Electroluminescent device

• US 5,153,073 A
• Filed: 06/28/1991
• Issued: 10/06/1992
• Est. Priority Date: 07/06/1990
• Status: Expired due to Fees

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: Takahashi, Toshihiko, Kawamura, Fumio, Shimada, Tomoyuki, Ohta, Masafumi, Sakon, Yohta, Ohnuma, Teruyuki
• Primary Examiner(s): Sluby, P. C.
• Application Number:
  US07/723,375
• Time in Patent Office: 466 Days
• Field of Search: 428/515, 428/461, 428/917, 428/412, 428/463, 428/441, 428/476.3, 428/442, 313/504, 313/503, 313/506
• US Class Current: 428/461
• CPC Class Codes: B32B 15/08 of synthetic resin
• CPC Class Codes: B32B 2307/422 Luminescent, fluorescent, phosphorescent
• CPC Class Codes: B32B 2311/00 Metals, their alloys or their compounds
• CPC Class Codes: B32B 2325/00 Polymers of vinyl-aromatic compounds, e.g. polystyrene
• CPC Class Codes: B32B 7/12 using interposed adhesives or interposed materials with bonding properties
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 2102/103 comprising indium oxides, e.g. ITO
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/633 comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/6565 Oxadiazole compounds
• CPC Class Codes: Y10S 428/917 Electroluminescent
• CPC Class Codes: Y10T 428/31507 Of polycarbonate
• CPC Class Codes: Y10T 428/31645 Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31649 Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/31692 Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31699 Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/3175 Next to addition polymer from unsaturated monomer[s]
• CPC Class Codes: Y10T 428/31909 Next to second addition polymer from unsaturated monomers

Abstract

Disclosed herein is an electroluminescent device comprising an anode and a cathode and one or plurality of organic compound layer sandwiched therebetween, at least one of the organic compound layers being composed of an organic compound represented by the general formula (I): ##STR1## (wherein A¹ and A² each represents a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group which may be identical or different with each other, Ar represents a substituted or unsubstituted pyrenyl group and n represents 1 or 2).

Claims

1. An electroluminescent device comprising a anode and a cathode and at least one organic compound layer sandwiched therebetween, at least one organic compound layer being composed of an organic compound of the general formula (I):

##STR10## wherein A¹ and A² each represents;

(a) an alkyl group;

(b) an alkyl group substituted with a hydroxy group, cyano group, (C₁ -C₁₀) alkoxy group, phenyl group, halogen atom, or phenyl group substituted with (C₁ -C₁₂) alkyl group or (C₁ -C₁₂) alkoxy group;

(c) an aryl group;

or

(d) an aryl group substituted with a halogen atom, trifluoromethyl group, cyano group, nitro group, a substituted or unsubstituted (C₁ -C₂₀) alkyl group, a substituted or unsubstituted (C₁ -C₂₀) alkoxy group, a substituted or unsubstituted (C₁ -C₂₀) alkylthio group, a substituted or unsubstituted aryloxy group;

##STR11## wherein R² and R³ represent independently a hydrogen atom, a substituted or unsubstituted (C₁ -C₂₀) alkyl group, an aryl group or an acyl group, or join together with a carbon atom on an aryl group or nitrogen atom;

a --COOR⁴ group wherein R⁴ represents a substituted or unsubstituted (C₁ -C₂₀) alkyl group or a substituted or unsubstituted aryl group, ##STR12## wherein R², R³ and R⁴ represent the same meaning defined-above, provided that R² and R³ do not join with a carbon atom on the aryl group;

or an alkylenedioxy group, and A¹ and A² may be identical to or difference from each other;

Ar represents a substituted or unsubstituted pyrenyl group;

and n represents 1 or 2.

2. An electroluminescent device according to claim 1, wherein n in the general formula (I) is 2.

3. An electroluminescent device according to claim 1, wherein at least one of A¹ and A² in the general formula (I) represents a substituted aryl group.

4. An electroluminescent device according to claim 3, wherein at least one of A¹ and A² in the general formula (I) represents an aryl group substituted with (C₁ -C₂₀) alkyl or (C₁ -C₂₀) alkoxy group.

5. An electroluminescent device according to claim 1, wherein the alkyl group of A¹ and A² in the general formula (I) is a linear or branched alkyl group having 1 to 20 carbon atoms.

6. An electroluminescent device according to claim 1, wherein the aryl group of A¹ and A² in the general formula (I) is monocyclic aromatic group, polycarbocyclic aromatic group, or heterocyclic aromatic group.

7. An electroluminescent device according to claim 1, wherein the substituent of the aryl group of A¹ and A², and the pyrenyl group of Ar in the general formula (I) is a halogen atom, trifluoromethyl group, cyano group, nitro group, a substituted or unsubstituted (C₁ -C₂₀) alkyl group, a substituted or unsubstituted (C₁ -C₂₀) alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted (C₁ -C₂₀) alkylthio group, ##STR13## wherein R² and R³ represent independently hydrogen atom, a substituted or unsubstituted (C₁ -C₂₀) alkyl group, acyl group or aryl group;

or join together with carbon atom on aryl group or nitrogen atom, --COOR⁴ wherein R⁴ represents a substituted or unsubstituted (C₁ -C₂₀) alkyl group, or a substituted or unsubstituted aryl group, --COR⁴, --SO₂ R⁴, ##STR14## wherein R², R³ and R⁴ represent the same meanings defined-above, provided that R² and R³ do not join with carbon atom on aryl group, or alkylenedioxy group.

8. An electroluminescent device according to claim 1, wherein the organic compound represented by the general formula (I) is selected from the group consisting of:

##STR15##