CN114316897A - Silicone sealant and preparation method thereof - Google Patents
Silicone sealant and preparation method thereof Download PDFInfo
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- CN114316897A CN114316897A CN202210099145.6A CN202210099145A CN114316897A CN 114316897 A CN114316897 A CN 114316897A CN 202210099145 A CN202210099145 A CN 202210099145A CN 114316897 A CN114316897 A CN 114316897A
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- 239000004590 silicone sealant Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- -1 polydimethylsiloxane Polymers 0.000 claims abstract description 40
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 35
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 35
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- UXJHQBVRZUANLK-UHFFFAOYSA-N azanylidyne(dichloro)-$l^{5}-phosphane Chemical compound ClP(Cl)#N UXJHQBVRZUANLK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 8
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 7
- 239000007822 coupling agent Substances 0.000 claims abstract description 5
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 5
- 239000012779 reinforcing material Substances 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 51
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 22
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 11
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 9
- 125000002431 aminoalkoxy group Chemical group 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 5
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 5
- YGLJGOMFUHQSBN-UHFFFAOYSA-N 7-methyl-n,n-bis(7-methyloctyl)octan-1-amine Chemical compound CC(C)CCCCCCN(CCCCCCC(C)C)CCCCCCC(C)C YGLJGOMFUHQSBN-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 4
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002981 blocking agent Substances 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- 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
- CSKRBHOAJUMOKJ-UHFFFAOYSA-N 3,4-diacetylhexane-2,5-dione Chemical compound CC(=O)C(C(C)=O)C(C(C)=O)C(C)=O CSKRBHOAJUMOKJ-UHFFFAOYSA-N 0.000 claims description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 2
- BRDFPSNNWVQIQO-UHFFFAOYSA-N C(C)(C)OC=1C(=C2C(OC(=O)C2=CC=1)(C(CC(=O)COCC)=O)C(CC(=O)COCC)=O)OC(C)C Chemical compound C(C)(C)OC=1C(=C2C(OC(=O)C2=CC=1)(C(CC(=O)COCC)=O)C(CC(=O)COCC)=O)OC(C)C BRDFPSNNWVQIQO-UHFFFAOYSA-N 0.000 claims description 2
- QOTCWSSJHKXMNK-UHFFFAOYSA-N C1(=CC=CC=C1)[Sn]C1=CC=CC=C1.C(CCC)[Sn]CCCC Chemical compound C1(=CC=CC=C1)[Sn]C1=CC=CC=C1.C(CCC)[Sn]CCCC QOTCWSSJHKXMNK-UHFFFAOYSA-N 0.000 claims description 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 2
- 239000005751 Copper oxide Substances 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- 229910002601 GaN Inorganic materials 0.000 claims description 2
- JMASRVWKEDWRBT-UHFFFAOYSA-N Gallium nitride Chemical compound [Ga]#N JMASRVWKEDWRBT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052581 Si3N4 Inorganic materials 0.000 claims description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 2
- 239000002041 carbon nanotube Substances 0.000 claims description 2
- 229910000420 cerium oxide Inorganic materials 0.000 claims description 2
- 229910000431 copper oxide Inorganic materials 0.000 claims description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 2
- 229910021485 fumed silica Inorganic materials 0.000 claims description 2
- 229910021389 graphene Inorganic materials 0.000 claims description 2
- IRUHTDGKUWERCQ-UHFFFAOYSA-N n-propyl-3-triethoxysilylpropan-1-amine Chemical compound CCCNCCC[Si](OCC)(OCC)OCC IRUHTDGKUWERCQ-UHFFFAOYSA-N 0.000 claims description 2
- ONBPFUKUSJUPES-UHFFFAOYSA-N n-propyl-3-trimethoxysilylpropan-1-amine Chemical compound CCCNCCC[Si](OC)(OC)OC ONBPFUKUSJUPES-UHFFFAOYSA-N 0.000 claims description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 2
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 claims description 2
- GYUPBLLGIHQRGT-UHFFFAOYSA-N pentane-2,4-dione;titanium Chemical compound [Ti].CC(=O)CC(C)=O GYUPBLLGIHQRGT-UHFFFAOYSA-N 0.000 claims description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical group ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 239000010453 quartz Substances 0.000 claims description 2
- 239000012763 reinforcing filler Substances 0.000 claims description 2
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 2
