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US3979474A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for separating isobutylene from C4 hydrocarbon mixtures

Assignee: Huels AG
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Filing: 1974-12-13
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Granted: 1976-09-07
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Expires: 1994-12-13
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Abstract

Abstract An improvement in the process for separating isobutylene from a mixture of C 4 hydrocarbon by extracting with sulfuric acid, characterized in that the C 4 hydrocarbon mixture is extracted at a temperature between about 30° and 45°C by means of about 40 - 55 percent by weight sulfuric acid in a first stage, whereupon the extract thus obtained is converted into isobutylene and into sulfuric acid, the residual mixture of C 4 hydrocarbons after separating the entrained tertiary butyl alcohol is extracted in a second stage at a temperature between about 10° and 25°C by means of about 60 - 70 percent by weight sulfuric acid, the extract thus obtained being separated into sulfuric acid and into hydrocarbons (dimers and trimers).

Inventors

  • 👤 Willy Zerrweck

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 14:27
CPC Classifications
C; C07; C07C; C07C7/00; C07C7/148; C07C7/17; C07C7/171; Y; Y10; Y10S; Y10S585/00; Y10S585/929; Y10S585/93; Y10S585/934

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 208 words
In the process of selectively extracting isobutylene from a hydrocarbon mixture of C 4 hydrocarbons comprising olefins and paraffins in addition to said isobutylene by reacting said hydrocarbon mixture with a first aqueous solution of sulfuric acid to convert said isobutylene to tertiary butyl alcohol soluble in said first aqueous solution, separating said first aqueous solution from a raffinate comprising the remaining hydrocarbon mixture and entrained tertiary butyl alcohol and regenerating said tertiary butyl alcohol in said first aqueous solution to isobutylene, the improvement comprising: a. extracting said hydrocarbon mixture in a first stage at a temperature between about 30° and 45°C with said first aqueous solution having about 40 - 55 percent by weight sulfuric acid and separating a first raffinate and a first extract comprising tertiary butyl alcohol; and b. extracting said first raffinate after separating the entrained tertiary butyl alcohol by washing with aqueous sulfuric acid at a temperature between 20° and 40°C in a second stage at a temperature between 10° and 25°C with a second aqueous solution having about 60 - 70 percent by weight sulfuric acid and separating a second raffinate comprising remaining hydrocarbon substantially free of isobutylene and a second extract which is regenerated to recover dimers and trimers of isobutylene.
Claim 2
Dependent Claim 208 words
In the process of selectively extracting isobutylene from a hydrocarbon mixture of C 4 hydrocarbons comprising olefins and paraffins in addition to said isobutylene by reacting said hydrocarbon mixture with a first aqueous solution of sulfuric acid to convert said isobutylene to tertiary butyl alcohol soluble in said first aqueous solution, separating said first aqueous solution from a raffinate comprising the remaining hydrocarbon mixture and entrained tertiary butyl alcohol and regenerating said tertiary butyl alcohol in said first aqueous solution to isobutylene, the improvement comprising: a. extracting said hydrocarbon mixture in a first stage at a temperature between about 30° and 45°C with said first aqueous solution having about 40 - 55 percent by weight sulfuric acid and separating a first raffinate and a first extract comprising tertiary butyl alcohol; and b. extracting said first raffinate after separating the entrained tertiary butyl alcohol by washing with aqueous sulfuric acid at a temperature between 20° and 40°C in a second stage at a temperature between 10° and 25°C with a second aqueous solution having about 60 - 70 percent by weight sulfuric acid and separating a second raffinate comprising remaining hydrocarbon substantially free of isobutylene and a second extract which is regenerated to recover dimers and trimers of isobutylene.
Claim 3
Dependent Claim 43 words
The process of claim 1, wherein said first aqueous solution in said first stage has about 48 - 54 percent by weight sulfuric acid and said first aqueous solution in said second stage has about 62 - 66 percent by weight sulfuric acid.
Claim 4
Dependent Claim 222 words
