CN113845871A - Double-component polyurethane rubber repairing adhesive and preparation method thereof - Google Patents
Double-component polyurethane rubber repairing adhesive and preparation method thereof Download PDFInfo
- Publication number
- CN113845871A CN113845871A CN202110969358.5A CN202110969358A CN113845871A CN 113845871 A CN113845871 A CN 113845871A CN 202110969358 A CN202110969358 A CN 202110969358A CN 113845871 A CN113845871 A CN 113845871A
- Authority
- CN
- China
- Prior art keywords
- component
- parts
- polyurethane rubber
- antioxidant
- component polyurethane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 27
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 229920003225 polyurethane elastomer Polymers 0.000 title claims description 27
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 17
- 229920000570 polyether Polymers 0.000 claims abstract description 17
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims abstract description 14
- 239000000945 filler Substances 0.000 claims abstract description 14
- 229910000019 calcium carbonate Inorganic materials 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 239000011521 glass Substances 0.000 claims abstract description 5
- 229920000178 Acrylic resin Polymers 0.000 claims description 23
- 239000004925 Acrylic resin Substances 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 239000004417 polycarbonate Substances 0.000 claims description 20
- 229920000515 polycarbonate Polymers 0.000 claims description 20
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 17
- 229920005862 polyol Polymers 0.000 claims description 16
- 150000003077 polyols Chemical class 0.000 claims description 16
- 239000003963 antioxidant agent Substances 0.000 claims description 14
- 230000003078 antioxidant effect Effects 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 238000001816 cooling Methods 0.000 claims description 12
- 239000003292 glue Substances 0.000 claims description 12
- 239000005056 polyisocyanate Substances 0.000 claims description 12
- 229920001228 polyisocyanate Polymers 0.000 claims description 12
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 11
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 11
- 230000008439 repair process Effects 0.000 claims description 11
- 229920001451 polypropylene glycol Polymers 0.000 claims description 10
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 9
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 9
- 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 9
- 238000003756 stirring Methods 0.000 claims description 9
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 150000002009 diols Chemical class 0.000 claims description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 238000004806 packaging method and process Methods 0.000 claims description 6
- 229920002545 silicone oil Polymers 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 4
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 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
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 3
- 239000003999 initiator Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000011259 mixed solution Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- LGLNTUFPPXPHKF-UHFFFAOYSA-N 1,4-diisocyanato-2,3,5,6-tetramethylbenzene Chemical compound CC1=C(C)C(N=C=O)=C(C)C(C)=C1N=C=O LGLNTUFPPXPHKF-UHFFFAOYSA-N 0.000 claims description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 claims description 2
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 claims description 2
- 239000005995 Aluminium silicate Substances 0.000 claims description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 2
- 239000002956 ash Substances 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 2
- 239000010881 fly ash Substances 0.000 claims description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000010445 mica Substances 0.000 claims description 2
- 229910052618 mica group Inorganic materials 0.000 claims description 2
- 239000010451 perlite Substances 0.000 claims description 2
- 235000019362 perlite Nutrition 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- 239000004005 microsphere Substances 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 abstract description 13
- 239000004814 polyurethane Substances 0.000 abstract description 13
- 229920001971 elastomer Polymers 0.000 abstract description 9
- 239000011324 bead Substances 0.000 abstract description 3
- 230000032683 aging Effects 0.000 abstract description 2
- 238000004132 cross linking Methods 0.000 abstract description 2
