Fluorene Derivatives as Light Emitting Elements for Electroluminescent Devices

Patent metadata

Field	Value
Publication number	US-2018002597-A1
Application number	US-201515540336-A
Country	US
Kind code	A1
Filing date	Dec 21, 2015
Priority date	Dec 30, 2014
Publication date	Jan 4, 2018
Grant date	—

Abstract

The present disclosure provides a composition comprising at least one compound selected from the group consisting of Compound 1, Compound 2, and combinations thereof, as shown below, and described herein: wherein, for Compound 1 and Compound 2, independently, R 1 and R 2 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted heteroalkyl, an unsubstituted heteroalkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl and an unsubstituted heteroaryl; wherein, for Compound 1 and Compound 2, independently, the Component A is selected from the group consisting of Group a) through Group h): wherein Group a) through Group h) are described herein.

First claim

1 . A composition comprising at least one compound selected from the group consisting of Compound 1, Compound 2, and combinations thereof, as shown below:

wherein, for Compound 1 and Compound 2, independently, R 1 and R 2 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted heteroalkyl, an unsubstituted heteroalkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein, for Compound 1 and Compound 2, independently, the Component A is selected from the group consisting of Group a) through Group h):

and
wherein for Group a), R 3 and R 4 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group b), R 5 , R 6 , R 7 and R 8 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group c), R 5 , R 6 , R 7 and R 8 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group d), R 5 , R 6 , R 7 and R 8 each independently is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group e), R 9 is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group f), R 9 is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group g), R 9 is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl;
wherein for Group h), R 9 is selected from the group consisting of hydrogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl; and
wherein, for Compound 2, Component Z is selected from the group consisting of C(R Z ) 2 , NR Z , P(O)R Z , PR Z , S, SO, SO 2 , Si(R Z ) 2 , and O;
wherein each R Z , independently is selected from the group consisting of hydrogen, an unsubstituted alkyl, an unsubstituted aryl, and an alkoxy; and
wherein, optionally, for Compound 1 and Compound 2, independently, one or more hydrogen atoms may be substituted with deuterium.

2 . The composition of claim 1 , wherein the composition comprises Compound 1, and R 1 and R 2 for Compound 1 each independently is selected from the group consisting of a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl.

3 . The composition of claim 2 , wherein the composition comprises Compound 1, and R 1 and R 2 for Compound 1 each independently is selected from the group consisting of an unsubstituted aryl and an unsubstituted heteroaryl.

4 . The composition of claim 3 , wherein the composition comprises Compound 1, and Component A for Compound 1 is Group a):

and
wherein for Group a), R 3 and R 4 each independently is selected from the group consisting of hydrogen, an unsubstituted aryl, and an unsubstituted heteroaryl.

5 . The composition of claim 4 , wherein the composition comprises Compound 1, and Compound 1 has the Structure (i):

wherein R 1 and R 2 for Structure (i) each independently is selected from the group consisting of an unsubstituted aryl and an unsubstituted heteroaryl.

6 . The composition of claim 3 , wherein the composition comprises Compound 1, and A for Compound 1 is Group b):

and
wherein for Group b), R 5 , R 6 , R 7 and R 8 each independently is selected from the group consisting of hydrogen, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl.

7 . The composition of claim 6 , wherein the composition comprises Compound 1, and
Compound 1 has the Structure (vi):

 and
wherein for Structure (vi), R 1 and R 2 each independently is selected from the group consisting of an unsubstituted aryl and an unsubstituted heteroaryl.

8 . The composition of claim 3 , wherein the composition comprises Compound 1, and Compound 1 has a structure selected from the group consisting of Structures (ii), (iii), (iv), (v), and (vii) shown below

9 . The composition of claim 1 , wherein the composition comprises Compound 2, and wherein for Compound 2, R 1 and R 2 each independently is selected from the group consisting of a substituted aryl, unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl.

10 . The composition of claim 9 , wherein the composition comprises Compound 2, and Component A for Compound 2 is Group a):

wherein for Group a), R 3 and R 4 each independently is selected from the group consisting of hydrogen, an unsubstituted aryl, or an unsubstituted heteroaryl.

11 . The composition of claim 10 , wherein the composition comprises Compound 2 having the Structure (viii)

and
wherein for Structure (viii), R 1 and R 2 each independently is selected from the group consisting of an unsubstituted aryl and an unsubstituted heteroaryl; and
wherein, for Structure (viii), Component Z is selected from the group consisting of CR (Z)2 , NR Z , P(O)R Z , PR Z , S, SO, SO 2 , SiR (Z)2 , and O, and wherein Rz is selected from the group consisting of hydrogen, an unsubstituted alkyl, an unsubstituted aryl, and an alkoxy.

12 . The composition of claim 9 , wherein the composition comprises Compound 2, and Component A for Compound 2 is Group b) shown below

and
wherein for Group b), R 5 , R 6 , R 7 and R 8 each independently is selected from the group consisting of hydrogen, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl, and an unsubstituted heteroaryl.

Assignees

• Dow Global Technologies Llc

Inventors

• Gray Kaitlyn
• Rachford Aaron
• Laitar David
• Mukhopadhyay Sukrit
• Froese Robert

Classifications

• C07F9/65685

  the ring phosphorus atom being part of a phosphine oxide or thioxide · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C07D213/38

  having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom · CPC title