Polyol composition and method for manufacturing the same

Abstract

To provide a polyol composition and a method for manufacturing the same, the polyol composition providing a composition for manufacturing a polyurethane foam used for manufacturing a polyurethane foam having good moldability when used in combination with a blowing agent, a catalyst, a polyisocyanate, and the like.SOLUTION: The present invention is a method for manufacturing a polyol composition, the method including a step of subjecting to an esterification reaction a raw material that contains, at specific ratios, all of: (A) a polyalkylene ether glycol represented by the general formula (1), HO-[CmH2m-O]n-H (where m is 3 or 4, and n is an integer of 8 to 60); (B) an aliphatic dicarboxylic acid; and (C) at least one selected from an aliphatic hydrocarbon having two or more hydroxy groups and castor oil.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a polyol composition suitable as a raw material for producing polyurethane foams, and a method for producing the same. [Background technology]

[0002] Foams made of polyurethane resins, i.e., polyurethane foams, have been widely used in vehicle parts, building and civil engineering parts, housing equipment, daily necessities, sporting goods, leisure goods, etc. Such polyurethane foams are usually produced using a polyurethane foam-producing composition containing a polyol component, a blowing agent, a catalyst, a polyisocyanate, etc.

[0003] In recent years, it has become known that polyalkylene ether glycols can be used as raw materials for producing polyurethane resins used in the production of solid molded articles (see Patent Document 1). For example, polytetramethylene ether glycol can be produced from plant-derived raw materials, and is therefore said to be a polyol useful for reducing the burden on the global environment.

[0004] Furthermore, a technique for producing polyurethane foam using a raw material containing polyalkylene ether glycol is described in the following document. Patent Document 2 discloses a polyol component for producing flexible polyurethane foams, which contains the following polyol (Z) in the polyol component. Polyol (Z): At least one polyol selected from the group consisting of polyol (Z1) obtained by adding propylene oxide to a plant-derived composition and having a primary hydroxyl group ratio of 30 to 100% among the terminal hydroxyl groups; polyol (Z2) obtained by polyesterifying a plant-derived composition and / or (Z1) with a dicarboxylic acid; polyol (Z3) obtained by adding propylene oxide to (Z2) and having a primary hydroxyl group ratio of 30 to 100% among the terminal hydroxyl groups; and polyol (Z4) obtained by adding ethylene oxide to (Z1) to (Z3), and having an average functionality of 2 to 6 and a hydroxyl value of 15 to 180 mgKOH / g. Patent Document 3 discloses a polyester for rigid foams that is the reaction product of at least (a) an aromatic component containing 80 mol% or more of terephthalic acid, (b) at least one polyether polyol having a nominal functionality of 2, a molecular weight of 150 to 1,000, and a polyoxyethylene content of at least 70% by weight of the polyether polyol, (c) at least one glycol different from (b) having a nominal functionality of 2 and a molecular weight of 60 to 250, and (d) at least one polyol having a molecular weight of 60 to 250 and a nominal functionality of at least 3, wherein a, b, c, and d are present during the reaction in amounts of 20 to 60% by weight for (a), 20 to 50% by weight for (b), 10 to 30% by weight for (c), and 5 to 20% by weight for (d). [Prior art documents] [Patent documents]

[0005] [Patent Document 1] International Publication No. 2016 / 098771 [Patent Document 2] Patent Publication No. 2011-252039 [Patent Document 3] Special table number 2014-520909 Summary of the Invention [Problem to be solved by the invention]

[0006] In Patent Document 2, the compound corresponding to the polyol (Z2) obtained by polyesterifying a dicarboxylic acid with a polyol (Z1) obtained by adding propylene oxide to a plant-derived composition is specifically an ester (multi-step reaction product) obtained by reacting a plant-derived composition (castor oil) with propylene oxide to form a polyol intermediate, and then reacting this polyol intermediate with a dicarboxylic acid (phthalic anhydride) (see Production Example 4).

[0007] An object of the present invention is to provide a polyol composition which, when used in combination with a blowing agent, a catalyst, a polyisocyanate, etc., provides a composition for producing polyurethane foam which is used to produce polyurethane foam with good moldability, and a method for producing the same. [Means for solving the problem]

[0008] The present inventors have found that a polyurethane foam with good moldability can be produced by using a polyol composition obtained by subjecting a polyalkylene ether glycol such as polytrimethylene ether glycol, an aliphatic dicarboxylic acid, and at least one selected from an aliphatic hydrocarbon having two or more hydroxy groups and castor oil, all in specific proportions, to an esterification reaction, and then using the resulting polyol composition in combination with a blowing agent, a catalyst, a polyisocyanate, etc.

[0009] The present invention is as follows. 1. (A) a polyalkylene ether glycol represented by the following general formula (1), HO-[C m H 2m -O] n -H (1) (In the formula, m is 3 or 4, and n is an integer of 8 to 60.) (B) an aliphatic dicarboxylic acid; (C) at least one selected from aliphatic hydrocarbons having two or more hydroxy groups and castor oil; The method includes a step of subjecting a raw material containing all of the above to an esterification reaction, When the raw material (C) is an aliphatic hydrocarbon having two or more hydroxy groups, the proportions of the amounts of the raw materials (A), (B) and (C) used are 70 to 95 mass%, 3 to 20 mass% and 2 to 20 mass%, respectively, when the total of these is 100 mass%; A method for producing a polyol composition, wherein when the raw material (C) is castor oil, the proportions of the amounts of the raw materials (A), (B) and (C) used are 40 to 70 mass%, 5 to 15 mass% and 25 to 45 mass%, respectively, when the total of these is 100 mass%. 2. The method for producing a polyol composition according to item 1, wherein the raw material (A) contains polytrimethylene ether glycol. 3. The method for producing a polyol composition according to item 1 or 2, wherein the raw material (B) is represented by the following general formula (2): HOOC-R 1 -COOH (2) (In the formula, R 1 is an aliphatic hydrocarbon group having 2 to 8 carbon atoms. 4. The method for producing a polyol composition according to any one of items 1 to 3 above, wherein the aliphatic hydrocarbon having two or more hydroxy groups comprises an aliphatic triol. 5. A polyol composition obtained by the method according to any one of items 1 to 4 above. 6. The polyol composition according to item 5, which has a hydroxyl value of 25 to 130 mgKOH / g. [Effects of the Invention]

[0010] The polyol composition obtained by the present invention can be used in combination with a blowing agent, a catalyst, a polyisocyanate, etc. to produce a polyurethane foam with excellent moldability. Furthermore, when raw material (A) contains polytrimethylene ether glycol, a polyol composition can be produced that has a viscosity that is easy to handle for efficiently preparing a composition for producing a polyurethane foam, for example, a viscosity of less than 6000 mPa s as measured in accordance with JIS Z 8803. Furthermore, when the obtained polyol composition is used in combination with a blowing agent, a catalyst, a polyisocyanate, etc., a flexible polyurethane foam can be produced, which is expected to be particularly useful in household goods, sporting goods, leisure goods, etc. DETAILED DESCRIPTION OF THE INVENTION

[0011] The method for producing a polyol composition of the present invention includes a step of subjecting a raw material (hereinafter referred to as "raw material for polyol production") containing a specific polyalkylene ether glycol as raw material (A), a specific dibasic acid as raw material (B), and at least one selected from an aliphatic hydrocarbon having two or more hydroxy groups and castor oil as raw material (C), all in specific proportions, to an esterification reaction (hereinafter referred to as "esterification reaction step"). This esterification reaction involves at least a reaction between a carboxy group of raw material (B) and the hydroxy groups of raw materials (A) and (C). The method for producing a polyol composition of the present invention may include other steps (described below) after the esterification reaction step, if necessary.

[0012] The raw materials for polyol production used in the esterification reaction step essentially contain raw materials (A), (B), and (C), but may also contain other raw materials (described below) that react with at least one of the raw materials (A), (B), and (C), as necessary.

