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  • Articles: DFG German National Licenses  (3)
  • Chemical Engineering  (2)
  • 2[3-Vinyl-4-hydroxyphenyl]2H-benzotriazole  (1)
  • 1
    ISSN: 1434-4475
    Keywords: Benzotriazole formation ; N M R-structure analysis ; Polymerization and copolymerization ; Ultraviolet absorbers ; 2[2-Vinyl-4-hydroxyphenyl]2H-benzotriazole ; 2[3-Vinyl-4-hydroxyphenyl]2H-benzotriazole
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Diazotierteso-Nitroanilin wurde mit 3-Ethylphenol bzw. mit 2-Ethylphenol kondensiert. Reduktion der Diazoverbindung mit Zinkstaub in Natriumhydroxid ergab 2-(2-Ethyl-4-hydroylphenyl)2H-benzotriazol, bzw. 2-(3-Ethyl-4-hydroxyphenyl)2H-benzotriazol. Nach Acetylierung der freien Phenolgruppe wurden diese Verbindungen mitN-Bromsuccinimid zu den entsprechenden1-Bromethylverbindungen umgewandelt und daraufhin in Acetonitril mit Triethylamin dehydrobromiert. Darauf folgende Hydrolyse führte zu 2(2-Vinyl-4-hydroxyphenyl)2H-benzotriazol bzw. zu 2(3-Vinyl-4-hydroxyphenyl)2H-benzotriazol. Beide monomeren Verbindungen wurden sowohl homopolymerisiert als auch mit Styrol oder mit Methylmethacrylat copolymerisiert. Weder die Ethyl- noch die Vinylverbindungen oder deren Polymere erwiesen sich als UV-Stabilisatoren, eine Eigenschaft die den 2(2-Hydroxyphenyl)2H-Benzotriazolen eigen ist. Eine Methode der Strukturbestimmung mit Hilfe einer detaillierten NMR-Analyse wird ebenfalls beschrieben.
    Notes: Abstract Condensation of diazotizedo-nitroaniline with 3-ethylphenol or with 2-ethylphenol followed by reduction of the resulting azo compound with zinc dust in sodium hydroxide solution gave 2-(2-ethyl-4-hydroxyphenyl)2H-benzotriazole and 2(3-ethyl-4-hydroxyphenyl)2H-benzotriazole, respectively. The individual compounds were acetylated, brominated withN-bromosuccinimide to the corresponding 1-bromoethyl compounds which were then dehydrobrominated with triethyl amine in acetonitrile and hydrolyzed to 2(2-vinyl-4-hydroxyphenyl)2H-benzotriazole or 2(3-vinyl-4-hydroxyphenyl)2H-benzotriazole. The two monomers could be polymerized and copolymerized with styrene and methyl methacrylate. The ethyl as well as the vinyl compounds and the corresponding polymers, when tested, are ineffective as ultraviolet absorbers as they have structures of 4-hydroxyphenyl rather than 2-hydroxyphenyl compounds with respect to the benzotriazole ring. A careful NMR analysis for the correct structural assignment is also described.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Stamford, Conn. [u.a.] : Wiley-Blackwell
    Polymer Engineering and Science 23 (1983), S. 597-600 
    ISSN: 0032-3888
    Keywords: Chemistry ; Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Head-to-head polyisobutylene, prepared by the Grignard coupling reaction of 2,2,3,3-tetramethyl-1,4-dibromobutane had molecular weight of 3,000 to 10,000 and was characterized by wide angle x-ray diffraction, optical microscopy and thermal behavior. Head-to-head polyisobutylene is crystalline, with a crystalline melting point of 187°C and a glass transition temperature of 87°C (measured by DSC at a scan rate of 20°/min.); these values compare to a glass transition temperature of head-to-tail polyisobutylene of similar molecular weight of -61°C and a crystalline melting point of 5°C, which can only be observed when the sample was stretched. The maximum rate of degradation of head-to-head polyisobutylene (20°/min. programmed temperature increase) is at 315°C, 70°C lower than that of head-to-tail polyisobutylene.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 0032-3888
    Keywords: Chemistry ; Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Homopolymers of 2,6-dimethylphenyl 10-undecenoate and copolymers of 2,6-dimethylphenyl 10-undecenoate with α-olefins, prepared by coordination initiators using aluminum activated titanium trichloride, and the corresponding sodium carboxylate and carboxylic acid derivatives have been characterized. IR and NMR investigations gave the normal; spectral characteristics typical for estersubstituted polyolefins and their derivatives. The thermal behavior of the polymeric esters, investigated by differential scanning calorimetry, showed glass transitions characteristic of poly(α-olefins). Polymeric acids and salts presented quite different behavior; most notably the polymeric salt showed no glass transition, but rather an exothermic transition, resembling a broad melting peak at 250-270°C, which is characteristic of a crystalline polymer. We interpret this behavior as the melting of carboxylate cluster domains, which according to our WAXD analysis has a domain size of about 25 Å.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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