DE102007038030B4 - Härtbare Zusammensetzungen aus Dimethoxysilanen - Google Patents
Härtbare Zusammensetzungen aus Dimethoxysilanen Download PDFInfo
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- DE102007038030B4 DE102007038030B4 DE102007038030A DE102007038030A DE102007038030B4 DE 102007038030 B4 DE102007038030 B4 DE 102007038030B4 DE 102007038030 A DE102007038030 A DE 102007038030A DE 102007038030 A DE102007038030 A DE 102007038030A DE 102007038030 B4 DE102007038030 B4 DE 102007038030B4
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- 239000000203 mixture Substances 0.000 title claims abstract description 113
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical group CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 title 1
- 229920000642 polymer Polymers 0.000 claims abstract description 149
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 26
- 125000005647 linker group Chemical group 0.000 claims abstract description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 14
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 13
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 10
- -1 rheological Aids Substances 0.000 claims description 91
- 150000001875 compounds Chemical class 0.000 claims description 57
- 125000000524 functional group Chemical group 0.000 claims description 50
- 238000002360 preparation method Methods 0.000 claims description 49
- 239000003054 catalyst Substances 0.000 claims description 42
- 229910052698 phosphorus Inorganic materials 0.000 claims description 33
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 27
- 229920000570 polyether Polymers 0.000 claims description 19
- 229920001451 polypropylene glycol Polymers 0.000 claims description 16
- 239000004014 plasticizer Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000002274 desiccant Substances 0.000 claims description 12
- 239000003085 diluting agent Substances 0.000 claims description 12
- 229920005862 polyol Polymers 0.000 claims description 12
- 150000003077 polyols Chemical class 0.000 claims description 12
- 239000000945 filler Substances 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 239000000853 adhesive Substances 0.000 claims description 10
- 230000001070 adhesive effect Effects 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 239000004814 polyurethane Substances 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- 229920001568 phenolic resin Polymers 0.000 claims description 6
- 239000005011 phenolic resin Substances 0.000 claims description 6
- 239000000565 sealant Substances 0.000 claims description 6
- 239000012963 UV stabilizer Substances 0.000 claims description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004952 Polyamide Substances 0.000 claims description 4
- 239000002318 adhesion promoter Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 229920001281 polyalkylene Polymers 0.000 claims description 4
- 229920002647 polyamide Polymers 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 3
- 229920000180 alkyd Polymers 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 claims description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 2
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 abstract description 8
- 229940093858 ethyl acetoacetate Drugs 0.000 description 74
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 67
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 43
