Conjugated copolymers bearing 2,7-dithienylphenanthrene-9,10-dialkoxy units: highly soluble and stable deep-blue emissive materials

被引：3

作者：

Baig, Noorullah ^{[1
,2
]}

Shetty, Suchetha ^{[1
,2
]}

Fall, Sadiara ^{[3
]}

Al-Mousawi, Saleh ^{[4
]}

Heiser, Thomas ^{[3
]}

Alameddine, Bassam ^{[1
,2
]}

机构：

[1] Gulf Univ Sci & Technol GUST, Dept Math & Nat Sci, West Mishref, Kuwait

[2] GUST, CAMB, Funct Mat Grp, West Mishref, Kuwait

[3] Univ Strasbourg, CNRS, UMR 7357, Lab ICube, 23 Rue Loess, Strasbourg, France

[4] Univ Kuwait, Dept Chem, Kuwait, Kuwait

来源：

NEW JOURNAL OF CHEMISTRY | 2020年 / 44卷 / 22期

关键词：

POLYMER SOLAR-CELLS; ALKYL SIDE-CHAINS; PHOTOVOLTAIC PERFORMANCE; FLUORINATED BENZOTHIADIAZOLE; SEMICONDUCTING POLYMER; RANDOM TERPOLYMERS; DONOR; DESIGN; TRANSISTORS; THIOPHENE;

D O I：

10.1039/d0nj01712d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conjugated copolymers PNP1-4 were prepared from the palladium catalyzed Suzuki-Miyaura cross-coupling reaction of 2,7-dithienylphenanthrene units - bearing various alkoxy groups - PNM1-4 and 9,9-dioctylfluorene-2,7-diboronic acid FBA. The formation of copolymers PNP1-4 was confirmed by different analytical techniques, such as, gel permeation chromatography (GPC), thermogravimetry analysis (TGA), H-1- and C-13-nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR), UV-vis absorption and emission spectroscopies. The target copolymers were found to have a relatively high thermal and chemical stability as well as an excellent solubility in common organic solvents. GPC traces of copolymers PNP1-4 display noticeably large weight-average (M-w) molecular weights in the range of 36.5-152.0 kDa and a polydispersity index (D = M-w/M-n) of 2.5-3.0. Photophysical analysis of PNP1-4 divulges their luminescence in the deep blue region, namely, in the range of 453-463 nm with an emission quantum yield up to 17%. In addition, copolymers PNP1-4 were explored as field-effect transistors revealing a hole mobility up to similar to 6.4 x 10(-6) cm(2) V-1 s(-1).

引用

页码：9557 / 9564

页数：8

共 60 条

[1] Conjugated copolymers bearing 2,7-di(thiophen-2-yl)phenanthrene-9,10-dione units and alteration of their emission via functionalization of the ortho-dicarbonyl groups into quinoxaline and phenazine derivatives [J].

Alameddine, Bassam ;

Baig, Noorullah ;

Shetty, Suchetha ;

Al-Mousawi, Saleh .

POLYMER, 2019, 178

[2] Suppressing Defect Formation Pathways in the Direct C-H Arylation Polymerization of Photovoltaic Copolymers [J].

Aldrich, Thomas J. ;

Dudnik, Alexander S. ;

Eastham, Nicholas D. ;

Manley, Eric F. ;

Chen, Lin X. ;

Chang, Robert P. H. ;

Melkonyan, Ferdinand S. ;

Facchetti, Antonio ;

Marks, Tobin J. .

MACROMOLECULES, 2018, 51 (22) :9140-9155

[3] Regioregularity and Electron Deficiency Control of Unsymmetric Diketopyrrolopyrrole Copolymers for Organic Photovoltaics [J].

Aoshima, Kenta ;

Nomura, Mayuka ;

Saeki, Akinori .

ACS OMEGA, 2019, 4 (13) :15645-15652

[4] Synthesis, characterization, thermal, and optical properties of conjugated copolymers derived from phenanthrene-9,10-dione- and dibenzo[f,h]quinoxaline [J].

Baig, N. ;

Shetty, S. ;

Al-Mousawi, S. ;

Al-Sagheer, E. ;

Alameddine, B. .

MATERIALS TODAY CHEMISTRY, 2018, 10 :213-220

[5] New Benzo[1,2-d:4,5-d′]bis([1,2,3]thiadiazole) (iso-BBT)-Based Polymers for Application in Transistors and Solar Cells [J].

Bianchi, Luca ;

Zhang, Xianhe ;

Chen, Zhihua ;

Chen, Peng ;

Zhou, Xin ;

Tang, Yumin ;

Liu, Bin ;

Guo, Xugang ;

Facchetti, Antonio .

CHEMISTRY OF MATERIALS, 2019, 31 (17) :6519-6529

[6] Effects of Side Chain Branch Point on Self Assembly, Structure, and Electronic Properties of High Mobility Semiconducting Polymers [J].

Bridges, Colin R. ;

Ford, Michael J. ;

Thomas, Elayne M. ;

Gomez, Christian ;

Bazan, Guillermo C. ;

Segalman, Rachel A. .

MACROMOLECULES, 2018, 51 (21) :8597-8604

[7] Incorporation of Thieno[3,2-b]pyrrole into Diketopyrrolopyrrole-Based Copolymers for Efficient Organic Field Effect Transistors [J].

Bulumulla, Chandima ;

Kularatne, Ruvanthi N. ;

Gunawardhana, Ruwan ;

Nguyen, Hien Q. ;

McCandless, Gregory T. ;

Biewer, Michael C. ;

Stefan, Mihaela C. .

ACS MACRO LETTERS, 2018, 7 (06) :629-634

[8] Effect of substituent groups on quinoxaline-based random copolymers on the optoelectronic and photovoltaic properties [J].

Cevher, Sevki Can ;

Hizalan, Gonul ;

Temiz, Cansel ;

Udum, Yasemin Arslan ;

Toppare, Levent ;

Cirpan, Ali .

POLYMER, 2016, 101 :208-216

[9] Donor-Acceptor Conjugated Polymers Based on Bisisoindigo: Energy Level Modulation toward Unipolar n-Type Semiconductors [J].

Chen, Fangzheng ;

Jiang, Yu ;

Sui, Ying ;

Zhang, Jidong ;

Tian, Hongkun ;

Han, Yang ;

Deng, Yunfeng ;

Hu, Wenping ;

Geng, Yanhou .

MACROMOLECULES, 2018, 51 (21) :8652-8661

[10] Enhancing Polymer Photovoltaic Performance via Optimized Intramolecular Ester-Based Noncovalent Sulfur ••• Oxygen Interactions [J].

Chen, Jianhua ;

Liao, Qiaogan ;

Wang, Gang ;

Yan, Zhenglong ;

Wang, Hang ;

Wang, Yulun ;

Zhang, Xianhe ;

Tang, Yumin ;

Facchetti, Antonio ;

Marks, Tobin J. ;

Guo, Xugang .

MACROMOLECULES, 2018, 51 (10) :3874-3885

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