodiments of the present invention. Effects of the invention

[0030] The present invention can provide a method for producing a regenerated polyol having a low viscosity and a lower hydroxyl value (OH Value) through partial depolymerization.

[0031] The present invention can provide a method for producing recycled polyol, which is an eco-friendly and resource-recycling process for producing recycled polyol from waste plastic (e.g., polyurethane).

[0032] The present invention can provide a method for producing a recycled polyol suitable for producing soft polyurethane foam.

[0033] The present invention can provide a high biocarbon-containing recycled polyol, plastic raw materials and products utilizing the same. Specific details for implementing the invention

[0034] The embodiments of the present invention are described in detail below. In describing the present invention, specific descriptions of related known functions or configurations will be omitted if it is determined that such detailed descriptions may unnecessarily obscure the essence of the invention. Furthermore, the terms used in this specification are used to appropriately express preferred embodiments of the present invention, and these may vary depending on the intentions of the user or operator, or the conventions of the field to which the present invention belongs. Accordingly, the definitions of these terms should be based on the content throughout this specification.

[0035] Throughout the specification, when it is stated that a component is located "on" another component, this includes not only cases where a component is in contact with another component, but also cases where another component exists between the two components.

[0036] Throughout the specification, when a part is described as "including" a certain component, this means that it does not exclude other components but may include additional components.

[0037] In this document, phrases such as “A or B,” “at least one of A and B,” “at least one of A or B,” “A, B or C,” “at least one of A, B and C,” and “at least one of A, B, or C” may each include any one of the items listed together with the corresponding phrase, or all possible combinations thereof. Terms such as “first,” “second,” or “first” or “second” may be used simply to distinguish a component from another component and do not limit the components in any other aspect (e.g., importance or order). For example, appropriate results may be achieved even if the described techniques are performed in a different order than described, and / or the described components are combined or combined in a form different from described, or are substituted or replaced by other components or equivalents. Therefore, other implementations, other embodiments, and equivalents to the claims set forth below are also within the scope of the claims.

[0038] Hereinafter, the method for manufacturing the recycled polyol of the present disclosure and its application will be described in detail with reference to examples. However, the present invention is not limited to these examples.

[0039] According to one embodiment, a method for producing a recycled polyol of the present invention may include a depolymerization step (S10) in which a monovalent or polyvalent alcohol (e.g., glycol) is added to a raw material to carry out an ester exchange reaction (e.g., glycolysis reaction). The raw material may be a plastic (or polymer) having -COO- bonds or carbonate (-O-COO-) bonds within a molecule (e.g., main chain). These bonds may be present in a single or multiple manner. For example, as a polymeric material containing multiple -COO- bonds within the molecule, it may be a polyester-based polymer such as polyurethane, polyethylene terephthalate (PET), polybutylene terephthalate (PBT), or polylactic acid (PLA). For example, it may be a polycarbonate-based polymer containing carbonate (-O-COO-) bonds. The raw material may include one or more types and may be prepared from waste materials or commercially available reagents. Preferably, it is a waste material and can be polyurethane.

[0040] According to one embodiment, the method can partially control an ester exchange reaction (e.g., glycolysis reaction) to lower the hydroxyl value and provide a regenerated polyol with low viscosity. For example, the regenerated polyol can be produced by partially depolymerizing the raw material in step (S1). For example, as shown in Reaction Scheme 1 below, the polyurethane by an ester exchange reaction (e.g., glycolysis reaction) in step (S10) can be (partially) depolymerized to produce a polyol. In Reaction Scheme 1, R1, R2, and R3 can each be selected from hydrogen, aliphatic, and aromatic hydrocarbons, and can be selected as appropriate substituents considering derivatives known in the art of the present invention. For example, R3 is an alkylene group having 2 to 20 carbon atoms; 2 to 15 carbon atoms; or 2 to 10 carbon atoms (-(CH2) nR1 and R2 may be selected from linear hydrocarbon groups having 1 to 20 carbon atoms (e.g., alkyl groups), aliphatic cyclic hydrocarbon groups having 3 to 6 carbon atoms, aromatic hydrocarbon groups having 6 to 20 carbon atoms, etc. The cyclic hydrocarbons and aromatic hydrocarbons may further include heteroatoms of nitrogen, oxygen, or sulfur.

[0041] [Reaction Equation 1]

[0042]

[0043] According to one embodiment, in step (S10), the mixing ratio (w / w) of the raw material (e.g., polyurethane) and the monovalent or polyvalent alcohol (e.g., glycol) may be 20:1 to 1:1; 18:1 to 1:1; 15:1 to 1:1; 10:1 to 1:1; 9:1 to 1:1; 20:1 to greater than 1:1; 20:1 to 2:1; 20:1 to 3:1; 20:1 to 5:1. Preferably, the raw material (e.g., polyurethane) may be included in a higher proportion than the monovalent or polyvalent alcohol (e.g., glycol). By applying the mentioned mixing ratio, the hydroxyl value of the regenerated polyol can be lowered through partial depolymerization by an ester exchange reaction (e.g., glycolysis reaction). In addition, through partial depolymerization, the tendency of polyurethane foam depolymerization to harden can be reduced, and a recycled polyol of a quality suitable for use in soft polyurethane foam can be provided. For example, by adjusting the input ratio of the monovalent or polyvalent alcohol (e.g., glycol), a stable partial depolymerization reaction can be induced while solving the problem of viscosity increase, and a polyurethane recycled polyol suitable for soft polyurethane foam can be provided.

[0044] According to one embodiment, step (S10) may be carried out at a temperature of 150 ℃ to 240 ℃ for 1 hour or more; 2 hours or more; 4 hours or more; or 1 hour to 10 hours. Preferably, it may be carried out at a temperature of 150 ℃ to 230 ℃; or at a temperature of 170 ℃ to 200 ℃ for 1 hour to 4 hours.

[0045] According to one embodiment, step (S10) may further include a depolymerization catalyst and may proceed under the aforementioned process conditions in the presence of the depolymerization catalyst. The catalyst may be added in an amount of 0.01 to 5.0 parts by weight (or wt%) per 100 parts by weight of the monovalent or polyvalent alcohol (e.g., glycol) or raw material. The catalyst may include at least one of an organometallic catalyst and a metal-based catalyst. The metal may include at least one of Al, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, Zr, Mo, Pd, Ag, Cd, In, Sn, Sb, and Pt. For example, the organometallic catalyst may be Zn(OAc)2·2H2O2, an organotin catalyst, or an organotitan catalyst (e.g., R n TiX 4-n )(R is alkyl or aryl, n is an integer of 1 or 2 or more, and X is a halogen.), may be an organic titanate-based catalyst (e.g., tetra(C1-C8 alkyl) or aryl titanate), etc. For example, the metal-based catalyst may be a metal oxide-based catalyst comprising at least one or two of Al, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, Zr, Mo, Pd, Ag, Cd, In, Sn, Sb, and Pt. For example, it may be selected from Sn-based oxides (e.g., SnOx) and Ti-based oxides (e.g., titanate-based catalysts).

[0046] According to one embodiment, the regenerated polyol produced by applying the mixing ratio mentioned in step (S10) may have a diverse and broad molecular weight spectrum due to the partial depolymerization of the raw material (e.g., polyurethane). For example, the regenerated polyol produced in step (S10) may have a molecular weight spectrum of 200 to 10,000 g / mol; 200 to 8,000 g / mol; or 500 to 5,000 g / mol. The regenerated polyol obtained in step (S10) may include regenerated polyols having various molecular weights due to the partial depolymerization of polyurethane. For example, it may include two or more types of polyols with different molecular weights; or three or more types of polyols.

[0047] According to one embodiment, step (S10) may apply one or more mixtures selected from monovalent or polyvalent alcohols. For example, the monovalent or polyvalent alcohol may be a glycol which is a divalent alcohol.

[0048] According to one embodiment, the regenerated polyol in the reaction product of step (S10) may have a hydroxyl group value of 300 mgKOH / g or less; 250 mgKOH / g or less; 200 mgKOH / g or less; 150 mgKOH / g or less; or 100 mgKOH / g or less; 80 mgKOH / g or less; or 50 mgKOH / g or less.

[0049] According to one embodiment, the regenerated polyol among the reaction products of step (S10) may have a viscosity (25°C) of 500 to 5,000 mPa·s (or, CPS); 500 to 3,000 mPa·s; 500 to 2,500 mPa·s; 500 to 1,500 mPa·s; or 500 to 1,000 mPa·s.

[0050] According to one embodiment, step (S10) may further replace at least a portion or the whole of the monovalent or polyvalent alcohol (e.g., glycol) with a biocarbon-containing alcohol. For example, in step (S10), 1% or more; 10% or more; 40% or more; 50% or more; 60% or more; or 80% or more (by mass) of the monovalent or polyvalent alcohol (e.g., glycol) may be replaced with a biocarbon-containing alcohol. The biocarbon-containing alcohol may be a mixture of one or more types of alcohols containing biocarbon. The biocarbon-containing alcohol may have monovalent to tetravalent hydroxyl groups within its molecule.

[0051] According to one embodiment, the biocarbon-containing alcohol may have a biocarbon content of 50% or more; 55% or more; 60% or more; 70% or more; or 80% or more within the molecule. The biocarbon content may be measured by carbon isotope analysis methods such as ASTM D6866.

[0052] According to one embodiment, the viscosity of the alcohol containing the biocarbon may be a low viscosity of 1,000 mPa·s (CPS) or less, and may have a viscosity of, for example, 1,000 CPs or less; 900 CPs or less; 800 CPs or less; 700 CPs or less; 600 CPs or less; 500 CPs or less; 400 CPs or less; 200 CPs or less; or 100 CPs or less (25 ℃).

[0053] According to one embodiment, the method may further include a step (S20) of adding and mixing a biopolyol, a vegetable oil-derived fatty acid ester, or both to the reaction product (or the regenerated polyol produced in step (S10)) after step (S10). This allows the viscosity of the regenerated polyol produced in step (S10) to be lowered by blending a low-viscosity, high-biocarbon-containing mixture (e.g., low-viscosity alcohol) (e.g., biopolyol) for viscosity control. Additionally, a regenerated polyol with a viscosity that can be handled at room temperature can be produced, and a regenerated polyol with a lower carbon footprint can be produced by minimizing the petroleum-derived materials used in the process of making the regenerated polyol. For example, a biocarbon-containing regenerated polyol having low viscosity and a low hydroxyl value suitable for the manufacture of soft polyurethane foam can be provided.

[0054] According to one embodiment, the mixing ratio (w / w) of the reaction product (e.g., regenerated polyol) to the mixture in step (S10) may be 1:99 to 99:1; 1:99 to 90:10; 1:99 to 80:20; 1:99 to 70:30; or 1:99 to 60:40. Preferably, it may be 20:80 to 70:30. By applying the mentioned ranges, a regenerated polyol having a high biocarbon content and low viscosity can be provided.

[0055] According to one embodiment, the mixture may have a viscosity (25°C) of 1,000 CPs or less; 900 CPs or less; 800 CPs or less; 700 CPs or less; 600 CPs or less; 500 CPs or less; 400 CPs or less; 200 CPs or less; or 100 CPs or less.

[0056] According to one embodiment, the mixture may have a biocarbon content of 50% or more; 55% or more; 60% or more; 70% or more; or 80% or more. The biocarbon content may be measured by carbon isotope analysis methods such as ASTM D6866.

[0057] According to one embodiment, when the mixture contains two or more components, the mixing ratio (w / w) of biopolyol to vegetable oil-derived fatty acid ester may be 1:0.1 to 1; 1:0.1 to 0.8; 1:0.1 to 0.5; or 1:0.1 to 0.2.

[0058] According to one embodiment, the vegetable oil-derived fatty acid ester is a fatty acid ester derived from vegetable oil, R a -COO-R b It is indicated as, and R a R is a higher fatty acid group having 12 or more carbon atoms, preferably 22 or fewer carbon atoms, and specifically, a fatty acid group of vegetable oil as stearic acid, oleic acid, linoleic acid, ricinoleic acid, or a mixture thereof may be used. b may be a hydroxyl group (-OH) or a substituted or unsubstituted hydrocarbon group having 1 to 12 carbon atoms. The hydrocarbon group is, for example, R b may be a substituted or unsubstituted C1 to C6 alkyl group or a hydroxyl group (-OH). The substitution may be made on a hydroxyl group (-OH), etc. Preferably R b can be a hydrocarbon group containing an OH group. For example, R a -COO-R b It may include "-C2H4-O-C2H4-OH". The vegetable oil may be a vegetable oil having a glycerol ester structure of a higher fatty acid, such as soybean oil, castor oil, rapeseed oil, sunflower oil, canola oil, corn oil, or palm oil.

