CN113025257A - Adhesive and preparation method and application thereof - Google Patents
Adhesive and preparation method and application thereof Download PDFInfo
- Publication number
- CN113025257A CN113025257A CN202110301844.XA CN202110301844A CN113025257A CN 113025257 A CN113025257 A CN 113025257A CN 202110301844 A CN202110301844 A CN 202110301844A CN 113025257 A CN113025257 A CN 113025257A
- Authority
- CN
- China
- Prior art keywords
- resin
- adhesive
- parts
- diisocyanate
- antioxidant
- 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
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- 239000000853 adhesive Substances 0.000 title claims abstract description 83
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 83
- 238000002360 preparation method Methods 0.000 title abstract description 21
- 239000002023 wood Substances 0.000 claims abstract description 38
- 229920005989 resin Polymers 0.000 claims abstract description 37
- 239000011347 resin Substances 0.000 claims abstract description 37
- 239000002994 raw material Substances 0.000 claims abstract description 20
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 15
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 13
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 9
- 239000012948 isocyanate Substances 0.000 claims abstract description 9
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 9
- 229920000570 polyether Polymers 0.000 claims abstract description 9
- 229920005862 polyol Polymers 0.000 claims abstract description 9
- 150000003077 polyols Chemical class 0.000 claims abstract description 9
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 6
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 239000012295 chemical reaction liquid Substances 0.000 claims description 15
- -1 poly-1, 4-butanediol adipate diol Chemical class 0.000 claims description 15
- 229920001451 polypropylene glycol Polymers 0.000 claims description 11
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 9
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 230000018044 dehydration Effects 0.000 claims description 8
- 238000006297 dehydration reaction Methods 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 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 description 7
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 claims description 7
- 239000013032 Hydrocarbon resin Substances 0.000 claims description 6
- 229920006270 hydrocarbon resin Polymers 0.000 claims description 6
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 claims description 6
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 5
- 238000005253 cladding Methods 0.000 claims description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 claims description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 4
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 4
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 229940116351 sebacate Drugs 0.000 claims description 4
- 150000003505 terpenes Chemical class 0.000 claims description 4
- 235000007586 terpenes Nutrition 0.000 claims description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 229920006272 aromatic hydrocarbon resin Polymers 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 2
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 claims description 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 2
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims description 2
- 229920001610 polycaprolactone Polymers 0.000 claims description 2
- 239000004632 polycaprolactone Substances 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 238000007688 edging Methods 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 21
- 239000011248 coating agent Substances 0.000 abstract description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- 238000001723 curing Methods 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 12
- 239000004831 Hot glue Substances 0.000 description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 8
- 239000004814 polyurethane Substances 0.000 description 8
- 229920002635 polyurethane Polymers 0.000 description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000003848 UV Light-Curing Methods 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000005587 bubbling Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000013008 moisture curing Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- AXKZIDYFAMKWSA-UHFFFAOYSA-N 1,6-dioxacyclododecane-7,12-dione Chemical compound O=C1CCCCC(=O)OCCCCO1 AXKZIDYFAMKWSA-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012528 membrane Substances 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
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
-
- 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
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
-
- 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
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2207/00—Properties characterising the ingredient of the composition
- C08L2207/04—Thermoplastic elastomer
Abstract
The invention provides an adhesive and a preparation method and application thereof, wherein the adhesive comprises the following raw materials in parts by weight: 10-30 parts of polyether polyol; 50-80 parts of crystalline polyester polyol; 5-15 parts of isocyanate; 5-15 parts of thermoplastic resin; 2-10 parts of tackifying resin; 0.1-0.6 part of antioxidant; 0.05-0.5 part of catalyst. The adhesive has the characteristics of excellent initial adhesion strength and final adhesion strength, high curing speed and good heat resistance, and is particularly suitable for coating wood lines.
Description
Technical Field
The invention belongs to the field of polyurethane adhesives, relates to an adhesive, a preparation method and an application thereof, and particularly relates to an adhesive for coating wood lines, a preparation method and an application thereof.
Background
In the woodworking industry, in order to achieve the effects of beauty and protection, the surface of furniture is usually coated, and a film material with various textures is coated on a substrate. Solvent type glue and traditional hot melt adhesive are used for bonding a film material and a substrate, the solvent type glue has good bonding performance, but the initial bonding strength is weak, and a large amount of solvent volatilizes to influence the environment and the health of workers; the traditional hot melt adhesive has good initial adhesion strength, but has weak final adhesion effect and poor heat resistance. The moisture-curing polyurethane hot melt adhesive has high initial adhesion strength and final adhesion strength, has good heat resistance, belongs to an environment-friendly type, is gradually replacing solvent type glue and traditional hot melt adhesive, is rapidly developed in the woodworking industry in recent years, and is applied to the fields of coating, flat pasting, edge sealing, honeycombing and the like.
The wood strip and veneer coating method is generally that after the wood strip and veneer coating are bonded by an adhesive, paint is carried out after curing for a period of time, and then light curing is carried out through a UV channel. The adhesive is required to have very high initial adhesion strength in the wood strip coating process, so that the adhesive cannot rebound after being off-line from a coating machine, the curing speed is high, and the final adhesion strength is better. After the wood veneer film is adhered by the adhesive for wood line cladding, paint is required to be brushed after curing for a period of time, and then UV curing is carried out. Therefore, the adhesive for coating the wood strands is required to have higher initial adhesion, curing speed, final adhesion, heat resistance and the like.
CN108559437A discloses a reactive polyurethane hot melt adhesive and a preparation method thereof. The reactive polyurethane hot melt adhesive disclosed by the invention has the advantages of excellent flame retardance and cohesiveness, and has the characteristics of high curing speed, high final bonding strength, good environmental resistance, low atomization value and the like, is particularly suitable for being used in the field with higher flame retardance requirement, and has good market prospect. However, the initial adhesive strength and heat resistance of the reactive polyurethane hot melt adhesive of the invention still need to be further improved.
CN107338017A discloses a polyurethane adhesive for a high-temperature-resistant washing reflective material, which has excellent adhesiveness and temperature resistance, excellent yellowing resistance, low cost and convenient processing, and can not easily turn yellow after being exposed to the sun for a long time. However, the adhesive is suitable for the field of reflective materials, particularly has more outstanding adhesive force between the reflective materials and the base material, and can not be used for coating wood lines, and the invention does not specifically mention initial adhesive strength and final adhesive strength.
CN107502173A discloses a moisture-curing polyurethane hot melt adhesive for edge sealing of a plate, which comprises components such as liquid polyester polyol, solid polyester polyol, isocyanate, thermoplastic resin, tackifying resin and the like, and the adhesive has the advantages of good compatibility among the components, quick positioning, high initial adhesion strength and final adhesion strength and the like, and is particularly suitable for edge sealing of the plate. However, the heat resistance of the moisture-curable polyurethane hot-melt adhesive of the invention is yet to be further improved.
Therefore, in the art, it is desired to develop an adhesive suitable for coating wood strands, which has high initial adhesion strength and final adhesion strength, a high curing speed, and good heat resistance.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide an adhesive and a preparation method and application thereof, in particular to an adhesive for coating wood lines and a preparation method and application thereof. The adhesive has the characteristics of excellent initial adhesion strength and final adhesion strength, high curing speed and good heat resistance, and is particularly suitable for coating wood lines.
In order to achieve the purpose, the invention adopts the following technical scheme:
on one hand, the invention provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
in the invention, the crystalline polyester polyol has a faster crystallization rate, can shorten the opening time and improve the initial adhesion strength, and meanwhile, the addition of macromolecular thermoplastic resin has high polymer entanglement degree, increases the cohesive energy of the adhesive and can provide high initial adhesion. The polyether polyol is not crystallized, has good flexibility, can be used for adjusting the opening time, can also improve the wetting effect on a base material, and improves the bonding strength. The tackifying resin has excellent polymer compatibility, and can improve the compatibility of an adhesive system, thereby improving the fluidity and the initial adhesion.
In the present invention, the polyether polyol may be used in an amount of 10 parts, 13 parts, 15 parts, 18 parts, 20 parts, 24 parts, 27 parts, 30 parts, or the like, in the raw materials for preparing the adhesive.
In the present invention, the crystalline polyester polyol may be used in an amount of 50 parts, 55 parts, 60 parts, 65 parts, 70 parts, 75 parts, 80 parts, or the like, in the raw materials for preparing the adhesive.
In the present invention, the amount of isocyanate used in the raw materials for preparing the adhesive may be 5 parts, 8 parts, 10 parts, 13 parts, 15 parts, or the like.
In the present invention, the thermoplastic resin may be used in an amount of 5 parts, 8 parts, 10 parts, 13 parts, 15 parts, or the like, in the raw materials for preparing the adhesive.
In the present invention, the tackifier resin may be used in an amount of 2 parts, 3 parts, 5 parts, 7 parts, 9 parts, 10 parts, or the like, in the raw materials for preparing the adhesive.
In the invention, the antioxidant can be used in an amount of 0.1 part, 0.2 part, 0.3 part, 0.4 part, 0.5 part or 0.6 part in the raw materials for preparing the adhesive.
In the present invention, the amount of the catalyst used in the raw materials for preparing the adhesive may be 0.05 parts, 0.08 parts, 0.1 parts, 0.2 parts, 0.3 parts, 0.4 parts, 0.5 parts, or the like.
In the present invention, the polyether polyol has a number average molecular weight of 1000-4000, such as 1000, 2000, 3000 or 4000.
Preferably, the polyether polyol comprises a polyoxypropylene glycol and/or a polyethylene glycol.
In the present invention, the number average molecular weight of the crystalline polyester polyol is 2000-8500, for example, 2000, 3000, 4000, 5000, 6000, 7000, 8000 or 8500 and the like.
Preferably, the crystalline polyester polyol comprises any one of or a combination of at least two of poly-1, 4-butanediol adipate diol, poly-1, 6-hexanediol adipate diol, poly-hexanediol sebacate diol, poly-decanedioate-1, 6-hexanediol dodecanoate diol, or polycaprolactone. Combinations of the at least two, such as poly-1, 4-butylene adipate glycol and poly-1, 6-hexanediol adipate glycol, poly-hexanediol sebacate glycol and poly-decanediol sebacate glycol, and poly-1, 6-hexanediol dodecanoate glycol, and the like.
In the present invention, the isocyanate includes any one of isophorone diisocyanate, diphenylmethane diisocyanate, toluene diisocyanate, hexamethylene diisocyanate, 4' -dicyclohexylmethane diisocyanate, naphthalene diisocyanate, xylylene diisocyanate, or cyclohexanedimethylene diisocyanate, or a combination of at least two thereof. Combinations of the at least two, such as isophorone diisocyanate and diphenylmethane diisocyanate, toluene diisocyanate and hexamethylene diisocyanate, and 4,4' -dicyclohexylmethane diisocyanate, and the like.
In the present invention, the thermoplastic resin includes any one of an acrylic resin, a Thermoplastic Polyurethane (TPU) resin, or an ethylene-vinyl acetate copolymer (EVA) resin, or a combination of at least two thereof. Combinations of the at least two, such as acrylic and TPU resins, acrylic and EVA resins, and the like.
In the present invention, specific designations of the thermoplastic resin include TPU 508, TPU 501, Mitsubishi acrylic BR 116 or Cysto CapaTM6500C, etc.
In the present invention, the softening point of the tackifier resin is 75 to 120 ℃, for example, 75 ℃, 80 ℃, 90 ℃, 100 ℃, 110 ℃ or 120 ℃.
Preferably, the tackifying resin comprises any one of rosin resin, terpene resin, hydrocarbon resin, styrene resin or coumarone resin or a combination of at least two thereof. Combinations of the at least two, for example, rosin resins and terpene resins, hydrocarbon resins and styrene resins, coumarone resins, and the like.
Preferably, specific grades of the tackifying resin include Istmann Kristalex 3100, Luteger TN 120 or Luteger TK 100, and the like.
Preferably, the hydrocarbon resin comprises any one of a C5 resin, a C9 resin, or a C9-modified C5 resin, or a combination of at least two thereof. Combinations of the at least two, such as C5 resin and C9 resin, C5 resin and C9 modified C5 resin, and the like.
In the present invention, the antioxidant includes any one of antioxidant 1010, antioxidant 1076 or antioxidant 168 or a combination of at least two thereof. Combinations of the at least two, such as antioxidant 1010 and antioxidant 1076, antioxidant 1076 and antioxidant 168, and the like.
Preferably, the catalyst comprises any one of dibutyltin dilaurate, stannous octoate, dimorpholinodiethyl ether, isotriethylenediamine, or N-methylimidazole, or a combination of at least two thereof. Combinations of the at least two, such as dibutyltin dilaurate and stannous octoate, dimorpholinodiethyl ether and dimorpholinodiethyl ether, and isotridecyldiamine, and the like.
In another aspect, the present invention also provides a preparation method of the adhesive, the preparation method comprising the following steps:
(1) mixing polyether polyol, crystalline polyester polyol, thermoplastic resin, tackifying resin and antioxidant, heating and vacuum dehydrating;
(2) cooling, adding isocyanate into the reaction liquid in the step (1), heating and reacting;
(3) and (3) adding a catalyst into the reaction liquid obtained in the step (2) for reaction, and performing vacuum defoaming to obtain the adhesive.
In the present invention, the heating in step (1) is performed to 120-.
Preferably, the vacuum dehydration time in step (1) is 2-3h, such as 2h, 2.5h or 3 h.
Preferably, the vacuum degree of the vacuum dehydration in the step (1) is-0.095 to-0.1 MPa, such as-0.095 MPa, -0.096MPa, -0.097MPa, -0.098MPa, -0.099MPa or-0.1 MPa.
Preferably, the vacuum dehydration in step (1) requires dehydration to a moisture content of 200ppm or less, such as 200ppm, 180ppm, 150ppm, 100ppm or 50ppm, etc.
Preferably, the temperature reduction in step (2) is to be 80-85 ℃, such as 80 ℃, 81 ℃, 82 ℃, 83 ℃, 84 ℃ or 85 ℃ and the like.
Preferably, the isocyanate addition in step (2) is carried out under the protection of a protective gas.
Preferably, the protective gas is nitrogen.
Preferably, the temperature rise in step (2) is 110-120 ℃, such as 110 ℃, 112 ℃, 114 ℃, 116 ℃, 118 ℃ or 120 ℃ and the like.
Preferably, the reaction time in step (2) is 1-1.5h, such as 1h, 1.1h, 1.2h, 1.3h, 1.4h or 1.5h, etc.
Preferably, the reaction time in step (3) is 15-30min, such as 15min, 18min, 20min, 22min, 24min, 26min, 28min or 30 min.
Preferably, the time for vacuum defoaming in step (3) is 15-30min, such as 15min, 18min, 20min, 22min, 24min, 26min, 28min or 30 min.
In a further aspect, the invention provides the use of an adhesive as described above in the field of wood strip cladding or woodworking edge banding.
Compared with the prior art, the invention has at least the following beneficial effects:
according to the invention, the crystalline polyester polyol and the thermoplastic resin are compounded for use, the prepared adhesive has high viscosity, good fluidity and good construction performance, has the characteristics of excellent initial adhesion strength (peel strength after curing for 5 min: 24-29N/20 mm), final adhesion strength and high curing speed, can realize quick positioning, and is particularly suitable for wood line coating, when the adhesive is used as the adhesive for coating the wood skin film by using the wood line, the coated wood skin film does not rebound or edge warping, the production efficiency is improved, the film material can be damaged in a short time, and after the wood line coating is finished, the adhesive shows good heat resistance after being cured for 6-8 h.
Detailed Description
The technical solution of the present invention is further explained by the following embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
Example 1
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 100 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene diol (Mn is 1000) and polyoxypropylene diol (Mn is 2000), poly-1, 6-hexanediol adipate diol, TPU 508, Istmann Kristalex 3100 and antioxidant 1010, heating to 120 ℃, and dehydrating in vacuum for 2h under the vacuum degree of-0.098 MPa until the water content is 200 ppm;
(2) cooling to 85 ℃, adding diphenylmethane diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 110 ℃, and reacting for 1.5 h;
(3) and (3) adding dimorpholinyl diethyl ether into the reaction liquid obtained in the step (2) to react for 15min, and then defoaming in vacuum for 20min to obtain the adhesive.
Example 2
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 120 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene glycol and polyethylene glycol, poly-1, 6-hexanediol adipate glycol and poly-1, 4-butanediol adipate glycol, TPU 501, Luteger TN 120, an antioxidant 1010 and an antioxidant 1076, heating to 130 ℃, and dehydrating in vacuum for 2 hours at the vacuum degree of-0.098 MPa until the moisture content is 100 ppm;
(2) cooling to 83 ℃, adding toluene diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 112 ℃, and reacting for 1.4 h;
(3) and (3) adding dimorpholinyl diethyl ether into the reaction liquid obtained in the step (2) to react for 20min, and then carrying out vacuum defoaming for 15min to obtain the adhesive.
Example 3
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 100 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene glycol (Mn ═ 1000) and polyoxypropylene glycol (Mn ═ 4000), poly 1, 6-hexanediol dodecacarbonate diol and poly 1, 4-butanediol adipate diol, Mitsubishi acrylic acid BR 116, Ltteger TK 100 and antioxidant 1010, heating to 125 ℃, and dehydrating in vacuum for 2.5h under the vacuum degree of-0.095 MPa until the moisture content is 150 ppm;
(2) cooling to 82 ℃, adding diphenylmethane diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 114 ℃, and reacting for 1.3 h;
(3) and (3) adding dibutyltin dilaurate into the reaction liquid obtained in the step (2) to react for 25min, and then defoaming in vacuum for 15min to obtain the adhesive.
Example 4
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 75 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene glycol, poly-1, 6-hexanediol adipate glycol, and Cysto CapaTM6500C, Istmann Kristalex 3100 and antioxidant 1010, heating to 122 deg.C, vacuum dehydrating for 2.5h under-0.095 MPa until the water content is 120 ppm;
(2) cooling to 80 ℃, adding diphenylmethane diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 116 ℃, and reacting for 1.2 h;
(3) and (3) adding dimorpholinyl diethyl ether and dibutyltin dilaurate into the reaction solution obtained in the step (2) to react for 30min, and then defoaming in vacuum for 25min to obtain the adhesive.
Example 5
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 100 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene diol (Mn 1000) and polyoxypropylene diol (Mn 2000), poly-1, 6-hexanediol adipate diol, and Pittos CapaTM6500C, Istmann Kristalex 3100 and antioxidant 1010, addingHeating to 128 deg.C, vacuum dehydrating for 3 hr under-0.1 MPa to water content of 80 ppm;
(2) cooling to 82 ℃, adding diphenylmethane diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 118 ℃, and reacting for 1.1 h;
(3) and (3) adding dimorpholinyl diethyl ether into the reaction liquid obtained in the step (2) to react for 20min, and then carrying out vacuum defoaming for 25min to obtain the adhesive.
Example 6
The embodiment provides an adhesive, and the raw materials for preparing the adhesive comprise the following components in parts by weight:
wherein the softening point of the tackifying resin is 100 ℃.
The preparation method comprises the following steps:
(1) mixing polyoxypropylene glycol, poly-1, 6-hexanediol adipate glycol, TPU 508, Istmann Kristalex 3100, an antioxidant 1076 and an antioxidant 168, heating to 126 ℃, and dehydrating in vacuum for 3 hours at the vacuum degree of-0.1 MPa until the moisture content is 50 ppm;
(2) cooling to 85 ℃, adding toluene diisocyanate into the reaction liquid in the step (1) under the protection of nitrogen, heating to 120 ℃, and reacting for 1 h;
(3) and (3) adding dimorpholinyl diethyl ether into the reaction liquid obtained in the step (2) to react for 30min, and then carrying out vacuum defoaming for 30min to obtain the adhesive.
Comparative example 1
This comparative example differs from example 1 only in that no polyhexamethylene adipate 1, 6-diol ester diol was included in the starting materials for the preparation.
Comparative example 2
This comparative example differs from example 1 only in that no thermoplastic resin was included in the raw materials for preparation.
Comparative example 3
This comparative example is different from example 1 only in that the weight part of the thermoplastic resin in the preparation raw material was 3 parts.
Comparative example 4
This comparative example is different from example 1 only in that the weight part of the thermoplastic resin in the preparation raw material was 20 parts.
