CN108048024A - End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation - Google Patents
End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation Download PDFInfo
- Publication number
- CN108048024A CN108048024A CN201711353093.6A CN201711353093A CN108048024A CN 108048024 A CN108048024 A CN 108048024A CN 201711353093 A CN201711353093 A CN 201711353093A CN 108048024 A CN108048024 A CN 108048024A
- Authority
- CN
- China
- Prior art keywords
- modified polyurethane
- heat
- silicane
- resistant
- fluid sealant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000565 sealant Substances 0.000 title claims abstract description 39
- 239000012530 fluid Substances 0.000 title claims abstract description 37
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 36
- 239000004814 polyurethane Substances 0.000 title claims abstract description 36
- 238000002485 combustion reaction Methods 0.000 title claims abstract description 23
- 239000003153 chemical reaction reagent Substances 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229920000642 polymer Polymers 0.000 claims abstract description 5
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 35
- 239000000463 material Substances 0.000 claims description 26
- 238000002156 mixing Methods 0.000 claims description 23
- 238000004513 sizing Methods 0.000 claims description 22
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 17
- 230000018044 dehydration Effects 0.000 claims description 14
- 238000006297 dehydration reaction Methods 0.000 claims description 14
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 13
- 239000012948 isocyanate Substances 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- 239000004952 Polyamide Substances 0.000 claims description 7
- 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 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000011049 filling Methods 0.000 claims description 7
- 229920002647 polyamide Polymers 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- 239000007822 coupling agent Substances 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 5
- 150000003077 polyols Chemical class 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 239000013008 thixotropic agent Substances 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000006185 dispersion 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
- VIFFNYAVJACGFW-UHFFFAOYSA-N 2-butylhexanoic acid;tin Chemical compound [Sn].CCCCC(C(O)=O)CCCC VIFFNYAVJACGFW-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
- SIXWIUJQBBANGK-UHFFFAOYSA-N 4-(4-fluorophenyl)-1h-pyrazol-5-amine Chemical compound N1N=CC(C=2C=CC(F)=CC=2)=C1N SIXWIUJQBBANGK-UHFFFAOYSA-N 0.000 claims description 2
- 229910002012 Aerosil® Inorganic materials 0.000 claims description 2
- IXAWXWACDBWEJF-UHFFFAOYSA-L C(CCCCCCC)[Sn+2]CCCCCCCC.C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].[Sn+4] Chemical compound C(CCCCCCC)[Sn+2]CCCCCCCC.C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].[Sn+4] IXAWXWACDBWEJF-UHFFFAOYSA-L 0.000 claims description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 2
- OKJADYKTJJGKDX-UHFFFAOYSA-N Butyl pentanoate Chemical compound CCCCOC(=O)CCCC OKJADYKTJJGKDX-UHFFFAOYSA-N 0.000 claims 1
- 238000006555 catalytic reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000004432 silane-modified polyurethane Substances 0.000 claims 1
- -1 phospho Chemical class 0.000 abstract description 11
- JQYOCVPEXWBLGO-UHFFFAOYSA-N [N].[Si].[P] Chemical compound [N].[Si].[P] JQYOCVPEXWBLGO-UHFFFAOYSA-N 0.000 abstract description 8
- 229920001577 copolymer Polymers 0.000 abstract description 8
- 239000002981 blocking agent Substances 0.000 abstract description 6
- 239000003063 flame retardant Substances 0.000 abstract description 6
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 239000004588 polyurethane sealant Substances 0.000 abstract description 4
- 230000007547 defect Effects 0.000 abstract description 3
- 229920005749 polyurethane resin Polymers 0.000 abstract description 3
- 230000003026 anti-oxygenic effect Effects 0.000 abstract description 2
- DWSWCPPGLRSPIT-UHFFFAOYSA-N benzo[c][2,1]benzoxaphosphinin-6-ium 6-oxide Chemical compound C1=CC=C2[P+](=O)OC3=CC=CC=C3C2=C1 DWSWCPPGLRSPIT-UHFFFAOYSA-N 0.000 abstract 3
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
- 239000001993 wax Substances 0.000 description 6
