CN116903824B - Water-based polyurethane for plastic particle super-weather-resistant adhesive and preparation method thereof - Google Patents
Water-based polyurethane for plastic particle super-weather-resistant adhesive and preparation method thereof Download PDFInfo
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- CN116903824B CN116903824B CN202311177331.8A CN202311177331A CN116903824B CN 116903824 B CN116903824 B CN 116903824B CN 202311177331 A CN202311177331 A CN 202311177331A CN 116903824 B CN116903824 B CN 116903824B
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- polyol
- resistant adhesive
- plastic particle
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- 239000004814 polyurethane Substances 0.000 title claims abstract description 40
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 40
- 239000000853 adhesive Substances 0.000 title claims abstract description 34
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 34
- 239000002245 particle Substances 0.000 title claims abstract description 34
- 229920003023 plastic Polymers 0.000 title claims abstract description 33
- 239000004033 plastic Substances 0.000 title claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 238000002360 preparation method Methods 0.000 title abstract description 10
- 229920005862 polyol Polymers 0.000 claims abstract description 48
- 150000003077 polyols Chemical class 0.000 claims abstract description 40
- 239000004970 Chain extender Substances 0.000 claims abstract description 29
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 11
- 229920000570 polyether Polymers 0.000 claims abstract description 11
- 239000008367 deionised water Substances 0.000 claims abstract description 9
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 9
- 239000010702 perfluoropolyether Substances 0.000 claims abstract description 9
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 239000006184 cosolvent Substances 0.000 claims abstract description 7
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 239000003755 preservative agent Substances 0.000 claims abstract description 7
- 230000002335 preservative effect Effects 0.000 claims abstract description 7
- 239000003607 modifier Substances 0.000 claims abstract description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 30
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 13
- 230000018044 dehydration Effects 0.000 claims description 11
- 238000006297 dehydration reaction Methods 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 11
- 239000002518 antifoaming agent Substances 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- -1 ether polyol Chemical class 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 8
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 7
- 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 7
- 238000000034 method Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 229920001610 polycaprolactone Polymers 0.000 claims description 7
- 239000004632 polycaprolactone Substances 0.000 claims description 7
- 239000004417 polycarbonate Substances 0.000 claims description 7
- 229920000515 polycarbonate Polymers 0.000 claims description 7
- 229920001451 polypropylene glycol Polymers 0.000 claims description 7
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical group CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- 229960002887 deanol Drugs 0.000 claims description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 4
- 239000012972 dimethylethanolamine Substances 0.000 claims description 4
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 3
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 claims description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004321 preservation Methods 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 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
- 240000007263 Pinus koraiensis Species 0.000 claims description 2
- 235000011615 Pinus koraiensis Nutrition 0.000 claims description 2
- 238000004945 emulsification Methods 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
- 239000002480 mineral oil Substances 0.000 claims description 2
- 235000010446 mineral oil Nutrition 0.000 claims description 2
- 229920002943 EPDM rubber Polymers 0.000 abstract description 6
- 239000013530 defoamer Substances 0.000 abstract description 6
- 230000000052 comparative effect Effects 0.000 description 16
- 235000011187 glycerol Nutrition 0.000 description 8
- 150000002009 diols Chemical class 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229920002972 Acrylic fiber Polymers 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical group FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 150000004072 triols Chemical group 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 241001528553 Malus asiatica Species 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920003009 polyurethane dispersion Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
Classifications
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6614—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6618—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—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
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/44—Polycarbonates
-
- 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
-
- 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
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens
- C08G18/5015—Polyethers having heteroatoms other than oxygen having halogens having fluorine atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention belongs to the technical field of waterborne polyurethane, and particularly relates to waterborne polyurethane for a plastic particle super-weather-resistant adhesive and a preparation method thereof. The waterborne polyurethane for the plastic particle super-weather-resistant adhesive comprises the following raw materials in parts by weight: 25-27 parts of polyether polyol, 8-10 parts of polyester polyol, 3-4 parts of hydrophilic monomer, 7-8 parts of perfluoropolyether polyol modifier, 22-25 parts of diisocyanate, 0.8-1.0 part of polyhydroxy chain extender, 0.5-0.7 part of polyamino chain extender, 15-20 parts of cosolvent, 0.01-0.02 part of catalyst, 1.7-1.9 parts of neutralizer, 0.05-0.1 part of defoamer, 0.3-0.4 part of preservative and 150-170 parts of deionized water. The waterborne polyurethane prepared by the invention has excellent weather resistance and water resistance, and meanwhile, has high binding force with EPDM plastic particles and good mechanical property.
