CN114045140A - Preparation of bismaleimide modified MS adhesive - Google Patents
Preparation of bismaleimide modified MS adhesive Download PDFInfo
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- CN114045140A CN114045140A CN202111426847.2A CN202111426847A CN114045140A CN 114045140 A CN114045140 A CN 114045140A CN 202111426847 A CN202111426847 A CN 202111426847A CN 114045140 A CN114045140 A CN 114045140A
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- 239000000853 adhesive Substances 0.000 title claims abstract description 52
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 52
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 229920003192 poly(bis maleimide) Polymers 0.000 title claims abstract description 21
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 19
- 239000004526 silane-modified polyether Substances 0.000 claims abstract description 12
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 239000004014 plasticizer Substances 0.000 claims abstract description 9
- 239000013008 thixotropic agent Substances 0.000 claims abstract description 9
- 239000000945 filler Substances 0.000 claims abstract description 8
- 239000012945 sealing adhesive Substances 0.000 claims abstract description 5
- 238000006459 hydrosilylation reaction Methods 0.000 claims abstract description 3
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 claims description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 4
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 3
- 239000007822 coupling agent Substances 0.000 claims description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 3
- -1 dioctyl nonyl Chemical group 0.000 claims description 3
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 3
- 238000011049 filling Methods 0.000 claims description 3
- 229910021485 fumed silica Inorganic materials 0.000 claims description 3
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical group CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 3
- QUVMSYUGOKEMPX-UHFFFAOYSA-N 2-methylpropan-1-olate;titanium(4+) Chemical compound [Ti+4].CC(C)C[O-].CC(C)C[O-].CC(C)C[O-].CC(C)C[O-] QUVMSYUGOKEMPX-UHFFFAOYSA-N 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 150000001993 dienes Chemical class 0.000 claims description 2
- 150000002009 diols Chemical class 0.000 claims description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 2
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 239000010445 mica Substances 0.000 claims description 2
- 229910052618 mica group Inorganic materials 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229910000077 silane Inorganic materials 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 claims description 2
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 claims description 2
- LTOKKZDSYQQAHL-UHFFFAOYSA-N trimethoxy-[4-(oxiran-2-yl)butyl]silane Chemical compound CO[Si](OC)(OC)CCCCC1CO1 LTOKKZDSYQQAHL-UHFFFAOYSA-N 0.000 claims description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000003949 imides Chemical group 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000004132 cross linking Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000006087 Silane Coupling Agent Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 230000009471 action Effects 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000004432 silane-modified polyurethane Substances 0.000 description 3
- 239000004642 Polyimide Substances 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- 239000004636 vulcanized rubber Substances 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 230000002925 chemical effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000005464 sample preparation method Methods 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000004590 silicone sealant Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to the technical field of high polymers and sealing adhesives, and discloses a preparation method of a bismaleimide modified MS adhesive, which comprises 30-60 parts by weight of silane modified polyether, 15-35 parts by weight of filler, 5-15 parts by weight of thixotropic agent, 1-5 parts by weight of titanium dioxide, 10-20 parts by weight of plasticizer, 1-3 parts by weight of tackifier, 0.5-6 parts by weight of cross-linking agent, and 0.1-3 parts by weight of catalyst. The bismaleimide structure is mainly characterized in that a carbon-carbon double bond in maleimide generates hydrosilylation reaction to obtain a cross-linking agent containing an imide ring structure, and the cross-linking agent reacts with silane modified polyether to finally obtain the MS adhesive containing the bismaleimide heterocyclic structure. Due to the introduction of the five-membered heterocyclic structure, the molecular weight rigidity is improved, and further the high-modulus MS adhesive is obtained.
Description
Technical Field
The invention relates to the technical field of high polymers and sealing adhesives, in particular to a preparation method of a bismaleimide modified MS adhesive.
Background
The silane modified polyether sealing adhesive (namely MS sealing adhesive) is prepared by reacting siloxane end-capped polyether with various silane coupling agents to finally generate a high molecular weight cross-linked body, and compared with silicone sealant, PU and SPU adhesive, the MS adhesive has the advantages of low surface energy, strong permeability and excellent bonding performance with a base material; the molecular chain of the MS adhesive is a flexible polyether chain segment, the material has good flexibility and large deformation, and the cross-linking points are formed by Si-O-Si bonds, so the material has excellent aging resistance; the MS adhesive is more environment-friendly than the PU adhesive, and the system does not contain free-NCO.
