CN102690626A - Single-component polyurethane sealant capable of quickly curing moisture and preparation method thereof - Google Patents
Single-component polyurethane sealant capable of quickly curing moisture and preparation method thereof Download PDFInfo
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- CN102690626A CN102690626A CN2012101705316A CN201210170531A CN102690626A CN 102690626 A CN102690626 A CN 102690626A CN 2012101705316 A CN2012101705316 A CN 2012101705316A CN 201210170531 A CN201210170531 A CN 201210170531A CN 102690626 A CN102690626 A CN 102690626A
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- China
- Prior art keywords
- polyurethane sealant
- component polyurethane
- quick
- setting
- polyether
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Links
- 239000004588 polyurethane sealant Substances 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 56
- 229920000570 polyether Polymers 0.000 claims abstract description 56
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- -1 silane compound Chemical class 0.000 claims abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 239000000843 powder Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 6
- 239000011707 mineral Substances 0.000 claims abstract description 6
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 52
- 150000002148 esters Chemical class 0.000 claims description 35
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 26
- 229920001353 Dextrin Polymers 0.000 claims description 24
- 239000004375 Dextrin Substances 0.000 claims description 24
- 235000019425 dextrin Nutrition 0.000 claims description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 14
- 238000001723 curing Methods 0.000 claims description 14
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical group CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 13
- HEBTZZBBPUFAFE-UHFFFAOYSA-N 2-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=CC=C1S(=O)(=O)N=C=O HEBTZZBBPUFAFE-UHFFFAOYSA-N 0.000 claims description 12
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 9
- 150000002334 glycols Chemical class 0.000 claims description 9
- 230000004048 modification Effects 0.000 claims description 9
- 238000012986 modification Methods 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000004902 Softening Agent Substances 0.000 claims description 8
- 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 8
- 238000001035 drying Methods 0.000 claims description 7
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 6
- 235000012211 aluminium silicate Nutrition 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 6
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 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
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- 239000005995 Aluminium silicate Substances 0.000 claims description 4
- 239000004135 Bone phosphate Substances 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 4
- 125000005907 alkyl ester group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 4
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims description 4
- 150000004756 silanes Chemical class 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 3
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- GVIIRWAJDFKJMJ-UHFFFAOYSA-N propan-2-yl 3-oxobutanoate Chemical compound CC(C)OC(=O)CC(C)=O GVIIRWAJDFKJMJ-UHFFFAOYSA-N 0.000 claims description 3
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-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
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 2
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims description 2
- 235000012204 lemonade/lime carbonate Nutrition 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 229920000223 polyglycerol Polymers 0.000 claims description 2
- 229920000151 polyglycol Polymers 0.000 claims description 2
- 239000010695 polyglycol Substances 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 239000010456 wollastonite Substances 0.000 claims description 2
- 229910052882 wollastonite Inorganic materials 0.000 claims description 2
- 229910000077 silane Inorganic materials 0.000 abstract description 9
- 238000003860 storage Methods 0.000 abstract description 8
- 238000010276 construction Methods 0.000 abstract description 6
- 239000002518 antifoaming agent Substances 0.000 abstract description 2
- 229920000858 Cyclodextrin Polymers 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 229920001228 polyisocyanate Polymers 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 229910052797 bismuth Inorganic materials 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 8
- 241001532014 Xanthorrhoea Species 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000004814 polyurethane Substances 0.000 description 7
- 229920002635 polyurethane Polymers 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003094 microcapsule Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 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 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000012047 saturated solution Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- BYHQTRFJOGIQAO-GOSISDBHSA-N 3-(4-bromophenyl)-8-[(2R)-2-hydroxypropyl]-1-[(3-methoxyphenyl)methyl]-1,3,8-triazaspiro[4.5]decan-2-one Chemical compound C[C@H](CN1CCC2(CC1)CN(C(=O)N2CC3=CC(=CC=C3)OC)C4=CC=C(C=C4)Br)O BYHQTRFJOGIQAO-GOSISDBHSA-N 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000004590 silicone sealant Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 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 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Sealing Material Composition (AREA)
Abstract
The invention relates to a single-component polyurethane sealant capable of quickly curing moisture and a preparation method thereof. The polyurethane sealant comprises the following raw materials in percentage by weight: 10 to 20 percent of polyisocyanate monomer, 20 to 45 percent of polyether polyol, 1 to 10 percent of acetoacetic ester sealed end polyether prepolymer, 5 to 20 percent of plasticizer, 25 to 40 percent of modified mineral powder, 1 to 5 percent of latent curing agent, 0.1 to 2 percent of cyclodextrin wrapped environment-friendly catalyst, 0.1 to 1 percent of defoaming agent and 0.1 to 1 percent of water-removing agent, wherein the water-removing agent is one or more of mono-isocyanate compound or functionalized silane compound. The single-component polyurethane sealant avoids bubble fundamentally, can be quickly cured, is stable in storage, and can be applied to construction on damp interfaces.