Description
Technical Field
The invention belongs to the technical field of waterborne polyurethane, and particularly relates to waterborne polyurethane for a plastic particle super-weather-resistant adhesive and a preparation method thereof.
Background
Along with the improvement of national living standard and popularization of national fitness, the plastic runway becomes a main item of urban supporting facilities, and higher requirements are also put forward on the material use of the plastic runway. Most of plastic particle adhesives used in the current market are oily polyurethane or acrylic acid materials, the materials use MDI or TDI systems, VOCs which can affect the environment, especially slow release of some isocyanate components can form a certain threat to the health of users for a long time, along with popularization of environmental protection concepts, development of aqueous environment-friendly particle adhesive materials is urgently needed, most of the aqueous adhesives in the current market are conventional polyurethane dispersions, weather resistance and water resistance are poor, the service life is generally 1-2 years, the maintenance cost is high, and the popularization and the use are difficult in a large scale.
There are some researches on similar technology at present, for example, patent CN111621259a discloses a waterborne polyurethane adhesive for breathable plastic tracks, which adopts specific low molecular weight non-hydrophilic alcohol chain extender 1, 4-butylene glycol and auxiliary crosslinking agent organic peroxide to match, wherein the 1, 4-butylene glycol is used for introducing unsaturated double bonds into polyurethane hard segment chain extender, and the organic peroxide is used for initiating double bond polymerization of 2 polyurethane hard segment chain extender, so that polyurethane hard segments form intermolecular crosslinked interpenetrating network structure, rigidity is enhanced, soft and hard segment phase separation is promoted to be more complete, and tensile resistance and water resistance of copolymer are improved. However, although the interpenetrating network structure improves the water resistance, the mechanical property is improved, and the elongation at break, namely the elastic effect, is influenced.
Patent CN108329455a discloses a waterborne polyurethane material for EPDM court runway, which is composed of the following raw materials in parts by weight: 5-10 parts of isophorone diisocyanate, 3-5 parts of isocyanate, 30-40 parts of polyether polyol, 2-5 parts of hydrophilic cross-linking agent, 1-2 parts of neutralizer, 0.5-1 part of chain extender, 50-60 parts of deionized water, 0.1-0.2 part of catalyst and 0.1-0.2ppm of antioxidant; water is used as solvent. The process is a conventional aqueous polyurethane preparation method, can provide environmental protection, but the improvement of hydrophilicity often affects the water resistance of the aqueous polyurethane.
Disclosure of Invention
The purpose of the invention is that: the waterborne polyurethane for the plastic particle super-weather-resistant adhesive has excellent weather resistance and water resistance, and meanwhile, has high binding force with EPDM plastic particles and good mechanical property; the invention also provides a preparation method of the high-efficiency high-temperature-resistant ceramic material, which is simple in process and high in production efficiency.
The invention relates to waterborne polyurethane for a plastic particle super-weather-resistant adhesive, which comprises the following raw materials in parts by weight:
25-27 parts of polyether polyol,
8-10 parts of polyester polyol,
3-4 parts of hydrophilic monomer,
7-8 parts of perfluoropolyether polyol modifier,
22-25 parts of diisocyanate, and the like,
0.8-1.0 parts of polyhydroxy chain extender,
0.5 to 0.7 part of polyamino chain extender,
15-20 parts of cosolvent,
0.01 to 0.02 portion of catalyst,
1.7 to 1.9 portions of neutralizer,
0.05 to 0.1 part of defoaming agent,
0.3 to 0.4 part of preservative,
150-170 parts of deionized water.
The polyether polyol is at least one of polytetrahydrofuran ether polyol and polypropylene oxide polyol, and the number average molecular weight of the polyether polyol is 1000-1200; wherein the polytetrahydrofuran ether polyol is preferably polytetrahydrofuran ether polyol P1000 of Jining Biganyi chemical industry Co., ltd, and the polypropylene oxide polyol is preferably polypropylene oxide polyol PPG1000 of Jiangsu sea An petrochemical plant.
