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  1. Article: Selenophene-containing heterotriacenes by a C-Se coupling/cyclization reaction.

    Schwartz, Pierre-Olivier / Förtsch, Sebastian / Vogt, Astrid / Mena-Osteritz, Elena / Bäuerle, Peter

    Beilstein journal of organic chemistry

    2019  Volume 15, Page(s) 1379–1393

    Abstract: A new novel family of tricyclic sulfur and/or selenium-containing ... ...

    Abstract A new novel family of tricyclic sulfur and/or selenium-containing heterotriacenes
    Language English
    Publishing date 2019-06-24
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2192461-2
    ISSN 1860-5397
    ISSN 1860-5397
    DOI 10.3762/bjoc.15.138
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Synthesis and solvent-free polymerisation of vinyl terephthalate for application as an anode material in organic batteries

    Nauroozi, Djawed / Pejic, Marijana / Schwartz, Pierre-Olivier / Wachtler, Mario / Bäuerle, Peter

    RSC advances. 2016 Nov. 23, v. 6, no. 112

    2016  

    Abstract: The synthesis and polymerisation of dimethyl 2-vinylterephthalate M1 for possible applications as an anode material in organic secondary batteries are reported. M1 exhibits a vinyl group as a polymerisable unit while the carboxylate moieties serve as ... ...

    Abstract The synthesis and polymerisation of dimethyl 2-vinylterephthalate M1 for possible applications as an anode material in organic secondary batteries are reported. M1 exhibits a vinyl group as a polymerisable unit while the carboxylate moieties serve as cation (Li+, Na+) coordinating sites. The gram-scale synthesis of M1 is described via three different routes in order to evaluate the route with the highest overall yield. Furthermore, different conditions for free radical polymerisation are investigated for obtaining polymer P1 with high molecular weights in order to study the impact of immobilising the carboxylate redox-active centres in a polymer on the charge/discharge cycling stability when used in an organic battery. In order to synthesis suitable materials for battery investigations, P1 was post-functionalised to the corresponding lithium salt P1-Li, which was further electrochemically investigated. Cyclic voltammetry measurements showed for P1-Li redox activity in the range of 0.5–1.2 V vs. Li+/Li which assigns it as a candidate for the anode. Under the present experimental conditions, the galvanostatic measurements of P1-Li exhibited a specific capacity of 64 mA h g−1. It is further demonstrated that P1-Li shows an improved cycling stability of 83% discharge capacity remaining after 100 cycles compared to the parent monomer (44%).
    Keywords anodes ; batteries ; cations ; electrochemistry ; free radicals ; lithium ; moieties ; molecular weight ; polymerization ; polymers ; sodium
    Language English
    Dates of publication 2016-1123
    Size p. 111350-111357.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ISSN 2046-2069
    DOI 10.1039/c6ra24064j
    Database NAL-Catalogue (AGRICOLA)

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  3. Article ; Online: Ferrocene-functionalized polyheteroacenes for the use as cathode active material in rechargeable batteries.

    Schwartz, Pierre-Olivier / Förtsch, Sebastian / Mena-Osteritz, Elena / Weirather-Köstner, Dagmar / Wachtler, Mario / Bäuerle, Peter

    RSC advances

    2018  Volume 8, Issue 26, Page(s) 14193–14200

    Abstract: Herein we report the synthesis and characterization of new conjugated polymers bearing redox-active pendant groups for applications as cathode active materials in secondary batteries. The polymers comprise a ferrocene moiety immobilized at a poly( ... ...

    Abstract Herein we report the synthesis and characterization of new conjugated polymers bearing redox-active pendant groups for applications as cathode active materials in secondary batteries. The polymers comprise a ferrocene moiety immobilized at a poly(cyclopenta[2,1-
    Language English
    Publishing date 2018-04-17
    Publishing country England
    Document type Journal Article
    ISSN 2046-2069
    ISSN (online) 2046-2069
    DOI 10.1039/c8ra00129d
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: High-resolution noncontact AFM and Kelvin probe force microscopy investigations of self-assembled photovoltaic donor-acceptor dyads.

    Grévin, Benjamin / Schwartz, Pierre-Olivier / Biniek, Laure / Brinkmann, Martin / Leclerc, Nicolas / Zaborova, Elena / Méry, Stéphane

    Beilstein journal of nanotechnology

    2016  Volume 7, Page(s) 799–808

    Abstract: Self-assembled donor-acceptor dyads are used as model nanostructured heterojunctions for local investigations by noncontact atomic force microscopy (nc-AFM) and Kelvin probe force microscopy (KPFM). With the aim to probe the photo-induced charge carrier ... ...

    Abstract Self-assembled donor-acceptor dyads are used as model nanostructured heterojunctions for local investigations by noncontact atomic force microscopy (nc-AFM) and Kelvin probe force microscopy (KPFM). With the aim to probe the photo-induced charge carrier generation, thin films deposited on transparent indium tin oxide substrates are investigated in dark conditions and upon illumination. The topographic and contact potential difference (CPD) images taken under dark conditions are analysed in view of the results of complementary transmission electron microscopy (TEM) experiments. After in situ annealing, it is shown that the dyads with longer donor blocks essentially lead to standing acceptor-donor lamellae, where the acceptor and donor groups are π-stacked in an edge-on configuration. The existence of strong CPD and surface photo-voltage (SPV) contrasts shows that structural variations occur within the bulk of the edge-on stacks. SPV images with a very high lateral resolution are achieved, which allows for the resolution of local photo-charging contrasts at the scale of single edge-on lamella. This work paves the way for local investigations of the optoelectronic properties of donor-acceptor supramolecular architectures down to the elementary building block level.
    Language English
    Publishing date 2016-06-03
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2583584-1
    ISSN 2190-4286
    ISSN 2190-4286
    DOI 10.3762/bjnano.7.71
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Perylenediimide-based donor-acceptor dyads and triads: impact of molecular architecture on self-assembling properties.

    Schwartz, Pierre-Olivier / Biniek, Laure / Zaborova, Elena / Heinrich, Benoît / Brinkmann, Martin / Leclerc, Nicolas / Méry, Stéphane

    Journal of the American Chemical Society

    2014  Volume 136, Issue 16, Page(s) 5981–5992

    Abstract: Perylenediimide-based donor-acceptor co-oligomers are particularly attractive in plastic electronics because of their unique electro-active properties that can be tuned by proper chemical engineering. Herein, a new class of co-oligomers has been ... ...

    Abstract Perylenediimide-based donor-acceptor co-oligomers are particularly attractive in plastic electronics because of their unique electro-active properties that can be tuned by proper chemical engineering. Herein, a new class of co-oligomers has been synthesized with a dyad structure (AD) or a triad structure (DAD and ADA) in order to understand the correlations between the co-oligomer molecular architecture and the structures formed by self-assembly in thin films. The acceptor block A is a perylene tetracarboxyl diimide (PDI), whereas the donor block D is made of a combination of thiophene, fluorene, and 2,1,3-benzothiadiazole derivatives. D and A blocks are linked by a short and flexible ethylene spacer to ease self-assembling in thin films. Structural studies using small and wide X-ray diffraction and transmission electron microscopy demonstrate that AD and ADA lamellae are made of a double layer of co-oligomers with overlapping and strongly π-stacked PDI units because the sectional area of the PDI is about half that of the donor block. These structural models allow rationalizing the absence of organization for the DAD co-oligomer and therefore to draw general rules for the design of PDI-based dyads and triads with proper self-assembling properties of use in organic electronics.
    Language English
    Publishing date 2014-04-23
    Publishing country United States
    Document type Journal Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/ja4129108
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Bonn / Germany

    Z 4' 55/32: Show issues
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  6. Article: Perylenediimide-Based Donor–Acceptor Dyads and Triads: Impact of Molecular Architecture on Self-Assembling Properties

    Schwartz, Pierre-Olivier / Biniek Laure / Brinkmann Martin / Heinrich Benoît / Leclerc Nicolas / Méry Stéphane / Zaborova Elena

    Journal of the American Chemical Society. 2014 Apr. 23, v. 136, no. 16

    2014  

    Abstract: Perylenediimide-based donor–acceptor co-oligomers are particularly attractive in plastic electronics because of their unique electro-active properties that can be tuned by proper chemical engineering. Herein, a new class of co-oligomers has been ... ...

    Abstract Perylenediimide-based donor–acceptor co-oligomers are particularly attractive in plastic electronics because of their unique electro-active properties that can be tuned by proper chemical engineering. Herein, a new class of co-oligomers has been synthesized with a dyad structure (AD) or a triad structure (DAD and ADA) in order to understand the correlations between the co-oligomer molecular architecture and the structures formed by self-assembly in thin films. The acceptor block A is a perylene tetracarboxyl diimide (PDI), whereas the donor block D is made of a combination of thiophene, fluorene, and 2,1,3-benzothiadiazole derivatives. D and A blocks are linked by a short and flexible ethylene spacer to ease self-assembling in thin films. Structural studies using small and wide X-ray diffraction and transmission electron microscopy demonstrate that AD and ADA lamellae are made of a double layer of co-oligomers with overlapping and strongly π-stacked PDI units because the sectional area of the PDI is about half that of the donor block. These structural models allow rationalizing the absence of organization for the DAD co-oligomer and therefore to draw general rules for the design of PDI-based dyads and triads with proper self-assembling properties of use in organic electronics.
    Keywords chemical engineering ; electronics ; ethylene ; fluorenes ; thiophene ; transmission electron microscopy ; X-ray diffraction
    Language English
    Dates of publication 2014-0423
    Size p. 5981-5992.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021%2Fja4129108
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Bonn / Germany

    Z 4' 55/32: Show issues
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  7. Article ; Online: Controlling charge separation and recombination by chemical design in donor-acceptor dyads.

    Liu, Li / Eisenbrandt, Pierre / Roland, Thomas / Polkehn, Matthias / Schwartz, Pierre-Olivier / Bruchlos, Kirsten / Omiecienski, Beatrice / Ludwigs, Sabine / Leclerc, Nicolas / Zaborova, Elena / Léonard, Jérémie / Méry, Stéphane / Burghardt, Irene / Haacke, Stefan

    Physical chemistry chemical physics : PCCP

    2016  Volume 18, Issue 27, Page(s) 18536–18548

    Abstract: Conjugated donor-acceptor block co-oligomers that self-organize into D-A mesomorphic arrays have raised increasing interest due to their potential applications in organic solar cells. We report here a combined experimental and computational study of ... ...

    Abstract Conjugated donor-acceptor block co-oligomers that self-organize into D-A mesomorphic arrays have raised increasing interest due to their potential applications in organic solar cells. We report here a combined experimental and computational study of charge transfer (CT) state formation and recombination in isolated donor-spacer-acceptor oligomers based on bisthiophene-fluorene (D) and perylene diimide (A), which have recently shown to self-organize to give a mesomorphic lamellar structure at room temperature. Using femtosecond transient absorption spectroscopy and Time-Dependent Density Functional Theory in combination with the Marcus-Jortner formalism, the observed increase of the CT lifetimes is rationalized in terms of a reduced electronic coupling between D and A brought about by the chemical design of the donor moiety. A marked dependence of the CT lifetime on solvent polarity is observed, underscoring the importance of electrostatic effects and those of the environment at large. The present investigation therefore calls for a more comprehensive design approach including the effects of molecular packing.
    Language English
    Publishing date 2016-07-21
    Publishing country England
    Document type Journal Article
    ZDB-ID 1476244-4
    ISSN 1463-9084 ; 1463-9076
    ISSN (online) 1463-9084
    ISSN 1463-9076
    DOI 10.1039/c6cp00644b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Low threshold amplified spontaneous emission and ambipolar charge transport in non-volatile liquid fluorene derivatives.

    Ribierre, Jean-Charles / Zhao, Li / Inoue, Munetomo / Schwartz, Pierre-Olivier / Kim, Ju-Hyung / Yoshida, Kou / Sandanayaka, Atula S D / Nakanotani, Hajime / Mager, Loic / Méry, Stéphane / Adachi, Chihaya

    Chemical communications (Cambridge, England)

    2016  Volume 52, Issue 15, Page(s) 3103–3106

    Abstract: Highly fluorescent non-volatile fluidic fluorene derivatives functionalized with siloxane chains were synthesized and used in monolithic solvent-free liquid organic semiconductor distributed feedback lasers. The photoluminescence quantum yield values, ... ...

    Abstract Highly fluorescent non-volatile fluidic fluorene derivatives functionalized with siloxane chains were synthesized and used in monolithic solvent-free liquid organic semiconductor distributed feedback lasers. The photoluminescence quantum yield values, the amplified spontaneous emission thresholds and the ambipolar charge carrier mobilities demonstrate that this class of materials is extremely promising for organic fluidic light-emitting and lasing devices.
    Language English
    Publishing date 2016-02-21
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c5cc08331a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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