JP6774966B2 - アルカン類からのアルケン類の分離のための薄膜複合膜 - Google Patents
アルカン類からのアルケン類の分離のための薄膜複合膜 Download PDFInfo
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- JP6774966B2 JP6774966B2 JP2017558719A JP2017558719A JP6774966B2 JP 6774966 B2 JP6774966 B2 JP 6774966B2 JP 2017558719 A JP2017558719 A JP 2017558719A JP 2017558719 A JP2017558719 A JP 2017558719A JP 6774966 B2 JP6774966 B2 JP 6774966B2
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- layer
- thin film
- membrane
- alkanes
- gutter
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- 150000001336 alkenes Chemical class 0.000 title claims description 36
- 238000000926 separation method Methods 0.000 title claims description 29
- 239000002131 composite material Substances 0.000 title claims description 25
- 239000010408 film Substances 0.000 title claims description 25
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims description 22
- 239000010409 thin film Substances 0.000 title claims description 18
- 239000012528 membrane Substances 0.000 claims description 62
- 229920000642 polymer Polymers 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 29
- 229920002313 fluoropolymer Polymers 0.000 claims description 24
- 229920000554 ionomer Polymers 0.000 claims description 21
- 229910052709 silver Inorganic materials 0.000 claims description 19
- 239000004332 silver Substances 0.000 claims description 19
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 18
- PRPAGESBURMWTI-UHFFFAOYSA-N [C].[F] Chemical group [C].[F] PRPAGESBURMWTI-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 13
- 239000004811 fluoropolymer Substances 0.000 claims description 12
- -1 perfluoro Chemical group 0.000 claims description 11
- 238000009792 diffusion process Methods 0.000 claims description 9
- 229920005548 perfluoropolymer Polymers 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- 239000012530 fluid Substances 0.000 claims description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 230000005540 biological transmission Effects 0.000 claims 1
- 239000010410 layer Substances 0.000 description 59
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 33
- 239000007789 gas Substances 0.000 description 27
- 230000035699 permeability Effects 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000012466 permeate Substances 0.000 description 18
- 229910052757 nitrogen Inorganic materials 0.000 description 17
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 16
- 229920006362 Teflon® Polymers 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229920002239 polyacrylonitrile Polymers 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 239000004809 Teflon Substances 0.000 description 9