The polyester polyol is at least one of polycarbonate polyol and polycaprolactone polyol, and the number average molecular weight of the polyester polyol is 500-600; among them, the polycarbonate polyol is preferably a polycarbonate polyol T4692 of Asahi Kasei chemical Co., ltd. And the polycaprolactone polyol is preferably a polycaprolactone polyol PCL2000 of Ji Ning Duo chemical Co., ltd.
The hydrophilic monomer is at least one of dimethylolpropionic acid, dimethylolbutyric acid and 1, 4-butanediol-2-sodium sulfonate.
The perfluoropolyether polyol modifier is preferably a hydrogenated fluoropolyether diol E10H of the Sulbett polymer Co., ltd.
The diisocyanate is at least one of isophorone diisocyanate and hexamethylene diisocyanate; preferably at least one of IPDI of Shandong Helan chemical Co., ltd and HDI of Wanhua chemical group Co., ltd.
The polyhydroxy chain extender is a mixture of diethylene glycol and glycerol; preferably, the mixing mass ratio of diethylene glycol and glycerin is 1 (1.5-2.5).
The polyamino chain extender is isophorone diamine.
The cosolvent is at least one of N-methyl pyrrolidone, acetone, butanone and dimethyl carbonate.
The catalyst is one of dibutyl tin dilaurate and stannous octoate.
The neutralizer is one of dimethylethanolamine and diethanolamine.
The defoaming agent is a mineral oil defoaming agent; preferred is defoamer A10 from Basoff chemical Co.
The preservative is pinus koraiensis.
The preparation method of the waterborne polyurethane for the plastic particle super-weather-resistant adhesive comprises the following steps:
mixing polyether polyol, polyester polyol, a perfluoropolyether polyol modifier and a hydrophilic monomer, heating to 105-110 ℃ for dehydration, cooling to 70-72 ℃ after dehydration, dropwise adding diisocyanate, heating to 80-82 ℃ for reaction for 1-3h after dropwise adding, cooling to 70-72 ℃, adding a polyhydroxy chain extender, a catalyst and a cosolvent, carrying out heat preservation reaction for 3-5h, cooling to 25-30 ℃, adding a neutralizer and deionized water for emulsification, and finally adding a polyamino chain extender, a defoaming agent and a preservative, and uniformly mixing to obtain the waterborne polyurethane for the plastic particle super weather-resistant adhesive.
Preferably, the dehydration time is 1-2 hours.
Preferably, the emulsifying stirring speed is 800-1200r/min, and the emulsifying time is 5-15min.
Compared with the prior art, the invention has the following beneficial effects:
(1) The waterborne polyurethane prepared by the invention contains a fluorocarbon structure, has excellent weather resistance and water resistance, and the adhesive force between the resin modified by the fluorocarbon structure and the plastic EPDM particles is obviously reduced;
(2) The invention adopts a combination internal crosslinking mode of dihydroxyl chain extender and trihydroxy chain extender to modify, endows molecular long-chain structure and interpenetrating network structure, and simultaneously improves the tensile strength and elongation at break of the resin, wherein the tensile strength is more than 2.8MPa, and the elongation at break is more than 700%.
Detailed Description
The invention is further illustrated below with reference to examples. The raw materials used in the examples, unless otherwise specified, were all commercially available conventional raw materials; the process methods used in the examples, unless otherwise specified, are all conventional in the art; the amounts of the raw materials used in the examples are parts by weight unless otherwise specified.
Some of the raw materials used in the examples are described below:
polytetrahydrofuran ether polyol P1000: jining Malus asiatica chemical industry Co., ltd;
polypropylene oxide polyol PPG1000: jiangsu sea An petrochemical plant;
polycarbonate polyol T4692: japanese xu chemical Co Ltd;
polycaprolactone polyol PCL2000: ji Ning Li Duo chemical Co., ltd;
the hydrofluoropolyether diol E10H: thret polymer limited;
IPDI: shandong Tong Helan chemical Co., ltd;
HDI: wanhua chemical group Co., ltd;
defoamer a10: basiff chemical Co.Ltd.
