IP Library Granted Patent US 12,319,829
Granted Patent B2
US 12,319,829 · App. 17/279,594 · Granted Jun 3, 2025

Organic electronic material and use thereof

Inventors: Kazuyuki Kamo (Tokyo, JP); Iori Fukushima (Tokyo, JP); Tomotsugu Sugioka (Tokyo, JP); Kenichi Ishitsuka (Tokyo, JP); Akihiro Yoshida (Tokyo, JP)
Assignee: Resonac Corporation
C09D165/00C08G61/12C09D11/10C09D11/52G09F9/301H10K77/111H10K85/111C08G2261/3162C08G2261/411H10K50/15H10K50/17
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Quick Facts
Patent No.
US 12,319,829
App. No.
17/279,594
Granted
Jun 3, 2025
Kind
B2
Abstract

An organic electronic material including a charge transporting polymer having a structure that is represented by Formula (1) and that is branched in three or more directions (in the formula, Rf's are each independently a fluoroalkyl group, a and b are 0 or 1, and a and b are not both 0 at the same time).

Claims (27)

1. An organic electronic material comprising:

a charge transporting polymer having a structure branched in three or more directions,

wherein the charge transporting polymer comprises a trivalent or higher-valent structural unit, a divalent structural unit comprising a structural unit L1 having a structure represented by Formula (1) below, and a monovalent structural unit comprising a structural unit T1 having a structure represented by Formula (4-4) below,

in Formula (1), Rf's are each independently a fluoroalkyl group, a and b are 0 or 1, and a and b are not both 0 at the same time,

—Ar—O—(CH 2 ) n —Z (4-4)

in Formula (4-4), Ar is an arylene group or a heteroarylene group, n is 1 to 4, and Z is a polymerizable functional group.

2. The organic electronic material according to claim 1 , wherein the charge transporting polymer has hole injectability or hole transportability.

3. The organic electronic material according to claim 1 , wherein the charge transporting polymer further has one or more structures selected from the group consisting of an aromatic amine structure, a pyrrole structure, a carbazole structure, a thiophene structure, a benzene structure, an aniline structure, a phenoxazine structure, and a fluorene structure, where the structure represented by Formula (1) is excluded.

4. The organic electronic material according to claim 1 , wherein the polymerizable functional group is at least one selected from the group consisting of an oxetane group, an epoxy group, a vinyl group, an acryloyl group, and a methacryloyl group.

5. The organic electronic material according to claim 1 , further comprising a polymerization initiator.

6. The organic electronic material according to claim 5 , wherein the polymerization initiator is an ionic compound.

7. The organic electronic material according to claim 6 , wherein the ionic compound is an onium salt.

8. An ink composition comprising:

the organic electronic material according to claim 1 ; and

a solvent.

9. An organic thin film which is formed using the organic electronic material according to claim 1 .

10. An organic electroluminescent element comprising the organic thin film according to claim 9 .

11. The organic electroluminescent element according to claim 10 , further comprising a flexible substrate.

12. The organic electroluminescent element according to claim 10 , further comprising a resin film substrate.

13. A display element comprising the organic electroluminescent element according to claim 10 .

14. A lighting device comprising the organic electroluminescent element according to claim 10 .

15. A display device comprising:

the lighting device according to claim 14 ; and

a liquid crystal element as a display means.

16. The organic electronic material according to claim 1 , wherein a ratio of the structural unit L1 in the divalent structural unit is 30 mol % or more.

17. The organic electronic material according to claim 1 , wherein the monovalent structural unit of the charge transporting polymer further comprises a monovalent structural unit T2 represented by Formula (5) below,

in Formula (5), Rf's are each independently a fluoroalkyl group, a and b are 0 or 1, and a and b are not both 0 at the same time.

Assignments (3)
CHANGE OF ADDRESS Recorded Feb 9, 2024
From: RESONAC CORPORATION
To: RESONAC CORPORATION
Reel/Frame 066547/0677 →
CHANGE OF NAME Recorded Apr 23, 2023
From: SHOWA DENKO MATERIALS CO., LTD.
To: RESONAC CORPORATION
Reel/Frame 063410/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 29, 2021
From: KAMO, KAZUYUKI; FUKUSHIMA, IORI; SUGIOKA, TOMOTSUGU; ISHITSUKA, KENICHI; YOSHIDA, AKIHIRO
To: SHOWA DENKO MATERIALS CO., LTD.
Reel/Frame 055745/0182 →
Continuity (1)
Related Publication 20210395441A1 · Dec 23, 2021
References Cited (22)
CN 102304226 · 2012 [cited by applicant]
CN 105566127 · 2016 [cited by applicant]
JP 2000036390 · 2000 [cited by applicant]
JP 2003213002 · 2003 [cited by applicant]
JP 2005075948 · 2005 [cited by applicant]
JP 2006279007 · 2006 [cited by applicant]
JP 2017069324 · 2017 [cited by applicant]
WO 2010140553 · 2010 [cited by applicant]
Ayataka Endo et al., “Thermally Activated Delayed Fluorescence from Sn4+-Porphyrin Complexes and Their Application to Organic Light Emitting Diodes—A Novel Mechanism for Electroluminescence, ” Advanced Materials, Dec. 1… [cited by applicant]
Ayataka Endo et al., “Efficient up-conversion of triplet excitons into a singlet state and its application for organic light emitting diodes,” Applied Physics Letters, Feb. 24, 2011, pp. 083302-1-083302-3. [cited by applicant]
Tetsuya Nakagawa et al., “Electroluminescence based on thermally activated delayed fluorescence generated by a spirobifluorene donor-acceptor structure,” Chemical Communications, Apr. 17, 2012, pp. 9580-9582. [cited by applicant]
Sae Youn Lee et al., “High efficiency organic light-emitting diodes utilizing thermally activated delayed fluorescence from triazine-based donor-acceptor hybrid molecules,” Applied Physics Letters, Aug. 30, 2012, pp.093… [cited by applicant]
Qisheng Zhang et al., “Design of Efficient Thermally Activated Delayed Fluorescence Materials for Pure Blue Organic Light Emitting Diodes,” Journal of the American Chemical Society, Aug. 29, 2012, pp. 14706-14709. [cited by applicant]
Hiroyuki Tanaka et al., “Efficient green thermally activated delayed fluorescence (TADF) from a phenoxazine-triphenyltriazine (PXZ-TRZ) derivative,” Chemical Communications, Dec. 4, 2012, pp. 11392-11394. [cited by applicant]
Jie Li et al., “Highly Efficient Organic Light-Emitting Diode Based on a Hidden Thermally Activated Delayed Fluorescence Channel in a Heptazine Derivative,” Advanced Materials, May 13, 2013, pp. 3319-3323. [cited by applicant]
Ryoichi Ishimatsu et al., “Solvent Effect on Thermally Activated Delayed Fluorescence by 1,2,3,5-Tetrakis (carbazol-9-yl)-4,6-dicyanobenzene,” The Journal of Physical Chemistry A, Jun. 12, 2013, pp. 5607-5612. [cited by applicant]
Thomas Serevicius et al., “Enhanced electroluminescence based on thermally activated delayed fluorescence from a carbazole-triazine derivative,” Physical Chemistry Chemical Physics, Aug. 2, 2013, pp. 15850-15855. [cited by applicant]
Keiro Nasu et al., “A highly luminescent spiro-anthracenone-based organic light-emitting diode exhibiting thermally activated delayed fluorescence,” Chemical Communications, Sep. 27, 2013, pp. 10385-10387. [cited by applicant]
Hiroki Uoyama et al., “Highly efficient organic light-emitting diodes from delayed fluorescence,” Nature, Dec. 13, 2012, pp. 234-238. [cited by applicant]
Bo Li et al., “Dicarbazolyldicyanobenzenes as Thermally Activated Delayed Fluorescence Emitters: Effect of Substitution Position on Photoluminescent and Electroluminescent Properties,” Chemistry Letters, Nov. 13, 2013, … [cited by applicant]
Kengo Hirose et al., “26p-ZK-4, High efficiency of PLED using cross-linkable hole transport material”, proceedings of 53rd Joint Lecture on Applied Physics with English translation thereof, Mar. 22-26, 2006, pp. 1407. [cited by applicant]
“International Search Report (Form PCT/ISA/210) of PCT/JP2018/036328”, mailed on Dec. 25, 2018, with English translation thereof, pp. 1-4. [cited by applicant]