CN101928525A - High oil tolerant anaerobic adhesive and preparation method thereof - Google Patents

High oil tolerant anaerobic adhesive and preparation method thereof Download PDF

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Publication number
CN101928525A
CN101928525A CN 201010234809 CN201010234809A CN101928525A CN 101928525 A CN101928525 A CN 101928525A CN 201010234809 CN201010234809 CN 201010234809 CN 201010234809 A CN201010234809 A CN 201010234809A CN 101928525 A CN101928525 A CN 101928525A
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high oil
anaerobic adhesive
tolerant anaerobic
methacrylate
oil tolerant
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CN101928525B (en
Inventor
杨晓娜
李印柏
翟海潮
王兵
林新松
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Beijing Tianshan New Material Technology Co ltd
BEIJING TONSAN ADHESIVES Inc
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BEIJING TIANSHAN NEW MATERIALS AND TECHNOLOGY Co Ltd
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Abstract

The invention discloses a high oil tolerant anaerobic adhesive, which consists of the following components in part by weight: 40 to 85 parts of methacrylate monomer, 10 to 50 parts of thickening agent, 0.1 to 3 parts of accelerating agent, 0.1 to 5 parts of activating accelerator, 1 to 10 parts of initiator, 0.1 to 5 parts of surfactant, 0.005 to 0.1 part of polymerization inhibitor, 0.01 to 1 part of chelating agent and 0.01 to 1 part of pigment aid. The high oil tolerant anaerobic adhesive has the advantages of accommodating oil dirt and dissolving oil dirt, along with higher oil bonding strength.

