| Full text | |
| Author(s): Show less - |
Batagianni, Eleftheria
;
Doat, Olivier
;
Elissalt, Nicolas
;
Bouassa, Douvotsu Elisa Moungadji
;
Bittencourt, Jessyka Carolina
;
Goncalves, Gabriel Cardoso
;
Moreno, Vitor Fernandes
;
Lima, Joao Victor Morais
;
Nogueira, Gabriel Leonardo
;
Affonco, Lucas Jorge
;
Paulin, Joao Vitor
;
Fernandes, Silvia Leticia
;
Ferranti, Renato
;
Khoukh, Abdel
;
da Silva Filho, Luiz Carlos
;
Agostini, Deuber Lincon da Silva
;
Olivati, Clarissa de Almeida
;
Campana, Patricia Targon
;
Graeff, Carlos F. O.
;
Begue, Didier
;
Hiorns, Roger C.
Total Authors: 21
|
| Document type: | Journal article |
| Source: | MACROMOLECULES; v. 58, n. 3, p. 19-pg., 2025-01-22. |
| Abstract | |
For the first time, this article shows how it is possible to make well-soluble poly(fullerene xylene)s using potassium iodide and in low amounts of solvents. This new method makes it possible to use low-cost, environmentally friendly starting materials, nonchlorinated solvents, and main-chain C60, PCBM, and for the first time, C70, polymers. The reaction can even be performed in the presence of water, further increasing its environmental friendliness. Specifically, a dibromomethylated comonomer, such as 2,5-bis(bromomethyl)-1,4-bis(oxidodecyl)benzene, is reacted with potassium iodide, 18-crown-6, and fullerene in refluxing toluene to yield highly modular alternating copolymers. Model reactions show that polymerization works by the transformation of methylene bromides into methylene iodides, which then disintegrate to make methylene radicals that react with the fullerenes. The radical nature of this new iodine-mediated polymerization (IMP) is confirmed by its sensitivity to the radical trap (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO). The comonomers add in pairs to the fullerene to yield linear chains. NMR and UV-visible spectroscopy along with quantum calculations suggest that most bonds to the fullerene are in 1,4-positions on the same hexagonal ring, however, a minority of C60-methylene bonds are situated several bonds apart on the fullerene, suggesting that iodine "walks" across the fullerene surface. This new polymerization of fullerene, without its reliance on copper and chlorinated solvents and ability to work in the presence of water, makes it of wide use for materials for optoelectronics and medicine where even trace impurities can impact heavily on material properties. (AU) | |
| FAPESP's process: | 20/12356-8 - Stability optimization of perovskite solar cells |
| Grantee: | Carlos Frederico de Oliveira Graeff |
| Support Opportunities: | Research Projects - Thematic Grants |
| FAPESP's process: | 23/12686-6 - SYNTHESIS AND CHARACTERIZATION OF A LIBRARY OF POLY(FULLERENE)S FOR PHOTOVOLTAIC APPLICATIONS |
| Grantee: | Carlos Frederico de Oliveira Graeff |
| Support Opportunities: | Research Grants - Visiting Researcher Grant - International |
| FAPESP's process: | 13/07296-2 - CDMF - Center for the Development of Functional Materials |
| Grantee: | Elson Longo da Silva |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |
| FAPESP's process: | 21/03379-7 - Application of New Materials as Electrodes in Flexible Supercapacitors |
| Grantee: | João Victor Morais Lima |
| Support Opportunities: | Scholarships in Brazil - Doctorate |