Printing of organic conductive polymers containing additives

• US 20040021131A1
• Filed: 02/26/2003
• Published: 02/05/2004
• Est. Priority Date: 03/01/2002
• Status: Active Grant

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Gao, Feng, Blanchet-Fincher, Graciela Beatriz
• Granted Patent: US 7,351,357 B2
• Time in Patent Office: Days
• US Class Current: 252/500
• CPC Class Codes: B41M 5/385 characterised by the transferable dyes or pigments infrared absorbing dyes B41M5/465
• CPC Class Codes: B41M 5/392 Additives, other than colour forming substances, dyes or pigments, e.g. sensitisers, transfer promoting agents
• CPC Class Codes: B41M 5/395 Macromolecular additives, e.g. binders
• CPC Class Codes: B82Y 10/00 Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
• CPC Class Codes: C08G 61/122 derived from five- or six-membered heterocyclic compounds, other than imides
• CPC Class Codes: C08G 61/124 with a five-membered ring containing one nitrogen atom in the ring
• CPC Class Codes: C08G 73/1071 Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain
• CPC Class Codes: C08K 5/0008 Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
• CPC Class Codes: C08K 5/0016 Plasticisers
• CPC Class Codes: C08K 5/42 Sulfonic acids; Derivatives thereof
• CPC Class Codes: C08L 2201/04 Antistatic
• CPC Class Codes: C08L 79/02 Polyamines
• CPC Class Codes: C08L 79/04 Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
• CPC Class Codes: H01B 1/12 organic substances organic macromolecular compounds or compositions C08
• CPC Class Codes: H01B 1/122 Ionic conductors
• CPC Class Codes: H01B 1/124 Intrinsically conductive polymers
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes
• CPC Class Codes: H01L 21/288 from a liquid, e.g. electrolytic deposition
• CPC Class Codes: H05K 1/09 Use of materials for the conductive, e.g. metallic pattern
• CPC Class Codes: H05K 3/12 using thick film techniques, e.g. printing techniques to apply the conductive material or similar techniques for applying conductive paste or ink patterns
• CPC Class Codes: H05K 3/1241 : by ink-jet printing or drawing by dispensing
• CPC Class Codes: H10K 71/13 : using printing techniques, e.g. ink-jet printing or screen printing
• CPC Class Codes: H10K 71/60 : Forming conductive regions or layers, e.g. electrodes
• CPC Class Codes: H10K 85/10 : Organic polymers or oligomers
• CPC Class Codes: H10K 85/111 : comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
• CPC Class Codes: H10K 85/211 : Fullerenes, e.g. C60
• CPC Class Codes: H10K 85/221 : Carbon nanotubes
• CPC Class Codes: H10K 85/615 : Polycyclic condensed aromatic hydrocarbons, e.g. anthracene

Abstract

Additives to organic conducting polymers are described which enhance adhesion and resolution of printed films while retaining adequate electrical conductivity. The conductive polymer films are useful in printing conductive portions of thin film transistors such as sources and drains. Additives include surfactants, second macromolecules, plasticizers, and excess sulfonic acids.

Claims

1. A composition comprising:

(a) An organic conducting polymer selected from the group consisting of polyaniline, polythiophene, polypyrrole, and their derivatives, and poly(heteraromic vinylenes), doped with an organic protonic acid with 1 to 30 carbons, such that there are between 0.3 and 2.0 acid molecules for each nitrogen or sulfur in the polymer backbone, said polymer optionally doped with excess organic protonic acid with 1 to 30 carbons such that there are between 0.15 and 1 molecules of the excess organic protonic acid for each nitrogen or sulfur in the polymer; and

(b) plasticizer at a concentration of between 0.01 and 40% by weight.

2. The composition of claim 1 wherein the plasticizer is at a concentration of between 5 and 20% by weight.

3. The composition of claim 1 or claim 2 further comprising 0.1 to 20% by weight of highly acicular conductors.

4. The composition of claim 3 comprising 0.5 to 10% by weight of highly acicular conductors

5. The composition of claim 4 where the highly acicular conductors are carbon nanotubes.

6. The composition of claim 5 where the highly acicular conductors are single wall carbon nanotubes.

7. The composition of claim 5 where the highly acicular conductors are multi-wall carbon nanotubes.

8. The composition of claim 5 where the highly acicular conductors are carbon nanotubes selected from the group consisting of arc grown carbon nanotubes, laser grown nanotubes and high pressure carbon monoxide-grown carbon nanotubes.

9. The composition of any of claim 1 or claim 3 further comprising 0.001 to 1% by weight of a surfactant.

10. The composition of any of claim 1 or claim 3 further comprising 1 to 30% by weight of a second macromolecule.

11. The composition of claim 1 or claim 3 wherein the plasticizer is selected from the group consisting of alkyl or aryl sulfonic acids.

12. The composition of claim 11 wherein the plasticizer is selected from the group consisting of dinonylnaphthalene sulfonic acid, dodecylbenzene sulfonic acid, dibutylnaphthalene sulfonic acid, camphor sulfonic acid, toluene sulfonic acid, and methane sulfonic acid.

13. A method of using the composition of any of claim 1 or claim 3 in an image transfer or printing process selected from the group consisting of laser transfer printing, ink jet printing, microcontact printing, offset printing, and gravure.

14. An electronic device comprising a patterned conductor comprised of the composition of claim 1 or claim 3.

15. The electronic device of claim 14 where the device is selected from the group consisting of an interconnect, a via, a transistor, a source and drain electrode pair, a gate electrode, a backplane, an inductor, a capacitor and a resistor.