← Back to Patent Explorer
US4138422A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of producing biologically active compositions

Assignee: Rhone Poulenc Nederland BV
•
Filing: 1974-07-24
•
Granted: 1979-02-06
•
Expires: 1994-07-24
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Biologically active compositions are prepared by reacting an active hydrogen containing precursor with an isocyanate compound in the presence of solid particulate matter.

Inventors

  • 👤 John K. Chan
  • 👤 Erich Tobler
  • 👤 Herbert E. Johnson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 21:57
CPC Classifications
A; A01; A01N; A01N25/00; A01N25/12

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 41 words
In a process for the production of carbamate or urea compositions by the reaction of an organic isocyanate compound and an organic active hydrogen containing compound, the improvement which comprises conducting such reaction in the presence of inert solid granular material.
Claim 2
Dependent Claim 41 words
In a process for the production of carbamate or urea compositions by the reaction of an organic isocyanate compound and an organic active hydrogen containing compound, the improvement which comprises conducting such reaction in the presence of inert solid granular material.
Claim 3
Dependent Claim 25 words
Process according to claim 1 wherein said solid material is essentially anhydrous having a water content of less than about one percent (1%) by weight.
Claim 4
Dependent Claim 24 words
Process according to claim 1 wherein an excess amount of organic isocyanate in relation to the amount of active hydrogen containing compound is employed.
Claim 5
Dependent Claim 26 words
Process according to claim 1 wherein said reaction is conducted in the presence of a synthetic or natural resin or gum as a dust binding agent.
Claim 6
Dependent Claim 18 words
Process according to claim 1 wherein said reaction is conducted essentially in the absence of any liquid solvent.
Claim 7
Dependent Claim 22 words
Process according to claim 1 wherein a stoichiometric excess amount of the more volatile of the two reactive starting materials is provided.
Claim 8
Dependent Claim 24 words
Process according to claim 1 wherein said active hydrogen containing compound is an alcohol, hydroxyaromatic compound, ammonia or a primary or secondary amine compound.
Claim 9
Dependent Claim 26 words
Process according to claim 1 wherein said inert granular material is clay, peat, mica, vermiculite, coal, corncob, tobacco skin, coconut shell, walnut shell, wood or bark.
Claim 10
Dependent Claim 21 words
Process according to claim 8 wherein said granular material has a particle size of from about 10 to about 60 mesh.
Claim 11
Dependent Claim 21 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is 2-methyl-2-methylthiopropionaldehyde oxime.
Claim 12
Dependent Claim 20 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is 1-methylthioacetaldoxime.
Claim 13
Dependent Claim 20 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is m-cresol.
Claim 14
Dependent Claim 20 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is 3,4-dimethylphenol.
Claim 15
Dependent Claim 21 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is 1-(methylthio)methyl-2,2-dimethyl propionaldoxime.
Claim 16
Dependent Claim 20 words
Process according to claim 1 wherein said isocyanate compound is methyl isocyanate and said active hydrogen containing compound is 2,6-di-t-butyl-p-cresol.
Claim 17
Dependent Claim 19 words
Process according to claim 1 wherein said isocyanate compound is phenylisocyanate and said active hydrogen containing compound is isopropanol.
Claim 18
Dependent Claim 19 words
Process according to claim 1 wherein said isocyanate compound is phenylisocyanate and said active hydrogen containing compound is dimthylamine.
Claim 19
Dependent Claim 19 words
Process according to claim 1 wherein said isocyanate compound is m-chlorophenylisocyanate and said active hydrogen containing compound is isopropanol.
Claim 20
Independent Claim 22 words
A method of producing Aldicarb which comprises reacting methyl isocyanate and 2-methyl-2-(methylthio)propionaldehyde oxime in the presence of an inert solid granular material.
Claim 21
Independent Claim 22 words
A method of producing Aldicarb which comprises reacting methyl isocyanate and 2-methyl-2-(methylthio)propionaldehyde oxime in the presence of an inert solid granular material.
Claim 22
Dependent Claim 26 words
The method of claim 19 in which said solid material is essentially anhydrous having a water content of less than about one percent (1%) by weight.
Claim 23
Dependent Claim 15 words
The method of claim 19 in which a stoichiometric excess of methyl isocyanate is used.
Claim 24
Dependent Claim 22 words
The method of claim 19 in which said reaction is conducted in the presence of a synthetic or natural resin or gum.
Claim 25
Independent Claim 62 words
A method of producing Aldicarb dispersed on a granular solid substrate which comprises reacting methyl isocyanate and 2-methyl-2-(methylthio)propionaldehyde oxime in the presence of an essentially anhydrous inert solid granular material; a catalytic quantity of trimethylamine and up to about thirty percent by weight of the reactive ingredients of a synthetic resinous dust binding agent and thereafter drying the resulting product under vacuum.
Claim 26
Independent Claim 62 words
A method of producing Aldicarb dispersed on a granular solid substrate which comprises reacting methyl isocyanate and 2-methyl-2-(methylthio)propionaldehyde oxime in the presence of an essentially anhydrous inert solid granular material; a catalytic quantity of trimethylamine and up to about thirty percent by weight of the reactive ingredients of a synthetic resinous dust binding agent and thereafter drying the resulting product under vacuum.
Claim 27
Dependent Claim 67 words
In a process for the production of biologically active carbamate or urea compositions by the reaction of an organic isocyanate compound and an organic active hydrogen containing compound, the improvement which comprises conducting such reaction in the presence of a quantity of inert solid granular material at least about equivalent by weight to the combined total weight of organic isocyanate compound and organic active hydrogen containing compound.
Claim 28
Dependent Claim 67 words
In a process for the production of biologically active carbamate or urea compositions by the reaction of an organic isocyanate compound and an organic active hydrogen containing compound, the improvement which comprises conducting such reaction in the presence of a quantity of inert solid granular material at least about equivalent by weight to the combined total weight of organic isocyanate compound and organic active hydrogen containing compound.
Claim 29
Dependent Claim 25 words
Process according to claim 24 wherein said solid material is essentially anhydrous having a water content of less than about one percent (1%) by weight.
Claim 30
Dependent Claim 28 words
Process according to claim 24 wherein said reaction is conducted in the presence of a synthetic or natural resin or gum as a dust binding agent is employed.
Claim 31
Dependent Claim 18 words
Process according to claim 24 wherein said reaction is conducted essentially in the absence of any liquid solvent.
Claim 32
Dependent Claim 22 words
Process according to claim 24 wherein a stoichiometric excess amount of the more volatile of the two reactive starting materials is provided.

References Cited (Backward Citations)

US3398106A Cited
US3449406A Cited
US3576834A Cited
US3625993A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-02-05 1982-08-07 1983-02-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-02-05 1986-08-07 1987-02-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-02-05 1990-08-07 1991-02-06 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag