Polymer and electronic device and organic thin film transistor including the same

1. A polymer comprising:

a first repeating unit and a second repeating unit forming a main chain,

the first repeating unit comprising at least one first conjugated system, and

the second repeating unit comprising at least one second conjugated system and a multiple hydrogen bonding moiety represented by Chemical Formula 1:

*-L 1 -X 1 —Ar 1 —X 2 -L 2 -*  Chemical Formula 1

wherein, in Chemical Formula 1,

each of L 1 and L 2 are the same or different, and are independently one of a direct bond and a C 1 to C 5 substituted or unsubstituted alkylene group,

each of X 1 and X 2 are the same or different, and are independently one of amide, urea, carbamate, —CO—, —OCO—, —NH—, and a combination thereof,

Ar 1 is a heteroaromatic group, and

* is a portion that is linked to an adjacent second conjugated system, and

wherein the first conjugated system 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,

R 1 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,

R 1 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 R 2 and R 3 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 R 1 and R 2 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.

2. The polymer of claim 1 , wherein the first 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, and a combination thereof.

3. The polymer of claim 1 , wherein the second conjugated system 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 by Chemical Formula 2-8:

wherein, in Chemical Formula 2-1,

A is one of O, S, and NII,

R 1 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,

R 1 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 R 2 and R 3 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 R 1 and R 2 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.

4. The polymer of claim 1 , wherein

the at least one second conjugated system is a plurality of second conjugated systems; and

the second repeating unit includes the multiple hydrogen bonding moiety between adjacent ones of the second conjugated systems.

5. The polymer of claim 1 , wherein, in Chemical Formula 1, the Ar 1 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.

6. The polymer of claim 1 , wherein the multiple 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 C 1 to C 10 alkyl group,

Ar 1 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.

7. The polymer of claim 1 , wherein the polymer consists of the first repeating unit and the second repeating unit.

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

9. The polymer of claim 1 , wherein the polymer includes a random copolymer.

10. The polymer of claim 1 , wherein the polymer is represented by Chemical Formula 3:

wherein, in Chemical Formula 3,

each R 1 is independently one of a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, and a halogen,

each of R 2 and R 3 is independently one of hydrogen, a substituted or unsubstituted aliphatic hydrocarbon group, and a substituted or unsubstituted aromatic hydrocarbon group,

each A is independently one of O, S, and NH,

each of a, b, c, d, e, and f is independently 0 to 2,

each of l, m, n, and o is independently 0 to 10 provided that all of l, m, n, and o cannot be 0 simultaneously, each of l′, m′, and n′ is independently 0 to 10 provided that all of l′, m′, and n′ cannot be 0 simultaneously,

j is 1 to 10,

k is 0.03 to 0.5,

each of L 1 and L 2 are the same or different, and are independently one of a direct bond and a C 1 to C 5 substituted or unsubstituted alkylene group,

each of X 1 and X 2 are the same or different and are independently one of amide, urea, carbamate, —CO—, —OCO—, —NH—, and a combination thereof, and

Ar 1 is a heteroaromatic group.

11. The polymer of claim 1 , wherein the polymer has an clastic modulus of less than or equal to about 10 GPa measured by a buckling method.

12. The polymer of claim 1 , wherein the polymer has a dichroic ratio of greater than or equal to about 1.2 at 50% strain.

13. The polymer of claim 1 , further comprising a metal ion.

14. The polymer of claim 1 , wherein the polymer does not show any microscale cracks when subjected to a strain cycle of 0% to 100% as determined by an optical microscope.

15. The polymer of claim 1 , wherein the polymer has a field effect mobility of at least 80% of an initial value prior to an application of stretching for 100 cycles at 100% strain, an annealing process with a chloroform vapor at a temperature of 40° C. for 10 minutes and a heating process at a temperature of about 150° C. for 30 minutes.

16. An electronic device comprising the polymer of claim 1 .

17. 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 1 ; and

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

18. The organic thin film transistor of claim 17 , wherein a field effect mobility of the organic thin film transistor is greater than or equal to about 0.1 cm 2 /VS and an on/off current ratio of the organic thin film transistor is greater than or equal to 10 4 .

19. The organic thin film transistor of claim 17 , wherein a decrease in field effect mobility of the polymer is less than or equal to about 30% of initial mobility prior to application of a strain of at least 20% in a channel length direction of the semiconductor layer.

20. The organic thin film transistor of claim 18 , wherein a decrease in field effect mobility of the polymer is less than or equal to about 50% of initial mobility prior to application of 100 times stretching cycle at a 25% strain in a channel length direction of the semiconductor layer.