Description
Technical field
The present invention relates to a kind of sealer, particularly a kind of building field is used polyurethane sealant, is specifically related to the quick-setting one-component polyurethane sealant of a kind of moisture.
Background technology
The commercially available building sealant of China can be divided into two big types, i.e. mineral-type and organic class.The mineral-type sealer promptly is general putty powder and putty paste, does not have elasticity after the curing, along with the dilatation of building slab, produce bonding interface very soon and destroy or cohesive failure, and the loss of seal function.Organic type of sealer comprises silicone adhesive, ROHM ester gum, polyurethane adhesive etc., and this series products cohesive force is stronger, and flexible after solidifying, sealing effectiveness is better.Wherein polyurethane sealant has lot of advantages, as: good wear resistance, low-temperature pliability, cementability is good, and good springiness is applicable to dynamic seam.But present polyurethane sealant also has some shortcomings, as: one-component polyurethane sealant package stability packed and extraneous humidity effect bigger; The sealer thickness of once constructing is big, and relative humidity is low in the air, and the quantity that moisture penetrates in the colloid reduces, and curing speed is slack-off thereupon, and bondline thickness is thick more, and then set time is long more; Under the elevated temperature heat environment, possibly produce bubble and crackle.Though silicone sealant does not exist foaming, ageing-resistant problem, popularization is restricted because cost an arm and a leg.
At present, China is in construction industry high-speed development period, for the building sealant industry provides a huge market.Yet no matter China's building sealant is in kind quantitatively, still on mass effect, also fails to satisfy the needs in market far away.
Summary of the invention
Technical problem to be solved by this invention is the deficiency that overcomes prior art, and a kind of storage good stability and the quick-setting one-component polyurethane sealant of moisture are provided.
The present invention also will provide the preparation method of the quick-setting one-component polyurethane sealant of a kind of moisture simultaneously.
For solving above technical problem, a kind of technical scheme that the present invention takes is:
The quick-setting one-component polyurethane sealant of a kind of moisture; In weight percentage; Its raw material is formed as follows: polyisocynate monomer 10% ~ 20%, polyether glycol 20% ~ 45%, acetylacetic ester end capped polyether prepolymer 1% ~ 10%, softening agent 5% ~ 20%, modification breeze 25% ~ 40%, latent curing agent 1% ~ 5%, the environment-friendly type catalyzer 0.1% ~ 2% of Schardinger dextrins parcel, skimmer 0.1% ~ 1% and water-removal additive 0.1% ~ 1%, and wherein: the modification breeze is for handling the mineral powder that the surface is coated with coating through chemical coating method; In the environment-friendly type catalyzer of said Schardinger dextrins parcel, the environment-friendly type catalyzer is in the lar nanometric cavities of Schardinger dextrins, and Schardinger dextrins is unmodified Schardinger dextrins or modified cyclodextrin or the combination of the two; Water-removal additive is to be selected from monoisocyanates compounds or the functionalized silane compounds one or more.
Among the present invention, acetylacetic ester end capped polyether prepolymer is a kind of with acetylacetic ester terminated polyether prepolymer, the Prepolymerizing process preparation of the routine that can be taked by those skilled in the art.