[0013] The polyalkylene ether glycol, which is the raw material (A) according to the present invention, is a compound represented by the following general formula (1). HO-[C m H 2m -O] n -H (1) (In the formula, m is 3 or 4, and n is an integer of 8 to 60.)

[0014] In the above general formula (1), n ​​is preferably 10-50.

[0015] In the present invention, the polyalkylene ether glycol used as the raw material (A) may be one type or two or more types.

[0016] In the above general formula (1), C m H 2m may have either a linear or branched structure, but C m H 2m Polytrimethylene ether glycol and polytetramethylene ether glycol, which have a linear structure, can be produced from plant-derived raw materials, contributing to reduced environmental impact and serving as useful raw materials for producing polyol compositions for polyurethane foam production. While polyol compositions suitable for producing polyurethane foams with excellent moldability can be obtained using either polytrimethylene ether glycol or polytetramethylene ether glycol, polyol compositions obtained using raw material (A) containing polytrimethylene ether glycol have a viscosity that is easy to handle for efficiently preparing compositions for polyurethane foam production, compared to polyol compositions obtained using raw material (A) containing polytetramethylene ether glycol but not polytrimethylene ether glycol. Specifically, polyol compositions with a viscosity of less than 6000 mPa·s as measured in accordance with JIS Z 8803 can be produced.

[0017] The polytrimethylene ether glycol is a compound represented by the general formula (1) in which m=3 and C m H 2m is a compound having a linear structure and is represented by the following general formula (1'): In the formula, n is preferably 10 to 50, and more preferably 12 to 40. HO-[(CH2)3-O] n -H (1´)

[0018] When a polyurethane foam having good moldability is produced from a composition for producing a polyurethane foam containing a polyol composition obtained using raw material (A) containing polytrimethylene ether glycol, the lower limit of the content of polytrimethylene ether glycol in raw material (A) is preferably 8 mass %, more preferably 10 mass %. Raw material (A) may consist solely of polytrimethylene ether glycol, but when used in combination with other polyalkylene ether glycols, polytetramethylene ether glycol or polypropylene ether glycol is preferred.

[0019] The raw material (B) according to the present invention is an aliphatic dicarboxylic acid, and is preferably a compound represented by the following general formula (2). HOOC-R 1 -COOH (2) (In the formula, R 1 is an aliphatic hydrocarbon group)

[0020] R in the above general formula (2) 1 may be either a linear hydrocarbon group or a branched hydrocarbon group.

[0021] Examples of aliphatic dicarboxylic acids include malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, decanedicarboxylic acid, 1,12-dodecanedioic acid, undecanedicarboxylic acid, and dimer acid. 1 The aliphatic dicarboxylic acid having 2 to 8 carbon atoms is preferred. The aliphatic dicarboxylic acid according to the present invention is preferably succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, or sebacic acid, and particularly preferably sebacic acid. Since sebacic acid can be obtained by cleaving castor oil with caustic alkali, the use of sebacic acid obtained by this process contributes to reducing the burden on the global environment, similar to polytrimethylene ether glycol and polytetramethylene ether glycol.

[0022] In the present invention, the dibasic acid used as the raw material (B) may be one kind or two or more kinds.

[0023] The raw material (C) according to the present invention is at least one selected from an aliphatic hydrocarbon having two or more hydroxy groups (hereinafter referred to as a "polyhydroxy compound") and castor oil. In the present invention, either or both of the polyhydroxy compound and castor oil can be used as the raw material (C).

[0024] The number of hydroxy groups contained in the polyhydroxy compound is preferably 2 to 10, more preferably 2 to 8. Therefore, the polyhydroxy compound can be a diol, triol, tetraol, pentaol, hexaol, etc. The polyhydroxy compound used as raw material (C) may be one kind or two or more kinds. Raw material (C) preferably contains a triol, i.e., an aliphatic triol.