With the prevalence of assembly type buildings, the demand of adhesive in the building industry is increasing. The MS adhesive can form physical and chemical effects with cement concrete slab stones commonly used in buildings, and the bonding effect is good. Meanwhile, the MS sealant has the same advantages in the fields of weather resistance and stone pollution prevention of the sealant for buildings. Compared with the silicone adhesive, the MS adhesive has low cost of raw materials and obvious price advantage.
The bismaleimide is a compound containing a five-membered carbon nitrogen heterocyclic ring structure, two carbonyl groups exist in the imide five-membered ring, the molecular structure rigidity is good, and the heat resistance is excellent. The polyimide structure exists in the molecular structure, the tensile strength and modulus of the material can be improved, and the polyimide is a typical high polymer material containing the imide structure, has excellent mechanical property and heat resistance, and is widely applied to the field of aerospace.
Disclosure of Invention
Technical problem to be solved
Aiming at the defects of the prior art, the invention provides a preparation method of bismaleimide modified MS adhesive, which solves the problems in the background technology.
(II) technical scheme
In order to achieve the above purpose, the invention provides the following technical scheme to realize: the preparation method of the bismaleimide modified MS adhesive comprises the following steps of: 30-60 parts of silane modified polyether; 15-35 parts of a filler; 5-15 parts of a thixotropic agent; 1-5 parts of titanium dioxide; 10-20 parts of a plasticizer; 1-3 parts of a tackifier; 0.5-6 parts of a crosslinking agent; 0.1-3 parts of a catalyst.
Preferably, the silane modified polyether is one of a diene terminated polyether prepared by hydrosilylation or a polyether diol prepared by reaction with alpha-isocyanatosilane.
Preferably, the filler is one or more of calcium carbonate, mica powder, talcum powder and barium sulfate.
Preferably, the thixotropic agent is one or more of fumed silica, organic bentonite and hydrogenated castor oil.
Preferably, the titanium dioxide is rutile titanium dioxide.
Preferably, the plasticizer is one or more of dioctyl phthalate (DOP), dioctyl nonyl phthalate (DINP), diisodecyl phthalate (DIDP), PPG2000 and PPG 3000.
Preferably, the tackifier is one of vinyltrimethoxysilane and vinyltriethoxysilane. The catalyst is one or more of dibutyltin dilaurate, stannous octoate, ethyl titanate and isobutyl titanate.
Preferably, the crosslinking agent is methyl trimethoxy silane, ethyl trimethoxy silane, gamma-aminopropyl trimethoxy silane, methyl triethoxy silane, N-beta- (aminoethyl) -gamma aminopropyl trimethoxy silane, 3- (2, 3-epoxypropyl) propyl trimethoxy silane and self-made crosslinking agents 1(a) to 1(f) containing bismaleimide structures, as shown in figure 1.
Preferably, the MS adhesive formation comprises the steps of: adding silane modified polyether, a plasticizer, a filler, titanium dioxide, a tackifier and a thixotropic agent in parts by weight into a reaction kettle, stirring and reacting for 2 hours at the temperature of 30-60 ℃, then adding a catalyst and a coupling agent in parts by weight, stirring and reacting for 1 hour, vacuumizing for 0.5 hour, transferring and filling.
(III) advantageous effects
Compared with the prior art, the invention provides a preparation method of bismaleimide modified MS adhesive, which has the following beneficial effects:
the bismaleimide modified MS adhesive is prepared by obtaining silane coupling agents with different structures through the hydrogenation reaction of bismaleimide and alkoxy silane. And reacting the silane coupling agent serving as a crosslinking point with the silane modified polyether to finally obtain the bismaleimide modified MS adhesive. The introduction of the five-membered carbon nitrogen heterocycle of the bisimide improves the mechanical property, heat resistance and aging resistance of the adhesive and widens the application field of the adhesive.
Drawings
FIG. 1 is a schematic diagram of a cross-linking agent structure for preparing a bismaleimide modified MS adhesive provided by the invention;
FIG. 2 is a schematic diagram of an embodiment and a comparative example of a bismaleimide modified MS adhesive according to the present invention;
FIG. 3 is a schematic diagram of the components of a formulation for preparing a bismaleimide modified MS adhesive according to the present invention;
FIG. 4 is a schematic diagram of MS adhesive performance tests and comparative examples of the preparation of bismaleimide modified MS adhesive provided by the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Referring to FIGS. 1-4, the preparation of bismaleimide modified MS adhesive requires the following;
1. the silane-modified polyether used was japanese koilouin chemical S203H.
2. The inorganic fillers are active light nano CaCO3 and 1250-mesh active heavy CaCO3, and the mass ratio of the inorganic fillers is m (CaCO3) to m (CaCO3) to 2: 5.
3. The thixotropic agent is fumed silica, and the titanium dioxide is rutile titanium dioxide.
4. The plasticizer is dioctyl phthalate (DOP), the water removing agent is vinyl trimethoxy silane, and the catalyst is dibutyltin dilaurate.
5. The cross-linking agent is one of methyltrimethoxysilane, gamma-aminopropyltrimethoxysilane and self-made cross-linking agents 1(a) -1 (f) containing bismaleimide structure.
6. The mechanical property test is according to the GB/T528-2009 determination of tensile stress strain property of vulcanized rubber or thermoplastic rubber.
7. Surface dry time test: and uniformly coating the adhesive on the surface of the plastic film at the temperature of 23 +/-2 ℃ and the relative humidity of 50 +/-5%, wherein the thickness is 2-3 mm, the length is not more than 100mm, the surface of the adhesive layer is lightly touched by fingers at intervals of 5min until the adhesive layer is not sticky, and the time from extrusion to sticky is recorded, namely the surface drying time.
8. The hardness test is carried out according to GB/T531-2009 Shore A hardness test method for vulcanized rubber.
9. The xenon lamp aging test is carried out according to the A sample preparation method specified in GB/T13477.15-2018.
10. And setting the test conditions of the adhesion after ultraviolet irradiation according to the regulation in JC-T485-2007, and carrying out the test on the sample after aging for 300h by referring to the method A specified in GB/T13477.17-2018.
11. The self-made silane coupling agent can also be used for crosslinking and curing of silane modified polyurethane (SPU) adhesive and Silicone (SR) adhesive, and the action mechanism of the self-made silane coupling agent is basically consistent with that of the self-made silane coupling agent applied to MS adhesive.
The examples and comparative examples were prepared as follows:
1. adding silane modified polyether, a plasticizer, a filler, titanium dioxide, a tackifier and a thixotropic agent in parts by weight into a reaction kettle, stirring and reacting for 2 hours at the temperature of 30-60 ℃, then adding a catalyst and a coupling agent in parts by weight, stirring and reacting for 1 hour, vacuumizing for 0.5 hour, transferring and filling.
2. The formula of the preparation method of the bismaleimide modified MS adhesive of the embodiments 1 to 6 and the comparative examples 1 to 2 is shown in FIG. 2.
3. The performance of the preparation method of the bismaleimide modified MS adhesive of the examples 1-6 and the comparative examples 1-2 is shown in FIG. 4.
4. Examples 1 to 6 are samples obtained by using self-made crosslinking agents 1a to 1f, respectively, and comparative examples 1 to 2 are samples obtained by using a commercial crosslinking agent, respectively.
In conclusion, the preparation of the bismaleimide modified MS adhesive can be seen from the performance data in FIG. 4, when the five-membered carbon nitrogen heterocycle and the aromatic ring of the imide are introduced into the adhesive crosslinking system, the mechanical properties of the adhesive are changed. When 1c is introduced into the adhesive crosslinking system, the tensile strength of the adhesive is the greatest and the 1d performance is the next lowest. This is probably because the double bonds linked to the benzene ring form a conjugated system with each other, increasing the rigidity of the molecular chain, so that the material exhibits excellent tensile strength. The excellent material properties compared to 1a, 1b are mainly attributed to the presence of a carbonyl group attached to a benzene ring, using 1d as a cross-linker. Comparing example 1 with example 5, and example 3 with example 6, the mechanical properties and tack free time of the adhesive are different when using trifunctional crosslinker and difunctional crosslinker: when the trifunctional cross-linking agent is used, the adhesive has high tensile strength, high hardness and short surface drying time. This is mainly because: when the trifunctional cross-linking agent is used, the cross-linking density of the adhesive is high, and the network structure of the system is denser; the crosslinking points of the trifunctional crosslinking agent are more than those of the difunctional crosslinking agent, namely, the concentration of the crosslinking points is high, and the reaction speed of the trifunctional crosslinking agent is higher under the same temperature and humidity conditions, so the surface drying time is shorter.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising an … …" does not exclude the presence of other identical elements in a process, method, article, or apparatus that comprises the element.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (9)
1. The preparation method of the bismaleimide modified MS adhesive comprises the following steps of: the MS sealing adhesive comprises the following components in parts by weight: 30-60 parts of silane modified polyether; 15-35 parts of a filler; 5-15 parts of a thixotropic agent; 1-5 parts of titanium dioxide; 10-20 parts of a plasticizer; 1-3 parts of a tackifier; 0.5-6 parts of a crosslinking agent; 0.1-3 parts of a catalyst.