In the process of selectively extracting isobutylene from a hydrocarbon mixture of C 4 hydrocarbons comprising olefins and paraffins in addition to said isobutylene by reacting said hydrocarbon mixture with a first aqueous solution of sulfuric acid to convert said isobutylene to tertiary butyl alcohol soluble in said aqueous solution, separating said first aqueous solution from a raffinate comprising the remaining hydrocarbon mixture and entrained tertiary butyl alcohol and regenerating said tertiary butyl alcohol in said first aqueous solution to isobutylene, the improvement comprising: a. extracting said hydrocarbon mixture in a first stage at a temperature between about 30° and 45°C with said first aqueous solution having about 40 - 55 percent by weight sulfuric acid and separating a first raffinate and a first extract comprising tertiary butyl alcohol; b. washing said first raffinate continuously with aqueous sulfuric acid at a temperature between 20° and 40°C to remove entrained tertiary butyl alcohol in a wash extract and produce a washed first raffinate; and c. extracting said washed first raffinate in a second stage at a temperature between about 10° and 25°C with a second aqueous solution having about 60 - 70 percent by weight sulfuric acid and separating a second raffinate comprising remaining hydrocarbons substantially free of isobutylene and a second extract which is regenerated to recover dimers and trimers of isobutylene.
Claim 5
Dependent Claim 222 words
In the process of selectively extracting isobutylene from a hydrocarbon mixture of C 4 hydrocarbons comprising olefins and paraffins in addition to said isobutylene by reacting said hydrocarbon mixture with a first aqueous solution of sulfuric acid to convert said isobutylene to tertiary butyl alcohol soluble in said aqueous solution, separating said first aqueous solution from a raffinate comprising the remaining hydrocarbon mixture and entrained tertiary butyl alcohol and regenerating said tertiary butyl alcohol in said first aqueous solution to isobutylene, the improvement comprising: a. extracting said hydrocarbon mixture in a first stage at a temperature between about 30° and 45°C with said first aqueous solution having about 40 - 55 percent by weight sulfuric acid and separating a first raffinate and a first extract comprising tertiary butyl alcohol; b. washing said first raffinate continuously with aqueous sulfuric acid at a temperature between 20° and 40°C to remove entrained tertiary butyl alcohol in a wash extract and produce a washed first raffinate; and c. extracting said washed first raffinate in a second stage at a temperature between about 10° and 25°C with a second aqueous solution having about 60 - 70 percent by weight sulfuric acid and separating a second raffinate comprising remaining hydrocarbons substantially free of isobutylene and a second extract which is regenerated to recover dimers and trimers of isobutylene.
Claim 6
Dependent Claim 49 words
The process of claim 3, wherein said washing step (b) is carried out at a temperature between about 20° and 40°C with said first aqueous solution having about 40 - 55 percent by weight sulfuric acid and said wash extract is used as said aqueous solution of step (a).
Claim 7
Dependent Claim 43 words
The process of claim 4, wherein said first aqueous solution in said first stage has about 48 - 54 percent by weight sulfuric acid and said second aqueous solution in said second stage has about 62 - 66 percent by weight sulfuric acid.
Claim 8
Dependent Claim 32 words
The process of claim 2, wherein said second rafinate contains less than 0.2 percent by weight of isobutylene and said first extract yields isobutylene exceeding a purity of 99 percent by weight.
Claim 9
Dependent Claim 32 words
The process of claim 5, wherein said second raffinate contains less than 0.2 percent by weight of isobutylene and said first extract yields isobutylene exceeding a purity of 99 percent by weight.
Claim 10
Dependent Claim 30 words
The process of claim 2, wherein said second raffinate contains 0.14 percent by weight of isobutylene and said first extract yields isobutylene having a purity of 99.6 percent by weight.
Claim 11
Dependent Claim 30 words
The process of claim 5, wherein said second raffinate contains 0.14 percent by weight of isobutylene and said first extract yields isobutylene having a purity of 99.6 percent by weight.

References Cited (Backward Citations)

US2424186A Cited
US3005856A Cited
US2961472A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-09-07 1980-03-08 1980-09-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-09-07 1984-03-08 1984-09-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-09-07 1988-03-08 1988-09-07 $7700.00 Window Closed / Lapsed

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