Patent US4948787A successfully refreshed from Google Patents.
US4948787A
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Inhibition of mercaptan odor in organothiophosphate biocides
Assignee: Syngenta Ltd
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Filing: 1989-01-04
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Granted: 1990-08-14
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Expires: 2009-01-04
Abstract
Abstract Mercaptan odors in a thiophosphate compound or formulation are suppressed by treatment of the compound during preparation of the formulation with treatment agents selected from iodine, and alkali and alkaline earth metal hydroxides, hypochlorites and iodates. Depending on the particular agent and method of treatment used, the agent and any reaction products resulting from the treatment may be either removed from the thiophosphate or retained with it in the final formulation. Formulations of particular interest are granular formulations for field application.
Inventors
- 👤 Chia-Chung Chen
- 👤 Richard H. Rider
- 👤 Ray J. Lo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 23:31
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/025; A; A01; A01N; A01N57/00; A01N57/02
Claims Analysis
Total Claims: 38
Claim 1
Independent Claim
95 words
A method for preparing a formulation of a biocidal thiophosphate composition substantially free of mercaptan from contaminants, said method comprising: (a) contacting a first solution comprising an alkali or alkaline earth metal hydroxide in a first solvent with a second solution comprising said thiophosphate composition in a second solvent substantially immiscible with said first solvent, to convert substantially all mercaptan in said second solution to the corresponding alkali metal mercaptide in said first solution; (b) recovering said second solution from said first solution; and (c) combining said second solution with an inert diluent or carrier.
Claim 2
Independent Claim
95 words
A method for preparing a formulation of a biocidal thiophosphate composition substantially free of mercaptan from contaminants, said method comprising: (a) contacting a first solution comprising an alkali or alkaline earth metal hydroxide in a first solvent with a second solution comprising said thiophosphate composition in a second solvent substantially immiscible with said first solvent, to convert substantially all mercaptan in said second solution to the corresponding alkali metal mercaptide in said first solution; (b) recovering said second solution from said first solution; and (c) combining said second solution with an inert diluent or carrier.
Claim 3
Dependent Claim
29 words
A method in accordance with claim 1 in which said first solution comprises a member selected from the group consisting of sodium and potassium hydroxides in said first solvent.
Claim 4
Dependent Claim
19 words
A method in accordance with claim 1 in which said first solution comprises sodium hydroxide in said first solvent.
Claim 5
Dependent Claim
26 words
A method in accordance with claim 1 in which said second solvent is a member selected from the group consisting of paraffins, xylenes and aromatic naphtha.
Claim 6
Dependent Claim
32 words
A method in accordance with claim 1 in which said first solvent is water and said second solvent is a member selected from the group consisting of paraffins, xylenes and aromatic naphtha.
Claim 7
Dependent Claim
29 words
A method in accordance with claim 1 in which said first solution is an aqueous sodium hydroxide solution containing from about 2% to about 15% sodium hydroxide by weight.
Claim 8
Dependent Claim
36 words
A method in accordance with claim 1 further comprising combining said second solution with a member selected from the group consisting of ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, dibutylene glycol, hexylene glycol, and triethanolamine.
Claim 9
Dependent Claim
19 words
A method in accordance with claim 1 in which step (c) comprises impregnating porous granules with said second solution.
Claim 10
Dependent Claim
61 words
A method in accordance with claim 1 in which said thiophosphate composition comprises a thiophosphate compound having the formula ##STR3## in which R 1 is methyl or ethyl, R 2 is tertiary aklyl having 4 to 6 carbon atoms, R 3 is tertiary alkyl having 4 to 6 carbon atoms, X is sulfur or oxygen, and n is zero or one.
Claim 11
Dependent Claim
14 words
A method in accordance with claim 1 in which said thiophosphate is S,S-(di-t-butyl) methylphosphorotrithioate.
Claim 12
Dependent Claim
14 words
A method in accordance with claim 1 in which said thiophosphate is S,S-(di-t-butyl) ethylphosphorotrithioate.
Claim 13
Dependent Claim
14 words
A method in accordance with claim 1 in which said thiophosphate is N-(mercaptomethyl)-phthalimide S-(O,O-dimethylphosphorodithioate).
Claim 14
Dependent Claim
14 words
A method in accordance with claim 1 in which said thiophosphate is O-ethyl S,S-dipropylphosphorodithioate.
Claim 15
Independent Claim
97 words
A method for preparing a formulation of a biocidal thiophosphate composition substantially free of mercaptan from contaminants, said method comprising: (a) contacting a first solution comprising a member selected from the group consisting of alkali and alkaline earth metal iodates and hypochlorites in a first solvent with a second solution comprising said thiophosphate composition in a second solvent substantially immiscible with said first solvent, to oxidize substantially all mercaptan originally present in said biocidal thiophosphate composition; (b) recovering said second solution from said first solution; and (c) combining said second solution with an inert diluent or carrier.
Claim 16
Independent Claim
97 words
A method for preparing a formulation of a biocidal thiophosphate composition substantially free of mercaptan from contaminants, said method comprising: (a) contacting a first solution comprising a member selected from the group consisting of alkali and alkaline earth metal iodates and hypochlorites in a first solvent with a second solution comprising said thiophosphate composition in a second solvent substantially immiscible with said first solvent, to oxidize substantially all mercaptan originally present in said biocidal thiophosphate composition; (b) recovering said second solution from said first solution; and (c) combining said second solution with an inert diluent or carrier.
Claim 17
Dependent Claim
30 words
A method in accordance with claim 14 in which said first solution comprises a member selected from the group consisting of alkali metal iodates and hypochlorites in a first solvent.
Claim 18
Dependent Claim
31 words
A method in accordance with claim 14 in which said first solution comprises a member selected from the group consisting of sodium and potassium iodates and hypochlorites in a first solvent.
Claim 19
Dependent Claim
30 words
A method in accordance with claim 14 in which said first solution comprises a member selected from the group consisting of sodium hypochlorite and potassium iodate in a first solvent.
Claim 20
Dependent Claim
14 words
A method in accordance with claim 14 in which said first solvent is water.
Claim 21
Dependent Claim
16 words
A method in accordance with claim 14 in which said first solution is aqueous sodium hypochlorite.
Claim 22
Dependent Claim
28 words
A method in accordance with claim 14 in which said first solution is aqueous sodium hypochlorite at a concentration ranging from about 0.1% to about 2.0% by weight.
Claim 23
Dependent Claim
16 words
A method in accordance with claim 14 in which said first solution is aqueous potassium iodate.
Claim 24
Dependent Claim
28 words
A method in accordance with claim 14 in which said first solution is aqueous potassium iodate at a concentration ranging from about 1.0% to about 5.0% by weight.
Claim 25
Dependent Claim
26 words
A method in accordance with claim 14 in which said second solvent is a member selected from the group consisting of paraffins, xylenes and aromatic naphtha.
Claim 26
Dependent Claim
18 words
A method in accordance with claim 14 further comprising combining said second solution with a polyol stabilizing agent.
Claim 27
Dependent Claim
38 words
A method in accordance with claim 14 further comprising combining said second solution with a polyol stabilizing agent selected from the group consisting of ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, dibutylene glycol, hexylene glycol, and triethanolamine.
Claim 28
Dependent Claim
19 words
A method in accordance with claim 14 in which step (c) comprises impregnating porous granules with said second solution.
Claim 29
Dependent Claim
61 words
A method in accordance with claim 14 in which said thiophosphate composition comprises a thiophosphate compound having the formula ##STR4## in which R 1 is methyl or ethyl, R 2 is tertiary alkyl having 4 to 6 carbon atoms, R 3 is tertiary alkyl having 4 to 6 carbon atoms, X is sulfur or oxygen, and n is zero or one.
Claim 30
Dependent Claim
14 words
A method in accordance with claim 14 in which said thiophosphate is S,S-(di-t-butyl) methylphosphorotrithioate.
Claim 31
Dependent Claim
14 words
A method in accordance with claim 14 in which said thiophosphate is S,S-(di-t-butyl) ethylphosphorodithioate.
Claim 32
Dependent Claim
14 words
A method in accordance with claim 14 in which said thiophosphate is N-(mercaptomethyl)phthalimide S-(O,O-dimethylphosphorodithioate).
Claim 33
Dependent Claim
14 words
A method in accordance with claim 14 in which said thiophosphate is O-ethyl S,S-dipropylphosphorodithioate.
Claim 34
Independent Claim
182 words
A method for preparing a biocidal thiophosphate composition in a manner which inhibits mercaptan odor development from contaminants associated with said composition without affecting said thiophosphate having the formula: ##STR5## in which R 1 is ethoxy, methyl or ethyl, R 2 is primary or tertiary alkyl having 3 to 6 carbon atoms, R 3 is primary or tertiary alkyl having 3 to 6 carbon atoms, X is sulfur or oxygen, and n is zero or one, said method comprising: (a) forming a solution by dissolving said thiophosphate and contaminants in a non-polar solvent selected from the group consisting of paraffins, xylenes and aromatic naphtha in the presence of a stoichiometric excess of iodine to convert substantially all of said contaminants to mercaptan, and (b) removing said mercaptan from said composition or converting said mercaptan to a disulfide by the addition of a polar solvent selected from the group consisting of water, ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, dibutylene glycol, hexylene glycol and triethanolamine, wherein removing said mercaptan comprises volatilizing said mercaptan and removing vapors so produced from said thiophosphate composition.
Claim 35
Independent Claim
182 words
A method for preparing a biocidal thiophosphate composition in a manner which inhibits mercaptan odor development from contaminants associated with said composition without affecting said thiophosphate having the formula: ##STR5## in which R 1 is ethoxy, methyl or ethyl, R 2 is primary or tertiary alkyl having 3 to 6 carbon atoms, R 3 is primary or tertiary alkyl having 3 to 6 carbon atoms, X is sulfur or oxygen, and n is zero or one, said method comprising: (a) forming a solution by dissolving said thiophosphate and contaminants in a non-polar solvent selected from the group consisting of paraffins, xylenes and aromatic naphtha in the presence of a stoichiometric excess of iodine to convert substantially all of said contaminants to mercaptan, and (b) removing said mercaptan from said composition or converting said mercaptan to a disulfide by the addition of a polar solvent selected from the group consisting of water, ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, dibutylene glycol, hexylene glycol and triethanolamine, wherein removing said mercaptan comprises volatilizing said mercaptan and removing vapors so produced from said thiophosphate composition.
Claim 36
Dependent Claim
14 words
A method in accordance with claim 32 in which said thiophosphate is S,S-(di-t-butyl) methylphosphorotrithioate.
Claim 37
Dependent Claim
14 words
A method in accordance with claim 32 in which said thiophosphate is S,S-(di-t-butyl) ethylphosphorothrithioate.
Claim 38
Dependent Claim
14 words
A method in accordance with claim 32 in which said thiophosphate is O-ethyl S,S-dipropylphosphorodithioate.
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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) | 1993-08-13 | 1994-02-12 | 1994-08-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-08-13 | 1998-02-12 | 1998-08-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-08-13 | 2002-02-12 | 2002-08-14 | $7700.00 | Window Closed / Lapsed |