CN114561153A - Low-odor high-strength acrylic acid structure adhesive - Google Patents
Low-odor high-strength acrylic acid structure adhesive Download PDFInfo
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- CN114561153A CN114561153A CN202210194255.0A CN202210194255A CN114561153A CN 114561153 A CN114561153 A CN 114561153A CN 202210194255 A CN202210194255 A CN 202210194255A CN 114561153 A CN114561153 A CN 114561153A
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 36
- 239000000853 adhesive Substances 0.000 title claims abstract description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 239000000843 powder Substances 0.000 claims abstract description 28
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims abstract description 18
- 239000004014 plasticizer Substances 0.000 claims abstract description 17
- 229920005749 polyurethane resin Polymers 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000011347 resin Substances 0.000 claims abstract description 17
- 239000003822 epoxy resin Substances 0.000 claims abstract description 16
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 16
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims abstract description 14
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 claims abstract description 14
- MTEZSDOQASFMDI-UHFFFAOYSA-N 1-trimethoxysilylpropan-1-ol Chemical compound CCC(O)[Si](OC)(OC)OC MTEZSDOQASFMDI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004342 Benzoyl peroxide Substances 0.000 claims abstract description 14
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims abstract description 14
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims abstract description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 14
- 235000019400 benzoyl peroxide Nutrition 0.000 claims abstract description 14
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229920000570 polyether Polymers 0.000 claims abstract description 14
- 229920005862 polyol Polymers 0.000 claims abstract description 14
- 150000003077 polyols Chemical class 0.000 claims abstract description 14
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 claims abstract description 13
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 claims abstract description 12
- VDMLVOIDGSOUTA-UHFFFAOYSA-N 2-(4-methylanilino)ethane-1,1-diol Chemical compound CC1=CC=C(NCC(O)O)C=C1 VDMLVOIDGSOUTA-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000001993 wax Substances 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 18
- JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- 238000001816 cooling Methods 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- XFLNVMPCPRLYBE-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;tetrahydrate Chemical compound O.O.O.O.[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O XFLNVMPCPRLYBE-UHFFFAOYSA-J 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract description 4
- 230000009477 glass transition Effects 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- -1 acrylic ester Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920006351 engineering plastic Polymers 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- UAGJVSRUFNSIHR-UHFFFAOYSA-N Methyl levulinate Chemical compound COC(=O)CCC(C)=O UAGJVSRUFNSIHR-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- PPDHIIWHJRYQFJ-UHFFFAOYSA-N ethyl 2-oxo-1-oxaspiro[4.5]decane-4-carboxylate Chemical compound CCOC(=O)C1CC(=O)OC11CCCCC1 PPDHIIWHJRYQFJ-UHFFFAOYSA-N 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- 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
-
- 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
- C09J11/08—Macromolecular additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerisation Methods In General (AREA)
Abstract
A low odor, high strength acrylic structural adhesive comprising a component A and a component B, said component A comprising: hydroxyethyl methacrylate, 1, 3-butanediol dimethacrylate, methacrylic acid, ABS resin, SBS resin, polyurethane resin, triphenylphosphine, N-dihydroxyethyl-p-toluidine, glycidyl ether oxypropyltrimethoxysilane, tetrasodium ethylenediamine tetraacetate, o-methyl hydroquinone and wax powder; the component B comprises polyether polyol, a plasticizer, benzoyl peroxide, epoxy resin and wax powder. In the component A, the acrylate prepolymer is used for replacing methyl methacrylate and polymers such as epoxy resin, polyurethane resin and the like to form a mixed polymer, so that the adhesive property, high temperature resistance and impact resistance of the product can be greatly improved, the glass transition temperature of the product can be effectively improved, and the pungent smell is reduced.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to a low-odor high-strength acrylic acid structural adhesive.
Background
With the increasing use of structural adhesives in various fields, especially with the expanding use share of engineering plastics market, and the increasing environmental protection problem for products for operators, it is expected that suppliers will develop a product with low odor, high strength and high temperature resistance for use on plastics.
The invention patent CN201810785228.4 in China at present discloses a high-adhesion-strength AB two-component acrylic acid structural adhesive and a preparation method thereof, which have high stability and adhesion, the adhesion strength of the adhesive to stainless steel can reach 31.8-38.5MPa, but the reacted monomer is mainly methyl methacrylate, has pungent smell and harm to human bodies, and has flammable and explosive risks after reaching a certain concentration, and certain requirements for storage of raw materials and finished products are met; in addition, a high-temperature resistant double-component acrylic structural adhesive is disclosed in Chinese invention patent No. CN201711386339.X, the bonding strength of the high-temperature resistant double-component acrylic structural adhesive to stainless steel can reach 20MPa, but the research object of the high-temperature resistant double-component acrylic structural adhesive is still the bonding of metal substrates. The shear strength tests in the above patents were conducted on stainless steel or aluminum substrates and no studies were made on the bond strength of plastic substrates. How to provide a low-odor, high-strength, high-temperature resistant structural adhesive that can be used for plastics is the subject of investigation by those skilled in the art.
Disclosure of Invention
The invention provides a low-odor, high-strength and high-temperature-resistant structural adhesive, which is particularly suitable for bonding plastic materials.
A low odor, high strength acrylic structural adhesive comprising a component A and a component B, said component A comprising: hydroxyethyl methacrylate, 1, 3-butanediol dimethacrylate, methacrylic acid, ABS resin, SBS resin, polyurethane resin, triphenylphosphine, N-dihydroxyethyl-p-toluidine, glycidyl ether oxypropyltrimethoxysilane, tetrasodium ethylenediamine tetraacetate, o-methyl hydroquinone and wax powder; the component B comprises polyether polyol, a plasticizer, benzoyl peroxide, epoxy resin and wax powder.
Hydroxyethyl methacrylate is an organic substance, has a molecular formula of C6H10O3 and a molecular weight of 130.1418, and is colorless, transparent and flowable liquid.
1,3 butanediol dimethacrylate is a bifunctional monomer and has good stain resistance and dissolving capacity. The product characteristics are as follows: high dissolving power, PVC modifier, and application in adhesive. The molecular formula is as follows: C12H18O4
Methacrylic acid, an organic compound of formula C4H6O2, is a colorless crystalline or transparent liquid useful in organic synthesis and polymer preparation. Can be used as raw materials for synthesizing rubber. Production of thermosetting coating, synthetic rubber, textile treating agent and the like
The ABS resin is a thermoplastic high polymer material with high strength, good toughness and easy processing and molding. The ABS resin is adopted as the elastomer in the adhesive in the structural adhesive, so that the material toughness of the adhesive is improved, and the shear strength is improved.
The SBS resin is a thermoplastic elastomer which has the largest world output and most similar rubber performance, and the SBS resin can increase the material toughness of the adhesive and improve the shear strength.
The polyurethane resin is a high molecular compound, and can increase the toughness of the material of the adhesive and improve the shear strength.
The ABS resin, the SBS resin and the polyurethane resin are combined to utilize different elastomer hardness, so that the material toughness and the shear strength of the adhesive are fully improved.
Triphenylphosphine, an organic compound of formula C18H15P, is used as a catalyst in ring-opening polymerization in the present invention.
The N, N-dihydroxyethyl p-toluidine is prepared by Zhejiang Bangbao chemical industry Co., Ltd, and is used as a curing agent in the invention, so that the adhesive shear strength of the adhesive is further improved.
The glycidyl ether oxypropyl trimethoxy silane is prepared by Guangzhou Shuangtao fine chemical Co., Ltd, and the physical property and the water resistance of the adhesive are improved, and the storage stability and the mechanical property are improved.
The chemical formula of the ethylenediaminetetraacetic acid tetrasodium salt is C10H12N2Na4O8, and the tetrasodium salt is white crystalline powder. The polymerization initiator is used as polymerization initiators for ABS resin, SBS resin and polyurethane resin.
The O-methyl hydroquinone of formula C7H8O2 is useful as an antioxidant in the present invention.
The epoxy resin has better bonding strength and chemical resistance, and can be combined with N, N-dihydroxyethyl p-toluidine to greatly improve the bonding shear strength of the adhesive.
Wax powder is used as an additive in the present invention.
