CN104356992B - A kind of anaerobic adhesive, preparation method and application - Google Patents
A kind of anaerobic adhesive, preparation method and application Download PDFInfo
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- CN104356992B CN104356992B CN201410583096.9A CN201410583096A CN104356992B CN 104356992 B CN104356992 B CN 104356992B CN 201410583096 A CN201410583096 A CN 201410583096A CN 104356992 B CN104356992 B CN 104356992B
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Abstract
The present invention relates to adhesive field, particularly to a kind of anaerobic adhesive and preparation method thereof。The anaerobic adhesive of the present invention includes 40-100 part modified methacrylic acid, 0.8-5 part initiator, 1-4 part accelerator, 0.5-2 part kicker。The present invention utilizes polyurethane modified epoxy resin that methacrylic acid is modified, concrete preparation method is for adding polyurethane modified epoxy resin in reactor and heating to 60 DEG C-65 DEG C, add hydroquinone, after hydroquinone is completely dissolved, add methacrylic acid, when being continuously heating to 70 DEG C-80 DEG C, add triethylamine mix homogeneously；It is warming up to 80-85 DEG C, reacts 1-3h, be then warming up to 98-100 DEG C of reaction 2-4h again, obtain modified methacrylic acid。Anaerobic adhesive provided by the invention has good toughness and resistance to low temperature, also has higher hot strength, shear strength and impact strength simultaneously。
Description
Technical field
The present invention relates to adhesive field, particularly to a kind of anaerobic adhesive, preparation method and application。
Background technology
Anaerobic adhesive, will not solidify when referring to oxygen or air contact, and after isolation air, just polymerization becomes the solid polymer of crosslinking shape rapidly。So-called " anaerobism " refers to this brood lac starvation in use。
Anaerobic adhesive is mainly made up of acrylic ester monomer, initiator, accelerator, stabilizer, also can be added as needed on other auxiliary agents such as filler, dyestuff and pigment, thickening agent, plasticizer, thixotropic agent and UV absorbers etc.。
Acrylic ester monomer is the main component of anaerobic adhesive, accounts for more than the 90% of its total proportional quantity, and this kind of monomer includes acrylic acid, the dibasic acid esters of methacrylic acid or acrylate (Hydroxypropyl methacrylate) etc. that some is special。
Anaerobic adhesive (acrylic ester monomer) various in style, but normally used anaerobic adhesive mostly is two categories below currently on the market:
(1) epoxy acrylate that acrylic or methacrylic acid and epoxy resin are formed, this kind of monomer has good temperature tolerance, resistance to medium, and adhesive strength is higher, but impact flexibility is poor。
(2) propenoic methyl carbamate that hydroxyethyl methylacrylate or hydroxypropyl acrylate and Carbimide. compound are formed, what this kind of monomer was prepared has good lower temperature resistance, resistance to impact, but intensity is not high, medium-resistance is poor, and particularly acid-proof alkaline is often not as epoxy type。
Toughening type anaerobic adhesive in the market is formed by above-mentioned two class monomer complexes often, but the compatibility is poor, and viscosity is relatively big, and propenoic methyl carbamate synthesis technique is also immature, is badly in need of developing a kind of novel anaerobic adhesive。
Summary of the invention
It is an object of the invention to provide a kind of anaerobic adhesive, preparation method and application。
To achieve the object of the present invention, specifically adopt the following technical scheme that: a kind of anaerobic adhesive, by weight, including following components: 40-100 part modified methacrylic acid, 0.8-5 part initiator, 1-4 part accelerator, 0.5-2 part kicker。
Preferably, the anaerobic adhesive of the present invention, by weight, including following components: 50-70 part modified methacrylic acid, 3-5 part initiator, 1.5-4 part accelerator, 0.5-2 part kicker。
Anaerobic adhesive provided by the invention is except including above-mentioned modified methacrylic acid, initiator, accelerator, kicker, also can be added as needed on other auxiliary agents, other auxiliary agents described include one or more in filler, pigment, thickening agent, plasticizer, thixotropic agent, it is preferable that include pigment, thickening agent and thixotropic agent。
It is furthermore preferred that the anaerobic adhesive of the present invention, by weight, including following components: 50-70 part modified methacrylic acid, 2-5 part initiator, 2-4 part accelerator, 0.5-2 part kicker, 0.1-1 part pigment, 0.5-2 part thickening agent, 1-3 part thixotropic agent。
Concrete, described initiator one in tert-butyl peroxide, isopropyl benzene hydroperoxide or methyl ethyl ketone peroxide；Preferred isopropyl benzene hydroperoxide。
Described accelerator one in triethylamine, triethanolamine or DMA, it is preferable that DMA。
Described kicker is selected from saccharin。
Filler in the present invention, pigment, thickening agent, plasticizer, thixotropic agent can be selected for all products of the prior art。
Preferably, described pigment is selected from one or both in malachite green oxalate, purple woods bright green, it is preferable that malachite green oxalate。
Preferably, described thickening agent is ultra-fine tetrafluoroethene powder。
Preferably, described thixotropic agent is aerosil。
The preparation method of modified methacrylic acid of the present invention comprises the following steps:
(1) 150-200 mass parts polyurethane modified epoxy resin added in reactor and heat to 60 DEG C-65 DEG C, add 0.05-0.5 mass parts hydroquinone, after hydroquinone is completely dissolved, add the methacrylic acid of 50-100 mass parts, when being continuously heating to 70 DEG C-80 DEG C, add 1-5 mass parts triethylamine mix homogeneously；
(2) it is warming up to 80-85 DEG C, reacts 1-3h, be then warming up to 85-100 DEG C of reaction 2-4h again, obtain modified methacrylic acid。
In the preparation method of above-mentioned modified methacrylic acid, it is preferable that step (2) is warming up to 80-85 DEG C, react 1-3h, be then warming up to 98-100 DEG C of reaction 2-4h again, obtain modified methacrylic acid。
Polyurethane modified epoxy resin used in the preparation method of modified methacrylic acid of the present invention can be selected for all of polyurethane modified epoxy resin in prior art, it is preferable that impact strength >=0.5KJ/cm3Polyurethane modified epoxy resin。
More specifically, the preparation method of described polyurethane modified epoxy resin is: is added by epoxy resin in reactor and heats after 70 DEG C-80 DEG C, will be equivalent to the polyurethane of weight epoxy 5%-10% and adds reaction 2-4h in epoxy resin, when being cooled to below 40 DEG C, discharging, to obtain final product。
Polyurethane used in the preparation method of polyurethane modified epoxy resin of the present invention can be selected for all of polyurethane in prior art。Preferred tensile strength: steel-steel >=3Mpa, shear strength: the polyurethane of steel-steel >=0.8Mpa。
More specifically, the preparation method of polyurethane is: the polyether polyol making mass ratio be 4:1-3:1 and toluene di-isocyanate(TDI) (TDI) react 2-3h when 70 DEG C-80 DEG C, to obtain final product。
Wherein, described polyether polyol one in polyoxypropyleneglycol or polyether triol。
The present invention utilizes polyurethane modified epoxy resin that methacrylic acid is modified, obtain modified methacrylic acid, then recycling modified methacrylic acid synthesis anaerobic adhesive, anaerobic adhesive provided by the invention has good toughness and resistance to low temperature, also has higher hot strength, shear strength and impact strength simultaneously。
The anaerobic adhesive of the present invention is a kind of novel sealing adhesive, can not only seal, and can also play bonding, fixing and penetrant action。After this kind of Novel anaerobic adhesive curing, there is certain flexibility, long-term work when being conducive to vibrations, and the bad working environments colded and heat succeed each other can be born；Bonding force is less, is beneficial to dismounting；And storage stability improves。
The preparation method of anaerobic adhesive of the present invention, comprises the following steps:
