IP Library Granted Patent US 7,718,734
Granted Patent B2
US 7,718,734 · App. 10/539,745 · Granted May 18, 2010

Organic semiconducting materials

Assignee: Merck Patent GmbH
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Quick Facts
Patent No.
US 7,718,734
App. No.
10/539,745
Granted
May 18, 2010
Kind
B2
Abstract

A composition for use as an organic semiconducting (OSC) material, the composition comprising: (i) at least one higher molecular weight organic semiconducting compound having a number average molecular weight (M n ) of at least 5000, and (ii) at least one lower molecular weight organic semiconducting compound having a number average molecular weight (M n ) of 1000 or less. Use of the composition in an electronic device, e.g. FET or OLED.

Claims (28)

1. A composition comprising: (i) at least one higher molecular weight organic semiconducting compound having a number average molecular weight (M) of at least 5000, and (ii) at least one lower molecular weight organic semiconducting compound having a number average molecular weight (M) of 1000 or less, whereby the composition functions as a organic semiconducting material, and wherein both the higher and lower molecular weight semiconducting compounds are present in the composition in the relative proportions 30:70-70:30 parts by weight, and at least the higher molecular weight semiconducting compound has a charge carrier mobility, μ, of at least 10 −4 cm 2 /V.s.

2. A composition as claimed in claim 1 wherein the M of the higher molecular weight semiconducting compound is at least 7000.

3. A composition as claimed in claim 2 wherein the M of the lower molecular weight semiconducting compound is at least 150.

4. A composition as claimed in claim 1 wherein both the higher and lower molecular weight semiconducting compounds have a charge carrier mobility, μ, of at least 10 −4 cm 2 /V.s.

5. A composition as claimed in claim 1 wherein said charge carrier mobility, μ, is at least 10 −4 cm 2 /V.s.

6. A composition as claimed in claim 1 wherein the lower molecular weight semiconducting compound comprises either an oligomer having a number of repeat units, n, in the range 2-5, or a non-oligomeric molecule where n=1.

7. A composition as claimed in claim 6 wherein the lower molecular weight semiconducting compound contains one or more of arylamine, fluorene, and/or thiophene groups.

8. A composition as claimed in claim 7 wherein the lower molecular weight semiconducting compound has a Formula 1:

wherein Ar 1 , Ar 2 and Ar 3 , which may be the same or different, each represent, independently if in different repeat units, an aromatic group (mononuclear or polynuclear) optionally substituted by at least one optionally substituted C 1-40 hydrocarbyl group and/or at least one other optional substituent and n=1 to 4.

9. A composition as claimed in claim 1 wherein the higher molecular weight semiconducting compound comprises a conjugated polymer.

10. A composition as claimed in claim 9 wherein the higher molecular weight semiconducting compound comprises a polymer being either a homo-polymer or copolymer, including a block-copolymer, containing one or more of arylamine, fluorene, thiophene and/or optionally substituted aryl groups.

11. A composition as claimed in claim 10 wherein the polymer is a homo-polymer or copolymer, including a block-copolymer, containing arylamine and/or fluorene units.

12. A composition as claimed in claim 10 wherein the polymer is a homo-polymer or copolymer, including block-copolymer, containing fluorene and/or thiophene units.

13. A composition as claimed in claim 10 wherein the polymer is an arylamine group containing polymer having a Formula 11 wherein Formula 11 is the same as Formula 1 except that n is at least 5.

14. A composition as claimed in claim 13 wherein n is at least 20.

15. A composition as claimed in claim 1 wherein the higher and lower molecular weight semiconducting compounds each contain one or more of the following groups in common: arylamine, fluorene and/or thiophene.

16. A composition as claimed in claim 15 comprising at least one compound of Formula 1 where n=1 or 2 as the lower molecular weight compound and at least one compound of Formula 11 where n is at least 20 as the higher molecular weight compound.

17. A composition as claimed in claim 1 further comprising a binder resin.

18. In an electronic device containing an organic semiconducting material, the improvement wherein the organic semiconducting material is a composition according to claim 1 .

19. An electronic device, containing a layer comprising a composition according to claim 1 .

20. A device as claimed in claim 19 wherein the layer is deposited on a part of the electronic device by solution coating.

21. A device as claimed in claim 19 wherein the layer is deposited on a part of the electronic device by one of the following coating or printing techniques: dip coating, roller coating, reverse roll coating, bar coating, spin coating, gravure coating, lithographic coating (including photolithographic processes), ink jet coating (including continuous and drop-on-demand, and fired by piezo or thermal processes), screen coating, spray coating and/or web coating.

22. A device as claimed in claim 19 wherein the layer is deposited by first depositing one of the higher and lower molecular weight compounds followed by depositing the other of the higher and lower molecular weight compounds and allowing the higher and lower molecular weight compounds to diffuse into each other to form the composition.

23. A device as claimed in claim 19 wherein the layer is used as a semiconducting layer in one of the following electronic devices: field effect transistor (FET), organic light emitting diode (OLED), photodetector, chemical detector, photovoltaic cell, capacitor or memory.

24. A device as claimed in claim 19 wherein the layer is used as a semiconducting layer in a field effect transistor (FET).

25. In an electrophotographic apparatus containing an organic semiconducting material, the improvement wherein the organic semiconducting material is a composition according to claim 1 .

26. In an electronic device containing an organic semiconducting materials, the improvement wherein the organic semiconducting material is a composition according to claim 1 .

27. A composition according to claim 1 , wherein the higher and lower molecular weight semiconducting compounds each contain one or more of the following groups in common: arylamine, fluorine and/or thiophene groups.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 17, 2023
From: FLEXENABLE LTD.
To: FLEXENABLE TECHNOLOGY LIMITED
Reel/Frame 064279/0813 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2023
From: MERCK PATENT GMBH
To: FLEXENABLE LTD.
Reel/Frame 063907/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2006
From: VERES, JANOS; BROOKES, PAUL CRAIG; WILLIAMS, RICHARD THOMAS; OGIER, SIMON DOMINIC; MOHIALDIN-KHAFFAF, SOAD; LEEMING, STEPHEN WILLIAM
To: MERCK PATENT GMBH
Reel/Frame 017795/0302 →
Priority Claims (2)
GB 0229660.6 · Dec 20, 2002 · national
GB 0310588.9 · May 8, 2003 · national
Continuity (1)
Related Publication 20060155040A1 · Jul 13, 2006