The polyether polyol is an organic polymer combined plasticizer and a component A for preparing rigid foam plastics, and the epoxy resin is used as an adhesive to be combined with benzoyl peroxide to achieve the curing and bonding effect of the unsaturated polyester resin.
The component A comprises the following components in percentage by weight: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin, 5-15 parts of SBS resin, 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine, 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine, 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of tetrasodium ethylenediamine tetraacetate, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder.
The component B comprises the following components in percentage by weight: 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 1.5-10 parts of benzoyl peroxide, 15-200 parts of epoxy resin and 1-5 parts of wax powder.
The plasticizer is benzoate.
The preparation method of the component A comprises the following steps:
the method comprises the following steps: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin and 5-15 parts of SBS resin are obtained according to the following parts by weight, added into a reaction kettle, heated to 60-75 ℃ at the speed of 1 ℃/min, and stirred for 1-3 hours;
step two: adding 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine and 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine into the reaction kettle in the first step, maintaining the temperature of 60-75 ℃, continuing stirring for 50 minutes, stopping stirring, and cooling to normal temperature;
step three: and (2) obtaining 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of ethylene diamine tetraacetic acid tetrasodium, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder according to the following parts by weight, adding the materials into a reaction kettle for completing the second step, stirring and dispersing the materials, and vacuumizing the reaction kettle simultaneously to obtain the component A.
The preparation method of the component B comprises the following steps:
the method comprises the following steps: adding 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 15-200 parts of epoxy resin and 1-5 parts of wax powder into a first reaction kettle, heating to 30-50 ℃ at the speed of 1 ℃/min, fully stirring for 1 hour, and cooling to room temperature;
step two: and (3) adding 1.5-10 parts of benzoyl peroxide into the first reaction kettle after the first step is finished according to the following parts by weight, stirring for 30 minutes, and vacuumizing while stirring and dispersing to obtain the component B.
According to the invention, the acrylic ester prepolymer is selected from the component A to replace methyl methacrylate, so that the glass transition temperature of the component A can be effectively increased, the elastomer with a certain molecular weight is used for grafting modification, and the acrylic ester prepolymer and polymers such as epoxy and polyurethane form a mixed polymer, so that the adhesive property, high temperature resistance and impact resistance of the product can be greatly improved, and the problem of irritant air temperature of methyl methacrylate monomers is solved.
The invention has the following advantages:
1. the raw materials are common, the process is simple, and the cost is low;
2. the raw materials used have low odor and do not have strict requirements on storage conditions;
3. the problem of bonding of engineering plastics can be effectively solved;
4. has higher temperature resistance and can be used in some harsher environments.
Detailed description of the preferred embodiments
The technical solution of the present patent will be described in further detail with reference to the following embodiments.
Example 1 a low odor, high strength acrylic structural adhesive comprising a component a and a component B, the component a comprising: hydroxyethyl methacrylate, 1, 3-butanediol dimethacrylate, methacrylic acid, ABS resin, SBS resin, polyurethane resin, triphenylphosphine, N-dihydroxyethyl-p-toluidine, glycidyl ether oxypropyltrimethoxysilane, tetrasodium ethylenediamine tetraacetate, o-methyl hydroquinone and wax powder;
the component B comprises polyether polyol, a plasticizer, benzoyl peroxide, epoxy resin and wax powder.
The component A is preferably selected from the following components in percentage by weight: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin, 5-15 parts of SBS resin, 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine, 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine, 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of tetrasodium ethylenediamine tetraacetate, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder.
The component B is preferably selected from the following components in percentage by weight: 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 1.5-10 parts of benzoyl peroxide, 15-200 parts of epoxy resin and 1-5 parts of wax powder. The plasticizer is preferably benzoate.
