# US 2018/0323376 A1 · Polymer and electronic device and organic thin film transistor including the same

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- Number: US 2018/0323376 A1
- Document ID: US20180323376A1
- Status: Published application
- Kind: A1
- Application number: 16/033,428
- Filed: 2018-07-12
- Published: 2018-11-08
- Earliest claimed: 2016-05-27
- Assignees: Samsung Electronics Co., Ltd.; The Board of Trustees of the Leland Stanford Jr. University
- Applicants: Samsung Electronics Co., Ltd.; The Board of Trustees of the Leland Stanford Jr. University
- Inventors: Jong Won CHUNG; Sangyoon LEE; Zhenan BAO; Simon RONDEAU-GAGNE; Bob C. SCHROEDER; Jinyoung OH; Yu-Cheng CHIU; Franziska LISSEL
- Web page: https://patentgrep.com/patent/US20180323376A1

## CPC

- H10K 85/113: {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene}
- C08G 61/122: {derived from five- or six-membered heterocyclic compounds, other than imides}
- C08G 61/123: {derived from five-membered heterocyclic compounds}
- C08G 61/124: {with a five-membered ring containing one nitrogen atom in the ring}
- C08G 61/125: {with a five-membered ring containing one oxygen atom in the ring}
- C08G 61/126: {with a five-membered ring containing one sulfur atom in the ring}
- H10K 85/151: {Copolymers}
- C08G 2261/124: alternating
- C08G 2261/1412: Saturated aliphatic units
- C08G 2261/1646: comprising aromatic or heteroaromatic end groups
- C08G 2261/18: conjugated
- C08G 2261/3221: containing one or more nitrogen atoms as the only heteroatom, e.g. pyrrole, pyridine or triazole
- C08G 2261/3222: containing one or more oxygen atoms as the only heteroatom, e.g. furan
- C08G 2261/3223: containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
- C08G 2261/3241: containing one or more nitrogen atoms as the only heteroatom, e.g. carbazole
- C08G 2261/3243: containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
- C08G 2261/3246: containing nitrogen and sulfur as heteroatoms
- C08G 2261/3327: alkene-based
- C08G 2261/334: containing heteroatoms
- C08G 2261/344: containing heteroatoms
- C08G 2261/51: Charge transport
- C08G 2261/62: Mechanical aspects
- C08G 2261/92: TFT applications
- H10K 10/466: {Lateral bottom-gate IGFETs comprising only a single gate}
- H10K 10/471: {the gate dielectric comprising only organic materials}
- H10K 10/484: {characterised by the channel regions}
- H10K 10/488: {the channel region comprising a layer of composite material having interpenetrating or embedded materials, e.g. a mixture of donor and acceptor moieties, that form a bulk heterojunction}
- Y02E 10/549: Organic PV cells
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

A polymer includes a first repeating unit and a second repeating unit forming a main chain, the first repeating unit including at least one first conjugated system, and the second repeating unit including at least one second conjugated system and a multiple hydrogen bonding moiety represented by Chemical Formula 1.

## Claims

### Claim at position 1

-21. (canceled)

### Claim 22

A polymer comprising: a first repeating unit comprising a plurality of first conjugated systems and a non-conjugated hydrogen bonding moiety between adjacent ones of the first conjugated systems, the non-conjugated hydrogen bonding moiety represented by Chemical Formula 1:
*-L1-X1-Ar1-X2-L2-* [Chemical Formula 1]
wherein, in Chemical Formula 1,
each of L1 and L2 are the same or different, and are independently one of a direct bond and a C1 to C5 substituted or unsubstituted alkylene group,
each of X1 and X2 are the same or different, and are independently one of amide, urea, carbamate, —CO—, —OCO—, —NH—, and a combination thereof,
Ar1 is a heteroaromatic group, and
* is a portion that is linked to an adjacent second conjugated system.

### Claim 23 (depends on 22)

The polymer of claim 22, further comprising:
a second repeating unit comprising at least one second conjugated system that does not comprise the non-conjugated hydrogen bonding moiety represented by Chemical Formula 1.