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 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
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-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
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 claims description 2
- BTLPDSCJUZOEJB-BUHFOSPRSA-N triethoxy-[(e)-2-triethoxysilylethenyl]silane Chemical group CCO[Si](OCC)(OCC)\C=C\[Si](OCC)(OCC)OCC BTLPDSCJUZOEJB-BUHFOSPRSA-N 0.000 claims description 2
- PKBZOGROOQFGOE-UHFFFAOYSA-N trimethoxy(2-trimethoxysilylethenyl)silane Chemical group CO[Si](OC)(OC)C=C[Si](OC)(OC)OC PKBZOGROOQFGOE-UHFFFAOYSA-N 0.000 claims description 2
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 claims description 2
- 238000003860 storage Methods 0.000 abstract description 6
- 230000008901 benefit Effects 0.000 abstract description 5
- 229910000077 silane Inorganic materials 0.000 abstract description 3
- 238000012360 testing method Methods 0.000 description 9
- 239000000565 sealant Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000013522 chelant Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- YNKIIBQOKMXIGH-UHFFFAOYSA-N propan-2-yl 3-oxohexaneperoxoate;titanium Chemical compound [Ti].CCCC(=O)CC(=O)OOC(C)C.CCCC(=O)CC(=O)OOC(C)C YNKIIBQOKMXIGH-UHFFFAOYSA-N 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 4
- MTEZSDOQASFMDI-UHFFFAOYSA-N 1-trimethoxysilylpropan-1-ol Chemical compound CCC(O)[Si](OC)(OC)OC MTEZSDOQASFMDI-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 229920002379 silicone rubber Polymers 0.000 description 3
- 239000004945 silicone rubber Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- WHIVNJATOVLWBW-PLNGDYQASA-N (nz)-n-butan-2-ylidenehydroxylamine Chemical compound CC\C(C)=N/O WHIVNJATOVLWBW-PLNGDYQASA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- XYAYQJMVQMEILJ-UHFFFAOYSA-N pentane-2,4-dione;titanium Chemical compound [Ti].CC(=O)CC(C)=O.CC(=O)CC(C)=O XYAYQJMVQMEILJ-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
Abstract
The invention provides a silicone sealant and a preparation method thereof, and relates to the technical field of silicone sealants. The silicone sealant is prepared from the following raw materials in parts by weight: 100 parts of secondary amino alkoxy terminated polydimethylsiloxane, 50-120 parts of a reinforcing material, 1-10 parts of a cross-linking agent, 1-5 parts of a coupling agent and 1-5 parts of a catalyst; the secondary amino alkoxy end-capped polydimethylsiloxane is prepared from the following raw materials in parts by weight: 100 parts of alpha, omega-hydroxyl-terminated polydimethylsiloxane, 2-6 parts of secondary amino silane end-capping agent, 0.1-1.5 parts of linear phosphonitrile chloride catalyst and 0.01-0.1 part of neutralizing agent. The silicone sealant has the advantages of high curing speed, strong adhesion, long storage period and the like.
Description
Technical Field
The invention relates to the technical field of silicone sealant, in particular to a silicone sealant and a preparation method thereof.
Background
The organosilicon sealant has wide application in the fields of buildings, automobiles, household appliances, communication equipment, office devices and the like. The deacetylated and ketoxime-removed silicone rubber has a corrosive effect on metals such as copper, and is not suitable for being used on electronic components. The acetone-free silicone rubber has excellent performance but is expensive. The dealcoholized silicone rubber has no corrosivity to metal and low price, can be widely used in electronic products, and is one of the current research hotspots.
Currently, alkoxy-terminated polysiloxanes are generally prepared using methyltrimethoxysilane, vinyltrimethoxysilane, methyl orthosilicate, ethyl orthosilicate, and the like as a blocking agent, and using tetramethylammonium hydroxide, sodium hydroxide, potassium hydroxide, butanone oxime, phosphate, formic acid, and the like as a catalyst. However, the alkoxy-terminated polysiloxane synthesized by the method increases viscosity after being placed for a period of time, and the prepared silicone sealant has a storage life of over 12 months and poor adhesion to a base material.
Disclosure of Invention
In view of the above, it is desirable to provide a silicone sealant having advantages of high curing speed, strong adhesion, long shelf life, and the like.
