KR920009884A - Polyols and uses thereof - Google Patents

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Polyols and uses thereof

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Claims (40)

A polyol (D) having a hydroxyl value of 180 to 700 mgKOH / g, in which a phenol resin polyol (A) and an aminophenol polyol (B) are contained in a weight ratio of (A) / (B) in the range of 0.25 to 4.0. The phenol resin-based polyol (A) is one or a mixture of two or more phenol resins having a number average molecular weight of 650 to 1400 and an average number of functional groups of 3 to 8 represented by the following general formula (I). And a polyol (a) having a hydroxyl value of 140 to 350 mgKOH / g having a hydroxyl value of 1.0 to 4.5 mol of an alkylene oxide added per equivalent of the hydroxyl group of this compound or mixture, and an alkanolamine compound represented by the following general formula (II) A polyol (b) having a hydroxyl value of 240 to 800 mgKOH / g or an aliphatic poly 2 to 8 functional groups obtained by adding 0.5 to 3.0 moles of alkylene oxide per 1 equivalent of an active hydrogen group of one or two or more mixtures thereof. A hydroxyl value obtained by adding 0.8 to 6.5 moles of alkylene oxide per 1 equivalent of hydroxyl group of an active hydrogen compound, which is one or a mixture of two or more kinds of hydroxy compounds, comprises a polyol (c) of 130 to 750 mgKOH / g. Polyol (D). (In formula (I), R <_1> represents a hydrogen atom, a C1-C9 alkyl group, a chlorine, a bromine, a fluorine atom, or a hydroxyl group. M is 1-3, and n is 1-6. , Y represents one or two or more bond groups of a divalent group selected from the group consisting of an alkylene group, a xylene group, an oxy group, a thio group, a dithio group, and a sulfonyl group having 1 to 10 carbon atoms which may be the same or different. ). NR ₂ R ₂ R ₃ (II) (In formula (II), R <_2> and R <_3> represents 1 atom or group chosen from the group which consists of a hydrogen atom, an ethanol group, and isopropane, respectively. R <_2> and R <_3> may be same or different. R _{2 and} R ₃ together exclude hydrogen atoms.) The polyol (D) according to claim 2, wherein the phenol resin is a novolak resin in which R ₁ is a hydrogen atom and X and Y are both methylene groups in general formula (I). The polyol (D) according to claim 3, wherein the number average molecular weight of the novolak resin is 3 to 8 and the softening point is 75 to 120 ° C. The aminophenol phenol polyol (B) is one or two or more of aminophenol phenol compounds having a number average molecular weight of 100 to 200 and an average number of functional groups of 3 to 6 represented by the following general formula (III). Polyols (d) having a hydroxyl value of 150 to 700 mg KOH / g with the addition of 1.0 to 9.0 moles of alkylene oxide per 1 equivalent of the active hydrogen group of the compound or the active hydrogen compound of the mixture using the mixture, and claim 2 The polyol (D) which contains the polyol (b) or polyol (c) of this. (In formula (III), R <_0> represents a hydrogen atom, a C1-C5 aliphatic hydrocarbon group, or an alicyclic hydrocarbon group, g is an integer of 1-2, and p is an integer of 1-2.) The weight mix ratios (a) / (b) and (a) / (c) of the polyols (a), polyols (b) and polyols (c) in the phenolic resin polyol (A) are 0.25, respectively. It is -4.0, 0.1-4.0, The polyol (D) characterized by the above-mentioned. The weight mixing ratios (d) / (b) and (d) / (c) of the polyol (d), the polyol (b) and the polyol (c) in the aminophenol-based polyol (B) are each 0.25. It is -4.0, 0.1-4.0, The polyol (D) characterized by the above-mentioned. The hydroxyl value 180 which consists of a phenol aberration type polyol (A) and polyphenyl polyxylene polyamine polyol (C) of Claim 2 of Claim (A) / (C) in the weight ratio of 0.25-4.0. Polyol (E) of ˜700 mg KOG / g. The polyphenylpolyxylidene according to claim 8, wherein the polyphenyl polyxylene polyamine polyol (C) has a number average molecular weight of 300 to 1500 average functional groups of 4 to 8 represented by the following general formula (IV). One or two or more mixtures of the polyamine compounds are used, and the compound number or the hydroxyl value of 1.0 to 9.0 of the alkylene oxide added per 1 equivalent of the active hydrogen group of the active hydrogen compound of the mixture is 150 to 700 mg KOH / g. A polyol (E) comprising a polyol (e) and a polyol (b) or a polyol (c) of claim 2. (In formula (IV), R represents a hydrogen atom, an aliphatic hydrocarbon having 1 to 10 carbon atoms, an alicyclic hydrocarbon compound, Z represents a xylene group, and S is an integer of 0 to 10). 