(1), being placed in reactor by modified methacrylic acid, heating, to 20 DEG C-30 DEG C, adds initiator, accelerator, kicker, stirring；
(2), after solid is completely dissolved, mix homogeneously, it is cooled to room temperature, obtains anaerobic adhesive；Or on the basis of step (1) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature, adds other auxiliary agents, mechanical agitation is uniform, until solid dissolves, each component is uniformly dispersed, i.e. anaerobic adhesive。
The preparation method of anaerobic adhesive of the present invention, technique is more simple to operation。
It is higher that the anaerobic adhesive of the present invention can apply to temperature, shakes the operating mode that the air-proof conditions such as bigger flange face sealing, pipe thread seal and vacuum pressed system sealing are severe。
Detailed description of the invention
Following example are used for illustrating the present invention, but are not limited to the scope of the present invention。
Embodiment 1
Anaerobic adhesive in the present embodiment by weight, including following components: 50 parts of modified methacrylic acids, 1 part of tert-butyl peroxide, 1 part of triethylamine, 0.8 part of saccharin。
Embodiment 2
In the present embodiment, anaerobic adhesive by weight, including following components: 70 parts of modified methacrylic acids, 3 parts of isopropyl benzene hydroperoxides, 2.5 parts of DMAs, 1.5 parts of saccharin。
Embodiment 3
In the present embodiment, anaerobic adhesive by weight, including following components: 100 parts of modified methacrylic acids, 5 parts of methyl ethyl ketone peroxides, 4 parts of triethanolamine, 2 parts of saccharin。
Embodiment 4
In the present embodiment, anaerobic adhesive by weight, including following components: 60 parts of modified methacrylic acids, 3 parts of isopropyl benzene hydroperoxides, 3 parts of DMAs, 1.5 parts of saccharin, 0.5 part of malachite green oxalate pigment, 1 part of ultra-fine tetrafluoroethene powder, 2 parts of aerosils。
Embodiment 5
The preparation method of embodiment 1 anaerobic adhesive, comprises the following steps:
(1) modified methacrylic acid is placed in reactor, and heating, to 30 DEG C, adds initiator, accelerator, kicker, stirring；
(2) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature。
Embodiment 6
The preparation method of embodiment 2 anaerobic adhesive, comprises the following steps:
(1) modified methacrylic acid is placed in reactor, and heating, to 20 DEG C, adds initiator, accelerator, kicker, stirring；
(2) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature。
Embodiment 7
The preparation method of embodiment 3 anaerobic adhesive, comprises the following steps:
(1) modified methacrylic acid is placed in reactor, and heating, to 26 DEG C, adds initiator, accelerator, kicker, stirring；
(2) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature。
Embodiment 8
The preparation method of embodiment 4 anaerobic adhesive, comprises the following steps:
(1) modified methacrylic acid is placed in reactor, and heating, to 26 DEG C, adds initiator, accelerator, kicker, stirring；
(2) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature。
(3) adding malachite green oxalate pigment, ultra-fine tetrafluoroethene powder and aerosil, mechanical agitation is uniform, until solid dissolves, each component is uniformly dispersed, and reinstalls in polyethylene bottle。
Embodiment 9: prepare modified methacrylic acid
1. 200kg modified epoxy added in reactor and heat, during interior temperature 60 DEG C, adding 0.12kg hydroquinone；
2. after treating that hydroquinone is completely dissolved, add 60kg methacrylic acid, continue to heat up, when 70 DEG C, add 2kg triethylamine mix homogeneously；
3. homoiothermic is to 80-85 DEG C, reacts 3h, is continuously heating to 88 DEG C of reaction 4h, to obtain final product。
Embodiment 10: prepare modified methacrylic acid
1. 150kg modified epoxy added in reactor and heat, during interior temperature 60 DEG C, adding 0.08kg hydroquinone；
2. after treating that hydroquinone is completely dissolved, add 65kg methacrylic acid, continue to heat up, when 70 DEG C, add 1kg triethylamine mix homogeneously；
3. homoiothermic is to 80-85 DEG C, reacts 2.5h, is continuously heating to 98-100 DEG C of reaction 4h, to obtain final product。
Embodiment 11: prepare modified methacrylic acid
1. 180kg modified epoxy added in reactor and heat, during interior temperature 60 DEG C, adding 0.30kg hydroquinone；
2. after treating that hydroquinone is completely dissolved, add 100kg methacrylic acid, continue to heat up, when 70 DEG C, add 3kg triethylamine mix homogeneously；
3. homoiothermic is to 80-85 DEG C, reacts 3h, is continuously heating to 98-100 DEG C of reaction 4h, to obtain final product。
Embodiment 12: prepare polyurethane modified epoxy resin
1. 90kg epoxy resin is added in reactor；
When 2. heating to 80 DEG C, reaction 4h in the 5kg adhesive for polyurethane addition epoxy resin that step 1 has been prepared will be used for。
When being 3. cooled to below 40 DEG C, discharging, to obtain final product。
Embodiment 13: prepare polyurethane modified epoxy resin
1. 100kg epoxy resin is added in reactor；
When 2. heating to 80 DEG C, reaction 3.5h in the 8kg adhesive for polyurethane addition epoxy resin that step 1 has been prepared will be used for。
When being 3. cooled to below 40 DEG C, discharging, to obtain final product。
Embodiment 14: prepare polyurethane modified epoxy resin
1. 100kg epoxy resin is added in reactor；
When 2. heating to 80 DEG C, reaction 3.5h in the 8kg adhesive for polyurethane addition epoxy resin that step 1 has been prepared will be used for。
When being 3. cooled to below 40 DEG C, discharging, to obtain final product。
Embodiment 15: prepare polyurethane
2. " ethoxylated polyhydric alcohol 160kg adds in reactor；
2. adding the TDI of 49kg, heating, to 80 DEG C, is reacted 3h, to be obtained final product。
Experimental example
The anaerobic adhesive that embodiment 5-embodiment 8 is prepared carries out the mensuration of torsional strenght, curing rate test and storage timing, experimental technique respectively GB/T18747.1-2002, HB5325-85 and reference company standard。Wherein store being determined as of time: injected in 8ml polyethylene tube by glue 2ml, put into 80 ± 2 DEG C of heated-air circulation ovens, through 1h not gel, namely think this glue storage phase one year。Specific experiment result is as follows:
| Project | Pull-out torque/N.m | Breakdown torque/N.m | The time of just consolidating/min | Storage time/Y |
| Embodiment 5 | 15 | 13 | 1 | 0.5 |
| Embodiment 6 | 19 | 13 | 5 | 1 |
| Embodiment 7 | 18 | 16 | 7 | 1 |
| Embodiment 8 | 22 | 15 | 4 | 1 |
By data above it can be seen that the anaerobic adhesive of the present invention remains the high intensity of epoxy type and the pliability of polyurethane, moderate strength is beneficial to dismounting, has a good pressure-resistant stopping property, and growth over time and improve。Can apply to temperature higher, shake the operating mode that the air-proof conditions such as bigger flange face sealing, pipe thread seal and vacuum pressed system sealing are severe。
Although, above the present invention is described in detail with a general description of the specific embodiments, but on basis of the present invention, it is possible to it is made some modifications or improvements, and this will be apparent to those skilled in the art。Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, belong to the scope of protection of present invention。
Claims (11)
1. an anaerobic adhesive, it is characterised in that by weight, including following components: 40-100 part modified methacrylic acid, 0.8-5 part initiator, 1-4 part accelerator, 0.5-2 part kicker；
The preparation method of described modified methacrylic acid comprises the following steps:
(1) 150-200 mass parts polyurethane modified epoxy resin added in reactor and heat to 60 DEG C-65 DEG C, add 0.05-0.5 mass parts hydroquinone, after hydroquinone is completely dissolved, add the methacrylic acid of 50-100 mass parts, when being continuously heating to 70 DEG C-80 DEG C, add 1-5 mass parts triethylamine mix homogeneously；
(2) it is warming up to 80-85 DEG C, reacts 1-3h, be then warming up to 85-100 DEG C of reaction 2-4h again, obtain modified methacrylic acid。