The silicone sealant is prepared from the following raw materials in parts by weight:
the secondary amino alkoxy end-capped polydimethylsiloxane is prepared from the following raw materials in parts by weight:
the silicone sealant is prepared by taking the secondary amino silane as an end-capping agent and the linear phosphonitrile chloride as a catalyst, the activity of the secondary amino silane is higher than that of the traditionally used alkoxy end-capped polysiloxane, the end-capping is easier to react with the hydroxyl end-capped polydimethylsiloxane, the end-capping is more complete, and the secondary amino functional group has good adhesive property at the same time, so that the storage stability and the adhesive property of the sealant can be improved.
In one embodiment, the secondary aminosilane blocking agent is selected from the group consisting of: one or more of N-N-octyl-3-aminopropyltrimethoxysilane, N-N-octyl-3-aminopropyltriethoxysilane, N-N-pentyl-3-aminopropyltrimethoxysilane, N-N-pentyl-3-aminopropyltriethoxysilane, N-N-butyl-3-aminopropyltrimethoxysilane, N-N-butyl-3-aminopropyltriethoxysilane, N-propyl-3-aminopropyltrimethoxysilane and N-propyl-3-aminopropyltriethoxysilane.
In one embodiment, the concentration of the linear phosphonitrile chloride in the linear phosphonitrile chloride catalyst is 30-100 ppm, and the structural formula of the linear phosphonitrile chloride is PCl3＝N—(PCl2＝N)n—NPCl3·PCl6And n is 1 to 10.
In one embodiment, the α, ω -hydroxyl terminated polydimethylsiloxane has a viscosity of 10000 to 500000 mPas at 25 ℃. Preferably, the viscosity of the α, ω -hydroxyl terminated polydimethylsiloxane is 20000 to 80000 mPas at 25 ℃.
In one embodiment, the neutralizing agent is selected from: one or more than two of triethylamine, ethylenediamine, n-butylamine and triisononylamine.
In one embodiment, the secondary aminoalkoxy terminated polydimethylsiloxane is prepared by the method comprising: mixing the raw materials except the neutralizing agent, heating to 55-65 ℃ under protective gas, reacting for 2-4 h, adding the neutralizing agent, and reacting for 1-4 h to obtain the catalyst.
In one embodiment, the reinforcing material is selected from: one or more of nano calcium carbonate, nano iron oxide, cerium oxide, aluminum oxide, copper oxide, silicon nitride, gallium nitride, graphene, a carbon nanotube, quartz powder and fumed silica.
In one embodiment, the cross-linking agent is selected from: propyl trimethoxy silane, propyl triethoxy silane, methyl trimethoxy silane, methyl triethoxy silane, vinyl trimethoxy silane, tetramethoxy silane, tetraethoxy silane, 1, 2-bis (trimethoxysilyl) ethylene and 1, 2-bis (triethoxysilyl) ethylene.
In one embodiment, the coupling agent is selected from: one or more of gamma-aminopropyltriethoxysilane, N-beta- (aminoethyl) -gamma-aminopropyltrimethoxysilane, gamma-glycidoxypropyltrimethoxysilane, gamma-aminopropyltrimethoxysilane, and beta- (3, 4-epoxycyclohexane) ethyltrimethoxysilane.
In one embodiment, the catalyst is selected from: the catalyst is selected from: one or more of isopropyl titanate, isobutyl titanate, tetra-tert-butyl titanate, diisopropoxybis (ethoxyacetoacetyl) phthalide, diisopropoxybis (acetylacetone) titanium, 1, 3-propylenedioxytitanium bis (acetylacetone), dibutyltin dilaurate, dibutyltin diphenyl tin, dibutyltin diacetate and stannous octoate.
The invention also provides a preparation method of the silicone sealant, which comprises the steps of mixing the secondary amino alkoxy end-blocked polydimethylsiloxane and the reinforcing filler, stirring for 60-120 min under vacuum, adding the cross-linking agent, stirring for 30-40min under vacuum, adding the coupling agent and the catalyst, and stirring for 20-60 min under vacuum to obtain the silicone sealant.
Compared with the prior art, the invention has the following beneficial effects:
the silicone sealant disclosed by the invention has the advantages of good storage stability, good adhesion, no corrosion to a base material and no pollution. The preparation method is simple, has low production cost and has better economic benefit and social benefit.
Detailed Description
To facilitate an understanding of the invention, the invention will now be described more fully with reference to the preferred embodiments. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.
The starting materials in the following examples and comparative examples were all commercially available unless otherwise specified. The n of the linear phosphonitrile chloride is 3-4.
Example 1
A silicone sealant is prepared by the following steps:
(1) adding 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with viscosity of 20000 mPas and 5 parts of N-N-butyl-3-aminopropyltrimethoxysilane into a stirring kettle, uniformly stirring under a vacuum state, adding 0.1 part of linear phosphonitrile chloride petroleum ether solution (with the concentration of 100ppm), heating to 60 ℃, stirring under a vacuum condition for 120min, adding 0.1 part of triethylamine, and continuing to stir under a vacuum condition for 60min to obtain the secondary aminoalkoxy terminated polydimethylsiloxane.
(2) Adding 100 parts of secondary amino alkoxy end-capped polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 5 parts of vinyl trimethoxy silane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyl trimethoxy silane, 1 part of gamma-glycidyl ether oxypropyl trimethoxy silane and 2 parts of diisopropoxy di (ethoxyacetoacetyl) phthalein, and stirring for 60min under a vacuumizing condition to obtain the nano calcium carbonate/vinyl trimethoxy silane composite material.
Example 2
A silicone sealant is prepared by the following steps:
(1) adding 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with the viscosity of 50000 mPas and 5 parts of N-N-butyl-3-aminopropyltrimethoxysilane into a stirring kettle, uniformly stirring in a vacuum state, adding 0.1 part of linear phosphonitrile chloride petroleum ether solution (with the concentration of 50ppm), heating to 60 ℃, stirring in a vacuum state for 120min, adding 0.05 part of triisononylamine, and continuing stirring in a vacuum state for 60min to obtain the secondary aminoalkoxy terminated polydimethylsiloxane.
(2) Adding 100 parts of secondary amino alkoxy end-capped polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 4 parts of vinyl trimethoxy silane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyl trimethoxy silane, 1 part of gamma-glycidyl ether oxypropyl trimethoxy silane and 2 parts of diisopropoxy bis (acetylacetone) titanium chelate, and stirring for 60min under the vacuumizing condition to obtain the nano calcium carbonate.
Example 3
A silicone sealant is prepared by the following steps:
(1) adding 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with the viscosity of 80000 mPas and 5 parts of N-N-butyl-3-aminopropyltrimethoxysilane into a stirring kettle, uniformly stirring in a vacuum state, adding 0.1 part of linear phosphonitrile chloride petroleum ether solution (with the concentration of 30ppm), heating to 60 ℃, stirring in a vacuum state for 120min, adding 0.03 part of triisononylamine, and continuing stirring in a vacuum state for 60min to obtain the secondary aminoalkoxy terminated polydimethylsiloxane.
(2) Adding 100 parts of secondary amino alkoxy end-capped polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 5 parts of vinyl trimethoxy silane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyl trimethoxy silane, 1 part of gamma-glycidyl ether oxypropyl trimethoxy silane and 2 parts of diisopropoxy bis (ethyl acetoacetate) titanium chelate, and stirring for 60min under the vacuumizing condition to obtain the nano calcium carbonate.
Comparative example 1
A silicone sealant is prepared by the following steps:
(1) 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with the viscosity of 20000 mPas and 4 parts of methyl orthosilicate are put into a stirring kettle and stirred evenly under the vacuum state, then 0.01 part of tetramethyl ammonium hydroxide is added, after stirring for 30min under the vacuum state, 0.02 part of acetic acid is added, and stirring for 70min under the vacuum state is continued, thus obtaining the alkoxy-terminated polydimethylsiloxane.
(2) Adding 100 parts of alkoxy-terminated polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 5 parts of methyltrimethoxysilane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyltrimethoxysilane, 1 part of gamma-glycidoxypropyltrimethoxysilane and 2 parts of diisopropoxy bis (ethyl acetoacetate) titanium chelate, and stirring for 60min under the condition of vacuumizing to obtain the modified polydimethylsiloxane.
