Organic electronic material and use of same
Gespeichert in:
| Titel: | Organic electronic material and use of same |
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| Patent Number: | 11508,909 |
| Publikationsdatum: | November 22, 2022 |
| Appl. No: | 16/489777 |
| Application Filed: | February 28, 2018 |
| Abstract: | An organic electronic material containing a charge transport compound having at least one of the structural regions represented by formulas (1), (2) and (3) shown below. In the formulas, Ar represents an arylene group or heteroarylene group of 2 to 30 carbon atoms, a represents an integer of 1 to 6, b represents an integer of 2 to 6, c represents an integer of 2 to 6, and X represents a substituted or unsubstituted polymerizable functional group. —Ar—O—(CH2)a—O—CH2—X (1) —Ar—(CH2)b—O—CH2—X (2) —Ar—O—(CH2)c—X (3) |
| Inventors: | HITACHI CHEMICAL COMPANY, LTD. (Tokyo, JP) |
| Assignees: | Showa Denko Materials Co., Ltd. (Tokyo, JP) |
| Claim: | 1. An organic electronic material comprising a charge transport compound having a divalent structural unit, a trivalent or higher structural unit, and a monovalent structural unit represented by formula (3) shown below: —Ar—O—(CH 2) c —X (3) wherein Ar represents an arylene group or heteroarylene group of 2 to 30 carbon atoms, c represents an integer of 5 to 6, and X represents a substituted or unsubstituted polymerizable functional group, wherein the polymerizable functional group comprises at least one group selected from an oxetane group, epoxy group, vinyl group, acryloyl group and methacryloyl group substituted with a saturated alkyl group with 1 to 4 carbon atoms or an unsubstituted oxetane group, epoxy group, vinyl group, acryloyl group and methacryloyl group, wherein a proportion of the trivalent or higher structural unit based on a total of all the structural units is at least 1 mol % and not more than 50 mol %, and wherein a thermal weight reduction upon heating at 300° C. of the charge transport compound is not more than 3.5% by mass relative to a mass of the charge transport compound prior to heating. |
| Claim: | 2. The organic electronic material according to claim 1 , wherein the structural unit represented by the formula (3) comprises a structure represented by formula 3-1 shown below: [chemical expression included] wherein c represents an integer of 5 to 6, and R represents a methyl group or an ethyl group. |
| Claim: | 3. The organic electronic material according to claim 1 , wherein the charge transport compound has hole injection properties. |
| Claim: | 4. The organic electronic material according to claim 1 , wherein the charge transport compound contains at least one structure selected from the group consisting of aromatic amine structures, carbazole structures, thiophene structures, benzene structures, phenoxazine structures and fluorene structures. |
| Claim: | 5. The organic electronic material according to claim 1 , wherein a molar ratio between the divalent structural unit, the monovalent structural unit, and the trivalent or higher structural unit is 100:(10 to 200):(10 to 100). |
| Claim: | 6. An ink composition comprising the organic electronic material according to claim 1 , and a solvent. |
| Claim: | 7. An organic layer formed using the organic electronic material according to claim 1 . |
| Claim: | 8. An organic electronic element comprising the organic layer according to claim 7 . |
| Claim: | 9. An organic electroluminescent element comprising the organic layer according to claim 7 . |
| Claim: | 10. A display element comprising the organic electroluminescent element according to claim 9 . |
| Claim: | 11. An illumination device comprising the organic electroluminescent element according to claim 9 . |
| Claim: | 12. A display device comprising the illumination device according to claim 11 , and a liquid crystal element as a display unit. |
| Claim: | 13. An organic layer formed using the ink composition according to claim claim 6 . |
| Claim: | 14. An organic electronic element comprising the organic layer according to claim 13 . |
| Claim: | 15. An organic electroluminescent element comprising the organic layer according to claim 13 . |
| Claim: | 16. A display element comprising the organic electroluminescent element according to claim 15 . |
| Claim: | 17. An illumination device comprising the organic electroluminescent element according to claim 15 . |
| Claim: | 18. A display device comprising the illumination device according to claim 17 , and a liquid crystal element as a display unit. |
| Claim: | 19. The organic electronic material according to claim 1 , wherein a proportion of the monovalent structural unit represented by formula (3) based on a total of all monovalent structural units is at least 50 mol %. |
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| Other References: | Envin Bacher et al., “Photopatteming of Crosslinkable Hole-Conducting Materials for Application in Organic Light-Emitting Devices”, Macromolecular Rapid Communications, 2004, pp. 1191-1196 XP-002636876 (cited in an search report in counterpart European Patent Application No. 17789309.6 dated Jan. 2, 2020). cited by applicant Md. A. Karim et al., “Synthesis and Characterization of Spirobifluorene-Based Polymers for Organic Light-Emitting Diode Applications”, Macromolecular Research, vol. 16, No. 4, pp. 337-344 (2008) (cited in an search report in counterpart European Patent Application No. 17789309.6 dated Jan. 2, 2020). cited by applicant Steffen Jungermann et al., “NovelPhoto-Cross-LinkableHole-TransportingPolymers: Synthesis, Characterization, and Application in Organic Light Emitting Diodes”, Macromolecules 2006, vol. 39, No. 26, pp. 8911-8919 (cited in an search report in counterpart European Patent Application No. 17789309.6 dated Jan. 2, 2020). cited by applicant Kango Hirose et al., 53rd Meeting of the Japan Society of Applied Physics and Related Societies, 26p-ZK-4 (2006). cited by applicant Md. 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(2009), Thermally Activated Delayed Fluorescence from Sn4+-Porphyrin Complexes and Their Application to Organic Light Emitting Diodes—A Novel Mechanism for Electroluminescence. Adv. Mater., 21: 4802-4806. doi:10.1002/adma.200900983 (Cited in Specification). cited by applicant Endo, A., Sato, K., Yoshimura, K., Kai, T., Kawada, A., et al. (2011) Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes. Appl. Phys. Lett. 98, 083302 ; doi: 10.1063/1.3558906 (Cited in Specification). cited by applicant Nakagawa, T., Ku, S., Wong, K., Adachi, C. Electroluminescence based on thermally activated delayed fluorescence generated by a spirobifluorene donor-acceptor structure. Chem. Commun., 48, 9580-9582 (2012) (Cited in Specification). cited by applicant Lee, S., Yasuda, T., Nomura, H., and Adachi, C. 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| Primary Examiner: | Fang, Shane |
| Attorney, Agent or Firm: | Fitch, Even, Tabin & Flannery, LLP |
| Dokumentencode: | edspgr.11508909 |
| Datenbank: | USPTO Patent Grants |
| Abstract: | An organic electronic material containing a charge transport compound having at least one of the structural regions represented by formulas (1), (2) and (3) shown below. In the formulas, Ar represents an arylene group or heteroarylene group of 2 to 30 carbon atoms, a represents an integer of 1 to 6, b represents an integer of 2 to 6, c represents an integer of 2 to 6, and X represents a substituted or unsubstituted polymerizable functional group. —Ar—O—(CH2)a—O—CH2—X (1) —Ar—(CH2)b—O—CH2—X (2) —Ar—O—(CH2)c—X (3) |
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