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US4356339A
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Process for isolating and recovering butene-1 of high purity
Assignee: Eneos Corp
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Filing: 1981-12-07
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Granted: 1982-10-26
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Expires: 2001-12-07
Abstract
Abstract A process for isolating and recovering butene-1 of high purity at a high yield is provided. The process comprises the steps of continuously passing a butane-butene fraction containing 0.1 to 15 wt % of isobutylene and 10 to 50 wt % of butene-1 through a first reactor packed with a strongly acidic cation exchange resin having an average particle size of from 0.2 to 10 mm at a temperature of from 30° to 100° C. and at a space velocity of liquid of from 0.1 to 50 hr -1 under a pressure of from 1 to 50 atm., dividing the output mixture flowing out of said first reactor into two flows at a division ratio in flow rate of 1˜15:1, recirculating the first flow having the flow rate of 1˜15 into said first reactor packed with said cation exchange resin, passing the second flow having the flow rate of 1 through a second reactor packed with a strongly acidic cation exchange resin under the conditions similar to those of the first reactor, distilling the output flow from said second reactor to separate the same into a heavy hydrocarbon fraction containing oligomers of isobutylene and a light hydrocarbon fraction containing butane and butene, and rectifying said light hydrocarbon fraction to isolate butene-1 from other C 4 -hydrocarbons.
Inventors
- 👤 Masao Imaizumi
- 👤 Tetsuya Takezono
- 👤 Takaaki Amari
- 👤 Yutaka Oguchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:50
CPC Classifications
C; C07; C07C; C07C11/00; C07C11/02; C07C11/08; C07C7/00; C07C7/148; C07C7/177; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
251 words
A process for isolating and recovering butene-1 of high purity at a high yield comprising the steps of continuously passing a butane-butene fraction containing 0.1 to 15 wt% of isobutylene and 10 to 50 wt% of butene-1 through a first reactor packed with a strongly acidic cation exchange resin having an average particle size of from 0.2 to 10 mm at a temperature of from 30° to 100° C. and at a space velocity of liquid of from 0.1 to 50 hr -1 under a pressure of from 1 to 50 atom., dividing the output mixture flowing out of said first reactor into two flows at a division ratio in flow rate of 1˜15:1, recirculating the first flow having the flow rate of 1˜15 into said first reactor packed with said cation exchage resin, passing the second flow having the flow rate of 1 through a second reactor packed with a strongly acidic cation exchange resin having an average particle size of from 0.2 to 10 mm at a temperature of from 30° to 100° C. and at a space velocity of liquid of from 0.1 to 50 hr -1 under a pressure of from 1 to 50 atm., distilling the output flow from said second reactor to separate the same into a heavy hydrocarbon fraction containing oligomers of isobutylene as the main ingredient and a light hydrocarbon fraction containing butane and butene as the main ingredients, and rectifying said light hydrocarbon fraction to isolate butene-1 from other C 4 -hydrocarbons.
Claim 2
Dependent Claim
251 words
A process for isolating and recovering butene-1 of high purity at a high yield comprising the steps of continuously passing a butane-butene fraction containing 0.1 to 15 wt% of isobutylene and 10 to 50 wt% of butene-1 through a first reactor packed with a strongly acidic cation exchange resin having an average particle size of from 0.2 to 10 mm at a temperature of from 30° to 100° C. and at a space velocity of liquid of from 0.1 to 50 hr -1 under a pressure of from 1 to 50 atom., dividing the output mixture flowing out of said first reactor into two flows at a division ratio in flow rate of 1˜15:1, recirculating the first flow having the flow rate of 1˜15 into said first reactor packed with said cation exchage resin, passing the second flow having the flow rate of 1 through a second reactor packed with a strongly acidic cation exchange resin having an average particle size of from 0.2 to 10 mm at a temperature of from 30° to 100° C. and at a space velocity of liquid of from 0.1 to 50 hr -1 under a pressure of from 1 to 50 atm., distilling the output flow from said second reactor to separate the same into a heavy hydrocarbon fraction containing oligomers of isobutylene as the main ingredient and a light hydrocarbon fraction containing butane and butene as the main ingredients, and rectifying said light hydrocarbon fraction to isolate butene-1 from other C 4 -hydrocarbons.
Claim 3
Dependent Claim
19 words
A process for isolating and recovering butene-1 according to claim 1, wherein said butane-butene fraction is saturated with water.
Claim 4
Dependent Claim
88 words
A process for isolating and recovering butene-1 according to claim 1, wherein said butane-butene fraction containing 0.1 to 15 wt% of isobutylene and 10 to 50 wt% of butene-1 is a mixture of unreacted C 4 -hydrocarbons obtained at the step of the preparatin of a liquid or semi-solid polymer by polymerizing a mixture of starting C 4 -hydrocarbons in the presence of an aluminum chloride catalyst, said starting C 4 -hydrocarbons being those which are obtained by cracking petroleum and from which butadiene is separated and removed.
Claim 5
Dependent Claim
87 words
A process for isolating and recovering butene-1 according to claim 1, wherein said butane-butene fraction containing 0.1 to 15 wt% of isobutylene and 10 to 50 wt% of butene-1 is a mixture of unreacted C 4 -hydrocarbons obtained at the step of the preparation of methyl tert-butyl ether by reacting a mixture of starting C 4 -hydrocarbons with methanol in the presence of an acidic catalyst, said starting C 4 -hydrocarbons being those which are obtained by cracking petroleum and from which butadiene is separated and reomoved.
Claim 6
Dependent Claim
86 words
A process for isolating and recovering butene-1 according to claim 1, wherein said butane-butene fraction containing 0.1 to 15 wt% of isobutylene and 10 to 50 wt% of butene-1 is a mixture of unreacted C 4 -hydrocarbons obtained at the step of the preparation of tert-butyl alcohol by reacting a mixture of starting C 4 -hydrocarbons with water in the presence of an acidic catalyst, said starting C 4 -hydrocarbons being those which are obtained by cracking petroleum and from which butadiene is separated and removed.
Claim 7
Dependent Claim
38 words
A process for isolating and recovering butene-1 according to any of claims 3, 4 or 5, wherein said mixture of unreacted C 4 -hydrocarbons is washed with water to allow said butane-butene fraction to be saturated with water.
Claim 8
Dependent Claim
116 words
A process for isolating and recovering butene-1 according to claim 1, further comprising the steps of stopping the supply of said butane-butene fraction when the rate of remaining butene-1 is substantially lowered, continuously passing gaseous nitrogen through said first and second reactors at a temperature of from 20° to 150° C. and at a space velocity of gas of from 100 to 100,000 hr -1 under a pressure of from 0.1 to 20 atm. over a period of from 5 minutes to 30 hours to regenerate the catalytic activity of said cation exchange resin, and then re-starting the supply of said butane-butene fracton to allow the same to pass through said first and second reactors continuously.
Claim 9
Dependent Claim
30 words
A process for isolating and recovering butene-1 according to claim 7, wherein regeneration of said cation exchange resin is started when the rate of remaining butene-1 reaches less than 80%.
Claim 10
Dependent Claim
65 words
A process for separating and recovering butene-1 according to claim 1, wherein said cation exchange resin is selected from the group consisting of styrene type sulfonate cation exchange resins represented by the following general formula of: ##STR3## wherein m and n are positive integers, and phenol type sulfonate cation exchange resins represented by the following general formula of: ##STR4## wherein m is a positive integer.
Claim 11
Dependent Claim
50 words
A process for isolating and recovering butene-1 according to claim 9, wherein said styrene type sulfonate cation excahnge resins have a surface area of from 0.2 to 120 m 2 /g, a porosity of from 0.03 to 1.5 ml/ml and an acid exchange capacity of not less than 1.0 meq/g.
Claim 12
Dependent Claim
40 words
A process for isolating and recovering butene-1 according to claim 10, wherein said cation exchange resin is dried by blowing the same with an inert gas maintained at a temperature of from 20° C. to 120° C. prior to use.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-10-25 | 1986-04-26 | 1986-10-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-10-25 | 1990-04-26 | 1990-10-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-10-25 | 1994-04-26 | 1994-10-26 | $7700.00 | Window Closed / Lapsed |