# US 11,993,621 B1 · Continuous flow process for siloxane synthesis > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,993,621 B1 - Document ID: US11993621B1 - Status: Granted - Kind: B1 - Application number: 18/312,585 - Filed: 2023-05-04 - Granted: 2024-05-28 - Earliest claimed: 2023-05-04 - Assignees: Honeywell Federal Manufacturing & Technologies, LLC - Applicants: Honeywell Federal Manufacturing & Technologies, LLC - Inventors: Dakota Even - Web page: https://patentgrep.com/patent/US11993621B1 ## CPC - C07F 7/21: Cyclic compounds having at least one ring containing silicon, but no carbon in the ring - B01J 19/0013: {Controlling the temperature of the process} - B01J 19/245: {placed in series} - B01J 2219/00033: Continuous processes - B01J 2219/00063: of the reactants - B01J 2219/00162: controlling the pressure - B01J 2219/00164: controlling the flow - B01J 2219/00231: at the reactor inlet - C08G 77/06: Preparatory processes - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS ## Abstract Methods, systems, and computer-readable media for providing a continuous flow synthesis process including two or more multiphase reactions for producing a diphenyl siloxane product. Reactants and supporting substances are continuously added in-line of the continuous flow path to eliminate downtime associated with batch processes and increase the overall yield of the synthesis over time. ## Claims ### Claim 1 A method of synthesis of diphenyl cyclic siloxanes within a continuous flow system, the method comprising: mixing a chlorosilane substance and a solvent to form a chlorosilane-solvent mixture; providing, into a first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance; reacting, in the first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance to form a first reaction product; providing, into a separator, the first reaction product to remove one or more waste products from the first reaction product; providing, into a second reactor of the continuous flow system, the first reaction product and a methanol substance; and reacting, in the second reactor of the continuous flow system, the first reaction product and the methanol substance to form a diphenyl cyclic siloxane product. ### Claim 2 (depends on 1) The method of claim 1, wherein the methanol substance comprises a caustic methanol. ### Claim 3 (depends on 1) The method of claim 1, wherein the solvent comprises a polar aprotic organic solvent. ### Claim 4 (depends on 1) The method of claim 1, wherein the first reactor comprises a plug flow reactor and the second reactor comprises a continuous stirred tank reactor. ### Claim 5 (depends on 1) The method of claim 1, further comprising: receiving a signal from a sensor disposed within a flow path of the continuous flow system, the signal indicative of one or more measured parameters associated with the continuous flow system detected by the sensor; and adjusting operation of one or more pumps of the continuous flow system based on the signal from the sensor. ### Claim 6 (depends on 1) The method of claim 1, wherein the chlorosilane substance comprises a diphenyldichlorosilane substance and the diphenyl cyclic siloxane product comprises an octaphenylcyclotetra siloxane substance. ### Claim 7 (depends on 6) The method of claim 6, further comprising: maintaining, using at least one heating device, a temperature within the continuous flow system between 32 and 37 degrees Celsius. ### Claim 8 (depends on 7) The method of claim 7, further comprising: maintaining, using one or more pumps of the continuous flow system, a flowrate of the chlorosilane substance at between 0.3 and 0.5 milliliters per minute over a period of time. ### Claim 9 A method of synthesis of diphenyl cyclic siloxanes within a continuous flow system, the method comprising: mixing a diphenyldichlorosilane substance and a solvent to form a chlorosilane-solvent mixture; providing, into a first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance; reacting, in the first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance to form a first reaction product; providing, into a separator, the first reaction product to remove one or more waste products from the first reaction product; providing, into a second reactor of the continuous flow system, the first reaction product and a methanol substance; and reacting, in the second reactor of the continuous flow system, the first reaction product and the methanol substance to form an octaphenylcyclotetra siloxane product. ### Claim 10 (depends on 9) The method of claim 9, wherein a flow rate of the diphenyldichlorosilane substance is selected to prevent precipitation of solids within the continuous flow system. ### Claim 11 (depends on 9) The method of claim 9, further comprising: condensing the octaphenylcyclotetra siloxane product at room temperature. ### Claim 12 (depends on 11) The method of claim 11, further comprising: while the octaphenylcyclotetra siloxane product is condensed at room temperature, agitating the octaphenylcyclotetra siloxane product using a stir bar. ### Claim 13 (depends on 11) The method of claim 11, further comprising: after condensing the octaphenylcyclotetra siloxane product, filtering a solid precipitate from a liquid portion of the octaphenylcyclotetra siloxane product; and washing the solid precipitate using a methanol water mixture. ### Claim 14 A method of synthesis of diphenyl cyclic siloxanes within a continuous flow system, the method comprising: mixing a chlorosilane substance and a solvent to form a chlorosilane-solvent mixture; providing, into a first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance; reacting, in the first reactor of the continuous flow system, the chlorosilane-solvent mixture and an acid scavenger substance to form a first reaction product; providing, into a second reactor of the continuous flow system, the first reaction product and a methanol substance; receiving, from at least one sensor disposed in the continuous flow system, a signal comprising information indicative a temperature, pressure, and flow rate within the continuous flow system; and reacting, in the second reactor of the continuous flow system, the first reaction product and the methanol substance to form a diphenyl cyclic siloxane product. ### Claim 15 (depends on 14) The method of claim 14, further comprising: adjusting operation of one or more pumps disposed within the continuous flow system based at least in part on the signal. ### Claim 16 (depends on 14) The method of claim 14, further comprising: maintaining, using at least one heating device, a temperature within the continuous flow system between 32 and 37 degrees Celsius. ### Claim 17 (depends on 14) The method of claim 14, further comprising: providing, into a separator, the first reaction product to remove one or more waste products from the first reaction product. ### Claim 18 (depends on 17) The method of claim 17, wherein the separator comprises a membrane separation system configured to separate the one or more waste products. ### Claim 19 (depends on 14) The method of claim 14, further comprising: after condensing the diphenyl cyclic siloxane product, filtering a solid precipitate from a liquid portion of the diphenyl cyclic siloxane product; and washing the solid precipitate using a methanol water mixture. ### Claim 20 (depends on 14) The method of claim 14, wherein the methanol substance comprises caustic methanol.