Tetra ketone porphyrin monomers and the process of preparation thereof
AssigneeGeneral Petrochemical Industries, Limited
InventorsSubhash C. Narang, Susanna Ventura
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Abstract
The present invention relates to a tetraketone of the structure ##STR1## wherein M is a metal atom and R is selected from phenyl, alkyl substituted phenyl or halogen substituted phenyl. The process to prepare this tetraketone is disclosed. The present invention also relates to a process to produce the tetraketone structure (I). The present invention also relates to the novel polymer of the structure ##STR2## and to the process to produce this novel polymer. R is as defined hereinabove and Ar is a tetraamine substituted organic moiety having at least one aromatic ring. These polymers are useful as liquid crystals and in nonlinear optical devices.
Claims14
A tetraketone of structure:
- ##STR23## wherein M is a metal atom, and R is phenyl, alkyl substituted phenyl or halogen substituted phenyl.
A process for the preparation of a tetraketone of the structure:
- ##STR24## wherein R is selected from phenyl, alkyl substituted phenyl, or halogen substituted phenyl, which process comprises:
- (a) treating the chemical of the structure:
- ##STR25## with an oxidizing agent to remove any dihydrochlorin impurity and produce chemical II in at least 95% purity:
- (b) conducting the compound of step (a) with a metal salt to produce a porphyrin incorporating M;
- ##STR26## (c) contacting the purified chemical II(a) with N.sub.2 O.sub.4 to produce the dinitro-III(a) of the structure:
- ##STR27## (d) contacting the dinitro compound of step (c) with concentrated sulfuric acid to produce the dinitro demetallated compound III:
- ##STR28## (e) reducing the dinitro-III of step (d) with a reducing agent to produce the diamino-IV of the structure:
- ##STR29## (f) contacting the diamino-compound of step (e) with an oxidizing agent to produce the tetraketone of structure I.
A process for the preparation of a tetraketone of the structure:
- ##STR31## wherein R is selected from phenyl, alkyl substituted phenyl, or halogen substituted phenyl, wherein M is a metal atom, which process comprises:
- (a) treating the chemical of the structure:
- ##STR32## with an oxidizing agent to remove any dihydrochlorin impurity and produce chemical II in at least 95% purity:
- (b) contacting the compound of step (a) with a metal salt to produce a porphyrin incorporating M;
- ##STR33## (c) contacting the purified chemical II(a) with N.sub.2 O.sub.4 to produce the dinitro-III(a) of the structure:
- ##STR34## (d) contacting the dinitro compound of step (c) with concentrated sulfuric acid to produce the dinitro demetallated compound III:
- ##STR35## (e) reducing the dinitro-III of step (d) with a reducing agent to produce the diamino-IV of the structure:
- ##STR36## (f) contacting the diamino-compound of step (e) with an oxidizing agent to produce the tetraketone of structure ##STR37## (g) contacting the porphyrin of step (f) with a metal salt to produce the metal porphyrin compound of structure Ia.
Dependencies are inferred from the claim text.