Comparative example 2
A silicone sealant is prepared by the following steps:
(1) 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with the viscosity of 50000 mPas and 4 parts of ethyl orthosilicate are put into a stirring kettle and uniformly stirred under a vacuum state, then 0.01 part of potassium hydroxide is added, after vacuum stirring for 30min, 0.02 part of phosphoric acid is added, and vacuum stirring is continued for 70min, so that the alkoxy-terminated polydimethylsiloxane is obtained.
(2) Adding 100 parts of alkoxy-terminated polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 5 parts of methyltrimethoxysilane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyltrimethoxysilane, 1 part of gamma-glycidoxypropyltrimethoxysilane and 2 parts of diisopropoxy bis (ethyl acetoacetate) titanium chelate, and stirring for 60min under the condition of vacuumizing to obtain the modified polydimethylsiloxane.
Comparative example 3
A silicone sealant is prepared by the following steps:
(1) 100 parts of alpha, omega-dihydroxy polydimethylsiloxane with the viscosity of 80000 mPas and 4 parts of vinyl trimethoxy silane are put into a stirring kettle and stirred uniformly under a vacuum state, then 0.01 part of sodium hydroxide is added, after vacuum stirring is carried out for 30min, 0.02 part of phosphoric acid is added, and vacuum stirring is continued for 70min, so that the alkoxy-terminated polydimethylsiloxane is obtained.
(2) Adding 100 parts of alkoxy-terminated polydimethylsiloxane and 90 parts of nano calcium carbonate into a stirring kettle, vacuumizing and stirring at a high speed for 60min, adding 5 parts of vinyltrimethoxysilane, vacuumizing and stirring at a high speed for 40min, adding 2 parts of N-beta- (aminoethyl) -gamma-aminopropyltrimethoxysilane, 1 part of gamma-glycidoxypropyltrimethoxysilane and 2 parts of diisopropoxy bis (ethyl acetoacetate) titanium chelate, and stirring for 60min under the condition of vacuumizing to obtain the modified polydimethylsiloxane.
Experimental example 1
The silicone sealants of the above examples and comparative examples were subjected to the following performance tests, and the test results are shown in table 1.
(1) Surface drying time: according to GB/T13477.5-2003 (test method for building sealants part 5: determination of open time).
(2) Testing of the adhesive failure area: according to GB/T13477.8-2003 (test method for building sealants part 8: test for bond failure area).
(3) Test of tensile bond Strength at 23 ℃: according to GB/T13477.8-2003 (test for tensile bond strength at 23 ℃ C. of the test method for building sealants part 8).
(4) Elongation test for maximum strength at 23 ℃: according to GB/T13477.8-2003 (test method for building sealants part 8: test for elongation for maximum strength at 23 ℃).
(5) Testing of storage stability: and placing the prepared sealant in a 70 ℃ oven for 5 days and 7 days, and beating the sealant to test the surface drying time and the curing condition.
TABLE 1 Silicone sealant Performance test results
From the results, the silicone sealant disclosed by the embodiment of the invention adopts a secondary amino-terminated polydimethylsiloxane adhesive titanium catalytic system, the production process has no viscosity peak, the prepared adhesive has good storage stability, high curing speed, good adhesion to a base material and low production cost, and small molecular alcohol substances released in the curing process have no corrosion to the base material, so that the silicone sealant can be widely applied to sealing and bonding of building industry, automobile industry, household appliances and electronic components.
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (10)
1. The silicone sealant is characterized by being prepared from the following raw materials in parts by weight:
the secondary amino alkoxy end-capped polydimethylsiloxane is prepared from the following raw materials in parts by weight:
2. the silicone sealant of claim 1 wherein said secondary aminosilane blocking agent is selected from the group consisting of: one or more of N-N-octyl-3-aminopropyltrimethoxysilane, N-N-octyl-3-aminopropyltriethoxysilane, N-N-pentyl-3-aminopropyltrimethoxysilane, N-N-pentyl-3-aminopropyltriethoxysilane, N-N-butyl-3-aminopropyltrimethoxysilane, N-N-butyl-3-aminopropyltriethoxysilane, N-propyl-3-aminopropyltrimethoxysilane and N-propyl-3-aminopropyltriethoxysilane.
3. The silicone sealant according to claim 1, wherein the concentration of the linear phosphonitrile chloride in the linear phosphonitrile chloride catalyst is 30-100 ppm, and the structural formula of the linear phosphonitrile chloride is PCl3＝N—(PCl2＝N)n—NPCl3·PCl6And n is 1 to 10.
4. The silicone sealant according to claim 1, wherein the α, ω -hydroxyl terminated polydimethylsiloxane has a viscosity of 10000 to 500000 mPa-s at 25 ℃; the neutralizing agent is selected from: one or more than two of triethylamine, ethylenediamine, n-butylamine and triisononylamine.
5. The silicone sealant according to claim 1, wherein the secondary aminoalkoxy terminated polydimethylsiloxane is prepared by a method comprising: mixing the raw materials except the neutralizing agent, heating to 55-65 ℃ under protective gas, reacting for 2-4 h, adding the neutralizing agent, and reacting for 1-4 h to obtain the catalyst.
6. The silicone sealant of claim 1 wherein said reinforcing material is selected from the group consisting of: one or more of nano calcium carbonate, nano iron oxide, cerium oxide, aluminum oxide, copper oxide, silicon nitride, gallium nitride, graphene, a carbon nanotube, quartz powder and fumed silica.
7. The silicone sealant according to claim 1 wherein said cross-linking agent is selected from the group consisting of: propyl trimethoxy silane, propyl triethoxy silane, methyl trimethoxy silane, methyl triethoxy silane, vinyl trimethoxy silane, tetramethoxy silane, tetraethoxy silane, 1, 2-bis (trimethoxysilyl) ethylene and 1, 2-bis (triethoxysilyl) ethylene.
8. The silicone sealant according to claim 1 wherein said coupling agent is selected from the group consisting of: one or more of gamma-aminopropyltriethoxysilane, N-beta- (aminoethyl) -gamma-aminopropyltrimethoxysilane, gamma-glycidoxypropyltrimethoxysilane, gamma-aminopropyltrimethoxysilane, and beta- (3, 4-epoxycyclohexane) ethyltrimethoxysilane.
9. The silicone sealant according to claim 1 wherein said catalyst is selected from the group consisting of: one or more of isopropyl titanate, isobutyl titanate, tetra-tert-butyl titanate, diisopropoxybis (ethoxyacetoacetyl) phthalide, diisopropoxybis (acetylacetone) titanium, 1, 3-propylenedioxytitanium bis (acetylacetone), dibutyltin dilaurate, dibutyltin diphenyl tin, dibutyltin diacetate and stannous octoate.
10. A preparation method of the silicone sealant according to any one of claims 1 to 9, characterized in that the silicone sealant is obtained by mixing the secondary aminoalkoxy terminated polydimethylsiloxane and the reinforcing filler, stirring for 60 to 120min under vacuum, adding the crosslinking agent, stirring for 30 to 40min under vacuum, adding the coupling agent and the catalyst, and stirring for 20 to 60min under vacuum.
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| CN115260981A (en) * | 2022-08-25 | 2022-11-01 | 江西天永诚高分子材料有限公司 | Single-component transparent silicone structural sealant for photovoltaic and preparation method thereof |
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| CN105778512A (en) * | 2016-03-31 | 2016-07-20 | 苏州天山新材料技术有限公司 | Environment-friendly dealcoholized room-temperature vulcanized silicone rubber and preparation method thereof |
| CN110655049A (en) * | 2019-10-09 | 2020-01-07 | 新纳奇材料科技江苏有限公司 | Preparation method of phosphonitrile chloride catalyst and application of phosphonitrile chloride catalyst in preparation of alkoxy-terminated polysiloxane |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105778512A (en) * | 2016-03-31 | 2016-07-20 | 苏州天山新材料技术有限公司 | Environment-friendly dealcoholized room-temperature vulcanized silicone rubber and preparation method thereof |
| CN110655049A (en) * | 2019-10-09 | 2020-01-07 | 新纳奇材料科技江苏有限公司 | Preparation method of phosphonitrile chloride catalyst and application of phosphonitrile chloride catalyst in preparation of alkoxy-terminated polysiloxane |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN115260981A (en) * | 2022-08-25 | 2022-11-01 | 江西天永诚高分子材料有限公司 | Single-component transparent silicone structural sealant for photovoltaic and preparation method thereof |
| CN115260981B (en) * | 2022-08-25 | 2023-03-17 | 江西天永诚高分子材料有限公司 | Single-component transparent silicone structural sealant for photovoltaic and preparation method thereof |
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Application publication date: 20220412 |