IP Library Granted Patent US 8,945,425
Granted Patent B2
US 8,945,425 · App. 13/088,476 · Granted Feb 3, 2015

Semiconductor composition

Inventors: Yiliang Wu (Oakville, CA); Sandra J. Gardner (Oakville, CA); Anthony J. Wigglesworth (Oakville, CA); Ping Liu (Mississauga, CA); Nan-Xing Hu (Oakville, CA)
Assignee: Samsung Electronics Co., Ltd.
H01L51/0074C07D495/04H01L51/0558
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Quick Facts
Patent No.
US 8,945,425
App. No.
13/088,476
Granted
Feb 3, 2015
Kind
B2
Abstract

An electronic device, such as a thin-film transistor, includes a semiconducting layer formed from a semiconductor composition. The semiconductor composition comprises a polymer binder and a small molecule semiconductor. The small molecule semiconductor in the semiconducting layer has a crystallite size of less than 100 nanometers. Devices formed from the composition exhibit high mobility and excellent stability.

Claims (34)

1. An electronic device comprising a semiconducting layer, the semiconducting layer comprising:

an amorphous polymer binder; and

a crystalline small molecule semiconductor having an average crystal size which is at least two times smaller than that of the small molecule semiconductor in a semiconducting layer that has been thermally treated at a temperature greater than the melting temperature of the small molecule semiconductor;

wherein the semiconducting layer has a field-effect mobility of at least 0.2 cm 2 /V·sec, and

wherein the crystalline small molecule semiconductor has the structure of Formula (II):

wherein R2 and R3 are independently selected from alkenyl, substituted alkenyl, alkenyl, substituted alkenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, alkylthio, trialkylsilyl, ketonyl, cyano, and halogen.

2. The electronic device of claim 1 , wherein the small molecule semiconductor has an average crystal size of 100 nanometers or less.

3. The electronic device of claim 1 , wherein the polymer binder is a styrene-based polymer or an arylamine-based polymer.

4. The electronic device of claim 1 , wherein the polymer binder is polystyrene, poly(α-methyl styrene), poly(4-methyl styrene), poly(alpha-methyl styrene-co-vinyl toluene), polystyrene-block-butadiene-block-styrene), poly(styrene-block-isopene-block-styrene), poly(vinyl toluene), a terpene resin, poly(styrene-co-2,4-dimethylstyrene), poly(chlorostyrene), poly(styrene-co-α-methyl styrene), poly(styrene-co-butadiene), polycarbazole, a polytriarylamine, or poly(N-vinylcarbazole).

5. The electronic device of claim 1 , wherein the polymer binder is a styrene-based polymer having a weight average molecular weight of from about 40,000 to about 2,000,000.

6. The electronic device of claim 1 , wherein the small molecule semiconductor has the structure of Formula (III):

wherein R 8 , and R 9 are independently alkyl or substituted alkyl; and each Ar is independently an arylene or heteroarylene group.

7. An electronic device comprising a semiconducting layer, the semiconducting layer comprising:

an amorphous polymer binder; and

a crystalline small molecule semiconductor;

wherein an x-ray diffraction pattern of the semiconducting layer has a primary diffraction peak with a Full Width at Half Maximum (FWHM) that is at least two times greater than a FWHM of a semiconducting layer comprising the small molecule semiconductor that has been thermally treated at a temperature greater than the melting temperature of the small molecule semiconductor,

wherein the semiconducting layer has a field-effect mobility of at least 0.2 cm 2 /V·sec, and

wherein the small molecule semiconductor has the structure of Formula (II):

wherein R2 and R3 are independently selected from alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, alkylthio, trialkylsilyl, ketonyl, cyano, and halogen.

8. The electronic device of claim 7 , wherein the x-ray diffraction pattern of the semiconductor layer has a primary diffraction peak with a FWHM of 0.20 degrees 2Θ or greater.

9. The electronic device of claim 7 , wherein the small molecule semiconductor has an average crystal size of 100 nanometers or less.

10. The electronic device of claim 7 , wherein the polymer binder is a styrene-based polymer or an arylamine-based polymer.

11. The electronic device of claim 7 , wherein the polymer binder is polystyrene, poly(α-methyl styrene), poly(4-methyl styrene), poly(alpha-methyl styrene-co-vinyl toluene), poly(styrene-block-butadiene-block-styrene), poly(styrene-block-isopene-block-styrene), polyvinyl toluene), a terpene resin, poly(styrene-co-2,4-dimethylstyrene), poly(chlorostyrene), poly(styrene-co-α-methyl styrene), poly(styrene-co-butadiene), polycarbazole, a polytriarylamine, or poly(N-vinylcarbazole).

12. The electronic device of claim 7 , wherein the polymer binder is a styrene-based polymer having a weight average molecular weight of from about 40,000 to about 2,000,000.

13. An electronic device comprising a semiconducting layer, the semiconducting layer comprising:

an amorphous polymer binder; and

a small molecule semiconductor having the structure of Formula (II):

wherein R2 and R3 are independently selected from alkenyl, substituted alkenyl, alkynyl, substituted alkenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, alkylthio, trialkylsilyl, ketonyl, cyano, and halogen,

wherein the small molecule semiconductor has an average crystal size of 100 nanometers or less in the semiconductor layer.

14. The electronic device of claim 13 , wherein the polymer binder is a styrene-based polymer or an arylamine-based polymer.

15. The electronic device of claim 14 ,

wherein the small molecule semiconductor has an average crystal size of 50 nm or less in the semiconductor layer.

16. The electronic device of claim 14 , wherein the polymer binder is polystyrene, poly(α-methyl styrene), poly(4-methyl styrene), poly(alpha-methyl styrene-co-vinyl toluene), poly(styrene-block-butadiene-block-styrene), poly(styrene-block-isopene-block-styrene), poly(vinyl toluene), a terpene resin, poly(styrene-co-2,4-dimethylstyrene), poly(chlorostyrene), poly(styrene-co-α-methyl styrene), poly(styrene-co-butadiene), polycarbazole, a polytriarylamine, or poly(N-vinylcarbazole).

17. The electronic device of claim 14 , wherein the polymer binder is a styrene-based polymer having a weight average molecular weight of from about 40,000 to about 2,000,000.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2013
From: XEROX CORPORATION
To: SAMSUNG ELECTRONICS CO. LTD.
Reel/Frame 030733/0970 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 18, 2011
From: WU, YILIANG; GARDNER, SANDRA J.; WIGGLESWORTH, ANTHONY JAMES; LIU, PING; HU, NAN-XING
To: XEROX CORPORATION
Reel/Frame 026140/0600 →
Continuity (1)
Related Publication 20120261648A1 · Oct 18, 2012