Description

A kind of high oil tolerant anaerobic adhesive and preparation method thereof
Technical field
The present invention relates to a kind of anaerobic glue that is applicable to industrial circle, relate in particular to a kind of high oil tolerant anaerobic adhesive and preparation method thereof.
Background technology
Along with the development of modern science and technology, anaerobic adhesive has played more and more important effect in industry manufacture field.Especially in industries such as automobile industry, engineering machinery production and track traffic production, anaerobic glue extensively replaces traditional locking seal means, not only guaranteed quality, also reduced cost, having made things convenient for workman's operation, but also existed some problems. present commercially available anaerobic glue has a large amount of kinds, can satisfy the requirement of varying strength, but the bonding strength of anaerobic glue can be subjected to the influence of several factors, and one of them influence factor is exactly the degree of cleaning on test specimen surface.If the surface has under the smeary situation, can make bonding strength be subjected to very big influence, and at present a lot of clients are in order to save time, raise the efficiency and do not clean test specimen, sometimes in order to prevent that test specimen from getting rusty, and have no alternative but be coated with the material of some slushing oil and so on, even the cleaning test specimen that has, but owing to do not have choosing to suitable solvent and cleaning, that cleans at last is thorough, still there is greasy dirt etc. on the test specimen surface, use anaerobic glue in the case, will certainly have influence on adhesive effect, and present commercially available anaerobic glue can play the good bonding effect seldom under the greasy dirt situation having, and is having smeary surface bonding intensity to be a greater impact generally speaking, to such an extent as to can not satisfy the needs of client's operating mode.
Summary of the invention
In order to solve the deficiencies in the prior art, the purpose of this invention is to provide and a kind ofly can hold greasy dirt, dissolving greasy dirt, high oil tolerant anaerobic adhesive with higher band oil bonding strength.
Another object of the present invention provides a kind of preparation method of above-mentioned anaerobic glue.
High oil tolerant anaerobic adhesive of the present invention is composed of the following components by weight:
Methacrylate monomer 40-85 part
Thickening material 10-50 part
Promotor 0.1-3 part
Secondary accelerator 0.1-5 part
Initiator 1-10 part
Tensio-active agent 0.1-5 part
Stopper 0.005-0.1 part
Sequestrant 0.01-1 part
Pigment auxiliary agent 0.01-1 part
Above-mentioned methacrylate monomer is methyl methacrylate, methacrylic ester ethyl ester, cyclohexyl methacrylate, 1,3-butylene glycol dimethacrylate, 1,3-butylene glycol diacrylate, 1,4-butylene glycol dimethacrylate, 1,4-butylene glycol diacrylate, isobornyl methacrylate, isobornyl acrylate, tert-butylcyclohexyl methacrylic ester, 1, the mixture of one or more in 6-hexanediol dimethacrylate, 1,6 hexanediol diacrylate, methacrylic acid tetrahydrofuran ester, the vinylformic acid tetrahydrofuran ester.
Above-mentioned thickening material is one or more the mixture in polymethylmethacrylate, polyethyl methacrylate, poly-n-butyl methacrylate, dihydroxyphenyl propane fumarate polyester, polyvinyl acetate, the polyvinyl butyral acetal.
Above-mentioned promotor is N, N '-dimethyl-p-toluidine, N, N '-dimethyl Ortho Toluidine, N, the mixture of one or more in N '-diethyl-p-tlouidine, tri-n-butylamine, triethylamine, trolamine, ferrocene, pyrodin and the benzoyl hydrazine.
Above-mentioned secondary accelerator is one or more the mixture in benzoic sulfimide, xitix, methacrylic acid, the vinylformic acid.
Above-mentioned initiator is a kind of in isopropyl benzene hydroperoxide, tertbutyl peroxide, the peroxidized t-butyl perbenzoate.
Above-mentioned tensio-active agent is polyoxyethylene nonylphenol ether or polyoxyethylene octylphenol ether.
Above-mentioned stopper is one or more mixtures in Resorcinol, para benzoquinone, naphthoquinones, the p methoxy phenol.
Above-mentioned sequestrant is tetrasodium salt of EDTA or disodium EDTA.
Can add one or more monomers in hydroxyethyl methylacrylate, Rocryl 410, tetraethylene-glycol dimethacrylate, Triethylene glycol dimethacrylate, polyoxyethylene glycol (200) dimethacrylate, (2) ethoxyquin bisphenol a dimethacrylate in the above-mentioned methacrylate monomer.
The method for preparing high oil tolerant anaerobic adhesive is made up of following steps successively:
In A, the methacrylate monomer and sequestrant adding reaction flask, stirred 2 hours down at 25~40 ℃ with above-mentioned parts by weight;
B, the thickening material with above-mentioned parts by weight, tensio-active agent, promotor, secondary accelerator, stopper and pigment add and are stirred to whole dissolvings in the above-mentioned solution, are cooled to room temperature, add the initiator of above-mentioned parts by weight again, and stirring makes.
