JP6732596B2 - 膜、及び膜の製造方法 - Google Patents
膜、及び膜の製造方法 Download PDFInfo
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- JP6732596B2 JP6732596B2 JP2016154478A JP2016154478A JP6732596B2 JP 6732596 B2 JP6732596 B2 JP 6732596B2 JP 2016154478 A JP2016154478 A JP 2016154478A JP 2016154478 A JP2016154478 A JP 2016154478A JP 6732596 B2 JP6732596 B2 JP 6732596B2
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- carbon
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- membrane
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- 239000012528 membrane Substances 0.000 title claims description 89
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- 125000000524 functional group Chemical group 0.000 claims description 67
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- 239000000243 solution Substances 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 29
- 238000001223 reverse osmosis Methods 0.000 claims description 20
- -1 polysulfonamide Polymers 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 15
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 15
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 229920000728 polyester Polymers 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000004695 Polyether sulfone Substances 0.000 claims description 10
- 229920006393 polyether sulfone Polymers 0.000 claims description 10
- 238000012695 Interfacial polymerization Methods 0.000 claims description 9
- 229920002492 poly(sulfone) Polymers 0.000 claims description 9
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 claims description 8
- 238000000108 ultra-filtration Methods 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
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- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
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- QAMSNSQHPWQCEH-UHFFFAOYSA-N 2-prop-2-ynylbenzene-1,3-diol Chemical compound C(C#C)C1=C(O)C=CC=C1O QAMSNSQHPWQCEH-UHFFFAOYSA-N 0.000 description 1
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- DYEQFNGPZMGYGC-UHFFFAOYSA-N 4-ethynylbenzene-1,3-diamine Chemical compound NC1=CC=C(C#C)C(N)=C1 DYEQFNGPZMGYGC-UHFFFAOYSA-N 0.000 description 1
- UNEXSKGSKIYEBY-UHFFFAOYSA-N 5-ethynylbenzene-1,3-diamine Chemical compound NC1=CC(N)=CC(C#C)=C1 UNEXSKGSKIYEBY-UHFFFAOYSA-N 0.000 description 1
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- 208000029422 Hypernatremia Diseases 0.000 description 1
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 description 1
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- 239000000084 colloidal system Substances 0.000 description 1
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Classifications
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Description
カバー層の無いRO膜の製造(MEM−1)
