# US 11,444,249 B2 · Organic electroluminescent materials and devices > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,444,249 B2 - Document ID: US11444249B2 - Status: Granted - Kind: B2 - Application number: 16/124,312 - Filed: 2018-09-07 - Published: 2019-03-07 - Granted: 2022-09-13 - Earliest claimed: 2017-09-07 - Assignees: Universal Display Corporation - Applicants: Universal Display Corporation - Inventors: Hsiao-Fan Chen; Tongxiang (Aaron) Lu; Nicholas J. Thompson; Eric A. Margulies; George Fitzgerald; Jerald Feldman - Web page: https://patentgrep.com/patent/US11444249B2 ## CPC - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system - C07D 265/38: [b, e]-condensed with two six-membered rings - C07D 401/04: directly linked by a ring-member-to-ring-member bond - C07D 401/10: linked by a carbon chain containing aromatic rings - C07D 401/14: containing three or more hetero rings - C07D 403/04: directly linked by a ring-member-to-ring-member bond - C07D 413/04: directly linked by a ring-member-to-ring-member bond - C07D 487/04: Ortho-condensed systems - C09K 11/06: containing organic luminescent materials - H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene} - H10K 85/622: {containing four rings, e.g. pyrene} - H10K 85/623: {containing five rings, e.g. pentacene} - H10K 85/624: {containing six or more rings} - H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene} - H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine} - H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom} - H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom} - H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)} - H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons} - H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene} - C09K 2211/1018: Heterocyclic compounds - H10K 50/11: characterised by the electroluminescent [EL] layers - H10K 2101/10: Triplet emission - H10K 2101/20: Delayed fluorescence emission - Y02E 10/549: Organic PV cells - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE - Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION ## Abstract Compounds that are organic radicals that can have a dual function. The compounds can be fluorescent emitters that emit in the near-IR. The compounds can also facilitate reverse intersystem crossing (RISC) to convert triplet excitons in an OLED to singlet excited states to maximize utilization of generated excitons in the OLED and approach 100% internal quantum efficiency. ## Claims ### Claim 1 A compound selected from the group consisting of Formulae BB, BC, BD, BE, BF, and BG wherein X1 to X5 are independently selected from CRA or N; X6 to X10 are independently selected from CRB or N; X11 to X15 are independently selected from CRC or N; X16 to X23 are independently selected from CRD or N; X24 to X31 are independently selected from CRE or N; RA, RB, RC, RD, and RE independently represent mono to the maximum allowable substitution, or no substitution; each R1 to R5, RA, RB, RC, RD, and RE are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or optionally, any two adjacent R1 to R4, or any two adjacent RA, RB, RC, RD, and RE, can join to form a ring; RN is independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, and combinations thereof; wherein at least one of R1 to R5, RA, RB, RC, RD, or RE includes a polycyclic group selected from the group consisting of: and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof; wherein RF to RI independently represent mono to the maximum allowable substitution, or no substitution and are independently selected from the group consisting of hydrogen, deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, and nitrile and combinations thereof; and Z and Z1 are independently selected from the group consisting of O, S, Se, NRN, CR′R″, SiR′R″, and GeR′R″, wherein R′ and R″ are independently RN; with the proviso that R5 in BD does not include both a pyrazole group and a pyrene group; with the proviso that, in Formula BB, X1 and X5 are not CRA, wherein RA is halide, at the same time; and with the proviso that, in Formula BE, at least one of X1 to X5 is CRA, wherein RA is selected from the group consisting of and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof. ### Claim 2 (depends on 1) The compound of claim 1, wherein each R1 to R5, and each RA, RB, RC, RD, and RE are independently selected from the group consisting of hydrogen, deuterium, fluorine, chlorine, nitrile, alkyl, cycloalkyl, alkoxy, aryloxy, amino, silyl, aryl, heteroaryl, and combinations thereof. ### Claim 3 (depends on 1) The compound of claim 1, wherein the polycyclic group is selected from the group consisting of and aza-analogues thereof; wherein RF to RM and RO are independently selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof, and the polycyclic group is attached through one of RF to RM, RO or R′, wherein R′ is independently RN. ### Claim 4 (depends on 1) The compound of claim 1, wherein the compound is selected from the group consisting of: ### Claim 5 (depends on 1) The compound of claim 1, wherein the compound is selected from the group consisting of: ### Claim 6 (depends on 3) The compound of claim 3, wherein the compound has a peak emission wavelength λmax in a range from 700 nm to 1000 nm. ### Claim 7 An organic light emitting device (OLED) comprising: an anode; a cathode; and an organic layer disposed between the anode and the cathode, the organic layer comprising a compound selected from the group consisting of: wherein X1 to X5 are independently selected from CRA or N; X6 to X10 are independently selected from CRB or N; X11 to X15 are independently selected from CRC or N; X16 to X23 are independently selected from CRD or N; X24 to X31 are independently selected from CRE or N; RA, RB, RC, RD, and RE independently represent mono to the maximum allowable substitution, or no substitution; each R1 to R5, RA, RB, RC, RD, and RE are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or optionally, any two adjacent R1 to R4, or any two adjacent RA, RB, RC, RD, and RE, can join to form a ring; RN is independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, and combinations thereof; wherein at least one of R1 to R5, RA, RB, RC, RD, or RE includes a polycyclic group selected from the group consisting of: and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof; wherein RF to RI are independently selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof; and Z and Z1 are independently selected from the group consisting of O, S, Se, NRN, CR′R″, SiR′R″, and GeR′R″, wherein R′ and R″ are independently RN; with the proviso that, in Formula BB, X1 and X5 are not CRA, wherein RA is halide, at the same time; and with the proviso that, in Formula BE at least one of X1 to X5 is CRA, wherein RA is selected from the group consisting of and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof. ### Claim 8 (depends on 7) The OLED of claim 7, wherein the organic layer further comprises fluorescent emitter. ### Claim 9 (depends on 8) The OLED of claim 8, wherein the fluorescent emitter is selected from the group consisting of: ### Claim 10 (depends on 7) The OLED of claim 7, wherein the organic layer further comprises a host, wherein the host comprises at least one chemical group selected from the group consisting of triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene. ### Claim 11 (depends on 7) The OLED of claim 7, wherein the organic layer further comprises a host and the host is selected from the group consisting of: and combinations thereof. ### Claim 12 (depends on 7) A consumer product comprising the device of claim 7, wherein the consumer product is selected from the group consisting of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, a light for interior or exterior illumination and/or signaling, a heads-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro-display less than 2 inches diagonal, a 3-D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tiled together, a theater or stadium screen, and a sign. ### Claim 13 A compound of formula A-L-B: wherein Component A is a fluorescent emitter with at least one aromatic ring; Component B is a compound selected from the group consisting of Formulae BB, BC, BD, BE, BF, BG, B1, B2 and B10: wherein X1 to X5 are independently selected from CRA or N; X6 to X10 are independently selected from CO or N; X11 to X15 are independently selected from CRC or N; X16 to X23 are independently selected from CRD or N; X24 to X31 are independently selected from CRE or N; RA, RB, RC, RD, and RE independently represent mono to the maximum allowable substitution, or no substitution; each R1 to R5, RA, RB, RC, RD, and RE are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or optionally, any two adjacent R1 to R4, or any two adjacent RA, RB, RC, RD, and RE, can join to form a ring; RN is independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, and combinations thereof; wherein at least one of R1 to R5, RA, RB, RC, RD, and RE includes a polycyclic group selected from the group consisting of: and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof; wherein RF to RI are independently selected from the group consisting of hydrogen, deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, and nitrile; and Z and Z1 are independently selected from the group consisting of O, S, Se, NRN, CR′CR″, SiR′R″, and GeR′R″, wherein R′ and R″ are independently RN; with the proviso that the following compound is excluded and L is a direct bond or an organic linker; wherein L, if not a direct bond, is positioned at an aromatic ring carbon of Component A, or if L is a direct bond, then Component B is positioned at an aromatic ring carbon of Component A. ### Claim 14 (depends on 13) A compound of claim 13, wherein Component A comprises a structure selected from the group consisting of: ### Claim 15 (depends on 13) The compound of claim 13, wherein the compound is a Compound x having a formula Ai-Lj-Bk; wherein Lj is selected from the group consisting of: and Bk is selected from the group consisting of: * attaches to Lj and wherein x Com- Ai Ci Lj Bk equals to pound x i is an integer from 1 to 19 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 323 (k − 1) Com- pound 1-3230 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 3230 Com- pound 3231- 6120 i is an integer from 1 to 22 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 374 (k − 1) + 6120 Com- pound 6121- 9860 i is an integer from 1 to 20 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 340 (k − 1) + 9860 Com- pound 9861- 13260 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 13260 Com- pound 13261- 16830 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 16830 Com- pound 16831- 20400 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 20400 Com- pound 20401- 23970 i is an integer from 1 to 7 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 119 (k − 1) + 23970 Com- pound 23971- 25160 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 25160 Com- pound 25161- 27540 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 27540 Com- pound 27541- 29410 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 29410 Com- pound 29411- 29580 i is an integer from 1 to 16 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 272 (k − 1) + 29580 Com- pound 29581- 32300 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 32300 Com- pound 32301- 34510 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 34510 Com- pound 34511- 34680 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 34680 Com- pound 34681- 36890 i is an integer from 1 to 10 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 170 (k − 1) + 36890 Com- pound 36891- 38590 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 38590 Com- pound 38591- 38760 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 38760 Com- pound 38761- 40970 i is an integer from 1 to 15 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 255 (k − 1) + 40970 Com- pound 40971- 43520 i is an integer from 1 to 12 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 204 (k − 1) + 43520 Com- pound 43521- 45560 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k + 1) + 45560 Com- pound 45561- 47940 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 47940 Com- pound 47941- 49810 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 49810 Com- pound 49811- 49980 i is an integer from 1 to 16 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 272 (k − 1) + 49980 Com- pound 49981- 52700 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 52700 Com- pound 52701- 54910 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 54910 Com- pound 54911- 55080 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 55080 Com- pound 55081- 57290 i is an integer from 1 to 10 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 170 (k − 1) + 57290 Com- pound 57291- 58990 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 58990 Com- pound 58991- 59160 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 59160 Com- pound 59161- 61370 i is an integer from 1 to 15 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 255 (k − 1) + 61370 Com- pound 61371- 63920 i is an integer from 1 to 12 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 204 (k − 1) + 63920 Com- pound 63921- 65960 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 65960 Com- pound 65961- 67490 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 67490 Com- pound 67491- 69020 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 69020 Com- pound 69021- 71400 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 71400 Com- pound 71401- 73780 i is an integer from 1 to 25 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 425 (k − 1) + 73780 Com- pound 73781- 78030 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 78030 Com- pound 78031- 81600 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 81600 Com- pound 81601- 84490 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 84490 Com- pound 84491- 86700 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 86700 Com- pound 86701- 90270 i is an integer from 1 to 25 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 425 (k − 1) + 90270 Com- pound 90271- 94520 i is an integer from 1 to 16 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 272 (k − 1) + 94520 Com- pound 94521- 97240 i is an integer from 1 to 20 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 340 (k − 1) + 970240 Com- pound 97241- 100640 i is an integer from 1 to 8 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 136 (k − 1) + 100640 Com- pound 100641- 102000 i is an integer from 1 to 15 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 255 (k − 1) + 102000 Com- pound 102001- 104550 i is an integer from 1 to 15 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 255 (k − 1) + 104550 Com- pound 104551- 107100 i is an integer from 1 to 10 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 170 (k − 1) + 107100 Com- pound 107101- 108800 i is an integer from 1 to 15 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 255 (k − 1) + 108800 Com- pound 108801- 111350 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 111350 Com- pound 111351- 113730 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 113730 Com- pound 113731- 116110 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 116110 Com- pound 116111- 119000 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 119000 Com- pound 119001- 121380 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 121380 Com- pound 121381- 124270 i is an integer from 1 to 31 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 527 (k − 1) + 124270 Com- pound 124271- 129540 i is an integer from 1 to 29 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 493 (k − 1) + 129540 Com- pound 129541- 134470 i is an integer from 1 to 29 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 493 (k − 1) + 134470 Com- pound 134471- 139400 i is an integer from 1 to 35 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 595 (k − 1) + 139400 Com- pound 139401- 145350 i is an integer from 1 to 29 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 493 (k − 1) + 145350 Com- pound 145351- 150280 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 150280 Com- pound 150281- 152660 i is an integer from 1 to 24 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 408 (k − 1) + 152660 Com- pound 152661- 156740 i is an integer from 1 to 22 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 374 (k − 1) + 156740 Com- pound 156741- 160480 i is an integer from 1 to 22 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 374 (k − 1) + 160480 Com- pound 160481- 164220 i is an integer from 1 to 28 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 476 (k − 1) + 164220 Com- pound 164221- 168980 i is an integer from 1 to 22 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 374 (k − 1) + 168980 Com- pound 168981- 172720 i is an integer from 1 to 7 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 119 (k − 1) + 172720 Com- pound 172721- 173910 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 173910 Com- pound 173911- 176290 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 176290 Com- pound 176291- 178500 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 178500 Com- pound 178501- 180710 i is an integer from 1 to 16 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 272 (k − 1) + 180710 Com- pound 180711- 183430 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 183430 Com- pound 183431- 185640 i is an integer from 1 to 6 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 102 (k − 1) + 185640 Com- pound 185641- 186660 i is an integer from 1 to 13 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 221 (k − 1) + 186660 Com- pound 186661- 188870 i is an integer from 1 to 10 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 170 (k − 1) + 188870 Com- pound 188871- 190570 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 190570 Com- pound 190571- 193460 i is an integer from 1 to 16 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 272 (k − 1) + 193460 Com- pound 193461- 196180 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 196180 Com- pound 196181- 197710 i is an integer from 1 to 5 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 85 (k − 1) + 197710 Com- pound 197711- 198560 i is an integer from 1 to 12 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 204 (k − 1) + 198560 Com- pound 198561- 200600 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 200600 Com- pound 200601- 202470 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 202470 Com- pound 202471- 204340 i is an integer from 1 to 14 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 238 (k − 1) + 204340 Com- pound 204341- 206720 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 206720 Com- pound 206721- 208590 i is an integer from 1 to 5 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 85 (k − 1) + 208590 Com- pound 208591- 290440 i is an integer from 1 to 3 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 51 (k − 1) + 209440 Com- pound 209441- 209950 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 209950 Com- pound 209951- 211480 i is an integer from 1 to 5 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 85 (k − 1) + 211480 Com- pound 211481- 212330 i is an integer from 1 to 10 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 170 (k − 1) + 212330 Com- pound 212331- 214030 i is an integer from 1 to 11 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 187 (k − 1) + 214030 Com- pound 214031- 215900 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 215900 Com- pound 215901- 217430 i is an integer from 1 to 9 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 153 (k − 1) + 217430 Com- pound 217431- 218960 i is an integer from 1 to 7 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 119 (k − 1) + 218960 Com- pound 218961- 220150 i is an integer from 1 to 6 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 102 (k − 1) + 220150 Com- pound 220151- 221170 i is an integer from 1 to 12 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 204 (k − 1) + 221170 Com- pound 221171- 223210 i is an integer from 1 to 4 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 68 (k − 1) + 223210 Com- pound 223211- 223890 i is an integer from 1 to 5 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 85 (k − 1) + 223890 Com- pound 223891- 224740 i is an integer from 1 to 23 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 391 (k − 1) + 224740 Com- pound 224741- 228650 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 228650 Com- pound 228651- 228820 i is an integer from 1 to 19 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 323 (k − 1) + 228820 Com- pound 228821- 232050 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 232050 Com- pound 232051- 232220 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 232220 Com- pound 232221- 235790 i = 1 j is an integer from 1 to 17 k is an integer from 1 to 10 j + 17 (k − 1) + 235790 Com- pound 235791- 235960 i is an integer from 1 to 19 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 323 (k − 1) + 235960 Com- pound 235961- 239190 i is an integer from 1 to 21 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 357 (k − 1) + 239190 Com- pound 239191- 242760 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 242760 Com- pound 242761- 245650 i is an integer from 1 to 17 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 289 (k − 1) + 245650 Com- pound 245651- 248540 i is an integer from 1 to 19 j is an integer from 1 to 17 k is an integer from 1 to 10 17 (i − 1) + j + 323 (k − 1) + 248540 Com- pound 248541- 251770. 1. wherein the integer i is the integer associated with the point of attachment at carbon number in fragment Ai. ### Claim 16 (depends on 14) The compound of claim 14, wherein L is selected from a direct bond, a divalent aryl, or a divalent heteroaryl. ### Claim 17 (depends on 15) An organic light emitting device (OLED) comprising: an anode; a cathode; and an organic layer disposed between the anode and the cathode, the organic layer comprising a compound of claim 15. ### Claim 18 (depends on 1) A formulation comprising a compound of claim 1 and a fluorescent emitter. ### Claim 19 (depends on 13) A formulation comprising a compound of claim 13. ### Claim 20 (depends on 1) The compound of claim 1, wherein the polycyclic group is selected from the group consisting of: and any aza-analogue of each thereof, each of which is optionally substituted with RP, wherein RP is selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, nitrile, and combinations thereof; wherein RF to RI are independently selected from the group consisting of hydrogen, deuterium, fluorine, alkyl, cycloalkyl, amino, aryl, heteroaryl, silyl, and nitrile; and Z and Z1 are independently selected from the group consisting of O, S, Se, NRN, CR′CR″, SiR′R″, and GeR′R″, wherein R′ and R″ are independently RN; with the proviso that unsubstituted carbazole is excluded.