### Claim 24 (depends on 23)

The polymer of claim 23, wherein one of the first and second conjugated systems includes at least one selected from a moiety represented by Chemical Formula 2-1, a moiety represented by Chemical Formula 2-2, a moiety represented by Chemical Formula 2-3, a moiety represented by Chemical Formula 2-4, a moiety represented by Chemical Formula 2-5, a moiety represented by Chemical Formula 2-6, a moiety represented by Chemical Formula 2-7, or a moiety represented Chemical Formula 2-8:
wherein, in Chemical Formula 2-1,
A is one of O, S, and NH,
R1 is one of a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, and a halogen,
a is 0 to 2, and
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-2,
A is one of O, S, and NH,
R1 is one of a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, and a halogen,
a is 0 to 2, and
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-3,
each of R2 and R3 is one of hydrogen, a substituted or unsubstituted aliphatic hydrocarbon group, and a substituted or unsubstituted aromatic hydrocarbon group, and
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-4,
each of R1 and R2 is one of hydrogen, a substituted or unsubstituted aliphatic hydrocarbon group, and a substituted or unsubstituted aromatic hydrocarbon group, and
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-5,
each R is independently one of hydrogen, a substituted or unsubstituted aliphatic hydrocarbon group, and a substituted or unsubstituted aromatic hydrocarbon group, and
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-6,
* is a portion linked to an adjacent moiety;
wherein, in Chemical Formula 2-7,
* is a portion linked to an adjacent moiety; and
wherein, in Chemical Formula 2-8,
* is a portion linked to an adjacent moiety and R is one of independently hydrogen, a substituted or unsubstituted aliphatic hydrocarbon group, and a substituted or unsubstituted aromatic hydrocarbon group.

### Claim 25 (depends on 24)

The polymer of claim 24, wherein the second conjugated system further comprises one of a substituted or unsubstituted phenylene group, a substituted or unsubstituted thiazoline group, a substituted or unsubstituted pyridine group, a substituted or unsubstituted naphthalene group, a substituted or unsubstituted anthracene group, a substituted or unsubstituted naphthacene group, a substituted or unsubstituted fluorene group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted thienothiophene group, a substituted or unsubstituted thieno benzothiophene group, or a combination thereof.

### Claim 26 (depends on 23)

The polymer of claim 23, wherein
the at least one first conjugated system is a plurality of first conjugated systems; and
the first repeating unit includes the non-conjugated hydrogen bonding moiety between adjacent ones of the first conjugated systems.

### Claim 27 (depends on 22)

The polymer of claim 22, wherein, in Chemical Formula 1, the Ar1 is one of a pyridine moiety, a bipyridine moiety, a phenanthroline moiety, a phenyl moiety, a thiophene moiety, a pyrrole moiety, and a combination thereof.

### Claim 28 (depends on 22)

The polymer of claim 22, wherein the non-conjugated hydrogen bonding moiety is represented by Chemical Formula 1-1:
wherein, in Chemical Formula 1-1,
each R is independently one of hydrogen and a C1 to C10 alkyl group,
Ar1 is one of a pyridine moiety, a bipyridine moiety, a phenanthroline moiety, a phenyl moiety, a thiophene moiety, and a pyrrole moiety, and
n is an integer of 0 to 5.

### Claim 29 (depends on 23)

The polymer of claim 23, wherein the polymer consists of the first repeating unit and the second repeating unit.

### Claim 30 (depends on 23)

The polymer of claim 23, wherein the ratio between the second repeating unit and the first repeating unit is about 1:0.01 to about 1:30.

### Claim 31 (depends on 23)

The polymer of claim 23, wherein the polymer comprises a random copolymer.

### Claim 32 (depends on 22)

An electronic device comprising the polymer of claim 22.

### Claim 33 (depends on 22)

An organic thin film transistor comprising:
a gate electrode;
an insulating layer on the gate electrode;
a semiconductor layer on the insulating layer, the semiconductor layer including the polymer of claim 22; and
a source electrode and a drain electrode linked to the semiconductor layer.