CN114539308A - Preparation method and application of polyurethane foam bonding auxiliary agent - Google Patents
Preparation method and application of polyurethane foam bonding auxiliary agent Download PDFInfo
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- CN114539308A CN114539308A CN202210075074.6A CN202210075074A CN114539308A CN 114539308 A CN114539308 A CN 114539308A CN 202210075074 A CN202210075074 A CN 202210075074A CN 114539308 A CN114539308 A CN 114539308A
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- Prior art keywords
- polyurethane foam
- auxiliary agent
- isocyanate
- catalyst
- agent
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- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 35
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 35
- 239000012752 auxiliary agent Substances 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 22
- 239000003054 catalyst Substances 0.000 claims abstract description 21
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 239000012948 isocyanate Substances 0.000 claims abstract description 13
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 13
- 239000000853 adhesive Substances 0.000 claims abstract description 7
- 230000001070 adhesive effect Effects 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 239000011261 inert gas Substances 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims abstract description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 17
- 229920000570 polyether Polymers 0.000 claims description 17
- 239000006260 foam Substances 0.000 claims description 14
- 239000004088 foaming agent Substances 0.000 claims description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
- 239000003381 stabilizer Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- -1 TDI Chemical compound 0.000 claims description 9
- 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 9
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 9
- 150000003384 small molecules Chemical class 0.000 claims description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
- 239000002318 adhesion promoter Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 5
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- 229920002545 silicone oil Polymers 0.000 claims description 4
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-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
- 230000035484 reaction time Effects 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical group CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 claims description 2
- 239000004604 Blowing Agent Substances 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000007822 coupling agent Substances 0.000 claims description 2
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 238000005086 pumping Methods 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 230000006378 damage Effects 0.000 abstract description 11
- 239000000463 material Substances 0.000 abstract description 7
- 230000000052 comparative effect Effects 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000005056 polyisocyanate Substances 0.000 description 6
- 229920001228 polyisocyanate Polymers 0.000 description 6
- 229920006389 polyphenyl polymer Polymers 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
-
- 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
- C08G18/4829—Polyethers containing at least three 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2101/00—Manufacture of cellular products
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a preparation method and application of a polyurethane foam bonding auxiliary agent, which comprises the steps of firstly adding micromolecules containing one carboxyl and two hydroxyls and an amino silane coupling agent into a container, reacting under the protection of inert gas, vacuumizing and stirring (0.5-1) h after the reaction is finished, then reacting the obtained product with isocyanate, an organic solvent and a catalyst under the protection of inert gas, and vacuumizing (1-2) h to remove the solvent to obtain the NCO-terminated bonding auxiliary agent. After the adhesive auxiliary agent prepared by the invention is added, the adhesive strength of the polyurethane foam is improved by more than 2 times compared with that of the common polyurethane foam, the surface damage degree of the base material is greatly reduced, and the compressive strength of the polyurethane foam is not obviously reduced.
Description
Technical Field
The invention belongs to the technical field of polyurethane foam, and particularly relates to a preparation method and application of a polyurethane foam bonding auxiliary agent.
Background
The foam is one of the main varieties of polyurethane synthetic materials, and is mainly characterized by porosity, so that the relative density is small and the specific strength is high. The polyurethane foam plastic has wide application range, almost permeates all departments of national economy, is very common in furniture, bedding, transportation, refrigeration, building, heat insulation and other departments, and becomes one of indispensable materials.
The adhesion effect between polyurethane foam and glass is poor, and the market generally adopts a method of directly adding a silane coupling agent or a method of treating a base material in advance. Since the silane coupling agent commonly used in the market has a relatively small molecular weight (such as KH560, etc.), contains less silicon-oxygen-carbon bonds, and needs to be added in a large amount to achieve a good effect, and the silane coupling agent can release small molecules containing active hydrogen during the curing process to react with isocyanate groups to play a role in inhibiting polymerization.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provide a preparation method and application of a polyurethane foam bonding auxiliary agent.
The technical scheme adopted by the invention is as follows: a preparation method of a polyurethane foam bonding auxiliary agent comprises the following specific steps:
(1) adding micromolecules containing one carboxyl and two hydroxyls and an amino silane coupling agent into a container, reacting under the protection of inert gas, and vacuumizing and stirring for 0.5-1h after the reaction is finished;
(2) and (2) reacting the product obtained in the step (1) with isocyanate, an organic solvent and a catalyst under the protection of inert gas, and then vacuumizing for 1-2h to remove the solvent to obtain the NCO-terminated bonding auxiliary agent.
Preferably, the reaction temperature in the step (1) is 180-.
Preferably, the reaction temperature in the step (2) is 55-65 ℃, and the reaction time is 4-7 h.
Preferably, the small molecule containing one carboxyl and two hydroxyl is 2, 2-dimethylolpropionic acid or 2, 2-dimethylolbutyric acid, and the primary amino silane coupling agent is aminopropyltriethoxysilane or aminopropyltrimethoxysilane.
Preferably, the isocyanate is one of IPDI, HDI, TDI, MDI and HMDI, the organic solvent is one of ethyl acetate, butanone, dimethyl carbonate, butyl acetate, toluene and xylene, and the catalyst is one of dibutyltin dilaurate and dibutyltin dichloride.
Preferably, the molar ratio of the small molecule containing one carboxyl and two hydroxyl groups to the primary amino silane coupling agent is 1 (0.95-0.98), the molar ratio of the small molecule containing one carboxyl and two hydroxyl groups to the isocyanate is 1 (1.2-1.33), the weight of the organic solvent is 50% -100% of the total weight of the isocyanate, the small molecule containing one carboxyl and two hydroxyl groups and the primary amino silane coupling agent, and the weight of the catalyst is one ten thousandth to five ten thousandth of the total weight of the isocyanate, the small molecule containing one carboxyl and two hydroxyl groups and the primary amino silane coupling agent.
The application of the polyurethane foam bonding auxiliary agent comprises the following specific steps:
(1) polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: (1-4): (0.01-0.04): (0.1-0.4) mixing uniformly to prepare a component A;
(2) uniformly mixing an adhesion promoter and a polymer containing isocyanate groups to prepare a component B, wherein the mass ratio of the adhesion promoter to the polymer containing isocyanate groups is (1-3): 100, respectively;
(3) the component A and the component B are evenly mixed according to the weight ratio of (0.9-1.1) to 1 and then foamed into polyurethane foam.
Preferably, the polyether is polyether triol with molecular weight of 400, the catalyst is dibutyltin dilaurate, the foaming agent is water, and the foam stabilizer is silicone oil.
Compared with the prior art, the invention has the following beneficial effects:
1. according to the invention, a silane coupling agent containing two hydroxyl groups is prepared by adopting the reaction of amino and carboxyl, the silane coupling agent further reacts with isocyanate to prepare an adhesion auxiliary agent containing isocyanate groups and a large amount of siloxane, and after the adhesion auxiliary agent is added into polyurethane foam, on one hand, the isocyanate groups participate in the main chain reaction, and on the other hand, the siloxane structure in the adhesion auxiliary agent and the surfaces of glass, anodized aluminum and other base materials form better adhesion strength in the curing process.
2. The reaction temperature of the micromolecules containing one carboxyl and two hydroxyls and the primary amino silane coupling agent is (180- & ltSUB & gt 190) & lt/SUB & gt DEG C, the reaction can be better carried out at the temperature, if the temperature is too high, the primary amino silane coupling agent can be volatilized, excessive side reactions are generated, and if the temperature is too low, the reaction is difficult to carry out;
3. the invention contains a carboxyl and two hydroxyl micromolecules, the primary amino silane coupling agent and the isocyanate with the molar ratio of 1 (0.95-0.98) to 1.2-1.33, ensures the constructability and simultaneously ensures that the value of carbon-oxygen-silicon bond/NCO group is larger as much as possible;
4. carbon-oxygen-silicon bonds are introduced into a polyurethane foam molecular chain to play a good bonding role, and the using amount of a bonding auxiliary agent can be reduced while the same bonding effect is achieved.
Detailed Description
In order that those skilled in the art will be able to better understand the technical solutions provided by the present invention, the following description is provided in connection with specific embodiments.
Example 1
Adding 134g of 2, 2-dimethylolpropionic acid and 221.4gKH550 g of the mixture into a flask, heating to 185 ℃ under the protection of nitrogen, reacting for 2.5h, vacuumizing and stirring for 1 h; 168.7g of the above-mentioned material is reacted with 138.8g of IPDI and 160g of ethyl acetate under the protection of nitrogen at 60 ℃ for 5 hours, and then vacuum pumping is continued for 2 hours to prepare the NCO-terminated adhesion promoter.
Polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: 2: 0.02: 0.2, mixing evenly to prepare a component A; the polyether is polyether triol (YD 304) with the molecular weight of 400, the catalyst is dibutyltin dilaurate, the foaming agent is water, and the foam stabilizer is silicone oil; uniformly mixing an adhesion promoter and a polymer containing isocyanate groups, such as polymethylene polyphenyl polyisocyanate (PAPI), to prepare a component B, wherein the mass ratio of the adhesion promoter to the PAPI is 1.5: 100, respectively; the component A and the component B are uniformly mixed according to the weight ratio of 1:1 and then foamed into polyurethane foam.
Example 2
Mixing 148g of 2, 2-dimethylolpropionic acid and 179g of aminopropyltrimethoxysilane, heating to 185 ℃ under the protection of nitrogen for reaction for 3 hours, and then vacuumizing and stirring for 1 hour; 155g of the above substances are reacted with 105g of HDI and 150g of ethyl acetate under the protection of nitrogen at 60 ℃ for 5 hours, and vacuumizing is continued for 2 hours to prepare the NCO-terminated adhesion promoter.
Polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: 1.5: 0.03: 0.23, mixing evenly to prepare a component A; the polyether is YD304, the catalyst is dibutyltin dilaurate, the foaming agent is water, and the foam stabilizer is silicone oil; uniformly mixing the bonding auxiliary agent and polymethylene polyphenyl polyisocyanate to prepare a component B, wherein the mass ratio of the bonding auxiliary agent to the polymethylene polyphenyl polyisocyanate is 2: 100, respectively; the component A and the component B are uniformly mixed according to the weight ratio of 1:1 and then foamed into polyurethane foam.
Comparative example 1
Polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: 2: 0.02: 0.2, mixing evenly to prepare a component A; the polyether is YD304, the catalyst is dibutyltin dilaurate, and the foaming agent is water; uniformly mixing the component A and polymethylene polyphenyl polyisocyanate according to the weight ratio of 1:1, and foaming to obtain polyurethane foam.
Comparative example 2
Polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: 2: 0.02: 0.2, mixing evenly to prepare a component A; the polyether is YD304, the catalyst is dibutyltin dilaurate, and the foaming agent is water; uniformly mixing a silane coupling agent KH560 with polymethylene polyphenyl polyisocyanate to prepare a component B, wherein the mass ratio of the silane coupling agent KH560 to the polymethylene polyphenyl polyisocyanate is 2.5: 100, respectively; the component A and the component B are uniformly mixed according to the weight ratio of 1:1 and then foamed into polyurethane foam.
Comparative example 3: polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: 1.5: 0.03: 0.23, mixing evenly to prepare a component A; the polyether is YD304, the catalyst is dibutyltin dilaurate, and the foaming agent is water; the component A and the component B are uniformly mixed according to the weight ratio of 1:1 and then foamed into polyurethane foam.
TABLE 1 adhesive Strength of polyurethane foams
| Adhesive Strength (MPa) | Degree of destruction | |
| Example 1 | 6.5 | 2% surface destruction |
| Example 2 | 4.8 | 1% surface destruction |
| Comparative example 1 | 2.9 | 63% surface damage |
| Comparative example 2 | 6.0 | 3% surface destruction |
| Comparative example 3 | 2.4 | 60% surface damage |
As can be seen from Table 1, after the bonding auxiliary agent prepared by the invention is added, the bonding strength of the polyurethane foam is improved by more than 2 times compared with that of the common polyurethane foam; the prepared polyurethane foam is coated on a lapping sheet to carry out a shear tensile test, the damage degree of the surface of the base material is detected, and the damage degree of the surface of the base material added with the bonding auxiliary agent is greatly reduced. From the test data of example 1 and comparative example 2, it can be seen that the polyurethane foam of the present invention has a relatively high adhesive strength, although the degree of destruction of the substrate surface is slightly reduced, compared to the polyurethane foam to which the silane coupling agent is added, because the compressive strength of the foam is reduced by adding a large amount of KH560 in comparative example 2. Example 2 the adhesive strength was low because the density of the resulting polyurethane foam was relatively low due to the higher content of the blowing agent than in example 1 and comparative example 2, but the degree of surface damage of the substrate was still greatly reduced relative to comparative examples 1 and 3.
TABLE 2 compressive Strength of polyurethane foams
| Example 1 | Comparative example 2 | |
| Compressive Strength (MPa) | 9.3 | 8.6 |
As can be seen from Table 2, after the silane coupling agent KH560 is added, a large amount of small molecular alcohol released from the coupling agent reacts with the prepolymer to reduce the degree of crosslinking, thereby significantly reducing the compressive strength of the foam.
Claims (9)
1. A preparation method of a polyurethane foam bonding auxiliary agent is characterized by comprising the following specific steps:
(1) adding micromolecules containing one carboxyl and two hydroxyls and an amino silane coupling agent into a container, reacting under the protection of inert gas, and vacuumizing and stirring after the reaction is finished;
(2) and (2) reacting the product obtained in the step (1) with isocyanate, an organic solvent and a catalyst under the protection of inert gas, and vacuumizing to remove the solvent after the reaction is finished to obtain the NCO-terminated bonding auxiliary agent.
