Imidazopyridine-based compound and organic light emitting diode including organic layer comprising the imidazopyridine-based compound
View Patent ↗Imidazopyridine-based compounds and organic light emitting diodes (OLEDs) including organic layers including the imidazopyridine-based compounds are provided. The organic light emitting diodes including organic layers having the imidazopyridine-based compounds have low driving voltages, high efficiencies, high luminance, long life-times and low power consumption.
1. A compound comprising an imidazopyridine-based compound represented by Formula 1:
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 selected from the group consisting of hydrogen atoms, halogen atoms, hydroxyl groups, cyano groups, substituted and unsubstituted C 1 -C 30 alkyl groups, substituted and unsubstituted C 1 -C 30 alkoxy groups, substituted and unsubstituted C 1 -C 30 acyl groups, substituted and unsubstituted C 2 -C 30 alkenyl groups, substituted and unsubstituted C 2 -C 30 alkynyl groups, substituted and unsubstituted C 6 -C 30 aryl groups, and substituted and unsubstituted C 3 -C 30 heteroaryl groups;
at least two of R 4 , R 5 , R 6 and R 7 form a saturated or unsaturated ring;
at least two of R 9 , R 10 , R 11 and R 12 form a saturated or unsaturated ring;
each of L 1 and L 2 is independently selected from the group consisting of single bonds, substituted and unsubstituted C 1 -C 30 alkylene groups, substituted and unsubstituted C 6 -C 30 arylene groups, and substituted and unsubstituted C 3 -C 30 heteroarylene groups;
each of Ar 1 and Ar 2 is independently selected from the group consisting of substituted and unsubstituted C 6 -C 30 aryl groups, and substituted and unsubstituted C 3 -C 30 heteroaryl groups;
each of p and q is independently an integer ranging from 1 to 5; and
each of m and n is independently an integer ranging from 0 to 4, wherein both m and n are not 0.
2. The compound of claim 1 , wherein each of R 1 through R 12 is independently selected from the group consisting of hydrogen atoms, substituted and unsubstituted C 1 -C 10 alkyl groups, substituted and unsubstituted C 2 -C 10 alkenyl groups, substituted and unsubstituted C 6 -C 12 aryl groups, and substituted and unsubstituted C 3 -C 12 heteroaryl groups.
3. The compound of claim 1 , wherein each of R 1 through R 12 is independently selected from hydrogen atoms, C 1 -C 10 alkyl groups, C 1 -C 10 haloalkyl groups, C 2 -C 10 alkenyl groups, C 2 -C 10 haloalkenyl groups, phenyl groups, halophenyl groups, C 1 -C 10 alkylphenyl groups, C 1 -C 10 alkoxyphenyl groups, naphthyl groups, halonaphthyl groups, C 1 -C 10 alkylnaphthyl groups, and C 1 -C 10 alkoxynaphthyl groups.
4. The compound of claim 1 , wherein at least two of R 4 through R 7 form a substituted or unsubstituted C 6 -C 12 aromatic ring.
5. The compound of claim 1 , wherein at least two of R 9 through R 12 form a substituted or unsubstituted C 6 -C 12 aromatic ring.
6. The compound of claim 1 , wherein each of L 1 and L 2 is independently selected from the group consisting of substituted and unsubstituted C 6 -C 12 arylene groups, and substituted and unsubstituted C 3 -C 12 heteroarylene groups.
7. The compound of claim 1 , wherein each of L 1 and L 2 is independently selected from the group consisting of phenylene groups, halophenylene groups, C 1 -C 10 alkylphenylene groups, C 1 -C 10 alkoxyphenylene groups, naphthylene groups, halonaphthylene groups, C 1 -C 10 alkylnaphthylene groups, and C 1 -C 10 alkoxynaphthylene groups.
8. The compound of claim 1 , wherein each of Ar 1 and Ar 2 is independently selected from the group consisting of substituted and unsubstituted C 6 -C 12 aryl groups, and substituted and unsubstituted C 3 -C 12 heteroaryl groups.
9. The compound of claim 1 , wherein each of Ar 1 and Ar 2 is independently selected from the group consisting of phenyl groups, halophenyl groups, C 1 -C 10 alkylphenyl groups, C 1 -C 10 alkoxyphenyl groups, naphthyl groups, halonaphthyl groups, C 1 -C 10 alkylnaphthyl groups, C 1 -C 10 alkoxynaphthyl groups, pyridinyl groups, halopyridinyl groups, C 1 -C 10 alkylpyridinyl groups, C 1 -C 10 alkoxypyridinyl groups, quinolinyl groups, haloquinolinyl groups, C 1 -C 10 alkylquinolinyl groups, C 1 -C 10 alkoxyquinolinyl groups, isoquinolinyl groups, haloisoquinolinyl groups, C 1 -C 10 alkylisoquinolinyl groups, and C 1 -C 10 alkoxyisoquinolinyl groups.
10. The compound of claim 1 , wherein m is 0, and n is 1.
11. The compound of claim 1 , wherein both m and n are 1.
12. The imidazopyridine-based compound of claim 1 , wherein the imidazopyridine based compound is selected from the group consisting of compounds represented by Formulae 1a, 1b, 1c and 1d:
13. The compound of claim 1 , wherein the imidazopyridine-based compound is selected from the group consisting of Compounds 1 through 11: