CN102604548A - Calcium carbonate whisker modified room-temperature quickly-cured acrylic adhesive and preparation method and application thereof - Google Patents
Calcium carbonate whisker modified room-temperature quickly-cured acrylic adhesive and preparation method and application thereof Download PDFInfo
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- CN102604548A CN102604548A CN2012100678805A CN201210067880A CN102604548A CN 102604548 A CN102604548 A CN 102604548A CN 2012100678805 A CN2012100678805 A CN 2012100678805A CN 201210067880 A CN201210067880 A CN 201210067880A CN 102604548 A CN102604548 A CN 102604548A
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- calcium carbonate
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- carbonate crystal
- crystal whisker
- methylacrylic acid
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Abstract
The invention relates to a calcium carbonate whisker modified room-temperature quickly-cured acrylic adhesive and a preparation method and application thereof, which belong to the technical field of chemical adhesive. A components are prepared by mixing methyl acrylic epoxy ester, hydroxyethyl methacrylate, calcium carbonate whisker, cumene hydroperoxide and hydroquinone; B components are prepared by mixing methyl acrylic epoxy ester, hydroxyethyl methacrylate, calcium carbonate whisker, tetramethylthiourea and hydroquinone, wherein the methyl acrylic epoxy ester is prepared by E-51 epoxy resin, methacrylic acid, N,N-dimethylaniline and hydroquinone. The A components and the B components are packaged independently and can be mixed in identical mass during use. The bi-component acrylic adhesive is used for adhering metal and metal, metal and plastic (except PP (propene polymer) and PE (poly ethylene), is high in adhesion strength, light in adhesive smell and low in material cost.
Description
Technical field
The present invention relates to a kind of esters of acrylic acid sizing agent; Belong to chemical sizing agent technical field, be specifically related to a kind of low smell room temperature that is used for bonded metal, plastics and consolidate type calcium carbonate crystal whisker modified double components esters of acrylic acid sizing agent and preparation method thereof soon.
Background technology
It is extensive that acrylate adhesive has raw material sources, is prone to synthesize, and has basically no toxicity and non-environmental-pollution, do not have fire hazard when making and storing; But solid content is high, the viscosity free adjustment, good fluidity, and technology is simple, and is safe in utilization, convenient, bonding face width, the good and broad-spectrum superperformance of adhesiveproperties.Acrylate adhesive has good tolerability to many materials in addition, can accept the modification of broad variety additive, and not influence its stability, and is bonding with regard to forming under room temperature or lesser temps, thereby saved the energy.Based on above-mentioned advantage, acrylate adhesive has very big development prospect.Because acrylate adhesive belongs to the Chemicals of high added value, high profit, be that various countries competitively develop and keep one of glue kind of very fast tempo.
Self-vulcanizing bi-component acrylic ester sizing agent is mostly under the oxidation-reduction system effect, causes radical crosslinking and solidifies.S-generation acrylic ester structural adhesive (SGA) have room temperature fast-curing and adjustable curing speed, component do not need strict measurement, to tight by the requirement of maxxaedium pollution situation, most of materials are all had good characteristics such as bonding strength.Therefore since coming out the sixties in 20th century, be Development Trend, especially domestic development in recent years is very fast always, and manufacturer and product increase day by day.
Calcium carbonate crystal whisker is a kind of novel needle-like material that occurs in recent years; Have HS, advantage such as heat-resisting, wear-resisting, fire-retardant; When it is filled in the polymkeric substance; Can the toughness of rigidity, dimensional stability, thermostability and the macromolecular material of inorganic crystal whisker be combined, improve the over-all properties of compound system.When enhancing that is used for materials such as resin, metal, pottery and modification, demonstrating splendid physics, chemical property and excellent mechanical property, is a kind of very good matrix material and the modified fillers therefor of functional materials.
The present invention is a kind of calcium carbonate crystal whisker modified bi-component esters of acrylic acid sizing agent.This sizing agent has room temperature rapid-curing performance, has good mechanical strength and heat resistance simultaneously.
Summary of the invention
The objective of the invention is to overcome the above-mentioned deficiency that prior art exists, esters of acrylic acid sizing agent and preparation method thereof and the application admittedly soon of a kind of calcium carbonate crystal whisker modification room temperature is provided, specifically technical scheme is following.
A kind of calcium carbonate crystal whisker modification room temperature is esters of acrylic acid sizing agent admittedly soon, by the A component and the B component raw material of following mass parts mixed must:
The A component raw material:
Methylacrylic acid epoxy ester 60 ~ 50
Rocryl 400 40 ~ 50
Isopropyl benzene hydroperoxide 5 ~ 8
Calcium carbonate crystal whisker 10 ~ 20
Resorcinol 0.3 ~ 1;
The B component raw material:
Methylacrylic acid epoxy ester 60 ~ 50
Rocryl 400 40 ~ 50
Tetramethyl thiourea 3 ~ 6
Calcium carbonate crystal whisker 10 ~ 20
Resorcinol 0.03 ~ 0.1.
As the technical scheme of further optimization, A component and B component raw material that above-mentioned calcium carbonate crystal whisker modification room temperature is consolidated the esters of acrylic acid sizing agent soon are respectively:
The A component raw material:
Methylacrylic acid epoxy ester 60
Rocryl 400 40
Isopropyl benzene hydroperoxide 6 ~ 7
Calcium carbonate crystal whisker 15 ~ 20
Resorcinol 0.3 ~ 0.5;
The B component raw material:
Methylacrylic acid epoxy ester 60
Rocryl 400 40
Tetramethyl thiourea 3 ~ 4
Calcium carbonate crystal whisker 15 ~ 20
Resorcinol 0.03 ~ 0.05;
The acid number of described methylacrylic acid epoxy ester is 50 ~ 80 mg KOH/g, and viscosity is 3500 ~ 4000 mPa.s.
Described methylacrylic acid epoxy ester is under the condition that catalyzer exists, and methylacrylic acid obtains the modification of epoxy resin E51, and concrete grammar is:
In reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:45 ~ 55:0.3 ~ 0.5:0.1 ~ 0.2; Be warming up to 110 ~ 120 ℃ after dripping and continue reaction, every acid number behind the 2h, stopped reaction after acid number is 50 ~ 80 mg KOH/g at a distance from 0.5h mensuration primary first-order equation liquid; Discharging while hot gets faint yellow transparent thick liquid.
Above-described calcium carbonate crystal whisker is to adopt carbonation method at MgCl
2-Ca (OH)
2-CO
2Synthetic Aragonite Style Calcium Carbonate Whiskers in the system.
Above-described isopropyl benzene hydroperoxide is an oxygenant, forms a strong redox system with reductive agent, produces living radical under the room temperature, thus initiated polymerization.
Above-described tetramethyl thiourea is a reductive agent, forms a strong redox system with oxygenant, produces living radical under the room temperature, thus initiated polymerization.
Above-described Resorcinol is a stablizer, can effectively increase the polymerization that stops acrylate monomer, improves the stability in storage of sizing agent.
This two-component acrylicester gluing
Above-mentioned calcium carbonate crystal whisker modification room temperature is consolidated the preparation method of esters of acrylic acid sizing agent soon, and step is following:
(1) preparation A component: in reaction kettle, add the methylacrylic acid epoxy ester, under condition of stirring, add Rocryl 400, calcium carbonate crystal whisker again, heating, temperature is controlled at 60 ~ 70 ℃, stops heating behind reaction 1 ~ 2h.Be cooled to that room temperature adds isopropyl benzene hydroperoxide, Resorcinol is stirred to homodisperse.Discharging packs.
(2) preparation B component: in reaction kettle, add the methylacrylic acid epoxy ester, under condition of stirring, add Rocryl 400, calcium carbonate crystal whisker again, heating, temperature is controlled at 60 ~ 70 ℃, stops heating behind reaction 1 ~ 2h.Cooling, adding tetramethyl thiourea, Resorcinol are stirred to homodisperse.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Methylacrylic acid epoxy ester in the above-mentioned raw materials can be bought in market, also can prepare voluntarily by the state of the art, and the present invention provides following preferred manufacturing procedure:
In reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N, the mass ratio of accelerine and Resorcinol is 100:45 ~ 55:0.3 ~ 0.5:0.1 ~ 0.2, is warming up to 110 ~ 120 ℃ after dripping and continues reaction.Every acid number behind the 2h at a distance from 0.5h mensuration primary first-order equation liquid, stopped reaction after acid number is lower than desired value, discharging while hot gets faint yellow transparent thick liquid.
Prepared calcium carbonate crystal whisker modification room temperature is esters of acrylic acid sizing agent agent stable performance admittedly soon, and room temperature is placed 1 year gel-free phenomenon, is applied to metal.Plastics bonding can just be consolidated for 25 ℃ in following 5 minutes, reached working strength in 30 minutes, and the quick solidifying strength high toughness is good.During use, quality such as this acrylate adhesive A component and B component are mixed, evenly be coated in by the adhesives surface through robotization connection shaper or batch process, resin added is 0.2 ~ 0.8 Kg/m
2
Compared with prior art, the present invention has following advantage and technique effect:
The present invention adopts methylacrylic acid epoxy ester and Rocryl 400 to replace TEB 3K, and the glue smell is reduced greatly, has overcome poor adhesion, has solidified and wait shortcoming slowly, and improved the fragility problem of epoxy acrylate greatly; Add calcium carbonate crystal whisker simultaneously, the mechanical strength and the heat resistance of sizing agent had significant improvement.Two-component acrylicester sizing agent of the present invention is used for bonded metal and metal, metal and plastics (except that PP, PE), and existing is example with the stainless steel plate on the bonding elevator, and resin added is 0.6 Kg/m
2, can locate the entering next process in 5 minutes behind the gluing, measure intensity after bonding 30 minutes and can reach about 18 MPa, solidify the location soon, intensity height and smell are little, and the glutinous agent of two-component polyurethane adhesive of the present invention has good gluing performance.
Embodiment
Below in conjunction with embodiment the present invention is described in further detail.Should be understood that these embodiment only to be used to the present invention is described and be not used in the restriction scope of the present invention.
Embodiment 1
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:50:0.3:0.1; Be warming up to 110 ℃ after dripping and continue reaction 2h, the acid number of described methylacrylic acid epoxy ester is 75.30 mg KOH/g, and viscosity is 3500 mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 60 parts of methylacrylic acid epoxy esters, under condition of stirring, add 40 parts of Rocryl 400s, 10 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 60 ℃, stops heating behind the reaction 2h.Be cooled to that room temperature adds 5 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.3 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 60 parts of methylacrylic acid epoxy esters, under condition of stirring, add 40 parts of Rocryl 400s, 10 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 60 ℃, stops heating behind the reaction 2h.Cooling, 3 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.03 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Embodiment 2
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:48:0.4:0.1; Be warming up to 110 ℃ after dripping and continue reaction 2.5h, the acid number of described methylacrylic acid epoxy ester is 60.13 mg KOH/g, and viscosity is 3800 mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 60 parts of methylacrylic acid epoxy esters, under condition of stirring, add 40 parts of Rocryl 400s, 15 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 65 ℃, stops heating behind the reaction 1.5h.Be cooled to that room temperature adds 7 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.5 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 60 parts of methylacrylic acid epoxy esters, under condition of stirring, add 40 parts of Rocryl 400s, 15 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 65 ℃, stops heating behind the reaction 1.5h.Cooling, 4 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.05 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Embodiment 3
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:46:0.4:0.2; Be warming up to 110 ℃ after dripping and continue reaction 3h, the acid number of described methylacrylic acid epoxy ester is 55.23 mg KOH/g, and viscosity is 4000 mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 60 parts of methylacrylic acid epoxy ester esters, under condition of stirring, add 40 parts of Rocryl 400s, 20 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 70 ℃, stops heating after reacting 1 h.Be cooled to that room temperature adds 8 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.8 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 60 parts of methylacrylic acid epoxy esters, under condition of stirring, add 40 parts of Rocryl 400s, 20 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 70 ℃, stops heating behind the reaction 1h.Cooling, 6 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.08 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Embodiment 4
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:50:0.3:0.1; Be warming up to 120 ℃ after dripping and continue reaction 2h, the acid number of described methylacrylic acid epoxy ester is 74.20mgKOH/g, and viscosity is 3300mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 10 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 60 ℃, stops heating behind the reaction 2h.Be cooled to that room temperature adds 6 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.35 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 10 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 60 ℃, stops heating behind the reaction 2h.Cooling, 3.5 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.035 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Embodiment 5
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:48:0.4:0.1; Be warming up to 120 ℃ after dripping and continue reaction 2.5h, the acid number of described methylacrylic acid epoxy ester is 58.51mgKOH/g, and viscosity is 3650mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 15 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 65 ℃, stops heating behind the reaction 1.5h.Be cooled to that room temperature adds 7 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.4 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 15 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 65 ℃, stops heating behind the reaction 1.5h.Cooling, 4 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.04 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
Embodiment 6
Preparation methylacrylic acid epoxy ester: in reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, slowly drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:46:0.4:0.2; Be warming up to 120 ℃ after dripping and continue reaction 3h, the acid number of described methylacrylic acid epoxy ester is 53.12mgKOH/g, and viscosity is 3900mPa.s.
Preparation two-component acrylicester sizing agent:
(1) preparation A component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 20 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 70 ℃, stops heating behind the reaction 1h.Be cooled to that room temperature adds 8 parts of isopropyl benzene hydroperoxides, Resorcinol is stirred to homodisperse for 0.8 part.Discharging packs.
(2) preparation B component: in reaction kettle, add 50 parts of methylacrylic acid epoxy esters, under condition of stirring, add 50 parts of Rocryl 400s, 20 parts of calcium carbonate crystal whiskers again, heating, temperature is controlled at 70 ℃, stops heating behind the reaction 1h.Cooling, 6 parts of tetramethyl thioureas of adding, Resorcinol are stirred to homodisperse for 0.08 part.Discharging packs.
(3) separately quality such as the A component of packing and the use of B component are mixed.
The applying glue application test:
Two-component acrylicester sizing agent of the present invention is used for bonded metal and metal, metal and plastics (except that PP, PE), and existing is example with the stainless steel plate on the bonding elevator, and resin added is 0.6 Kg/m
2, can locate the entering next process in 5 minutes behind the gluing, measure intensity after bonding 30 minutes and can reach about 18 MPa, solidify the location soon, intensity height and smell are little, and the glutinous agent of two-component polyurethane adhesive of the present invention has good gluing performance.
Claims (7)
1. calcium carbonate crystal whisker modification room temperature esters of acrylic acid sizing agent admittedly soon, it is characterized in that by the A component of following mass parts and B component raw material mixed must:
The A component raw material:
Methylacrylic acid epoxy ester 60 ~ 50
Rocryl 400 40 ~ 50
Isopropyl benzene hydroperoxide 5 ~ 8
Calcium carbonate crystal whisker 10 ~ 20
Resorcinol 0.3 ~ 1;
The B component raw material:
Methylacrylic acid epoxy ester 60 ~ 50
Rocryl 400 40 ~ 50
Tetramethyl thiourea 3 ~ 6
Calcium carbonate crystal whisker 10 ~ 20
Resorcinol 0.03 ~ 0.1.
2. calcium carbonate crystal whisker modification room temperature as claimed in claim 1 is consolidated the esters of acrylic acid sizing agent soon, it is characterized in that A component and B component raw material are respectively:
The A component raw material:
Methylacrylic acid epoxy ester 60
Rocryl 400 40
Isopropyl benzene hydroperoxide 6 ~ 7
Calcium carbonate crystal whisker 15 ~ 20
Resorcinol 0.3 ~ 0.5;
The B component raw material:
Methylacrylic acid epoxy ester 60
Rocryl 400 40
Tetramethyl thiourea 3 ~ 4
Calcium carbonate crystal whisker 15 ~ 20
Resorcinol 0.03 ~ 0.05;
The acid number of described methylacrylic acid epoxy ester is 50 ~ 80 mg KOH/g, and viscosity is 3500 ~ 4000 mPa.s.
3. calcium carbonate crystal whisker modification room temperature as claimed in claim 1 is consolidated the esters of acrylic acid sizing agent soon, it is characterized in that said methylacrylic acid epoxy ester is to make by following method:
In reaction kettle, add E51 epoxy resin, stir, be warmed up to 60 ℃, drip methylacrylic acid, hydroquinone of polymerization retarder and catalyst n, the mixing solutions of accelerine; Wherein E51 epoxy resin, methylacrylic acid, N; The mass ratio of accelerine and Resorcinol is 100:45 ~ 55:0.3 ~ 0.5:0.1 ~ 0.2; Be warming up to 110 ~ 120 ℃ after dripping and continue reaction, every acid number behind the 2h, stopped reaction after acid number is 50 ~ 80 mg KOH/g at a distance from 0.5h mensuration primary first-order equation liquid; Discharging while hot gets faint yellow transparent thick liquid.
4. calcium carbonate crystal whisker modification room temperature as claimed in claim 1 is consolidated the esters of acrylic acid sizing agent soon, it is characterized in that, described calcium carbonate crystal whisker is to adopt carbonation method at MgCl
2-Ca (OH)
2-CO
2Synthetic Aragonite Style Calcium Carbonate Whiskers in the system.
5. calcium carbonate crystal whisker modification room temperature as claimed in claim 1 is consolidated the preparation method of esters of acrylic acid sizing agent soon, it is characterized in that step is following:
(1) preparation A component: in reaction kettle, add the methylacrylic acid epoxy ester, under condition of stirring; Add Rocryl 400, calcium carbonate crystal whisker again, heating, temperature is controlled at 60 ~ 70 ℃; Stop heating behind reaction 1 ~ 2h; Be cooled to that room temperature adds isopropyl benzene hydroperoxide, Resorcinol is stirred to homodisperse, discharging packs;
(2) preparation B component: in reaction kettle, add the methylacrylic acid epoxy ester, under condition of stirring; Add Rocryl 400, calcium carbonate crystal whisker again, heating, temperature is controlled at 60 ~ 70 ℃; Stop heating behind reaction 1 ~ 2h, cooling, adding tetramethyl thiourea, Resorcinol are stirred to homodisperse; Discharging packs;
(3) separately quality such as the A component of packing and the use of B component are mixed.
6. the described calcium carbonate crystal whisker modification of the claim 1 room temperature application of esters of acrylic acid sizing agent admittedly soon is used for the bonding of metal and metal, metal and plastics, and said plastics are not PP, PE.
7. application as claimed in claim 6 when it is characterized in that using, mixes quality such as this acrylate adhesive A component and B component, evenly is coated in by the adhesives surface through robotization connection shaper or batch process, and resin added is 0.2 ~ 0.8 Kg/m
2
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100678805A CN102604548A (en) | 2012-03-15 | 2012-03-15 | Calcium carbonate whisker modified room-temperature quickly-cured acrylic adhesive and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100678805A CN102604548A (en) | 2012-03-15 | 2012-03-15 | Calcium carbonate whisker modified room-temperature quickly-cured acrylic adhesive and preparation method and application thereof |
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| CN102604548A true CN102604548A (en) | 2012-07-25 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104449420A (en) * | 2014-12-17 | 2015-03-25 | 广东菲安妮皮具股份有限公司 | Low-smell adhesive and preparation method thereof |
| CN104530990A (en) * | 2014-12-19 | 2015-04-22 | 广东三和化工科技有限公司 | Dual-component acrylate adhesive and preparation method thereof |
| CN116082922A (en) * | 2023-03-16 | 2023-05-09 | 广东火仑建材科技发展有限公司 | Epoxy color sand joint beautifying agent and preparation method thereof |
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| JPH01168777A (en) * | 1987-12-25 | 1989-07-04 | Konishi Kk | Adhesive composition |
| CN101942072A (en) * | 2010-09-30 | 2011-01-12 | 烟台德邦科技有限公司 | Synthetic method of epoxy acrylate |
| CN102115641A (en) * | 2010-12-03 | 2011-07-06 | 烟台德邦科技有限公司 | High-toughness acrylate structural adhesive and preparation method thereof |
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| CN101942072A (en) * | 2010-09-30 | 2011-01-12 | 烟台德邦科技有限公司 | Synthetic method of epoxy acrylate |
| CN102115641A (en) * | 2010-12-03 | 2011-07-06 | 烟台德邦科技有限公司 | High-toughness acrylate structural adhesive and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104449420A (en) * | 2014-12-17 | 2015-03-25 | 广东菲安妮皮具股份有限公司 | Low-smell adhesive and preparation method thereof |
| CN104530990A (en) * | 2014-12-19 | 2015-04-22 | 广东三和化工科技有限公司 | Dual-component acrylate adhesive and preparation method thereof |
| CN116082922A (en) * | 2023-03-16 | 2023-05-09 | 广东火仑建材科技发展有限公司 | Epoxy color sand joint beautifying agent and preparation method thereof |
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Application publication date: 20120725 |