US4892941A
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Porphyrins
Assignee: University of British Columbia
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Filing: 1988-04-15
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Granted: 1990-01-09
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Expires: 2008-04-15
Abstract
Abstract Disclosed are tetraphenyl porphyrins which are beta-substituted by fluoro or chloro and/or bear electronegative substituents on the phenyl including one or two water solubilizing substituents. The new porphorins are particularly suitable as catalysts in a variety of oxidative reactions and methods.
Inventors
- 👤 David H. Dolphin
- 👤 Taku Nakano
- 👤 Thomas K. Kirk
- 👤 Tilak P. Wijesekera
- 👤 Roberta L. Farrell
- 👤 Theodore E. Maione
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 18:46
CPC Classifications
D; D21; D21C; D21C3/00; D21C3/003; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1805; B01J31/181; B01J31/1815; C; C07; C07C; C07C29/00; C07C29/48; C07C29/50; C07C45/00; C07C45/27; C07C45/28; C07C45/29; C07C45/294; C07C45/30; C07D; C07D301/00; C07D301/02; C08; C08H; C08H6/00; B01J2531/00; B01J2531/02; B01J2531/0238; B01J2531/0241; B01J2531/025; B01J2531/80; B01J2531/84; B01J2531/842; B01J2531/90; B01J2531/96; C07C2601/00; C07C2601/12; C07C2601/14; C07C2601/16
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
219 words
A compound of the formula: ##STR5## wherein M is a transition metal capable of sustaining oxidation, said M being optionally axially ligated to a ligand, each Y and Y o independently H, fluoro or chloro, each R ring is ##STR6## X and X o are independently H or a non-water solubilizing electronegative group, and X 1 , X 2 and X 3 are independently H or an electronegative group, subject to the provisos that: (1) when none of X 1 , X 2 and X 3 is in a water solubilizing group, then at least one of Y and Y o on each porphyrin ring is other than H, (2) when Y and Y o are both H, at least one but not more than two of X 1 , X 2 and X 3 is water solubilizing group and at least two of X, X o , X 1 , X 2 and X 3 is a non-water solubilizing electronegative group, or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form, (3) no more than two of X 1 , X 2 and X 3 is a water solubilizing group, or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Claim 2
Dependent Claim
219 words
A compound of the formula: ##STR5## wherein M is a transition metal capable of sustaining oxidation, said M being optionally axially ligated to a ligand, each Y and Y o independently H, fluoro or chloro, each R ring is ##STR6## X and X o are independently H or a non-water solubilizing electronegative group, and X 1 , X 2 and X 3 are independently H or an electronegative group, subject to the provisos that: (1) when none of X 1 , X 2 and X 3 is in a water solubilizing group, then at least one of Y and Y o on each porphyrin ring is other than H, (2) when Y and Y o are both H, at least one but not more than two of X 1 , X 2 and X 3 is water solubilizing group and at least two of X, X o , X 1 , X 2 and X 3 is a non-water solubilizing electronegative group, or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form, (3) no more than two of X 1 , X 2 and X 3 is a water solubilizing group, or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Claim 3
Dependent Claim
227 words
A compound of claim 1 of the formula: ##STR7## wherein M is a transition metal capable of sustaining oxidation, said M optionally axially ligated to a ligand, each Y and Y o independently H, fluoro or chloro, each R ring is ##STR8## X and X o are independently H, fluoro, chloro, bromo or NO 2 , X 1 , X 2 and X 3 are independently, H, fluoro, chloro, bromo, SO 3 H, COOH or NO 2 , subject to the provisos that (1) when none of X 1 , X 2 and X 3 is SO 3 H or COOH, then at least one Y and Y o on each porphyrin ring is other than H, (2) when Y and Y o are both H, at least one but not more than two of X 1 , X 2 and X 3 is SO 3 H or COOH, and at least two of X and X o and the X 1 , X 2 and X 3 which are not SO 3 H or COOH are independently fluoro, chloro, bromo or NO 2 , and (3) no more than two of X 1 , X 2 and X 3 are SO 3 H or COOH, or a compound of the formula I in which SO 3 H and COOH groups are in water soluble salt form.
Claim 4
Dependent Claim
22 words
A compound of claim 2 in which at least one Y and Y o on each porphyrin ring is fluoro or chloro.
Claim 5
Dependent Claim
21 words
A compound of claim 3 in which both Y and Y o on each porphyrin ring are independently fluoro or chloro.
Claim 6
Dependent Claim
18 words
A compound of claim 3 in which both Y and Y o on each porphyrin ring are chloro.
Claim 7
Dependent Claim
28 words
A compound of claim 3 in which at least two of X, X o , X 1 , X 2 and X 3 is fluoro, chloro or bromo.
Claim 8
Dependent Claim
28 words
A compound of claim 5 in which at least two of X, X o , X 1 , X 2 and X 3 are fluoro, chloro or bromo.
Claim 9
Dependent Claim
25 words
A compound of claim 6 in which at least two of X, X o , X 1 , X 2 and X 3 are chloro.
Claim 10
Dependent Claim
25 words
The compound of claim 7 in which at least two of X, X o , X 1 , X 2 and X 3 are chloro.
Claim 11
Dependent Claim
27 words
The compound of claim 5 in which each of X, X o , X 1 , X 2 and X 3 are H and M is Fe.
Claim 12
Dependent Claim
29 words
The compound of claim 9 in which X and X o are each chloro, X 1 , X 2 and X 3 are each H and M is Fe.
Claim 13
Dependent Claim
10 words
The compound of claim 11 in chloride axially ligated form.
Claim 14
Dependent Claim
26 words
The compound of claim 9 in which X, X o , X 1 , X 2 and X 3 are each chloro and M is Fe.
Claim 15
Dependent Claim
58 words
A compound of claim 2 in which at least one but not more than two of X 1 , X 2 and X 3 is SO 3 H or COOH and at least two of X, X o , X 1 , X 2 and X 3 are independently fluoro, chloro or bromo, or a salt form thereof.
Claim 16
Dependent Claim
49 words
A compound of claim 14 in which one of X 1 , X 2 and X 3 is SO 3 H or COOH and at least two of X, X o , X 1 , X 2 and X 3 are fluoro or chloro, or a salt form thereof.
Claim 17
Dependent Claim
26 words
A compound of claim 15 in which one of X 1 , X 2 and X 3 is SO 3 H or a salt form thereof.
Claim 18
Dependent Claim
19 words
Compound of claim 16 in which Y and Y o on each porphyrin ring are independently fluoro or chloro.
Claim 19
Dependent Claim
48 words
The compound of claim 16 in which Y and Y o are each H on each porphyrin ring, X and X o are each chloro, X 1 is SO 3 H, X 2 and X 3 are each H and M is Fe, or a salt form thereof.
Claim 20
Dependent Claim
10 words
The compound of claim 18 in chloride axially ligated form.
Claim 21
Dependent Claim
46 words
The compound of claim 17 in which Y and Y o are chloro on each porphyrin ring, X and X o are each chloro, X 1 is SO 3 H, X 2 and X 3 are each H and M is Fe, or a salt thereof.
Claim 22
Dependent Claim
33 words
The compound of claim 5 in which X, X o , X 1 and X 3 are H, X 2 is SO 3 H and M is Fe, or a salt form thereof.
Claim 23
Dependent Claim
17 words
A compound of claim 14 in which Y and Y o on each porphyrin ring are chloro.
Claim 24
Dependent Claim
25 words
The compound of claim 1 in which no more than one of X 1 , X 2 and X 3 is a water solubilizing group.
Claim 25
Dependent Claim
33 words
A compound of claim 1 in which Y and Y o are H, X and X o are chloro, X 1 and X 2 are H and X 3 is an electronegative group.
Claim 26
Dependent Claim
21 words
A compound of claim 24 in which X 3 is a water solubilizing group, or a water soluble, salt form thereof.
Claim 27
Dependent Claim
18 words
A compound of claim 23 in which X 3 is a water solubilizing group in free acid form.
Claim 28
Dependent Claim
201 words
Compound of the formula ##STR9## wherein each Y or Y o is independently H, fluoro, chloro, each R ring is ##STR10## X and X o are independently H or a non-water solubilizing electronegative group, and X 1 , X 2 and X 3 are independently H or an electronegative group, subject to the provisos that: (1) when none of X 1 , X 2 and X 3 are in a water solubilizing group, then at least one of Y and Y o on each porphyrin ring is other than H; (2) when Y and Y o are both H, at least one but not more than two of X 1 , X 2 , and X 3 is a water solubilizing group and at least two of X, X 0 , X 1 , X 2 and X 3 is a water-solubilizing electronegative group or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form; (3) no more than two of X 1 , X 2 and X 3 is a water solubilizing group, or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Claim 29
Dependent Claim
201 words
Compound of the formula ##STR9## wherein each Y or Y o is independently H, fluoro, chloro, each R ring is ##STR10## X and X o are independently H or a non-water solubilizing electronegative group, and X 1 , X 2 and X 3 are independently H or an electronegative group, subject to the provisos that: (1) when none of X 1 , X 2 and X 3 are in a water solubilizing group, then at least one of Y and Y o on each porphyrin ring is other than H; (2) when Y and Y o are both H, at least one but not more than two of X 1 , X 2 , and X 3 is a water solubilizing group and at least two of X, X 0 , X 1 , X 2 and X 3 is a water-solubilizing electronegative group or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form; (3) no more than two of X 1 , X 2 and X 3 is a water solubilizing group, or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Claim 30
Dependent Claim
16 words
A compound according to claim 27 wherein both Y and Y o are not both H.
References Cited (Backward Citations)
US4614723A
Cited
US4746735A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-01-08 | 1993-07-10 | 1994-01-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-08 | 1997-07-10 | 1998-01-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-08 | 2001-07-10 | 2002-01-09 | $7700.00 | Window Closed / Lapsed |