Classifications

• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
  • B32B27/40—Layered products comprising a layer of synthetic resin comprising polyurethanes
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B3/00—Layered products comprising a layer with external or internal discontinuities or unevennesses, or a layer of non-planar shape; Layered products comprising a layer having particular features of form
  • B32B3/26—Layered products comprising a layer with external or internal discontinuities or unevennesses, or a layer of non-planar shape; Layered products comprising a layer having particular features of form characterised by a particular shape of the outline of the cross-section of a continuous layer; characterised by a layer with cavities or internal voids ; characterised by an apertured layer
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
  • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/30—Low-molecular-weight compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain

Definitions

• the present invention relates to a moisture-curable polyurethane hot melt resin composition, a cured product, a laminate, and a skin material.
• Laminated sheets such as synthetic leather and artificial leather are used on the surface of furniture and vehicle seats, and are generally provided with a buffer layer such as urethane foam (PUF) to provide cushioning properties (see, for example, Patent Document 1).
• a buffer layer such as urethane foam (PUF) to provide cushioning properties
• synthetic leather and PUF/PUF and mesh fabric for providing slip during sewing are bonded together by frame lamination (flame welding), where the PUF is melted with a flame and bonded to the surface surface/back surface base material of the synthetic leather, etc.
• the above-mentioned flame lamination method uses flames to bond the material, which generates hydrogen cyanide (HCN) during production, causing problems with the working environment.
• HCN hydrogen cyanide
• water-based and solvent-based adhesives are used, but they require a drying process, which raises concerns about reduced production efficiency, and if the material is not dried sufficiently, the adhesive may seep out onto the surface of the backing fabric (adhesive penetration), causing blocking when the material is wound up.
• the problem that the present invention aims to solve is to provide a moisture-curable polyurethane hot melt resin composition that has excellent initial strength, mechanical strength, and adhesion, and can suppress punch-through.
• the present invention provides a moisture-curable polyurethane hot melt resin composition that contains an aromatic polyester polyol (a1) made from a compound (x) having a molecular weight of less than 500, a branched structure, and 2 to 4 hydroxyl groups per molecule, an aromatic polyester polyol (a2) other than (a1), an aliphatic polyester polyol (a3), a crystalline polyester polyol (a4) other than (a3), and a polyether polyol (a5), and a urethane prepolymer (i) having an isocyanate group that is a reaction product of a polyisocyanate (B).
• aromatic polyester polyol a1 made from a compound (x) having a molecular weight of less than 500, a branched structure, and 2 to 4 hydroxyl groups per molecule
• an aromatic polyester polyol (a2) other than (a1) an aliphatic polyester polyol (a3), a crystalline polyester polyol (a4) other than (
• the present invention also provides a cured product formed from the moisture-curable polyurethane hot melt resin composition.
• the present invention also provides a laminate having a polyurethane foam, a layer of the cured product, and a base fabric, and a skin material.
• the moisture-curable polyurethane hot melt resin composition of the present invention has excellent initial strength, mechanical strength, and adhesion, and can suppress punch-through. Furthermore, by using the moisture-curable polyurethane hot melt resin composition, the conventional frame lamination is no longer necessary, which contributes to improving the work environment.
• the moisture-curable polyurethane hot melt resin composition of the present invention contains aromatic polyester polyol (a1) made from compound (x) having a molecular weight of less than 500, a branched structure, and 2 to 4 hydroxyl groups per molecule, aromatic polyester polyol (a2) other than (a1), aliphatic polyester polyol (a3), crystalline polyester polyol (a4) other than (a3), and polyether polyol (a5), polyol (A) containing polyether polyol, and urethane prepolymer (i) having an isocyanate group, which is a reaction product of polyisocyanate (B).
• aromatic polyester polyol (a1) made from compound (x) having a molecular weight of less than 500, a branched structure, and 2 to 4 hydroxyl groups per molecule
• aromatic polyester polyol (a2) other than (a1) aliphatic polyester polyol (a3), crystalline polyester polyol (a4) other than (a3)