According to a preferred aspect of the present invention; Acetylacetic ester end capped polyether prepolymer is reacted under catalyst action by polyether Glycols and/or polyether-tribasic alcohol and/or polyether tetrols and Acetacetic acid alkyl ester and obtains; Wherein, Acetacetic acid alkyl ester is preferably and is selected from methyl aceto acetate, etheric acid n-propyl, ISOPROPYL ACETOACETATE, the positive butyl ester of etheric acid and the special butyl ester of etheric acid one or more.Further preferably, polyether Glycols is polyoxyethylene divalent alcohol or polyoxytrimethylene divalent alcohol; Polyether-tribasic alcohol is polyoxyethylene trivalent alcohol or polyoxytrimethylene trivalent alcohol; So, acetylacetic ester end capped polyether prepolymer can be represented as follows with general formula:
In the general formula, R representes oxyethyl group, propoxy-or isopropoxy; X is 10 ~ 200 integer, and y is 2,3 or 4.
Should be understood that the purpose that provides above-mentioned general formula is only is more to know and understand clearly acetylacetic ester end capped polyether prepolymer for those skilled in the art.Acetylacetic ester end capped polyether prepolymer can be represented with above-mentioned general formula; Be not equal to acetylacetic ester end capped polyether prepolymer and be equal to the content that this general formula is expressed fully; And should be that these those skilled in the art combine the confirmable content of general knowledge on this general formula basis, for example, be appreciated that; Acetylacetic ester end capped polyether prepolymer is generally the mixture of the material that satisfies above-mentioned general formula; This be since prepolymer as a kind of polymkeric substance, can not be as micromolecular compound, can be with one-component acquisition completely.
According to the present invention, described polyisocynate monomer can be the common tolylene diisocyanate in market (TDI), diphenylmethanediisocyanate (MDI), isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI) etc.Wherein TDI and MDI are used for the non-product that exposes, and IPDI and HDI are used to expose product.Because TDI and HDI vp are high, high volatility, have strong impulse property smell, take all factors into consideration from the feature of environmental protection and direct labor's security of product, the present invention is MDI and IPDI more preferably, is respectively applied for the non-product that exposes and expose.
According to an aspect of the present invention, the functionality of polyether glycol is 2 ~ 3, and preferably, polyether glycol is to be selected from polyglycol ether, polypropylene glycol ether and the polyglycerol ether one or more.Preferably, the hydroxyl value of polyether glycol is between 10～100KOHmg/g, and more preferably, hydroxyl value is 20～58KOHmg/g.
According to the present invention, softening agent can be this area type commonly used.Preferably, softening agent is a propylene carbonate.Because propylene carbonate and urethane resin can form chemically bonded; Specific viscosity is lower mutually with traditional softening agent clorafin, Witcizer 300 and DOP etc.; Consistency is good; Can be along with time-shift does not go out sealer, its use both can reduce system viscosity, also can improve durability of products.
Described chemical coating method is known, and it is meant the method for modification is carried out on the surface that is generally inorganic particulate by the coating material through silane coupling agent, Triple Pressed Stearic Acid etc.According to the present invention, described coating is preferably silane coupling agent.Described mineral powder includes but not limited to calcined kaolin, talcum powder, wollastonite powder and lime carbonate etc.The modification breeze is not easy to reunite, precipitate after joining polyurethane system, can not only improve the consistency with polyurethane system, also can reduce system viscosity preferably, improve levelling.
According to the present invention; Described latent curing agent is preferably the oxazole alkanes solidifying agent of hiding; Rapid hydrolysis takes place under the effect of catalyzer after latent curing agent runs into water, discharges active amino, the NCO crosslinking curing in a part and the system; Thereby stopped the generation of dioxide gas from the source, eliminated the chemistry bubble of system.A part of in addition oxazolidine generates water, thereby further promotes the latent curing agent hydrolysis through the rapid and acetylacetic ester terminated prepolymer reaction of polyamino oligopolymer that hydrolysis generates.So, get final product so that the crosslinking curing of system is accomplished rapidly as long as the sealer system absorbs micro-moisture in the air.