Example 1
The preparation method of the waterborne polyurethane for the plastic particle super-weather-resistant adhesive comprises the following steps:
25 parts of polytetrahydrofuran ether polyol P1000, 10 parts of polycarbonate polyol T4692, 7 parts of hydrogen-containing fluoropolyether dihydric alcohol E10H and 3 parts of dimethylolpropionic acid are mixed, the temperature is raised to 105 ℃ for dehydration for 1H, the temperature is reduced to 70 ℃ after dehydration, 22 parts of IPDI is dropwise added, the temperature is raised to 80 ℃ for reaction for 2H after dropwise addition, then the temperature is reduced to 70 ℃, 0.8 part of polyhydroxy chain extender (a mixture of diethylene glycol and glycerol with the mass ratio of 1:2) and 0.01 part of dibutyltin dilaurate are added, and 15 parts of N-methylpyrrolidone are added for thermal insulation reaction for 4H; cooling to 25 ℃ after the reaction is finished, adding 1.7 parts of dimethylethanolamine and 150 parts of deionized water, emulsifying for 10min at 1000r/min, finally adding 0.7 part of isophorone diamine, 0.05 part of defoamer A10 and 0.4 part of kathon, and mixing for 30min to obtain the waterborne polyurethane for the plastic particle super-weather-resistant adhesive.
Example 2
The preparation method of the waterborne polyurethane for the plastic particle super-weather-resistant adhesive comprises the following steps:
mixing 27 parts of polypropylene oxide polyol PPG1000, 8 parts of polycaprolactone polyol PCL2000, 8 parts of hydrogen-containing fluoropolyether dihydric alcohol E10H and 4 parts of dimethylolbutyric acid, heating to 110 ℃ for dehydration for 0.5H, cooling to 72 ℃ after dehydration, dropwise adding 25 parts of HDI, heating to 82 ℃ for reaction for 1H after dropwise adding, cooling to 72 ℃, adding 1.0 part of polyhydroxy chain extender (a mixture of diethylene glycol and glycerol in a mass ratio of 1:1.5) and 0.02 part of stannous octoate, and adding 20 parts of acetone for heat preservation reaction for 3H; cooling to 30 ℃ after the reaction is finished, adding 1.9 parts of diethanolamine and 160 parts of deionized water, emulsifying for 5min at 1200r/min, finally adding 0.5 part of isophorone diamine, 0.1 part of defoamer A10 and 0.3 part of kathon, and mixing for 30min to obtain the waterborne polyurethane for the plastic particle super-weather-resistant adhesive.
Example 3
The preparation method of the waterborne polyurethane for the plastic particle super-weather-resistant adhesive comprises the following steps:
mixing 12 parts of polytetrahydrofuran ether polyol P1000, 14 parts of polypropylene oxide polyol PPG1000, 3 parts of polycarbonate polyol T4692, 6 parts of polycaprolactone polyol PCL2000, 7.5 parts of hydrogen-containing fluoropolyether glycol E10H and 3.5 parts of 1, 4-butanediol-2-sodium sulfonate, heating to 105 ℃ for dehydration for 2 hours, cooling to 70 ℃ after dehydration, dropwise adding 24 parts of IPDI, heating to 80 ℃ after dropwise adding for reaction for 3 hours, cooling to 70 ℃, adding 1.0 part of polyhydroxy chain extender (mixture of diethylene glycol and glycerol with the mass ratio of 1:2.5) and 0.01 part of dibutyl tin dilaurate, and adding 18 parts of dimethyl carbonate for thermal insulation reaction for 5 hours; cooling to 25 ℃ after the reaction is finished, adding 1.8 parts of dimethylethanolamine and 170 parts of deionized water, emulsifying for 15min at 800r/min, finally adding 0.6 part of isophorone diamine, 0.1 part of defoamer A10 and 0.35 part of kathon, and mixing for 30min to obtain the waterborne polyurethane for the plastic particle super-weather-resistant adhesive.
Comparative example 1
This comparative example differs from example 1 only in that the polyamino chain extender isophorone diamine is not added.
Comparative example 2
This comparative example differs from example 1 only in that the hydrogen-containing polyether diol e10h was replaced by an equal mass fraction of polytetrahydrofuran ether polyol P1000.
Comparative example 3
This comparative example differs from example 1 only in that the polyhydroxy chain extender (a mixture of diethylene glycol and glycerol in a mass ratio of 1:2) was replaced with an equal mass fraction of diethylene glycol.
Comparative example 4
This comparative example differs from example 1 only in that the polyhydroxy chain extender (a mixture of diethylene glycol and glycerol in a mass ratio of 1:2) was replaced with equal parts by mass of glycerol.
