# US 10,118,991 B2 · Method for the preparation of uniform, high molar mass cyclic imino ether polymers > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,118,991 B2 - Document ID: US10118991B2 - Status: Granted - Kind: B2 - Application number: 15/326,866 - Filed: 2015-07-10 - Published: 2017-07-27 - Granted: 2018-11-06 - Earliest claimed: 2014-07-18 - Assignees: Universiteit Gent - Applicants: Universiteit Gent - Inventors: Richard Hoogenboom; Bryn Monnery - Web page: https://patentgrep.com/patent/US10118991B2 ## CPC - C08G 73/0233: {Polyamines derived from (poly)oxazolines, (poly)oxazines or having pendant acyl groups} - A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence) - A61K 47/59: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes - C08L 79/02: Polyamines - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract A method for production of a uniform polymer of high molar mass is provides, the method comprising: (a) polymerizing cyclic imino ether monomer in a first reaction mixture by cationic ring opening polymerization to produce a polymerized first reaction mixture containing (i) polymerized material and (ii) solvent and/or unreacted cyclic imino ether monomer; (b) separating solvent and/or unreacted cyclic imino ether monomer from polymerized material contained in the polymerized first reaction mixture; (c) copolyerizing by cationic ring opening polymerization a second liquid reaction mixture containing cyclic imino ether monomer and solvent by combining the separated unreacted cyclic imino ether monomer and/or the separated solvent with other components. Also disclosed are polyoxazoline polymers comprising at least 50 wt. % of repeating units derived from a 2-substituted 2-oxazoline monomer selected from 2-methyl-2-oxazoline, 2-ethyl-2-oxazoline, 2-n-propyl-2-oxazoline, 2-i-propyl-2-oxazoline and combinations thereof, said polymer having a DP of at least 250 and a very low dispersity. ## Claims ### Claim 1 A method of producing a uniform polymer of high molar mass by cationic ring-opening polymerisation of a cyclic imino ether monomer with 5 or 6 ring members, the method comprising: (a) providing a first liquid reaction mixture comprising cyclic imino ether monomer and optionally solvent; (b) polymerizing cyclic imino ether monomer in the first reaction mixture by cationic ring opening polymerization to produce a polymerized first reaction mixture comprising (i) polymerized material and (ii) solvent and/or unreacted cyclic imino ether monomer; (c) separating solvent and/or unreacted cyclic imino ether monomer from polymerized material in the polymerized first reaction mixture; (d) combining the separated unreacted cyclic imino ether monomer and/or the separated solvent with other components to provide a second liquid reaction mixture containing cyclic imino ether monomer and solvent; and (e) polymerizing the cyclic imino ether monomer in the second reaction mixture by cationic ring opening polymerization to produce a uniform polymer having a degree of polymerization (DP) of at least 100. ### Claim 2 (depends on 1) The method according to claim 1, wherein the cyclic imino ether monomer is an optionally substituted oxazoline. ### Claim 3 (depends on 2) The method according to claim 2, wherein the cyclic imino ether is an optionally 2-substituted, 2-oxazoline. ### Claim 4 (depends on 1) The method according to claim 1, wherein solvent and/or unreacted cyclic imino ether monomer is separated from polymerized material in the polymerized first reaction mixture by means of distillation. ### Claim 5 (depends on 4) The method according to claim 4, wherein the distillation is cryogenic distillation. ### Claim 6 (depends on 1) The method according to claim 1, wherein solvent is separated from polymerized material contained in the polymerized first reaction mixture and the separated solvent is combined with cyclic imino ether monomer to produce the second liquid reaction mixture. ### Claim 7 (depends on 1) The method according to claim 1, wherein unreacted cyclic imino ether monomer is separated from polymerized material contained in the polymerized first reaction mixture and the separated unreached cyclic imino ether monomer is combined with solvent to produce the second liquid reaction mixture. ### Claim 8 (depends on 6) The method according to claim 6, wherein the solvent and/or unreacted cyclic imino ether monomer that is separated from polymerized material contains less than 10 ppm of polymerized material. ### Claim 9 (depends on 1) The method according to claim 1, wherein solvent and unreacted cyclic imino ether monomer are separated from polymerized material contained in the polymerized first reaction mixture and combined with other components to produce the second liquid reaction mixture. ### Claim 10 (depends on 1) The method according to claim 1, wherein the uniform polymer has a degree of polymerization of more than 200. ### Claim 11 (depends on 10) The method according to claim 10, wherein the uniform polymer has a degree of polymerization of more than 250. ### Claim 12 (depends on 11) The method according to claim 11, wherein the uniform polymer has a degree of polymerization of more than 400.