Molecular engineering for panchromatic absorbing oligothiophene donor–π–acceptor organic semiconductors

Gupta, Akhil; Ali, Abdelselam; Singh, Th. Birendra; Bilić, Ante; Bach, Udo; Evans, Richard A.

doi:10.1016/j.tet.2012.09.009

Cited by 32 publications

(14 citation statements)

References 22 publications

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“…The thin film absorption spectrum showed a bathochromic shift of about 16 nm when compared with the solution spectrum of B3, a finding that is consistent with our previous work [32,35]. The red shift in solid state is attributed to inter-/intramolecular interaction arising from the free hydrogen atoms.…”

Section: Figure 2 Goes Heresupporting

confidence: 90%

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Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells

et al. 2015

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A novel, solution-processable non-fullerene electron acceptor 9,d]silole-3,7-diyl)bis(2,7-dioctyl-4-(octylamino)benzo[lmn] [3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone) (B3) based on dibenzosilole and naphthalenediimide building blocks was designed, synthesized, characterized and successfully used in a bulkheterojunction organic solar cells. B3 displayed excellent solubility, thermal stability and acquired electron energy levels matching with those of archetypal donor polymer poly(3hexylthiophene). Solution-processable bulk-heterojunction devices afforded 1.16% power conversion efficiency with a high fill factor of 53%. B3 is the first example in the literature using this design principle, where mild donor units at the peripheries of end-capped naphthalenediimide units tune solubility and optical energy levels simultaneously. 1.

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Section: Figure 2 Goes Heresupporting

confidence: 90%

“…B3 is the first non-fullerene electron acceptor in the literature with DBS as a core and NDI as arms. The present work is a continuation of our efforts on the design and development of small molecular chromophores for organic electronic applications [32][33][34][35].…”

Section: Introductionmentioning

confidence: 95%

Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells

et al. 2015

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“…To our knowledge, there are no reports on the conjoint use of DBS and IDO building blocks to generate a non‐fullerene electron acceptor for solution‐processable BHJ devices. The present work is a continuation of our efforts on the design and development of small‐molecule chromophores for organic electronic devices …”

Section: Introductionmentioning

confidence: 99%

Conjoint use of Dibenzosilole and Indan‐1,3‐dione Functionalities to Prepare an Efficient Non‐Fullerene Acceptor for Solution‐Processable Bulk‐Heterojunction Solar Cells

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As olution-processable, non-fullerene electron acceptor,2 ,2'-( ((5,5-dioctyl-5 H-dibenzo[b,d]silole-3,7-diyl)bis-(thiophene-5,2-diyl))bis(methanylylidene))bis(1 H-indene-1,3(2 H)-dione) (called N5)c omprised of dibenzosilole and 1,3-indanedione building blocks was designed, synthesized, and fully characterized. N5 is highly soluble in variousorganic solvents, has high thermals tability,a nd has energy levels matching those of archetypal donor poly(3-hexylthiophene).Solution-processable, bulk-heterojunction solar cells afforded promising power conversion efficiency of 2.76 %w hen N5 was used as an on-fullerene electron acceptor along with the conventional donorp olymer poly(3-hexylthiophene). As per our knowledge,t he material reported herein is the first example in the literature where synchronous use of such building blocks is demonstrated in the design an efficient, non-fullerene acceptor.

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“…In our own studies of small molecule chromophores/charge transport materials based on a D-A design, we have previously shown that the use of a cyanopyridone acceptor fragment has a positive effect on the optoelectronic properties and material performance in devices [24,31].…”

Section: Introductionmentioning

confidence: 99%

Small molecules containing rigidified thiophenes and a cyanopyridone acceptor unit for solution-processable bulk-heterojunction solar cells

et al. 2015

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Molecular engineering for panchromatic absorbing oligothiophene donor–π–acceptor organic semiconductors

Cited by 32 publications

References 22 publications

Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells

Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells

Conjoint use of Dibenzosilole and Indan‐1,3‐dione Functionalities to Prepare an Efficient Non‐Fullerene Acceptor for Solution‐Processable Bulk‐Heterojunction Solar Cells

Small molecules containing rigidified thiophenes and a cyanopyridone acceptor unit for solution-processable bulk-heterojunction solar cells

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