- 239000010936 titanium Substances 0.000 description 30
- 229910052719 titanium Inorganic materials 0.000 description 29
- 238000001723 curing Methods 0.000 description 26
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 23
- 229910052782 aluminium Inorganic materials 0.000 description 20
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 16
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 13
- 230000009257 reactivity Effects 0.000 description 13
- 229910052726 zirconium Inorganic materials 0.000 description 13
- 229920004482 WACKER® Polymers 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- 239000012299 nitrogen atmosphere Substances 0.000 description 12
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 12
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 11
- 239000012948 isocyanate Substances 0.000 description 11
- 150000002513 isocyanates Chemical class 0.000 description 11
- UZXWWAFGEOYBQG-UHFFFAOYSA-N propan-2-olate;zirconium(2+) Chemical compound CC(C)O[Zr]OC(C)C UZXWWAFGEOYBQG-UHFFFAOYSA-N 0.000 description 11
- 125000005370 alkoxysilyl group Chemical group 0.000 description 10
- 150000003254 radicals Chemical class 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 229940049964 oleate Drugs 0.000 description 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000007983 Tris buffer Substances 0.000 description 8
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 8
- 239000012975 dibutyltin dilaurate Substances 0.000 description 8
- 125000005442 diisocyanate group Chemical group 0.000 description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 8
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 description 8
- BUZRAOJSFRKWPD-UHFFFAOYSA-N isocyanatosilane Chemical class [SiH3]N=C=O BUZRAOJSFRKWPD-UHFFFAOYSA-N 0.000 description 8
- JTBKFHQUYVNHSR-UHFFFAOYSA-N propan-2-yloxyalumane Chemical compound CC(C)O[AlH2] JTBKFHQUYVNHSR-UHFFFAOYSA-N 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 239000013522 chelant Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- 229910052742 iron Inorganic materials 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 230000033228 biological regulation Effects 0.000 description 6
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 6
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- PLIQKWUGPRCYEQ-UHFFFAOYSA-N ethanolate zirconium(2+) Chemical compound [Zr+2].CC[O-].CC[O-] PLIQKWUGPRCYEQ-UHFFFAOYSA-N 0.000 description 6
- 238000007306 functionalization reaction Methods 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 description 6
- NNTRMVRTACZZIO-UHFFFAOYSA-N 3-isocyanatopropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCN=C=O NNTRMVRTACZZIO-UHFFFAOYSA-N 0.000 description 5
- MBMKFKOVXPKXCV-UHFFFAOYSA-N CCO[Ti]OCC Chemical compound CCO[Ti]OCC MBMKFKOVXPKXCV-UHFFFAOYSA-N 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- XDFCIPNJCBUZJN-UHFFFAOYSA-N barium(2+) Chemical compound [Ba+2] XDFCIPNJCBUZJN-UHFFFAOYSA-N 0.000 description 5
- 229910052797 bismuth Inorganic materials 0.000 description 5
- 229910052791 calcium Inorganic materials 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 5
- WFSULZXQWNUZPF-UHFFFAOYSA-N ethoxyaluminum Chemical compound CCO[Al] WFSULZXQWNUZPF-UHFFFAOYSA-N 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 150000003505 terpenes Chemical class 0.000 description 5
- 235000007586 terpenes Nutrition 0.000 description 5
- 229910052720 vanadium Inorganic materials 0.000 description 5
- QKBCXIWITQACLO-UHFFFAOYSA-N 1-isocyanatoethyl(dimethoxy)silane Chemical compound CC([SiH](OC)OC)N=C=O QKBCXIWITQACLO-UHFFFAOYSA-N 0.000 description 4
- JVVDURMXZZATIC-UHFFFAOYSA-N 1-isocyanatopentan-3-yl(dimethoxy)silane Chemical compound C(C)C(CCN=C=O)[SiH](OC)OC JVVDURMXZZATIC-UHFFFAOYSA-N 0.000 description 4
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 4
- GLHFVDRCEKPJOJ-UHFFFAOYSA-N 2-isocyanatoethyl(dimethoxy)silane Chemical compound CO[SiH](CCN=C=O)OC GLHFVDRCEKPJOJ-UHFFFAOYSA-N 0.000 description 4
- AQXPJYFPHOGPBW-UHFFFAOYSA-N 4-isocyanatobutan-2-yl(dimethoxy)silane Chemical compound CC(CCN=C=O)[SiH](OC)OC AQXPJYFPHOGPBW-UHFFFAOYSA-N 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 229910052788 barium Inorganic materials 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- DYHSMQWCZLNWGO-UHFFFAOYSA-N di(propan-2-yloxy)alumane Chemical compound CC(C)O[AlH]OC(C)C DYHSMQWCZLNWGO-UHFFFAOYSA-N 0.000 description 4
- IXGTYTCIEBTWAU-UHFFFAOYSA-N diethoxy(1-isocyanatoethyl)silane Chemical compound CC([SiH](OCC)OCC)N=C=O IXGTYTCIEBTWAU-UHFFFAOYSA-N 0.000 description 4
- 125000004185 ester group Chemical group 0.000 description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 150000003606 tin compounds Chemical class 0.000 description 4
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 4
- 239000002023 wood Substances 0.000 description 4
- NOGBEXBVDOCGDB-NRFIWDAESA-L (z)-4-ethoxy-4-oxobut-2-en-2-olate;propan-2-olate;titanium(4+) Chemical compound [Ti+4].CC(C)[O-].CC(C)[O-].CCOC(=O)\C=C(\C)[O-].CCOC(=O)\C=C(\C)[O-] NOGBEXBVDOCGDB-NRFIWDAESA-L 0.000 description 3
- ULUYRVWYCIOFRV-UHFFFAOYSA-K 2-ethylhexanoate;iron(3+) Chemical compound [Fe+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O ULUYRVWYCIOFRV-UHFFFAOYSA-K 0.000 description 3
- GDKAXSGMPFSRJY-UHFFFAOYSA-J 2-ethylhexanoate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O GDKAXSGMPFSRJY-UHFFFAOYSA-J 0.000 description 3
- DQKVMDNCLZIACU-UHFFFAOYSA-J 7,7-dimethyloctanoate;titanium(4+) Chemical compound [Ti+4].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O DQKVMDNCLZIACU-UHFFFAOYSA-J 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical group [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 125000004423 acyloxy group Chemical group 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 3
- LGSNSXWSNMARLH-UHFFFAOYSA-N butan-1-ol titanium Chemical compound C(CCC)O.[Ti].C(CCC)O LGSNSXWSNMARLH-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- HOIQWTMREPWSJY-GNOQXXQHSA-K iron(3+);(z)-octadec-9-enoate Chemical compound [Fe+3].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O HOIQWTMREPWSJY-GNOQXXQHSA-K 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 125000005369 trialkoxysilyl group Chemical group 0.000 description 3
- NKRJRPDCNYYXEZ-UHFFFAOYSA-N (2-methylpropan-2-yl)oxyalumane Chemical compound CC(C)(C)O[AlH2] NKRJRPDCNYYXEZ-UHFFFAOYSA-N 0.000 description 2
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- YVYGDINHTVKXEY-UHFFFAOYSA-N 1-isocyanatobutan-2-yl(dimethoxy)silane Chemical compound C(C)C(CN=C=O)[SiH](OC)OC YVYGDINHTVKXEY-UHFFFAOYSA-N 0.000 description 2
- LKSVDBOSJYQVTG-UHFFFAOYSA-N 1-isocyanatopropan-2-yl(dimethoxy)silane Chemical compound CC(CN=C=O)[SiH](OC)OC LKSVDBOSJYQVTG-UHFFFAOYSA-N 0.000 description 2
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- 150000003754 zirconium Chemical class 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Classifications
