Dithieno-naphthalimide based copolymers for air-stable field effect transistors: synthesis, characterization and device performance

Dithieno-naphthalimide based copolymers for air-stable field effect transistors: synthesis, characterization and device performance
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DOI:
10.1039/c2jm34251k
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发表时间:
2012-09
影响因子:
--
通讯作者:
Gaole Dai;Jingjing Chang;Jishan Wu;C. Chi
Gaole Dai;Jingjing Chang;Jishan Wu;C. Chi
中科院分区:
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文献类型:
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作者:
Gaole Dai;Jingjing Chang;Jishan Wu;C. Chi

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新型噻吩-萘酰亚胺基9-(2-癸基十四烷基)- 8h -二噻吩-[3 ',2 ':3,4;合成了2”,3”:5,6]苯并[1,2-f]异吲哚-8,10(9H)-二酮(4),并以该结构单元为基础,通过Stille偶联聚合制备了3种新型共轭共聚物P1 - P3,即4,4 ' -二十二烷基-2,2 ' -二噻吩(P1),苯并[1,2-b:4,5-b ']二噻吩(P2)和3,6-二十二烷基噻吩[3,2-b]噻吩(P3)。研究了聚合物P1-P3的光学、电化学和热性能,并对其在有机场效应晶体管(ofet)中的应用进行了探讨。这些新型聚合物在普通有机溶剂中具有良好的溶解度和良好的热稳定性。聚合物P1和P3分别在213℃和313℃以上进入向列相液晶。在环境条件下,P1、P2和P3的平均场效应空穴迁移率分别为0.15、3 × 10−3和0.05 cm2 V−1 s−1,开/关比高达105-107。所有基于这些聚合物的ofet在空气中储存时都表现出良好的环境稳定性。
A new thiophene-fused naphthalimide building block, 9-(2-decyltetradecyl)-8H-dithieno-[3′,2′:3,4; 2′′,3′′:5,6]benzo[1,2-f]isoindole-8,10(9H)-dione (4), was synthesized and three novel conjugated copolymers P1–P3 based on this building block and electron-rich units such as 4,4′-didodecyl-2,2′-bithiophene (for P1), benzo[1,2-b:4,5-b′]dithiophene (for P2) and 3,6-didodecylthieno[3,2-b]thiophene (for P3) were prepared by Stille coupling polymerization. The optical, electrochemical and thermal properties of polymers P1–P3 were studied and their applications in organic field effect transistors (OFETs) were also investigated. These new polymers have good solubility in common organic solvents and exhibit good thermal stability. Polymers P1 and P3 entered nematic liquid crystalline phases above 213 and 313 °C, respectively. The average field-effect hole mobilities were evaluated to be 0.15, 3 × 10−3 and 0.05 cm2 V−1 s−1 for P1, P2 and P3, respectively, under ambient conditions, with a high on/off ratios of 105–107. All the OFETs based on these polymers showed good environmental stability when stored in air.