JP5627025B2 - シランブレンド - Google Patents
シランブレンド Download PDFInfo
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- JP5627025B2 JP5627025B2 JP2011531444A JP2011531444A JP5627025B2 JP 5627025 B2 JP5627025 B2 JP 5627025B2 JP 2011531444 A JP2011531444 A JP 2011531444A JP 2011531444 A JP2011531444 A JP 2011531444A JP 5627025 B2 JP5627025 B2 JP 5627025B2
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- fluorosilane
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- 239000000203 mixture Substances 0.000 title claims abstract description 65
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 title claims description 8
- 229910000077 silane Inorganic materials 0.000 title claims description 8
- 239000007859 condensation product Substances 0.000 claims abstract description 24
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000003223 protective agent Substances 0.000 claims abstract description 6
- XPBBUZJBQWWFFJ-UHFFFAOYSA-N fluorosilane Chemical compound [SiH3]F XPBBUZJBQWWFFJ-UHFFFAOYSA-N 0.000 claims description 35
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000011814 protection agent Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 125000003277 amino group Chemical group 0.000 claims description 12
- 150000004756 silanes Chemical class 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
- 125000000962 organic group Chemical group 0.000 claims description 7
- -1 acrylic compound Chemical class 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 4
- 101150065749 Churc1 gene Proteins 0.000 claims description 4
- 102100038239 Protein Churchill Human genes 0.000 claims description 4
- 238000010306 acid treatment Methods 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 150000004820 halides Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000007974 melamines Chemical class 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 150000004703 alkoxides Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 28
- 239000002904 solvent Substances 0.000 description 21
- 239000000463 material Substances 0.000 description 14
- 239000011449 brick Substances 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 235000019198 oils Nutrition 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000019738 Limestone Nutrition 0.000 description 4
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 239000006028 limestone Substances 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000007848 Bronsted acid Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000010438 granite Substances 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 239000004579 marble Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000005588 protonation Effects 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 241000870659 Crassula perfoliata var. minor Species 0.000 description 1
- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 102000006587 Glutathione peroxidase Human genes 0.000 description 1
- 108700016172 Glutathione peroxidases Proteins 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- AUYYCJSJGJYCDS-LBPRGKRZSA-N Thyrolar Chemical class IC1=CC(C[C@H](N)C(O)=O)=CC(I)=C1OC1=CC=C(O)C(I)=C1 AUYYCJSJGJYCDS-LBPRGKRZSA-N 0.000 description 1
- IUHFWCGCSVTMPG-UHFFFAOYSA-N [C].[C] Chemical class [C].[C] IUHFWCGCSVTMPG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001343 alkyl silanes Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000002969 artificial stone Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910001562 pearlite Inorganic materials 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000005495 thyroid hormone Substances 0.000 description 1
- 229940036555 thyroid hormone Drugs 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- AVYKQOAMZCAHRG-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AVYKQOAMZCAHRG-UHFFFAOYSA-N 0.000 description 1
- 239000005335 volcanic glass Substances 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/4922—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane
- C04B41/4933—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane containing halogens, i.e. organohalogen silanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Structural Engineering (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Paints Or Removers (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Civil Engineering (AREA)
Description
(a)少なくとも2種の異なるフルオロシランであって、それぞれが同じ一般式I
Rtf−SiX3 (式I)
[式中、Xは、アルコキシ、ハライド、オキシム、カルボキシル、フェノキシドおよびポリエーテルの群から選ばれ、
Rtfは一般式IIまたはIII
−Y−Rf (式II)または
−Y−(SiR1R2O)xSiR1R2−Y−Rf (式III)
(式中、Yは、−(CH2)n−、−CO2−、−O−、−CONH−、−Ph−、−SO2−および−SO2NH−の群から選ばれる二価有機部分であり、式中nは1〜30の整数であり、
Rfは、C2〜C7の直鎖状または分岐状ペルフルオロアルキレン基であり、ここで該フルオロシランは、Rf中の炭素原子数で少なくとも2個異なり、
R1およびR2は、独立して一価有機残基から選ばれ、
xは0〜5の整数である)
を有する直鎖状、分岐状または環状残基である]
を有するフルオロシランと、
(b)一般式IV
Ra−SiR3R4R5 (式IV)
(式中、Raは、1〜7個の炭素原子および少なくとも1個の第一級、第二級、第三級または第四級アミノ基、好ましくはプロトン化されたアミノ基を含む直鎖状、分岐状または環状アルキル残基であり、
R3およびR4は、独立して−Ra、−OR6および/または−R6であり、
R5は、−OR6であり、かつ
R6は1〜3個の炭素原子を含む直鎖状、分岐状または環状アルキル残基である)
を有する少なくとも1種のアミノシランと、
20〜50重量%の範囲の酸と
を含む非水系反応性組成物であって、
2種の異なるフルオロシランが、炭素原子数の少ないR f 基を有するフルオロシランと炭素原子数の多いR f 基を有するフルオロシランとの重量比0.7〜1.3の間で、存在し、かつ
式IのR f 基と式IVに存在するアミノ基とのモル比が2:1〜6:1の範囲である、非水系反応性組成物、特に、それらからなる非水系反応性組成物により解決される。
(CH2)2Rf、CH2=CH−Rf、(CH2)6Rf、CH2=CH(CH2)4Rf、(CH2)3O(CH2)2Rf、CH2=CHCH2O(CH2)2Rf、(CH2)10CO2(CH2)2Rf、CH2=CH(CH2)8CO2(CH2)2Rf、(CH2)NHCORfおよびCH2=CHCH2NHCORfの群から選ばれる残基である。
R11R12MeSi−Y−Z (式VI)
(式中、R11およびR12は、独立してR3またはMeの群から選ばれ、
Zは極性一価有機基である)
に一致する。
FTS=3,3,4,4,5,5,6,6,7,7,8,8,8−トリデカフルオロオクチルトリエトキシシラン(Rf=C6F13)
3958=ノナフルオロヘキシル−1,1,2,2,−H−トリメトキシシラン(Rf=C4F9)
AMMO=3−アミノプロピルトリメトキシシラン
HAC=酢酸(100% 氷酢酸)