- OACPJIGCXFFIOJ-UHFFFAOYSA-N 3-silyloxypropan-1-amine Chemical compound NCCCO[SiH3] OACPJIGCXFFIOJ-UHFFFAOYSA-N 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical group CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- SJJYMHVSOHQSJH-UHFFFAOYSA-N O1CCCC1.[Si](Cl)(Cl)(Cl)Cl Chemical compound O1CCCC1.[Si](Cl)(Cl)(Cl)Cl SJJYMHVSOHQSJH-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- YGHUUVGIRWMJGE-UHFFFAOYSA-N chlorodimethylsilane Chemical compound C[SiH](C)Cl YGHUUVGIRWMJGE-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000004587 polysulfide sealant Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000012812 sealant material Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000004590 silicone sealant Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/6705—Unsaturated polymers not provided for in the groups C08G18/671, C08G18/6795, C08G18/68 or C08G18/69
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- 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
- C09J11/04—Non-macromolecular additives inorganic
-
- 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
-
- 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
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/265—Calcium, strontium or barium carbonate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/006—Additives being defined by their surface area
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Sealing Material Composition (AREA)
Abstract
The invention discloses a kind of end-capping reagent, (C129H118NO32PSi20)n, wherein, n is more than 0 and is less than or equal to 6.As nitrogen phosphorus silicon organic-inorganic POSS copolymers.The heat-proof combustion-resistant silicane-modified polyurethane fluid sealant of the present invention, using new nitrogen phosphorus silicon organic/inorganic POSS copolymers (DOPO POSS) as end-capping reagent, and the end-capping reagent not only possesses 9, 10 dihydro, 9 oxa-, 10 phospho hetero phenanthrene, 10 oxide (DOPO) is good heat-resisting and antioxygenic property, also there is the performance of polyhedral oligomeric silsesquioxane (POSS) uniqueness simultaneously, DOPO fusing points height is can solve, the defects of being insoluble in high molecular polymer, fluid sealant is prepared using the modified polyurethane resin of the blocking agent, system higher intensity can be assigned, bonds well performance and excellent flame heat resistance.The modified polyurethane sealant of preparation not only has good weatherability, adhesive property, while is also equipped with excellent heat-resisting and flame retardant property, meets the strict demand in market.
Description
Technical field
The present invention relates to fluid sealant field, more particularly to a kind of end-capping reagent and using the end-capping reagent be used for prepare resistance to thermal resistance
Fire silicane-modified polyurethane fluid sealant.
Background technology
The characteristics of cold and hot variation of good weatherability properties, adhesive property, anti-seismic performance and adaptation that fluid sealant possesses by it is big
And it is widely used in fields such as electronic apparatus, building, aviation, automobile and medical and healths.High-performance elastic seals at present
Glue can be divided into 3 major class of polysulfide sealant, silicone sealant and polyurethane.Wherein, polyurethane sealant is high, anti-tear with intensity
Split, soft abrasion-resistant, puncture-resistant, oil resistant, media-resistant corrosion the features such as, but exist cure when can release carbon dioxide and make glue-line
Stomata is generated, and the defects of curing rate is poor compared with slow, wet-heat resisting and resistance to ag(e)ing, and storage stability is bad.
For the deficiency present in polyurethane, silicane-modified polyurethane fluid sealant (SPU) comes into being.Silane-modified poly- ammonia
Ester fluid sealant by by the polyurethane molecular end of the chain-NCO group is converted into hydrolyzable alkoxy grp, with the curing of silane
System replaces the curing mechanism of isocyanates, is discharged in solidification process without gas, material property is more excellent, and silicon is combined in performance
The advantages of ketone sealant and polyurethane sealant is the Main way of domestic and international novel elastic sealant development.
104694065 A of patent CN disclose automobile using silicane-modified polyurethane fluid sealant and preparation method thereof, this method
Using trimethoxy silane or triethoxysilane modified polyurethane prepolymer, then with plasticizer at 80-90 DEG C, vacuum degree is
It is uniformly mixed under conditions of 0.06-0.09MPa, then adds in filler, reinforcing agent, antioxidant etc. and be uniformly mixed, be eventually adding
Crosslinking agent, tackifier, catalyst etc. obtain SPU fluid sealants, and the automobile specified fluid sealant is compared with same type of material, not only mechanical property
Energy range of choice is wide, and water resistance is excellent, and can ensure that the sealing bonding of automobile subsidy component, can be widely used in automobile making
Field.
