IP Library Granted Patent US 11,358,951
Granted Patent B2
US 11,358,951 · App. 15/572,412 · Granted Jun 14, 2022

Π(PI)-conjugated compound, organic electroluminescence element material, light-emitting material, light-emitting thin film, organic electroluminescence element, display device, and illumination device

Inventors: Yasuo Miyata (Kanagawa, JP); Taketo Namikawa (Tokyo, JP); Takayuki Iijima (Shizuoka, JP); Ryutaro Sugawara (Tokyo, JP); Tetsuya Yamada (Kanagawa, JP); Takatugu Suzuki (Tokyo, JP)
Assignee: MERCK PATENT GMBH
C07D403/14C07C255/51C07D209/86C07D219/02C07D241/24C07D251/24C07D265/38C07D401/14C07D405/14C07D409/14C07D413/14C07D417/10C07D417/14C07D471/14C07D487/04C07D491/048C07D495/04C07D519/00C09K11/06H01L51/0067H01L51/0071H01L51/0072C09K2211/1029C09K2211/1059H01L51/5012H01L51/5016
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Quick Facts
Patent No.
US 11,358,951
App. No.
15/572,412
Granted
Jun 14, 2022
Kind
B2
Abstract

In order to provide a novel π-conjugated compound capable of increasing the light-emission efficiency of an organic electroluminescence element, for example, this π-conjugated compound has a structure indicated by general formula (1). (In general formula (1): Z 1 -Z 6 each independently indicate a hydrogen atom, a deuterium atom, an electron-donating group D, or an electron-withdrawing group A; at least out of two among Z 1 -Z 6 is an electron-donating group D and the other is an electron-withdrawing group A; and at least one ortho position combination Z 1 and Z 2 , Z 2 and Z 3 , Z 3 and Z 4 , Z 4 and Z 5 , Z 5 and Z 6 , or Z 6 and Z 1 among Z 1 -Z 6 is one combination out of an electron-donating group D and an electron-donating group D, an electron-withdrawing group A and an electron-withdrawing group A, or an electron-donating group D and an electron-withdrawing group A.)

Claims (18)

1. A π-conjugated compound comprising a structure represented by the following general formula (30):

wherein

D 1 to D 3 each independently comprise a group selected from a phenyl group substituted by an electron-donating group, an optionally substituted 9,10-dihydroacridyl group, an optionally substituted phenoxazyl group, an optionally substituted phenothiazyl group, an optionally substituted 5,10-dihydrophenazyl group, an optionally substituted diphenylamino group, and an optionally substituted dialkylamino group, and

A 2 comprises a group selected from an aryl group substituted by a cyano group, an unsubstituted nitrogen-containing aromatic six-membered ring group, a nitrogen-containing aromatic six-membered ring group substituted by a fluorine atom, a nitrogen-containing aromatic six-membered ring group substituted by a cyano group, a nitrogen-containing aromatic six-membered ring group substituted by a fluorine-substituted alkyl group, and a nitrogen-containing aromatic six-membered ring group substituted by an optionally substituted aryl group.

2. The π-conjugated compound according to claim 1 , wherein D 1 =D 2 =D 3 in general formulas (30) are satisfied.

3. The π-conjugated compound according to claim 1 , wherein the absolute value of the energy difference between the lowest singlet excited level and the lowest triplet excited level ΔE ST , is 0.50 eV or less.

4. An organic electroluminescent element material comprising the π-conjugated compound according to claim 1 .

5. A light-emitting material comprising the π-conjugated compound according to claim 1 , wherein the π-conjugated compound emits fluorescence.

6. An organic electroluminescent element comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode,

wherein the organic layer substantially comprises a π-conjugated compound represented by general formula 206 or 207:

wherein

Z 1 and Z 2 are each an optionally substituted aryl group.

7. An organic electroluminescent element comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode,

wherein the organic layer substantially comprises a π-conjugated compound represented general formula 208:

wherein

D 1 to D 3 are each an optionally substituted amino group.

8. The π-conjugated compound according to claim 1 , comprising a structure represented by the following general formula 207:

wherein Z 1 and Z 2 are each an optionally substituted aryl group.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF ASSIGNEE PREVIOUSLY RECORDED AT REEL: 055135 FRAME: 0995. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Feb 7, 2022
From: MERCK PERFORMANCE MATERIALS GERMANY GMBH
To: MERCK PATENT GMBH
Reel/Frame 058981/0188 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2021
From: KONICA MINOLTA, INC.
To: MERCK PERFORMANCE MATERIALS GERMANY GMBH
Reel/Frame 055135/0757 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2021
From: MERCK PERFORMANCE MATERIALS GERMANY GMBH
To: MERCK PATENTS GMBH
Reel/Frame 055135/0995 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2017
From: MIYATA, YASUO; NAMIKAWA, TAKETO; IIJIMA, TAKAYUKI; SUGAWARA, RYUTARO; YAMADA, TETSUYA; SUZUKI, TAKATUGU
To: KONICA MINOLTA, INC.
Reel/Frame 044056/0737 →
Priority Claims (3)
JP 2015-095804 · May 8, 2015 · national
JP 2015-203878 · Oct 15, 2015 · national
JP JP2015-203876 · Oct 15, 2015 · national
Continuity (1)
Related Publication 20180170914A1 · Jun 21, 2018
Cited By (2)
US 12,486,449 US 12,543,496