B2858=へプタフルオロイソヘキシル−1,1,2,2,3,3−H−トリメトキシシラン
FPM938=48重量%の3958、16重量%のAMMOおよび36重量%のHACを含む
BPS939=48重量%のFTS、16重量%のAMMOおよび36重量%のHAC
0 冠の目に見える染み、湿った外観
1 ほとんど冠のない目に見える染み、湿った外観
2 目に見える染み、冠のない
3 れんがの部分的変色
4 ほとんど変色のない
5 目に見える染みが一切ない
Claims (19)
- (a)少なくとも2種の異なるフルオロシランであって、それぞれが同じ一般式I
Rtf−SiX3 (式I)
[式中、Xは、アルコキシ、ハライド、オキシム、カルボキシル、フェノキシドおよびポリエーテルの群から選ばれ、
Rtfは一般式IIまたはIII
−Y−Rf (式II)または
−Y−(SiR1R2O)xSiR1R2−Y−Rf (式III)
(式中、Yは、−(CH2)n−、−CO2−、−O−、−CONH−、−Ph−、−SO2−および−SO2NH−の群から選ばれる二価有機部分であり、式中nは1〜30の整数であり、
Rfは、C2〜C7の直鎖状または分岐状ペルフルオロアルキレン基であり、ここで該フルオロシランは、Rf中の炭素原子数で少なくとも2個異なり、
R1およびR2は、独立して一価有機残基から選ばれ、
xは0〜5の整数である)
を有する直鎖状、分岐状または環状残基である]
を有するフルオロシランと、
(b)一般式IV
Ra−SiR3R4R5 (式IV)
(式中、Raは、1〜7個の炭素原子および少なくとも1個の第一級、第二級、第三級または第四級アミノ基を含む直鎖状、分岐状または環状アルキル残基であり、
R3およびR4は、独立して−Ra、−OR6および/または−R6であり、
R5は、−OR6であり、かつ
R6は、1〜3個の炭素原子を含む直鎖状、分岐状または環状アルキル残基である)
を有する少なくとも1種のアミノシランと、
20〜50重量%の範囲の酸と
を含む非水系反応性組成物であって、
2種の異なるフルオロシランが、炭素原子数の少ないR f 基を有するフルオロシランと炭素原子数の多いR f 基を有するフルオロシランとの重量比0.7〜1.3の間で、存在し、かつ
式IのR f 基と式IVに存在するアミノ基とのモル比が2:1〜6:1の範囲である、非水系反応性組成物。 - 少なくとも2種の異なるシランについて、RfがそれぞれC4の基およびC6の基であることを特徴とする請求項1に記載の組成物。
- Xは、
フッ素、臭素、塩素およびヨウ素の群から選ばれるハライド、
アルコキシドOR7(式中、R7は、C1〜C22の直鎖状もしくは分岐状アルキレン基である)、
オキシムR8R9C=N−O(式中、R8およびR9は、独立してC1〜C30の直鎖状もしくは分岐状アルキレン基であり、R8およびR9は、同じでも異なっていてもよい)、
カルボキシル残基R10CO2(式中、R10は、C1〜C30の直鎖状もしくは分岐状アルキレン基である)、
フェノキシドM−Ph−O−(式中、Mは、水素もしくは一価有機基である)、または
1個以上の繰返し構造単位(CH2CH2O)qもしくは(CH3CHCH2O)q(式中、qは1〜100の範囲の値である)を含有するポリアルキレンオキシドの群から選ばれ、C1〜C30の直鎖状もしくは分岐状アルキレン基で末端化されたポリエーテル
であることを特徴とする請求項1に記載の組成物。 - Yが、−(CH2)o−、−CO2−、−(CH2)o−CO2−(CH2)m−、−(CH2)o−O−(CH2)m、−(CH2)o−CONH−(CH2)m、−(CH2)o−Ph−(CH2)m、−(CH2)o−SO2−(CH2)m、−(CH2)o−SO2NH−(CH2)m、−SO2−O−、−SO2NH−、−CH=CH−および−CH=CH−(CH2)o−(式中、oは1〜30の範囲の数であり、mは0〜30の範囲の数であり、ここで二価有機基がさらに分岐状アルキレン基を含んでもよい)の群から選ばれる部分であることを特徴とする請求項1に記載の組成物。
- Rfが、
(a)CF3CF2−、CF3(CF2)3−、C3F7−、(CF3)2CF−、C4F9−、C5F11−もしくはC6F13−の群から選ばれるか、または
(b)一般式Vの過フッ素化ポリエーテル
F−(CF2)r−(OC3F6)s−(OC2F4)t−(OCF2)u (式V)
(式中、rは1〜3の範囲の値であり、s、tおよびuは、独立して0〜200の範囲の整数である)
であることを特徴とする、請求項1に記載の組成物。 - R1またはR2が、C1〜C30の直鎖状または分岐状アルキレン基、芳香族含有基、アミノアルキル含有基およびフルオロアルキル含有基の群から独立して選ばれることを特徴とする請求項1に記載の組成物。
- X、R3、R4および/またはR5が、アルコキシ基から独立して選ばれることを特徴とする請求項1に記載の組成物。
- 前記組成物が、一般式
R11R12MeSi−Y−Z (式VI)
(式中、R11およびR12は、R3またはMeの群から独立して選ばれ、Zは極性一価有機基である)
と一致する親水性シランをさらに含むことを特徴とする請求項1に記載の組成物。 - 前記組成物が、30〜40重量%の範囲の前記酸を含むことを特徴とする請求項1〜8のいずれか一項に記載の組成物。
- 前記Raが、1〜7個の炭素原子および少なくとも1個の第一級、第二級、第三級または第四級プロトン化アミノ基を含む直鎖状、分岐状または環状アルキル残基であることを特徴とする請求項1に記載の組成物。
- X、R3、R4および/またはR5が、エトキシ基またはメトキシ基から独立して選ばれることを特徴とする請求項1に記載の組成物。
- 式IのRf基と式IVに存在するアミノ基とのモル比が2.5:1〜4:1の範囲であることを特徴とする請求項1に記載の組成物。
- 請求項1に記載の反応性組成物を製造する方法であって、前記フルオロシランおよび前記アミノシランを混合し、その後酸処理することにより反応性組成物を製造する方法。
- 前記フルオロシランおよび/または前記アミノシランがプロトン化形態で反応することを特徴とする請求項13に記載の方法。
- 請求項1に記載の一般式IIおよび/またはIIIで定義される残基を有する請求項1に記載の一般式Iのフルオロシランと請求項1に記載の一般式IVのアミノシランとの混合物の酸処理により得られる、該フルオロシランと該アミノシランとの縮合生成物。
- 前記酸処理に用いる酸が3〜7の範囲のpKa値を示すことを特徴とする請求項15に記載の縮合生成物。
- 前記酸処理に用いる酸が4〜5.5の範囲のpKa値を示すことを特徴とする請求項15に記載の縮合生成物。
- 請求項1に記載の組成物および/または請求項15に記載の縮合生成物を含み、表面保護剤用の通常の添加剤をさらに含む表面保護剤。
- 前記表面保護剤が、シリコーン/シロキサン、アクリル化合物、メラミン誘導体およびワックスの群から選ばれる化合物または該化合物の混合物を0.5〜5重量%含むことを特徴とする請求項18に記載の表面保護剤。
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3355424A (en) | 1964-07-29 | 1967-11-28 | Dow Corning | Method for the preparation of aminoalkylsiloxane copolymers |
DE3143820A1 (de) | 1981-11-04 | 1983-05-11 | Dr. Thilo & Co. Contactlinsen GmbH Menicon-Deutschland-Vertrieb, 8029 Sauerlach | Kieselsaeureeheteropolykondensat und dessen verwendung fuer optische linsen, insbesondere kontaktlinsen |
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US5442011A (en) | 1994-03-04 | 1995-08-15 | E. I. Du Pont De Nemours And Company | Polymeric fluorocarbon siloxanes, emulsions and surface coatings thereof |
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DE19644561C2 (de) * | 1996-10-26 | 2003-10-16 | Degussa | Verfahren zur Herstellung von Fluoralkyl-Gruppen tragenden Silicium-organischen Verbindungen |
DE19649953A1 (de) † | 1996-12-03 | 1998-06-04 | Huels Chemische Werke Ag | Fluoralkyl-funktionelle Organopolysiloxan-haltige Zusammensetzungen auf Wasserbasis, Verfahren zu deren Herstellung sowie deren Verwendung |
DE19649955A1 (de) * | 1996-12-03 | 1998-06-04 | Huels Chemische Werke Ag | Fluoralkyl-funktionelle Organopolysiloxan-haltige Zusammensetzungen auf Wasser/Alkohol-Basis, Verfahren zu deren Herstellung sowie deren Verwendung |
DE19649954A1 (de) * | 1996-12-03 | 1998-06-04 | Huels Chemische Werke Ag | Fluoralkyl-funktionelle Organosiloxan-haltige Zusammensetzungen auf Alkoholbasis, Verfahren zu deren Herstellung sowie deren Verwendung |
DE19823390A1 (de) † | 1998-05-26 | 1999-12-16 | Degussa | Oligomerisiertes Organopolysiloxan-Cokondensat, dessen Herstellung und dessen Verwendung |
KR20000046940A (ko) * | 1998-12-31 | 2000-07-25 | 김영환 | 반도체소자의 층간절연막 형성방법 |
DE19964310C2 (de) | 1999-11-15 | 2003-07-03 | Degussa | Triamino- und fluoralkylfunktionelle Organosiloxane enthaltende Mittel und Verfahren zu deren Herstellung |
JP4231983B2 (ja) | 2000-12-22 | 2009-03-04 | 信越化学工業株式会社 | 水溶性撥水撥油処理剤及びその製造方法 |
US7344235B2 (en) | 2002-01-15 | 2008-03-18 | Matsushita Electric Industrial Co., Ltd. | Ink composition for ink jet recording, ink cartridge, nozzle plate for ink jet recording, ink jet head, and recording apparatus |
DE10212523A1 (de) * | 2002-03-21 | 2003-10-02 | Degussa | Lufttrocknende, silanhaltige Beschichtungsmittel |
AU2004215240C1 (en) | 2003-02-25 | 2010-10-07 | Chemetall Gmbh | Method for coating metallic surfaces with a silane-rich composition |
ATE555170T1 (de) † | 2005-10-26 | 2012-05-15 | Nanogate Ag | Gemischte silane |
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