According to the present invention, the environment-friendly type catalyzer of Schardinger dextrins parcel belongs to a kind of coated catalysts microcapsule.The preparation of this kind catalyst micro capsule is fairly simple, and a concrete method is: the catalyst dissolution that will coat is mixed with saturated solution (solution is that water and ethanol mix according to the volume ratio of 2:1) with the Schardinger dextrins or derivatives thereof in ethanol; Heated and stirred, temperature are controlled at 45～55 ℃, slowly join catalyzer in the saturated solution; Continuously stirring is disperseed; Vacuum filtration then 50 ℃ of vacuum-dryings, promptly gets the coated catalysts microcapsule with throw out.Utilize the lar nanometric cavities of Schardinger dextrins that catalyst pack is wrapped, reduce the reactive behavior of catalyzer, the lar nanometric cavities of Schardinger dextrins discharges catalyzer through expansion after running into steam.Compare with the catalyzer of routine, the employing of the environment-friendly type catalyzer of Schardinger dextrins parcel can make the stability of polyurethane system be greatly improved, and uses the polyurethane system storage period of this catalyzer can be above 1 year.And conventional polyurethane body series catalysts; Like dibutyl tin laurate, stannous octoate, isocaprylic acid lead and isocaprylic acid zinc etc., the isocyanic ester system had advantages of high catalytic activity, if the catalyzer addition is few; The system curing speed is slower; Increasing addition can the acceleration system solidify, but causes system viscosity to increase obviously easily, influences its stability in storage.
Preferably, the environment-friendly type catalyzer is an organo-bismuth class complex compound, and it is gentle more that it compares other environment-friendly type catalyzer to the polyurethane system catalytic activity.
According to the present invention, described skimmer is mainly used in the mechanical bubble that the elimination system produces in production and application process, and it can be this area type of anti-foam agent commonly used, but is preferably polyether-modified ZGK 5 defoamer.
According to the present invention, can be as the monoisocyanates compounds of water-removal additive for rubigan isocyanic ester for example,-sulfinic acid phenyl isocyanate, to Methyl benzenesulfonyl isocyanate, methylacrylic acid NCO ethyl ester and phenyl isocyanate etc.Functionalized silane compounds as water-removal additive can be for example vinyltrimethoxy silane, vinyltriethoxysilane etc.The existence of water can cause system viscosity to increase, and is unfavorable for storing.In prescription, add water-removal additive, can improve storge quality.
The another technical scheme that the present invention takes is: a kind of preparation method of the above-mentioned quick-setting one-component polyurethane sealant of moisture, it comprises the steps:
(1), the polyether glycol and the acetylacetic ester that will have 2 ~ 4 hydroxyls carry out prepolymerization reaction under catalyst action, after reaction finishes, remove the alkyl alcohol that dereaction generates through underpressure distillation, obtains acetylacetic ester end capped polyether prepolymer;
(2), in closed reactor, add polyether glycol, softening agent and the modification breeze of formula ratio, stir and heat up, temperature is controlled at 100 ℃ ~ 120 ℃, the open vacuum pump is taken out negative pressure, pressure-controlling-below the 0.08MPa; Cool to then below 70 ℃, feed drying nitrogen and remove vacuum, add the polyisocynate monomer of formula ratio; Temperature is controlled at 75～85 ℃, carries out polyreaction, after polyreaction finishes; Be cooled to below 50 ℃; The environment-friendly type catalyzer and the water-removal additive of the acetylacetic ester blocked prepolymer of adding formula ratio, skimmer, latent curing agent, Schardinger dextrins parcel mix, and promptly get the quick-setting one-component polyurethane sealant of said moisture
Preparation in accordance with the present invention, in the step (1), described catalyzer can carry out for example bismuth carboxylate catalyzer of prepolymerization reaction those catalyzer commonly used for polyether glycol.The temperature of prepolymerization reaction can adopt according to the needs of real reaction, and is relevant with catalyzer usually.For example when adopting the bismuth carboxylate catalyzer, the temperature of reaction can be 130 ~ 150 ℃, more specifically, and for example 140 ℃.
Preferably, last what prepare, sealer is packed in the nitrogen protection bottom discharge.
The quick-setting one-component polyurethane sealant of moisture provided by the invention has following characteristics:
(1) single-component packing, construction need not the field mix preparation;
(2) to concrete with metal-based layer sticking power is eager to do well in everything, snappiness good, weather-proof, hydrolysis;
(3) fast setting can be in the construction of moist basal plane, the thickness of once constructing can reach 10mm also can be in several hours completely solidified, and can not bubble.Can be deployed into various colored sealers according to the construction needs;
(4) fabulous stability in storage adopts mineral powder and the catalyzer handled through special methods, does not reunite, viscosity changes for a short time, greatly improved the stability in storage of system;
(5) high solids content does not add any diluting solvent, and adopts the new catalyst of nontoxic pollution-free, belongs to environmentally friendly machine, has widened the Application Areas of polyurethane sealant.
Because the utilization of above technical scheme, the present invention compared with prior art has following advantage:
The polyurethane sealant of moisture-curable provided by the invention has solved the problems of stability in storage of existing one-component polyurethane sealant product, and the shelf lives can be above 1 year; In addition, the present invention also stops bubble and produces from the source, but fast setting (the thickness 10mm that once constructs also can be in 2h completely solidified), and can not produce bubble in moist basal plane construction yet, can be used for various joint seal engineerings.Good, the environmental protection of Material Physics mechanical property after the curing except can be used for building field, can also be used in fields such as food, pharmacy, water works.
Embodiment
Below in conjunction with specific embodiment the present invention is explained further details.
Acetylacetic ester end capped polyether prepolymer used in following examples 1 ~ 3 is the polyether glycol composition with polyoxyethylene divalent alcohol and polyoxytrimethylene divalent alcohol respectively; With methyl aceto acetate be the end-blocking composition, prepare according to following method: make polyether glycol composition and methyl aceto acetate and bismuth carboxylate catalyst mix, be heated to 140 ℃; Under this temperature, stirred 1 ~ 2 hour; Through underpressure distillation the alkyl alcohol that generates is steamed, promptly get, wherein; The molar ratio of polyether glycol composition, methyl aceto acetate is 2:1, the weight that feeds intake of bismuth carboxylate catalyzer be the polyether glycol composition weight 0.01%.
Acetylacetic ester end capped polyether prepolymer used among the embodiment 4 and 5 is the end-blocking composition with ISOPROPYL ACETOACETATE and the special butyl ester of etheric acid respectively, is the polyether glycol composition with the polyoxyethylene divalent alcohol, prepares according to above-mentioned method and condition.
Used acetylacetic ester end capped polyether prepolymer is to be the polyether glycol composition with the polyoxytrimethylene trivalent alcohol among the embodiment 6, with the positive butyl ester of etheric acid, prepares according to above-mentioned method and condition.
Embodiment 1
Present embodiment provides quick-setting one-component polyurethane sealant of a kind of moisture and preparation method thereof.
By weight; The raw material of the quick-setting one-component polyurethane sealant of moisture consists of: 13 parts of diphenylmethanediisocyanate MI-50 (BASF AG), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 0.5 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 35 parts, 5 parts of acetylacetic ester blocked prepolymers, 10 parts of propylene carbonates, 35 parts of silane coupler modified calcined kaolins, 1 part in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.3 part of skimmer (BYK-378) and to 0.2 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
The preparation process of the quick-setting one-component polyurethane sealant of moisture is following:
The first step: in closed reactor, add polyether glycol, propylene carbonate and silane coupler modified calcined kaolin, stir and heat up, temperature is controlled at 100～120 ℃, and the open vacuum pump is taken out negative pressure, pressure-controlling-below the 0.08MPa, vacuumize 1h;
Second step: cool to below 70 ℃, feed drying nitrogen and remove vacuum, add the liquefaction diphenylmethanediisocyanate, temperature is controlled at 75～85 ℃, polyreaction 3h;
The 3rd step: cool to below 50 ℃, add acetylacetic ester blocked prepolymer, skimmer BYK-378, oxazolidine FT-103, coat organo-bismuth and, mix 30min, pack in the nitrogen protection bottom discharge to Methyl benzenesulfonyl isocyanate.
Embodiment 2
Present embodiment provides quick-setting one-component polyurethane sealant of a kind of moisture and preparation method thereof.
By weight; The raw material of the quick-setting one-component polyurethane sealant of moisture consists of: 13 parts of diphenylmethanediisocyanate MI-50 (BASF AG), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 1 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 30 parts, 10 parts of polyether glycols (EP-330N), 3 parts of acetylacetic ester blocked prepolymers, 10 parts of propylene carbonates, 30 parts of silane coupler modified talcum powder, 2 parts in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.5 part of skimmer (BYK-378) and to 0.5 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
The preparation method of the quick-setting one-component polyurethane sealant of moisture is following:
The first step: in closed reactor, add polyether glycol DL-4000, polyether glycol EP-330N, propylene carbonate and silane coupler modified talcum powder, stir and heat up; Temperature is controlled at 100～120 ℃; The open vacuum pump is taken out negative pressure, pressure-controlling-below the 0.08MPa, vacuumize 1h;
Second step: cool to below 70 ℃, feed drying nitrogen and remove vacuum, add liquefaction diphenylmethanediisocyanate MI-50, temperature is controlled at 75～85 ℃, polyreaction 3h;
The 3rd step: cool to below 50 ℃; Add organo-bismuth complex compound that acetylacetic ester blocked prepolymer, skimmer BYK-378, oxazolidine solidifying agent FT-103, Schardinger dextrins coat and to Methyl benzenesulfonyl isocyanate; Mix 30min, pack in the nitrogen protection bottom discharge.
Embodiment 3
Present embodiment provides a kind of moisture quick-setting one-component polyurethane sealant, and it is through preparing with embodiment 1 identical method.By weight, the raw material of the quick-setting one-component polyurethane sealant of moisture is formed as follows:
12 parts of isophorone diisocyanates (Beyer Co., Ltd), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 1 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 30 parts, 5 parts of polyether glycols (DL-3000), 5 parts of acetylacetic ester blocked prepolymers, 10 parts of propylene carbonates, 35 parts of silane coupler modified talcum powder, 1 part in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.5 part of skimmer (BYK-378) and to 0.5 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
Embodiment 4
Present embodiment provides a kind of moisture quick-setting one-component polyurethane sealant, and it is through preparing with embodiment 1 identical method.By weight, the raw material of the quick-setting one-component polyurethane sealant of moisture is formed as follows:
20 parts of isophorone diisocyanates (Beyer Co., Ltd), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 1 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 26 parts, 3 parts of polyether glycols (DL-3000), 3 parts of acetylacetic ester blocked prepolymers, 10 parts of propylene carbonates, 35 parts of silane coupler modified talcum powder, 1 part in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.5 part of skimmer (BYK-378) and to 0.5 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
Embodiment 5
Present embodiment provides a kind of moisture quick-setting one-component polyurethane sealant, and it is through preparing with embodiment 1 identical method.By weight, the raw material of the quick-setting one-component polyurethane sealant of moisture is formed as follows:
10 parts of isophorone diisocyanates (Beyer Co., Ltd), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 1 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 25 parts, 3 parts of polyether glycols (DL-3000), 6 parts of acetylacetic ester blocked prepolymers, 13 parts of propylene carbonates, 40 parts of silane coupler modified talcum powder, 1 part in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.5 part of skimmer (BYK-378) and to 0.5 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
Embodiment 6
Present embodiment provides a kind of moisture quick-setting one-component polyurethane sealant, and it is through preparing with embodiment 1 identical method.By weight, the raw material of the quick-setting one-component polyurethane sealant of moisture is formed as follows:
12 parts of diphenylmethanediisocyanate MI-50 (BASF AG), polyether glycol (DL-4000; Shandong Lanxing Dongda Chemical Co.,Ltd) 1 part in the organo-bismuth complex compound (Shanghai grass tree chemical industry ltd) that 29 parts, 10 parts of polyether glycols (EP-330N), 9 parts of acetylacetic ester blocked prepolymers, 8 parts of propylene carbonates, 28 parts of silane coupler modified talcum powder, 2 parts in oxazolidine solidifying agent (FT-103, Zhangjiagang Fitow company), Schardinger dextrins coat, 0.5 part of skimmer (BYK-378) and to 0.5 part of Methyl benzenesulfonyl isocyanate (Chemical Reagent Co., Ltd., Sinopharm Group).
