Meso-π-extended/deficient BODIPYs and low-band-gap donor-acceptor copolymers for organic optoelectronics was written by Can, Ayse;Choi, Gi-Seok;Ozdemir, Resul;Park, Soyoon;Park, Jin Su;Lee, Yongchul;Deneme, Ibrahim;Mutlugun, Evren;Kim, Choongik;Kim, Bumjoon J.;Usta, Hakan. And the article was included in ACS Applied Polymer Materials in 2022.Quality Control of 1-Bromopyrrolidine-2,5-dione This article mentions the following:
The realization of π-deficient acceptors and their donor-acceptor copolymers has become a key research focus for the realization of versatile organic optoelectronic materials and devices. Herein, we demonstrate the theor. design, synthesis, and physicochem./optoelectronic characterization of two meso-π-extended/deficient BODIPY building blocks (2OD-T2BDY and 2OD-TTzBDY) and a library of donor-acceptor copolymers with low band gap (Eg = 1.30-1.35 eV) based on these building blocks. These building blocks, to the best of our knowledge, are the first examples of BODIPYs with meso-π-extension. A library of BODIPY building blocks with varied meso units/substituents is studied to reveal the meso effects on the semiconducting BODIPY′s optoelectronic properties. The building blocks showed favorable π-acceptor electronic/structural properties with meso-π-delocalized and stabilized LUMOs (ca. -3.6 eV) and large ground-state dipole moments of 4.9-5.5 D. Consistent with the theor./exptl. π-electronic structures, all copolymers functioned as p-type semiconductors in field-effect transistors and as donor materials in the bulk heterojunction organic photovoltaics. Power conversion efficiencies of up to 4.4% with a short-circuit current of 12.07 mA cm-2 were achieved. This study demonstrates a unique meso-π-extension strategy to realize BODIPYs with favorable π-acceptor properties, and our findings could open up future materials design avenues in various organic optoelectronic applications. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Quality Control of 1-Bromopyrrolidine-2,5-dione).
1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Quality Control of 1-Bromopyrrolidine-2,5-dione
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary