Wide Band-Gap 3,4-Difluorothiophene-Based Polymer with 7% Solar Cell Efficiency: An Alternative to P3HT

Wolf, Jannic; Cruciani, Federico; Labban, Abdulrahman El; Beaujuge, Pierre M.

doi:10.1021/acs.chemmater.5b01520

Cited by 98 publications

(82 citation statements)

References 49 publications

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“…However, fluorination of the conjugated backbone appears to be most effective in producing high efficiency photovoltaic performances [31,33,67,68]. Actually, as shown in Table 3, V oc is not the only parameter to be affected by fluorination.…”

Section: Influence Of Fluorination On the Frontier Molecular Orbitalsmentioning

confidence: 99%

“…For instance, if we consider two of the most common building blocks in the conjugated polymer field, namely the thiophene electron-donating group [26][27][28][29][30][31][32] and the 2,1,3-benzothiadiazole Possible physical mechanisms that may contribute to the remarkable increase in performances after backbone fluorination of different chemical systems have already been discussed in the literature. However, due to the large variety of molecular systems investigated so far and due to the complexity of the physics underlying the photovoltaic effect in organic BHJ devices, a general understanding of the impact of fluorination on the device performances is still lacking.…”

Section: Synthesis Of Fluorinated Conjugated Polymersmentioning

confidence: 99%

“…Indeed, the fluorine atoms need to be introduced before the functionalization step [10,[19][20][21][22][23][24][25]. For instance, if we consider two of the most common building blocks in the conjugated polymer field, namely the thiophene electron-donating group [26][27][28][29][30][31][32] and the 2,1,3-benzothiadiazole [11,[32][33][34][35][36][37][38][39][40][41][42] electron-accepting group, their fluorinated derivatives requires a minimum of three and one additional steps, respectively (see Scheme 1).…”

Section: Synthesis Of Fluorinated Conjugated Polymersmentioning

confidence: 99%

“…Another series of polymers was recently introduced by Beaujuge and co-workers ( Figure 20) [31]. fluorine introduction into the conjugated backbone increases the charge collection probability at all voltages leading to an observed increase in FF upon fluorination.…”

Section: Charge Carrier Generation and Recombination In Fluorinated Pmentioning

confidence: 99%

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Impact of Backbone Fluorination on π-Conjugated Polymers in Organic Photovoltaic Devices: A Review

et al. 2016

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Solution-processed bulk heterojunction solar cells have experienced a remarkable acceleration in performances in the last two decades, reaching power conversion efficiencies above 10%. This impressive progress is the outcome of a simultaneous development of more advanced device architectures and of optimized semiconducting polymers. Several chemical approaches have been developed to fine-tune the optoelectronics and structural polymer parameters required to reach high efficiencies. Fluorination of the conjugated polymer backbone has appeared recently to be an especially promising approach for the development of efficient semiconducting polymers. As a matter of fact, most currently best-performing semiconducting polymers are using fluorine atoms in their conjugated backbone. In this review, we attempt to give an up-to-date overview of the latest results achieved on fluorinated polymers for solar cells and to highlight general polymer properties' evolution trends related to the fluorination of their conjugated backbone.

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Section: Influence Of Fluorination On the Frontier Molecular Orbitalsmentioning

confidence: 99%

Section: Synthesis Of Fluorinated Conjugated Polymersmentioning

confidence: 99%

Section: Synthesis Of Fluorinated Conjugated Polymersmentioning

confidence: 99%

Section: Charge Carrier Generation and Recombination In Fluorinated Pmentioning

confidence: 99%

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Impact of Backbone Fluorination on π-Conjugated Polymers in Organic Photovoltaic Devices: A Review

et al. 2016

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“…[84][85][86] Fluorination has been carried out on a wide variety of building blocks used in the synthesis of polymers, including thiophenes, carbazoles, thienothiophenes, benzothiadiazoles, benzotriazoles, benzodithiophenes, indacenodithiophenes, and anthradithiophenes. [87][88][89][90][91][92][93][94][95][96] Recently, we have shown The idea of attaching bulky substituents has also been widely used to control the packing of small molecules. [101][102][103] In particular, attaching bulky triisopropylsilyl (TIPS) groups via ethynyl linkers to the periphery of pentacene triggers the herringbone packing configuration of pentacene to transform into a 2D-brickwork packing arrangement.…”

Section: Halogen Substituents On the π-Conjugated Backbone Peripherymentioning

confidence: 99%

Noncovalent Interactions in Organic Electronic Materials

Ravva

Risko

Brédas

2017

Non-Covalent Interactions in Quantum Chemistry and Physics

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In this Chapter, we provide an overview of how noncovalent interactions, determined by the chemical structure of π-conjugated molecules and polymers, govern essential aspects of the electronic, optical, and mechanical characteristics of organic semiconductors. We begin by describing general aspects of materials design, including the wide variety of chemistries exploited to control the electronic and optical properties of these materials. We then discuss explicit examples of how the study of noncovalent interactions can provide deeper chemical insights that can improve the design of new generations of organic electronic materials.2

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