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TITLE
DEDICATION
CERTIFICATE
DECLARATION
ACKNOWLEDGEMENT
CONTENTS
I. PORPHYRINS, POLYMERIC PORPHYRINS AND THEIR METALLODERIVATIVES
1. Introduction
2. The Porphyrin System
3. Porphyrins as Catalysts
4. Porphyrins as Biological Models
5. Polymeric Porphyrins
6. Objectives of the Present Work
II. MATERIALS AND METHODS
1. Reagents
2. Spectral Methods
(a) Infrared Spectra
(b) Electronic Spectra
(c) ESR Spectra
(d) NMR Spectra
(e) Scanning Electron Microscopy
3. Chromatographic Purifications
4. Preparative Details
5. Polymer Supports
(a) DVB-cross linked polystyrene
(b) DVB-cross linked chloromethyl polystyrene
(c) Estimation of chlorine capacity
(d) DVB-cross linked polybenzaldehyde
(e) DVB-cross linked poly (4-vinyl pyridine)
(f) DVB-cross linked polymeric pyridinium chloride
(g) DVB-cross linked benzyl poly (vinyl pyridinium) chloride
6. Porphyrin Systems
(a) 5,10,15,20-Tetrakis (nitrophenyl) porphyrins: General procedure
(b) 5,10,15,20-Tetrakis (amino phenyl) porphyrins: General procedure
(c) 5- (Nitrophenyl), 10, 15, 20-triphenylporphyrins: General procedure
(d) 5- (Amino phenyl), 10, 15, 20-triphenylporphyrins: General procedure
(e) 5,10,15, 20-Tetrakis (hydroxyphenyl) porphyrins: General procedure
(f) 5- (Hydroxyphenyl), 10,15,20-triphenylporphyrins: General procedure
(g) 5,10,15,20-Tetraphenylporphyrins
(h) Sodium 5,10,15,20-tetrakis (4-sulphophenyl) porphyrin
7. Polymer-Bound Porphyrins
(a) Polymer-bound porphyrins, [Al): General procedure
(b) Polymer-bound porphyrins, [AI): General procedure
(c) Polymer-bound porphyrins, [BI): General procedure
(d) Polymer-bound porphyrins, [BI): General procedure
(e) Polymer-bound porphyries, [AII): General procedure
(f) Polymer-bound porphyries, [All]: General procedure
(g) Polymer-bound porphyrins, [DIII)
(h) Polymer-bound porphyries, [EIII)
8. Polymer-Bound Metalloporphyrins
(a) Method 1: General procedure
(b) Method 2: General procedure
9. Catalytic Studies: General Procedure
III. SYNTHESIS AND CHARACTERISATION OF POLYMER-BOUND FREE BASE PORPHYRINS
Results and Discussion
1. The Polymer Supports
(a) DVB-cross linked polystyrene
(b) Chloromethyl polystyrene
(c) Polymeric aldehyde
(d) DVB-cross linked poly (4-vinyl pyridine)
(e) Polymeric pyridinium chloride
(f) Benzyl poly (vinyl pyridinium) chloride
2. Porphyrin Systems
(a) 510, 5,20-Tetrakis (aminophenyl) porphyrins
(b) 5- (Aminophenyl), 10, 15, 20-triphenyl porphyrins
(c) 5,10,15, 20-Tetrakis (hydroxyphenyl) porphyrins
(d) 5- (Hydroxyphenyl), 10, 15, 20-triphenyl porphyrins
(e) Sodium 5,10,15, 20-tetrakis (4-sulphophenyl) porphyrin
3. Polymer-Bound Porphyrins
4. Strategy to Effect Distortional Variation on Porphyrins
Fig. 111.1. Orientational Variation in Ortho, o eta and ParaSubstituted Porphyrins.
5. Flexibly Bound Systems
(a) Polymer-bound porphyrins Al
Table III.1. Electronic spectral data of A1 compounds
Fig. III.3. Electronic Spectra of A1 Compounds.
(b) Polymer-bound porphyrins Al
Table III.2. Electronic Spectral Data of ~~~orn~ounds
Fig. III.4 Electronic Spectra of AI Compounds.
(c) Polymer-bound porphyrins All
Fig. III.5 Electronic Spectra of A11 Compounds.
Table III.3. Electronic Spectral Data of A11 Compounds
(d) Polymer-bound porphyrins All
Table III.4. Electronic Spectral Data of AII Compounds
Fig. III.6. Electronic Spectra of AII Compounds.
6. Rigidly Bound Systems
(a) Polymer-bound porphyrins BI
Table III.5. Electronic Spectral Data of BI Compounds
Fig. III.7 Electronic Spectra of BI Compounds.
(b) Polymer-bound porphyrins BI
Fig. III.8 Electronic Spectra of BI Compounds.
Table III.6. Electronic Spectral Data of BI Compounds
7. lonically Bound Systems
(a) Polymer-bound porphyrin DIII
Fig. III.9. Scanning Electron Micrograph ofla) Poly (viny3 pyridininm) chloride (Dl andCb) Polymer-Bound Porphyrin (DIII)
(b) Polymer-bound porphyrin EIII
IV. COPPER (II) AND SILVER (II) COMPLEXES OF PORPHYRINS GRAFTED ON POLYMER SUPPORTS IN DIVERSE LINKING MODES
Results and Discussion
1. Copper Complexes of Polymer-Bound Porphyrins
2. Flexibly Bound Systems
(a) Copper complexes of Al
Fig. IV.1. Electronic Spectra of AIa (Cu), AIb (Cu), AIc (Cu)
Table IV.1. Electronic Spectral Data of AI (Cu) Complexes
Fig. IV.2. ESR Spectrum of Magnetically Concentrated CopperTetraphenylporphyrin.
Fig. IV.3. ESR Spectra of (a) AIc (Cu) Complex and (b) Its Simulated Form.
Table IV.2. Spin Hamiltonian Parameters of AI (Cu) Complexes
(b) Copper complexes of Al
Table IV.3. Electronic Spectral Data of AI (Cu) Complexes
Fig. IV.4. Electronic Spectra of AI1 (Cu) Complexes.
Table IV.4. Spin Hamiltonian Parameters of AI1 (Cu) Complexes
(c) Copper complexes of All
Table IV.5. Electronic Spectral Data of AII (Cu) Complexes
Fig. IV.5. Electronic Spectra of AII (Cu) Complexes
Table IV.6. Spin Hamiltonian Parameters o f AII (Cu) Complexes
(d) Copper complexes of All
Table IV.7. Electronic Spectral Data of AIIm (Cu) Complexes
Table 1V.8. Spin Hamiltonian Parameters o f AII (CU) Complexes
Fig. IV.6. Electronic Spectra of AII1 (Cu) Complexes.
3. Rigidly Bound Systems
(a) Copper complexes of BI
Fig. IV.7. Electronic Spectra of BI (CU) Complexes.
Table IV.9. Electronic Spectral Data of BI (Cu) Complexes
Table IV.lO. Spin Hamiltonian Parameters of BI (Cu) Complexes
Fig. IV.8. ESR Spectrum of BIc (Cu) Complex.
(b) Copper complexes of BI
Fig. IV.9. Electronic Spectra of BI1 (Cu) Complexes.
Table IV. 11. Electronic Sspectral Data of BI (Cu) Complexes
Table IV.12. Spin Hamiltonian Parameters of BIg (Cu) Complexes
4. Silver Complexes of Polymer-Bound Porphyrins
5. Flexibly Bound Systems
(a) Silver complexes of Al
Table IV.13. Electronic Spectral Data of AI (A~) Complexes
Table IV.14. Spin Hamiltonian Parameters o f AI (Ag) Complexes
Fig. IV.lO. ESR Spectrum of AIc (Ag) Complex.
(b) Other flexibly bound systems
Table IV.15. Electronic Spectral Data of AI (Ag), AII (Ag) and AII1 (Ag) Complexes
Table IV.16. Spin Hamiltonian Parameters o f AX (Ag), AII (AQ) and AII1 (Ag) Complexes
6. Rigidly Bound Systems
Table IV.17. Electronic Spectral Data of BI (Ag) andBI (Ag) Complexes
Table IV.18. Spin Hamiltoninn Parameters of BI (Ag) and BI1 (Ag) Complexes
7. lonically Bound Systems
(a) Copper and silver complexes of DIII
Table IV.19. Electronic Spectral Data of DIII (M) Complexes
Table 1V.20. Spin Hamiltonian Parameters of DIII (H) Complexes
(b) Copper and silver complexes of EIII
Table IV.21. Electronic Spectral Data of EIII (M) Complexes
Fig. IV.11. ESR Spectrum of EIII (Cu) Complex.
Fig. IV.12. ESR Spectrum of EIII (Ag) Complex.
V. COBALT (II) COMPLEXES OF PORPHYRINS GRAFTED ON POLYMER SUPPORTS IN DIVERSE LINKING MODES
Results and Discussion
1. Flexibly Bound Systems
(a) Cobalt complexes of Al
Table V.l. Electronic Spectral Data of A1 (Co) Complexes
Fig. V.1. Electronic Spectra of AI (Co) Complexes.
Fig. V.2. The Intermolecular Coordination of UnreactedAmino Groups
Table V.2. ESR Spectral Data of AI (Co) Complexes
Fig. V.3. ESR Spectra of A1 (Co) Complex
(b) Cobalt complexes of AI
Fig. V.4. Electronic Spectra of AI (Co) Complexes.
Table V.3. ESR Spectral Data of AI (Co) Complexes
Fig. V.5. ESR Spectrum of AI (Co) Complex.
(c) Cobalt complexes of All
Fig. V.6. Electronic Spectra of AII (Co) Complexes.
Table V.4. Spin Hamiltonian Parameters of AII (Co) Complexes
Fig. V.7. ESR Spectrum of AIIc (Co) Complex.
2. Rigidly Bound Systems
(a) Cobalt complexes of BI
Table V.5. Electronic Spectral Data of BI (Co) Complexes
Fig. V.8. Electronic Spectra of BI (Co) Complexes.
Table V.6. Spin Hamiltonian Parameters of BI (Co) Complexes
Fig. V.9. ESR Spectra of (a) BIc (Co) Species and (b) Its Simulated Form.
(b) Cobalt complexes of BI
Table V.7. Electlronic Spectral Data of BI1 (Co) Complexes
Table V.8. Spin Hamiltonian Parameters of BICo) Complexes
Fig. V.10. Electronic Spectra of BI (C0) Complexes.
3. Ionically Bound Systems
(a) Cobalt complexes of DIII and EIII
4. Catalytic Studies
Fig. V.11. ESR spectra of DIII (C0) Complex at LNT
Fig. V.12. pH Variation (a) In Presence of Catalyst and (b) In Absence of Catalyst.
VI. CONCLUSION AND OUTLOOK
REFERENCES