CN112662367B - Polyurethane hot melt adhesive for bonding polypropylene plastic and preparation method thereof - Google Patents
Polyurethane hot melt adhesive for bonding polypropylene plastic and preparation method thereof Download PDFInfo
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Abstract
The invention discloses a polyurethane hot melt adhesive for bonding polypropylene plastics and a preparation method thereof, wherein the polyurethane hot melt adhesive is prepared from polyester polyol, polyether polyol, polybutadiene diol, polyisocyanate, tackifying resin, a catalyst, a silane modified prepolymer and a chain extender; putting polyester polyol, polyether polyol and tackifying resin in a reaction kettle; melting and dewatering, adding polyisocyanate for polymerization after cooling, and gradually dripping polybutadiene diol for reaction; then heating and adding a chain extender for reaction; then adding catalyst and coupling agent to react, evacuating and defoaming, discharging and insulating moisture for storage. The invention leads polybutadiene diol to be embedded in the polyurethane molecular chain segment to reduce the polarity of a polyurethane system; the compatibility of the nonpolar tackifying resin and a polyurethane system is improved, so that the polyurethane hot melt adhesive has excellent wettability and adhesiveness to polypropylene plastics; the silane modified prepolymer is added to enhance the bonding force of the polyurethane adhesive to the bonded base material.
Description
Technical Field
The invention relates to a reactive polyurethane hot melt adhesive and a preparation method thereof, and is particularly suitable for the field of polypropylene plastic bonding.
Background
The reactive polyurethane hot melt adhesive (PUR for short) is a single-component moisture curing hot melt adhesive and is mainly cured by crosslinking NCO groups at the tail ends of molecular chains and active hydrogen. When glue is applied, the glue is in a molten state, and is coated on the surface of a substrate to be bonded, when the glue layer is cooled, the molecular structure is self-assembled, and the glue has strong initial adhesion to the substrate to be bonded; and NCO in the adhesive layer is further chemically crosslinked with active hydrogen on the surface of the bonded substrate and water vapor in the air to form excellent chemical bonding. Therefore, the PUR not only has the advantages of quick positioning and high initial adhesion of the traditional thermoplastic hot melt adhesive, but also has the advantage of high final adhesion. The polyurethane contains a large number of polar groups such as ether bonds, ester groups, carbamate groups, allophanate groups and the like, is particularly suitable for textile fabrics, wood and polar plastics (such as PU, ABS, PC and PBT), but has poor adhesion to a non-polar material, namely polypropylene (PP), so that the application field of the PUR is greatly limited.
The invention patent CN111234768A discloses a polyurethane hot melt adhesive for adhering non-polar materials, but the preparation process needs to synthesize a single-functionality hydroxyl resin by itself to stabilize non-polar polyolefin in a hot melt adhesive system and prevent the polyolefin from migrating to a non-polar interface.
The invention patent CN110283292A discloses a moisture-curing hot melt adhesive for bonding polypropylene materials, which selects hydrogenated polybutadiene diol, sebacic acid polyester multi-component, ethylene-vinyl acetate copolymer (such as EV210, EV220 and EV310) with specific brands and the like as main raw materials to prepare polyurethane hot melt adhesive, and the adopted raw materials are limited.
The present disclosure shows that the addition of amorphous polyolefins or the incorporation of polyolefin diols to PURs can enhance adhesion to nonpolar materials, but there are two problems: the polyolefin with weaker polarity has larger polarity difference with the polyester polyol and has poor compatibility; the hydroxyl reaction activity of the polyolefin diol structure is obviously higher than that of polyester polyol, so that the molecular structure distribution is uneven, and the phenomena of gel and even agglomeration are easy to occur in the polymerization process, so that the adhesion of the PUR adhesive is poor.
Disclosure of Invention
Aiming at the problems of poor bonding and poor compatibility of PUR to polypropylene plastics, the invention provides a solution with good bonding property to polypropylene plastics, namely a polyurethane hot melt adhesive for bonding polypropylene plastics and a preparation method thereof.
In order to achieve the above object, the present invention provides the following technical solutions,
the invention provides a polyurethane hot melt adhesive for bonding polypropylene plastics, which is prepared from the following components in parts by weight: 20-40 parts of polyester polyol, 20-40 parts of polyether polyol, 20-40 parts of polybutadiene diol, 15-20 parts of polyisocyanate, 5-10 parts of tackifying resin, 0.1-0.5 part of catalyst, 3-8 parts of silane modified prepolymer and 0.5-1 part of chain extender.
The polyester polyol is one or a mixture of polycaprolactone diol with the number average molecular weight of 2000-8500, adipic acid polyester polyol, sebacic acid polyester polyol and dodecanedioic acid polyester polyol.
The polyether polyol is one or a mixture of more of polyoxypropylene glycol with the number average molecular weight of 1000-3000, polytetramethylene ether glycol and polyoxypropylene triol with the number average molecular weight of 3000-5000.
The polybutadiene diol is polybutadiene diol or hydrogenated polybutadiene diol with the number average molecular weight of 1000-4000.
The polyisocyanate is one or two of diphenylmethane diisocyanate, hexamethylene diisocyanate and isophorone diisocyanate. Preferably, the polyisocyanate is compounded by high-activity polyisocyanate and low-activity polyisocyanate, wherein the high-activity polyisocyanate can be 4,4 '-diphenylmethane diisocyanate, and the low-activity polyisocyanate is one or more of 2,4' -diphenylmethane diisocyanate, hexamethylene diisocyanate and isophorone diisocyanate. Through the compounding use of the high-activity polyisocyanate and the low-activity polyisocyanate, the self-polymerization gel caused by the reaction of hydroxyl of the polybutadiene diol and free high-activity NCO is avoided.
The tackifying resin is one of acrylic resin, Amorphous Polyolefin (APAO), terpene resin, terpene phenol resin, petroleum resin C5 and hydride thereof, petroleum resin C9 and hydride thereof, and ethylene-vinyl acetate copolymer.
The catalyst is dimorpholinodiethylether.
The silane modified prepolymer is one of a silane-terminated polyether prepolymer (MS resin) or a silane-terminated polyurethane prepolymer (SPUR resin) with the number average molecular weight of 1000-3000.
The chain extender is one of 1, 4-butanediol, 1, 6-hexanediol, 1, 4-cyclohexanediol and trimethylolpropane.
The invention also provides a preparation method of the polyurethane hot melt adhesive for bonding polypropylene plastics, which comprises the following steps:
adding polyester polyol, polyether polyol and tackifying resin into a reaction kettle according to a formula proportion, melting and removing water, and testing the water content to be lower than 200 ppm; then, cooling the materials, adding polyisocyanate for polymerization, and gradually dripping polybutadiene diol for reaction; then, raising the temperature and adding a chain extender for reaction; then adding a catalyst and the silane modified prepolymer for reaction, and evacuating and defoaming; and finally, discharging and isolating moisture for storage to obtain the PUR adhesive.
Preferably, polyester polyol, polyether polyol and tackifying resin are added into a reaction kettle according to a formula ratio; melting at 120-130 ℃ and removing water for 2h, and testing that the water content is lower than 200 ppm; then, after the temperature of the materials is reduced to 85 ℃, polyisocyanate is added for polymerization for 0.5h, and then polybutadiene diol is gradually dropped for reaction for 0.5 h; then, raising the temperature to 110 ℃, adding a chain extender and reacting for 0.5 h; then adding a catalyst and the silane modified prepolymer for reaction for 5min, and evacuating and defoaming for 5 min; and finally, discharging and isolating moisture for storage to obtain the PUR adhesive.
Compared with the prior art, the invention has at least the following beneficial effects:
1. according to the invention, through a process of gradually dripping polybutadiene diol with higher activity into NCO-terminated prepolymer (polyurethane prepolymer), hydroxyl groups with higher activity at two ends of the polybutadiene diol and high-activity NCO at the tail end of a polyurethane molecular chain react preferentially and are uniformly embedded in a polyurethane molecular chain segment, so that the polarity of a polyurethane system is reduced; meanwhile, self-polymerized gel caused by one-time addition of polybutadiene diol is avoided. The polyurethane system is promoted to have better compatibility with non-polar tackifying resin (such as APAO, ethylene-vinyl acetate copolymer and the like), so that the polyurethane hot melt adhesive shows excellent wetting property and adhesiveness to polypropylene plastic.
