EP2553022A1 - Formulation convenant à une utilisation en tant que revêtement antigraffitis, présentant des propriétés mouillantes améliorées - Google Patents
Formulation convenant à une utilisation en tant que revêtement antigraffitis, présentant des propriétés mouillantes amélioréesInfo
- Publication number
- EP2553022A1 EP2553022A1 EP11704763A EP11704763A EP2553022A1 EP 2553022 A1 EP2553022 A1 EP 2553022A1 EP 11704763 A EP11704763 A EP 11704763A EP 11704763 A EP11704763 A EP 11704763A EP 2553022 A1 EP2553022 A1 EP 2553022A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymer
- iii
- block
- weight
- formula
- 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- Withdrawn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
- 239000000203 mixture Substances 0.000 title claims abstract description 125
- 238000000576 coating method Methods 0.000 title claims abstract description 19
- 239000011248 coating agent Substances 0.000 title claims description 14
- 238000009472 formulation Methods 0.000 title claims description 12
- 125000005375 organosiloxane group Chemical group 0.000 claims abstract description 50
- 229920001400 block copolymer Polymers 0.000 claims abstract description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000000758 substrate Substances 0.000 claims abstract description 18
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 4
- 239000011707 mineral Substances 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 92
- 239000000377 silicon dioxide Substances 0.000 claims description 44
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 239000000080 wetting agent Substances 0.000 claims description 19
- 239000006185 dispersion Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 230000002209 hydrophobic effect Effects 0.000 claims description 12
- 235000012239 silicon dioxide Nutrition 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000003973 paint Substances 0.000 claims description 7
- -1 propoxy-substituted silanes Chemical class 0.000 claims description 7
- 125000006165 cyclic alkyl group Chemical group 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 5
- 239000000945 filler Substances 0.000 claims description 4
- 239000005871 repellent Substances 0.000 claims description 4
- 238000011282 treatment Methods 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 229910010272 inorganic material Inorganic materials 0.000 claims description 3
- 239000011147 inorganic material Substances 0.000 claims description 3
- 238000012986 modification Methods 0.000 claims description 3
- 230000004048 modification Effects 0.000 claims description 3
- NHBRUUFBSBSTHM-UHFFFAOYSA-N n'-[2-(3-trimethoxysilylpropylamino)ethyl]ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCNCCN NHBRUUFBSBSTHM-UHFFFAOYSA-N 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- 239000002966 varnish 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
- BHWUCEATHBXPOV-UHFFFAOYSA-N 2-triethoxysilylethanamine Chemical compound CCO[Si](CCN)(OCC)OCC BHWUCEATHBXPOV-UHFFFAOYSA-N 0.000 claims description 2
- QHQNYHZHLAAHRW-UHFFFAOYSA-N 2-trimethoxysilylethanamine Chemical compound CO[Si](OC)(OC)CCN QHQNYHZHLAAHRW-UHFFFAOYSA-N 0.000 claims description 2
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims description 2
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-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
- 229920002472 Starch Polymers 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000004566 building material Substances 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000002131 composite material Substances 0.000 claims description 2
- UJTGYJODGVUOGO-UHFFFAOYSA-N diethoxy-methyl-propylsilane Chemical compound CCC[Si](C)(OCC)OCC UJTGYJODGVUOGO-UHFFFAOYSA-N 0.000 claims description 2
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 claims description 2
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 claims description 2
- 239000003365 glass fiber Substances 0.000 claims description 2
- RSKGMYDENCAJEN-UHFFFAOYSA-N hexadecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OC)(OC)OC RSKGMYDENCAJEN-UHFFFAOYSA-N 0.000 claims description 2
- 229910003471 inorganic composite material Inorganic materials 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 2
- VNRDAMBPFDPXSM-UHFFFAOYSA-N n'-[2-(3-triethoxysilylpropylamino)ethyl]ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCNCCN VNRDAMBPFDPXSM-UHFFFAOYSA-N 0.000 claims description 2
- DRRZZMBHJXLZRS-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]cyclohexanamine Chemical compound CO[Si](C)(OC)CCCNC1CCCCC1 DRRZZMBHJXLZRS-UHFFFAOYSA-N 0.000 claims description 2
- 229960003493 octyltriethoxysilane Drugs 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 229920003023 plastic Polymers 0.000 claims description 2
- 238000002444 silanisation Methods 0.000 claims description 2
- 239000008107 starch Substances 0.000 claims description 2
- 235000019698 starch Nutrition 0.000 claims description 2
- 239000004753 textile Substances 0.000 claims description 2
- AVYKQOAMZCAHRG-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AVYKQOAMZCAHRG-UHFFFAOYSA-N 0.000 claims description 2
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 claims description 2
- OYGYKEULCAINCL-UHFFFAOYSA-N triethoxy(hexadecyl)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC OYGYKEULCAINCL-UHFFFAOYSA-N 0.000 claims description 2
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 claims description 2
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 claims description 2
- ROWWCTUMLAVVQB-UHFFFAOYSA-N triethoxysilylmethanamine Chemical compound CCO[Si](CN)(OCC)OCC ROWWCTUMLAVVQB-UHFFFAOYSA-N 0.000 claims description 2
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 claims description 2
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 claims description 2
- HCFRVSOETXDIBN-UHFFFAOYSA-N diethoxy-methyl-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecan-2-yloxy)silane Chemical compound CCO[Si](C)(OCC)OC(C)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F HCFRVSOETXDIBN-UHFFFAOYSA-N 0.000 claims 1
- JNUWEPGDLKFOIO-UHFFFAOYSA-N dimethoxy-methyl-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononoxy)silane Chemical compound CO[Si](C)(OC)OCCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JNUWEPGDLKFOIO-UHFFFAOYSA-N 0.000 claims 1
- 239000011368 organic material Substances 0.000 claims 1
- RPBHMRVPUUGQCM-UHFFFAOYSA-N triethoxy-[3-(1,1,2,2-tetrafluoroethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOC(F)(F)C(F)F RPBHMRVPUUGQCM-UHFFFAOYSA-N 0.000 claims 1
- XUOZHRJNKBRTEC-UHFFFAOYSA-N trimethoxy-[3-(1,1,2,2-tetrafluoroethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOC(F)(F)C(F)F XUOZHRJNKBRTEC-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 10
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000007921 spray Substances 0.000 description 14
- 229920000428 triblock copolymer Polymers 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 239000004567 concrete Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 5
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 239000010954 inorganic particle Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- 230000001427 coherent effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 150000007522 mineralic acids Chemical group 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 125000005624 silicic acid group Chemical class 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- DMKKMGYBLFUGTO-UHFFFAOYSA-N 2-methyloxirane;oxirane Chemical compound C1CO1.C1CO1.CC1CO1 DMKKMGYBLFUGTO-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 241001071795 Gentiana Species 0.000 description 1
- 241000588731 Hafnia Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 150000008045 alkali metal halides Chemical class 0.000 description 1
- 229910001963 alkali metal nitrate Inorganic materials 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- NDTSRXAMMQDVSW-UHFFFAOYSA-N benzthiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(S(N2)(=O)=O)=C1N=C2CSCC1=CC=CC=C1 NDTSRXAMMQDVSW-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000011455 calcium-silicate brick Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- AJNVQOSZGJRYEI-UHFFFAOYSA-N digallium;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Ga+3].[Ga+3] AJNVQOSZGJRYEI-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 1
- 239000010438 granite Substances 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- CJNBYAVZURUTKZ-UHFFFAOYSA-N hafnium(IV) oxide Inorganic materials O=[Hf]=O CJNBYAVZURUTKZ-UHFFFAOYSA-N 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical class [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- SIWVEOZUMHYXCS-UHFFFAOYSA-N oxo(oxoyttriooxy)yttrium Chemical compound O=[Y]O[Y]=O SIWVEOZUMHYXCS-UHFFFAOYSA-N 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000003021 water soluble solvent Substances 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/495—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as oligomers or polymers
- C04B41/4961—Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"
- C04B41/4966—Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones" containing silicon bound to hydroxy groups, i.e. OH-blocked polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
- C04B41/61—Coating or impregnation
- C04B41/62—Coating or impregnation with organic materials
- C04B41/64—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/10—Compositions or ingredients thereof characterised by the absence or the very low content of a specific material
- C04B2111/1006—Absence of well-defined organic compounds
- C04B2111/1012—Organic solvents
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/20—Resistance against chemical, physical or biological attack
- C04B2111/25—Graffiti resistance; Graffiti removing
Definitions
- Formulation suitable for use as an antigraffiti coating with improved wetting properties is
- the invention relates to a composition which is suitable for the production of antigraffiti coatings comprising substantially water-soluble and substantially completely hydrolyzed, oligomeric organosiloxanes and at least one polyoxyalkylene block copolymer as wetting agent and water, and processes for their preparation as well as their Use.
- the compositions according to the invention have improved film-forming properties which are manifested by the fact that, when applied, for example, but not exclusively, to porous, mineral substrates, coherent films without
- Droplet formation can be generated to name just one of the most preferred uses.
- Spray application applied formulations can be elaborately deleted with a brush to a continuous film.
- the droplets sprayed in Example 1 of EP 1 193 302 A2 must be aftertreated with a brush to form a homogeneous film.
- Untreated droplets often tend to form sticky silicone resin films. Especially in building protection is therefore undesirable in the encountered there large surfaces a costly post-treatment by brush.
- compositions of oligomeric organosiloxanes which are suitable as anti-graffiti coating, and which have improved film-forming properties when the composition is applied to a substrate. Another object was to provide a method for producing these compositions.
- compositions of water-based, low-VOC oligomeric organosiloxanes containing very specific wetting agents and by this modification as
- compositions of the invention comprise substantially water-soluble and substantially completely hydrolyzed, oligomeric organosiloxanes,
- At least one wetting agent based on polyoxyalkylene block co-polymers in particular of ethylene oxide-propylene oxide-ethylene oxide (EO / PO / EO) triblock copolymers, and water, in which the organosiloxanes or mixtures thereof are used as co-condensates or block copolymers.
- Co-condensates are present and derived from
- At least two of the alkoxysilanes of the general formulas II, III, IV and V release substantially no more alcohol on crosslinking.
- Alkoxysilanes obtained by hydrolysis and / or condensation in the presence of a defined amount of water and optionally an acid after removal of the hydrolysis alcohol and optionally adding water to organosiloxanes can preferably be prepared as disclosed in EP 0 846 717 and EP 1 193 301 A2.
- the disclosure content of EP 0 846 717 and EP 1 193 301 A2 is fully incorporated into the content of the present invention.
- the invention thus relates to a composition comprising substantially water-soluble and substantially completely hydrolyzed, oligomeric organosiloxanes, at least one wetting agent and water, and
- A is an aminoalkyl radical H 2 N (CH 2 ) f (NH) g (CH 2 ) h (NH) m (R 7 ) n - in which
- B is a fluoroalkyl radical R 4 -Y- (CH 2 ) 2 - in the structural element derived from the general formula III,
- R 6 -Si (R 5 ) u (OR 1 ) 3-u (IV), wherein R 5 is a linear or branched alkyl group having 1 to 4 carbon atoms, in particular methyl (CH 3 -) and u 0 or 1 in formula IV,
- D is an alkyl radical R 6 - in the structural element derived from the
- R 1 in formulas II, III, IV and / or V independently of one another is a linear, branched or cyclic alkyl group having 1 to 8 C atoms or an aryl group, preferably R 1 is independently methyl, ethyl or propyl; with R 2 , R 3 and / or R 5 in the abovementioned formulas independently correspond to a linear or branched alkyl radical having 1 to 4 C atoms, preferably independently of methyl or ethyl, and
- HX is an acid, where X is an inorganic or organic acid radical, where x, y and u are independently 0 or 1 and a, b, c, d and e are each independently of the other integer a> 0, b> 0, c> 0, d> 0, e> 0 and (a + b + c + d)> 2, preferably (a + b + c + d)> 4, more preferably (a + b + c + d)> 10, with X being, for example, chloride, nitrate, formate or acetate, or (ii) wherein the organosiloxanes are co-condensates or block co-condensates or mixtures thereof derived from at least two of The aforementioned alkoxysilanes of the general formulas II, III, IV and V are preferably derived in molar ratio from the formulas II and II 1: ⁇ 3.5 or else with a, bc and d in moles of
- the wetting agent is a polyoxyalkylene block co-polymer or a
- the aqueous composition when used in a suitable concentration, a hydrophobicizing and oleophobicizing effect is achieved.
- the composition contains oligomeric
- Organopolysiloxanes having (a + b + c + d)> 4 and optionally monovalent inorganic or organic acids or their derivatives from the hydrolysis and / or condensation step of the alkoxysilanes, wherein the aqueous oligomers
- Organosiloxanes preferably have a pH between 1 to 8, preferably between 1 to 6, most preferably between 1 to 5.
- compounds such as alkali metal halides, in particular sodium or potassium chloride, alkali metal acetates, alkyl formates, alkali metal nitrates or compounds of the aminoalkyl radical with inorganic or organic acid radicals are to be understood, as shown in formula I.
- structural elements are each the Expressions in the square brackets, such as [Si (C) (R 5 ) u (OH) i -u O] c or
- Organosiloxanes linear, branched, cyclic and / or spatially crosslinked structures or structural regions of the structural elements having M, D, T structures.
- organosiloxanes which have only a negligible content of hydrolyzable alkoxy groups, -OR 1 - therefore not represented in idealized formula I, where they are shown as -OH.
- the content is considered to be negligible if it results in a solvent content in the total composition of less than 5 wt .-% to 0 wt .-% or
- the polyoxyalkylene block copolymer contains at least two different alkylene oxide groups, in the sense of substituted or
- HO (EO) v [Z] r - (EO) v -H (VI) is -CH Z (CH 3) -CH 2 -O-, - (CH 2) 3 -O -, - (CH 2 ) 4 -O- or -CH (C 6 H 6 ) -CH 2 -O-, more preferably with Z equal to -CH (CH 3 ) -CH 2 -O-, and EO in each case equal to -CH 2 - CH 2 - each of v is independently an integer size, that the hydrophilic part EO is 5 to 95% by weight of the block co-polymer, and r is an integer size each, that the hydrophobic part Z is one
- the polyoxyalkylene block co-polymer is a triblock co-polymer of ethylene oxide blocks [EO], propylene oxide blocks [PO] and ethylene oxide blocks [EO].
- r is in each case an integer number of the size such that the hydrophobic part Z, in particular with Z equal to -CH (CH 3 ) -CH 2 -O-, of the polyoxyalkylene block co-polymer has a molecular weight between 450 and 3400, in particular between 900 to 3400 g / mol
- v is in each case an integer number of the size which corresponds to the hydrophilic part EO, with EO equal to -CH 2 -CH 2 -O-, from about 10 to 90% by weight of the block co Polymers.
- each r is an integer size, that the hydrophobic portion Z of the polyoxyalkylene block co-polymer has a molecular weight in the range of 1100 to 2300 g / mol, and v is an integer of the size the hydrophilic part EO is about 10 to 80% by weight of the block co-polymer.
- r means an integer number of size that the hydrophobic part Z of the polyoxyalkylene block co-polymer has a molecular weight in the range of about 1750 g / mol plus plus / minus 50 g / mol, and v independently one whole each
- the number of the size is that the hydrophilic part EO is about 80 wt% with plus minus 10 wt% of the block co-polymer.
- the molecular weight is understood as the average molecular weight and can preferably be determined by the hydroxyl value.
- the expert is the
- v can be in the range from 10 to 500, in particular between 10 and 300, preferably between 10 and 250, particularly preferably between 10 and 200, very preferably v independently between 40 and 100 or v with 70 plus /. minus 10.
- numbers in the range of 10 to 100 are preferred, especially between 10 to 70, more preferably between 10 to 60, most preferably r is about 30 plus / minus 5.
- the triblock co-polymers used according to the invention can be present in liquid or solid form.
- the molecular weight of the triblock copolymers is between 940 and 10,000, preferably between 1,000 and 10,000.
- the molecular weights for the two ethylene oxide blocks may be around 7,000 down to 980, 550, 500 or 400.
- Propylene oxide blocks are preferably in the range of 450 to 3300,
- each v is independently an integer and the two ethylene oxide blocks between 10 to 90 wt .-%, preferably between 20 to 85 wt .-% plus / minus 5% by weight with respect to the total polyoxyalkylene block co-polymer.
- the preferred triblock co-polymer may have the combination of on average v independently equal to or equal to 70 ⁇ 10 and r equal to 30 ⁇ 5, respectively.
- the molecular weights are preferably in a range of 4,000 to 15,000, more preferably 10,000 to 15,000, more preferably 13,000 to 14,600. Examples thereof
- EO / PO / EO polymers have a molecular weight distribution of EO together 4000 and PO of 1000 at a molecular weight of 5000, or EO together 1200 and PO of 4800 and together 16000, or EO together 8500 and PO of 1500 and together of 10000 , or EO together 10400 and PO of 2600 and together of 13000, or also of EO together 1 1680 and PO of 2920 and together of 14600 on.
- liquid and solid triblock copolymers as a mixture / blend in the composition.
- 80 to 98 wt .-% of the total composition of triblock co-polymers of the liquid polymer and 2 to 20 wt .-% of the solid polymer are used, preferably 85 to 95 wt .-% of the liquid polymer and 5 bis 15% by weight of the solid polymer, more preferably 88 to 92% by weight of the liquid and 8 to 12% by weight of the solid polymer in a polyoxyalkylene block copolymer blend.
- the present composition is essentially free from volatile solvents, preferably from hydrolysis alcohol, and in particular does not release any hydrolysis alcohol when crosslinked.
- volatile solvents preferably from hydrolysis alcohol
- the content of organic solvents, in particular volatile solvents, in the total composition is preferably below 5 wt .-% to 0 or 0.0001 wt .-%, or to
- Detection limit with all components in the composition in total 100 wt .-%.
- the content of organic solvents is particularly preferred in the total composition between 3 to 0.0001 wt .-%, in particular 1, 0 to 0.0001 wt .-%, preferably between 0.5 to 0.0001 wt .-% or to
- Volatile solvents include alcohols, such as methanol, ethanol, isopropanol, n-propanol, and alkoxy groups which hydrolyze to alcohols, or methoxyethanol, which are either added to the formulation or formed by hydrolysis of the alkoxysilanes, and all others
- solvents such as ketones, ethers and the like.
- the active substance content of the composition of oligomeric organopolysiloxanes in the total composition according to the invention is between 0.001 to 60 wt .-%, in particular between 0.1 to 50 wt .-%, preferably between 0.5 to 30 wt .-%, particularly preferably 1 to 20 Wt .-%, most preferably 1, 5 to 15 wt .-%.
- the content of the wetting agent is in the total composition
- the wetting agent is at least one polyoxyalkylene block co-polymer or a mixture of these, preferably a wetting agent of the general formula VI.
- the content is 0.01 to 3 wt .-%,
- the wetting agents mentioned are from 0.1 to 2% by weight, in particular from 0.2 to 1.5% by weight, more preferably from 0.25 to 1.5% by weight, very particularly preferably at 0.3 to 1 wt .-%.
- this composition may advantageously have inorganic particles or fillers such as silica, precipitated silica, flame silicic acid, quartz, titanium dioxide, calcium carbonate, gypsum, ATH, alpha and gamma Al 2 O 3, magnesium hydroxide / oxide, iron oxides in order to increase their abrasion resistance and scratch resistance , Clay minerals, phyllosilicates, cerium oxide, yttrium oxide, calcium oxide,
- Germanium oxide and corresponding hydroxides and oxide hydrates and mixtures of at least two of the aforementioned compounds with one another or other metal oxides known to those skilled in the art are present.
- the stated particles or fillers may be added as a powder, paste or in aqueous dispersion, optionally in stabilized dispersions.
- a composition comprising a
- Silica dioxide a flame-silica, a precipitated silica or mixtures thereof has proven to be particularly advantageous in spray application.
- aqueous dispersion in particular as an aqueous dispersion or as an aqueous dispersible flame or precipitated silica used in the preparation of the composition.
- the content of the aforementioned inorganic particles or fillers such as silica, flame silica and / or
- Precipitated silica between 0.001 to 10 wt .-% with respect to the
- Total composition in particular between 3 to 0.1 wt .-%, preferably between 2.5 to 0.2, particularly preferably between 2 to 0.25 wt .-%. In this case, further 0.6 to 0.02 wt .-%, 0.5 to 0.04 wt .-% and most preferably 0, 4 to 0.05 wt .-% of a content of silica, flame silicic acid and / or Precipitated silica relative to the total composition.
- Preferred average particle sizes (primary particles) or aggregate sizes of the flame silica (d50) are between 1 nm and 500 nm, preferably between 1 nm and 250 nm, particularly preferably between 1 nm and 150 nm.
- Preferably used stabilized aqueous dispersions of flame silicic acid have a content of 12 to 50 wt .-% with respect to the entire aqueous dispersion, wherein usually the particle sizes or sizes of
- compositions include organopolysiloxanes at 0.001 to 60% by weight, the wetting agent at 0.001 to 5% by weight and optionally inorganic particles or fillers such as silica, flame silicic acid and / or precipitated silica at 0.001 to 10% by weight, respectively on the
- compositions may also contain small amounts of water-soluble solvent.
- a composition according to the invention comprises, for example, 1 to 15% by weight of organopolysiloxanes, 0.01 to 2% by weight of the wetting agent, in particular of the polyoxyalkylene block co-polymer, preferably of the formula VI; optionally from 0.1 to 3% by weight of inorganic particles or fillers, such as silicon dioxide,
- compositions are substantially storage stable. This means they do not show any visible changes like cloudiness or
- the composition can be made homogeneous again by stirring.
- composition according to the invention may contain at least one of the following components from the series pigments, fillers, binders, crosslinkers, optical brighteners, paint assistants or other auxiliaries.
- Organosiloxanes and preferably VOC-free organosiloxanes, in particular of the general formula I, the following alkoxysilanes are preferably used, hydrolyzed and / or condensed and VOC-free:
- alkoxysilane of the formula II aminopropyltriethoxysilane
- alkoxysilane of the formula III tridecafluoro-1,1,2,2-tetrahydrooctyl-1-trimethoxysilane or tridecafluoro-1,1,2,2-tetrahydrooctyl-1-triethoxysilane,
- alkoxysilane of the formula IV dimethyldimethoxysilane, dimethyldiethoxysilane,
- alkoxysilane of the formula V methyltrimethoxysilane, methyltriethoxysilane,
- the organosiloxanes are prepared, for example-but not exclusively
- EP 0 846 717 A2 and EP 1 193 302 A2 are fully incorporated by reference and made the subject of the present application.
- the invention also provides a process for the preparation of a
- composition as well as a composition obtainable by this method by
- Organosiloxane or a mixture of organosiloxanes which are derived from alkoxysilanes of the formulas II, III, IV and / or V, in particular as named in claim 1, and have crosslinking structural elements which form chain-like, cyclic, crosslinked and / or spatially crosslinked structures, preferably at least one structure in idealized form of the general formula I corresponds, or
- polyoxyalkylene block co-polymer or a mixture of polyoxyalkylene block co-polymers comprising at least two different alkylene oxide groups each having 1 to 8 C atoms, in particular having 1 to 5 C atoms, as defined above, and a molecular weight in the range of 450 to 15,000, preferably 940 to 15,000, preferably 1000 to 15,000 or a mixture thereof
- aqueous, oligomeric organosiloxanes in particular aminoalkyl, aminopropyl / methyl and fluoroalkyl-functional organosiloxanes, with a triblock copolymer or a mixture of these polymers and
- silica such as precipitated silica or flame silica.
- the mixing may be carried out by separately or jointly stirring the polymers and / or the silica into the aqueous organosiloxanes.
- an aqueous dispersion or an aqueous dispersible flame or precipitated silica is mixed with an aqueous organosiloxane-containing composition of the silica.
- Precipitated silicic acids can be avoided as a rule a complex homogenization under high stirring speeds.
- an alkaline stabilized flame silica with a content of 10 to 50 wt .-% in the aqueous dispersion, preferably by 20 ⁇ 1 wt .-% with respect to the
- Dispersion can be used.
- the viscosity of this dispersion is advantageously set to less than or equal to 300 mPa s (measured at shear rates of 100 s -1 measured in accordance with DIN EN ISO 32 19) and the pH is in the range from 9 to 10.
- a stabilizing agent it is possible, for example not exclusively - potassium hydroxide should be present
- Flame silica particles may be as explained above.
- Particularly preferred is an aqueous dispersion of a flame or silica, aqueous
- Silica added to the organosiloxanes.
- a polyoxyalkylene block co-polymer or a mixture of polyoxyalkylene block co-polymers is mixed with the organosiloxane, wherein the polyoxyalkylene block co-polymers at least two different
- HO (EO) v [Z] r - (EO) v -H (VI) is -CH Z (CH 3) -CH 2 -O-, - (CH 2) 3 -O-, - (CH 2 ) 4 is -O- or -CH (C 6 H 6 ) -CH 2 -O- and EO is -CH 2 -CH 2 -, v is independently an integer of size, that the hydrophilic part EO is 5 to 95 Weight percent of the block co-polymer and r is an integer size means that the hydrophobic part Z has a molecular weight of at least 450 g / mol.
- the above-described triblock co-polymers having the stated molecular weights total or the PO, EO blocks, v, r and / or weight percent of EO blocks in the block co-polymers can be used.
- Particular preference is given here to polyoxyalkylene block copolymers of the formula VI in which r is an integer of the size such that the hydrophobic part Z of the polyoxyalkylene block co-polymer has a molecular weight in the range of 1750 g / mol plus / minus 50 g / mol, and v is independently an integer of the size that the hydrophilic part EO is about 80 wt% plus plus 10 wt% of the block co-polymer.
- the polyoxyalkylene block co-polymers used to prepare the composition may preferably also have EO parts of different lengths.
- the values of the numbers of the two v in formula VI are independent of each other and may therefore differ significantly.
- the organosiloxane can also be stirred into an aqueous flame or precipitated silica dispersion to prepare the composition and then the polyoxyalkylene block co-polymers are stirred in.
- an aqueous dispersion of a flame or precipitated silica may first be stirred into aqueous organosiloxanes and then the polyoxyalkylene block co-polymers mixed therewith.
- compositions thus obtained may preferably be diluted further with water or expediently a suitable solvent, for use on inorganic materials, preferably porous inorganic substrates, such as concrete, sand-lime brick, bricks, paving stones, in particular according to DIN 18 501 screed, granite, marble, Sandstone, natural stone content of 1 to 20 wt .-% of oligomeric organosiloxanes for optimum results in terms of film-forming properties and the oleophobic and hydrophobic effect has been found to be particularly preferred.
- a suitable solvent for use on inorganic materials, preferably porous inorganic substrates, such as concrete, sand-lime brick, bricks, paving stones, in particular according to DIN 18 501 screed, granite, marble, Sandstone, natural stone content of 1 to 20 wt .-% of oligomeric organosiloxanes for optimum results in terms of film-forming properties and the oleophobic and hydrophobic effect has been found to be particularly preferred.
- compositions obtainable according to the invention can be diluted with water in virtually any ratio, in particular between 1: 100 to 100: 1 and in all ratios lying therebetween.
- the invention also provides the use of the invention
- composition or a method in which a one to four times applied to a substrate, wherein after each application, a drying and / or crosslinking step, and the application is preferably carried out by spraying.
- the composition may be applied more dilute to the surface upon first spraying than on second or further spray application.
- the spray application can be repeated as often as desired
- compositions may include dipping, brushing, rolling, knife-coating, triturating, polishing or flooding.
- essentially contiguous films are preferred on the
- a suitable for the process used concentration of organosiloxanes in the composition is set. Depending on the processing method, therefore, the concentration may range from 0.01% by weight of organosiloxanes to as much as 99.5% by weight in the composition.
- the application methods are well known to the respective person skilled in the art.
- a coating applied to a substrate can be cured under ambient conditions and / or by an additional thermal and / or photochemical treatment or set with the substrate.
- inorganic or organic substrates can thus be treated with a composition according to the invention, or a composition according to the invention can be used as starting material component in
- the invention also provides the use of a composition of substantially completely hydrolyzed, oligomeric organosiloxanes and
- Polyoxyalkylene block co-polymers and optionally silicon dioxides are preferred.
- Water-based precipitated silica or flame-silica in particular according to one of claims 1 to 15, for the treatment, modification, preparation of formulations, substrates, articles, coatings, organic or
- inorganic materials or composite materials or for the coating of substrates for hydrophobization and oleophobization and for the dirt and ink repellent finishing of surfaces or porous substrates, mineral building materials, metals, plastics, for the protection of buildings and facades, for the silanization of fillers and pigments for the improvement of the rheological properties of polymer dispersions and emulsions, for hydrophobization and oleophobization as well as dirt and ink repellent
- the end product according to the invention or the composition of the invention is usually liquid and low to slightly viscous, the viscosity is in particular for a spray application below 1500 mPa s to 0.001 mPa s, preferably between 1000 and 1 mPa s, preferably below 300 mPa s , preferably below 200 mPa s, more preferably below 100 mPa s, better between 100 mPa s and 1 mPa s, further preferred ranges are from 200 to 1 mPa s, in particular from 100 and 10 mPa s (the viscosity is determined according to DIN 53015) ).
- Figure 1 shows a coating of a specimen with unmodified
- FIG. 2 shows a coating of a test specimen after two times
- FIG. 3 shows a coating of a test specimen after two times
- Example 3 as Example 2, but without the addition of flame silica.
- Comparative composition without the inventive wetting agent shows a significant droplet formation (1).
- the formation of droplets (1) is clearly visible in the figure at the points which reflect the light more strongly. The educated
- FIG. 3 shows a
- FIG. 3 shows a comparative composition - according to Example 1 without wetting assistant - after two spray applications with intermediate drying.
- Figure 3 shows a clear
- Table 1 show that the cleaning of conventional graffiti paints with excellent results is possible when treating concrete with mixtures according to the invention. A Ci value of> 80 is considered an excellent cleaning result. At the same time, the stickiness of the surface corresponds to that of the untreated comparison body. Table 1 :
- the concrete slabs are sprayed with Edding 800 permanent marker black, acrylic paint RAL 3000 flame red, Genius Pro Aqua multicolour spray varnish high gloss gentian blue.
- the three color stains are dried for 60 min at room temperature, followed by cleaning with a chemical cleaner N-methylpyrrolidone (NMP). This is done by allowing the cleaner to act on the spray paint for 10 minutes, then rinsing under running water and gently brushing the surface off.
- the specimens are then dried at 60 ° C for 15 min and cooled to RT. This process is performed a total of 10 times.
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- Paints Or Removers (AREA)
Abstract
L'invention concerne une composition qui convient à la réalisation de revêtements antigraffitis, contenant des organosiloxanes oligomères, pour l'essentiel solubles dans l'eau, et pour l'essentiel entièrement hydrolysés ainsi qu'au moins un copolymère à blocs de polyoxyalkylène en tant qu'agent mouillant, et de l'eau. L'invention concerne également un procédé de fabrication de cette composition, ainsi que sur son utilisation. Les compositions selon l'invention présentent des propriétés filmogènes améliorées, qui se manifestent par le fait que, lors de l'application, par exemple sur des subjectiles minéraux poreux, des films cohérents peuvent être produits sans former de gouttelettes.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102010003579A DE102010003579A1 (de) | 2010-04-01 | 2010-04-01 | Formulierung geeignet zur Verwendung als Antigraffiti-Beschichtung mit verbesserten Benetzungseigenschaften |
PCT/EP2011/052110 WO2011120735A1 (fr) | 2010-04-01 | 2011-02-14 | Formulation convenant à une utilisation en tant que revêtement antigraffitis, présentant des propriétés mouillantes améliorées |
Publications (1)
Publication Number | Publication Date |
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EP2553022A1 true EP2553022A1 (fr) | 2013-02-06 |
Family
ID=44072585
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP11704763A Withdrawn EP2553022A1 (fr) | 2010-04-01 | 2011-02-14 | Formulation convenant à une utilisation en tant que revêtement antigraffitis, présentant des propriétés mouillantes améliorées |
Country Status (7)
Country | Link |
---|---|
US (1) | US20130040058A1 (fr) |
EP (1) | EP2553022A1 (fr) |
JP (1) | JP2013523923A (fr) |
CN (1) | CN102939342A (fr) |
AU (1) | AU2011234795A1 (fr) |
DE (1) | DE102010003579A1 (fr) |
WO (1) | WO2011120735A1 (fr) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102005004872A1 (de) * | 2005-02-03 | 2006-08-10 | Degussa Ag | Wässrige Emulsionen von funktionellen Alkoxysilanen und deren kondensierten Oligomeren, deren Herstellung und Verwendung zur Oberflächenbehandlung |
US9040608B2 (en) | 2010-04-01 | 2015-05-26 | Evonik Degussa Gmbh | Curable mixture |
DE102011007142A1 (de) | 2011-04-11 | 2012-10-11 | Evonik Degussa Gmbh | Lösung umfassend Propyl-funktionelle Alkali-Siliconate, Silikate sowie Verfahren zu deren Herstellung |
DE102011007137A1 (de) | 2011-04-11 | 2012-10-11 | Evonik Degussa Gmbh | Lösung umfassend organofunktionelle Alkali-Siliconate, Silicate sowie Verfahren zu deren Herstellung |
DE102011086362A1 (de) | 2011-11-15 | 2013-05-16 | Evonik Industries Ag | Zusammensetzung umfassend Block-Co-Kondensate von Propyl-funktionellen Alkali-Siliconaten und Silicaten sowie Verfahren zu deren Herstellung |
CN104968760B (zh) | 2012-11-19 | 2019-02-05 | 3M创新有限公司 | 使含烃地层与氟化离子聚合物接触的方法 |
CN105263973B (zh) | 2012-11-19 | 2019-06-14 | 3M创新有限公司 | 包含氟化聚合物和非氟化聚合物的组合物及其制备和使用方法 |
CA2906617C (fr) * | 2013-03-15 | 2021-11-02 | Richard WOLBERS | Revetement transparent reversible aqueux protecteur pour des substrats |
US11697746B2 (en) | 2013-03-15 | 2023-07-11 | Conservation Technologies, Llc | Protective water reversible clear coating for substrates |
DE102014206359A1 (de) | 2014-04-03 | 2015-10-08 | Evonik Degussa Gmbh | VOC-arme Dialkyl-funktionelle Alkoxysiloxane, Verfahren und deren Verwendung als hydrophobierende Imprägniermittel für mineralische Baustoffe |
WO2016036415A1 (fr) | 2014-09-02 | 2016-03-10 | Apple Inc. | Interface utilisateur de message électronique |
MX2018008028A (es) | 2016-01-27 | 2018-08-23 | Momentive Performance Mat Inc | Composicion de revestimiento de silicon resistente a la recoleccion de suciedad. |
ES2940315T3 (es) | 2017-08-23 | 2023-05-05 | Conservation Tech Llc | Revestimiento protector reversible con agua para sustratos |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4648904A (en) * | 1986-02-14 | 1987-03-10 | Scm Corporation | Aqueous systems containing silanes for rendering masonry surfaces water repellant |
US5449712A (en) * | 1993-01-13 | 1995-09-12 | Thoro System Products, Inc. | Organosilicon emulsions for rendering porous substrates water repellent |
DE19644561C2 (de) | 1996-10-26 | 2003-10-16 | Degussa | Verfahren zur Herstellung von Fluoralkyl-Gruppen tragenden Silicium-organischen Verbindungen |
DE19649953A1 (de) | 1996-12-03 | 1998-06-04 | Huels Chemische Werke Ag | Fluoralkyl-funktionelle Organopolysiloxan-haltige Zusammensetzungen auf Wasserbasis, Verfahren zu deren Herstellung sowie deren Verwendung |
DE19955047C2 (de) | 1999-11-15 | 2003-07-03 | Degussa | Triamino- und fluoralkylfunktionelle Organosiloxane |
EP1715010B1 (fr) | 2000-04-11 | 2008-06-25 | Seiko Epson Corporation | Composition d'encre |
DE10049153A1 (de) | 2000-09-27 | 2002-04-11 | Degussa | Farbe, Lack, Schadstoffe, Bioorganismen, Öl, Wasser, und/oder Schmutz abweisende Beschichtung |
US20090118421A1 (en) * | 2007-11-02 | 2009-05-07 | Momentive Performance Materials Inc. | Copolymer of epoxy compounds and amino silanes |
-
2010
- 2010-04-01 DE DE102010003579A patent/DE102010003579A1/de not_active Withdrawn
-
2011
- 2011-02-14 EP EP11704763A patent/EP2553022A1/fr not_active Withdrawn
- 2011-02-14 JP JP2013501703A patent/JP2013523923A/ja not_active Withdrawn
- 2011-02-14 CN CN2011800299681A patent/CN102939342A/zh active Pending
- 2011-02-14 AU AU2011234795A patent/AU2011234795A1/en not_active Abandoned
- 2011-02-14 WO PCT/EP2011/052110 patent/WO2011120735A1/fr active Application Filing
- 2011-02-14 US US13/638,702 patent/US20130040058A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
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See references of WO2011120735A1 * |
Also Published As
Publication number | Publication date |
---|---|
JP2013523923A (ja) | 2013-06-17 |
WO2011120735A1 (fr) | 2011-10-06 |
US20130040058A1 (en) | 2013-02-14 |
AU2011234795A1 (en) | 2012-11-01 |
DE102010003579A1 (de) | 2011-10-06 |
CN102939342A (zh) | 2013-02-20 |
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