The Direct Arylation Polymerization (DArP) of Well-Defined Alternating Copolymers Based On 5,6-Dicyano[2,1,3]benzothiadiazole (DCBT)

被引:10
|
作者
Shi, Qinqin [1 ]
Tatum, Wesley [2 ]
Zhang, Junxiang [3 ,4 ]
Scott, Colleen [5 ]
Luscombe, Christine K. [2 ]
Marder, Seth R. [3 ,4 ]
Blakey, Simon B. [1 ]
机构
[1] Emory Univ, Dept Chem, 1515 Dickey Dr, Atlanta, GA 30322 USA
[2] Univ Washington, Dept Mat Sci & Engn, Seattle, WA 98195 USA
[3] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA
[4] Georgia Inst Technol, Ctr Organ Photon & Elect, Atlanta, GA 30332 USA
[5] Mississippi State Univ, Dept Chem, Starkville, MS 39759 USA
基金
美国国家科学基金会;
关键词
biarylation; coupling; oligomerization; palladium; polymerization; PI-CONJUGATED POLYMERS; HIGH ELECTRON-AFFINITY; ORGANIC SOLAR-CELLS; C-H ARYLATION; DIRECT (HETERO)ARYLATION; SYNTHETIC METHOD; POLYCONDENSATION; POLY(3-HEXYLTHIOPHENE); DERIVATIVES; ACCEPTORS;
D O I
10.1002/ajoc.201800232
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alternating donor-acceptor copolymers are important materials with readily tunable optical and electronic properties. Direct arylation polymerization (DArP) is emerging as an attractive synthetic methodology for the synthesis of these polymers, avoiding the use of prefunctionalized building blocks. However, challenges remain in achieving well-defined structure, high molecular weight, and impurity-free polymers. Herein, a study to synthesize three well-defined donor-acceptor copolymers through DArP is present ed. Comparison of H-1 NMR and C-13 NMR, as well as optical and electrochemical properties analysis for the polymers and corresponding oligomers provides evidence for the regioregular structure of the polymers. On the basis of the chemical structure of poly(IIDCBT) and the solution electrochemical studies we surmised poly(IIDCBT) could potentially be an electron transport material for organic field-effect transistors (OFETs), and we determined an electron mobility of 1.2 x 10(3) CM(2)V(-1)s(-1) for this material.
引用
收藏
页码:1419 / 1425
页数:7
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