JP2018070860A - フルオロポリマー及びフルオロポリマーを含む膜(iii) - Google Patents
フルオロポリマー及びフルオロポリマーを含む膜(iii) Download PDFInfo
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- JP2018070860A JP2018070860A JP2017154355A JP2017154355A JP2018070860A JP 2018070860 A JP2018070860 A JP 2018070860A JP 2017154355 A JP2017154355 A JP 2017154355A JP 2017154355 A JP2017154355 A JP 2017154355A JP 2018070860 A JP2018070860 A JP 2018070860A
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- Prior art keywords
- fluoropolymer
- porous
- porous membrane
- membrane
- mixture
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- 229920002313 fluoropolymer Polymers 0.000 title claims abstract description 46
- 239000004811 fluoropolymer Substances 0.000 title claims abstract description 46
- 239000012530 fluid Substances 0.000 claims abstract description 31
- -1 vinylphenyl Chemical group 0.000 claims abstract description 25
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 230000009477 glass transition Effects 0.000 claims abstract description 5
- 229910052796 boron Inorganic materials 0.000 claims abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 4
- 238000000576 coating method Methods 0.000 claims description 22
- 239000002904 solvent Substances 0.000 claims description 21
- 239000011248 coating agent Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
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- 229920000728 polyester Polymers 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 239000002033 PVDF binder Substances 0.000 claims description 4
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- 229920002493 poly(chlorotrifluoroethylene) Polymers 0.000 claims description 4
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 claims description 4
- 229920002620 polyvinyl fluoride Polymers 0.000 claims description 4
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 4
- OKIYQFLILPKULA-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-methoxybutane Chemical compound COC(F)(F)C(F)(F)C(F)(F)C(F)(F)F OKIYQFLILPKULA-UHFFFAOYSA-N 0.000 claims description 3
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- 229920006393 polyether sulfone Polymers 0.000 claims description 3
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 2
- COAUHYBSXMIJDK-UHFFFAOYSA-N 3,3-dichloro-1,1,1,2,2-pentafluoropropane Chemical compound FC(F)(F)C(F)(F)C(Cl)Cl COAUHYBSXMIJDK-UHFFFAOYSA-N 0.000 claims description 2
- 229920001780 ECTFE Polymers 0.000 claims description 2
- 239000004812 Fluorinated ethylene propylene Substances 0.000 claims description 2
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- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 2
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 claims description 2
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920009441 perflouroethylene propylene Polymers 0.000 claims description 2
- 229920002492 poly(sulfone) Polymers 0.000 claims description 2
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 claims 1
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- 238000007872 degassing Methods 0.000 abstract description 4
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
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- 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 5
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- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-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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- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000013022 venting Methods 0.000 description 2
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 1
- SLBOQBILGNEPEB-UHFFFAOYSA-N 1-chloroprop-2-enylbenzene Chemical compound C=CC(Cl)C1=CC=CC=C1 SLBOQBILGNEPEB-UHFFFAOYSA-N 0.000 description 1
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- 241001085205 Prenanthella exigua Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
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- 238000005266 casting Methods 0.000 description 1
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- RCTFHBWTYQOVGJ-UHFFFAOYSA-N chloroform;dichloromethane Chemical group ClCCl.ClC(Cl)Cl RCTFHBWTYQOVGJ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/30—Polyalkenyl halides
- B01D71/32—Polyalkenyl halides containing fluorine atoms
-
- 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
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/18—Monomers containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01D67/0002—Organic membrane manufacture
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/02—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
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- B01D71/28—Polymers of vinyl aromatic compounds
- B01D71/281—Polystyrene
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- B01D71/76—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
- B01D71/82—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74 characterised by the presence of specified groups, e.g. introduced by chemical after-treatment
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F112/02—Monomers containing only one unsaturated aliphatic radical
- C08F112/04—Monomers containing only one unsaturated aliphatic radical containing one ring
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- C08F112/16—Halogens
- C08F112/20—Fluorine
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F112/02—Monomers containing only one unsaturated aliphatic radical
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- C08F112/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
- C08F112/22—Oxygen
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- C08F112/02—Monomers containing only one unsaturated aliphatic radical
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- C08F112/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
- C08F112/30—Sulfur
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- 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
- C08F114/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F114/18—Monomers containing fluorine
- C08F114/185—Monomers containing fluorine not covered by the groups C08F114/20 - C08F114/28
-
- 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
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
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- C08F12/16—Halogens
- C08F12/20—Fluorine
-
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Abstract
Description
[0044]この実施例は、本発明の一実施形態によるモノマーの調製を例示する。
[0046]この実施例は、本発明の一実施形態によるフルオロポリマーである、ポリ[p−[[(ペルフルオロヘキシルエチレン)チオ]メチル]スチレン](PST−S)の調製を例示する。
[0048]この実施例は、本発明の一実施形態による別のフルオロポリマーである、ポリ[p−[[(ペルフルオロヘキシルエチレン)オキシ]メチル]−スチレン] P(PFOMS)の調製を例示する。
[0051]この実施例は、本発明の一実施形態によるコーティング手順を例示する。
[0053]この実施例は、本発明の一実施形態による親油性膜の調製を例示する。
[0055]この実施例は、本発明の一実施形態による、PVDF及びナイロン膜からの親油性膜の調製を例示する。
[0057]この実施例は、本発明の一実施形態による、ナイロン、HDPE、及びPTFE膜からの親油性膜の調製を例示する。
Claims (18)
- 式A−X−CH2−B(式中、AはC6F13−(CH2)2、XはO又はS、Bはビニルフェニルである)の重合したモノマー単位を含み、少なくとも100Kdの重量平均分子量(Mw)及び/又は少なくとも33℃のガラス転移温度を有する、フルオロポリマー。
- Bが、メタ−ビニルフェニル、パラ−ビニルフェニル、又はこれらの混合物である、請求項1に記載のフルオロポリマー。
- 前記モノマー単位が、メタ−[ペルフルオロヘキシルエチレンチオメチル]スチレン、パラ−[ペルフルオロヘキシルエチレンチオメチル]スチレン、又はこれらの混合物である、請求項1又は2に記載のフルオロポリマー。
- 前記モノマー単位が、メタ−[ペルフルオロヘキシルエチレンオキシメチル]スチレン、パラ−[ペルフルオロヘキシルエチレンオキシメチル]スチレン、又はこれらの混合物である、請求項1又は2に記載のフルオロポリマー。
- 少なくとも200KdのMwを有する、請求項1〜4のいずれか一項に記載のフルオロポリマー。
- 400〜1300KdのMwを有する、請求項1〜5のいずれか一項に記載のフルオロポリマー。
- 1100〜1300KdのMwを有する、請求項1〜6のいずれか一項に記載のフルオロポリマー。
- 請求項1〜7のいずれか一項に記載のフルオロポリマーを含む、多孔質膜。
- 多孔質支持体を含む、請求項8に記載の多孔質膜。
- 前記多孔質支持体が多孔質ポリマー支持体である、請求項9に記載の多孔質膜。
- 前記多孔質ポリマー支持体が、PVC/PAN、ポリスルホン、ポリアミド、セルロース、ポリエステル、ポリエーテルスルホン、ポリオレフィン、PET、PPS、PPSU(ポリフェニルスルホン)、PTFE、PVDF、PVF(ポリフッ化ビニル)、PCTFE(ポリクロロトリフルオロエチレン)、FEP(フッ化エチレンプロピレン)、ETFE(ポリエチレンテトラフルオロエチレン)、ECTFE(ポリエチレンクロロトリフルオロエチレン)、PFPE(ペルフルオロポリエーテル)、PFSA(ペルフルオロスルホン酸)、ペルフルオロポリオキセタン、ポリイミド、ポリエーテルイミド、ポリカーボネート、及びポリスチレンから選択される、請求項10に記載の多孔質膜。
- 請求項1〜7のいずれか一項に記載のフルオロポリマーを含む多孔質膜を調製する方法であって、
(i) 溶媒又は溶媒の混合物に前記フルオロポリマーを溶解させて、前記フルオロポリマーを含む溶液を得るステップ;
(ii) (i)からの溶液を多孔質支持体上にコーティングするステップ;及び
(iii) 前記溶媒又は溶媒の混合物を前記コーティングから蒸発させて、前記多孔質膜を得るステップ
を含む、方法。 - 前記溶媒又は溶媒の混合物が、任意選択でアルコールと組み合わせた、ハロゲン化溶媒を含む、請求項12に記載の方法。
- 前記溶媒又は溶媒の混合物が、任意選択でイソプロパノール及び/又は1,1,1,3,3,3−ヘキサフルオロ−2−プロパノールと組み合わせた、メトキシノナ−フルオロブタン、メトキシノナ−フルオロブタン、クロロホルム、ジクロロメタン、1,2−ジクロロエタン;1,1,2−トリクロロ−1,2,2−トリフルオロエタン、1,1,1,2,2−ペンタフルオロ−3,3−ジクロロプロパンから選択される、請求項13に記載の方法。
- 請求項12〜14のいずれか一項に記載の方法によって調製される、多孔質膜。
- 15〜23ダイン/cmのCWSTを有する、請求項8〜11又は15のいずれか一項に記載の多孔質膜。
- 流体をろ過する方法であって、請求項8〜11、15又は16のいずれか一項に記載の多孔質膜に前記流体を通過させるステップを含む、方法。
- 流体中に存在するガスが前記流体から除去される、請求項17に記載の方法。
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KR102142571B1 (ko) | 2020-08-07 |
EP3296011B1 (en) | 2023-06-07 |
CA2979462A1 (en) | 2018-03-16 |
US10130918B2 (en) | 2018-11-20 |
JP6548173B2 (ja) | 2019-07-24 |
BR102017019848B1 (pt) | 2023-11-21 |
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SG10201706549WA (en) | 2018-04-27 |
US20180078908A1 (en) | 2018-03-22 |
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