Stock material or miscellaneous articles – Composite – Of inorganic material
Reexamination Certificate
2000-06-13
2001-12-11
Kelly, Cynthia H. (Department: 1774)
Stock material or miscellaneous articles
Composite
Of inorganic material
C428S917000, C428S704000, C313S504000, C313S506000, C252S301160, C252S301350, C257S040000, C257S103000
Reexamination Certificate
active
06329086
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to electroluminescent (EL) devices having arylamine polymers.
BACKGROUND OF THE INVENTION
Electroluminescent (EL) devices such as light emitting diode (LED) are opto-electronic devices which radiate light on the application of an electrical field. Organic materials including both polymers and small molecules have been used to fabricate LEDs. LEDs fabricated from these materials offer several advantages over other technologies, such as simpler manufacturing, low operating voltages, and the possibility of producing large area and full-color displays. Organic polymers generally offer significant processing advantages over small molecules especially for large area EL display because polymer films can be easily produced by casting from solutions.
Conjugated polymers such as poly(phenylvinylene) (PPV) were first introduced as EL materials by Burroughes et al in 1990 (Burroughes, J. H.
Nature
1990, 347, 539-41). Other conjugated polymers include polydialkylfluorene (PF) (Ohmori, Y. et al
Jpn. J. Appl. Phys. Part
2 1991, 20, L1941-L1943), poly(p-phenylene) (PPP) (Grem, G. et al
Adv. Mater
. 1992, 4, 36-7), and poly(thiophene). However, PPVs and their derivatives are among the most studied conjugated polymers because of their great potential applications in various areas including LED, photodiodes, organic transistors, and solid state laser materials. Electron donor such as alkoxy substituted PPVs show higher efficiencies than unsubstituted ones in LED applications. Amine groups are stronger electron donors than alkoxy groups, and amino-substituted PPVs have also been prepared to investigate the effect of amino groups on the LED efficiencies. However, only dialkylamines have been incorporated into PPV as substitutents (Stenger-Smith, J. D. et al
Macromolecules
1998, 31, 7566-7569). It is known that dialkylamino groups are susceptible to oxidation.
SUMMARY OF THE INVENTION
It is an object of the present invention to provide luminescent polymeric materials useful for polymer EL devices.
It is a further object of the present invention to provide various energy bandgap luminescent polymers which emit broad range of color.
These objects are achieved in an electroluminescent device which comprises an anode, a cathode, and a polymer luminescent material disposed between the anode and cathode, the polymeric luminescent material having aryl amine moiety has the molecular formula:
wherein:
R
1
and R
2
are independently hydrogen, alkyl group of from 1 to 24 carbon atoms, or aryl or substituted aryl of from 6 to 40 carbon atoms, or heteroaryl or substituted heteroaryl of from 4 to 40 carbons, or a cyano group;
Ar
1
, Ar
2
, Ar3, Ar4, and Ar are each individually aryl or substituted aryl of from 6 to 40 carbon atoms; or a heteroaryl or substituted heteroaryl of from 4 to 40 carbons, or combinations thereof.
The present invention provides light-emitting materials with a number of advantages that include good solubility, efficiency and stability. The emitting color of the polymer can be easily tuned by the incorporation of desired Ar group. Furthermore, other electro-optical properties can also be tuned with Ar group.
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patent: 5429884 (1995-07-01), Namiki et al.
patent: 5776622 (1998-07-01), Hung et al.
patent: 5904990 (1999-05-01), Stenger-Smith et al.
patent: 5935721 (1999-08-01), Shi et al.
patent: 5972247 (1999-10-01), Shi et al.
Son, Luminescence Enhancement by the Introduction of Disorder into Poly(p-phenylene vinylene), Science, vol. 269, Jul. 21, 1995, pp. 376-378.
Stenger-Smith et al, Synthesis and Characterization of Poly(2,5-bis(N-methyl-N-hexylamino)phenylene vinylene), a Conjugated Polymer for Light-Emitting Diodes, Macromolecules, 1998, 31, 7566-7569.
Grem et al, Realization of a Blue-Light-Emitting Device using Poly(p-phenylene), Advanced Materials, 1992, No. 1, pp. 36-37.
Ohmori et al, Blue Electroluminescent Diodes Utilizing Poly(alkylfluorene), Japanese Journal of Applied Physics, vol. 30, No. 11B, Nov. 1991, pp. L-1941-1943.
Burroughes et alk, Light-Emitting diodes basedon conjugated polymers, Nature, vol. 347, Oct. 11, 1990, pp. 539-541.
Shi Jianmin
Zheng Shiying
Eastman Kodak Company
Kelly Cynthia H.
Owens Raymond L.
Xu Ling
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