# US 12,216,100 B2 · Method for separating odorous compound and supercritical fluid chromatograph > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,216,100 B2 - Document ID: US12216100B2 - Status: Granted - Kind: B2 - Application number: 17/546,580 - Filed: 2021-12-09 - Published: 2023-06-15 - Granted: 2025-02-04 - Earliest claimed: 2021-12-09 - Assignees: Shimadzu Corporation - Applicants: Shimadzu Corporation - Inventors: Yuka Fujito; Takeshi Bamba - Web page: https://patentgrep.com/patent/US12216100B2 ## CPC - G01N 30/8675: {Evaluation, i.e. decoding of the signal into analytical information (for analysis of specific compounds see also G01N30/88 and subgroups of G01N33/00; chemical libraries per se C40B)} - B01D 15/40: using supercritical fluid as mobile phase or eluent - B01J 20/261: {obtained by reactions only involving carbon to carbon unsaturated bonds (macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds per se C08F)} - B01J 20/267: {Cross-linked polymers} - B01J 20/285: based on polymers - G01N 30/7233: {interfaced to liquid or supercritical fluid chromatograph (interfaces in general for introducing or extracting samples to be analysed with specially adapted mass spectrometer, see H01J49/04)} - G01N 30/88: Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 - G01N 30/32: of pressure or speed (G01N30/36 takes precedence) - Y02P 20/54: using solvents, e.g. supercritical solvents or ionic liquids - G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q) - B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28) - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS ## Abstract As a technique for separating odorous compounds by using a supercritical fluid chromatograph, a method for separating an odorous compound is provided which includes a process of carrying a sample containing an odorous compound into a column filled with a packing material made of a polymer having an unsaturated hydrocarbon structure, by a flow of a mobile phase which is a supercritical fluid of a predetermined substance. ## Claims ### Claim 1 A method for separating an odorous compound, comprising a process of carrying a sample containing a plurality of odorous compounds into a column filled with a packing material made of a polymer having an unsaturated hydrocarbon structure, by a flow of a mobile phase which is a supercritical fluid of a predetermined substance. ### Claim 2 (depends on 1) The method for separating an odorous compound according to claim 1, wherein the mobile phase is carbon dioxide in a supercritical state, or carbon dioxide in a supercritical state with a modifier added. ### Claim 3 (depends on 1) The method for separating an odorous compound according to claim 1, wherein: the packing material is polymer beads; the polymer beads have a degree of swelling that does not exceed 1.4 when the polymer beads absorb tetrahydrofuran as well as when the polymer beads absorb methanol; and the polymer beads contain a cross-linked polymer. ### Claim 4 (depends on 3) The method for separating an odorous compound according to claim 3, wherein the cross-linked polymer includes one or more kinds of structural units selected from a group consisting of a structural unit originating from divinylbenzene and structural units originating from di(meta) acrylic esters. ### Claim 5 (depends on 3) The method for separating an odorous compound according to claim 3, wherein a degree of cross-linking of the cross-linked polymer is equal to or higher than 50%. ### Claim 6 (depends on 1) The method for separating an odorous compound according to claim 1, wherein an average particle size of the polymer beads is within a range of 1-10 μm. ### Claim 7 (depends on 1) A method for analyzing an odorous compound, wherein an odorous compound separated by the method according to claim 1 is further analyzed by chromatography and/or mass spectrometry. ### Claim 8 A supercritical fluid chromatograph, comprising: an odorous compound database in which measurement data of a plurality of odorous compounds, acquired by a predetermined measurement technique using a supercritical fluid chromatograph, are recorded; a column filled with a packing material made of a polymer having an unsaturated hydrocarbon structure; a supercritical fluid supply section configured to supply the column with a supercritical fluid of a predetermined substance; a sample injection section located in a passage extending from the supercritical fluid supply section to the column, and configured to inject a sample into the supercritical fluid; a measurement section configured to sequentially perform a measurement of an effluence from the column by the predetermined measurement technique; and an odorous compound identification section configured to identify a plurality of odorous compounds contained in the effluence by comparing measurement data acquired by the measurement with the measurement data recorded in the odorous compound database.