Development of N-Type Semiconducting Polymers for Transistor Applications
Development of N-Type Semiconducting Polymers for Transistor Applications
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DOI：
10.2494/photopolymer.32.563
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发表时间：
2019-06
影响因子：
0.8
通讯作者：
T. Michinobu
中科院分区：
文献类型：
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作者：
T. Michinobu
综述了本课题组近年来在n型半导体聚合物方面的研究进展。首先描述富勒烯聚合物。通过引入特别设计的烷基化共聚单体并使用Cu（I）催化的叠氮化物-炔环加成反应，获得具有高富勒烯含量的高可溶性但高分子量的富勒烯聚合物。接下来，示出了通过后官能化反应生产n型聚合物的新尝试。通过富电子炔和缺电子烯烃之间的[2+2]环加成-逆电环化反应（CA-RE），在聚合物中构筑受体单元。含富电子炔的典型p型聚合物的前沿能级被氰基受体（如四氰基乙烯（TCNE）和7，7，8，8-四氰基醌二甲烷（TCNQ））的[2+2] CA-RE降低。最后，介绍了基于苯并二噻二唑（BBT）及其类似物的高迁移率n型半导体聚合物的合理设计。设计并合成了一系列聚合物薄膜，并对其薄膜晶体管（TFT）性能进行了研究。虽然BBT单元适用于TFT应用，但必须仔细选择共聚单体以产生单极n型电荷传输特性。因此，具有深最高占据分子轨道（HOMO）能级的萘二酰亚胺（NDI）与BBT单体共聚以产生高性能的n型聚合物。
The recent development of n-type semiconducting polymers in the author’s group is reviewed. Fullerene polymers are initially described. By introducing a specially designed alkylated comonomer and using the Cu(I)-catalyzed azide-alkyne cycloaddition reaction, highly soluble but high-molecular-weight fullerene polymers with a high fullerene content are obtained. Next, a new attempt to produce n-type polymers by a postfunctionalization reaction is shown. The [2+2] cycloaddition-retroelectrocyclization (CA-RE) between electron-rich alkynes and electron-deficient olefins is employed to construct acceptor units in the polymers. The frontier energy levels of typical p-type polymers containing electron-rich alkynes are lowered by the [2+2] CA-RE with cyano acceptors, such as tetracyanoethylene (TCNE) and 7,7,8,8-tetracyanoquinodimethane (TCNQ). Finally, rational design of high mobility n-type semiconducting polymers based on benzobisthiadiazole (BBT) and its analogues are described. A series of polymers are designed and synthesized, and their thin film transistor (TFT) performances are investigated. Although the BBT unit is suitable for TFT applications, the comonomer must be carefully selected in order to create unipolar n-type charge-transport properties. Thus, naphthalenediimide (NDI) with a deep highest occupied molecular orbital (HOMO) level is copolymerized with the BBT monomer to produce high-performance n-type polymers.