Spiroacridine derivatives

Patent metadata

Field	Value
Publication number	US-11114617-B2
Application number	US-201716320273-A
Country	US
Kind code	B2
Filing date	Aug 11, 2017
Priority date	Aug 26, 2016
Publication date	Sep 7, 2021
Grant date	Sep 7, 2021

Abstract

Provided is a composition comprising a compound having structure (I) wherein each of A1, A2, A3, A4, A5, A6, A7, and A8 is independently CR12 or N; wherein one to four of A1, A2, A3, A4, A5, A6, A7, and A8 are N; wherein J1 is C or Si; wherein J2 is C(R13)n, O, (C(R13)n)2, S, NR13, or Se; wherein n is 1 or 2; wherein each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, and R13 is independently H, deuterium, or an organic group. Also provided is a method of making the composition, a method of making an organic light-emitting diode using the composition, and an organic light-emitting diode made by that method.

First claim

The invention claimed is:

1. A composition comprising a compound having structure (I)

wherein each of A 1 , A 2 , A 3 , A 6 , A 7 , and A 8 is independently CR 12 ; wherein each of A 4 and A 5 is independently N; wherein J 1 is C; wherein J 2 is O; wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , and R 12 is independently H.

2. A method of making the composition of claim 1 , comprising making a mixture of a compound having structure II, a base having pKa of the conjugate acid of 8 or higher, and a compound G i X, wherein structure II is

wherein G is selected from the group consisting of methanesulfonyl, trifluoromethanesulfonyl, and 4-methylbenzenesulfonyl; wherein X is a halogen or O; with the proviso that if X is a halogen, then i is 1, and if X is O, then i is 2.

3. The method of claim 2 , wherein the mixture additionally comprises a nonaqueous solvent.

4. The method of claim 2 , wherein the method additionally comprises the step of heating the mixture from a temperature of 20° C. or lower to a temperature of 50° C. or higher.

5. A method of making an organic light-emitting diode comprising the step of forming a layer on a substrate, wherein the layer comprises the composition of claim 1 .

6. An organic light-emitting diode comprising the composition of claim 1 .

Assignees

• Dow Global Technologies Llc
• Rohm & Haas Elect Mat

Inventors

• Havens Laura
• Mukhopadhyay Sukrit
• Laitar David S
• Devore David D
• Rachford Aaron A
• Molitor Erich J

Classifications

• H10K99/00

  Subject matter not provided for in other groups of this subclass · CPC title

• C07D498/06 Primary

  Peri-condensed systems · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C07F7/10

  containing nitrogen {having a Si-N linkage} · CPC title

• C07D517/10

  Spiro-condensed systems · CPC title