2. anaerobic adhesive according to claim 1, it is characterised in that by weight, including following components: 50-70 part modified methacrylic acid, 3-5 part initiator, 1.5-4 part accelerator, 0.5-2 part kicker。
3. anaerobic adhesive according to claim 1, it is characterised in that also including other auxiliary agents, other auxiliary agents described include one or more in filler, pigment, thickening agent, plasticizer, thixotropic agent。
4. the anaerobic adhesive according to any one of claim 1-3, it is characterised in that described initiator one in tert-butyl peroxide, isopropyl benzene hydroperoxide or methyl ethyl ketone peroxide。
5. anaerobic adhesive according to claim 4, it is characterised in that described initiator is selected from isopropyl benzene hydroperoxide。
6. the anaerobic adhesive according to any one of claim 1-3, it is characterised in that described accelerator one in triethylamine, triethanolamine or DMA；Described kicker is selected from saccharin。
7. anaerobic adhesive according to claim 6, it is characterised in that described accelerator is selected from DMA。
8. anaerobic adhesive according to claim 1, it is characterized in that, described in step (1), the preparation method of polyurethane modified epoxy resin is: is added by epoxy resin in reactor and heats after 70 DEG C-80 DEG C, will be equivalent to the polyurethane of weight epoxy 5%-10% and add reaction 2-4h in epoxy resin, when being cooled to below 40 DEG C, discharging and get final product。
9. anaerobic adhesive according to claim 8, it is characterised in that the preparation method of described polyurethane is: the polyether polyol making mass ratio be 4:1-3:1 and toluene di-isocyanate(TDI) react 2-3h when 70 DEG C-80 DEG C, to obtain final product。
10. the preparation method of anaerobic adhesive described in any one of claim 1-9, it is characterised in that comprise the following steps:
(1), being placed in reactor by modified methacrylic acid, heating, to 20 DEG C-30 DEG C, adds initiator, accelerator, kicker, stirring；
(2), after solid is completely dissolved, mix homogeneously, it is cooled to room temperature, obtains anaerobic adhesive；Or on the basis of step (1) after solid is completely dissolved, mix homogeneously, it is cooled to room temperature, adds other auxiliary agents, mechanical agitation is uniform, until solid dissolves, each component is uniformly dispersed, and obtains anaerobic adhesive。
11. anaerobic adhesive application in air-proof condition bad working environments described in any one of claim 1-9。
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| CN104934550A (en) * | 2015-05-07 | 2015-09-23 | 京东方科技集团股份有限公司 | OLED device packaging structure, packaging method and electronic device |
| CN107983603A (en) * | 2018-01-30 | 2018-05-04 | 成都正恒动力股份有限公司 | Engine cylinder body micropore sealing technology |
| 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 |
| CN112608702A (en) * | 2020-12-03 | 2021-04-06 | 迪马新材料科技（苏州）有限公司 | Double-component acrylic acid modified epoxy adhesive and preparation process thereof |
| CN112876997A (en) * | 2021-01-19 | 2021-06-01 | 合肥美凯电子有限公司 | Production process of AB glue |
| CN114032037B (en) * | 2021-11-26 | 2023-08-29 | 迪马新材料科技（苏州）有限公司 | Anaerobic sealant and preparation method thereof |
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| JPH10237420A (en) * | 1997-02-20 | 1998-09-08 | Three Bond Co Ltd | Anaerobically curable sealant composition |
| CN103509509A (en) * | 2013-01-16 | 2014-01-15 | 上海都为电子有限公司 | Room-temperature fast-curing single-component anaerobic adhesive for silicon block cutting |
| CN103725243B (en) * | 2013-12-27 | 2015-07-08 | 山东禹王实业有限公司 | Anaerobic adhesive for surface bonding of inert metal |
| CN104046280A (en) * | 2014-06-04 | 2014-09-17 | 重庆聚瑞化工新材料有限公司 | Anaerobic adhesive for sealing bowl-shaped plug of engine |
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Denomination of invention: Anaerobic adhesive as well as preparation method and application thereof Effective date of registration: 20200427 Granted publication date: 20160622 Pledgee: All bondholders Pledgor: SUZHOU JINQIANG NEW MATERIALS Co.,Ltd. Registration number: Y2020320010024 |
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