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  • 1.
    Dahlstedt, Emma
    et al.
    KTH, Tidigare Institutioner, Kemi.
    Hellberg, Jonas S. E.
    KTH, Tidigare Institutioner, Kemi.
    Petoral, R M
    Uvdal, K
    Synthesis of tetrathiafulvalenes suitable for self-assembly applications2004Inngår i: Journal of Materials Chemistry, ISSN 0959-9428, E-ISSN 1364-5501, Vol. 14, nr 1, s. 81-85Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A series of new tetrathiafulvalenes, with double alkylthiol or alkyldisulfide substitution, have been prepared with a synthetic procedure that allows variation of different substituents. The target compounds 6a-e and 15e-i are sparsely soluble in organic solvents, but TTFs 6d and 15g gave a relatively dense packed monolayer upon exposure to gold surfaces.

  • 2. Friedlein, R
    et al.
    Crispin, X
    Osikowicz, W
    Braun, S
    de Jong, M P
    Simpson, C D
    Watson, M D
    von Kieseritzky, Fredrik
    KTH, Tidigare Institutioner, Kemi.
    Samori, P
    Jonsson, S K M
    Fahlman, M
    Jackel, F
    Rabe, J P
    Hellberg, Jonas
    KTH, Tidigare Institutioner, Kemi.
    Mullen, K
    Salaneck, W R
    Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins2004Inngår i: Synthetic metals, ISSN 0379-6779, E-ISSN 1879-3290, Vol. 147, nr 1-3, s. 79-83Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Ordered films of polycyclic aromatic hydrocarbons (PAHs) and porphyrins with functional (e.g. thiophene) side-groups are good candidates for (opto-)electronic applications where fast charge separation and transport are required. Such highly ordered thin films of PAHs, including discotic hexa-peri-hexabenzocoronene (HBC) and C-132-C-16,C-4, as well as brominated functionalized porphyrin molecules have been grown from solutions on semi-metallic molybdenum disulfide substrates and characterized by angle-resolved valence band photoelectron spectroscopy. A vertical growth of self-assembled supramolecular columns perpendicular to the basal plane of the substrate along with their lateral ordering on the surface has been achieved. Annealing made it possible to increase the structural order in the HBC columns, with molecules positioned at a regular offset from the columnar axis. This permitted the formation of extended pi-electronic states with a bandwidth of at least 0.1-0.2 eV at room temperature.

  • 3. Friedlein, R
    et al.
    von Kieseritzky, Fredrik
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Braun, S
    Linde, C
    Osikowicz, W
    Hellberg, Jonas S. E.
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Salaneck, W R
    Solution-processed, highly-oriented supramolecular architectures of functionalized porphyrins with extended electronic states2005Inngår i: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, nr 15, s. 1974-1976Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Thin films of aligned supramolecular architectures built from newly synthesized thiophene-substituted porphyrins have been processed from solution on surfaces.

  • 4.
    Hellberg, Jonas
    et al.
    KTH, Tidigare Institutioner, Kemi.
    Dahlstedt, Emma
    KTH, Tidigare Institutioner, Kemi.
    Pelcman, Margit
    KTH, Tidigare Institutioner, Kemi.
    Synthesis of annulated dioxins as electron-rich donors for cation radical salts2004Inngår i: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 60, nr 40, s. 8899-8912Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The synthesis of a series of new alkoxylated linearly annulated dioxins is described together with their cyclic voltammetric behavior and some preliminary result on their ability to form cation radical salts. Of these dioxins, seven (8, 12, 19, 21, 27, 33, 34) are the first representatives of entirely new heterocyclic systems. Dioxins 8, 21, 22 and 27 gave good quality cation radical salts upon electrocrystallization.

  • 5.
    Hellberg, Jonas
    et al.
    KTH, Tidigare Institutioner, Kemi.
    Dahlstedt, Emma
    KTH, Tidigare Institutioner, Kemi.
    Woldegiorgis, Andreas
    KTH, Tidigare Institutioner, Kemi.
    Umpolung of the 5-alkyl-2-dimethylamino-1,3-dithiolium-4-thiolate mesoion and its application in the synthesis of some new tetrathiafulvalenes2004Inngår i: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, nr 7, s. 1455-1463Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The 5-alkyl-2-dimethylamino-1,3-dithiolium-4-thiolate mesoion could be umpoled with sulfuryl chloride to yield a dicationic electrophile 3 that reacted with various electron-rich aromatic substrates to yield arylthio-substituted 1,3-dithiolium salts 13-25. Two of these compounds have been transformed to the corresponding symmetrical tetrathiafulvalenes 43 and 44, and their cyclovoltammetric behaviour recorded.

  • 6. Petoral, Rodrigo M.
    et al.
    Wermelin, Karin
    Dahlstedt, Emma
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Hellberg, Jonas S. E.
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Uvdal, Kajsa
    Adsorption of n-butyl-substituted tetrathiafulvalene dodecanethiol on gold2005Inngår i: Journal of Colloid and Interface Science, ISSN 0021-9797, E-ISSN 1095-7103, Vol. 287, nr 2, s. 388-393Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Tetrathiafulvalene (TTF) derivative substituted with two butyl- and two dodecylthiol chains is adsorbed on polycrystalline gold. The TTF-derived thiol adsorbates were characterized by ellipsometry, contact angle goniometry, infrared and X-ray photoelectron spectroscopy and cyclic voltammetry. The molecule is strongly anchored on the gold surface through the sulfur terminating the alkylthiol chains. On the average, the TTF moiety is oriented extended away from the gold surface. The topmost layer of the film containing the dibutyl chains is disordered with gauche defects. The molecule was organized with majority of the alkylthiol chains bound to the gold surface. There are indications of pinholes in the monolayer due to steric hindrance of the bulky TTF rings. The molecular systems consisting of an electroactive pi-system such as TTF, are promising for thin-film field effect transistor application.

  • 7.
    von Kieseritzky, Fredrik
    et al.
    KTH, Tidigare Institutioner, Kemi.
    Allared, Fredrik
    KTH, Tidigare Institutioner, Kemi.
    Dahlstedt, Emma
    KTH, Tidigare Institutioner, Kemi.
    Hellberg, Jonas
    KTH, Tidigare Institutioner, Kemi.
    Simple one-step synthesis of 3,4-dimethoxythiophene and its conversion into 3,4-ethylenedioxythiophene (EDOT)2004Inngår i: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 45, nr 31, s. 6049-6050Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    3,4-Dimethoxythiophene (2) was synthesized in one-step front readily available bulk chemicals via a ring closure reaction, and was then trans-etherified with ethylene glycol to give 3,4-ethylenedioxythiophene (3) (EDOT).

  • 8.
    Woldegiorgis, Andreas
    et al.
    KTH, Tidigare Institutioner, Kemi.
    von Kieseritzky, Fredrik
    KTH, Tidigare Institutioner, Kemi.
    Dahlstedt, Emma
    KTH, Tidigare Institutioner, Kemi.
    Hellberg, Jonas
    KTH, Tidigare Institutioner, Kemi.
    Brinck, Tore
    KTH, Skolan för kemivetenskap (CHE), Kemi, Fysikalisk kemi (stängd 20110630).
    Roeraade, Johan
    KTH, Tidigare Institutioner, Kemi.
    Polymer-assisted laser desorption/ionization analysis of small molecular weight compounds2004Inngår i: Rapid Communications in Mass Spectrometry, ISSN 0951-4198, E-ISSN 1097-0231, Vol. 18, nr 8, s. 841-852Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The use of non-polar, small polymers as matrices for the analysis of low molecular weight compounds in polymer-assisted laser desorption/ionization mass spectrometry (PALDI-MS) is demonstrated. The matrices evaluated were either based on an oligothiophene or a benzodioxin backbone. Metallocenes, polycyclic hydrocarbons, a fluorosurfactant, and a subset of small organic compounds with various functionalities, served as model analytes. The mechanism of ionization charge transfer is discussed and ionization potentials for the matrices in the study have been estimated using density functional theory (DFT) calculations. Some of the results are possibly contradictory to the generally accepted limiting conditions for gas-phase charge-transfer reactions. These results are interpreted in the light of energy pooling. Also a new mass calibration procedure for the lowmass region in positive ion mode is presented, and some aspects of the ionization/desorption process leading to radical cations are studied.

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