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/30—Post-polymerisation treatment, e.g. recovery, purification, drying
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33344—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing carbamate group
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33348—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing isocyanate group
- C08G65/33351—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing isocyanate group acyclic
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Silicon Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102007038030A DE102007038030B4 (de) | 2007-08-10 | 2007-08-10 | Härtbare Zusammensetzungen aus Dimethoxysilanen |
| PL08802987T PL2176315T3 (pl) | 2007-08-10 | 2008-08-08 | Utwardzalne zestawy z silanów o dwóch grupach hydrolizujących |
| JP2010520548A JP5330388B2 (ja) | 2007-08-10 | 2008-08-08 | 2つの加水分解基を有するシランを含有する硬化性組成物 |
| AT08802987T ATE503788T1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
| CN200880102964XA CN101778885B (zh) | 2007-08-10 | 2008-08-08 | 由具有两个可水解基团的硅烷组成的可固化组合物 |
| ES08802987T ES2360751T3 (es) | 2007-08-10 | 2008-08-08 | Composiciones endurecibles a base de silanos con dos grupos hidrolizables. |
| DE502008003027T DE502008003027D1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
| EP08802987A EP2176315B1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
| PCT/EP2008/060483 WO2009021928A1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
| US12/701,959 US8563675B2 (en) | 2007-08-10 | 2010-02-08 | Curable compositions composed of silanes with two hydrolyzable groups |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102007038030A DE102007038030B4 (de) | 2007-08-10 | 2007-08-10 | Härtbare Zusammensetzungen aus Dimethoxysilanen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE102007038030A1 DE102007038030A1 (de) | 2009-02-19 |
| DE102007038030B4 true DE102007038030B4 (de) | 2009-07-09 |
Family
ID=39942945
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102007038030A Active DE102007038030B4 (de) | 2007-08-10 | 2007-08-10 | Härtbare Zusammensetzungen aus Dimethoxysilanen |
| DE502008003027T Active DE502008003027D1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE502008003027T Active DE502008003027D1 (de) | 2007-08-10 | 2008-08-08 | Härtbare zusammensetzungen aus silanen mit zwei hydrolisierbaren gruppen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8563675B2 (https=) |
| EP (1) | EP2176315B1 (https=) |
| JP (1) | JP5330388B2 (https=) |
| CN (1) | CN101778885B (https=) |
| AT (1) | ATE503788T1 (https=) |
| DE (2) | DE102007038030B4 (https=) |
| ES (1) | ES2360751T3 (https=) |
| PL (1) | PL2176315T3 (https=) |
| WO (1) | WO2009021928A1 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007056524A1 (de) * | 2007-11-22 | 2009-05-28 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen aus Trimethoxysilanen |
| DE102009001771A1 (de) * | 2009-03-24 | 2010-09-30 | Henkel Ag & Co. Kgaa | Erstarrende Klebstoffe mit Silanvernetzung |
| CN103249779A (zh) | 2010-12-03 | 2013-08-14 | 建筑研究和技术有限公司 | 可固化组合物 |
| CN102206478B (zh) * | 2011-04-22 | 2013-11-06 | 东莞市普赛达密封粘胶有限公司 | 一种环保型端硅烷基聚醚密封胶及其制备方法 |
| JP5640944B2 (ja) * | 2011-10-11 | 2014-12-17 | 信越化学工業株式会社 | 硬化性オルガノポリシロキサン組成物 |
| DE102011054615A1 (de) | 2011-10-19 | 2013-04-25 | Nano-X Gmbh | Verfahren zum Herstellen von härtbaren Werkstoffen |
