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  • 1985-1989  (6)
  • Inorganic Chemistry  (6)
  • Organic Chemistry
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  • 1
    Electronic Resource
    Electronic Resource
    Leichtlösliche, lichtechte Perylen-Fluoreszenzfarbstoffe (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 225-230 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Very Soluble and Photostable Perylene Fluorescent DyesThe synthesis of perylene dyes 2 with two terminal alkyl groups is described. Long-chain alkyl groups do not increase, but diminish solubility. Cycloalkyl substituents give a minimum of solubility with medium sized rings and a maximum with the cyclotetradecyl derivative (2p). Very high solubility in organic solvents is attained by substitution with secondary alkyl residues having two long chains. One of them, the dye with the 1-hexylheptyl substituent (2v), exhibits a solubility of more than 100 g/l in most solvents, a fluorescent quantum yield of about 100%, and a very high photostability, thus making it suitable for special applications.
    Notes: Die Synthese von Perylenfarbstoffen 2 mit terminalen Alkylgruppen wird beschrieben. Langkettige n-Alkylgruppen führen nicht zu einer Erhöhung der Löslichkeit, sondern zu einer Erniedrigung. Cycloalkyl-Reste bewirken ein Minimum an Löslichkeit im Bereich der mittleren Ringe und ein Maximum beim Cyclotetradecyl-Rest (2p). Starke Löslichkeitserhöhungen bewirken sekundäre Alkylreste mit zwei langen Ketten. Von diesen ist der Farbstoff 2v mit zwei 1-Hexylheptyl-Resten mit einer Löslichkeit von über 100 g/l in den meisten Lösungsmitteln, einer Fluoreszenzquantenausbeute von ca. 100% und einer ausgesprochen hohen Lichtechtheit auch für Spezialanwendungen geeignet.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210205
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese von hochreinen Perylen-Fluoreszenzfarbstoffen in großen Mengen - gezielte Darstellung von Atrop-Isomeren (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4641-4645 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of Highly Pure Perylene Fluorescent Dyes in Large Scale Amounts - Specific Preparation of Atropic IsomersN,N′-Bis(2,5-di-tert-butylphenyl)-3,4:9,10-perylenebis(dicarboximide) (2), an intensely coloured fluorescent dye with high photostability (Φ = 99%, λmax = 526 nm, ∊ = 95000), is prepared by reaction of the corresponding amine with 3,4:9,10-perylenetetracarboxylic dianhydride and isolated in high purity even in large amounts by an extractive recrystallisation procedure. Suitable reaction conditions allow the selective preparation of each of its atropic isomers. This is interpreted in terms of different reaction mechanisms. Applications are discussed.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851181138
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  • 3
    Electronic Resource
    Electronic Resource
    Fluoreszenzfarbstoffe mit großen Stokes-Shifts - eine einfache Synthese von [2,2′-Bipyridin]-3,3′-diol (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4674-4681 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluorescent Dyes with Large Stokes Shifts - a Simple Synthesis of [2,2′-Bipyridine]-3,3′-diol[2,2′-Bipyridine]-3,3′-diol (4) is obtained in one step from furoin (8) by Zincke rearrangement in 32% yield. The fluorescence quantum yield of the dye is 50% in chloroform - absorption and fluorescence spectra are completely separated (TZ = 1011). The large Stokes shift is caused by a proton transfer according to the Förster mechanism.
    Notes: [2,2′-Bipyridin]-3,3′-diol (4) wird aus Furoin (8) in einem Schritt über die Zincke-Umlagerung in 32proz. Ausbeute erhalten. Die Fluoreszenzquantenausbeute des Farbstoffs beträgt in Chloroform 50% - Absorptions- und Fluoreszenzspektrum sind vollständig getrennt (TZ = 1011). Für den großen Stokes-Shift ist ein intramolekularer Protonentransfer nach dem Förster- Mechanismus verantwortlich.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851181204
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  • 4
    Electronic Resource
    Electronic Resource
    Substituentenkonstanten des Pyrazol-, 1,2,3-Triazol-, Benzotriazol- und Naphthotriazol-Restes (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 1627-1639 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Substituent Constants of the Pyrazol, 1,2,3-Triazol, Benzotriazol, and Naphthotriazol GroupThe synthesis of benzoic acids with the title substituents in p- and m-position (15, 13, 11, 9) and their ethyl and methyl esters is described. The σp and σm values of the substituents obtained by alkaline hydrolysis of the esters in ethanol/water and methylcellosolve/water demonstrate an inductive electron withdrawing and a mesomer electron donating effect of these groups which are important for dye chemistry.
    Notes: Die Synthese von Benzoesäuren mit den im Titel genannten Resten in m- bzw. p-Position (15, 13, 11, 9) sowie ihrer Ethyl- und Methylester wird beschrieben. Über deren alkalische Verseifung in Ethanol/Wasser und Methylcellosolve/Wasser werden die Substituentenkonstanten σp und σm der Reste bestimmt. Sie deuten auf eine induktive Elektronenacceptor-und mesomere Elektronendonator-Wirkung dieser für die Farbstoff-Chemie wichtigen Substituenten hin.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190516
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  • 5
    Electronic Resource
    Electronic Resource
    Fluoreszenzfarbstoffe mit Fünfring-Carbonsäureimid-Strukturen (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 2373-2376 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Fluorescent Dyes with Five-membered Ring Carboximide SubstructuresThe preparation of derivatives of benzoperylene (3), coronene (4), and benzoperiflanthene (5) with five-membered ring carboximide substructures is reported. The dyes exhibit high photostabilities and have fluorescent quantum yields of 42, 47, and 34%. The solubility of the dyes is increased by substitution with tert-butyl groups so that the dyes can be used in homogeneous solution.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190728
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  • 6
    Electronic Resource
    Electronic Resource
    Fluoreszenzfarbstoffe mit großen Stokes-Shifts - lösliche Dihydropyrrolopyrroldione (1987)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 120 (1987), S. 1075-1078 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluorescent Dyes with Large Stokes Shifts - Soluble DihydropyrrolopyrroledionesThe synthesis of 3,6-Diaryl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-diones 1a-d and 3,6-Diaryl-2,5-dihydro-2,5-dimethylpyrrolo-[3,4-c]pyrrole-1,4-diones e-h is described. By substitution of the aryl groups with tert-butyl groups, photostable fluorescent dyes with high solubility in organic solvents are obtained. If a conformational conversion follows the excitation, Stokes shifts up to 70 nm with fluorescent quantum yields up to 95% are obtained.
    Notes: Die Synthese von 3,6-Diaryl-2,5-dihydropyrrolo[3,4-c]pyrrol-1,4-dionen 1a-d und 3,6-Diaryl-2,5-dihydro-2,5-dimethylpyrrolo[3,4-c]pyrrol-1,4-dionen e-h wird beschrieben. Durch Einführen von tert-Butylgruppen in die Arylreste werden leichtlösliche Fluoreszenzfarbstoffe erhalten. Über den Mechanismus einer konformativen Umwandlung nach der Anregung werden Stokes-Shifts bis zu 70 nm bei Fluoreszenzquantenausbeuten von bis zu 95% erzielt.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19871200702
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