JPS6159179B2 - - Google Patents

Info

Publication number: JPS6159179B2
Authority: JP; Japan
Prior art keywords: activated carbon; granular activated; monomer; monomers; polymerization
Prior art date: 1979-03-20
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

JP54033069A

Other languages

English (en)

Japanese (ja)

Other versions

JPS55124546A (en

Inventor

Hiroshi Akyama

Koji Oinuma

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.)

Juki Corp

Original Assignee

Tokyo Juki Industrial Co Ltd

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.)

1979-03-20

Filing date

1979-03-20

Publication date

1986-12-15

1979-03-20 Application filed by Tokyo Juki Industrial Co Ltd filed Critical Tokyo Juki Industrial Co Ltd

1979-03-20 Priority to JP3306979A priority Critical patent/JPS55124546A/ja

1980-09-25 Publication of JPS55124546A publication Critical patent/JPS55124546A/ja

1986-12-15 Publication of JPS6159179B2 publication Critical patent/JPS6159179B2/ja

Status Granted legal-status Critical Current

Links

OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 52
239000000178 monomer Substances 0.000 claims description 26
238000000034 method Methods 0.000 claims description 12
239000003960 organic solvent Substances 0.000 claims description 9
229920002554 vinyl polymer Polymers 0.000 claims description 9
239000011259 mixed solution Substances 0.000 claims description 8
238000006116 polymerization reaction Methods 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 6
239000003505 polymerization initiator Substances 0.000 claims description 6
239000007864 aqueous solution Substances 0.000 claims description 5
238000005342 ion exchange Methods 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 3
150000002500 ions Chemical class 0.000 description 13
229920000642 polymer Polymers 0.000 description 11
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
239000002245 particle Substances 0.000 description 7
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 6
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
239000000203 mixture Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
WVYWICLMDOOCFB-UHFFFAOYSA-N 4-methyl-2-pentanol Chemical compound CC(C)CC(C)O WVYWICLMDOOCFB-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
HRQGCQVOJVTVLU-UHFFFAOYSA-N bis(chloromethyl) ether Chemical compound ClCOCCl HRQGCQVOJVTVLU-UHFFFAOYSA-N 0.000 description 3
239000003729 cation exchange resin Substances 0.000 description 3
238000006277 sulfonation reaction Methods 0.000 description 3
230000008961 swelling Effects 0.000 description 3
KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
239000003957 anion exchange resin Substances 0.000 description 2
239000003610 charcoal Substances 0.000 description 2
239000003245 coal Substances 0.000 description 2
239000003456 ion exchange resin Substances 0.000 description 2
229920003303 ion-exchange polymer Polymers 0.000 description 2
239000007788 liquid Substances 0.000 description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000000243 solution Substances 0.000 description 2
AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
238000009423 ventilation Methods 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 1
KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical group CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 1
IWTYTFSSTWXZFU-UHFFFAOYSA-N 3-chloroprop-1-enylbenzene Chemical compound ClCC=CC1=CC=CC=C1 IWTYTFSSTWXZFU-UHFFFAOYSA-N 0.000 description 1
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-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
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
238000005576 amination reaction Methods 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
JZQAAQZDDMEFGZ-UHFFFAOYSA-N bis(ethenyl) hexanedioate Chemical compound C=COC(=O)CCCCC(=O)OC=C JZQAAQZDDMEFGZ-UHFFFAOYSA-N 0.000 description 1
239000012267 brine Substances 0.000 description 1
MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
229940023913 cation exchange resins Drugs 0.000 description 1
238000007265 chloromethylation reaction Methods 0.000 description 1
XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000012674 dispersion polymerization Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000008187 granular material Substances 0.000 description 1
125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical group 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920006216 polyvinyl aromatic Polymers 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
235000011121 sodium hydroxide Nutrition 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
239000000758 substrate Substances 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000008096 xylene Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Landscapes

Solid-Sorbent Or Filter-Aiding Compositions (AREA)

JP3306979A 1979-03-20 1979-03-20 Preparing ion exchanger based on granular active carbon Granted JPS55124546A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP3306979A JPS55124546A (en)	1979-03-20	1979-03-20	Preparing ion exchanger based on granular active carbon

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP3306979A JPS55124546A (en)	1979-03-20	1979-03-20	Preparing ion exchanger based on granular active carbon

Publications (2)

Publication Number	Publication Date
JPS55124546A JPS55124546A (en)	1980-09-25
JPS6159179B2 true JPS6159179B2 (xx)	1986-12-15

Family

ID=12376428

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP3306979A Granted JPS55124546A (en)	1979-03-20	1979-03-20	Preparing ion exchanger based on granular active carbon

Country Status (1)

Country	Link
JP (1)	JPS55124546A (xx)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US11145068B2 (en)	2017-11-08	2021-10-12	Kabushiki Kaisha Toshiba	Image-processing apparatus, image-processing system, image-processing method, and storage medium

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5089284A (xx) *	1973-12-11	1975-07-17
JPS534788A (en) *	1976-07-02	1978-01-17	Tomita Pharma	Improved adsorbents

1979
- 1979-03-20 JP JP3306979A patent/JPS55124546A/ja active Granted

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5089284A (xx) *	1973-12-11	1975-07-17
JPS534788A (en) *	1976-07-02	1978-01-17	Tomita Pharma	Improved adsorbents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US11145068B2 (en)	2017-11-08	2021-10-12	Kabushiki Kaisha Toshiba	Image-processing apparatus, image-processing system, image-processing method, and storage medium

Also Published As

Publication number	Publication date
JPS55124546A (en)	1980-09-25

Publication	Publication Date	Title
US5512604A (en)	1996-04-30	Porous copolymers having a cellular polymeric structure suitable for preparing ion-exchange resins and adsorbents
EP0617714B1 (en)	1996-07-10	Seeded porous copolymers and ion-exchange resins prepared therefrom
EP0646142B1 (en)	1996-05-01	An adiabatic process for the preparation of ion exchange and adsorbent copolymers
US4486313A (en)	1984-12-04	Polymerication processes and products therefrom
US6323249B1 (en)	2001-11-27	Macroporous resins having large pores but with high crush strength
EP2396351B1 (en)	2013-09-11	Amination of vinyl aromatic polymers with tertiary amines
US20060199892A1 (en)	2006-09-07	Method for producing monodisperse gel-type ion exchangers
JP5631363B2 (ja)	2014-11-26	改良されたシェル官能化イオン交換樹脂
JP4744494B2 (ja)	2011-08-10	熱安定性アニオン交換体
US3346516A (en)	1967-10-10	Process for producing guanidine-substituted cross-linked poly (vinyl aromatic) anion exchange resins
EP0045824A1 (en)	1982-02-17	Ion exchange material, its preparation and use
EP0135292A1 (en)	1985-03-27	A method of preparing a highly porous resin
US4342839A (en)	1982-08-03	Method of manufacture of ion exchange resins
JPH11179218A (ja)	1999-07-06	イオン交換樹脂
JPS6159179B2 (xx)	1986-12-15
WO2016178842A1 (en)	2016-11-10	Removal of phosphorous from water using weak base anion exchange resin loaded with alumina
US5637627A (en)	1997-06-10	Method for producing a spherical ion exchange resin
US2689832A (en)	1954-09-21	Method of converting weakly basic anion-exchange resins to strongly basic resins
CA1142298A (en)	1983-03-01	Method of manufacture of ion exchange resins
JPH07116525A (ja)	1995-05-09	陽イオン交換樹脂
JP2013053301A (ja)	2013-03-21	シェル官能化イオン交換樹脂
JP3460729B2 (ja)	2003-10-27	高交換容量を有するアニオン交換体及びその製造方法
JPH07330818A (ja)	1995-12-19	球状架橋共重合体の製造方法
JPH0667990B2 (ja)	1994-08-31	架橋共重合体及びそれを母体とするイオン交換樹脂の製造方法
JP3386483B2 (ja)	2003-03-17	イオン交換樹脂の製造方法

JPS6159179B2 - - Google Patents

Info

Links

Landscapes

Priority Applications (1)

Applications Claiming Priority (1)

Publications (2)

Family

ID=12376428

Family Applications (1)

Country Status (1)

Cited By (1)

Citations (2)

Patent Citations (2)

Cited By (1)

Also Published As

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