CA1161597A - Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines - Google Patents

Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines

Info

Publication number: CA1161597A
Authority: CA; Canada
Prior art keywords: emulsion; copolymer; cation exchange; functional groups; beads
Prior art date: 1978-09-19
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

CA000425728A

Other languages

English (en)

Inventor

Berni P. Chong

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.)

Rohm and Haas Co

Original Assignee

Rohm and Haas 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.)

1978-09-19

Filing date

1983-04-12

Publication date

1984-01-31

1978-09-19 Priority claimed from US05/943,891 external-priority patent/US4191812A/en

1978-09-19 Priority claimed from US05/943,889 external-priority patent/US4380590A/en

1978-09-19 Priority claimed from US05/944,052 external-priority patent/US4359537A/en

1979-09-18 Priority claimed from CA000335831A external-priority patent/CA1150448A/fr

1983-04-12 Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co

1983-04-12 Priority to CA000425728A priority Critical patent/CA1161597A/fr

1984-01-31 Application granted granted Critical

1984-01-31 Publication of CA1161597A publication Critical patent/CA1161597A/fr

Status Expired legal-status Critical Current

Links

229920001577 copolymer Polymers 0.000 title claims abstract description 135
239000000839 emulsion Substances 0.000 title claims abstract description 135
239000003729 cation exchange resin Substances 0.000 title claims description 8
238000005342 ion exchange Methods 0.000 title description 35
229940023913 cation exchange resins Drugs 0.000 title description 3
239000002245 particle Substances 0.000 claims abstract description 70
238000000034 method Methods 0.000 claims abstract description 51
238000005341 cation exchange Methods 0.000 claims abstract description 33
239000000463 material Substances 0.000 claims abstract description 28
230000008569 process Effects 0.000 claims abstract description 28
125000000524 functional group Chemical group 0.000 claims abstract description 25
239000007788 liquid Substances 0.000 claims abstract description 25
229920006243 acrylic copolymer Polymers 0.000 claims abstract 6
239000000178 monomer Substances 0.000 claims description 59
239000011324 bead Substances 0.000 claims description 36
239000002253 acid Substances 0.000 claims description 31
230000002378 acidificating effect Effects 0.000 claims description 29
239000000203 mixture Substances 0.000 claims description 23
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 20
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 20
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 claims description 14
-1 acrylic ester Chemical class 0.000 claims description 11
150000002148 esters Chemical class 0.000 claims description 9
238000007306 functionalization reaction Methods 0.000 claims description 7
239000012535 impurity Substances 0.000 claims description 7
125000002091 cationic group Chemical group 0.000 claims description 6
238000007720 emulsion polymerization reaction Methods 0.000 claims description 4
230000003301 hydrolyzing effect Effects 0.000 claims description 4
239000000701 coagulant Substances 0.000 claims description 3
239000008394 flocculating agent Substances 0.000 claims description 3
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
229910001854 alkali hydroxide Inorganic materials 0.000 claims description 2
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims 3
230000000379 polymerizing effect Effects 0.000 claims 3
150000001447 alkali salts Chemical group 0.000 claims 1
229920005989 resin Polymers 0.000 abstract description 93
239000011347 resin Substances 0.000 abstract description 93
239000003456 ion exchange resin Substances 0.000 abstract description 20
229920003303 ion-exchange polymer Polymers 0.000 abstract description 20
238000005349 anion exchange Methods 0.000 abstract description 13
150000002500 ions Chemical class 0.000 abstract description 8
230000015271 coagulation Effects 0.000 abstract description 7
238000005345 coagulation Methods 0.000 abstract description 7
125000003118 aryl group Chemical group 0.000 abstract description 6
239000003957 anion exchange resin Substances 0.000 abstract description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 59
229910001868 water Inorganic materials 0.000 description 54
239000000243 solution Substances 0.000 description 35
239000000047 product Substances 0.000 description 25
235000000346 sugar Nutrition 0.000 description 25
239000007787 solid Substances 0.000 description 24
229920000642 polymer Polymers 0.000 description 21
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
239000003795 chemical substances by application Substances 0.000 description 13
238000002360 preparation method Methods 0.000 description 13
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
239000002585 base Substances 0.000 description 11
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
239000004971 Cross linker Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
238000011282 treatment Methods 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
150000001450 anions Chemical class 0.000 description 7
238000001914 filtration Methods 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
230000008901 benefit Effects 0.000 description 6
229920001429 chelating resin Polymers 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
239000012299 nitrogen atmosphere Substances 0.000 description 6
150000008163 sugars Chemical class 0.000 description 6
XJUZRXYOEPSWMB-UHFFFAOYSA-N Chloromethyl methyl ether Chemical compound COCCl XJUZRXYOEPSWMB-UHFFFAOYSA-N 0.000 description 5
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 5
241001163743 Perlodes Species 0.000 description 5
150000001768 cations Chemical class 0.000 description 5
229940061627 chloromethyl methyl ether Drugs 0.000 description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
239000011734 sodium Substances 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
