Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-10367149-B2
Application number	US-201615770606-A
Country	US
Kind code	B2
Filing date	Oct 27, 2016
Priority date	Oct 27, 2015
Publication date	Jul 30, 2019
Grant date	Jul 30, 2019

Abstract

The present application relates to an organic light emitting device.

First claim

The invention claimed is:

1. An organic light emitting device comprising:
a positive electrode;
a negative electrode provided to face the positive electrode; and
an organic material layer between the positive electrode and the negative electrode,
wherein the organic material layer comprises a light emitting layer,
the organic material layer further includes an electron adjusting layer and an electron transport layer provided between the light emitting layer and the negative electrode,
the electron adjusting layer includes a compound represented by the following Chemical Formula 1, and
the electron transport layer includes a compound represented by the following Chemical Formula 11:

in Chemical Formula 1,
Ar 1 and Ar 2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, and
L 1 is represented by any one of the following Chemical Formulae 2 to 5,

in Chemical Formulae 2 to 5,
a dotted line “ ” is each a moiety bonded to a triazine group or L 2 of Chemical Formula 1,
S 1 to S 4 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group,
p and q are the same as or different from each other, and are each independently an integer of 0 to 6,
r is an integer of 0 to 8,
y is an integer of 0 to 4,
when p, q, r, and y are each an integer of 2 or more, a plurality of S 1 to S 4 are each the same as or different from each other,
L 2 is a direct bond; or a substituted or unsubstituted arylene group,
Ar 3 is represented by a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group including S or O; a substituted or unsubstituted carbazole group; or any one of the following Chemical Formulae 6 to 10, when L 1 is Chemical Formulae 2 to 4,
Ar 3 is represented by a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group including S or O; or any one of the following Chemical Formulae 6 to 10, when L 1 is Chemical Formula 5,

in Chemical Formulae 6 to 10,
X 1 is O, S, or NR,
at least two of X 2 to X 6 are N, and the others are each independently CR′,
R and R′ are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group,
R 1 to R 6 , R 9 , and R 10 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group,
at least one of Y 1 to Y 4 is N, and the others are CR″,
R″ is each independently hydrogen or deuterium,
R 7 and R 8 are directly bonded, or combine with each other to form a substituted or unsubstituted ring,
m, n, t, u, v, and x are each an integer of 0 to 4, w is an integer of 0 to 3, and when m, n, t, u, v, w, and x are each an integer of 2 or more, a plurality of R 1 to R 6 , R 9 , and R 10 are each the same as or different from each other,
s is an integer of 0 to 2, and when s is 2, two R 3 s are the same as or different from each other,
“ ” means a moiety bonded to L 2 of Chemical Formula 1, and the bonding moiety of Chemical Formula 10 is bonded to a ring formed by bonding R 6 , R 9 , R 10 or R 7 , and R 8 ,

in Chemical Formula 11, at least two of X 10 to X 12 are N, and the other is each independently CR″′,
R″′ is hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group,
Ar 4 to Ar 6 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group,
L 3 is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and
l is 1 or 2, and when 1 is 2, Ar 6 s are the same as or different from each other.

2. The organic light emitting device of claim 1 , wherein L 2 is a direct bond; or a substituted or unsubstituted C 6 to C 20 arylene group.

3. The organic light emitting device of claim 1 , wherein Ar 3 is represented by a substituted phenyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted benzofluorenyl group; a substituted or unsubstituted spirobifluorenyl group; a substituted or unsubstituted spirofluoreneindenophenanthrene group; a substituted or unsubstituted dispirofluoreneanthracenefluorene group; a substituted or unsubstituted triphenylene group; a C 4 to C 20 heterocyclic group including S or O; a substituted or unsubstituted carbazole group; or any one of Chemical Formulae 6 to 10, when L 1 is Chemical Formulae 2 to 4, and
Ar 3 is represented by a substituted phenyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted benzofluorenyl group; a substituted or unsubstituted spirobifluorenyl group; a substituted or unsubstituted spirofluoreneindenophenanthrene group; a substituted or unsubstituted dispirofluoreneanthracenefluorene group; a substituted or unsubstituted triphenylene group; a C 4 to C 20 heterocyclic group including S or O; any one of Chemical Formulae 6 to 10, when L 1 is Chemical Formula 5.

4. The organic light emitting device of claim 1 , wherein Ar 3 is a substituted phenyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted benzofluorenyl group; a substituted or unsubstituted spirobifluorenyl group; a substituted or unsubstituted spirofluoreneindenophenanthrene group; a substituted or unsubstituted dispirofluoreneanthracenefluorene group; a substituted or unsubstituted triphenylene group; a substituted or unsubstituted carbazole group; a substituted or unsubstituted pyrimidyl group; a substituted or unsubstituted pyridazinyl group; a substituted or unsubstituted triazinyl group; a substituted or unsubstituted benzocarbazolyl group; a substituted or unsubstituted benzimidazole group; a substituted or unsubstituted benzoxazole group; a substituted or unsubstituted benzothiazole group; a substituted or unsubstituted dibenzofuran group; a substituted or unsubstituted dibenzothiophene group; a substituted or unsubstituted benzonaphthofuran group; or a substituted or unsubstituted benzonaphthothiophene group, when L 1 is Chemical Formulae 2 to 4, and
Ar 3 is a substituted phenyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted benzofluorenyl group; a substituted or unsubstituted spirobifluorenyl group; a substituted or unsubstituted spirofluoreneindenophenanthrene group; a substituted or unsubstituted dispirofluoreneanthracenefluorene group; a substituted or unsubstituted triphenylene group; a substituted or unsubstituted pyrimidyl group; a substituted or unsubstituted pyridazinyl group; a substituted or unsubstituted triazinyl group; a substituted

Assignees

• Lg Chemical Ltd

Inventors

• Han Miyeon
• Lee Dong Hoon
• Huh Jungoh
• Jang Boonjae
• Heo Dong Uk
• Jung Min Woo

Classifications

• C07D235/06

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2 · CPC title

• C07D263/52

  condensed with carbocyclic rings or ring systems · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C07D413/10

  linked by a carbon chain containing aromatic rings · CPC title