Synthesis, characterization, and their field-effect properties of azaisoindigo-based conjugated polymers with versatile alkoxycarbonyl substituents

Zhou, Yankai; Zhang, Shiying; Zhang, Weifeng; Huang, Jianyao; Wei, Congyuan; Wang, Liping; Yu, Gui

doi:10.1016/j.polymer.2020.123347

Cited by 5 publications

(2 citation statements)

References 54 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-3-carboxylate ( 1 ) was prepared according to literature methods. 28 2,2′-(Pyrazine-2,5-diyl)-bis(thiophene-3-carboxylate) ( 2 ) was synthesized by the Suzuki coupling reaction of 1 and 2,5-dibromopyrazine. Ester 2 was hydrolyzed to give 2,2′-(pyrazine-2,5-diyl)-bis(thiophene-3-carboxylic acid) ( 3 ).…”

Section: Resultsmentioning

confidence: 99%

Carboxamide and carbamate substituted π-conjugated polymers: the effect of hydrogen bonding on photovoltaic properties

Yang

Zhang

et al. 2023

Polym. Chem.

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Carboxamide and carbamate substituted π-conjugated polymers: the effect of hydrogen bonding on photovoltaic properties

Yang

Zhang

et al. 2023

Polym. Chem.

View full text Add to dashboard Cite

show abstract

“…In the majority of cases, they are low band gap semiconductors exhibiting appropriate ionization potential (IP) and electron affinity (EA) values to assure their ambipolarity. As a result, they can serve as components of active layers in various types of ambipolar organic field-effect transistors, characterized by well-balanced n-type and p-type electrical transport [ 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 ]. Low ionization potential (IP) and high electron affinity (EA) of D–A and D–A–D polymers, together with the presence of several chromophore groups, promote their reversible electrochemical and spectroelectrochemical behavior [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Copolymers Containing 1-Methyl-2-phenyl-imidazole Moieties as Permanent Dipole Generating Units: Synthesis, Spectroscopic, Electrochemical, and Photovoltaic Properties

et al. 2022

View full text Add to dashboard Cite

New donor–acceptor conjugated alternating or random copolymers containing 1-methyl-2-phenylbenzimidazole and benzothiadiazole (P1), diketopyrrolopyrrole (P4), or both acceptors (P2) are reported. The specific feature of these copolymers is the presence of a permanent dipole-bearing moiety (1-methyl-2-phenyl imidazole (MPI)) fused with the 1,4-phenylene ring of the polymer main chain. For comparative reasons, polymers of the same main chain but deprived of the MPI group were prepared, namely, P5 with diketopyrrolopyrrole and P3 with both acceptors. The presence of the permanent dipole results in an increase of the optical band gap from 1.51 eV in P3 to 1.57 eV in P2 and from 1.49 eV in P5 to 1.55 eV in P4. It also has a measurable effect on the ionization potential (IP) and electrochemical band gap (EgCV), leading to their decrease from 5.00 and 1.83 eV in P3 to 4.92 and 1.79 eV in P2 as well as from 5.09 and 1.87 eV in P5 to 4.94 and 1.81 eV in P4. Moreover, the presence of permanent dipole lowers the exciton binding energy (Eb) from 0.32 eV in P3 to 0.22 eV in P2 and from 0.38 eV in P5 to 0.26 eV in P4. These dipole-induced changes in the polymer properties should be beneficial for photovoltaic applications. Bulk heterojunction solar cells fabricated from these polymers (with PC71BM acceptor) show low series resistance (rs), indicating good electrical transport properties. The measured power conversion efficiency (PCE) of 0.54% is limited by the unfavorable morphology of the active layer.

show abstract

New development in polymeric materials characterization and modeling

Kadja

Azhari

Culsum

et al. 2024

Comprehensive Materials Processing

View full text Add to dashboard Cite

Synthesis, characterization, and their field-effect properties of azaisoindigo-based conjugated polymers with versatile alkoxycarbonyl substituents

Cited by 5 publications

References 54 publications

Carboxamide and carbamate substituted π-conjugated polymers: the effect of hydrogen bonding on photovoltaic properties

Carboxamide and carbamate substituted π-conjugated polymers: the effect of hydrogen bonding on photovoltaic properties

Copolymers Containing 1-Methyl-2-phenyl-imidazole Moieties as Permanent Dipole Generating Units: Synthesis, Spectroscopic, Electrochemical, and Photovoltaic Properties

New development in polymeric materials characterization and modeling

Contact Info

Product

Resources

About