TW201211155A - Polyurethane resin composition and molded article thereof - Google Patents

Abstract

This present invention provides a polyurethane resin composition and molded article thereof. By using silicone polyol with excellent intermiscibility with polyol as a raw material of polyurethane resin, the article is molded in means of one shot method and prepolymerization method, and during the mold process, the blooming, silicon aggregation, various properties of matter, and lower friction are excellent. A polyurethane resin composition is a polyurethane resin composition compriseing (A) polyisocyanate and (B) polyol, it is characterized in that (B) polyol comprises 0.01 to 5mass% of lactone modified single side end type silicone polyol (B1) and 95 to 99.99mass% of other polyol (B2), wherein the lactone modified single side end type silicone polyol (B1) is formed by open-ring and addition of 5 to 10mole of lactone monomer to hydroxyl group of organic polysilicone with two primary hydroxyl groups in a single end.

Description

201211155 VI. Description of the Invention: [Technical Field] The present invention relates to a polyamine capable of obtaining a polyamine phthalate hardened product which is excellent in resistance to fussing, cesium atom cohesiveness, various physical properties and low friction. A urethane resin composition and a molded article obtained using the same. [Prior Art] In recent years, organic polyoxane compounds have improved interfacial properties such as low friction, thermal stability, water repellency, defoaming property, and mold release property, and are used to improve synthetic resins such as paints and molded articles. For the performance, a modifier such as dimethyl polyoxyalkylene, nonylphenyl polyoxyalkylene, a dimethylpolysiloxane containing a reactive group, or a polyether modified organic polyoxyalkylene is added. However, such miscibility with the resin is not sufficient and heat resistance is insufficient to make the use range limited. Therefore, a lactone-modified organopolyoxyalkylene compound having a lactone added to an addition reaction of polyoxyalkylene and glycerol monoallyl has been proposed for the purpose of improving these disadvantages (for example, refer to Patent Document 1). . However, the lactone of this compound has a plurality of polylactone chains due to its reaction with a plurality of hydroxyl groups of glycerol monoallyl ether, so that there are many cross-linking structures, and the amine group is owed to the S-deuteration reaction due to the primary hydroxyl group and the second The hydroxy group is mixed to make the reactivity uneven, and the miscibility with the polyol is poor. It is difficult to use as a raw material for the polyamino phthalate resin. Further, a polyurethane resin composition containing a polyisocyanate and a polyhydric alcohol as a main component (eSSentialCOmponent) is used only for forming a crucible, and the obtained molded article is inferior in abrasion resistance. In order to improve the problem, it has been proposed to burn an organic polyoxygen to a human amino acid (see, for example, Patent Document 2). -4- 201211155 However, the patent is good, but the above-mentioned unfavorable condition is the above-mentioned miscibility in the obtained molded product, and it can also be used as a polyamine polysulfide chain. [Problem to be solved by the invention] The method of solving the problem is excellent in frictional properties of the molded article of the present invention. : The research on the crushed oxygen of the early body, the technique of polyamidoguanidine has indeed made the frictional friction a little change. The miscibility of the poly-xane and the polyol is inferior, and the halo is easy to occur. In particular, the forming condition by a one-stage method is very remarkable. In view of the above, it is desired to develop a polyhydric alcohol (hereinafter referred to as a decyl alkane polyol) which is preferably used as a raw material for a urethane resin in any of the molding methods for improving the mutual or prepolymer method with a polyol. ). The subject of Japanese Patent Application Laid-Open No. Hei. No. Hei. No. 2003-86366. The purpose of the present invention is to provide a ruthenium which is excellent in miscibility with polyalcoholic acid polyol and isocyanate-branched. The oxane polyol can be formed by a one-stage method and a pre-polymerization method, and the polyurethane is resistant to fuzzing, cesium atom cohesiveness, various physical properties, and low-loading urethane resin composition. And its shape. Formula: Fresh polyamine phthalate resin with decane polyol 戮 果 发现 ' ' ' ' ' 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定 特定When used as a resin raw material, it is possible to obtain a cured product of arm amine mexican-penetrating ester which is excellent in resistance to halo, -5-201211155 矽 atomic cohesiveness, various physical properties, and low friction, and finally completes the date of the present invention. - A good polyamine group owing, the present invention provides a polyfluorene ring right r A, taking s « * soil τ vinegar resin composition, the system 3 has (A) polyisocyanate 榭浐 fine Λ铷It must be called _Λ 夕 醇 的 的 的 的 的 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚· 资里/〇皙旦〇/夕甘 From 夕孔坑 夕凡醇(Β1), and 95~99.99 Other polyols in 资里(Β2), 俨炙 俨炙; ,, d, 八 内 vinegar change The unilateral end-type sputum sputum lotion Β ο 醇 Β Β Β 于 于 于 于 于 于 于 ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ The knife is opened and the addition polymerization is 5~1. Moer [effect of invention]

