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  1. Article ; Online: One-step synthesis of perylenediimides exhibiting near-infrared absorption and emission by amino-yne click reaction.

    Sanematsu, Haruki / Takeuchi, Masayuki / Takai, Atsuro

    Chemical communications (Cambridge, England)

    2023  Volume 59, Issue 33, Page(s) 4903–4906

    Abstract: The facile synthesis of chromophores with near-infrared (NIR) absorption and emission is of particular interest due to their wide range of applications. Here we report a one-step synthesis of amino-functionalized perylenediimides exhibiting NIR ... ...

    Abstract The facile synthesis of chromophores with near-infrared (NIR) absorption and emission is of particular interest due to their wide range of applications. Here we report a one-step synthesis of amino-functionalized perylenediimides exhibiting NIR absorption and emission
    Language English
    Publishing date 2023-04-20
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d3cc00886j
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Amino-Ene Click Reaction of Electron-Deficient π-Conjugated Molecules with Negative Activation Enthalpies.

    Sanematsu, Haruki / Nagata, Yuuya / Takeuchi, Masayuki / Takai, Atsuro

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Volume 29, Issue 39, Page(s) e202301019

    Abstract: An amino-ene click reaction is a type of aza-Michael addition reaction that is congruent with click chemistry in terms of its reaction efficiency and rate under mild conditions. The amino-ene click reaction is increasingly recognized as a prominent ... ...

    Abstract An amino-ene click reaction is a type of aza-Michael addition reaction that is congruent with click chemistry in terms of its reaction efficiency and rate under mild conditions. The amino-ene click reaction is increasingly recognized as a prominent synthetic tool to form C-N bonds in the context of organic materials chemistry and polymer chemistry. Herein, an unconventional amino-ene click reaction with negative activation enthalpies, in which an electron-deficient π-conjugated molecule, such as a naphthalenediimide, reacts with an amine faster at lower temperatures is reported. The detailed study of the reaction mechanism reveals that the amino-ene click reaction proceeds via a pre-equilibrium reaction, the key to which is the formation of a stable reaction intermediate due to the solvation and charge delocalization on the π-core. By optimizing the reaction conditions, it was demonstrated that the amino-ene click reaction proceeded faster at 273 K than at 347 K, which was easily observed visually.
    Language English
    Publishing date 2023-05-25
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202301019
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Cooperative self-assembling process of core-substituted naphthalenediimide induced by amino–yne click reaction

    Tan, Minghan / Takeuchi, Masayuki / Takai, Atsuro

    Chemical communications. 2022 June 23, v. 58, no. 51

    2022  

    Abstract: We report a cooperative (i.e., nucleation–elongation) self-assembling process of a core-substituted naphthalenediimide induced by a catalyst-free amino–yne click reaction at 298 K. The self-assembling process was initiated immediately in the presence of ... ...

    Abstract We report a cooperative (i.e., nucleation–elongation) self-assembling process of a core-substituted naphthalenediimide induced by a catalyst-free amino–yne click reaction at 298 K. The self-assembling process was initiated immediately in the presence of nuclei (seeds). The combination of the click reaction and the seeded self-assembling process paves the way for precise control over supramolecular assemblies of electron-deficient π-systems.
    Keywords chemical communication ; cooperatives ; seeds
    Language English
    Dates of publication 2022-0623
    Size p. 7196-7199.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d2cc02331h
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  4. Article: Spatiotemporal dynamics of supramolecular polymers by

    Tan, Minghan / Takeuchi, Masayuki / Takai, Atsuro

    Chemical science

    2022  Volume 13, Issue 15, Page(s) 4413–4423

    Abstract: Implementing chemical reactivity into synthetic supramolecular polymers based on π-conjugated molecules has been of great interest to create functional materials with spatiotemporal dynamic properties. However, the development of ... ...

    Abstract Implementing chemical reactivity into synthetic supramolecular polymers based on π-conjugated molecules has been of great interest to create functional materials with spatiotemporal dynamic properties. However, the development of an
    Language English
    Publishing date 2022-03-23
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d2sc00035k
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Cooperative self-assembling process of core-substituted naphthalenediimide induced by amino-yne click reaction.

    Tan, Minghan / Takeuchi, Masayuki / Takai, Atsuro

    Chemical communications (Cambridge, England)

    2022  Volume 58, Issue 51, Page(s) 7196–7199

    Abstract: We report a cooperative ( ...