[0025] Examples of polyhydroxy compounds include ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,11-undecanediol, 1,12-dodecanediol, 2-methyl-1,3-propanediol, neopentyl glycol, 2-ethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 2-ethyl-1,6-hexanediol, 2,2,4-trimethyl-1,6-hexanediol, 2-methyl-1,8-octanediol, glycerin, trimethylolethane, trimethylolpropane, tributyrolpropane, hexanetriol, pentaerythritol, and sorbitol.

[0026] As the castor oil, oil extracted from castor (ricinus) seeds or its refined product can be used.

[0027] The proportions of the raw materials (A), (B), and (C) contained in the raw materials for producing polyol according to the present invention are specific and used according to the type of raw material (C) as follows, in order to ensure the production of a polyol composition suitable for a composition for producing polyurethane foam that provides polyurethane foam with good moldability.

[0028] When the raw material (C) is a polyhydroxy compound, the proportions of the raw materials (A), (B) and (C) contained in the raw materials for producing a polyol according to the present invention are 70 to 95 mass%, 3 to 20 mass% and 2 to 20 mass%, preferably 72 to 93 mass%, 4 to 18 mass% and 3 to 18 mass%, and more preferably 76 to 92 mass%, 5 to 16 mass% and 3 to 15 mass%, respectively. Furthermore, when raw material (C) is castor oil, the proportions of raw materials (A), (B) and (C) contained in the raw materials for polyol production according to the present invention are 40 to 70 mass%, 5 to 15 mass% and 25 to 45 mass%, preferably 41 to 68 mass%, 6 to 14 mass% and 26 to 44 mass%, and more preferably 43 to 65 mass%, 7 to 14 mass% and 27 to 44 mass%, respectively.

[0029] As described above, the raw materials for polyol production may contain, in addition to the raw materials (A), (B), and (C), other raw materials that react with at least one of the raw materials (A), (B), and (C), as necessary. Examples of such other raw materials include polyols other than the polyhydroxy compounds described above, and compounds having hydroxy groups and carboxy groups.

[0030] When the raw materials for polyol production contain other raw materials, the upper limit of the content thereof is preferably 50% by mass, and more preferably 20% by mass, relative to the total amount of the raw materials for polyol production being 100% by mass.

[0031] The esterification reaction step according to the present invention can be carried out without a solvent, but may also be carried out in the presence of a reaction solvent, such as xylene, methyl ethyl ketone, or cyclohexane.

[0032] The esterification reaction is preferably carried out while heating the raw materials for polyol production. The lower limit of the reaction temperature is preferably 150°C, more preferably 160°C, and the upper limit is preferably 250°C, more preferably 200°C. The atmosphere of the reaction system is not particularly limited and may be either air or an inert gas. When an inert gas is used, nitrogen gas, argon gas, helium gas, etc. can be used.

[0033] In the present invention, when the esterification reaction is carried out, the reaction system contains a polyol composition as a reaction product and water as a by-product, and the desired polyol composition can be obtained by removing the water.

[0034] The pressure of the reaction system when the esterification reaction is carried out is not particularly limited, and may be either normal pressure or reduced pressure. When the reaction system is under reduced pressure, the by-product water can be removed while the esterification reaction is being carried out. When the reaction system is under normal pressure, after the esterification reaction is completed, the reaction system may be under reduced pressure to carry out dehydration as necessary.

[0035] The method for producing a polyol composition of the present invention may further include, after the esterification reaction step, other steps other than the dehydration step, such as a step of removing unreacted raw materials or the reaction solvent (if used in the esterification reaction) from the reaction liquid, and a step of removing neutralized salts.

