# US 4,393,145 A · Anionic ion exchange resins with cholesterol-decreasing properties > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,393,145 A - Document ID: US4393145A - Status: Granted - Kind: A - Application number: 06/294,146 - Filed: 1981-08-19 - Granted: 1983-07-12 - Earliest claimed: 1979-05-01 - Assignees: Etablissement Texcontor - Inventors: Hans N. Zemp - Web page: https://patentgrep.com/patent/US4393145A ## CPC - C08G 65/33306: {acyclic} - B01J 41/14: obtained by reactions only involving unsaturated carbon-to-carbon bonds - B01J 47/014: in which the adsorbent properties of the ion-exchanger are involved, e.g. recovery of proteins or other high-molecular compounds - C08F 212/08: Styrene - C08F 220/12: of monohydric alcohols or phenols - C08G 59/02: Polycondensates containing more than one epoxy group per molecule - C08G 59/50: Amines - C08G 65/26: from cyclic ethers and other compounds - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS ## Abstract These resins are in particular non toxic styrene, acrylic or epoxy resins, with strong cholesterol-decreasing properties, which have an apparent density in water of 0.18 to 0.20 g of dry material/ml and a water absorption capacity of 69 to 73% by weight of the polymer weight. The process for producing anionic ion exchange resins with strong cholesterol-decreasing properties in which a mixture of monomers containing a critical percentage of cross-linking monomer, consists of polymerizing at a low rate so as to give the polymer a critically predetermined and uniformly distributed degree of cross-linkage, corresponding to an apparent density in water of 0.18 to 0.20 of dry material/ml with a water absorption capacity of 69 to 73% by weight of the polymer weight, wherein the polymerization catalyst used in an organic peroxide in a concentration of 0.2 to 3%, and the cross-linking agent used is a divinyl compound in a percentage of 1.5 to 12%, at a polymerization temperature of 50.degree. to 80.degree. C. ## Claims ### Claim 1 An anionic ion exchange resin prepared from monomers of the group consisting of non-toxic styrene, acrylic or epoxy compounds, cross-linked through divinylbenzene and containing methylamino and methylammonium groups, which resin has strong cholesterol-decreasing properties, an apparent density in water of 0.18 to 0.20 g of dry material/ml and a water absorption capacity of 69 to 73% by weight of the polymer weight wherein the amount of cross-linking agent when the monomer is styrene is not substantially less than 1.5% by weight and not substantially more than 2.5% by weight, when the monomer is an acrylic is not substantially less than 10% by weight and not substantially more than 12% by weight and when the monomer is an epoxy is not substantially less than 3% by weight and not substantially more than 4% by weight, said weight ratios being calculated on the combined weight of the monomer and of the cross-linking agent. ### Claim 2 (depends on 1) A styrene resin which is a polymer of styrene cross-linked with divinylbenzene, containing methylamino and methylammonium groups, as claimed in claim 1, with the following characteristics: ______________________________________ cross-linkage 1.5-2.5% strong exchange power 2.8-4.0 meq/g total exchange power 2.8-4.0 meq/g ______________________________________ ### Claim 3 (depends on 1) An acrylic resin which is a polymer or copolymer of acrylic nitrile or methyl acrylate, cross-linked with divinylbenzene, containing methylamino and methylammonium groups, as claimed in claim 1, with the following characteristics: ______________________________________ cross-linkage 10-12% strong exchange power 2-3.0 meq/g total exchange power 5.5-8.0 meq/g ______________________________________ ### Claim 4 A process for producing anionic ion exchange resin with strong cholesterol-decreasing properties, in which a mixture of monomers selected from the group consisting of styrene, acrylic nitrile, methyl acrylate, containing a cross-linked divinyl monomer at a polymerisation temperature of 50.degree. C. to 80.degree. C. when the resin is a styrene in an amount not substantially less than 1.5% by weight and not substantially more than 2.5% by weight and when the resin is an acrylic in an amount not substantially less than 10% by weight and not substantially more than 12% by weight, which mixture of monomers, corresponding to an apparent density in water of 0.18 to 0.20 of dry material/ml with a water adsorption capacity of 69 to 73% of weight of the polymer weight, wherein the polymerisation catalyst used is an organic peroxide in a concentration of 0.20 to 3% and the thus obtained polymer undergoes a methyl-amination and methylammonification step. ### Claim 5 (depends on 4) A process, as claimed in claim 4, wherein the organic peroxide is benzoyl peroxide or lauroyl peroxide. ### Claim 6 (depends on 4) A process, as claimed in claim 4, wherein the resin produced is styrene polymerised with 1.5 to 2.5 of divinyl-benzene) 100% in the presence of a concentration of 1 to 3% of lauroyl peroxide as catalyst, at a temperature of 60.degree. to 70.degree. C., whose animation-ammonification step is realized through chloromethylation in the presence of Zn Cl.sub.2 at 35.degree.