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US4100220A Expired / Lapsed US ⏱️ 0.0 years remaining

Dimerization of isobutene

Assignee: Texas Petrochemicals Corp
•
Filing: 1977-06-27
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Granted: 1978-07-11
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Expires: 1997-06-27
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Abstract

Abstract An improved process for the preparation of isobutene dimer comprising passing isobutene and a controlled amount of t-butanol and/or water (water reacts with isobutene under the conditions of the reaction to form t-butanol) through a fixed bed acidic cation exchange resin, producing only a hydrocarbon phase, removing the hydrocarbon phase, splitting the hydrocarbon phase, and recycling a portion thereof to the reaction. The recycle provides the means to control the temperature of the reaction by cooling the recycle and providing a heat sink. The controlled amount of t-butanol and/or water suppresses or inhibits the production of isobutene high polymers, e.g., trimers, tetramers and codimers (butene is also a common component of available C4 feed streams).

Inventors

  • 👤 William G. Bowman
  • 👤 William P. Stadig

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 05:29
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/03; C07C29/04; C07C2/00; C07C2/02; C07C2/04; C07C2/06; C07C2/08; C07C2/26; C07C2/28; C07C2531/00; C07C2531/02; C07C2531/06; C07C2531/08; Y; Y10; Y10S; Y10S585/00; Y10S585/929; Y10S585/93; Y10S585/934; Y10S585/949; Y10S585/952

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 151 words
A process for the preparation of isobutene dimer comprising passing isobutene and t-butanol, water or a mixture of t-butanol and water through a fixed bed of acidic cation exchange resin catalyst in liquid phase at a temperature in the range of 55° to 160° C for a sufficient time to react isobutene, the mol ratio of t-butanol to isobutene being in the range of 0.001 to 1.0:1 and the mol ratio of water to isobutene being less than 0.06: provided that the total amount of t-butanol including the equivalent represented by the reaction of water present with isobutene is within the mol ratio of t-butanol to isobutene range of 0.001 to 1.0:1, producing only a hydrocarbon phase, recovering said hydrocarbon phase, containing isobutene dimer, splitting said hydrocarbon phase, cooling one portion thereof to a temperature in the range of 15° to 110° C and recycling the cooled portion to the reaction.
Claim 2
Dependent Claim 151 words
A process for the preparation of isobutene dimer comprising passing isobutene and t-butanol, water or a mixture of t-butanol and water through a fixed bed of acidic cation exchange resin catalyst in liquid phase at a temperature in the range of 55° to 160° C for a sufficient time to react isobutene, the mol ratio of t-butanol to isobutene being in the range of 0.001 to 1.0:1 and the mol ratio of water to isobutene being less than 0.06: provided that the total amount of t-butanol including the equivalent represented by the reaction of water present with isobutene is within the mol ratio of t-butanol to isobutene range of 0.001 to 1.0:1, producing only a hydrocarbon phase, recovering said hydrocarbon phase, containing isobutene dimer, splitting said hydrocarbon phase, cooling one portion thereof to a temperature in the range of 15° to 110° C and recycling the cooled portion to the reaction.
Claim 3
Dependent Claim 131 words
A process for the preparation of isobutene dimer comprising: (a) feeding a stream containing isobutene and 0.001 to 1 mol of t-butanol per mol of isobutene; (b) contacting said stream with a granular fixed bed acidic cation exchange resin for a sufficient time to react isobutene at a temperature of reaction in the fixed bed in the range of 55° to 160° C; (c) producing only a hydrocarbon phase product stream containing isobutene dimer; (d) splitting the hydrocarbon phase product passing from said fixed bed into two portions; (e) recovering and removing one portion of said hydrocarbon phase product; (f) cooling one portion of said hydrocarbon phase product to a temperature in the range of 15° to 110° C; and, (g) recycling said cooled hydrocarbon phase product portion to step (a).
Claim 4
Dependent Claim 131 words
A process for the preparation of isobutene dimer comprising: (a) feeding a stream containing isobutene and 0.001 to 1 mol of t-butanol per mol of isobutene; (b) contacting said stream with a granular fixed bed acidic cation exchange resin for a sufficient time to react isobutene at a temperature of reaction in the fixed bed in the range of 55° to 160° C; (c) producing only a hydrocarbon phase product stream containing isobutene dimer; (d) splitting the hydrocarbon phase product passing from said fixed bed into two portions; (e) recovering and removing one portion of said hydrocarbon phase product; (f) cooling one portion of said hydrocarbon phase product to a temperature in the range of 15° to 110° C; and, (g) recycling said cooled hydrocarbon phase product portion to step (a).
Claim 5
Dependent Claim 20 words
The process according to claim 2 wherein the temperature in the reaction in the fixed bed is over 100° C.
Claim 6
Dependent Claim 20 words
The process according to claim 3 wherein the temperature gradient in the fixed bed is no greater than 25° C.
Claim 7
Dependent Claim 16 words
The process according to claim 2 wherein the acidic cation exchange resin contains sulfonic acid groups.
Claim 8
Dependent Claim 19 words
The process according to claim 2 wherein the resin has a granular size of about 0.15 to 1 mm.
Claim 9
Dependent Claim 19 words
The process according to claim 2 wherein said cooled hydrocarbon phase product portion is continuously recycled to step (a).
Claim 10
Dependent Claim 20 words
The process according to claim 2 wherein said isobutene is a component of a stream substantially comprising C 4 hydrocarbons.
Claim 11
Dependent Claim 19 words
The process according to claim 8 wherein said isobutene comprises 5 to 100 percent of said C 4 hydrocarbons.
Claim 12
Dependent Claim 16 words
The process according to claim 2 wherein said fixed bed is positioned in a vertical reactor.
Claim 13
Dependent Claim 31 words
The process according to claim 2 wherein the recycle hydrocarbon phase of step (g) is returned to step (a), in a volume ratio of 0.1 to 50:1, recycle:isobutene of step (a).
Claim 14
Dependent Claim 19 words
The process according to claim 2 wherein isobutene dimer is recovered from the hydrocarbon phase product of step (e).
Claim 15
Dependent Claim 25 words
The process according to claim 2 wherein up to 0.06 mol of water per mol of isobutene is added to said stream of step (a).

References Cited (Backward Citations)

US2574325A Cited
US3164641A Cited
US3326866A Cited
US3370101A Cited
US3518323A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-10 1982-01-09 1982-07-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-10 1986-01-09 1986-07-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-10 1990-01-09 1990-07-11 $7700.00 Window Closed / Lapsed

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