The invention has the beneficial effects as follows: locking intensity improved when the present invention had made the oil meter face, strength retention is significantly improved, can satisfy the client and under the sordid situation of cleaning test specimen, still have enough locking intensity, saved and cleaned time and the Financial cost that test specimen brings repeatedly, also satisfied the requirement of locking intensity under the situation that has oil to exist simultaneously.
Embodiment
The invention will be further described below in conjunction with example.
Embodiment 1
Prepare high oil tolerant anaerobic adhesive of the present invention, methacrylate monomer selects 1 for use in its composition, two kinds of mixing of 4-butylene glycol dimethacrylate and isobornyl methacrylate, tensio-active agent is selected polyoxyethylene nonylphenol ether for use, thickening material is selected the dihydroxyphenyl propane fumarate polyester for use, promotor is selected benzoyl hydrazine for use, sequestrant is selected disodium EDTA for use, secondary accelerator is selected benzoic sulfimide for use, initiator is selected isopropyl benzene hydroperoxide for use, pigment selects for use sun-proof red, and stopper is selected para benzoquinone for use, and the parts by weight proportioning of described composition is as follows:
1,45 parts of 4-butylene glycol dimethacrylates
20 parts of isobornyl methacrylates
28.5 parts of dihydroxyphenyl propane fumarate polyesters
0.8 part of benzoyl hydrazine
0.5 part of adjacent benzenesulfonimide
0.1 part of disodium EDTA
2.0 parts of polyoxyethylene nonylphenol ethers
3.0 parts of isopropyl benzene hydroperoxides
Red 0.09 part of sun-proof
0.01 part of para benzoquinone
The method for preparing high oil tolerant anaerobic adhesive is successively with 1 of above-mentioned parts by weight, and 4-butylene glycol dimethacrylate, isobornyl methacrylate and disodium EDTA add in the reaction flask, stirs 2 hours down at 25~40 ℃; Again that dihydroxyphenyl propane fumarate polyester, polyoxyethylene nonylphenol ether, benzoyl hydrazine, adjacent benzenesulfonimide, para benzoquinone and the sun-proof of above-mentioned parts by weight is red, be stirred to whole dissolvings, be cooled to room temperature, add the isopropyl benzene hydroperoxide of above-mentioned mass fraction at last again, stirring makes.
Embodiment 2
Prepare high oil tolerant anaerobic adhesive of the present invention, methacrylate monomer selects 1 for use in its composition, 3-butylene glycol diacrylate and Triethylene glycol dimethacrylate, tensio-active agent is selected polyoxyethylene octylphenol ether for use, thickening material selects for use polymethylmethacrylate and polyethyl methacrylate to mix, promotor is selected N for use, N '-dimethyl-p-toluidine and ferrocene mix, sequestrant is selected tetrasodium salt of EDTA for use, secondary accelerator selects for use methacrylic acid and vinylformic acid to mix, and initiator is selected tertbutyl peroxide for use, and pigment selects for use sun-proof red, stopper selects for use naphthoquinones and p methoxy phenol to mix, and the parts by weight proportioning of described composition is as follows:
40 parts of 1,3 butyleneglycol diacrylates
20 parts of Triethylene glycol dimethacrylates
18 parts of polymethylmethacrylates
Polyethyl methacrylate 15
N, 0.5 part of N '-dimethyl-p-toluidine
0.3 part of ferrocene
0.4 part of methacrylic acid
0.2 part in vinylformic acid
0.5 part of tetrasodium salt of EDTA
2.0 parts of polyoxyethylene octylphenol ethers
3.0 parts of tertbutyl peroxides
Red 0.08 part of sun-proof
0.01 part of naphthoquinones
0.01 part of p methoxy phenol
The method for preparing high oil tolerant anaerobic adhesive is followed successively by, and in 1,3 butyleneglycol diacrylate, Triethylene glycol dimethacrylate and the tetrasodium salt of EDTA adding reaction flask with above-mentioned parts by weight, stirs 2 hours down at 25~40 ℃; Again with above-mentioned parts by weight polymethylmethacrylate and polyethyl methacrylate, polyoxyethylene octylphenol ether, N, N '-dimethyl-p-toluidine, ferrocene mix, methacrylic acid, vinylformic acid, naphthoquinones, p methoxy phenol mixes and the above-mentioned solution of the red adding of sun-proof in be stirred to whole dissolvings, be cooled to room temperature, add above-mentioned parts by weight tertbutyl peroxide again, to stir make.
Following table is LT243 anaerobic glue performance comparison data on high oil tolerant anaerobic adhesive of the present invention and the market:
Figure BSA00000202451300061
Draw from last table data: the present invention uses the intensity that locks when the oil meter face is arranged obviously to improve, compare and normality intensity, its strength retention has had raising clearly, can satisfy the client and under the sordid situation of cleaning test specimen, still have enough locking intensity, saved and cleaned time and the Financial cost that test specimen brings repeatedly, also satisfied the operating mode of common anaerobic glue locking insufficient strength under the situation that must have oil to exist simultaneously.

