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case1054655052.pdf (3.39 MB)
ETD Abstract Container
Abstract Header
Synthesis of amphiphilic phthalocyanines and Langmuir-Blodgett film balance studies of these compounds
Author Info
Batzel, Daniel Austin
Permalink:
http://rave.ohiolink.edu/etdc/view?acc_num=case1054655052
Abstract Details
Year and Degree
1990, Doctor of Philosophy, Case Western Reserve University, Chemistry.
Abstract
This thesis describes the synthesis and spectroscopic characterization of the Langmuir-Blodgett film-forming phthalocyanines (n-C
6
H
13
)3SiO(SiPcO)
1-2
H, C
18
H
37
(C
4
H9)2SiO(SiPcO)
1-2
H, (n-C
6
H
13
)3SiO-(SiPcO)
3
C(O)CCl
3
, C
18
H
37
(C
4
H9)2SiO(SiPcO)
3
C(O)CCl
3
, (n-C
6
H
13
)3SiO-SiPcOGePcOH, C
18
H
37
(C
4
H9)2SiOSiPcOGePcOH, and C
18
H
37
(C
4
H9)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-C
6
H
13
)3SiO(SiPcO)
1-4
Si(n-C
6
H
13
)3, C
18
H
37
(C
4
H9)2SiO(SiPcO)
1-4
Si(C
4
H9)2C
18
H
37
, CH
3
GePcCl, CH
3
GePcOH, and C
18
H
37
(C
4
H9)2SiOAlPc. In addition, the thesis describes the formation and properties of monolayers of (n-C
6
H
13
)3SiOSiPcOGePcOH, C
18
H
37
(C
4
H9)2SiOSiPcOGePcOH, C
18
H
37
(C
4
H9)2SiOSiPcOAlPc, (n-C
6
H
13
)3SiO(SiPcO)
1-2
H, and C
18
H
37
(C
4
H9)2SiO(SiPcO)
1-2
H from solutions of these compounds and monolayers of (n-C
6
H
13
)3SiO(SiPcO)
3
H and C
18
H
37
(C
4
H9)2SiO(SiPcO)
3
H from solutions of (n-C
6
H
13
)3SiO(SiPcO)
3
C(O)CCl
3
and C
18
H
37
(C
4
H9)2SiO(SiPcO)
3
C(O)CCl
3
. It is shown from co-area data that the phthalocyanine rings of the (n-C
6
H
13
)3SiO(SiPcO)
1-3
H, C
18
H
37
(C
4
H9)2SiO(SiPcO)
1-3
H, (n-C
6
H
13
)3SiOSiPcOGePcOH, and C
18
H
37
(C
4
H9)2SiOSiPcOGePcOH monolayers are oriented parallel to the plane of the monolayer, while the phthalocyanine rings of the C
18
H
37
(C
4
H9)2SiOSiPcOAlPc monolayers are not. This is attributed to the presence of OH head groups and R
3
SiO tail groups on the central metal. From phase-transition pressure data and compressive creep curves it is concluded that the stability of the (n-C
6
H
13
)3SiO(SiPcO)
2-3
H and (n-C
6
H
13
)3SiOSiPcOGePcOH monolayers is greater than the stability of the (n-C
6
H
13
)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-C
6
H
13
)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
Committee
Malcolm Kenney (Advisor)
Pages
153 p.
Keywords
amphiphilic phthalocyanines Langmuir-Blodgett
Recommended Citations
Refworks
EndNote
RIS
Mendeley
Citations
Batzel, D. A. (1990).
Synthesis of amphiphilic phthalocyanines and Langmuir-Blodgett film balance studies of these compounds
[Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1054655052
APA Style (7th edition)
Batzel, Daniel.
Synthesis of amphiphilic phthalocyanines and Langmuir-Blodgett film balance studies of these compounds.
1990. Case Western Reserve University, Doctoral dissertation.
OhioLINK Electronic Theses and Dissertations Center
, http://rave.ohiolink.edu/etdc/view?acc_num=case1054655052.
MLA Style (8th edition)
Batzel, Daniel. "Synthesis of amphiphilic phthalocyanines and Langmuir-Blodgett film balance studies of these compounds." Doctoral dissertation, Case Western Reserve University, 1990. http://rave.ohiolink.edu/etdc/view?acc_num=case1054655052
Chicago Manual of Style (17th edition)
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Document number:
case1054655052
Download Count:
680
Copyright Info
© 1990, all rights reserved.
This open access ETD is published by Case Western Reserve University School of Graduate Studies and OhioLINK.