Organic compound and organic light emitting device containing the same

A method of manufacturing a compound, comprising:

• reacting a compound represented by Formula 2 with an organic metal compound in an organic solvent to form a first mixture;
• mixing a compound represented by Formula 3 with the first mixture to form a second mixture;
• and
• reacting the second mixture under an acid catalyst to form a compound represented by Formula 1:
• wherein each of R1 and R2, R3 and R4, R5 and R6, and R7 and R8 independently represents a 5 or 6-membered cyclic or linear substituent, and each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 independently represents hydrogen, a substituted or non-substituted C1-C50 alkyl group, a substituted or non-substituted C1-C50 alkoxy group, a substituted or non-substituted C6-C50 aryl group, a substituted or non-substituted C2-C50 heteroaryl group, a substituted or non-substituted C5-C50 cycloalkyl group, a substituted or non-substituted C5-C30 heterocycloalkyl group, —N(Z1)(Z2), or —Si(Z3)(Z4)(Z5), where each of Z1, Z2, Z3, Z4, and Z5 independently represents hydrogen, a substituted or non-substituted C6-C30 aryl group, a substituted or non-substituted C2-C30 heteroaryl group, a substituted or non-substituted C5-C20 cycloalkyl group, or a substituted or non-substituted C5-C30 heterocycloalkyl group,
• wherein X represents F, Br or Cl,
• wherein each of R1 and R2, and R3 and R4 independently represents a 5 or 6-membered cyclic or linear substituent, and each of R1, R2, R3, R4, R11, and R12 independently represents hydrogen, a substituted or non-substituted C1-C50 alkyl group, a substituted or non-substituted C1-C50 alkoxy group, a substituted or non-substituted C6-C50 aryl group, a substituted or non-substituted C2-C50 heteroaryl group, a substituted or non-substituted C5-C50 cycloalkyl group, a substituted or non-substituted C5-C30 heterocycloalkyl group, —N(Z1)(Z2), or —Si(Z3)(Z4)(Z5), where each of Z1, Z2, Z3, Z4, and Z5 independently represents hydrogen, a substituted or non-substituted C6-C30 aryl group, a substituted or non-substituted C2-C30 heteroaryl group, a substituted or non-substituted C5-C20 cycloalkyl group, or a substituted or non-substituted C5-C30 heterocycloalkyl group.

A method of manufacturing a compound, the method comprising:

• reacting the compound represented by Formula 5 with benzaldehyde, and halogenating the reacted compound to form a first mixture;
• reacting the first mixture with an organic metal compound in an organic solvent to form a second mixture;
• and
• reacting the second mixture under an acid catalyst to form a compound represented by Formula 1:
• wherein each of R1 and R2, R3 and R4, R5 and R6, and R7 and R8 independently represents a 5 or 6-membered cyclic or linear substituent, and each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 independently represents hydrogen, a substituted or non-substituted C1-C50 alkyl group, a substituted or non-substituted C1-C50 alkoxy group, a substituted or non-substituted C6-C50 aryl group, a substituted or non-substituted C2-C50 heteroaryl group, a substituted or non-substituted C5-C50 cycloalkyl group, a substituted or non-substituted C5-C30 heterocycloalkyl group, —N(Z1)(Z2), or —Si(Z3)(Z4)(Z5), where each of Z1, Z2, Z3, Z4, and Z5 independently represents hydrogen, a substituted or non-substituted C6-C30 aryl group, a substituted or non-substituted C2-C30 heteroaryl group, a substituted or non-substituted C5-C20 cycloalkyl group, or a substituted or non-substituted C5-C30 heterocycloalkyl group.

An organic light emitting device, comprising:

• an anode disposed on a substrate;
• a hole transport layer disposed on the anode;
• an emission layer disposed on the hole transport layer and comprising a compound represented by Formula 1;
• an electron transport layer disposed on the emission layer;
• and
• a cathode disposed on the electron transport layer:
• wherein each of R1 and R2, R3 and R4, R5 and R6, and R7 and R8 independently represents a 5 or 6-membered cyclic or linear substituent, and each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 independently represents hydrogen, a substituted or non-substituted C1-C50 alkyl group, a substituted or non-substituted C1-C50 alkoxy group, a substituted or non-substituted C6-C50 aryl group, a substituted or non-substituted C2-C50 heteroaryl group, a substituted or non-substituted C5-C50 cycloalkyl group, a substituted or non-substituted C5-C30 heterocycloalkyl group, —N(Z1)(Z2), or —Si(Z3)(Z4)(Z5), where each of Z1, Z2, Z3, Z4, and Z5 independently represents hydrogen, a substituted or non-substituted C6-C30 aryl group, a substituted or non-substituted C2-C30 heteroaryl group, a substituted or non-substituted C5-C20 cycloalkyl group, or a substituted or non-substituted C5-C30 heterocycloalkyl group.

An organic light emitting display, comprising:

• a first signal line and a second signal line crossing each other;
• a switching thin film transistor connected to the first signal line and the second signal line;
• a driving thin film transistor connected to the switching thin film transistor;
• an organic layer covering the first signal line, the second signal line, the switching thin film transistor, and the driving thin film transistor;
• a pixel electrode disposed on the organic layer, the pixel electrode connected to the driving thin film transistor;
• a pixel defining layer disposed on the organic layer, the pixel defining layer surrounding the pixel electrode;
• a light emitting member disposed on the pixel electrode, the light emitting member comprising a compound represented by Formula 1;
• and
• a common electrode disposed on the light emitting member:
• wherein each of R1 and R2, R3 and R4, R5 and R6, and R7 and R8 independently represents a 5 or 6-membered cyclic or linear substituent, and each of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 independently represents hydrogen, a substituted or non-substituted C1-C50 alkyl group, a substituted or non-substituted C1-C50 alkoxy group, a substituted or non-substituted C6-C50 aryl group, a substituted or non-substituted C2-C50 heteroaryl group, a substituted or non-substituted C5-C50 cycloalkyl group, a substituted or non-substituted C5-C30 heterocycloalkyl group, —N(Z1)(Z2), or —Si(Z3)(Z4)(Z5), where each of Z1, Z2, Z3, Z4, and Z5 independently represents hydrogen, a substituted or non-substituted C6-C30 aryl group, a substituted or non-substituted C2-C30 heteroaryl group, a substituted or non-substituted C5-C20 cycloalkyl group, or a substituted or non-substituted C5-C30 heterocycloalkyl group.