# US 10,246,551 B2 · Flame-retardant polymers derived from polyols and polyacids > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,246,551 B2 - Document ID: US10246551B2 - Status: Granted - Kind: B2 - Application number: 15/449,526 - Filed: 2017-03-03 - Published: 2017-06-22 - Granted: 2019-04-02 - Earliest claimed: 2015-02-26 - Assignees: International Business Machines Corporation - Applicants: International Business Machines Corporation - Inventors: Dylan J. Boday; Joseph Kuczynski; Timothy C. Mauldin - Web page: https://patentgrep.com/patent/US10246551B2 ## CPC - C08G 63/12: derived from polycarboxylic acids and polyhydroxy compounds - C08G 63/6924: {derived from polycarboxylic acids and polyhydroxy compounds} - C08G 63/78: Preparation processes - C08K 5/49: Phosphorus-containing compounds {(C08K5/0091 takes precedence)} - C09D 5/18: Fireproof paints {including high temperature resistant paints} - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D) ## Abstract A process for the production of a flame-retardant polymer is disclosed. The process includes reacting a polyol, for example glycerol, with an organophosphorus monochloride material to produce a phosphorus-functionalized polyol derivative. The process further includes reacting the phosphorus-functionalized polyol derivative with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer. ## Claims ### Claim 1 A flame-retardant polymer formed by a process that includes: reacting a triol with an organophosphorus mono-chloride to produce an intermediate compound; and reacting the intermediate compound with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer. ### Claim 2 (depends on 1) The flame-retardant polymer of claim 1, wherein the intermediate compound includes at least one unreacted hydroxyl group, and wherein the at least one unreacted hydroxyl group reacts with the polycarboxylic. ### Claim 3 (depends on 1) The flame-retardant polymer of claim 1, wherein a molar ratio of the organophosphorus mono-chloride to the triol is not less than about 0.5 and is not greater than about 1. ### Claim 4 (depends on 1) The flame-retardant polymer of claim 1, wherein a weight percentage of phosphorus in the flame-retardant polymer is between about 15 weight percent of the flame-retardant polymer and about 20 weight percent of the flame-retardant polymer. ### Claim 5 (depends on 1) The flame-retardant polymer of claim 1, wherein the flame-retardant polymer includes a cross-linked polyester. ### Claim 6 (depends on 1) The flame-retardant polymer of claim 1, wherein the intermediate compound includes at least two unreacted hydroxyl groups. ### Claim 7 (depends on 6) The flame-retardant polymer of claim 6, wherein the unreacted hydroxyl groups react with the polycarboxylic acid. ### Claim 8 (depends on 1) The flame-retardant polymer of claim 1, wherein the organophosphorus mono-chloride includes diphenylphosphinic chloride. ### Claim 9 (depends on 1) The flame-retardant polymer of claim 1, wherein the triol includes glycerol. ### Claim 10 A flame-retardant polymer formed by a process that includes: reacting a triol with an organophosphorus mono-chloride, in a molar ratio of the organophosphorus mono-chloride material to the triol of not less than about 0.5 and is not greater than about 1, to produce an intermediate compound having unreacted hydroxyl groups; and reacting at least a portion of the unreacted hydroxyl groups with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer. ### Claim 11 (depends on 10) The flame-retardant polymer of claim 10, wherein a weight percentage of phosphorus in the flame-retardant polymer is between about 15 weight percent of the flame-retardant polymer and about 20 weight percent of the flame-retardant polymer. ### Claim 12 (depends on 10) The flame-retardant polymer of claim 10, wherein the flame-retardant polymer includes a cross-linked polyester. ### Claim 13 (depends on 10) The flame-retardant polymer of claim 10, wherein the intermediate compound includes at least two unreacted hydroxyl groups. ### Claim 14 (depends on 10) The flame-retardant polymer of claim 10, wherein the organophosphorus mono-chloride includes diphenylphosphinic chloride and the triol includes glycerol. ### Claim 15 (depends on 10) The flame-retardant polymer of claim 10, wherein the polycarboxylic acid is a triacid. ### Claim 16 (depends on 10) The flame-retardant polymer of claim 10, further comprising reacting the polycarboxylic acid with unreacted triol. ### Claim 17 (depends on 10) The flame-retardant polymer of claim 10, wherein reacting the triol with the organophosphorus mono-chloride material comprises adding the triol to a tertiary amine and a solvent to form a mixture, and adding the organophosphorus mono-chloride material to the mixture. ### Claim 18 (depends on 17) The flame-retardant polymer of claim 17, wherein the organophosphorus mono-chloride material is added to the mixture dropwise. ### Claim 19 A flame-retardant polymer formed by a process that includes: reacting a triol with a mixture including diphenylphosphinic chloride, in a molar ratio of the diphenylphosphinic chloride to the triol of not less than about 0.5 and is not greater than about 1, to produce an intermediate material having unreacted hydroxyl groups; and reacting at least a portion of the unreacted hydroxyl groups with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer. ### Claim 20 (depends on 19) The flame-retardant polymer of claim 19, wherein the intermediate material includes unreacted triol.