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000001294 propane Substances 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000007689 inspection Methods 0.000 description 6
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- 230000014759 maintenance of location Effects 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
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- RIQRGMUSBYGDBL-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,5-decafluoropentane Chemical compound FC(F)(F)C(F)C(F)C(F)(F)C(F)(F)F RIQRGMUSBYGDBL-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229910001961 silver nitrate Inorganic materials 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000001099 ammonium carbonate Substances 0.000 description 2
- 235000012501 ammonium carbonate Nutrition 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- RVZRBWKZFJCCIB-UHFFFAOYSA-N perfluorotributylamine Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)N(C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F RVZRBWKZFJCCIB-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- KHXKESCWFMPTFT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2-trifluoroethenoxy)propane Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)C(F)(F)F KHXKESCWFMPTFT-UHFFFAOYSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- GVIVQCNNFDHBAG-UHFFFAOYSA-N 2,2-dimethyl-1,3-dioxole Chemical compound CC1(C)OC=CO1 GVIVQCNNFDHBAG-UHFFFAOYSA-N 0.000 description 1
- YSYRISKCBOPJRG-UHFFFAOYSA-N 4,5-difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole Chemical compound FC1=C(F)OC(C(F)(F)F)(C(F)(F)F)O1 YSYRISKCBOPJRG-UHFFFAOYSA-N 0.000 description 1
- 229920003937 Aquivion® Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 229920000557 Nafion® Polymers 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical class FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 208000006278 hypochromic anemia Diseases 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical class FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Classifications
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- B01D53/22—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by diffusion
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—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
- C08F214/18—Monomers containing fluorine
- C08F214/20—Vinyl fluoride
- C08F214/202—Vinyl fluoride with fluorinated vinyl ethers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—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
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- C08F214/262—Tetrafluoroethene with fluorinated vinyl ethers
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- C08F216/14—Monomers containing only one unsaturated aliphatic radical
- C08F216/1408—Monomers containing halogen
-
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Description
DE−SC0004672およびDE−SC0007510のエネルギー省の賞の下で支援が提供された。米国政府は、本特許出願における権利を有する。
(a)スルホン酸ポリマーの銀イオノマーを含む分離層
および
(b)窒素に対する透過性が少なくとも約250GPUであるフッ化ポリマーの高拡散率層
を含み、ここで当該分離層および当該高拡散率層は互いに層状になっている、アルケン類からのアルカン類の分離のための薄膜複合膜に関する。
QaαFa(P1a−P2a)
によってある程度まで気体の分離について定量化され得、
式中、Qaは、膜を通じての成分「a」の流量であり、Faは、膜を通じての成分aの透過性であり、P1aは、第1の(フィード)側部上の分圧であり、およびP2aは、第2の(生成物)側部上の分圧である。
多孔支持体上の膜としてガター層材料のみを含有する47mmの平板膜を、より大きな3インチの平らなシート膜から穿孔する。この47mm平板を次に、フィードポート、保持液ポート、吹き流し入口ポート、および透過液ポートからなるステンレス鋼交差流検査セルの中に配置する。4つのヘックスボルトを使用して、13.85cm2の総活量面積を有する検査セル中に膜をしっかり固定する。
Q=F/(A・Δp)
によって算出でき、式中、Q=気体透過性、F=透過液流量、ΔP=経膜圧差であり、Aは膜の有効面積であり、この場合13.85cm2である。
透過性(GPU、秒/cm2・秒・cmHgの単位で報告される)および選択性の測定について、以下の手順を使用した。47mmの平板膜を、より大きな3インチの平らなシートの複合膜から穿孔した。この47mm平板を次に、フィードポート、保持液ポート、吹き流し入口ポート、および透過液ポートからなるステンレス鋼交差流検査セルの中に配置する。4つのヘックスボルトを使用して、13.85cm2の総活量面積を有する検査セル中に膜をしっかり固定した。
Qi=Fi/(AΔpi)
(式中、Qi=種「i」の透過性、Fi=種「i」の透過液流量、Δpi=種「i」の経膜分圧、およびAは膜の面積(13.85cm2)である)から、透過性(Qi)を算出した。
HFPO−酸化ヘキサフルオロプロピレン(HFPO二量体ペルオキシドの調製については、参照により本明細書により含まれる米国特許第7,112,314号を参照されたい。HFPO二量体[2062−98−8]は、Synquest Laboratories,米国フロリダ州アラチュア市から入手可能である)
PDD−ペルフルオロ(2,2−ジメチル−1,3−ジオキソール)または
SEFVE−CF2=CFOCF2CF(CF3)OCF2CF2SO2F
PPSF−CF2=CFOCF2CF2SO2F
VF2−フッ化ビニリデン(H2C=CF2)
VF−フッ化ビニル(H2C=CHF)
PPVE−ペルフルオロ(プロピルビニルエーテル)
PDD/VF/SEFVE(フィード比100:100:150)コポリマーの合成および加水分解
150mLのステンレス鋼圧力容器中へ、5分間のアルゴンパージ後、磁気撹拌棒、3.66gのPDD、10.04gのSEFVE、12mLのVertrel(登録商標)XF(報告によると、1,1,1,2,2,3,4,5,5,5−デアフルオロペンタンであり、The Chemours Co.,デラウェア州ウィルミントン市,19899,米国から入手可能)、0.6mLのHFPO二量体ペルオキシド溶液(0.12M)を入れた後、0℃で0.69gのフッ化ビニルガスを負荷した。この反応混合物を圧力容器中で密封し、水浴中で室温にて撹拌した。反応3時間後に、この反応容器を大気へ開き、10mLのアセトンおよび40mLのメタノールを反応混合物へ添加した。結果として生じるゲル様沈殿物をガラス皿へ移し、100℃のオーブン中で一晩乾燥させて、5.5gのPDD/VF/SEFVEターポリマーを無色の固体(Tg37℃)として生じた。
PDD/VF/PPSF(フィード比100:100:150)コポリマーの合成および加水分解
150mLのステンレス鋼圧力容器中へ、5分間のアルゴンパージ後、磁気撹拌棒、3.66gのPDD、6.3gのPPSF、12mLのVertrel(登録商標)XF、0.6mLのHFPO二量体ペルオキシド溶液(0.12M)を入れた後、0℃で0.96gのフッ化ビニルガスを負荷した。この反応混合物を圧力容器中に密封し、水浴中で室温にて撹拌した。一晩の反応後に、反応容器を大気へ開き、10mLのアセトンおよび40mLのメタノールを反応混合物へ添加した。結果として生じるゲル様沈殿物をガラス皿へ移し、100℃にてオーブン中で一晩乾燥させ、6.0gのPDD/VF/PPSFターポリマーを無色の固体(Tg58℃)として生じた。
膜の形成および検査
ガラスボトル中へ、実施例1由来の0.1gのポリマー、20mgの硝酸銀、3.5gのイソプロピルアルコールおよび1.5gのNovec(登録商標)7300(報告によると、1,1,1,2,2,3,4,5,5,5−デカフルオロ−3−メトキシ−4−トリフルオロメチルペンタンであり、3M Corp.,Electronic Markets Materials Div.,ミネソタ州セントポール市,55144,米国)を入れた。結果として生じる溶液を1〜2時間撹拌した後、孔径が1.2μmのガラスファイバーフィルタで濾過した。この溶液を「溶液1」と示す。
PDD/PPVE高拡散率ポリマーの合成
ガラス圧力チューブに8.0gのPDD、872mgのPPVE、0.8mLのVertrel XF中のHFPO二量体ペルオキシド溶液(0.12M)および15mLのVertrel XFを入れた。混合物を0℃にてアルゴンで5分間脱気した後、ガラスチューブを密封し、水浴中で室温に温め、この反応混合物を一晩撹拌した。このチューブを空気へ開き、30mLのアセトンをこの混合物中へ添加した。5分間撹拌した後、この混合物を濾過し、30mLの新鮮なアセトンを添加して、容器からあらゆるものをすすぎ出した。濾紙上の固体を時計ガラスへ移した。100℃のオーブン中で一晩乾燥させた後、7.4gの白色の固体をPDD/PPVEポリマーとして収集した。
PDD/SEFVE高拡散率ポリマーの合成
ガラス圧力チューブに4.88gのPDD、892mgのSEFVE、0.4mLのVertrelXF中のHFPO二量体ペルオキシド溶液(0.12M)および15mLのVertrel XFを入れた。この混合物を0℃にてアルゴンで5分間脱気した後、ガラスチューブを密封し、水浴中で室温に温め、この反応混合物を一晩撹拌した。このチューブを空気へ開き、30mLのアセトンを混合物中へ添加した。5分間撹拌した後、この混合物を濾過し、30mLの新鮮なアセトンを添加して、容器からあらゆるものをすすぎ出した。濾紙上の固体を時計ガラスへと移した。100℃のオーブン中で一晩乾燥させた後、4.1gの白色の固体をPDD/SEFVEポリマーとして収集した。
Claims (12)
- (a)スルホン酸フッ化ポリマーの銀イオノマーを含む分離層
(b)1種以上のフッ化ポリマーを含む、非多孔性である、高拡散率ガター層であって、前記高拡散率ガター層は前記分離層上に積層されている、高拡散率ガター層
および
(c)前記高拡散率ガター層上に積層されている多孔層支持体
を含む、アルカン類からのアルケン類の分離のための薄膜複合膜であって、
当該薄膜複合膜は、分離層が多孔層支持体に直接積層されている膜と比較して高いアルカン類に対するアルケン類の選択性を有する、薄膜複合膜。 - 前記スルホン酸フッ化ポリマーの銀イオノマーは、ペルフルオロポリマーである、請求項1に記載の薄膜複合膜。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、炭素フッ素基および炭素−水素基の合計の50%以上が炭素フッ素基であるフッ化ポリマーを含む、請求項1に記載の薄膜複合膜。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、ペルフルオロポリマーを含む、請求項1に記載の薄膜複合膜。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、ペルフルオロ(2,2−ジメチル−1,3−ジオキソール)のコポリマーを含む、請求項1に記載の薄膜複合膜。
- 前記高拡散率ガター層は、0.1〜1.0μmの厚みを有する、請求項1に記載の薄膜複合膜。
- アルカン類からのアルケン類の分離のための方法であって、薄膜複合膜を使用することを含み、前記方法は、
(a)フィード側と透過側を有する、薄膜複合膜を形成することであって、前記薄膜複合膜は、
(i)スルホン酸フッ化ポリマーの銀イオノマーを含む分離層
および
(ii)1種以上のフッ化ポリマーを含む、非多孔性である、高拡散率ガター層であって、前記高拡散率ガター層は前記分離層上に積層されている、高拡散率ガター層
および
(iii)前記高拡散率ガター層上に積層されている多孔層支持体
を含むことを特徴とする、薄膜複合膜を形成することと、
(b)膜フィード側を、アルケン類およびアルカン類を含む流動組成物に暴露することと、
(c)アルカン類に対するアルケン類の比率が膜フィード側組成物よりも高い膜透過側組成物を生成することと
を含み、
前記薄膜複合膜は、分離層が多孔層支持体に直接積層されている膜と比較して高いアルカン類に対するアルケン類の選択性を有する、
アルカン類からのアルケン類の分離のための方法。 - 前記スルホン酸フッ化ポリマーの銀イオノマーは、ペルフルオロポリマーである、請求項7に記載の方法。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、炭素フッ素基および炭素−水素基の合計の50%以上が炭素フッ素基であるフッ化ポリマーを含む、請求項7に記載の方法。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、ペルフルオロポリマーを含む、請求項7に記載の方法。
- 前記高拡散率ガター層の前記1種以上のフッ化ポリマーは、ペルフルオロ(2,2−ジメチル−1,3−ジオキソール)のコポリマーを含む、請求項7に記載の方法。
- 前記高拡散率ガター層は、0.1〜1.0μmの厚みを有する、請求項7に記載の方法。
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US10399044B2 (en) | 2019-09-03 |
US20180085714A1 (en) | 2018-03-29 |
CN107683273A (zh) | 2018-02-09 |
KR102118877B1 (ko) | 2020-06-05 |
EP3294695B1 (en) | 2020-09-30 |
EP3294696A1 (en) | 2018-03-21 |
CN107614466A (zh) | 2018-01-19 |
EP3294695A4 (en) | 2018-12-12 |
US20180111098A1 (en) | 2018-04-26 |
KR20180008564A (ko) | 2018-01-24 |
CN107835797A (zh) | 2018-03-23 |
JP2018517549A (ja) | 2018-07-05 |
KR20180008563A (ko) | 2018-01-24 |
EP3294782A1 (en) | 2018-03-21 |
US20180093230A1 (en) | 2018-04-05 |
WO2016182887A1 (en) | 2016-11-17 |
WO2016182889A1 (en) | 2016-11-17 |
EP3294696A4 (en) | 2018-12-19 |
WO2016182886A1 (en) | 2016-11-17 |
JP2018518561A (ja) | 2018-07-12 |
KR20180008559A (ko) | 2018-01-24 |
CN107683273B (zh) | 2021-09-10 |
JP2018519372A (ja) | 2018-07-19 |
EP3294695A1 (en) | 2018-03-21 |
US20180111099A1 (en) | 2018-04-26 |
EP3294694A1 (en) | 2018-03-21 |
WO2016182880A1 (en) | 2016-11-17 |
CN107614549A (zh) | 2018-01-19 |
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