Comparative example 5
Commercial aqueous acrylic plastic particle adhesives.
The aqueous polyurethanes prepared in examples 1-3 and comparative examples 1-4 were tested for performance with the commercial aqueous acrylic plastic particle adhesives of comparative example 5. Wherein the tensile strength and elongation at break are tested with reference to standard GB/T1040.1-2006; the performance of resisting artificial ultraviolet aging is tested by referring to standard GB/T1865-2009; the adhesion rating was tested by coating a film on EPDM planar material using a cross-hatch method.
The test results are shown in Table 1.
TABLE 1
As can be seen from Table 1, the tensile strength and elongation at break of the commercial aqueous acrylic plastic particle adhesive products were significantly lower than the products of the present invention, and were not as resistant to artificial aging and adhesion as the products of the present invention; comparative example 2, which was not modified with perfluoropolyether polyol, had significantly lower artificial aging resistance than example 1, indicating that the perfluoropolyether polyol modification can significantly improve the weatherability of the resin; in the comparative example 1, the modification by the perfluoropolyether polyol is not performed, but the bonding force between polyurethane and an EPDM material is obviously affected; comparative examples 3-4 use only diol or triol chain extender, which affects the tensile strength or elongation at break of the product, comparative example 3 uses only diol chain extender, which increases elongation at break but decreases tensile strength, and comparative example 4 uses only triol chain extender, which increases tensile strength but loses elongation at break performance.
Claims (10)
1. The waterborne polyurethane for the plastic particle super-weather-resistant adhesive is characterized in that: the material comprises the following raw materials in parts by weight:
25-27 parts of polyether polyol,
8-10 parts of polyester polyol,
3-4 parts of hydrophilic monomer,
7-8 parts of perfluoropolyether polyol modifier,
22-25 parts of diisocyanate, and the like,
0.8-1.0 parts of polyhydroxy chain extender,
0.5 to 0.7 part of polyamino chain extender,
15-20 parts of cosolvent,
0.01 to 0.02 portion of catalyst,
1.7 to 1.9 portions of neutralizer,
0.05 to 0.1 part of defoaming agent,
0.3 to 0.4 part of preservative,
150-170 parts of deionized water;
the polyhydroxy chain extender is a mixture of diethylene glycol and glycerol.
2. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the polyether polyol is at least one of polytetrahydrofuran ether polyol and polypropylene oxide polyol, and the number average molecular weight of the polyether polyol is 1000-1200.
3. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the polyester polyol is at least one of polycarbonate polyol and polycaprolactone polyol, and the number average molecular weight of the polyester polyol is 500-600.
4. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the hydrophilic monomer is at least one of dimethylolpropionic acid, dimethylolbutyric acid and 1, 4-butanediol-2-sodium sulfonate.
5. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the diisocyanate is at least one of isophorone diisocyanate and hexamethylene diisocyanate.
6. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the mixing mass ratio of the diethylene glycol to the glycerol is 1 (1.5-2.5).
7. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the polyamino chain extender is isophorone diamine.
8. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the cosolvent is at least one of N-methyl pyrrolidone, acetone, butanone and dimethyl carbonate.
9. The aqueous polyurethane for a plastic particle super weather resistant adhesive according to claim 1, wherein: the catalyst is one of dibutyl tin dilaurate and stannous octoate;
the neutralizer is one of dimethylethanolamine and diethanolamine;
the defoaming agent is a mineral oil defoaming agent;
the preservative is pinus koraiensis.
10. A method for preparing the aqueous polyurethane for the plastic particle super weather-resistant adhesive, which is characterized in that: the method comprises the following steps:
mixing polyether polyol, polyester polyol, a perfluoropolyether polyol modifier and a hydrophilic monomer, heating to 105-110 ℃ for dehydration, cooling to 70-72 ℃ after dehydration, dropwise adding diisocyanate, heating to 80-82 ℃ for reaction for 1-3h after dropwise adding, cooling to 70-72 ℃, adding a polyhydroxy chain extender, a catalyst and a cosolvent, carrying out heat preservation reaction for 3-5h, cooling to 25-30 ℃, adding a neutralizer and deionized water for emulsification, and finally adding a polyamino chain extender, a defoaming agent and a preservative, and uniformly mixing to obtain the waterborne polyurethane for the plastic particle super weather-resistant adhesive.
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