SG186644A1 - Hardcoats comprising perfluoropolyether polymers with poly(alkylene oxide) repeat units - Google Patents
Hardcoats comprising perfluoropolyether polymers with poly(alkylene oxide) repeat units Download PDFInfo
- Publication number
- SG186644A1 SG186644A1 SG2012091153A SG2012091153A SG186644A1 SG 186644 A1 SG186644 A1 SG 186644A1 SG 2012091153 A SG2012091153 A SG 2012091153A SG 2012091153 A SG2012091153 A SG 2012091153A SG 186644 A1 SG186644 A1 SG 186644A1
- Authority
- SG
- Singapore
- Prior art keywords
- perfluoropolyether
- polymer
- ethylenically unsaturated
- group
- monomer
- Prior art date
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- 239000010702 perfluoropolyether Substances 0.000 title claims abstract description 120
- 229920000642 polymer Polymers 0.000 title claims abstract description 79
- 229920000233 poly(alkylene oxides) Polymers 0.000 title claims abstract description 27
- 239000000758 substrate Substances 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 31
- 230000003287 optical effect Effects 0.000 claims abstract description 30
- 239000002344 surface layer Substances 0.000 claims abstract description 29
- 239000011230 binding agent Substances 0.000 claims abstract description 16
- 239000002243 precursor Substances 0.000 claims abstract description 14
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims description 93
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 claims description 22
- 125000002947 alkylene group Chemical group 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000001913 cellulose Substances 0.000 claims description 16
- 229920002678 cellulose Polymers 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 14
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 claims description 14
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 11
- 125000005647 linker group Chemical group 0.000 claims description 9
- 230000003068 static effect Effects 0.000 claims description 9
- 239000012986 chain transfer agent Substances 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 3
- DVSDDICSXBCMQJ-UHFFFAOYSA-N diethyl 2-acetylbutanedioate Chemical compound CCOC(=O)CC(C(C)=O)C(=O)OCC DVSDDICSXBCMQJ-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 59
- 230000001681 protective effect Effects 0.000 abstract description 6
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 71
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 60
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 58
- 239000002245 particle Substances 0.000 description 42
- -1 e.g. Substances 0.000 description 41
- 239000010408 film Substances 0.000 description 34
- 238000000576 coating method Methods 0.000 description 28
- 239000011248 coating agent Substances 0.000 description 24
- 229920001577 copolymer Polymers 0.000 description 24
- 239000007787 solid Substances 0.000 description 22
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 21
- 238000003756 stirring Methods 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 18
- 239000010410 layer Substances 0.000 description 18
- 229920000139 polyethylene terephthalate Polymers 0.000 description 18
- 239000005020 polyethylene terephthalate Substances 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 238000009472 formulation Methods 0.000 description 17
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 15
- 239000002105 nanoparticle Substances 0.000 description 15
- 229910052809 inorganic oxide Inorganic materials 0.000 description 14
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 13
- 239000000654 additive Substances 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 11
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 11
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 10
- 239000011521 glass Substances 0.000 description 10
- 230000000996 additive effect Effects 0.000 description 9
- 239000000853 adhesive Substances 0.000 description 9
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 239000003999 initiator Substances 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 229910044991 metal oxide Inorganic materials 0.000 description 8
- 150000004706 metal oxides Chemical class 0.000 description 8
- 229920001223 polyethylene glycol Polymers 0.000 description 8
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229920001940 conductive polymer Polymers 0.000 description 7
