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"Synthesis of Four Coordinated Palladium Complexes and Their Applications in Light Emitting Devices Thereof" in Patent Application Approval Process

May 15, 2014



By a News Reporter-Staff News Editor at Politics & Government Week -- A patent application by the inventors Li, Jian (Phoenix, AZ); Turner, Eric (Phoenix, AZ), filed on December 31, 2013, was made available online on May 1, 2014, according to news reporting originating from Washington, D.C., by VerticalNews correspondents.

This patent application has not been assigned to a company or institution.

The following quote was obtained by the news editors from the background information supplied by the inventors: "The present disclosure relates to palladium complexes which are capable of absorbing and/or emitting light and are thus useful as an emissive or absorption material in a device.

"Compounds capable of absorbing and/or emitting light are ideally suited for use in a wide variety of optical and electro-optical devices, including photo-absorbing devices such as solar and photo-sensitive devices, photo-emitting devices, such as organic light emitting diodes (OLEDs), or devices capable of both photo-absorption and emission. Much research has been devoted to the discovery and optimization of organic and organometallic materials for use in optical and electro-optical devices. Generally, research in this area aims to accomplish a number of goals, including improvements in absorption and emission efficiency, as well as improvements in processing ability, among others.

"Despite significant advances in research devoted to optical and electro-optical materials, many current devices comprising organic or organometallic materials have yet to be optimized Many materials currently used in optical and electro-optical devices have a number disadvantages, including poor processing ability, inefficient emission or absorption, and less than ideal stability, among others. Thus, a need exists for new materials which exhibit improved performance in optical and electro-optical devices. This need and other needs are satisfied by the compositions and methods of the present invention."

In addition to the background information obtained for this patent application, VerticalNews journalists also obtained the inventors' summary information for this patent application: "The present invention relates to palladium complexes that exhibit photo-absorption and photo-emission, to methods of making such compounds, and to applications thereof, including optical devices comprising the compounds.

"In one embodiment, the compounds are represented by the formula:

"##STR00001##

"wherein each R.sup.1 and R.sup.2 in (R.sup.1).sub.2 and (R.sup.2).sub.2 independently represents hydrogen, optionally substituted C.sub.1-C.sub.4 alkyl, halogen, hydroxyl, amino, nitro, or thiol;

"R.sup.3 represents methyl, ethyl, propyl, or butyl;

"Y.sup.1a represents O, S, NR.sup.4a, wherein R.sup.4a represents optionally substituted C.sub.1-C.sub.4 alkyl; Si(R.sup.4b).sub.2, wherein each R.sup.4b in (R.sup.4b).sub.2 independently represents optionally substituted C.sub.1-C.sub.4 alkyl; or C(R.sup.4c).sub.2, wherein each R.sup.4c in (R.sup.4c).sub.2 represents hydrogen or optionally substituted C.sub.1-C.sub.4 alkyl;

"n is an integer 0 or 1;

"Y.sup.1b when present, represents O, S, NR.sup.5a, wherein R.sup.5a represents optionally substituted C.sub.1-C.sub.4 alkyl; Si(R.sup.5b).sub.2, wherein each R.sup.5b in (R.sup.5b).sub.2 independently represents optionally substituted C.sub.1-C.sub.4 alkyl; or C(R.sup.5c).sub.2, wherein each R.sup.5c in (R.sup.5c).sub.2 represents hydrogen or optionally substituted C.sub.1-C.sub.4 alkyl;

"each of Y.sup.2a, Y.sup.2b, Y.sup.2c, and Y.sup.2d independently represents N, NR.sup.6a, or CR.sup.6b, wherein each of R.sup.6a and R.sup.6b independently represents hydrogen, optionally substituted C.sub.1-C.sub.4 alkyl, halogen, hydroxyl, amino, nitro, or thiol;

