US4908442A
Expired / Lapsed
US
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Tetra ketone porphyrin monomers and the process of preparation thereof
Assignee: GENERAL PETROCHEMICAL INDUSTRIES Ltd A CORP OF JAPAN
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Filing: 1988-09-23
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Granted: 1990-03-13
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Expires: 2008-09-23
Abstract
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.
Inventors
- 👤 Subhash C. Narang
- 👤 Susanna Ventura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 18:50
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/22; C09; C09K; C09K19/00; C09K19/04; C09K19/40; G; G02; G02F; G02F1/00; G02F1/35; G02F1/355; G02F1/361; G02F1/3611; G02F1/3612; G02F1/3619
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
22 words
A tetraketone of structure: ##STR23## wherein M is a metal atom, and R is phenyl, alkyl substituted phenyl or halogen substituted phenyl.
Claim 2
Dependent Claim
22 words
A tetraketone of structure: ##STR23## wherein M is a metal atom, and R is phenyl, alkyl substituted phenyl or halogen substituted phenyl.
Claim 3
Dependent Claim
17 words
The tetraketone I(a) of claim 1 wherein M is selected from copper, iron, nickel, cobalt or manganese.
Claim 4
Dependent Claim
9 words
The tetraketone of claim 2 wherein M is copper.
Claim 5
Dependent Claim
6 words
The tetraketone (I) of claim 1.
Claim 6
Dependent Claim
9 words
The tetraketone of claim 4 wherein R is phenyl.
Claim 7
Dependent Claim
148 words
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 2 O 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.
Claim 8
Dependent Claim
148 words
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 2 O 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.
Claim 9
Dependent Claim
9 words
The process of claim 6 wherein R is phenyl.
Claim 10
Dependent Claim
10 words
The process of claim 6 wherein M is copper cobalt.
Claim 11
Dependent Claim
31 words
The process of claim 6 which further includes: step (g) wherein the porphyrin of step (f) is contacted with a metal salt to produce the metal porphyrin compound of structure: ##STR30##
Claim 12
Dependent Claim
62 words
The process of claim 6 wherein in step (a) the oxidizing agent is dichlorodicyanoquinone, in step (b) the metal salt is selected from the group consisting of copper, iron, nickel, cobalt or manganese, in step (e) the reducing agent is palladium on carbon followed by sodium borohydride, and in step (f) the oxidizing agent is a combination of light energy and oxygen.
Claim 13
Dependent Claim
174 words
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 2 O 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.
Claim 14
Dependent Claim
174 words
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 2 O 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.
Claim 15
Dependent Claim
9 words
The process of claim 11 wherein R is phenyl.
Claim 16
Dependent Claim
11 words
The process of claim 11 wherein M is copper or cobalt.
Claim 17
Dependent Claim
62 words
The process of claim 11 wherein in step (a) the oxidizing agent is dichlorodicyanoquinone, in step (b) the metal salt is selected from the group consisting of copper, iron, nickel, cobalt or manganese, in step (e) the reducing agent is palladium on carbon followed by sodium borohydride, and in step (f) the oxidizing agent is a combination of light energy and oxygen.
References Cited (Backward Citations)
US3920692A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-03-12 | 1993-09-11 | 1994-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-12 | 1997-09-11 | 1998-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-12 | 2001-09-11 | 2002-03-13 | $7700.00 | Window Closed / Lapsed |