Comparative Examples 1
The quick-setting one-component polyurethane sealant of a kind of moisture, it prepares through following steps:
The first step: in closed reactor; The calcined kaolin that adds DL-4000,10 parts of propylene carbonates and 35 parts of modifications of 35 parts of Shandong Lanxing Dongda Chemical Co.,Ltd; Stir and heat up, temperature is controlled at 100～120 ℃, and the open vacuum pump is taken out negative pressure; Pressure-controlling-below the 0.08MPa, vacuumize 1h;
Second step: cool to below 70 ℃, feed drying nitrogen and remove vacuum, add the liquefaction diphenylmethanediisocyanate MI-50 of 17 parts of basf companies, temperature is controlled at 75～85 ℃, polyreaction 3h;
The 3rd step: cool to below 50 ℃; Add the oxazolidine solidifying agent FT-103 of 0.3 part of skimmer BYK-378,1 part of Zhangjiagang Fitow company, 1.5 parts of Shanghai grass tree chemical industry ltds coating organo-bismuth and 0.2 part of Chemical Reagent Co., Ltd., Sinopharm Group to Methyl benzenesulfonyl isocyanate; Mix 30min, pack in the nitrogen protection bottom discharge.
Comparative Examples 2
The quick-setting one-component polyurethane sealant of a kind of moisture, it prepares through following steps:
The first step: in closed reactor; DL-4000,10 parts of propylene carbonates and 35 parts of calcined kaolins of adding 35 parts of Shandong Lanxing Dongda Chemical Co.,Ltd; Stir and heat up, temperature is controlled at 100～120 ℃, and the open vacuum pump is taken out negative pressure; Pressure-controlling-below the 0.08MPa, vacuumize 1h;
Second step: cool to 60 ℃, feed drying nitrogen and remove vacuum, add the liquefaction diphenylmethanediisocyanate MI-50 of 18 parts of basf companies, temperature is controlled at 75～85 ℃, polyreaction 3h;
The 3rd step: cool to below 50 ℃; Add 0.3 part of BYK-378,1.5 parts of Shanghai grass tree chemical industry ltds dibutyl tin laurate and 0.2 part of Chemical Reagent Co., Ltd., Sinopharm Group to Methyl benzenesulfonyl isocyanate; Mix 30min,, promptly get in nitrogen protection bottom discharge packing.
Each item performance index to the quick-setting one-component polyurethane sealant of moisture of the foregoing description 1 ~ 6 and Comparative Examples 1 ~ 2 are tested, and the result is referring to table 1.
The The performance test results of the quick-setting one-component polyurethane sealant of table 1 moisture
Annotate: test is carried out under standard test condition, once becomes glue thickness 10mm.
Embodiment 1 ~ 6 is a sealer provided by the invention; Can find out by table 1; Moisture curing one-component polyurethane sealant of the present invention, it is very fast that product is done solid work speed behind the interpolation acetylacetic ester blocked prepolymer, adds the system that coats organic bismuth catalyst and store quite stable; Surpassing 12 months system viscosities increases not quite, still can be from levelling.Comparative Examples 1 is not used the acetylacetic ester blocked prepolymer, and the system rate of drying of causing is very slow, surpasses 22h.Comparative Examples 2 causes system initial stage viscosity higher owing to use unmodified mineral filler, and deposition easily, uses conventional organotin catalysts to cause system storage process viscosity to rise obviously, less than just occurring gelling in 6 months.
More than the present invention has been done detailed description; The explanation of embodiment just is used for helping to understand method of the present invention and core concept thereof; Its purpose is to let the personage that is familiar with this art can understand content of the present invention and implements; Can not limit protection scope of the present invention with this, all equivalences of doing according to spirit of the present invention change or modify, and all should be encompassed in protection scope of the present invention.
Claims (10)
1. quick-setting one-component polyurethane sealant of moisture; It is characterized in that: in weight percentage; The raw material of described polyurethane sealant is formed as follows: polyisocynate monomer 10% ~ 20%, polyether glycol 20% ~ 45%, acetylacetic ester end capped polyether prepolymer 1% ~ 10%, softening agent 5% ~ 20%, modification breeze 25% ~ 40%, latent curing agent 1% ~ 5%, the environment-friendly type catalyzer 0.1% ~ 2% of Schardinger dextrins parcel, skimmer 0.1% ~ 1% and water-removal additive 0.1% ~ 1%, and described modification breeze is for handling the mineral powder that the surface is coated with coating through chemical coating method; In the environment-friendly type catalyzer of described Schardinger dextrins parcel, the environment-friendly type catalyzer is in the lar nanometric cavities of Schardinger dextrins, and described Schardinger dextrins is unmodified Schardinger dextrins or modified cyclodextrin or the combination of the two; Described water-removal additive is to be selected from monoisocyanates compounds or the functionalized silane compounds one or more.
