JPH0426321B2 - - Google Patents
Info
- Publication number
- JPH0426321B2 JPH0426321B2 JP60501875A JP50187585A JPH0426321B2 JP H0426321 B2 JPH0426321 B2 JP H0426321B2 JP 60501875 A JP60501875 A JP 60501875A JP 50187585 A JP50187585 A JP 50187585A JP H0426321 B2 JPH0426321 B2 JP H0426321B2
- Authority
- JP
- Japan
- Prior art keywords
- beads
- monomer
- seed
- polymerization
- mixture
- Prior art date
- 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
Links
- 239000000178 monomer Substances 0.000 description 96
- 239000011324 bead Substances 0.000 description 61
- 239000000203 mixture Substances 0.000 description 47
- 239000002245 particle Substances 0.000 description 40
- 238000006116 polymerization reaction Methods 0.000 description 32
- 229920001577 copolymer Polymers 0.000 description 28
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 18
- 239000003999 initiator Substances 0.000 description 15
- 239000003456 ion exchange resin Substances 0.000 description 13
- 229920003303 ion-exchange polymer Polymers 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000375 suspending agent Substances 0.000 description 12
- 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 11
- 238000004132 cross linking Methods 0.000 description 9
- 239000003431 cross linking reagent Substances 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 9
- 229910021641 deionized water Inorganic materials 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 239000000725 suspension Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 7
- 230000008961 swelling Effects 0.000 description 7
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000005342 ion exchange Methods 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 239000004816 latex Substances 0.000 description 5
- 229920000126 latex Polymers 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000007900 aqueous suspension Substances 0.000 description 4
- 239000003729 cation exchange resin Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000010899 nucleation Methods 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005054 agglomeration Methods 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 238000011001 backwashing Methods 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 238000009863 impact test Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000005325 percolation Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000012508 resin bead Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-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
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000003054 catalyst Substances 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000007265 chloromethylation reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000005213 imbibition Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000012633 leachable Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- -1 peroxide compounds Chemical class 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical compound [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Polymerisation Methods In General (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60278784A | 1984-04-23 | 1984-04-23 | |
US602787 | 1984-04-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61501096A JPS61501096A (ja) | 1986-05-29 |
JPH0426321B2 true JPH0426321B2 (de) | 1992-05-07 |
Family
ID=24412808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP60501875A Granted JPS61501096A (ja) | 1984-04-23 | 1985-04-16 | シード重合技術により製造される共重合体粒子 |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP0179133A4 (de) |
JP (1) | JPS61501096A (de) |
KR (1) | KR860700037A (de) |
AU (1) | AU565577B2 (de) |
BR (1) | BR8506719A (de) |
CA (1) | CA1277064C (de) |
CS (1) | CS253725B2 (de) |
DD (1) | DD234871A5 (de) |
ES (1) | ES8608012A1 (de) |
FI (1) | FI855062A (de) |
GR (1) | GR850968B (de) |
HU (1) | HUT39194A (de) |
IL (1) | IL74893A0 (de) |
NO (1) | NO855199L (de) |
PL (1) | PL253047A1 (de) |
WO (1) | WO1985004885A1 (de) |
ZA (1) | ZA852961B (de) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4952651A (en) * | 1988-03-30 | 1990-08-28 | Japan Synthetic Rubber Co., Ltd. | Highly crosslinked polymer particles and process for producing the same |
DE69314606T2 (de) | 1992-12-10 | 1998-05-07 | Mitsubishi Chem Corp | Verfahren zur Herstellung eines kugelförmigen Ionen-Austauscherharzes |
DE19634393A1 (de) * | 1996-08-26 | 1998-03-05 | Bayer Ag | Verfahren zur Herstellung vernetzter Polymerisate |
US7022744B2 (en) * | 2002-04-11 | 2006-04-04 | Mitsubishi Chemical Corporation | Ion exchanger for lipoproteins separation and lipoproteins separation method using the same |
