Curable composition, cured product, and organic electroluminescent element using same
View Patent ↗Provided are a curable composition for an organic electroluminescent element, which has high light emission efficiency and is applicable to a wet process, a cured product thereof, and an organic electroluminescent element containing the cured product in an organic layer. More specifically, provided are a curable composition containing a compound represented by an indolocarbazole skeleton compound, a cured product obtained by curing the curable composition, and an organic electroluminescent element containing the cured product in an organic layer.
1. An organic electroluminescent element, comprising organic layers between an anode layer and a cathode layer laminated on a substrate, wherein at least one of the organic layers contains a cured product obtained by curing a curable composition containing 5 to 100 mol % of a compound represented by the general formula (1) and 0 to 95 mol % of a compound represented by the general formula (2) with respect to a total number of moles of the compound represented by the general formula) and the compound represented by the general formula (2) defined as 100:
in the formula (1), a ring A represents a heterocycle represented by the formula (1a), the heterocycle being condensed with an adjacent ring at an arbitrary position, R's each represent a hydrogen atom, a C 1 to C 20 alkyl group, a C 1 to C 20 alkoxy group, a C 6 to C 30 aryl group, a C 6 to C 30 aryloxy group, a C 7 to C 36 arylalkyl group, a C 7 to C 36 arylalkyloxy group, a C 3 to C 30 heteroaryl group, a C 3 to C 30 heteroaryloxy group, a C 4 to C 36 heteroarylalkyl group, a C 4 to C 36 heteroarylalkyloxy group, or a C 3 to C 30 cycloalkyl group, and may be identical to or different from one another, Y 1 's each represent a divalent group and may be identical to or different from each other, and W 1 's each independently represent a radically polymerizable group or a cationically polymerizable group selected from the group consisting of a vinyl group, a substituted vinyl group substituted with an alkyl group having 1 to 6 carbon atoms, an epoxy group, and an oxetanyl group, and may be identical to or different from each other; and
in the formula (2), Z represents a C 6 to C 30 aryl group, a C 3 to C 30 heteroaryl group, or a C 12 to C 60 diarylamino group, Y 2 represents a divalent group, and W 2 independently represents a radically polymerizable group or a cationically polymerizable group selected from the group consisting of a vinyl group, a substituted vinyl group substituted with an alkyl group having 1 to 6 carbon atoms, an epoxy group, and an oxetanyl group.
2. An organic electroluminescent element according to claim 1 , wherein the compound represented by the general formula (1) comprises a compound represented by the following formula (3) or (4):
in the formula (3) or (4), Y 1 's and W 1 's each have the same meaning as that in the general formula (1), and R 1 's each have the same meaning as that of each of R's in the general formula (1).
3. An organic electroluminescent element according to claim 1 , wherein Z in the general formula (2) has at least one group represented by the following formula (9) therein:
in the formula (9), Ar 1 and Ar 2 each independently represent a C 6 to C 30 aryl group or a C 3 to C 30 heteroaryl group, and Ar 1 , Ar 2 , and N may form a condensed ring.
4. An organic electroluminescent element according to claim 1 , wherein Z in the general formula (2) has at least one group represented by the following formula (10) or (11) therein:
in the formulae (10) and (11), R 2 's each represent a hydrogen atom, a C 1 to C 20 alkyl group, a C 1 to C 20 alkoxy group, a C 6 to C 30 aryl group, a C 6 to C 30 aryloxy group, a C 7 to C 36 arylalkyl group, a C 7 to C 36 arylalkyloxy group, a C 3 to C 30 heteroaryl group, a C 3 to C 30 heteroaryloxy group, a C 4 to C 36 heteroarylalkyl group, a C 4 to C 36 heteroarylalkyloxy group, or a C 3 to C 30 cycloalkyl group, and may be identical to or different from one another.
5. An organic electroluminescent element according to claim 1 , wherein:
W 1 's and W 2 in the general formulae (1), (1a), and (2) each represent a vinyl group analogue selected from a vinyl group and a substituted vinyl group;
the compound represented by the general formula (1) has two vinyl group analogues; and
the compound represented by the general formula (2) has one vinyl group analogue.
6. An organic electroluminescent element according to claim 1 , wherein the cured product is obtained by curing a curable composition containing 100 mol % of the compound represented by the general formula (1).
7. An organic electroluminescent element according to claim 1 , wherein the organic layer containing the cured product comprises a hole transport layer.