2. Silane modified prepolymer is added to introduce silane oxygen group into the polyurethane hot melt adhesive, so that the bonding force of the polyurethane adhesive to a bonded base material is further enhanced.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below by way of examples. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
Example 1
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 20 parts of polypropylene oxide glycol (Mn ═ 2000), 20 parts of polytetramethylene ether glycol (Mn ═ 2000) and 5 parts of acrylic resin are proportionally added into a reaction kettle, melted at 120 ℃ and dehydrated for 2 hours, the water content is tested to be 195ppm, the temperature of the materials is reduced to 85 ℃, isocyanate MDI-5019 parts (MDI-50 is a mixture of 2,4 '-diphenylmethane diisocyanate and 4,4' -diphenylmethane diisocyanate, the mixture is mixed in a ratio of 1:1) and polymerized for 0.5 hour, 20 parts of polybutadiene glycol (Mn ═ 2000) are gradually dropped to react for 0.5 hour, the temperature is increased to 110 ℃, 0.5 part of chain extender 1, 4 butanediol is added to react for 0.5 hour, 0.1 part of catalyst dimorpholine diethyl ether and 3 parts of MS resin (Mn ═ 1000) are added to react for 5 minutes, deaeration is evacuated for 5 minutes, discharge and moisture is isolated and stored, thus obtaining the reactive polyurethane hot melt adhesive which is marked as PUR-1.
Example 2
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 30 parts of polypropylene oxide glycol (Mn ═ 2000) and 57 parts of hydrogenated petroleum resin are added into a reaction kettle in proportion, the materials are melted at 120 ℃ and dehydrated for 2h, the water content is tested to be 190ppm, the materials are cooled to 85 ℃, 8 parts of isocyanate isophorone diisocyanate and 10 parts of 4,4' -diphenylmethane diisocyanate are added for polymerization for 0.5h, 20 parts of polybutadiene glycol (Mn ═ 2000) are gradually dripped for reaction for 0.5h, the temperature is increased to 110 ℃, 0.6 part of chain extender 1, 4 butanediol is added for reaction for 0.5h, 0.2 part of catalyst dimorpholine diethyl ether and 8 parts of MS resin (Mn ═ 3000) are added for reaction for 5min, the reaction is evacuated for 5min, the materials are discharged, moisture is isolated and the hot melt adhesive reaction type polyurethane is obtained, and the label is PUR-2.
Example 3
30 parts of polyhexamethylene sebacate diol (Mn ═ 3500), 20 parts of polyoxypropylene diol (Mn ═ 1000), 20 parts of polyoxypropylene triol (Mn ═ 3000) and 10 parts of terpene phenol resin are proportionally added into a reaction kettle, melted at 130 ℃ and dewatered for 2 hours, tested for 188ppm of water content, and cooling the materials to 85 ℃, adding 10 parts of isocyanate hexamethylene diisocyanate and 8 parts of 4,4' -diphenylmethane diisocyanate, polymerizing for 0.5h, gradually dripping 30 parts of hydrogenated polybutadiene glycol (Mn ═ 2000) for reaction for 0.5h, raising the temperature to 110 ℃, adding 1.0 part of chain extender 1, 6-hexanediol for reaction for 0.5h, adding 0.5 part of catalyst dimorpholindiethyl ether and 8 parts of SPUR resin (Mn ═ 3000) for reaction for 5min, evacuating and defoaming for 5min, discharging, isolating moisture and storing to obtain the reactive polyurethane hot melt adhesive, wherein the label is PUR-3.
Example 4
Adding 20 parts of polycaprolactone diol (Mn ═ 2000), 20 parts of polyhexamethylene adipate diol (Mn ═ 8500), 10 parts of polyoxypropylene diol (Mn ═ 1000), 10 parts of polyoxypropylene triol (Mn ═ 3000) and 10 parts of amorphous polyolefin into a reaction kettle according to a proportion, melting at 130 ℃ and removing water for 2h, testing the water content to be 197ppm, cooling the materials to 85 ℃, adding 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate for polymerization for 0.5h, gradually dripping 40 parts of hydrogenated polybutadiene diol (Mn ═ 2000) for reaction for 0.5h, raising the temperature to 110 ℃, adding 0.7 part of chain extender trimethylolpropane for reaction for 0.5h, adding 0.3 part of catalyst dimorpholine diethyl ether and 5 parts of SPUR resin (Mn ═ 1000) for reaction for 5min, evacuating for 5min, discharging and defoaming, isolating moisture and preserving to obtain the reaction polyurethane, labeled PUR-4.
Example 5
20 parts of polyhexamethylene dodecanoate diol (Mn is 3500), 10 parts of polyhexamethylene adipate diol (Mn is 8500), 20 parts of polyoxypropylene diol (Mn is 3000), 20 parts of polytetramethylene ether glycol (Mn is 2000) and 10 parts of amorphous polyolefin are added into a reaction kettle according to the proportion, melting is carried out at 130 ℃ and water is removed for 2 hours, the water content is 169ppm, the temperature is reduced to 85 ℃, 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate are added for polymerization for 0.5 hour, 30 parts of hydrogenated polybutadiene diol (Mn is 4000) are gradually dripped for reaction for 0.5 hour, the temperature is increased to 110 ℃, 0.7 part of chain extender 1 and 4-butanediol is added for reaction for 0.5 hour, 0.3 part of catalyst dimorpholine diethyl ether and 6 parts of SPUR resin (Mn is 2000) are added for reaction for 5 minutes, evacuation is carried out for 5 minutes, the materials are discharged and moisture is isolated for preservation, and the reaction type polyurethane is obtained, labeled PUR-5.
Comparative example 1
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 20 parts of polypropylene oxide glycol (Mn ═ 2000), 20 parts of polytetramethylene ether glycol (Mn ═ 2000), 40 parts of polybutadiene glycol (Mn ═ 2000) and 10 parts of amorphous polyolefin are added into A reaction kettle in proportion, melting is carried out at 120 ℃ and water is removed for 2h, the water content is measured to be 193ppm, the temperature is reduced to 85 ℃, 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate are polymerized for 0.5h, gel particles appear, the temperature is increased to 110 ℃, 0.7 part of chain extender 1, 4-butanediol is added for reaction for 0.5h, 0.3 part of dimorpholine diethyl ether and 5 parts of SPUR resin (Mn ═ 1000) are added for reaction for 5min, discharging is carried out and moisture insulation is carried out for preservation through hot melt adhesive evacuation, and the reaction type polyurethane is obtained and is marked as PUR-A.
Comparative example 2
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 20 parts of polypropylene oxide glycol (Mn ═ 2000), 20 parts of polytetramethylene ether glycol (Mn ═ 2000) and 10 parts of amorphous polyolefin are added into a reaction kettle in proportion, melting is carried out at 120 ℃ and water is removed for 2 hours, the water content is tested to be 185ppm, the temperature of the materials is reduced to 85 ℃, 19 parts of 4,4' -diphenylmethane diisocyanate are added for polymerization for 0.5 hour, 40 parts of hydrogenated polybutadiene glycol (Mn ═ 2000) is gradually dripped for reaction for 0.5 hour, gel particles appear, the temperature is increased to 110 ℃, 0.7 part of chain extender 1, 4-butanediol is added for reaction for 0.5 hour, 0.3 part of dimorpholine diethyl ether and 5 parts of SPUR resin (Mn ═ 1000) are added for reaction for 5 minutes, hot melt adhesive deaeration is carried out for 5 minutes, the materials are discharged and moisture insulation is kept, and the reaction type polyurethane is obtained, and the label is PUR-B.
Comparative example 3
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 20 parts of polypropylene oxide glycol (Mn ═ 2000), 20 parts of polytetramethylene ether glycol (Mn ═ 2000) and 10 parts of amorphous polyolefin are added into a reaction kettle in proportion, melting is carried out at 120 ℃ and water is removed for 2 hours, the water content is tested to be 187ppm, the temperature of the materials is reduced to 85 ℃, 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate are polymerized for 0.5 hour, the temperature is increased to 110 ℃, 0.7 part of chain extender 1, 4 butanediol is added for reaction for 0.5 hour, 0.3 part of catalyst dimorpholine diethyl ether and 5 parts of SPUR resin (Mn ═ 1000) are added for reaction for 5 minutes, deaeration is carried out for 5 minutes, discharging is carried out and moisture is preserved, and then the reactive polyurethane isolation hot melt adhesive is obtained and is marked as PUR-C.
