Organic electric light emitting element, material for said element, and light emitting device, display device, and illumination device employing said element

Patent metadata

Field	Value
Publication number	US-10468607-B2
Application number	US-201214237764-A
Country	US
Kind code	B2
Filing date	Aug 2, 2012
Priority date	Aug 11, 2011
Publication date	Nov 5, 2019
Grant date	Nov 5, 2019

Abstract

An organic electroluminescent element including a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one organic layer including a light emitting layer, disposed between the electrodes, in which the organic layer includes a compound represented by the following general formula (1), has high luminous efficiency, excellent blue color purity, and a small change in the chromaticity due to deterioration by driving, wherein Cy, Dn 1 , Ac 1 , L 1 , L 2 , L 3 , ring Z 1 , u1, q1, n1, m1, A 11 , and A 12 are as defined herein.

First claim

The invention claimed is:

1. An organic electroluminescent element comprising:
a substrate;
a pair of electrodes including an anode and a cathode, disposed on the substrate; and
at least one organic layer including a light emitting layer, disposed between the electrodes, wherein the organic layer includes a compound represented by General Formula (3) or General Formula (10)

wherein in General formula (3), Dn 3 represents an N atom, an O atom, or an S atom, and in the case where Dn 3 represents an O atom or an S atom, the sum of u31 and t34 is 0 or 1; where when Dn 3 represents an N atom, at least one of u31 and t34 represents 0, or when in the case where Dn 3 represents an O atom or an S atom and u31 and t34 are both 0, Dn 3 further has a substituent;
Ac 3 represents an electron withdrawing substituent, an aryl group having an electron withdrawing substituent, or an electron deficient heteroaryl group, and Ac 3 may further have a substituent;
ring Z 31 and the ring Z 34 each independently represent an arylene group or a heteroarylene group, A 31 represents a carbon atom constituting ring Z 31 , and A 32 represents a carbon atom or a nitrogen atom constituting ring Z 31 , A 37 represents a carbon atom constituting ring Z 34 , and A 38 represents a carbon atom or a nitrogen atom constituting the ring Z 34 ;
R 13 , R 114 , R 115 and R 116 each independently represent a hydrogen atom or a substituent;
L 31 , L 32 , L 33 and L 34 each independently represent an oxygen atom, a sulfur atom, CR 32 R 33 , or SiR 34 R 35 , and R 32 , R 33 , R 34 and R 35 each independently represent a substituent;
u31 represents 0 or 1, in case where u31 is O, # positions of pyrene ring and Dn 3 are not bonded to each other, and in the case where u31 is 1, the ring formed by pyrene ring, Dn 3 and ring Z 31 is not an aromatic ring;
t34 represents 0 or 1, in case where t34 is 0, # positions of pyrene ring and Dn 3 are not bonded to each other, and in case where t34 is 1, ring formed by pyrene ring, Dn 3 and ring Z 34 is not an aromatic ring;
wherein at least one of u31 and t34 is 1;
m31 represents 0 or 1, and when m31 is 0 and u31 is 1, # positions of pyrene ring and ring Z 31 are directly bonded to each other;
s34 represents 0 or 1 and when s34 is 0 and t34 is 1, the # positions of the pyrene ring and the ring Z 34 are directly bonded to each other;

n32 and q33 represent 0 or 1, and in the case where any one of n32 and q33 is 0 and n32 or q33 is 1, the rings formed by the pyrene ring, Ac 3 and L 32 or L 33 are not all aromatic rings; where when n32 or q33 is 0, the * positions of the pyrene ring and Ac 3 are not bonded to each other, wherein when Ac 3 is a pyridine ring, at least one of n32 and q33 is 1;

