CN111417692B - Anti-graffiti coating compositions - Google Patents
Anti-graffiti coating compositions Download PDFInfo
- Publication number
- CN111417692B CN111417692B CN201780096594.2A CN201780096594A CN111417692B CN 111417692 B CN111417692 B CN 111417692B CN 201780096594 A CN201780096594 A CN 201780096594A CN 111417692 B CN111417692 B CN 111417692B
- Authority
- CN
- China
- Prior art keywords
- coating composition
- resin
- alkoxy
- component
- silicone oil
- 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.)
- Active
Links
- 239000008199 coating composition Substances 0.000 title claims abstract description 141
- -1 alkoxy silicon Chemical compound 0.000 claims abstract description 89
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 73
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 69
- 229920005989 resin Polymers 0.000 claims abstract description 67
- 239000011347 resin Substances 0.000 claims abstract description 67
- 239000010703 silicon Substances 0.000 claims abstract description 55
- 229920002545 silicone oil Polymers 0.000 claims abstract description 55
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000003054 catalyst Substances 0.000 claims abstract description 29
- 238000000576 coating method Methods 0.000 claims description 85
- 239000011248 coating agent Substances 0.000 claims description 72
- 229920000570 polyether Polymers 0.000 claims description 47
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 41
- 229910000077 silane Inorganic materials 0.000 claims description 38
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000004593 Epoxy Substances 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 239000003960 organic solvent Substances 0.000 claims description 10
- 229910052701 rubidium Inorganic materials 0.000 claims description 10
- 229910018540 Si C Inorganic materials 0.000 claims description 9
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 9
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 29
- 239000002904 solvent Substances 0.000 abstract description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 21
- 239000003973 paint Substances 0.000 description 21
- 239000000758 substrate Substances 0.000 description 21
- 229920002050 silicone resin Polymers 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 17
- 239000000203 mixture Substances 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 12
- 238000001723 curing Methods 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 229920001296 polysiloxane Polymers 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 150000003961 organosilicon compounds Chemical class 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920004482 WACKER® Polymers 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000004568 cement Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 125000001624 naphthyl group Chemical group 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910021485 fumed silica Inorganic materials 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 3
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000006254 rheological additive Substances 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 2
- FWTMTMVDOPTMQB-UHFFFAOYSA-N 2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CC(C)CN FWTMTMVDOPTMQB-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 2
- KAQVOKWBCLGYFT-UHFFFAOYSA-N 4-[dimethoxy(methyl)silyl]-2,2-dimethylbutan-1-amine Chemical compound CO[Si](C)(OC)CCC(C)(C)CN KAQVOKWBCLGYFT-UHFFFAOYSA-N 0.000 description 2
- ZQJUGNSCGMEIHO-UHFFFAOYSA-N 4-[dimethoxy(methyl)silyl]butan-1-amine Chemical compound CO[Si](C)(OC)CCCCN ZQJUGNSCGMEIHO-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 241000207199 Citrus Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000020971 citrus fruits Nutrition 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 125000005375 organosiloxane group Chemical group 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 2
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 239000004526 silane-modified polyether Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000003553 thiiranes Chemical group 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 125000005023 xylyl group Chemical group 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 1
- 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 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- KIJDMKUPUUYDLN-UHFFFAOYSA-N 2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CO[Si](OC)(OC)CCC(C)(C)CN KIJDMKUPUUYDLN-UHFFFAOYSA-N 0.000 description 1
- CZVSRHMBQDVNLW-UHFFFAOYSA-N 2-[dimethoxy(methyl)silyl]ethanamine Chemical compound CO[Si](C)(OC)CCN CZVSRHMBQDVNLW-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- KPGQWRKCVVVDGP-UHFFFAOYSA-N 2-methyl-4-trimethoxysilylbutan-1-amine Chemical compound CO[Si](OC)(OC)CCC(C)CN KPGQWRKCVVVDGP-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- QHQNYHZHLAAHRW-UHFFFAOYSA-N 2-trimethoxysilylethanamine Chemical compound CO[Si](OC)(OC)CCN QHQNYHZHLAAHRW-UHFFFAOYSA-N 0.000 description 1
- QWSYNCGLNGCTQP-UHFFFAOYSA-N 3-[3-(dimethoxymethylsilyl)propoxy]propan-1-amine Chemical compound COC(OC)[SiH2]CCCOCCCN QWSYNCGLNGCTQP-UHFFFAOYSA-N 0.000 description 1
- SIXWIUJQBBANGK-UHFFFAOYSA-N 4-(4-fluorophenyl)-1h-pyrazol-5-amine Chemical compound N1N=CC(C=2C=CC(F)=CC=2)=C1N SIXWIUJQBBANGK-UHFFFAOYSA-N 0.000 description 1
- QAPHWZATUFXMGN-UHFFFAOYSA-N 4-trimethoxysilylbutan-2-amine Chemical compound CO[Si](OC)(OC)CCC(C)N QAPHWZATUFXMGN-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229920005682 EO-PO block copolymer Polymers 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910020388 SiO1/2 Inorganic materials 0.000 description 1
- 229910020447 SiO2/2 Inorganic materials 0.000 description 1
- 229910020485 SiO4/2 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- LXXVRAOHTIEOQW-UHFFFAOYSA-K [Bi+3].CC(C)(C)CCCCCCCC([O-])=O.CC(C)(C)CCCCCCCC([O-])=O.CC(C)(C)CCCCCCCC([O-])=O Chemical compound [Bi+3].CC(C)(C)CCCCCCCC([O-])=O.CC(C)(C)CCCCCCCC([O-])=O.CC(C)(C)CCCCCCCC([O-])=O LXXVRAOHTIEOQW-UHFFFAOYSA-K 0.000 description 1
- NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical compound CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
- KIUCLRQNNKHLDB-UHFFFAOYSA-N [dimethoxy(methyl)silyl]methanamine Chemical compound CO[Si](C)(CN)OC KIUCLRQNNKHLDB-UHFFFAOYSA-N 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- CBWLQRUXCZLHIA-UHFFFAOYSA-N [methoxy(dimethyl)silyl]methanamine Chemical compound CO[Si](C)(C)CN CBWLQRUXCZLHIA-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- NUMHJBONQMZPBW-UHFFFAOYSA-K bis(2-ethylhexanoyloxy)bismuthanyl 2-ethylhexanoate Chemical compound [Bi+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O NUMHJBONQMZPBW-UHFFFAOYSA-K 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 150000001621 bismuth Chemical class 0.000 description 1
- 150000001622 bismuth compounds Chemical class 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
- SXPLZNMUBFBFIA-UHFFFAOYSA-N butyl(trimethoxy)silane Chemical compound CCCC[Si](OC)(OC)OC SXPLZNMUBFBFIA-UHFFFAOYSA-N 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000011083 cement mortar Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 238000013005 condensation curing Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 1
- WNVQCJNZEDLILP-UHFFFAOYSA-N dimethyl(oxo)tin Chemical compound C[Sn](C)=O WNVQCJNZEDLILP-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 1
- SCPWMSBAGXEGPW-UHFFFAOYSA-N dodecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCC[Si](OC)(OC)OC SCPWMSBAGXEGPW-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- ZLNAFSPCNATQPQ-UHFFFAOYSA-N ethenyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C=C ZLNAFSPCNATQPQ-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012628 flowing agent Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- RSKGMYDENCAJEN-UHFFFAOYSA-N hexadecyl(trimethoxy)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OC)(OC)OC RSKGMYDENCAJEN-UHFFFAOYSA-N 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229910002011 hydrophilic fumed silica Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 description 1
- XFFPIAQRIDTSIZ-UHFFFAOYSA-N n'-[3-(dimethoxymethylsilyl)propyl]ethane-1,2-diamine Chemical compound COC(OC)[SiH2]CCCNCCN XFFPIAQRIDTSIZ-UHFFFAOYSA-N 0.000 description 1
- QRANWKHEGLJBQC-UHFFFAOYSA-N n-(trimethoxysilylmethyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CNC1CCCCC1 QRANWKHEGLJBQC-UHFFFAOYSA-N 0.000 description 1
- DRRZZMBHJXLZRS-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]cyclohexanamine Chemical compound CO[Si](C)(OC)CCCNC1CCCCC1 DRRZZMBHJXLZRS-UHFFFAOYSA-N 0.000 description 1
- COFBOACTGSWMJQ-UHFFFAOYSA-N n-[[dimethoxy(methyl)silyl]methyl]cyclohexanamine Chemical compound CO[Si](C)(OC)CNC1CCCCC1 COFBOACTGSWMJQ-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- UWSYCPWEBZRZNJ-UHFFFAOYSA-N trimethoxy(2,4,4-trimethylpentyl)silane Chemical compound CO[Si](OC)(OC)CC(C)CC(C)(C)C UWSYCPWEBZRZNJ-UHFFFAOYSA-N 0.000 description 1
- XYJRNCYWTVGEEG-UHFFFAOYSA-N trimethoxy(2-methylpropyl)silane Chemical compound CO[Si](OC)(OC)CC(C)C XYJRNCYWTVGEEG-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical compound [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 description 1
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
Abstract
The invention discloses a coating composition which is a single-component coating composition or a two-component coating composition and comprises the following components: alkoxy silicon resin, hydroxyl silicone oil with dynamic viscosity of less than 1000 mPas (25 ℃), amino silane and catalyst; wherein, when the coating composition is a two-component coating composition, the alkoxy silicon resin and the hydroxy silicone oil are present in different components. The coating composition takes the organic silicon as a main body, has excellent anti-graffiti performance and anti-sticking performance, and can realize zero solvent.