"each Of Y.sup.3a, Y.sup.3b, Y.sup.3c, Y.sup.3d, Y.sup.3e, Y.sup.4a, Y.sup.4b, Y.sup.4c, and Y.sup.4d independently represents N, O, S, NR.sup.6a, CR.sup.6b, wherein each of R.sup.6a and R.sup.6b independently represents hydrogen or optionally substituted C.sub.1-C.sub.4 alkyl; or Z(R.sup.6c).sub.2, wherein Z is C or Si, and wherein each R.sup.6c in (R.sup.6c).sub.2 independently represents hydrogen or optionally substituted C.sub.1-C.sub.4 alkyl;

"wherein m is an integer 1 or 2;

"wherein the open dotted circle

"##STR00002##

"indicates partial or full unsaturation of the ring with which it is associated;

"provided that if m is 1, each of Y.sup.2a and Y.sup.2d is CH and each of Y.sup.2b and Y.sup.2c is N, then at least one of Y.sup.4a, Y.sup.4b, Y.sup.3a, or Y.sup.3d is not N; and

"provided that if n is 0, m is 2, each of Y.sup.2a and Y.sup.2d is CH, and each of Y.sup.2b and Y.sup.2c is N, then at least one of Y.sup.3b or Y.sup.3c is not N.

"Also disclosed are optical devices, such as organic light emitting devices and luminescent display devices that comprise one or more compounds of the invention as a functional material, such as a light-emitter or absorber, or both.

BRIEF DESCRIPTION OF THE FIGURES

"The accompanying figures, which are incorporated in and constitute a part of this specification, illustrate several aspects and together with the description serve to explain the principles of the invention.

"FIG. 1 is a drawing of a cross-section of an exemplary organic light-emitting diode (OLED).

"FIG. 2 is a photoluminescence spectrum produced from a specific embodiment, 2-(3-(pyridin-2-yl)phenoxy)-6-(pyridin-2-yloxy)phenyl]Pd(II) (Pd003) taken in degassed dichloromethane at room temperature, wherein the quantum yield was about 0.1 and the luminescence lifetime was about 11 .mu.sec. The chemical structure of Pd003 is also illustrated in the inset.

"FIG. 3 is a photoluminescence spectrum produced from a specific embodiment, 2-(3-(pyridin-2-yl)phenoxy)-6-(pyridin-2-yloxy)phenyl]Pd(II) (Pd003) doped into a polymethylmethacrylate (PMMA) thin film at room temperature, which shows a thin film photoluminescence quantum yield over 70%.

"FIG. 4 illustrates (A) a specific embodiment, and (B) a photoluminescence spectrum of the same in a solution of dichloromethane, obtained at room temperature wherein the quantum yield was about 0.16 and the luminescent lifetime was about 30 nsec.

"FIG. 5 illustrates (A) a specific embodiment, (B) an electroluminescent spectrum from a OLED device comprising the specific embodiment, (C) a plot of external quantum efficiency vs. current density for a Pd003 based device, and (D) a current vs. voltage plot at a 1% doping level.

"Additional aspects of the invention will be set forth in part in the description which follows, and in part will be obvious from the description, or can be learned by practice of the invention. The advantages of the invention will be realized and attained by means of the elements and combinations particularly pointed out in the appended claims. It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not restrictive of the invention, as claimed."

URL and more information on this patent application, see: Li, Jian; Turner, Eric. Synthesis of Four Coordinated Palladium Complexes and Their Applications in Light Emitting Devices Thereof. Filed December 31, 2013 and posted May 1, 2014. Patent URL: http://appft.uspto.gov/netacgi/nph-Parser?Sect1=PTO2&Sect2=HITOFF&u=%2Fnetahtml%2FPTO%2Fsearch-adv.html&r=1672&p=34&f=G&l=50&d=PG01&S1=20140424.PD.&OS=PD/20140424&RS=PD/20140424

Keywords for this news article include: Gases, Patents, Hydrogen, Palladium, Nanotechnology, Inorganic Chemicals, Transition Elements, Emerging Technologies, Organometallic Organosol.

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