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  • 1
    Digitale Medien
    Digitale Medien
    Anionic synthesis of aromatic amide and carboxyl functionalized polymers. Chain-end functionalization of poly(styryl)lithium with N,N-diisopropyl-4-(1-phenylethenyl)benzamide (1998)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 36 (1998), S. 1233-1241 
    Details
    ISSN: 0887-624X
    Schlagwort(e): living anionic polymerization ; poly(styryl)lithium ; functionalization ; aromatic carboxylation ; N,N-diisopropylamide ; N,N-diisopropyl-4-(1-phenylethenyl)-benzamide ; substituted 1,1-diphenylethylenes ; functionalized polystyrene ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The novel syntheses of N,N-diisopropyl-4-benzoylbenzamide, N,N-diisopropyl-4-(1-hydroxy-1-phenylethyl)benzamide, and N,N-diisopropyl-4-(1-phenylethenyl)benzamide (1) are described. ω-Amidopolystyrene (2) was synthesized in quantitative yields by the reaction of poly(styryl)lithium with stoichiometric amounts of N,N-diisopropyl-4-(1-phenylethenyl)benzamide (1) in toluene/tetrahydrofuran (4 : 1 v/v) at -78°C. Deblocking of the amide protecting group by acid hydrolysis quantitatively provides the corresponding aromatic carboxyl chain-end functionalized polystyrene (3). The functionalization agent and functionalized polymers were characterized by HPLC, thin-layer chromatography, size exclusion chromatography, vapor phase osmometry, spectroscopy (1H-NMR, 13C-NMR, and FTIR), potentiometry, and elemental analysis. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 1233-1241, 1998
    Zusätzliches Material: 3 Ill.
    Materialart: Digitale Medien
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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  • 2
    Digitale Medien
    Digitale Medien
    Mechanistic aspects of silicon-mediated polymerization (group transfer polymerization) of methyl methacrylate with ester enolate anions as nucleophilic catalysts (1995)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 8 (1995), S. 242-248 
    Details
    ISSN: 0894-3230
    Schlagwort(e): Organic Chemistry ; Physical Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: The role of ester enolate anions in silicon-mediated polymerization (group transfer polymerization) of methyl methacrylate (MMA) was investigated using cesium, tetrabutylammonium and lithium salts of 9-methylfluorenide as the nucleophilic catalysts. The results of normal anionic polymerization of MMA using these carbanion salts were compared directly with those of analogous GTP procedures with these carbanions in the presence of the silyl ketene acetal initiator 1-methoxy-1-(trimethylsiloxy)-2-methylprop-1-ene (MTS). In the absence of MTS these reactions are characterized by low conversions (14-52%), no control of Mn and broad molecular weight distributions. In the presence of MTS, controlled MMA polymerization is observed with molecular weights calculated based on the moles of MTS and not fluorenide anion. The MMA stereochemistry was also determined for both anionic polymerization and GTP for the same counter ions (tetrabutylammonium, cesium, lithium); within experimental error, the triad tacticities are the same for anionic polymerization and GTP. It is concluded that these results are consistent with the ester enolate anions as propagating intermediates in nucleophile-catalyzed GTP. These results are consistent with an associative GTP mechanism only if it is postulated that the chemistry and stereochemistry of a pentacovalent siliconate anion are the same as those of an ester enolate anion intermediate.
    Zusätzliches Material: 2 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/poc.610080407
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  • 3
    Digitale Medien
    Digitale Medien
    Anionic synthesis of aromatic carboxyl functionalized polymers. Chain-end functionalization of poly(styryl)lithium with 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl] oxazole (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Polymer International 40 (1996), S. 79-86 
    Details
    ISSN: 0959-8103
    Schlagwort(e): living anionic polymerization ; poly(styryl)lithium ; functionalization ; aromatic carboxylation ; 1,3-oxazoline group ; macromonomers ; 4,5-dihydro-4,4-dimethyl-2- [4-(1-phenylethenyl)phenyl]oxazole ; substituted 1,1-diphenylethylenes ; functionalized polystyrene ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Maschinenbau , Physik
    Notizen: The novel syntheses of 4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)benzophenone, 1-[4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)phenyl]-1-phenylethanol and 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl]oxazole (1) are described. ω-Oxazolyl polystyrene (2) was synthesized in quantitative yields by the reaction of poly(styryl)lithium with stoichiometric amounts of 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl]oxazole (1) in toluene/tetrahydrofuran (4 : 1 v/v) at -78°C. Deblocking of the oxazoline protecting group by acid hydrolysis followed by saponification quantitatively provides the corresponding aromatic carboxyl chain-end functionalized polystyrene (3). The functionalization agent and functionalized polymers were characterized by HPLC, thin layer chromatography, size exclusion chromatography, vapor phase osmometry, spectroscopy (1H NMR, 13C NMR and FTIR), potentiometry and elemental analysis.
    Zusätzliches Material: 7 Ill.
    Materialart: Digitale Medien
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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