9 research outputs found

    Supramolecular dendritic π-conjugated systems II.:Synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts

    No full text
    A new guest based on diphenylanthracene functionalized with glycinylurea was synthesized. The guest having trisdodecyloxyalkylic groups has been fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting Guest was complexed with dendritic adamantyl urea Host of fifth generation and the association constant has been calculated. By size exclusion chromatography was proved that the multivalent host strongly binds 32 molecules of the DPA guests as a result of acid-base and hydrogen bonding interactions.</p

    Supramolecular dendritic π-conjugated systems II.:Synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts

    No full text
    A new guest based on diphenylanthracene functionalized with glycinylurea was synthesized. The guest having trisdodecyloxyalkylic groups has been fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting Guest was complexed with dendritic adamantyl urea Host of fifth generation and the association constant has been calculated. By size exclusion chromatography was proved that the multivalent host strongly binds 32 molecules of the DPA guests as a result of acid-base and hydrogen bonding interactions.</p

    Supramolecular dendritic π-conjugated systems:Enhancement of fluorescence in amorphous dendritic blue emitting thin film

    No full text
    Glycinylurea functionalized π-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyll urea modified dendritic hosts were synthesized and fully characterized optical measurements. The resulting supramolecular assemblies have been investigated with respect to their photophysical properties. DPA guests molecules were able to click into urea functionalized N,N-bis[(3-adamantyl ureido) propyl] methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host. In the case of the supramolecular dendritic host/guest system smooth homogeneous thin films could be obtained by spin coating. The thin film of host-guest complexes shows brilliant blue fluorescence while in the case of the guest itself the fluorescence is quenched. Then-conjugated oligomers are less aggregated in the supramolecular assemblies presumably because of a shielding effect of the bulky adamantyl units present in the hosts.</p

    Supramolecular dendritic π-conjugated systems:synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts. Part I

    No full text
    Glycinylurea functionalized π-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyl urea modified dendritic hosts were synthesized and fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting supramolecular assemblies have been investigated with respect to their binding properties. DPA guests molecules were able to click into urea functionalized N,N-bis[(3-adamantyl ureido) propyl] methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). The guest molecules were bound as 1:1 inclusion complexes and the association constants for both guests have been calculated. Subsequently, an adamantyl urea modified fifth generation poly(propylene imine) dendrimer was synthesized as a multivalent host which contains 32 N,Nbis[(3-adamantyl ureido) propyl] amine binding sites. Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host.</p

    Supramolecular dendritic π-conjugated systems II.: Synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts

    No full text
    A new guest based on diphenylanthracene functionalized with glycinylurea was synthesized. The guest having trisdodecyloxyalkylic groups has been fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting Guest was complexed with dendritic adamantyl urea Host of fifth generation and the association constant has been calculated. By size exclusion chromatography was proved that the multivalent host strongly binds 32 molecules of the DPA guests as a result of acid-base and hydrogen bonding interactions

    Supramolecular dendritic π-conjugated systems:synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts. Part I

    No full text
    Glycinylurea functionalized π-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyl urea modified dendritic hosts were synthesized and fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting supramolecular assemblies have been investigated with respect to their binding properties. DPA guests molecules were able to click into urea functionalized N,N-bis[(3-adamantyl ureido) propyl] methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). The guest molecules were bound as 1:1 inclusion complexes and the association constants for both guests have been calculated. Subsequently, an adamantyl urea modified fifth generation poly(propylene imine) dendrimer was synthesized as a multivalent host which contains 32 N,Nbis[(3-adamantyl ureido) propyl] amine binding sites. Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host.</p

    Supramolecular dendritic π-conjugated systems: synthesis of glycinylurea functionalized π-conjugated diphenylanthracene guests and their complexation with dendritic hosts. Part I

    No full text
    Glycinylurea functionalized π-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyl urea modified dendritic hosts were synthesized and fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting supramolecular assemblies have been investigated with respect to their binding properties. DPA guests molecules were able to click into urea functionalized N,N-bis[(3-adamantyl ureido) propyl] methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). The guest molecules were bound as 1:1 inclusion complexes and the association constants for both guests have been calculated. Subsequently, an adamantyl urea modified fifth generation poly(propylene imine) dendrimer was synthesized as a multivalent host which contains 32 N,Nbis[(3-adamantyl ureido) propyl] amine binding sites. Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host

    Supramolecular dendritic π-conjugated systems:Enhancement of fluorescence in amorphous dendritic blue emitting thin film

    No full text
    Glycinylurea functionalized π-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyll urea modified dendritic hosts were synthesized and fully characterized optical measurements. The resulting supramolecular assemblies have been investigated with respect to their photophysical properties. DPA guests molecules were able to click into urea functionalized N,N-bis[(3-adamantyl ureido) propyl] methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host. In the case of the supramolecular dendritic host/guest system smooth homogeneous thin films could be obtained by spin coating. The thin film of host-guest complexes shows brilliant blue fluorescence while in the case of the guest itself the fluorescence is quenched. Then-conjugated oligomers are less aggregated in the supramolecular assemblies presumably because of a shielding effect of the bulky adamantyl units present in the hosts.</p
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