Comparative example 4
40 parts of polyhexamethylene adipate glycol (Mn ═ 3500), 20 parts of polypropylene oxide glycol (Mn ═ 2000), 20 parts of polytetramethylene ether glycol (Mn ═ 2000) and 10 parts of amorphous polyolefin are proportionally added into a reaction kettle, melted at 120 ℃ and dehydrated for 2 hours, the water content is tested to be 191ppm, the temperature of the material is reduced to 85 ℃, 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate are polymerized for 0.5 hour, 40 parts of hydrogenated polybutadiene glycol (Mn ═ 2000 reacts for 0.5 hour, the temperature is increased to 110 ℃, 0.7 part of chain extender 1, 4-butanediol is added for reaction for 0.5 hour, 0.3 part of dimorpholine diethyl ether and 0.6 part of gamma-aminopropyltriethoxysilane are added for dropwise reaction for 5 minutes, gel solidification is immediately carried out, discharging is carried out, moisture is isolated, and the material is marked as PUR-D.
Comparative example 5
40 parts of polyhexamethylene adipate diol (Mn is 3500), 20 parts of polypropylene oxide diol (Mn is 2000), 20 parts of polytetramethylene ether glycol (Mn is 2000) and 10 parts of amorphous polyolefin are added into a reaction kettle according to a proportion, melting is carried out at 120 ℃ and water is removed for 2 hours, the water content is 185ppm, the temperature of the materials is reduced to 85 ℃, 7 parts of isocyanate hexamethylene diisocyanate and 9 parts of 4,4' -diphenylmethane diisocyanate are polymerized for 0.5 hour, 40 parts of hydrogenated polybutadiene diol (Mn is 2000) are gradually reacted for 0.5 hour, the temperature is increased to 110 ℃, 0.7 part of chain extender 1, 4-butanediol is added for reaction for 0.5 hour, 0.3 part of dimorpholine diethyl ether and 0.6 part of gamma-methacryloxypropyl trimethoxy silane are added for reaction for 5 minutes, deaeration is carried out for 5 minutes, the hot melt adhesive is dripped for discharge, moisture is isolated and the reaction type polyurethane is obtained, labeled PUR-E.
Phenomena and performance test of examples and comparative examples
The polymerization phenomenon of the polyurethane hot melt adhesives and the bonding shear strength of the corona-treated polypropylene plastics (glass fiber PP and talcum powder PP) are tested, the sample preparation refers to GB/T7124-2008, and the test results are shown in the following table 1.
TABLE 1 phenomena and shear Strength Performance test (Unit: MPa)
As is apparent from Table 1, the polyurethane hot melt adhesive prepared by the invention has transparent appearance, does not have turbidity or gel phenomenon, and has higher bonding shear strength to polypropylene plastics; in contrast, in comparative example 1, polybutadiene diol hydroxyl directly reacts with NCO with higher activity to generate self-polymerization, and cannot be embedded in a PUR chain segment, so that the gel particle phenomenon is generated; in comparative example 2, the hydrogenated polybutadiene diol hydroxyl group reacted with the highly reactive NCO on the free 4,4' -diphenylmethane diisocyanate to cause self-gelation, and did not achieve co-intercalation in the PUR segment, thereby causing gel particle phenomenon; comparative example 3 no polybutadiene diol co-embedded with the polyurethane molecular chain, the polyurethane system has higher polarity, the amorphous polyolefin has poor compatibility with the polyurethane system, and the turbid delamination phenomenon occurs; comparative example 4 adding a primary amine coupling agent (gamma-aminopropyltriethoxysilane) with higher activity leads to cross-linking and curing of the middle-end NCO of the polyurethane; in the comparative example 5, the molecular weight of the coupling agent is smaller, part of the coupling agent is extracted from the polyurethane system under the combined action of high temperature and vacuum, and the rest of the coupling agent only plays a common role in tackifying, so that the tackifying effect is not obvious; therefore, the invention has great technical significance and breakthrough for improving the adhesion of the polyurethane hot melt adhesive to the polypropylene plastic.
Although the invention has been described herein with reference to illustrative embodiments thereof, it should be understood that numerous other modifications and embodiments can be devised by those skilled in the art that will fall within the spirit and scope of the principles of this disclosure.