2. The preparation of the bismaleimide-modified MS adhesive of claim 1, wherein: the silane modified polyether is one of the preparation by hydrosilylation of diene terminated polyether or the preparation by the reaction of polyether diol and alpha-isocyanate silane.
3. The preparation of the bismaleimide-modified MS adhesive of claim 2, wherein: the filler is one or more of calcium carbonate, mica powder, talcum powder and barium sulfate.
4. The preparation of the bismaleimide-modified MS adhesive of claim 3, wherein: the thixotropic agent is one or more of fumed silica, organic bentonite and hydrogenated castor oil.
5. The preparation of the bismaleimide-modified MS adhesive of claim 4, wherein: the titanium dioxide is rutile type titanium dioxide.
6. The preparation of the bismaleimide-modified MS adhesive of claim 5, wherein: the plasticizer is one or more of dioctyl phthalate (DOP), dioctyl nonyl phthalate (DINP), diisodecyl phthalate (DIDP), PPG2000 and PPG 3000.
7. The preparation of the bismaleimide-modified MS adhesive of claim 6, wherein: the tackifier is one of vinyl trimethoxy silane and vinyl triethoxy silane. The catalyst is one or more of dibutyltin dilaurate, stannous octoate, ethyl titanate and isobutyl titanate.
8. The preparation of the bismaleimide-modified MS adhesive of claim 7, wherein: the cross-linking agent is methyl trimethoxy silane, ethyl trimethoxy silane, gamma-aminopropyl trimethoxy silane, methyl triethoxy silane, N-beta- (aminoethyl) -gamma-aminopropyl trimethoxy silane, 3- (2, 3-epoxypropyl) propyl trimethoxy silane and self-made cross-linking agents 1(a) -1 (f) containing bismaleimide structures, and is shown in figure 1.
9. The preparation of the bismaleimide-modified MS adhesive of claim 8, wherein: the MS adhesive formation comprises the steps of: adding silane modified polyether, a plasticizer, a filler, titanium dioxide, a tackifier and a thixotropic agent in parts by weight into a reaction kettle, stirring and reacting for 2 hours at the temperature of 30-60 ℃, then adding a catalyst and a coupling agent in parts by weight, stirring and reacting for 1 hour, vacuumizing for 0.5 hour, transferring and filling.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111426847.2A CN114045140A (en) | 2021-11-27 | 2021-11-27 | Preparation of bismaleimide modified MS adhesive |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111426847.2A CN114045140A (en) | 2021-11-27 | 2021-11-27 | Preparation of bismaleimide modified MS adhesive |
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| Publication Number | Publication Date |
|---|---|
| CN114045140A true CN114045140A (en) | 2022-02-15 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202111426847.2A Pending CN114045140A (en) | 2021-11-27 | 2021-11-27 | Preparation of bismaleimide modified MS adhesive |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4565873A (en) * | 1978-08-30 | 1986-01-21 | Ciba-Geigy Corporation | Silanes containing imide groups |
| CN107541170A (en) * | 2017-09-06 | 2018-01-05 | 广州集泰化工股份有限公司 | A kind of single component silane modified polyether seal glue for building and preparation method thereof |
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2021
- 2021-11-27 CN CN202111426847.2A patent/CN114045140A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4565873A (en) * | 1978-08-30 | 1986-01-21 | Ciba-Geigy Corporation | Silanes containing imide groups |
| CN107541170A (en) * | 2017-09-06 | 2018-01-05 | 广州集泰化工股份有限公司 | A kind of single component silane modified polyether seal glue for building and preparation method thereof |
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