The synthesis and fire retardancy of several bromoesters of 2,4-pentadienoic acid were investigated. The synthesis of 2,4-pentadienoic acid was accomplished by liquid phase reaction of acrolein and malonic acid in the presence of pyridine. The conversion of the acid to bromoesters was performed by two different procedures. In the first procedure, the corresponding acid chloride was prepared from the acid via reaction with SOCl2 in the presence of powdered (3A°) molecular sieves. The molecular sieves serve as an internal trap for by-product HC1 and inhibit the competing polymerization reaction of the acid chloride. Reaction of the acid chloride with various alcohols provided the unsaturated esters. The final step in the first procedure is total bromination of the unsaturated esters. The second procedure involved bromination of 2,4-pentadienoic acid and followed by reaction of the bromo acid with SOCl₂ to produce the corresponding bromo acid chloride. Reaction of the brominated acid chloride with alcohol provided the corresponding brominated esters. A simple laboratory test was developed to measure and compare the flame retardancy of the bromoesters.
| Identifer | oai:union.ndltd.org:ucf.edu/oai:stars.library.ucf.edu:rtd-1287 |
| Date | 01 January 1978 |
| Creators | Ghane, Hessam |
| Publisher | Florida Technological University |
| Source Sets | University of Central Florida |
| Language | English |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | Retrospective Theses and Dissertations |
| Rights | Public Domain |
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