Organic electroluminescent element, compound for organic electroluminescent element, and light-emitting device, display device, and illumination device using said element

Patent metadata

Field	Value
Publication number	US-9647214-B2
Application number	US-201214238360-A
Country	US
Kind code	B2
Filing date	Aug 6, 2012
Priority date	Aug 18, 2011
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

An organic electroluminescent element using a compound represented by the following general formula (I) emits dark blue light and has a high effect of inhibition of voltage during high-luminance driving:

wherein R 1 to R 6 ; E 1 and E 2 ; X 1 and X 2 ; and A 1 to A 8 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 at least one kind of compound represented by the following general formula (I) is contained in any layer of the at least one organic layer:

wherein R 1 to R 6 each independently represent a hydrogen atom or a substituent, but there is no case where two adjacent groups out of R 1 to R 6 are bonded to each other to form a ring; E 1 and E 2 each independently represents a hydrogen atom or a substituent; one of the set of E 1 and R 2 , E 1 and R 3 , E 2 and R 6 , and E 2 and R 5 is bonded to each other to form a structure represented by the following general formula (E-1), and the remaining members of the set are not bonded to each other to form a ring:

* represents a position for bonding to the pyrene skeleton; of X 1 and X 2 , one represents a single bond and the other represents any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; X 3 represents any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; R 111 to R 115 each independently represent a hydrogen atom or a substituent; A 1 to A 8 each independently represents CR 116 or N; R 116 represents a hydrogen atom or a substituent, and when two adjacent groups out of A 1 to A 4 are CR 116 , the two R 116 's may be bonded to each other to form a ring structure.

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

wherein R 11 to R 16 each independently represent a hydrogen atom or a substituent, but there is no case where two adjacent groups out of R 11 to R 16 are bonded to each other to form a ring; E 11 and E 12 each independently represent a hydrogen atom or a substituent; one of the set of E 11 and R 12 , E 11 and R 13 , E 12 and R 16 , and E 12 and R 15 is bonded to each other to form a structure represented by the following general formula (E-1), and the remaining members of the set are not bonded to each other to form a ring:

* represents a position for bonding to the pyrene skeleton; X 11 and X 2 each independently represents any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; X 3 represents any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; R 111 to R 115 each independently represents a hydrogen atom or a substituent; A 11 to A 14 and A 5 to A 8 each independently represents CR 116 or N; R 116 represents a hydrogen atom or a substituent, and when two adjacent groups out of A 11 to A 14 and A 5 to A 8 are CR 116 , the two R 116 's may be bonded to each other to form a ring structure.

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

wherein R 21 to R 26 each independently represent a hydrogen atom or a substituent, but there is no case where two adjacent groups out of R 21 to R 26 are bonded to each other to form a ring; E 21 and E 22 each independently represent a hydrogen atom or a substituent; one of the set of E 21 and R 22 , E 21 and R 23 , E 22 and R 26 , and E 22 and R 25 is bonded to each other to form a structure represented by the following general formula (E-1) and the remaining members of the set are not bonded to each other to form a ring:

* represents a position for bonding to the pyrene skeleton; X 21 and X 2 each independently represent any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; X 3 represents any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; R 111 to R 115 each independently represent a hydrogen atom or a substituent; A 21 to A 24 and A 5 to A 8 each independently represents CR 116 or N; R 116 represents a hydrogen atom or a substituent, and when two adjacent groups out of A 21 to A 24 and A 5 to A 8 are CR 116 , the two R 116 's may be bonded to each other to form a ring structure.

4. The organic electroluminescent element according to claim 2 , wherein the compound represented by the general formula (II) is a compound represented by any one of the following general formulae (IV) to (VII);

wherein R 31 to R 66 and E 32 to E 62 each independently represents a hydrogen atom or a substituent, but there is no case where two adjacent groups out of R 31 to R 66 and E 32 to E 62 are bonded to each other to form a ring; X 32 to X 62 represent any linking group selected from CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; R 111 to R 115 each independently represent a hydrogen atom or a substituent;
A 31 to A 68 each independently represent CR 116 or N; R 116 represents a hydrogen atom or a substituent, and when two adjacent groups out of A 31 to A 68 are CR 116 , the two R 116 's may be bonded to each other to form a ring structure.

5. The organic electroluminescent element according to claim 2 , wherein the compound represented by the general formula (II) is a compound represented by any one of the following general formulae (VIII) to (XI);

wherein R 71 to R 106 and E 72 to E 102 each independently represent a hydrogen atom or a substituent, but there is no case where two adjacent groups out of R 71 to R 106 and E 72 to E 102 are bonded to each other to form a ring; X 72 to X 102 represent any linking group of CR 111 R 112 , NR 113 , O, S, and SiR 114 R 115 ; R 111 to R 115 each independently represent a hydrogen atom or a substituent; A 71 to A 108 each independently represent CR 116 or N; R 116 represents a hydrogen atom or a substituent, and when two adjacent groups out of A 71 to A 108 are CR 116 , the two R 116 's may be bonded to each other to form a ring structure.

6. The organic electroluminescent element according to claim 1 , wherein the molecular weight of the compound represented by the general formula (I) is 800 or less.

7. The organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (I) is contained in the light emitting layer.

8. The organic electroluminescent element according to claim 7 , wherein the compound represented by the general formula (I) is a light emitting material contained in the light emitting layer.

9. The organic electroluminescent element according to claim 8 , further comprising a host material in the light emitting layer.

10. The organic electroluminescent element according to claim 9 , wherein the host material has a hydrocarbon fused ring

Assignees

• Takada Saki
• Takaku Koji
• Yonekuta Yasunori
• Ise Toshihiro
• Udc Ireland Ltd

Inventors

• Takada Saki
• Takaku Koji
• Yonekuta Yasunori
• Ise Toshihiro

Classifications

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• C07C2603/94

  containing "free" spiro atoms · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title