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US4053430A Expired / Lapsed US ⏱️ 0.0 years remaining

Aqueous chemiluminescent systems

Assignee: Omniglow Corp
•
Filing: 1976-07-16
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Granted: 1977-10-11
•
Expires: 1996-07-16
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Abstract

Abstract This invention relates to novel water-soluble esters of oxalic acid, and to compositions that are useful for generating chemiluminescent emission by reacting said esters of oxalic acid with hydrogen peroxide in the presence of water and a fluorescent compound, and to a process for generating chemiluminescent emission by using said compositions.

Inventors

  • 👤 Arthur Gaudens Mohan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 12:21
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; B; B23; B23K; B23K35/00; B23K35/22; B23K35/36; B23K35/3601; B23K35/3602; C07C; C07C309/00; C07C309/78; C07C309/86; C07C309/87; C07C311/00; C07C311/22; C07C311/29; C09; C09K; C09K11/00; C09K11/06; C09K11/07

Claims Analysis

Total Claims: 41
Claim 1
Independent Claim 98 words
A water-soluble ester of oxalic acid having the formula: ##STR3## wherein Z is selected from chloro, fluoro and bromo, n is 1 or 2, X - is an anion and Y + is a radical having the formula: ##STR4## wherein R 1 is an alkyl having 1 to 6 carbon atoms, R 2 and R 3 independently represent alkyl having 1 to 6 carbon atoms or together with the nitrogen atom form a piperidine ring, R 4 is selected from hydrogen and alkyl having 1 to 6 carbon atoms, and m is an integer from 1 to 4.
Claim 2
Dependent Claim 98 words
A water-soluble ester of oxalic acid having the formula: ##STR3## wherein Z is selected from chloro, fluoro and bromo, n is 1 or 2, X - is an anion and Y + is a radical having the formula: ##STR4## wherein R 1 is an alkyl having 1 to 6 carbon atoms, R 2 and R 3 independently represent alkyl having 1 to 6 carbon atoms or together with the nitrogen atom form a piperidine ring, R 4 is selected from hydrogen and alkyl having 1 to 6 carbon atoms, and m is an integer from 1 to 4.
Claim 3
Dependent Claim 23 words
A water-soluble esters according to claim 1 wherein X - is an anion selected from chloride, bromide, fluoride, trifluoromethanesulfonate, methanesulfonate, p-toluenesulfonate and methosulfate.
Claim 4
Dependent Claim 2 words
Bis{2,6-dichloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 5
Dependent Claim 2 words
Bis{2,6-dichloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 6
Dependent Claim 2 words
Bis{2,4-dichloro-6-[(2-dimethylaminoethy)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 7
Dependent Claim 2 words
Bis{2,4-dichloro-6-[(2-dimethylaminoethy)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 8
Dependent Claim 2 words
Bis{2,4-dichloro-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 9
Dependent Claim 2 words
Bis{2,4-dichloro-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 10
Dependent Claim 2 words
Bis{2-chloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 11
Dependent Claim 2 words
Bis{2-chloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 12
Dependent Claim 2 words
Bis{2,6-dibromo-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 13
Dependent Claim 2 words
Bis{2,6-dibromo-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 14
Dependent Claim 2 words
Bis{2,4-dibromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 15
Dependent Claim 2 words
Bis{2,4-dibromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 16
Dependent Claim 2 words
Bis{2,4-dibromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 17
Dependent Claim 2 words
Bis{2,4-dibromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 18
Dependent Claim 2 words
Bis{2-bromo-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 19
Dependent Claim 2 words
Bis{2-bromo-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 20
Dependent Claim 2 words
Bis{3-fluoro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 21
Dependent Claim 2 words
Bis{3-fluoro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 22
Dependent Claim 2 words
Bis{2-fluoro-4-[(2-dimethylaminoethyl)methlysulfamoyl]phenyl}oxalate dihydrochloride.
Claim 23
Dependent Claim 2 words
Bis{2-fluoro-4-[(2-dimethylaminoethyl)methlysulfamoyl]phenyl}oxalate dihydrochloride.
Claim 24
Dependent Claim 53 words
A composition useful for generating chemiluminescent emission comprising an aqueous solution of (a) a water-soluble ester of oxalic acid defined by claim 1 and (b) a water-soluble organic fluorescer having a spectral emission in the range from about 330 to 1,000 nanometers, in proportions capable of producing chemiluminescence on reaction with hydrogen peroxide.
Claim 25
Dependent Claim 25 words
A composition defined by claim 13 wherein the anion of said ester of oxalic acid is selected from chloride, bromide, fluoride, trifluoromethanesulfonate, p-toluenesulfonate and methosulfate.
Claim 26
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,6-dichloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 27
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,4-dichloro-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 28
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,4-dichloro-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 29
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2-chloro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 30
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,6-dibromo-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 31
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,4-bromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 32
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2,4-dibromo-6-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate ditrifluoromethanesulfonate.
Claim 33
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2-bromo-4-[(2-dimethylaminoethyl)methlysulfamoyl]phenyl}oxalate dihydrochloride.
Claim 34
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{3-fluoro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 35
Dependent Claim 13 words
A composition defined by claim 14 wherein said oxalate ester is bis{2-fluoro-4-[(2-dimethylaminoethyl)methylsulfamoyl]phenyl}oxalate dihydrochloride.
Claim 36
Dependent Claim 78 words
A composition useful for generating chemiluminescent emission comprising an aqueous solution of (a) hydrogen peroxide or a source of hydrogen peroxide selected from the group consisting of sodium perborate, potassium perborate, sodium carbonate peroxyhydrate, and histidine perhydrate, (b) a water-soluble fluorescer compound having a spectral emission from about 330 to 1,000 nanometers, and (c) a water-soluble ester of oxalic acid of claim 1, in proportions capable of producing a chemiluminescent reaction when the defined composition is in water.
Claim 37
Dependent Claim 68 words
A process for generating chemiluminescence comprising adding an effective amount of hydrogen peroxide or a source of hydrogen peroxide selected from the group consisting of sodium perborate, potassium perborate, sodium carbonate peroxyhydrate, and histidine perhydrate into an aqueous solution of a water-soluble ester of oxalic acid defined by claim 1 and a water-soluble organic fluorescer compound having a spectral emission in the range from 330 to 1,000 nanometers.
Claim 38
Dependent Claim 64 words
A process for generating chemiluminescence comprising adding an effective amount of a water-soluble oxalate ester defined by claim 1 into an aqueous solution of hydrogen peroxide or a source of hydrogen peroxide selected from the group consisting of sodium perborate, potassium perborate, sodium carbonate peroxyhydrate, and histidine perhydrate and a water-soluble organic fluorescer compound having a spectral emission from about 330 to 1,000 nanometers.
Claim 39
Dependent Claim 54 words
A composition useful for generating chemiluminescent emission comprising a dry mixture of an oxalic ester defined by claim 1, a solid hydrogen peroxide compound selected from the group consisting of sodium perborate, potassium perborate, sodium carbonate peroxyhydrate, and histidine perhydrate and a solid fluorescer in proportions capable of producing a chemiluminescent reaction in water.
Claim 40
Dependent Claim 15 words
A composition according to claim 28 wherein the solid hydrogen peroxide compound is sodium perborate.
Claim 41
Dependent Claim 14 words
A process for generating chemiluminescence comprising mixing the composition of claim 28 with water.

References Cited (Backward Citations)

US3597362A Cited
US3453099A Cited
US3816326A Cited
US3704231A Cited
US3749679A Cited
US3781329A Cited
US3970660A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-10 1981-04-11 1981-10-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-10 1985-04-11 1985-10-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-10 1989-04-11 1989-10-11 $7700.00 Window Closed / Lapsed

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