Description
Technical Field
The invention relates to the field of coatings, and particularly relates to an anti-graffiti coating composition.
Background
In recent years, damage caused by graffiti has received increasing attention. In public places, various sprayed doodles and randomly posted small advertisements can be seen anywhere in public transport vehicles such as subways, trains and buses or public facilities such as bus shelters, telegraph poles and outer walls, so that the appearance of a city is influenced, and a building structure is damaged to a certain extent. Currently, the cost of removing graffiti in public places is enormous in countries, but it is impractical to reduce the amount of graffiti. On the other hand, in the indoor home, children can randomly paint and scrabble on the wall surface of the home due to the nature, and the erosion of the marking pen and the oil pen is usually larger than that of the painted pen, so that great trouble is caused to parents. Therefore, there is a need to develop coatings with anti-graffiti properties that aim to remove graffiti in a simple way, e.g. only with water, even without water, with a paper towel/dry cloth.
At present, the anti-graffiti coatings commonly used on the market mainly comprise fluororesin coatings, water-based cross-linked fluorine-containing compound coatings, polyurethane coatings and organic silicon modified coatings. The organic silicon modified coating is an anti-graffiti coating obtained by modifying a common coating by using organic silicon as an additive/auxiliary agent. Polysiloxane has excellent hydrophobicity, oleophobicity and lubricity, and can obviously reduce the surface energy of a coating film when applied to the coating, and researches find that the surface with low surface energy can effectively prevent graffiti adhesion and pollution, so that some researches are carried out on organosilicon modified anti-graffiti coatings in the prior art.
CN101585995A discloses an organosilicon modified bi-component anti-graffiti coating based on acrylic resin, which comprises a component A and a component B, wherein the component A comprises hydroxy acrylic resin, fluorocarbon resin, modified polydimethylsiloxane resin, polyacrylate modified organosilicon resin, smooth flowing agent, flatting agent, defoaming agent, drier, dibutyltin dilaurate, butyl acetate and dimethylbenzene; the component B comprises hexamethyl diisocyanate biuret, butyl acetate and ethylene glycol ethyl ether acetate. The coating film formed by the organic silicon modified coating can resist graffiti and paste, and the oily pen on the surface of the coating film and the sprayed graffiti can be wiped off by lint-free cotton cloth dipped with a citrus-based detergent, but the coating contains organic solvents and VOC.
US9328259B discloses an elastomeric silicone emulsion anti-graffiti modifier for PVC coatings and example 2 discloses that the modifier comprises a silicon-based capped polyether, an alkoxy group containing polysiloxane, an emulsifier and water. The PVC coating modified with the elastomeric silicone emulsion has excellent tensile strength and elongation, and although US9328259B also qualitatively describes that the modified PVC coating has anti-graffiti properties, it is not characterized. In addition, after the modified PVC coating is formed into a film, the surface of the coating is easy to be sticky, easy to be dusty and poor in adhesion resistance.
EP1083195A discloses an alkoxylated resin-polymer organosiloxane network useful as an anti-graffiti coating additive and example 11 discloses the following process: i) mixed bis-hydroxy-terminated polydimethylsiloxane (kinematic viscosity at 25 ℃ C. of 75 mm)2/s)、74wt％Methyl radicalXylene solution of MQ silicone resin, 25 wt% sodium methoxide in methanol; ii) adding methyltrimethoxysilane, hexamethyldisiloxane and aminosilane to carry out reaction; iii) adding a neutralizing agent to the reaction product. Although EP1083195A discloses that the organosiloxane network has excellent tensile strength and generally describes its use as an additive for anti-graffiti coatings, its anti-graffiti properties have not been investigated.
In the anti-doodling paint, the organosilicon is used as an additive, and in order to achieve an ideal anti-doodling effect, the compatibility of the organosilicon and a paint system, whether the organosilicon can be quickly mixed into the paint system, whether negative effects are generated on other performances of the paint, whether good long-term anti-sticking property and dust resistance of a coating film can be endowed and the like need to be considered, and if the problems cannot be solved properly, the anti-doodling and anti-sticking effect of the paint can be directly influenced. In order to avoid possible negative effects of the organosilicon additive and the coating system, the subsequent prior art also carries out certain research on the anti-graffiti coating taking organosilicon as the main body.
US8772407B discloses a one-component silicone based coating composition and comparative example 6 discloses a coating composition consisting of a hydroxy silicone resin Dow Corning 805, an alkoxy silicone resin Dow Corning 3074, an aminosilane and an organotin catalyst, wherein Dow Corning 805 is a hydroxy silicone resin diluted with xylene with a resin content of 50 wt% and a VOC content of 503 g/L. Although the background section of US8772407B discloses that polysiloxane coatings have graffiti resistance, it does not characterize the graffiti resistance of the comparative example 6 coating composition.
US8277555B discloses a one-component, silicone-based anti-graffiti coating composition, and examples 1-3 disclose that the composition comprises a) a mixture of a methyl silicone resin containing 31 wt% alkoxy groups and a methyl phenyl silicone resin containing 18 wt% alkoxy groups, b) an organotin catalyst, c) an aminosilane, and d) a glycidyl group containing compound. The coating composition has a graffiti-resistant effect on marking pens, oil-based pens and spray paints, but the graffiti removal operation is inconvenient and requires the use of solvents for removal.
WO2011120735A discloses a one-component silicone-based anti-graffiti coating composition and example 3 discloses that the composition comprises a 15 wt% aqueous solution of an oligomeric amino fluoroalkyl organosiloxane, an ethylene oxide-propylene oxide block copolymer, and water. The composition has improved film-forming properties, has an anti-graffiti effect on markers and spray paints after film formation on a substrate, but is inconvenient in graffiti removal operation, requires a 10-minute action of N-methylpyrrolidone (NMP) on graffiti, is washed with water and lightly brushed on the surface, and is highly likely to abrade the coating film when removing graffiti.
Disclosure of Invention
In view of the problems mentioned in the background art: the existing organic silicon modified anti-graffiti paint and the anti-graffiti paint taking organic silicon as a main body usually contain organic solvents, the VOC content cannot well meet the environmental protection requirement, the anti-graffiti performance is not ideal, particularly, the graffiti is inconvenient to remove, solvents are needed to remove, and the coating film is possibly damaged during removal. The coating composition of the present invention has excellent anti-graffiti and anti-stick properties, and can achieve zero solvent.
In the present invention, the term "one-component paint" is also referred to as a one-pack paint or a one-pack paint, and refers to a paint in which a package is opened to cure the components into a film.
In the present invention, the term "two-component paint" is also called double-package paint or two-can paint, and refers to a paint in which two components are separately packaged and mixed in a specific ratio before use to be cured into a film.
In the present invention, the term "graffiti-resistant" encompasses two layers, one being that graffiti, such as paint, marker, oil pen, etc., cannot be painted on the coating by virtue of the low surface energy of the coating, which repels water and oil; and secondly, graffiti on the coating, such as spray paint, marking pens, oil pens and the like, can be easily removed, and graffiti marks are basically not left.
In the present invention, the term "sticking-resistant" means that the tape stuck on the coating layer is easily peeled off, and the appearance of the coating film is visually free from peeling, remarkable loss of gloss, and adhesive residue after the peeling tape is repeatedly stuck on the same area of the coating layer for more than 50 times.
In the context of the present invention, the term "silicone resin" means a thermosetting silicone system having a highly crosslinked structure, the R/Si (i.e. the average number of organic groups bonded to a silicon atom) value of which is less than 2, generally between 1.0 and 1.7, and which can be generally composed of difunctional and trifunctional organosilanes (for example MeSiCl)3、Me2SiCl2、MePhSiCl2、PhSiCl3) Obtained by hydrolytic condensation.
In the present invention, the term "silicon alkoxide resin" refers to a silicon resin having at least one silicon atom directly bonded to an alkoxy group.
In the present invention, the term "aminosilane" refers to an organosilicon compound containing at least one aminoalkyl-functional group directly attached to a silicon atom and at least one hydrolyzable group directly attached to the silicon atom.
In the present invention, the term "epoxysilane" refers to an organosilicon compound containing at least one epoxy or episulfide ring directly bonded to the silicon atom and at least one hydrolyzable group directly bonded to the silicon atom.
In the present invention, the term "alkoxysilane" refers to an organosilicon compound containing at least one alkoxy group directly bonded to a silicon atom and at least one non-hydrolyzable group directly bonded to a silicon atom.
In the present invention, the term "hydroxy silicone oil" means a linear polysiloxane having at least one terminal hydroxyl group, which remains in a liquid state at room temperature.
In the present invention, the term "catalyst" refers to a compound capable of catalyzing the curing of the coating composition.
In the present invention, the term "polyether" means that [ -C-O-C-]nPolymers of ether linkages, generally of the general structural formula:
in the formula, R1、R4May be H, alkyl or acyl; r2、R3May be H or alkyl.
In the present invention, the term "polyether" refers to, on the one hand, a chemically identical aggregate of macromolecules having the above general structural formula but different in degree of polymerization, molar mass and chain length, which is generally obtained by ring-opening homopolymerization or copolymerization of Ethylene Oxide (EO), Propylene Oxide (PO), Butylene Oxide (BO) or the like as a main raw material, and on the other hand, includes derivatives of these macromolecular aggregates derived from polymerization. The number average molecular weight Mn of the polyethers according to the invention is suitably in the range from 2000 to 22500 g/mol.
In the present invention, the term "silane-terminated polyether" refers to a terminated polyether obtained by substituting a majority of the active groups at the ends of the polyether molecular chains with silane small molecules through etherification, esterification or crosslinking reactions. The term "a majority" as used herein means that 80% or more of the terminal active groups at the ends of all polyether molecular chains are terminated with silane functional groups, preferably 85% or more, 90% or more, and more preferably 95% or more of the terminal active groups are terminated with silane functional groups. Suitable silane small molecules for capping have functional groups, such as isocyanate groups, that react with the reactive groups at the ends of the polyether molecular chain. The silane small molecules used for end capping are preferably alpha silanes, including difunctional alpha silanes and trifunctional alpha silanes.
In the present invention, the term "room temperature" has a technical meaning well known in the art, and is generally in the range of 23. + -. 2 ℃.
In the context of the present invention, unless otherwise specified, "kinematic viscosity" is measured in accordance with DIN 51562 at 25 ℃.
In the present invention, the "kinematic viscosity" is measured at 25 ℃ in accordance with DIN 51562, unless otherwise specified.
In a first aspect the present invention provides a coating composition comprising the following ingredients:
alkoxy silicon resin, hydroxyl silicone oil, aminosilane and a catalyst.
The coating composition may be a one-component system, i.e. the alkoxysilane resin, the hydroxy silicone oil, the aminosilane and the catalyst are present in one package. In order to avoid the chemical reaction of the alkoxy silicon resin and the hydroxyl silicone oil in the storage process to influence the service performance of the coating, a single-component system is not suitable to contain water. By "free of water" is meant that the amount of water in the system is less than 0.1 wt%, even less than 0.01 wt%, and even less than 0.001 wt%, based on the total weight of the coating composition. When the single component is cured to form a film, alkoxy in the system reacts with hydroxyl under the action of a catalyst, and the alkoxy can be hydrolyzed and condensed with water in the air under the action of the catalyst to be cured. To facilitate curing of the coating composition, the molar amount of alkoxy groups in the component is significantly greater than the molar amount of hydroxyl groups.
The coating composition may also be a two-component system, i.e. the alkoxy silicon resin, the hydroxy silicone oil, the aminosilane and the catalyst are present in two packages, in particular the alkoxy silicon resin and the hydroxy silicone oil are present in different packages, and the aminosilane and the catalyst may optionally be present in the same package, or in different packages, or in both packages. When the two components are mixed, alkoxy in one component reacts with hydroxyl in the other component under the action of a catalyst, and the mixture is cured to form a film; the alkoxy in one component can be hydrolyzed and condensed with water in the air under the action of a catalyst to be solidified. To facilitate curing of the coating composition, the molar amount of alkoxy groups in one component is significantly greater than the molar amount of hydroxyl groups in the other component. In the present invention, for storage of the coating composition, a two-component system is preferred. The two-component system of the present invention may contain a small amount of water or be substantially free of water, for example, the amount of water in the hydroxyl-containing silicone oil component is less than 2% by weight and the amount of water in the alkoxy-containing silicone resin component is less than 0.1% by weight, based on the total weight of the coating composition.
Further, in order to improve the flexibility of the coating film and facilitate the application of the coating composition to a substrate having ductility, such as a metal substrate, the coating composition of the present invention may further include a silane-terminated polyether. Since silane-terminated polyethers have a comparatively high reactivity, coating compositions containing silane-terminated polyethers are preferably two-component systems in which the silane-terminated polyether and the hydroxy silicone oil are present in different components. In one embodiment of the present invention, the coating composition comprises the following components: alkoxy silicon resin, silane terminated polyether, hydroxyl silicone oil, aminosilane and a catalyst; wherein, the alkoxy silicon resin and the silane terminated polyether exist in the same component A, and the hydroxyl silicone oil exists in the other component B. When the silane-terminated polyether content is relatively low, for example less than 6 wt%, such as 5 wt%, 4 wt%, 3 wt%, 2 wt%, 1 wt%, based on the total weight of the coating composition, the silane-terminated polyether-containing coating composition may also be a one-component system.
Further, in order to promote the curing of the coating composition and improve the adhesion of a coating film to an inorganic substrate, the coating composition of the present invention may further include an epoxysilane, and the coating composition containing the epoxysilane may be a one-component system or a two-component system. In the two-component system, the epoxysilane and the hydroxysilicone oil are preferably present in separate components. In one embodiment of the present invention, the coating composition comprises the following components: alkoxy silicon resin, epoxy silane, hydroxyl silicone oil, amino silane and a catalyst; wherein, the alkoxy silicon resin and the epoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B.
Furthermore, in order to promote the dispersion of each component and facilitate the leveling and construction of the coating, the coating composition of the invention can also comprise alkoxy silane, and the coating composition containing alkoxy silane can be a one-component system or a two-component system. In the two-component system, the alkoxysilane and the hydroxysilicone oil are preferably present in different components. In one embodiment of the present invention, the coating composition comprises the following components: alkoxy silicon resin, alkoxy silane, hydroxyl silicone oil, amino silane and a catalyst; wherein, the alkoxy silicon resin and the alkoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B.
In one embodiment of the present invention, the coating composition comprises the following components: alkoxy silicon resin, silane terminated polyether, epoxy silane, hydroxyl silicone oil, aminosilane and a catalyst; wherein, the alkoxy silicon resin, the silane terminated polyether and the epoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B. In another embodiment of the present invention, the coating composition comprises the following ingredients: alkoxy silicon resin, silane terminated polyether, epoxy silane, alkoxy silane, hydroxyl silicone oil, amino silane and a catalyst; wherein, the alkoxy silicon resin, the silane terminated polyether, the epoxy silane and the alkoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B.
Alkoxy silicon resin
In the present invention, the alkoxy silicon resin may be any silicone resin having alkoxy functional groups known in the art, including alkoxy silicon resins having a highly branched molecular structure, a network-like molecular structure, or a cage-like molecular structure. In general, silicone resins typically have the following general structural formula:
(M)a(D)b(T)c(Q)d(I)
in formula I, M represents a monofunctional siloxy unit R3SiO1/2(ii) a D represents a bifunctional siloxy unit R2SiO2/2(ii) a T represents a trifunctional siloxy unit RSiO3/2(ii) a Q represents a tetrafunctional siloxy unit SiO4/2；
In the formula I, a, b, c and d are not zero at the same time.
In formula I, the R group in M, D, T, Q can be a functional group, a non-functional group, or a combination thereof; for example, there may be an alkyl group such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, undecyl or octadecyl; aryl, such as phenyl, tolyl, xylyl, benzyl or 2-phenylethyl; alkenyl: such as ethenyl, propenyl, butenyl or hexenyl; alkynyl: such as ethynyl, propynyl or butynyl.
In the present invention, the silicon alkoxide resin may include any one or more of M, D, T and Q structural units. For example, the alkoxy silicon resin may include an MD resin containing M and D structural units, an MT resin containing M and T structural units, an MQ resin containing M and Q structural units, a DT resin containing D and T structural units, and an MDT resin containing M, D and T structural units. The alkoxy silicon resin is preferably an alkoxy terminated DT resin and/or a T resin. In one embodiment of the present invention, the alkoxy-terminated DT or T resin has C on the surface6The above alkyl or aryl substituents, for example phenyl, hexyl such as n-hexyl, heptyl such as n-heptyl, octyl such as n-octyl, and isooctyl (such as 2,4, 4-trimethylpentyl) to improve the alkali resistance and durability of the coating composition.
In the present invention, the number average molecular weight Mn of the alkoxy silicon resin is suitably below 2000g/mol, such as 400-2000g/mol, e.g. 400-700g/mol, 700-1000g/mol, 1000-1500g/mol, 1500-2000g/mol, or the alkoxy silicon resinThe kinematic viscosity at 25 ℃ is suitably 500mm2Less than s, e.g. 100-2As 100 and 250mm2/s、250-350mm2/s、350-500mm2/s。
In the present invention, the alkoxy silicon resin is suitably used in an amount of 38 to 95 wt%, for example 38 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt% or 95 wt%, based on the total weight of the coating composition; preferably 50 to 90 wt%, more preferably 60 to 80 wt%.
Hydroxy silicone oil
In the present invention, the hydroxyl silicone oil may be any hydroxyl silicone oil known in the art. The hydroxyl silicone oil typically has the following general structural formula:
in formula II, R, R' may each independently be an alkyl or aryl group;
x may be hydroxy, hydrogen, halogen, alkyl, aryl or alkenyl;
and n is not 0, m may be 0;
the dynamic viscosity (undiluted state) of the hydroxy silicone oil is suitably not more than 1000 mPas at 25 ℃, preferably not more than 300 mPas at 25 ℃, more preferably not more than 150 mPas at 25 ℃.
In formula II, R, R' may each independently be an alkyl group such as methyl, ethyl, propyl (e.g., n-propyl and isopropyl), butyl (e.g., n-butyl, isobutyl, t-butyl), pentyl (e.g., n-pentyl, isopentyl, neopentyl, t-pentyl), hexyl (e.g., n-hexyl), heptyl (e.g., n-heptyl), octyl (e.g., n-octyl, isooctyl), nonyl (e.g., n-nonyl), decyl (e.g., n-decyl), dodecyl (e.g., n-dodecyl); or aryl groups such as phenyl and naphthyl. R, R' is preferably C1-C6The alkyl group of (a) is particularly preferably a methyl group or an ethyl group, and more preferably a methyl group.
In formula II, X may be hydroxy; hydrogen; halogen, such as chlorine, bromine; alkyl, especially C1-C6Alkyl groups of (2), such as methyl, ethyl, propyl, butyl, pentyl, hexyl; aryl groups such as phenyl and naphthyl; or alkenyl, especially C2-C4Alkenyl groups such as ethenyl, propenyl, butenyl. X is preferably a hydroxyl group.
In the formula II, n + m is only required to satisfy the requirement that the kinematic viscosity of the hydroxyl silicone oil at 25 ℃ is 1000 mPas or less, and particularly, n + m is any integer between 5 and 99, such as 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95 or 99.
In the formula II, R, R' are methyl, and when X is hydroxyl, the methyl silicone oil terminated by dihydroxyl is obtained. R, R' may also be replaced by other organic groups as described above, such as ethyl, phenyl, etc., to improve certain properties of the silicone oil. The hydroxyl silicone oil of the present invention is preferably a hydroxyl-terminated silicone oil in which 80% or more of the R groups and R 'groups are methyl groups, and more preferably a hydroxyl-terminated silicone oil in which almost 100% of the R groups and R' groups are methyl groups.
In the present invention, the hydroxyl group content of the hydroxyl-terminated silicone oil is suitably in the range of from 1 to 5 wt%, for example in the range of from 1.5 to 2.5 wt%, the percentages being based on the total weight of the hydroxyl-terminated silicone oil. If the hydroxyl group content is too low, the viscosity of the silicone oil becomes large and the compatibility with another component becomes unsatisfactory, so that the degree of condensation curing of each part becomes different, resulting in poor hardness of the resulting coating film. In a preferred embodiment of the invention, the hydroxy silicone oil is dihydroxy-terminated methyl silicone oil, the dynamic viscosity at 25 ℃ is 50-110 mPa.s, and the hydroxy content is 1.6-2.2 wt%.
In the present invention, the hydroxy silicone oil is suitably used in an amount of 5 to 15 wt%, for example, may be 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 11 wt%, 12 wt%, 13 wt%, 14 wt%, or 15 wt%, based on the total weight of the coating composition; preferably 8-12 wt%.
Silane terminated polyethers
The coating composition of the present invention may also include a silane terminated polyether to enhance the flexibility of the coating film and facilitate application of the coating composition to a substrate having ductility, such as a metal substrate. The silane-terminated polyether has the following structural general formula:
in the formula III, R2、R3May each independently be H or alkyl;
Ra、Rbmay each independently be a hydrocarbyl group having 1 to 18 carbon atoms or an omega-oxaalkyl-alkyl group having a total of 2 to 20 carbon atoms;
x may be-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n can be any integer between 1 and 300;
m is 2 or 3.
In the formula III, R2、R3May each independently be H; alkyl radicals, e.g. methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, especially C1-C4Preferably methyl.
In the formula III, Ra、RbMay be an alkyl group such as a methyl group, an ethyl group, a propyl group (e.g., n-propyl group, isopropyl group), a butyl group (e.g., n-butyl group, isobutyl group, tert-butyl group), a pentyl group (e.g., n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group), a hexyl group (e.g., n-hexyl group), a heptyl group (e.g., n-heptyl group), an octyl group (e.g., n-octyl group and isooctyl group), a nonyl group (e.g., n-nonyl group), a decyl group (e.g., n-decyl group), a dodecyl group (e.g., n-dodecyl group); alkenyl groups such as vinyl and allyl; cycloalkyl groups such as cyclopentyl, cyclohexyl, cycloheptyl, and methylcyclohexyl; aryl groups such as phenyl and naphthyl; alkaryl radicals such as o-, m-, p-tolyl, xylyl and ethylphenyl; or aralkyl radicals such as benzyl, alpha-and beta-phenylethyl. Ra、RbEach independently of the others, is preferably a hydrocarbyl group having from 1 to 12 carbon atoms, in particular an alkyl group having from 1 to 6 carbon atoms, especially an alkyl group having from 1 to 4 carbon atoms. RbMore preferably methyl or ethyl, RaMore preferably methyl。
In formula III, X is preferably-CH2NHC (═ O) -, or- (CH)2)3NHC (═ O) -, more preferably-CH2NHC(＝O)—。
In formula III, n may be any integer between 1 and 300, such as 2, 25, 50, 75, 100, 125, 150, 175, 200, 225, 250, 275 or 300, suitably any integer between 20 and 200.
In the present invention, the silane-terminated polyether suitably has a number average molecular weight Mn in the range of 2500 to 23000g/mol, preferably 2500 to 15000g/mol, or the silane-terminated polyether suitably has a dynamic viscosity (undiluted state) at 25 ℃ of not more than 50Pa s, preferably not more than 35Pa s.
In one embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is H or C1-C4Alkyl groups of (a);
Ra、Rbeach independently a hydrocarbyl group having 1 to 12 carbon atoms;
x is-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
In another embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is methyl or ethyl;
Ra、Rbeach independentlyIs a hydrocarbon group having 1 to 12 carbon atoms;
x is-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
In yet another embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is H or C1-C4Alkyl groups of (a);
Ra、Rbeach independently a hydrocarbyl group having 1 to 6 carbon atoms;
x is-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
In yet another embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is H or C1-C4Alkyl groups of (a);
Ra、Rbeach independently a hydrocarbyl group having 1 to 12 carbon atoms;
x is-CH2NHC (═ O) -, or — (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
In a preferred embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is methyl or ethyl;
Ra、Rbeach independently a hydrocarbyl group having 1 to 4 carbon atoms;
x is-CH2NHC (═ O) -, or- (CH)2)3NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
In a more preferred embodiment of the present invention, the silane-terminated polyether has the following general structural formula:
in the formula, R2、R3Is methyl;
Rais methyl;
Rbis methyl or ethyl;
x is-CH2NHC (═ O) -; wherein X is bonded through Si-C;
n is any integer between 20 and 200;
m is 2 or 3.
Examples of commercially available products of suitable silane-terminated polyethers in the present invention include, but are not limited to:
STP-E10、
STP-E15、
STP-E30、
STP-E35。
in the present invention, the silane-terminated polyether may be used in an amount of 25 wt% or less, suitably 2 to 25 wt%, for example 2 wt%, 5 wt%, 8 wt%, 10 wt%, 12 wt%, 15 wt%, 18 wt%, 20 wt%, 22 wt% or 25 wt%, based on the total weight of the coating composition; preferably 8 to 22 wt%, more preferably 14 to 18 wt%.
Amino silane
In the present invention, the aminosilane refers to an organosilicon compound containing at least one aminoalkyl-functional group directly attached to a silicon atom and at least one hydrolyzable group directly attached to a silicon atom. Among them, the amino group includes primary, secondary and tertiary amino groups, and primary and secondary amino groups are preferable. Examples of hydrolyzable groups include halogen (F, Cl, Br, I, particularly Cl and Br), alkoxy (particularly C)1-C4Alkoxy radicals, such as methoxy, ethoxy, n-propoxy, isopropoxy and butoxy), aryloxy radicals, in particular C6-C10Aryloxy, e.g. phenoxy), acyloxy (especially C)1-C4Acyl group such as acetoxy and propionyloxy) and alkylcarbonyl group such as acetyl group, but not limited thereto, alkoxy group, especially methoxy group and ethoxy group, are particularly preferable.
Examples of suitable aminosilanes in the context of the present invention are N- (2-aminoethyl) -3-aminopropyl-trimethoxysilane, N- (2-aminoethyl) -3-aminopropyl-methyldimethoxysilane, 3-aminopropyl-trimethoxysilane, 3-aminopropyl-methyldimethoxysilane, 3-amino-2-methylpropyl-trimethoxysilane, 4-aminobutyl-methyldimethoxysilane, 4-amino-3-methylbutyl-trimethoxysilane, 4-amino-3, 3-dimethylbutyl-methyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyl-trimethoxysilane, N- (2-aminopropyl) -methyldimethoxysilane, 3-aminopropyl-methyldimethoxysilane, 3-amino-2-methylpropyl-trimethoxysilane, 4-aminobutyl-methyldimethoxysilane, 4-amino-3, 3-dimethylbutyl-methyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyl-methyldimethoxysilane, 3-aminopropyl-trimethoxysilane, 3-methyldimethoxysilane, 3-aminobutyl-trimethoxysilane, 3-methyldimethoxysilane, and the like, 2-aminoethyl-trimethoxysilane, 2-aminoethyl-methyldimethoxysilane, aminomethyl-trimethoxysilane, aminomethyl-methyldimethoxysilane, aminomethyl-dimethylmethoxysilane, 7-amino-4-oxaheptyldimethoxymethylsilane, N-cyclohexylaminomethyl-trimethoxysilane, cyclohexylaminomethyl-methyldimethoxysilane, and homologs of the above aminosilanes in which the methoxy group is replaced by an ethoxy group or an isopropoxy group, but are not limited thereto. The aminosilane is preferably N- (2-aminoethyl) -3-aminopropyl-trimethoxysilane, N- (2-aminoethyl) -3-aminopropyl-dimethoxymethylsilane, N- (2-aminoethyl) -3-aminopropyl-triethoxysilane, 3-aminopropyl-trimethoxysilane, 3-aminopropyl-triethoxysilane or 4-amino-3, 3-dimethylbutyl-trimethoxysilane.
In the present invention, the aminosilane is suitably present in a total amount of 0.5 to 4 wt%, for example 0.5 wt%, 0.8 wt%, 1.2 wt%, 1.6 wt%, 2.0 wt%, 2.4 wt%, 2.8 wt%, 3.2 wt%, 3.6 wt% or 4 wt%, based on the total weight of the coating composition; preferably 0.5-2.5 wt%.
Epoxysilanes
The coating composition of the invention may also include an epoxy silane to promote curing of the coating composition and improve adhesion of the coating film to the inorganic substrate. The epoxysilane refers to an organosilicon compound containing at least one epoxy or episulfide ring directly bonded to the silicon atom and at least one hydrolyzable group directly bonded to the silicon atom. Among them, typical examples of the epoxy group include a glycidyl group, a glycidyloxy group, and an epoxycyclohexyl group, but are not limited thereto. Examples of hydrolyzable groups are listed in the aminosilane moiety.
Examples of suitable epoxysilanes in the present invention include, but are not limited to, 3- (2, 3-glycidoxy) propyltrimethoxysilane, 3- (2, 3-glycidoxy) propylmethyldimethoxysilane, 3- (2, 3-glycidoxy) propyltriethoxysilane, or 2- (3, 4-epoxycyclohexyl) ethyltrimethoxysilane.
In the present invention, the epoxysilane may be used in an amount of 4 wt% or less, suitably 0.5 to 4 wt%, for example 0.5 wt%, 0.8 wt%, 1.2 wt%, 1.6 wt%, 2.0 wt%, 2.4 wt%, 2.8 wt%, 3.2 wt%, 3.6 wt% or 4 wt%, based on the total weight of the coating composition; preferably 0.5-2.5 wt%.
Alkoxy silane
The coating composition of the invention can also comprise alkoxy silane to promote the dispersion of each component, thereby being beneficial to the leveling and construction of the coating. The alkoxysilane refers to an organosilicon compound containing at least one alkoxy group directly bonded to a silicon atom and at least one non-hydrolyzable group directly bonded to a silicon atom. Among them, the alkoxy group is preferably C1-C4Alkoxy groups, such as methoxy, ethoxy, n-propoxy, isopropoxy and butoxy, particularly preferably methoxy and ethoxy. Examples of non-hydrolysable groups are alkyl groups, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, preferably C6The above alkyl group; alkenyl, especially C2-C4Alkenyl groups such as vinyl, 1-propenyl, 2-propenyl, and butenyl; alkynyl, especially C2-C4Alkynyl groups such as ethynyl and propynyl; and aryl, especially C6-C10Aryl groups such as phenyl and naphthyl, but are not limited thereto.
In the present invention, suitable alkoxysilanes include, but are not limited to, methyltrimethoxysilane, dimethyldimethoxysilane, propyltrimethoxysilane, n-butyltrimethoxysilane, isobutyltrimethoxysilane, n-hexyltrimethoxysilane, n-octyltrimethoxysilane, trimethoxy (2,4, 4-trimethylpentyl) silane, dodecyltrimethoxysilane, hexadecyltrimethoxysilane, phenyltrimethoxysilane, methylphenyldimethoxysilane, diphenyldimethoxysilane, vinyltrimethoxysilane, methylvinyldimethoxysilane, vinyltris (2-methoxyethoxy) silane, and homologs of the above alkoxysilanes in which an ethoxy group or an isopropoxy group is substituted for a methoxy group. In the present invention, the alkoxysilane preferably contains C6The above alkyl or aryl alkoxysilanes to improve the alkali resistance and durability of the coating composition.
In the present invention, the alkoxysilane may be used in an amount of 10 wt% or less, suitably 2 to 10 wt%, especially 3 to 8 wt%, based on the total weight of the coating composition.
Catalyst and process for preparing same
In the present invention, the catalyst may be various condensation catalysts conventionally used in the art. Examples of suitable condensation catalysts include organotin compounds such as dibutyltin dilaurate, dioctyltin dilaurate, tin octoate, dibutyltin dioctoate, dibutyltin acetylacetonate, dioctyltin oxide, dibutyltin oxide, dimethyltin oxide, dibutyltin diacetylacetonate; organic bismuth compounds or bismuth complexes, such as bismuth 2-ethylhexanoate, bismuth neododecanoate; alkali metal salt: such as zinc 2-ethylhexanoate, zinc acetylacetonate; titanate ester: such as, but not limited to, tetrabutyl titanate, tetrapropyl titanate, tetraisopropyl titanate, tetraacetylpyruvic acid titanate.
In the present invention, the total amount of the catalyst is suitably from 0.1 to 2% by weight, preferably from 0.2 to 1.2% by weight, for example from 0.2 to 0.8% by weight, from 0.4 to 1% by weight, based on the total weight of the coating composition.
When the coating composition of the present invention is a one-component system, a coating film having uniform properties is obtained for ease of application, and the dynamic viscosity at 25 ℃ of the system is preferably not more than 1000 mPas, for example, not more than 900 mPas, not more than 800 mPas, not more than 700 mPas, not more than 600 mPas, not more than 500 mPas, not more than 400 mPas, not more than 300 mPas, not more than 200 mPas, or even not more than 100 mPas.
When the coating composition of the present invention is a two-component system, in order to improve the compatibility of the two components and facilitate the mixing and curing of the two components to obtain a coating film having uniform properties and excellent hardness, the difference in dynamic viscosity at 25 ℃ of the two components is preferably not more than 500 mPas, for example, not more than 400 mPas, not more than 300 mPas, not more than 200 mPas, not more than 100 mPas, or even not more than 50 mPas.
The coating composition of the present invention preferably does not include an organic solvent, so as to avoid environmental pollution caused by volatilization of the organic solvent and health effects on operators or consumers. In the present invention, "excluding the organic solvent" means that the coating composition contains substantially no organic solvent, except for a very small amount of organic solvent inevitably remaining in the raw materials, and the amount of the organic solvent is less than 1% by weight, even less than 0.5% by weight, and even less than 0.2% by weight, based on the total weight of the coating composition.
Other optional ingredients
In the present invention, a one-component coating composition or each component of a two-component coating composition may also independently comprise further ingredients, such as: one or more of pigments, fillers, plasticizers, rheological additives, inorganic thickeners and stabilizers.
The pigment and filler may be pigment and filler conventionally used in the art, such as, but not limited to, clay, calcined clay, kaolin, diatomaceous earth, chalk, calcium carbonate, mica, silica, talc, barium sulfate powder, precipitated calcium carbonate, synthetic fumed silica, titanium dioxide, or a combination thereof. The pigment fillers may be used in amounts of less than 30 wt%, such as less than 20 wt%, less than 10 wt%, based on the total weight of the coating composition.