- 230000003647 oxidation Effects 0.000 abstract description 2
- 238000007254 oxidation reaction Methods 0.000 abstract description 2
- 239000004816 latex Substances 0.000 abstract 3
- 229920000126 latex Polymers 0.000 abstract 3
- 229920001084 poly(chloroprene) Polymers 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002318 adhesion promoter Substances 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005266 side chain polymer Substances 0.000 abstract 1
- 239000013008 thixotropic agent Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- RFSCGDQQLKVJEJ-UHFFFAOYSA-N 2-methylbutan-2-yl benzenecarboperoxoate Chemical compound CCC(C)(C)OOC(=O)C1=CC=CC=C1 RFSCGDQQLKVJEJ-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 238000003889 chemical engineering Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000011325 microbead Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- ZMRUPTIKESYGQW-UHFFFAOYSA-N propranolol hydrochloride Chemical compound [H+].[Cl-].C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 ZMRUPTIKESYGQW-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a two-component neoprene polyurethane composite rubber adhesive and a preparation method thereof, wherein the adhesive is prepared from the following components in parts by weight: 10-50 parts of modified polyurethane, 5-30 parts of modified neoprene latex, 5-40 parts of flame retardant, 3-30 parts of filler, 1-25 parts of thixotropic agent, 0.1-2 parts of adhesion promoter and 5-30 parts of diluent. The compatibility of the modified polyurethane prepared from polyether glycol with the modified neoprene latex is improved, latex molecules and long-ester side chain polymers are mutually diffused to form entanglement points, the workability in the mixture is improved, and light calcium carbonate, hollow glass beads and the like form physical crosslinking points, so that the oxidation resistance and the weather resistance of other components are better exerted, and the aging resistance of the polyurethane adhesive is greatly improved.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to a double-component polyurethane rubber repairing adhesive and a preparation method thereof.
Background
The polyurethane adhesive is an adhesive containing urethane groups (-NHCOO-) and/or isocyanate groups (-NCO) in molecular chains, and has the advantages of high reactivity, good flexibility, excellent low-temperature resistance, excellent shock resistance, impact resistance, wear resistance, strong binding power and the like. In addition, the polyurethane adhesive has the characteristics of adjustable hardness, simple and convenient bonding process, capability of curing at room temperature and under heating, and the like.
Rubber as a tire tread material always has the defects of poor durability, abrasion resistance and tear strength and the like, while a polyurethane material has the characteristics of high elasticity, excellent abrasion resistance, good oil resistance, ozone resistance, good low-temperature performance and the like, is a replaceable tread material, is often used for repairing a tire tread, but has the problem of weak adhesive force between the polyurethane material and a rubber tire body, so that the problem of air leakage can occur again after the tire is repaired, and therefore, further development of the polyurethane material is necessary.
Disclosure of Invention
The purpose of the invention is as follows: in order to overcome the defects of the prior art, the invention aims to provide the two-component polyurethane rubber repairing glue with stronger adhesive force and the preparation method thereof.
The technical scheme of the invention is as follows:
the invention provides a two-component polyurethane rubber repairing adhesive which is formed by mixing a component A and a component B, wherein the component A is a polyurethane prepolymer, the component B is a mixture of acrylic resin and polyether polyol, the mass ratio of the component A to the component B is 1:1-1.5, and the component A is formed by the following components in parts by weight: 40-60 parts of polyisocyanate, 10-15 parts of hydroxyl-terminated silicone oil, 25-35 parts of polyether polyol, 0.01-0.02 part of catalyst, 0.1-0.5 part of antioxidant and 5-20 parts of filler, wherein the component B comprises the following components in parts by weight: 50-70 parts of polycarbonate diol modified hydroxyl acrylic resin, 10-20 parts of solid acrylic resin, 20-30 parts of polyether polyol, 0.1-0.5 part of antioxidant and 5-10 parts of filler.
Further, the polyisocyanate is selected from one or more of toluene diisocyanate, diphenylmethane diisocyanate, 1, 4-phenylene diisocyanate, 2,3,5, 6-tetramethyl-1, 4-diisocyanatobenzene, naphthalene-1, 5-diisocyanate, 3 '-dimethyl-4, 4' -diisocyanatobiphenyl, o-dianisidine diisocyanate; preferably, the polyisocyanate is selected from one or more of toluene diisocyanate and diphenylmethane diisocyanate. More preferably, the polyisocyanate is a mixture of toluene diisocyanate and diphenylmethane diisocyanate in a mass ratio of 1: 1-3; further preferably, the mass ratio of the toluene diisocyanate to the diphenylmethane diisocyanate is 1: 1.3.
further, the polyether polyol is selected from one or more of polypropylene glycol N207, polypropylene glycol N220, polypropylene glycol N210 and polyethylene glycol PEG 2000; polypropylene glycol N207 and polyethylene glycol PEG2000 are particularly preferred.
Further, the catalyst is dibutyl tin dilaurate.
Further, the antioxidant is one or more of antioxidant 1010, antioxidant 168, antioxidant 1067 and antioxidant 264.
Further, the filler is selected from one or more of volcanic ash, perlite powder, light calcium carbonate, heavy calcium carbonate, carbon black, talcum powder, hollow glass micro-beads, silica micro-powder, mica powder, fly ash, titanium dioxide, calcium sulfate whisker, aluminum sulfate, barium sulfate, calcined kaolin and diatomite; preferably, the filler is selected from light calcium carbonate, hollow glass beads.
Further, the preparation method of the polycarbonate diol modified hydroxy acrylic resin is as follows:
1) adding isophorone diisocyanate into a dry four-neck flask with a stirrer, a condenser and a thermometer, slowly adding polycarbonate diol, dropwise adding dibutyltin dilaurate, slowly heating to 70-90 ℃ under the protection of nitrogen, reacting for 1-5h, cooling to 40-60 ℃, dropwise adding dimethylolpropionic acid dissolved in N, N-dimethylformamide, and reacting for 1-5h until the isophorone diisocyanate is completely reacted; the mole ratio of isophorone diisocyanate, polycarbonate diol, dibutyltin dilaurate and dibutyltin dilaurate is 1: 0.5: 0.02: 1;
2) under the protection of nitrogen, adding 100mL of N, N-dimethylformamide into a four-neck flask, slowly dropwise adding the mixed solution obtained in the step 1), slowly adding acrylic monomers and an initiator at the system temperature of even 120-; the molar ratio of the polycarbonate diol to the acrylic monomer to the initiator is 1: 10: 0.2.
further, the mass ratio of the component A to the component B is 1: 1.1-1.3; preferably, the mass ratio of the component A to the component B is 1: 1.15.
The invention also provides a preparation method of the double-component polyurethane rubber repairing glue, wherein the preparation process of the component A comprises the following steps:
putting hydroxyl-terminated silicone oil and polyether polyol into a reaction kettle, stirring and heating to 110 ℃, vacuumizing and dewatering, then cooling to 50-60 ℃, adding a catalyst, an antioxidant and a filler, uniformly mixing, slowly dripping polyisocyanate into the reaction kettle, controlling the temperature to be 60-80 ℃, reacting for 1-5h, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing;
the preparation process of the component B comprises the following steps:
respectively putting the polycarbonate diol modified hydroxyl acrylic resin, the solid acrylic resin and the polyether polyol into a reaction kettle, heating to 50-60 ℃, uniformly stirring, respectively putting the antioxidant and the filler into the reaction kettle, stirring, heating to 110 ℃, vacuumizing, removing water, heating to 140-150 ℃, reacting for 1-5h, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing.
Has the advantages that:
according to the invention, the component A and the component B are mixed and matched, so that the prepared double-component polyurethane adhesive has the characteristics of high bonding strength and good weather resistance; in addition, the two-component polyurethane rubber repairing glue of the invention forms physical cross-linking points, which is more beneficial to exerting the oxidation resistance and weather resistance of other components and greatly improving the aging resistance of the polyurethane adhesive.
