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Soluble conjugated polymers

a conjugated polymer and polymer technology, applied in the direction of electrical equipment, basic electric elements, solid-state devices, etc., can solve the problems of interfacial mixing, interfacial mixing, and disruption of the orientation/structure/geometry of the desired devi

Inactive Publication Date: 2006-11-02
RGT UNIV OF CALIFORNIA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

Enables the creation of multilayer devices with improved electron injection and transport properties, reduced turn-on voltage, higher brightness, and enhanced luminous efficiency, while maintaining reproducibility and cost-effectiveness in manufacturing.

Problems solved by technology

One limitation on manufacturing processes involving semiconducting polymers is the difficulties in preparing multilayer materials.
However, because most conjugated polymers are soluble in organic and / or nonpolar media, depositing a solution of one conjugated polymer onto a previously deposited layer of another conjugated polymer can solubilize it and result in interfacial mixing.
This can lead to disruption of the desired device orientation / structure / geometry, process irreproducibility, and reduced efficiency of resulting devices.
Thus traditional manufacturing methods for multilayer devices typically involve only one solution processing step for depositing polymers, with remaining layers deposited by more problematic methods, including sputtering, thermal vapor deposition, and chemical deposition methods, which can be more costly and less controllable.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

Fabrication of PLEDs

[0103] The water soluble conjugated copolymer, poly{[9,9-bis(6′-(N,N,N-trimethylammonium)hexyl)-fluorine-2,7-diyl]-alt-[2,5-bis(p-phenylene)-1,3,4-oxadiazole]}(PFON+(CH3)3I−-PBD) was synthesized using the palladium catalyzed Suzuki coupling reaction[13,14] and used as an electron transport layer (ETL). Poly(9,9-dihexylfluorene-co-benzothiadiazole) (PFO-BT) was also synthesized using the Suzuki coupling reaction.[15] Poly(9,9-dioctyfluorenyl-2,7-diyl) (PFO) and poly[2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylene vinylene] (MEH-PPV) were purchased from American Dye Source, Inc. (Canada). The molecular structures of PFO, PFO-BT, MEH-PPV and PFON+(CH3)3I−-PBD are shown below:

[0104] The HOMO (highest occupied molecular orbital) and LUMO energy levels are shown in FIG. 1 (the work functions of poly(3,4-ethylene dioxythiophene):poly(styrene sulfonic acid) (PEDOT:PSS) and barium are also shown for comparison). PEDOT:PSS on indium tin oxide (ITO) was used as the hole-inje...

example 2

Characterization of PLEDs Comprising a Water-Soluble CCP

[0105]FIG. 2 shows the current density vs. voltage and brightness vs. voltage characteristics of devices made using PFO with and without the ETL. The PFO / ETL devices turned on at ˜3V (the turn-on voltage is defined as the voltage at the brightness of 0.1 cd / m2), whereas the turn-on voltage is at ˜5V for PFO devices made without the ETL.[18] At 6 V, the luminance (L) obtained from the PFO / ETL devices is L=3450 cd / m2, compared to L=30 cd / m2 for devices without the ETL.

[0106] Similar improvements were observed from the devices made with green and red emitting conjugated polymers. For MEH-PPV / ETL devices, L=5600 cd / m2 at 5 V compared to L=3550 cd / m2 for similar devices fabricated without the ETL. Therefore, the addition of the ETL results in lower turn-on voltage and higher brightness.

[0107] The dramatic improvement in brightness and the reduced turn-on voltage result from improved electron injection (there is a good match of th...

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Abstract

Methods, compositions and articles of manufacture involving soluble conjugated polymers are provided. The conjugated polymers have a sufficient density of polar substituents to render them soluble in a polar medium, for example water and / or methanol. The conjugated polymer may desirably comprise monomers which alter its conductivity properties. In some embodiments, the inventors have provided cationic conjugated polymers (CCPs) comprising both solubilizing groups and conductive groups, resulting in conductive conjugated polymers soluble in polar media. The different solubility properties of these polymers allow their deposition in solution in multilayer formats with other conjugated polymers. Also provided are articles of manufacture comprising multiple layers of conjugated polymers having differing solubility characteristics. Embodiments of the invention are described further herein.

Description

CROSS REFERENCE TO RELATED APPLICATIONS [0001] This application claims the benefit of U.S. Provisional Applications No. 60 / 607,155, filed Sep. 3, 2004.TECHNICAL FIELD [0002] This invention relates to soluble conjugated polymers. BACKGROUND OF THE INVENTION [0003] Polymeric semiconductors have been incorporated into a wide array of electronic, optical and optoelectronic materials and devices. One limitation on manufacturing processes involving semiconducting polymers is the difficulties in preparing multilayer materials. Solution processing is one of the simplest, most economical, and most controllable methods for depositing layers of a conjugated polymer of interest. However, because most conjugated polymers are soluble in organic and / or nonpolar media, depositing a solution of one conjugated polymer onto a previously deposited layer of another conjugated polymer can solubilize it and result in interfacial mixing. This can lead to disruption of the desired device orientation / structu...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08F297/02H10K99/00
CPCC08F8/44C08F257/00H01L51/5048H01L51/0043H01L51/0039C08F279/02C08F287/00C08F289/00C08F291/00C08G61/02C08G61/123C08G61/124C08G61/125C08G61/126C08G73/00C08G73/06C08G73/08C08L51/006C08L51/04H01L51/0034H01L51/0035H01L51/0036H01L51/0037H01L51/0038C08L2666/02H10K85/10H10K85/114H10K85/115H10K85/111H10K85/1135H10K85/151H10K85/113H10K50/14
Inventor BAZAN, GUILLERMO C.LIU, BIN
Owner RGT UNIV OF CALIFORNIA