CN116731643B - Adhesive for mounting steel chain riveting and preparation process thereof - Google Patents
Adhesive for mounting steel chain riveting and preparation process thereof Download PDFInfo
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- CN116731643B CN116731643B CN202311013672.1A CN202311013672A CN116731643B CN 116731643 B CN116731643 B CN 116731643B CN 202311013672 A CN202311013672 A CN 202311013672A CN 116731643 B CN116731643 B CN 116731643B
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 42
- 239000000853 adhesive Substances 0.000 title claims abstract description 41
- 229910000831 Steel Inorganic materials 0.000 title claims abstract description 27
- 239000010959 steel Substances 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 30
- 229920000570 polyether Polymers 0.000 claims abstract description 30
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 27
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims abstract description 23
- 235000010290 biphenyl Nutrition 0.000 claims abstract description 19
- 239000004305 biphenyl Substances 0.000 claims abstract description 19
- 239000000178 monomer Substances 0.000 claims abstract description 19
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 19
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 7
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 239000000243 solution Substances 0.000 claims description 30
- 238000003756 stirring Methods 0.000 claims description 27
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 21
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 18
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 239000008367 deionised water Substances 0.000 claims description 15
- 229910021641 deionized water Inorganic materials 0.000 claims description 15
- 238000005303 weighing Methods 0.000 claims description 15
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 14
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims description 14
- 239000000047 product Substances 0.000 claims description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 12
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 12
- 238000005406 washing Methods 0.000 claims description 12
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 239000002244 precipitate Substances 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 8
- 238000001704 evaporation Methods 0.000 claims description 8
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 claims description 7
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 claims description 6
- RUYNUXHHUVUINQ-UHFFFAOYSA-N 2-Methyl-3-furanthiol Chemical compound CC=1OC=CC=1S RUYNUXHHUVUINQ-UHFFFAOYSA-N 0.000 claims description 6
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 238000010790 dilution Methods 0.000 claims description 6
- 239000012895 dilution Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 239000005457 ice water Substances 0.000 claims description 6
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000012074 organic phase Substances 0.000 claims description 6
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 4
- LAQYHRQFABOIFD-UHFFFAOYSA-N 2-methoxyhydroquinone Chemical compound COC1=CC(O)=CC=C1O LAQYHRQFABOIFD-UHFFFAOYSA-N 0.000 claims description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 4
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 4
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- FCMCSZXRVWDVAW-UHFFFAOYSA-N 6-bromo-1-hexanol Chemical compound OCCCCCCBr FCMCSZXRVWDVAW-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 3
- 238000001291 vacuum drying Methods 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 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
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 2
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004321 preservation Methods 0.000 claims description 2
- 238000004026 adhesive bonding Methods 0.000 abstract description 5
- 241001391944 Commicarpus scandens Species 0.000 abstract description 3
- 238000007711 solidification Methods 0.000 abstract 1
- 230000008023 solidification Effects 0.000 abstract 1
- 238000003860 storage Methods 0.000 abstract 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000012205 single-component adhesive Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002023 wood Substances 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/64—Sulfur atoms
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
-
- 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
Abstract
The invention discloses an adhesive for installing steel chain nails and a preparation process thereof, belonging to the technical field of preparation of special adhesives, wherein the adhesive comprises the following components in parts by mass: 100 parts of comonomer, 0.1-0.5 part of initiator and 1-10 parts of auxiliary agent; wherein the comonomer comprises polyether modified bismaleimide, furan modified styrene monomer, biphenyl modified polyacrylate monomer and butyl acrylate; the adhesive can be prepared by one-time gluing, and can form a gradient of gradual hardness with strong inner toughness and strong outer hardness after solidification, so that the adhesive is not easy to break and clamp during transportation and storage.
Description
Technical Field
The invention relates to the technical field of preparation of special adhesives, in particular to an adhesive for mounting steel chain riveting and a preparation process thereof.
Background
The chain riveting is a novel woodworking riveting which bonds single nails in regular arrangement by using an adhesive or other modes. The chain riveting is typically placed in a special nail gun and driven by electricity or compressed air to shoot into a wood board, plastic or other composite material by impact. The nail gun is widely used in the aspects of building, decoration, furniture, packaging, advertisement decoration, sofa, leather shoes, leather products and the like due to the advantages of high efficiency, uniform and consistent nail stress, convenient use and the like, and has a great deal of requirements as a row nail of a bullet. The general production process of the chain riveting is as follows: the round wire is straightened and flattened by a flattening machine and is collected on a certain number of bobbins; and gluing by a gluing machine, drying to prepare a wire belt, feeding the wire belt into a forming host machine for cutting, forming and heading, thereby completing the whole manufacturing procedure.