Detailed Description
The present invention will be described in further detail with reference to specific embodiments, but it should not be construed that the scope of the present invention is limited to the following examples. Various substitutions and alterations can be made by those skilled in the art and by conventional means without departing from the spirit of the method of the invention described above. The toluene diisocyanate and the diphenylmethane diisocyanate are purchased from polyurethane of Tantawa group, Inc., the polypropylene glycol N207 and the polyethylene glycol PEG2000 are purchased from Jiangsu clock mountain chemical engineering, Inc., Jinpu group, the isophorone diisocyanate is purchased from Kemi European chemical reagent, Inc., Tianjin, and the polycarbonate diol is purchased from Asahi chemical fine chemical engineering, Inc.
Example 1
A double-component polyurethane rubber repairing adhesive is formed by mixing a component A and a component B, wherein the component A is a polyurethane prepolymer, the component B is a mixture of acrylic resin and polyether polyol, the mass ratio of the component A to the component B is 1:1.15, and the component A comprises the following components in parts by weight: 50 parts of polyisocyanate, 3 parts of hydroxyl-terminated silicone oil, 30 parts of polyether polyol, 0.02 part of catalyst, 0.1 part of antioxidant and 15 parts of filler, wherein the component B comprises the following components in parts by weight: 50 parts of polycarbonate diol modified hydroxyl acrylic resin, 10 parts of solid acrylic resin, 25 parts of polyether polyol, 0.1 part of antioxidant and 8 parts of filler;
the polyisocyanate is toluene diisocyanate and diphenylmethane diisocyanate according to a mass ratio of 1: 1.3 of a mixture; the polyether polyol is polypropylene glycol N207; the catalyst is dibutyl tin dilaurate;
wherein the preparation process of the component A comprises the following steps:
putting hydroxyl-terminated silicone oil and polypropylene glycol N207 into a reaction kettle, stirring and heating to 110 ℃, then preserving heat and vacuumizing for 60 minutes until the water content is less than 0.02%, cooling to about 60 ℃, adding dibutyl tin dilaurate, an antioxidant 1010 and light calcium carbonate, uniformly mixing, slowly dripping toluene diisocyanate into the reaction kettle, controlling the temperature to about 70 ℃ for reaction for 1 hour, then adding diphenylmethane diisocyanate, heating to 70-80 ℃ for reaction for 3 hours, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing;
the preparation process of the component B comprises the following steps:
respectively putting the polycarbonate diol modified hydroxy acrylic resin, the solid acrylic resin and the polyethylene glycol PEG2000 into a reaction kettle, heating to 60 ℃, uniformly stirring,
respectively putting the antioxidant 1010 and the hollow glass beads into a reaction kettle, stirring and heating to 100 ℃ plus 110 ℃, vacuumizing and dewatering, then continuously heating to 150 ℃ for reaction for 1h, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing.
The preparation method of the polycarbonate diol modified hydroxy acrylic resin comprises the following steps:
1) adding isophorone diisocyanate into a dry four-neck flask with a stirrer, a condenser and a thermometer, slowly adding polycarbonate diol, dropwise adding 0.2g of dibutyltin dilaurate, slowly heating to 80 ℃ under the protection of nitrogen, reacting for 3 hours, cooling to 60 ℃, dropwise adding dimethylolpropionic acid dissolved in N, N-dimethylformamide, and reacting for 3 hours until the isophorone diisocyanate completely reacts; the mole ratio of isophorone diisocyanate, polycarbonate diol, dibutyltin dilaurate and dibutyltin dilaurate is 1: 0.5: 0.02: 1;
2) under the protection of nitrogen, adding 100mL of N, N-dimethylformamide into a four-neck flask, slowly dropwise adding the mixed solution obtained in the step 1), slowly adding an acrylic monomer and tert-amyl peroxybenzoate at the temperature of even 130 ℃, then carrying out heat preservation reaction for 4 hours after dropwise adding is finished, and obtaining the polycarbonate diol modified hydroxy acrylic resin after the monomers are fully reacted; the molar ratio of the polycarbonate diol to the acrylic monomer to the tert-amyl peroxybenzoate is 1: 10: 0.2.
example 2
The component raw materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 1, and the difference is that the mass ratio of the component A to the component B is 1:1.
