JP7183760B2 - Moisture-curable polyurethane hot-melt resin composition, adhesive, and article - Google Patents

Description

The present invention relates to a moisture-curable polyurethane hot-melt resin composition and an adhesive.

A decorative board in which a decorative sheet is bonded to a plate-like base material is widely used for building interior materials such as floor materials, doors, fixture members, and top boards. Urethane-based adhesives, epoxy-based adhesives, modified silicone resin-based adhesives, acrylic-based adhesives, and the like have been used for bonding the base material and the decorative sheet. Among these, in recent years, the use of moisture-curable polyurethane hot-melt adhesives, which exhibit excellent final adhesive strength due to moisture-curing, is increasing.

Moisture-curable polyurethane hot-melt adhesives used for the decorative board include, for example, an isocyanate-terminated urethane prepolymer and specific amounts of an epoxy group-containing silane coupling agent and a (meth)acryloyl group-containing silane coupling agent. Moisture-curable polyurethane hot-melt adhesives are disclosed (see, for example, Patent Document 1).

However, it has been pointed out that the adhesive has insufficient initial adhesive strength (initial adhesiveness) and insufficient hydrolysis resistance, so that the decorative sheet peels off over time.

JP 2011-225635 A

The problem to be solved by the present invention is to provide a moisture-curable polyurethane hot-melt resin composition which is excellent in initial adhesiveness and hydrolysis resistance.

The present invention provides a moisture-curable polyurethane hot-melt resin composition containing a urethane prepolymer having an isocyanate group, which is a reaction product of a polyol (a) and a polyisocyanate (b), wherein the polyol (a) is an oil. It contains a cyclic polycarbonate polyol (a-1), a crystalline polyester polyol (a-2), and a polyether polyol (a-3), and the polyisocyanate (b) is a diisocyanate (b-1), a poly Provided is a moisture-curable polyurethane hot-melt resin composition containing methylene polyphenyl polyisocyanate (b-2) and an isocyanurate compound (b-3).

The present invention also provides an adhesive containing the moisture-curable hot-melt resin composition, and an article bonded with the adhesive.

The moisture-curable polyurethane hot-melt resin composition of the present invention has excellent initial adhesion and hydrolysis resistance.

Therefore, the moisture-curable polyurethane hot-melt resin composition of the present invention can be suitably used as an adhesive for laminating decorative boards. In addition, the obtained veneer can be used as a flooring material; doors such as shoe doors, closet doors, and kitchen doors; building materials such as frames, frames, and baseboards; It can be used preferably.

The moisture-curable polyurethane hot-melt resin composition of the present invention contains a specific polyol (a) and a urethane prepolymer having an isocyanate group which is a reaction product of a specific polyisocyanate (b).

The polyol (a) is an alicyclic polycarbonate polyol (a-1) containing a crystalline polyester polyol (a-2) and a polyether polyol (a-3) as essential components.

The alicyclic polycarbonate polyol (a-1) is an essential component for obtaining excellent initial adhesion and hydrolysis resistance. Good cohesion is obtained due to the packing effect of the alicyclic structure of the polycarbonate polyol (a-2), and excellent initial adhesiveness is exhibited.

As the alicyclic polycarbonate polyol (a-1), for example, a reaction product of a carbonate ester and/or phosgene and a polyol compound containing an alicyclic polyol having a molecular weight in the range of 50 to 400 can be used. In addition, the molecular weight of the said alicyclic polyol shows the value calculated from chemical structural formula.

As the carbonate ester, for example, methyl carbonate, dimethyl carbonate, ethyl carbonate, diethyl carbonate, cyclocarbonate, diphenyl carbonate and the like can be used. These compounds may be used alone or in combination of two or more.

Examples of the alicyclic polyol include 1,2-cyclobutanediol, 1,3-cyclopentanediol, 1,4-cyclohexanediol, cycloheptanediol, cyclooctanediol, 1,4-cyclohexanedimethanol, and hydroxypropyl. cyclohexanol, tricyclo[5,2,1,0 ^2,6 ]decane-dimethanol, bicyclo[4.3,0]-nonanediol, dicyclohexanediol, tricyclo[5,3,1,1]dodecanediol, bicyclo[4,3,0]nonanedimethanol, tricyclo[5,3,1,1]dodecane-diethanol, hydroxypropyltricyclo[5,3,1,1]dodecanol, spiro[3,4]octanediol, Butylcyclohexanediol, 1,1'-bicyclohexylidenediol, cyclohexanetriol, hydrogenated bisphenol A, 1,3-adamantanediol and the like can be used. These compounds may be used alone or in combination of two or more. Among these, 1,4-cyclohexanedimethanol is preferably used from the viewpoint of obtaining even better low viscosity, initial adhesiveness and hydrolysis resistance.

The amount of the alicyclic polyol used is preferably 20% by mass or more, more preferably 30% by mass or more in the polyol compound, from the viewpoint of obtaining even more excellent initial adhesiveness and hydrolysis resistance.

Examples of polyol compounds that can be used in addition to the alicyclic polyols include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-propanediol, dipropylene glycol, and triethylene glycol. Propylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 1,5-pentanediol, 1,5-hexanediol, 1,6-hexane Diol, 2,5-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,11-undecanediol, 1,12-dodecanediol , 2-methyl-1,3-propanediol, neopentyl glycol, 2-butyl-2-ethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 2-ethyl-1,3- Hexanediol, 2-methyl-1,8-octanediol, glycerin, trimethylolpropane, ditrimethylolpropane, tritrimethylolpropane, pentaerythritol and the like can be used. Among these, 1,6-hexanediol is preferably used from the viewpoint of obtaining even better low viscosity, initial adhesiveness, flexibility and hydrolysis resistance.

The number average molecular weight of the alicyclic polycarbonate polyol (a-1) is preferably in the range of 500 to 5,000 from the viewpoint of obtaining even better initial adhesion and hydrolysis resistance. A range of ~3,000 is more preferred, and a range of 800-2,000 is even more preferred. The number average molecular weight of the alicyclic polycarbonate polyol (a-1) is the value measured by gel permeation chromatography (GPC).

The amount of the alicyclic polycarbonate polyol (a-1) used is the total mass of the polyol (a) and the polyisocyanate (b), from the viewpoint of obtaining even better initial adhesion and hydrolysis resistance. It is preferably in the range of 1 to 40% by mass, more preferably in the range of 3 to 30% by mass, and even more preferably in the range of 5 to 20% by mass.

The crystalline polyester polyol (a-2) is an essential component for obtaining excellent initial adhesion and final adhesion. As the crystalline polyester polyol (a-2), for example, a reaction product of a compound having a hydroxyl group and a polybasic acid can be used. In the present invention, the term “crystalline” means that a peak of heat of crystallization or heat of fusion can be confirmed in DSC (differential scanning calorimeter) measurement conforming to JISK7121:2012. indicates that the peak cannot be confirmed.

Examples of the compound having a hydroxyl group include ethylene glycol, propylene glycol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, trimethylolpropane, trimethylolethane, glycerin, and the like. can be done. These compounds may be used alone or in combination of two or more. Among these, one or more selected from the group consisting of butanediol, hexanediol, octanediol, and decanediol is used from the viewpoint of increasing crystallinity and obtaining even more excellent initial adhesiveness and final adhesiveness. is preferred, and 1,6-hexanediol is more preferred.

Examples of polybasic acids that can be used include oxalic acid, malonic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, and dodecanedicarboxylic acid. These polybasic acids may be used alone or in combination of two or more. Among these, one or more selected from the group consisting of adipic acid, sebacic acid, and dodecanedicarboxylic acid can be used from the viewpoint of increasing crystallinity and obtaining even more excellent initial adhesiveness and final adhesiveness. preferable.

The number-average molecular weight of the crystalline polyester polyol (a-2) is in the range of 500 to 10,000 from the viewpoint of obtaining even more excellent low viscosity, initial adhesiveness, and final adhesiveness. is preferred, the range of 1,000 to 8,000 is more preferred, and the range of 1,500 to 5,000 is even more preferred. The number average molecular weight of the crystalline polyester polyol (a-2) is the value measured by gel permeation chromatography (GPC).

The amount of the crystalline polyester polyol (a-2) used is the total mass of the polyol (a) and the polyisocyanate (b), from the viewpoint of obtaining even more excellent initial adhesion and final adhesion. It is preferably in the range of 5 to 50% by mass, more preferably in the range of 7 to 45% by mass, and even more preferably in the range of 10 to 40% by mass.

The polyether polyol (a-3) is an essential component for ensuring low viscosity, flexibility and coatability. Examples of the polyether polyol (a-3) include polyethylene glycol, polypropylene glycol, polytetramethylene glycol, polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxytetramethylene glycol, polyoxypropylene polyoxytetramethylene glycol. , polyoxypropylene triol and the like can be used. These polyether polyols may be used alone or in combination of two or more.

Among these, it is preferable to use polypropylene glycol and/or polyoxyethylene polyoxypropylene glycol from the viewpoint of obtaining even better hydrolysis resistance, low viscosity, flexibility, and coatability. , polypropylene glycol and polyoxyethylene polyoxypropylene glycol are preferably used in combination.

When the polypropylene glycol (PO) and the polyoxyethylene polyoxypropylene glycol (EOPO) are used in combination, the mass ratio [PO/EOPO] provides even better hydrolysis resistance, low viscosity, flexibility, and , From the viewpoint of obtaining coatability, it is preferably in the range of 30/70 to 90/10, more preferably in the range of 40/60 to 80/20, and still more preferably in the range of 50/50 to 70/30 .

The number average molecular weight of the polyether polyol (a-3) is in the range of 500 to 100,000 from the viewpoint of obtaining even better hydrolysis resistance, low viscosity, flexibility, and coatability. is preferred, the range of 550 to 10,000 is more preferred, and the range of 600 to 6,000 is even more preferred. The number average molecular weight of the polyether polyol (a-3) is the value measured by gel permeation chromatography (GPC).

The amount of the polyether polyol (a-3) used is the polyol (a) and the poly It is preferably in the range of 5 to 40% by mass, more preferably in the range of 10 to 30% by mass, based on the total mass of the isocyanate (b).

The polyol (a) contains the alicyclic polycarbonate polyol (a-1), the crystalline polyester polyol (a-2), and the polyether polyol (a-3) as essential components, but if necessary In addition, other polyols may be used in combination. The total amount of components (a-1) to (a-3) used in the polyol (a) is preferably 40% by mass or more, more preferably 50% by mass or more.

Examples of the other polyol include a polycarbonate polyol (a-4) having no alicyclic structure, a polyester polyol other than the crystalline polyester polyol (a-2), a polyacrylic polyol, a polybutadiene polyol, a hydrogenated polybutadiene polyol, and the like. can be used. These polyols may be used alone or in combination of two or more. Among these, it is more preferable to use the polycarbonate polyol (a-4) having no alicyclic structure from the viewpoint of obtaining even more excellent initial adhesiveness and hydrolysis resistance.

As the polycarbonate polyol (a-4), for example, a reaction product of a carbonic acid ester and/or phosgene similar to the raw material of the alicyclic polycarbonate polyol (a-1) and a polyol compound other than an alicyclic polyol can be used.

The number average molecular weight of the polycarbonate polyol (a-4) is preferably in the range of 500 to 5,000, preferably 700 to 3,000, from the viewpoint of obtaining even better initial adhesion and hydrolysis resistance. A range of 000 is more preferred. The number average molecular weight of the polycarbonate polyol (a-4) is the value measured by gel permeation chromatography (GPC).

When the polycarbonate polyol (a-4) is used, the amount used is 0.1 in the total mass of the polyol (a) and the polyisocyanate (b) from the viewpoint of obtaining even better substrate adhesion. The range is preferably from 1 to 20% by mass, more preferably from 1 to 15% by mass.

Further, when the polycarbonate polyol (a-4) is used, the mass ratio of the alicyclic polycarbonate polyol (a-1) and the polycarbonate polyol (a-4) [(a-1)/(a-4 )] is preferably in the range of 30/70 to 90/10, and 40/60 to 80/20, from the viewpoint of obtaining even better substrate adhesion, initial adhesion and hydrolysis resistance. is more preferred, and a range of 50/50 to 70/30 is even more preferred.

As the polyisocyanate (b), diisocyanate (b-1), polymethylene polyphenyl polyisocyanate (b-2), and , containing an isocyanurate compound (b-3).

Examples of the diisocyanate (b-1) include diphenylmethane diisocyanate, carbodiimide-modified diphenylmethane diisocyanate isocyanate, xylylene diisocyanate, phenylene diisocyanate, tolylene diisocyanate, naphthalene diisocyanate and other aromatic diisocyanates, hexamethylene diisocyanate, cyclohexane diisocyanate, isophorone diisocyanate, Diisocyanates such as aliphatic or alicyclic diisocyanates such as 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, and diphenylmethane diisocyanate is more preferred, from the viewpoint of obtaining even better reactivity and adhesiveness.

The diisocyanate (b-1) is used in an amount of 1 to 20 in the total mass of the polyol (a) and the polyisocyanate (b) from the viewpoint of obtaining even better initial adhesion and hydrolysis resistance. It is preferably in the range of % by mass, more preferably in the range of 7 to 17% by mass.

（式（２）中、ｎは１以上の整数である。） Specifically, the polymethylene polyphenyl polyisocyanate (b-2) is represented by the following formula (2), and preferably, in formula (2), n is an integer of 1 to 5. be.

(In formula (2), n is an integer of 1 or more.)

The amount of the polymethylene polyphenyl polyisocyanate (b-2) used is 0.00% of the total mass of the polyol (a) and the polyisocyanate (b), since it provides even better resistance to hydrolysis. It is preferably in the range of 5 to 15% by mass, more preferably in the range of 2 to 10% by mass.

As the isocyanurate compound (b-3), for example, an isocyanurate form of the diisocyanate (b-1) can be used. As the raw material diisocyanate, it is preferable to use an aliphatic diisocyanate, more preferably hexamethylene diisocyanate, from the viewpoint of obtaining even more excellent initial adhesive strength and hydrolysis resistance.

The amount of the isocyanurate compound (b-4) used is 0 in the total mass of the polyol (a) and the polyisocyanate (b) from the viewpoint of obtaining even better initial adhesion and hydrolysis resistance. It is preferably in the range of .1 to 15% by mass, more preferably in the range of 1 to 10% by mass.

The polyisocyanate (b) contains the diisocyanate (b-1), the polymethylene polyphenylmethane diisocyanate (b-2), and the isocyanurate compound (b-3) as essential components. , may contain other polyisocyanates. The total amount of the components (b-1) to (b-3) used in the poly iso-sahinate (b) is preferably 80% by mass or more, more preferably 90% by mass or more.

Examples of the other polyisocyanate include adducts and burettes of the diisocyanate (b-1). These polyisocyanates may be used alone or in combination of two or more.

The urethane prepolymer is obtained by reacting the polyol (a) and the polyisocyanate (b). It has an isocyanate group capable of forming a crosslinked structure.

As a method for producing the urethane prepolymer, for example, the mixture of the polyol (a) is added dropwise to a reaction vessel containing the polyisocyanate (b), followed by heating to convert the isocyanate groups of the polyisocyanate (b) into , can be produced by reacting under conditions that are excessive with respect to the hydroxyl groups of the polyol (a).

When the urethane prepolymer is produced, the molar ratio (NCO/OH) of the hydroxyl groups of the polyol (a) and the isocyanate groups of the polyisocyanate (b) is reduced to reduce unreacted polyisocyanate, resulting in even better It is preferably in the range of 1.5 to 7, more preferably in the range of 1.8 to 3, from the viewpoint of obtaining good adhesiveness.

The isocyanate group content of the urethane prepolymer obtained by the above method (hereinafter abbreviated as "NCO %") is in the range of 1 to 10% by mass, from the viewpoint of obtaining even better adhesion. preferably in the range of 2 to 5% by mass, and even more preferably in the range of 2.5 to 4% by mass. The NCO% of the urethane prepolymer is a value measured by potentiometric titration in accordance with JISK1603-1:2007.

Although the moisture-curable polyurethane hot-melt resin composition of the present invention contains the urethane prepolymer, it may contain other additives as necessary.

Examples of other additives include curing catalysts, antioxidants, tackifiers, plasticizers, light stabilizers, fillers, dyes, pigments, antifoaming agents, fluorescent brighteners, silane coupling agents, and waxes. , a thermoplastic resin, or the like can be used. These additives may be used alone or in combination of two or more.

Next, articles will be described.

The article is obtained by bonding at least two articles together with an adhesive containing the moisture-curable polyurethane hot-melt resin composition.

Examples of the article to be bonded include wood substrates such as plate-shaped wood, laminated lumber, plywood, MDF (medium density fiberboard), and particle boards; inorganic substrates such as hard cement calcium silicate boards; Sheet; glass; rubber; plastic molding; decorative paper, non-woven fabric, woven fabric, projecting board;

The thickness of the adhesive layer can be determined appropriately as long as sufficient adhesiveness is obtained, and for example, the thickness is in the range of 0.03 to 0.15 mm.

As described above, the moisture-curable polyurethane hot-melt resin composition of the present invention has excellent initial adhesiveness and hydrolysis resistance.

Therefore, the moisture-curable polyurethane hot-melt resin composition of the present invention can be suitably used as an adhesive for laminating decorative boards. In addition, the obtained veneer can be used as a flooring material; doors such as shoe doors, closet doors, and kitchen doors; building materials such as frames, frames, and baseboards; It can be used preferably.

The present invention will be described in more detail below using examples.

[Example 1]
Alicyclic polycarbonate polyol (made from 1,4-cyclohexanedimethanol, number average molecular weight: 1,000, Hereinafter abbreviated as “alicyclic PC”) 15 parts by mass, crystalline polyester polyol (reaction product of 1,6-hexanediol and 1,12-dodecanedicarboxylic acid, number average molecular weight: 3,500, hereinafter “crystalline PEs1”) 35 parts by mass, polypropylene glycol (number average molecular weight; 2,000, hereinafter abbreviated as “PPG”) 13 parts by mass, polyoxyethylene polyoxypropylene glycol (number average molecular weight; 4000, hereinafter abbreviated as “EOPO”) 7 parts by mass, liquid polyester polyol (reaction product of diethylene glycol, 2,2-dimethyl-1,3-propanediol, 1,6-hexanediol and adipic acid, number average molecular weight; 2, 000, hereinafter abbreviated as “other PEs”.) 5 parts by mass were charged and dehydrated by heating under reduced pressure at 90° C. until the water content was 0.05% by mass or less.
Then, after cooling the temperature in the reaction vessel to 60 ° C., 13 parts by mass of 4,4'-diphenylmethane diisocyanate (hereinafter abbreviated as "MDI"), polymethylene polyphenyl polyisocyanate (manufactured by Tosoh Corporation "Millionate MR- 200", hereinafter abbreviated as "cMDI".) 7 parts by mass and 5 parts by mass of the isocyanurate form of hexamethylene diisocyanate (hereinafter abbreviated as "HDI-N") are added, and the temperature is raised to 110°C. Reaction was carried out for about 3 hours until the isocyanate group content became constant to obtain a urethane prepolymer having isocyanate groups.
In addition, Example 1 is a reference example.

[Examples 2 to 5, Comparative Examples 1 to 3]
A urethane prepolymer was obtained in the same manner as in Example 1, except that the amount of each polyol used was changed as shown in Tables 1 and 2. In addition, Examples 2 and 4 are reference examples.

[Method for measuring number average molecular weight]
The number average molecular weights of the polyols used in Examples and Comparative Examples are values measured under the following conditions by a gel permeation chromatography (GPC) method.

Measuring device: high-speed GPC device ("HLC-8220GPC" manufactured by Tosoh Corporation)
Column: The following columns manufactured by Tosoh Corporation were connected in series and used.
"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 Book "TSKgel G2000" (7.8 mm I.D. x 30 cm) x 1 Detector: RI (differential refractometer)
Column temperature: 40°C
Eluent: Tetrahydrofuran (THF)
Flow rate: 1.0 mL/min Injection volume: 100 μL (tetrahydrofuran solution with a sample concentration of 0.4% by mass)
Standard sample: A calibration curve was created using the following standard polystyrene.

(standard polystyrene)
"TSKgel standard polystyrene A-500" manufactured by Tosoh Corporation
"TSKgel standard polystyrene A-1000" manufactured by Tosoh Corporation
"TSKgel standard polystyrene A-2500" manufactured by Tosoh Corporation
"TSKgel standard polystyrene A-5000" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-1" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-2" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-4" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-10" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-20" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-40" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-80" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-128" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-288" manufactured by Tosoh Corporation
"TSKgel standard polystyrene F-550" manufactured by Tosoh Corporation

[Method for evaluating initial adhesiveness]
The moisture-curable polyurethane hot-melt resin compositions obtained in Examples and Comparative Examples were melted by heating at 120° C., applied to a polyethylene terephthalate (PET) sheet to a thickness of 50 μm, and then applied to the coated surface. MDF (medium density fiberboard) was placed and bonded together. Three minutes after the bonding, a load of 75 g was applied to a width of 25 mm in an atmosphere of 35° C. in a direction of 90°, and after 15 minutes the peeled length of the PET sheet was measured and evaluated as follows.
"T": The peel length is less than 5 mm.
"F": Peeling length is 5 mm or more.

[Method for evaluating hydrolysis resistance]
The moisture-curable polyurethane hot-melt resin compositions obtained in Examples and Comparative Examples were melted by heating at 120° C., applied to a polyethylene terephthalate (PET) sheet to a thickness of 50 μm, and then applied to the coated surface. MDF (medium density fiberboard) was placed and bonded together. This was left for 5 days under conditions of 23° C. and 50% humidity. Then, in an atmosphere of 85°C and 85% humidity. A load of 70° C. was applied to a width of 25 mm in the direction of 90°, and the number of days until the PET sheet was peeled off by 40 mm was measured and evaluated as follows.
"T": 35 days or more "F": Less than 35 days

Abbreviations in Tables 1-2 are as follows:
"Crystalline PEs2": reactant of 1,6-hexanediol and adipic acid, number average molecular weight; 4,500
"PC": Polycarbonate polyol made from 1,5-pentanediol and 1,6-hexanediol, number average molecular weight: 2,000

It was found that the moisture-curable polyurethane hot-melt resin composition of the present invention has excellent initial adhesion and hydrolysis resistance.

On the other hand, Comparative Example 1, in which the crystalline polyester polyol (a-2) was not used, had poor initial adhesiveness.

Comparative Example 2 is an embodiment in which the alicyclic polycarbonate polyol (a-1) is not used, but the initial adhesiveness was poor.

Comparative Example 3 is an embodiment in which polymethylene polyphenyl polyisocyanate (b-2) and isocyanurate compound (b-3) are not used, but the initial adhesiveness and hydrolysis resistance were poor.

Claims (4)

A moisture-curable polyurethane hot-melt resin composition containing a urethane prepolymer having an isocyanate group, which is a reaction product of a polyol (a) and a polyisocyanate (b),
The polyol (a) is
containing an alicyclic polycarbonate polyol (a-1), a crystalline polyester polyol (a-2) , a polyether polyol (a-3) , and a polycarbonate polyol (a-4) having no alicyclic structure , The mass ratio [(a-1)/(a-4)] between the alicyclic polycarbonate polyol (a-1) and the polycarbonate polyol (a-4) having no alicyclic structure is 30/70 to 90. /10 range,
The polyisocyanate (b) is
A moisture-curable polyurethane hot-melt resin composition comprising a diisocyanate (b-1), a polymethylene polyphenyl polyisocyanate (b-2), and an isocyanurate compound (b-3). 2. The moisture-curable polyurethane hot-melt resin composition according to claim 1, wherein said polyether polyol (a-3) contains polypropylene glycol and polyoxyethylene-polyoxypropylene glycol. An adhesive comprising the moisture-curable polyurethane hot-melt resin composition according to claim 1 . An article having a part bonded by the adhesive according to claim 3 .