Using Molecular Design to Increase Hole Transport: Backbone Fluorination in the Benchmark Material Poly(2,5-bis(3-alkylthiophen-2-yl)thieno[3,2-b]-thiophene (pBTTT)

被引：63

作者：

Boufflet, Pierre ^{[1
,4
]}

Han, Yang ^{[2
,4
]}

Fei, Zhuping ^{[1
,4
]}

Treat, Neil D. ^{[3
,4
]}

Li, Ruipeng ^{[5
]}

Smilgies, Detlef-M. ^{[5
]}

Stingelin, Natalie ^{[3
,4
]}

Anthopoulos, Thomas D. ^{[2
,4
]}

Heeney, Martin ^{[1
,4
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

[2] Univ London Imperial Coll Sci Technol & Med, Dept Phys, London SW7 2AZ, England

[3] Univ London Imperial Coll Sci Technol & Med, Dept Mat, London SW7 2AZ, England

[4] Univ London Imperial Coll Sci Technol & Med, Ctr Plast Elect, London SW7 2AZ, England

[5] Cornell Univ, Cornell High Energy Synchrotron Source, Wilson Lab, Ithaca, NY 14853 USA

来源：

ADVANCED FUNCTIONAL MATERIALS | 2015年 / 25卷 / 45期

基金：

英国工程与自然科学研究理事会;

关键词：

FIELD-EFFECT TRANSISTORS; CHARGE-TRANSPORT; CONJUGATED POLYMERS; SEMICONDUCTING POLYMERS; ORGANIC SEMICONDUCTOR; BUILDING-BLOCK; HIGH-MOBILITY; PERFORMANCE; DERIVATIVES; COPOLYMERS;

D O I：

10.1002/adfm.201502826

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of a novel 3,3'-difl uoro-4,4'-dihexadecyl-2,2'-bithiophene monomer and its copolymerization with thieno[3,2-b]thiophene to afford the fluorinated analogue of the well-known poly(2,5-bis(3-alkylthiophen-2-yl) thieno[3,2-b]-thiophene) (PBTTT) polymer is reported. Fluorination is found to have a significant influence on the physical properties of the polymer, enhancing aggregation in solution and increasing melting point by over 100 degrees C compared to nonfluorinated polymer. On the basis of DFT calculations these observations are attributed to inter and intramolecular S.F interactions. As a consequence, the fluorinated polymer PFBTTT exhibits a fourfold increase in charge carrier mobility compared to the nonfluorinated polymer and excellent ambient stability for a nonencapsulated transistor device.

引用

页码：7038 / 7048

页数：11

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