- 125000004386 diacrylate group Chemical group 0.000 description 7
- 229920000058 polyacrylate Polymers 0.000 description 7
- 239000000377 silicon dioxide Substances 0.000 description 7
- 238000012546 transfer Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical group 0.000 description 6
- 239000008199 coating composition Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 6
- 239000010954 inorganic particle Substances 0.000 description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 150000004756 silanes Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000012756 surface treatment agent Substances 0.000 description 6
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 5
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000003607 modifier Substances 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000002940 repellent Effects 0.000 description 5
- 239000005871 repellent Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920002799 BoPET Polymers 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 241001422033 Thestylus Species 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 238000009877 rendering Methods 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- SKRWFPLZQAAQSU-UHFFFAOYSA-N stibanylidynetin;hydrate Chemical compound O.[Sn].[Sb] SKRWFPLZQAAQSU-UHFFFAOYSA-N 0.000 description 4
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 230000003670 easy-to-clean Effects 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000003550 marker Substances 0.000 description 3
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229910001887 tin oxide Inorganic materials 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- PCLLJCFJFOBGDE-UHFFFAOYSA-N (5-bromo-2-chlorophenyl)methanamine Chemical compound NCC1=CC(Br)=CC=C1Cl PCLLJCFJFOBGDE-UHFFFAOYSA-N 0.000 description 2
- PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 2
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 2
- HZBGBOWFTGSNLM-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]ethyl carbamate Chemical compound COCCOCCOCCOC(N)=O HZBGBOWFTGSNLM-UHFFFAOYSA-N 0.000 description 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 2
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- JSOZORWBKQSQCJ-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(C)CCCOC(=O)C(C)=C JSOZORWBKQSQCJ-UHFFFAOYSA-N 0.000 description 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229920002633 Kraton (polymer) Polymers 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- 229920001774 Perfluoroether Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
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- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
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- 238000007607 die coating method Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
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- CLLLODNOQBVIMS-UHFFFAOYSA-N 2-(2-methoxyethoxy)acetic acid Chemical compound COCCOCC(O)=O CLLLODNOQBVIMS-UHFFFAOYSA-N 0.000 description 1
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- C08J2433/14—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
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Applications Claiming Priority (1)
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| WO2010056546A1 (en) | 2008-10-29 | 2010-05-20 | 3M Innovative Properties Company | Electron beam cured silicone release materials |
| CN102232103B (zh) | 2008-10-29 | 2016-07-06 | 3M创新有限公司 | 电子束固化的有机硅材料 |
| JP5868177B2 (ja) | 2008-10-29 | 2016-02-24 | スリーエム イノベイティブ プロパティズ カンパニー | 電子ビーム硬化される非官能化シリコーン感圧接着剤 |
| US8822560B2 (en) | 2008-10-29 | 2014-09-02 | 3M Innovative Properties Company | Electron beam cured silicone release materials |
| KR101041240B1 (ko) * | 2009-02-27 | 2011-06-14 | 주식회사 엘지화학 | 내마모성 및 내오염성이 우수한 코팅 조성물 및 코팅 필름 |
| KR101727772B1 (ko) * | 2009-12-28 | 2017-04-17 | 아사히 가라스 가부시키가이샤 | 감광성 조성물, 격벽, 컬러 필터 및 유기 ｅｌ 소자 |
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| CN102811866A (zh) * | 2010-01-26 | 2012-12-05 | 3M创新有限公司 | 低拖毛干擦制品及其用途 |
| KR20120131168A (ko) * | 2010-02-26 | 2012-12-04 | 데이진 듀폰 필름 가부시키가이샤 | 하드 코트 필름 및 그 제조 방법 |
| JP2011213818A (ja) * | 2010-03-31 | 2011-10-27 | Dic Corp | 含フッ素硬化性樹脂及びそれを用いた活性エネルギー線硬化型塗料組成物 |
| US10202721B2 (en) | 2010-04-29 | 2019-02-12 | 3M Innovative Properties Company | Electron beam cured siliconized fibrous webs |
| WO2012074047A1 (ja) * | 2010-12-01 | 2012-06-07 | 日産化学工業株式会社 | 重合性含フッ素高分岐ポリマー及びそれを含む硬化性組成物 |
| US8742022B2 (en) | 2010-12-20 | 2014-06-03 | 3M Innovative Properties Company | Coating compositions comprising non-ionic surfactant exhibiting reduced fingerprint visibility |
| US9296904B2 (en) * | 2010-12-20 | 2016-03-29 | 3M Innovative Properties Company | Coating compositions comprising non-ionic surfactant exhibiting reduced fingerprint visibility |
| US9320136B2 (en) | 2011-02-02 | 2016-04-19 | 3M Innovative Properties Company | Patterned substrates with darkened multilayered conductor traces |
| CN103403073B (zh) | 2011-02-03 | 2015-10-14 | 3M创新有限公司 | 硬涂膜 |
| US9528351B2 (en) | 2011-11-16 | 2016-12-27 | Schlumberger Technology Corporation | Gravel and fracture packing using fibers |
| BR112014018801A8 (pt) | 2012-02-01 | 2017-07-11 | 3M Innovative Properties Company | Materiais nanoestruturados e métodos para a produção dos mesmos |
| US8715904B2 (en) | 2012-04-27 | 2014-05-06 | 3M Innovative Properties Company | Photocurable composition |
| JP5447720B1 (ja) * | 2012-05-31 | 2014-03-19 | ダイソー株式会社 | 電池電極用バインダー、およびそれを用いた電極ならびに電池 |
| JP6363072B2 (ja) | 2012-06-19 | 2018-07-25 | スリーエム イノベイティブ プロパティズ カンパニー | 低表面エネルギー基及びヒドロキシル基を含む添加剤、並びにコーティング組成物 |
| WO2013191822A1 (en) | 2012-06-19 | 2013-12-27 | 3M Innovative Properties Company | Coating compositions comprising polymerizable non-ionic surfactant exhibiting reduced fingerprint visibility |
| EP2684942A1 (en) * | 2012-07-10 | 2014-01-15 | The Swatch Group Research and Development Ltd. | Agent for the surface epilamization of an article |
| CN104812847B (zh) * | 2012-07-24 | 2017-06-23 | 3M创新有限公司 | 可固化防污组合物、使用方法及制品 |
| KR102008913B1 (ko) * | 2012-10-16 | 2019-08-09 | 삼성디스플레이 주식회사 | 터치 패널용 보호필름 및 이의 제조방법 |
| WO2014078195A1 (en) | 2012-11-13 | 2014-05-22 | 3M Innovative Properties Company | Curable antifouling composition, method of use, and articles |
| CN106029736A (zh) | 2014-02-19 | 2016-10-12 | 3M创新有限公司 | 混杂含氟弹性体组合物、可固化的组合物以及它们的制备和使用方法 |
| MX2017001922A (es) * | 2014-08-19 | 2017-04-27 | 3M Innovative Properties Co | Polimeros anfifilicos, composiciones de revestimiento y metodos. |
| EP3230062B1 (en) | 2014-12-08 | 2022-08-10 | 3M Innovative Properties Company | Acrylic polyvinyl acetal films |
| CN107960080B (zh) * | 2015-04-07 | 2020-11-24 | 日产化学工业株式会社 | 防眩性涂层用固化性组合物 |
| US9458353B1 (en) | 2015-04-15 | 2016-10-04 | International Business Machines Corporation | Additives for orientation control of block copolymers |
| US10696850B2 (en) * | 2015-04-30 | 2020-06-30 | The Chemours Company Fc, Llc | Ethylenically crosslinkable fluorinated polymer additives for architectural coatings |
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2008
- 2008-12-10 US US12/740,357 patent/US8628855B2/en not_active Expired - Fee Related
- 2008-12-10 JP JP2010538104A patent/JP5607540B2/ja not_active Expired - Fee Related
- 2008-12-10 SG SG2012091153A patent/SG186644A1/en unknown
- 2008-12-10 WO PCT/US2008/086138 patent/WO2009076389A1/en not_active Ceased
- 2008-12-10 EP EP08859863.6A patent/EP2222752B1/en not_active Not-in-force
- 2008-12-10 KR KR1020107015175A patent/KR101529355B1/ko not_active Expired - Fee Related
- 2008-12-10 SG SG10201604816PA patent/SG10201604816PA/en unknown
- 2008-12-10 CN CN200880124422.2A patent/CN101910247B/zh not_active Expired - Fee Related
- 2008-12-11 TW TW97148330A patent/TWI447152B/zh not_active IP Right Cessation
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2013
- 2013-12-05 US US14/097,396 patent/US9377563B2/en active Active
Also Published As
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|---|---|
| CN101910247A (zh) | 2010-12-08 |
| CN101910247B (zh) | 2014-10-22 |
| KR20100108547A (ko) | 2010-10-07 |
| WO2009076389A1 (en) | 2009-06-18 |
| TWI447152B (zh) | 2014-08-01 |
| US20100310875A1 (en) | 2010-12-09 |
| US8628855B2 (en) | 2014-01-14 |
| SG10201604816PA (en) | 2016-08-30 |
| EP2222752A1 (en) | 2010-09-01 |
| KR101529355B1 (ko) | 2015-06-16 |
| JP2011508251A (ja) | 2011-03-10 |
| EP2222752B1 (en) | 2017-08-02 |
| US20140094580A1 (en) | 2014-04-03 |
| TW200934813A (en) | 2009-08-16 |
| JP5607540B2 (ja) | 2014-10-15 |
| US9377563B2 (en) | 2016-06-28 |
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