Example 3
The component raw materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 1, and the difference is that the mass ratio of the component A to the component B is 1: 3.
Example 4
The component materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 1, and the difference is that the polyisocyanate in the component A is toluene diisocyanate.
Example 5
The component materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 1, and the difference is that the polyisocyanate in the component A is diphenylmethane diisocyanate.
Comparative example 1
The component raw materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 1, and the difference is that the polycarbonate diol modified hydroxy acrylic resin in the component B is replaced by hydroxy acrylic resin (purchased from Kunskat high molecular materials Co., Ltd.).
Comparative example 2
The component materials and the preparation method of the two-component polyurethane rubber repairing adhesive are basically the same as those in example 4, and the difference is that the polycarbonate diol modified hydroxy acrylic resin in the component B is replaced by hydroxy acrylic resin (purchased from Kunskat high molecular materials Co., Ltd.).
And (3) performance testing:
the surface of the rubber tire body is roughened, cleaned and then uniformly brushed or sprayed with the two-component polyurethane rubber repair adhesive of the embodiment 1-7, the rubber tire body is placed into an oven at 50 ℃ for drying for 15 minutes, the polished polyurethane tire surface is cleaned, then the rubber tire surface is bonded, 5MPa pressure is applied, after the rubber tire body is cured for 3 hours at 110 ℃, the rubber tire surface is placed for 48 hours at room temperature, and then the peel strength of the rubber tire surface is measured according to GB8808-1988, and the test results are shown in the following table 1.
Table 1 results of performance testing
| Peel Strength (Kgf/m) | |
| Example 1 | 458 |
| Example 2 | 443 |
| Example 3 | 446 |
| Example 4 | 417 |
| Example 5 | 429 |
| Comparative example 1 | 420 |
| Comparative example 2 | 351 |
As can be seen from table 1 above, the two-component polyurethane rubber repair adhesive provided by the present invention has excellent adhesive strength and weather resistance.
Claims (10)
1. The two-component polyurethane rubber repairing adhesive is characterized by comprising the following components in parts by weight: the double-component polyurethane rubber repairing glue is formed by mixing a component A and a component B, wherein the component A is a polyurethane prepolymer, the component B is a mixture of acrylic resin and polyether polyol, the mass ratio of the component A to the component B is 1:1-1.5, and the component A is composed of the following components in parts by weight: 40-60 parts of polyisocyanate, 10-15 parts of hydroxyl-terminated silicone oil, 25-35 parts of polyether polyol, 0.01-0.02 part of catalyst, 0.1-0.5 part of antioxidant and 5-20 parts of filler, wherein the component B comprises the following components in parts by weight: 50-70 parts of polycarbonate diol modified hydroxyl acrylic resin, 10-20 parts of solid acrylic resin, 20-30 parts of polyether polyol, 0.1-0.5 part of antioxidant and 5-10 parts of filler.
2. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the polyisocyanate is selected from one or more of toluene diisocyanate, diphenylmethane diisocyanate, 1, 4-phenylene diisocyanate, 2,3,5, 6-tetramethyl-1, 4-diisocyanatobenzene, naphthalene-1, 5-diisocyanate, 3 '-dimethyl-4, 4' -diisocyanatobiphenyl and o-dianisidine diisocyanate.
3. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the polyether polyol is selected from one or more of polypropylene glycol N207, polypropylene glycol N220, polypropylene glycol N210 and polyethylene glycol PEG 2000.
4. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the catalyst is dibutyl tin dilaurate.
5. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the antioxidant is selected from one or more of antioxidant 1010, antioxidant 168, antioxidant 1067 and antioxidant 264.
6. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the filler is selected from one or more of volcanic ash, perlite powder, light calcium carbonate, heavy calcium carbonate, carbon black, talcum powder, hollow glass microspheres, silica micropowder, mica powder, fly ash, titanium dioxide, calcium sulfate whisker, aluminum sulfate, barium sulfate, calcined kaolin and diatomite.
7. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the preparation method of the polycarbonate diol modified hydroxy acrylic resin comprises the following steps:
1) adding isophorone diisocyanate into a dry four-neck flask with a stirrer, a condenser and a thermometer, slowly adding polycarbonate diol, dropwise adding dibutyltin dilaurate, slowly heating to 70-90 ℃ under the protection of nitrogen, reacting for 1-5h, cooling to 40-60 ℃, dropwise adding dimethylolpropionic acid dissolved in N, N-dimethylformamide, and reacting for 1-5h until the isophorone diisocyanate is completely reacted;
2) under the protection of nitrogen, adding 100mL of N, N-dimethylformamide into a four-neck flask, slowly dropwise adding the mixed solution obtained in the step 1), slowly adding acrylic monomers and an initiator at the system temperature of even 120-.
8. The two-component polyurethane rubber repair glue according to claim 1, characterized in that: the mass ratio of the component A to the component B is 1: 1.1-1.3.
9. The two-component polyurethane rubber repair glue according to claim 8, characterized in that: the mass ratio of the component A to the component B is 1: 1.15.
10. The method for preparing the two-component polyurethane rubber repair adhesive according to any one of claims 1 to 9, characterized in that: the preparation process of the component A comprises the following steps:
putting hydroxyl-terminated silicone oil and polyether polyol into a reaction kettle, stirring and heating to 110 ℃, vacuumizing and dewatering, then cooling to 50-60 ℃, adding a catalyst, an antioxidant and a filler, uniformly mixing, slowly dripping polyisocyanate into the reaction kettle, controlling the temperature to be 60-80 ℃, reacting for 1-5h, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing;
the preparation process of the component B comprises the following steps:
respectively putting the polycarbonate diol modified hydroxyl acrylic resin, the solid acrylic resin and the polyether polyol into a reaction kettle, heating to 50-60 ℃, uniformly stirring, respectively putting the antioxidant and the filler into the reaction kettle, stirring, heating to 110 ℃, vacuumizing, removing water, heating to 140-150 ℃, reacting for 1-5h, cooling to 40-50 ℃ after the reaction is finished, discharging, packaging and warehousing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110969358.5A CN113845871B (en) | 2021-08-23 | 2021-08-23 | Double-component polyurethane rubber repair adhesive and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110969358.5A CN113845871B (en) | 2021-08-23 | 2021-08-23 | Double-component polyurethane rubber repair adhesive and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113845871A true CN113845871A (en) | 2021-12-28 |
| CN113845871B CN113845871B (en) | 2023-06-16 |
Family
ID=78975975
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110969358.5A Active CN113845871B (en) | 2021-08-23 | 2021-08-23 | Double-component polyurethane rubber repair adhesive and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113845871B (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103122236A (en) * | 2011-11-21 | 2013-05-29 | 西安西达地质技术服务有限责任公司 | Organic-silicone modified polyurethane sealant |
| CN103709975A (en) * | 2013-11-29 | 2014-04-09 | 中国科学院长春应用化学研究所 | Polyurethane adhesive used for composite fluoroplastic film and preparation method thereof |
| CN110484191A (en) * | 2019-08-16 | 2019-11-22 | 无锡庄周新材料科技有限公司 | A kind of dual-component polyurethane adhesive and preparation method thereof |
-
2021
