CA2779655C - Surface treatment composition, process for producing the same, and surface-treated article - Google Patents
Surface treatment composition, process for producing the same, and surface-treated article Download PDFInfo
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- CA2779655C CA2779655C CA2779655A CA2779655A CA2779655C CA 2779655 C CA2779655 C CA 2779655C CA 2779655 A CA2779655 A CA 2779655A CA 2779655 A CA2779655 A CA 2779655A CA 2779655 C CA2779655 C CA 2779655C
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- surface treatment
- treatment composition
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- oc3f6
- oc2f4
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- 239000000203 mixture Substances 0.000 title claims abstract description 144
- 238000004381 surface treatment Methods 0.000 title claims abstract description 93
- 238000000034 method Methods 0.000 title claims description 52
- 230000008569 process Effects 0.000 title claims description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 96
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- 239000000463 material Substances 0.000 claims description 50
- 239000011541 reaction mixture Substances 0.000 claims description 48
- -1 cyclic amine Chemical class 0.000 claims description 46
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 43
- 229910052731 fluorine Inorganic materials 0.000 claims description 43
- 239000011737 fluorine Substances 0.000 claims description 43
- 230000003287 optical effect Effects 0.000 claims description 31
- 239000003638 chemical reducing agent Substances 0.000 claims description 28
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 21
- 239000013014 purified material Substances 0.000 claims description 17
- 150000001735 carboxylic acids Chemical class 0.000 claims description 16
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 14
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- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 claims description 12
- 239000005052 trichlorosilane Substances 0.000 claims description 12
- 229910052723 transition metal Inorganic materials 0.000 claims description 11
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- 239000002994 raw material Substances 0.000 claims description 9
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- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
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- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 8
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- SJBBXFLOLUTGCW-UHFFFAOYSA-N 1,3-bis(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC(C(F)(F)F)=C1 SJBBXFLOLUTGCW-UHFFFAOYSA-N 0.000 description 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 5
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- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
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- 239000003960 organic solvent Substances 0.000 description 4
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 4
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- 239000012071 phase Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000004293 19F NMR spectroscopy Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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- 235000011089 carbon dioxide Nutrition 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
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- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
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- 238000007033 dehydrochlorination reaction Methods 0.000 description 3
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 3
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- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- XXZOEDQFGXTEAD-UHFFFAOYSA-N 1,2-bis(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1C(F)(F)F XXZOEDQFGXTEAD-UHFFFAOYSA-N 0.000 description 2
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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
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
- C09D183/12—Block or graft copolymers containing polysiloxane sequences containing polyether sequences
-
- 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
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/002—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds
- C08G65/005—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens
- C08G65/007—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens containing fluorine
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- 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
- C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
-
- 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
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/46—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing halogen
- C08G2650/48—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing halogen containing fluorine, e.g. perfluropolyethers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Optics & Photonics (AREA)
- Ophthalmology & Optometry (AREA)
- Polymers & Plastics (AREA)
- General Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
- Silicon Polymers (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| USPCT/US2009/64016 | 2009-11-11 | ||
| PCT/US2009/064016 WO2011059430A1 (en) | 2009-11-11 | 2009-11-11 | Surface treatment composition, process for producing the same, and surface-treated article |
| PCT/US2010/056194 WO2011060047A1 (en) | 2009-11-11 | 2010-11-10 | Surface treatment composition, process for producing the same, and surface-treated article |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2779655A1 CA2779655A1 (en) | 2011-05-19 |
| CA2779655C true CA2779655C (en) | 2015-10-13 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2779655A Active CA2779655C (en) | 2009-11-11 | 2010-11-10 | Surface treatment composition, process for producing the same, and surface-treated article |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP2499209B8 (enExample) |
| JP (1) | JP5774018B2 (enExample) |
| KR (2) | KR101599655B1 (enExample) |
| CN (1) | CN102666759B (enExample) |
| AU (1) | AU2010319593B2 (enExample) |
| BR (1) | BR112012011306B1 (enExample) |
| CA (1) | CA2779655C (enExample) |
| EA (1) | EA026635B1 (enExample) |
| WO (2) | WO2011059430A1 (enExample) |
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| JP5922142B2 (ja) * | 2010-11-10 | 2016-05-24 | ダウ・コーニング・コーポレイション | 表面処理組成物、表面処理組成物の製造方法、及び表面処理した物品 |
| JP5929919B2 (ja) * | 2011-09-21 | 2016-06-08 | 旭硝子株式会社 | 含フッ素エーテル組成物、その製造方法、コーティング液、および表面処理層を有する基材の製造方法 |
| US9035082B2 (en) * | 2011-10-10 | 2015-05-19 | Cytonix, Llc | Low surface energy touch screens, coatings, and methods |
| US20130135741A1 (en) | 2011-11-30 | 2013-05-30 | Christopher Morton Lee | Optical coating method, apparatus and product |
| US10077207B2 (en) | 2011-11-30 | 2018-09-18 | Corning Incorporated | Optical coating method, apparatus and product |
| US9957609B2 (en) | 2011-11-30 | 2018-05-01 | Corning Incorporated | Process for making of glass articles with optical and easy-to-clean coatings |