9. The weight mixing ratio (e) / (b), (e) / (c) of the polyol (d), polyol (b) and polyol (e) in the polyol (c) made of polyphenylpolyxylene polyamine ) Are 0.25 to 4.0 and 0.1 to 4.0, respectively. A polyurethane resin obtained by mixing and reacting a polyol and an organic polyisocyanate, wherein part or all of the polyol uses a polyol (D) according to claim 1. A polyurethane resin obtained by mixing and reacting a polyol and an organic polyisocyanato, wherein one part or all of the polyols use a polyol (E) according to claim 1. The polyurethane resin according to claim 11 or 12, wherein part or all of the organic polyisocyanato is a prepolymer containing an isocyanato group at its terminal. The polyurethane resin according to claim 11 or 12, wherein the isocyanate group of the organic polyisocyanate and the hydroxyl group and equivalent ratio of the polyol are 0.8 to 5.0. In rigid polyurethane foams obtained by mixing a resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations with an organic isocyanate, a part or all of the polyol is a polyol according to claim 1 (D). ), And as a blowing agent, a blowing agent containing one or two or more selected from the group consisting of hydroxychlorofluorocarbons, hydroxyfluorocarbons and, if necessary, a blowing aid. Rigid Polyurethane Foam. In the hard polyurethane foam obtained by mixing and reacting a resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations with an organic isocyanate, part or all of the polyol is a polyol according to claim 8 (E ), A blowing agent containing one or two or more selected from the group consisting of hydrofluoro fluorocarbons and hydrofluorocarbons, and a foaming aid, if necessary, as a blowing agent. Urethane foam. The hydrochlorofluorocarbons according to claim 15 or 16, wherein the hydrochlorofluorocarbons are 2,2-dichloro-1,1,1-trifluoroethane, 1,1-dichloro-1-fluoroethane or monochlorodi Hard polyurethane foam, characterized in that fluoromethane and hydrofluorocarbons are 1,1,2-tetra fluoroethane or 1,1-difluoroethane. The rigid polyurethane foam according to claim 15 or 16, wherein the foaming aid is water and / or a low boiling compound. The rigid polyurethane foam according to claim 15 or 16, wherein some or all of the organic polyisocyanates are prepolymers containing isocyanato groups at their ends. The rigid polyurethane foam of Claim 15 or 16 whose equivalence ratio of the isocyanato group of organic polyisocyanato and the hydroxyl group of a polyol is 0.8-5.0. In a method of producing a rigid polyurethane foam by mixing a resin solution containing a polyol, a repellent agent, a catalyst, a foam stabilizer, and other preparations with an organic isocyanato, a part or all of the polyol is the first claim. It is characterized by using a polyol (D) as described in the above, wherein as the blowing agent, a hair repellent containing one or two or more selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons, and a foaming aid as necessary. Method for producing a rigid polyurethane foam to be. In a method of producing a rigid polyurethane foam by mixing a resin solution containing a polyol, a blowing agent, a catalyst, a hair dressing agent and other preparations with an organic isocyanate, a part or all of the polyol is described in claim 8. A foaming agent containing one or two or more selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons according to claim 17 in this blowing agent, and a polyol (E) Method for producing a rigid polyurethane foam, characterized in that using. The method for producing a rigid polyurethane foam according to claim 21 or 22, wherein part or all of the organic polyisocyanate is a prepolymer containing an isocyanate group at its terminal. The process for producing a rigid polyurethane foam according to claim 21 or 22, wherein an equivalent ratio of the isocyanate group of the organic polyisocyanate group to the hydroxyl group of the polyol is 0.8 to 5.0. Resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations is mixed with an organic isocyanato to prepare a composite of a rigid polyurethane foam formed on one face or in a gap surrounded by a plurality of face materials. In the method, a part or all of the polyol is selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons as the blowing agent using the polyol (D) according to claim 1. A process for producing a rigid polyurethane foam composite comprising a foaming agent containing a paper phase and a foaming aid if necessary. Resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations is mixed with an organic isocyanato to prepare a composite of a rigid polyurethane foam formed on one face or in a gap surrounded by a plurality of sapwoods. In the method, a part or all of the polyol is selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons as the blowing agent using the polyol (E) according to claim 8 A foaming agent containing a paper phase and a foaming aid, if necessary, a method for producing a rigid polyurethane foam composite. The method for producing a rigid polyurethane foam composite according to claim 25 or 26, wherein the method for forming the rigid polyurethane foam is by application, injection, or spraying. The method for producing a rigid polyurethane foam composite according to claim 25 or 26, wherein part or all of the organic polyisocyanato is a prepolymer containing an isocyanato group at its terminal. 