Publication Date

2009

Document Type

Thesis

Committee Members

William A. Feld (Advisor), David Grossie (Committee Member), Vladimir Katovic (Committee Member), Joseph F. Thomas, Jr. (Other), Kenneth Turnbull (Other)

Degree Name

Master of Science (MS)

Abstract

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 alkyl-chain length of the exchanged cation.

Page Count

72

Department or Program

Department of Chemistry

Year Degree Awarded

2009


Included in

Chemistry Commons

COinS