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Title: Selective control of chlorination of phenols
Author: Izimas, M.
Awarding Body: University College of Swansea
Current Institution: Swansea University
Date of Award: 1995
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The chlorination of meta-cresol by sulfuryl chloride in the presence of different sulfur containing catalysts was studied. In homogeneous conditions, the chlorination of meta-cresol was catalysed by dialkyl sulfides and dithia-alkenes. The influence of various reaction parameters was investigated. The dithia-alkanes were not commercially available and needed to be synthesised prior to their use. A new method for the synthesis of unsymmetrical dithia-alkanes was developed. The chlorination of meta-cresol using di-iso-propyl sulfide and di-n-butyl sulfide was scaled up and the reaction mixture separated by fractional distillation. The catalyst was recovered and reused. 5,18-Dithiadocosane, a successful catalyst for the chlorination of meta-cresol, was also tested as catalyst for the chlorination of phenol, anisole, meta-xylenol, toluene and naphthalene. In heterogeneous conditions, the chlorination of meta-cresol was catalysed by polymers containing thia-alkyl groups. The synthesis of the polymers by modification of bromopolystyrene and Merrifield resin was studied and a new method was developed to avoid crosslinking. A polythia-alkane was also synthesised from 1,6-hexanedithiol and 1,8-dibromo-octane.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available