The steel gang nails are formed by regularly arranging and integrating T-shaped nails which are made of 45# low carbon steel and have flat ends and sharp ends through special adhesives, and the whole arrangement is fixed, and the adhesives used for the steel gang nails are key raw materials for manufacturing the gang nails, so that the quality of the gang nail products is affected. The existing adhesive mainly has the following problems: when the strength of the adhesive is high, the shearing force of the shot nails is easy to lightly punch out steel nails, and the steel nails are not easy to cause clamping nails, but the high strength is not beneficial to the bending stress of the glued gang nails when the gang nails are cut off in a cutting procedure or the manufactured gang nails are easy to break when the gang nails are boxed and transported; when the toughness of the adhesive is high, the chain riveting is not easy to break, but the chain riveting is difficult to punch in a nail gun, and the clamping nails are easy to cause; the related prior art mostly adopts a method shared by a plurality of adhesives/layers to give consideration to strength and toughness, and the gluing operation is complicated.
Disclosure of Invention
Aiming at the problems, the invention provides an adhesive for installing steel chain riveting and a preparation process thereof.
The aim of the invention is realized by adopting the following technical scheme:
the adhesive for installing the steel chain riveting comprises the following components in parts by mass: 100 parts of comonomer, 0.1-0.5 part of initiator and 1-10 parts of auxiliary agent;
wherein the comonomer comprises polyether modified bismaleimide, furan modified styrene monomer, biphenyl modified polyacrylate monomer and butyl acrylate.
In some preferred embodiments, the method of preparing polyether modified bismaleimides comprises the steps of:
weighing polyether amine, dissolving the polyether amine in a toluene solvent, adding maleic anhydride, fully stirring and mixing, adding methyl sulfonic acid, adding 4-tertiary butyl phenol under the condition of ice water bath, fully stirring and mixing again, heating to 100-110 ℃ and stirring and refluxing for 2-4 hours, cooling to room temperature after the reaction is finished, washing a reaction product sequentially by using 1-5wt% of sodium hydroxide solution and deionized water, absorbing water by using inorganic salt, drying, and evaporating the solvent to obtain the polyether modified bismaleimide;
wherein the mass ratio of the polyetheramine to the maleic anhydride to the methanesulfonic acid to the 4-tert-butylphenol is (9-9.5): 10: (6.2-6.5): (0.06-0.1).
In some preferred embodiments, the method for preparing furan-modified styrene monomer comprises the steps of:
weighing 2-methyl-3-furanthiol, dissolving in tetrahydrofuran solution, introducing nitrogen to remove oxygen, then respectively adding methanol solution of potassium hydroxide and potassium iodide, slowly dropwise adding tetrahydrofuran solution of p-chlorostyrene under ice water bath condition while stirring, continuously stirring for reaction overnight after dropwise adding, removing precipitate, concentrating filtrate, adding cyclohexane, stirring until no precipitate is generated, filtering, collecting precipitate, washing, and vacuum drying to obtain furan modified styrene monomer;
wherein the mass ratio of the 2-methyl-3-furanthiol to the potassium hydroxide, the potassium iodide and the p-chlorostyrene is (0.7-1): (1.2-2.5): (6-8): 1.
in some preferred embodiments, the method of preparing the biphenyl modified polyacrylate monomer comprises the steps of:
(1) Weighing 4-phenylphenol and dissolving in an N, N-dimethylformamide solvent, adding dried potassium carbonate, stirring for 0.5-1h at normal temperature, adding an N, N-dimethylformamide solution of 6-bromo-N-hexanol, heating to 60-80 ℃ and carrying out heat preservation and stirring for 2-4h, cooling after the reaction is finished, adding deionized water for dilution, extracting by chloroform, taking organic phase, washing by deionized water, 1-5wt% sodium bicarbonate solution and saturated sodium chloride solution sequentially, drying by inorganic salt absorption, and evaporating to remove the solvent to obtain a product A;
wherein the mass ratio of the 4-phenylphenol to the potassium carbonate to the 6-bromo-n-hexanol is 1: (1.3-1.5): (0.8-0.85);
(2) Weighing the product A, dissolving the product A in a tetrahydrofuran solvent, adding a tetrahydrofuran solution of methacryloyl chloride, adding triethylamine, stirring at room temperature for reaction for 6-9 hours, adding deionized water for dilution after the reaction is finished, extracting by chloroform, taking organic phase, washing by deionized water and 1-5wt% of sodium hydroxide solution in sequence, absorbing water by inorganic salt, drying, and evaporating the solvent to obtain the biphenyl modified polyacrylate monomer;
wherein the mass ratio of the product A to the methacryloyl chloride to the triethylamine is 1: (0.9-0.95): (0.37-0.39).
In some preferred embodiments, the mass ratio of the polyether modified bismaleimide to the furan modified styrene monomer, the biphenyl modified polyacrylate monomer, the butyl acrylate is (1-2): (1.4-3): (1.2-2.8): 1.
in some preferred embodiments, the initiator is one or more of azobisisobutyronitrile, azobisisoheptonitrile, benzoyl peroxide, methyl ethyl ketone peroxide, lauroyl peroxide.
In some preferred embodiments, the auxiliary agent comprises one or two of an accelerator and a stabilizer, wherein the accelerator is one or more of cobalt naphthenate, dibutyl phthalate or diethylaniline; the stabilizer is one or more of o-aminophenol, methoxy hydroquinone, p-cresol, m-cresol, 2, 6-di-tert-butyl p-cresol and hydroquinone.
The invention also provides a preparation method of the adhesive for installing the steel chain riveting, which comprises the following steps:
(1) Preparing the comonomer respectively and weighing the raw materials according to the ratio for standby;
(2) And respectively dissolving the polyether modified bismaleimide, the furan modified styrene monomer, the biphenyl modified polyacrylate monomer and the butyl acrylate in a solvent, adding the initiator and the auxiliary agent after blending, and fully mixing to obtain the adhesive for mounting the steel chain riveting.
In some preferred embodiments, the solvent is one or more of ethyl acetate, butyl acetate, isopropyl alcohol, N-dimethylformamide.
The beneficial effects of the invention are as follows:
the invention provides an adhesive for steel nails, which can be prepared by single-component adhesive and one-time gluing, wherein the adhesive can form a gradient of gradual hardness with strong inner toughness and strong outer toughness after being cured, so that the problem that the adhesive strength and the impact toughness are difficult to be compatible is solved.
Detailed Description
The invention will be further described with reference to the following examples.
Example 1
The embodiment relates to an adhesive for installing steel chain riveting, which comprises the following components in parts by weight: 100 parts of comonomer, 0.4 part of methyl ethyl ketone peroxide, 1 part of dibutyl phthalate and 0.5 part of o-aminophenol;
wherein the comonomer comprises polyether modified bismaleimide, furan modified styrene monomer, biphenyl modified polyacrylate monomer and butyl acrylate; the mass ratio of the polyether modified bismaleimide to the furan modified styrene monomer to the biphenyl modified polyacrylate monomer to the butyl acrylate is 1.4:2:1.8:1, a step of;
the preparation method of the polyether modified bismaleimide comprises the following steps:
weighing polyether amine D230, dissolving the polyether amine D230 in a toluene solvent, adding maleic anhydride, fully stirring and mixing, adding methanesulfonic acid, adding 4-tert-butylphenol under the condition of ice water bath, fully stirring and mixing again, heating to 110 ℃ and stirring and refluxing for 3 hours, cooling to room temperature after the reaction is finished, washing a reaction product sequentially by 5 weight percent of sodium hydroxide solution and deionized water, absorbing water by anhydrous magnesium sulfate, drying, and steaming to remove the solvent to obtain the polyether modified bismaleimide; wherein the mass ratio of the polyetheramine to the maleic anhydride to the methanesulfonic acid to the 4-tert-butylphenol is 9.3:10:6.4:0.08;
the preparation method of the furan modified styrene monomer comprises the following steps:
weighing 2-methyl-3-furanthiol, dissolving in tetrahydrofuran solution, introducing nitrogen to remove oxygen, then respectively adding methanol solution of potassium hydroxide and potassium iodide, slowly dropwise adding tetrahydrofuran solution of p-chlorostyrene under ice water bath condition while stirring, continuously stirring for reaction overnight after dropwise adding, removing precipitate, concentrating filtrate, adding cyclohexane, stirring until no precipitate is generated, filtering, collecting precipitate, washing, and vacuum drying to obtain furan modified styrene monomer; wherein the mass ratio of the 2-methyl-3-furanthiol to the potassium hydroxide, the potassium iodide and the p-chlorostyrene is 0.8:2.2:6.8:1, a step of;
the preparation method of the biphenyl modified polyacrylate monomer comprises the following steps:
(1) Weighing 4-phenylphenol and dissolving in an N, N-dimethylformamide solvent, adding dried potassium carbonate, stirring for 1h at normal temperature, adding an N, N-dimethylformamide solution of 6-bromo-N-hexanol, heating to 60 ℃, keeping the temperature, stirring for 2h, cooling after the reaction is finished, adding deionized water for dilution, extracting with chloroform, taking an organic phase, washing with deionized water, a 5wt% sodium bicarbonate solution and a saturated sodium chloride solution in sequence, absorbing water with anhydrous magnesium sulfate, drying, and evaporating the solvent to obtain a product A; wherein the mass ratio of the 4-phenylphenol to the potassium carbonate to the 6-bromo-n-hexanol is 1:1.4:0.82;
(2) Weighing the product A, dissolving the product A in a tetrahydrofuran solvent, adding a tetrahydrofuran solution of methacryloyl chloride, adding triethylamine, stirring at room temperature for reaction for 7 hours, adding deionized water for dilution after the reaction is finished, extracting by chloroform, taking an organic phase, washing by deionized water and a 5wt% sodium hydroxide solution in sequence, absorbing water by anhydrous magnesium sulfate, drying, and evaporating the solvent to obtain the biphenyl modified polyacrylate monomer; wherein the mass ratio of the product A to the methacryloyl chloride to the triethylamine is 1:0.94:0.38;
the preparation method of the adhesive for installing the steel chain riveting comprises the following steps:
(1) Preparing the comonomer respectively and weighing the raw materials according to the ratio for standby;
(2) Respectively dissolving the polyether modified bismaleimide, the furan modified styrene monomer, the biphenyl modified polyacrylate monomer and the butyl acrylate in isopropanol, adding the methyl ethyl ketone peroxide, the dibutyl phthalate and the o-aminophenol after blending, and fully mixing to prepare the adhesive for mounting the steel chain riveting.
Example 2
The embodiment relates to an adhesive for installing steel chain riveting, which comprises the following components in parts by weight: 100 parts of comonomer, 0.4 part of methyl ethyl ketone peroxide, 1 part of dibutyl phthalate and 0.5 part of o-aminophenol;
wherein the comonomer comprises polyether modified bismaleimide, furan modified styrene monomer and butyl acrylate; the mass ratio of the polyether modified bismaleimide to the furan modified styrene monomer to the butyl acrylate is 1.4:2:1, a step of;
the preparation method of the polyether modified bismaleimide, the furan modified styrene monomer and the butyl acrylate is the same as that of the example 1;
the preparation method of the adhesive for installing the steel chain riveting is the same as that of the embodiment 1.
Example 3
The embodiment relates to an adhesive for installing steel chain riveting, which comprises the following components in parts by weight: 100 parts of comonomer, 0.4 part of methyl ethyl ketone peroxide, 1 part of dibutyl phthalate and 0.5 part of o-aminophenol;
wherein the comonomer comprises polyether modified bismaleimide, biphenyl modified polyacrylate monomer and butyl acrylate; the mass ratio of the polyether modified bismaleimide to the biphenyl modified polyacrylate monomer to the butyl acrylate is 1.4:1.8:1, a step of;
the preparation method of the polyether modified bismaleimide, the biphenyl modified polyacrylate monomer and the butyl acrylate is the same as that of the example 1;
the preparation method of the adhesive for installing the steel chain riveting is the same as that of the embodiment 1.
Comparative example
The adhesive comprises the following components in parts by weight: 100 parts of comonomer, 0.4 part of methyl ethyl ketone peroxide, 1 part of dibutyl phthalate and 0.5 part of o-aminophenol;
wherein the comonomer consists of polyether modified bismaleimide and butyl acrylate, and the mass ratio of the polyether modified bismaleimide to the butyl acrylate is 1.4:1, a step of;
the adhesive was prepared in the same manner as in example 1.