27. The method for producing a rigid polyurethane foam composite according to claim 25 or 26, wherein an equivalence ratio between the isocyanato group of the organic polyisocyanato and the hydroxyl group of the polyol is 0.8 to 5.0. In a hard polyurethane foam obtained by mixing a resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations with an organic isocyanato, a part or all of the polyol is used as a phenol of claim 2 A polyol (G) having a hydroxyl value of 180 to 700 mg KOH / g comprising a resin-based polyol (A) and a polymethylene polyphenylpolyamine-based polyol (F) at a weight ratio of 0.25 to 4.0 (A) / (F) Use, as a blowing agent, a rigid polyurethane foam characterized by using a blowing agent containing one or two or more selected from the group consisting of hydrochlorofluorocarbons, hydrofluorocarbons and, if necessary, a foaming aid. . The hydroxyl value to which polymethylene polyphenyl polyamine polyol (F) adds 1.0-9.0 mol of alkylene oxides per 1 equivalent of active hydrogen groups of polyphenyl and polymethylene polyamine is 150-700 mg KOH A rigid polyurethane foam comprising a polyol (G) comprising / g polyol (f) and polyol (b) or polyol (c) according to claim 2. 32. The rigid polyurethane foam of claim 30 wherein some or all of the organic polyisocyanato is a prepolymer containing isocyanato groups at its ends. 31. The rigid polyurethane foam according to claim 30, wherein the equivalent ratio of isocyanato group of organic polyisocyanato to hydroxyl group of polyol is 0.8 to 5.0. A method for producing a rigid polyurethane foam by mixing a resin solution containing a polyol, a blowing agent, a catalyst, a foaming agent, and other preparations with an organic isocyanato, wherein the polyol is part or all of the claims. 180-700 mg of hydroxyl which consists of phenolic resin polyol (A) of description and polymethylene polyphenyl polyamine polyol (F) of Claim 31 containing (A) / (F) in the weight ratio of 0.25-4.0 KOH / g polyol (G) is used, and as the blowing agent, a blowing agent containing one or two or more selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons, and a foaming aid, if necessary The manufacturing method of the rigid polyurethane foam characterized by the above-mentioned. 35. The method of claim 34, wherein some or all of the organic polyisocyanato is a prepolymer containing isocyanato groups at its ends. 35. The method for producing a rigid polyurethane foam according to claim 34, wherein the equivalence ratio of the isocyanato group of the organic polyisocyanato and the hydroxyl group of the polyol is 0.8 to 5.0. Resin solution containing polyol, foaming agent, catalyst, foaming agent, and other preparations is mixed with organic isocyanato to form a composite of hard polyurethane foam in one space or in a gap surrounded by a plurality of face materials. In some or all of the polyols, the phenolic resin polyol (A) according to claim 2 and the polymethylene polyphenyl polyamine polyol (F) according to claim 26 are (A) / ( 1) selected from the group consisting of hydrochlorofluorocarbons and hydrofluorocarbons, using a polyol (G) having a hydroxyl value of 180 to 700 mgKOH / g consisting of F) in a weight ratio of 0.25 to 4.0. A method for producing a rigid polyurethane foam composite, comprising a foaming agent containing two or more species or foaming aids as necessary. 38. The method for producing a rigid polyurethane foam composite according to claim 37, wherein part or all of the organic polyisocyanato is a prepolymer containing an isocyanato group at its terminal. 38. The method for producing a rigid polyurethane foam composite according to claim 37, wherein an equivalent ratio of isocyanato groups of the organic polyisocyanato groups to hydroxyl groups of the polyol is 0.8 to 5.0. 38. The method for producing a rigid polyurethane foam composite according to claim 37, wherein the method for forming the rigid polyurethane foam is by application, injection or spraying. ※ Note: The disclosure is based on the initial application.