DE60216455T2 - Dauerhaftes, vergilbungsarmes wasser- und öl-abweisendes mittel für textilien - Google Patents
Dauerhaftes, vergilbungsarmes wasser- und öl-abweisendes mittel für textilien Download PDFInfo
- Publication number
- DE60216455T2 DE60216455T2 DE60216455T DE60216455T DE60216455T2 DE 60216455 T2 DE60216455 T2 DE 60216455T2 DE 60216455 T DE60216455 T DE 60216455T DE 60216455 T DE60216455 T DE 60216455T DE 60216455 T2 DE60216455 T2 DE 60216455T2
- Authority
- DE
- Germany
- Prior art keywords
- monomer
- fabric
- formula
- weight
- copolymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000005871 repellent Substances 0.000 title description 10
- 239000004753 textile Substances 0.000 title description 10
- 239000000178 monomer Substances 0.000 claims description 90
- 239000004744 fabric Substances 0.000 claims description 76
- 239000000203 mixture Substances 0.000 claims description 49
- 229920001577 copolymer Polymers 0.000 claims description 43
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 239000012948 isocyanate Substances 0.000 claims description 26
- 150000002513 isocyanates Chemical class 0.000 claims description 24
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 16
- 229920000728 polyester Polymers 0.000 claims description 16
- 229920000742 Cotton Polymers 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- -1 polypropylene Polymers 0.000 claims description 13
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 9
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- 244000025254 Cannabis sativa Species 0.000 claims description 2
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 claims description 2
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 claims description 2
- 239000004677 Nylon Substances 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 229920002334 Spandex Polymers 0.000 claims description 2
- 229920003235 aromatic polyamide Polymers 0.000 claims description 2
- 235000009120 camo Nutrition 0.000 claims description 2
- 235000005607 chanvre indien Nutrition 0.000 claims description 2
- 239000011487 hemp Substances 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
- 229920002215 polytrimethylene terephthalate Polymers 0.000 claims description 2
- 239000002964 rayon Substances 0.000 claims description 2
- 239000004759 spandex Substances 0.000 claims description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000004760 aramid Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 32
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000003921 oil Substances 0.000 description 14
- 238000004383 yellowing Methods 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 12
- 238000010998 test method Methods 0.000 description 12
- 238000005406 washing Methods 0.000 description 11
- 238000009736 wetting Methods 0.000 description 9
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 8
- 239000000835 fiber Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 230000002940 repellent Effects 0.000 description 8
- 239000004816 latex Substances 0.000 description 7
- 229920000126 latex Polymers 0.000 description 7
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 229920002994 synthetic fiber Polymers 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 239000002981 blocking agent Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 235000011089 carbon dioxide Nutrition 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 229920002313 fluoropolymer Polymers 0.000 description 4
- 229940051250 hexylene glycol Drugs 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000004758 synthetic textile Substances 0.000 description 4
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004811 fluoropolymer Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical compound ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 2
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 238000011005 laboratory method Methods 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 238000003908 quality control method Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- WHIVNJATOVLWBW-PLNGDYQASA-N (nz)-n-butan-2-ylidenehydroxylamine Chemical compound CC\C(C)=N/O WHIVNJATOVLWBW-PLNGDYQASA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920000784 Nomex Polymers 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 150000001504 aryl thiols Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- ZYMKZMDQUPCXRP-UHFFFAOYSA-N fluoro prop-2-enoate Chemical compound FOC(=O)C=C ZYMKZMDQUPCXRP-UHFFFAOYSA-N 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002483 hydrogen compounds Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000004763 nomex Substances 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/22—Esters containing halogen
- C08F220/24—Esters containing halogen containing perhaloalkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85539501A | 2001-05-15 | 2001-05-15 | |
| US855395 | 2001-05-15 | ||
| US91004 | 2002-03-04 | ||
| US10/091,004 US6479605B1 (en) | 2001-05-15 | 2002-03-04 | High-durability, low-yellowing repellent for textiles |
| PCT/US2002/018395 WO2003054284A1 (en) | 2001-05-15 | 2002-05-14 | High-durability, low-yellowing water-and oil-repellent for textiles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60216455D1 DE60216455D1 (de) | 2007-01-11 |
| DE60216455T2 true DE60216455T2 (de) | 2007-09-20 |
Family
ID=26782903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60216455T Expired - Lifetime DE60216455T2 (de) | 2001-05-15 | 2002-05-14 | Dauerhaftes, vergilbungsarmes wasser- und öl-abweisendes mittel für textilien |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6479605B1 (enExample) |
| EP (1) | EP1399618B1 (enExample) |
| JP (1) | JP4271577B2 (enExample) |
| CN (1) | CN1239777C (enExample) |
| DE (1) | DE60216455T2 (enExample) |
| WO (1) | WO2003054284A1 (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040198915A1 (en) * | 2000-08-25 | 2004-10-07 | Takao Uehara | Defoamers for top coat paints for motor vehicles |
| JP4673962B2 (ja) * | 2000-08-25 | 2011-04-20 | 楠本化成株式会社 | クリアー型塗料塗膜の耐水白化性を有する消泡剤或いは平滑剤 |
| US7105270B2 (en) * | 2002-01-31 | 2006-09-12 | Fuji Photo Film Co., Ltd. | Fluoroaliphatic group-containing copolymer |
| US7258925B2 (en) * | 2003-07-11 | 2007-08-21 | E.I. Du Pont De Nemours And Company | Fluorochemical finishes for paint applicators |
| CN100449055C (zh) * | 2003-07-11 | 2009-01-07 | 纳幕尔杜邦公司 | 用于油漆涂布器的氟化学品涂饰剂 |
| US20050058779A1 (en) * | 2003-09-12 | 2005-03-17 | Goldbaum Richard H. | Suppression of repellency in polyolefins |
| CA2545001C (en) * | 2003-11-13 | 2010-07-06 | Newell Operating Company | Paint applicators including paint application element having non-stick coating |
| US6979711B2 (en) | 2003-11-18 | 2005-12-27 | E. I. Du Pont De Nemours And Company | Fluorine efficient finishes for textiles |
| ATE420125T1 (de) * | 2004-03-01 | 2009-01-15 | Lorenzo Toffano | Zusammensetzungen zur herstellung von hydrophoben beschichtungen |
| JP4752197B2 (ja) * | 2004-06-04 | 2011-08-17 | ユニマテック株式会社 | 撥水撥油剤の製造法 |
| WO2006001214A1 (ja) | 2004-06-25 | 2006-01-05 | Daikin Industries, Ltd. | 含フッ素共重合体を含む汚れ脱離剤およびその製造方法 |
| US20060074188A1 (en) * | 2004-10-04 | 2006-04-06 | Franchina Justine G | Fluorine efficient finishes for textiles |
| AU2006269600B2 (en) * | 2005-07-06 | 2011-11-24 | E. I. Du Pont De Nemours And Company | Polymeric extenders for surface effects |
| US7652112B2 (en) * | 2005-07-06 | 2010-01-26 | E.I. Du Pont De Nemours And Company | Polymeric extenders for surface effects |
| KR20080085016A (ko) * | 2006-01-10 | 2008-09-22 | 클라리언트 파이넌스 (비브이아이)리미티드 | 불소계 텔로머 화합물 및 이를 함유하는 중합체 |
| WO2007084952A2 (en) * | 2006-01-18 | 2007-07-26 | Akrion Technologies, Inc. | Systems and methods for drying a rotating substrate |
| US8075556B2 (en) * | 2006-05-23 | 2011-12-13 | Andres Betts | High frequency epidural neuromodulation catheter for effectuating RF treatment in spinal canal and method of using same |
| US7976583B2 (en) * | 2006-08-25 | 2011-07-12 | Clariant Finance (Bvi) Limited | Oil-, water- and soil-repellent perfluoroalkylethyl methacrylate copolymers |
| CN100368441C (zh) * | 2006-09-28 | 2008-02-13 | 东华大学 | 一种含氟碳链丙烯酸酯及其共聚物的制备方法和应用 |
| CA2677192C (en) * | 2007-02-02 | 2011-12-20 | Daikin Industries, Ltd. | Fluorine-containing copolymer having excellent washing resistance and soil release agent |
| CN101679569A (zh) * | 2007-06-06 | 2010-03-24 | 3M创新有限公司 | 氟化醚组合物以及使用该组合物的方法 |
| EP2009035A1 (de) * | 2007-06-27 | 2008-12-31 | Huntsman Textile Effects (Germany) GmbH | Copolymere mit Perfluoralkylgruppen und wässrige Dispersionen davon |
| JP5392081B2 (ja) * | 2007-07-20 | 2014-01-22 | ダイキン工業株式会社 | 撥アルコール性および汚れ脱離性を有する含フッ素繊維加工剤 |
| US20090030114A1 (en) * | 2007-07-25 | 2009-01-29 | Ying Wang | Fluoropolymer emulsions |
| MX2010001206A (es) * | 2007-09-15 | 2010-03-01 | Huntsman Textile Effects Ger | Composiciones que comprenden polimero que contiene fluor y siloxano. |
| JP5439743B2 (ja) * | 2007-10-11 | 2014-03-12 | ユニマテック株式会社 | 撥水撥油剤 |
| JP5459219B2 (ja) * | 2008-03-28 | 2014-04-02 | ダイキン工業株式会社 | 含フッ素重合体および撥水撥油剤 |
| WO2009119913A1 (en) * | 2008-03-28 | 2009-10-01 | Daikin Industries, Ltd. | Fluorine-containing copolymer and water- and oil-repellent agent |
| CN102046673B (zh) * | 2008-06-02 | 2016-02-24 | 旭硝子株式会社 | 共聚物、其制造方法、斥油剂组合物及其处理物品 |
| CN102138218B (zh) * | 2008-08-28 | 2013-07-31 | 住友化学株式会社 | 树脂组合物、栅极绝缘层和有机薄膜晶体管 |
| US8629089B2 (en) | 2008-12-18 | 2014-01-14 | 3M Innovative Properties Company | Method of contacting hydrocarbon-bearing formations with fluorinated ether compositions |
| US8329822B2 (en) * | 2009-11-09 | 2012-12-11 | E.I. Du Pont De Nemours And Company | Fluoropolymer emulsions |
| US8507601B2 (en) * | 2009-11-09 | 2013-08-13 | E. I. Du Pont De Nemours And Company | Method using fluoropolymer emulsions |
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| KR101339752B1 (ko) * | 2011-12-28 | 2014-01-03 | 주식회사 스노젠 | 가교제 역할을 하는 다관능 이소시아네이트가 도입된 내구성 불소 발수제 조성물 및 그 합성방법 |
| US9534343B2 (en) * | 2012-10-18 | 2017-01-03 | The Chemours Company Fc, Llc | Partially fluorinated copolymer emulsions containing fatty acids and esters |
| US10047245B2 (en) | 2014-09-26 | 2018-08-14 | The Chemours Company Fc, Llc | Non-fluorinated and partially fluorinated polymers |
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| CN110485160B (zh) * | 2017-10-24 | 2022-02-15 | 广东德美精细化工集团股份有限公司 | 包含遥爪聚合物的高效防水防油剂的制备方法 |
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| CN112694569B (zh) * | 2020-12-23 | 2021-08-17 | 东莞泰岳光学镀膜材料有限公司 | 一种含氟接枝共聚物及其制备方法与应用 |
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-
2002
- 2002-03-04 US US10/091,004 patent/US6479605B1/en not_active Expired - Fee Related
- 2002-05-14 WO PCT/US2002/018395 patent/WO2003054284A1/en not_active Ceased
- 2002-05-14 JP JP2003554977A patent/JP4271577B2/ja not_active Expired - Fee Related
- 2002-05-14 CN CNB028101154A patent/CN1239777C/zh not_active Expired - Fee Related
- 2002-05-14 DE DE60216455T patent/DE60216455T2/de not_active Expired - Lifetime
- 2002-05-14 EP EP02741966A patent/EP1399618B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US6479605B1 (en) | 2002-11-12 |
| EP1399618B1 (en) | 2006-11-29 |
| EP1399618A1 (en) | 2004-03-24 |
| CN1509361A (zh) | 2004-06-30 |
| JP4271577B2 (ja) | 2009-06-03 |
| JP2005513245A (ja) | 2005-05-12 |
| DE60216455D1 (de) | 2007-01-11 |
| WO2003054284A1 (en) | 2003-07-03 |
| CN1239777C (zh) | 2006-02-01 |
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