CN101679461B - 具有侧甲硅烷基的含氟化合物 - Google Patents
具有侧甲硅烷基的含氟化合物 Download PDFInfo
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- CN101679461B CN101679461B CN2008800075617A CN200880007561A CN101679461B CN 101679461 B CN101679461 B CN 101679461B CN 2008800075617 A CN2008800075617 A CN 2008800075617A CN 200880007561 A CN200880007561 A CN 200880007561A CN 101679461 B CN101679461 B CN 101679461B
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- perfluor
- coating
- alkyl
- compound
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 62
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 title description 2
- -1 stain Substances 0.000 claims abstract description 101
- 239000000203 mixture Substances 0.000 claims abstract description 73
- 239000000758 substrate Substances 0.000 claims abstract description 61
- 239000008199 coating composition Substances 0.000 claims abstract description 17
- 239000000126 substance Substances 0.000 claims description 58
- 238000000576 coating method Methods 0.000 claims description 51
- 239000011248 coating agent Substances 0.000 claims description 47
- 125000001118 alkylidene group Chemical group 0.000 claims description 44
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 36
- 239000000047 product Substances 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 229910052799 carbon Inorganic materials 0.000 claims description 26
- 229910000077 silane Inorganic materials 0.000 claims description 26
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 20
- 230000000269 nucleophilic effect Effects 0.000 claims description 19
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 19
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000001301 oxygen Substances 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 229910044991 metal oxide Inorganic materials 0.000 claims description 13
- 150000004706 metal oxides Chemical class 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 238000009472 formulation Methods 0.000 claims description 8
- 238000006957 Michael reaction Methods 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 230000005611 electricity Effects 0.000 claims description 4
- 125000003968 arylidene group Chemical group [H]C(c)=* 0.000 claims 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims 1
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- 239000002689 soil Substances 0.000 abstract description 19
- 239000011521 glass Substances 0.000 abstract description 11
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- 150000004756 silanes Chemical class 0.000 abstract description 2
- 238000003756 stirring Methods 0.000 description 31
- 238000000034 method Methods 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 22
- 229910052731 fluorine Inorganic materials 0.000 description 19
- OBFQBDOLCADBTP-UHFFFAOYSA-N aminosilicon Chemical compound [Si]N OBFQBDOLCADBTP-UHFFFAOYSA-N 0.000 description 18
- 125000001153 fluoro group Chemical group F* 0.000 description 17
- 238000003760 magnetic stirring Methods 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 17
- 238000012360 testing method Methods 0.000 description 16
- 239000010410 layer Substances 0.000 description 15
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 14
- 239000011737 fluorine Substances 0.000 description 14
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- 239000002253 acid Substances 0.000 description 13
- 150000001721 carbon Chemical group 0.000 description 13
- 238000006845 Michael addition reaction Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 238000003618 dip coating Methods 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 10
- 238000012545 processing Methods 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 150000004646 arylidenes Chemical group 0.000 description 9
- 238000005229 chemical vapour deposition Methods 0.000 description 9
- 238000001704 evaporation Methods 0.000 description 9
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 8
- 239000002585 base Substances 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 8
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 230000003287 optical effect Effects 0.000 description 7
- 229910052814 silicon oxide Inorganic materials 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 230000003667 anti-reflective effect Effects 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000000151 deposition Methods 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
