# US 11,444,248 B2 · Organic electro-luminescent element and bioinstrumentation device > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,444,248 B2 - Document ID: US11444248B2 - Status: Granted - Kind: B2 - Application number: 15/823,601 - Filed: 2017-11-28 - Published: 2018-05-31 - Granted: 2022-09-13 - Earliest claimed: 2016-11-30 - Applicants: Kyushu University, National University Corporation; Hamamatsu Photonics K.K. - Inventors: Chihaya Adachi; Hajime Nakanotani; Takahiko Yamanaka; Shigeo Hara; Toru Hirohata - Web page: https://patentgrep.com/patent/US11444248B2 ## CPC - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - C09K 11/06: containing organic luminescent materials - G01N 21/6486: {Measuring fluorescence of biological material, e.g. DNA, RNA, cells (G01N21/6428 takes precedence)} - H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine} - A61B 5/0059: {using light, e.g. diagnosis by transillumination, diascopy, fluorescence (photoacoustic A61B5/0093; optical measurement of heart rate A61B5/02416; optical measurement of blood flow A61B5/0261; optical measurement of analytes A61B5/1455)} - C07D 209/82: Carbazoles; Hydrogenated carbazoles - C07D 219/04: with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system - C07D 265/38: [b, e]-condensed with two six-membered rings - C07D 279/18: [b, e]-condensed with two six-membered rings - H10K 50/12: comprising dopants - H10K 2101/20: Delayed fluorescence emission - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE - 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) - A61B: DIAGNOSIS; SURGERY; IDENTIFICATION (usefulness limited to only animals A61D) - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) ## Abstract An organic electro-luminescent element having a luminescence peak in a near-infrared range, comprising a positive electrode, a negative electrode, and at least one organic layer including a luminescent layer located between the positive electrode and the negative electrode, wherein the luminescent layer comprises a host material, a delayed fluorescent material and a luminescent material, wherein each of the delayed fluorescent material and the luminescent material have a structure with two or three benzene rings bonded to an N atom. ## Claims ### Claim 1 An organic electro-luminescent element having a luminescence peak in a near-infrared range, comprising a positive electrode, a negative electrode, and at least one organic layer including a luminescent layer located between the positive electrode and the negative electrode, wherein the luminescent layer comprises: a host material; a delayed fluorescent material as an assistant dopant; and a luminescent material as a dopant, wherein each of the delayed fluorescent material and the luminescent material has a N-containing structure with two or three benzene rings bonded to an N atom, wherein the N-containing structure of each of the delayed fluorescent material and the luminescent material comprises a structure selected from formulas (1) to (6): the structure of the delayed fluorescent material selected from formulas (1) to (6) is also selected as the N-containing structure of the luminescent material, and each of the delayed fluorescent material and the luminescent material further has a fused ring structure in addition to the N-containing structure, wherein the fused ring structures of the delayed fluorescent material and the luminescent material each comprise an equivalent set of at least two successive rings selected from the following group: ### Claim 2 An organic electro-luminescent element having a luminescence peak in a near-infrared range, comprising a positive electrode, a negative electrode, and at least one organic layer including a luminescent layer located between the positive electrode and the negative electrode, wherein the luminescent layer comprises: a host material; a delayed fluorescent material as an assistant dopant; and a luminescent material as a dopant, wherein each of the delayed fluorescent material and the luminescent material has a N-containing structure with two or three benzene rings bonded to an N atom, wherein the N-containing structure of each of the delayed fluorescent material and the luminescent material is selected from formulas (1) to (6): and each of the delayed fluorescent material and the luminescent material further has a fused ring structure in addition to the N-containing structure, wherein the fused ring structures of the delayed fluorescent material and the luminescent material each having an equivalent set of at least two successive rings selected from the following group: ### Claim 3 (depends on 1) The organic electro-luminescent element according to claim 1, wherein the N-containing structure comprises a structure represented by formula (7): ### Claim 4 A bioinstrumentation device comprising: a photo detector; and an organic electro-luminescent element having a luminescence peak in a near-infrared range, comprising a positive electrode, a negative electrode, and at least one organic layer including a luminescent layer located between the positive electrode and the negative electrode, wherein the luminescent layer comprises: a host material; a delayed fluorescent material as an assistant dopant; and a luminescent material as a dopant, wherein each of the delayed fluorescent material and the luminescent material has a N-containing structure with two or three benzene rings bonded to an N atom, wherein the N-containing structure of each of the delayed fluorescent material and the luminescent material is selected from formulas (1) to (6): and each of the delayed fluorescent material and the luminescent material further has a fused ring structure in addition to the N-containing structure, wherein the fused ring structures of the delayed fluorescent material and the luminescent material each having an equivalent set of at least two successive rings selected from the following group: ### Claim 5 (depends on 4) The bioinstrumentation device according to claim 4, wherein the structure of the delayed fluorescent material selected from formulas (1) to (6) is the same as the N-containing structure of the luminescent material. ### Claim 6 (depends on 4) The bioinstrumentation device according to claim 4, wherein the N-containing structure of at least one of the delayed fluorescent material and the luminescent material comprises a structure represented by formula (7): ### Claim 7 (depends on 6) The bioinstrumentation device according to claim 6, wherein each of the delayed fluorescent material and the luminescent material has the N-containing structure represented by formula (7). ### Claim 8 (depends on 1) The organic electro-luminescent element according to claim 1, wherein a content of the host material is 50 wt % to 90 wt %, a content of the delayed fluorescent material is 5.0 wt % to 45 wt %, and a content of the luminescent material is 0.3 wt % to 4.0 wt % based on a total content of the host material, the delayed fluorescent material, and the luminescent material. ### Claim 9 (depends on 2) The organic electro-luminescent element according to claim 2, wherein a content of the host material is 50 wt % to 90 wt %, a content of the delayed fluorescent material is 5.0 wt % to 45 wt %, a content of the luminescent material is 0.3 wt % to 4.0 wt % based on a total content of the host material, the delayed fluorescent material, and the luminescent material. ### Claim 10 (depends on 4) The bioinstrumentation device according to claim 4, wherein a content of the host material is 50 wt % to 90 wt %, a content of the delayed fluorescent material is 5.0 wt % to 45 wt %, a content of the luminescent material is 0.3 wt % to 4.0 wt % based on a total content of the host material, the delayed fluorescent material, and the luminescent material.