CN111040715A - Single-component reaction type polyurethane hot melt adhesive and preparation method thereof - Google Patents
Single-component reaction type polyurethane hot melt adhesive and preparation method thereof Download PDFInfo
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- CN111040715A CN111040715A CN201911346945.8A CN201911346945A CN111040715A CN 111040715 A CN111040715 A CN 111040715A CN 201911346945 A CN201911346945 A CN 201911346945A CN 111040715 A CN111040715 A CN 111040715A
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- 239000004814 polyurethane Substances 0.000 title claims abstract description 45
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 45
- 239000004831 Hot glue Substances 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 238000006757 chemical reactions by type Methods 0.000 title claims description 23
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052797 bismuth Inorganic materials 0.000 claims abstract description 14
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- AZQGFVRDZTUHBU-UHFFFAOYSA-N isocyanic acid;triethoxy(propyl)silane Chemical compound N=C=O.CCC[Si](OCC)(OCC)OCC AZQGFVRDZTUHBU-UHFFFAOYSA-N 0.000 claims abstract description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 78
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 39
- 229920000728 polyester Polymers 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 20
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 17
- 229920000570 polyether Polymers 0.000 claims description 17
- 239000004925 Acrylic resin Substances 0.000 claims description 13
- 229920000178 Acrylic resin Polymers 0.000 claims description 13
- 150000002009 diols Chemical class 0.000 claims description 13
- 229920001169 thermoplastic Polymers 0.000 claims description 13
- 239000004416 thermosoftening plastic Substances 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- XPFCZYUVICHKDS-UHFFFAOYSA-N 3-methylbutane-1,3-diol Chemical compound CC(C)(O)CCO XPFCZYUVICHKDS-UHFFFAOYSA-N 0.000 claims description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- 230000001070 adhesive effect Effects 0.000 abstract description 12
- 239000000853 adhesive Substances 0.000 abstract description 11
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract description 10
- 238000013008 moisture curing Methods 0.000 abstract description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 abstract description 5
- 238000001723 curing Methods 0.000 abstract description 4
- 239000001569 carbon dioxide Substances 0.000 abstract description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 230000007547 defect Effects 0.000 abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
- 239000006260 foam Substances 0.000 abstract description 2
- 230000001737 promoting effect Effects 0.000 abstract description 2
- 239000000758 substrate Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 239000003292 glue Substances 0.000 description 4
- 238000004806 packaging method and process Methods 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- 238000001291 vacuum drying Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 239000004588 polyurethane sealant Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/227—Catalysts containing metal compounds of antimony, bismuth or arsenic
-
- 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
- C08G18/302—Water
- C08G18/307—Atmospheric humidity
-
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4063—Mixtures of compounds of group C08G18/62 with other macromolecular 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
- C08G18/4202—Two or more polyesters of different physical or chemical nature
-
- 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
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- 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
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention belongs to the technical field of adhesives, and relates to a single-component reactive polyurethane hot melt adhesive and a preparation method thereof. In the invention, diphenylmethane diisocyanate reacts a system to form a hydroxyl-terminated prepolymer, which plays a role in curing and chain extension in the system and fully improves the strength of the system; the organic bismuth catalyst can ensure the complete reaction of isocyanate groups and hydroxyl groups in the system and play a role in promoting the moisture curing of the whole system; reacting isocyanate group in the isocyanate propyl triethoxy silane with the hydroxyl terminated prepolymer to enable the system to become prepolymer containing alkoxy terminated end; the obtained reactive polyurethane hot melt adhesive contains a large amount of alkoxy, adopts alkoxy moisture for curing, avoids the defect that carbon dioxide bubbles are not easy to discharge when the traditional isocyanate group is cured, does not foam in a high-temperature and high-humidity environment, has excellent adhesive property to various substrates, and simultaneously has the characteristics of quick positioning and high initial adhesion of common isocyanate group reactive polyurethane hot melt adhesives.
Description
Technical Field
The invention belongs to the technical field of adhesives, and particularly relates to a single-component reactive polyurethane hot melt adhesive and a preparation method thereof.
Background
The application of polyurethane adhesives has been developed for decades, such as polyisocyanate adhesives, two-component polyurethane adhesives, thermoplastic polyurethane adhesives, one-component polyurethane sealants, one-component polyurethane structural adhesives, etc., and reactive polyurethane hot melt adhesives, also called moisture-curing reactive hot melt adhesives, have been developed in recent years.
The development of the reactive polyurethane hot melt adhesive is very rapid after the appearance because of the following advantages: firstly, the polyurethane reaction type hot melt adhesive has the characteristics of short opening time and rapid assembly and positioning; secondly, the reactive polyurethane hot melt adhesive is environment-friendly and solvent-free; thirdly, the reaction is converted from thermoplasticity into thermosetting property, and the thermosetting resin is water-resistant, creep-resistant, medium-resistant and the like; fourthly, the adhesive has quite high initial adhesion and high cohesive strength after being cured; fifthly, the adhesive has good adhesive capacity to different base materials. Therefore, the moisture-curing reaction type polyurethane hot melt adhesive is widely applied to various fields, such as industrial automobiles, home decoration wood, household electrical appliances, electronics and the like.
The reactive polyurethane hot melt adhesive in the current market has the advantages that the reactive polyurethane hot melt adhesive contains isocyanate groups, isocyanate groups generate carbon dioxide through moisture curing, bubbles easily appear on an adhesive layer, foaming is always a problem, the foaming condition can be accepted under the condition that the adhesive layer is thin, and the phenomenon of serious foaming can occur when the adhesive applying thickness is large, so that appearance foaming is influenced, the bonding strength is reduced and the like.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a single-component reaction type polyurethane hot melt adhesive and a preparation method thereof.
The technical scheme for solving the technical problems is as follows: a single-component reaction type polyurethane hot melt adhesive comprises the following components in parts by weight: polyether glycol PPG 200010-20 parts, crystalline polyester glycol 15-35 parts, liquid polyester glycol 20-30 parts, thermoplastic acrylic resin 15-25 parts, diphenylmethane diisocyanate 5-10 parts, organic bismuth catalyst 0.001-0.01 part and isocyanate propyl triethoxysilane 5-10 parts.
Further, the polyether glycol PPG2000 is hydroxyl-terminated polyether glycol.
The further scheme has the beneficial effects that the viscosity of the system can be reduced by adding the hydroxyl-terminated polyether glycol, the open time of the whole system can be adjusted, and the flexibility and hydrolysis resistance of the product are improved.
Furthermore, the crystalline polyester dihydric alcohol is hydroxyl-terminated polyester dihydric alcohol.
Furthermore, the crystalline polyester diol is polyester diol with molecular weight of 2000, which is polymerized by adipic acid and 1, 6 hexanediol.
The adoption of the further scheme has the beneficial effects that the addition of the crystalline polyester dihydric alcohol can reduce the open time of a system and increase the strength of the system, such as the body strength of the reactive polyurethane hot melt adhesive and the bonding strength to an interface.
Further, the liquid polyester diol is polyester diol with molecular weight of 2000, which is polymerized by adipic acid and isoprene glycol.
The liquid polyester diol can improve the open time of a system and increase the strength of the system, such as the body strength of the reactive polyurethane hot melt adhesive and the bonding strength to an interface.
Further, the thermoplastic acrylic resin is Mitsubishi BR-106.
The further scheme has the advantages that the initial adhesion of the system can be increased, and the opening time of the system can be adjusted.
The second purpose of the invention is to provide a preparation method of the single-component reaction type polyurethane hot melt adhesive, which comprises the following steps: adding PPG 200010-20 parts of polyether glycol, 15-35 parts of crystalline polyester glycol, 20-30 parts of liquid polyester glycol and 15-25 parts of thermoplastic acrylic resin into a three-neck flask, heating to 140 ℃ under the protection of 120-; continuously adding 5-10 parts of diphenylmethane diisocyanate and 0.001-0.01 part of organic bismuth catalyst, reacting at 95-115 ℃ for 1-2h, adding 5-10 parts of isocyanatopropyltriethoxysilane, and reacting at 120 ℃ for 40-60 min.
When in use, the single-component reaction type polyurethane hot melt adhesive is heated for 15-25min at the temperature of 90-120 ℃ to melt the solid into liquid, then the sizing is carried out, and the mixture is placed for 7 days at the temperature of 25 ℃ and the humidity of 50%.
The invention has the characteristics and beneficial effects that:
(1) in the invention, diphenylmethane diisocyanate reacts a system to form a hydroxyl-terminated prepolymer, which plays a role in curing and chain extension in the system, thereby fully improving the strength of the system; the organic bismuth catalyst can ensure the complete reaction of isocyanate groups and hydroxyl groups in the system and play a role in promoting the moisture curing of the whole system; the isocyanate group in the isocyanatopropyltriethoxysilane reacts with the above-mentioned hydroxyl-terminated prepolymer to form an alkoxy-terminated prepolymer.
(2) The reactive polyurethane hot melt adhesive contains a large amount of alkoxy, adopts alkoxy moisture curing, avoids the defect that carbon dioxide bubbles generated by the traditional isocyanate group curing are difficult to discharge, and does not foam in a high-temperature and high-humidity environment, so that the reactive polyurethane hot melt adhesive has excellent bonding performance to various base materials, and simultaneously has the characteristics of quick positioning and high initial adhesion of a common isocyanate group reactive polyurethane hot melt adhesive.
Detailed Description
The principles and features of this invention are described below in conjunction with examples, which are set forth to illustrate, but are not to be construed to limit the scope of the invention.
Example 1
A single-component reaction type polyurethane hot melt adhesive comprises the following components in parts by weight: polyether glycol PPG200010 parts, crystalline polyester glycol 35 parts, liquid polyester glycol 20 parts, thermoplastic acrylic resin BR-10625 parts, diphenylmethane diisocyanate 5 parts, organic bismuth catalyst 0.001 part and isocyanate propyl triethoxysilane 5 parts.
The preparation method of the single-component reaction type polyurethane hot melt adhesive comprises the steps of adding PPG200010 parts of polyether glycol, 35 parts of crystalline polyester glycol, 20 parts of liquid polyester glycol and BR-10625 parts of thermoplastic acrylic resin into a three-neck flask, heating to 120 ℃, carrying out vacuum drying and dehydration for 2 hours, and cooling to 105 ℃ under the protection of nitrogen; continuously adding 5 parts of diphenylmethane diisocyanate and 0.001 part of organic bismuth catalyst, reacting for 1 hour at 115 ℃, adding 5 parts of isocyanatopropyltriethoxysilane, reacting for 40min at 120 ℃, and sealing and packaging in vacuum.
When in use, the single-component reaction type polyurethane hot melt adhesive is heated for 25min at the temperature of 90 ℃ to melt the solid into liquid, then the glue is applied, and the mixture is placed for 7 days at the temperature of 25 ℃ and the humidity of 50%.
Example 2
A single-component reaction type polyurethane hot melt adhesive comprises the following components in parts by weight: polyether glycol PPG200020 parts, crystalline polyester glycol 15 parts, liquid polyester glycol 30 parts, thermoplastic acrylic resin BR-10615 parts, diphenylmethane diisocyanate 10 parts, organic bismuth catalyst 0.01 part and isocyanate propyl triethoxysilane 10 parts.
The preparation method of the single-component reaction type polyurethane hot melt adhesive comprises the steps of adding polyether glycol PPG200020 parts, crystalline polyester glycol 15 parts, liquid polyester glycol 30 parts and thermoplastic acrylic resin BR-10615 parts into a three-neck flask, heating to 140 ℃, carrying out vacuum drying and dehydration for 2 hours, and cooling to 95 ℃ under the protection of nitrogen; continuously adding 10 parts of diphenylmethane diisocyanate and 0.01 part of organic bismuth catalyst, reacting for 2 hours at 95 ℃, adding 10 parts of isocyanatopropyl triethoxysilane, reacting for 60 minutes at 120 ℃, and sealing and packaging in vacuum.
When in use, the single-component reaction type polyurethane hot melt adhesive is heated for 15min at 120 ℃ to melt the solid into liquid, then the glue is applied, and the mixture is placed for 7 days at the temperature of 25 ℃ and the humidity of 50%.
Example 3
A single-component reaction type polyurethane hot melt adhesive comprises the following components in parts by weight: polyether glycol PPG200015 parts, crystalline polyester glycol 25 parts, liquid polyester glycol 25 parts, thermoplastic acrylic resin BR-10620 parts, diphenylmethane diisocyanate 7.5 parts, organic bismuth catalyst 0.005 part and isocyanate propyl triethoxysilane 7.5 parts.
The preparation method of the single-component reaction type polyurethane hot melt adhesive comprises the steps of adding PPG200015 parts of polyether glycol, 25 parts of crystalline polyester glycol, 25 parts of liquid polyester glycol and 20 parts of thermoplastic acrylic resin BR-106into a three-neck flask, heating to 130 ℃, carrying out vacuum drying and dehydration for 2 hours, and cooling to 100 ℃ under the protection of nitrogen; continuously adding 7.5 parts of diphenylmethane diisocyanate and 0.005 part of organic bismuth catalyst, reacting at 105 ℃ for 1.5h, adding 5 parts of isocyanatopropyltriethoxysilane, reacting at 120 ℃ for 50min, and sealing and packaging in vacuum.
When in use, the single-component reaction type polyurethane hot melt adhesive is heated for 20min at 105 ℃ to melt the solid into liquid, then the glue is applied, and the mixture is placed for 7 days at 25 ℃ and 50% of humidity.
Comparative example 1
A single-component reaction type polyurethane hot melt adhesive comprises the following components: polyether glycol PPG200015 parts, crystalline polyester glycol 25 parts, liquid polyester glycol 25 parts, thermoplastic acrylic resin BR-10620 parts, diphenylmethane diisocyanate 30 parts, organic bismuth catalyst 0.005 part, gamma-methacryloxypropyltrimethoxysilane 0.5 part and dimorpholinyl diethyl ether 0.1 part.
The preparation method of the single-component reaction type polyurethane hot melt adhesive comprises the steps of adding PPG200015 parts of polyether glycol, 25 parts of crystalline polyester glycol, 25 parts of liquid polyester glycol and 20 parts of thermoplastic acrylic resin BR-106into a three-neck flask, heating to 130 ℃, carrying out vacuum drying and dehydration for 2 hours, and cooling to 100 ℃ under the protection of nitrogen; continuously adding 30 parts of diphenylmethane diisocyanate and 0.005 part of organic bismuth catalyst, reacting for 1.5h at 105 ℃, adding 0.5 part of gamma-methacryloxypropyltrimethoxysilane and 0.1 part of dimorpholinyl diethyl ether, and sealing and packaging in vacuum.
When in use, the single-component reaction type polyurethane hot melt adhesive is heated for 20min at 105 ℃ to melt the solid into liquid, then the glue is applied, and the mixture is placed for 7 days at 25 ℃ and 50% of humidity.
The one-component reaction type polyurethane hot melt adhesives of examples 1 to 3 and comparative example 1 were subjected to performance tests, as shown in table 1. Testing one: making into sheet with thickness of 2mm, cooling, and standing at 25 deg.C and humidity of 50% for 7 days; and (2) testing: the glass and polycarbonate were lapped, placed at 25 ℃ and 50% humidity for 7 days, tested for shear strength, and observed for interfacial failure properties.
TABLE 1
As can be seen from the data in Table 1, the moisture curing mode of the reactive polyurethane hot melt adhesive is changed, the system is free of bubbles after being cured, and the adhesion of the system is improved through the nature of interface destruction.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (6)
1. The single-component reaction type polyurethane hot melt adhesive is characterized by comprising the following components in parts by weight: polyether glycol PPG 200010-20 parts, crystalline polyester glycol 15-35 parts, liquid polyester glycol 20-30 parts, thermoplastic acrylic resin 15-25 parts, diphenylmethane diisocyanate 5-10 parts, organic bismuth catalyst 0.001-0.01 part and isocyanate propyl triethoxysilane 5-10 parts.
2. The single-component reaction type polyurethane hot melt adhesive according to claim 1, wherein the polyether diol PPG2000 is hydroxyl-terminated polyether diol.
3. The single-component reactive polyurethane hot melt adhesive according to claim 1, wherein the crystalline polyester diol is hydroxyl-terminated polyester diol.
4. The single-component reactive polyurethane hot melt adhesive according to claim 3, wherein the crystalline polyester diol is a polyester diol having a molecular weight of 2000, which is obtained by polymerizing adipic acid and 1, 6-hexanediol.
5. The single-component reactive polyurethane hot melt adhesive according to claim 1, wherein the liquid polyester diol is a polyester diol having a molecular weight of 2000, which is obtained by polymerizing adipic acid and isoprene glycol.
6. The preparation method of the single-component reactive polyurethane hot melt adhesive as claimed in any one of claims 1 to 5, which is characterized in that polyether glycol PPG 200010-20 parts, crystalline polyester glycol 15-35 parts, liquid polyester glycol 20-30 parts and thermoplastic acrylic resin 15-25 parts are added into a three-neck flask, heated to 120-140 ℃, vacuum dried and dehydrated for 2h, and cooled to 95-105 ℃ under the protection of nitrogen; continuously adding 5-10 parts of diphenylmethane diisocyanate and 0.001-0.01 part of organic bismuth catalyst, reacting at 95-115 ℃ for 1-2h, adding 5-10 parts of isocyanatopropyltriethoxysilane, and reacting at 120 ℃ for 40-60 min.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646108A (en) * | 2020-12-19 | 2021-04-13 | 浙江埃菲东多新材料有限公司 | Composition of basic polymer containing hydroxyl |
| CN112646534A (en) * | 2020-12-24 | 2021-04-13 | 上海回天新材料有限公司 | Moisture-curing polyurethane hot melt adhesive for intelligent wearable products and preparation method thereof |
| CN114736642A (en) * | 2021-08-02 | 2022-07-12 | 无锡市万力粘合材料股份有限公司 | Reactive polyurethane hot melt adhesive for fabricated building and preparation method thereof |
| CN114907809A (en) * | 2022-05-13 | 2022-08-16 | 福建奥翔体育塑胶科技股份有限公司 | Moisture-curing single-component polyurethane adhesive with good weather resistance and preparation method and application thereof |
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Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101437861A (en) * | 2005-12-23 | 2009-05-20 | Sika技术股份公司 | Moisture-curing hotmelt adhesives comprising at least one silane-functional polyurethane prepolymer |
| CN102459487A (en) * | 2009-05-01 | 2012-05-16 | 莫门蒂夫性能材料股份有限公司 | Moisture curable silylated polymer compositions containing reactive modifiers |
| CN102492389A (en) * | 2011-12-15 | 2012-06-13 | 广州市白云化工实业有限公司 | Moisture-cured silicone modified polyurethane and hot melt adhesive composition and preparation method thereof |
| CN102702472A (en) * | 2010-12-22 | 2012-10-03 | 博斯蒂克股份公司 | Polyurethane with polyether and polyester blocks and alkoxysilane end group |
| CN103289631A (en) * | 2013-06-21 | 2013-09-11 | 上海智冠高分子材料有限公司 | Preparation method for reactive polyurethane hot melt composition and applications thereof |
| CN105367736A (en) * | 2015-12-01 | 2016-03-02 | 烟台德邦科技有限公司 | Preparation method for polyurethane hot melt adhesive with good reworking performance |
| CN105408382A (en) * | 2013-05-22 | 2016-03-16 | Sika技术股份公司 | Method for producing hot melt adhesives containing silane groups |
| CN107987778A (en) * | 2017-12-08 | 2018-05-04 | 杭州之江有机硅化工有限公司 | A kind of household electrical appliances reaction type polyurethane hot-melt adhesive and preparation method thereof |
| CN109536108A (en) * | 2018-11-14 | 2019-03-29 | 南通高盟新材料有限公司 | The moisture-curable polyurethane hot melt adhesive of high-strength high temperature-resistant and preparation method thereof for furniture surfacing |
-
2019
- 2019-12-24 CN CN201911346945.8A patent/CN111040715A/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101437861A (en) * | 2005-12-23 | 2009-05-20 | Sika技术股份公司 | Moisture-curing hotmelt adhesives comprising at least one silane-functional polyurethane prepolymer |
| CN102459487A (en) * | 2009-05-01 | 2012-05-16 | 莫门蒂夫性能材料股份有限公司 | Moisture curable silylated polymer compositions containing reactive modifiers |
| CN102702472A (en) * | 2010-12-22 | 2012-10-03 | 博斯蒂克股份公司 | Polyurethane with polyether and polyester blocks and alkoxysilane end group |
| CN102492389A (en) * | 2011-12-15 | 2012-06-13 | 广州市白云化工实业有限公司 | Moisture-cured silicone modified polyurethane and hot melt adhesive composition and preparation method thereof |
| CN105408382A (en) * | 2013-05-22 | 2016-03-16 | Sika技术股份公司 | Method for producing hot melt adhesives containing silane groups |
| CN103289631A (en) * | 2013-06-21 | 2013-09-11 | 上海智冠高分子材料有限公司 | Preparation method for reactive polyurethane hot melt composition and applications thereof |
| CN105367736A (en) * | 2015-12-01 | 2016-03-02 | 烟台德邦科技有限公司 | Preparation method for polyurethane hot melt adhesive with good reworking performance |
| CN107987778A (en) * | 2017-12-08 | 2018-05-04 | 杭州之江有机硅化工有限公司 | A kind of household electrical appliances reaction type polyurethane hot-melt adhesive and preparation method thereof |
| CN109536108A (en) * | 2018-11-14 | 2019-03-29 | 南通高盟新材料有限公司 | The moisture-curable polyurethane hot melt adhesive of high-strength high temperature-resistant and preparation method thereof for furniture surfacing |
Non-Patent Citations (1)
| Title |
|---|
| 夏磊等: "密封剂发展的新方向──硅改性密封剂", 《化工新型材料》 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646108A (en) * | 2020-12-19 | 2021-04-13 | 浙江埃菲东多新材料有限公司 | Composition of basic polymer containing hydroxyl |
| CN112646534A (en) * | 2020-12-24 | 2021-04-13 | 上海回天新材料有限公司 | Moisture-curing polyurethane hot melt adhesive for intelligent wearable products and preparation method thereof |
| CN115029098A (en) * | 2020-12-24 | 2022-09-09 | 上海回天新材料有限公司 | Moisture-curing polyurethane hot melt adhesive for intelligent wearable products and preparation method thereof |
| CN114736642A (en) * | 2021-08-02 | 2022-07-12 | 无锡市万力粘合材料股份有限公司 | Reactive polyurethane hot melt adhesive for fabricated building and preparation method thereof |
| CN114907809A (en) * | 2022-05-13 | 2022-08-16 | 福建奥翔体育塑胶科技股份有限公司 | Moisture-curing single-component polyurethane adhesive with good weather resistance and preparation method and application thereof |
| CN114907809B (en) * | 2022-05-13 | 2023-08-22 | 福建奥翔体育塑胶科技股份有限公司 | Moisture-curing single-component polyurethane adhesive with good weather resistance, and preparation method and application thereof |
| CN116285847A (en) * | 2023-02-14 | 2023-06-23 | 烟台德邦科技股份有限公司 | High-adhesion reactive polyurethane hot melt adhesive and preparation method thereof |
| CN116285847B (en) * | 2023-02-14 | 2024-08-16 | 烟台德邦科技股份有限公司 | High-adhesion reactive polyurethane hot melt adhesive and preparation method thereof |
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