[0036] The polyol composition obtained by the present invention differs in composition from that obtained by a multi-stage esterification reaction, for example, by first reacting a specific raw material followed by the remaining raw materials. Instead, it is obtained by reacting all of the raw materials (A), (B), and (C) in a single-stage reaction. The inventors believe that the polyol composition is a composition consisting of multiple reaction products (esterified products). That is, because the esterification reaction is carried out in the presence of all of the raw materials (A), (B), and (C), and because the amount of raw material (B) used is less than the amount of raw material (A), a polyol composition containing multiple polyols in which the carboxy groups of raw material (B) are esterified with raw materials (A) and / or (C) is synthesized. The polyol composition of the present invention is typically liquid, and its viscosity (measured at 25°C using a Brookfield viscometer in accordance with JIS Z 8803) is typically less than 7000 mPa·s. When such a polyol composition is used in combination with a catalyst, a polyisocyanate, etc., a composition for producing polyurethane foam can be efficiently prepared. The hydroxyl value of the polyol composition is preferably 25 to 130 mgKOH / g, more preferably 30 to 125 mgKOH / g.

[0037] When a composition for producing polyurethane foam is produced using the polyol composition of the present invention, the polyol composition and the polyisocyanate are blended so that they come into contact as late as possible, since the urethane reaction begins when the polyol composition, catalyst, and polyisocyanate come into contact with each other. A specific method for producing a composition for producing polyurethane foam in this manner can be a production method in which the polyol composition and raw material components excluding the polyisocyanate (catalyst, blowing agent, foam stabilizer, etc.) are mixed, and then the resulting mixture (hereinafter referred to as the "first mixture") is mixed with the polyisocyanate.

[0038] The catalyst, blowing agent, foam stabilizer, etc. that are preferably used in combination with the polyol composition to prepare the first mixture will be described below.

[0039] As the catalyst, one or more selected from amine compounds, transition metal compounds, etc. can be used.

[0040] Examples of the amine compound include tertiary amines, imidazole compounds, and ammonium salts. Examples of the transition metal compound include a tin compound, a bismuth compound, a lead compound, an iron compound, a zinc compound, a cobalt compound, and a nickel compound.

[0041] The amount of the catalyst used is preferably 0.01 to 0.05 parts by mass based on 100 parts by mass of the polyol composition.

[0042] The foaming agent may be one or more selected from the group consisting of water, organic acids or esters thereof which generate carbon dioxide when reacted with isocyanate, hydrocarbons, halogenated hydrocarbons, and the like.

[0043] The amount of the foaming agent used is preferably 0.5 to 5.0 parts by mass based on 100 parts by mass of the polyol composition.

[0044] As the foam stabilizer, a nonionic surfactant, an anionic surfactant, a cationic surfactant, or the like can be used.

[0045] The amount of the foam stabilizer used is preferably 0.1 to 3.0 parts by mass based on 100 parts by mass of the polyol composition.

[0046] When producing the first mixture, other polyols, viscosity modifiers, formaldehyde scavengers, plasticizers, antioxidants, ultraviolet absorbers, antibacterial agents, flame retardants, colorants, etc. may also be used.

[0047] Next, polyisocyanates that are preferably used in combination with the first mixture when producing a composition for producing a polyurethane foam will be described.

[0048] As the polyisocyanate, one or more selected from aromatic polyisocyanates, aliphatic polyisocyanates, alicyclic polyisocyanates, modified products thereof, and the like can be used.

[0049] The isocyanate index of the composition for producing a polyurethane foam is preferably 0.7 to 1.3, and more preferably 0.9 to 1.1.

[0050] A flexible polyurethane foam can be produced by using a composition for producing a polyurethane foam containing the polyol composition of the present invention. The method for producing such a polyurethane foam is not particularly limited, but examples of the method that can be used include supplying the composition for producing a polyurethane foam to a mold or container and then foaming, or spraying the composition onto a substrate or the like to form a coating film and then foaming. The temperature for producing the polyurethane foam is not particularly limited, but is preferably 15°C to 80°C. [Example]

[0051] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. In the examples and comparative examples, "parts" are by mass unless otherwise specified.

[0052] 1. Preparation and Evaluation of Polyol Compositions The raw materials for producing the polyol composition are as follows. (1) Polytrimethylene ether glycol The polymers used were "H-1000" and "H-2000" (both trade names) manufactured by SK Chemicals Co., Ltd. The average molecular weights were 1000 and 2000, respectively. (2) Polytetramethylene ether glycol Mitsubishi Chemical Corporation's "bioPTMG650" and "bioPTMG1000" (both trade names) were used. The average molecular weights were 650 and 1000, respectively. (3) Polypropylene ether glycol The polymers used were "P1000" and "P2000" (both trade names) manufactured by ADEKA Corporation. The average molecular weights were 1000 and 2000, respectively. (4) Sebacic acid We used "Sebacic Acid TA" (trade name) manufactured by Ito Oil Mills, Ltd. This product is sebacic acid obtained by cleaving castor oil with caustic alkali. (5) Succinic acid "Biosuccinium" (trade name) manufactured by Rocket was used. (6) Castor oil "URIC H-30" (trade name) manufactured by Ito Oil Mills was used. (7) Trimethylolpropane "Trimethylolpropane" (trade name) manufactured by Nantong Hyakuchuan Co., Ltd. was used.

[0053] Example 1 A reactor equipped with a stirrer and a thermometer was charged with 44 parts of polytrimethylene ether glycol "H-1000," 12 parts of sebacic acid, and 44 parts of castor oil, and the temperature was raised. Under stirring in an air atmosphere, the esterification reaction was carried out while maintaining the temperature of the mixture at 180°C to 200°C. Immediately after the start of the reaction, the produced water was distilled off. After 5 hours, the pressure in the reaction system was reduced to 30 mmHg, and the reaction solution was allowed to react for an additional 3 hours while maintaining the temperature. Thereafter, the pressure in the reaction system was reduced to 10 mmHg, and the reaction solution was allowed to react for an additional 7 hours while maintaining the temperature. Next, the resulting reaction liquid was cooled to 100°C, and filtered to remove impurities, and the filtrate was collected and used as a polyol composition (hereinafter referred to as "polyol composition (X1)"). The hydroxyl value and viscosity of this polyol composition (X1) were measured by the following methods. The biomass degree was also calculated based on the biomass raw material ratio in the polyol. These values ​​are shown in Table 1.

[0054] The hydroxyl value was measured by a method in accordance with JIS K 1557-1. The viscosity was measured at 25°C using a B-type viscometer "TVB-10" (model name) manufactured by Toki Sangyo Co., Ltd., in accordance with the method of JIS Z 8803.

[0055] Examples 2 to 9 and 12 Polyol compositions (hereinafter referred to as "polyol compositions (X2) to (X9) and (X12)") were obtained in the same manner as in Example 1, except that the raw materials charged into the reactor were those shown in Table 1 (see Table 1). Viscosity measurements were not carried out on the polyol compositions obtained in Examples 4, 8, and 12, and are indicated as "-" in Table 1. The same applies to the other examples below.

[0056] Example 10 A reactor equipped with a stirrer and a thermometer was charged with 80 parts of polytrimethylene ether glycol "H-1000," 16 parts of sebacic acid, and 4 parts of trimethylolpropane, and the temperature was increased. An esterification reaction was carried out in an air atmosphere with stirring, while maintaining the liquid temperature at 180°C to 240°C. After 5 hours, the pressure in the reaction system was reduced to 50 mmHg, and the reaction liquid was allowed to react for an additional 5 hours while maintaining the temperature. Thereafter, the pressure in the reaction system was reduced to 30 mmHg, and the reaction liquid was allowed to react for an additional 3 hours while maintaining the temperature. Next, the obtained reaction liquid was cooled to 100°C, and filtered to remove impurities, and the filtrate was recovered to obtain a polyol composition (hereinafter referred to as "polyol composition (X10)") (see Table 1).

[0057] Examples 11 and 13-16 The same operation as in Example 10 was carried out except that the raw materials charged into the reactor were those shown in Table 1, to obtain polyol compositions (hereinafter referred to as "polyol compositions (X11) and (X13) to (X16)") (see Table 1).

[0058] [Table 1]

[0059] 2. Preparation of composition for producing polyurethane foam and production of foam Compositions for producing polyurethane foams were prepared using each of the polyol compositions obtained in Examples 1 to 16 above and the following components, and foams were produced using the resulting compositions for producing polyurethane foams.

