Eine synthetische matrizenreaktion einer mischung von acrylsäureestern phenolischer mehrkernverbindungen; modell einer replicapolymerisation

Mischungen der Acrylsaureester phenolischer Mehrkernverbindungen sowie zunachst unveresterter Verbindungen wurden einer synthetischen Matrizenreaktion unterworfen. Die so erhaltenen Verbindungsgemische liesen sich mit Lithiumborhydrid reduzierend spalten, so das neben den wiedergewonnenen phenolischen Mehrkernverbindungen Oligoallylalkoholmischungen entstanden. Deren Konzentrationsverhaltnisse waren mit einer geringen Streuung die gleichen wie jene der Acrylsaureester oder der phenolischen Mehrkernverbindungen in den Ausgangsmischungen. Mixtures of the acrylic esters of molecularly uniform polynuclear phenolic compounds and primarily not esterified compounds were cyclopolymerized. The so ob…

IR-und UV-spektroskopische Eigenschaften einer homologen Reihe von molekulareinheitlichen, 12gliedrige Ringe enthaltenden Leiteroligomeren

The reactions of multiple acrylates of oligo[(hydroxyphenylene)methylene] s (2a–2f), strongly diluted in boiling benzene, with 2,2′-azoisobutyronitrile in a mole ratio of 1:10, were investigated. The elemental analysis and the determination of relative molar masses of the resulting products (3, 4, 5, 6a, 6b, 7a and 7b) demonstrate that their molecules contain two nitrile groups. These data, together with the IR and UV spectra, show that the products are molecularly uniform ladder oligomers with two 1-cyano-1-methylethyl groups on both ends.

Darstellung einer homologen Reihe von oligoallylalkoholen mit 1-cyano-1-methylethyl-endgruppen. Beispiel einer mehrfachen matrizenreaktion und einer replicaoligomerisation

Reduction and hydrolysis of the ladder oligomers 1, 2, 3, 4, and 5 prepared from the acrylates of oligo (hydroxyphenylene-methylene)s was found to lead to a homologous series of oligo (allylalcohol)s (6a, 7a, 8a, 9a and10a) with good yields. These alcohols were characterized by analytical and spectroscopic methods. The reaction sequences, starting with the esterification of the oligo[(hydroxyphenylene) methylene]s 11a – 11e with acryloyl chloride followed by the formation of the ladder oligomers and ending with their reduction and hydrolysis into the oligo(allyl alcohol)s and the starting compounds 11a – 11e, represent a simple matrix reaction. A mixture of multiple acrylates was also subje…

Darstellung von phenolischen verbindungen und phenol/formaldehyd-polykondensaten mit ketoxim-, aldoxim- oder 1-methyl-4-hydroxyiminomethylpyridinium-gruppen und deren wirkung auf parathion-methyl® und verwandte verbindungen

Thirteen low molecular weight oximes were prepared: one derivative of acetophenone (1), two derivatives of benzophenone (2 and 3), two derivatives of salicylaldehyde containing two phenolic nuclei (4c and 5c), and eight compounds in which a phenol unit is substituted by a 4-hydroxyiminomethylpyridiniummethyl group (8a–f, 10c, and 11c). Besides these compounds polymeric phenol formaldehyde condensates were synthesized which contain units deriving from benzophenoneoxime (15b) or from salicylaldehyde (22b) and condensates containing 4-hydroxyiminomethylpyridiniummethyl groups (23c). A series of low molecular weight and water soluble compounds (8a–f) were proved as antidotes on mice which were …

p-Cresol and eight oligo[(hydroxyphenylene)methylene] compounds 1b–e and 4a–d could be esterified with good yields with acryloyl chloride or propionyl chloride, respectively, in the presence of triethylamine. The simple and multiple acrylates and propionates were characterized by determination of their molar masses, elemental analyses, hydrogenation of the CC double bonds in the acrylate groups, and by their IR- and UV-spectra. No steric hindrance could be ascertained. Acrylates with more than three phenolic units in their molecules were found to have a range of melting, whereas all the propionates possess sharp melting points. This can be explained by polymerization of the acrylates which …