wherein in General formula (10), Dn 2A represents NR 11A , an O atom, or an S atom, and R 11A represents a substituent;
A 22 , A 23 , A 24 , A 25 , A 26 , A 61 , A 62 , A 63 , A 64 and A 65 each independently represent CRzs or an N atom, wherein Rz represents a hydrogen atom or a substituent, and two adjacent CRzs may be combined with each other to form a 5- or 6-membered ring; where when A 61 , A 62 , A 63 , A 6 and A 65 are not all N atoms, at least one Rz in CRzs represented by A 61 , A 62 , A 63 , A 64 and A 65 represents an electron withdrawing substituent;
R 03 , R 104 , R 105 , R 108 , R 109 and R 110 each independently represent a hydrogen atom or a substituent;
L 21 and L 23 each independently represent an oxygen atom, a sulfur atom, CR 22 R 23 , or SiR 24 R 25 , and R 22 , R 23 , R 24 and R 25 each independently represent a substituent;
m21 represents 0 or 1, and when m21 is 0, the # positions of the pyrene ring and A 22 are directly bonded to each other;
q23 represents 0 or 1, and in the case where q23 is 0, the * positions of the pyrene ring and A 65 are not bonded to each other however, wherein in the case where only one of A 61 , A 62 , A 63 , A 64 and A 65 is an N atom, q23 represents 1;
wherein when L 23 is S, Dn 2A is not S; and
wherein one or more of A 22 , A 23 , A 24 , A 25 , A 26 , A 61 , A 62 , A 63 , A 64 and A 65 represent an N atom.

2. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (10) is a compound represented by the following general formula (12);

wherein Dn 2A represents NR 11A , an O atom, or an S atom, and R 11A represents a substituent;
A 61 , A 62 , A 63 , A 64 and A 65 each independently represent CRzs or an N atom, wherein Rz represents a hydrogen atom or a substituent, and two adjacent CRzs may be combined with each other to form a 5- or 6-membered ring; where when A 61 , A 62 , A 63 , A 64 and A 65 are not all N atoms, at least one Rz in CRzs represented by A 61 , A 62 , A 63 , A 64 and A 65 represents an electron withdrawing substituent;
R 103 , R 104 , R 105 , R 108 , R 109 , R 110 , R 201 , R 202 , R 203 and R 204 each independently represent a hydrogen atom or a substituent;
L 21 and L 23 each independently represent an oxygen atom, a sulfur atom, CR 22 R 23 , or SiR 24 R 25 , and R 22 , R 23 , R 24 and R 25 each independently represent a substituent;
m21 represents 0 or 1, and when m21 is 0, the ** position and the # position of the pyrene ring are directly bonded to each other;
q23 represents 0 or 1, and in the case where q23 is 0, the * positions of the pyrene ring and A 65 are not bonded to each other, wherein in the case where only one of A 61 , A 62 , A 63 , A 64 and A 65 is an N atom, q23 is 1;
wherein when L 23 is S, Dn 2A is not S, and
wherein one or more of A 61 , A 62 , A 63 , A 64 , and A 65 represent an N atom.

3. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (3) is a compound represented by the following general formula (7):

wherein Dn 3A represents NR 11B , an O atom, or an S atom, and when u31 represents 0, Dn 3A further has a substituent; R 11B represents a substituent;
Ac 3 represents an electron withdrawing substituent, an aryl group having an electron withdrawing substituent, or an electron deficient heteroaryl group, Ac 3 may further have a substituent;
ring Z 31 represents an arylene group or a heteroarylene group, A 31 represents a carbon atom constituting the ring Z 31 , and A 32 represents a carbon atom or a nitrogen atom constituting the ring Z 31 ;
R 113 , R 114 , R 115 , R 116 and R 120 each independently represent a hydrogen atom or a substituent;
L 31 , L 32 and L 33 each independently represent an oxygen atom, a sulfur atom, CR 32 R 33 , or SiR 34 R 35 , and R 32 , R 33 , R 34 and R 35 each independently represent a substituent;
u31 represents 1, and the ring formed by the pyrene ring, Dn 3A and the ring Z 31 is not an aromatic ring;
m31 represents 0 or 1, and when m31 is 0 and u31 is 1, the # positions of the pyrene ring and the ring Z 31 are directly bonded to each other;
n32 and q33 represent 0 or 1, and in the case where any one of n32 and q33 is 0 and n32 or q33 is 1, the rings formed by the pyrene ring, Ac 3 and L 32 or L 33 are not all aromatic rings, wherein in

Assignees

• Takaku Koji
• Kitamura Tetsu
• Sotoyama Wataru
• Yonekuta Yasunori
• Watanabe Toru
• Ise Toshihiro
• Takada Saki
• Udc Ireland Ltd

Inventors

• Takaku Koji
• Kitamura Tetsu
• Sotoyama Wataru
• Yonekuta Yasunori
• Watanabe Toru
• Ise Toshihiro
• Takada Saki

Classifications

• C07D491/16

  Peri-condensed systems · CPC title

• C07D491/052

  the oxygen-containing ring being six-membered · CPC title

• C07D209/88

  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 · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title