[0059] According to one embodiment, the vegetable oil-derived fatty acid ester may have a viscosity (25°C) of 1,000 CPs or less; 900 CPs or less; 800 CPs or less; 700 CPs or less; 600 CPs or less; 500 CPs or less; 400 CPs or less; 200 CPs or less; or 100 CPs or less.

[0060] According to one embodiment, the plant oil-derived fatty acid ester may have a biocarbon content of 50% or more; 55% or more; 60% or more; 70% or more; or 80% or more within the molecule.

[0061] According to one embodiment, the biopolyol may comprise at least one of a biopolyol derived from plant oil; a biopolyol derived from plant fatty acids; a biopolyol derived from plant glycerol; a biopolyol derived from ricinoleic acid; a biopolyol derived from plant fermented alcohol; and a polyether-based biopolyol using plant fermented alcohol. For example, it may be a plant oil biopolyol produced from one or more plant oils selected from castor oil, sunflower oil, and rapeseed oil.

[0062] According to one embodiment, the biopolyol may have a viscosity (25°C) of 1,000 CPs or less; 900 CPs or less; 800 CPs or less; 700 CPs or less; 600 CPs or less; 500 CPs or less; 400 CPs or less; 200 CPs or less; or 100 CPs or less. The biopolyol may contain one or more in-molecular hydroxyl groups (-OH); two or more; or three or more. The hydroxyl group value (mg·KOH / g) of the biopolyol may be 50 to 2000; 50 to 1500; 50 to 1000; 100 to 1000; 200 to 900; or 50 to 700 mg·KOH / g.

[0063] According to one embodiment, the biopolyol may have a biocarbon content of 50% or more; 55% or more; 60% or more; 70% or more; or 80% or more.

[0064] According to one embodiment, the biocarbon content may be measured by a carbon isotope analysis method such as ASTM D6866.

[0065] According to one embodiment, the "hydroxyl number" is an indicator representing the amount of reactive hydroxyl groups that can participate in the reaction, and may mean the number of mg of KOH required to neutralize the acetic acid bound to the acetyl compound obtained from 1 g of polyol (unit: mgKOH / g).

[0066] According to one embodiment, the viscosity may be measured at room temperature (rt, about 25 °C) using standard methods or devices known in the art of the present invention, which are not specifically mentioned in this document. For example, various methods such as the Ostwald method, rotational viscometer, and falling ball method may be used. In addition, the unit of the viscosity may be mPa·s or CPS.

[0067] According to one embodiment, the present invention may provide a recycled polyol-containing composition that is a raw material mixture for manufacturing plastic, comprising a recycled polyol obtained by the method of manufacturing the recycled polyol of the present invention. For example, the recycled polyol may be obtained in step (S1) or step (S2) of the method of the present invention. For example, the present invention may provide a recycled polyol-containing composition that is a raw material mixture for manufacturing polyurethane foam. The composition may include additional raw materials, catalysts, foaming agents, solvents, etc., for a polyurethane foam forming process. The composition may include, if necessary and within a scope that does not impair the purpose of the present invention, one or more selected from antioxidants such as phenolic, amine-based, or sulfur-based agents, heat stabilizers, light stabilizers, metal depletion inhibitors, antistatic agents, stabilizers, crosslinking agents, lubricants, softeners, pigments, dyes, fillers other than solid flame retardants, etc., but is not limited thereto. The recycled polyol comprises 1% to 99% by weight; 1% to 90% by weight; It may be included in 1 weight% to 80 weight%; 5 weight% to 50 weight%; or 10 weight% to 20 weight%.

[0068] According to one embodiment, a polyurethane foam comprising a recycled polyol obtained by the method of manufacturing a recycled polyol of the present invention may be provided. The polyurethane foam may be a soft polyurethane foam. The polyurethane foam may be manufactured by a process known in the art of the present invention.

[0069] According to one embodiment, the "polyurethane foam" may refer to a cellular foamed product obtained by reacting a di- or polyisocyanate with an isocyanate-reactive hydrogen-containing compound (polyol (e.g., regenerated polymer), amino alcohol and / or polyamine) and a blowing agent.

[0070] According to one embodiment, the polyurethane foam of the present invention may comprise about 30% or more; 40% or more; or 50% or more of soft polyurethane foam.

[0071] According to one embodiment, the present invention can obtain a recycled polyol by applying it as a raw material to a polyester-based plastic, such as PET, having -COO- bonds, and / or a polycarbonate-based polymer containing carbonate (-O-COO-) bonds, and can provide a plastic product utilizing the same.

[0072] According to one embodiment, the present invention can provide a plastic recycling system for polyurethane, polycarbonate-based polymers, and polyester-based polymers.

[0073] According to one embodiment, the present invention can increase the effectiveness of resource recycling and enable the recycling of soft polyurethane foam into soft polyurethane foam, thereby enabling a true circular economy without downcycling.

[0074] Although the embodiments have been described above by a limited number of examples, those skilled in the art can make various modifications and variations from the description above. For example, suitable results may be achieved even if the described techniques are performed in a different order than described, and / or the described components are combined or assembled in a form different from described, or are replaced or substituted by other components or equivalents. Therefore, other implementations, other embodiments, and equivalents to the claims below are also within the scope of the claims.

Claims

Claim 1 A depolymerization step (S10) in which a monovalent or polyvalent alcohol is added to the raw material to carry out an ester exchange reaction; A method for producing a regenerated polyol, comprising: a step (S10) wherein the mixing ratio (w / w) of the raw material to the alcohol is 20:1 to 1:1, the raw material comprises at least one of polyurethane, a polyester-based polymer, and a polycarbonate-based polymer, wherein the raw material is partially depolymerized in the step (S10) to produce a regenerated polyol, the OH value of the regenerated polyol is 300 mgKOH / g or less, and further comprising a step (S20) wherein, after the step (S10), a mixture comprising a biopolyol, a vegetable oil-derived fatty acid ester, or both is added to and mixed with the reaction product; wherein the mixing ratio (w / w) of the regenerated polyol to the mixture in the step (S10) is 80:20 to 99:1, and the mixture has a viscosity (25°C) of 200 CPs or less. Claim 2 A method according to claim 1, wherein the polyester-based polymer is at least one of polyethylene terephthalate (PET), polybutylene terephthalate (PBT), and polylactic acid (PLA). Claim 3 A method according to claim 1, wherein the step (S10) is carried out in the presence of a catalyst at a temperature of 150 to 240 ℃, and the catalyst is carried out in the presence of at least one of Zn(OAc)2·2H2O2, an organotin-based catalyst, and a titanate-based catalyst. Claim 4 delete Claim 5 delete Claim 6 delete Claim 7 A method according to claim 1, wherein the product obtained in step (S20) has a viscosity (25 ℃) of 500 to 5,000 mPa·s. Claim 8 A method according to claim 1, wherein the biopolyol and the vegetable oil-derived fatty acid ester each have a biocarbon content of 50% or more as measured by carbon isotope analysis. Claim 9 A method according to claim 1, wherein the biopolyol comprises at least one of a plant oil-derived, plant fatty acid-derived, plant glycerol-derived, ricinoleic acid-derived, plant fermented alcohol-derived, or a polyether-based polyether using plant fermented alcohol. Claim 10 A method according to claim 1, wherein the regenerated polyol obtained in step (S10) comprises two or more polyols with different molecular weights. Claim 11 A method according to claim 1, wherein the regenerated polyol obtained in step (S10) has a molecular weight spectrum of 200 to 10,000 g / mol. Claim 12 A method according to claim 1, wherein at least a portion or the whole of the alcohol is replaced with a biocarbon-containing alcohol in step (S10), and the biocarbon-containing alcohol is applied as a mixture of alcohols containing one or more types of biocarbon. Claim 13 A method according to claim 12, wherein the biocarbon-containing alcohol has monovalent to tetravalent hydroxyl groups within the molecule, and the biocarbon-containing alcohol contains 50% or more of biocarbon as measured by carbon isotope analysis. Claim 14 A method according to claim 12, wherein the viscosity of the alcohol containing the biocarbon is a low viscosity of 1,000 mPa·s (CPS) or less. Claim 15 A method according to claim 1, wherein the monovalent or polyvalent alcohol is applied as a mixture of one or more types, and the monovalent or polyvalent alcohol comprises glycol. Claim 16 A raw material composition for manufacturing polyurethane foam, comprising a recycled polyol produced by the method of claim 1. Claim 17 Polyurethane foam manufactured from the raw material composition of Clause 16. Claim 18 In Clause 17, the polyurethane foam is a soft polyurethane foam.

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