    Abstract We report a cooperative (
    Language English
    Publishing date 2022-06-23
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d2cc02331h
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Preparation of Supramolecular Miktoarm Star Copolymers with a Zinc Phthalocyanine Core through ATRP and RAFT Polymerization.

    Zhong, Xinhao / Nagai, Akira / Takeuchi, Masayuki / Aimi, Junko

    Macromolecular rapid communications

    2022  Volume 44, Issue 3, Page(s) e2200666

    Abstract: Topological polymers have attracted considerable attention owing to their unique chemical and physical properties. This study demonstrates the formation of novel supramolecular miktoarm star copolymers with a zinc phthalocyanine (ZnPc) core using metal- ... ...

    Abstract Topological polymers have attracted considerable attention owing to their unique chemical and physical properties. This study demonstrates the formation of novel supramolecular miktoarm star copolymers with a zinc phthalocyanine (ZnPc) core using metal-ligand coordination interactions. Various linear polymers with pyridyl end groups, poly(methyl methacrylate), poly(vinyl acetate) and poly(N-vinyl carbazole), are prepared via reversible addition-fragmentation chain transfer (RAFT) polymerization. This facilitates coordination to the ZnPc core of 4-armed star-shaped polystyrene prepared via atom-transfer radical polymerization (ATRP). Furthermore, the formation of a 1:1 complex of a ZnPc molecule and pyridyl group of the chain-transfer agent for RAFT is confirmed by absorption spectral studies and
    MeSH term(s) Polymerization ; Polymers/chemistry ; Polymethyl Methacrylate
    Chemical Substances Zn(II)-phthalocyanine (14320-04-8) ; Polymers ; Polymethyl Methacrylate (9011-14-7)
    Language English
    Publishing date 2022-10-17
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1475027-2
    ISSN 1521-3927 ; 1022-1336
    ISSN (online) 1521-3927
    ISSN 1022-1336
    DOI 10.1002/marc.202200666
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Oxidation-degree-dependent moisture-induced actuation of a graphene oxide film.

    Nakanishi, Waka / Yamauchi, Yoshihiro / Nishina, Yuta / Yoshio, Masafumi / Takeuchi, Masayuki

    RSC advances

    2022  Volume 12, Issue 6, Page(s) 3372–3379

    Abstract: Multilayered films prepared from graphene oxide (GO) subjected to a single oxidation process (1GO) can actuate in response to moisture, whereas those prepared from GO subjected to two oxidation processes (2GO) lose this ability. To elucidate the origin ... ...

    Abstract Multilayered films prepared from graphene oxide (GO) subjected to a single oxidation process (1GO) can actuate in response to moisture, whereas those prepared from GO subjected to two oxidation processes (2GO) lose this ability. To elucidate the origin of this difference, the structures and properties of various multilayered films and their contents were analyzed. According to atomic force microscopy images, the lateral size of the GO monolayer in 2GO (2.0 ± 0.4 μm) was smaller than that in 1GO (3.2 ± 0.4 μm), although this size difference did not affect actuation. Scanning electron microscopy images of the cross sections of both films showed fine multilayered structures and X-ray diffraction measurements showed the moisture sensitive reversible change in the interlayer distances for both films. Both films adsorbed 30 wt% moisture in 60 s with different water contents at the bottom moist sides and top air sides of the films. Nanoindentation experiments showed hardness values (1GO: 156 ± 67 MPa; 2GO: 189 ± 97 MPa) and elastic modulus values (1GO: 4.7 ± 1.7 GPa; 2GO: 5.8 ± 3.2 GPa) typical of GO, with no substantial difference between the films. On the contrary, the 1GO film bent when subjected to a weight equal to its own weight, whereas the 2GO film did not. Such differences in the macroscopic hardness of GO films can affect their moisture-induced actuation ability.
    Language English
    Publishing date 2022-01-26
    Publishing country England
    Document type Journal Article
    ISSN 2046-2069
    ISSN (online) 2046-2069
    DOI 10.1039/d1ra07773b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article: Individually separated supramolecular polymer chains toward solution-processable supramolecular polymeric materials.

    Shimada, Takuma / Watanabe, Yuichiro / Kajitani, Takashi / Takeuchi, Masayuki / Wakayama, Yutaka / Sugiyasu, Kazunori

    Chemical science

    2023  Volume 14, Issue 4, Page(s) 822–826

    Abstract: Herein, we present a simple design concept for a monomer that affords individually separated supramolecular polymer chains. Random introduction of alkyl chains with different lengths onto a monomer prevented its supramolecular polymers from bundling, ... ...

    Abstract Herein, we present a simple design concept for a monomer that affords individually separated supramolecular polymer chains. Random introduction of alkyl chains with different lengths onto a monomer prevented its supramolecular polymers from bundling, permitting the preparation of concentrated solutions of the supramolecular polymer without gelation, precipitation, or crystallization. With such a solution in hand, we succeeded in fabricating self-standing films and threads consisting of supramolecular polymers.
    Language English
    Publishing date 2023-01-04
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d2sc06089b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Multistep, site-selective noncovalent synthesis of two-dimensional block supramolecular polymers.

    Sasaki, Norihiko / Kikkawa, Jun / Ishii, Yoshiki / Uchihashi, Takayuki / Imamura, Hitomi / Takeuchi, Masayuki / Sugiyasu, Kazunori

    Nature chemistry

    2023  Volume 15, Issue 7, Page(s) 922–929

    Abstract: Although the principles of noncovalent bonding are well understood and form the basis for the syntheses of many intricate supramolecular structures, supramolecular noncovalent synthesis cannot yet achieve the levels of precision and complexity that are ... ...

    Abstract Although the principles of noncovalent bonding are well understood and form the basis for the syntheses of many intricate supramolecular structures, supramolecular noncovalent synthesis cannot yet achieve the levels of precision and complexity that are attainable in organic and/or macromolecular covalent synthesis. Here we show the stepwise synthesis of block supramolecular polymers from metal-porphyrin derivatives (in which the metal centre is Zn, Cu or Ni) functionalized with fluorinated alkyl chains. These monomers first undergo a one-dimensional supramolecular polymerization and cyclization process to form a toroidal structure. Subsequently, successive secondary nucleation, elongation and cyclization steps result in two-dimensional assemblies with concentric toroidal morphologies. The site selectivity endowed by the fluorinated chains, reminiscent of regioselectivity in covalent synthesis, enables the precise control of the compositions and sequences of the supramolecular structures, as demonstrated by the synthesis of several triblock supramolecular terpolymers.
    Language English
    Publishing date 2023-06-01
    Publishing country England
    Document type Journal Article
    ZDB-ID 2464596-5
    ISSN 1755-4349 ; 1755-4330
    ISSN (online) 1755-4349
    ISSN 1755-4330
    DOI 10.1038/s41557-023-01216-y
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Non-linear effects of secondary organic aerosol formation and properties in multi-precursor systems.

    Takeuchi, Masayuki / Berkemeier, Thomas / Eris, Gamze / Ng, Nga Lee

    Nature communications

    2022  Volume 13, Issue 1, Page(s) 7883

    Abstract: Secondary organic aerosol (SOA) contributes significantly to ambient fine particulate matter that affects climate and human health. Monoterpenes represent an important class of biogenic volatile organic compounds (VOCs) and their oxidation by nitrate ... ...

    Abstract Secondary organic aerosol (SOA) contributes significantly to ambient fine particulate matter that affects climate and human health. Monoterpenes represent an important class of biogenic volatile organic compounds (VOCs) and their oxidation by nitrate radicals poses a substantial source of SOA globally. Here, we investigate the formation and properties of SOA from nitrate radical oxidation of two common monoterpenes, α-pinene and limonene. When two monoterpenes are oxidized simultaneously, we observe a ~50% enhancement in the formation of SOA from α-pinene and a ~20% reduction in limonene SOA formation. The change in SOA yields is accompanied by pronounced changes in aerosol chemical composition and volatility. These non-linear effects are not observed in a sequential oxidation experiment. Our results highlight that unlike currently assumed in atmospheric models, the interaction of products formed from individual VOCs should be accounted for to accurately describe SOA formation and its climate and health impacts.
    Language English
    Publishing date 2022-12-22
    Publishing country England
    Document type Journal Article
    ZDB-ID 2553671-0
    ISSN 2041-1723 ; 2041-1723
    ISSN (online) 2041-1723
    ISSN 2041-1723
    DOI 10.1038/s41467-022-35546-1
    Database MEDical Literature Analysis and Retrieval System OnLINE

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