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US4310697A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the manufacture of dimethylethylamine

Assignee: Produits Chimiques Ugine Kuhlmann
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Filing: 1980-08-12
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Granted: 1982-01-12
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Expires: 2000-08-12
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Abstract

Abstract This invention relates to a process for the manufacture of dimethylethylamine comprising reacting gaseous ethanol with a gaseous mixture of hydrogen and dimethylamine in the presence of a hydrogenation/dehydrogenation catalyst comprising copper and chromic oxide alone or admixed with barium oxide, zinc oxide, magnesium oxide, or other oxides, at a temperature of about 180 DEG C. to 240 DEG C. and an absolute pressure of about 1 to 15 bars for a time sufficient to form dimethylethylamine, the molar ratio of dimethylamine/ethanol being about 0.2 to 0.6 and the molar ratio of hydrogen/ethanol being about 3 to 10.

Inventors

  • 👤 Bernard Cheminal
  • 👤 Paul Kiener
  • 👤 Aime Traversaz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 07:11
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/04; C07C209/14; C07C209/16

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 91 words
A process for the manufacture of dimethylethylamine comprising reacting gaseous ethanol with a gaseous mixture of hydrogen and dimethylamine in the presence of a hydrogenation/dehydrogenation catalyst comprising copper and chromic oxide alone or admixed with barium oxide, zinc oxide, magnesium oxide, or other oxides, at a temperature of about 180° to 240° C. and an absolute pressure of about 1 to 15 bars for a time sufficient to form dimethylethylamine, the molar ratio of dimethylamine/ethanol being about 0.2 to 0.6 and the molar ratio of hydrogen/ethanol being about 3 to 10.
Claim 2
Dependent Claim 91 words
A process for the manufacture of dimethylethylamine comprising reacting gaseous ethanol with a gaseous mixture of hydrogen and dimethylamine in the presence of a hydrogenation/dehydrogenation catalyst comprising copper and chromic oxide alone or admixed with barium oxide, zinc oxide, magnesium oxide, or other oxides, at a temperature of about 180° to 240° C. and an absolute pressure of about 1 to 15 bars for a time sufficient to form dimethylethylamine, the molar ratio of dimethylamine/ethanol being about 0.2 to 0.6 and the molar ratio of hydrogen/ethanol being about 3 to 10.
Claim 3
Dependent Claim 35 words
The process of claim 1 wherein the temperature is about 200° to 210° C., the molar ratio of dimethylamine/ethanol is about 0.25 to 0.4, and the molar ratio of hydrogen/ethanol is about 4 to 7.
Claim 4
Dependent Claim 37 words
The process of claim 1 or 2 wherein the process is carried out continuously and the unreacted gases are recycled for further reaction with 0.1 to 1% by volume of the recycled gases being replaced by hydrogen.
Claim 5
Dependent Claim 25 words
The process of claim 1 or 2 in which the flow rate of ethanol is from about 10 to 50 moles/hour per liter of catalyst.
Claim 6
Dependent Claim 40 words
The process of claim 1 in which the effluent from the reaction is treated on a hydrogenation catalyst at a temperature of about 100° to 130° C. and at a pressure essentially the same as that used in said reaction.
Claim 7
Dependent Claim 22 words
The process of claim 5, in which the hydrogenation catalyst for the effluent is identical to the catalyst used in said reaction.
Claim 8
Dependent Claim 25 words
The process according to claim 5, in which the hydrogenation catalyst for the liquid effluent is foraminous Raney nickel of 2 to 10 mm size.
Claim 9
Dependent Claim 34 words
The process of claim 5, in which the hydrogenation catalyst for the liquid effluent consists of nickel deposited on a silica support, used in the form of pellets of 3 to 10 mm size.
Claim 10
Dependent Claim 19 words
The process of claims 1 or 2 in which the effluent is treated in continuous manner with hydrazine hydrate.
Claim 11
Dependent Claim 48 words
The process of claims 1, 2 or 5 in which the reaction is conducted in the presence of a catalytic mass having undergone a regeneration consisting of an oxidation by a mixture of air diluted in nitrogen, followed by a reduction by a mixture of hydrogen and steam.
Claim 12
Dependent Claim 180 words
A process for the manufacture of dimethylethylamine comprising reacting, on a continuous basis, gaseous ethanol with a gaseous mixture of hydrogen and dimethylamine in the presence of a hydrogenation/dehydrogenation catalyst comprising copper and chromic oxide alone or admixed with barium oxide, zinc oxide, magnesium oxide, or other oxides, at a temperature of about 200° to 210° C. and an absolute pressure of about 1 to 15 bars for a time sufficient to form a reaction effluent containing dimethylethylamine, separating the unreacted gases from the reaction effluent, treating said reaction effluent with a hydrogenation catalyst at a temperature of 100° to 130° C. and at a pressure essentially the same as that used in forming the reaction effluent, recycling the separated gases for further reaction with about 0.2 to 0.7% by volume of the recycled gases being replaced by hydrogen, and recovering dimethylethylamine, the molar ratio of dimethylamine/ethanol being about 0.25 to 0.4, the molar ratio of hydrogen/ethanol being about 3 to 10, and the flow rate of the ethanol is from about 20 to 25 moles/hour per liter of catalyst.
Claim 13
Dependent Claim 180 words
A process for the manufacture of dimethylethylamine comprising reacting, on a continuous basis, gaseous ethanol with a gaseous mixture of hydrogen and dimethylamine in the presence of a hydrogenation/dehydrogenation catalyst comprising copper and chromic oxide alone or admixed with barium oxide, zinc oxide, magnesium oxide, or other oxides, at a temperature of about 200° to 210° C. and an absolute pressure of about 1 to 15 bars for a time sufficient to form a reaction effluent containing dimethylethylamine, separating the unreacted gases from the reaction effluent, treating said reaction effluent with a hydrogenation catalyst at a temperature of 100° to 130° C. and at a pressure essentially the same as that used in forming the reaction effluent, recycling the separated gases for further reaction with about 0.2 to 0.7% by volume of the recycled gases being replaced by hydrogen, and recovering dimethylethylamine, the molar ratio of dimethylamine/ethanol being about 0.25 to 0.4, the molar ratio of hydrogen/ethanol being about 3 to 10, and the flow rate of the ethanol is from about 20 to 25 moles/hour per liter of catalyst.

References Cited (Backward Citations)

US2073671A Cited
US2092431A Cited
DE2535073A1 Cited
DE2749066A1 Cited
DE2709864A1 Cited
DE2844984A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-01-11 1985-07-13 1986-01-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-01-11 1989-07-13 1990-01-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-01-11 1993-07-13 1994-01-12 $7700.00 Window Closed / Lapsed

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