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- OZWKZRFXJPGDFM-UHFFFAOYSA-N tripropoxysilane Chemical compound CCCO[SiH](OCCC)OCCC OZWKZRFXJPGDFM-UHFFFAOYSA-N 0.000 description 5
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- TUOBEAZXHLTYLF-UHFFFAOYSA-N [2-(hydroxymethyl)-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(CC)COC(=O)C=C TUOBEAZXHLTYLF-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000001273 butane Substances 0.000 description 4
- ZZHNUBIHHLQNHX-UHFFFAOYSA-N butoxysilane Chemical class CCCCO[SiH3] ZZHNUBIHHLQNHX-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000003670 easy-to-clean Effects 0.000 description 4
- 239000004519 grease Substances 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229920000620 organic polymer Polymers 0.000 description 4
- 230000037452 priming Effects 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- NPSSWQJHYLDCNV-UHFFFAOYSA-N prop-2-enoic acid;hydrochloride Chemical group Cl.OC(=O)C=C NPSSWQJHYLDCNV-UHFFFAOYSA-N 0.000 description 4
- 238000009966 trimming Methods 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- FUVKFLJWBHVMHX-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonamide Chemical compound NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F FUVKFLJWBHVMHX-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
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- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000000413 hydrolysate Substances 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical class OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
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- FAIDIRVMPHBRLT-UHFFFAOYSA-N propane-1,2,3-triol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OCC(O)CO FAIDIRVMPHBRLT-UHFFFAOYSA-N 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
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- VNFYMAPAENTMMO-UHFFFAOYSA-N 5-chloro-2-methylquinoline Chemical compound ClC1=CC=CC2=NC(C)=CC=C21 VNFYMAPAENTMMO-UHFFFAOYSA-N 0.000 description 2
- QQFGOTHONVYTNR-UHFFFAOYSA-N CC1OC1.F.F.F.F.F.F Chemical compound CC1OC1.F.F.F.F.F.F QQFGOTHONVYTNR-UHFFFAOYSA-N 0.000 description 2
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- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 2
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- 239000004411 aluminium Substances 0.000 description 2
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- 125000003277 amino group Chemical group 0.000 description 2
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- 150000004702 methyl esters Chemical class 0.000 description 1
- CCRIVCWOXSIYEP-UHFFFAOYSA-N methyl prop-2-enoate;hydrochloride Chemical compound Cl.COC(=O)C=C CCRIVCWOXSIYEP-UHFFFAOYSA-N 0.000 description 1
- XWZZZMXGYMXMQX-UHFFFAOYSA-N methyl-bis(4-methylphenyl)phosphane Chemical compound C=1C=C(C)C=CC=1P(C)C1=CC=C(C)C=C1 XWZZZMXGYMXMQX-UHFFFAOYSA-N 0.000 description 1
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- HNHARWVJLKJURT-UHFFFAOYSA-N n'-(2-triethoxysilylethyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCNCCN HNHARWVJLKJURT-UHFFFAOYSA-N 0.000 description 1
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- LENBHCYFEWUNBE-UHFFFAOYSA-N n'-(2-tripropoxysilylethyl)ethane-1,2-diamine Chemical compound CCCO[Si](OCCC)(OCCC)CCNCCN LENBHCYFEWUNBE-UHFFFAOYSA-N 0.000 description 1
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- 229920006380 polyphenylene oxide Polymers 0.000 description 1
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
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- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
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- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
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- 238000007711 solidification Methods 0.000 description 1
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- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
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- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229920006352 transparent thermoplastic Polymers 0.000 description 1
- GNQQPTRATSISPA-UHFFFAOYSA-N triethoxy(2-ethylbutyl)silane Chemical compound CCO[Si](OCC)(OCC)CC(CC)CC GNQQPTRATSISPA-UHFFFAOYSA-N 0.000 description 1
- ALVYUZIFSCKIFP-UHFFFAOYSA-N triethoxy(2-methylpropyl)silane Chemical compound CCO[Si](CC(C)C)(OCC)OCC ALVYUZIFSCKIFP-UHFFFAOYSA-N 0.000 description 1
- RFXMNCFJFSYLMT-UHFFFAOYSA-N triethyl 2-ethylbutyl silicate Chemical compound CCO[Si](OCC)(OCC)OCC(CC)CC RFXMNCFJFSYLMT-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
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
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- 239000003643 water by type Substances 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
- Surface Treatment Of Glass (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/683,823 | 2007-03-08 | ||
| US11/683,823 US7745653B2 (en) | 2007-03-08 | 2007-03-08 | Fluorochemical compounds having pendent silyl groups |
| PCT/US2008/054655 WO2008112400A2 (en) | 2007-03-08 | 2008-02-22 | Fluorochemical compounds having pendent silyl groups |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101679461A CN101679461A (zh) | 2010-03-24 |
| CN101679461B true CN101679461B (zh) | 2013-05-29 |
Family
ID=39469454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008800075617A Expired - Fee Related CN101679461B (zh) | 2007-03-08 | 2008-02-22 | 具有侧甲硅烷基的含氟化合物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US7745653B2 (OSRAM) |
| EP (1) | EP2134729B1 (OSRAM) |
| JP (2) | JP5513133B2 (OSRAM) |
| CN (1) | CN101679461B (OSRAM) |
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Families Citing this family (53)
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3719698A (en) * | 1967-11-27 | 1973-03-06 | Stevens & Co Inc J P | Polyfluorinated esters of acids containing silicon and amino groups |
| US20050038150A1 (en) * | 2001-08-02 | 2005-02-17 | Christian Meiners | Fluoroalkyl-modified organosilanes and their use in coating compositions |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3250807A (en) | 1963-08-23 | 1966-05-10 | Du Pont | Dicarboxylic acids of fluorocarbon ethers and fluorides, esters, amides and salts thereof |
| US3250808A (en) | 1963-10-31 | 1966-05-10 | Du Pont | Fluorocarbon ethers derived from hexafluoropropylene epoxide |
| CH106968D (OSRAM) | 1965-01-21 | 1900-01-01 | ||
| US3810874A (en) | 1969-03-10 | 1974-05-14 | Minnesota Mining & Mfg | Polymers prepared from poly(perfluoro-alkylene oxide) compounds |
| US3646085A (en) * | 1970-09-24 | 1972-02-29 | Du Pont | Perfluoroalkyletheramidoalkyltrialkoxysilanes |
| US4508916A (en) | 1979-04-11 | 1985-04-02 | Minnesota Mining And Manufacturing Company | Curable substituted urethane acrylates |
| US4262072A (en) | 1979-06-25 | 1981-04-14 | Minnesota Mining And Manufacturing Company | Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings |
| DE3004824A1 (de) | 1980-02-09 | 1981-08-20 | Bayer Ag, 5090 Leverkusen | Polstabilisierendes textilimpraegniermittel |
| US4321404A (en) | 1980-05-20 | 1982-03-23 | Minnesota Mining And Manufacturing Company | Compositions for providing abherent coatings |
| US4348462A (en) | 1980-07-11 | 1982-09-07 | General Electric Company | Abrasion resistant ultraviolet light curable hard coating compositions |
| US4378250A (en) | 1981-07-31 | 1983-03-29 | Treadway Gerald D | Organosilicone coating compositions |
| JPS58167597A (ja) * | 1982-03-29 | 1983-10-03 | Chisso Corp | フルオロアミノシラン化合物 |
| DE3307420A1 (de) | 1983-03-03 | 1984-09-13 | Bayer Ag, 5090 Leverkusen | Textilausruestungsmittel |
| US4617057A (en) * | 1985-06-04 | 1986-10-14 | Dow Corning Corporation | Oil and water repellent coating compositions |
| US4657959A (en) * | 1985-11-15 | 1987-04-14 | Minnesota Mining And Manufacturing Company | Hydrophilic silicones |
| US4866192A (en) * | 1988-04-18 | 1989-09-12 | Dow Corning Corporation | Organosilicon quaternary ammonium antimicrobial compounds |
| US4873140A (en) | 1988-04-27 | 1989-10-10 | Minnesota Mining And Manufacturing Company | Articles having low adhesion articles having coatings thereon |
| JP2665961B2 (ja) * | 1988-12-20 | 1997-10-22 | ナトコペイント株式会社 | 被膜形成方法 |
| CA1327856C (en) | 1989-09-05 | 1994-03-15 | Barry R. Knowlton | Method of enhancing the soil- and stain-resistance characteristics of polyamide and wool fabrics, the fabrics so treated, and treating composition |
| DE4011044A1 (de) * | 1990-04-05 | 1991-10-10 | Fraunhofer Ges Forschung | Silane, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von polymerisaten und polykondensaten |
| JPH0940680A (ja) * | 1995-07-26 | 1997-02-10 | Pola Chem Ind Inc | 脱離基を有する新規なシリコーン |
| US6183872B1 (en) | 1995-08-11 | 2001-02-06 | Daikin Industries, Ltd. | Silicon-containing organic fluoropolymers and use of the same |
| JPH09176323A (ja) * | 1995-12-22 | 1997-07-08 | Pola Chem Ind Inc | フッ素化シリコーン樹脂及びその製造方法 |