Claims (9)
1. The preparation method of the polyurethane hot melt adhesive for bonding the polypropylene plastic is characterized by comprising the following components in parts by weight: 20-40 parts of polyester polyol, 20-40 parts of polyether polyol, 20-40 parts of polybutadiene diol, 15-20 parts of polyisocyanate, 5-10 parts of tackifying resin, 0.1-0.5 part of catalyst, 3-8 parts of silane modified prepolymer and 0.5-1 part of chain extender; the polyisocyanate is compounded by high-activity polyisocyanate and low-activity polyisocyanate, wherein the high-activity polyisocyanate is 4,4 '-diphenylmethane diisocyanate, and the low-activity polyisocyanate is one or more of 2,4' -diphenylmethane diisocyanate, hexamethylene diisocyanate and isophorone diisocyanate; adding polyester polyol, polyether polyol and tackifying resin into a reaction kettle according to a formula proportion, melting and removing water, and testing the water content to be lower than 200 ppm; then, cooling the materials, adding polyisocyanate for polymerization, and gradually dripping polybutadiene diol for reaction; then, raising the temperature and adding a chain extender for reaction; then adding a catalyst and the silane modified prepolymer for reaction, and evacuating and defoaming; and finally, discharging and isolating moisture for storage to obtain the PUR adhesive.
2. The preparation method of the polyurethane hot melt adhesive for bonding polypropylene plastic as claimed in claim 1, wherein the polyester polyol is one or more of polycaprolactone diol, adipic acid polyester polyol, sebacic acid polyester polyol and dodecanedioic acid polyester polyol with the number average molecular weight of 2000-8500.
3. The method for preparing the polyurethane hot melt adhesive for bonding polypropylene plastic according to claim 1, wherein the polyether polyol is one or more of polyoxypropylene glycol with the number average molecular weight of 1000-3000, polytetramethylene ether glycol and polyoxypropylene triol with the number average molecular weight of 3000-5000.
4. The method for preparing the polyurethane hot melt adhesive for bonding the polypropylene plastic as claimed in claim 1, wherein the polybutadiene diol is a polybutadiene diol with a number average molecular weight of 1000-4000, or the polybutadiene diol is a hydrogenated polybutadiene diol.
5. The method of claim 1, wherein said tackifying resin is one of acrylic resin, amorphous polyolefin, terpene resin, terpene phenol resin, petroleum resin C5 and its hydride, petroleum resin C9 and its hydride, and ethylene-vinyl acetate copolymer.
6. The method for preparing polyurethane hot melt adhesive for bonding polypropylene plastic as claimed in claim 1, wherein the catalyst is dimorpholinodiethylether.
7. The preparation method of the polyurethane hot melt adhesive for bonding polypropylene plastic as claimed in claim 1, wherein the silane modified prepolymer is one of a silane-terminated polyether prepolymer or a silane-terminated polyurethane prepolymer with a number average molecular weight of 1000-3000.
8. The method for preparing the polyurethane hot melt adhesive for bonding polypropylene plastics as claimed in claim 1, wherein the chain extender is one of 1, 4-butanediol, 1, 6-hexanediol, 1, 4-cyclohexanediol and trimethylolpropane.
9. The polyurethane hot melt adhesive for bonding polypropylene plastics prepared by the method of any one of claims 1 to 8.
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CN111234768B (en) * | 2020-03-26 | 2022-02-18 | 重庆中科力泰高分子材料股份有限公司 | Polyurethane hot melt adhesive for bonding non-polar materials and preparation method thereof |
CN112574678A (en) * | 2020-11-30 | 2021-03-30 | 山东一诺威聚氨酯股份有限公司 | High-temperature-resistant water-washing TPU (thermoplastic polyurethane) hot melt adhesive film and preparation method thereof |
CN113388359B (en) * | 2021-06-28 | 2023-02-03 | 成都硅宝科技股份有限公司 | Edge-sealing reaction type moisture-curing polyurethane hot melt adhesive for furniture and preparation method thereof |
CN113755126B (en) * | 2021-07-27 | 2023-03-28 | 广州凌天体育产业有限公司 | Adhesive and preparation method and application thereof |
CN113583610A (en) * | 2021-08-23 | 2021-11-02 | 长春艾德斯新材料有限公司 | Composite moisture-curing polyurethane hot melt adhesive and preparation method and application thereof |
CN114774064B (en) * | 2022-04-28 | 2023-09-12 | 江苏华大新材料有限公司 | Single-component solvent-free polyurethane adhesive for paper-plastic composite and preparation method thereof |
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