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

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.

2020 ◽  
Author(s):  
Ain Uddin ◽  
Kyle Plunkett

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>


Author(s):  
Yves Henri Geerts ◽  
Olivier Debever ◽  
Claire Amato ◽  
Sergey Sergeyev

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.


2017 ◽  
Vol 38 (7) ◽  
pp. 1600720 ◽  
Author(s):  
Christos L. Chochos ◽  
Sofia Drakopoulou ◽  
Athanasios Katsouras ◽  
Benedetta M. Squeo ◽  
Christian Sprau ◽  
...  

2020 ◽  
pp. 174751982094835
Author(s):  
Xiao-Lan Zhang ◽  
Mei-Hong Wei ◽  
Jun-Min Chen ◽  
Shou-Ri Sheng ◽  
Xiao-Ling Liu

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.


Author(s):  
Ain Uddin ◽  
Kyle Plunkett

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>


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