Solvay USA Inc.

Plextronics, Inc.

Nissan Chemical Industries Limited

Hercules Corporation

University of Connecticut

Nissan Chemical Corporation

Venkataramanan Seshadri

Christopher T Brown

Mathew Mathai

Brian Edward Woodworth

Jing Wang

Neetu Chopra

Christopher R Knittel

Darin W Laird

Christopher Greco

Edward S Yang

Elena E Sheina

Jessica Benson-Smith

Gregory Allen Sotzing

Chad A Landis

Troy D Hammond

Charles Joseph Wasserman

Lisa Pattison

Chris T Brown

Matthew K Mathai

Biswajit Ghosh

Byoungchul Lee

Samuel M Mazza

Mark A Bower

Darin Laird

Brian Woodworth

Chad Landis

Christoper T Brown

Christopher Tyler Brown

An aqueous primer coating composition to a substrate comprises an aqueous cationic polyurethane and an aqueous polymer of oxazoline or N-vinylpyrrolidone. Also disclosed is a method applying the coating composition to the substrate and an electrophotographical printing medium coated with the coating composition.

Aqueous primer coating composition and use

A composition comprising: at least one compound comprising a hole transporting core, wherein the core is covalently bonded to a first arylamine group and also covalently bonded to a second arylamine group different from the first, and wherein the compound is covalently bonded to at least one intractability group, wherein the intractability group is covalently bonded to the hole transporting core, the first arylamine group, the second arylamine group, or a combination thereof, and wherein the compound has a molecular weight of about 5,000 g/mole or less. Blended mixtures of arylamine compounds, including fluorene core compounds, can provide good film formation and stability when coated onto hole injection layers. Solution processing of OLEDs is a particularly important application.

Hole transport compositions and related devices and methods (I)

A method including combining at least one first compound in a neutral form with at least one ionic dopant in a first solvent system to provide a first doped reaction product, isolating the first doped reaction product in solid form, and combining the isolated first doped reaction product with at least one conjugated polymer in neutral form in a second solvent system to form a second doped reaction product including an oxidized form of the conjugated polymer a neutral form of the first compound is described. Advantages include better stability, ease of use, and lower metal content. Applications include organic electronic devices including OLEDs.

Doping methods for hole injection and transport layers

A composition comprising: at least one conjugated polymer, at least one second polymer comprising repeat units represented by: (I) optionally, &#x2014;[CH&#x2014;CH(Ph-OH)]&#x2014; and (II) &#x2014;[CH&#x2014;CH(Ph-OR)]&#x2014; wherein Ph is a phenyl ring and R comprises a fluorinated group, an alkyl group, an alkylsulfonic acid group, an alkylene oxide group, or a combination thereof is described. Other polymers can be used as second polymer including polymers comprising modified naphthol side groups. Used in hole injection and hole transport layers for organic electronic devices. Increased lifetime and better processability can be achieved. Versatility with useful OLED emitters can be achieved. Ink formulations can be adapted for ink jet printing. The conjugated polymer can be a polythiophene. Applications include OLEDs and OPVs.

Modified planarizing agents and devices

Use of certain materials in hole injection layer and/or hole transport layer can improve operational lifetimes in organic devices. Polymers having fused aromatic side groups such as polyvinylnaphthol polymers can be used in conjunction with conjugated polymers. Inks can be formulated and cast as films in organic electronic devices including OLEDs, SMOLEDs, and PLEDs. One embodiment provides a composition comprising: at least one conjugated polymer, and at least one second polymer different from the conjugated polymer comprising at least one optionally substituted fused aromatic hydrocarbon side group. The substituent can be hydroxyl. Aqueous-based inks can be formulated.

Planarizing agents and devices

Improved OLED devices and methods of making the same using vertical phase separation to simplify processing. Vertically phase separated material can include at least one lower first layer disposed on the electrode, and at least one upper second layer different from the first layer and disposed away from the electrode or optionally on one layer comprising at least one semiconducting organic material. The first layer can be enriched with at least one first semiconducting organic material (SOM 1) and the second layer can be enriched with at least one second semiconducting organic material (SOM 2) different from the SOM 1. The ink composition can be adapted so that the film vertically phase separates into the first and second layers. Compositions and devices are also embodied herein.

Vertically phase-separating semiconducting organic material layers

Compositions for use in hole transporting layers (HTLs) or hole injection layers (HILs) are provided, as well as methods of making the compositions and devices fabricated from the compositions. OLED devices can be made. The compositions comprise at least one conductive conjugated polymer, at least one semiconducting matrix component that is different from the conductive conjugated polymer, and an optional dopant, and are substantially free of an insulating matrix component.

Charge injection and transport layers

Copolymers of 3,4-dialkoxythiophenes are disclosed that are useful as electronics materials. Also disclosed are methods of making these copolymers, as well as compositions and devices incorporating them. Use of these materials in hole injection or hole transport layers is disclosed. Materials comprising these copolymers can be designed to provide solubility in some solvents and intractability in others, which is useful for the construction of multilayer materials for use in electronic devices.

Copolymers of 3,4-dialkoxythiophenes and methods for making and devices

Conducting polymer systems for hole injection or transport layer applications including a composition comprising: a water soluble or water dispersible regioregular polythiophene comprising (i) at least one organic substituent, and (ii) at least one sulfonate substituent comprising sulfonate sulfur bonding directly to the polythiophene backbone. The polythiophene can be water soluble, water dispersible, or water swellable. They can be self-doped. The organic substituent can be an alkoxy substituent, or an alkyl substituent. OLED, PLED, SMOLED, PV, and ESD applications can be used.

Sulfonation of conducting polymers and OLED, photovoltaic, and ESD devices

A sulfonated polymer comprising a 3-substituted fused thienothiophene repeat unit, a composition comprising the polymer, a method of making the polymer, and a device comprising the polymer. The polymers can be used in hole injection or hole transport layers, or other applications in organic electronic devices.

Sulfonated polythiophenes comprising fused ring repeat units

Use of certain materials in hole injection or hole transport layers can improve the operational lifetimes in organic electronic devices. Compositions comprising a doped conjugated polymer, doped with a redox dopant, including iodonium salt, can increase lifetimes. Inks can be formulated and cast as films in organic electronic devices including OLEDs, PHOLEDs, and OPVs. One embodiment provides a composition with a conjugated polymer doped with a redox dopant. Non-aqueous based inks can be formulated. Iodonium salts can be used.

Doped conjugated polymers, devices, and methods of making devices

An improved polymerization method including a method comprising providing a reaction mixture comprising a first monomer, an organic oxidant, and at least one Lewis acid or Br&#xf6;nsted acid, wherein the first monomer comprises at least one optionally substituted heterocyclic ring, wherein the heterocyclic ring comprises at least one heteroatom; and reacting the reaction mixture to obtain a conjugated polymer. The method can reduce the content of undesirable entities in the polymer such as halogens and metals, which can be useful in organic electronic device applications. Purification methods also are adapted to remove organic and inorganic impurities.

Synthesis of conjugated polymers via oxidative polymerization and related compositions

Polymers comprising a backbone comprising at least one arylamine repeat moiety and at least one linking moiety, wherein the linking moiety does not comprise an aryl moiety. Ink formulations and organic electronic devices such as OLEDs or OPVs can be formed from the polymers and doped polymers. The polymers can be used in a hole injection layer, hole transport layer, a hole extraction layer, or as a host material in an emissive layer. Improved stability can be achieved in organic electronic devices such as OLEDs and OPVs.

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Pittsburgh, PA, United States of America

Venkataramanan Seshadri