Patent US4404405A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4404405A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of polyethylene polyamines

Assignee: Union Carbide Corp
•
Filing: 1981-09-30
•
Granted: 1983-09-13
•
Expires: 2001-09-30
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract There is disclosed a continuous process for making polyethylene polyamines such as diethylenetriamine, triethylenetetramine, etc. comprising the reaction of ethylene oxide with ammonia to produce a mixture of alkanolamines, the amination of the alkanolamines to ethyleneamines, and the reaction of at least a portion of the ethyleneamines thus produced with ethylene dichloride optionally in the presence of ammonia and/or water.

Inventors

  • 👤 John R. Winters

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 18:40
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/04; C07C209/06; C07C209/08; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 339 words
A continuous process for the manufacture of polyamines which comprises the joining of (I) a continuous process for the manufacture of ethylene amines including ethylenediamine which comprises; (A) providing (1) a continuous homogeneous fluid stream under pressure, which stream comprises ammonia, monoethanolamine, diethanolamine and triethanolamine as produced by the direct reaction of ethylene oxide and ammonia in which the number of moles of ammonia substantially exceeds the molar concentration of alcoholic hydroxyl groups present in such streams; (2) a continuous recycle stream consisting essentially of monoethanolamine; (3) an amination zone comprising a solid amination catalyst; and (4) a separation zone for separating monoethanolamine from the amination product stream removed from the amination zone which monoethanolamine forms said recycle stream; (B) feeding said recycle stream under pressure to said fluid stream to form a continuous amination feed stream under pressure; (C) feeding the amination feed stream to the amination zone under sufficient pressure to assure flow through the amination zone and to form an amination product stream containing ethylenediamine therein; (D) separating monoethanolamine from the amination product stream to form said recycle stream; and (E) continuously recovering ethylenediamine from said amination product stream; wherein said amination feed stream contains at least 70 weight percent monoethanolamine, based on the weight of the ethanolamines therein; the moles of ammonia in the amination feed stream exceeds the molar concentration of alcoholic hydroxyl groups in said amination feed stream; and the amination feed stream contains at least a 5% increase in the concentration of monoethanolamine over that contained in said fluid stream; with (II) a continuous process for the manufacture of polyethylene polyamines which comprises; (A) continuously feeding at least a portion of the ethylene amines produced by said continuous process (I) and ethylene dichloride, and optionally ammonia and water, to a polyamines reactor maintained at an elevated temperature; (B) optionally continuously recycling at least a portion of the ethyleneamines coming out of said polyamines reactor to the inlet feed of said polyamines reactor; and (C) continuously recovering polyethylene polyamines from the product stream.
Claim 2
Dependent Claim 339 words
A continuous process for the manufacture of polyamines which comprises the joining of (I) a continuous process for the manufacture of ethylene amines including ethylenediamine which comprises; (A) providing (1) a continuous homogeneous fluid stream under pressure, which stream comprises ammonia, monoethanolamine, diethanolamine and triethanolamine as produced by the direct reaction of ethylene oxide and ammonia in which the number of moles of ammonia substantially exceeds the molar concentration of alcoholic hydroxyl groups present in such streams; (2) a continuous recycle stream consisting essentially of monoethanolamine; (3) an amination zone comprising a solid amination catalyst; and (4) a separation zone for separating monoethanolamine from the amination product stream removed from the amination zone which monoethanolamine forms said recycle stream; (B) feeding said recycle stream under pressure to said fluid stream to form a continuous amination feed stream under pressure; (C) feeding the amination feed stream to the amination zone under sufficient pressure to assure flow through the amination zone and to form an amination product stream containing ethylenediamine therein; (D) separating monoethanolamine from the amination product stream to form said recycle stream; and (E) continuously recovering ethylenediamine from said amination product stream; wherein said amination feed stream contains at least 70 weight percent monoethanolamine, based on the weight of the ethanolamines therein; the moles of ammonia in the amination feed stream exceeds the molar concentration of alcoholic hydroxyl groups in said amination feed stream; and the amination feed stream contains at least a 5% increase in the concentration of monoethanolamine over that contained in said fluid stream; with (II) a continuous process for the manufacture of polyethylene polyamines which comprises; (A) continuously feeding at least a portion of the ethylene amines produced by said continuous process (I) and ethylene dichloride, and optionally ammonia and water, to a polyamines reactor maintained at an elevated temperature; (B) optionally continuously recycling at least a portion of the ethyleneamines coming out of said polyamines reactor to the inlet feed of said polyamines reactor; and (C) continuously recovering polyethylene polyamines from the product stream.
Claim 3
Dependent Claim 19 words
The process of claim 1 wherein said ethylene oxide-ammonia product mixture stream is in a single, supercritical fluid phase.
Claim 4
Dependent Claim 18 words
The process of claim 1 wherein the amination feed stream in the amination zone is a homogeneous fluid.
Claim 5
Dependent Claim 21 words
The process of claim 3 wherein the amination feed stream in the amination zone is in a single, supercritical fluid phase.
Claim 6
Dependent Claim 16 words
The process of claim 1 wherein the solid amination catalyst in the amination zone comprises nickel.
Claim 7
Dependent Claim 20 words
The process of claim 5 wherein the solid amination catalyst in the amination zone comprises nickel-rhenium on a support medium.
Claim 8
Dependent Claim 13 words
The process of claim 1 wherein said continuous amination feed stream contains hydrogen.
Claim 9
Dependent Claim 20 words
The process of claim 1 wherein the temperature of said polyamines reactor is maintained within the range of 50°-225° C.
Claim 10
Dependent Claim 22 words
The process of claim 1 wherein water concentration in the feed stream entering said polyamines reactor is at least 10% by weight.
Claim 11
Dependent Claim 26 words
The process of claim 1 wherein the amino group/ethylene dichloride molar ratio in the feed stream entering said polyamines reactor is in the range of 2-400.
Claim 12
Dependent Claim 17 words
The process of claim 1 wherein ammonia is substantially absent in the stream entering said polyamines reactor.
Claim 13
Dependent Claim 31 words
The process of claim 1 wherein the ethylene amine stream derived from said process (I) and fed to said process (II) comprises one or more of ethylenediamine, diethylenetriamine, triethylenetetramine and tetraethylenepentamine.
Claim 14
Dependent Claim 24 words
The process of claim 1 wherein the ethylene amine derived from said process (I) and fed to said process (II) consists essentially of ethylenediamine.
Claim 15
Dependent Claim 26 words
The process of claim 1 wherein the polyamine stream derived from said process (I) and fed to said process (II) comprises diethtylenetriamine as a primary component.

References Cited (Backward Citations)

US2196554A Cited
US3068290A Cited
US3270059A Cited
DE1950604U Cited
US3520933A Cited
US3766184A Cited
US3697598A Cited
US4014933A Cited
US3723530A Cited
US4111840A Cited
US4123462A Cited
US4153581A Cited
US4209424A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-09-12 1987-03-14 1987-09-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-09-12 1991-03-14 1991-09-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-09-12 1995-03-14 1995-09-13 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag