WO2024059113A1 - Multiple-component coating kit and method of use thereof to impart anti-icing characteristics to articles - Google Patents
Multiple-component coating kit and method of use thereof to impart anti-icing characteristics to articles Download PDFInfo
- Publication number
- WO2024059113A1 WO2024059113A1 PCT/US2023/032602 US2023032602W WO2024059113A1 WO 2024059113 A1 WO2024059113 A1 WO 2024059113A1 US 2023032602 W US2023032602 W US 2023032602W WO 2024059113 A1 WO2024059113 A1 WO 2024059113A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- weight percent
- silanol
- formula
- alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 48
- 238000000576 coating method Methods 0.000 title claims abstract description 34
- 239000011248 coating agent Substances 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 claims abstract description 233
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 49
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000003054 catalyst Substances 0.000 claims description 20
- -1 polydimethylsiloxane Polymers 0.000 claims description 20
- 150000004756 silanes Chemical class 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 18
- 239000004094 surface-active agent Substances 0.000 claims description 18
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 239000004593 Epoxy Substances 0.000 claims description 9
- 239000012760 heat stabilizer Substances 0.000 claims description 9
- 239000006096 absorbing agent Substances 0.000 claims description 8
- 229940124543 ultraviolet light absorber Drugs 0.000 claims description 8
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 8
- 239000004611 light stabiliser Substances 0.000 claims description 7
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 5
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 5
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 101150034459 Parpbp gene Proteins 0.000 claims description 3
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 239000000758 substrate Substances 0.000 description 10
- 239000008199 coating composition Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 150000003973 alkyl amines Chemical class 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- IAIWVQXQOWNYOU-FPYGCLRLSA-N nitrofural Chemical compound NC(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-FPYGCLRLSA-N 0.000 description 2
- 239000012782 phase change material Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- LZPBKINTWROMEA-UHFFFAOYSA-N tetracene-5,12-dione Chemical compound C1=CC=C2C=C3C(=O)C4=CC=CC=C4C(=O)C3=CC2=C1 LZPBKINTWROMEA-UHFFFAOYSA-N 0.000 description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- DIUPYBLUVJDTJR-UHFFFAOYSA-N 1-[[[butoxy(dimethoxy)silyl]amino]-dimethoxysilyl]oxybutane Chemical compound CCCCO[Si](OC)(OC)N[Si](OC)(OC)OCCCC DIUPYBLUVJDTJR-UHFFFAOYSA-N 0.000 description 1
- LJMVYQCGXCUQRW-UHFFFAOYSA-N 1-[[[dimethoxy(pentoxy)silyl]amino]-dimethoxysilyl]oxypentane Chemical compound CCCCCO[Si](OC)(OC)N[Si](OC)(OC)OCCCCC LJMVYQCGXCUQRW-UHFFFAOYSA-N 0.000 description 1
- BMOYHIIRNIEDQN-UHFFFAOYSA-N 1-[[[dimethoxy(propoxy)silyl]amino]-dimethoxysilyl]oxypropane Chemical compound CCCO[Si](OC)(OC)N[Si](OC)(OC)OCCC BMOYHIIRNIEDQN-UHFFFAOYSA-N 0.000 description 1
- ZPWNCSAEXUDWTN-UHFFFAOYSA-N 1-nitro-2-phenylsulfanylbenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1SC1=CC=CC=C1 ZPWNCSAEXUDWTN-UHFFFAOYSA-N 0.000 description 1
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 description 1
- RHHKTLRCMFZKGD-UHFFFAOYSA-N 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxychromen-4-one Chemical compound C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=CC=C2O1 RHHKTLRCMFZKGD-UHFFFAOYSA-N 0.000 description 1
- CHVJJNYBEUOXDB-UHFFFAOYSA-N 2-[[[diethoxy(hexan-2-yloxy)silyl]amino]-diethoxysilyl]oxyhexane Chemical compound CCCCC(C)O[Si](OCC)(OCC)N[Si](OCC)(OCC)OC(C)CCCC CHVJJNYBEUOXDB-UHFFFAOYSA-N 0.000 description 1
- XCMNYMOUDNGMQP-UHFFFAOYSA-N 2-[[[diethoxy(pentan-2-yloxy)silyl]amino]-diethoxysilyl]oxypentane Chemical compound CCCC(C)O[Si](OCC)(OCC)N[Si](OCC)(OCC)OC(C)CCC XCMNYMOUDNGMQP-UHFFFAOYSA-N 0.000 description 1
- QHQNYHZHLAAHRW-UHFFFAOYSA-N 2-trimethoxysilylethanamine Chemical compound CO[Si](OC)(OC)CCN QHQNYHZHLAAHRW-UHFFFAOYSA-N 0.000 description 1
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 1
- SWDDLRSGGCWDPH-UHFFFAOYSA-N 4-triethoxysilylbutan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCCN SWDDLRSGGCWDPH-UHFFFAOYSA-N 0.000 description 1
- RBVMDQYCJXEJCJ-UHFFFAOYSA-N 4-trimethoxysilylbutan-1-amine Chemical compound CO[Si](OC)(OC)CCCCN RBVMDQYCJXEJCJ-UHFFFAOYSA-N 0.000 description 1
- AIXZBGVLNVRQSS-UHFFFAOYSA-N 5-tert-butyl-2-[5-(5-tert-butyl-1,3-benzoxazol-2-yl)thiophen-2-yl]-1,3-benzoxazole Chemical compound CC(C)(C)C1=CC=C2OC(C3=CC=C(S3)C=3OC4=CC=C(C=C4N=3)C(C)(C)C)=NC2=C1 AIXZBGVLNVRQSS-UHFFFAOYSA-N 0.000 description 1
- GJNKQJAJXSUJBO-UHFFFAOYSA-N 9,10-diethoxyanthracene Chemical compound C1=CC=C2C(OCC)=C(C=CC=C3)C3=C(OCC)C2=C1 GJNKQJAJXSUJBO-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- YXOLAZRVSSWPPT-UHFFFAOYSA-N Morin Chemical compound OC1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 YXOLAZRVSSWPPT-UHFFFAOYSA-N 0.000 description 1
- MASVCBBIUQRUKL-UHFFFAOYSA-N POPOP Chemical compound C=1N=C(C=2C=CC(=CC=2)C=2OC(=CN=2)C=2C=CC=CC=2)OC=1C1=CC=CC=C1 MASVCBBIUQRUKL-UHFFFAOYSA-N 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 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
- 230000006978 adaptation Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 1
- 229960005193 avobenzone Drugs 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- XHXMPURWMSJENN-UHFFFAOYSA-N coumarin 480 Chemical compound C12=C3CCCN2CCCC1=CC1=C3OC(=O)C=C1C XHXMPURWMSJENN-UHFFFAOYSA-N 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- FIRQYUPQXNPTKO-UHFFFAOYSA-N ctk0i2755 Chemical class N[SiH2]N FIRQYUPQXNPTKO-UHFFFAOYSA-N 0.000 description 1
- KSFBTBXTZDJOHO-UHFFFAOYSA-N diaminosilicon Chemical compound N[Si]N KSFBTBXTZDJOHO-UHFFFAOYSA-N 0.000 description 1
- UROKUKHYYXBCQE-UHFFFAOYSA-L dibutyl(diphenoxy)stannane Chemical compound C=1C=CC=CC=1O[Sn](CCCC)(CCCC)OC1=CC=CC=C1 UROKUKHYYXBCQE-UHFFFAOYSA-L 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- DIEUSOPNGAEVNO-UHFFFAOYSA-L dibutyltin(2+);3-oxobutanoate Chemical compound CC(=O)CC([O-])=O.CC(=O)CC([O-])=O.CCCC[Sn+2]CCCC DIEUSOPNGAEVNO-UHFFFAOYSA-L 0.000 description 1
- ZXDVQYBUEVYUCG-UHFFFAOYSA-N dibutyltin(2+);methanolate Chemical compound CCCC[Sn](OC)(OC)CCCC ZXDVQYBUEVYUCG-UHFFFAOYSA-N 0.000 description 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- PMPJQLCPEQFEJW-UHFFFAOYSA-L disodium;2-[2-[4-[4-[2-(2-sulfonatophenyl)ethenyl]phenyl]phenyl]ethenyl]benzenesulfonate Chemical group [Na+].[Na+].[O-]S(=O)(=O)C1=CC=CC=C1C=CC1=CC=C(C=2C=CC(C=CC=3C(=CC=CC=3)S([O-])(=O)=O)=CC=2)C=C1 PMPJQLCPEQFEJW-UHFFFAOYSA-L 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 description 1
- 229960001907 nitrofurazone Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000004172 quinoline yellow Substances 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229960001288 triamterene Drugs 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical compound CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B64—AIRCRAFT; AVIATION; COSMONAUTICS
- B64D—EQUIPMENT FOR FITTING IN OR TO AIRCRAFT; FLIGHT SUITS; PARACHUTES; ARRANGEMENT OR MOUNTING OF POWER PLANTS OR PROPULSION TRANSMISSIONS IN AIRCRAFT
- B64D15/00—De-icing or preventing icing on exterior surfaces of aircraft
Definitions
- This disclosure relates to multi- component coating kits and methods of use thereof, in particular- to three -component coating kits and methods of using the coating kits to impart anti-icing characteristics to articles.
- Articles such as aircraft, solar panels, and powerlines are often used under various weather conditions.
- a coating is often applied. It would be an advantage if such a coating can have anti-icing characteristics. It would be a further advantage if the coating can have consistent thickness and desired hardness.
- a method of imparting anti-icing characteristics to an article includes combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article, wherein the part A composition contains an epoxy -silicone; the part B composition contains an aminosilane; and the part C composition contains a silanol- functional silicone, and the part A composition, the part B composition, and the part C composition are packaged separately.
- a three-component coating kit contains a part A composition including an epoxy-silicone; a part B composition including an aminosilane, a fluorinated silane, and a curing catalyst; and a part C composition including a silanol- functional silicone, wherein the part A composition, the part B composition, the part C composition, or a combination thereof each independently further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet- light absorber; and the part A composition, the part B composition, and the part C composition are packaged separately .
- the present disclosure relates to a method of imparting anti-icing characteristics to an article.
- the article with imparted anti-icing characteristics may repel water, delay ice formation, hindrance ice adhesion, or facilitate the removal of ice, snow, or frozen contaminants from the coated article.
- the method comprises combining separately packaged part A, par B, and part C compositions to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing tire ready-to-use composition to form a coating on the surface of the article.
- the ready-to-use composition is also referred to as a coating composition.
- a coating formed from the separately packaged part A, part B, and part C compositions (3K system) can have improved properties as compared to coatings formed from a two-component system (2K system) which includes a first package containing both tire same part A composition and the same part C composition, and a second package containing the same part B composition.
- a coating formed from the 2K system can have an oily residue, especially when tire components of the 2K system are stored at room temperature for an extended period of time before use.
- the curing time can be longer than desired.
- the coating formed from the 2K system may not be hard enough after cure.
- a coating formed from the separately packaged part A, part B, and part C compositions can have consistent thickness and desired hardness without oily residues, even when the part A, part B, and part C compositions are stored at room temperature for more than 3 months before use.
- the coating formed from the 3K system can also be cured in a short period of time.
- the part A composition comprises an epoxy- silicone.
- the epoxy- silicone can be a polysiloxane having epoxide functional groups.
- the epoxy equivalent weight of the epoxy-silicone can be at least about 200 grams, about 200 to about 700 grams, about 300 to about 700 grams, or about 400 to about 600 grams.
- the epoxide or epoxy equivalent weight (EEW) refers to the mass in grams which one mole of epoxy groups contains. EEW can be determined by ASTM DI 652.
- the epoxy- silicone can have a polysiloxane framework.
- tire polysiloxane framework or a side chain of the polysiloxane framework has OH groups and/or alkoxy groups.
- the epoxy-silicone used is preferably a liquid at 0 to 40 °C. Otherwise the addition of solvents may be needed. It is preferable that the addition of solvents is to be kept as low as possible.
- Part B composition comprises an aminosilane.
- the aminosilane can have a structure represented by Formula I or Formula II
- R is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl; each occurrence of R" is independently alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of X andX' is independently alkylene, cycloalkylene, or -R2-NH-R3-, wherein R2 and R3 are independently alkylene, or cycloalkylene; x is 0 to 2, y is 0 to 2, n is 0 to 2, m is 0 to 2, and m+n is 2.
- each of R, R2, R3, R', R", X, and X' can each independently have 1 to 20, 1 to 10, or 1 to 6 carbon atoms.
- the aminosilane can comprise at least one of a primary aminoalkylalkoxysilane of Formula I when R is H, and R’ is an alkyl group; a secondary aminoalkylalkoxysilane of Formula I when R is an alkyl group, and R' is an alkyl group; a bisalkoxysilylamine of Formula III; or a dianiinosilane of Formula I when X is -R2-NH-R3-.
- Examples of the primary aminoalkyl alkoxysilane include 2- aminoethyltrimethoxysilane, 2 ⁇ aminoethyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3- aminopropyltriethoxysilane, 4-aminobutyltrimethoxysilane, or 4-aminobutyltriethoxysilane.
- Preferred primary aminoalkylalkoxysilane is 3-aminopropyltrimethoxysilane or 3- aminopropyl triethoxy silane.
- Examples of the secondary aminoalkylalkoxysilane include N-(2- (trimethoxysilyl)ethyl)alkylamines, N-(3-(trimethoxysilyl)propyl)alkylamines, N-(4- (trimethoxysilyl)butyl)alkylaniines, N-(2-(triethoxysiIyl)ethyl)alkylamines, N-(3- (triethoxysilyl)propyl)alkylamines, or N-(4-(triethoxysilyl)butyl)alkylamines.
- Preferred secondary aminoalkylalkoxy si lane is N-(3-(trietlioxysilyl)propyl)butylamine or N-(3- (trimethoxysilyl)propyl)butylamine.
- Examples of the bisalkoxysilylamine include bis(2- ethyltrimethoxysilyl)amine, bis(3-propyltrimethoxysil-yl)amine, bis(4- butyltrimethoxysilyl)amine, bis(2-ethyltriethoxysilyl)amine, bis(3-propyltriethoxy- silyl)amine, or bis(4-butyltriethoxysilyl)amine.
- diaminosilane examples include H2N-(CH2)2NH(CH2)2Si(OCH3)3, or H2N(CH2)2NH(CH2)3Si(OCH3)2CH3.
- Diaminosilanes are commercially available, for example, under the trade name SILQUEST Al 120, SILQUEST Al 120J, or SILQUEST 2120, from Momentive.
- the part B composition can also comprise a fluorinated silane.
- the fluorinated silane can have a structure represented by Formula IV wherein Ri is a fluorinated alkyl, and each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl.
- Ri is a fluorinated C1-20 alkyl or a fluorinated C1-10 alkyl
- R' is a C1-10 alkyl, C1-5 alkyl, or C1-3 alkyl.
- a specific example of the fluorinated silane is (tridecafluofo- 1 , 1 ,2,2- tetrahydrooctyl)trimethoxysilane.
- the fluorinated silane can react with the silanol ⁇ functional silicone during curing to form a phase change material that imparts anti-icing characteristics to the coating surface.
- the phase change material may have a structure of the Formula V wherein Ri, R', and R’" are the same as described herein in the context of Formula III and Formula IV.
- the part C composition comprises a silanol -functional silicone.
- the silanol- functional silicone can have a structure represented by Formula III wherein each occurrence of R'" is independently alkyl, cycloalkyl, aryl, or aralkyl, and 11 is 2 to 20 or 3 to 10.
- R'" can be halogenated.
- each R'" is independently a Cr-io or C1-6 alkyl, or phenyl. More preferably each occurrence of R'" is methyl or phenyl. More preferably each occurrence of R'" is independently methyl, phenyl, or trifluoropropyl.
- the silanol-functional silicone can comprise at least one of a silanol- terminated polydimethylsiloxane, a silanol-terminated poly diphenylsiloxane, a silanol- terminated diphenylsiloxane-dimethylsiloxane copolymer, or a silanol-terminated polytrifluoropropylmethylsiloxane.
- a silanol-terminated polydimethylsiloxane is preferred.
- the silanol-terminated polydimethylsiloxane can have a viscosity of about 45 to about 85 centistokes (cSt) measured at room temperature (23 C C).
- the part C composition can further comprise an alkyl phosphonate, for example C2-C25 alkyl phosphonate, C5-C25 alkyl phosphonate, or C8-C20 alkyl phosphonate.
- an alkyl phosphonate for example C2-C25 alkyl phosphonate, C5-C25 alkyl phosphonate, or C8-C20 alkyl phosphonate.
- the part A composition, the part B composition, the part C composition or a combination thereof can further comprise at least one of a curing catalyst, a surface-active agent, a heat stabilizer, an ultraviolet-light absorber, or a colorant.
- the part A composition further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet-light absorber.
- the part B composition further comprises a curing catalyst.
- the curing catalyst can be present in an amount of about 0.5 to about 5 weight percent, about 1 to about 5 weight percent, or about 0.5 to about 4 weight percent, or about 0.8 to about 3 weight percent, based on a total weight of the part A composition, pari B composition, or part C composition, preferably based on a total weight of the part B composition.
- the curing catalyst can comprise at least one of an organotin compound, an organozinc compound, an organotitanium compound, an organozirconium compound, or an organic acid. Organotin compounds are particularly useful.
- organotin compound examples include dibutyltin dicarboxylates, such as dibutyltin dilaurate and dibutyltin bis(alkyl maleate); dioctyltin dicarboxylates such as dioctyltin dilaurate, dialkyltin alkoxide derivatives such as dibutyltin dimethoxide and dibutyltin diphenoxide; intramolecular coordination derivatives of dialkyltins, such as dibutyltin diacetylacet onate and dibutyltin acetoacetate; reaction mixtures of dibutyltin oxide with ester compounds; reaction mixtures of dibutyltin oxide with silicate compounds, or tetravalent dialkyltin oxide derivatives such as oxy derivatives of said dialkyltin oxide derivatives as described in U.S. Patent 6,642,309, the content of which is incorporated herein by reference in its entirety.
- a surface-active agent can modify the interaction of a coating composition with the substrate, in particular', the agent can modify the ability of the composition to wet a substrate.
- Surface active agents may also include leveling, defoaming, or flow agents, and the like. If used, the surface active agent can be present in an amount of about 0.1 to about 5 weight percent, based on the total weight of the ready-to-use composition, which comprises or consists of the part A composition, the part B composition, and the part C composition.
- Surface-active agent is known and can include polysiloxane defoamers such as a methylalkylpolysiloxane commercially available under the hade name BYK-077 or BYK- 500 from Byk Chemie, polymeric defoamers such as that commercially available under the trade name B YK 051, or other surface-active agent such as BYK-053, BYK-055, BYK-057, BYK-020, BYK-065, BYK-066N, BYK-067A, BYK-070, BYK-080A, BYK-088, BYK-141, BYK-019, BYK-021, BYK-022, BYK-023, BYK-024, BYK-025, BYK-028, BYK-011, BYK-031, BYK-032, BYK-033, BYK-034, BYK-035, BYK-03
- the coating composition comprises two or more, for example two to six or two to five different surface-active agents.
- the light stabilizer can include a hindered amine light stabilizer (HALS).
- HALS is commercially available, for example, under the trade name BLS 292 from Mayzo, TINUVIN 123 or I VIM L 4092 from BASF Corp., OMNISTAB LS292 from ICG Specialty Chemicals, OMNISTAB LS944 from ICG Specialty Chemicals, SABOSTAB 119 or SABOSTAB 94 from Sabo S.p.A., or LOW1LITE from Addivant.
- the light stabilizer can be used in an amount of 01 to 1 weight percent based on a total weight of the ready-to-use composition, which comprises or consists of the part A composition, tire part B composition, and the part C composition.
- the ready-to-use composition can comprise more than one light stabilizer if needed.
- the ultraviolet-light (UV) absorber that can be useful with the coating composition include avobenzone, 2,5-bis(5-tert-butyl-benzoxazol-2-yl)thiophene (Benetex OB+), disodium 4,4'-bis(2-sulfonatostyryl)biphenyl (Benetex OB-M1), benzenepropanoic acid (BLS 99-2), 2,3,6,7-tetrahydro-9-methyl-lH,5H-quinolizino(9,Lgh)coumarin (Coumarin 102), Martins Yellow, morin hydrate, nitrofurazone, 2-nitrophenyl phenyl sulfide (NFS), 5, 12- naphthacenequinone (NTAQ), octocrylene, phenazine, l,4-bis-(2-(5- phenyloxazolyl)) -benzene (POPOP), Quinoline Yellow, 3,3',
- UV absorbers can also be used. UV absorbers can be used in an amount of 0.05 to 1 weight percent based on a total weight of the ready-to-use composition, which comprise or consists of the part A composition, part B composition, and part C composition.
- the ready-to-use composition can comprise more than one UV absorber.
- the part A composition can comprise about 80 weight percent to about 100 weight percent, about 85 weight percent to about 99 weight percent, or about 88 weight percent to about 98 weight percent of the epoxy-silicone, each based on a total weight of tire part A composition.
- the part B composition can comprise about 75 to about 90 weight percent or about 75 to about 85 weight percent of the aminosilane, about 5 to about 20 weight percent or about 10 to about 20 weight percent of the fluorinated silane, and about 0.5 to about 5 weight percent, or about 1 to about 5 weight percent of the curing catalyst, each based on a total weight of the part B composition.
- the part C composition can comprise about 90 to about 100 weight percent or about 95 to about 100 weight percent of the silanol- functional silicone, each based on a total weight of the part C composition.
- the method further can further comprise providing a coating kit comprising the part A composition, tire part B composition, and the part C composition, wherein the part A composition, the part B composition, and tire part C composition are packaged separately.
- a ready-to-use composition can be made by combining the part A composition with the part B composition and the part C composition.
- the part A composition, the part B composition, and the part C composition are combined in such a way that the ready-to-use composition comprises about 60 to about 80 weight percent, or about 65 to about 75 weight percent of the epoxy -silicone; about 10 to about 25 weight percent, or about 15 to about 20 weight percent of the aminosilane; about 1 to about 20 weight percent, or about 5 to about 15 weight percent of the silanol -functional silicone; about 0.05 to about 1 weight percent of the curing catalyst, optionally about 0.5 to about 10 weight percent, or about 1 to about 5 weight percent of the fluorinated silane, optionally about 0.1 to about 5 weight percent of the surface active agent, optionally about 0.05 to about 1 weight percent of an UV absorber, and optionally about 0.1 to about 1 weight percent of a light stabilizer, each based on a total weight of the ready-to-use composition.
- the solids content of the ready-to-use composition can be greater than 90 vol%, greater than 92 vol%, or greater than 95 vol%.
- the solids content of the ready-to-use composition can be less than 99.5 vol% or less than 99 vol%.
- combining includes mixing.
- the part A, part B, and part C compositions can be mixed shortly before the ready-to-use composition is applied to the substrate.
- the method comprises mixing the part C composition with the part B composition to form an intermediate composition; and mixing the intermediate composition with the part A composition to form the ready-to-use composition.
- the coating composition can be applied by any of the suitable application methods, such as spraying, knife coating, spreading, pouring, dipping, impregnating, trickling or rolling, for example.
- the substrate to be coated may itself be at rest, with the application equipment or unit being moved.
- the substrate to be coated may be moved, with the application unit being at rest relative to the substrate or being moved appropriately.
- the coating composition can be applied to various substrates such as metallic substrates, polymeric substrates, composite substrates, and the like.
- the applied coating composition can be cured after a certain cure time.