A preparation method of a low-odor high-strength acrylic acid structural adhesive comprises the following steps:
the method comprises the following steps: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin and 5-15 parts of SBS resin are obtained according to the following parts by weight, added into a reaction kettle, heated to 60-75 ℃ at the speed of 1 ℃/min, and stirred for 1-3 hours;
step two: adding 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine and 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine into the reaction kettle in the first step, maintaining the temperature of 60-75 ℃, continuing stirring for 50 minutes, stopping stirring, and cooling to normal temperature;
step three: 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of ethylene diamine tetraacetic acid tetrasodium salt, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder are obtained according to the following parts by weight and added into a reaction kettle completing the second step, and the component A is obtained by stirring and dispersing the materials and vacuumizing the reaction kettle at the same time;
the preparation method of the component B comprises the following steps:
the method comprises the following steps: adding 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 15-200 parts of epoxy resin and 1-5 parts of wax powder into a first reaction kettle, heating to 30-50 ℃ at the speed of 1 ℃/min, fully stirring for 1 hour, and cooling to room temperature;
step two: and (3) adding 1.5-10 parts of benzoyl peroxide into the first reaction kettle after the first step is finished according to the following parts by weight, stirring for 30 minutes, and vacuumizing while stirring and dispersing to obtain the component B.
The following examples were produced according to the above preparation method:
example 1
The component A comprises the following components in percentage by weight: 5 parts of hydroxyethyl methacrylate, 15 parts of 1, 3-butanediol dimethacrylate, 5 parts of methacrylic acid, 5 parts of ABS resin, 5 parts of SBS resin, 15 parts of polyurethane resin, 0.1 part of triphenylphosphine, 0.1 part of N, N-dihydroxyethyl p-toluidine, 0.1 part of glycidyl ether oxypropyltrimethoxysilane, 0.1 part of tetrasodium ethylenediamine tetraacetate, 0.1 part of o-methyl hydroquinone and 1 part of wax powder.
The component B comprises the following components in percentage by weight: 50 parts of polyether polyol, 5 parts of plasticizer, 1.5 parts of benzoyl peroxide, 15 parts of epoxy resin and 1 part of wax powder.
Example 2
The component A comprises the following components in percentage by weight: 10 parts of hydroxyethyl methacrylate, 20 parts of 1, 3-butanediol dimethacrylate, 15 parts of methacrylic acid, 10 parts of ABS resin, 10 parts of SBS resin, 20 parts of polyurethane resin, 0.5 part of triphenylphosphine, 0.5 part of N, N-dihydroxyethyl p-toluidine, 0.5 part of glycidyl ether oxypropyltrimethoxysilane, 0.5 part of tetrasodium ethylenediamine tetraacetate, 0.5 part of o-methyl hydroquinone and 2.5 parts of wax powder.
The component B comprises the following components in percentage by weight: 100 parts of polyether polyol, 15 parts of plasticizer, 5 parts of benzoyl peroxide, 100 parts of epoxy resin and 3 parts of wax powder.
Example 3
The component A is preferably selected from the following components in percentage by weight: 20 parts of hydroxyethyl methacrylate, 30 parts of 1, 3-butanediol dimethacrylate, 20 parts of methacrylic acid, 15 parts of ABS resin, 15 parts of SBS resin, 30 parts of polyurethane resin, 1.0 part of triphenylphosphine, 1.0 part of N, N-dihydroxyethyl p-toluidine, 1.0 part of glycidyl ether oxypropyltrimethoxysilane, 1.0 part of tetrasodium ethylenediamine tetraacetate, 1.0 part of o-methyl hydroquinone and 5 parts of wax powder.
The component B is preferably selected from the following components in percentage by weight: 150 parts of polyether polyol, 30 parts of plasticizer, 10 parts of benzoyl peroxide, 200 parts of epoxy resin and 5 parts of wax powder.
To further verify the technical properties of the product of the invention, the tensile shear strength was tested: the test is carried out according to GB/T7124 + 2008, the test piece is a stainless steel and ABS plastic plate, and the test result is as follows:
although the preferred embodiments of the present patent have been described in detail, the present patent is not limited to the above embodiments, and various changes can be made without departing from the spirit of the present patent within the knowledge of those skilled in the art.
Claims (6)
1. A low-odor high-strength acrylic acid structural adhesive comprises a component A and a component B, and is characterized in that: the component A comprises: hydroxyethyl methacrylate, 1, 3-butanediol dimethacrylate, methacrylic acid, ABS resin, SBS resin, polyurethane resin, triphenylphosphine, N-dihydroxyethyl-p-toluidine, glycidyl ether oxypropyltrimethoxysilane, tetrasodium ethylenediamine tetraacetate, o-methyl hydroquinone and wax powder; the component B comprises polyether polyol, a plasticizer, benzoyl peroxide, epoxy resin and wax powder.
2. A low odor, high strength acrylic structural adhesive as defined in claim 1, wherein: the component A comprises the following components in percentage by weight: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin, 5-15 parts of SBS resin, 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine, 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine, 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of tetrasodium ethylenediamine tetraacetate, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder.
3. A low odor, high strength acrylic structural adhesive as defined in claim 1, wherein: the component B comprises the following components in percentage by weight: 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 1.5-10 parts of benzoyl peroxide, 15-200 parts of epoxy resin and 1-5 parts of wax powder.
4. A low odor, high strength acrylic structural adhesive as defined in claim 1, wherein: the plasticizer is benzoate.
5. The method of preparing a low odor, high strength acrylic structural adhesive of claim 1, wherein: the preparation method of the component A comprises the following steps:
the method comprises the following steps: 5-20 parts of hydroxyethyl methacrylate, 15-30 parts of 1, 3-butanediol dimethacrylate, 5-20 parts of methacrylic acid, 5-15 parts of ABS resin and 5-15 parts of SBS resin are obtained according to the following parts by weight, added into a reaction kettle, heated to 60-75 ℃ at the speed of 1 ℃/min, and stirred for 1-3 hours;
step two: adding 15-30 parts of polyurethane resin, 0.1-1.0 part of triphenylphosphine and 0.1-1.0 part of N, N-dihydroxyethyl p-toluidine into the reaction kettle in the first step, maintaining the temperature of 60-75 ℃, continuing stirring for 50 minutes, stopping stirring, and cooling to normal temperature;
step three: and (2) obtaining 0.1-1.0 part of glycidyl ether oxypropyltrimethoxysilane, 0.1-1.0 part of ethylene diamine tetraacetic acid tetrasodium, 0.1-1.0 part of o-methyl hydroquinone and 1-5 parts of wax powder according to the following parts by weight, adding the materials into a reaction kettle for completing the second step, stirring and dispersing the materials, and vacuumizing the reaction kettle simultaneously to obtain the component A.
6. The method of preparing a low odor, high strength acrylic structural adhesive of claim 1, wherein: the preparation method of the component B comprises the following steps:
the method comprises the following steps: adding 50-150 parts of polyether polyol, 5-30 parts of plasticizer, 15-200 parts of epoxy resin and 1-5 parts of wax powder into a first reaction kettle, heating to 30-50 ℃ at the speed of 1 ℃/min, fully stirring for 1 hour, and cooling to room temperature;
step two: and (3) adding 1.5-10 parts of benzoyl peroxide into the first reaction kettle after the first step is finished according to the following parts by weight, stirring for 30 minutes, and vacuumizing while stirring and dispersing to obtain the component B.
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| CN202210194255.0A CN114561153A (en) | 2022-03-01 | 2022-03-01 | Low-odor high-strength acrylic acid structure adhesive |
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| CN202210194255.0A CN114561153A (en) | 2022-03-01 | 2022-03-01 | Low-odor high-strength acrylic acid structure adhesive |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN117801726A (en) * | 2023-12-28 | 2024-04-02 | 浙江凯越新材料技术有限公司 | Bi-component acrylic ester adhesive and preparation method and application method thereof |
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| CN110205081A (en) * | 2019-06-19 | 2019-09-06 | 烟台泰盛精化科技有限公司 | A kind of acrylate two-component adhesive |
| CN113185923A (en) * | 2021-04-30 | 2021-07-30 | 广东恒大新材料科技有限公司 | Low-odor two-component structural adhesive compositely cured by adopting acrylate and epoxy system |
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| US5137944A (en) * | 1988-12-23 | 1992-08-11 | Nogawa Chemical Co., Ltd. | Two liquids non-mixed type-acrylic adhesive composition |
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| CN117801726A (en) * | 2023-12-28 | 2024-04-02 | 浙江凯越新材料技术有限公司 | Bi-component acrylic ester adhesive and preparation method and application method thereof |
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