Palladium-Catalyzed Cross-Coupling Polymerization: A New Access to Cross-Conjugated Polymers with Modifiable Structure and Tunable Optical/Conductive Properties

2018 ◽  
Vol 51 (23) ◽  
pp. 9662-9668 ◽  
Author(s):  
Kunming Jiang ◽  
Lu Zhang ◽  
Yucheng Zhao ◽  
Jun Lin ◽  
Mao Chen
Keyword(s):  
Conjugated Polymers ◽  
Cross Coupling ◽  
Palladium Catalyzed ◽  
Conductive Properties ◽  
Coupling Polymerization

scholarly journals Synthesis of π-Conjugated Polymers Containing Benzotriazole Units via Palladium-Catalyzed Direct C-H Cross-Coupling Polycondensation for OLEDs Applications

Polymers ◽  
2021 ◽  
Vol 13 (2) ◽  
pp. 254
Author(s):  
Dong Han ◽  
Jingwen Li ◽  
Qiang Zhang ◽  
Zewang He ◽  
Zhiwei Wu ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Quantum Efficiency ◽  
Cross Coupling ◽  
Building Blocks ◽  
Gravimetric Analysis ◽  
19F Nmr Spectra ◽  
Light Emitting ◽  
Molecular Weights ◽  
Palladium Catalyzed ◽  
Red Luminescence

Four D-π-A conjugated polymers, namely P1–P4, which contain benzotriazole building blocks in their backbone as acceptor, are synthesized via palladium-catalyzed direct C-H cross-coupling polycondensation of 5,6-difluorobenzotriazole with different thiophene derivatives, including 3-octylthiophene, 2,2’-bithiophene, thieno[3,4-b][1,4]dioxine, and 4,4-dioctyl-4H-silolo-[3,2-b:4,5-b’]dithiophene as donor units, respectively. Taking the polymer P1 as an example, the chemical structure of the polymer is demonstrated by 1H and 19F NMR spectra. The optical, electrochemical, and thermal properties of these polymers are assessed by UV–vis absorption and fluorescence spectroscopy, cyclic voltammetry (CV), and thermal gravimetric analysis (TGA), respectively. DFT simulations of all polymers are also performed to understand their physicochemical properties. Furthermore, P1 and P2, which have relatively higher molecular weights and better fluorescent quantum efficiency than those of P3 and P4, are utilized as lighting emitters for organic light-emitting diodes (OLEDs), affording promising green and red luminescence with 0.07% and 0.14% of maximum external quantum efficiency, respectively, based on a device with an architecture of ITO/PEDOT:PSS/PTAA/the polymer emitting layer/TPBi/LiF/Al.

scholarly journals Ultra low band gap α,β-unsubstituted BODIPY-based copolymer synthesized by palladium catalyzed cross-coupling polymerization for near infrared organic photovoltaics

2015 ◽  
Vol 3 (31) ◽  
pp. 16279-16286 ◽  
Author(s):  
Benedetta M. Squeo ◽  
Nicola Gasparini ◽  
Tayebeh Ameri ◽  
Alex Palma-Cando ◽  
Sybille Allard ◽  
...  
Keyword(s):  
Band Gap ◽  
Organic Photovoltaics ◽  
Near Infrared ◽  
Cross Coupling ◽  
Low Band Gap ◽  
Palladium Catalyzed ◽  
Coupling Polymerization

NIR absorbing copolymers based on α,β-unsubstituted BODIPY dyes suitable for NIR organic photovoltaics.

scholarly journals Synthesis of Anthradithiophene Containing Conjugated Polymers via a Cross-coupling Strategy

2020 ◽  
Author(s):  
Waseem A. Hussain ◽  
Kyle Plunkett
Keyword(s):  
Conjugated Polymers ◽  
Main Chain ◽  
Cross Coupling ◽  
Band Gaps ◽  
Coupling Reactions ◽  
Broad Absorption ◽  
Cross Coupling Reactions ◽  
Coupling Strategy ◽  
Coupling Polymerization

New conjugated polymers that incorporate dihexylanthradithiophene (DHADT) in the main chain were prepared by Stille and Sonogashira cross-coupling polymerization reactions. The polymerization chemistry is enabled by a soluble 5,11-dibromodihexylanthradithiophene monomer that is capable of cross-coupling reactions. Four readily soluble DHADT containing co-polymers were prepared and characterized experimentally and computationally. These polymers possess HOMO energies of -5.18 eV to -5.43 eV and LUMO energies of -3.0 eV to -2.82 eV. The notable optical features include broad absorption and band gaps ranging from 1.62 eV to 2.15 eV.

Palladium-catalyzed carbene coupling of N-tosylhydrazones and arylbromides to synthesize cross-conjugated polymers

2019 ◽  
Vol 10 (5) ◽  
pp. 569-573 ◽  
Author(s):  
Qi Zhou ◽  
Yunpeng Gao ◽  
Yiyang Xiao ◽  
Lefei Yu ◽  
Zihao Fu ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
First Time

Palladium-catalyzed cross-coupling reactions of N-tosylhydrazones and arylbromides have been applied for the first time in the synthesis of cross-conjugated polymers, namely poly(arylene-1,1-vinylidene)s (iso-PAVs).

scholarly journals Synthesis of Anthradithiophene Containing Conjugated Polymers via a Cross-coupling Strategy

2020 ◽  
Author(s):  
Waseem A. Hussain ◽  
Kyle Plunkett
Keyword(s):  
Conjugated Polymers ◽  
Main Chain ◽  
Cross Coupling ◽  
Band Gaps ◽  
Coupling Reactions ◽  
Broad Absorption ◽  
Cross Coupling Reactions ◽  
Coupling Strategy ◽  
Coupling Polymerization

New conjugated polymers that incorporate dihexylanthradithiophene (DHADT) in the main chain were prepared by Stille and Sonogashira cross-coupling polymerization reactions. The polymerization chemistry is enabled by a soluble 5,11-dibromodihexylanthradithiophene monomer that is capable of cross-coupling reactions. Four readily soluble DHADT containing co-polymers were prepared and characterized experimentally and computationally. These polymers possess HOMO energies of -5.18 eV to -5.43 eV and LUMO energies of -3.0 eV to -2.82 eV. The notable optical features include broad absorption and band gaps ranging from 1.62 eV to 2.15 eV.

scholarly journals Accessing conjugated polymers with precisely controlled heterobisfunctional chain ends via post-polymerization modification of the OTf group and controlled Pd(0)/t-Bu3P-catalyzed Suzuki cross-coupling polymerization

2015 ◽  
Vol 51 (80) ◽  
pp. 14869-14872 ◽  
Author(s):  
Hong-Hai Zhang ◽  
Qiao-Sheng Hu ◽  
Kunlun Hong
Keyword(s):  
Conjugated Polymers ◽  
Cross Coupling ◽  
Coupling Polymerization

Accessing of conjugated polymers with precisely controlled heterobisfunctional chain ends was achieved via the post-polymerization modification of the triflate (OTf) group.

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