[0060] (1) Foaming agent water

[0061] (2) Foam stabilizer Foam stabilizer 1: Dow Toray "SRX280A" (product name) Foam stabilizer 2: "NIAX SILICONE L-670" (product name) manufactured by Momentive Performance Materials Japan, LLC Foam stabilizer 3: Dow Toray "SZ-1142" (product name)

[0062] (3) Catalyst Amine catalyst: Tosoh Corporation's triethylenediamine "TEDA L-33" (trade name) Tin catalyst: "Neostan U-28" (product name) manufactured by Nitto Kasei Co., Ltd.

[0063] (4) Polyisocyanate Tosoh TDI "Coronate T-80" (product name)

[0064] Experimental Example 1 A polyurethane foam-producing composition was prepared using 100 parts of polyol composition (X1), 3.5 parts of blowing agent (water), 1.5 parts of foam stabilizer 1, 0.2 parts of amine catalyst, 0.34 parts of tin catalyst, and 42.7 parts of polyisocyanate. Specifically, the polyol composition (X1), blowing agent, foam stabilizer, and amine catalyst were mixed and stirred for 20 seconds, and then the tin catalyst was added to the resulting mixture and stirred for an additional 5 seconds. The polyisocyanate was then added and stirred for 6 seconds to obtain a polyurethane foam-producing composition. The polyurethane foam-producing composition was then immediately placed in a foaming container (250 mm x 250 mm x 250 mm), and the urethanization reaction and foam curing were carried out to obtain a flexible polyurethane foam (see Table 2).

[0065] Experimental Examples 2-16 Compositions for producing polyurethane foam were obtained in the same manner as in Experimental Example 1, except that the raw materials used were those shown in Table 2. Flexible polyurethane foams could be obtained using these compositions (see Table 2).

[0066] [Table 2] [Industrial Applicability]

[0067] The polyol composition obtained by the present invention can be used in combination with a blowing agent, a catalyst, a polyisocyanate, etc. to produce a polyurethane foam with excellent moldability. The resulting polyurethane foam is flexible and is therefore expected to be used particularly in household goods, sporting goods, and leisure goods, as well as in vehicle parts, building and civil engineering parts, housing equipment, agricultural and forestry materials, and fishing materials.

Claims

1. (A) a polyalkylene ether glycol represented by the following general formula (1), HO-[C ｍ H ２ｍ -O] ｎ -H (1) (In the formula, m is 3 or 4, and n is an integer from 8 to 60.) (B) an aliphatic dicarboxylic acid; (C) at least one selected from an aliphatic hydrocarbon having two or more hydroxy groups and castor oil; The method includes a step of subjecting a raw material containing all of the above to an esterification reaction, When the raw material (C) is an aliphatic hydrocarbon having two or more hydroxy groups, the proportions of the amounts of the raw material (A), the raw material (B), and the raw material (C) used are 70 to 95 mass%, 3 to 20 mass%, and 2 to 20 mass%, respectively, relative to the total of these being 100 mass%, and When the raw material (C) is castor oil, the proportions of the amounts of the raw material (A), the raw material (B), and the raw material (C) used are 40 to 70% by mass, 5 to 15% by mass, and 25 to 45% by mass, respectively, when the total of these is 100% by mass.

2. The method for producing a polyol composition according to claim 1, wherein the raw material (A) contains polytrimethylene ether glycol.

3. The method for producing a polyol composition according to claim 1, wherein the raw material (B) is represented by the following general formula (2): HOOC-R １ -COOH (22) (In the formula, R １ is an aliphatic hydrocarbon group having 2 to 8 carbon atoms.

4. 2. The method for producing a polyol composition according to claim 1, wherein the aliphatic hydrocarbon having two or more hydroxy groups comprises an aliphatic triol.

5. A polyol composition obtained by the method of claim 1.

6. The polyol composition according to claim 5, wherein the hydroxyl value is from 25 to 130 mgKOH / g.

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