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  • 1
    Electronic Resource
    Electronic Resource
    Functional polymers. XXI (1983)
    Springer
    Monatshefte für Chemie 114 (1983), S. 937-951 
    Details
    ISSN: 1434-4475
    Keywords: Benzotriazolization of phenols ; 2(2-Hydroxyphenyl)2H-benzotriazole ; Ultraviolet absorbers ; Ultraviolet stabilizers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract Es wurden einige 2(2-Hydroxyphenyl)2H-benzotriazole mit mehr als einer Benzotriazolgruppe am Di- bzw. Trihydroxybenzol mittels Azokupplung vono-Nitrobenzoldiazoniumchlorid mit Resorcin bzw. Phloroglucin und nachfolgender reduktiver Cyclisierung mit Zn-Pulver/NaOH hergestellt. Durch sorgfältige Kupplung mito-Nitrobenzoldiazoniumchlorid konnte die Monobenzotriazylverbindung hergestellt werden: 4(2H-benzotriazol-2-yl)-1,3-dihydroxybenzol [2(2,4-Dihydroxyphenyl)2H-benzotriazol]. Alle Verbindungen haben unge-wöhnliche UV-VIS-spektroskopische Eigenschaften mit sehr hohen Extinktionskoeffizienten und einem starken Abfall der Adsorption bei 400 nm; es sollte sich um ausgezeichnete UV-Stabilisatoren handeln.
    Notes: Abstract Several 2(2-hydroxyphenyl)2H-benzotriazoles with more than one benzotriazole group substituted on di- and trihydroxybenzenes were synthesized by azo coupling ofo-nitrobenzenediazonium chloride with resorcinol or phloroglucinol followed by reductive cyclization with zinc powder and sodium hydroxide. By careful diazonium coupling witho-nitrobenzenediazonium chloride, the monobenzotriazyl compound, 4(2H-benzotriazole-2-yl)1,3-dihydroxybenzene [2(2,4-dihydroxyphenyl)2H-benzotriazole] was obtained. All compounds have unusual spectral characteristics with high extinction coefficients, cut off of the absorption below 400 nm and are excellent candidates for ultraviolet stabilizers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00799954
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  • 2
    Electronic Resource
    Electronic Resource
    Correction (1981)
    Springer
    Polymer bulletin 4 (1981), S. 683-683 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00255417
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  • 3
    Electronic Resource
    Electronic Resource
    Separation of isotactic polymers of R-(+)- and (S)-(−)-α-methylbenzyl methacrylates on optically active polychloral (1981)
    Springer
    Polymer bulletin 4 (1981), S. 179-183 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00263059
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  • 4
    Electronic Resource
    Electronic Resource
    Functional polymers. XII: Synthesis and polymerization of 2(2-vinyl-4-hydroxyphenyl)2H-benzotriazole and 2(3-vinyl-4-hydroxyphenyl)2H-benzotriazole (1982)
    Springer
    Monatshefte für Chemie 113 (1982), S. 603-622 
    Details
    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
    URL: http://dx.doi.org/10.1007/BF00800267
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  • 5
    Electronic Resource
    Electronic Resource
    Methyl 5-epoxyacetylsalicylate (1982)
    Springer
    Polymer bulletin 7 (1982), S. 513-520 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Summary Methyl 5-epoxyacetylsalicylate was prepared by epoxidation of methyl 5-vinylacetylsalicylate with m-chloroperbenzoic acid in yields of 70 to 80%. The compound, m.p. 39°–40°C, is difficult to purify and is unstable. Methyl 5-epoxyacetylsalicylate was characterized and its polymerization was attempted. Although no homopolymer could be prepared, methyl 5-epoxyacetylsalicylate could be copolymerized with styrene oxide and propylene oxide with Et3Al/H2O/AcAc (1/0.5/1) as the initiator; low yield of copolymer was obtained but good incorporation of methyl 5-epoxyacetylsalicylate was achieved. Polymerization and copolymerization attempts with other initiators, particularly Et3Al/H2O and BF3·0(C2H5)2 were unsuccessful.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00256080
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  • 6
    Electronic Resource
    Electronic Resource
    Functional polymers (1984)
    Springer
    Polymer bulletin 11 (1984), S. 505-510 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Abstract N-Acryl-N,N′-dicyclohexylurea and N-methacryl-N,N′-dicyclohexylurea have been synthesized. N-Acryl-N,N′-dicyclohexylurea was polymerized with azobisisobutyronitrile as the initiator and the copolymerization of these two monomers with styrene and methyl methacrylate was also accomplished. Monomers, polymers, and copolymers were characterized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01045328
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  • 7
    Electronic Resource
    Electronic Resource
    Functional polymers (1984)
    Springer
    Polymer bulletin 12 (1984), S. 237-243 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Abstract Acrylates and methacrylates of 1,3(2,4-dihydroxyphenyl)-di(2H-benzotriazole) and 1,3(2,4,6-trihydroxyphenyl)-di(2H-benzotriazole) have been prepared by treating acrylic acid or methacrylic acid with N,N′-dicyclohexyl carbodiimide and then allowing this mixture to react with the phenolic ultraviolet absorbers to give 1,3[2-hydroxy-4-acryloxy(methacryloxy)phenyl]-di(2H-benzotriazole) and 1,3[2,6-dihydroxy-4-acryloxy(methacryloxy)phenyl]-di(2H-benzotriazole). The yield of the esters was from 10 to 30%; they were characterized by their infrared, 1H, and 13C NMR spectra; their polymerizability was demonstrated. The compounds had X of 330 to 335 nm with extinction coefficients ranging from 3.0 to 3.5×104 L/mol·cm.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00275974
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  • 8
    Electronic Resource
    Electronic Resource
    Functional polymers (1984)
    Springer
    Polymer bulletin 12 (1984), S. 245-251 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Abstract Unsaturated polyester resins were prepared which have the polymerizable ultraviolet stabilizers 2(2-hydroxy-5-vinylphenyl)2H-benzotriazole or 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole permanently incorporated in the polymer. The polyester resins were prepared with azobisisobutyronitrile as initiator at 60° C; the polymer composition consisted of 66% unsaturated polyester and 34% styrene with 0.5 mol % of polymerizable ultraviolet stabilizer. The polymer-bound ultraviolet stabilizer was evenly distributed throughout the polymer matrix. On accelerated aging, the relative amount of the ultraviolet stabilizer increased on the surface which was seen by ESCA spectroscopy as the polymer surrounding the stabilizer portion degraded. This behavior can also be seen, but not as pronounced, by reflection infrared experiments.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00275975
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  • 9
    Electronic Resource
    Electronic Resource
    Functional polymers (1984)
    Springer
    Polymer bulletin 12 (1984), S. 375-381 
    Details
    ISSN: 1436-2449
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Abstract Selected 10-undecenoic acid esters were prepared from 10-undecenoic acid and four phenolic ultraviolet stabilizers: (1) 2(2-hydroxy-4-undecenoxyphenyl) 2H-benzotriazole, (2) 2(2,6-dihydroxy-4-undecenoxyphenyl)2H-benzotriazole, (3) 2(2-hydroxy-4-undecenoxyphenyl)1,3-2H-dibenzotriazole, and (4) 2(2,6-dihydroxy-4-undecenoxyphenyl)1,3-2H-dibenzotriazole. The esterification was carried out by allowing 10-undecenoic acid to react with N,N′-carbonyldiimide followed by the addition of the phenol. The polymerizable ultraviolet absorbers were characterized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00255421
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  • 10
    Electronic Resource
    Electronic Resource
    Head to head polymers. XVII: Head to head polypropylene (1981)
    Springer
    Monatshefte für Chemie 112 (1981), S. 1279-1296 
    Details
    ISSN: 1434-4475
    Keywords: Catalytic hydrogenation ; Coordination polymerization ; Glass transition temperature ; 1,4-Poly(2,3-dimethylbutadiene), cis- and trans- ; Polymers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Kopf-zu-Kopf-Polypropylen wurde mittels katalytischer Hydrierung voncis-1,4-Poly(2,3-dimethylbutadien) bzw.trans-1,4-Poly(2,3-dimethylbutadien) mit Kobalt-2-ethylhexanoat/Triethyl-aluminium als Katalysator dargestellt. Die Hydrierung verlief überwiegend übercis-Addition, war aber nicht stereospezifisch. Die Polymerproben wurden mittels IR und NMR, insbesondere13C, charakterisiert. Die erhaltenen Polymeren waren amorph und zeigten Glasübergangstemperaturen, die um etwa 20°C niedriger waren als bei Kopf-zu-Schwanz-Polypropylen. Die thermische Stabilität von Kopf-zu-Kopf-Polypropylen ist nicht signifikant verschieden von ataktischem oder isotaktischem Kopf-zu-Schwanz-Polypropylen.
    Notes: Abstract Head to head polypropylene was prepared by catalytic hydrogenation of eithercis-1,4-poly(2,3-dimethylbutadiene) ortrans-1,4-poly(2,3-dimethylbutadiene) with cobalt 2-ethylhexanoate/triethylaluminium as the hydrogenation catalyst in decahydronaphthalene solution. The hydrogenation occurred predominantly bycis hydrogen addition, but was not stereospecific. The samples of head to head polypropylene were characterized by IR and NMR, particularly by13C-NMR spectroscopy. The polymers were amorphous and exhibited glass transition temperatures about 20°C lower than that of head to tail poly-propylene; the glass transition temperatures were measured by DSC and varied somewhat from sample to sample (sufficiently high molecular weight) according to their stereochemistry. TheT gvalues were confirmed by Rheovibron measurements. The thermal stability of head to head polypropylene is not significantly different from that of either atactic or isotactic head to tail polypropylene.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00904681
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