CN104694053B - A kind of body of wall acrylate pressure-sensitive adhesive and preparation method thereof - Google Patents
A kind of body of wall acrylate pressure-sensitive adhesive and preparation method thereof Download PDFInfo
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- CN104694053B CN104694053B CN201510083154.6A CN201510083154A CN104694053B CN 104694053 B CN104694053 B CN 104694053B CN 201510083154 A CN201510083154 A CN 201510083154A CN 104694053 B CN104694053 B CN 104694053B
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- sensitive adhesive
- wall
- acrylate
- acrylic acid
- acrylate pressure
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- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 78
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 32
- 239000003999 initiator Substances 0.000 claims abstract description 28
- 239000002994 raw material Substances 0.000 claims abstract description 28
- 239000000080 wetting agent Substances 0.000 claims abstract description 14
- -1 acrylic ester Chemical class 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 71
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 46
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 27
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 17
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 14
- 239000003431 cross linking reagent Substances 0.000 claims description 14
- LKDFTXDJKHGCAC-UHFFFAOYSA-N 3-pyridin-2-ylprop-2-enoic acid Chemical compound OC(=O)C=CC1=CC=CC=N1 LKDFTXDJKHGCAC-UHFFFAOYSA-N 0.000 claims description 12
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 12
- 238000007599 discharging Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 11
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 8
- 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 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 8
- 238000007334 copolymerization reaction Methods 0.000 claims description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 6
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 6
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 5
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 5
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 5
- 239000003093 cationic surfactant Substances 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 4
- 239000005056 polyisocyanate Substances 0.000 claims description 3
- 229920001228 polyisocyanate Polymers 0.000 claims description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims description 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 9
- 230000001070 adhesive effect Effects 0.000 abstract description 9
- 230000008901 benefit Effects 0.000 abstract description 3
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- YOIZTLBZAMFVPK-UHFFFAOYSA-N 2-(3-ethoxy-4-hydroxyphenyl)-2-hydroxyacetic acid Chemical compound CCOC1=CC(C(O)C(O)=O)=CC=C1O YOIZTLBZAMFVPK-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FEUFEGJTJIHPOF-UHFFFAOYSA-N 2-butyl acrylic acid Chemical compound CCCCC(=C)C(O)=O FEUFEGJTJIHPOF-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a kind of body of wall acrylate pressure-sensitive adhesive and preparation method thereof, this pressure sensitive adhesive raw material is mainly made up of acrylic ester monomer, functional monomer, polymerizable wetting agent monomer, initiator and organic solvent, and it is mainly used in body of wall pressure sensitive adhesive.The preparation method of this pressure sensitive adhesive is that acrylic ester monomer, functional monomer, polymerizable wetting agent monomer and initiator are slowly added in solvent polymerization.It is high that this pressure sensitive adhesive has adhesion strength, and adhesive force is strong, good weatherability, peel strength advantages of higher.
Description
Technical field
The present invention relates to adhesive and preparation method thereof field, particularly to a kind of body of wall high bond strength, weatherability
Good acrylate pressure-sensitive adhesive and preparation method thereof.
Background technology
Pressure sensitive adhesive is to presser sensor, is not required to heat, be not required to bigger pressure, only need to refer to that touch pressure can be achieved with the one of bonding
Plant adhesive.Being characterized in viscous easy, that takes off is not difficult, and shells and does not damages, and glue-line will not dry up in a long time, therefore pressure sensitive adhesive
Also referred to as adhesive sticker.The goods of pressure sensitive adhesive almost spread over each field of packaging, automobile, transport, building materials, communication and health at present.
The big class of during wherein Acrylic Pressure Sensitive Adhesive is pressure sensitive adhesive one, its polymer has an excellent weatherability, ultraviolet resistance, resistance to
Hot, water-fast, chemical resistance is the most excellent, transparent color and luster, good with fastness, thus be rapidly developed in recent years.
At present, generally there is the adhesion strength with body of wall base material loosely in state's inner wall pressure sensitive adhesive, holds caducous problem.
The existence of problems, brings the biggest inconvenience to the application of body of wall pressure sensitive adhesive, also constrains body of wall pressure sensitive adhesive simultaneously
Development and application, and easily cause the waste of material and unnecessary economic loss in actual applications.Therefore, people compel
Cut and intentionally get a kind of adhesion strength height, and the body of wall pressure sensitive adhesive of weatherability and other function admirables.