- 2021-08-23 CN CN202110969358.5A patent/CN113845871B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103122236A (en) * | 2011-11-21 | 2013-05-29 | 西安西达地质技术服务有限责任公司 | Organic-silicone modified polyurethane sealant |
| CN103709975A (en) * | 2013-11-29 | 2014-04-09 | 中国科学院长春应用化学研究所 | Polyurethane adhesive used for composite fluoroplastic film and preparation method thereof |
| CN110484191A (en) * | 2019-08-16 | 2019-11-22 | 无锡庄周新材料科技有限公司 | A kind of dual-component polyurethane adhesive and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113845871B (en) | 2023-06-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP7073297B2 (en) | One-component moisture-curable composition | |
| EP2547744B1 (en) | Silane moisture curable hot melts | |
| CN109852326B (en) | Polyurethane hot-melt adhesive containing oxime urethane dynamic bond and preparation method thereof | |
| CN110229645B (en) | High initial-adhesion single-component moisture curing reaction type polyurethane hot melt adhesive and preparation method thereof | |
| CN107849218A (en) | Hydrophobic and elastomeric dual-component polyurethane composition with the mechanical performance and cohesive not being affected by temperature | |
| JP2008530294A (en) | Two-component polyurethane composition particularly suitable for use as a structural adhesive | |
| CN111303827B (en) | UV-moisture dual-curing polyurethane sealant and preparation method thereof | |
| CA2508259A1 (en) | Polyurethane reactive composition | |
| CN114450323A (en) | Low free polyurethane prepolymer compositions | |
| CN112552863A (en) | Solvent-free bi-component polyurethane adhesive for structural bonding and application | |
| CN113583617B (en) | Self-repairing reaction type polyurethane hot melt adhesive and preparation method thereof | |
| CN113817434A (en) | Halogen-containing flame-retardant polyurethane hot melt adhesive and preparation method thereof | |
| CN114250054A (en) | Reactive polyurethane hot melt adhesive for nylon bonding and preparation method thereof | |
| EP0958319A1 (en) | Unsaturated polymer polyurethane structural adhesive | |
| CN113429926B (en) | Polyurethane adhesive and preparation method and application thereof | |
| CN111630130B (en) | Single-component toughened epoxy adhesive | |
| CN113845871B (en) | Double-component polyurethane rubber repair adhesive and preparation method thereof | |
| CN112831018A (en) | Solvent-free synthetic leather polyurethane composite material and preparation method thereof | |
| CN113789147B (en) | Double-component neoprene composite rubber adhesive and preparation method thereof | |
| CN114395360A (en) | Flame-retardant bi-component polyurethane adhesive and preparation method thereof | |
| CN113214772B (en) | Reactive polyurethane hot melt adhesive and preparation method and application thereof | |
| CN109679418B (en) | Polyurethane elastomer for fluorocarbon paint and preparation method thereof | |
| CN115232591A (en) | Reactive polyurethane hot melt adhesive and preparation method thereof | |
| JP5255487B2 (en) | Graft polyether polyol, process for producing the same, polyurethane resin composition, and cured polyurethane resin | |
| JP3415947B2 (en) | Thermosetting flexible polyurethane elastomer composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information |
Address after: 030006 room 2105, No. 226, Changzhi Road, Taiyuan high tech Zone, Taiyuan City, Shanxi Province Applicant after: Shanxi Huaao Intelligent Mining Industrial Park Co.,Ltd. Address before: 030006 room 2105, No. 226, Changzhi Road, Taiyuan high tech Zone, Taiyuan City, Shanxi Province Applicant before: SHANXI HUAO INDUSTRY AND TRADE GROUP CO.,LTD. |
|
| CB02 | Change of applicant information | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20231128 Address after: 030900 Zhangbei village, Qi County, Jinzhong City, Shanxi Province Patentee after: SHANXI BAIDE TAPU INDUSTRY AND TRADE CO.,LTD. Address before: 030006 room 2105, No. 226, Changzhi Road, Taiyuan high tech Zone, Taiyuan City, Shanxi Province Patentee before: Shanxi Huaao Intelligent Mining Industrial Park Co.,Ltd. |
|
| TR01 | Transfer of patent right |