Synthesis process
View Patent ↗A process for preparing a substituted or unsubstituted 9,10-diarylanthracene including reacting an organometallic substituted or unsubstituted aryl compound with a substituted or unsubstituted anthraquinone to yield a substituted or unsubstituted diol; and reacting the substituted or unsubstituted diol with a reducing agent to yield the substituted or unsubstituted 9,10-diarylanthracene is disclosed. An electroluminescent device comprising a light-emitting layer comprising the substituted or unsubstituted 9,10-diarylanthracene is also disclosed.
1. A process for preparing 2-tert-butyl-9,10-bis-(β-naphthyl)anthracene comprising:
reacting 2-bromonaphthalene with a metal while a reaction temperature is increased from −78° C. to room temperature to yield a naphthyllithium compound;
cooling the reaction to −78° C. and adding 2-tert-butylanthraquinone to the reaction;
reacting the naphthyllithium compound with the 2-tert-butylanthraquinone while the reaction temperature is increased from −78° C. to room temperature to yield a diol;
reacting the diol with a reducing agent in a dioxane at 50° C. to yield the 2-tert-butyl-9-10-bis-(β-naphthyl)anthracene; and
drying and purifying the 2-tert-butyl-9-10-bis-(β-naphthyl)anthracene by Kaufman column and sublimation at 320° C.,
wherein the reducing agent is vanadous chloride in an acid and with water.
2. The process of claim 1 , wherein the reaction is stirred at the room temperature when the naphthyllithium compound is reacted with the 2-tert-butylanthraquinone.
3. The process of claim 1 , wherein the diol is represented by formula (3):
4. A process of preparing 2-tert-butyl-9-10-bis-(β-naphthyl)anthracene comprising:
reacting 2-bromonaphthalene with a metal while a reaction temperature is increased from −78° C. to room temperature to yield a naphthyllithium compound;
cooling the reaction to −78° C. and adding 2-tert-butylanthraquinone to the reaction;
reacting the naphthyllithium compound with the 2-tert-butylanthraquinone while the reaction temperature is increased from −78° C. to room temperature to yield a diol; and
reacting the diol with a reducing agent in a dioxane at 50° C. to yield the 2-tert-butyl-9-10-bis-(β-naphthyl)anthracene,
wherein the reducing agent is titanous chloride in an acid with water.
5. The process of claim 4 , wherein the diol is represented by formula (3):