The present invention, just for the problems referred to above, has prepared a kind of adhesion strength high by the way of copolymerization, and good weatherability
Body of wall pressure sensitive adhesive.Raw material needed for this product is easy to get, and production technology is simple, and production cost is low, and accessory substance is few, and efficiency is high,
Be conducive to industrialized production.Meanwhile, this product can be widely applied to the field such as construction material and interior decoration, therefore to people's
Life benefit and economic benefit can produce active influence.
Summary of the invention
It is an object of the invention to provide a kind of body of wall acrylate pressure-sensitive adhesive and preparation method thereof, this body of wall acrylic acid
Ester pressure-sensitive has the feature such as high bond strength, good weatherability.The present invention uses pyridine-2-acrylic acid and polymerizable wetting agent to lead to
The mode crossing copolymerization is incorporated in pressure sensitive adhesive, has prepared and has had high bond strength, and the body of wall of good weatherability acrylate pressure
Quick glue.
A kind of body of wall acrylate pressure-sensitive adhesive of the present invention, mainly by soft monomer, hard monomer and function monomer copolymerization
Forming, described function monomer at least contains pyridine-2-acrylic acid；Described body of wall acrylate pressure-sensitive adhesive is also added into
Polymerizable wetting agent；The number-average molecular weight of described body of wall acrylate pressure-sensitive adhesive is 8000～300000.
The concrete technical scheme realizing the present invention is: the preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, by following
Raw material in terms of parts by weight is made:
Described component A is soft monomer, for ethyl acrylate, butyl acrylate, acrylic acid-2-ethyl caproite, methyl-prop
A kind of or the most several combination in the different monooctyl ester of olefin(e) acid, lauryl methacrylate；
Described component B is hard monomer, for acrylonitrile, acrylamide, styrene, methyl methacrylate, acrylic acid first
A kind of or the most several combination in ester；
Described component C is function monomer, for pyridine-2-acrylic monomers, or is acrylic acid, methacrylic acid, clothing
Health acid, hydroxy-ethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxy propyl methacrylate, methacrylic acid contracting
One or more in water glyceride and the combination of pyridine-2-acrylic monomers；Wherein said pyridine-2-acrylic monomers
Content is at least the 20% of function monomer；Due in body of wall base material in addition to the elements such as C, H, O, the most also unit such as Ca, Al, Fe
Element, and the pyridine nuclear nitrogen element in pyridine-2-acrylic monomers can form coordination with the ferro element in body of wall base material, because of
And the adhesion strength of pressure sensitive adhesive and body of wall can be greatly improved；
The preparation method of described a kind of body of wall acrylate pressure-sensitive adhesive, described initiator be azodiisobutyronitrile or
Benzoyl peroxide；
The preparation method of described a kind of body of wall acrylate pressure-sensitive adhesive, described crosslinking agent is polyisocyanates, tool
Body is toluene di-isocyanate(TDI), methyl diphenylene diisocyanate or hexamethylene diisocyanate.
The process conditions preparing body of wall acrylate pressure-sensitive adhesive that the present invention provides are:
By above-mentioned raw materials formula by component A, component B and component C in ethyl acetate, mix, then by mixture
The 10 of gross mass～20% join in reactor, and the initiator described in dropping, are heated to 70～85 DEG C and start reaction, then
Remaining said mixture and initiator are slowly dropped in reactor, were added dropwise to complete in 1～4 hour；Insulation 1～2 is little
Time, then it is cooled to room temperature, adds crosslinking agent stirring, discharging subsequently, obtain described body of wall acrylate pressure-sensitive adhesive.
Described body of wall acrylate pressure-sensitive adhesive is also added into the polymerizable wetting agent that parts by weight are 1～3, described
Polymerizable wetting agent be the mono-quaternaries cationic surfactant containing carbon-carbon double bond or containing double quaternary ammoniums of carbon-carbon double bond
Cationic surfactants；This polymerizable wetting agent can reduce the electrostatic effect of pressure sensitive adhesive so that pressure sensitive adhesive is being coated on
After base material, it is easy to paste, pasting face more smooth, be difficult to adsorb dust, and adhesive force is strong, this is general Acrylate pressure sensitive
Glue hardly matches.
