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Degree

Doctor of Philosophy, Case Western Reserve University, Chemistry, 1990.

Abstract

This thesis describes the synthesis and spectroscopic characterization of the Langmuir-Blodgett film-forming phthalocyanines (n-C₆H₁₃)3SiO(SiPcO)_1-2H, C₁₈H₃₇(C₄H9)2SiO(SiPcO)_1-2H, (n-C₆H₁₃)3SiO-(SiPcO)₃C(O)CCl₃, C₁₈H₃₇(C₄H9)2SiO(SiPcO)₃C(O)CCl₃, (n-C₆H₁₃)3SiO-SiPcOGePcOH, C₁₈H₃₇(C₄H9)2SiOSiPcOGePcOH, and C₁₈H₃₇(C₄H9)2SiO-SiPcOAlPc (where Pc is the phthalocyaninato dianion). It also describes the synthesis and characterization of some of the precursors of these compounds including (n-C₆H₁₃)3SiO(SiPcO)_1-4Si(n-C₆H₁₃)3, C₁₈H₃₇(C₄H9)2SiO(SiPcO)_1-4Si(C₄H9)2C₁₈H₃₇, CH₃GePcCl, CH₃GePcOH, and C₁₈H₃₇(C₄H9)2SiOAlPc. In addition, the thesis describes the formation and properties of monolayers of (n-C₆H₁₃)3SiOSiPcOGePcOH, C₁₈H₃₇(C₄H9)2SiOSiPcOGePcOH, C₁₈H₃₇(C₄H9)2SiOSiPcOAlPc, (n-C₆H₁₃)3SiO(SiPcO)_1-2H, and C₁₈H₃₇(C₄H9)2SiO(SiPcO) _1-2H from solutions of these compounds and monolayers of (n-C₆H₁₃)3SiO(SiPcO)₃H and C₁₈H₃₇(C₄H9)2SiO(SiPcO)₃H from solutions of (n-C₆H₁₃)3SiO(SiPcO)₃C(O)CCl₃ and C₁₈H₃₇(C₄H9)2SiO(SiPcO)₃C(O)CCl₃. It is shown from co-area data that the phthalocyanine rings of the (n-C₆H₁₃)3SiO(SiPcO)_1-3H, C₁₈H₃₇(C₄H9)2SiO(SiPcO)_1-3H, (n-C₆H₁₃)3SiOSiPcOGePcOH, and C₁₈H₃₇(C₄H9)2SiOSiPcOGePcOH monolayers are oriented parallel to the plane of the monolayer, while the phthalocyanine rings of the C₁₈H₃₇(C₄H9)2SiOSiPcOAlPc monolayers are not. This is attributed to the presence of OH head groups and R₃SiO tail groups on the central metal. From phase-transition pressure data and compressive creep curves it is concluded that the stability of the (n-C₆H₁₃)3SiO(SiPcO)_2-3H and (n-C₆H₁₃)3SiOSiPcOGePcOH monolayers is greater than the stability of the (n-C₆H₁₃)3SiOSiPcOH monolayers. This is attributed to the thicker ring profile of the two- and three-ring compounds. Finally, a summary of the results of collaborative work on the preparation, characterization, and properties of Langmuir-Blodgett multilayers of the n-C₆H₁₃)3SiOSiPcOGePcOH is given. It is shown by X-ray and electron diffraction experiments that the multilayer films are highly anisotropic and the phthalocyanine rings are parallel to the plane of the substrate. Furthermore, metal-insulator-metal and gas-sensing device studies incorporating these multilayer films indicate that they have high thermal, electrical, chemical, and photochemical stability

Keywords

amphiphilic phthalocyanines Langmuir-Blodgett

Advisor

Malcolm E. Kenney

Pages

153p.

Document number: case1054655052
Permalink: http://rave.ohiolink.edu/etdc/view?acc_num=case1054655052

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