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Full-Text Articles in Physical Sciences and Mathematics
Cationic Exchange Reactions Involving Dilithium Phthalocyanine, Morgan M. Hart
Cationic Exchange Reactions Involving Dilithium Phthalocyanine, Morgan M. Hart
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Dilithium phthalocyanine (Li2Pc) consists of an aromatic macrocycle possessing a doubly negative charge and two Li+ counterions. One Li+ ion is easily displaceable while the other remains coordinated to the phthalocyanine ring. The displaceable Li+ cation can be exchanged with other cations, such as a singly charged tetra-alkyl ammonium cation, by using several variations of a general procedure. It has been demonstrated that tetraalkylammonium lithium phthalocyanines (TAA-LiPcs) can be successfully and reproducibly synthesized with yields ranging from 54.5% up to 64.3%. All TAA-LiPcs demonstrated poor solubilities from approximately <0.2 mg/mL to 5 mg/ml in the solvents tested (with the exception of tetrapropylammonium lithium phthalocyanine and tetrahexylammonium lithium phthalocyanine). All of the TAA-LiPcs synthesized were dark-purple in color, with the exception of tetraheptylammonium lithium phthalocyanine and tetraoctylammonium lithium phthalocyanine. These two compounds were dark - blue in color. Melting points varied greatly from >370.4°C to 157.9°C and depended greatly upon …
The Synthesis Of Bromoethoxy And Vinylbenzyloxy Substituted Nlo Chromophores, Michael Joseph Matuszewski
The Synthesis Of Bromoethoxy And Vinylbenzyloxy Substituted Nlo Chromophores, Michael Joseph Matuszewski
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Multiphoton-absorption processes have recently attracted growing interest because of the potential impact on a wide spectrum of applications, ranging from data storage to photodynamic therapy. From the materials standpoint, particular interest is centered in designing chromophores that exhibit a large two-photon cross-section. The current research is focused on establishing synthetic routes that lead to the formation of derivatives of N,N-diphenyl-(7-benzothiazol-2-yl)-9,9-diethyl-9H-fluoren-2-ylamine which contain meta functionalization. A bromoethoxy functionalized chromophore, N-phenyl-N-(3-(2-bromoethoxy)phenyl)-7-(benzothiazol-2-yl)-9,9-diethyl-9H-fluoren- 2-ylamine , was synthesized and used as a polymer pendent while a vinylbenzyloxy chromophore, N-phenyl-N-(3-(4-vinylbenzyloxy)phenyl)-7- (benzothiazol-2-yl)-9,9-diethyl-9H-fluoren-2-ylamine, was synthesized as a hydrosilation substrate. A compound containing three chromophores, 1,3,5-tris(3-(N-phenyl- 4-(7-(benzothiazol-2-yl)-9,9-diethyl-9H-fluoren-2- ylanilino)phenoxymethyl)benzene, has …
Studies Directed At The Synthesis Of Trialkoxysilyl Substituted Nlo Chromophores, Ida J. Kuhr
Studies Directed At The Synthesis Of Trialkoxysilyl Substituted Nlo Chromophores, Ida J. Kuhr
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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 …