2. The method as claimed in claim 1, wherein the reaction temperature in step (1) is 180-190 ℃, the reaction time is 2-3h, and the time for vacuuming and stirring is 0.5-1 h.
3. The method for preparing a polyurethane foam adhesive auxiliary according to claim 1, wherein the reaction temperature in the step (2) is 55-65 ℃, the reaction time is 4-7 hours, and the vacuum-pumping time is 1-2 hours.
4. The method of claim 1, wherein the small molecule having one carboxyl group and two hydroxyl groups is 2, 2-dimethylolpropionic acid or 2, 2-dimethylolbutyric acid, and the primary amino silane coupling agent is aminopropyltriethoxysilane or aminopropyltrimethoxysilane.
5. The method of claim 1, wherein the isocyanate is one of IPDI, HDI, TDI, MDI and HMDI, the organic solvent is one of ethyl acetate, butanone, dimethyl carbonate, butyl acetate, toluene and xylene, and the catalyst is one of dibutyltin dilaurate and dibutyltin dichloride.
6. The method of claim 1, wherein the molar ratio of the small molecule containing one carboxyl group and two hydroxyl groups to the primary aminosilane coupling agent is 1 (0.95-0.98), and the molar ratio of the small molecule containing one carboxyl group and two hydroxyl groups to the isocyanate is 1: (1.2-1.33), the weight of the organic solvent is 50% -100% of the total weight of the isocyanate, the micromolecule containing one carboxyl and two hydroxyl groups and the primary amino silane coupling agent, and the weight of the catalyst is one ten thousandth to five ten thousandth of the total weight of the isocyanate, the micromolecule containing one carboxyl and two hydroxyl groups and the primary amino silane coupling agent.
7. A polyurethane foam bonding aid characterized in that it is obtainable by the process according to any one of claims 1 to 6.
8. The application of the polyurethane foam bonding auxiliary agent as claimed in claim 7, is characterized by comprising the following specific steps:
(1) polyether, a foam stabilizer, a catalyst and a foaming agent are mixed according to the mass ratio of 100: (1-4): (0.01-0.04): (0.1-0.4) mixing uniformly to prepare a component A;
(2) and uniformly mixing the bonding auxiliary agent and the polymer containing isocyanate groups to prepare a component B, wherein the mass ratio of the bonding auxiliary agent to the polymer containing isocyanate groups is (1-3): 100, respectively;
(3) the component A and the component B are evenly mixed according to the weight ratio of (0.9-1.1) to 1 and then foamed into polyurethane foam.
9. The use of the polyurethane foam adhesion promoter of claim 8, wherein the polyether is a polyether triol, the catalyst is dibutyltin dilaurate, the blowing agent is water, and the foam stabilizer is silicone oil.
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101020808A (en) * | 2007-03-15 | 2007-08-22 | 黄山市圣雷特化学有限公司 | Prepn of water-base polyurethane adhesive |
| CN101962524A (en) * | 2010-09-29 | 2011-02-02 | 江苏力合粘合剂有限公司 | Waterborne polyurethane adhesive and preparation method thereof |
| CN105419676A (en) * | 2015-12-28 | 2016-03-23 | 河北华腾万富达精细化工有限责任公司 | Adhesion promoter, and preparation method and application thereof |
| CN106087451A (en) * | 2016-08-25 | 2016-11-09 | 周荣 | A kind of preparation method of air previous polyurethane artificial leather |
| CN113667095A (en) * | 2021-09-03 | 2021-11-19 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
| CN113717213A (en) * | 2021-09-03 | 2021-11-30 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
| CN113896852A (en) * | 2021-09-03 | 2022-01-07 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
-
2022
- 2022-01-22 CN CN202210075074.6A patent/CN114539308B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101020808A (en) * | 2007-03-15 | 2007-08-22 | 黄山市圣雷特化学有限公司 | Prepn of water-base polyurethane adhesive |
| CN101962524A (en) * | 2010-09-29 | 2011-02-02 | 江苏力合粘合剂有限公司 | Waterborne polyurethane adhesive and preparation method thereof |
| CN105419676A (en) * | 2015-12-28 | 2016-03-23 | 河北华腾万富达精细化工有限责任公司 | Adhesion promoter, and preparation method and application thereof |
| CN106087451A (en) * | 2016-08-25 | 2016-11-09 | 周荣 | A kind of preparation method of air previous polyurethane artificial leather |
| CN113667095A (en) * | 2021-09-03 | 2021-11-19 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
| CN113717213A (en) * | 2021-09-03 | 2021-11-30 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
| CN113896852A (en) * | 2021-09-03 | 2022-01-07 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
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