104592473 A of patent CN disclose a kind of its preparation method of POSS modified polyurethane resins, three hydroxyls of the invention
The conjunctions such as seven poly- cage type siloxanes of base, triethylamine, tetrahydrofuran silicon tetrachloride, chlorodimethyl silane, tetrahydrophthalic acid ester
Into POSS dihydric alcohols, and with its modified polyurethane prepolymer.The present invention can effectively overcome it is common it is mineral-modified in compatibility
Problem, obtained polyurethane resin have better tensile strength, shear strength etc., and with surface can it is low, heat-resist,
The advantages that wearability is good.
In conclusion the rare report of the silicane-modified polyurethane for being provided simultaneously with excellent heat resistance and anti-flammability at present, and have
Standby heat-resisting and flame retardant property silicane-modified polyurethane is that it is applied to the necessary requirement of electric wire, cable, aviation and automobile, therefore is sought
A kind of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant and preparation method thereof is asked to be necessary.
The information for being disclosed in the background section is merely intended to increase the understanding of the general background to the present invention, without answering
When being considered as recognizing or imply that the information structure has been the prior art well known to persons skilled in the art in any form.
The content of the invention
It is an object of the invention to provide a kind of end-capping reagent, which is used to prepare modified polyurethane prepolymer, to change
Property base polyurethane prepolymer for use as be base-material, prepare silicane-modified polyurethane fluid sealant, the fluid sealant being prepared have it is good weather-proof
Property, adhesive property, while it is also equipped with excellent heat-resisting and flame retardant property.
Another object of the present invention is to provide a kind of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant and preparation method thereof.
To achieve the above object, the present invention provides a kind of end-capping reagent, (C129H118NO32PSi20)n, wherein, it is small that n is more than 0
In equal to 6.As nitrogen-phosphorus-silicon organic-inorganic POSS copolymers.The structural formula of the end-capping reagent is：
Wherein, n is more than 0 and is less than or equal to 6.
A kind of modified polyurethane prepolymer prepares modified polyurethane prepolymer using above-mentioned end-capping reagent.
Preferably, in above-mentioned technical proposal, modified polyurethane prepolymer is counted in parts by weight, mainly by following raw material system
Into：
100 parts of polyether polyol (N220, N330)；
10-25 parts of isocyanates (MDI)；
5-15 parts of end-capping reagent.
Preferably, in above-mentioned technical proposal, the polyether polyol is the polypropylene oxide two that molecular weight is 2000-6000
One or both of alcohol or polypropylene oxide triol.
Preferably, in above-mentioned technical proposal, the isocyanates is toluene di-isocyanate(TDI) or diphenylmethane diisocyanates
One or two kinds of mixing in ester.
Preferably, in above-mentioned technical proposal, the preparation method of the modified polyurethane prepolymer is as follows：It will gather after dehydration
Ethoxylated polyhydric alcohol and isocyanates are put into high force dispersion mixer and are mixed, and are warming up to 60~85 DEG C, 0.085~
Be cooled to 45-55 DEG C after the vacuum state reaction 1.5-3h of 0.095Mpa, add in end-capping reagent until NCO content run out of to get
To the silicane-modified polyurethane performed polymer.
A kind of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, the original of the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant
Material includes above-mentioned modified polyurethane prepolymer；The heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, in parts by weight meter master
It to be made of following raw material：
Preferably, in above-mentioned technical proposal, the reinforced filling is commercially available nanometer grade calcium carbonate, wherein nano-calcium carbonate
Grain size is 50-80nm, and specific surface area is 18~23m2/g；
Preferably, in above-mentioned technical proposal, the plasticizer is dibutyl phthalate, dioctyl phthalate
Or at least one of diisooctyl phthalate；
Preferably, in above-mentioned technical proposal, the coupling agent for gamma-aminopropyl-triethoxy-silane, N- (β-aminoethyl)-
γ-aminopropyltrimethoxysilane, γ-aminopropyltrimethoxysilane or N- (β-ammonia second)-γ-aminopropyltriethoxy dimethoxy
One or more of silane mixes；
Preferably, in above-mentioned technical proposal, the catalyst for dibutyl tin laurate, tin dilaurate dioctyl tin,
One or more of di-n-butylacetic acid tin and citrate；
Preferably, in above-mentioned technical proposal, the thixotropic agent is aerosil, one kind in polyamide wax or two
Kind.
A kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) modified polyurethane prepolymer is prepared；
(2) at room temperature, it is mixed by modified polyurethane prepolymer, through drying process activated Calcium carbonate, then keeps
Sizing material temperature is 75-85 DEG C, and dehydration is stirred under the vacuum state of 0.085-0.095Mpa, obtains batch mixing.
(3) batch mixing obtained in the step (2) is cooled to 35-40 DEG C, then sequentially add coupling agent, thixotropic agent and
Catalyst, the sizing material stirred to get after mixing under the vacuum state of 0.085-0.095Mpa.
Compared with prior art, the present invention has the advantages that：
(1) heat-proof combustion-resistant silicane-modified polyurethane fluid sealant of the invention, with new nitrogen-phosphorus-silicon organic/inorganic POSS
Copolymer (DOPO-POSS) is used as end-capping reagent, and the end-capping reagent not only possesses miscellaneous -10 oxygen of -10- phospho hetero phenanthrenes of 9,10- dihydro-9-oxies
Compound (DOPO) is good heat-resisting and antioxygenic property, while also has the property of polyhedral oligomeric silsesquioxane (POSS) uniqueness
Can, it can solve DOPO fusing points height, be insoluble in the defects of high molecular polymer, gathered using the modification of the blocking agent
Urethane resin prepares fluid sealant, can assign system higher intensity, bonds well performance and excellent flame heat resistance.
(2) heat-proof combustion-resistant silicane-modified polyurethane fluid sealant of the invention, using modified polyurethane prepolymer as base-material, is aided with
Plasticizer, crosslinking agent, coupling agent and filler etc. are formulated.Modified polyurethane sealant prepared by this method not only has good
Weatherability, adhesive property, while be also equipped with excellent heat-resisting and flame retardant property, meet the strict demand in market.
(3) preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant of the present invention, compared with common preparation method, matches somebody with somebody
Fang Zufen is few, and operation is simple, is suitable for industrial production.
Specific embodiment
With reference to specific embodiment, the specific embodiment of the present invention is described in detail, it is to be understood that this hair
Bright protection domain is not restricted by specific implementation.
Embodiment 1
A kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) modified polyurethane prepolymer is prepared：500g dehydration N220 and 75g '-diphenylmethane diisocyanates is taken to be put into strength
It is mixed in dispersator, is warming up to 80 DEG C, 50 are cooled to after the vacuum state reaction 2.5h of 0.085~0.095Mpa
DEG C, 50g nitrogen-phosphorus-silicon organic/inorganic POSS copolymers (molecular formula takes n=2) are added in, obtain modified polyurethane prepolymer.
(2) activated Calcium carbonate and 200g neighbour benzene two of the 650g through drying process are added in into modified polyurethane prepolymer system
Formic acid dioctyl ester is mixed, and is heated up and is kept sizing material temperature as 75~85 DEG C, under the vacuum state of 0.085~0.095Mpa
Stirring dehydration 1h, obtains batch mixing.
(3) batch mixing obtained in step (2) is cooled to 35~40 DEG C, then sequentially adds 3.6g γ-three second of aminopropyl
Oxysilane, 5.8g dibutyl tin laurates, 9g polyamide waxes, after mixing in the vacuum shape of 0.085~0.095Mpa
The sizing material that 1h is obtained is stirred under state, gained sizing material is moved into press, it is filling for use.
Note：Blocking agent molecule formula described in embodiment 1 takes n=2.
Embodiment 2
A kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) modified polyurethane prepolymer is prepared：500g dehydration N220 and 82g '-diphenylmethane diisocyanates is taken to be put into strength
It is mixed in dispersator, is warming up to 80 DEG C, 50 are cooled to after the vacuum state reaction 2.5h of 0.085~0.095Mpa
DEG C, 40g nitrogen-phosphorus-silicon organic/inorganic POSS copolymers (molecular formula takes n=4) are added in, obtain modified polyurethane prepolymer.
(2) activated Calcium carbonate and 220g neighbour benzene two of the 680g through drying process are added in into modified polyurethane prepolymer system
Formic acid dioctyl ester is mixed, and is heated up and is kept sizing material temperature as 75~85 DEG C, under the vacuum state of 0.085~0.095Mpa
Stirring dehydration 1h, obtains batch mixing.
(3) batch mixing obtained in step (2) is cooled to 35~40 DEG C, then sequentially adds 4.2g γ-three second of aminopropyl
Oxysilane, 6.5g dibutyl tin laurates, 7.7g polyamide waxes, after mixing in the vacuum of 0.085~0.095Mpa
The sizing material that 1h is obtained is stirred under state, gained sizing material is moved into press, it is filling for use.
Note：Blocking agent molecule formula described in embodiment 2 takes n=4.
Embodiment 3
A kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) modified polyurethane prepolymer is prepared：500g dehydration N220 and 100g '-diphenylmethane diisocyanates is taken to be put by force
It is mixed in power dispersator, is warming up to 80 DEG C, be cooled to after the vacuum state reaction 2.5h of 0.085~0.095Mpa
50 DEG C, 65g nitrogen-phosphorus-silicon organic/inorganic POSS copolymers (molecular formula takes n=5) are added in, obtain modified polyurethane prepolymer.
(2) activated Calcium carbonate and 300g neighbour benzene two of the 750g through drying process are added in into modified polyurethane prepolymer system
Formic acid dioctyl ester is mixed, and is heated up and is kept sizing material temperature as 75~85 DEG C, under the vacuum state of 0.085~0.095Mpa
Stirring dehydration 1h, obtains batch mixing.
(3) batch mixing obtained in step (2) is cooled to 35~40 DEG C, then sequentially adds 6.0g γ-three second of aminopropyl
Oxysilane, 6.5g dibutyl tin laurates, 9.5g polyamide waxes, after mixing in the vacuum of 0.085~0.095Mpa
The sizing material that 1h is obtained is stirred under state, gained sizing material is moved into press, it is filling for use.
Note：Blocking agent molecule formula described in embodiment 3 takes n=5.
Embodiment 4
A kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) modified polyurethane prepolymer is prepared：500g dehydration N330 and 68g '-diphenylmethane diisocyanates is taken to be put into strength
It is mixed in dispersator, is warming up to 80 DEG C, 50 are cooled to after the vacuum state reaction 2.5h of 0.085~0.095Mpa
DEG C, 32g nitrogen-phosphorus-silicon organic/inorganic POSS copolymers (molecular formula takes n=4) are added in, obtain modified polyurethane prepolymer.
(2) activated Calcium carbonate and 178g neighbour benzene two of the 650g through drying process are added in into modified polyurethane prepolymer system
Formic acid dioctyl ester is mixed, and is heated up and is kept sizing material temperature as 75~85 DEG C, under the vacuum state of 0.085~0.095Mpa
Stirring dehydration 1h, obtains batch mixing.
(3) batch mixing obtained in step (2) is cooled to 35~40 DEG C, then sequentially adds 3.2g γ-three second of aminopropyl
Oxysilane, 5.8g dibutyl tin laurates, 7.9g polyamide waxes, after mixing in the vacuum of 0.085~0.095Mpa
The sizing material that 1h is obtained is stirred under state, gained sizing material is moved into press, it is filling for use.
Note：Blocking agent molecule formula described in embodiment 4 takes n=4.
Comparative example 1
A kind of preparation method of silicane-modified polyurethane fluid sealant, comprises the following steps：
(1) 500g dehydration N220 and 68g '-diphenylmethane diisocyanates is taken to be put into high force dispersion mixer to be mixed,
80 DEG C are warming up to, 50 DEG C is cooled to after the vacuum state reaction 2.5h of 0.085~0.095Mpa, adds in 36g γ-aminopropyl three
Methoxy silane obtains modified polyurethane prepolymer.
(2) activated Calcium carbonate and 178g neighbour benzene two of the 650g through drying process are added in into modified polyurethane prepolymer system
Formic acid dioctyl ester is mixed, and is heated up and is kept sizing material temperature as 75~85 DEG C, under the vacuum state of 0.085~0.095Mpa
Stirring dehydration 1h, obtains batch mixing.
(3) batch mixing obtained in step (2) is cooled to 35~40 DEG C, then sequentially adds 3.2g γ-three second of aminopropyl
Oxysilane, 5.8g dibutyl tin laurates, 7.7g polyamide waxes, after mixing in the vacuum of 0.085~0.095Mpa
The sizing material that 1h is obtained is stirred under state, gained sizing material is moved into press, it is filling for use.
The performance test of silicane-modified polyurethane fluid sealant
Test method is as follows：It is in experimental condition by sizing material obtained：T=23 ± 2 DEG C are supported under conditions of ψ=50 ± 5%
Shield for 24 hours, sizing material from hose is squeezed out, its surface drying time is tested by GB/T 13477.5-2003, by GB/T 13477.6-
2003 test its sag, test its flame retardant rating by GB/T 2408, its hardness are tested by GB/T16776, according to GB/T
Its mechanical property is tested in the requirement of 528-2009, its cutting performance is tested according to the requirement of GB/T7124.Each specific embodiment
The performance test results are as shown in table 1.
Table 1：Different embodiment fluid sealant the performance test results
As shown in table 1, as can be seen from the above experimental data a kind of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant and its
Sizing material made from preparation method not only assigns the good traditional performance of system, and possesses excellent fire-retardant and heat resistance.
The description of the foregoing specific exemplary embodiment to the present invention is in order to illustrate and illustration purpose.These descriptions
It is not wishing to limit the invention to disclosed precise forms, and it will be apparent that according to the above instruction, can much be changed
And variation.The purpose of selecting and describing the exemplary embodiment is that explain that the certain principles of the present invention and its reality should
With so that those skilled in the art can realize and utilize the present invention a variety of exemplary implementation schemes and
Various chooses and changes.The scope of the present invention is intended to be limited by claims and its equivalents.
Claims (10)
1. a kind of end-capping reagent, which is characterized in that the molecular formula of the end-capping reagent is：(C129H118NO32PSi20)n, wherein, n is more than 0
Less than or equal to 6.
2. a kind of modified polyurethane prepolymer, which is characterized in that the end-capping reagent described in usage right requirement 1 prepares modified polyurethane
Performed polymer.
3. according to claim 2 modified polyurethane prepolymer, which is characterized in that count in parts by weight, mainly by following raw material system
Into：
100 parts of polyether polyol；
10-25 parts of isocyanates；
5-15 parts of end-capping reagent.
4. according to claim 3 modified polyurethane prepolymer, which is characterized in that the polyether polyol is that molecular weight is 2000-
One or both of 6000 polyoxypropyleneglycol or polypropylene oxide triol.
5. according to claim 3 modified polyurethane prepolymer, which is characterized in that the isocyanates for toluene di-isocyanate(TDI) or
One or two kinds of mixing in '-diphenylmethane diisocyanate.
6. according to claim 2 modified polyurethane prepolymer, which is characterized in that the preparation method of the modified polyurethane prepolymer
It is as follows：Polyether polyol and isocyanates it will be put into high force dispersion mixer and mix after dehydration, and be warming up to 60-85
DEG C, 45-55 DEG C is cooled to after the vacuum state reaction 1.5-3h of 0.085-0.095Mpa, adds in end-capping reagent until NCO content
It runs out of to get to the silicane-modified polyurethane performed polymer.
A kind of 7. heat-proof combustion-resistant silicane-modified polyurethane fluid sealant, which is characterized in that the heat-proof combustion-resistant silicane-modified polyurethane
The raw material of fluid sealant includes any modified polyurethane prepolymer in claim 2-6；The heat-proof combustion-resistant is silane-modified
Polyurethane sealant is counted mainly be made of following raw material in parts by weight：
8. according to heat-proof combustion-resistant silicane-modified polyurethane fluid sealant described in right 7, which is characterized in that the reinforced filling is nanometer
Grade calcium carbonate, wherein nano-calcium carbonate grain size are 50-80nm, and specific surface area is 18~23m2/g。
9. according to heat-proof combustion-resistant silicane-modified polyurethane fluid sealant described in right 7, which is characterized in that the plasticizer is adjacent benzene
At least one of dibutyl carboxylic acid, dioctyl phthalate or diisooctyl phthalate；
The coupling agent for gamma-aminopropyl-triethoxy-silane, N- (β-aminoethyl)-γ-aminopropyltrimethoxysilane, γ-
One or more of aminopropyl trimethoxysilane or N- (β-ammonia second)-γ-aminopropyltriethoxy dimethoxysilane mix and
Into；
The catalyst is in dibutyl tin laurate, tin dilaurate dioctyl tin, di-n-butylacetic acid tin and citrate
It is one or more of；
The thixotropic agent is one or both of aerosil, polyamide wax.
10. a kind of preparation method of heat-proof combustion-resistant silicane-modified polyurethane fluid sealant as claimed in claim 8, which is characterized in that
Comprise the following steps：
(1) modified polyurethane prepolymer is prepared；
(2) at room temperature, it is mixed by modified polyurethane prepolymer, through drying process activated Calcium carbonate, then keeps sizing material
Temperature is 75-85 DEG C, and dehydration is stirred under the vacuum state of 0.085-0.095Mpa, obtains batch mixing.
(3) batch mixing obtained in the step (2) is cooled to 35-40 DEG C, then sequentially adds coupling agent, thixotropic agent and catalysis
Agent, the sizing material stirred to get after mixing under the vacuum state of 0.085-0.095Mpa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711353093.6A CN108048024A (en) | 2017-12-15 | 2017-12-15 | End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711353093.6A CN108048024A (en) | 2017-12-15 | 2017-12-15 | End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108048024A true CN108048024A (en) | 2018-05-18 |
Family
ID=62132815
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711353093.6A Withdrawn CN108048024A (en) | 2017-12-15 | 2017-12-15 | End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108048024A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108753156A (en) * | 2018-05-25 | 2018-11-06 | 广东尚联新材料科技有限公司 | A kind of heat-insulated paint of nanometer fireproof and preparation method thereof |
| CN114874747A (en) * | 2022-05-05 | 2022-08-09 | 安徽斯迈特新材料股份有限公司 | Preparation method of high-temperature-resistant and strong-ultraviolet-resistant MS (Murashige & Skoog) adhesive |
| CN116284640A (en) * | 2022-12-08 | 2023-06-23 | 浙江理工大学 | A kind of preparation method of flame-retardant water-based polyurethane finishing agent for polyester fabric |
| CN117363298A (en) * | 2023-10-09 | 2024-01-09 | 江西欣美新材料科技有限公司 | Halogen-free flame-retardant functional polyurethane sealant and preparation process thereof |
| CN120248612A (en) * | 2025-06-09 | 2025-07-04 | 东华大学 | Preparation method of cyanate resin and cyanate resin |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103910847A (en) * | 2014-03-19 | 2014-07-09 | 华南理工大学 | Silane terminated polyurethane oligomer and its preparation method |
| CN106279614A (en) * | 2016-08-30 | 2017-01-04 | 江苏凯伦建材股份有限公司 | A kind of silicane-modified polyurethane fluid sealant performed polymer and preparation method thereof and fluid sealant |
| CN107090083A (en) * | 2017-04-12 | 2017-08-25 | 湖北大学 | It is nitrogen phosphorus siliceous copolymer of main chain and preparation method and application containing double-deck silsesquioxane |
-
2017
- 2017-12-15 CN CN201711353093.6A patent/CN108048024A/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103910847A (en) * | 2014-03-19 | 2014-07-09 | 华南理工大学 | Silane terminated polyurethane oligomer and its preparation method |
| CN106279614A (en) * | 2016-08-30 | 2017-01-04 | 江苏凯伦建材股份有限公司 | A kind of silicane-modified polyurethane fluid sealant performed polymer and preparation method thereof and fluid sealant |
| CN107090083A (en) * | 2017-04-12 | 2017-08-25 | 湖北大学 | It is nitrogen phosphorus siliceous copolymer of main chain and preparation method and application containing double-deck silsesquioxane |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108753156A (en) * | 2018-05-25 | 2018-11-06 | 广东尚联新材料科技有限公司 | A kind of heat-insulated paint of nanometer fireproof and preparation method thereof |
| CN108753156B (en) * | 2018-05-25 | 2020-11-06 | 广东尚联新材料科技有限公司 | A kind of nanometer fireproof and heat insulation paint coating and preparation method thereof |
| CN114874747A (en) * | 2022-05-05 | 2022-08-09 | 安徽斯迈特新材料股份有限公司 | Preparation method of high-temperature-resistant and strong-ultraviolet-resistant MS (Murashige & Skoog) adhesive |
| CN116284640A (en) * | 2022-12-08 | 2023-06-23 | 浙江理工大学 | A kind of preparation method of flame-retardant water-based polyurethane finishing agent for polyester fabric |
| CN117363298A (en) * | 2023-10-09 | 2024-01-09 | 江西欣美新材料科技有限公司 | Halogen-free flame-retardant functional polyurethane sealant and preparation process thereof |
| CN117363298B (en) * | 2023-10-09 | 2024-05-07 | 江西欣美新材料科技有限公司 | Halogen-free flame-retardant functional polyurethane sealant and preparation process thereof |
| CN120248612A (en) * | 2025-06-09 | 2025-07-04 | 东华大学 | Preparation method of cyanate resin and cyanate resin |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108048024A (en) | End-capping reagent and the heat-proof combustion-resistant silicane-modified polyurethane fluid sealant using its preparation | |
| CN101402845B (en) | Process for producing flame-proof fluid sealant for construction | |
| CN112063160B (en) | Bi-component fast-curing plastic daub and preparation method thereof | |
| CN109233731B (en) | Reactive hot-melt adhesive composition and preparation method and application thereof | |
| CN102140243A (en) | Plastic sizing agent for silane-modified single component wet cured polyurethane playing court and preparation method thereof | |
| CN106928809B (en) | Epoxy resin coating and preparation method thereof | |
| CN108753198B (en) | Adhesion promoter for silicone sealant, preparation method of adhesion promoter, silicone sealant applied to ballastless track and preparation method of silicone sealant | |
| CN109535366B (en) | Secondary amino silane modified polyether polymer and preparation method thereof | |
| CN109535362A (en) | A kind of fluorinated silicone modified polyether polymer and preparation method thereof | |
| CN109401710A (en) | Dual-component silicane modified polyether seal glue and preparation method thereof | |
| CN106833503A (en) | A kind of single-component ketoxime removing type room temperature vulcanized silicone sealant of low modulus and preparation method thereof | |
| CN112724924B (en) | Silicone structural adhesive for hollow glass and preparation method thereof | |
| CN112608444A (en) | Polyurethane resin, MS sealant and preparation method | |
| CN109535412B (en) | Secondary amino silane coupling agent and preparation method thereof | |
| CN103173182A (en) | A kind of organosilicon modified polyurethane sealant and preparation method thereof | |
| CN112980375A (en) | Single-component silane modified polyether sealant and preparation method thereof | |
| CN113789147B (en) | Double-component neoprene composite rubber adhesive and preparation method thereof | |
| WO2023051435A1 (en) | Halogenated polyphosphate polyol and prepolymer and preparation method therefor, as well as polyurea elastomer composition and polyurea elastomer and application | |
| CN109096945B (en) | Tackifier applied to silicone sealant and preparation method thereof | |
| CN117210192B (en) | One-component alcohol-free organic silicon sealant composition and preparation method thereof | |
| CN113980563A (en) | Method for preparing one-component semi-polyurea waterproof coating composition and one-component semi-polyurea waterproof coating composition | |
| CN110003795B (en) | Heating-free asphalt-based non-cured waterproof coating and preparation and construction method thereof | |
| KR102515240B1 (en) | Polyurea composition with excellent thermal insulation and insulation for waterproofing surface | |
| CN108753241A (en) | Silane modified polyether hot-melt adhesive composition and preparation method thereof | |
| CN108047953A (en) | Roofing polyurethane-modified asphalt waterproofing paint and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WW01 | Invention patent application withdrawn after publication |
Application publication date: 20180518 |
|
| WW01 | Invention patent application withdrawn after publication |