Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores

 
 
 
 

Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores

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dc.contributor.advisor Feld, William A. en_US
dc.contributor.author Kuhr, Ida J. en_US
dc.date.accessioned 2008-07-11T14:49:54Z
dc.date.available 2008-07-11T14:49:54Z
dc.date.created 2000 en_US
dc.date.issued 2008-07-11T14:49:54Z
dc.identifier.uri http://rave.ohiolink.edu/etdc/view?acc_num=wright993476763 en_US
dc.identifier.uri http://hdl.handle.net/2374.OX/19530
dc.description Kuhr,Ida J. M.S.,Department of Chemistry,Wright State University,2000. Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores. The synthesis of trialkoxyalkyl substituted NLO chromophores has been investigated. The chromophore 2-(7-(3-hydroxydiphenylamino)-9,9-diethyl-2-fluorenyl)-benzothiazole was prepared by a five step process. Bromination of fluorene yielded 2,7-dibromo-fluorene which could be converted to 2,7-dibromo-9,9-diethylfluorene by alkylation with ethyl iodide in DMSO.Reaction of 2,7-dibromo-9,9-diethylfluorene with one equivalent of butyl lithium followed by reaction with DMF provides 2-bromo-7-formyl-9,9-diethylfluorene. Condensation of 2-bromo-7-formyl-9,9-diethylfluorene and 2-aminobenzenethiol in DMSO results in the formation of 2-(7-bromo-9,9-diethyl-2-fluorenyl)benzothiazole. The conversion of 3-hydroxydiphenylamine to 3-benzyloxy-diphenylamine was accomplished with benzyl bromide and potassium carbonate in DMF. A palladium catalyzed coupling of 3-benzyloxydiphenylamine and 2-(7-bromo-9,9-diethyl-2-fluorenyl)benzothiazole provided 2-(7-(3-hydroxydiphenyl-amino)-9,9-diethyl-2-fluorenyl)benzothiazole. Several attempts to alkylate 2-(7-(3-hydroxydiphenylamino)-9,9-diethyl-2-fluorenyl)benzothiazole with trimethoxysilylmethyl chloride were made but the alkylation product could not be isolated and appeared to be unstable. en_US
dc.format application/pdf en_US
dc.format 67p. en_US
dc.rights unrestricted en_US
dc.rights Copyright and permissions information available at the source archive en_US
dc.subject synthesis en_US
dc.subject trialkoxysilyl substituted NLO chromophores en_US
dc.subject five step process. en_US
dc.title Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores en_US
dc.type Electronic Thesis or Dissertation en_US
dc.degree.name MS en_US
dc.degree.level masters en_US
dc.degree.discipline Chemistry en_US
dc.degree.grantor Wright State University en_US
dc.contributor.publisher Wright State University / OhioLINK en_US

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