Synthesis and Characterization of Poly(Dithieno[3,2‐<i>b</i>:2′,3′‐<i>d</i>]pyrrole) Derivatives Containing Thiophene Moieties and Their Application to Organic Devices

Jeong, Hyung-Gu; Lim, Bogyu; Na, Seok‐In; Baeg, Kang‐Jun; Kim, Juhwan; Yun, Jin-Mun; Kim, Dong‐Yu

doi:10.1002/macp.201100313

Cited by 15 publications

(10 citation statements)

References 61 publications

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“…Therefore, thermal annealing usually improves mobility compared with nonannealed devices due to enhanced intermolecular ordering and π‐π stacking. Thermal annealing effects such as enhancement of charge‐carrier mobility usually take place when the polymers of the semiconducting layer have an ordered phase after annealing 43. The FET characteristics of PBTSB and PBTFN at different annealing temperature are summarized in Table 2.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and characterization of a novel ambipolar polymer semiconductor based on a fumaronitrile core as an electron‐withdrawing group

Jeong

Khim

Jung

et al. 2012

J. Polym. Sci. A Polym. Chem.

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Two conjugated polymers containing stilbene and fumaronitrile moieties were synthesized to investigate their electronic properties by the existence of electron-withdrawing cyano groups on a vinylene backbone. The cyclic voltammetry investigation and time-dependent density functional theory calculations indicated that the cyano substituents lowered the lowest unoccupied molecular orbital (LUMO) energy level by about 0.65 and 0.63 eV, respectively. The lowering of the LUMO energy levels due to the electron-withdrawing properties of the cyano substituents could enhance electron injection capability. Furthermore, bithiophene-fumaronitrile (donoracceptor) intermolecular interaction facilitates the self-assembly of the polymer chains. Organic field-effect transistors (OFETs) based on PBTSB without the electron-withdrawing group only exhibit hole transport, while OFETs based on PBTFN with cyano substituents exhibit ambipolar characteristics. The growth of PBTFN crystalline fibrils was observed with increasing annealing temperature, which enhanced hole and electron mobility. A complementary-like inverter using PBTFN with ambipolar properties exhibited good symmetry with an inverting voltage nearly half that of the power supply with a gain of 9 at V DD ¼ 100 V.

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Section: Resultsmentioning

confidence: 99%

Synthesis and characterization of a novel ambipolar polymer semiconductor based on a fumaronitrile core as an electron‐withdrawing group

Jeong

Khim

Jung

et al. 2012

J. Polym. Sci. A Polym. Chem.

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“…,5-bis(trimethylstannyl)thiophene 3 and 5,5'-bis(trimethylstannyl)-2,2'-bithiophene 4 were prepared according to the reported procedure.…”

Section: 6-dibromoanthracenementioning

confidence: 99%

Synthesis of Semiconducting Polymers through Soluble Precursor Polymers with Thermally Removable Groups and Their Application to Organic Transistors

et al. 2013

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Novel semiconducting polymers consisting of thiophene and anthracene units without alkyl groups were successfully synthesized through soluble precursor polymers and applied to the organic thin-film transistors (OTFTs). Thermal elimination of leaving groups from the precursor polymers by retro Diels−Alder reaction was proved by thermogravimetric analysis (TGA), FT-IR, and UV−vis spectroscopy. The resulting films of the semiconducting polymers showed good surface morphologies even after thermal elimination, resulting in good semiconducting behavior with mobility of 0.015 cm 2 V −1 s −1 in the typical topcontact OTFT. In addition, the devices based on these polymers are stable under ambient conditions and maintained good transistor performance even after being stored in air for 2 months.

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“…Intrinsically conducting polymers (ICPs) are smart materials that can be integrated into organic electronics (organic light emitting diodes, 1 organic thin film transistors, 2 photovoltaic cells, 3,4 electrochromic devices, 5,6 in the fields of energy storage, 7,8 ) by modifying their chemical structure and optimizing electrochemical and optical properties of the materials. It is a fact that the share of influence over the optical and electrochemical properties for the polymer chain backbone is considerably higher than the nature of the substituted functional units of the polymer.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical polymerization of a new alkoxy-bridged dithieno (3,2-B:2',3'-D) pyrrole derivative

Kıvrak¹,

Yıldız²,

Gökyer³

et al. 2018

Turk J Chem

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A novel alkoxy-bridged dithieno (3, 2-B:2',3'-D) pyrrole (DTP) derivative was synthesized and its corresponding polymer poly(1,2-bis(2-(4H-dithieno[3,2-b:2',3'-d]pyrrol-4-yl)ethoxy)ethane) (P(DTP-alkoxy-DTP)) was successfully obtained electrochemically. The effects of alkoxy bridge in the structure on the electrochemical and spectroelectrochemical properties of the polymer were also investigated in detail. The results showed that the polymer film exhibits multielectrochromic behavior and a low band gap of 1.82 eV.

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Synthesis and Characterization of Poly(Dithieno[3,2‐b:2′,3′‐d]pyrrole) Derivatives Containing Thiophene Moieties and Their Application to Organic Devices

Cited by 15 publications

References 61 publications

Synthesis and characterization of a novel ambipolar polymer semiconductor based on a fumaronitrile core as an electron‐withdrawing group

Synthesis and characterization of a novel ambipolar polymer semiconductor based on a fumaronitrile core as an electron‐withdrawing group

Synthesis of Semiconducting Polymers through Soluble Precursor Polymers with Thermally Removable Groups and Their Application to Organic Transistors

Electrochemical polymerization of a new alkoxy-bridged dithieno (3,2-B:2',3'-D) pyrrole derivative

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