| TWI579347B (zh) * | 2012-02-17 | 2017-04-21 | Asahi Glass Co Ltd | A fluorine-containing ether compound, a fluorine-containing ether composition and a coating liquid, and a substrate having a surface treatment layer and a method for producing the same (3) |
| CN104114564B (zh) * | 2012-02-17 | 2017-06-30 | 旭硝子株式会社 | 含氟醚化合物、含氟醚组合物及涂覆液以及具有表面处理层的基材及其制造方法 |
| JP6127986B2 (ja) | 2012-02-17 | 2017-05-17 | 旭硝子株式会社 | 含フッ素エーテル化合物、含フッ素エーテル組成物およびコーティング液、ならびに表面処理層を有する基材およびその製造方法 |
| JP6163796B2 (ja) * | 2012-04-27 | 2017-07-19 | ダイキン工業株式会社 | パーフルオロポリエーテル基含有シラザン化合物 |
| JP2014077115A (ja) * | 2012-09-21 | 2014-05-01 | Dow Corning Toray Co Ltd | 光学材料用表面処理剤および光学材料 |
| EP2954022B1 (en) * | 2013-02-11 | 2019-05-01 | Dow Silicones Corporation | Clustered functional polyorganosiloxanes, processes for forming same and methods for their use |
| KR20150138179A (ko) * | 2013-04-04 | 2015-12-09 | 아사히 가라스 가부시키가이샤 | 함불소 에테르 화합물, 함불소 에테르 조성물 및 코팅액, 그리고 표면층을 갖는 기재 및 그 제조 방법 |
| DE102013103676A1 (de) | 2013-04-11 | 2014-10-30 | Schott Ag | Behälter mit geringer Partikelemission und reibkontrollierter Trockengleitoberfläche, sowie Verfahren zu dessen Herstellung |
| CN103319996B (zh) * | 2013-05-27 | 2015-10-28 | 赛吉材料科技（上海）有限公司 | 表面处理组合物及其制备方法和表面经处理的物品 |
| US20140363682A1 (en) * | 2013-06-06 | 2014-12-11 | Shin-Etsu Chemical Co., Ltd. | Surface modifier and article |
| WO2015038454A1 (en) | 2013-09-16 | 2015-03-19 | Honeywell International Inc. | Poly fluorine-containing siloxane coatings |
| EP3081583A4 (en) | 2013-12-13 | 2017-07-05 | Asahi Glass Company, Limited | Method for manufacturing silicon compound |
| TW201546115A (zh) * | 2013-12-26 | 2015-12-16 | Daikin Ind Ltd | 含有含全氟（聚）醚基之矽烷化合物的表面處理劑 |
| FR3024673B1 (fr) | 2014-08-05 | 2016-09-09 | Essilor Int | Procede pour diminuer ou eviter la degradation d'une couche antisalissure d'un article d'optique |
| CN104312397A (zh) * | 2014-10-29 | 2015-01-28 | 苏州东杏表面技术有限公司 | 一种表面处理剂及其制备方法和用途 |
| US20180111156A1 (en) * | 2015-04-02 | 2018-04-26 | Toray Research Center, Inc. | Method of fabricating sample stage for microspectrometric analysis |
| EP3333172B1 (en) * | 2015-07-31 | 2020-10-21 | Daikin Industries, Ltd. | Silane compound containing perfluoro(poly)ether group |
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| US10294393B2 (en) | 2016-03-08 | 2019-05-21 | The Chemours Company Fc, Llc | Polysilane compound containing perfluoro(poly)ether group |
| CN107915835B (zh) * | 2016-10-09 | 2019-08-27 | 中昊晨光化工研究院有限公司 | 一种氟硅防水拒油剂及其利用一锅法进行合成的方法 |
| CN106939064B (zh) * | 2016-12-28 | 2019-05-14 | 衢州氟硅技术研究院 | 一种包含全氟聚醚活性成分的组合物 |
| CN110392711B (zh) * | 2017-03-27 | 2022-04-12 | Ａｇｃ株式会社 | 含氟醚组合物及其制造方法 |
| CN108977769A (zh) * | 2017-06-05 | 2018-12-11 | 深圳富泰宏精密工业有限公司 | 壳体及该壳体的制作方法 |
| WO2018235778A1 (ja) | 2017-06-21 | 2018-12-27 | Ａｇｃ株式会社 | 撥水撥油層付き物品およびその製造方法 |
| CN107459641B (zh) * | 2017-08-30 | 2019-08-09 | 龙岩思康新材料有限公司 | 一种全氟聚醚改性烯丙氧基体的制备方法 |
| KR20210071937A (ko) | 2018-10-05 | 2021-06-16 | 에이지씨 가부시키가이샤 | 함불소 에테르 조성물, 코팅액, 물품 및 그 제조 방법 |
| CN113039307B (zh) | 2018-11-13 | 2023-11-28 | Ａｇｃ株式会社 | 带拒水拒油层的基材、蒸镀材料及带拒水拒油层的基材的制造方法 |
| WO2020137998A1 (ja) | 2018-12-26 | 2020-07-02 | Ａｇｃ株式会社 | 撥水撥油層付き基材、およびその製造方法 |
| WO2020162371A1 (ja) | 2019-02-08 | 2020-08-13 | Ａｇｃ株式会社 | 含フッ素エーテル化合物、含フッ素エーテル組成物、コーティング液、物品、物品の製造方法、及び含フッ素化合物の製造方法 |
| US11254838B2 (en) | 2019-03-29 | 2022-02-22 | Ppg Industries Ohio, Inc. | Single component hydrophobic coating |
| KR102603442B1 (ko) * | 2019-03-29 | 2023-11-20 | 다이킨 고교 가부시키가이샤 | 플루오로폴리에테르기 함유 화합물 |
