GB1578026A - Creación de Inventos y Patentes con Inteligencia Artificial

GB1578026A – Separation of ethylamines
– Google Patents

GB1578026A – Separation of ethylamines
– Google Patents
Separation of ethylamines

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Publication number
GB1578026A

GB1578026A
GB21820/76A
GB2182076A
GB1578026A
GB 1578026 A
GB1578026 A
GB 1578026A
GB 21820/76 A
GB21820/76 A
GB 21820/76A
GB 2182076 A
GB2182076 A
GB 2182076A
GB 1578026 A
GB1578026 A
GB 1578026A
Authority
GB
United Kingdom
Prior art keywords
water
triethylamine
mixture
ethanol
distillation
Prior art date
1976-05-26
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired

Application number
GB21820/76A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Imperial Chemical Industries Ltd

Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1976-05-26
Filing date
1976-05-26
Publication date
1980-10-29

1976-05-26
Application filed by Imperial Chemical Industries Ltd
filed
Critical
Imperial Chemical Industries Ltd

1976-05-26
Priority to GB21820/76A
priority
Critical
patent/GB1578026A/en

1977-05-11
Priority to US05/796,060
priority
patent/US4152219A/en

1977-05-17
Priority to BE177688A
priority
patent/BE854764A/en

1977-05-20
Priority to JP5861377A
priority
patent/JPS52144607A/en

1977-05-23
Priority to IT23887/77A
priority
patent/IT1077188B/en

1977-05-24
Priority to DE19772723474
priority
patent/DE2723474A1/en

1977-05-25
Priority to FR7715967A
priority
patent/FR2352788A1/en

1980-10-29
Publication of GB1578026A
publication
Critical
patent/GB1578026A/en

Status
Expired
legal-status
Critical
Current

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Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS

C07C17/00—Preparation of halogenated hydrocarbons

C07C17/38—Separation; Purification; Stabilisation; Use of additives

C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation

Description

PATENT SPECIFICATION
( 11) 1 578 026 ( 21) Application No 21820/76 ( 22) Filed 26 May 1976 ( 23) Complete Specification Filed 6 May 1977 ( 44) Complete Specification Published 29 Oct 1980 ( 51) INT CL 3 CO 7 C 85/26 (C 07 C 85/26 87/10) ( 52) Index at Acceptance 2 C 220 Y 287 30 Y 321 322 323 32 Y 43 X 620 771 GX ND ( 72) Inventors:
ARCHIE NEWTON WILLIAM FEATHERSTONE GEOFFREY KEITH HOBSON ( 54) SEPARATION OF ETHYLAMINES ( 71) We IMPERIAL CHEMICAL INDUSTRIES LIMITED, Imperial Chemical House, Millbank, London SW 1 P 3 JF a British Company do hereby declare the invention, for which we pray that a patent may be granted to us and the method by which it is to be performed, to be particularly described in and by the following statement:This invention relates to the separation of ethylamines.
In the manufacture of ethylamines by reacting ammonia with ethanol a mixture of mono-, di and tri-ethvlamines with water and usually ethanol and ammonia may be obtained as a crude product Ammonia may readily be removed from the product but the separation of other components by distillation presents some difficulty since diethylamine is difficult to separate from water.
We have found that diethylamine may readily be separated from water as a mixture with monoethvlamnine and that mono and diethylamine may readily be separated by distillation from one another.
This invention comprises a process of treating mixtures comprising water, mono-.
di and triethylamine which comprises separating by distillation a mixture of monoand diethvlamine substantially free from water and triethvlamine and separating by distillation monoethvlamine from the said mixture of mono and diethvlamine.
If ethanol is present in the initial mixture it tends to remain with the triethvlamine and water, which is separated as a bottoms product when the mixture of mono an(l diethylamine is distilled from the mixture.
The distillation of the mixture of monoand diethvlamines from water and triethvlamine may be carried out for example at a pressure of O 1 to 1 5 bars and preferably at about atmospheric pressure and at a reflux ratio in the range 1:1 to 5:l andl preferably at about 2 5:1 Suitably the distillation column contains 20-80 and preferably 40-50 theoretical plates The invention enables a wide range of compositions of mixtures comprising water, mono-, di and triethylamines to be separated and the mixture of water and triethylamine and optionally ethanol may be treated by known means to recover triethylamine If triethylamine is to be recovered from the last named mixture by phase separation for example when ethanol is present after adding additional water, it is preferred that the diethylamine content of the mixture should be reduced to below 2 5 % by weight.
The mixture of monoethylamine and diethylamine is preferably distilled at a pressure in the range 2-10 bars in order to avoid problems of condensation A reflux ratio in the range 1:1 to 10:1 and preferably about 1 5:1 may be employed and the column may contain 15-60) and preferably 20-30 theoretical plates Monoethylamine is recovered as a top product and diethylamine as a bottoms product.
It will be appreciated that the precise details of distillation techniques depend on the purity of product required.
Mixtures of water, triethvlamine and optionally ethanol may be separated by adding water, decanting an upper layer comprising triethylamine together with some water and some ethanol if present and distilling that layer to give triethylaminc as a bottoms product together with a top product comprising water tricthylamine and ethanol if present which top product may be fed back to the decanter: and the bottom laver which is water rich but contains triethylamine and ethanol if present maxy be distilled to recover water as a bottoms product and triethvlamine ethanol and water as a top product which may be recycled.
Exam)ple A mixture comprising of 11 C, mono00 Nr tn ( 19) 1 578 026 ethylamine, 27 7 % diethylamine, 15 7 % triethylamine, 10 % ethanol and 36 2 % water by weight is fed at the tenth theoretical plate from the bottom to a distillation column containing 40 theoretical plates which is operated on a reflux ratio of 2 5:1 at atmospheric pressure The overheads from the column contain mono-ethylamine 29.5 %, di-ethylamine 70 5 %, water 0 03 %, triethylamine 0 02 % and less than 0 01 % ethanol by weight The bottoms from the column contain 24 8 % of triethylamine, 15.8 % of ethanol, 2 2 % of diethylamine and 57.2 % of water and less than 0 01 % of mono-ethylamine.
The overheads from the column are fed to the 15th theoretical plate from the bottom of a further column having 27 theoretical plates which is operated at a reflux ratio of 1 5:1 at a pressure of 3 bars The top product contains 99 9 % of monoethylamine and the bottoms product contains 99 9 % of diethylamine.
The bottoms product from the first column can be treated for the recovery of triethylamine by conventional means by adding water, separating the triethylamine rich layer and distilling from it a ternary azeotrope with ethanol and water and the binary azeotrope with water, triethylamine being recovered as a pure bottoms product.
The overheads mav be recycled for processing with incoming bottoms product from the first column.

Claims (9)

WHAT WE CLAIM IS:-

1 A process of separating a mixture comprising water, mono- di and triethylamine which comprises separating from it by distillation a mixture of mono and diethylamine substantially free from water and triethylamine and separating monoethylamine from the said mixture of mono and diethylamine by distillation.

2 A process as claimed in Claim 1 in which the first mixture comprises ethanol.

3 A process as claimed in Claim 1 or 2 in which the distillation of mono and diethylamines from water and triethylamine is carried out at a pressure of ( O 1 to 1 5 bars and at a reflux ratio in the range 1:1 to 5:1.

4 A process as claimed in any preceding claim in which the distillation of the mixture of mono and diethvlamines from water and triethvlamine is carried out in a distillation column containing 20-80 theoretical plates.
A process as claimed in any preceding claim in which an enriched triethylamine is separated from a mixture of water triethylamine and ethanol derived from the first 6 ( O distillation which contains less than 2

5 c/ bv weight of diethvlamiine bv adding water.

6 A process as claimed in any preceding claim in which the mixture of monoethvlamine and diethvlanine is distilled at a pressure in the rangce 2 ‘-10 ( bars.

7 A process as claimed in any preceding claim in which the mixture of monoethylamine and diethylamine is distilled at a reflux ratio in the range 1:1 to 10:1 in a column containing 15-60 theoretical plates.

8 A process as claimed in any preceding claim in which a mixture of water, triethylamine and ethanol recovered from the first distillation is separated by adding water, decanting an upper layer comprising triethylamine together with some water and some ethanol and distilling that layer to give triethylamine as a bottoms product together with a top product comprising water, triethylamine and ethanol which top product is fed back to the decanter and in which the bottom layer is distilled to recover a top product comprising triethylamine, water and ethanol which is recycled to a reaction in which ammonia is reacted with ethanol to produce ethylamines.

9 A process as claimed in any preceding claim whenever carried out substantially as described in the example.
Amines whenever separated substantially as claimed in any preceding claim.
F.J Locke, Agent for the Applicants.
Printed for Her Majesty’s Stationery Office, by Croydon Printing Company Limited, Croydon, Surrey, 1980.
Published by The Patent Office, 25 Southampton Buildings, London, WC 2 A l AY, from which copies may be obtained.

GB21820/76A
1976-05-26
1976-05-26
Separation of ethylamines

Expired

GB1578026A
(en)

Priority Applications (7)

Application Number
Priority Date
Filing Date
Title

GB21820/76A

GB1578026A
(en)

1976-05-26
1976-05-26
Separation of ethylamines

US05/796,060

US4152219A
(en)

1976-05-26
1977-05-11
Separation of ethylamines

BE177688A

BE854764A
(en)

1976-05-26
1977-05-17

SEPARATION OF ETHYLAMINES

JP5861377A

JPS52144607A
(en)

1976-05-26
1977-05-20
Method of searation of ethylamine

IT23887/77A

IT1077188B
(en)

1976-05-26
1977-05-23

PROCESS FOR THE SEPARATION OF ETHYLAMINS AND PRODUCT OBTAINED

DE19772723474

DE2723474A1
(en)

1976-05-26
1977-05-24

PROCESS FOR SEPARATING WATER AND MIXTURES CONTAINING AMINE

FR7715967A

FR2352788A1
(en)

1976-05-26
1977-05-25

SEPARATION OF ETHYLAMINES

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

GB21820/76A

GB1578026A
(en)

1976-05-26
1976-05-26
Separation of ethylamines

Publications (1)

Publication Number
Publication Date

GB1578026A
true

GB1578026A
(en)

1980-10-29

Family
ID=10169369
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB21820/76A
Expired

GB1578026A
(en)

1976-05-26
1976-05-26
Separation of ethylamines

Country Status (7)

Country
Link

US
(1)

US4152219A
(en)

JP
(1)

JPS52144607A
(en)

BE
(1)

BE854764A
(en)

DE
(1)

DE2723474A1
(en)

FR
(1)

FR2352788A1
(en)

GB
(1)

GB1578026A
(en)

IT
(1)

IT1077188B
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0841320A2
(en)

1996-11-08
1998-05-13
Daicel Chemical Industries, Ltd.
A process for the preparation of ethylamines

Families Citing this family (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0034400B1
(en)

1980-02-08
1986-05-14
Imperial Chemical Industries Plc
Amine separation process

US4326082A
(en)

1980-04-07
1982-04-20
The Dow Chemical Company
Use of aqueous triethylamine/phosphoric acid salt solutions to extract water and triethylamine from solutions thereof in organic solvents

JPS6038059A
(en)

1983-08-08
1985-02-27
Kongo Kk
Apparatus for sending out article to be painted in painting line

DE10153410A1
(en)

2001-10-30
2003-05-15
Basf Ag

Process for the separation of water-containing raw amine mixtures from the amine synthesis

DE10153411A1
(en)

2001-10-30
2003-05-15
Basf Ag

Process for the separation of water-containing raw amine mixtures from the amine synthesis

CN109251147A
(en)

2018-10-22
2019-01-22
宁波工程学院
The ethamine production system of boiler fly ash removal of impurities is provided in a kind of utilization for oneself

Family Cites Families (14)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

DD22512A
(en)

US2079580A
(en)

1932-08-29
1937-05-04
Commercial Solvents Corp
Process for the recovery of monomethyl amine

US2049486A
(en)

1933-04-19
1936-08-04
Du Pont
Separation of dimethyl and trimethylamines by distillation

GB421486A
(en)

1933-07-10
1934-12-21
Ig Farbenindustrie Ag
Improvements in the manufacture and production of methylamines

DE704548C
(en)

1937-01-06
1941-04-12
Roehm & Haas Company

Process for separating trimethylamine from a mixture of the three methylamines

US2249816A
(en)

1938-11-08
1941-07-22
Sharples Chemicals Inc
Separation of amines

AT208829B
(en)

1959-01-14
1960-04-25
Leuna Werke Veb

Process for the separation of triethylamine from reaction mixtures

US2998357A
(en)

1959-01-20
1961-08-29
Pennsalt Chemicals Corp
Recovery of alkylamines

DE1153026B
(en)

1959-01-20
1963-08-22
Pennsalt Chemicals Corp

Process for the separation of diisopropylamine or triaethylamine from mixtures

JPS5529065B2
(en)

1973-07-27
1980-07-31

JPS5515460B2
(en)

1973-07-27
1980-04-23

JPS5515461B2
(en)

1973-09-17
1980-04-23

JPS5515462B2
(en)

1973-10-03
1980-04-23

JPS5315045B2
(en)

1973-10-09
1978-05-22

1976

1976-05-26
GB
GB21820/76A
patent/GB1578026A/en
not_active
Expired

1977

1977-05-11
US
US05/796,060
patent/US4152219A/en
not_active
Expired – Lifetime

1977-05-17
BE
BE177688A
patent/BE854764A/en
not_active
IP Right Cessation

1977-05-20
JP
JP5861377A
patent/JPS52144607A/en
active
Granted

1977-05-23
IT
IT23887/77A
patent/IT1077188B/en
active

1977-05-24
DE
DE19772723474
patent/DE2723474A1/en
active
Granted

1977-05-25
FR
FR7715967A
patent/FR2352788A1/en
active
Granted

Cited By (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0841320A2
(en)

1996-11-08
1998-05-13
Daicel Chemical Industries, Ltd.
A process for the preparation of ethylamines

EP0841320A3
(en)

1996-11-08
1999-11-17
Daicel Chemical Industries, Ltd.
A process for the preparation of ethylamines

CN1083424C
(en)

1996-11-08
2002-04-24
大赛璐化学工业株式会社
Process for preparation of ethylamines

Also Published As

Publication number
Publication date

JPS6126535B2
(en)

1986-06-20

FR2352788B1
(en)

1983-09-09

US4152219A
(en)

1979-05-01

JPS52144607A
(en)

1977-12-02

IT1077188B
(en)

1985-05-04

DE2723474A1
(en)

1977-12-15

DE2723474C2
(en)

1990-12-13

BE854764A
(en)

1977-11-17

FR2352788A1
(en)

1977-12-23

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