- the cure time may be tuned by adjusting the cure temperature and/or humidity, provided that this does not entail any damage or alteration to the coating, such as premature complete crosslinking, for instance.
- a thermal cure can be conducted at a temperature of about 30 to about 200° C., more preferably about 30 to about 150° C, and in particular about 30 to about 100° C for a time of about 1 minute (min) up to about 70 hours (h), more preferably about 1 h up to about 60 h, and in particular about 5 h to about 50 h.
- the ready-to-use composition can achieve 95% hardness in 48 hours when cured at 77°F and 50% relative humidity.
- a coating formed by the separately packaged part A, par B, and part C compositions can consistently have a thickness of about 100 microns to about 500 microns.
- the coating composition can form a coating that imparts anti-icing characteristics, and tire coating can maintain structural integrity with minimized cracking or peeling off with a long service life when used outdoor in low temperature environments.
- compositions, methods, and articles can alternatively comprise, consist of, or consist essentially of, any appropriate components or steps herein disclosed.
- the compositions, methods, and articles can additionally, or alternatively, be formulated so as to be devoid, or substantially free, of any steps, components, materials, ingredients, adjuvants, or species that are otherwise not necessary to the achievement of the function or objectives of the compositions, methods, and articles.
- a method of imparting anti-icing characteristics to an article comprising: combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article; wherein the part A composition comprises an epoxy - silicone; the part B composition comprises an aminosilane; and the part C composition comprises a silanol -functional silicone, and the part A composition, the part B composition, and the part C composition arc packaged separately.
- Aspect 2 The method as in any prior aspect, further comprising providing a coating kit comprising the part A composition, the part B composition, and the part C composition.
- Aspect 3 The method as in any prior aspect, wherein combining the part A composition with the part B composition and the part C composition comprises mixing the part A composition, the part B composition, and the part C composition.
- Aspect 4 The method as in any prior aspect, comprising: mixing the part C composition with the part B composition to form an intermediate composition; and mixing the intermediate composition with tire part A composition to form the ready-to-use composition.
- Aspect 5 The method as in any prior aspect, wherein the pail A composition, the part B composition, the part C composition or a combination thereof further comprises at least one of a curing catalyst, a surface -active agent, a heat stabilizer, an ultraviolet-light absorber, or a colorant.
- Aspect 6 The method as in any prior aspect, wherein the epoxy-silicone in the part A composition has an epoxy equivalent weight of about 200 to about 700 grams, about 300 to about 700 grams, or about 400 to about 600 grams.
- Aspect 7 The method as in any prior aspect, wherein the part A composition further comprises at least one of a surface -active agent, a heat stabilizer, or an ultravioletlight absorber.
- Aspect 8 The method as in any prior aspect, wherein the aminosilane in the part B composition has a structure represented by Formula I or Formula II:
- R is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl; each occurrence of R" is independently alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of X and X' is independently an alkyl, cycloalkyl, or -R2-NH-R3-, wherein R2 and R3 are independently alkylene, or cycloalkylene; x is 0 to 2, y is 0 to 2, n is 0 to 2, m is 0 to 2, and m+n is 2.
- Aspect 9 The method as in any prior aspect, wherein the pail B composition further comprises a fluorinated silane, a curing catalyst, or a combination thereof.
- Aspect 10 The method as in any prior aspect, wherein the part B composition further comprises a fluorinated silane having a structure represented by Formula IV
- Ri is a fluorinated alkyl, and each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl.
- Aspect 11 The method as in any prior aspect, wherein the silano-functional silicone in the part C composition has a structure represented by Formula III HO-(SiR'" 2 O) n -SiR'"2-OH Formula III wherein each occurrence of R'" is independently alkyl, cycloalkyl, aryl or aralkyl, and n is 2 to 20.
- the silanol- functional silicone in the part C composition comprises at least one of a silanol-terminated polydimethylsiloxane, a silanol-terminated polydiphenylsiloxane, a silanol-terminated diphenylsiloxane-dimethylsiloxane copolymer, or a silanol-terminated polytri fluoropropylmethylsiloxane.
- the part C composition further comprises an alkyl phosphonate.
- Aspect 14 The method as in any prior aspect, wherein the part A composition comprises about 80 to about 100 weight percent of the epoxy-silicone; the part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight percent of a curing catalyst; and the part C composition comprises about 90 to about 100 weight percent of the silanol- functional silicone.
- Aspect 15 The method as in any prior aspect, wherein the part A composition, the part B composition, and the part C composition are combined in such a way that the ready-to-use composition comprises about 60 to about 80 weight percent, or about 65 to about 75 weight percent of the epoxy-silicone; about 10 to about 25 weight percent, or about 15 to about 20 weight percent of the aminosilane; about 1 to about 20 weight percent, or about 5 to about 15 weight percent of the silanol-functional silicone; about 0.05 to about 1 weight percent of a curing catalyst; optionally about 0.5 to about 10 weight percent or about 1 to about 5 weight percent of a fluorinated silane; optionally about 0.1 to about 5 weight percent of a surface active agent; optionally about 0.05 to about 1 weight percent of an UV absorber; and optionally about 0.1 to about 1 weight percent of a light stabilizer; each based on a total weight of the ready-to-use composition.
- Aspect 16 The method as in any prior aspect, wherein the coating has a thickness of about 100 microns to about 500 microns.
- a three-component coating kit comprising a part A composition comprising an epoxy -silicone; a part B composition comprising an aminosilane, a fluorinated silane, and a curing catalyst; and a part C composition comprising a silanol-functional silicone, wherein the part A composition, the part B composition, the part C composition, or a combination thereof each independently further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet-light absorber; and the part A composition, the part B composition, and the part C composition are packaged separately.
- Aspect 18 The three-component coating kit as in any prior aspect, wherein the part A composition comprises about 90 to about 100 weight percent of the epoxy-silicone, based on a total weight of the part A composition; the part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight percent of the curing catalyst, based on a total weight of tire part B composition; and the part C composition comprises about 90 to about 100 weight percent of the silanol-functional silicone, , based on a total weight of tire part C composition.
- hydrocarbyl and “hydrocarbon” refers broadly to a substituent comprising carbon and hydrogen, optionally with 1 to 3 heteroatoms, for example, oxygen, nitrogen, halogen, silicon, sulfur, or a combination thereof; “alkyl” refers to a straight or branched chain, saturated monovalent hydrocarbon group; “alkylene” refers to a straight or branched chain, saturated, divalent hydrocarbon group; “cycloalkyl” refers to a non- aromatic monovalent monocyclic or multicylie hydrocarbon group having at least three carbon atoms; “aryl” refers to an aromatic monovalent group containing only carbon in the aromatic ring or rings; “arylene” refers to an aromatic divalent group containing only carbon in the aromatic ring or rings; and “arylalkyl” refers to an alkyl group that has been substituted with an aryl group as defined above, with benzyl being an exemplary arylalkyl group.
- each of the foregoing groups can be unsubstituted or substituted, provided that the substitution does not significantly adversely affect synthesis, stability, or use of the compound.
- substituted as used herein means that at least one hydrogen on the designated atom or group is replaced with another group, provided that the designated atom’s normal valence is not exceeded.
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Abstract
A method of imparting anti-icing characteristics to an article includes combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready -to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article, wherein the part A composition contains an epoxy-silicone; the part B composition contains an aminosilane; and the part C composition contains a silanol-functional silicone, and the part A composition, the part B composition, and the part C composition are packaged separately.
Description
MULTIPLE-COMPONENT COATING KIT AND METHOD OF USE THEREOF TO IMPART ANTI-ICING CHARACTERISTICS TO ARTICLES
CROSS REFERENCE TO RELATED APPLICATIONS
This application claims the benefit of US Application No. 63/406,535, filed on September 14, 2022, which is incorporated herein by reference in its entirety.
BACKGROUND
[0001] This disclosure relates to multi- component coating kits and methods of use thereof, in particular- to three -component coating kits and methods of using the coating kits to impart anti-icing characteristics to articles. Articles such as aircraft, solar panels, and powerlines are often used under various weather conditions. To protect these articles, a coating is often applied. It would be an advantage if such a coating can have anti-icing characteristics. It would be a further advantage if the coating can have consistent thickness and desired hardness.
SUMMARY
[0002] In an aspect, a method of imparting anti-icing characteristics to an article includes combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article, wherein the part A composition contains an epoxy -silicone; the part B composition contains an aminosilane; and the part C composition contains a silanol- functional silicone, and the part A composition, the part B composition, and the part C composition are packaged separately.
[0003] In another aspect, a three-component coating kit contains a part A composition including an epoxy-silicone; a part B composition including an aminosilane, a fluorinated silane, and a curing catalyst; and a part C composition including a silanol- functional silicone, wherein the part A composition, the part B composition, the part C composition, or a combination thereof each independently further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet- light absorber; and the part A composition, the part B composition, and the part C composition are packaged separately .
DETAILED DESCRIPTION
[0004] The present disclosure relates to a method of imparting anti-icing
characteristics to an article. In particular, the article with imparted anti-icing characteristics may repel water, delay ice formation, hindrance ice adhesion, or facilitate the removal of ice, snow, or frozen contaminants from the coated article.
[0005] The method comprises combining separately packaged part A, par B, and part C compositions to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing tire ready-to-use composition to form a coating on the surface of the article. As used herein, the ready-to-use composition is also referred to as a coating composition.
[0006] Advantageously, a coating formed from the separately packaged part A, part B, and part C compositions (3K system) can have improved properties as compared to coatings formed from a two-component system (2K system) which includes a first package containing both tire same part A composition and the same part C composition, and a second package containing the same part B composition. For example, a coating formed from the 2K system can have an oily residue, especially when tire components of the 2K system are stored at room temperature for an extended period of time before use. In addition, the curing time can be longer than desired. Further, under certain circumstances, the coating formed from the 2K system may not be hard enough after cure. In contrast, a coating formed from the separately packaged part A, part B, and part C compositions can have consistent thickness and desired hardness without oily residues, even when the part A, part B, and part C compositions are stored at room temperature for more than 3 months before use. The coating formed from the 3K system can also be cured in a short period of time.
[0007] The part A composition comprises an epoxy- silicone. The epoxy- silicone can be a polysiloxane having epoxide functional groups. The epoxy equivalent weight of the epoxy-silicone can be at least about 200 grams, about 200 to about 700 grams, about 300 to about 700 grams, or about 400 to about 600 grams. The epoxide or epoxy equivalent weight (EEW) refers to the mass in grams which one mole of epoxy groups contains. EEW can be determined by ASTM DI 652.
[0008] The epoxy- silicone can have a polysiloxane framework. Optionally tire polysiloxane framework or a side chain of the polysiloxane framework has OH groups and/or alkoxy groups. The epoxy-silicone used is preferably a liquid at 0 to 40 °C. Otherwise the addition of solvents may be needed. It is preferable that the addition of solvents is to be kept as low as possible.
[0009] Part B composition comprises an aminosilane. The aminosilane can have a structure represented by Formula I or Formula II
HRN-X-SiR"x(OR')3-x Formula I
HN(X--SiR"x(OR')3-x)n(X'--SiR"y(OR')3-y)m Formula II wherein in Formula I and Formula II
R is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl; each occurrence of R" is independently alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of X andX' is independently alkylene, cycloalkylene, or -R2-NH-R3-, wherein R2 and R3 are independently alkylene, or cycloalkylene; x is 0 to 2, y is 0 to 2, n is 0 to 2, m is 0 to 2, and m+n is 2.
[0010] Preferably each of R, R2, R3, R', R", X, and X' can each independently have 1 to 20, 1 to 10, or 1 to 6 carbon atoms.
[0011] The aminosilane can comprise at least one of a primary aminoalkylalkoxysilane of Formula I when R is H, and R’ is an alkyl group; a secondary aminoalkylalkoxysilane of Formula I when R is an alkyl group, and R' is an alkyl group; a bisalkoxysilylamine of Formula III; or a dianiinosilane of Formula I when X is -R2-NH-R3-.
[0012] Examples of the primary aminoalkyl alkoxysilane include 2- aminoethyltrimethoxysilane, 2 ■■aminoethyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3- aminopropyltriethoxysilane, 4-aminobutyltrimethoxysilane, or 4-aminobutyltriethoxysilane. Preferred primary aminoalkylalkoxysilane is 3-aminopropyltrimethoxysilane or 3- aminopropyl triethoxy silane.
[0013] Examples of the secondary aminoalkylalkoxysilane include N-(2- (trimethoxysilyl)ethyl)alkylamines, N-(3-(trimethoxysilyl)propyl)alkylamines, N-(4- (trimethoxysilyl)butyl)alkylaniines, N-(2-(triethoxysiIyl)ethyl)alkylamines, N-(3- (triethoxysilyl)propyl)alkylamines, or N-(4-(triethoxysilyl)butyl)alkylamines. Preferred secondary aminoalkylalkoxy si lane is N-(3-(trietlioxysilyl)propyl)butylamine or N-(3- (trimethoxysilyl)propyl)butylamine.
[0014] Examples of the bisalkoxysilylamine include bis(2- ethyltrimethoxysilyl)amine, bis(3-propyltrimethoxysil-yl)amine, bis(4- butyltrimethoxysilyl)amine, bis(2-ethyltriethoxysilyl)amine, bis(3-propyltriethoxy- silyl)amine, or bis(4-butyltriethoxysilyl)amine.
[0015] Examples of the diaminosilane include H2N-(CH2)2NH(CH2)2Si(OCH3)3, or H2N(CH2)2NH(CH2)3Si(OCH3)2CH3. Diaminosilanes are commercially available, for example, under the trade name SILQUEST Al 120, SILQUEST Al 120J, or SILQUEST 2120, from Momentive.
[0016] The part B composition can also comprise a fluorinated silane. The fluorinated silane can have a structure represented by Formula IV
wherein Ri is a fluorinated alkyl, and each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl. Preferably Ri is a fluorinated C1-20 alkyl or a fluorinated C1-10 alkyl, and R' is a C1-10 alkyl, C1-5 alkyl, or C1-3 alkyl. A specific example of the fluorinated silane is (tridecafluofo- 1 , 1 ,2,2- tetrahydrooctyl)trimethoxysilane.
[0017] Without wishing to be bound by theory, it is believed that the fluorinated silane can react with the silanol ■functional silicone during curing to form a phase change material that imparts anti-icing characteristics to the coating surface. The phase change material may have a structure of the Formula V
wherein Ri, R', and R’" are the same as described herein in the context of Formula III and Formula IV.
[0018] The part C composition comprises a silanol -functional silicone. The silanol- functional silicone can have a structure represented by Formula III
wherein each occurrence of R'" is independently alkyl, cycloalkyl, aryl, or aralkyl, and 11 is 2 to 20 or 3 to 10. R'" can be halogenated. Preferably each R'" is independently a Cr-io or C1-6 alkyl, or phenyl. More preferably each occurrence of R'" is methyl or phenyl. More preferably each occurrence of R'" is independently methyl, phenyl, or trifluoropropyl.
[0019] The silanol-functional silicone can comprise at least one of a silanol- terminated polydimethylsiloxane, a silanol-terminated poly diphenylsiloxane, a silanol- terminated diphenylsiloxane-dimethylsiloxane copolymer, or a silanol-terminated polytrifluoropropylmethylsiloxane. A silanol-terminated polydimethylsiloxane is preferred. The silanol-terminated polydimethylsiloxane can have a viscosity of about 45 to about 85 centistokes (cSt) measured at room temperature (23CC).
[0020] Optionally the part C composition can further comprise an alkyl phosphonate, for example C2-C25 alkyl phosphonate, C5-C25 alkyl phosphonate, or C8-C20 alkyl phosphonate.
[0021] The part A composition, the part B composition, the part C composition or a combination thereof can further comprise at least one of a curing catalyst, a surface-active agent, a heat stabilizer, an ultraviolet-light absorber, or a colorant.
[0022] In an aspect, the part A composition further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet-light absorber. The part B composition further comprises a curing catalyst.
[0023] The curing catalyst can be present in an amount of about 0.5 to about 5 weight
percent, about 1 to about 5 weight percent, or about 0.5 to about 4 weight percent, or about 0.8 to about 3 weight percent, based on a total weight of the part A composition, pari B composition, or part C composition, preferably based on a total weight of the part B composition. The curing catalyst can comprise at least one of an organotin compound, an organozinc compound, an organotitanium compound, an organozirconium compound, or an organic acid. Organotin compounds are particularly useful. Examples of the organotin compound include dibutyltin dicarboxylates, such as dibutyltin dilaurate and dibutyltin bis(alkyl maleate); dioctyltin dicarboxylates such as dioctyltin dilaurate, dialkyltin alkoxide derivatives such as dibutyltin dimethoxide and dibutyltin diphenoxide; intramolecular coordination derivatives of dialkyltins, such as dibutyltin diacetylacet onate and dibutyltin acetoacetate; reaction mixtures of dibutyltin oxide with ester compounds; reaction mixtures of dibutyltin oxide with silicate compounds, or tetravalent dialkyltin oxide derivatives such as oxy derivatives of said dialkyltin oxide derivatives as described in U.S. Patent 6,642,309, the content of which is incorporated herein by reference in its entirety. Two or more of the curing catalyst can be used.
[0024] As described in US 7,923,513, the content of which is incorporated herein by reference in its entirety, a surface-active agent can modify the interaction of a coating composition with the substrate, in particular', the agent can modify the ability of the composition to wet a substrate. Surface active agents may also include leveling, defoaming, or flow agents, and the like. If used, the surface active agent can be present in an amount of about 0.1 to about 5 weight percent, based on the total weight of the ready-to-use composition, which comprises or consists of the part A composition, the part B composition, and the part C composition.
[0025] Surface-active agent is known and can include polysiloxane defoamers such as a methylalkylpolysiloxane commercially available under the hade name BYK-077 or BYK- 500 from Byk Chemie, polymeric defoamers such as that commercially available under the trade name B YK 051, or other surface-active agent such as BYK-053, BYK-055, BYK-057, BYK-020, BYK-065, BYK-066N, BYK-067A, BYK-070, BYK-080A, BYK-088, BYK-141, BYK-019, BYK-021, BYK-022, BYK-023, BYK-024, BYK-025, BYK-028, BYK-011, BYK-031, BYK-032, BYK-033, BYK-034, BYK-035, BYK-036, BYK-037, BYK-038, BYK-045, BYK-A530, BYK-A555, BYK-071, BYK-060, BYK-018, BYK-044, BYK-094, BYK 333, BYK A530, or BYKUMEN, commercially available from Byk Chemie. In an aspect, the coating composition comprises two or more, for example two to six or two to five different surface-active agents.
[0026] The light stabilizer can include a hindered amine light stabilizer (HALS). HALS is commercially available, for example, under the trade name BLS 292 from Mayzo, TINUVIN 123 or I VIM L 4092 from BASF Corp., OMNISTAB LS292 from ICG Specialty Chemicals, OMNISTAB LS944 from ICG Specialty Chemicals, SABOSTAB 119 or SABOSTAB 94 from Sabo S.p.A., or LOW1LITE from Addivant. If present, the light stabilizer can be used in an amount of 01 to 1 weight percent based on a total weight of the ready-to-use composition, which comprises or consists of the part A composition, tire part B composition, and the part C composition. The ready-to-use composition can comprise more than one light stabilizer if needed.
[0027] The ultraviolet-light (UV) absorber that can be useful with the coating composition include avobenzone, 2,5-bis(5-tert-butyl-benzoxazol-2-yl)thiophene (Benetex OB+), disodium 4,4'-bis(2-sulfonatostyryl)biphenyl (Benetex OB-M1), benzenepropanoic acid (BLS 99-2), 2,3,6,7-tetrahydro-9-methyl-lH,5H-quinolizino(9,Lgh)coumarin (Coumarin 102), Martins Yellow, morin hydrate, nitrofurazone, 2-nitrophenyl phenyl sulfide (NFS), 5, 12- naphthacenequinone (NTAQ), octocrylene, phenazine, l,4-bis-(2-(5- phenyloxazolyl)) -benzene (POPOP), Quinoline Yellow, 3,3',4',5,6-pentahydroxyflavone (Quercetin), salicylaldehyde, Sudan I, triamterene, UV386A, or 9,10-diethoxyanthracene (UVS-1101). Other known UV absorbers can also be used. UV absorbers can be used in an amount of 0.05 to 1 weight percent based on a total weight of the ready-to-use composition, which comprise or consists of the part A composition, part B composition, and part C composition. The ready-to-use composition can comprise more than one UV absorber.
[0028] The part A composition can comprise about 80 weight percent to about 100 weight percent, about 85 weight percent to about 99 weight percent, or about 88 weight percent to about 98 weight percent of the epoxy-silicone, each based on a total weight of tire part A composition. The part B composition can comprise about 75 to about 90 weight percent or about 75 to about 85 weight percent of the aminosilane, about 5 to about 20 weight percent or about 10 to about 20 weight percent of the fluorinated silane, and about 0.5 to about 5 weight percent, or about 1 to about 5 weight percent of the curing catalyst, each based on a total weight of the part B composition. The part C composition can comprise about 90 to about 100 weight percent or about 95 to about 100 weight percent of the silanol- functional silicone, each based on a total weight of the part C composition.
[0029] In an aspect, the method further can further comprise providing a coating kit comprising the part A composition, tire part B composition, and the part C composition, wherein the part A composition, the part B composition, and tire part C composition are packaged separately.
[0030] A ready-to-use composition can be made by combining the part A composition with the part B composition and the part C composition. The part A composition, the part B composition, and the part C composition are combined in such a way that the ready-to-use composition comprises about 60 to about 80 weight percent, or about 65 to about 75 weight percent of the epoxy -silicone; about 10 to about 25 weight percent, or about 15 to about 20 weight percent of the aminosilane; about 1 to about 20 weight percent, or about 5 to about 15 weight percent of the silanol -functional silicone; about 0.05 to about 1 weight percent of the curing catalyst, optionally about 0.5 to about 10 weight percent, or about 1 to about 5 weight percent of the fluorinated silane, optionally about 0.1 to about 5 weight percent of the surface active agent, optionally about 0.05 to about 1 weight percent of an UV absorber, and optionally about 0.1 to about 1 weight percent of a light stabilizer, each based on a total weight of the ready-to-use composition. Preferably the solids content of the ready-to-use composition can be greater than 90 vol%, greater than 92 vol%, or greater than 95 vol%. The solids content of the ready-to-use composition can be less than 99.5 vol% or less than 99 vol%.
[0031] As used herein, combining includes mixing. The part A, part B, and part C compositions can be mixed shortly before the ready-to-use composition is applied to the substrate. In an aspect, the method comprises mixing the part C composition with the part B composition to form an intermediate composition; and mixing the intermediate composition with the part A composition to form the ready-to-use composition.
[0032 ] The coating composition can be applied by any of the suitable application methods, such as spraying, knife coating, spreading, pouring, dipping, impregnating, trickling or rolling, for example. In the course of such application, the substrate to be coated may itself be at rest, with the application equipment or unit being moved. Alternatively the substrate to be coated may be moved, with the application unit being at rest relative to the substrate or being moved appropriately.
[0033] The coating composition can be applied to various substrates such as metallic substrates, polymeric substrates, composite substrates, and the like.
[0034] The applied coating composition can be cured after a certain cure time. The cure time may be tuned by adjusting the cure temperature and/or humidity, provided that this does not entail any damage or alteration to the coating, such as premature complete crosslinking, for instance.
[0035 ] A thermal cure can be conducted at a temperature of about 30 to about 200° C., more preferably about 30 to about 150° C, and in particular about 30 to about 100° C for a time of about 1 minute (min) up to about 70 hours (h), more preferably about 1 h up to about
60 h, and in particular about 5 h to about 50 h. In a specific embodiment, the ready-to-use composition can achieve 95% hardness in 48 hours when cured at 77°F and 50% relative humidity.
[0036] After cure, a coating formed by the separately packaged part A, par B, and part C compositions can consistently have a thickness of about 100 microns to about 500 microns.
[0037] Once cured, the coating composition can form a coating that imparts anti-icing characteristics, and tire coating can maintain structural integrity with minimized cracking or peeling off with a long service life when used outdoor in low temperature environments.
[0038] The compositions, methods, and articles can alternatively comprise, consist of, or consist essentially of, any appropriate components or steps herein disclosed. The compositions, methods, and articles can additionally, or alternatively, be formulated so as to be devoid, or substantially free, of any steps, components, materials, ingredients, adjuvants, or species that are otherwise not necessary to the achievement of the function or objectives of the compositions, methods, and articles.
[0039] Set forth are various aspects of the disclosure.
[0040] Aspect 1. A method of imparting anti-icing characteristics to an article, the method comprising: combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article; wherein the part A composition comprises an epoxy - silicone; the part B composition comprises an aminosilane; and the part C composition comprises a silanol -functional silicone, and the part A composition, the part B composition, and the part C composition arc packaged separately.
[0041] Aspect 2. The method as in any prior aspect, further comprising providing a coating kit comprising the part A composition, the part B composition, and the part C composition.
[0042] Aspect 3. The method as in any prior aspect, wherein combining the part A composition with the part B composition and the part C composition comprises mixing the part A composition, the part B composition, and the part C composition.
[0043] Aspect 4. The method as in any prior aspect, comprising: mixing the part C composition with the part B composition to form an intermediate composition; and mixing the intermediate composition with tire part A composition to form the ready-to-use composition.
[0044] Aspect 5. The method as in any prior aspect, wherein the pail A composition,
the part B composition, the part C composition or a combination thereof further comprises at least one of a curing catalyst, a surface -active agent, a heat stabilizer, an ultraviolet-light absorber, or a colorant.
[0045] Aspect 6. The method as in any prior aspect, wherein the epoxy-silicone in the part A composition has an epoxy equivalent weight of about 200 to about 700 grams, about 300 to about 700 grams, or about 400 to about 600 grams.
[0046] Aspect 7. The method as in any prior aspect, wherein the part A composition further comprises at least one of a surface -active agent, a heat stabilizer, or an ultravioletlight absorber.
[0047] Aspect 8. The method as in any prior aspect, wherein the aminosilane in the part B composition has a structure represented by Formula I or Formula II:
HRN-X-SiR"x(OR' )3-x Formula I
HN(X-----SiR''T(OR')3-x)n(X'-----SiR"'y(C)R'')3 y)m Formula II wherein in Formula I and Formula II, R is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl; each occurrence of R" is independently alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of X and X' is independently an alkyl, cycloalkyl, or -R2-NH-R3-, wherein R2 and R3 are independently alkylene, or cycloalkylene; x is 0 to 2, y is 0 to 2, n is 0 to 2, m is 0 to 2, and m+n is 2.
[0048] Aspect 9. The method as in any prior aspect, wherein the pail B composition further comprises a fluorinated silane, a curing catalyst, or a combination thereof.
[0049] Aspect 10. The method as in any prior aspect, wherein the part B composition further comprises a fluorinated silane having a structure represented by Formula IV
Ri ■ Si(OR')3 Formula IV wherein Ri is a fluorinated alkyl, and each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl.
[0050] Aspect 11. The method as in any prior aspect, wherein the silano-functional silicone in the part C composition has a structure represented by Formula III HO-(SiR'"2O)n-SiR'"2-OH Formula III wherein each occurrence of R'" is independently alkyl, cycloalkyl, aryl or aralkyl, and n is 2 to 20.
[0051] Aspect 12. The method as in any prior aspect, wherein the silanol- functional silicone in the part C composition comprises at least one of a silanol-terminated polydimethylsiloxane, a silanol-terminated polydiphenylsiloxane, a silanol-terminated diphenylsiloxane-dimethylsiloxane copolymer, or a silanol-terminated polytri fluoropropylmethylsiloxane.
[0052] Aspect 13. The method as in any prior aspect, wherein the part C composition further comprises an alkyl phosphonate.
[0053] Aspect 14. The method as in any prior aspect, wherein the part A composition comprises about 80 to about 100 weight percent of the epoxy-silicone; the part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight percent of a curing catalyst; and the part C composition comprises about 90 to about 100 weight percent of the silanol- functional silicone.
[0054] Aspect 15. The method as in any prior aspect, wherein the part A composition, the part B composition, and the part C composition are combined in such a way that the ready-to-use composition comprises about 60 to about 80 weight percent, or about 65 to about 75 weight percent of the epoxy-silicone; about 10 to about 25 weight percent, or about 15 to about 20 weight percent of the aminosilane; about 1 to about 20 weight percent, or about 5 to about 15 weight percent of the silanol-functional silicone; about 0.05 to about 1 weight percent of a curing catalyst; optionally about 0.5 to about 10 weight percent or about 1 to about 5 weight percent of a fluorinated silane; optionally about 0.1 to about 5 weight percent of a surface active agent; optionally about 0.05 to about 1 weight percent of an UV absorber; and optionally about 0.1 to about 1 weight percent of a light stabilizer; each based on a total weight of the ready-to-use composition.
[0055] Aspect 16. The method as in any prior aspect, wherein the coating has a thickness of about 100 microns to about 500 microns.
[0056] Aspect 17. A three-component coating kit comprising a part A composition comprising an epoxy -silicone; a part B composition comprising an aminosilane, a fluorinated silane, and a curing catalyst; and a part C composition comprising a silanol-functional silicone, wherein the part A composition, the part B composition, the part C composition, or a combination thereof each independently further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet-light absorber; and the part A composition, the part B composition, and the part C composition are packaged separately.
[0057] Aspect 18. The three-component coating kit as in any prior aspect, wherein the part A composition comprises about 90 to about 100 weight percent of the epoxy-silicone, based on a total weight of the part A composition; the part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight percent of the curing catalyst, based on a total weight of tire part B composition; and the part C composition comprises about 90 to about 100 weight percent of the silanol-functional silicone, , based on a total weight of tire part C
composition.
[0058] The singular forms “a,” “an,” and “the” include plural referents unless the context clearly dictates otherwise. “Or” means “and/or” unless clearly indicated otherwise by context. The modifier “about” used in connection with a quantity is inclusive of the stated value (e.g., “about 25-50 wt%” is a disclosure of “25-50 wt.%”) and has the meaning dictated by the context (e.g., includes the degree of error associated with measurement of the particular quantity). The terms “about”, “substantially” and “generally” are intended to include the degree of error associated with measurement of the particular quantity based upon the equipment available at the time of filing the application. For example, “about” and/or “substantially” and/or “generally” can include a range of ± 8% or 5%, or 2% of a given value.
[0059 ] “Optional” or “optionally” means that the subsequently described event or circumstance can or cannot occur, and that the description includes instances where the event occurs and instances where it does not. A “combination” is inclusive of blends, mixtures, alloys, reaction products, and the like.
[0060] As used herein, the term “hydrocarbyl” and “hydrocarbon” refers broadly to a substituent comprising carbon and hydrogen, optionally with 1 to 3 heteroatoms, for example, oxygen, nitrogen, halogen, silicon, sulfur, or a combination thereof; “alkyl” refers to a straight or branched chain, saturated monovalent hydrocarbon group; “alkylene” refers to a straight or branched chain, saturated, divalent hydrocarbon group; “cycloalkyl” refers to a non- aromatic monovalent monocyclic or multicylie hydrocarbon group having at least three carbon atoms; “aryl” refers to an aromatic monovalent group containing only carbon in the aromatic ring or rings; “arylene” refers to an aromatic divalent group containing only carbon in the aromatic ring or rings; and “arylalkyl” refers to an alkyl group that has been substituted with an aryl group as defined above, with benzyl being an exemplary arylalkyl group.
[0061] Unless otherwise indicated, each of the foregoing groups can be unsubstituted or substituted, provided that the substitution does not significantly adversely affect synthesis, stability, or use of the compound. The term “substituted” as used herein means that at least one hydrogen on the designated atom or group is replaced with another group, provided that the designated atom’s normal valence is not exceeded.
[0062] All cited patents, patent applications, and other references are incorporated herein by reference in their entirety. If a term in the present application contradicts or conflicts with a term in an incorporated reference, the term from the present application t akes precedence over tire conflicting term from the incorporated reference.
[0063] While embodiments have been set forth for the purpose of illustration, the foregoing descriptions should not be deemed a limitation on the scope herein. Accordingly,
various modifications, adaptations, and alternatives can occur to one skilled in the art without departing from the spirit and scope herein.
Claims
1. A method of imparting anti-icing characteristics to an article, tire method comprising: combining a part A composition with a part B composition and a part C composition to form a ready-to-use composition; applying the ready-to-use composition on at least a portion of a surface of the article; and curing the ready-to-use composition to form a coating on the surface of the article; wherein the part A composition comprises an epoxy ■silicone; the part B composition comprises an aminosilane; and tire part C composition comprises a silanol-functional silicone, and the part A composition, the pari B composition, and the pari C composition are packaged separately.
2. The method of claim 1, further comprising providing a coating kit comprising the part A composition, the part B composition, and the part C composition.
3. The method of claim 1, wherein combining the part A composition with the part B composition and the part C composition comprises mixing the part A composition, the part B composition, and the part C composition.
4. The method of claim 1, comprising: mixing the part C composition with the part B composition to form an intermediate composition; and mixing the intermediate composition with the part A composition to form the ready- to-use composition.
5. The method of claim 1, wherein the part A composition, the part B composition, the part C composition or a combination thereof further comprises at least one of a curing catalyst, a surface-active agent, a heat stabilizer, an ultraviolet-light absorber, or a colorant.
6. The method of claim 1, wherein the epoxy-silicone in the part A composition has an epoxy equivalent weight of about 200 to about 700 grams, about 300 to about 700 grams, or about 400 to about 600 grams.
7. The method of claim 1, wherein the part A composition further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet ■light absorber.
8. The method of claim 1, wherein the aminosilane in the part B composition has a structure represented by Formula I or Formula II:
HRN-X-SiR"x(OR')3.x Formula I
HN(X--SiR"x(OR')3-x)n(X'—-SiR"y(OR')3-y)m Formula II wherein in Formula I and Formula II
R is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of R' is independently hydrogen, alkyl, or cycloalkyl; each occurrence of R" is independently alkyl, cycloalkyl, aryl, or aralkyl; each occurrence of X and X' is independently an alkyl, cycloalkyl, or -R2~NH-R3-, wherein R3 and R3 are independently alkylene, or cycloalkylene: x is 0 to 2, y is 0 to 2, n is 0 to 2, m is 0 to 2, and m+n is 2.
9. The method of claim 1, wherein the part B composition further comprises a fluorinated silane, a curing catalyst, or a combination thereof.
10. The method of claim 1, wherein the part B composition further comprises a fluorinated silane having a structure represented by Formula IV
Ri-Si(OR')3 Formula IV wherein
Ri is a fluorinated alkyl, and each occurrence of R’ is independently hydrogen, alkyl, or cycloalkyl.
11. The method of claim 1, wherein the silano-functional silicone in the part C composition has a structure represented by Formula III
HO-(SiR'"2O)n-SiR'"2-OH Formula III wherein each occurrence of R'" is independently alkyl, cycloalkyl, aryl or aralkyl, and n is 2 to 20.
12. The method of claim 1, wherein the silanol -functional silicone in the part C composition comprises at least one of a silanol-terminated polydimethylsiloxane, a silanol- terminated polyd iphenylsiloxane , a silanol-terminated d iphenylsiloxane ■ d imethylsiloxane copolymer, or a silanol-terminated polytrifluoropropylmethylsiloxane.
13. The method of claim 1, wherein the part C composition further comprises an alkyl phosphonate.
14. The method of claim 1, wherein tire part A composi tion comprises about 80 to about 100 weight percent of the epoxysilicone: tire part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight
percent of a curing catalyst; and tire part C composition comprises about 90 to about 100 weight percent of the silanol- functional silicone.
15. The method of claim 1, wherein the part A composition, the part B composition, and the part C composition are combined in such a way that the ready-to-use composition comprises about 60 to about 80 weight percent, or about 65 to about 75 weight percent of the epoxy-silicone; about 10 to about 25 weight percent, or about 15 to about 20 weight percent of the aminosilane; about 1 to about 20 weight percent, or about 5 to about 15 weight percent of the silanol- functional silicone; about 0.05 to about 1 weight percent of a curing catalyst; optionally about 0.5 to about 10 weight percent or about 1 to about 5 weight percent of a fluorinated silane; optionally about 0.1 to about 5 weight percent of a surface active agent; optionally about 0.05 to about 1 weight percent of an UV absorber; and optionally about 0.1 to about 1 weight percent of a light stabilizer; each based on a total weight of the ready-to-use composition.
16. The method of claim 1, wherein the coating has a thickness of about 100 microns to about 500 microns.
17. A three-component coating kit comprising a part A composition comprising an epoxy-silicone; a part B composition comprising an aminosilane, a fluorinated silane, and a curing catalyst; and a part C composition comprising a silanol-functional silicone, wherein the part A composition, the part B composition, the part C composition, or a combination thereof each independently further comprises at least one of a surface-active agent, a heat stabilizer, or an ultraviolet-light absorber; and tire part A composition, the part B composition, and the part C composition are packaged separately.
18. The three -component coating kit of claim 17, wherein die part A composition comprises about 90 to about 100 weight percent of the epoxy- silicone, based on a total weight of the part A composition; die part B composition comprises about 75 to 90 weight percent of the aminosilane, about 5 to about 20 weight percent of a fluorinated silane, and about 0.5 to about 5 weight percent of the curing catalyst, based on a total weight of the part B composition; and the part C composition comprises about 90 to about 100 weight percent of the silanol- functional silicone, , based on a total weight of the part C composition.
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070213492A1 (en) * | 2004-09-15 | 2007-09-13 | Mowrer Norman R | Silicone resin containing coating compositions, related coated substrates and methods |
WO2016090468A1 (en) * | 2014-12-08 | 2016-06-16 | Bio-Innox Anticorrosion Inc. | Coating compositions, method of preparation thereof and uses thereof |
WO2019205078A1 (en) * | 2018-04-27 | 2019-10-31 | Dow Global Technologies Llc | Polysiloxane resin composition |
US20210290519A1 (en) * | 2018-07-06 | 2021-09-23 | Wella International Operations Switzerland Sàrl | Multicomponent silicone composition |
-
2023
- 2023-09-13 WO PCT/US2023/032602 patent/WO2024059113A1/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070213492A1 (en) * | 2004-09-15 | 2007-09-13 | Mowrer Norman R | Silicone resin containing coating compositions, related coated substrates and methods |
WO2016090468A1 (en) * | 2014-12-08 | 2016-06-16 | Bio-Innox Anticorrosion Inc. | Coating compositions, method of preparation thereof and uses thereof |
WO2019205078A1 (en) * | 2018-04-27 | 2019-10-31 | Dow Global Technologies Llc | Polysiloxane resin composition |
US20210290519A1 (en) * | 2018-07-06 | 2021-09-23 | Wella International Operations Switzerland Sàrl | Multicomponent silicone composition |
Non-Patent Citations (1)
Title |
---|
SULEIMAN RAMI, DAFALLA HATIM, EL ALI BASSAM: "Novel hybrid epoxy silicone materials as efficient anticorrosive coatings for mild steel", RSC ADVANCES, ROYAL SOCIETY OF CHEMISTRY, GB, vol. 5, no. 49, 23 April 2015 (2015-04-23), GB , pages 39155 - 39167, XP093150646, ISSN: 2046-2069, DOI: 10.1039/C5RA04500B * |
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