JPH0583549B2 - - Google Patents

Info

Publication number: JPH0583549B2
Authority: JP; Japan
Prior art keywords: solution; formula; group; compound; cations
Prior art date: 1989-05-01
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 - Lifetime

Application number

JP11248589A

Other languages

English (en)

Japanese (ja)

Other versions

JPH02290853A (ja

Inventor

Kazuhisa Hiratani

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.)

National Institute of Advanced Industrial Science and Technology AIST

Original Assignee

Agency of Industrial Science and Technology

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.)

1989-05-01

Filing date

1989-05-01

Publication date

1993-11-26

1989-05-01 Application filed by Agency of Industrial Science and Technology filed Critical Agency of Industrial Science and Technology

1989-05-01 Priority to JP11248589A priority Critical patent/JPH02290853A/ja

1990-11-30 Publication of JPH02290853A publication Critical patent/JPH02290853A/ja

1993-11-26 Publication of JPH0583549B2 publication Critical patent/JPH0583549B2/ja

Status Granted legal-status Critical Current

Links

JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 15
229910001431 copper ion Inorganic materials 0.000 claims description 15
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 8
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 8
125000000217 alkyl group Chemical group 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 6
125000003118 aryl group Chemical group 0.000 claims description 6
150000001470 diamides Chemical class 0.000 claims description 6
125000003710 aryl alkyl group Chemical group 0.000 claims description 5
239000003795 chemical substances by application Substances 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
229910052736 halogen Inorganic materials 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims 1
239000000243 solution Substances 0.000 description 67
150000001768 cations Chemical class 0.000 description 23
150000001875 compounds Chemical class 0.000 description 21
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
239000007864 aqueous solution Substances 0.000 description 9
230000032258 transport Effects 0.000 description 9
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
150000002500 ions Chemical class 0.000 description 8
239000002555 ionophore Substances 0.000 description 7
230000000236 ionophoric effect Effects 0.000 description 7
-1 phosphoric acid Chemical class 0.000 description 6
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
239000003929 acidic solution Substances 0.000 description 4
238000004949 mass spectrometry Methods 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
239000010949 copper Substances 0.000 description 3
GTFMAONWNTUZEW-UHFFFAOYSA-N glutaramic acid Chemical class NC(=O)CCCC(O)=O GTFMAONWNTUZEW-UHFFFAOYSA-N 0.000 description 3
238000000926 separation method Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
229910001385 heavy metal Inorganic materials 0.000 description 2
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
230000037427 ion transport Effects 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000203 mixture Substances 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
238000010992 reflux Methods 0.000 description 2
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
YWACCMLWVBYNHR-UHFFFAOYSA-N 7-(5-ethylnonan-2-yl)quinolin-8-ol Chemical compound C1=CC=NC2=C(O)C(C(C)CCC(CC)CCCC)=CC=C21 YWACCMLWVBYNHR-UHFFFAOYSA-N 0.000 description 1
WREVVZMUNPAPOV-UHFFFAOYSA-N 8-aminoquinoline Chemical compound C1=CN=C2C(N)=CC=CC2=C1 WREVVZMUNPAPOV-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000005010 aminoquinolines Chemical class 0.000 description 1
239000000010 aprotic solvent Substances 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
238000001479 atomic absorption spectroscopy Methods 0.000 description 1
APYXQTXFRIDSGE-UHFFFAOYSA-N bisindolylmaleimide III Chemical compound C12=CC=CC=C2N(CCCN)C=C1C1=C(C=2C3=CC=CC=C3NC=2)C(=O)NC1=O APYXQTXFRIDSGE-UHFFFAOYSA-N 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
238000010586 diagram Methods 0.000 description 1
125000004420 diamide group Chemical group 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
150000002310 glutaric acid derivatives Chemical class 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
WRIRWRKPLXCTFD-UHFFFAOYSA-N malonamide Chemical compound NC(=O)CC(N)=O WRIRWRKPLXCTFD-UHFFFAOYSA-N 0.000 description 1
239000000463 material Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000011259 mixed solution Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
YVOFTMXWTWHRBH-UHFFFAOYSA-N pentanedioyl dichloride Chemical compound ClC(=O)CCCC(Cl)=O YVOFTMXWTWHRBH-UHFFFAOYSA-N 0.000 description 1
229920005597 polymer membrane Polymers 0.000 description 1
125000005493 quinolyl group Chemical group 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229960002317 succinimide Drugs 0.000 description 1
125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
150000005671 trienes Chemical class 0.000 description 1

Landscapes

Quinoline Compounds (AREA)
Separation Using Semi-Permeable Membranes (AREA)

JP11248589A 1989-05-01 1989-05-01 二価銅イオン選択輸送性イオノフォア Granted JPH02290853A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP11248589A JPH02290853A (ja)	1989-05-01	1989-05-01	二価銅イオン選択輸送性イオノフォア

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP11248589A JPH02290853A (ja)	1989-05-01	1989-05-01	二価銅イオン選択輸送性イオノフォア

Publications (2)

Publication Number	Publication Date
JPH02290853A JPH02290853A (ja)	1990-11-30
JPH0583549B2 true JPH0583549B2 (it)	1993-11-26

Family

ID=14587825

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP11248589A Granted JPH02290853A (ja)	1989-05-01	1989-05-01	二価銅イオン選択輸送性イオノフォア

Country Status (1)

Country	Link
JP (1)	JPH02290853A (it)

1989
- 1989-05-01 JP JP11248589A patent/JPH02290853A/ja active Granted

Also Published As

Publication number	Publication date
JPH02290853A (ja)	1990-11-30

Legal Events

Date	Code	Title	Description
2009-05-01	EXPY	Cancellation because of completion of term

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