Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-<italic style="font-style: italic">g</italic>]isoindigo

Yu Jiang; Yao Gao; Hong-kun Tian; Jun-qiao Ding; Yan-hou Geng; Fo-song Wang

doi:10.11777/j.issn1000-3304.2017.17022

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Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-g]isoindigo

Research Article | 更新时间：2021-01-26

- Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-g]isoindigo
  增强出版
- Acta Polymerica Sinica Issue 7, Pages: 1141-1149(2017)
- 作者机构：
  
  1.中国科学院长春应用化学研究所高分子物理与化学国家重点实验室长春 130022
  2.天津大学材料科学与工程学院天津化学化工协同创新中心天津 300072
  3.中国科学院大学北京 100049
- 作者简介：
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2017.17022
  CLC：
- Published：2017-7，
  
  Received：24 January 2017，
  
  Revised：10 March 2017，
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Yu Jiang, Yao Gao, Hong-kun Tian, Jun-qiao Ding, Yan-hou Geng, Fo-song Wang. Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-g]isoindigo. [J]. Acta Polymerica Sinica (7):1141-1149(2017)
DOI：

Yu Jiang, Yao Gao, Hong-kun Tian, Jun-qiao Ding, Yan-hou Geng, Fo-song Wang. Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-g]isoindigo. [J]. Acta Polymerica Sinica (7):1141-1149(2017) DOI： 10.11777/j.issn1000-3304.2017.17022.

摘要

采用Stille缩聚，合成了3个异靛蓝并[7，6-

]异靛蓝（DⅡD）和乙烯单元交替排列的共轭聚合物

P0F

、

P2F

和

P4F

，三者在DⅡD单元中分别含0、2和4个氟原子（F）.3个聚合物均具有良好的平面性，前线分子轨道几乎在整个共轭骨架上离域.它们均具有宽的吸收光谱，吸收范围在400~1000 nm，光学带隙约为1.25 eV；随着氟原子数目的增加，聚合物的最高占有分子轨道（HOMO）和最低空分子轨道（LUMO）能级依次下降0.1~0.2 eV.以这3个聚合物作为活性层，制备了顶栅-底接触型有机场效应晶体管器件，随着氟原子数目的增加，聚合物的传输性质由双极传输变为n型传输.

P0F

和

P2F

是双极传输型聚合物，空穴迁移率（

）分别达到0.11和0.30 cm

-1

，电子迁移率（

）分别达到0.22和1.19 cm

-1

P4F

是

型聚合物，

达到0.18 cm

-1

Abstract

Three alternating conjugated polymers of isoindigo[7

]isoindigo (DⅡD) and vinylene

i.e

P0F

P2F

and

P4F

in which DⅡD units contain 0

2 and 4 fluorine (F) atoms

respectively

were synthesized

via

Stille polycondensation. The number-average molecular weights (

) were 3.94×104

4.45×104 and 1.93×104 for

P0F

P2F

and

P4F

respectively. All these three polymers are largely planar and their frontier molecular orbitals are well-delocalized along conjugated backbones as revealed by density functional theory (DFT) calculation. Their 5 wt% weight loss temperatures are above 360℃. They all have very broad absorption spectra in the range of 400~1000 nm and their optical band-gaps are

. 1.25 eV. With an increase of F atoms

both the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels decreased

from -5.26 and -3.57 eV for

P0F

to -5.48 and -3.68 eV for

P2F

and further to -5.62 and -3.82 eV for

P4F

. Thin films of the polymers were characterized by X-ray diffraction and atomic force microscopy (AFM). All these polymers formed ordered structure in their films with conjugated backbone adopting an edge-on arrangement. The portion of the ordered structure in the films increased from

P0F

P4F

along with the increase in F-atoms in DⅡD unit. Top-gate and bottom-contact (TGBC) organic field-effect transistors (OFETs) of the polymers were fabricated with poly(methylmethacrylate) as dielectric

via

solution spin casting with

-dichlorobenzene. The device performance was measured under ambient conditions. With increasing the number of F atoms

the transfer behaviour of the devices based on the polymers changed from ambipolar to unipolar n-type.

P0F

and

P2F

were ambipolar polymers. Their hole mobility was 0.11 and 0.30 cm

-1

respectively

and the electron mobility was 0.22 and 1.19 cm

-1

respectively.

P4F

was a typical unipolar n-type semiconductor and its electron mobility was up to 0.18 cm

-1

. The relatively lower mobility of

P4F

was attributed to its lower molecular weight. This study shows that DⅡD is a promising building block for conjugated polymers with high mobility and low band-gap.

关键词

氟代异靛蓝并[7 6-g]异靛蓝共轭聚合物有机场效应晶体管

Keywords

FluorinationIsoindigo[7 6-g]isoindigoConjugated polymersOrganic field-effect transistors

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School of Materials Science and Engineering, Tianjin University

Institute of Polymer Optoelectronic Materials & Devices, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology

School of Textile Materials and Engineering, Wuyi University

Institute of Materials for Optoelectronics and New Energy, School of Materials Science and Engineering, Wuhan Institute of Technology

Department of Materials Science and Engineering, Southern University of Science and Technology

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⁰

Synthesis and Semiconducting Properties of Conjugated Polymers Based on Fluorinated Isoindigo[7, 6-g]isoindigo

DOI：10.11777/j.issn1000-3304.2017.17022

摘要

Abstract

关键词

Keywords

references