| WO2020241751A1 (ja) | 2019-05-31 | 2020-12-03 | Ａｇｃ株式会社 | 防汚層付き透明基板 |
| JP7385894B2 (ja) * | 2019-06-11 | 2023-11-24 | 東海光学株式会社 | プラスチック基材ｎｄフィルタ及び眼鏡用プラスチック基材ｎｄフィルタ |
| CN114450325B (zh) | 2019-09-20 | 2024-10-29 | Ａｇｃ株式会社 | 含氟醚化合物、表面处理剂、含氟醚组合物、涂覆液、物品和化合物 |
| WO2021245506A1 (en) | 2020-06-01 | 2021-12-09 | Icares Medicus, Inc. | Double-sided aspheric diffractive multifocal lens, manufacture, and uses thereof |
| EP4373658A1 (en) * | 2021-07-19 | 2024-05-29 | Essilor International | Mold for manufacturing a thermoset optical article, method for manufacturing the mold and method for manufacturing the thermoset optical article |
| KR20240090997A (ko) | 2021-10-29 | 2024-06-21 | 에이지씨 가부시키가이샤 | 화합물, 조성물, 표면 처리제, 코팅액, 물품 및 물품의 제조 방법 |
| CN116004120A (zh) * | 2023-03-24 | 2023-04-25 | 山东奥虹新材料有限公司 | 一种防污漆及其制备方法 |
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| JPH0778066B2 (ja) * | 1991-10-17 | 1995-08-23 | 信越化学工業株式会社 | 含フッ素有機ケイ素化合物およびその製造方法 |
| FR2702486B1 (fr) | 1993-03-08 | 1995-04-21 | Essilor Int | Compositions de revêtement antiabrasion à base d'hydrolysats de silanes et de composés de l'aluminium, et articles revêtus correspondants résistants à l'abrasion et aux chocs. |
| JP4174867B2 (ja) | 1998-09-17 | 2008-11-05 | 凸版印刷株式会社 | 防汚層の形成方法 |
| JP2000119634A (ja) * | 1998-10-13 | 2000-04-25 | Toray Ind Inc | 防汚性組成物および防汚性を有する光学物品 |
| JP2000282009A (ja) * | 1999-04-01 | 2000-10-10 | Toray Ind Inc | 防汚性組成物および防汚性を有する光学物品 |
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| JP5082520B2 (ja) * | 2007-03-16 | 2012-11-28 | ダイキン工業株式会社 | 含フッ素ジオール化合物の製造方法 |
| JP5422855B2 (ja) * | 2008-05-28 | 2014-02-19 | 小川 一文 | 転写ロールとその製造方法およびそれを用いて製造したフィルムまたはシート |
| JP5741435B2 (ja) * | 2009-08-03 | 2015-07-01 | 旭硝子株式会社 | 撥水膜形成用組成物、撥水膜付き基体およびその製造方法並びに輸送機器用物品 |
-
2009
- 2009-11-11 WO PCT/US2009/064016 patent/WO2011059430A1/en not_active Ceased
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2010
- 2010-11-10 KR KR1020147013962A patent/KR101599655B1/ko not_active Expired - Fee Related
- 2010-11-10 CN CN201080050721.3A patent/CN102666759B/zh not_active Expired - Fee Related
- 2010-11-10 CA CA2779655A patent/CA2779655C/en active Active
- 2010-11-10 JP JP2012538938A patent/JP5774018B2/ja not_active Expired - Fee Related
- 2010-11-10 EP EP10779410.9A patent/EP2499209B8/en not_active Not-in-force
- 2010-11-10 WO PCT/US2010/056194 patent/WO2011060047A1/en not_active Ceased
- 2010-11-10 EA EA201290313A patent/EA026635B1/ru not_active IP Right Cessation
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- 2010-11-10 BR BR112012011306-2A patent/BR112012011306B1/pt not_active IP Right Cessation
- 2010-11-10 AU AU2010319593A patent/AU2010319593B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EA201290313A1 (ru) | 2012-12-28 |
| EP2499209B8 (en) | 2019-09-25 |
| BR112012011306A8 (pt) | 2018-08-14 |
| AU2010319593B2 (en) | 2014-04-24 |
| KR20120093343A (ko) | 2012-08-22 |
| JP5774018B2 (ja) | 2015-09-02 |
| CN102666759A (zh) | 2012-09-12 |
| CA2779655A1 (en) | 2011-05-19 |
| CN102666759B (zh) | 2015-07-15 |
| KR101599655B1 (ko) | 2016-03-03 |
| KR101419153B1 (ko) | 2014-07-11 |
| WO2011060047A1 (en) | 2011-05-19 |
| EP2499209B1 (en) | 2019-08-21 |
| EA026635B1 (ru) | 2017-04-28 |
| WO2011059430A1 (en) | 2011-05-19 |
| BR112012011306B1 (pt) | 2019-10-08 |
| KR20140082845A (ko) | 2014-07-02 |
| EP2499209A1 (en) | 2012-09-19 |
| WO2011060047A8 (en) | 2012-05-31 |
| JP2013510931A (ja) | 2013-03-28 |
| AU2010319593A1 (en) | 2012-05-31 |
| AU2010319593A8 (en) | 2012-06-07 |
| BR112012011306A2 (pt) | 2016-04-12 |
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