The invention adopts the multi-drinking t-mixing with the raw material of 聚11m A as the polyurethane carboxylic acid resin > the excellent surname A 匕 # ... ... ... ... ... 以 以 以 以 以 以 以 以 以 夕 夕 氧 氧 氧The specific amount of the alcohol and the specific amount of the other polyol, that is, the type: the shape, and the formation of the polyurethane molding can be produced by the -stage molding method and the prepolymer molding method. At the same time: the initial, the atomic cohesiveness, the various physical properties, the low friction, the excellent acid = = the resin hardened material, so it can provide the polyurethane resin which is useful as a polyamine 曰 曰 β 曰 raw material. Composition [Comprehensive application method] The mountain sulphate (Β) contains: 〇·〇ι~5 mass. Within the vinegar modified unilateral terminal type g Ρ — - methoxy oxanthene ( B1), and 95~99.99% by mass of other 疋 疋 . . . 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中 其中矽 烷 前述 前述 前述 前述 μ μ μ μ μ μ μ / / / / / / / / / / / / / μ μ μ μ / μ μ μ μ μ μ μ μ -6 -6 -6 -6 -6 -6 -6 -6 -6 Holding, if 彡π S @ θ..., 驮 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚 聚The base is at the other end and there is a "oxygen crater" having 2 alkane at the end of the early side. The above-mentioned organopolyoxane is preferably ... oxygen for molecular Jin 7 ΛΛ ΛΛ slave soil for molecular weight 1000 ~ 4000, especially good 勹 knife 1 2000 ~ 4000. ~ 2 〇 ~ 60 mg K 〇 H / g, the acid value is preferably the base price is preferably the child owing price is preferably 〇. 5mgK 〇 H / g or less. The monument: If the molecular weight of the machine is more than (10) ,, it is better because of the ease: the amine A, the resin, the low friction of the composition and other excellent effects and the front right I, the molecular weight Α 4_ or less, because The above reaction of the internal vinegar monomer level = machine can be carried out smoothly, so that the unreacted I group is reduced and it is preferred. However, when the molecular weight of the aforementioned organopolyfluorene is more than 4 Å, the reaction between the second internal fermentation body and the aforementioned organopolyoxane cannot be smoothly performed. There is a peak, and there is a tendency that the unreacted-grade meridian increases, and if the knives are less than 1000, there is a low friction which is difficult to impart a urethane product as an organic polyoxane. The effect is not good. The molecular weight referred to in the present invention means a knives obtained by the following formula = (56100x2) / (hydroxyl value + acid value) The lactone single system finger used in the present invention may be exemplified For example, y5 _ propionin 曰, γ _ 0 t S 曰 _ valerolactone, e _caprolactone, γ _ crotonic lactone, preferred main, '', ε _ caprolactone. At the time of the reaction of the organic oxime, it is known that each of the primary hydroxyl groups in the <$h oxime is subjected to ring-opening addition polymerization of 5~1 〇mol 201211155 Preferably, the two lactone monomers are polymerized on one side with the organic polyoxyalkylene. The amount of monomer per organopolyoxane is less than 5 moles due to unreacted 'grade via base formate vinegar The raw materials are not very good in reaction. The other 1 〇莫耳's obtained polyurethane carboxylic acid resin has deteriorated handleability. / The above § is intended to modify the unilateral end type Shixi oxygen hospital multi-system medium temperature 纟 80~ 14 (The presence of rc and catalyst is 80 120 C. If the temperature in the system is lower than 8 〇.. Time: It takes a long time to synthesize. Also when the temperature in the system: the side end has 个 2 - level The organopolyoxyalkylene having a hydroxyl group and another end group having a fluorenyl group is decomposed without a fluorene-modified one-side terminal type 7 oxy 7 polyol. The catalyzed means, preferably a tin-based catalyst,己 = butyl tin. In this case, the total mass of the synthetic raw material of the lactone-modified alkane 7C alcohol (B 丨) is preferably from 1 〇〇 to 5 〇〇 ppm. The type of decane y, the following steps can be carried out: a molecular end organic compound having a non-reactive functional group at the other end and a catalyst are added to the reaction vessel, l4〇C' Adding the hydroxyl group of the internal organopolyoxane under nitrogen gas environment is 5~10 6~24 small day main s.. J field, better 8~15 hours to carry out the reaction, the ambassador each 8 m level Addition of a primary meridon, an increase in lactones, as an amine, on the one hand, if more than the viscosity is increased, the alcohol (B1) is made in the line. More preferably, the reaction rate is slower than 140 ° C At the time, there is a non-reactive official method to produce the concentrated polyhydric alcohol (B 1 ) which is a catalyst in the tri-2-ethyl one-side terminal oxygen system. ), there are two first-stage bases with a base amount of 1000~4000. The temperature in the system is ester monomer, so that the molars are more preferably -8 - 201211155 99.5 alcohols. The heavy R1 - oxane of the excellent system alkyl group is further reacted with the cyanic acid active form, and the reaction is considered to be carried out when the cyanic acid cyanate is extended. Thereafter, the diarrhea is removed. The one-side terminal type oxy-oxygenated polyol (Β 1 ) is preferably used in the form of a hydroxyl group and an acid value and is obtained by the above formula as 2500 to 6000. The lactone-modified one-side terminal type oxime oxyhydroxide ((Β1) has a low molecular weight as long as it is in a relevant range, and the handleability is not deteriorated, and it is preferred. The side terminal type oxoxane polyol (Β丨) may, for example, be a compound represented by the following formula (1). Further, in the following formula (1), Ri represents a carbon atom number of 4'R. Indicates that methyl or phenyl 'm represents i~4, and η represents 20 to 40 complex units.

The polyhydric alcohol (Β) is prepared by mixing the above lactone-modified one-side terminal type 矽 poly-π-alcohol (Β1) and other polyols (Β2) to form a multi-enzyme (Β), and the polyisocyanate (A) can be prepared. The polyurethane resin is hard. As a production method at this time, the polyol (B) and the polyisoprene (A) may be previously prepared as an amino phthalate prepolymer, and a hardener containing a compound containing hydrogen may be added for hardening to carry out prepolymerization. The formation may be carried out by mixing a polyisocyanate (A), a polyol (B), and a chain extender as needed. The term "polyisocyanate (A)" means a mixture such as 2,4-toluene diisoester, 2,6-toluene diisocyanate or the like; m-phenylene-9-201211155 isocyanate or p-phenylene Isocyanate, p-xylene diisocyanate, ethylene diisocyanate, tetramethylene: 1,4-diisocyanate, hexamethylene-1,6-diisocyanate, 4,4'-diphenylmethyl < -diisocyanate, 3,3'-dimethyl-diphenyldecane-4,4-biphenyldiisocyanate, 3,3-bicyclo-4,4-biphenyldiisocyanate, 4,4-biphenyl diisocyanate or 1,5-naphthalene diisocyanate, tolidinediisocyanate, isophorone diisocyanate, cyclohexane diisocyanate, indoline diisocyanate, crude Diphenyldecane diisocyanate and diphenylmethane diisocyanate are intended to be 'triphenylphosphonium triisolactic acid vinegar and various derivatives thereof. Further, a urethane prepolymer having an isocyanate group at the end of the reaction of the following polyol with any of the above polyisocyanates may be mentioned. The aforementioned other polydextrose (B2) refers to various polyscale polyols, polycarbonate polyols, polylactone polyester polyols or general polyester polyols, that is, also includes the presence of polyols and polycarboxylic acids in the catalyst. The condensation reaction is carried out to have an ester bond. The molecular weight of the above other polyol which is determined from the valence of the hydroxyl group and the acid value is preferably from 600 to 6,000 Å and particularly preferably from 6 to 3,000. The molecular weight of the aforementioned other polyol (B2) is in a relevant range, and separation does not occur when the lactone-modified one-side terminal type siloxane polyol (B1) is mixed with the aforementioned other polyol (B2). It is preferred to obtain a molded article having excellent tensile strength. However, if the molecular weight of the other polyol (B2) is less than 600, the tendency to separate occurs when the lactone-modified one-side terminal type oxime polyol (B1) and the other polyol (B2) are mixed. Not good. Further, when the molecular weight of the other polyol (B2) is more than 6 Å, there is a tendency that it is difficult to obtain a molded article exhibiting excellent tensile strength. 201211155 The polyester polyol is any one which has an ester bond in the presence of a polyhydric carboxylic acid and a polycarboxylic acid in the presence of a catalyst, and also includes a polyether ester polyol and a polycarbonate polyester. Alcohol, etc. The polyester polyol has a molecular weight determined by a hydroxyl value and an acid value of preferably 600 to 6,000, particularly preferably 600 to 3,000. The above polyol is preferably a linear diol having a carbon number of 2 to 15 as a main chain, specifically ethylene glycol, 1,3-propanediol, diethylene glycol, 1,4-butanediol, 1,5- Hydrocarbons such as pentanediol, 1,6-hexanediol, dihydroxyethoxybenzene or p-diphenylene glycol are mainly used as hydrocarbons. The total number of carbon atoms is preferably from 3 to 3, and more preferably from 3 to 17, such as 1,2-propanediol, 2-methyl-1,3-propanediol, di-1,2-propanediol, 1,2 -butanediol, 1,3-butanediol, 2,3-butanediol, 2,2-dimercapto-1,3-propanediol, 3-mercapto-1,5-pentanediol, 3- Mercapto-1,3,5-pentanetriol, 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-dimethyl 3-hydroxypropyl-2,2-dimercapto-3-hydroxypropyl ester, neopentyl glycol, 2-n-butyl-2-ethyl-1,3-propanediol, 3-ethyl-1 , 5-pentanediol, 3-propyl-1,5-pentanediol, 2,2-diethyl-1,3-propanediol, 3-octyl-1,5-pentanediol, 2-B -1,3-hexanediol, 3-tetradecyl-1,5-pentanediol, 3-stearylpurine-1,5-pentanediol, 3-phenyl-1,5-pentanediol , 3-(4-mercaptophenyl)-1,5-pentanediol, 3,3-bis(4-mercaptophenyl)-1,5-pentanediol, 1,2-bis (hydroxyl) Cyclopropane, 1,3-bis(hydroxyethyl)cyclobutane, 1,3-bis(hydroxymethyl)cyclopentane, 1,4-bis(hydroxymethyl)cyclohexane, 1,4 - bis(hydroxyethyl)cyclohexane, 1,4-bis(hydroxypropyl)cyclohexane, 1,4-bis(hydroxyethyl)cycloheptane, 1,4- (hydroxymethoxy)cyclohexane, 1,4-bis(hydroxyethoxy)cyclohexane, 2,2-bis(4'-hydroxymethoxycyclohexyl)propane, 2,2-bis (4 '-Hydroxyethoxycyclohexyl)propane, hydroxydecylpropane, etc. These may be used alone or in combination of two or more. -11- 201211155 The above polyol component may be used in combination with a compound having a hydroxyl group number of 3 or more. The compound which can be used in combination is generally used in the case of a polyester polyol, and examples thereof include polyfunctional polyhydroxy compounds such as glycerin, hexanetriol, triethanolamine, pentaerythritol, and ethylenediamine. The aforementioned multi-repulsive acid means, for example, acacia acid, maleic acid, adipic acid, glutaric acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanoic acid , thirteen-burned diacid, tetradecanoic acid, dodecanedioic acid, and aromatic diacids such as phosphinic acid, isophthalic acid, terephthalic acid, hexahydro-p-benzoic acid Formic acid, hexahydroisophthalic acid or the like, an ester derivative such as a methyl ester, or the like may be used alone or in combination of two or more. Adipic acid is mainly used from an industrial point of view. A dimer acid obtained by polymerizing a talloil fatty acid or the like can also be used. The pine oil fatty acid is a mixture of an unsaturated acid such as oleic acid or linoleic acid with palmitic acid, stearic acid or the like. The polyether polyol refers to an alkylene oxide such as an alkylene oxide such as ethylene oxide, propylene oxide or butylene oxide, and a compound having two or more, preferably 2 to 6 active hydrogen atoms. For example, the above-mentioned polyol, glycerin, trishydroxypropane, pentaerythritol, sorbitol, mannitol, di-trihydroxydecylpropane, dipentaerythritol or the like may be added singly or in combination of two or more, preferably 2 to 9 moles. The resulting polyol is polymerized. The molecular weight determined from the valence of the hydroxyl group is preferably from 300 to 6,000, particularly preferably from 600 to 3,000. Further, the hydroxyl group is preferably 20 to 750 °. The polylactone polyester polyol may be, for example, a lactone-based polyester diol obtained by subjecting a lactone such as ε-caprolactone to ring-opening polymerization. As the lactone-based polyester diol, one or two or more kinds of ε-caprolactone, 5-valerolactone, cold--12-201211155 decyl-5-valerolactone, and the like may be used. Addition polymerization is carried out. The polycarbonate polyol is, for example, obtained by subjecting a low molecular polyol to a dialkyl carbonate to undergo a condensation reaction. The aforementioned low molecular polyol may, for example, be 1,6-hexanediol or 1,5-pentanediol. Further, the dialkyl carbonate may, for example, be dimethylcarbon-acid cool, diethyl carbonate or ethyl carbonate. Further, the polycarbonate polyol may, for example, be a lactone-modified polycarbonate polyol obtained by subjecting a lactone to a ring-opening addition polymerization with a polycarbonate polyol, or by making other polyester polyols or polyethers plural. A cocondensed polycarbonate polyol obtained by co-condensation of an alcohol or the like with a polycarbonate polyol. As the key extender, a low molecular weight linear diol or a diamine compound having a carbon number of 2 to 10 is preferably used. Representative examples thereof include ethylene glycol alone, 1,2-propylene glycol, 1,3-propylene glycol, 2,3-butanediol, 1,4-butanediol, and 2,2'-dimercapto-1. , 3-propanediol, diethylene glycol, 1,5-pentanediol, 1,6-hexanediol, cyclohexane 1,4-diol, cyclohexane-1,4 diol, cyclohexane- 1,4 dimethanol or the like; ethylenediamine, 1,6-hexanediamine, piperazine, 2,5-dimethylpiperidinium, isophoronediamine, 4,4'-dicyclohexylmethane Diamine, 3,3'-dimercapto-4,4'-dicyclohexyldecanediamine, 1,4-cyclohexanediamine, 1,2-propanediamine, diethylenetriamine, triethylene An amine compound such as tetraamine or 3,3'-dichloro-4,4'-diaminodiphenyl decane; and a hydrazine such as hydrazine or hydrazine. Particularly preferred are 1,4-butanediol and trishydroxypropylpropane. The polyurethane resin composition of the present invention can be made not only as an amino phthalate elastomer (e 1 ast 〇mer ) but also as an aqueous polyamine phthalate resin, and a water-based polyamine hydrazine. Acid ester resin. The polyamino phthalate resin composition is one or more selected from the group consisting of an anionic group, a cationic group, and a non--13-201211155 ionic group, #^ and 丨. A hydrophilic group that is dispersed in water. In this case, it is possible to use a polyester polyol produced by a catalyst to give a chain extender having a hydrophilic group, and a partial proton having a hydrophilic group-containing alcohol and/or a 3 hydrophilic group. The acid is produced as a raw material of a polyester polyol produced by a catalyst, and a hydrophilized polyhydric alcohol is used, and a water-based or aqueous polyamino phthalic acid resin composition is produced by a conventional method. The method for producing the same may be, for example, (i) using at least one hydroxyl group in one molecule, an amine group, and containing a group selected from the group consisting of an anionic group, a cationic group, and a nonionic group. A method of producing a water-based or aqueous polyurethane oxime by using a compound having a hydrophilic group, wherein the hydroxyl group and the amine group can be reacted with an isocyanate group using a polyester polyol which does not contain a hydrophilic group produced by a touch Α'β*, (Π) using a hydroxyl group having a hydrophilic group represented by an anionic group, a cationic group nonionic group or a neutralizing salt thereof and/or containing the aforementioned hydrophilic group A polyol or a dicarboxylic acid having a polycarboxylic acid or an ester derivative thereof as a main component, and a polyester polyol having a hydrophilic group by using a catalyst to produce a water-based or polyamine using the same A method of phthalic acid ester resin. The anionic group as the hydrophilic group may preferably be a group, a carboxylate group, a sulfonic acid group or a sulfonate group, and the cationic group may preferably be a tertiary amino group, a part or all of which may be In the acidic compound or in the quaternization agent, the non-substituent group is preferably a polyoxyalkylene group structure, preferably exemplified by polyethylene glycol and copolymerization thereof. Things. In the case of the use of an organic solvent or a polyhydric carboxylic acid, a part or all of the anionic group or the cationic group may be neutralized by various basic compounds or acidic compounds, or may be neutralized. The tertiary amino group which is an cation group is quaternized by a quaternizing agent. The polyester polyol containing the above anionic group may, for example, be a polyester polyol containing a carboxyl group or a polyester polyol containing a sulfonic acid group. The urethane resin composition of the present invention can be produced by using various acids, for example, a method such as a one-stage method, a prepolymer method or a physical method, and further, a bulk polymerization, a solution polymerization, an emulsion polymerization, an emulsion polymerization, or the like can be used. . The production method should also be a conventional method, which can be used in the form of slab, double conveyor (d〇uMec〇nvey〇r), hot hardening (hotCure), cold hardening (c〇ldcure), rim. The method, the forming of the open mold, the forming of the composite material, the on-site construction method, the spraying method, the casting method, the injection, the coating, the impregnation, and the like. At the time of manufacture, it is preferred that the polyisocyanuric acid and the polyol have a molar ratio (nco/oh+nh2) of 0.8 to 1 ,, more preferably 〇~'丨〇5. Further, in the case of producing a urethane hydroxyacetate, a conventional urethane catalyzed catalyst, a surfactant, other adjuvants and the like are used in an amount generally used. Further, the urethane composition of the present invention may contain an antioxidant, a UV absorber, a hydrolysis inhibitor, a filler, a colorant, a strengthening agent, a mold release agent, a flame retardant, etc., as needed. Further, in the range which does not impair the effect of the composition of the aminocarboxylic acid-forming resin of the present invention, it is possible to add 'thermal polyuretic urethane elastomer' or other widely used thermoplastic = fat For example, ABS resin, AS resin, gas vinyl resin', polyamine. The composition of the present invention may also contain various additives selected from the group consisting of surfactants, catalysts, stabilizers, and pigments. 201211155 The present invention can be used as a thermoplastic elastomer (τρυ), a thermosetting body (TSU), an aqueous polyurethane, a free radical curable acid resin, and can be used for a molding material, an adhesive, an adhesive, and a hair. It is used in polyacrylate products in all fields such as foams, sealants, and photocurable resins. Specific applications can be used for silk, film, foil hoses, rollers, tires, anti-vibration materials, gaskets, soles, etc., as well as artificial leather, synthetic leather, soft / rigid foam materials, industrial materials, motor electronics Materials, optical materials, medical civil construction materials and many other fields. [Examples] Hereinafter, the present invention will be specifically described by way of examples, but the same. In addition, the "parts" and "%" in the text are quality benchmarks. Synthesis Example 1 (Synthesis of a modified one-side terminal polyol prepared by adding A 16 moles) The following structural formula was added to a nitrogen-introduction tube 'thermometer, a cooling tube, and a stirred 1-liter four-necked flask ( 2) [In the formula, the η unilateral terminal has two primary hydroxyl groups and the other end has a non-reactive energy group of organic polyoxyalkylene (hydroxyl price: 41 lmgK〇H/g 〇.〇5mgKOH/g) 500g, £ 335 g of vinegar in the inside, and 250 g of butyltin ruthenium triethylhexanoate were reacted for 1 to 3 hours while being passed through a nitrogen gas at 100 C. (The end point of the reaction is determined by the appropriate measurement (NV), and the end point is N. When the NV is 99.5% or more.) After the reaction for 13 hours, the NV has reached 99.7%, and the unilateral end-type oxane is modified by the vinegar in the flask. Polyols (each: an addition of hydroxymololactone, also known as Lc/Si polyol), a systemic elastomeric amine based coating, an amine based nail, a belt, a dimensional forming, a fiber • a material, not It is limited to the value of the ==3 3 of the siloxane device. The acid value of the catalyst is: The catalyst has a hydroxyl group of 24.4 mg KOH/g and the acid value is 0.55 mg KOH/ g, a white solid at room temperature (25 ° C) and a transparent liquid at 100 ° C. The molecular weight distribution measured by GPC showed a normal distribution, and the ratio of the unreacted primary mesogenic group of the organic polyoxazine calcined by 13 C-NMR was 5% (i.e., 95% of the primary hydroxyl group and ε-caprolactone). reaction). 3 0 3 Η - Η clsilc

CH3 H3C-Si-〇-|-...-Ο-I--(2) CH3 _ Synthesis Example 2, 3 and Comparative Synthesis Example 1 The composition shown in Table 1 was synthesized in the same manner as in Synthesis Example 1. Ear lactone, 20 moles and 4 moles of modified one-sided terminal siloxane polyol. These oxime-oxygenated polyols have an addition of 6 moles of addition product, an addition of 10 moles of addition product, and an addition of 2 moles of addition product per first stage. The characteristics of the obtained Lc/Si polyol are shown in Table 1. [Table 1] Table 1 Synthesis Example 1 Synthesis Example 2 Synthesis Example 3 Comparative Synthesis Example 1 Adding parts (g) One-side terminal diol type organic polyoxane (g) Hydroxy group price: 41.1 mgKOH/g Acid value: 0.05 MgKOH/g Molecular weight: 2727 550 550 450 700 ε-caprolactone (g) 335 276 377 117 Tributyltin-2-ethylhexanoate (g) 0.250 0.248 0.248 0.245 ε-caprolactone/unilateral terminal diol type Mohr ratio of organic polyoxyalkylene 16 12 20 4 Synthesis conditions Synthesis temperature (°C) 100 100 100 100 Synthesis time (Hrs) 13 15 14 32 Characteristics of non-volatile components (%) 99.7 99.8 99.7 99.6 Hydroxyl valence (mgKOH/g) 24.4 26.2 21.7 32.9 Acid value (mgKOH/g) 0.55 0.6 0.45 0.31 Molecular weight separation rate (%) -1 2 1 6 Ratio of unreacted primary meridine (%) 5 7 3 29 GPC measured molecular weight distribution Normal distribution Normal distribution Normal distribution with shoulders In addition, the evaluation method is as follows: -17- 201211155 <non-volatile content> Take sample lg and add 5 ml of toluene to the metal dish at 1〇7 °C The residual amount was determined after drying for 1 hour. Non-volatile content (1⁄4) =[(B_C) /(A_C) ]χ1〇〇, A: Metal dish + mass of sample before drying (bar) Β·metal dish + quality of sample after drying (bar) C: metal The mass of the dish <hydroxyl price> After adding an acetalizing agent containing acetic anhydride and pyridine to the sample, <5. The brewing reaction was carried out at ° ° for 1 hour. Next, water is added to decompose excess acetic acid into acetic acid', and after adding propylene and toluene, the acetic acid is neutralized and titrated using a potassium hydroxide aqueous solution. Hydroxyl price (mgKOH/g) = |· r R τ, ^ ^

. B-T) xFx28.05/S]+ AN only, B. 空白 g ^ in the blank test

Amount (ml) T D JN infusion of potassium oxyhydroxide solution

M) F The amount of 〇5N hydroxide desorbing ethanol solution in the official test. The amount of the 5N potassium hydroxide ethanol solution (g) N: mol / liter AN. The acid value of the sample &lt; acid value 〉 Add neutral solvent Γ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ τ 。 。 。 。 。 。 。 Acid value (mgKOH/g) = VxFx5.611/s -1 8 _ 201211155 However, V: 滴·1Ν The amount of potassium hydroxide in ethanol solution (called) F : 〇· 1 Ν Potassium hydroxide solution in ethanol Price S : sampling amount (g ) N : m ο 1 / liter &lt;molecular weight separation rate &gt; ^ Determination of the detachment rate: from the one-sided end: alcohol-based organic poly-light hydrazine, acid value, and ε_ Vinegar / unilateral end 2: The molecular weight of the target molar molecular weight calculated by the calculation of the molar ratio of the pit arbutin, and the experimental molecular weight obtained by calculation of the resin: hydroxyl value and acid value. The molecular weight separation rate (% 3 #八θ干, /.)-[(目松分子罝-experimental molecule/target molecular weight]χ1〇() in the knife)—(56l〇〇x2) / (hydroxyl price) + acid value) The ratio of ~ and the radical (the ratio of the primary hydroxyl group of the organopolyoxyalkylene which is not reacted with the lactone) is dissolved in a heavy gas imitation, and 13C-NMR is carried out according to a conventional method. ς Dβ D:) Jppm (near the carbon of the unreacted primary hydroxyl group (the organic phase which is not reacted with the internal 曰 命 命 命 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳0 ppmf. The peak shown by the phase I of the carbon of the first-order hydroxyl group reacted with the lactone is calculated. &quot; Unreacted__ 纽, u, 'package ratio (%) = [65.5ppm peak 穑 / (65.5pPm peak + discharge + 62. 〇ppm peak area)] χ 100 <Measured by GPC ^ The molecular weight distribution of 疋 〉 使 使 使 使 使 使 使 & & & & & & & & & & & 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 The shape of the chromatogram obtained by the inclination was evaluated. -19- 201211155 [Measurement conditions] Eluent: THF; Column: TSKgel; Flow rate: 1. Oml/min

Column: TSKgel G5, 4, 3, 2; Detector: RI (miscibility test) 3% by mass of Synthesis Example 1, Comparative Synthesis Example 1 lactone modified one-side terminal type oxoxane polyol and An organopolysiloxane having two unmodified primary hydroxyl groups at one end was added to various polyols, and allowed to stand at 70 ° C for 4 days, and visually observed and evaluated. (Assess) XX: Separation solution containing more than 3 mm in the upper layer X: Separation solution containing 1 mm or more and less than 3 mm in the upper layer 〇: No separation [Table 2]

