CN120500519A - Reactive hot melt adhesive and structure - Google Patents

Reactive hot melt adhesive and structure

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Publication number
CN120500519A
CN120500519A CN202380085863.0A CN202380085863A CN120500519A CN 120500519 A CN120500519 A CN 120500519A CN 202380085863 A CN202380085863 A CN 202380085863A CN 120500519 A CN120500519 A CN 120500519A
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CN
China
Prior art keywords
melt adhesive
reactive hot
polyol
urethane prepolymer
aromatic ring
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202380085863.0A
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Chinese (zh)
Inventor
藤枝花步
齐藤晃一
小宫聪一郎
大和亮介
角奈那子
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Resonac Corp
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Resonac Corp
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Filing date
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Application filed by Resonac Corp filed Critical Resonac Corp
Publication of CN120500519A publication Critical patent/CN120500519A/en
Pending legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M17/00Producing multi-layer textile fabrics
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M17/00Producing multi-layer textile fabrics
    • D06M17/04Producing multi-layer textile fabrics by applying synthetic resins as adhesives
    • D06M17/10Polyurethanes polyurea

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

A reactive hot melt adhesive comprising a urethane prepolymer and satisfying at least either of the following conditions a or B. The ratio of aromatic rings in the total amount of the urethane prepolymer is 22% by mass or less, and the glass transition temperature in the cured state is 25 ℃ or less.

Description

Reactive hot melt adhesive and structure
Technical Field
The present invention relates to reactive hot melt adhesives and structures.
Background
Techniques for making articles of clothing such as underwear, sportswear, etc. using adhesives other than sewing are proposed. For example, patent document 1 describes a sheet-like or tape-like hot melt adhesive for bonding stretchable materials.
The hot-melt adhesive is an adhesive that is solid at ordinary temperature, contacts an adherend in a state of being liquefied by heating, and exhibits an adhesive force by cooling and solidifying. The hot melt adhesive can be broadly classified into two types of hot melt adhesives comprising a thermoplastic resin as a main component and hot melt adhesives comprising a reactive resin as a main component. As a hot-melt adhesive containing a reactive resin (hereinafter also referred to as a reactive hot-melt adhesive), a hot-melt adhesive containing a urethane prepolymer is known. The hot melt adhesive containing the urethane prepolymer exhibits a certain degree of adhesion in a short time by cooling and solidification, and the terminal isocyanate groups of the urethane prepolymer react with moisture present in the air or on the surface of an adherend to be solidified. As a result, a strong adhesive force which cannot be achieved with a hot melt adhesive comprising a thermoplastic resin is exhibited.
Patent document 1 Japanese patent application laid-open No. 2017-179195
Disclosure of Invention
Problems to be solved by the invention
Reactive hot melt adhesives are materials that are expected to be adhesives for clothing articles that efficiently utilize high-speed adhesion and excellent adhesion. On the other hand, the reactive hot melt adhesive has room for improvement in terms of the properties such as stretchability required for adhesives for clothing articles.
In view of the above, an object of one embodiment of the present disclosure is to provide a reactive hot-melt adhesive excellent in stretchability after curing, and a structure obtained using the reactive hot-melt adhesive excellent in stretchability after curing.
Means for solving the problems
The means for solving the above problems include the following embodiments.
<1> A reactive hot melt adhesive comprising a urethane prepolymer and satisfying at least either of the following condition a or condition B.
Condition A that the proportion of aromatic rings in the total urethane prepolymer is 22% by mass or less and condition B that the glass transition temperature in the cured state is 25 ℃ or less
<2> The reactive hot melt adhesive according to <1>, wherein the proportion of structural units derived from an amorphous polyol in the structural units derived from a polyol of the urethane prepolymer is 70% by mass or more.
<3> The reactive hot melt adhesive according to <1> or <2>, wherein the equivalent ratio (NCO/OH) of isocyanate groups (NCO) of a polyisocyanate to hydroxyl groups (OH) of a polyol used as a raw material of the urethane prepolymer is 2.0 or less.
<4> The reactive hot melt adhesive according to any one of <1> to <3>, which is used for bonding an object having stretchability.
<5> A structure comprising 2 or more objects having stretchability, and a cured product of the reactive heat-sealing adhesive according to any one of <1> to <4> to which the 2 or more objects are bonded.
<6> The structure according to <5>, wherein the 2 or more objects are fabrics.
<7> The structure according to <5>, which is an article of clothing.
Detailed Description
Hereinafter, embodiments of the present disclosure will be described. However, the present disclosure is not limited to the following embodiments.
In the present disclosure, "polyol" refers to a compound having 2 or more hydroxyl groups in the molecule.
In the present disclosure, "polyisocyanate" refers to a compound having 2 or more isocyanate groups in the molecule.
In the present disclosure, a "urethane prepolymer" is a reaction product of a polyol and a polyisocyanate, and refers to a compound having an isocyanate group at a terminal of a molecule. That is, the "urethane prepolymer" refers to a compound which contains a polymer chain containing a structural unit derived from a polyol and a structural unit derived from a polyisocyanate, and has an isocyanate group as a terminal group of the polymer chain.
< Reactive Hot melt adhesive >
The reactive hot melt adhesive of the present disclosure comprises a urethane prepolymer and satisfies at least either of the following conditions a or B.
Condition A that the proportion of aromatic rings in the total urethane prepolymer is 22% by mass or less and condition B that the glass transition temperature in the cured state is 25 ℃ or less
The reactive hot melt adhesive of the present disclosure comprises a urethane prepolymer as a reactive component. Therefore, the adhesiveness due to cooling solidification after heating and melting and the adhesiveness due to the solidification reaction of the urethane prepolymer with moisture are exhibited, and excellent adhesive strength is exhibited.
Further, in the reactive hot melt adhesive of the present disclosure, the proportion of the aromatic ring in the total amount of the urethane prepolymer (hereinafter also referred to as the aromatic ring proportion of the urethane prepolymer) is 22 mass% or less, or the glass transition temperature in the cured state is 25 ℃ or less.
As a result of the studies by the present inventors, it was found that a reactive hot-melt adhesive having an aromatic ring ratio of the urethane prepolymer of 22 mass% or less or a glass transition temperature in a cured state of 25 ℃ or less is excellent in stretchability after curing as compared with a reactive hot-melt adhesive that does not satisfy any of these conditions.
The aromatic ring ratio of the urethane prepolymer can be set in consideration of the balance between the urethane prepolymer and the characteristics other than stretchability. For example, the aromatic ring ratio of the urethane prepolymer may be 20 mass% or less.
The lower limit of the aromatic ring proportion of the urethane prepolymer is not particularly limited. For example, the aromatic ring proportion of the urethane prepolymer may be 5 mass% or more.
The urethane prepolymer containing an aromatic ring may contain an aromatic ring in each of the structural unit derived from the polyol and the structural unit derived from the polyisocyanate, or may contain an aromatic ring in only any one of the structural unit derived from the polyol and the structural unit derived from the polyisocyanate.
The urethane prepolymer containing an aromatic ring may contain a structural unit containing an aromatic ring and a structural unit containing no aromatic ring as structural units derived from a polyol, or may contain only any one of the structural units containing an aromatic ring and the structural units containing no aromatic ring.
The urethane prepolymer containing an aromatic ring may contain a structural unit containing an aromatic ring as a structural unit derived from a polyisocyanate.
The aromatic ring ratio of the urethane prepolymer is a value calculated by the following formula. In the following formula, "total mass of raw materials of urethane prepolymer" means mass of raw materials containing no aromatic ring. In the case where a polyester polyol or a polyether polyol is not used as the raw material polyol, the item of the polyol which is not used may be omitted. The molecular weight of the aromatic ring is 78 (in the case of a benzene ring).
Aromatic ring ratio (%) = { (aromatic ring ratio of polyester polyol having aromatic ring×mass of polyester polyol having aromatic ring) + (aromatic ring ratio of polyether polyol having aromatic ring×mass of polyether polyol having aromatic ring) + (aromatic ring ratio of polyisocyanate having aromatic ring×mass of polyisocyanate)/total mass of raw material of urethane prepolymer } ×100
In the above formula, the aromatic ring ratio of the polyester polyol having an aromatic ring is calculated by the following formula.
Aromatic ring proportion of polyester polyol having aromatic ring = (molecular weight of aromatic ring×molar composition proportion (%) of polycarboxylic acid having aromatic ring in raw material carboxylic acid)/(molecular weight of each polycarboxylic acid×molar composition proportion (%) in raw material carboxylic acid) + (molecular weight of each polyol×molar composition proportion (%) in raw material alcohol))
In the above formula, the aromatic ring ratio of the polyether polyol having an aromatic ring is calculated by the following formula.
Aromatic ring ratio of polyether polyol having aromatic ring = molecular weight of aromatic ring x number of moles of aromatic ring in 1 mole of polyether polyol/molecular weight of polyether polyol
In the above formula, the aromatic ring ratio of the polyisocyanate having an aromatic ring is calculated by the following formula.
Aromatic ring ratio of polyisocyanate having aromatic ring = molecular weight of aromatic ring x number of moles of aromatic ring in 1 mole of polyisocyanate/molecular weight of polyisocyanate
From the viewpoint of stretchability after curing, the glass transition temperature of the reactive hot-melt adhesive in the cured state is preferably 25 ℃ or less. When the glass transition temperature in the cured state is 25 ℃ or lower, the cured product of the reactive hot melt adhesive becomes a rubber state in an environment of 25 ℃ or higher, and exhibits excellent stretchability.
The glass transition temperature of the reactive hot-melt adhesive in the cured state was measured by the method shown in examples.
As a result of the study by the present inventors, it is found that the glass transition temperature of the reactive hot-melt adhesive in the cured state tends to be lower as the aromatic ring ratio of the urethane prepolymer contained in the reactive hot-melt adhesive is smaller. Thus, the glass transition temperature can be controlled by the aromatic ring ratio of the urethane prepolymer contained in the reactive hot-melt adhesive.
From the viewpoint of stretchability after curing, the structural units derived from the polyol of the urethane prepolymer preferably contain structural units derived from an amorphous polyol.
In the present disclosure, crystalline polyol means polyol having an endothermic peak (melting point Tm) accompanying melting when DSC measurement is performed, and amorphous polyol means polyol having no endothermic peak (melting point Tm) accompanying melting when DSC measurement is performed.
The proportion of the structural units derived from the amorphous polyol in the structural units derived from the polyol of the urethane prepolymer may be 70 mass% or more, 80 mass% or more, or 95 mass%.
From the viewpoints of the curing time and viscosity adjustment of the reactive hot melt adhesive, the urethane prepolymer preferably contains structural units derived from a polyester polyol as structural units derived from a polyol. That is, the raw material of the urethane prepolymer preferably contains a polyester polyol as a polyol.
As the polyester polyol, a compound produced by polycondensation reaction of a polyol with a polycarboxylic acid can be used. The polyester polyol may be, for example, a polycondensate of a polyol having 2 to 15 carbon atoms and 2 or 3 hydroxyl groups and a polycarboxylic acid having 2 to 14 carbon atoms (including carbon atoms in carboxyl groups) and having 2 to 6 carboxyl groups.
The polyester polyol may be a linear polyester diol formed from a diol and a dicarboxylic acid, or a branched polyester triol formed from a triol and a dicarboxylic acid. Further, branched polyester triols can also be obtained by the reaction of diols with tricarboxylic acids.
Examples of the polyhydric alcohol include aliphatic or alicyclic diols such as ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, and butylene glycol, pentylene glycol isomers, hexylene glycol isomers, 2-dimethyl-1, 3-propylene glycol, 2-methylpropanediol, 2, 4-trimethyl-1, 6-hexylene glycol, 2, 4-trimethyl-1, 6-hexylene glycol, 1, 4-cyclohexanediol, and 1, 4-cyclohexanedimethanol, and aromatic diols such as 4,4' -dihydroxydiphenylpropane, bisphenol A, bisphenol F, catechol, resorcinol, and hydroquinone. The polyhydric alcohol may be used alone or in combination of 1 or more than 2. Among them, aliphatic diols are preferable, and aliphatic diols having 2 to 6 carbon atoms are more preferable.
Examples of the polycarboxylic acid include aromatic polycarboxylic acids such as phthalic acid, isophthalic acid, terephthalic acid and 1,2, 4-benzene tricarboxylic acid, and aliphatic or alicyclic polycarboxylic acids such as maleic acid, fumaric acid, aconitic acid, 1,2, 3-propane tricarboxylic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, sebacic acid, cyclohexane-1, 2-dicarboxylic acid and 1, 4-cyclohexadiene-1, 2-dicarboxylic acid. The polycarboxylic acid may be used alone or in combination of 1 or more than 2.
Instead of the polycarboxylic acid, a polycarboxylic acid derivative such as a carboxylic anhydride or a compound in which a part of the carboxyl group is esterified may be used. Examples of polycarboxylic acid derivatives include dodecyl maleate and octadecyl maleate.
The polyester polyol used as the raw material of the urethane prepolymer may be 1 or 2 or more.
From the viewpoint of improving the water repellency and adhesive strength of the cured product of the reactive hot-melt adhesive, the number average molecular weight (Mn) of the polyester polyol is preferably in the range of 500 to 10000, more preferably in the range of 1000 to 8000, and even more preferably in the range of 1500 to 6000.
In the present invention, the number average molecular weight of the polyol is a value obtained by Gel Permeation Chromatography (GPC) in terms of standard polystyrene. GPC measurement can be performed under the following conditions.
Chromatographic columns, "GELPACK GLA-S", "GELPACK GLA-S" and "GELPACK GLA-S" (packed columns for HPLC, manufactured by Zhaoyao electric materials Co., ltd.)
Eluent tetrahydrofuran
Flow 1.0 mL/min
Column temperature of 40 DEG C
Detector RI
The amount of the polyester polyol used as a raw material of the urethane prepolymer may be, for example, in the range of 70 mass% to 100 mass% of the entire polyol.
From the viewpoints of workability at the time of application of the reactive hot-melt adhesive, and adhesion, water repellency, and flexibility after curing, the urethane prepolymer preferably contains structural units derived from polyether polyol as structural units derived from polyol. That is, the raw material of the urethane prepolymer preferably contains a polyether polyol as a polyol.
Examples of the polyether polyol include aromatic polyether polyols such as polyether polyols having a bisphenol skeleton, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, ethylene oxide modified polypropylene glycol, and the like.
The polyether polyol used as the raw material of the urethane prepolymer may be 1 or 2 or more.
From the viewpoints of initial adhesive strength, adhesive strength after curing, and proper open time after coating, the Mn of the polyether polyol is preferably in the range of 500 to 2000, more preferably in the range of 700 to 2000, and still more preferably in the range of 1000 to 2000.
The amount of the polyether polyol used as the raw material of the urethane prepolymer may be, for example, in the range of 0 mass% to 10 mass% of the entire polyol.
The polyisocyanate used as a raw material of the urethane prepolymer is not particularly limited. Examples of the polyisocyanate include aromatic isocyanates such as diphenylmethane diisocyanate, dimethyldiphenylmethane diisocyanate, methylphenylene diisocyanate, xylylene diisocyanate and p-phenylene diisocyanate, alicyclic isocyanates such as dicyclohexylmethane diisocyanate and isophorone diisocyanate, and aliphatic isocyanates such as hexamethylene diisocyanate. From the viewpoints of reactivity and adhesion, aromatic diisocyanates are preferable, and diphenylmethane diisocyanate is more preferable.
The amount of polyisocyanate used as the raw material of the urethane prepolymer may be 1 or 2 or more.
The equivalent ratio (NCO/OH) of the isocyanate group (NCO) of the polyisocyanate to the hydroxyl group (OH) of the polyol used as a raw material of the urethane prepolymer is preferably 2.0 or less. When the NCO/OH ratio is 2.0 or less, the residual unreacted polyisocyanate can be suppressed when the polyol and the polyisocyanate are reacted, and the stretchability after curing can be maintained satisfactorily.
The equivalent ratio (NCO/OH) of the isocyanate group (NCO) of the polyisocyanate to the hydroxyl group (OH) of the polyol used as a raw material of the urethane prepolymer is preferably 1.6 or more. When the NCO/OH ratio is 1.6 or more, the viscosity of the urethane prepolymer obtained at the time of melting does not become excessively high, and the handleability can be maintained satisfactorily.
The temperature and time for reacting the polyol with the polyisocyanate may be, for example, 85 to 120 ℃ and 1 minute to 48 hours. When the polyol is mixed with the polyisocyanate, vacuum deaeration may be performed.
The reactive hot-melt adhesive may further contain a catalyst from the viewpoint of promoting the curing reaction of the urethane prepolymer. Examples of the catalyst include dibutyltin dilaurate, dibutyltin octoate, dimethylcyclohexylamine, dimethylbenzylamine, trioctylamine, and dimorpholinodiethyl ether (bis (2-morpholinoethyl) ether).
The content of the catalyst may be, for example, 0% by mass to 0.5% by mass of the entire reactive hot melt adhesive.
The reactive hot-melt adhesive may further contain a thermoplastic polymer from the viewpoint of improving the rubber elasticity of the cured product and further improving the impact resistance. Examples of the thermoplastic polymer include polyurethane, ethylene copolymer, propylene copolymer, vinyl chloride copolymer, acrylic copolymer, and styrene-conjugated diene block copolymer.
The reactive hot-melt adhesive may further contain a pressure-sensitive adhesion imparting resin from the viewpoint of imparting more firm adhesion to the cured product. Examples of the pressure-sensitive tackiness imparting resin include rosin resins, rosin ester resins, hydrogenated rosin ester resins, terpene phenolic resins, hydrogenated terpene resins, petroleum resins, hydrogenated petroleum resins, coumarone resins, ketone resins, styrene resins, modified styrene resins, xylene resins, and epoxy resins.
The reactive hot melt adhesive may contain an antioxidant, a pigment, an ultraviolet absorber, a surfactant, a flame retardant, a silane coupling agent, a filler, and the like as required.
The method for obtaining the cured product of the reactive hot-melt adhesive is not particularly limited. For example, the curing reaction of the urethane prepolymer may be performed at a temperature of 20 to 30 ℃ and a relative humidity of 40 to 60%, thereby obtaining a cured product.
From the viewpoint of workability at the time of coating, the viscosity of the reactive hot-melt adhesive measured at 120 ℃ using a rotational viscometer is preferably 20pa·s or less, more preferably 15pa·s or less, and still more preferably 10pa·s or less. The lower limit of the viscosity of the reactive hot-melt adhesive measured at 120 ℃ using a rotational viscometer is not limited, and may be, for example, 1pa·s or more.
The reactive hot melt adhesives of the present disclosure are in a solid state prior to use. The form of the reactive hot melt adhesive in a solid state is not particularly limited. For example, it may be in the form of granules, blocks, powders, flakes, etc.
The reactive hot melt adhesive of the present disclosure is solid at ordinary temperature and is heated to be liquefied when in use. The method of applying the liquefied reactive hot-melt adhesive to the object is not particularly limited. For example, the reactive hot-melt adhesive after the fluidization may be brought into contact with the object using a dispenser or the like, or the reactive hot-melt adhesive such as an adhesive sheet may be heated in a state of being brought into contact with the object to fluidize the adhesive sheet.
The reactive hot melt adhesives of the present disclosure have excellent stretchability after curing. Thus, the reactive hot melt adhesive of the present disclosure is useful as an adhesive for bonding objects having stretchability.
The material of the object having stretchability is not particularly limited. For example, natural fibers, synthetic fibers, plastics, etc. may be used.
In one embodiment, the stretchable article may be a fabric such as a woven fabric or a textile fabric, or may be a fabric for clothing products.
< Structure >
The structure of the present disclosure is a structure comprising 2 or more objects having stretchability and a cured product of the reactive hot-melt adhesive that bonds the 2 or more objects.
In the structure of the present disclosure, the cured product of the reactive hot-melt adhesive to which 2 or more objects are bonded exhibits excellent stretchability.
The material of the object having stretchability is not particularly limited. For example, natural fibers, synthetic fibers, plastics, etc. may be used.
In one embodiment, the stretchable article may be a fabric such as a woven fabric, a textile fabric, or a nonwoven fabric, or may be a fabric for clothing.
The method of producing the structure of the present disclosure is not particularly limited. For example, the heated reactive hot-melt adhesive is brought into contact with a prescribed region of one object, and the reactive hot-melt adhesive is brought into contact with another object, and in this state the reactive hot-melt adhesive is cooled and solidified. Then, the urethane prepolymer contained in the reactive hot-melt adhesive is cured. Thus, a structure in which 2 or more objects are bonded by the cured product of the reactive hot-melt adhesive can be obtained.
Examples
The present disclosure will be specifically described below based on examples, but the present invention is not limited thereto.
< Preparation of composition >
The polyols as raw materials of the urethane prepolymers were added to a reaction vessel in the compounding amounts (parts by mass) shown in table 1 and mixed. Then, polyisocyanate was further added to the reaction vessel in the compounding amount (parts by mass) shown in Table 1 and mixed, and reacted at 110℃for 1 hour. Then, further stirring for 1 hour under vacuum degassing at 110℃was performed, whereby a composition containing a urethane prepolymer was obtained.
TABLE 1
Details of the polyols and polyisocyanates shown in table 1 are as follows.
Polyol 1 amorphous polyester polyol having aromatic rings and mainly composed of dicarboxylic acids (isophthalic acid and adipic acid) and diols (ethylene glycol and neopentyl glycol) (hydroxyl number: 2, number average molecular weight: 2000, content of structural units derived from a compound having an aromatic ring: 25 mol% (based on the total amount of structural units constituting the amorphous polyester polyol), 50 mol% (based on the total amount of structural units derived from the dicarboxylic acid))
Polyol 2 crystalline polyether polyol having an aromatic ring (bisphenol A-PO system) (trade name: BPX-11, hydroxyl number: 2, melting point: 3 ℃ C., manufactured by ADEKA Co., ltd.)
Polyol 3 amorphous polyester polyol having no aromatic ring (hydroxyl number: 2, number average molecular weight: 5000) containing dicarboxylic acid (adipic acid) and diol (1, 4-butanediol and neopentyl glycol) as main components
Polyol 4 crystalline polyester polyol having no aromatic ring (hydroxyl number: 2, number average molecular weight: 5500) containing dicarboxylic acid (adipic acid) and diol (1, 6-hexanediol) as main components
Polyol 5 amorphous polyester polyol having no aromatic ring (hydroxyl number: 2, number average molecular weight: 4000) containing dicarboxylic acid (adipic acid) and diol (methylpentanediol) as main components
Polyisocyanates diphenylmethane diisocyanate (trade name: milliconate MT, isocyanate number: 2, manufactured by Tosoh Co., ltd.)
(Glass transition temperature)
The glass transition temperature of the urethane prepolymer was set to be the peak top temperature of tan. Delta. Measured by dynamic viscoelasticity measurement (DMA: DYNAMIC MECHANICALANALYSIS) under the following conditions.
Test apparatus of RSA-G2 manufactured by TA instruments Co
Test mode stretching
The test temperature is-100 ℃ to 250 DEG C
The temperature rising speed is 5 ℃ per minute
Frequency 1Hz
Strain of 0.05%
Atmosphere in nitrogen
(Elongation attenuation Rate)
A cured film having a thickness of about 100 μm was formed from the prepared composition, and a test piece of dumbbell type 1 was produced. Using this test piece, the elongation attenuation (%) was measured by the repeated constant-speed elongation method according to JIS L1096:2010 (fabric test method for woven and knitted fabrics). Specifically, both ends of the test piece were held by a clamp of a tensile tester (holding interval: 100 mm), and the test piece was elongated at a tensile speed of 300 mm/min until the elongation of the test piece reached 40% (step 1). Then, the jig is returned to the original position at the same drawing speed (step 2). The elongation force attenuation (%) of the test piece was determined by the following formula from the load (load 1) at which the elongation of the test piece in step 1 reached 30% and the load (load 2) at which the elongation of the test piece in step 2 reached 30%. The results are shown in Table 1.
Elongation force attenuation rate (%) = (load 2/load 1) ×100
As shown in table 1, the compositions of examples 1 to 6 satisfying the conditions of the reactive hot-melt adhesive of the present disclosure showed a larger elongation attenuation rate of the cured film and excellent stretchability than the compositions of comparative examples 1 and 2 not satisfying the conditions of the reactive hot-melt adhesive of the present disclosure.
The entire disclosure of japanese patent application No. 2022-200325 is incorporated by reference into the present specification.
All documents, patent applications and technical standards described in this specification are incorporated by reference into this specification to the same extent as if each document, patent application and technical standard were specifically and individually described to be incorporated by reference.

Claims (7)

1.一种反应性热熔黏合剂,其包含氨基甲酸酯预聚物,且满足下述条件A或条件B中的至少任一者,1. A reactive hot melt adhesive comprising a urethane prepolymer and satisfying at least one of the following conditions A or B: 条件A:氨基甲酸酯预聚物总量中芳香环所占的比例为22质量%以下;Condition A: The proportion of aromatic rings in the total amount of the urethane prepolymer is 22% by mass or less; 条件B:固化状态下的玻璃化转变温度为25℃以下。Condition B: The glass transition temperature in the cured state is 25° C. or lower. 2.根据权利要求1所述的反应性热熔黏合剂,其中,所述氨基甲酸酯预聚物的来自多元醇的结构单元中来自非晶性多元醇的结构单元所占的比例为70质量%以上。2 . The reactive hot-melt adhesive according to claim 1 , wherein a ratio of structural units derived from an amorphous polyol in structural units derived from a polyol in the urethane prepolymer is 70% by mass or more. 3.根据权利要求1所述的反应性热熔黏合剂,其中,作为所述氨基甲酸酯预聚物的原料使用的、聚异氰酸酯的异氰酸酯基NCO相对于多元醇的羟基OH的当量比以NCO/OH计为2.0以下。3 . The reactive hot-melt adhesive according to claim 1 , wherein an equivalent ratio of isocyanate groups (NCO) of the polyisocyanate used as a raw material of the urethane prepolymer to hydroxyl groups (OH) of the polyol (NCO/OH) is 2.0 or less. 4.根据权利要求1所述的反应性热熔黏合剂,其用于黏合具有伸缩性的物体。The reactive hot-melt adhesive according to claim 1 , which is used for bonding stretchable objects. 5.一种结构体,其具备:5. A structure comprising: 具有伸缩性的2个以上的物体;和Two or more objects with stretchability; and 将所述2个以上的物体黏合的权利要求1~4中任一项所述的反应性热熔黏合剂的固化物。A cured product of the reactive hot-melt adhesive according to any one of claims 1 to 4, which is used to bond the two or more objects together. 6.根据权利要求5所述的结构体,其中,所述2个以上的物体为布帛。The structure according to claim 5 , wherein the two or more objects are cloths. 7.根据权利要求5所述的结构体,其为衣服制品。The structure according to claim 5 , which is an article of clothing.
CN202380085863.0A 2022-12-15 2023-12-12 Reactive hot melt adhesive and structure Pending CN120500519A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2022-200325 2022-12-15
JP2022200325 2022-12-15
PCT/JP2023/044502 WO2024128232A1 (en) 2022-12-15 2023-12-12 Reactive hot-melt adhesive and structure

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CN120500519A true CN120500519A (en) 2025-08-15

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JP4147571B2 (en) * 2001-10-31 2008-09-10 日本ポリウレタン工業株式会社 Reactive hot melt adhesive for fabric and method for bonding fabric
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