-40.degree. C. followed by treatment with trimethylamine at 45.degree. C. ### Claim 7 (depends on 4) A process, as claimed in claim 4, wherein the resin produced is styrene polymerised with 1.5 to 2.5% of divinyl-benzene (100%) in the presence of a concentration of 0.3 to 15% of benzoyl peroxide as catalyst, at a temperature of 65.degree. to 75.degree. C., whose amination-ammonification step is realized through chloromethylation in the presence of Zn Cl.sub.2 at 35.degree.-40.degree. C. followed by treatment with trimethylamine at 45.degree. C. ### Claim 8 (depends on 4) A process, as claimed in claim 4, wherein the resin produced is an acrylic resin produced from an acrylic nitrile or methylacrylate monomer polymerised with 10 to 12% of divinyl-benzene (100%) in the presence of a concentraton of 1 to 2% of lauroyl peroxide as catalyst, at a temperature of 55.degree. to 65.degree. C., whose amination-ammonification step is performed by treatment with 6-7 times the stoichiometric of a polyamine, followed by treatment with CH.sub.3 Br and than with a 5% aqueous solution of NaCl. ### Claim 9 (depends on 4) A process, as claimed in claim 4, wherein the resin produced is an acrylic resin produced from an acrylic monomer polymerised with 10 to 12% of divinyl-benzene (100%) in the presence of a concentration of 0.2 to 1.5% of benzoyl peroxide as catalyst, at a temperature of 60.degree. to 70.degree. C. ### Claim 10 Therapeutic composition with cholesterol-decreasing action, comprising an anionic ion exchange resin prepared from monomers of the group consisting of non-toxic styrene, acrylic or epoxy compounds cross-linked through divinylbenzene and containing methylamino and methylammonium groups having an apparent density in water of 0.18 to 0.20 g of dry material/ml and a water absorption capacity of 69 to 73% by weight of the polymer weight wherein the amount of cross-linking agent when the monomer is styrene is not substantially less than 1.5% by weight and not substantially more than 2.5% by weight, when the monomer is an acrylic is not substantially less than 10% by weight and not substantially more than 12% by weight and when the monomer is an epoxy is not substantially less than 3% by weight and not substantially more than 4% by weight, said weight ratios being calculated on the combined weight of the monomer and the cross-linking agent. ### Claim 11 An anionic ion exchange epoxy resin with strong, cholesterol-decreasing properties, which is a polymer of epichloridrine cross-linked with divinylbenzene, containing methylamino and methylammonium groups and has an apparent density in water of 0.18 to 0.20 g of dry material/ml and a water absorption capacity of 69 to 73% by weight of the polymer weight said epoxy resin having the following characteristics: ______________________________________ cross-linkage 3-4% strong exchange power 2-5 meq/g total exchange power 10-12.5 meq/g ______________________________________ ### Claim 12 A process for producing anionic ion exchange epoxy resin with strong cholesterol-decreasing properties, in which epichlorydrine is polymerised with 3 to 5% of divinyl-benzene (100%) in the presence of an organic peroxide as catalyst in a concentration of 0.2 to 1.5%, at a polymerisation temperature of 55.degree. to 70.degree. C. and the thus obtained polymer undergoes an amination and ammonification step with an excess of polyamine, at a temperature of 35.degree.-40.degree. C. followed by treatment with CH.sub.3 Br and a 5% NaCl solution. ### Claim 13 (depends on 12) A process, as claimed in claim 12, in which the organic peroxide catalyst is lauroyl peroxide in a concentration of 0.5-1.5% at a polymerisation temperature of 55.degree.-65.degree. C. ### Claim 14 (depends on 12) A process, as claimed in claim 12, in which the organic peroxide catalyst is benzoyl peroxide in a concentration of 0.2-1.0% at a polymerisation temperature of 60.degree.-70.degree. C.