Experimental example
The adhesive properties of the adhesives described in examples 1-3 and comparative examples were compared, wherein the adhesive strength of the adhesives was measured with reference to GB/T39289-2020, the shear resistance of the adhesives was measured with reference to ASTM-D1002-72, the height of the entire row of steel nails without breakage after falling was measured with reference to QB/T1151-1991, the staple rate was the percentage of staples in one thousand steel nail ejection tests, and the measurement results are shown in Table 1:
finally, it should be noted that the above embodiments are only for illustrating the technical solution of the present invention, and not for limiting the scope of the present invention, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made to the technical solution of the present invention without departing from the spirit and scope of the technical solution of the present invention.
Claims (5)
1. The adhesive for installing the steel chain riveting is characterized by comprising the following components in parts by weight: 100 parts of comonomer, 0.1-0.5 part of initiator and 1-10 parts of auxiliary agent;
wherein the comonomer comprises polyether modified bismaleimide, furan modified styrene monomer, biphenyl modified polyacrylate monomer and butyl acrylate;
the preparation method of the polyether modified bismaleimide comprises the following steps:
weighing polyether amine, dissolving the polyether amine in a toluene solvent, adding maleic anhydride, fully stirring and mixing, adding methyl sulfonic acid, adding 4-tertiary butyl phenol under the condition of ice water bath, fully stirring and mixing again, heating to 100-110 ℃ and stirring and refluxing for 2-4 hours, cooling to room temperature after the reaction is finished, washing a reaction product sequentially by using 1-5wt% of sodium hydroxide solution and deionized water, absorbing water by using inorganic salt, drying, and evaporating the solvent to obtain the polyether modified bismaleimide;
wherein the mass ratio of the polyetheramine to the maleic anhydride to the methanesulfonic acid to the 4-tert-butylphenol is (9-9.5): 10: (6.2-6.5): (0.06-0.1);
the preparation method of the furan modified styrene monomer comprises the following steps:
weighing 2-methyl-3-furanthiol, dissolving in tetrahydrofuran solution, introducing nitrogen to remove oxygen, then respectively adding methanol solution of potassium hydroxide and potassium iodide, slowly dropwise adding tetrahydrofuran solution of p-chlorostyrene under ice water bath condition while stirring, continuously stirring for reaction overnight after dropwise adding, removing precipitate, concentrating filtrate, adding cyclohexane, stirring until no precipitate is generated, filtering, collecting precipitate, washing, and vacuum drying to obtain furan modified styrene monomer;
wherein the mass ratio of the 2-methyl-3-furanthiol to the potassium hydroxide, the potassium iodide and the p-chlorostyrene is (0.7-1): (1.2-2.5): (6-8): 1, a step of;
the preparation method of the biphenyl modified polyacrylate monomer comprises the following steps:
(1) Weighing 4-phenylphenol and dissolving in an N, N-dimethylformamide solvent, adding dried potassium carbonate, stirring for 0.5-1h at normal temperature, adding an N, N-dimethylformamide solution of 6-bromo-N-hexanol, heating to 60-80 ℃ and carrying out heat preservation and stirring for 2-4h, cooling after the reaction is finished, adding deionized water for dilution, extracting by chloroform, taking organic phase, washing by deionized water, 1-5wt% sodium bicarbonate solution and saturated sodium chloride solution sequentially, drying by inorganic salt absorption, and evaporating to remove the solvent to obtain a product A;
wherein the mass ratio of the 4-phenylphenol to the potassium carbonate to the 6-bromo-n-hexanol is 1: (1.3-1.5): (0.8-0.85);
(2) Weighing the product A, dissolving the product A in a tetrahydrofuran solvent, adding a tetrahydrofuran solution of methacryloyl chloride, adding triethylamine, stirring at room temperature for reaction for 6-9 hours, adding deionized water for dilution after the reaction is finished, extracting by chloroform, taking organic phase, washing by deionized water and 1-5wt% of sodium hydroxide solution in sequence, absorbing water by inorganic salt, drying, and evaporating the solvent to obtain the biphenyl modified polyacrylate monomer;
wherein the mass ratio of the product A to the methacryloyl chloride to the triethylamine is 1: (0.9-0.95): (0.37-0.39);
the mass ratio of the polyether modified bismaleimide to the furan modified styrene monomer to the biphenyl modified polyacrylate monomer to the butyl acrylate is (1-2): (1.4-3): (1.2-2.8): 1.
2. the adhesive for installing steel strip nails according to claim 1, wherein the initiator is one or more of azobisisobutyronitrile, azobisisoheptonitrile, benzoyl peroxide, methyl ethyl ketone peroxide and lauroyl peroxide.
3. The adhesive for installing steel nails according to claim 1, wherein the auxiliary agent comprises one or two of an accelerator and a stabilizer, wherein the accelerator is one or more of cobalt naphthenate, dibutyl phthalate or diethylaniline; the stabilizer is one or more of o-aminophenol, methoxy hydroquinone, p-cresol, m-cresol, 2, 6-di-tert-butyl p-cresol and hydroquinone.
4. A method for preparing an adhesive for installing steel chain riveting according to any one of claims 1-3, comprising the steps of:
(1) Preparing the comonomer respectively and weighing the raw materials according to the ratio for standby;
(2) And respectively dissolving the polyether modified bismaleimide, the furan modified styrene monomer, the biphenyl modified polyacrylate monomer and the butyl acrylate in a solvent, adding the initiator and the auxiliary agent after blending, and fully mixing to obtain the adhesive for mounting the steel chain riveting.
5. The preparation method according to claim 4, wherein the solvent is one or more of ethyl acetate, butyl acetate, isopropyl alcohol and N, N-dimethylformamide.
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4802913A (en) * | 1985-08-22 | 1989-02-07 | Imperial Chemical Industries Plc | Fungicidal alpha-substituted acrylates |
| US5721315A (en) * | 1993-07-13 | 1998-02-24 | Huntsman Petrochemical Corporation | Polyether amine modification of polypropylene |
| RU2355674C1 (en) * | 2007-10-22 | 2009-05-20 | Федеральное государственное унитарное предприятие "Научно-исследовательский институт химии и технологии полимеров имени академика В.А. Каргина с опытным заводом" (ФГУП "НИИ полимеров") | Method of 4-biphenylmetacrylate obtainment |
| JP2015120681A (en) * | 2013-11-19 | 2015-07-02 | 共栄社化学株式会社 | Benzylphenylphenoxy compound, resin composition for optical material containing the same, and cured product obtained by curing the composition |
| CN109369906A (en) * | 2018-09-19 | 2019-02-22 | 江苏三木化工股份有限公司 | A kind of the polyethers amine type aqueous epoxy curing agent and preparation method of epoxy resin |
| CN109439254A (en) * | 2018-10-31 | 2019-03-08 | 深圳广恒威科技有限公司 | A kind of reworkable high reliability filling glue |
| WO2020001008A1 (en) * | 2018-06-26 | 2020-01-02 | 科之杰新材料集团有限公司 | Preparation method for micro-crosslinked powder polycarboxylate water reducing agent |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW202110908A (en) * | 2019-09-03 | 2021-03-16 | 美商羅門哈斯公司 | Adhesive composition |
-
2023
- 2023-08-14 CN CN202311013672.1A patent/CN116731643B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4802913A (en) * | 1985-08-22 | 1989-02-07 | Imperial Chemical Industries Plc | Fungicidal alpha-substituted acrylates |
| US5721315A (en) * | 1993-07-13 | 1998-02-24 | Huntsman Petrochemical Corporation | Polyether amine modification of polypropylene |
| RU2355674C1 (en) * | 2007-10-22 | 2009-05-20 | Федеральное государственное унитарное предприятие "Научно-исследовательский институт химии и технологии полимеров имени академика В.А. Каргина с опытным заводом" (ФГУП "НИИ полимеров") | Method of 4-biphenylmetacrylate obtainment |
| JP2015120681A (en) * | 2013-11-19 | 2015-07-02 | 共栄社化学株式会社 | Benzylphenylphenoxy compound, resin composition for optical material containing the same, and cured product obtained by curing the composition |
| WO2020001008A1 (en) * | 2018-06-26 | 2020-01-02 | 科之杰新材料集团有限公司 | Preparation method for micro-crosslinked powder polycarboxylate water reducing agent |
| CN109369906A (en) * | 2018-09-19 | 2019-02-22 | 江苏三木化工股份有限公司 | A kind of the polyethers amine type aqueous epoxy curing agent and preparation method of epoxy resin |
| CN109439254A (en) * | 2018-10-31 | 2019-03-08 | 深圳广恒威科技有限公司 | A kind of reworkable high reliability filling glue |
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