担持層としての不織布と、その上に存在する多孔質支持層としてのポリエーテルスルホンから成る限外濾過膜(UF膜)を、m−フェニレンジアミン20g/lを水に入れた溶液で含浸する。過剰な溶液は、ローラによって表面から除去する。その後、含浸させたUF膜を、1g/lのトリメソイルクロリド(TMC)をヘキサン/テトラヒドロフラン(THF)混合物(THFは0.5%)に入れた溶液で被覆して、分離活性層を作製する。180秒後、過剰な溶液を除去し、未完成の膜を室温で30秒間、80〜120℃の温度で120秒間、乾燥させる。このように製造された逆浸透膜(RO膜)をまず、完全に脱塩した(VE)水により2時間、それから1mMの塩酸(pH=3)で20時間、それから再度VE水で2時間、洗浄する。
結合したカバー層を有するRO膜の製造(MEM−2)
担持層としての不織布と、その上に存在する多孔質支持層としてのポリエーテルスルホンとから成る限外濾過膜(UF膜)を、20g/lのm−フェニレンジアミン、及びエチニルアニリンを水/アセトニトリル(3:1、質量/質量)に入れた溶液で含浸する。過剰な溶液を流して捨て、ローラにより表面から除去する。その後、含浸したUF膜を、1g/lのTMCをヘキサン/THF混合物(THFは0.5%)に入れた溶液で被覆して、分離活性層を作製する。180秒後、過剰な溶液を除去し、未完成の膜を30秒間室温で、そして80℃の温度で120秒間、乾燥させる。このようにして作製したRO膜をまず、VE水で2時間、それから1mMの塩酸(pH=3)で20時間、それから再度VE水で2時間、洗浄する。その後、このRO膜を、1g/lのアジド末端ポリエチレングリコールモノエチルエーテル水溶液により被覆して、カバー層を生成させる。水溶液の施与後、表面に触媒として、0.8g/lのCuSO4×5H2Oと6.4g/lのアスコルビン酸ナトリウムから成る溶液を1ml加える。4時間後に、過剰な溶液を膜から流して捨て、再度、VE水で2時間、それから1mMの塩酸(pH=3)で20時間、それから再度VE水で2時間、洗浄する。
結合されたカバー層を有するRO膜の製造(MEM−3)
担持層としての不織布と、その上に存在する多孔質支持層としてのポリエーテルスルホンとから成るUF膜を、20g/lのm−フェニレンジアミン、及びエチニルアニリンを水/アセトニトリル(3:1、質量/質量)に入れた溶液で含浸する。過剰な溶液を流して捨て、ローラにより表面から除去する。その後、含浸したUF膜を、1g/lのTMCをヘキサン/THF混合物(THFは0.5%)に入れた溶液で被覆して、分離活性層を作製する。180秒後、過剰な溶液を除去し、未完成の膜を30秒間室温で、そして80℃の温度で120秒間、乾燥させる。このようにして作製したRO膜をまず、VE水で2時間、それから1mMの塩酸(pH=3)で20時間、それから再度VE水で2時間、洗浄する。その後、このRO膜を、1g/lのアジド末端化ポリメチルオキサゾリン水溶液により被覆して、カバー層を生成させる。水溶液の施与後、表面に触媒として、0.8g/lのCuSO4×5H2Oと6.4g/lのアスコルビン酸ナトリウムから成る溶液を1ml加える。4時間後に、過剰な溶液を膜から流して捨て、再度、VE水で2時間、それから1mMの塩酸(pH=3)で20時間、それから再度VE水で2時間、洗浄する。
カバー層の無い限外濾過膜(UF)の製造(MEM−4)
ガラスプレート上にポリエステル不織布を担持層として固定し、60体積%のN−メチルピロリドン(NMP)と、40体積%の水との混合物により含浸する。1分後、過剰な混合物をローラにより除去する。エチニル基を10mol%有するポリエーテルスルホン溶液(NMP中で200g/lのエチニル基濃度に相当)を、厚さ80μmでブレードにより、含浸したポリエステル不織布に施与し、続いて水浴に移して、ポリマーを析出させる。30分後、膜をVE水により洗浄し、VE水中に4℃で貯蔵する。分離活性層は、多孔質支持層の一体的な構成要素である。
カバー層を有するUF膜の製造(MEM−5)
ガラスプレート上にポリエステル不織布を担持層として固定し、60体積%のN−メチルピロリドン(NMP)と、40体積%の水との混合物により含浸する。1分後、過剰な混合物をローラにより除去する。エチニル基を10mol%有するポリエーテルスルホン溶液(NMP中で200g/lのエチニル基濃度に相当)を、厚さ80μmでブレードにより、含浸したポリエステル不織布に施与し、続いて水浴に移して、ポリマーを析出させる。30分後、膜をVE水により洗浄する。分離活性層は、多孔質支持層の一体的な構成要素である。それからこの膜をフレームに張り、1g/lのアジド末端化ポリエチレングリコールモノメチルエーテル水溶液で被覆して、カバー層を作製する。水溶液の施与後、この表面に触媒として、0.8g/lのCuSO4×5H2Oと6.4g/lのアスコルビン酸ナトリウムから成る溶液を1ml加える。4時間後、過剰な溶液を膜から流して捨て、VE水で2時間、洗浄する。
膜の性能を試験するため、圧力5MPa、過剰流速90kg/hで3.5g/lの塩化ナトリウム水溶液により、これらをテストした。これについて、透過性、及び塩保持率を測定した。
膜の性能を試験するため、これらについてVE水により透過性を測定するために、また分子量が1000〜100000g/molである1g/lのポリエチレングリコール水溶液により分離限界(MWCO)(PEG50000g/molの保持率90%)を測定するために、圧力0.3MPaでテストを行った。
Claims (19)
- 少なくとも1つの担持層から成る膜であって、前記担持層上には多孔質支持層、その上に少なくとも1つの分離活性層、及びその上にまた、少なくとも1つのカバー層が配置されており、ここで前記分離活性層は、界面重合によって施与されたポリマーから、又は前記多孔質支持層の材料から成り、かつ、前記多孔質支持層の一体的な構成要素であり、ここで、前記分離活性層の材料は、大部分が炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基を有し、ここで前記カバー層の材料は、大部分がアジド基である官能基を有する親水性多官能性材料から成り、該材料は水溶性、及び/又はアルコール溶解性、及び/又は水とアルコールとの混合物中で可溶性であり、かつ、分岐した親水性多官能性ポリマーであり、かつ前記分離活性層と前記カバー層との接触領域において、前記分離活性層の材料の炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基が、前記カバー層の材料のアジド基と、化学的に共有結合しており、ここで、前記炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基が、エチニル基又はニトリル基である、前記膜。
- 前記担持層が、織物状平面構造体である、請求項1に記載の膜。
- 前記多孔質支持層及び/又は前記分離活性層の材料が、ポリスルホン、又はポリエーテルスルホン、又はポリアクリロニトリル、又はポリフッ化ビニリデン、又はポリエステルである、請求項1に記載の膜。
- 前記分離活性層の材料が、ポリアミド、ポリエステル、ポリウレタン、ポリスルホンアミド、及びポリ尿素から成る群から選択された界面重合によって施与されたポリマーである、請求項1に記載の膜。
- 前記カバー層が、ポリエチレンイミン、及び/又はポリプロピレン、及び/又はポリ((アミドアミン)、及び/又はポリアミン、及び/又はポリエーテルオール、及び/又はポリオール、及び/又は多糖類、及び/又はキトサン、及び/又はポリアルキルオキサゾリンから成る、請求項1に記載の膜。
- 前記分離活性層の材料の官能基の濃度が、1〜10%であり、ここでこれらの官能基のうち少なくとも75〜100%が、炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基である、請求項1に記載の膜。
- 前記炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基の濃度が、前記分離活性層の材料中で、官能基の75〜100%である、請求項6に記載の膜。
- 前記カバー層を形成する材料の各分子が、アジド基を少なくとも1個含有する、請求項1に記載の膜。
- 担持層の上に少なくとも1つの多孔質支持層を施与し、その上に続いて少なくとも1つの分離活性層を施与し、該分離活性層は、前記多孔質支持層の一体的な構成要素であり、その上にまた直接、続いて少なくとも1つのカバー層を施与する、膜の製造方法であって、ここで、前記分離活性層の材料として、官能基を有する材料を使用するか、又は前記カバー層の施与前に、官能基を前記分離活性層の材料へと重合導入し、ここで前記分離活性層の材料の官能基は、大部分が炭素−炭素三重結合及び/又は炭素−窒素三重結合を有しており、ここで前記カバー層の材料は、大部分がアジド基である官能基を有する親水性多官能性材料から成り、該材料は水溶性、及び/又はアルコール溶解性、及び/又は水とアルコールとの混合物中で可溶性であり、かつ、分岐した親水性多官能性ポリマーであり、前記カバー層を施与する間、及び/又はその施与後に、前記分離活性層と前記カバー層との接触領域において、前記分離活性層の材料の炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基が、前記カバー層の材料のアジド基と、1,3−双極子付加環化反応によって、化学的に共有結合され、ここで、前記分離活性層の材料として、炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基を有する材料を使用し、ここで前記官能基がエチニル基又はニトリル基である、前記製造方法。
- 前記多孔質支持層及び/又は前記分離活性層の材料として、ポリスルホン、又はポリエーテルスルホン、又はポリアクリロニトリル、又はポリフッ化ビニリデン、又はポリエステルを使用する、請求項9に記載の製造方法。
- 前記分離活性層が、界面重合によって製造される、請求項9に記載の製造方法。
- 前記分離活性層の材料を製造する間に、官能基含有モノマーを用いて、前記官能基を前記材料中に導入する、請求項9に記載の製造方法。
- 前記カバー層を、前記カバー層の材料の水溶液、及び/又はアルコール溶液、及び/又は水とアルコールとの混合物中の溶液の形で、噴霧法により、又はブレード塗布法により、又は浸漬法により、前記分離活性層上に施与する、請求項9に記載の製造方法。
- 前記分離活性層の材料として、前記官能基の濃度が1〜10%である材料を使用し、ここでこれらの官能基のうち少なくとも75〜100%が、炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基である、請求項9に記載の製造方法。
- 前記分離活性層の材料として、炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基の濃度が、該官能基の75〜100%である材料を使用する、請求項14に記載の製造方法。
- 前記カバー層の材料として、前記カバー層材料の水溶液、及び/又はアルコール溶液、及び/又は水とアルコールとの混合物中の溶液を使用し、ここで前記カバー層を形成する材料の各分子は、アジド基を少なくとも1個有する、請求項9に記載の製造方法。
- 前記分離活性層の材料の炭素−炭素三重結合及び/又は炭素−窒素三重結合を有する官能基と、前記カバー層の材料のアジド基との化学的な共有結合が、銅触媒による1,3−双極子付加環化反応によって実現される、請求項9に記載の製造方法。
- 前記カバー層の材料と一緒に、触媒を、前記分離活性層上に施与する、請求項9に記載の製造方法。
- 請求項1から8までのいずれか1項に記載の膜、又は請求項9から18までのいずれか1項に記載の方法により製造された膜の使用であって、逆浸透、又は精密濾過、又はナノ濾過、又は限外濾過によって水溶液を処理するための、前記使用。
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CN111921387B (zh) * | 2020-07-16 | 2022-03-29 | 浙江工业大学 | 聚多巴胺修饰咪唑基纳米粒子复合纳滤膜的制备方法 |
CN111871223B (zh) * | 2020-07-23 | 2021-10-08 | 华中科技大学 | 一种高通量抗菌纳滤膜及其制备方法 |
CN113230897B (zh) * | 2021-04-02 | 2023-11-03 | 武汉理工大学 | 一种亲水破乳pvdf膜及其制备方法 |
CN113171693B (zh) * | 2021-04-30 | 2022-12-06 | 中煤(北京)环保工程有限公司 | 一种基于聚砜复合微滤膜的化工污水处理方法 |
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EP2191887A1 (en) * | 2008-11-26 | 2010-06-02 | Polymers CRC Limited | Clickable thin film composite polyamide membranes |
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