• the urethane prepolymer (i) is a reaction product of a specific polyol (A) and a polyisocyanate (B).
• the polyol (A) contains the above-mentioned (a1) to (a5) as essential components.
• the raw material be a compound (x) that has a molecular weight of less than 500, a branched structure, and 2 to 4 hydroxyl groups per molecule.
• the molecular weight of the compound (x) is a value calculated from the chemical formula.
• compound (x) for example, 2-methyl-1,5-pentanediol, 3-methyl-1,5-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,4-diethyl-1,5-pentanediol, 1,2-butanediol, 1,3-butanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,2-propanediol, 2-methyl-1,3-propanediol, 2-ethyl-1,3-hexanediol, neopentyl glycol, 2-isopropyl-1,4-butanediol, 2,4-dimethyl-1,5-pentanediol, 2-ethyl-1,6-hexanediol, 3,5-heptanediol, 2-methyl-1,8-octanediol,
• the amount of compound (x) used is preferably in the range of 0.1 to 30% by mass, more preferably 0.2 to 20% by mass, and even more preferably 0.3 to 15% by mass, based on the total mass of polyol (A) and polyisocyanate (B), in order to maintain an excellent punch-through suppression effect while having a suitable viscosity and obtaining good flexibility of the cured film.
• aromatic polyester polyol (a1) examples include a reaction product of a compound having two or more hydroxyl groups, including the compound (x), and a polybasic acid.
• examples of compounds having two or more hydroxyl groups include aliphatic compounds such as ethylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,12-dodecanediol, diethylene glycol, triethylene glycol, and tetraethylene glycol; alicyclic compounds such as cyclopentanediol, cyclohexanediol, cyclohexanedimethanol, hydrogenated bisphenol A, and alkylene oxide adducts thereof; and aromatic compounds such as bisphenol A, bisphenol F, and alkylene oxide (ethylene oxide, propylene oxide, butylene oxide, etc.) adducts thereof. These compounds may be used alone or in combination
• polybasic acid examples include phthalic acid, isophthalic acid, terephthalic acid, and phthalic anhydride.
• polybasic acids examples include aromatic polybasic acids such as oxalic acid, malonic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, and 1,12-dodecanedicarboxylic acid; succinic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, decanedioic acid, dodecanedioic acid, eicosadioic acid, citraconic acid, itaconic acid, citraconic anhydride, and itaconic anhydride.
• polybasic acids may be used alone or in combination of two or more.
• aromatic polybasic acids are preferred, and phthalic acid (one or more compounds selected from the group consisting of phthalic acid, isophthalic acid, terephthalic acid, and phthalic anhydride) is more preferred, since they provide even better break-through suppression effect, adhesion, reactivity, and flexibility.
• the number average molecular weight of the aromatic polyester polyol (a1) is preferably 700 to 10,000, more preferably 800 to 5,000, in order to obtain a more excellent punch-through suppression effect and flexibility.
• the number average molecular weight of the aromatic polyester polyol (a1) is a value measured by gel permeation chromatography (GPC).
• the content of the aromatic polyester polyol (a1) in the polyol (A) is preferably 10 to 40% by mass, and more preferably 15 to 30% by mass, in order to obtain a more excellent effect of suppressing penetration and flexibility.
• the aromatic polyester polyol (a2) is other than the aromatic polyester polyol (a1) (not made from the compound (x)) and is intended to extend the bonding time and provide excellent handling properties.
• the raw material for the aromatic polyester polyol (a2) may be a compound having two or more hydroxyl groups or a polybasic acid that can be used as a raw material for the aromatic polyester polyol (a1).
• the compound having two or more hydroxyl groups is preferably an aliphatic compound, and the polybasic acid preferably includes phthalic acid.
• the number average molecular weight of the aromatic polyester polyol (a2) is preferably 700 to 10,000, more preferably 800 to 5,000.
• the number average molecular weight of the aromatic polyester polyol (a1) is a value measured by gel permeation chromatography (GPC).
• the content of the aromatic polyester polyol (a2) in the polyol (A) is preferably 5 to 30 mass %, and more preferably 10 to 25 mass %.
• the aliphatic polyester polyol (a3) adjusts the solidification time, and may be a reaction product of an aliphatic compound having two or more hydroxyl groups and an aliphatic polybasic acid.
• the compound (x) can be used; an aliphatic compound such as ethylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,12-dodecanediol, diethylene glycol, triethylene glycol, or tetraethylene glycol.
• These compounds may be used alone or in combination of two or more. Among these, it is preferable to use the compound (x) in combination with the aliphatic compound.
• succinic acid As the aliphatic polybasic acid, succinic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, decanedioic acid, dodecanedioic acid, eicosadionic acid, citraconic acid, itaconic acid, citraconic anhydride, itaconic anhydride, etc. can be used.
• These polybasic acids may be used alone or in combination of two or more.
• the number average molecular weight of the aliphatic polyester polyol (a3) is preferably 700 to 50,000, more preferably 800 to 7,000.
• the number average molecular weight of the aromatic polyester polyol (a1) is a value measured by gel permeation chromatography (GPC).
• the content of the aliphatic polyester polyol (a3) in the polyol (A) is preferably 5 to 30 mass %, and more preferably 10 to 25 mass %.
• the crystalline polyester polyol (a4) is for obtaining excellent adhesion and is other than the aliphatic polyester polyol (a3), and may be, for example, a reaction product of a compound having a hydroxyl group and a polybasic acid.
• "crystalline" refers to a peak of heat of crystallization or heat of fusion that can be confirmed in a DSC (differential scanning calorimeter) measurement according to JIS K7121:2012.
• Examples of the compound having a hydroxyl group include ethylene glycol, propylene glycol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, trimethylolpropane, trimethylolethane, and glycerin. These compounds may be used alone or in combination of two or more.
• polybasic acid for example, oxalic acid, malonic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, etc. can be used. These compounds can be used alone or in combination of two or more.
• the number average molecular weight of the crystalline polyester polyol (a4) is preferably 600 to 50,000, and more preferably 1,000 to 10,000, in order to obtain even better adhesive properties.
• the number average molecular weight of the crystalline polyester polyol (a4) is a value measured by gel permeation chromatography (GPC).
• the content of the crystalline polyester polyol (a4) in the polyol (A) is preferably 5 to 30 mass %, and more preferably 10 to 25 mass %.
• the polyether polyol (a5) is used to achieve low viscosity and adjust the lamination time, and may be, for example, a polyalkylene glycol such as polyethylene glycol, polypropylene glycol, or polytetramethylene glycol; or a derivative of the polyalkylene glycol (for example, a derivative of alkyl-substituted tetrahydrofuran, or a derivative of neopentyl glycol).
• These polyether polyols may be used alone or in combination of two or more kinds. Among these, polypropylene glycol and/or polytetramethylene glycol are preferred.
• the number average molecular weight of the polyether polyol (a5) is preferably 300 to 10,000, and more preferably 350 to 4,000.
• the number average molecular weight of the polyether polyol (a5) is a value measured by gel permeation chromatography (GPC).
• the content of the polyether polyol (a5) in the polyol (A) is preferably 10 to 50 mass %, and more preferably 15 to 40 mass %.
• the polyol (A) contains the above-mentioned (a1) to (a5) as essential components, but other polyols may be used in combination as necessary.
• polyester polyols other than (a1) to (a4) acrylic polyols, polycarbonate polyols, polybutadiene polyols, etc.
• acrylic polyols polycarbonate polyols
• polybutadiene polyols etc.
• These polyols may be used alone or in combination of two or more kinds.
• polyisocyanate (B) for example, aromatic polyisocyanates such as polymethylene polyphenyl polyisocyanate, diphenylmethane diisocyanate, carbodiimide-modified diphenylmethane diisocyanate isocyanate, xylylene diisocyanate, phenylene diisocyanate, tolylene diisocyanate, and naphthalene diisocyanate; aliphatic or alicyclic polyisocyanates such as hexamethylene diisocyanate, cyclohexane diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, and tetramethylxylylene diisocyanate can be used. These polyisocyanates may be used alone or in combination of two or more. Among these, aromatic polyisocyanates are preferred from the viewpoint of mechanical strength, and diphenylmethane diisocyanate is more preferred.
• the urethane prepolymer (i) can be produced, for example, by adding a mixture of the polyol (A) dropwise to a reaction vessel containing the polyisocyanate (B), heating the mixture, and reacting the mixture under conditions in which the isocyanate groups of the polyisocyanate (B) are in excess of the hydroxyl groups of the polyol (A).
• the equivalent ratio (isocyanate group/hydroxyl group) of the isocyanate group in the polyisocyanate (B) to the hydroxyl group in the polyol (A) is preferably 1.5 to 5, more preferably 1.6 to 2.5.
• the isocyanate group content (hereinafter abbreviated as "NCO%") of the urethane prepolymer (i) is preferably 1.0 to 5.0 mass%, and more preferably 2.3 to 4.8 mass%.
• the NCO% of the urethane prepolymer (i) is a value measured by potentiometric titration in accordance with JIS K1603-1:2007.
• the moisture-curable polyurethane hot melt resin composition of the present invention contains the urethane prepolymer (i) as an essential component, but may contain other additives as necessary.
• the other additives that can be used include, for example, curing catalysts, antioxidants, tackifiers, plasticizers, stabilizers, flame retardants, fillers, dyes, pigments, fluorescent brighteners, silane coupling agents, waxes, thermoplastic resins, etc. These additives may be used alone or in combination of two or more.
• the laminate of the present invention has a polyurethane foam, a cured layer of the moisture-curable polyurethane hot melt resin composition, and a base fabric.
• the polyurethane foam provides shock-absorbing properties, cushioning properties, breathability, etc., and any known polyurethane foam can be used.
• the thickness of the polyurethane foam can be, for example, in the range of 1.5 to 20 mm.
• the base fabric is laminated with the polyurethane foam to impart slipperiness and improve workability when it is set into a molded product such as a car seat
• examples of such base fabric include nonwoven fabrics, woven fabrics, and knitted fabrics made from polyester fibers, polyethylene fibers, nylon fibers, acrylic fibers, polyurethane fibers, acetate fibers, rayon fibers, polylactic acid fibers, cotton, hemp, silk, wool, glass fibers, carbon fibers, and blends thereof.
• the moisture-curing polyurethane hot melt resin composition by using the moisture-curing polyurethane hot melt resin composition, excellent punch-through suppression effects can be obtained even when a mesh fabric base fabric is used.
• the method for producing the laminate includes, for example, a method of applying the moisture-curable polyurethane hot melt resin composition onto the polyurethane foam.
• the method for applying the moisture-curable polyurethane hot melt resin composition include coater methods such as gravure coater, roll coater, spray coater, T-die coater, knife coater, and comma coater; precision methods such as dispenser, inkjet printing, screen printing, and offset printing; nozzle application; spray application; and film lamination methods.
• coater methods such as gravure coater, roll coater, spray coater, T-die coater, knife coater, and comma coater
• precision methods such as dispenser, inkjet printing, screen printing, and offset printing
• nozzle application nozzle application
• spray application and film lamination methods.
• intermittent application is preferred because it provides even better mechanical strength, adhesive strength, and punch-through suppression effects.
• the moisture-curable polyurethane hot melt resin composition may be melted at 70 to 120°C.
• the coating amount of the moisture-curable polyurethane hot-melt resin composition is, for example, 5 to 35 g/ m2 .
• the moisture-curable polyurethane hot melt resin composition After the moisture-curable polyurethane hot melt resin composition has been applied, it may be cooled to increase the rate at which the moisture-curable polyurethane hot melt resin composition solidifies.
• a release paper or carrier sheet may be placed on the cured product. When using it as a skin material, it is preferable to peel it off.
• the thickness of the cured product of the moisture-curable polyurethane hot melt resin composition can be, for example, in the range of 5 to 200 ⁇ m.
• the laminate of the present invention has the above-mentioned effects and is therefore particularly suitable for use as a skin material.
• the skin material may be configured, for example, by laminating the base fabric, a cured layer of the moisture-curable polyurethane hot melt resin composition, the polyurethane foam, and the skin layer.
• a base fabric may be provided between the polyurethane foam and the skin layer, and these may be bonded using a known adhesive.
• known adhesives include acrylic adhesives, urethane adhesives, and moisture-curing polyurethane hot melt adhesives.
• the skin layer can be formed from known materials, such as solvent-based polyurethane, water-based polyurethane, polyvinyl chloride, thermoplastic urethane (TPU), thermoplastic polyolefin (TPO), thermoplastic polyester (TPE), etc.
• solvent-based polyurethane water-based polyurethane
• polyvinyl chloride polyvinyl chloride
• thermoplastic urethane TPU
• thermoplastic polyolefin TPO
• TPE thermoplastic polyester
• the skin material can be used to cover, for example, vehicle seats.
• Example 2 Preparation of moisture-curable polyurethane hot melt resin composition (2) In a four-neck flask equipped with a thermometer, a stirrer, an inert gas inlet and a reflux condenser, 25 parts by mass of aromatic PEs (a1-1), 10 parts by mass of aromatic PEs (a2-1), 10 parts by mass of aliphatic PEs (a3-1), 10 parts by mass of crystalline PEs (a4-1), 10 parts by mass of PEt (a5-1), and 15 parts by mass of polyether polyol (polypropylene glycol, number average molecular weight: 400, hereinafter abbreviated as "PEt (a5-2)"). The mixture was mixed and heated at 70 ° C.
• Example 3 Preparation of moisture-curable polyurethane hot melt resin composition (3)
• a1-1 aromatic PEs
• a2-1 15 parts by mass of aromatic PEs
• 10 parts by mass of aliphatic PEs a3-1
• 15 parts by mass of crystalline PEs a4-1
• polyether polyol polytetramethylene glycol, number average molecular weight: 2,000, hereinafter abbreviated as "PEt (a5-3)”
• Example 4 Preparation of moisture-curable polyurethane hot melt resin composition (4)
• a four-neck flask equipped with a thermometer, a stirrer, an inert gas inlet and a reflux condenser was charged with 15 parts by mass of aromatic PEs (a1-1), 35 parts by mass of aromatic PEs (a2-1), 10 parts by mass of aliphatic PEs (a3-1), 15 parts by mass of crystalline PEs (a4-1), and 15 parts by mass of PEt (a5-1), mixed, and heated under reduced pressure at 70 ° C. to dehydrate the water in the flask to 0.05% by mass or less.
• the flask was cooled to 90 ° C., 25 parts by mass of MDI melted at 70 ° C. was added, and the isocyanate group content was allowed to react at 110 ° C. for about 3 hours under a nitrogen atmosphere until it became constant, NCO%; 4.0% by mass of hot melt urethane prepolymer (i-4) was obtained, and the moisture-curable polyurethane hot melt resin composition (4) was obtained.
• Example 5 Preparation of moisture-curable polyurethane hot melt resin composition (5)
• a1-1 35 parts by mass of aromatic PEs
• a2-1 15 parts by mass of aromatic PEs
• 10 parts by mass of aliphatic polyester polyol neopentyl glycol, diethylene glycol, hexanediol, and adipic acid reaction product, number average molecular weight: 2,000, hereinafter abbreviated as "aliphatic PEs (a3-2)").
• Example 6 Preparation of moisture-curable polyurethane hot melt resin composition (6)
• a four-neck flask equipped with a thermometer, a stirrer, an inert gas inlet and a reflux condenser was charged with 20 parts by mass of aromatic PEs (a1-1), 10 parts by mass of aromatic PEs (a2-1), 10 parts by mass of aliphatic PEs (a3-1), 10 parts by mass of crystalline PEs (a4-1), and 40 parts by mass of PEt (a5-1), mixed, and heated under reduced pressure at 70 ° C. to dehydrate the water in the flask to 0.05% by mass or less.
• the flask was cooled to 90 ° C., 26 parts by mass of MDI melted at 70 ° C. was added, and the isocyanate group content was allowed to react at 110 ° C. for about 3 hours under a nitrogen atmosphere until it became constant, NCO%; 4.0% by mass of hot melt urethane prepolymer (i-6) was obtained, and the moisture-curable polyurethane hot melt resin composition (6) was obtained.
• PEt 50 parts by mass of PEt (a5-1) were added, mixed and heated under reduced pressure at 70 ° C. to dehydrate the water in the flask to 0.05% by mass or less.
• the flask was cooled to 90°C, 24 parts by mass of MDI melted at 70°C was added, and the mixture was reacted at 110°C for about 3 hours under a nitrogen atmosphere until the isocyanate group content became constant, thereby obtaining a hot-melt urethane prepolymer (iR-1) with an NCO% of 3.2% by mass, which was used as a moisture-curable polyurethane hot-melt resin composition (R1).
• the number average molecular weights of the polyols used in the Synthesis Examples and Comparative Synthesis Examples are values measured by gel permeation column chromatography (GPC) under the following conditions.
• Measurement device High-speed GPC device ("HLC-8220GPC” manufactured by Tosoh Corporation) Column: The following columns manufactured by Tosoh Corporation were used, connected in series. "TSKgel G5000” (7.8mm I.D. x 30cm) x 1 "TSKgel G4000” (7.8mm I.D. x 30cm) x 1 "TSKgel G3000” (7.8mm I.D. x 30cm) x 1 "TSKgel G2000" (7.8mm I.D.
• the moisture-curable polyurethane hot melt resin composition of the present invention was found to have excellent mechanical strength, initial strength, and adhesion, and to be able to suppress punch-through.
• Comparative Example 1 which does not use aromatic polyester polyol (a2) or aliphatic polyester polyol (a3), had low initial strength and showed breakthrough.
• Comparative Example 2 is an embodiment in which aromatic polyester polyols (a1), (a2) and aliphatic polyester polyol (a3) are not used, but the initial strength was lower than that of Comparative Example 1, and breakthrough occurred.

Landscapes

• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Polyurethanes Or Polyureas (AREA)
• Laminated Bodies (AREA)

Priority Applications (2)

Applications Claiming Priority (2)

Publications (1)

Family

ID=90737245

Family Applications (1)

Country Status (3)

Citations (8)

Family Cites Families (5)

• 2023
  • 2023-05-25 JP JP2024536473A patent/JP7544312B1/ja active Active
  • 2023-05-25 CN CN202380070821.XA patent/CN119998350A/zh active Pending
  • 2023-05-25 WO PCT/JP2023/019461 patent/WO2024084730A1/ja not_active Ceased

Patent Citations (8)

Also Published As

Similar Documents

Legal Events