Claims (10)

1. high oil tolerant anaerobic adhesive, this anaerobic glue is composed of the following components by weight:
Methacrylate monomer 40-85 part
Thickening material 10-50 part
Promotor 0.1-3 part
Secondary accelerator 0.1-5 part
Initiator 1-10 part
Tensio-active agent 0.1-5 part
Stopper 0.005-0.1 part
Sequestrant 0.01-1 part
Pigment auxiliary agent 0.01-1 part
2. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described methacrylate monomer is a methyl methacrylate, the methacrylic ester ethyl ester, cyclohexyl methacrylate, 1, the 3-butylene glycol dimethacrylate, 1, the 3-butylene glycol diacrylate, 1, the 4-butylene glycol dimethacrylate, 1, the 4-butylene glycol diacrylate, isobornyl methacrylate, isobornyl acrylate, the tert-butylcyclohexyl methacrylic ester, 1, the 6-hexanediol dimethacrylate, 1,6 hexanediol diacrylate, the methacrylic acid tetrahydrofuran ester, the mixture of one or more in the vinylformic acid tetrahydrofuran ester.
3. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described promotor is N, N '-dimethyl-p-toluidine, N, N '-dimethyl Ortho Toluidine, N, the mixture of one or more in N '-diethyl-p-tlouidine, tri-n-butylamine, triethylamine, trolamine, ferrocene, pyrodin and the benzoyl hydrazine; Described thickening material is one or more the mixture in polymethylmethacrylate, polyethyl methacrylate, poly-n-butyl methacrylate, dihydroxyphenyl propane fumarate polyester, polyvinyl acetate, the polyvinyl butyral acetal.
4. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described secondary accelerator is one or more the mixture in benzoic sulfimide, xitix, methacrylic acid, the vinylformic acid.
5. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described initiator is a kind of in isopropyl benzene hydroperoxide, tertbutyl peroxide, the peroxidized t-butyl perbenzoate.
6. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described tensio-active agent is polyoxyethylene nonylphenol ether or polyoxyethylene octylphenol ether.
7. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described stopper is one or more mixtures in Resorcinol, para benzoquinone, naphthoquinones, the p methoxy phenol.
8. according to the described a kind of high oil tolerant anaerobic adhesive of claim 1, it is characterized in that: described sequestrant is tetrasodium salt of EDTA or disodium EDTA.
9. according to claim 1 or 2 described a kind of high oil tolerant anaerobic adhesives, it is characterized in that: can add one or more monomers in hydroxyethyl methylacrylate, Rocryl 410, tetraethylene-glycol dimethacrylate, Triethylene glycol dimethacrylate, polyoxyethylene glycol (200) dimethacrylate, (2) ethoxyquin bisphenol a dimethacrylate in the described methacrylate monomer.
10. the method for preparing a kind of high oil tolerant anaerobic adhesive according to claim 1: this method is made up of following steps successively:
In A, the methacrylate monomer and sequestrant adding reaction flask, stirred 2 hours down at 25~40 ℃ with above-mentioned parts by weight;
B, the thickening material with above-mentioned parts by weight, tensio-active agent, promotor, secondary accelerator, stopper and pigment add and are stirred to whole dissolvings in the above-mentioned solution, are cooled to room temperature, add the initiator of above-mentioned parts by weight again, and stirring makes.
CN2010102348092A 2010-07-23 2010-07-23 High oil tolerant anaerobic adhesive and preparation method thereof Expired - Fee Related CN101928525B (en)

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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102516891A (en) * 2011-12-14 2012-06-27 湖北回天胶业股份有限公司 Single-component anaerobic adhesive with high filing gap and preparation method thereof
CN102876243A (en) * 2012-10-22 2013-01-16 南京艾布纳密封技术有限公司 Anaerobic adhesive for micro-defect repair and preparation method thereof
CN102876264A (en) * 2012-09-25 2013-01-16 苏州汾湖电梯有限公司 Anaerobic adhesive with high breakaway torque
CN102993990A (en) * 2012-10-31 2013-03-27 安徽东方金河精密机械制造有限公司 Anaerobic adhesive
CN104312460A (en) * 2014-11-18 2015-01-28 广州双科新材料有限公司 Single component crylic acid anaerobic stick glue and production method and construction method of single component crylic acid anaerobic stick glue
CN104516034A (en) * 2014-12-24 2015-04-15 合肥乐凯科技产业有限公司 Quantum dot film
CN105111946A (en) * 2015-08-10 2015-12-02 惠州市杜科新材料有限公司 Liquid UV curing and sealing agent for replacing solid sealing ring of automobile oil tank cover and preparation method therefor
CN105440960A (en) * 2015-11-23 2016-03-30 苏州盖德精细材料有限公司 Acrylate screw glue and preparation method thereof
CN104861878B (en) * 2014-11-22 2017-02-01 湖北回天新材料股份有限公司 High-capacity oily high-temperature-resistant anaerobic adhesive
CN106565127A (en) * 2015-10-09 2017-04-19 湖南六新智能科技有限公司 3D printing glue and a processing method thereof
CN107011812A (en) * 2017-05-23 2017-08-04 江苏艾科赛特新材料有限公司 A kind of formaldehydeless environment-friendly type mineral wool adhesive
CN108102587A (en) * 2016-11-24 2018-06-01 中航贵州飞机有限责任公司 It is not added with the preparation method of glycidyl methacrylate modified acrylic ester adhesion agent
CN108977135A (en) * 2017-05-31 2018-12-11 比亚迪股份有限公司 Anaerobic oxygen rubber composition, anaerobic adhesive and preparation method thereof
CN109536110A (en) * 2018-12-04 2019-03-29 合肥江淮铸造有限责任公司 A kind of engine casting dedicated reparation glue of cylinder body

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JPH02308876A (en) * 1989-05-24 1990-12-21 Toagosei Chem Ind Co Ltd Adhesive composition
CN101328395A (en) * 2008-07-31 2008-12-24 广东恒大新材料科技有限公司 Anaerobic oxygen rubber composition
CN101705071A (en) * 2009-10-08 2010-05-12 广东三和化工科技有限公司 High-temperature-resistant structure anaerobic adhesive
CN101760141A (en) * 2008-12-24 2010-06-30 湖北回天胶业股份有限公司 High-temperature resistant high-storage stability flat sealing anaerbic adhesive and preparation method thereof

Patent Citations (4)

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JPH02308876A (en) * 1989-05-24 1990-12-21 Toagosei Chem Ind Co Ltd Adhesive composition
CN101328395A (en) * 2008-07-31 2008-12-24 广东恒大新材料科技有限公司 Anaerobic oxygen rubber composition
CN101760141A (en) * 2008-12-24 2010-06-30 湖北回天胶业股份有限公司 High-temperature resistant high-storage stability flat sealing anaerbic adhesive and preparation method thereof
CN101705071A (en) * 2009-10-08 2010-05-12 广东三和化工科技有限公司 High-temperature-resistant structure anaerobic adhesive

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102516891A (en) * 2011-12-14 2012-06-27 湖北回天胶业股份有限公司 Single-component anaerobic adhesive with high filing gap and preparation method thereof
CN102516891B (en) * 2011-12-14 2014-01-08 湖北回天胶业股份有限公司 Single-component anaerobic adhesive with high filing gap and preparation method thereof
CN102876264A (en) * 2012-09-25 2013-01-16 苏州汾湖电梯有限公司 Anaerobic adhesive with high breakaway torque
CN102876243A (en) * 2012-10-22 2013-01-16 南京艾布纳密封技术有限公司 Anaerobic adhesive for micro-defect repair and preparation method thereof
CN102993990A (en) * 2012-10-31 2013-03-27 安徽东方金河精密机械制造有限公司 Anaerobic adhesive
CN102993990B (en) * 2012-10-31 2014-04-23 安徽东方金河精密机械制造有限公司 Anaerobic adhesive
CN104312460B (en) * 2014-11-18 2016-07-06 广州双科新材料有限公司 One pack system acrylic acid anaerobism bar glue and production method, construction method
CN104312460A (en) * 2014-11-18 2015-01-28 广州双科新材料有限公司 Single component crylic acid anaerobic stick glue and production method and construction method of single component crylic acid anaerobic stick glue
CN104861878B (en) * 2014-11-22 2017-02-01 湖北回天新材料股份有限公司 High-capacity oily high-temperature-resistant anaerobic adhesive
CN104516034A (en) * 2014-12-24 2015-04-15 合肥乐凯科技产业有限公司 Quantum dot film
CN104516034B (en) * 2014-12-24 2017-01-25 合肥乐凯科技产业有限公司 Quantum dot film
CN105111946A (en) * 2015-08-10 2015-12-02 惠州市杜科新材料有限公司 Liquid UV curing and sealing agent for replacing solid sealing ring of automobile oil tank cover and preparation method therefor
CN105111946B (en) * 2015-08-10 2017-09-22 惠州市杜科新材料有限公司 A kind of liquid UV curing sealant for substituting vehicle fuel tank cap sealed solid circle and preparation method thereof
CN106565127A (en) * 2015-10-09 2017-04-19 湖南六新智能科技有限公司 3D printing glue and a processing method thereof
CN106565127B (en) * 2015-10-09 2019-01-11 湖南六新智能科技有限公司 A kind of 3D printing glue and its processing method
CN105440960A (en) * 2015-11-23 2016-03-30 苏州盖德精细材料有限公司 Acrylate screw glue and preparation method thereof
CN108102587A (en) * 2016-11-24 2018-06-01 中航贵州飞机有限责任公司 It is not added with the preparation method of glycidyl methacrylate modified acrylic ester adhesion agent
CN107011812A (en) * 2017-05-23 2017-08-04 江苏艾科赛特新材料有限公司 A kind of formaldehydeless environment-friendly type mineral wool adhesive
CN108977135A (en) * 2017-05-31 2018-12-11 比亚迪股份有限公司 Anaerobic oxygen rubber composition, anaerobic adhesive and preparation method thereof
CN109536110A (en) * 2018-12-04 2019-03-29 合肥江淮铸造有限责任公司 A kind of engine casting dedicated reparation glue of cylinder body

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