WO2015160562A1 (en) | 2014-04-15 | 2015-10-22 | Rohm And Haas Company | Sulfonation of aromatic polymers in the presence of a polyfluorinated benzene compound as swelling agent |
WO2016137787A1 (en) | 2015-02-27 | 2016-09-01 | Rohm And Haas Company | Chromatographic separation of saccharides using cation exchange resin beads with rough outer surface |
WO2016137786A1 (en) | 2015-02-27 | 2016-09-01 | Dow Global Technologies Llc | Chromatographic separation of saccharides using whole cracked beads of gel-type strong acid exchange resin |
EP3268102B1 (de) | 2015-03-12 | 2018-12-12 | Dow Global Technologies LLC | Chromatographische trennung von sacchariden mit einem starken säureaustauschharz mit präzipitiertem bariumsulfat |
WO2016178842A1 (en) | 2015-05-04 | 2016-11-10 | Dow Global Technologies Llc | Removal of phosphorous from water using weak base anion exchange resin loaded with alumina |
WO2017095686A1 (en) | 2015-12-01 | 2017-06-08 | Dow Global Technologies Llc | Chromatographic separation of organic acids using resin having strong and weak base anion exchange capacity |
EP3383516B1 (de) | 2015-12-01 | 2019-12-25 | Dow Global Technologies, LLC | Chromatografische trennung von propionsäure anhand eines stark basischen anionenaustauscherharzes |
CN105524202A (zh) * | 2015-12-22 | 2016-04-27 | 漂莱特(中国)有限公司 | 吸铀树脂的制备方法 |
CN105399888A (zh) * | 2015-12-22 | 2016-03-16 | 漂莱特(中国)有限公司 | 吸铀树脂 |
CN105418819B (zh) * | 2015-12-22 | 2017-07-21 | 漂莱特(中国)有限公司 | 凝胶型强碱性阴离子交换树脂的制备方法 |
CN105367689B (zh) * | 2015-12-22 | 2017-07-25 | 漂莱特(中国)有限公司 | 凝胶型强碱性阴离子交换树脂 |
WO2019118282A1 (en) | 2017-12-13 | 2019-06-20 | Dow Global Technologies Llc | Regeneration process of an anionic exchange resin used for mercaptans removal |
CN116762803B (zh) * | 2023-08-24 | 2023-11-03 | 广州巴宝莉化妆品有限公司 | 一种鲜花冷冻保鲜方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5918705A (ja) * | 1982-06-30 | 1984-01-31 | ロ−ム・アンド・ハ−ス・コンパニ− | コポリマ−の製造方法、その方法による生成物およびその生成物の用途 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1292226A (en) * | 1970-03-17 | 1972-10-11 | Permutit Co Ltd | Production of copolymers |
US4091054A (en) * | 1973-07-23 | 1978-05-23 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Process of preparing styrenic polymer particles |
US4085169A (en) * | 1973-07-23 | 1978-04-18 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Process for preparing styrenic polymer particles |
DD158907A1 (de) * | 1981-05-04 | 1983-02-09 | Georgi Popov | Verfahren zur herstellung von grobkoernigen ionenaustauscherharzen |
CA1207950A (en) * | 1982-08-02 | 1986-07-15 | William I. Harris | Ion exchange resins |
-
1985
- 1985-04-14 IL IL74893A patent/IL74893A0/xx unknown
- 1985-04-16 JP JP60501875A patent/JPS61501096A/ja active Granted
- 1985-04-16 EP EP19850902287 patent/EP0179133A4/de not_active Withdrawn
- 1985-04-16 HU HU852155A patent/HUT39194A/hu unknown
- 1985-04-16 AU AU42353/85A patent/AU565577B2/en not_active Ceased
- 1985-04-16 BR BR8506719A patent/BR8506719A/pt unknown
- 1985-04-16 WO PCT/US1985/000673 patent/WO1985004885A1/en not_active Application Discontinuation
- 1985-04-18 CA CA000479434A patent/CA1277064C/en not_active Expired - Fee Related
- 1985-04-19 ZA ZA852961A patent/ZA852961B/xx unknown
- 1985-04-22 PL PL25304785A patent/PL253047A1/xx unknown
- 1985-04-22 ES ES542449A patent/ES8608012A1/es not_active Expired
- 1985-04-22 GR GR850968A patent/GR850968B/el unknown
- 1985-04-23 DD DD85275466A patent/DD234871A5/de unknown
- 1985-04-23 CS CS852985A patent/CS253725B2/cs unknown
- 1985-12-18 FI FI855062A patent/FI855062A/fi not_active Application Discontinuation
- 1985-12-20 NO NO855199A patent/NO855199L/no unknown
- 1985-12-23 KR KR1019850700401A patent/KR860700037A/ko not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5918705A (ja) * | 1982-06-30 | 1984-01-31 | ロ−ム・アンド・ハ−ス・コンパニ− | コポリマ−の製造方法、その方法による生成物およびその生成物の用途 |
Also Published As
Publication number | Publication date |
---|---|
KR860700037A (ko) | 1986-01-31 |
ZA852961B (en) | 1986-12-30 |
DD234871A5 (de) | 1986-04-16 |
BR8506719A (pt) | 1986-09-23 |
PL253047A1 (en) | 1985-12-17 |
NO855199L (no) | 1985-12-20 |
EP0179133A4 (de) | 1986-09-15 |
CS253725B2 (en) | 1987-12-17 |
IL74893A0 (en) | 1985-07-31 |
FI855062A0 (fi) | 1985-12-18 |
CA1277064C (en) | 1990-11-27 |
HUT39194A (en) | 1986-08-28 |
WO1985004885A1 (en) | 1985-11-07 |
EP0179133A1 (de) | 1986-04-30 |
AU565577B2 (en) | 1987-09-17 |
AU4235385A (en) | 1985-11-15 |
FI855062A (fi) | 1985-12-18 |
JPS61501096A (ja) | 1986-05-29 |
ES542449A0 (es) | 1986-06-01 |
ES8608012A1 (es) | 1986-06-01 |
GR850968B (de) | 1985-11-25 |
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