Heteroaromatic cycle-containing compound, method of preparing the same and organic light emitting device comprising the same

A method of preparing a heteroaromatic cycle-containing compound represented by Formula 1, the method comprising:

• reacting an imidazole derivative (B′) and a boronic acid derivative (C′):
• wherein X is N or C;
• X′ is a halogen atom;
• Ar1′ and Ar1 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C6-C20 heteroarylamino group, or a substituted or unsubstituted C2-C20 hetero ring group;
• and
• Ar2, Ar3 and Ar4 are each independently a hydrogen atom, a cyano group, a hydroxyl group, a nitro group, a halogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkylalkoxy group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C1-C20 alkylamino group, a substituted or unsubstituted C6-C20 heteroarylamino group, or a substituted or unsubstituted C2-C20 hetero ring group, wherein, when X is N, Ar4 refers to a lone electron pair, and when X is C, Ar3 and Ar4 are alternatively bound to each other to form a saturated or unsaturated carbon ring.

An organic light emitting diode comprising:

• a first substrate;
• a second substrate facing to the first substrate;
• and
• at least one organic layer disposed between the first electrode and the second electrode, the at least one organic layer comprising an organic layer comprised of a heteroaromatic cycle-containing compound represented by Formula 1:
• wherein X is N or C;
• Ar1 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C6-C20 heteroarylamino group, or a substituted or unsubstituted C2-C20 hetero ring group;
• and
• Ar2, Ar3 and Ar4 are each independently a hydrogen atom, a cyano group, a hydroxyl group, a nitro group, a halogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkylalkoxy group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C1-C20 alkylamino group, a substituted or unsubstituted C6-C20 heteroarylamino group, or a substituted or unsubstituted C2-C20 hetero ring group, wherein, when X is N, Ar4 refers to a lone electron pair, and when X is C, Ar3 and Ar4 are alternatively bound to each other to form a saturated or unsaturated carbon ring.