| US5866651A (en) * | 1996-10-31 | 1999-02-02 | Minnesota Mining And Manufacturing Company | Hydroxycarbamoylalkoxysilane-based poly(ether-urethane) sealants having improved paint adhesion and laminates prepared therefrom |
| US6277485B1 (en) * | 1998-01-27 | 2001-08-21 | 3M Innovative Properties Company | Antisoiling coatings for antireflective surfaces and methods of preparation |
| US6281468B1 (en) | 2000-03-13 | 2001-08-28 | Essilor International, Compagnie Generale D'optique | Method and apparatus for producing a marking on an ophthalmic lens having a low surface energy |
| US6632508B1 (en) * | 2000-10-27 | 2003-10-14 | 3M Innovative Properties Company | Optical elements comprising a polyfluoropolyether surface treatment |
| US6649272B2 (en) * | 2001-11-08 | 2003-11-18 | 3M Innovative Properties Company | Coating composition comprising fluorochemical polyether silane polycondensate and use thereof |
| US6716534B2 (en) * | 2001-11-08 | 2004-04-06 | 3M Innovative Properties Company | Coating composition comprising a fluorochemical polyether silane partial condensate and use thereof |
| US7425279B2 (en) * | 2002-05-24 | 2008-09-16 | 3M Innovative Properties Company | Fluorochemical composition for treatment of a fibrous substrate |
| AU2003239605B2 (en) | 2002-05-24 | 2008-11-20 | 3M Innovative Properties Company | Fluorochemical composition comprising a fluorinated polyether and treatment of a fibrous substrate therewith |
| US6923921B2 (en) | 2002-12-30 | 2005-08-02 | 3M Innovative Properties Company | Fluorinated polyether compositions |
| US7217440B2 (en) | 2003-06-13 | 2007-05-15 | Essilor International Compagnie Generale D'optique | Process for replacing an initial outermost coating layer of a coated optical lens with a different coating layer or by depositing thereon a different coating layer |
| US7652115B2 (en) | 2003-09-08 | 2010-01-26 | 3M Innovative Properties Company | Fluorinated polyether isocyanate derived silane compositions |
| US7247386B2 (en) * | 2003-12-23 | 2007-07-24 | 3M Innovative Properties Company | Composition of an oligomeric fluorosilane and surface treatment of retroreflective sheet |
| US6991826B2 (en) * | 2004-04-20 | 2006-01-31 | 3M Innovative Properties Company | Antisoiling coatings for antireflective substrates |
| WO2005116304A2 (en) | 2004-04-23 | 2005-12-08 | Asm America, Inc. | In situ doped epitaxial films |
| US20050249940A1 (en) | 2004-05-07 | 2005-11-10 | 3M Innovative Properties Company | Fluoropolyether poly(meth)acryl compounds |
| US7101618B2 (en) | 2004-05-07 | 2006-09-05 | 3M Innovative Properties Company | Article comprising fluorochemical surface layer |
| US7342080B2 (en) | 2004-05-07 | 2008-03-11 | 3M Innovative Properties Company | Polymerizable compositions, methods of making the same, and composite articles therefrom |
| WO2006049020A1 (ja) * | 2004-11-01 | 2006-05-11 | Daikin Industries, Ltd. | ガラス系基材処理用組成物 |
| US20060216524A1 (en) | 2005-03-23 | 2006-09-28 | 3M Innovative Properties Company | Perfluoropolyether urethane additives having (meth)acryl groups and hard coats |
| US7745653B2 (en) * | 2007-03-08 | 2010-06-29 | 3M Innovative Properties Company | Fluorochemical compounds having pendent silyl groups |
-
2007
- 2007-03-08 US US11/683,823 patent/US7745653B2/en not_active Expired - Fee Related
-
2008
- 2008-02-22 EP EP20080730453 patent/EP2134729B1/en not_active Not-in-force
- 2008-02-22 JP JP2009552796A patent/JP5513133B2/ja not_active Expired - Fee Related
- 2008-02-22 WO PCT/US2008/054655 patent/WO2008112400A2/en not_active Ceased
- 2008-02-22 CN CN2008800075617A patent/CN101679461B/zh not_active Expired - Fee Related
-
2014
- 2014-01-21 JP JP2014008417A patent/JP2014111617A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3719698A (en) * | 1967-11-27 | 1973-03-06 | Stevens & Co Inc J P | Polyfluorinated esters of acids containing silicon and amino groups |
| US20050038150A1 (en) * | 2001-08-02 | 2005-02-17 | Christian Meiners | Fluoroalkyl-modified organosilanes and their use in coating compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2134729A2 (en) | 2009-12-23 |
| JP5513133B2 (ja) | 2014-06-04 |
| CN101679461A (zh) | 2010-03-24 |
| WO2008112400A9 (en) | 2009-04-16 |
| US7745653B2 (en) | 2010-06-29 |
| WO2008112400A2 (en) | 2008-09-18 |
| US20080220264A1 (en) | 2008-09-11 |
| WO2008112400A3 (en) | 2008-12-04 |
| EP2134729B1 (en) | 2013-12-04 |
| JP2014111617A (ja) | 2014-06-19 |
| JP2010520296A (ja) | 2010-06-10 |
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