| DE102013216852A1 (de) * | 2013-08-23 | 2015-02-26 | Wacker Chemie Ag | Vernetzbare Massen auf Basis von organyloxysilanterminierten Polymeren |
| DE102015224326A1 (de) * | 2015-12-04 | 2017-06-08 | Pallmann GmbH | Faserarmierte Kittspachtelmasse zum Verfugen von Parkettböden |
| PL3181613T3 (pl) * | 2015-12-17 | 2019-01-31 | Henkel Ag & Co. Kgaa | Kompleksy tytanu jako katalizatory wulkanizacji |
| JP6631407B2 (ja) * | 2016-05-20 | 2020-01-15 | 信越化学工業株式会社 | カルバマトアルキルシランの製造方法 |
| PL3469019T3 (pl) | 2016-06-13 | 2026-03-23 | Henkel Ag & Co. Kgaa | Kompozycja utwardzalna o wysokim module |
| CN106543734B (zh) * | 2016-10-25 | 2019-11-15 | 华南理工大学 | 一种高性能耐漏电起痕加成型液体硅橡胶及其制备方法 |
| JP6818540B2 (ja) * | 2016-12-22 | 2021-01-20 | 株式会社カネカ | 硬化性組成物 |
| RU2020124123A (ru) | 2017-12-22 | 2022-01-25 | ХЕНКЕЛЬ АйПи ЭНД ХОЛДИНГ ГМБХ | Полиуретановый полимер с концевыми силановыми группами для поперечной сшивки для адгезива с высокой прочностью на разрыв |
| CN111748090B (zh) * | 2019-03-29 | 2021-12-07 | 比亚迪股份有限公司 | 表面改性剂和导热灌封复合材料及其制备方法 |
| DE102020117919A1 (de) | 2020-07-07 | 2022-01-13 | Franken Systems Gmbh | 2-Komponenten-Beschichtungszusammensetzung zur Bauwerksabdichtung |
| CN112724653B (zh) * | 2020-12-18 | 2022-11-15 | 东莞市吉鑫高分子科技有限公司 | 一种tpu/pa合金材料及其制备方法 |
| DE102021107569A1 (de) | 2021-03-25 | 2022-09-29 | Franken Systems Gmbh | 2-Komponenten-Beschichtungszusammensetzung zur Bauwerksabdichtung mit Katalysator-Cokatalysator-System |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004018548A1 (de) * | 2004-04-14 | 2005-11-10 | Henkel Kgaa | Durch Strahlung und Feuchtigkeit härtende Zusammensetzungen auf Basis Silan-terminierter Polymere, deren Herstellung und Verwendung |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4787082A (en) | 1986-07-24 | 1988-11-22 | American Telephone And Telegraph Company, At&T Bell Laboratories | Data flow control arrangement for local area network |
| DE3827464A1 (de) * | 1988-08-12 | 1990-02-22 | Henkel Kgaa | Alkoxysilanterminierte, feuchtigkeitsvernetzende schmelzkleber sowie ihre verwendung als klebe- und dichtmassen |
| US5068304A (en) * | 1988-12-09 | 1991-11-26 | Asahi Glass Company, Ltd. | Moisture-curable resin composition |
| JPH051225A (ja) | 1991-06-25 | 1993-01-08 | Kanegafuchi Chem Ind Co Ltd | 硬化性組成物 |
| US6008396A (en) | 1997-04-11 | 1999-12-28 | Osi Specialties, Inc. | Hot oil process for producing isocyanato organosilanes |
| EP0918062B1 (en) | 1997-04-21 | 2004-02-18 | Asahi Glass Company Ltd. | Room temperature setting compositions |
| JP4101366B2 (ja) * | 1997-07-28 | 2008-06-18 | 株式会社カネカ | 硬化性組成物 |
| US5990257A (en) * | 1998-01-22 | 1999-11-23 | Witco Corporation | Process for producing prepolymers which cure to improved sealants, and products formed thereby |
| AU2473401A (en) * | 2000-01-06 | 2001-07-16 | Dow Corning Asia Limited | Organosiloxane compositions |
| EP1363960B1 (de) | 2001-02-20 | 2004-10-13 | Consortium für elektrochemische Industrie GmbH | Isocyanatfreie schäumbare mischungen mit hoher härtungsgeschwindigkeit |
| ES2292747T5 (es) * | 2001-02-23 | 2014-04-10 | Henkel Ag & Co. Kgaa | Polímeros alcoxisililfuncionales mixtos |
| JP4099451B2 (ja) * | 2001-08-28 | 2008-06-11 | ワッカー ケミー アクチエンゲゼルシャフト | アルコキシシラン末端のポリマーを含有する速硬性1成分混合物 |
| DE10201703A1 (de) * | 2002-01-17 | 2003-08-07 | Consortium Elektrochem Ind | Alkoxysilanterminierte Polymere enthaltende vernetzbare Polymerabmischungen |
| ATE532825T1 (de) * | 2003-04-10 | 2011-11-15 | Kaneka Corp | Härtbare zusammensetzung |
| DE10351804A1 (de) * | 2003-11-06 | 2005-06-09 | Wacker-Chemie Gmbh | Verfahren zur Erhöhung der Elastizität von feuchtigkeitsgehärteten Elastomeren |
| DE10355318A1 (de) * | 2003-11-27 | 2005-06-23 | Wacker-Chemie Gmbh | Verfahren zur Herstellung von organyloxysilylterminierten Polymeren |
| WO2005108491A1 (ja) * | 2004-05-07 | 2005-11-17 | Kaneka Corporation | 硬化性組成物 |
| US8030427B2 (en) * | 2004-06-09 | 2011-10-04 | Kaneka Corporation | Curable composition |
| EP1717254A1 (de) * | 2005-04-29 | 2006-11-02 | Sika Technology AG | Feuchtigkeitshärtende Zusammensetzung mit erhöhter Dehnbarkeit |
| JP5558711B2 (ja) * | 2005-05-31 | 2014-07-23 | ダウ グローバル テクノロジーズ エルエルシー | 塗料およびガラスの性能に対してプライマー非要求性であるポリウレタン封止剤組成物 |
| DE102005029169A1 (de) * | 2005-06-23 | 2006-12-28 | Wacker Chemie Ag | Kontinuierliche polymeranaloge Umsetzung von reaktiven Silanmonomeren mit funktionalisierten Polymeren |
| DE102005029282A1 (de) * | 2005-06-23 | 2006-12-28 | Henkel Kgaa | Silanvernetzende Kleb- und Dichtstoffmassen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| CA2564452C (en) * | 2005-10-14 | 2014-02-18 | Chem Link, Inc. | Moisture-curable adhesive composition |
| DE102005051921A1 (de) * | 2005-10-29 | 2007-05-03 | Henkel Kgaa | α-Ethoxysilan modifizierte Polymere, deren Herstellung und Verwendung |
| WO2007085622A1 (de) * | 2006-01-26 | 2007-08-02 | Sika Technology Ag | Feuchtigkeitshärtende zusammensetzungen enthaltend silanfunktionelle polymere und aminosilan-addukte mit guter haftung |
| KR20080101936A (ko) * | 2006-01-26 | 2008-11-21 | 시카 테크놀러지 아게 | 우수한 접착성을 갖는 실란 작용기성 폴리머를 함유하는 습기 경화형 조성물 |
| EP2212365B1 (de) * | 2007-11-21 | 2019-03-06 | Sika Technology AG | Feuchtigkeitshärtende zusammensetzung umfassend mindestens zwei silangruppen-aufweisende polymere |
-
2007
- 2007-08-10 DE DE102007038030A patent/DE102007038030B4/de active Active
-
2008
- 2008-08-08 DE DE502008003027T patent/DE502008003027D1/de active Active
- 2008-08-08 EP EP08802987A patent/EP2176315B1/de active Active
- 2008-08-08 ES ES08802987T patent/ES2360751T3/es active Active
- 2008-08-08 JP JP2010520548A patent/JP5330388B2/ja not_active Expired - Fee Related
- 2008-08-08 PL PL08802987T patent/PL2176315T3/pl unknown
- 2008-08-08 CN CN200880102964XA patent/CN101778885B/zh not_active Expired - Fee Related
- 2008-08-08 WO PCT/EP2008/060483 patent/WO2009021928A1/de not_active Ceased
- 2008-08-08 AT AT08802987T patent/ATE503788T1/de active
-
2010
- 2010-02-08 US US12/701,959 patent/US8563675B2/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004018548A1 (de) * | 2004-04-14 | 2005-11-10 | Henkel Kgaa | Durch Strahlung und Feuchtigkeit härtende Zusammensetzungen auf Basis Silan-terminierter Polymere, deren Herstellung und Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101778885A (zh) | 2010-07-14 |
| PL2176315T3 (pl) | 2011-09-30 |
| US8563675B2 (en) | 2013-10-22 |
| EP2176315B1 (de) | 2011-03-30 |
| ES2360751T3 (es) | 2011-06-08 |
| DE502008003027D1 (de) | 2011-05-12 |
| ATE503788T1 (de) | 2011-04-15 |
| CN101778885B (zh) | 2013-07-10 |
| WO2009021928A1 (de) | 2009-02-19 |
| DE102007038030A1 (de) | 2009-02-19 |
| JP2010535923A (ja) | 2010-11-25 |
| EP2176315A1 (de) | 2010-04-21 |
| JP5330388B2 (ja) | 2013-10-30 |
| US20100204387A1 (en) | 2010-08-12 |
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