Asymmetric styryl derivatives and organic light emitting diode prepared using the same
View Patent ↗Disclosed are asymmetric styryl derivatives and an organic light emitting diode prepared using the same. More particularly, there are provided asymmetric styryl derivatives that can provide a blue organic light emitting diode with superior thermal stability, as well as improved luminous efficiency, improved brightness, and extended lifetime, by synthesizing a novel thermally stable compound with a styryl structure represented by Formula 1, and using the compound as a dopant in an organic light emitting layer (EML) of a multilayered organic light emitting diode, and an organic light emitting diode prepared by the same.
1. An asymmetric styryl derivative represented by the following Formula 1:
wherein, R 1 to R 8 , and R 10 to R 12 may be the same or different, and each independently represents hydrogen, a substituted or unsubstituted C 1 ˜C 30 alkyl group, a substituted or unsubstituted C 1 ˜C 30 alkoxy group, a substituted or unsubstituted C 6 ˜C 40 aryl group, a substituted or unsubstituted C 6 ˜C 40 aryloxy group, a substituted or unsubstituted C 1 ˜C 30 heterocyclic group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
R 9 represents hydrogen, a substituted or unsubstituted C 1 ˜C 30 alkyl group, a substituted or unsubstituted C 1 ˜C 30 alkoxy group, a substituted or unsubstituted C 6 ˜C 40 aryloxy group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
A, B, C, and D may be the same or different, and each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthalene group, a substituted or unsubstituted C 6 ˜C 40 aryl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracene group, or a substituted or unsubstituted C 1 -C 30 alkyl group; and
the substituted groups are each independently substituted with one or more substituents selected from the group consisting of a halogen atom, a C 1 -C 30 alkyl group, a C 1 -C 30 alkoxy group, a C 6 -C 40 aryloxy group, a C 6 -C 40 arylalkyl group, a nitro group, a cyano group, an amino group in which a hydrocarbon of C 1 -C 30 is substituted, a C 6 -C 40 aryl group, and a C 1 -C 30 heterocyclic group.
2. An asymmetric styryl derivative selected from the group consisting of compounds represented by the following Formulas:
3. An organic light emitting layer comprising the asymmetric styryl derivative as claimed in claim 1 ,
wherein the asymmetric styryl derivative is represented by the following Formula 1:
wherein, R 1 to R 8 , and R 10 to R 12 may be the same or different, and each independently represents hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 40 aryl group, a substituted or unsubstituted C 6 -C 40 aryloxy group, a substituted or unsubstituted C 1 -C 30 heterocyclic group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
R 9 represents hydrogen, a substituted or unsubstituted C 1 ˜C 30 alkyl group, a substituted or unsubstituted C 1 ˜C 30 alkoxy group, a substituted or unsubstituted C 6 ˜C 40 aryloxy group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
A, B, C, and D may be the same or different, and each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthalene group, a substituted or unsubstituted C 6 -C 40 aryl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracene group, or a substituted or unsubstituted C 1 -C 30 alkyl group; and
the substituted groups are each independently substituted with one or more substituents selected from the group consisting of a halogen atom, a C 1 -C 30 alkyl group, a C 1 -C 30 alkoxy group, a C 6 -C 40 aryloxy group, a C 6 -C 40 arylalkyl group, a nitro group, a cyano group, an amino group in which a hydrocarbon of C 1 ˜C 30 is substituted, a C 6 -C 40 aryl group, and a C 1 -C 30 heterocyclic group.
4. An organic light emitting diode comprising the organic light emitting layer, wherein the organic light emitting layer comprises a asymmetric styryl derivative represented by the following Formula 1:
wherein, R 1 to R 8 , and R 10 to R 12 may be the same or different, and each independently represents hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 40 aryl group, a substituted or unsubstituted C 6 -C 40 aryloxy group, a substituted or unsubstituted C 1 -C 30 heterocyclic group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
R 9 represents hydrogen, a substituted or unsubstituted C 1 ˜C 30 alkyl group, a substituted or unsubstituted C 1 ˜C 30 alkoxy group, a substituted or unsubstituted C 6 ˜C 40 aryloxy group, an amino group, an alkylamino group, a cyano group, a nitro group, a hydroxyl group, or a halogen atom;
A, B, C, and D may be the same or different, and each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthalene group, a substituted or unsubstituted C 6 -C 40 aryl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracene group, or a substituted or unsubstituted C 1 -C 30 alkyl group; and
the substituted groups are each independently substituted with one or more substituents selected from the group consisting of a halogen atom, a C 1 -C 30 alkyl group, a C 1 -C 30 alkoxy group, a C 6 -C 40 aryloxy group, a C 6 -C 40 arylalkyl group, a nitro group, a cyano group, an amino group in which a hydrocarbon of C 1 -C 30 is substituted, a C 6 -C 40 aryl group, and a C 1 -C 30 heterocyclic group.
5. An organic light emitting layer as claimed in claim 2 , wherein the asymmetric styryl derivative is selected from the group consisting of compounds represented by the following Formulas:
6. An organic light emitting diode comprising the organic light emitting layer, which comprises the asymmetric styryl derivative as claimed in claim 2 , wherein the asymmetric styryl derivative is selected from the group consisting of compounds represented by the following Formulas: