KR100802348B1 - 가수분해 안정성이 향상된 폴리아미드 막 및 이의 제조방법 - Google Patents
가수분해 안정성이 향상된 폴리아미드 막 및 이의 제조방법 Download PDFInfo
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- KR100802348B1 KR100802348B1 KR1020027016453A KR20027016453A KR100802348B1 KR 100802348 B1 KR100802348 B1 KR 100802348B1 KR 1020027016453 A KR1020027016453 A KR 1020027016453A KR 20027016453 A KR20027016453 A KR 20027016453A KR 100802348 B1 KR100802348 B1 KR 100802348B1
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- polyamide
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- 239000012528 membrane Substances 0.000 title claims abstract description 169
- 239000004952 Polyamide Substances 0.000 title claims abstract description 163
- 229920002647 polyamide Polymers 0.000 title claims abstract description 163
- 238000000034 method Methods 0.000 title claims abstract description 79
- 230000007062 hydrolysis Effects 0.000 title claims abstract description 21
- 238000006460 hydrolysis reaction Methods 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 230000001747 exhibiting effect Effects 0.000 title description 2
- 239000002904 solvent Substances 0.000 claims abstract description 85
- 229920000642 polymer Polymers 0.000 claims abstract description 58
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 44
- 238000000465 moulding Methods 0.000 claims abstract description 30
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 29
- 238000005191 phase separation Methods 0.000 claims abstract description 26
- 239000002826 coolant Substances 0.000 claims abstract description 24
- 239000012071 phase Substances 0.000 claims abstract description 14
- 239000007791 liquid phase Substances 0.000 claims abstract description 12
- 239000004953 Aliphatic polyamide Substances 0.000 claims abstract description 7
- 229920003231 aliphatic polyamide Polymers 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
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- 229940126062 Compound A Drugs 0.000 claims description 18
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 18
- OKOBUGCCXMIKDM-UHFFFAOYSA-N Irganox 1098 Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NCCCCCCNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 OKOBUGCCXMIKDM-UHFFFAOYSA-N 0.000 claims description 13
- 239000012456 homogeneous solution Substances 0.000 claims description 13
- 238000007711 solidification Methods 0.000 claims description 13
- 230000008023 solidification Effects 0.000 claims description 13
- 229920002292 Nylon 6 Polymers 0.000 claims description 12
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
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- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000012298 atmosphere Substances 0.000 claims description 5
- 239000011159 matrix material Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 abstract description 28
- 230000003301 hydrolyzing effect Effects 0.000 abstract description 14
- -1 Hydrolysis Stability Substances 0.000 abstract 1
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- 239000000243 solution Substances 0.000 description 52
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- 239000002202 Polyethylene glycol Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000012736 aqueous medium Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 5
- 238000005266 casting Methods 0.000 description 5
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- 238000006731 degradation reaction Methods 0.000 description 5
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- 229920000572 Nylon 6/12 Polymers 0.000 description 4
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- 239000002562 thickening agent Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
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- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- 238000002166 wet spinning Methods 0.000 description 2
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 1
- DMHHYBUEZRZGDK-UHFFFAOYSA-N 2-(3,5-ditert-butyl-4-hydroxyphenyl)propanamide Chemical class NC(=O)C(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 DMHHYBUEZRZGDK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004347 Glyceryl monoacetate Substances 0.000 description 1
- 229920003620 Grilon® Polymers 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 229920000604 Polyethylene Glycol 200 Polymers 0.000 description 1
- 229920002556 Polyethylene Glycol 300 Polymers 0.000 description 1
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
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- 230000015271 coagulation Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 235000019442 glyceryl monoacetate Nutrition 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000001471 micro-filtration Methods 0.000 description 1
- 239000012982 microporous membrane Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
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- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0009—Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
- B01D67/0018—Thermally induced processes [TIPS]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0023—Organic membrane manufacture by inducing porosity into non porous precursor membranes
- B01D67/003—Organic membrane manufacture by inducing porosity into non porous precursor membranes by selective elimination of components, e.g. by leaching
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- 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
- B01D71/06—Organic material
- B01D71/56—Polyamides, e.g. polyester-amides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/22—Thermal or heat-resistance properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/30—Chemical resistance
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/34—Molecular weight or degree of polymerisation
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Dispersion Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Moulding By Coating Moulds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
용매 시스템 10 내지 90중량%와 당해 용매 속에 존재하는 지방족 폴리아미드 10 내지 90중량%로 이루어진 균질한 용액을 제조하는 단계(a)(여기서, 지방족 폴리아미드와 용매 시스템과의 혼합물은 임계 해혼합 온도와 고화 온도를 갖고 액체 상태에서 임계 해혼합 온도 미만에서 혼화성 갭을 갖는다),
Claims (24)
- 용매 시스템 10 내지 90중량%와 당해 용매 속에 존재하는 지방족 폴리아미드 10 내지 90중량%로 이루어진 균질한 용액을 제조하는 단계(a)[여기서, 지방족 폴리아미드와 용매 시스템과의 혼합물은 임계 해혼합(demixing) 온도와 고화 온도를 갖고 액체 상태에서 임계 해혼합 온도 미만에서 혼화성 갭(miscibility gap)을 나타낸다],제조된 균질한 용액을 임계 해혼합 온도를 초과하는 온도의 다이에서 성형물로 성형시키는 단계(b),성형물을 고화 온도 미만의 냉각 온도로 조절된 냉각 매질을 사용하여 냉각시키는 단계(c)[이때, 냉각 속도는 중합체가 풍부한 상과 중합체가 부족한 상으로의 열역학적 비평형 액체-액체 상 분리가 발생하는 속도이고, 성형물의 온도가 고화 온도 미만으로 강하하는 경우는 중합체가 풍부한 상이 후속적으로 막 구조물로 서 고화된다] 및용매 시스템을 성형물로부터 제거하는 단계(d)를 포함하는, 가수분해 안정성 폴리아미드 막의 제조방법으로서,제조된 균질한 용액이 산화방지제를 함유하고, 산화방지제가 상 분리 온도에서 용매 시스템에 필수적으로 불용성임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항에 있어서, 화합물 A와 화합물 B와의 혼합물이 용매 시스템으로서 사용되고, 화합물 A가 폴리아미드용 용매이고, 화합물 B가 폴리아미드를 용해시키지만 폴리아미드를 용해시키는 온도가 화합물 A가 폴리아미드를 용해시키는 온도보다 50℃ 이상 높은 용매인 폴리아미드용 비용매임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 용매 시스템이 수용성임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 물이 냉각 매질로서 사용됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 수평균 분자량이 20000 내지 60000달톤인 폴리아미드가 사용됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 생성된 폴리아미드 막의 130℃ 이상의 온도에서의 과열 증기 살균을 막 구조의 변화없이 허용하는 폴리아미드가 사용됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 폴리아미드-6이 사용됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 산화방지제가 먼저 건조 블렌드 형태의 중합체와 혼합되고, 이와 함께 용융된 후, 용매 시스템과의 균질한 용액이 제조됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 입체 장애 페놀이 산화방지제로서 선택됨을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제9항에 있어서, 선택된 입체 장애 페놀이 펜타에리트리톨 테트라키스(3-(3,5-디-3급-부틸-4-하이드록시페닐)프로피오네이트(CAS No. 6683-19-8), 3,3',3',5,5',5'-헥사-3급-부틸-α,α',α'-(메시틸렌-2,4,6-트리일)트리-p-크레졸(CAS No. 1709-70-2) 또는 N,N'-헥산-1,6-디일비스(3-(3,5-디-3급-부틸-4-하이드록시페닐프로피온아미드))(CAS No. 23128-74-7)임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제1항 또는 제2항에 있어서, 산화방지제의 농도가, 폴리아미드를 기준으로 하여, 0.01 내지 5중량%임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 제11항에 있어서, 산화방지제의 농도가, 폴리아미드를 기준으로 하여, 0.05 내지 2중량%임을 특징으로 하는, 가수분해 안정성이 향상된 폴리아미드 막의 제조방법.
- 폴리아미드를 안정화시키는 산화방지제가 막 구조물을 구성하는 중합체 매트릭스 속에, 폴리아미드를 기준으로 하여, 0.01 내지 5중량%의 농도로 함유됨을 특징으로 하는, 지방족 폴리아미드로부터 제조된, 가수분해 안정성이 향상된 폴리아미드 막.
- 제13항에 있어서, 공기 포화된 80℃의 물에 침지시키는 경우, 기계적 안정성의 손실없이 유효 수명이 100시간 이상임을 특징으로 하는 폴리아미드 막.
- 제14항에 있어서, 공기 포화된 80℃의 물에 침지시키는 경우, 기계적 안정성의 손실없이 유효 수명이 200시간 이상임을 특징으로 하는, 폴리아미드 막.
- 제13항에 있어서, 대기중의 산소의 존재하에 1회의 지속시간이 1시간인 10회 이상의 반복 주기 동안 기계적 안정성의 손실없이 125℃ 이상의 온도에서의 반복된 과열 증기 살균을 견딤을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 막 속의 산화방지제의 농도가 0.01 내지 5중량%임을 특징으로 하는 폴리아미드 막.
- 제17항에 있어서, 산화방지제의 농도가 0.05 내지 2중량%임을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 산화방지제가 입체 장애 페놀임을 특징으로 하는 폴리아미드 막.
- 제19항에 있어서, 입체 장애 페놀이 펜타에리트리톨 테트라키스(3-(3,5-디-3급-부틸-4-하이드록시페닐)프로피오네이트(CAS No. 6683-19-8), 3,3',3',5,5',5'-헥사-3급-부틸-α,α',α'-(메시틸렌-2,4,6-트리일)트리-p-크레졸(CAS No. 1709-70-2) 또는 N,N'-헥산-1,6-디일비스(3-(3,5-디-3급-부틸-4-하이드록시페닐프로피온아미드))(CAS No. 23128-74-7)임을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 수평균 분자량이 20000 내지 60000달톤인 폴리아미드로 필수적으로 이루어짐을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 막 구조의 변화없이 130℃ 이상의 온도에서의 과열 증기 살균을 견디는 폴리아미드로 필수적으로 이루어짐을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 폴리아미드-6으로 필수적으로 이루어짐을 특징으로 하는 폴리아미드 막.
- 제13항 내지 제16항 중의 어느 한 항에 있어서, 제1항에 따르는 방법으로 제조된 폴리아미드 막.
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PCT/EP2001/005918 WO2001093994A1 (de) | 2000-06-03 | 2001-05-23 | Polyamidmembran mit erhöhter hydrolysestabilität und verfahren zu ihrer herstellung |
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AT (1) | ATE297799T1 (ko) |
AU (1) | AU2001269034A1 (ko) |
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KR101495210B1 (ko) * | 2010-03-26 | 2015-02-24 | 코오롱플라스틱 주식회사 | 폴리아미드 수지 조성물 |
JP5707254B2 (ja) * | 2010-06-30 | 2015-04-22 | 日東電工株式会社 | 熱硬化性樹脂多孔シートの製造方法 |
CN103127845A (zh) * | 2011-12-05 | 2013-06-05 | 杭州费尔过滤技术有限公司 | 一种无支撑聚酰胺微孔膜及其制备方法 |
EP2835175B1 (en) * | 2013-06-07 | 2020-09-23 | LG Chem, Ltd. | Polyamide-based water treatment separation membrane having excellent oxidation resistance and chlorine resistance and manufacturing method therefor |
JP2015116539A (ja) * | 2013-12-19 | 2015-06-25 | 東レ株式会社 | 複合半透膜およびその製造方法 |
EP3106139A1 (de) | 2015-06-17 | 2016-12-21 | 3M Innovative Properties Company | Brandwundauflage mit polyamidmembran |
SG11201811593QA (en) | 2016-06-27 | 2019-01-30 | Entegris Inc | Highly retentive polyamide hollow fiber membranes produced via controlled shrinkage |
EP3421117A1 (en) | 2017-06-28 | 2019-01-02 | 3M Innovative Properties Company | Polyamide flat sheet membranes with microporous surface structure for nanoparticle retention |
CN111757777A (zh) * | 2017-12-04 | 2020-10-09 | 阿卜杜拉国王科技大学 | 制备多孔膜的方法 |
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AU2001269034A1 (en) | 2001-12-17 |
CN1214854C (zh) | 2005-08-17 |
JP2011200863A (ja) | 2011-10-13 |
ES2242754T3 (es) | 2005-11-16 |
ATE297799T1 (de) | 2005-07-15 |
DE50106526D1 (de) | 2005-07-21 |
EP1289636B1 (de) | 2005-06-15 |
EP1289636A1 (de) | 2003-03-12 |
JP2003534908A (ja) | 2003-11-25 |
KR20030038551A (ko) | 2003-05-16 |
WO2001093994A8 (de) | 2004-03-04 |
WO2001093994A1 (de) | 2001-12-13 |
JP4808902B2 (ja) | 2011-11-02 |
CN1431926A (zh) | 2003-07-23 |
US20030159984A1 (en) | 2003-08-28 |
US7201860B2 (en) | 2007-04-10 |
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