Urethane polyol composition, composition for producing polyurethane foam containing the same, and foam

Abstract

To provide a composition for producing polyurethane foam, which is used for producing a foam (polyurethane foam) having a small compression set, and a urethane polyol composition suitable as a raw material for producing the composition.SOLUTION: A urethane polyol composition of the present invention comprises a urethane polyol by reaction between a castor oil polyol and an alkylene diisocyanate having 7 or fewer carbon atoms in total, and the hydroxyl value is preferably 96 to 160 mgKOH / g. A composition for producing polyurethane foam of the present invention comprises the urethane polyol composition, a blowing agent, a catalyst, and a polyisocyanate.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a composition for producing polyurethane foams, which is used to produce foams (polyurethane foams) having small compression set, and a urethane polyol composition suitable as a raw material for the production thereof. [Background technology]

[0002] Conventionally, flexible, semi-rigid or rigid polyurethane foams produced using a composition for producing polyurethane foam containing a polyol component such as polyether polyol or polyester polyol, a blowing agent, a catalyst and a polyisocyanate have been used in a wide range of applications such as vehicle parts, building and civil engineering parts, housing equipment, daily necessities, sporting goods and leisure goods.

[0003] From the viewpoint of reducing the burden on the global environment, the use of plant-derived raw materials in the production of polyurethane foams has been studied. For example, a method of producing polyurethane foams using castor oil polyol as a polyol component is known. Patent Document 1 describes a method of foaming polyurethane foams by mixing and foaming (a) 100 parts by weight of a polyol derived from dimer acid or (and) castor oil, (b) 20 to 400 parts by weight of a substance having a melting point or softening point of 150°C or less and a boiling point at normal pressure of 200°C or more, and consisting essentially of a hydrocarbon, (c) a blowing agent, (d) other auxiliaries, and (e) a polyisocyanate, which has foamability at normal temperature and an air permeability of about 60cc / cm at a thickness of 10mm. 2 / sec or less.

[0004] Also, a technique for producing a polyurethane foam using a urethane polyol as a polyol component is known. Patent Document 2 discloses a porous polyurethane body obtained by mixing a urethane polyol prepolymer having a urethane group in the main chain of the polymer and containing at least two hydroxyl groups as functional groups with an isocyanate compound containing an isocyanate group (-NCO) that reacts with the hydroxyl group and a urethane curing catalyst, and then forming a cream-like mechanical foam by high-speed stirring or introducing a gas, and cooling the resulting product at room temperature or compressing and cooling the product at room temperature. It is described that a preferred urethane polyol prepolymer has a semi-solid or solid state at room temperature, has a melt viscosity of 500 to 100,000 mPas at 120°C, and is formed by adding and reacting a polyol (polytetramethylene glycol, etc.) with an isocyanate (MDI, etc.) at 70 to 120°C. Patent Document 3 describes a composition for molding flexible polyurethane foam, which contains the following a), b0), c), and d), and is foamed with an NCO index of 70 to 120: a): In the modified polyphenylene polymethylene polyisocyanate (C) having an isocyanate content of 25 to 32 mass%, which is obtained by urethane-modifying a polyphenylene polymethylene polyisocyanate (A) with a polyoxyalkylene polyol (B) having an oxyethylene unit, the polyphenylene polymethylene polyisocyanate (A) contains diphenylmethane diisocyanate in the range of 65 to 90 mass%, the total amount of 2,2'-diphenylmethane diisocyanate and 2,4'-diphenylmethane diisocyanate contained in the diphenylmethane diisocyanate (A) is 5 to 50 mass% based on the total amount of the diphenylmethane diisocyanate (A), and the polyoxyalkylene polyol (B) having an oxyethylene unit contains polyoxyethylene units in an amount of 50 mass% or more in the entirety of (B) and has an average functionality of 2 to 4. b0): A polyol composition in which the polyols (D), (E), and (F) represented by b1), b2), and b3) are 50 to 100 mass% of (D), 0 to 10 mass% of (E), and 0 to 50 mass% of (F), based on the total mass of (D), (E), and (F). b1): Polyoxyalkylene polyol (D) produced using a composite metal cyanide complex catalyst, a phosphazene catalyst, or an imino group-containing phosphazenium salt as a polymerization catalyst, having a total EO content of at least 5 mass%, a degree of unsaturation of 0.001 to 0.040 meq / g, an average functionality of 2 to 4, and a hydroxyl value of less than 38 mgKOH / g b2): Polyoxyalkylene polyol (E) containing at least 50% by mass of primary hydroxyl groups, having a total EO content of at least 10% by mass, and having an average functionality of 2 to 6 b3): Polymer polyol (F) c):Water d): Catalyst and foam stabilizer [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 54-61295 [Patent Document 2] JP2005-36234A [Patent Document 3] Patent Publication No. 2016-60896 Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide a composition for producing polyurethane foam, which is used in the production of foams (polyurethane foams) having small compression set, and a urethane polyol composition suitable as a raw material for the production thereof. [Means for solving the problem]

[0007] Means for Solving the Problems The present inventors, from the viewpoint of reducing the burden on the global environment, produced a polyurethane foam by using a polyol composition containing a urethane polyol prepared from a polyol derived from castor oil (castor oil polyol) and a specific alkylene diisocyanate in combination with a polyisocyanate, and found that the above-mentioned problems could be solved.

[0008] The present invention is as follows. 1. A urethane polyol composition containing a urethane polyol obtained by reacting a castor oil polyol with an alkylene diisocyanate having a total of 7 or less carbon atoms. 2. The urethane polyol composition according to item 1, having a hydroxyl value of 96 to 160 mgKOH / g. 3. A composition for producing a polyurethane foam, comprising the urethane polyol composition according to item 1 above, a blowing agent, a catalyst, and a polyisocyanate. 4. A foam obtained by using the composition for producing a polyurethane foam according to item 3 above. Effect of the Invention

[0009] The polyurethane foam producing composition of the present invention can be used to efficiently produce foams with small compression set. Therefore, the polyurethane polyol composition of the present invention is suitable as a raw material for producing a polyurethane foam producing composition that gives such foams. In addition, the polyurethane polyol composition and the polyurethane foam producing composition of the present invention have a low environmental impact due to their high plant-based content. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The urethane polyol composition of the present invention is a composition containing a urethane polyol obtained by reacting (urethanization reaction) a castor oil polyol with an alkylene diisocyanate having a total carbon atom number of 7 or less. The castor oil polyol according to the present invention is generally a polyol having a castor oil fatty acid skeleton.

[0011] The above alkylene diisocyanate is OCN-R 1 -NCO(R 1is a divalent hydrocarbon group having 2 to 5 carbon atoms), and examples thereof include trimethylene diisocyanate, tetramethylene diisocyanate, and pentamethylene diisocyanate. The alkylene diisocyanate to be reacted with the castor oil polyol may be one type or two or more types. The alkylene diisocyanate according to the present invention preferably contains pentamethylene diisocyanate.

[0012] The urethane polyol obtained by the urethanization reaction is a compound having a plurality of hydroxyl groups and a urethane bond, and is particularly preferably a urethane polyol having a structure in which the isocyanate groups at both ends of the alkylene diisocyanate react with the hydroxyl groups of the castor oil polyol to form a urethane bond, while the other hydroxyl groups in the castor oil polyol remain unreacted and do not contain an isocyanate group derived from the alkylene diisocyanate. The preferred amounts of the castor oil polyol and the alkylene diisocyanate used in the synthesis of such a urethane polyol are as follows. The amount of the castor oil polyol used is preferably 1000 to 4000 parts by mass, more preferably 1100 to 3500 parts by mass, and even more preferably 1200 to 3100 parts by mass, when the amount of the alkylene diisocyanate used is 100 parts by mass.

