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wright993476763.pdf (2.2 MB)
ETD Abstract Container
Abstract Header
Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores
Author Info
Kuhr, Ida J.
Permalink:
http://rave.ohiolink.edu/etdc/view?acc_num=wright993476763
Abstract Details
Year and Degree
2000, Master of Science (MS), Wright State University, Chemistry.
Abstract
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.
Committee
William Feld (Advisor)
Pages
67 p.
Subject Headings
Chemistry, Organic
Keywords
synthesis
;
trialkoxysilyl substituted NLO chromophores
;
five step process.
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Citations
Kuhr, I. J. (2000).
Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores
[Master's thesis, Wright State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=wright993476763
APA Style (7th edition)
Kuhr, Ida.
Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores.
2000. Wright State University, Master's thesis.
OhioLINK Electronic Theses and Dissertations Center
, http://rave.ohiolink.edu/etdc/view?acc_num=wright993476763.
MLA Style (8th edition)
Kuhr, Ida. "Studies Directed at the Synthesis of Trialkoxysilyl Substituted NLO Chromophores." Master's thesis, Wright State University, 2000. http://rave.ohiolink.edu/etdc/view?acc_num=wright993476763
Chicago Manual of Style (17th edition)
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Document number:
wright993476763
Download Count:
1,119
Copyright Info
© 2000, all rights reserved.
This open access ETD is published by Wright State University and OhioLINK.