scholarly journals Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition

2012 ◽  
Vol 8 ◽  
pp. 683-692 ◽  
Author(s):  
Stefanie Potratz ◽  
Amaresh Mishra ◽  
Peter Bäuerle
Keyword(s):  
Cyclic Voltammetry ◽  
Conjugated Polymers ◽  
Sodium Azide ◽  
Copper Catalyst ◽  
Optoelectronic Properties ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
Vis Spectroscopy ◽  
Donor Type ◽  
Donor Acceptor

Herein we present a three-component one-pot procedure to synthesize co-oligomers of a donor–acceptor–donor type, in which thiophene moieties work as donor and 1,2,3-triazoles as acceptor units. In this respect, terminally ethynylated (oligo)thiophenes were coupled to halogenated (oligo)thiophenes in the presence of sodium azide and a copper catalyst. Optoelectronic properties of various thiophene-1,2,3-triazole co-oligomers were investigated by UV–vis spectroscopy and cyclic voltammetry. Several co-oligomers were electropolymerized to the corresponding conjugated polymers.

scholarly journals Donor Acceptor Copolymers from Cyclopentannulation Polymerizations with Dicyclopenta[cd,jk]pyrene and Dicyclopenta[cd,lm]perylene Acceptors

2020 ◽  
Author(s):  
Ain Uddin ◽  
Kyle Plunkett
Keyword(s):  
Thin Film ◽  
Cyclic Voltammetry ◽  
Light Absorption ◽  
Visible Region ◽  
Optoelectronic Properties ◽  
Band Gaps ◽  
Molecular Weights ◽  
Palladium Catalyzed ◽  
Donor Acceptor ◽  
Film Absorption

A series of donor-acceptor copolymers with dicyclopenta[cd,jk]pyrene and dicyclopenta[cd,lm]perylene acceptor units was prepared via palladium catalyzed cyclopenta-annulation reactions. The acceptor units were paired with diethynyl containing donor groups based on benzo[1,2-b:4,5-b']dithiophene, thieno[3,2-b]thiophene, and 4-octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole to create six polymer variants. The cyclopentannulation polymerization resulted in copolymers with molecular weights (Mn) of 6-14 kDa and broad light absorption in the visible region with band gaps of 1.38-1.85 eV. The synthetic methodology, as well as optoelectronic properties, including thin-film absorption and cyclic voltammetry, of the donor-acceptor copolymers are presented.<br> <br><br>

scholarly journals Synthesis of mesogenic phthalocyanine-C60 donor–acceptor dyads designed for molecular heterojunction photovoltaic devices

2009 ◽  
Vol 5 ◽  
Author(s):  
Yves Henri Geerts ◽  
Olivier Debever ◽  
Claire Amato ◽  
Sergey Sergeyev
Keyword(s):  
Cyclic Voltammetry ◽  
Liquid Crystalline ◽  
Fullerene Derivative ◽  
Cooh Group ◽  
Photovoltaic Devices ◽  
Vis Spectroscopy ◽  
Donor Acceptor ◽  
Key Steps ◽  
Low Symmetry

A series of phthalocyanine-C60 dyads 2a–d was synthesized. Key steps in their synthesis are preparation of the low symmetry phthalocyanine intermediate by the statistical condensation of two phthalonitriles, and the final esterification of the fullerene derivative bearing a free COOH group. Structural characterization of the molecules in solution was performed by NMR spectroscopy, UV–vis spectroscopy and cyclic voltammetry. Preliminary studies suggest formation of liquid crystalline (LC) mesophases for some of the prepared dyads. To the best of our knowledge, this is the first example of LC phthalocyanine-C60 dyads.

Beyond Donor-Acceptor (D-A) Approach: Structure-Optoelectronic Properties-Organic Photovoltaic Performance Correlation in New D-A1-D-A2Low-Bandgap Conjugated Polymers

2017 ◽  
Vol 38 (7) ◽  
pp. 1600720 ◽  
Author(s):  
Christos L. Chochos ◽  
Sofia Drakopoulou ◽  
Athanasios Katsouras ◽  
Benedetta M. Squeo ◽  
Christian Sprau ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Photovoltaic Performance ◽  
Optoelectronic Properties ◽  
Organic Photovoltaic ◽  
Donor Acceptor

Linker effects on optoelectronic properties of alternate donor–acceptor conjugated polymers

2011 ◽  
Vol 4 (10) ◽  
pp. 4276 ◽  
Author(s):  
Jing Li ◽  
Ming Yan ◽  
Yu Xie ◽  
Qiquan Qiao
Keyword(s):  
Conjugated Polymers ◽  
Optoelectronic Properties ◽  
Donor Acceptor

scholarly journals One-pot synthesis of 3-substituted-4H-[1,2,3] triazolo[5,1-c][1,4]oxazin-6(7H)-ones from propargyl alcohols, chloroacetyl chloride, and sodium azide

2020 ◽  
pp. 174751982094835
Author(s):  
Xiao-Lan Zhang ◽  
Mei-Hong Wei ◽  
Jun-Min Chen ◽  
Shou-Ri Sheng ◽  
Xiao-Ling Liu
Keyword(s):  
Sodium Azide ◽  
High Efficiency ◽  
Dipolar Cycloaddition ◽  
Chloroacetyl Chloride ◽  
One Pot ◽  
Product Yields ◽  
Simple Operation ◽  
One Pot Synthesis ◽  
Propargyl Alcohols

An efficient, one-pot synthesis of 3-substituted-4 H-[1,2,3]triazolo[5,1- c][1,4]oxazin-6(7 H)-ones is developed via sequential esterification, substitution, and 1,3-dipolar cycloaddition processes of various propargyl alcohols, chloroacetyl chloride, and sodium azide. This method provides a variety of novel 1,2,3-triazole-fused oxazinones and has several advantages including simple operation, high efficiency, and good-to-excellent product yields (80%–95%) without the need to isolate the ester and azide intermediates.

Novel low-band-gap conjugated polymers using an alternating donor/acceptor repeat unit

e-Polymers ◽  
2010 ◽  
Vol 10 (1) ◽  
Author(s):  
Phimwipha Piyakulawat ◽  
Anusit Keawprajak ◽  
Anon Chindaduang ◽  
Anke Helfer ◽  
Udom Asawapirom
Keyword(s):  
Cyclic Voltammetry ◽  
Charge Transfer ◽  
Conjugated Polymers ◽  
Lower Energy ◽  
Intramolecular Charge Transfer ◽  
Repeat Unit ◽  
Band Gaps ◽  
Donor And Acceptor ◽  
Donor Acceptor ◽  
Positive Step

AbstractA series of new π-conjugated donor-acceptor copolymers, based on a naphthalene-bisimide moiety as the electron-acceptor and connected to either thiophene or dialkylfluorene as the electron-donor, were synthesized. The polymers are soluble in common organic solvents. The UV-Vis spectra of the copolymers in chloroform showed two absorption maxima at higher energies (ca. 301 - 364 nm), assigned to the π-π * transition, and at a lower energy (ca. 512 - 595 nm), ascribed to the intramolecular charge transfer between donor and acceptor units. Cyclic voltammetry revealed that the polymers were susceptible to both electrochemical oxidation and reduction, and they had a LUMO and HOMO levels ranging from -4.07 to -3.80 eV and -6.13 to -5.64 eV, respectively. The energy band gaps were estimated to be 1.48 - 2.06 eV. These results represent a positive step towards making novel compounds suitable for electronic applications.

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