4 research outputs found
Oxidation of Tetraphenylhexaazaanthracene: Accessing a Scissor Dimer of a 16π Biscyanine
Tetraphenylhexaazaanthracene
(<b>TPHA</b>), a fluorescent
zwitterionic biscyanine with a closed-shell singlet ground state,
on treatment with manganese dioxide or phenyliodine bis(trifluoroacetate)
(<b>PIFA</b>), undergoes oxidative dimerization to give a near-zero
dipole scissor 5,5′-dimer <b>DI-TPHA</b>. Both acene
components of the new dimer <b>DI-TPHA</b> maintain their biscyanine
closed-shell singlet ground state motifs, as judged by analysis of
both single crystal X-ray crystallographic and density functional
theory computational studies; however, unlike <b>TPHA</b>, <b>DI-TPHA</b> is only very weakly fluorescent
Exploring the origin of high optical absorption in conjugated polymers.
The specific optical absorption of an organic semiconductor is critical to the performance of organic optoelectronic devices. For example, higher light-harvesting efficiency can lead to higher photocurrent in solar cells that are limited by sub-optimal electrical transport. Here, we compare over 40 conjugated polymers, and find that many different chemical structures share an apparent maximum in their extinction coefficients. However, a diketopyrrolopyrrole-thienothiophene copolymer shows remarkably high optical absorption at relatively low photon energies. By investigating its backbone structure and conformation with measurements and quantum chemical calculations, we find that the high optical absorption can be explained by the high persistence length of the polymer. Accordingly, we demonstrate high absorption in other polymers with high theoretical persistence length. Visible light harvesting may be enhanced in other conjugated polymers through judicious design of the structure
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Exploring the origin of high optical absorption in conjugated polymers.
The specific optical absorption of an organic semiconductor is critical to the performance of organic optoelectronic devices. For example, higher light-harvesting efficiency can lead to higher photocurrent in solar cells that are limited by sub-optimal electrical transport. Here, we compare over 40 conjugated polymers, and find that many different chemical structures share an apparent maximum in their extinction coefficients. However, a diketopyrrolopyrrole-thienothiophene copolymer shows remarkably high optical absorption at relatively low photon energies. By investigating its backbone structure and conformation with measurements and quantum chemical calculations, we find that the high optical absorption can be explained by the high persistence length of the polymer. Accordingly, we demonstrate high absorption in other polymers with high theoretical persistence length. Visible light harvesting may be enhanced in other conjugated polymers through judicious design of the structure