2. the quick-setting one-component polyurethane sealant of moisture according to claim 1; It is characterized in that: said acetylacetic ester end capped polyether prepolymer is reacted under catalyst action by polyether Glycols and/or polyether-tribasic alcohol and/or polyether tetrols and Acetacetic acid alkyl ester and obtains, and said Acetacetic acid alkyl ester is to be selected from the special butyl ester of methyl aceto acetate, etheric acid n-propyl, ISOPROPYL ACETOACETATE, the positive butyl ester of etheric acid and etheric acid one or more.
3. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: said polyether Glycols is polyoxyethylene divalent alcohol or polyoxytrimethylene divalent alcohol; Said polyether-tribasic alcohol is polyoxyethylene trivalent alcohol or polyoxytrimethylene trivalent alcohol; Said acetylacetic ester end capped polyether prepolymer can be represented as follows with general formula:
In the general formula, R representes oxyethyl group, propoxy-or isopropoxy; X is 10 ~ 200 integer, and y is 2,3 or 4.
4. the quick-setting one-component polyurethane sealant of moisture according to claim 1; It is characterized in that: described mineral powder is one or more the mixture that is selected from calcined kaolin, talcum powder, wollastonite powder and the lime carbonate, and described coating is a silane coupling agent.
5. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: described environment-friendly type catalyzer is an organo-bismuth class complex compound.
6. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: described monoisocyanates compound be selected from rubigan isocyanic ester,-sulfinic acid phenyl isocyanate, in Methyl benzenesulfonyl isocyanate, methylacrylic acid NCO ethyl ester and the phenyl isocyanate one or more; Said functionalized silane compounds is vinyltrimethoxy silane or vinyltriethoxysilane.
7. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: described polyisocynate monomer is one or more the combination that is selected from tolylene diisocyanate, diphenylmethanediisocyanate, isophorone diisocyanate and the hexamethylene diisocyanate; Described polyether glycol is one or more the combination that is selected from polyglycol ether, polypropylene glycol ether and the polyglycerol ether.
8. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: described softening agent is a propylene carbonate.
9. the quick-setting one-component polyurethane sealant of moisture according to claim 1 is characterized in that: described latent curing agent is an oxazole alkanes solidifying agent.
10. preparation method like the quick-setting one-component polyurethane sealant of the described moisture of each claim in the claim 1 to 9, it is characterized in that: said preparation method comprises the steps:
(1), the polyether glycol and the acetylacetic ester that will have 2 ~ 4 hydroxyls carry out prepolymerization reaction under catalyst action, after reaction finishes, remove the alkyl alcohol that dereaction generates through underpressure distillation, obtains said acetylacetic ester end capped polyether prepolymer;
(2), in closed reactor, add polyether glycol, softening agent and the modification breeze of formula ratio, stir and heat up, temperature is controlled at 100 ℃ ~ 120 ℃, the open vacuum pump is taken out negative pressure, pressure-controlling-below the 0.08MPa; Cool to then below 70 ℃, feed drying nitrogen and remove vacuum, add the polyisocynate monomer of formula ratio; Temperature is controlled at 75～85 ℃, carries out polyreaction, after polyreaction finishes; Be cooled to below 50 ℃; The environment-friendly type catalyzer and the water-removal additive of the acetylacetic ester blocked prepolymer of adding formula ratio, skimmer, latent curing agent, Schardinger dextrins parcel mix, and promptly get the quick-setting one-component polyurethane sealant of said moisture.
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| CN115124964B (en) * | 2022-07-27 | 2024-03-26 | 北京长润化工有限公司 | Moisture-curing polyurethane hot melt adhesive and preparation method and application thereof |
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