JPH0364175B2 - - Google Patents

Info

Publication number: JPH0364175B2
Authority: JP; Japan
Prior art keywords: membrane; polymer; poly; oxide; group
Prior art date: 1982-08-26
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

Application number

JP58101583A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5939304A (ja

Inventor

Suushian Rii Jooji

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Standard Oil Co

Original Assignee

Standard Oil Co

Priority date (The priority date 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 date listed.)

1982-08-26

Filing date

1983-06-07

Publication date

1991-10-04

1983-06-07 Application filed by Standard Oil Co filed Critical Standard Oil Co

1984-03-03 Publication of JPS5939304A publication Critical patent/JPS5939304A/ja

1991-10-04 Publication of JPH0364175B2 publication Critical patent/JPH0364175B2/ja

Status Granted legal-status Critical Current

Links

239000012528 membrane Substances 0.000 claims description 79
229920000642 polymer Polymers 0.000 claims description 62
238000000034 method Methods 0.000 claims description 38
239000007789 gas Substances 0.000 claims description 24
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical group C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 22
239000000203 mixture Substances 0.000 claims description 22
-1 poly(2,6-dimethyl-p-phenylene oxide) Polymers 0.000 claims description 22
229920006156 poly(arylene oxide) Polymers 0.000 claims description 18
239000003345 natural gas Substances 0.000 claims description 6
125000003118 aryl group Chemical group 0.000 claims description 5
125000001246 bromo group Chemical group Br* 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000001931 aliphatic group Chemical group 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 3
239000012510 hollow fiber Substances 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000000758 substrate Substances 0.000 claims description 3
125000006839 xylylene group Chemical group 0.000 claims description 3
238000000576 coating method Methods 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
239000011248 coating agent Substances 0.000 claims 1
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 30
238000000926 separation method Methods 0.000 description 16
239000001569 carbon dioxide Substances 0.000 description 15
229910002092 carbon dioxide Inorganic materials 0.000 description 15
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
239000001301 oxygen Substances 0.000 description 9
229910052760 oxygen Inorganic materials 0.000 description 9
239000000047 product Substances 0.000 description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 5
230000004907 flux Effects 0.000 description 5
239000011521 glass Substances 0.000 description 5
229910000037 hydrogen sulfide Inorganic materials 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
229910052794 bromium Inorganic materials 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
230000035699 permeability Effects 0.000 description 4
229920006380 polyphenylene oxide Polymers 0.000 description 4
238000012360 testing method Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
239000001307 helium Substances 0.000 description 3
229910052734 helium Inorganic materials 0.000 description 3
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 3
239000012454 non-polar solvent Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
230000008569 process Effects 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
125000002723 alicyclic group Chemical group 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
230000031709 bromination Effects 0.000 description 2
238000005893 bromination reaction Methods 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
239000000463 material Substances 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
239000012466 permeate Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229920002852 poly(2,6-dimethyl-1,4-phenylene oxide) polymer Polymers 0.000 description 2
229920000412 polyarylene Polymers 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
238000005160 1H NMR spectroscopy Methods 0.000 description 1
WLLZFOKCJMRIQJ-UHFFFAOYSA-N 2,3-dimethyl-7-oxabicyclo[2.2.1]hepta-1,3,5-triene Chemical compound C1=C(O2)C(C)=C(C)C2=C1 WLLZFOKCJMRIQJ-UHFFFAOYSA-N 0.000 description 1
GVLZQVREHWQBJN-UHFFFAOYSA-N 3,5-dimethyl-7-oxabicyclo[2.2.1]hepta-1,3,5-triene Chemical compound CC1=C(O2)C(C)=CC2=C1 GVLZQVREHWQBJN-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
150000001540 azides Chemical class 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
125000001743 benzylic group Chemical group 0.000 description 1
125000005997 bromomethyl group Chemical group 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000012159 carrier gas Substances 0.000 description 1
238000001311 chemical methods and process Methods 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000002131 composite material Substances 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
125000002346 iodo group Chemical group I* 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000141 poly(maleic anhydride) Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000003384 small molecules Chemical class 0.000 description 1
238000000935 solvent evaporation Methods 0.000 description 1
125000006850 spacer group Chemical group 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
150000007970 thio esters Chemical class 0.000 description 1
125000003441 thioacyl group Chemical group 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—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
- 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
- B01D53/228—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 characterised by specific membranes
- 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
- B01D69/08—Hollow fibre membranes
- 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
- B01D69/12—Composite membranes; Ultra-thin membranes
- B01D69/1213—Laminated layers
- 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
- B01D71/52—Polyethers
- B01D71/522—Aromatic polyethers
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/10—Single element gases other than halogens
- B01D2257/104—Oxygen
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/30—Sulfur compounds
- B01D2257/304—Hydrogen sulfide
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/04—Characteristic thickness

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Analytical Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Separation Using Semi-Permeable Membranes (AREA)
Compositions Of Macromolecular Compounds (AREA)
Polyethers (AREA)

JP58101583A 1982-08-26 1983-06-07 置換ポリ（アリ−レンオキシド）重合体からつくつた半透膜を使用するガス状混合物の分離法の改良 Granted JPS5939304A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US41192482A	1982-08-26	1982-08-26
US411924		1982-08-26

Publications (2)

Publication Number	Publication Date
JPS5939304A JPS5939304A (ja)	1984-03-03
JPH0364175B2 true JPH0364175B2 (de)	1991-10-04

Family

ID=23630826

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP58101583A Granted JPS5939304A (ja)	1982-08-26	1983-06-07	置換ポリ（アリ−レンオキシド）重合体からつくつた半透膜を使用するガス状混合物の分離法の改良

Country Status (3)

Country	Link
JP (1)	JPS5939304A (de)
KR (1)	KR840005975A (de)
BR (1)	BR8303018A (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0131559B1 (de) *	1983-06-30	1987-12-02	Monsanto Company	Membranen auf der Basis von amorphen Polyaryläthern,welche an die Arylgruppen substituiert sind

1983
- 1983-06-07 BR BR8303018A patent/BR8303018A/pt unknown
- 1983-06-07 JP JP58101583A patent/JPS5939304A/ja active Granted
- 1983-06-14 KR KR1019830002639A patent/KR840005975A/ko not_active Withdrawn

Also Published As

Publication number	Publication date
KR840005975A (ko)	1984-11-21
JPS5939304A (ja)	1984-03-03
BR8303018A (pt)	1984-04-17

Publication	Publication Date	Title
EP0426118B1 (de)	1994-12-21	Membranen aus sulfoniertem Polysulfon auf der Basis von Hexafluorbisphenol-A und Verfahren zum Trennen von Fluiden
JPH06269648A (ja)	1994-09-27	二酸化炭素濃厚化のためのポリイミドガス分離膜
EP1213049B1 (de)	2006-11-15	Gasseparationsmembran und verfahren zur herstellung eines polymers
US5080698A (en)	1992-01-14	Aromatic polyethers containing cyano groups for gas separation
JPH04277024A (ja)	1992-10-02	所定のスルホン化された置換ポリスルホンポリマーをベースにした半透膜
JPH0829239B2 (ja)	1996-03-27	ポリイミド気体分離膜
JPH04222832A (ja)	1992-08-12	ポリイミド及びそれを用いたガス分離材料
US4427419A (en)	1984-01-24	Semipermeable membranes prepared from polymers containing pendent sulfone groups
US4596860A (en)	1986-06-24	Process for the modification of aromatic polymers via Friedel-Crafts reactions to produce novel polymers and the use thereof
US4586939A (en)	1986-05-06	Process for separating gaseous mixtures using a semipermeable membrane constructed from substituted poly(arylene oxide) polymer
EP0099187B1 (de)	1986-10-15	Trennung von Gasgemischen unter Verwendung einer semipermeablen Membran
US4710204A (en)	1987-12-01	Polyphosphazene gas separation membranes
US5156656A (en)	1992-10-20	Semi-permeable membranes derived from reactive oligomers
CA1294093C (en)	1992-01-14	Polyphosphazene fluid separation membranes
US4882057A (en)	1989-11-21	Composition and process for separating fluid mixtures
JPH0768143A (ja)	1995-03-14	新規なポリイミドおよびそれから製造した気体分離膜
EP0227299A2 (de)	1987-07-01	Halbdurchlässige zusammengesetzte Membranen aus einem Polymer und einem Flüssigkristall und Verfahren zu deren Verwendung
US4684376A (en)	1987-08-04	Process for the modification of aromatic polymers via Friedel-Crafts reactions to produce novel polymers and the use thereof
FI73700C (fi)	1987-11-09	Foerbaettrade poly(aryletrar).
US5030252A (en)	1991-07-09	Novel benzotrifluoride aryl ether gas separation membranes
JPH0364175B2 (de)	1991-10-04
EP0409265A2 (de)	1991-01-23	Polymerverbundmembranen zur Gastrennung, ihre Herstellung und Verwendung
US4963266A (en)	1990-10-16	Composition and process for separating fluid mixtures
EP0778077A2 (de)	1997-06-11	Polymermembranen hergestellt aus Mischungen von Polysulfonen und Polyimiden zur Trennung von Industriegasgemischen
US4673717A (en)	1987-06-16	Process for the modification of aromatic polymers via Friedel-Crafts reactions to produce novel polymers and the use thereof