[0013] In the present invention, the urethane polyol composition obtained by reacting the castor oil polyol and the alkylene diisocyanate, for example, in the above-mentioned preferred ratio, is usually liquid and has a viscosity (measured at 25°C using a B-type viscometer in accordance with JIS Z 8803) of preferably 500 to 9000 mPa s, more preferably 600 to 5000 mPa s, and even more preferably 800 to 2200 mPa s. By using a urethane polyol composition having such a viscosity, a composition for producing a polyurethane foam can be efficiently produced.

[0014] The hydroxyl value of the urethane polyol composition of the present invention is preferably 96 to 160 mgKOH / g, more preferably 98 to 150 mgKOH / g, and even more preferably 100 to 140 mgKOH / g. By using a urethane polyol composition having such a hydroxyl value, a composition for producing a polyurethane foam that gives a foam (polyurethane foam) with small compression set can be efficiently produced.

[0015] The urethane polyol composition of the present invention may contain, in addition to the urethane polyol obtained by the above-mentioned urethane reaction, a polyol component that can be blended in a conventionally known composition for producing polyurethane foam, various additives, etc. The composition for producing polyurethane foam obtained using the urethane polyol composition of the present invention contains a polyisocyanate, but the urethane polyol composition of the present invention does not contain a polyisocyanate.

[0016] The polyol component (hereinafter referred to as "other polyol") is not particularly limited as long as it has two or more hydroxyl groups, and may be any of aliphatic compounds, alicyclic compounds, and aromatic compounds. Specific examples include polyether polyols, other polyester polyols, polycarbonate diols, polydiene polyols, acrylic polyols, and natural fat-and-oil polyols, and the urethane polyol composition of the present invention may contain only one or more other polyols. The properties of the other polyol are not particularly limited, but it is preferably liquid. The hydroxyl value of the other polyol is not particularly limited, but is, for example, 30 to 80 mgKOH / g.

[0017] When the urethane polyol composition of the present invention contains another polyol, the content ratio of the other polyol is not particularly limited, but the upper limit of the content is preferably 300 parts by mass, more preferably 150 parts by mass, and even more preferably 100 parts by mass, relative to 100 parts by mass of the content of the above-mentioned urethane polyol.

[0018] Examples of the additives include catalysts, blowing agents, foam stabilizers, viscosity modifiers, formaldehyde scavengers, plasticizers, antioxidants, ultraviolet absorbers, antibacterial agents, flame retardants, colorants, etc. Of these, the catalyst and blowing agent are necessary for the production of polyurethane foam and are therefore contained in the composition for producing polyurethane foam, but the present invention can apply an embodiment in which the catalyst and blowing agent are contained in the urethane polyol composition and an embodiment in which the catalyst and blowing agent are not contained in the urethane polyol composition.

[0019] Examples of the catalyst include amine compounds, transition metal compounds, etc. In the present invention, the catalyst may be used alone or in combination of two or more kinds.

[0020] Examples of the amine compound include tertiary amines, imidazole compounds, ammonium salts, etc. Among these, tertiary amines are preferred, such as triethylenediamine, 1,8-diazabicycloundec-7-ene, tris(dimethylaminopropyl)amine, dimethylaminocyclohexylamine, bis(dimethylaminopropyl)-N-methylamine, N,N,N',N'-tetramethylethylenediamine, 1,1,4,7,7-pentamethyldiethylenetriamine, N,N-dimethylaminoethanol, N,N-dimethylaminoethoxyethanol, 2-[2-(2-dimethylaminoethoxy)ethoxy]ethanol, 1-(dimethylamino)-2-propanol, N,N-dimethylaminoethoxyisopropanol, N,N-dimethylaminoethoxyethoxyisopropanol, N,N,N'-trimethylamino ... dimethylaminoethylethanolamine, N,N-dimethylaminoethyl-N'-methylaminoisopropanol, bis[2-(dimethylamino)ethyl]ether, N,N,N'-trimethyl-N'-(2-hydroxyethyl)bis(2-aminoethyl)ether, N,N,N'-trimethyl-N'-hydroxyisopropylbis(2-aminoethyl)ether, N,N,N'-trimethyl-N'-(3-aminopropyl)bis(2-aminoethyl)ether, hexamethyltriethylenetetramine, N,N-dimethylaminoethyl-N'-methylaminoethyl-N''-methylaminoisopropanol, and N,N-dimethylaminoethyl-N'-methylaminoethyl-N''-methylaminoethanol.

[0021] Examples of the transition metal compound include tin compounds, bismuth compounds, lead compounds, iron compounds, zinc compounds, cobalt compounds, nickel compounds, etc. Among these, tin compounds are preferred, and examples thereof include dibutyltin dilaurate, dimethyltin dilaurate, dioctyltin dilaurate, dimethyltin diacetate, dibutyltin diacetate, dimethyltin dilauryl mercaptide, dibutyltin dilauryl mercaptide, dimethyltin diisooctyl maleate, dibutyltin diisooctyl maleate, dimethyltin bi(2-ethylhexyl mercaptoacetate), dibutyltin bi(2-ethylhexyl mercaptoacetate), tin octylate, tin oleate, tin laurate, etc.

[0022] Examples of blowing agents include organic acids or their esters (formic acid, methyl formate, etc.) that generate carbon dioxide when reacting with water or isocyanates, hydrocarbons (isobutane, normal pentane, isopentane, cyclopentane, etc.), halogenated hydrocarbons (pentafluorobutane, pentafluoropropane, hexafluoropropane, heptafluoropropane, trans-1,2-dichloroethylene, 1-chloro-1,2,2,2-tetrafluoroethane, 1,1-dichloro-1-fluoroethane, 1,1,1,2-tetrafluoroethane, 1, 1,2,2-tetrafluoroethane, 1-chloro-1,1-difluoroethane, 1,1,1,3,3-pentafluorobutane, 1,1,1,2,3,3,3-heptafluoropropane, trichlorofluoromethane, dichlorodifluoromethane, 1,1,1,3,3,3-hexafluoropropane, 1,1,1,2,3,3-hexafluoropropane, difluoromethane, difluoroethane, 1,1,1,3,3-pentafluoropropane, 1,1-difluoroethane, etc.), ethers, halogenated ethers, etc.

[0023] Examples of the foam stabilizer include nonionic surfactants, anionic surfactants, and cationic surfactants. Among these, nonionic surfactants are preferred, and examples thereof include polyoxyalkylene surfactants such as castor oil fatty acid polyoxyethylene glycol ester, castor oil or castor hardened oil polyoxyethylene adducts, and organic silicone surfactants such as organic siloxane-polyoxyalkylene copolymers and silicone-grease copolymers. In the present invention, only one type of foam stabilizer can be used, or two or more types can be used.

[0024] The urethane polyol composition of the present invention is particularly suitable as a raw material for a composition for producing polyurethane foam, which can be combined with a polyisocyanate to produce a foam (polyurethane foam) with small compression set.

[0025] The method for producing the urethane polyol composition of the present invention is not particularly limited, but is preferably a method including a reaction step of subjecting a castor oil polyol and an alkylene diisocyanate to a urethane-forming reaction under heating conditions in an inert gas atmosphere.

[0026] The urethane-forming reaction in the above reaction step can be carried out without a solvent, but may also be carried out in the presence of a solvent, such as xylene.

[0027] The inert gas used in the above reaction step includes nitrogen gas, argon gas, helium gas, etc. The reaction temperature in carrying out the urethanization reaction is preferably 80°C to 100°C.

[0028] In the above reaction step, when the castor oil polyol and the alkylene diisocyanate are reacted, the reaction system contains a urethane polyol as a reaction product.

[0029] In addition, when producing a urethane polyol composition, other steps may be further included as necessary after the reaction step. For example, a step of purifying or fractionating the urethane polyol may be included. Furthermore, a mixing step of mixing the urethane polyol with the other components described above except for the polyisocyanate may be included. When performing this mixing step, the urethane polyol may be mixed with a component selected from the other polyols and various additives described above.

[0030] The composition for producing polyurethane foam of the present invention is a composition containing the urethane polyol composition of the present invention, a blowing agent, a catalyst, and a polyisocyanate. The blowing agent and catalyst may be those exemplified above. The composition for producing polyurethane foam of the present invention may further contain various additives that the polyol composition of the present invention may contain.

[0031] In the composition for producing polyurethane foam of the present invention, the content of the blowing agent is preferably 2.5 to 5 parts by mass, more preferably 2.7 to 4.5 parts by mass, and even more preferably 3 to 4 parts by mass, relative to 100 parts by mass of the content of the urethane polyol contained in the urethane polyol composition of the present invention, or the total content of this urethane polyol and other polyols used in combination as necessary.

[0032] In the composition for producing polyurethane foam of the present invention, the content of the catalyst is preferably 0.1 to 2.0 parts by mass, more preferably 0.2 to 1.3 parts by mass, and even more preferably 0.3 to 0.9 parts by mass, based on 100 parts by mass of the content of the urethane polyol contained in the urethane polyol composition of the present invention, or the total content of this urethane polyol and other polyols used in combination as necessary. It is preferable to use either one or both of an amine compound and a transition metal compound as the catalyst. When both an amine compound and a transition metal compound are used, the proportions of the amounts used are preferably 30 to 50% by mass and 50 to 70% by mass, more preferably 40 to 50% by mass and 50 to 60% by mass, based on 100% by mass of the total of the two.

[0033] In the composition for producing a polyurethane foam of the present invention, in order to obtain a foam having small compression set, the equivalent ratio (NCO / OH) of the total amount of hydroxy groups contained in the urethane polyol contained in the urethane polyol composition, or the sum of the total amount of hydroxy groups contained in this urethane polyol and the total amount of hydroxy groups contained in other polyols used in combination as necessary, to the total amount of isocyanate groups in the polyisocyanate, i.e., the isocyanate index, is preferably configured to be 0.95 to 1.05, and more preferably 0.98 to 1.01.

[0034] Examples of the polyisocyanate include aromatic polyisocyanates, aliphatic polyisocyanates, alicyclic polyisocyanates, and modified products thereof. These polyisocyanates can be used alone or in combination of two or more.

[0035] Examples of aromatic polyisocyanates include diphenylmethane diisocyanates (MDI) such as 4,4'-diphenylmethane diisocyanate, 2,4'-diphenylmethane diisocyanate, and 2,2'-diphenylmethane diisocyanate; crude diphenylmethane diisocyanate; polynuclear polyphenylene polymethyl polyisocyanate (polymeric MDI); tolylene diisocyanate (TDI) such as 2,4-toluene diisocyanate and 2,6-toluene diisocyanate; naphthalene diisocyanate (NDI) such as 1,4-naphthalene diisocyanate and 1,5-naphthalene diisocyanate; 1,5-tetrahydronaphthalene diisocyanate; 1,2-phenylene diisocyanate and 1,3-phenylene diisocyanate; Examples of the diisocyanate include phenylene diisocyanates (PDI) such as diisocyanate and 1,4-phenylene diisocyanate; xylene diisocyanate (XDI); tetramethylxylylene diisocyanate (TMXDI); tolidine diisocyanate (TODI); 2,4,6-trimethylphenyl-1,3-diisocyanate, 2,4,6-triisopropylphenyl-1,3-diisocyanate, chlorophenylene-2,4-diisocyanate, 4,4'-diphenylether diisocyanate, 3,3'-dimethyl-4,4'-diphenylmethane diisocyanate, 3,3'-dimethoxy-4,4'-diphenylene diisocyanate, and 3,3'-dichloro-4,4'-biphenylene diisocyanate.

