ORGANIC SEMICONDUCTOR THIN FILM, AND THIN FILM TRANSISTOR AND ELECTRONIC DEVICE INCLUDING THE SAME

• US 20200136070A1
• Filed: 10/31/2019
• Published: 04/30/2020
• Est. Priority Date: 10/31/2018
• Status: Active Application

• Current Assignee: Samsung Electronics Co. Ltd., Board of Trustees of the Leland Stanford Junior University (Stanford University)
• Original Assignee: Samsung Electronics Co. Ltd.
• Inventors: YUN, Youngjun, Bao, Zhenan, Xu, Jie
• Application Number:
  US16/669,957
• Publication Number:
  US 20200136070A1
• Time in Patent Office: Days
• CPC Class Codes: H10K 2102/311 Flexible OLED
• CPC Class Codes: H10K 71/12 using liquid deposition, e.g. spin coating
• CPC Class Codes: H10K 77/111 Flexible substrates
• CPC Class Codes: H10K 85/113 Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
• CPC Class Codes: H10K 85/151 Copolymers
• CPC Class Codes: H10K 85/621 Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

A stretchable organic semiconductor thin film including a network of conjugated semiconductor polymers including at least one conjugated structural unit and a plasticizer compound dispersed in the polymer network and having a linear or branched aliphatic hydrocarbon group, wherein the conjugated structural unit includes at least one long-chain linear or branched aliphatic hydrocarbon group at the side chain.

Claims

1. A stretchable organic semiconductor thin film, comprising

a network of conjugated semiconductor polymers comprising at least one conjugated structural unit and a plasticizer compound dispersed in the polymer network and having a linear or branched aliphatic hydrocarbon group, wherein the conjugated structural unit comprises at least one long-chain linear or branched aliphatic hydrocarbon group at a side chain.

2. The stretchable organic semiconductor thin film of claim 1, wherein the long-chain linear or branched aliphatic hydrocarbon group is a substituted or unsubstituted C10 to C50 linear or branched alkyl group, a substituted or unsubstituted C10 to C50 linear or branched alkoxy group, a substituted or unsubstituted C10 to C50 linear or branched alkenyl group, or a substituted or unsubstituted C10 to C50 linear or branched alkynyl group.

3. The stretchable organic semiconductor thin film of claim 1, wherein the conjugated structural unit comprises at least one of a moiety represented by Chemical Formulae 1-1 to 1-7:

4. The stretchable organic semiconductor thin film of claim 1, wherein the conjugated structural unit comprises at least one of a moiety represented by Chemical Formulae 2-1 to 2-7:

5. The stretchable organic semiconductor thin film of claim 1, wherein the conjugated semiconductor polymer further comprises a substituted or unsubstituted phenylene, a substituted or unsubstituted thiazole, a substituted or unsubstituted pyridine, a substituted or unsubstituted bipyridine, a substituted or unsubstituted naphthalene, a substituted or unsubstituted anthracene, a substituted or unsubstituted phenanthroline, a substituted or unsubstituted naphthacene, a substituted or unsubstituted fluorene, a substituted or unsubstituted carbazole, a substituted or unsubstituted thienothiophene, a substituted or unsubstituted thieno benzothiophene, or a combination thereof.

6. The stretchable organic semiconductor thin film of claim 1, wherein the conjugated semiconductor polymers comprises a structural unit represented by Chemical Formula 3:

7. The stretchable organic semiconductor thin film of claim 1, wherein the linear or branched aliphatic hydrocarbon group of the plasticizer compound having the linear or branched aliphatic hydrocarbon group is a substituted or unsubstituted C6 to C50 linear or branched alkyl group, a substituted or unsubstituted C6 to C50 linear or branched alkoxy group, a substituted or unsubstituted C6 to C50 linear or branched alkenyl group, or a substituted or unsubstituted C6 to C50 linear or branched alkynyl group.

8. The stretchable organic semiconductor thin film of claim 1, wherein the plasticizer compound having the linear or branched aliphatic hydrocarbon group is an aromatic or aliphatic compound having an ester group-containing linear or branched aliphatic hydrocarbon group.

9. The stretchable organic semiconductor thin film of claim 1, wherein the plasticizer compound having the linear or branched aliphatic hydrocarbon group is a phthalate-based compound, a trimellitate-based compound, an aliphatic ester-based compound, or a combination thereof.

10. The stretchable organic semiconductor thin film of claim 1, wherein the plasticizer compound having the linear or branched aliphatic hydrocarbon group is dibutyl phthalate (DBP), dioctyl phthalate (DOP), diisononyl phthalate (DINP), di-isodecyl phthalate (DIDP), dihexyl phthalate (DEHP), diheptyl phthalate, diisodecyl phthalate, diundecyl phthalate, di-isooctylphthalate (DIOP), di-capryl phthalate (DCP), di-n-octylphthalate (DOP), di-2-ethylhexyl isophthalate (DOIP), di-2-ethylhexyl terephthalate (DOTP), di-isononyl phthalate (DIHP), di-n-C6,C8,C10 phthalate (NHDP), di-linear-C7,C9,C11 phthalate (NHUP), di-tridecyl phthalate (DTDP), di-iso-C11,C12,C13 phthalate (UDP), di-linear-C11 phthalate (DUP), trioctyl trimellitate (TOTM), tri-i-tridecyl trimellitate, triisononyltrimellitate (TINTM), dioctyl maleate;

dibutyl adipate (DBA), dioctyl adipate;

dioctyl sebacate (DOS), (dioctyl azelate (DOZ), or a combination thereof.

11. The stretchable organic semiconductor thin film of claim 1, wherein the plasticizer compound having the linear or branched aliphatic hydrocarbon group has a molecular weight of greater than or equal to about 250 g/mol.

12. The stretchable organic semiconductor thin film of claim 1, wherein the plasticizer compound having the linear or branched aliphatic hydrocarbon group is included in an amount of about 0.1 to about 2 parts by weight based on 1 part by weight of the conjugated semiconductor polymers.

13. A thin film transistor comprising the stretchable organic semiconductor thin film of claim 1.

14. The thin film transistor of claim 13, wherein the thin film transistor comprises

a gate electrode,

an insulation layer disposed on the gate electrode,

a semiconductor layer including the stretchable organic semiconductor thin film of claim 1 and disposed on the insulation layer, and

a source electrode and a drain electrode electrically connected to the semiconductor layer.

15. An electronic device comprising the stretchable organic semiconductor thin film of claim 1.