US4366079A
Expired / Lapsed
US
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Sulfonated rubrene and aqueous chemiluminescent compositions containing the same
Assignee: Omniglow Corp
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Filing: 1981-02-26
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Granted: 1982-12-28
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Expires: 2001-02-26
Abstract
Abstract Water-soluble sulfonated rubrenes are used as fluorescer components in water-soluble chemiluminescent mixtures and particularly in combination with a water-soluble amide of oxalic acid which reacts with hydrogen peroxide to produce chemiluminescence.
Inventors
- 👤 Michael M. Rauhut
- 👤 Arthur G. Mohan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 16:15
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; C09; C09B; C09B3/00; C09B3/78; C09K; C09K11/00; C09K11/06; C09K11/07
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
119 words
A sulfonated rubrene represented by the formula (I): ##STR6## wherein each of the X, Y, Z, X', Y', and Z' substituents independently represents a member selected from the group consisting of hydrogen, C 1 -C 6 alkyl, chloro, fluoro, carboxy, C 1 -C 6 alkoxy, hydroxy, C 6 -C 12 aryloxy, and ##STR7## wherein M.sup.⊕ represents a member selected from the group consisting of ammonium, C 1 -C 6 alkylammonium, C 1 -C 6 dialkylammonium, C 1 -C 6 trialkylammonium, and alkali metal ions, and wherein the defined sulfonated rubrene contains the substituent ##STR8## in an amount at least sufficient to produce water-solubility of the sulfonated rubrene to the extent of 1×10 -4 moles per liter at ambient temperature.
Claim 2
Dependent Claim
119 words
A sulfonated rubrene represented by the formula (I): ##STR6## wherein each of the X, Y, Z, X', Y', and Z' substituents independently represents a member selected from the group consisting of hydrogen, C 1 -C 6 alkyl, chloro, fluoro, carboxy, C 1 -C 6 alkoxy, hydroxy, C 6 -C 12 aryloxy, and ##STR7## wherein M.sup.⊕ represents a member selected from the group consisting of ammonium, C 1 -C 6 alkylammonium, C 1 -C 6 dialkylammonium, C 1 -C 6 trialkylammonium, and alkali metal ions, and wherein the defined sulfonated rubrene contains the substituent ##STR8## in an amount at least sufficient to produce water-solubility of the sulfonated rubrene to the extent of 1×10 -4 moles per liter at ambient temperature.
Claim 3
Dependent Claim
20 words
The composition of claim 1 wherein three of the substituents are --SO 3 .sup.⊖ Na.sup.⊕ and the others are hydrogen.
Claim 4
Dependent Claim
20 words
The composition of claim 1 wherein four of the substituents are --SO 3 .sup.⊖ Na.sup.⊕ and the others are hydrogen.
Claim 5
Dependent Claim
68 words
A composition useful for generating chemiluminescent emission comprising an aqueous solution of a sulfonated rubrene defined by claim 1, and a water-soluble amide of oxalic acid represented by formula (II): ##STR9## wherein R 1 represents hydrogen, or C 1 -C 6 alkyl, n is an integer from 2 to 6, and X.sup.⊖ is an anion, in proportions capable of producing chemiluminescence on contact with a hydrogen peroxide compound.
Claim 6
Dependent Claim
21 words
A composition according to claim 4 wherein X.sup.⊖ is an anion selected from chloride, bromide, fluoride, methanesulfonate, methosulfate, trifluoromethanesulfonate, or tetrafluoroborate.
Claim 7
Dependent Claim
14 words
A composition, as defined in claim 5, wherein the amide is 4,4'-{Oxalyl bis[[(trifluoromethyl)sulfonyl]-imino]ethylene}bis(4-methylmorpholinium trifluoromethanesulfonate).
Claim 8
Dependent Claim
14 words
A composition, as defined by claim 5, wherein the amide is 4,4'-{Oxalyl bis[[(trifluoromethyl)sulfonyl]-imino]ethylene}bis(morpholinium chloride).
Claim 9
Dependent Claim
14 words
A composition, as defined in claim 5, wherein the amide is 4,4'-{Oxalyl bis[[(trifluoromethyl)sulfonyl]-imino]ethylene}bis(4-methylmorphloinium tetrafluoroborate).
Claim 10
Dependent Claim
13 words
A composition defined in claim 5 wherein the amide is 4,4'-{Oxalyl bis[[(trifluoromethyl)sulfonyl]imino]trimethylene}bis(morpholinium chloride).
Claim 11
Dependent Claim
13 words
A composition defined in claim 5 wherein the amide is 4,4'-{Oxalyl bis[[(trifluoromethyl)sulfonyl]imino]trimethylene}bis(4-methylmorpholinium trifluoromethanesulfonate.
Claim 12
Dependent Claim
35 words
A process for generating chemiluminescence comprising adding an effective amount of an aqueous solution of hydrogen peroxide, or a source of hydrogen peroxide, into an aqueous solution of a sulfonated rubrene defined by claim 1.
Claim 13
Dependent Claim
39 words
A process for generating chemiluminescence comprising adding an effective amount of a water-soluble amide of oxalic acid into an aqueous solution of hydrogen peroxide or a source of hydrogen peroxide and a water-soluble sulfonated rubrene defined by claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-12-27 | 1986-06-28 | 1986-12-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-27 | 1990-06-28 | 1990-12-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-27 | 1994-06-28 | 1994-12-28 | $7700.00 | Window Closed / Lapsed |