The present invention uses the mode of copolymerization that pyridine-2-acrylic acid and polymerizable wetting agent are incorporated into body of wall acrylate
In pressure sensitive adhesive, the iron ion owing to containing in body of wall base material can form coordination with pyridine nuclear nitrogen and it is interacted greatly
Big raising, polymerizable type wetting agent makes the surface of body of wall base material to decline by the effect of wetting simultaneously, it is also possible to make gluing
Agent improves with the cementation of body of wall, Adhesion enhancement.
Beneficial effect:
1. the body of wall acrylate pressure-sensitive adhesive of the present invention, has good weatherability properties and machinability.
2. the raw material needed for the present invention is easy to get, and production technology is simple, and production cost is low, and accessory substance is few, and efficiency is high, is conducive to
Industrialized production.
3. pyridine-2-acrylic monomers is incorporated in adhesive by the way of copolymerization by the present invention, pyridine-2-acrylic acid
Nitrogen in monomer can form coordination with the ferro element in body of wall base material, thus substantially increases the work between adhesive and base material
Firmly, adhesive force is greatly improved, and then obtains the body of wall pressure sensitive adhesive of high-adhesion energy.
4. the present invention uses the wetting agent wetting effect of polymerizable type more preferable so that the surface of body of wall base material can reduce, from
And improve the interaction of adhesive and body of wall base material.
Detailed description of the invention
Below in conjunction with detailed description of the invention, the present invention is expanded on further.Should be understood that these embodiments are merely to illustrate this
Bright rather than limit the scope of the present invention.In addition, it is to be understood that after having read the content that the present invention lectures, art technology
The present invention can be made various changes or modifications by personnel, and these equivalent form of values fall within the application appended claims equally and limited
Fixed scope.
The body of wall acrylate pressure-sensitive adhesive that a kind of number-average molecular weight is 8000～300000 of the present invention, body of wall propylene
Acid esters pressure sensitive adhesive is mainly formed by soft monomer, hard monomer and function monomer copolymerization, and function monomer at least contains pyridine-2-propylene
Acid, i.e. function monomer are pyridine-2-acrylic acid, or are acrylic acid, methacrylic acid, itaconic acid, hydroxy-ethyl acrylate, propylene
One or more in acid hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxy propyl methacrylate, GMA
Combination acrylic acid with pyridine-2-；Body of wall acrylate pressure-sensitive adhesive is also added into polymerizable wetting agent, polymerizable wetting agent
Live for the mono-quaternaries cationic surfactant containing carbon-carbon double bond or the bis-quaternary ammonium salt cationic surface containing carbon-carbon double bond
Property agent.
Embodiment 1
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula, ethyl acrylate, acrylonitrile and pyridine-2-acrylic acid are dissolved in ethyl acetate, mixing
Uniformly, then join the 10% of mixture gross mass in reactor, and drip initiator azodiisobutyronitrile, be heated to 70
DEG C start reaction, then remaining said mixture and initiator azodiisobutyronitrile are added drop-wise in reactor, in 1 hour
It is added dropwise to complete；It is incubated 1 hour, is then cooled to room temperature, add the stirring of crosslinking agent toluene di-isocyanate(TDI), discharging subsequently, obtain
Number-average molecular weight is the body of wall acrylate pressure-sensitive adhesive of 8000.
Embodiment 2
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein the acrylic acid content of pyridine-2-is acrylic acid and the 20wt% in the acrylic acid combination of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula, butyl acrylate, acrylamide, acrylic acid are dissolved with the acrylic acid composition of pyridine-2-
In ethyl acetate, mix, then join the 20% of mixture gross mass in reactor, and drip initiator peroxide
Change benzoyl, be heated to 85 DEG C and start reaction, then remaining said mixture and initiator benzoyl peroxide are added drop-wise to
In reactor, it was added dropwise to complete in 4 hours；It is incubated 2 hours, is then cooled to room temperature, add crosslinking agent diphenyl methane two different
Cyanate stirs, and discharging subsequently obtains the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 300000.
Embodiment 3
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein the acrylic acid content of pyridine-2-is the 30wt% of methacrylic acid and pyridine-2-acrylic acid composition；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by acrylic acid with pyridine-2-to acrylic acid-2-ethyl caproite, styrene, methacrylic acid
Composition is dissolved in ethyl acetate, mixes, and then joins the 15% of mixture gross mass in reactor, and drips
Initiator azodiisobutyronitrile, is heated to 75 DEG C and starts reaction, then by different to remaining said mixture and initiator azo two
Butyronitrile is added drop-wise in reactor, is added dropwise to complete in 2 hours；It is incubated 1.5 hours, is then cooled to room temperature, add crosslinking agent 1,
Hexamethylene-diisocyanate stirs, and discharging subsequently, obtaining number-average molecular weight is 100000 body of wall acrylate pressure-sensitive adhesives.
Embodiment 4
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein the acrylic acid content of pyridine-2-be itaconic acid with pyridine-2-acrylic acid composition 25wt%；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by EHMA, methyl methacrylate, itaconic acid and pyridine-2-acrylic acid
Composition be dissolved in ethyl acetate, mix, then join the 12% of mixture gross mass in reactor, and drip
Add initiator azodiisobutyronitrile, be heated to 85 DEG C and start reaction, then by remaining said mixture and initiator azo two
Isobutyronitrile is added drop-wise in reactor, is added dropwise to complete in 2 hours；It is incubated 1 hour, is then cooled to room temperature, add crosslinking agent first
Phenylene diisocyanate stirs, and discharging subsequently obtains the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 200000.
Embodiment 5
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein the acrylic acid content of pyridine-2-is the 35wt% of hydroxy-ethyl acrylate and the acrylic acid composition of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by lauryl methacrylate, methyl acrylate, hydroxy-ethyl acrylate and pyridine-2-
Acrylic acid composition is dissolved in ethyl acetate, mixes, and then joins reactor by the 20% of mixture gross mass
In, and drip initiator benzoyl peroxide, it is heated to 70 DEG C and starts reaction, then by remaining said mixture and initiator
Benzoyl peroxide is added drop-wise in reactor, is added dropwise to complete in 1 hour；It is incubated 1.6 hours, is then cooled to room temperature, add
Crosslinking agent methyl diphenylene diisocyanate stirs, and discharging subsequently obtains the body of wall acrylate that number-average molecular weight is 9000
Pressure sensitive adhesive.
Embodiment 6
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein ethyl acrylate is 1 with the mass ratio of ethyl acrylate in butyl acrylate composition with butyl acrylate:
1；Acrylonitrile is 2:1 with the mass ratio of acrylonitrile in the composition of acrylamide with acrylamide；The acrylic acid content of pyridine-2-
25wt% for hydroxypropyl acrylate Yu the acrylic acid composition of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by the combination of ethyl acrylate with the composition of butyl acrylate, acrylonitrile and acrylamide
Thing and hydroxypropyl acrylate are dissolved in ethyl acetate with the acrylic acid composition of pyridine-2-, mix, then by mixture
The 15% of gross mass joins in reactor, and drips initiator azodiisobutyronitrile, is heated to 85 DEG C and starts reaction, then will
Remaining mixture and initiator are added drop-wise in reactor, are added dropwise to complete in 3 hours；It is incubated 1 hour, is then cooled to room
Temperature, adds crosslinking agent 1, and hexamethylene-diisocyanate stirs, and discharging subsequently obtains the body of wall propylene that number-average molecular weight is 200000
Acid esters pressure sensitive adhesive.
Embodiment 7
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein butyl acrylate and acrylic acid-2-ethyl in the composition of butyl acrylate and acrylic acid-2-ethyl caproite
The mass ratio of own ester is 1:2；Acrylamide in the composition of acrylamide, styrene and methyl methacrylate, styrene and
Mass ratio between methyl methacrylate is 1:1:1；The acrylic acid content of pyridine-2-is hydroxyethyl methacrylate and pyrrole
The 22wt% of the acrylic acid composition of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by butyl acrylate and the composition of acrylic acid-2-ethyl caproite, acrylamide, styrene
It is dissolved in acetic acid second with the acrylic acid composition of pyridine-2-with the composition of methyl methacrylate and hydroxyethyl methacrylate
In ester, mix, then join the 10% of mixture gross mass in reactor, and drip initiator benzoyl peroxide first
Acyl, is heated to 70 DEG C and starts reaction, then remaining said mixture and initiator are added drop-wise in reactor, at 1.5 hours
Inside it is added dropwise to complete；It is incubated 1 hour, is then cooled to room temperature, add the stirring of crosslinking agent toluene di-isocyanate(TDI), discharging subsequently, obtain
To the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 250000.
Embodiment 8
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein EHMA in the composition of EHMA and lauryl methacrylate
It is 2:1 with the mass ratio of lauryl methacrylate；Methyl in the composition of methyl methacrylate and methyl acrylate
The mass ratio of methyl acrylate and methyl acrylate is 1:2, and the acrylic acid content of pyridine-2-is hydroxy propyl methacrylate and pyrrole
The 20wt% of the acrylic acid composition of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by EHMA and the composition of lauryl methacrylate, methyl-prop
E pioic acid methyl ester and the composition of methyl acrylate and hydroxy propyl methacrylate are dissolved in second with the acrylic acid composition of pyridine-2-
In acetoacetic ester, mix, then join the 12% of mixture gross mass in reactor, and it is different to drip initiator azo two
Butyronitrile, is heated to 70 DEG C and starts reaction, then remaining said mixture and initiator azodiisobutyronitrile are added drop-wise to reaction
In still, it was added dropwise to complete in 2 hours；Being incubated 1 hour, be then cooled to room temperature, add crosslinking agent 1, hexamethylene-diisocyanate stirs
Mix, subsequently discharging, obtain the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 10000.
Embodiment 9
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein in the composition of acrylic acid-2-ethyl caproite and EHMA acrylic acid-2-ethyl caproite and
The mass ratio of EHMA is 1:1；Styrene, methyl methacrylate composition in styrene and metering system
The mass ratio of acid methyl esters is 2:1；The acrylic acid content of pyridine-2-is GMA and pyridine-2-acrylic acid
The 30wt% of composition；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by acrylic acid-2-ethyl caproite and the composition of EHMA, styrene, first
The composition of base methyl acrylate and GMA are dissolved in acetic acid second with the acrylic acid composition of pyridine-2-
In ester, mix, then join the 18% of mixture gross mass in reactor, and drip initiator benzoyl peroxide first
Acyl, is heated to 85 DEG C and starts reaction, then remaining said mixture and initiator benzoyl peroxide are added drop-wise to reactor
In, it was added dropwise to complete in 1.5 hours；It is incubated 1.2 hours, is then cooled to room temperature, add crosslinking agent toluene di-isocyanate(TDI) and stir
Mix, subsequently discharging, obtain the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 20000.
Embodiment 10
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive, is made up of following raw material in terms of parts by weight:
Wherein acrylic acid fourth in the composition of butyl acrylate, acrylic acid-2-ethyl caproite and EHMA
The mass ratio of ester, acrylic acid-2-ethyl caproite and EHMA is 1:2:2；Acrylonitrile, acrylamide and styrene
Composition in acrylonitrile, acrylamide and cinnamic mass ratio be 2:1:1；The acrylic acid content of pyridine-2-be acrylic acid,
Methacrylic acid and the 28wt% of the acrylic acid composition of pyridine-2-；
The process conditions preparing body of wall acrylate pressure-sensitive adhesive are:
By above-mentioned raw materials formula by butyl acrylate, acrylic acid-2-ethyl caproite and EHMA composition,
Acrylonitrile, acrylamide and cinnamic composition and acrylic acid, methacrylic acid dissolve with the acrylic acid composition of pyridine-2-
In ethyl acetate, mix, then join the 20% of mixture gross mass in reactor, and drip initiator azo
Bis-isobutyronitrile, is heated to 75 DEG C and starts reaction, then remaining said mixture and initiator azodiisobutyronitrile are added drop-wise to
In reactor, it was added dropwise to complete in 4 hours；It is incubated 1 hour, is then cooled to room temperature, add crosslinking agent toluene di-isocyanate(TDI)
Stirring, discharging subsequently, obtain the body of wall acrylate pressure-sensitive adhesive that number-average molecular weight is 120000.
Claims (6)
1. a body of wall acrylate pressure-sensitive adhesive, is characterized in that: described body of wall acrylate pressure-sensitive adhesive is mainly by soft
Monomer, hard monomer and function monomer copolymerization form, and described function monomer at least contains pyridine-2-acrylic acid；By following with weight
The raw material of amount number meter is made:
Described component A is soft monomer, for ethyl acrylate, butyl acrylate, acrylic acid-2-ethyl caproite, methacrylic acid
A kind of or the most several combination in different monooctyl ester, lauryl methacrylate；
Described component B is hard monomer, in acrylonitrile, acrylamide, styrene, methyl methacrylate, methyl acrylate
A kind of or the most several combinations；
Described component C is function monomer, for pyridine-2-acrylic acid, or is acrylic acid, methacrylic acid, itaconic acid, propylene
Acid hydroxyl ethyl ester, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxy propyl methacrylate, GMA
In one or more with the acrylic acid combination of pyridine-2-；The wherein said acrylic acid content of pyridine-2-is at least function list
The 20wt% of body；
Being also added into the polymerizable wetting agent that parts by weight are 1～3 in raw material, described polymerizable wetting agent is double containing carbon carbon
The mono-quaternaries cationic surfactant of key or the bis-quaternary ammonium salt cationic surfactant containing carbon-carbon double bond.
A kind of body of wall acrylate pressure-sensitive adhesive the most according to claim 1, it is characterised in that described body of wall propylene
The number-average molecular weight of acid esters pressure sensitive adhesive is 8000～300000.
3. prepare the preparation method of a kind of body of wall acrylate pressure-sensitive adhesive as claimed in claim 1, it is characterized in that: prepare body of wall
By the process conditions of acrylate pressure-sensitive adhesive it is:
By above-mentioned raw materials formula, component A, component B and component C are dissolved in described ethyl acetate, mix, then will
The 10 of mixture gross mass～20% join in reactor, and the initiator described in dropping, are heated to 70～85 DEG C and start anti-
Should, then remaining said mixture and initiator are added drop-wise in reactor, were added dropwise to complete in 1～4 hour；Insulation 1～2
Hour, then it is cooled to room temperature, adds crosslinking agent stirring, discharging subsequently, obtain described body of wall acrylate pressure-sensitive adhesive.
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive the most according to claim 3, it is characterised in that described
Initiator is azodiisobutyronitrile or benzoyl peroxide.
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive the most according to claim 3, it is characterised in that described
Crosslinking agent is polyisocyanates.
The preparation method of a kind of body of wall acrylate pressure-sensitive adhesive the most according to claim 5, polyisocyanates is specially
Toluene di-isocyanate(TDI), methyl diphenylene diisocyanate or hexamethylene diisocyanate.
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|---|---|---|---|---|
| SU445669A1 (en) * | 1973-02-21 | 1974-10-05 | Каунасский Медицинский Институт | Method for preparing azaphthalidyl-3 acetic acid |
| CN1190522C (en) * | 2000-04-06 | 2005-02-23 | 法国梅塔勒科技公司 | Electrolytic solution for electrochemical deposit of palladium or its alloys |
| CN101857786A (en) * | 2010-05-26 | 2010-10-13 | 北京高盟新材料股份有限公司 | Pressure-sensitive adhesive and preparation method thereof |
| CN102492381A (en) * | 2011-12-09 | 2012-06-13 | 西安航天三沃化学有限公司 | Acrylic ester pressure-sensitive adhesive for window film |
| CN102850972A (en) * | 2012-08-30 | 2013-01-02 | 烟台德邦科技有限公司 | Pressure-sensitive adhesive and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5616005B2 (en) * | 2008-06-02 | 2014-10-29 | スリーエム イノベイティブ プロパティズ カンパニー | Adhesive composition and adhesive tape |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU445669A1 (en) * | 1973-02-21 | 1974-10-05 | Каунасский Медицинский Институт | Method for preparing azaphthalidyl-3 acetic acid |
| CN1190522C (en) * | 2000-04-06 | 2005-02-23 | 法国梅塔勒科技公司 | Electrolytic solution for electrochemical deposit of palladium or its alloys |
| CN101857786A (en) * | 2010-05-26 | 2010-10-13 | 北京高盟新材料股份有限公司 | Pressure-sensitive adhesive and preparation method thereof |
| CN102492381A (en) * | 2011-12-09 | 2012-06-13 | 西安航天三沃化学有限公司 | Acrylic ester pressure-sensitive adhesive for window film |
| CN102850972A (en) * | 2012-08-30 | 2013-01-02 | 烟台德邦科技有限公司 | Pressure-sensitive adhesive and preparation method thereof |
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