Table 2 Synthesis Example 1 Comparative Synthesis Example 1 Unmodified PTMG molecular weight 1000 〇 XX BG/AA polyester polyol molecular weight 2000 〇 XX BG, HG/AA polyester polyol molecular weight 2000 〇 XX 3MPD/AA polyester polyol molecular weight 2000 〇XX polycaprolactone polyol molecular weight 2000 〇XX polycarbonate polyol (HG skeleton) molecular weight 2000 〇XX PTMG: poly(1,4-butanediol) polyether polyol BG/AA polyester polyol: 1 , polyester polyol BG of 4-butanediol and adipic acid, HG/AA polyester polyol: 1,4-butanediol and polyester polyol 3MPD of 1,6-hexanediol and adipic acid /AA Polyester Polyol: Poly(2-hydroxyl-, 3-pentanediol and adipic acid) Polyol-20- 201211155 Polyhexene-polyester Polycarbonate Polycarbonate Unmodified Example 1 ((Amino citric acid will be 4,4' and mixed with alcohol (molecular weight end type oxime is about 5 hours. The acid ester or ε - ί is made to contain Shi Xi (amino formic acid mixed preparation 400g, 70/30 (Quality j at 140 ° C, under the conditions of elastomer sheet Example 2 ((Polyolated ester polyol: ethylene glycol as a starting agent of <ε-caprolactone plus Alcoholic vinegar polyol: hexamethylene glycol and dimethyl carbonate carbonate: organic polyfluorene prepolymer with two primary hydroxyl groups at one end. Synthesis of vinegar prepolymer) - Diphenyl hydrazine Alkane diisocyanate 483. 〇g added to a 2 liter flask with ethylene glycol as a starting agent ε _ caprolactone addition polyester multiplex 2000) l 〇〇〇 g and the lactone modified one-side end of the synthesis example 1 16.7g of alcohol, reacted in a nitrogen atmosphere at 7 ° C to add (modulate) a trace amount of 4,4,-diphenylmethane diisocyanide addition polyester polyol to make the NCO equivalent of 525, ie oxygen Alkyl amino phthalate prepolymer. Preparation of ester elastomer) Warm carbamide-containing urethane-containing urethane prepolymerization of 1,4-butanediol/trishydroxylate at a temperature of 5 °C The ratio of methyl propane was 32.6 g, and it was cast into a centrifugal molding machine. After hardening for 1 hour, it was subjected to secondary hardening at 11 01:16, which was a 2 mm thick amine group.曱 〇 〇 〇 〇 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 1 of a lactone-modified one-side terminal type oxoxane polyol 16.7 g, a mixture of 1,4-butanediol/trimethylolpropane 70/30 (mass ratio) 122. lg (70 ° C, 10 a polyol compound. (Production of urethane elastomer) 300 g of a polyol compound adjusted to 70 ° C and 127.2 g of 4,4'-diphenyldecane diisocyanate adjusted to 60 ° C were mixed and cast to centrifuge. The molding machine was hardened under conditions of 140 ° C for 1 hour, and then subjected to secondary hardening at 110 ° C for 16 hours to obtain a 2 mm thick urethane elastomer sheet. Example 3, 5, 7, 9, 1 1 (Prepolymer method) (Synthesis of amino phthalate prepolymer) The same procedure as in the synthesis of the prepolymer of Example 1 was carried out to prepare Table 3 A combined amount of an amino phthalate prepolymer. [Table 3] Table 3 Prepolymer Synthesis Example 1 Prepolymer Synthesis Example 3 Prepolymer Synthesis Example 5 Prepolymer Synthesis Example 7 Prepolymer Synthesis Example 9 Prepolymer Synthesis Example 11 Material Name Molecular Weight MDI (g) 250 483.0 495.9 398.0 647.1 482.4 483.5 Polycaprolactone polyol (g) 2000 1000 1000 1000 1000 BG, HG/AA Polyester polyol (g) 2000 1000 PTMG polyether polyol (g) 1000 1000 Hydroxide polyol synthesis Example 1 (g) 4497 16.7 50.1 16.7 16.7 Pyroxane polyol synthesis example 2 (g) 4187 15.0 Shixi oxygen-fired polyol synthesis example 3 (g) 5065 18.4 NCO equivalent 525 525 650 525 525 525 -22 -22-201211155 MDI : 4,4'-diphenylmethane diisocyanate (manufacture of amino phthalate elastomer) The same procedure as in the amino phthalate elastomer of Example 1 was carried out to prepare a mixed amount as shown in Table 4. 2 mm thick urethane phthalate elastomer sheet. The results of the evaluation are shown in Tables 7-8. [Table 4] Table 4 Equivalent Example Material Name 1 3 5 7 9 11 Prepolymer Synthesis Example 1 (g) 525 400 Prepolymer Synthesis Example 3 (g) 525 400 Prepolymer Synthesis Example 5 (g) 650 400 Prepolymer Synthesis Example 7 (g) 525 400 Prepolymer Synthesis Example 9 (g) 525 400 Prepolymer Synthesis Example 11 (g) 525 400 1,4-butanediol/trihydroxymethyl propylamine = 7/ 3wt mixture (g) 45 32.6 32.6 26.3 32.6 32.6 1,4-butanediol (g) 45 32.6 R value (OH/NCO) 0.95 0.95 0.95 0.95 0.95 0.95 Examples 4, 6, 8, 10, 12 (- (Formulation of Polyol Compound) The compounding amount of the polyol compound shown in Table 5 was obtained in the same manner as in the preparation of the polyol compound of Example 2. [Table 5] Table 5 OH compound; f Do not prepare the raw material name molecular weight 2 4 6 8 10 12 polycaprolactone polyol (g) 2000 1000 1000 1000 1000 BG, HG/AA polyester polyol (g) 2000 1000 PTMG polyether polyol 1000 1000 oxoxane polyol synthesis example 1 (g) 4497 16.7 50.1 16.7 16.7 oxoxane polyol synthesis example 2 (g) 4187 15.0 oxoxane polyol synthesis example 3 (g) 5065 18.4 1 , 4-butanediol/trimethylolpropane = 7/3wt mixture (g) 90 122.1 125.9 93.0 121.9 122.3 1,4-butanediol (8) 90 135.5 -23- 201211155 (urethane elasticity Preparation of a body A mixed amount of a 2 mm thick urethane phthalate elastomer sheet shown in Table 6 was obtained in the same manner as in the amino phthalate elastomer of Example 2. The results of the evaluation are shown in Table 7-8. [Table 6] Table 6 Example Material Name 2 4 6 8 10 12 OH Compound Preparation Example 2 300 OH Compound Preparation Example 4 300 OH Compound Preparation Example 6 300 OH Compound Silk Example 8 300 OH Compound Preparation Example 10 300 OH Compound Modulation Example 12 300 MDI (g) 127.2 126.4 107.5 168.5 127.3 127.1 NCO/OH 1.038 1.038 1.035 1.032 1.038 1.038 MDI: 4,4'-diphenyldecane diisocyanate (assessment result) [Table 7] Table 7 Example 1 Implementation Example 2 Example 3 Example 4 Example 5 Example 6 Prepolymer method One-stage prepolymer method One-stage prepolymer method One-step centrifugation forming sheet. Evaluation of sheet appearance (halation) Visual and finger-touch observation 〇〇〇〇 tensile strength (MPa) 曰 industrial specifications JISK7312 26.0 26.4 25.9 26.8 25.5 27.1 M100 (MPa) 3.8 4.9 3.8 4.5 3.0 3,3 M300 (MPa) 19.3 20.1 21.2 21.9 9.4 10.5 ductility (%) 314 315 313 310 370 360 Tensile strength (N/mm) 33.3 39.2 39.2 39.5 40.0 40.4 Static friction coefficient HEIDON (84g metal pedestal OA paper) 1.2 1.0 1.2 1.1 1.5 1.5 Dynamic friction coefficient 1.1 1.1 1.2 1.2 1.3 13 Condensation observation of germanium atoms SEM (矽 atom mapping) 〇〇〇〇〇〇-24- 201211155 [Table 8] ^ ^ Centrifugal shaped sheet determination \ Examples Embodiments Examples Embodiments Examples 7 8 9 10 11 12 Appearance of flakes (Pre-polymer method, one-stage method, pre-polymer method, one-step method, pre-polymer method, one-step method, visual observation, tensile strength (MPa) 38.9 39.5 27.3 27.6 26.0 27.3 MlUO (MPa) 曰本工业规格JISK7312 10.1 11.2 3.9 4.7 4.0 4.9 M300 (MPa) 17.3 18.2 20.4 20.9 19.0 21.1 Ductility (%) 450 440 318 315 319 315 Tensile strength (Ν/πϋηΊ 92.1 94.8 36.5 39.3 41.2 46.6 Friction coefficient HEIDON (84g gold 1.0 1.0 1.1 1.1 1.2 1.2 dynamic friction coefficient is pedestal OA paper) 1.0 1,0 1.1 1.1 1.2 1.2 Condensation observation of helium atom SEM (矽 atom mapping) 〇〇〇〇〇〇In addition, the evaluation method is as follows: &lt;Sheet appearance (scizziness)&gt; The state of the sheet immediately after molding and one month after molding was evaluated by visual observation and finger touch. 〇: No fainting. △: It was impossible to judge visually but the oil was felt with a finger touch. x. Visibility and fingering (oil) are clearly noticeable. &lt;Tensile strength, M100, M300, ductility. The centrifugally formed sheet was punched out in the form of dumbbe U, and the inflammation was measured based on Japanese Industrial Standard JIS K 7312. Punching speed: 500 mm/min &lt;Tearing strength&gt; The centrifugally formed sheet was punched out into a non-notched angular dumbbell shape, and was measured based on the industrial standard JIS K 73 12 . Punch speed: 500 mm/min -25 - 201211155 &lt;Static friction (four) number 'Dynamic friction coefficient> The formed sheet was stored in the room for 2 weeks after the completion of the secondary hardening. Thereafter, it was cut into 10 x 20 cm, and the surface of the sheet was sufficiently washed with acetone several times on the day before the measurement. The measurement was carried out by a surface tester to measure the static friction coefficient of the centrifugally formed sheet, the dynamic friction coefficient. Flat cylindrical indenter (with clamp for sheet test piece fixing): 30 x 3 0mm ' 84g Object to be measured: OA plain paper (mounted on the jig) / Centrifugally formed sheet weighting: only a flat cylinder 84g of indenter (without forced weighting) Surface testing machine: Type-HEIDON-14 type (New East Scientific Co., Ltd.) &lt;Coagulation of germanium atom&gt; Centrifugal formed sheet is stored indoors after secondary hardening 2 week. Thereafter, the surface number of the sheet was sufficiently washed with acetone one day before the measurement. The measurement was evaluated by atom mapping of the SEM of the sheet surface (one side of the contact with air). The part where the concentration of germanium atoms is higher than the periphery is round. Judging by the diameter of the high concentration part. 〇: no agglomeration or diameter less than 1 # m △: diameter 1 / zm or more and less than 5 &quot; m X : diameter 5 μ m or more -26- 201211155 Comparative Examples 1, 3, 5, 7, 9 (Prepolymer method (Synthesis of Aminophthalate Prepolymer) The mixed amount of the aminodecanoate prepolymer shown in Table 9 was obtained in the same manner as in the synthesis of the prepolymer of Example 1. [Table 9] Table 9: Raw material name molecular weight Prepolymer Comparative Synthesis Example 1 Prepolymer Comparative Synthesis Example 3 Prepolymer Comparative Synthesis Example 5 Prepolymer Comparative Synthesis Example 7 Prepolymer Comparative Synthesis Example 9 MDI (g) 250 476.6 481.4 480.9 396.4 645.0 Polycaprolactone polyol (g) 2000 1000 1000 1000 BG, HG/AA Polyester polyol (g) 2000 1000 PTMG polyether polyol (g) 1000 1000 Comparative study of decane polyols 1 (g) ' 3379 11.7 Unilateral terminal diol type organopolyoxane (g) 2727 10.0 10.0 10.0 NCO equivalent 525 525 525 650 525 • MDI : 4,4'-diphenyldecane diisocyanate (amine group Preparation of phthalate elastomer) A mixture of 2 mm thick urethane elastomer sheets shown in Table 10 was obtained in the same manner as in the urethane elastomer of Example 1. The results of the evaluation are shown in Tables 13 - 14. -27-201211155 [Table 〇] Table 10: Raw material name equivalent Comparative Example 1 Comparative Example 3 Comparative Example 5 Comparative Example 7 Comparative Example 9 Prepolymer Comparative Synthesis Example 1 (g) 525 400 Prepolymer Comparative Synthesis Example 3 ( g) 525 400 Prepolymer Comparative Synthesis Example 5 (g) 650 400 Prepolymer Comparative Synthesis Example 7 (g) 525 400 Prepolymer Comparative Synthesis Example 9 (g) 525 400 1,4-butanediol/trihydroxyl Methylpropane·=7/3^ mixture (g) 45 32.6 32.6 32.6 26.3 1,4-butanediol (g) 45 32.6 R value (OH/NCO) 0.95 0.95 0.95 0.95 0.95 Comparative examples 2, 4, 6 '8, 10 (Segment method) (Preparation of polyol compound) The compounding amount of the polyol compound shown in Table 11 was prepared in the same manner as in the preparation of the polyol compound of Example 2. [Table η] Table 11: Raw material name molecular weight OH compound preparation Comparative Example 2 OH compound preparation Comparative Example 4 OH compound preparation Comparative Example 6 OH compound preparation Comparative Example 8 OH compound preparation Comparative Example 10 Polycaprolactone polyol (g) 2000 1000 1000 1000 BG, HG/AA Polyester Polyol (g) 2000 1000 PTMG Polyether Polyol (g) 1000 1000 Synthetic Polyol Comparative Synthesis Example 1 (g) 3379 11.7 Unilateral terminal glycol type organic polymerization Oxane (g) 2727 10.0 10.0 10.0 1,4-butanediol/trimethylolpropane pit = 7/3wt mixture 90 120.2 121.6 121.4 92.5 1,4-butanediol 90 134.8 (urethane elasticity) Preparation of a body A 2 mm thick urethane elastomer sheet of the compounding amount shown in Table 12 was obtained in the same manner as in the amine phthalate elastomer of Example 2. The results of the evaluation are shown in Tables 13 - 14. -28-201211155 [Table 12] Table 12: Raw material name Comparative Example 2 Comparative Example 4 Comparative Example 6 Comparative Example 8 Comparative Example 10 OH Compound Preparation Example 2 (g) 300 OH Compound Preparation Example 4 (g) 300 OH Compound Preparation Example 6(g) 300 OH compound preparation example 8 (g) 300 OH compound preparation example 10 (g) 300 MDI (g) 127.6 127.4 127.5 107.8 169.1 NCO/OH 1.038 1.038 1.038 1.035 1.032 • MDI: 4,4'-diphenyl Chlorinated diisocyanate (assessment result) [Table 13]

Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 Table 13 Prepolymer method One-stage prepolymer method One-stage prepolymer method One-piece sheet appearance (halation) Visual and finger-touch observation 〇〇X Δ X Tensile strength (MPa) 29.0 28.1 20.3 22.1 22.4 25.0 Heart Ml00 (MPa) 曰This industrial specification JISK7312 3.6 4.5 3.5 4.1 3.3 5.1 into M300 (MPa) 20.6 21.1 15.8 16.2 18.0 19.7 Form ductility (%) 311 315 308 312 312 312 Thin tensile strength (N/mm) 32.1 44.2 33.4 37.3 22.7 28.8 Piece static friction coefficient HEIDON (84g gold 2.8 2.2 1.5 1.4 1.0 1.0 Evaluation friction coefficient is pedestal OA paper) 2.9 2.6 1.5 1.4 1.0 0.9 定Atomic condensation observation SEM (矽 atom mapping) 〇〇XX Δ X

[Table 14]

Table 14 Comparative Example 7 Comparative Example 8 Comparative Example 9 Comparative Example 10 Prepolymer method One-stage prepolymer method One-stage centrifugally formed sheet was evaluated for sheet appearance (halation) Visual and finger-touch observation Δ X Δ X Tensile strength (MPa) ) Industrial specifications JISK7312 23.8 24.1 36.5 38.3 M100 (MPa) 3.0 3.2 9.9 11.1 M300 (MPa) 9.2 10.3 17.1 19.0 Ductility (%) 367 378 448 432 Tensile strength (N/mm) 37.9 39.1 75·9 78.0 Static friction coefficient HEIDON (84g metal pedestal OA paper) 1.5 1.5 1.1 1.2 Dynamic friction coefficient 1.4 1.4 1.1 1.1 Condensation observation of 矽 atoms SEM (矽 atom mapping) Δ X Δ X HEIDON: Surface testing machine -29- 201211155 % Comparative examples 1, 2 due to The addition of a decane component has a large frictional resistance and cannot obtain low friction. In Comparative Examples 3 and 4, since the Shiyang oxygen polyhydric alcohol was not in an appropriate range, the halo was observed on the sheet, and a circular portion having a higher concentration of germanium atoms than the periphery was observed on the surface of the sheet, which was uneven. good. In particular, when a roller or a cleaning blade of a printer is used, if the photoreceptor or the printed matter is contaminated or the concentration of germanium atoms is uneven due to blooming, the roller and the cleaning blade may peel off ( Chipping) is not good. In Comparative Examples 5 to 10, the reason why the unmodified siloxane was used was the same as that of Comparative Examples 3 to 4 described above, and it was not practical to use it in a part of molding. [Industrial Applicability] The polyamino phthalate resin composition of the present invention can be subjected to a one-stage forming method and a pre-polymer molding method to produce a halo-reducing property, a helium atom cohesive property, various physical properties, and low friction properties. A high-performance polyamine phthalate hardened material, which can be used for three-dimensional molded articles such as silk, film, sheet, belt, hose, roller, tire, vibration-proof material, liner, sole, and artificial leather, Synthetic leather, soft/hard foam, fiber materials, industrial materials, electrical and electronic materials, optical materials, medical materials, civil construction materials, and many other fields. [Simple description of the diagram] None. [Main component symbol description] Benefits 30-

Claims (1)

201211155 * VII. Patent application scope: 1. A polyamine phthalate resin composition which is a polyamino phthalate resin composition containing (A) polyisocyanate and (B) polyhydric alcohol, which is characterized by plural The alcohol (B) contains: 0.01 to 5 mass% of a lactone-modified one-side terminal type oxoxane polyol (B1), and 95 to 99.99% by mass of another polyol (B2) in which a lactone is modified. The one-side terminal type oxoxane polyol (B 1 ) is subjected to ring-opening addition polymerization of 5 to 10 moles of lactone monomer on the aforementioned hydroxyl group of the organic polyoxyalkylene having two primary hydroxyl groups at one end. 2. The polyamino phthalate resin composition according to the first aspect of the invention, wherein the other polyol (B2) is at least one selected from the group consisting of polyether polyols and polyester polyols. 3. The polyurethane resin composition according to claim 1, wherein the molecular weight of the above (B2) is from 600 to 3,000. 4. The polyamino decanoic acid S resin composition according to the first aspect of the invention, wherein the molecular weight of the above (B1) is 2,500 to 6,000. 5. The polyamino phthalic acid vinegar resin composition according to claim 1, wherein the lactone monomer is ε-caprolactone. 6. The polyamino phthalic acid S resin composition according to claim 1, wherein the lactone-modified one-side terminal siloxane polyol (Β 1 ) is one of each of the organopolyoxane The hydroxyl group is added with a lactone monomer 8 mol. A molded article obtained by the polyamino phthalate resin composition according to any one of claims 1 to 6. -3 1- 201211155 IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: None 0. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: