CN115851208A - UV (ultraviolet) moisture dual-curing reaction type polyurethane hot melt adhesive and preparation method thereof - Google Patents
UV (ultraviolet) moisture dual-curing reaction type polyurethane hot melt adhesive and preparation method thereof Download PDFInfo
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- 229920000570 polyether Polymers 0.000 claims abstract description 13
- 239000011347 resin Substances 0.000 claims abstract description 13
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- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 6
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- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 10
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims description 6
- 229950000688 phenothiazine Drugs 0.000 claims description 6
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- 238000006297 dehydration reaction Methods 0.000 claims description 5
- -1 isocyano ethyl Chemical group 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 4
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 claims description 4
- 229920005990 polystyrene resin Polymers 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 4
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- 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 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 2
- 238000007599 discharging Methods 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 2
- 238000007789 sealing Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 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 2
- 230000002194 synthesizing effect Effects 0.000 claims 1
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- 238000012360 testing method Methods 0.000 description 10
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical group C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 6
- 238000013008 moisture curing Methods 0.000 description 6
- 238000005303 weighing Methods 0.000 description 5
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- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
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- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229920002160 Celluloid Polymers 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- 241000586313 Withania Species 0.000 description 1
- 235000001978 Withania somnifera Nutrition 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
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- 238000001514 detection method Methods 0.000 description 1
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- CHDFNIZLAAFFPX-UHFFFAOYSA-N ethoxyethane;oxolane Chemical compound CCOCC.C1CCOC1 CHDFNIZLAAFFPX-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
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- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention belongs to the technical field of reactive polyurethane hot melt adhesives, and relates to a UV moisture dual-curing reactive polyurethane hot melt adhesive and a preparation method thereof, wherein the hot melt adhesive comprises 15-45 parts of crystalline polyester polyol, 15-30 parts of non-crystalline polyester polyol, 15-30 parts of polyether polyol, 5-40 parts of polyol with acrylate, 5-20 parts of acrylic resin, 5-20 parts of petroleum resin, 10-30 parts of diisocyanate, 0.05-0.5 part of silane coupling agent, 0.05-0.5 part of catalyst, 0.5-3 parts of photoinitiator and other components in parts by weight. The UV moisture dual-curing reaction type polyurethane hot melt adhesive prepared by the invention has excellent initial and final bonding strength; the non-illuminated area still has higher bonding strength; the adhesive has the characteristics of quick bonding and fixation of UV adhesive and high reliability of polyurethane hot melt adhesive, and can meet the requirements of environmental protection, low odor and quick fixation and bonding in the field of electronic packaging.
Description
Technical Field
The invention belongs to the technical field of reactive polyurethane hot melt adhesives, and particularly relates to a UV (ultraviolet) moisture dual-curing reactive polyurethane hot melt adhesive and a preparation method thereof.
Background
With the increasing emphasis on the improvement of production efficiency in the electronic industry, UV glue and reactive polyurethane hot melt adhesive are becoming mainstream in electronic assembly. The UV glue can be rapidly cured by irradiation of ultraviolet light or visible light. The reactive polyurethane hot melt adhesive is in a solid state at room temperature, can be melted under the heating condition, is coated when being in a liquid or fluid state, is contacted with a second bonding substrate before cooling, can form solid glue with certain bonding strength after cooling, and then is further subjected to curing and crosslinking reaction with moisture in the air, so that high bonding strength is finally obtained. And the reactive polyurethane hot melt adhesive can form an adhesive line which is as narrow as less than 0.5mm, and has the advantages of low odor, low volatility, high strength, high reliability, quick positioning and bonding and the like.
However, with the increased awareness of people on environmental protection and the increased reports of skin irritation of sensitized monomers contained in the main acrylate UV adhesives, the field of electronic consumption gradually develops towards the reactive polyurethane hot melt adhesives. However, the UV adhesive can be quickly fixed by illumination, and although the environment-friendly nontoxic reactive polyurethane hot melt adhesive can obtain a certain strength by cooling a crystalline substance or a high-softening-point substance in a formula, the UV adhesive usually needs 10-20min for pressure maintaining and fixing, so that the production efficiency is reduced.
At present, UV moisture dual-curing UV glue is provided on the market, but some inside glue still contains sensitizing monomers, and some areas can not be illuminated with light, so that the strength is low, and only a non-flowing state can be maintained, thereby influencing practical application.
Therefore, there is a need for a method that achieves a higher initial intensity after illumination to meet the initial transport requirements; the bonding strength can be further improved through moisture curing, and the requirements of high bonding and high reliability are met; meanwhile, the higher intensity can be still kept in the area which can not be illuminated; and is environment-friendly and free of sensitized monomer.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a UV moisture dual-curing reaction type polyurethane hot melt adhesive and a preparation method thereof.
The specific technical scheme of the invention is as follows:
the invention provides a UV moisture dual-curing reaction type polyurethane hot melt adhesive which comprises the following components in parts by weight:
15-45 parts of crystalline polyester polyol, 15-30 parts of non-crystalline polyester polyol, 15-30 parts of polyether polyol, 5-40 parts of polyol with acrylate, 5-20 parts of acrylic resin, 5-20 parts of petroleum resin, 10-30 parts of diisocyanate, 0.05-0.5 part of silane coupling agent, 0.05-0.5 part of catalyst and 0.5-3 parts of photoinitiator
The UV moisture dual-curing reaction type polyurethane hot melt adhesive disclosed by the invention immediately obtains higher bonding strength after being irradiated by UV light, and meanwhile, the strength is continuously increased in subsequent contact with moisture, so that the UV moisture dual-curing reaction type polyurethane hot melt adhesive not only has the characteristics of rapid bonding and fixing of the UV adhesive, but also has the characteristic of high reliability of the polyurethane hot melt adhesive, and has higher curing strength after being cured under a dark condition.
Further, the synthesis method of the polyol with the acrylate comprises the following steps: dehydrating trifunctional polyalcohol, and heating to react with isocyano ethyl Methacrylate (MOI) or isocyano ethyl Acrylate (AOI), wherein appropriate amount of phenothiazine is added in the reaction; the molar ratio of the dehydration of the trifunctional polyol to the MOI or AOI is 1: (1-2); the phenothiazine is added in an amount of 0.005-0.02g per mol of trifunctional polyol, and the acrylate-bearing polyol is kept in a closed container for moisture insulation.
The invention adds the polyatomic alcohol with the acrylic ester, after illumination, double bond addition among the acrylic ester groups forms a network chain structure, and meanwhile, the crystallization of the crystallization type dihydric alcohol is cooled, and a certain cohesive strength can be provided. As moisture cures, the glue forms a large number of urethane groups and urea acetal structures that increase the adhesive and cohesive strength. The polyol with the acrylate can participate in illumination or moisture curing after reacting with the polyisocyanate, so that the strength of the polyol is still high under the condition of no illumination.
Further, the trifunctional polyol is a polyol having three functional groups, and all polyols having a functionality of 3 are referred to herein as trifunctional polyols. Comprises polyether triol, polycaprolactone triol or castor oil-based triol, wherein the polyether triol comprises polyether 307, polyether N3600 and Dasailu polycaprolactone 305T.
Further, the crystalline polyester polyol is preferably one or two of Withania creating Dynacoll 7330, dynacoll7340, dynacoll7360, dynacoll 7380, or Dynacoll 7390.
Further, the noncrystalline polyester polyol is preferably one or two of Dynacoll 7250, dynacoll 7255, asahi chemical FLP 2000N.
Further, the polyether polyol is one or two of polypropylene glycol, polytetrahydrofuran ether glycol or polymethyl tetrahydrofuran ether glycol; such as PPG1000, PPG2000, PTMG1000, PTMG2000, etc. The polyether polyol adopted by the invention is the polyol taking a polyether structure as a main repeating chain link, and can provide flexibility.
Further, the acrylate is a polymer or copolymer of an alkyl acrylate or methacrylate, such as one or more of WK502, WK501, BR113, BR115, ELVACITE 2044, ELVACITE 2927.
Further, the petroleum resin is one or more of C5 petroleum resin, C9 petroleum resin, polystyrene resin, aliphatic hydrocarbon modified polystyrene resin, such as Eschmann 3100, 3120, 3140.
Further, the diisocyanate is diphenylmethane-4, 4' -diisocyanate (MDI).
Further, the silane coupling agent is one or more of KH560, KH550, y-9669, A-189, mercaptopropyl trimethoxysilane and ALINK 597.
Further, the catalyst comprises one or two of dibutyltin dilaurate, stannous octoate, triethylene diamine and dimorpholinyl ethyl ether. The addition of the catalyst regulates the synthesis reaction and the final curing speed.
Further, the photoinitiator is one or more of photoinitiator TPO, TPO-L,184, 907 or 819. The photoinitiator can be any photoinitiator with good compatibility, and can be a component which is stable in the absence of illumination and absorbs energy to initiate free radical polymerization in the absence of illumination.
The second purpose of the invention is to provide a preparation method of the UV moisture dual-curing reactive polyurethane hot melt adhesive.
And (2) carrying out vacuum dehydration on crystalline polyester polyol, noncrystalline polyester polyol, polyether polyol, polyol with acrylate, acrylic resin and petroleum resin for 1.5-3h under the conditions of 110-150 ℃ and less than-0.095 MPa, reducing the temperature to 90-110 ℃ after the dehydration is finished, adding diisocyanate, heating to 110-120 ℃ for continuous reaction for 0.5-1h, adding a silane coupling agent, a catalyst and a photoinitiator, continuously stirring for 0.5-3h, breaking the vacuum, discharging, sealing and packaging to obtain the UV moisture dual-curing reactive polyurethane hot melt adhesive.
The invention has the beneficial effects that:
according to the UV moisture dual-curing reaction type polyurethane hot melt adhesive prepared by the invention, the polyol with the acrylate is added, after illumination, double bond addition among acrylate groups forms a network chain structure, and meanwhile, crystallization type dihydric alcohol is crystallized and cooled, so that a certain cohesive strength can be provided; meanwhile, in the subsequent contact with moisture, along with moisture curing, the glue forms a large number of carbamate groups and condensed urea structures to improve the bonding and cohesive strength, and the strength is continuously increased; has excellent initial and final bonding strength. The polyol with the acrylate can participate in illumination or moisture curing after reacting with the polyisocyanate, so that the strength of the polyol is still high under the condition of no illumination. The UV moisture dual-curing reaction type polyurethane hot melt adhesive disclosed by the invention has the characteristics of quick bonding and fixing of the UV adhesive, high reliability of the polyurethane hot melt adhesive and higher curing strength when cured under a dark condition.
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:
preparation of polyol with acrylate:
dehydrating 1mol of polycaprolactone triol 305T (Daluol (China) investment Co., ltd.) at 100 ℃ for 12h in advance for later use, cooling to 80 ℃, adding 1mol of MOI and 0.01g of phenothiazine into a reaction bottle, heating to 120 ℃, continuing to react for 90min, breaking vacuum by using nitrogen, filling into a closed container, insulating moisture for later use, and marking as prepolymer A-1.
Example 2:
preparation of polyol with acrylate:
1mol of polycaprolactone triol 305T (xylonite (China) investment Co., ltd.) is dehydrated for standby at 100 ℃ for 12h in advance, the temperature is reduced to 80 ℃, 1.25mol of MOI and 0.01g of phenothiazine are added into a reaction bottle, the reaction is continued for 90min after the temperature is increased to 120 ℃, the vacuum is broken by nitrogen, the mixture is filled into a closed container for standby, moisture is isolated, and the mixture is recorded as prepolymer A-2.
Example 3:
preparing a UV moisture dual-curing reaction type polyurethane hot melt adhesive:
weighing Dynacoll7360 g, yingchuang Dynacoll 7255 g, PPG2000 30g in a reaction kettle, dehydrating acrylic resin BR113 g, petroleum resin 10g and prepolymer A-1 90g for 2 hours at 140 ℃ under the reduced pressure of-0.095 MPa, then reducing the temperature to 100 ℃, adding diphenylmethane-4, 4' -diisocyanate (MDI) 70g, heating to 120 ℃, continuing to react for 45 minutes, then adding mercaptopropyl trimethoxy silane 1g, catalyst dimorpholinyl ethyl ether (DMDEE) 0.6g and photoinitiator TPO 3.5g, and continuing to react for 45 minutes. Then the nitrogen is broken into vacuum, and the mixture is filled into a special sealed container while the mixture is hot and waits for testing.
Example 4:
preparing a UV moisture dual-curing reaction type polyurethane hot melt adhesive:
weighing Dynacoll7360 g, yingchuang Dynacoll 7255 g, PPG2000 30g in a reaction kettle, dehydrating for 2 hours at 140 ℃ under the reduced pressure of-0.095 MPa, reducing the temperature to 100 ℃, adding MDI 67g, heating to 120 ℃ and continuing to react for 45 minutes, then adding 1g of mercaptopropyl trimethoxysilane, 0.6g of catalyst DEDME and 3.5g of photoinitiator TPO, and continuing to react for 45 minutes. Then the nitrogen is broken into vacuum, and the mixture is filled into a special sealed container while the mixture is hot and waits for testing.
Example 5:
preparing a UV moisture dual-curing reaction type polyurethane hot melt adhesive:
weighing Dynacoll7360 g, yingchuang Dynacoll 7255 g, PPG2000 30g in a reaction kettle, dehydrating for 2 hours at 140 ℃ under the reduced pressure of-0.095 MPa, reducing the temperature to 100 ℃, adding 50g of MDI, heating to 120 ℃ and continuing to react for 45 minutes, then adding 1g of mercaptopropyl trimethoxysilane, 0.6g of catalyst DEDME and 3.5g of photoinitiator TPO, and continuing to react for 45 minutes. Then the nitrogen is broken into vacuum, and the mixture is filled into a special sealed container while the mixture is hot and waits for testing.
Example 6:
preparing a UV moisture dual-curing reaction type polyurethane hot melt adhesive:
weighing Dynacoll7360 g, yingchuang Dynacoll 7255 g, PPG2000 30g in a reaction kettle, dehydrating for 2 hours at 140 ℃ and under the reduced pressure of-0.095 MPa, then reducing the temperature to 100 ℃, adding MDI 60g, heating to 120 ℃ and continuing to react for 45 minutes, then adding mercaptopropyl trimethoxysilane 1g, catalyst DMDEE 0.6g and photoinitiator TPO 3.5g, and continuing to react for 45 minutes. Then the nitrogen is broken into vacuum, and the mixture is filled into a special sealed container while the mixture is hot and waits for testing.
Comparative example 1:
weighing Dynacoll7360 g, yinhuangaol 7255 g, PPG2000 30g in a reaction kettle, acrylic resin BR113 g and petroleum resin 10g, dehydrating for 2h at 140 ℃ and under the reduced pressure of-0.095 MPa, then reducing the temperature to 100 ℃, adding MDI 40g, heating to 120 ℃ and continuing to react for 45 minutes, then adding mercaptopropyl trimethoxysilane 1g, catalyst DMDEE 0.6g and photoinitiator TPO 3.5g, and continuing to react for 45 minutes. Then the nitrogen is broken into vacuum, and the mixture is filled into a special sealed container while the mixture is hot and waits for testing.
The following performance tests were performed as required by the present invention:
1. sample, substrate and curing conditions
Selecting a substrate: PC +20% GF;
and (3) testing the drawing strength: dots of 3mm diameter;
the thickness of the colloid is as follows: 0.15mm;
stretching speed: 10mm for 1min;
curing conditions are as follows: curing at 25 ℃ and 50% humidity for 1min,5min and 24h;
UV light curing: 365nm (800mw 5 s);
testing the environmental temperature: at 25 ℃.
2. Strength test
The illumination intensity is as follows: dispensing glue with the diameter of 3mm to the surface of the base material, adding a 0.15mm gap sheet, pressing a second sheet, pressing for 10s by using a 1kg weight, irradiating for 5s by using a 365nm UV lamp, and maintaining the pressure for a fixed time.
No illumination intensity: dispensing glue with the diameter of 3mm to the surface of the base material, adding a 0.15mm gap sheet, pressing a second sheet, pressing for 10s by using a 1kg weight, and maintaining the pressure for a fixed time.
The results of the tests carried out on the hot melt adhesives obtained in examples 3 to 6 and comparative example 1 are given in the following table:
TABLE 1 test results of examples and comparative examples
As can be seen from the detection results in Table 1, the UV moisture dual-curing reaction type polyurethane hot melt adhesive prepared by adding the polyol with the acrylate has excellent initial and final bonding strength; the non-illuminated area still has higher bonding strength (the drawing strength is 3-4MPa under the condition of no illumination, and the application requirement is sufficiently met); the UV moisture dual-curing reaction type polyurethane hot melt adhesive prepared by adding the polyalcohol with the acrylate can participate in illumination and moisture curing, so that the strength of the polyurethane hot melt adhesive is still high under the condition of no illumination; the adhesive has the characteristics of quick bonding and fixing of UV adhesive and high reliability of polyurethane hot melt adhesive. In addition, the electronic packaging field can be met, the environment is protected, the smell is low, and the bonding requirements are fast fixed.
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 (10)
1. The UV moisture dual-curing reaction type polyurethane hot melt adhesive is characterized by comprising the following components in parts by weight:
15-45 parts of crystalline polyester polyol, 15-30 parts of non-crystalline polyester polyol, 15-30 parts of polyether polyol, 5-40 parts of polyol with acrylate, 5-20 parts of acrylic resin, 5-20 parts of petroleum resin, 10-30 parts of diisocyanate, 0.05-0.5 part of silane coupling agent, 0.05-0.5 part of catalyst and 0.5-3 parts of photoinitiator.
2. The UV moisture dual-curing reactive polyurethane hot melt adhesive according to claim 1, wherein the method for synthesizing the acrylate-containing polyol comprises the following steps: dehydrating trifunctional polyalcohol, and heating to react with isocyano ethyl Methacrylate (MOI) or isocyano ethyl Acrylate (AOI), wherein appropriate amount of phenothiazine is added in the reaction; the molar ratio of the dehydration of the trifunctional polyol to the MOI or AOI is 1: (1-2); phenothiazine is added in an amount of 0.005-0.02g per mol of trifunctional polyol.
3. The UV moisture dual-curable reactive polyurethane hot melt adhesive according to claim 2, wherein the trifunctional polyol is a polyol having three functional groups.
4. The UV moisture dual-curable reactive polyurethane hot melt adhesive according to claim 1, wherein the crystalline polyester polyol is one or both of Nove Dynacoll 7330, dynacoll7340, dynacoll7360, dynacoll 7380, or Dynacoll 7390; the noncrystalline polyester polyol is one or two of Yingchuang Dynacoll 7250, yingchuang Dynacoll 7255 and Asahi Chuan chemical FLP 2000N.
5. The UV moisture dual-curing reactive polyurethane hot melt adhesive according to claim 1, wherein the polyether polyol is one or two of polypropylene glycol, polytetrahydrofuran ether glycol or polymethyltetrahydrofuran ether glycol.
6. The UV moisture dual-curable reactive polyurethane hot melt adhesive according to claim 1, wherein said acrylate is a polymer or copolymer of an alkyl acrylate or methacrylate.
7. The UV moisture dual-curable reactive polyurethane hot melt adhesive according to claim 1, wherein the petroleum resin is one or more of a C5 petroleum resin, a C9 petroleum resin, a polystyrene resin or an aliphatic hydrocarbon modified polystyrene resin.
8. The UV moisture dual-curing reactive polyurethane hot melt adhesive according to claim 1, wherein the silane coupling agent is one or more of KH560, KH550, y-9669, A-189, mercaptopropyl trimethoxysilane, ALINK 597; the catalyst comprises one or two of dibutyltin dilaurate, stannous octoate, triethylene diamine and dimorpholinyl diethyl ether.
9. The UV moisture dual-curing reactive polyurethane hot melt adhesive according to claim 1, wherein the photoinitiator is one or more of photoinitiator TPO, TPO-L,184, 907 or 819.
10. The preparation method of the UV moisture dual-curing reactive polyurethane hot melt adhesive according to any one of claims 1 to 9, characterized in that crystalline polyester polyol, amorphous polyester polyol, polyether polyol, polyol with acrylate, acrylic resin and petroleum resin are dehydrated under vacuum at 110-150 ℃ and under the pressure of-0.095 MPa for 1.5-3h, after dehydration is finished, the temperature is reduced to 90-110 ℃, diisocyanate is added, the temperature is increased to 110-120 ℃, the reaction is continued for 0.5-1h, then silane coupling agent, catalyst and photoinitiator are added, the stirring is continued for 0.5-3h, the vacuum is broken, the discharging is carried out, and the UV moisture dual-curing reactive polyurethane hot melt adhesive is obtained after sealing and packaging.
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105131896A (en) * | 2015-10-13 | 2015-12-09 | 烟台德邦科技有限公司 | Method for preparing polyurethane hot melt adhesive capable of achieving quick positioning |
CN105255435A (en) * | 2015-10-19 | 2016-01-20 | 烟台德邦科技有限公司 | Preparation method of photo-moisture dual cured hot melt polyurethane sealant |
CN114774066A (en) * | 2022-05-17 | 2022-07-22 | 烟台信友新材料有限公司 | Fast-positioning low-shrinkage UV (ultraviolet) moisture dual-curing polyurethane hot melt adhesive and preparation method thereof |
CN115181535A (en) * | 2022-08-11 | 2022-10-14 | 苏州合邦鑫材科技有限公司 | Ultraviolet light-moisture dual-curing polyurethane hot melt adhesive and preparation method thereof |
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- 2022-12-06 CN CN202211554880.8A patent/CN115851208A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105131896A (en) * | 2015-10-13 | 2015-12-09 | 烟台德邦科技有限公司 | Method for preparing polyurethane hot melt adhesive capable of achieving quick positioning |
CN105255435A (en) * | 2015-10-19 | 2016-01-20 | 烟台德邦科技有限公司 | Preparation method of photo-moisture dual cured hot melt polyurethane sealant |
CN114774066A (en) * | 2022-05-17 | 2022-07-22 | 烟台信友新材料有限公司 | Fast-positioning low-shrinkage UV (ultraviolet) moisture dual-curing polyurethane hot melt adhesive and preparation method thereof |
CN115181535A (en) * | 2022-08-11 | 2022-10-14 | 苏州合邦鑫材科技有限公司 | Ultraviolet light-moisture dual-curing polyurethane hot melt adhesive and preparation method thereof |
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