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 4
150000007513 acids Chemical class 0.000 description 4
239000003463 adsorbent Substances 0.000 description 4
239000012298 atmosphere Substances 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
229920006026 co-polymeric resin Polymers 0.000 description 4
238000004042 decolorization Methods 0.000 description 4
229940079593 drug Drugs 0.000 description 4
239000003814 drug Substances 0.000 description 4
239000001257 hydrogen Substances 0.000 description 4
229910052739 hydrogen Inorganic materials 0.000 description 4
238000002156 mixing Methods 0.000 description 4
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
239000002002 slurry Substances 0.000 description 4
239000006228 supernatant Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
102000004190 Enzymes Human genes 0.000 description 3
108090000790 Enzymes Proteins 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
229930006000 Sucrose Natural products 0.000 description 3
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
238000007265 chloromethylation reaction Methods 0.000 description 3
230000001427 coherent effect Effects 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
239000011521 glass Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
238000004452 microanalysis Methods 0.000 description 3
239000011325 microbead Substances 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
230000008929 regeneration Effects 0.000 description 3
238000011069 regeneration method Methods 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
FCZYGJBVLGLYQU-UHFFFAOYSA-M sodium;2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethanesulfonate Chemical compound [Na+].CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCS([O-])(=O)=O)C=C1 FCZYGJBVLGLYQU-UHFFFAOYSA-M 0.000 description 3
239000002904 solvent Substances 0.000 description 3
150000003440 styrenes Chemical class 0.000 description 3
239000005720 sucrose Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
230000008961 swelling Effects 0.000 description 3
WVICRWJHVDRYSU-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;methyl prop-2-enoate Chemical compound COC(=O)C=C.C=CC1=CC=CC=C1C=C WVICRWJHVDRYSU-UHFFFAOYSA-N 0.000 description 2
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
239000004908 Emulsion polymer Substances 0.000 description 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
239000005715 Fructose Substances 0.000 description 2
229930091371 Fructose Natural products 0.000 description 2
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
239000004677 Nylon Substances 0.000 description 2
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239000003513 alkali Substances 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000012267 brine Substances 0.000 description 2
230000008859 change Effects 0.000 description 2
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
238000002242 deionisation method Methods 0.000 description 2
239000002781 deodorant agent Substances 0.000 description 2
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STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
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WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000010410 layer Substances 0.000 description 2
229920001778 nylon Polymers 0.000 description 2
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
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GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
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XTLZRWNIJGNTCE-UHFFFAOYSA-N (2-ethoxyphenyl) prop-2-enoate Chemical compound CCOC1=CC=CC=C1OC(=O)C=C XTLZRWNIJGNTCE-UHFFFAOYSA-N 0.000 description 1
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CJMHPZLTBHCNRU-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-chloroprop-2-enylbenzene Chemical compound C=CC1=CC=CC=C1C=C.C=CC(Cl)C1=CC=CC=C1 CJMHPZLTBHCNRU-UHFFFAOYSA-N 0.000 description 1
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150000001298 alcohols Chemical class 0.000 description 1
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125000000217 alkyl group Chemical group 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
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DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
238000005576 amination reaction Methods 0.000 description 1
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BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 1
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BALXUFOVQVENIU-KXNXZCPBSA-N pseudoephedrine hydrochloride Chemical compound [H+].[Cl-].CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-KXNXZCPBSA-N 0.000 description 1
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IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
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BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
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XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical class OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000271 synthetic detergent Substances 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
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
239000004753 textile Substances 0.000 description 1
238000010257 thawing Methods 0.000 description 1
230000032258 transport Effects 0.000 description 1
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
239000011800 void material Substances 0.000 description 1
239000002351 wastewater Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

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Treatment Of Liquids With Adsorbents In General (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000425728A 1978-09-19 1983-04-12 Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines Expired CA1161597A (fr)

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Application Number	Priority Date	Filing Date	Title
CA000425728A CA1161597A (fr)	1978-09-19	1983-04-12	Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines

Applications Claiming Priority (8)

Application Number	Priority Date	Filing Date	Title
US05/943,891 US4191812A (en)	1978-09-19	1978-09-19	Ion exchange process involving emulsion ion exchange resins
US944,052		1978-09-19
US943,891		1978-09-19
US05/943,889 US4380590A (en)	1978-09-19	1978-09-19	Emulsion copolymer cation exchange resins
US05/944,052 US4359537A (en)	1978-09-19	1978-09-19	Emulsion copolymer anion exchange resins
US943,889		1978-09-19
CA000335831A CA1150448A (fr)	1978-09-19	1979-09-18	Resines echangeuses d'ions, sous forme d'emulsion de copolymere, et procede d'echange ionique ainsi obtenu
CA000425728A CA1161597A (fr)	1978-09-19	1983-04-12	Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines

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CA1161597A true CA1161597A (fr)	1984-01-31

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CA000425728A Expired CA1161597A (fr)	1978-09-19	1983-04-12	Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US11559487B2 (en)	2015-07-27	2023-01-24	Sun Pharma Advanced Research Company Limited	Drug loaded nanoresin particles

1983
- 1983-04-12 CA CA000425728A patent/CA1161597A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US11559487B2 (en)	2015-07-27	2023-01-24	Sun Pharma Advanced Research Company Limited	Drug loaded nanoresin particles

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Date	Code	Title	Description
2001-01-31	MKEX	Expiry

Publication	Publication Date	Title
US4380590A (en)	1983-04-19	Emulsion copolymer cation exchange resins
CA1120647A (fr)	1982-03-23	Flocs pour filtration et desionisation, prepares a partir de resines echangeuses d'ions par emulsion cationique et anionique
US4247340A (en)	1981-01-27	Purification of sugars using emulsion anion exchange resins
US4359537A (en)	1982-11-16	Emulsion copolymer anion exchange resins
US4312956A (en)	1982-01-26	Filtration and deionization prepared from cationic and anionic emulsion ion exchange resins
US4191812A (en)	1980-03-04	Ion exchange process involving emulsion ion exchange resins
US5328936A (en)	1994-07-12	Polymerization process for making porous polymeric particles
DE69317154T2 (de)	1998-11-12	Verfahren zur Herstellung vernetzter Copolymere von Methacrylsäureanhydrid
DE69302474T2 (de)	1996-09-05	Ein adiabatisches verfahren zur herstellung von ionaustauschern und absorbierende copolymere
DE69623012T2 (de)	2002-12-12	Verfahren zur herstellung von einem ölsorbierendem polymer und daraus erhaltenes produkt
EP0326382B1 (fr)	1997-04-23	Compositions polymères
JPS598748A (ja)	1984-01-18	有機固体粒子の水性媒体中の分散体
JPH08283316A (ja)	1996-10-29	凝集粒子の形をした水および水性液用の超吸収ポリマーの製造方法
CN114174398A (zh)	2022-03-11	含淀粉的粒子及其制造方法和化妆料
EP0170400B1 (fr)	1989-10-11	Particules inertes de séparation pour la régénération de résines d'échangeurs d'ions à lit mixte
CA1161597A (fr)	1984-01-31	Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines
JPH1160230A (ja)	1999-03-02	非晶質シリカ系複合粒子及びその用途
JP3410522B2 (ja)	2003-05-26	粒状非晶質シリカの製造方法
CA1161197A (fr)	1984-01-24	Resines a base de copolymere d'emulsion, echangeuses d'anions, et procede d'echange ionique a l'aide de ces resines
KR100257293B1 (ko)	2000-05-15	다공성 중합체 입자의 제조방법
CA1150448A (fr)	1983-07-19	Resines echangeuses d'ions, sous forme d'emulsion de copolymere, et procede d'echange ionique ainsi obtenu
JPH0131936B2 (fr)	1989-06-28
KR830000554B1 (ko)	1983-03-12	유제 음이온 교환수지를 사용한 설탕 정제방법
EP0000524B1 (fr)	1982-09-22	Procédé de récupération de perles polymères d'une dispersion aqueuse
JP7153412B2 (ja)	2022-10-14	ゴム粒子及びその製造方法

CA1161597A - Resines a base de copolymere d'emulsion, echangeuses de cations, et procede d'echange ionique a l'aide de ces resines - Google Patents

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Applications Claiming Priority (8)

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ID=27508157

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Cited By (1)

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