The adhesives of examples 1-6 and comparative examples 1-4 were tested for performance by the following methods:
(1) and (3) viscosity testing: testing was performed according to GB/T2794-1995 by a Brookfield DV viscometer, spindle # 27, at 130 ℃;
(2) open time test: according to HG/T3716-2003, an adhesive at 120 ℃ is coated on a substrate, and the open time is tested by using kraft paper;
(3) and (3) testing the peel strength: according to GB/T2790-1995, an adhesive at 120 ℃ is uniformly coated on a solid wood substrate with the width of 20mm, a wood membrane is quickly attached, then pressing is carried out, curing is carried out in the environment with the temperature of 23 ℃ and 50% RH, and the peel strength under different curing time is tested;
(4) the rebound situation: coating the wood strip with the wood skin film by using a coating machine, and observing whether the curved surface and the corners of the wood skin film bounce or not after the wood strip is off-line;
(5) UV channel: curing the coated wood strips at room temperature for 7 hours, and then passing the wood strips through a UV light curing channel to observe whether bubbling occurs or not;
(6) fluidity: the fluidity was observed according to the application of the adhesive on the coating machine.
The results of the performance tests are shown in table 1.
TABLE 1
Remarking: the film breakage in the table indicates that the substrate was broken, indicating that the adhesion effect was good.
As can be seen from Table 1, the adhesive prepared in the embodiments 1-6 of the invention has high viscosity, good fluidity and good construction performance, is particularly suitable for wood line cladding, has excellent initial adhesion strength (peel strength after curing for 5 min: 24-29N/20 mm) and final adhesion strength, can realize quick positioning, has high curing speed, does not rebound or edge warping, can achieve film material damage in a short time, and shows good heat resistance after the adhesive is cured for 6-8h after wood line cladding is completed, thereby improving the production efficiency.
Compared with the example 1, the adhesive prepared in the comparative examples 1-2 has lower viscosity, poorer initial adhesion strength and final adhesion strength, a coating machine is used for coating the wood lines with the wood skin film, the wood lines have a rebound phenomenon after being off-line, and the adhesive has a bubbling phenomenon after passing through a UV light curing channel. This shows that the adhesive prepared by compounding the crystalline polyester polyol and the thermoplastic resin has good comprehensive performance.
Compared with the example 1, the adhesive prepared in the comparative example 3 has poor initial adhesion strength, a wood strip is coated by a wood skin film by using a coating machine, and the phenomenon of rebound occurs after the wood strip is off-line. The adhesive prepared in comparative example 4 had slightly inferior initial tack strength compared to example 1. The content of the thermoplastic resin is in a limited range, so that the prepared adhesive has good initial adhesion strength and final adhesion strength, a wrapping machine is used for wrapping the wood lines with the wood skin film, and the phenomenon of rebound does not occur after the wood lines are off-line.
The applicant states that the invention is illustrated by the above examples of the adhesive of the invention and the preparation method and application thereof, but the invention is not limited to the above examples, i.e. it does not mean that the invention must be implemented by means of the above examples. It should be understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (10)
1. The adhesive is characterized by comprising the following raw materials in parts by weight:
2. the adhesive according to claim 1, wherein the polyether polyol has a number average molecular weight of 1000-4000;
preferably, the polyether polyol comprises a polyoxypropylene glycol and/or a polyethylene glycol.
3. The adhesive according to claim 1 or 2, wherein the number average molecular weight of the crystalline polyester polyol is 2000-8500;
preferably, the crystalline polyester polyol comprises any one of or a combination of at least two of poly-1, 4-butanediol adipate diol, poly-1, 6-hexanediol adipate diol, poly-hexanediol sebacate diol, poly-decanedioate-1, 6-hexanediol dodecanoate diol, or polycaprolactone.
4. Adhesive according to any of claims 1-3, wherein the isocyanate comprises any one or a combination of at least two of isophorone diisocyanate, diphenylmethane diisocyanate, toluene diisocyanate, hexamethylene diisocyanate, 4' -dicyclohexylmethane diisocyanate, naphthalene diisocyanate, xylylene diisocyanate or cyclohexanedimethylene diisocyanate.
5. The adhesive according to any one of claims 1 to 4, wherein the thermoplastic resin comprises any one of an acrylic resin, a thermoplastic polyurethane resin, or an ethylene-vinyl acetate copolymer resin, or a combination of at least two thereof.
6. An adhesive according to any one of claims 1 to 5 wherein the tackifying resin has a softening point of from 75 to 120 ℃;
preferably, the tackifying resin comprises any one of rosin resin, terpene resin, hydrocarbon resin, styrene resin or coumarone resin or a combination of at least two of the rosin resin, the terpene resin, the hydrocarbon resin, the styrene resin or the coumarone resin;
preferably, the hydrocarbon resin comprises any one of a C5 resin, a C9 resin, or a C9-modified C5 resin, or a combination of at least two thereof.
7. The adhesive according to any one of claims 1 to 6, wherein the antioxidant comprises any one of antioxidant 1010, antioxidant 1076 or antioxidant 168 or a combination of at least two thereof;
preferably, the catalyst comprises any one of dibutyltin dilaurate, stannous octoate, dimorpholinodiethyl ether, isotriethylenediamine, or N-methylimidazole, or a combination of at least two thereof.
8. Method for preparing an adhesive according to any one of claims 1 to 7, characterized in that it comprises the following steps:
(1) mixing polyether polyol, crystalline polyester polyol, thermoplastic resin, tackifying resin and antioxidant, heating and vacuum dehydrating;
(2) cooling, adding isocyanate into the reaction liquid in the step (1), heating and reacting;
(3) and (3) adding a catalyst into the reaction liquid obtained in the step (2) for reaction, and performing vacuum defoaming to obtain the adhesive.
9. The method as claimed in claim 8, wherein the heating in step (1) is performed to 120-130 ℃;
preferably, the vacuum dehydration time of the step (1) is 2-3 h;
preferably, the vacuum degree of the vacuum dehydration in the step (1) is-0.095 to-0.1 MPa;
preferably, the vacuum dehydration in the step (1) needs dehydration until the moisture content is less than or equal to 200 ppm;
preferably, the temperature reduction in the step (2) is to be reduced to 80-85 ℃;
preferably, the isocyanate addition in the step (2) is carried out under the protection of protective gas;
preferably, the protective gas is nitrogen;
preferably, the temperature rise in the step (2) is to be 110-120 ℃;
preferably, the reaction time of the step (2) is 1-1.5 h;
preferably, the reaction time of the step (3) is 15-30 min;
preferably, the time for vacuum defoaming in the step (3) is 15-30 min.
10. Use of an adhesive according to any one of claims 1 to 7 in wood strand cladding or woodworking edging.
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| WO2017088765A1 (en) * | 2015-11-24 | 2017-06-01 | 上海天洋热熔粘接材料股份有限公司 | Method for preparing modified wet-cured polyurethane hot melt adhesive |
| CN111019582A (en) * | 2019-12-02 | 2020-04-17 | 上海康达化工新材料集团股份有限公司 | Reactive polyurethane hot melt adhesive for household appliance sealing and preparation method thereof |
| CN111662671A (en) * | 2020-07-22 | 2020-09-15 | 北京高盟新材料股份有限公司 | Reactive polyurethane hot melt adhesive for bonding aluminum plate and wood veneer and preparation method thereof |
| CN111849408A (en) * | 2020-06-22 | 2020-10-30 | 上海回天新材料有限公司 | Moisture-curing polyurethane hot melt adhesive with high initial adhesion strength and preparation method thereof |
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- 2021-03-22 CN CN202110301844.XA patent/CN113025257A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2017088765A1 (en) * | 2015-11-24 | 2017-06-01 | 上海天洋热熔粘接材料股份有限公司 | Method for preparing modified wet-cured polyurethane hot melt adhesive |
| CN111019582A (en) * | 2019-12-02 | 2020-04-17 | 上海康达化工新材料集团股份有限公司 | Reactive polyurethane hot melt adhesive for household appliance sealing and preparation method thereof |
| CN111849408A (en) * | 2020-06-22 | 2020-10-30 | 上海回天新材料有限公司 | Moisture-curing polyurethane hot melt adhesive with high initial adhesion strength and preparation method thereof |
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