Spiroacridine derivatives
Provided is a composition comprising a compound having structure (I) wherein each of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 is independently CR 12 or N; wherein one to four of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 are N; wherein J 1 is C or Si; wherein J 2 is C(R 13 ) n , O, (C(R 13 ) n ) 2 , S, NR 13 , or Se; wherein n is 1 or 2; 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 , R 12 , and R 13 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.
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 .