[0036] Examples of the aliphatic polyisocyanate include ethylene diisocyanate, propylene diisocyanate, tetramethylene diisocyanate, 1,2-butylene diisocyanate, 1,3-butylene diisocyanate, 2,3-butylene diisocyanate, pentamethylene diisocyanate (PDI), hexamethylene diisocyanate (HDI), 2,4,4-trimethylhexamethylene diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, dodecamethylene diisocyanate, lysine diisocyanate (LDI), and lysine triisocyanate (LTI), as well as biuret forms, isocyanurate forms, and adduct forms of these compounds.

[0037] Examples of alicyclic polyisocyanates include isophorone diisocyanate (IPDI), cyclohexylene diisocyanate (CHDI), 4,4'-dicyclohexylmethane diisocyanate, 2,4'-dicyclohexylmethane diisocyanate, 2,2'-dicyclohexylmethane diisocyanate, hydrogenated XDI (H6XDI), hydrogenated MDI (H12MDI), 1,3-cyclopentene diisocyanate, 1,4-cyclohexane diisocyanate, 1,3-cyclohexane diisocyanate, methyl-2,4-cyclohexane diisocyanate, methyl-2,6-cyclohexane diisocyanate, norbornene diisocyanate (NBDI), and biuret, isocyanurate, or adduct forms of these compounds.

[0038] In the present invention, the polyisocyanate preferably contains an aromatic polyisocyanate, and particularly preferably contains tolylene diisocyanate (TDI).

[0039] By using the composition for producing polyurethane foam of the present invention, a foam (polyurethane foam) with small compression set can be efficiently produced. The method for producing the foam is not particularly limited, but for example, a method of supplying the composition for producing polyurethane foam to a mold or container for molding and then foaming, a method of spraying the composition on a substrate or the like to form a coating film and then foaming, etc. can be applied. The foam may be produced after supplying a urethane polyol composition, a blowing agent, a catalyst, and a polyisocyanate to a mold or container and mixing them to form the composition for producing polyurethane foam of the present invention. The temperature for producing the foam is not particularly limited, and is preferably 20°C to 30°C, more preferably 22°C to 27°C.

[0040] When the foam of the present invention is subjected to compression set test method A (JIS K 6400-4), the compression set can be preferably 4.40% or less, more preferably 4.00% or less, and further preferably 3.80% or less. Also, the compression set is smaller than that of the foam using castor oil-based polyol.

[0041] The foam of the present invention can be used in a wide range of fields, but since it exhibits a property of small compression set, it is particularly useful for household goods such as bedding. EXAMPLES

[0042] The present invention will be described in 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.

[0043] 1. Preparation and evaluation of urethane polyol compositions A urethane polyol composition to be used for producing a composition for producing polyurethane foam was produced, and its physical properties were evaluated.

[0044] Example 1-1 After replacing the inside of a four-necked flask equipped with a stirrer, a water sample tube, a thermometer, and a nitrogen blowing line with nitrogen gas, 1860 parts of castor oil-based polyol "URIC H-30" (trade name, hydroxyl value: 162 mg KOH / g, acid value: 1.0 mg KOH / g or less, average functionality: 2.7) manufactured by Ito Oil Mills, Inc. and 154 parts of pentamethylene diisocyanate "STABIO PDI" (trade name, hereinafter also referred to as "PDI") manufactured by Mitsui Chemicals, Inc. were charged into the four-necked flask. Then, while stirring, the reaction system was heated while introducing nitrogen gas into the four-necked flask, and a urethane reaction was carried out at 85°C for 4 hours. After that, the inside of the four-necked flask was placed under reduced pressure, and dehydration was carried out at 85°C for 1 hour to obtain a composition containing a urethane polyol (hereinafter referred to as "urethane polyol composition (A1)"). This urethane polyol composition (A1) had a hydroxyl value of 96.7 mgKOH / g, an acid value of 1.1 mgKOH / g, a viscosity at 25°C of 8210 mPa·s, and a plant-based content of 95% (see Table 1).

[0045] The hydroxyl value was measured by a method in accordance with JIS K 1557-1. The acid value was measured by a method in accordance with JIS K 1557-5. The viscosity was measured at 25° C. using a B-type viscometer “TVB-10” (model name) manufactured by Toki Sangyo Co., Ltd. according to a method conforming to JIS Z 8803. The plant content was measured as the biomass mass content according to ISO 16620-4.

[0046] Example 1-2 The same operation as in Example 1-1 was carried out except that the amount of castor oil-based polyol used was 2790 parts, thereby obtaining a urethane polyol composition having a hydroxyl value of 117.5 mgKOH / g, an acid value of 0.9 mgKOH / g, a viscosity at 25°C of 3000 mPa s, and a plant-based content of 97% (hereinafter referred to as "urethane polyol composition (A2)") (see Table 1).

[0047] Examples 1-3 The same operation as in Example 1-1 was carried out except that the amount of castor oil-based polyol used was 3,720 parts, to obtain a urethane polyol composition having a hydroxyl value of 126.6 mg KOH / g, an acid value of 0.8 mg KOH / g, a viscosity at 25°C of 1,970 mPa s, and a plant-based content of 98% (hereinafter referred to as "urethane polyol composition (A3)") (see Table 1).

[0048] Examples 1-4 The same operation as in Example 1-1 was carried out except that the amount of castor oil-based polyol used was 4,650 parts, to obtain a urethane polyol composition having a hydroxyl value of 135.7 mg KOH / g, an acid value of 0.9 mg KOH / g, a viscosity at 25°C of 1,580 mPa s, and a plant-based content of 98% (hereinafter referred to as "urethane polyol composition (A4)") (see Table 1).

[0049] Comparative Example 1-1 The same operations as in Example 1-1 were carried out except that 168 parts of hexamethylene diisocyanate "HDI" (trade name, hereinafter also referred to as "HDI") manufactured by Tosoh Corporation was used instead of PDI, thereby obtaining a urethane polyol composition having a hydroxyl value of 95.3 mgKOH / g, an acid value of 0.9 mgKOH / g, a viscosity at 25°C of 8070 mPa s, and a plant-based content of 92% (hereinafter referred to as "urethane polyol composition (AA1)") (see Table 1).

[0050] [Table 1]

[0051] 3. Preparation and evaluation of compositions for producing polyurethane foam According to the formulations in Table 2, compositions for producing polyurethane foams were produced using each of the urethane polyol compositions obtained in the above Examples 1-1 to 1-4 and Comparative Example 1-1, or the above castor oil-based polyol (hereinafter, sometimes referred to as "AC1"), together with the following blowing agents, catalysts, foam stabilizers, and polyisocyanates, and various evaluations were performed.

[0052] 3-1. Foaming agent Water was used. 3-2.Catalyst (1) C1 (Tertiary amine) Triethylenediamine "TEDA L-33" (trade name) manufactured by Tosoh Corporation was used. (2)C2 (inorganic tin compound) "Neostan U-28" (product name) manufactured by Nitto Kasei Co., Ltd. was used.

[0053] 3-3.Foam stabilizer (1)F1 The nonionic surfactant "SURFRIC CO-10" (trade name) manufactured by Ito Oil Mills was used. (2)F2 The silicone surfactant "Niax Silicone L-668" (product name) manufactured by Momentive Performance Materials Japan, LLC was used.

[0054] 3-4. Polyisocyanate Mitsui Chemicals' TDI "Cosmonate T-80" (product name) was used.

[0055] Example 2-1 440 parts of urethane polyol composition (A1), 15.40 parts of blowing agent, 1.98 parts of catalyst (C1), and 6.60 parts of foam stabilizer (F1) and (F2) were mixed, and then 1.32 parts of catalyst (C2) was added and further mixed. Next, 215.42 parts of polyisocyanate were added to this mixture and mixed to obtain a polyurethane foam production composition. Then, under the condition of 25 ° C, this polyurethane foam production composition was poured into a foaming container (inner dimensions: 250 mm × 250 mm × 250 mm), a foam was formed, and the composition was cured in the air (25 ° C, 16 hours), and the following evaluation was performed. The results are shown in Table 2.

[0056] (1) Core density The measurement was performed according to a method in accordance with JIS K 7222. (2) Compression set Measurement was performed using the compression residual strain test method A in accordance with JIS K 6400-4.

[0057] Example 2-2 A composition for producing a polyurethane foam was obtained by carrying out the same operations as in Example 2-1, except that the urethane polyol composition (A2) was used instead of the urethane polyol composition (A1) and the formulation was according to Table 2. Thereafter, various evaluations were carried out (see Table 2).

[0058] Example 2-3 A composition for producing a polyurethane foam was obtained by carrying out the same operations as in Example 2-1, except that the urethane polyol composition (A3) was used instead of the urethane polyol composition (A1) and the formulation was according to Table 2. Thereafter, various evaluations were carried out (see Table 2).

[0059] Examples 2-4 A composition for producing a polyurethane foam was obtained by carrying out the same operations as in Example 2-1, except that the urethane polyol composition (A4) was used instead of the urethane polyol composition (A1) and the formulation was according to Table 2. Thereafter, various evaluations were carried out (see Table 2).

[0060] Comparative Example 2-1 A composition for producing a polyurethane foam was obtained by carrying out the same operations as in Example 2-1, except that the urethane polyol composition (AA1) was used instead of the urethane polyol composition (A1) and the formulation was according to Table 2. Thereafter, various evaluations were carried out (see Table 2).

[0061] Comparative Example 2-2 A composition for producing a polyurethane foam was obtained by carrying out the same operations as in Example 2-1, except that the castor oil-based polyol (AC1) was used instead of the urethane polyol composition (A1) and the composition was formulated as shown in Table 2. Thereafter, various evaluations were carried out (see Table 2).

[0062] [Table 2]

[0063] The following can be seen from Table 2: Comparative Example 2-1 is an example in which a polyurethane foam producing composition containing a urethane polyol composition (AA1) containing a urethane polyol obtained by reacting a castor oil polyol with hexamethylene diisocyanate (HDI) having a total carbon atom number of 8 was used, and the compression set was high, exceeding 4.40. Comparative Example 2-2 is an example in which a polyurethane foam producing composition containing a castor oil-based polyol (AC1) was used instead of the urethane polyol composition, and the compression set was high, exceeding 4.40. On the other hand, Examples 2-1 to 2-4 are examples in which a composition for producing polyurethane foam containing a urethane polyol composition of the present invention was used, and foams with low compression set were successfully produced. [Industrial Applicability]

[0064] The urethane polyol composition of the present invention is suitable as a raw material for compositions for producing polyurethane foams, which are used in the production of vehicle parts, building and civil engineering parts, housing equipment, daily necessities, sporting goods, leisure goods, agricultural and forestry materials, fishing materials, and the like.

Claims

1. The urethane polyol composition contains a urethane polyol obtained by reacting a castor oil polyol with an alkylene diisocyanate having a total of 7 or less carbon atoms.

2. The urethane polyol composition according to claim 1, having a hydroxyl value of 96 to 160 mgKOH / g.

3. A composition for producing a polyurethane foam, comprising the urethane polyol composition according to claim 1, a blowing agent, a catalyst, and a polyisocyanate.

4. A foam obtained by using the composition for producing a polyurethane foam according to claim 3.

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