Among them, the plasticizer may be one conventionally used in the art, for example, phthalate esters such as dioctyl phthalate, diisooctyl phthalate, diundecyl phthalate, adipate esters such as dioctyl adipate, benzoate, glycol esters, phosphate esters, sulfonate esters, polyesters, polyethers such as polyethylene glycol and polypropylene glycol, polystyrene, polybutadiene, polyisobutylene, or paraffin hydrocarbons, but not limited thereto. The plasticizer may be used in an amount of 20 wt% or less, for example 10 wt% or less, 5 wt% or less, based on the total weight of the coating composition.
Among them, the rheological aid may be a rheological aid conventionally used in the art, for example, hydrophilic fumed silica, hydrophobic fumed silica, precipitated silica, polyamide wax, hydrogenated castor oil, stearate, or precipitated calcium carbonate, but is not limited thereto. The rheology modifier may be used in an amount of less than 3 wt%, for example less than 2 wt%, based on the total weight of the coating composition.
Among them, the inorganic thickener may be an inorganic thickener conventionally used in the art, such as fumed silica, aluminosilicate, or clay mineral, but is not limited thereto. The inorganic thickener may be used in an amount of 5 wt% or less, for example 3 wt% or less, based on the total weight of the coating composition.
Among these, the stabilizer may be a stabilizer conventionally used in the art, including an antioxidant and a light stabilizer, such as a hindered phenol, thioether, or benzotriazole derivative. The stabilizer may be used in an amount of 3 wt% or less, for example 2 wt% or less, based on the total weight of the coating composition.
In one embodiment of the invention, there is provided a one-component coating composition consisting of 38 to 95 wt% of an alkoxysilane resin, 0 to 6 wt% of a silane-terminated polyether, 5 to 10 wt% of a hydroxy silicone oil, 0.5 to 4 wt% of an aminosilane, 0 to 4 wt% of an epoxysilane, 0 to 10 wt% of an alkoxysilane, and 0.1 to 2 wt% of a catalyst.
In another embodiment of the invention, there is provided a one-component coating composition consisting of 50 to 90 wt% of an alkoxysilane resin, 1 to 5 wt% of a silane-terminated polyether, 5 to 10 wt% of a hydroxy silicone oil, 0.5 to 4 wt% of an aminosilane, 0.5 to 4 wt% of an epoxysilane, 2 to 10 wt% of an alkoxysilane, and 0.1 to 2 wt% of a catalyst.
In one embodiment of the invention, a two-component coating composition is provided that consists of 38 to 95 weight percent of an alkoxysilane resin, 0 to 25 weight percent of a silane-terminated polyether, 0 to 4 weight percent of an epoxysilane, 0 to 10 weight percent of an alkoxysilane, 5 to 15 weight percent of a hydroxy silicone oil, 0.5 to 4 weight percent of an aminosilane, and 0.1 to 2 weight percent of a catalyst; wherein, the alkoxy silicon resin, the silane terminated polyether, the epoxy silane and the alkoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B.
In another embodiment of the invention, a two-component coating composition is provided which consists of 50 to 90 weight percent of an alkoxysilane resin, 2 to 25 weight percent of a silane-terminated polyether, 0.5 to 4 weight percent of an epoxysilane, 2 to 10 weight percent of an alkoxysilane, 5 to 15 weight percent of a hydroxy silicone oil, 0.5 to 4 weight percent of an aminosilane, and 0.1 to 2 weight percent of a catalyst; wherein, the alkoxy silicon resin, the silane terminated polyether, the epoxy silane and the alkoxy silane exist in the same component A, and the hydroxyl silicone oil exists in the other component B.
The coating compositions of the invention can be prepared very simply by mixing the components according to a one-component system or a two-component system, without special requirements for the mixing operation, as long as the components can be mixed homogeneously.
In a second aspect the present invention provides the use of a coating composition according to the first aspect of the invention in an anti-graffiti coating.
The coating composition taking the organic silicon as the main body can be directly used as an anti-graffiti coating, and the compatibility of the organic silicon and the coating, whether the organic silicon can be quickly mixed into a coating system, whether negative effects are generated on other performances of the coating and the like do not need to be considered like the organosilicon modified anti-graffiti coating.
When the coating composition of the invention is used as an anti-graffiti coating, the one-component system can be used as such, typically after opening the package, the coating composition is applied to the substrate within 2h, suitably within 1.5h, for example within 1h, and then cured. The two-component system can be used according to the conventional two-component coating application method, and the two components are not mixed before being used, but are stored separately and can be mixed and used immediately after being used. Two-component coating compositions are used by mixing the two components in the specified proportions, applying the mixture to a substrate within 2h, suitably within 1.5h, for example within 1h, after mixing has ended, and then allowing the mixture to cure. In this case, from 1 to 4 applications may be carried out on the substrate, each application being followed by a drying and/or crosslinking treatment. The composition or mixture may be applied in a more dilute form on the substrate for the first application than for the second or further applications. The manner of application includes, but is not limited to, spraying, brushing, roll coating, knife coating, wiping, spin coating, as long as a substantially coherent film is formed on the substrate, spraying being preferred. The curing is generally carried out at room temperature or else with the aid of applied heat and/or light, preferably at room temperature. The curing time is usually 1 hour or more, for example, 1 to 2 hours, 2 to 4 hours, 4 to 6 hours, 6 to 8 hours, 8 to 12 hours, 12 to 24 hours.
The anti-doodling coating can be applied to various substrates, such as concrete, cement mortar, concrete plates, gypsum boards, calcium silicate boards, natural stone and metal substrates, but is not limited to the above, as long as the substrate has firm texture and can be used as a film forming carrier, and the surface of the substrate has no obvious stains. The anti-graffiti coatings of the present invention can also be applied to the surface of a coating, such as to a dry waterborne acrylic primer surface.
The positive progress effects of the invention are as follows:
1. the coating composition realizes excellent anti-graffiti performance through the matching of the alkoxy silicon resin, the hydroxyl silicone oil and the aminosilane. The obtained coating film can be scratched by only using a paper towel/dry cloth even if the coating film is scratched by a marking pen or an oil pen which is more aggressive than spray paint, no solvent (including water) is used, and after the surface of the coating film is repeatedly scratched and removed for more than 50 times, no visible graffiti mark is left.
2. The coating composition realizes excellent anti-sticking performance through the matching of the alkoxy silicon resin, the hydroxyl silicone oil and the aminosilane. The obtained adhesive tape adhered on the coating film is easy to peel off, and the appearance of the coating film is not peeled off, obvious light loss and adhesive residue after the adhesive tape is repeatedly adhered on the same area of the coating film for more than 50 times.
3. The coating composition can realize zero solvent, and can realize good hardness and adhesion of a coating film without adding pigments, fillers, plasticizers, rheological additives, thickeners, stabilizers and other additives.
4. The coating composition taking the organic silicon as the main body can be directly used as an anti-graffiti coating, and the compatibility of the organic silicon and the coating, whether the organic silicon can be quickly mixed into a coating system, whether negative effects are generated on other performances of the coating and the like do not need to be considered like the organosilicon modified anti-graffiti coating.
Detailed Description
The invention is further illustrated by the following examples, which are not intended to limit the scope of the invention. The experimental methods without specifying specific conditions in the following examples were selected according to the conventional methods and conditions, or according to the commercial instructions.
The anti-graffiti coatings of the present invention were evaluated using the following methods.
1. Evaluation of anti-graffiti Properties
The method for evaluating the anti-graffiti performance refers to the building industry standard JG/T304-2011 of the people's republic of China, and the evaluation is carried out according to the cleanable level of the graffiti.
In the present invention, the cleanable wash level for graffiti is rated as follows:
2. evaluation of anti-sticking Properties
The method for evaluating the anti-sticking performance refers to the building industry standard JG/T304-2011 of the people's republic of China, and the evaluation is carried out through the anti-sticking performance (180-degree peel strength) and the repeated sticking resistance test.
3. Evaluation of other technical indices of the coating film
Other technical indexes of the coating film comprise the appearance, the surface drying time, the pencil hardness and the adhesive force of the coating film, and are carried out according to the method and the steps of the building industry standard JG/T304-2011 of the people's republic of China.
Raw material information referred to in the following examples and comparative examples:
1 part of silicone resin: methoxy-terminatedMethyl radicalDMethyl phenylT resin, number average molecular weight Mn of about 700-.
And (3) silicone resin 2: methoxy-terminatedMethyl phenylT resin, kinematic viscosity of about 280-320mm at 25 ℃ measured according to DIN 515622And/s, provided by wacker chemistry.
Silicone resin 3: methoxy-terminatedMethyl-2, 4, 4-trimethylpentyl radicalT resin, number average molecular weight Mn of about 700-.
Silicone resin 4: ethoxy-terminatedMethyl radicalT resin, number averageThe molecular weight Mn is about 600-700g/mol, provided by Wacker Chemie.
Note: the silicone resin is of a single structure (M)a(D)b(T)c(Q)dNomenclature, D, T the upper left corner indicates the groups contained on the monomer structure.
Examples 1 to 5 and comparative examples 1 to 4
The raw material components of each of the example and comparative example coating compositions are shown in table 1 below.
In table 1, the wt% is based on the total weight of the coating composition.
TABLE 1 feed Components for the examples and comparative examples
And respectively mixing the raw material components of the component A and the component B according to the table to obtain the coating composition. Among them, in examples 1 to 4 and comparative examples 2 to 4, the difference in dynamic viscosity at 25 ℃ between component A and component B was not more than 500 mPas.
The coating compositions of the above examples and comparative examples are different from each other only in raw materials, and are applied to a substrate by the same method to form a film through curing, and specifically comprise the following steps:
(1) mixing: fully stirring and mixing the component A and the component B to obtain a mixture;
(2) and (3) curing: the resulting mixture was applied to a fiber cement board over 1h and allowed to cure for 6 hours at room temperature.
The technical performance indexes of the coatings obtained in the respective examples and comparative examples are shown in table 2 below.
TABLE 2 technical Performance index of each example and comparative example
As can be seen from the above table, the coating compositions of examples 1 to 5 have excellent anti-graffiti performance and repeated adhesion resistance, the ink, the oily pen and the paper towel or the dry cloth for spraying graffiti on the surface of the coating film can be removed, the same area on the surface of the coating film is repeatedly adhered and stripped by the adhesive tape for 50 times, the coating film has no peeling, no obvious light loss and no adhesive residue, the hardness of the coating film is good, and the adhesion force between the coating film and the fiber cement plate also meets the standard requirement.
The coating composition of comparative example 1 had poor graffiti resistance because it contained no hydroxy silicone oil, ink on the surface of the coating film, oil pen and spray graffiti were removed with a citrus-based cleaner, and repeated adhesion resistance was not satisfactory. The coating composition of comparative example 2 contained silane-terminated polyether, alkoxy silicon resin, hydroxy silicone oil and aminosilane, but was not cured after 48h due to the absence of catalyst. The coating composition of comparative example 3 further omits the silane-terminated polyether component on the basis of comparative example 2 and is also uncured after 48 h. The formulation of the coating composition of comparative example 4 was substantially the same as that of example 4 except that the hydroxy silicone oil of example 4 was replaced with the hydroxy silicone resin, and since the hydroxy silicone resin was solid, it was difficult to mix with other components uniformly, and it was necessary to dissolve the hydroxy silicone resin in advance with a solvent, and thus, toluene was additionally added to component B. The coating composition of comparative example 4 was poor in graffiti resistance, ink on the surface of a coating film, oil-based pen and spray graffiti were not removed with absolute alcohol, and repeated adhesion resistance was not satisfactory.
Since the coating compositions of examples and comparative examples were applied to fiber cement boards, in order to increase the adhesion between the coating film and the fiber cement board, an epoxy silane was added to the formulation; if applied to an aqueous acrylic primer, it is contemplated that no epoxy silane be added to the formulation. Further, the coating compositions of examples 1 to 3 and 5, which contain the silane-modified polyether, have excellent coating film flexibility and are suitable for application to various substrates including metal substrates, while the coating composition of example 4, which does not contain the silane-modified polyether, has poor coating film flexibility, is brittle, has limitations on suitable substrates and is not suitable for application to metal substrates.
Claims (24)
1. A coating composition which is a one-component coating composition or a two-component coating composition comprising the following ingredients:
alkoxy silicon resin, hydroxyl silicone oil, aminosilane and a catalyst;
the alkoxy silicon resin is used in an amount of 38 to 95 weight percent, the percentages being based on the total weight of the coating composition;
the hydroxyl silicone oil has the following structural general formula II:
in formula II, R, R' are each independently alkyl or aryl;
x is selected from hydroxyl, hydrogen, halogen, alkyl, aryl or alkenyl;
n is an integer greater than 0, m is an integer including 0;
the dynamic viscosity of the hydroxyl silicone oil at 25 ℃ is below 1000mPa & s;
wherein, when the coating composition is a two-component coating composition, the alkoxy silicon resin and the hydroxy silicone oil are present in different components.
2. The coating composition of claim 1, wherein the hydroxy silicone oil has the general structural formula II wherein X is a hydroxyl group;
and/or n + m is any integer between 5 and 99.
3. The coating composition of claim 1, wherein the hydroxy silicone oil has a viscosity of less than 300 mPa-s and a hydroxyl content in the range of 1 to 5 wt.%, the percentages being based on the total weight of the hydroxy silicone oil.
4. A coating composition according to any one of claims 1 to 3, characterised in that the hydroxy silicone oil is present in an amount of from 5 to 15% by weight;
and/or, the amount of the aminosilane is 0.5-4 wt%;
and/or the amount of the catalyst is 0.1-2 wt%;
the percentages are based on the total weight of the coating composition.
5. The coating composition of any one of claims 1-3, further comprising a silane terminated polyether having the following general structural formula III:
in the formula III, R2、R3Each independently is H or alkyl;
Ra、Rbeach independently a hydrocarbyl group having 1 to 18 carbon atoms or an omega-oxaalkyl-alkyl group having a total of 2 to 20 carbon atoms;
x is-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC(＝O)—；
Wherein X is bonded through Si-C;
n is any integer between 1 and 300;
m is 2 or 3.
6. The coating composition of claim 4, further comprising a silane terminated polyether having the following general structural formula III:
in the formula III, R2、R3Each independently is H or alkyl;
Ra、Rbeach independently a hydrocarbyl group having 1 to 18 carbon atoms or an omega-oxaalkyl-alkyl group having a total of 2 to 20 carbon atoms;
x is-CH2—、—CH2NHC(＝O)—、—(CH2)3- (CH) - (Y-O) - (CH)2)3NHC(＝O)—；
Wherein X is bonded through Si-C;
n is any integer between 1 and 300;
m is 2 or 3.
7. The coating composition of claim 5, wherein the silane-terminated polyether is present in an amount of 2 to 25 weight percent, based on the total weight of the coating composition.
8. The coating composition of claim 6, wherein the silane-terminated polyether is present in an amount of 2 to 25 weight percent, based on the total weight of the coating composition.
9. The coating composition of any one of claims 1-3, 6-8, wherein the silicon alkoxy resin is an alkoxy terminated DT resin and/or T resin.
10. The coating composition of claim 4, wherein the silicon alkoxy resin is an alkoxy terminated DT resin and/or a T resin.
11. The coating composition of claim 5, wherein the silicon alkoxy resin is an alkoxy terminated DT resin and/or a T resin.
12. The coating composition of any one of claims 1-3 and 6-8, wherein the surface of the alkoxy silicon resin comprises C6The above alkyl or aryl substituents.
13. The coating composition of claim 5, wherein the surface of the alkoxy silicon resin contains C6The above alkyl or aryl substituents.
14. The coating composition of any one of claims 1-3, 6-8, 10-11, and 13, wherein the coating composition is a two-component coating composition having a dynamic viscosity difference at 25 ℃ of no greater than 500 mPa-s for both components.
15. The coating composition of claim 12, wherein the coating composition is a two-component coating composition having a dynamic viscosity difference at 25 ℃ of no greater than 500 mPa-s.
16. The coating composition of any one of claims 1-3, 6-8, 10-11, 13, 15, wherein the amount of organic solvent in the coating composition is less than 1 wt%, said percentages being based on the total weight of the coating composition.
17. The coating composition of claim 14, wherein the amount of organic solvent in the coating composition is less than 1 weight percent, based on the total weight of the coating composition.
18. The coating composition of any one of claims 1-3, 6-8, 10-11, 13, 15, 17, wherein when the coating composition is a one-component coating composition, the amount of water in the component is less than 0.1 wt%;
when the coating composition is a two-component coating composition, the using amount of water in the hydroxyl-containing silicone oil component is less than 2 wt%, and the using amount of water in the alkoxy silicon resin-containing component is less than 0.1 wt%;
the percentages being based on the total weight of the coating composition.
19. The coating composition of any of claims 1-3, 6-8, 10-11, 13, 15, 17, further comprising an epoxy silane, wherein the epoxy silane is present in an amount of 0.5 to 4 weight percent, based on the total weight of the coating composition.
20. The coating composition of any of claims 1-3, 6-8, 10-11, 13, 15, 17, further comprising an alkoxysilane, wherein the alkoxysilane is present in an amount of 2 to 10 wt.%, based on the total weight of the coating composition.
21. The coating composition of claim 19, further comprising an alkoxysilane, wherein the alkoxysilane is present in an amount of 2 to 10 wt.%, based on the total weight of the coating composition.
22. The coating composition of claim 21, wherein the alkoxysilane surface comprises C6The above alkyl or aryl substituents.
23. Use of a coating composition according to any one of claims 1 to 3, 6 to 8, 10 to 11, 13, 15, 17, 21, 22 in an anti-graffiti coating.
24. Use of a coating composition according to claim 20 in an anti-graffiti coating.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2017/109656 WO2019090456A1 (en) | 2017-11-07 | 2017-11-07 | An anti-graffiti coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111417692A CN111417692A (en) | 2020-07-14 |
| CN111417692B true CN111417692B (en) | 2022-03-29 |
Family
ID=66437658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780096594.2A Active CN111417692B (en) | 2017-11-07 | 2017-11-07 | Anti-graffiti coating compositions |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN111417692B (en) |
| WO (1) | WO2019090456A1 (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110467877B (en) * | 2019-08-22 | 2021-08-24 | 深圳市广田环保涂料有限公司 | Single-component moisture-curing organic silicon graffiti-resistant smart coating and preparation method thereof |
| US20230279263A1 (en) * | 2020-06-24 | 2023-09-07 | Wacker Chemie Ag | Moisture-curing conformal coating compositions |
| CN112375491B (en) * | 2020-11-18 | 2022-02-25 | 矽时代材料科技股份有限公司 | Automobile coating and preparation method thereof |
| CN113897131A (en) * | 2020-12-23 | 2022-01-07 | 苏州德达材料科技有限公司 | Anti-graffiti anti-sticking material and preparation method and application thereof |
| CN112760032B (en) * | 2021-01-27 | 2022-06-14 | 上海佰奥聚新材料科技有限公司 | Anti-sticking and anti-doodling coating as well as preparation method and application thereof |
| CN112876985A (en) * | 2021-02-07 | 2021-06-01 | 上海胡涂涂新材料科技有限公司 | Preparation method of solvent-free moisture-cured organic silicon polymer writable coating |
| CN113024763A (en) * | 2021-03-19 | 2021-06-25 | 江苏瑞洋安泰新材料科技有限公司 | Synthesis of low surface energy silane modified polyether resin for waterproof coating |
| CN113214731A (en) * | 2021-04-26 | 2021-08-06 | 中科院广州化灌工程有限公司 | Durable plant oil-based anti-graffiti easy-to-clean coating and preparation method and application thereof |
| CN113087908A (en) * | 2021-04-29 | 2021-07-09 | 江苏众合硅基新材料有限公司 | Preparation method of low-viscosity hydroxyl silicone oil |
| CN113563795B (en) * | 2021-07-08 | 2022-07-12 | 广州大学 | Anti-fouling coating and preparation method and application thereof |
| CN113604139A (en) * | 2021-07-30 | 2021-11-05 | 杭州埃比森新材料有限公司 | Transparent organic silicon coating and preparation method thereof |
| DE102021121926A1 (en) * | 2021-08-24 | 2023-03-02 | Scheidel Gmbh & Co Kg | graffiti protection |
| CN113999613A (en) * | 2021-12-03 | 2022-02-01 | 广州大学 | Solvent-free anti-doodling coating capable of being cured at room temperature |
| WO2023178473A1 (en) * | 2022-03-21 | 2023-09-28 | Wacker Chemie Ag | A composition |
| CN115029062A (en) * | 2022-06-28 | 2022-09-09 | 重庆锦弘新材料技术工程有限公司 | Tunnel concrete surface anti-pollution brightening protection system and construction method thereof |
| CN115340822B (en) * | 2022-09-24 | 2023-11-07 | 中京新材料科技(河北)有限公司 | Super-smooth self-cleaning coating and preparation method thereof |
| CN116120821B (en) * | 2022-11-28 | 2023-09-29 | 广州市斯洛柯高分子聚合物有限公司 | Double-component anti-doodling material composition and preparation method and application thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5102930A (en) * | 1988-07-19 | 1992-04-07 | Shin-Etsu Chemical Company, Limited | Silicone-based fabric finishing agent and fabric material finished therewith |
| EP0754209A1 (en) * | 1994-04-01 | 1997-01-22 | Nippon Paint Co., Ltd. | Curable resin composition, coating composition, coating method and coated article |
| CN1780889A (en) * | 2003-03-07 | 2006-05-31 | 亨凯尔公司 | Curable coating compositions. |
| WO2008121528A2 (en) * | 2007-03-30 | 2008-10-09 | Ppg Industries Ohio, Inc. | Silicone resin containing coating compositions, related coated substrates and methods |
| CN101818024A (en) * | 2010-04-09 | 2010-09-01 | 中科院广州化学有限公司 | Aqueous emulsion type organic silicon antifouling paint and preparation method and application thereof |
| JP2012153849A (en) * | 2011-01-28 | 2012-08-16 | Yokohama Yushi Kogyo Kk | Novel coating agent |
| US8772407B2 (en) * | 2007-09-17 | 2014-07-08 | Ppg Industries Ohio, Inc. | One component polysiloxane coating compositions and related coated substrates |
| CN107207899A (en) * | 2015-02-09 | 2017-09-26 | 瓦克化学股份公司 | The elastomer organic silicon emulsion applied for coating |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001089570A (en) * | 1999-09-08 | 2001-04-03 | Dow Corning Corp | Production of alkoxylated resin/polymer organosilicone network sturctural material and article produced from it |
| CN101555385B (en) * | 2009-05-07 | 2012-10-24 | 中国科学院广州化学研究所 | Water-reducible silicone coating and preparation method thereof |
| CN103804689B (en) * | 2014-02-27 | 2017-01-04 | 湖北大学 | A kind of silicone oligomer of the special resistance to anti-soil of polyureas and preparation method thereof |
-
2017
- 2017-11-07 WO PCT/CN2017/109656 patent/WO2019090456A1/en active Application Filing
- 2017-11-07 CN CN201780096594.2A patent/CN111417692B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5102930A (en) * | 1988-07-19 | 1992-04-07 | Shin-Etsu Chemical Company, Limited | Silicone-based fabric finishing agent and fabric material finished therewith |
| EP0754209A1 (en) * | 1994-04-01 | 1997-01-22 | Nippon Paint Co., Ltd. | Curable resin composition, coating composition, coating method and coated article |
| CN1780889A (en) * | 2003-03-07 | 2006-05-31 | 亨凯尔公司 | Curable coating compositions. |
| WO2008121528A2 (en) * | 2007-03-30 | 2008-10-09 | Ppg Industries Ohio, Inc. | Silicone resin containing coating compositions, related coated substrates and methods |
| US8772407B2 (en) * | 2007-09-17 | 2014-07-08 | Ppg Industries Ohio, Inc. | One component polysiloxane coating compositions and related coated substrates |
| CN101818024A (en) * | 2010-04-09 | 2010-09-01 | 中科院广州化学有限公司 | Aqueous emulsion type organic silicon antifouling paint and preparation method and application thereof |
| JP2012153849A (en) * | 2011-01-28 | 2012-08-16 | Yokohama Yushi Kogyo Kk | Novel coating agent |
| CN107207899A (en) * | 2015-02-09 | 2017-09-26 | 瓦克化学股份公司 | The elastomer organic silicon emulsion applied for coating |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2019090456A1 (en) | 2019-05-16 |
| CN111417692A (en) | 2020-07-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN111417692B (en) | Anti-graffiti coating compositions | |
| US4267297A (en) | Room temperature curable silicone resins | |
| CN104583277B (en) | The multicomponent cross-linkable composition of the polymer based on organoxysilanes end-blocking | |
| AU630188B2 (en) | Aqueous silcione dispersions | |
| JP5186079B2 (en) | Organopolysiloxane composition, paint additive and antifouling paint composition | |
| GB2394716A (en) | Room-temperature curable organopolysiloxane composition | |
| CN106459669B (en) | The cross-linkable masses of polymer based on organic oxysilane sealing end | |
| JP2012229408A (en) | Two-component moisture-curable coating composition | |
| US10047260B2 (en) | Cross-linkable materials based on organyl-oxysilane-terminated polymers | |
| CN105473632A (en) | Cross-linkable masses based on organyl-oxysilane-terminated polymers | |
| CN104755568A (en) | Siloxane organic hybrid materials providing flexibility to epoxy-based coating compositions | |
| US6515094B2 (en) | Silicone amino-epoxy cross-linking system | |
| US20220380591A1 (en) | Curable compositions with acrylic and silicone resins | |
| CN104812844A (en) | Cross-linkable compositions based on organyloxysilane-terminated polymers | |
| AU2013209470A1 (en) | Low volatile organic compomemt dry erase siloxane-based coatings | |
| JP2012229407A (en) | Moisture-curable anti-fouling coating composition | |
| JP2019528342A (en) | Crosslinkable coating material derived from a polymer terminated with an organooxysilane | |
| JPH10325836A (en) | Method for measuring stringeness of silicone sealant composition set at room temperature | |
| CN109153849A (en) | Crosslinkable materials based on organoxysilanes terminated polymer | |
| US5013800A (en) | Room temperature-curable organopolysiloxane-based coating composition | |
| KR102163006B1 (en) | Crosslinkable substances based on organosilicon compounds | |
| KR101575125B1 (en) | Watersoluble hybrid coating composition with high performance | |
| JPS6118939B2 (en) | ||
| US6306999B1 (en) | Room temperature curable organopolysiloxane composition | |
| WO2020239334A1 (en) | Method for forming moisture curing-type coating material |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |