# US 11,345,717 B2 · Detection method > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,345,717 B2 - Document ID: US11345717B2 - Status: Granted - Kind: B2 - Application number: 16/636,132 - Filed: 2018-08-02 - Published: 2020-06-04 - Granted: 2022-05-31 - Earliest claimed: 2017-08-03 - Assignees: The University of Queensland - Applicants: The University of Queensland - Inventors: Paul Leslie Burn; Paul Edward Shaw; Shengqiang Fan - Web page: https://patentgrep.com/patent/US11345717B2 ## CPC - C07F 5/025: {Boronic and borinic acid compounds} - C07F 5/027: {Organoboranes and organoborohydrides} - G01N 21/77: by observing the effect on a chemical indicator - G01N 33/0057: {Warfare agents or explosives} - G01N 33/22: Fuels; Explosives - G01N 33/227: {Explosives, e.g. combustive properties thereof} - G01N 31/228: {for peroxides} - G01N 2021/7769: {Measurement method of reaction-produced change in sensor} - G01N 2021/7786: {Fluorescence} - Y10T 436/206664: Ozone or peroxide - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) - 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) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract An optical sensing element for use in the detection of hydrogen peroxide includes a sensing compound provided as a coating on a substrate. The sensing compound, on exposure to hydrogen peroxide, forms a luminescent reporter compound when excited with stimulating radiation at a predetermined wavelength that the sensing compound does not absorb. ## Claims ### Claim 1 An optical sensing element for vapour phase detection of hydrogen peroxide, the optical sensing element comprising a sensing compound provided as a coating on a substrate, wherein the sensing compound is a compound that on exposure to hydrogen peroxide forms a luminescent reporter compound when excited with stimulating radiation at a predetermined wavelength that the sensing compound does not absorb, and wherein the sensing compound is a compound of general formula: in which: each R group can be the same or different C2-5 alkyl moiety or together with the oxygen atoms to which they are attached form a cyclic structure containing up to 5 carbon atoms, optionally substituted by one or more C1-4 alkyl groups; Ar1 is a (hetero)aromatic moiety and/or comprises fused (hetero)aromatic rings or a chain of (hetero)aromatic or fused (hetero)aromatic rings moieties; Ar2 is an aromatic unit with electron withdrawing groups attached or a higher electron affinity heteroaromatic moiety selected from an imidazole, pyrazine, triazole, benzotriazole, thiadiazolebenzotriazole, oxadiazole, oxazole, thiazole, thiadiazole, benzothiadiazole, benzobis(thiadiazole), quinoxaline, and thiodiazoloquinoxaline; R′ is a solubilising group selected from straight or branched chain alkyl groups containing up to 10 carbon atoms, ethylene glycol chains including 2-methoxymethyl, 2-methoxyethyl, 2-(2-methoxyethoxy)ethyl, and 2-(2-(2-methoxyethoxy)ethoxy)ethyl, and dendrons that include one or more aryl rings and/or hetero atoms; m is an integer equal to 1 or greater; n is an integer equal to 1 or greater; L is a linker unit that is present when n is greater than 1, wherein L is a polymer, carbon atom or alkyl group; and/or wherein the sensing compound is selected from the following compounds ### Claim 2 (depends on 1) The optical sensing element of claim 1, wherein the sensing compound is a 2-fluorenyl boronic acid pinacol ester. ### Claim 3 (depends on 1) A sensing device for vapour phase detection of hydrogen peroxide in a sample, the sensing device comprising: an optical sensing element as claimed in claim 1; an irradiation source for irradiating the optical sensing element with stimulating radiation at the predetermined wavelength; a detector for measuring luminescence of the optical sensing element; and means for delivering the sample for contacting with the optical sensing element. ### Claim 4 (depends on 1) A sensing device for detecting organic peroxide in a sample, the sensing device comprising: means for decomposing organic peroxide in the sample to hydrogen peroxide to produce a conditioned sample; an optical sensing element as claimed in claim 1; an irradiation source for irradiating the optical sensing element with stimulating radiation at the predetermined wavelength; a detector for measuring luminescence of the optical sensing element; and means for delivering the conditioned sample for contacting with the optical sensing element. ### Claim 5 (depends on 4) A device according to claim 4, wherein the means for decomposing organic peroxide in the sample to hydrogen peroxide comprises a solid-state acidic catalyst. ### Claim 6 (depends on 1) A method for vapor phase detection of hydrogen peroxide in a sample, which method comprises the steps: (a) irradiating an optical sensing element as claimed in claim 1 at the predetermined wavelength; (b) contacting the sample with the optical sensing element; (c) measuring luminescence of the optical sensing element after contacting with the sample; and (d) determining whether hydrogen peroxide is present in the sample based on the measurement obtained in step (c). ### Claim 7 (depends on 1) A method of detecting an organic peroxide in a sample, the method comprising the steps: (a) processing the sample to cause organic peroxide in the sample to decompose to yield vapour of hydrogen peroxide to produce a conditioned sample; (b) irradiating an optical sensing element as claimed in claim 1 at the predetermined wavelength; (c) contacting the conditioned sample with the optical sensing element; (d) measuring luminescence of the optical sensing element after contacting with the conditioned sample; (e) determining whether hydrogen peroxide is present in the conditioned sample based on the measurement obtained in (d); and (f) using a determination that hydrogen peroxide is present in step (e) as indication that the organic peroxide is present in the sample. ### Claim 8 (depends on 1) The optical sensing element of claim 1, wherein the solubilizing group of straight or branched chain alkyl groups containing up to 10 carbon atoms include n-propyl groups. ### Claim 9 (depends on 1) The optical sensing element of claim 1, wherein the dendrons include phenyl.