US4086287A
Expired / Lapsed
US
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Selective ethylation of mono alkyl benzenes
Assignee: Mobil Oil AS
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Filing: 1976-07-19
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Granted: 1978-04-25
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Expires: 1996-07-19
Abstract
Abstract A catalytic process is provided for the ethylation of a mono alkyl benzene wherein the alkyl substituent contains 1 or 2 carbon atoms, i.e. toluene or ethylbenzene, to selectively produce the para ethyl derivative thereof, i.e. para ethyltoluene or para diethylbenzene by contacting said mono alkyl benzene, under conversion conditions, with an ethylating agent in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, which zeolite is characterized by an activity, in terms of alpha value, of between about 2 and about 5000, and preferably between about 20 and about 500, a xylene sorption capacity greater than 1 gram/100 grams of zeolite and an ortho xylene sorption time for 30 percent of said capacity of greater than 10 minutes, said sorption capacity and sorption time being measured at 120 DEG C. and a xylene pressure of 4.5 +/- 0.8 mm. of mercury, said catalyst comprising a crystalline aluminosilicate zeolite having a silica to alumina ratio of at least about 12 and a constraint index, as hereinafter defined, within the approximate range of 1 to 12 to yield a resulting product in which the para ethyl derivative of said mono alkyl benzene is present in an amount greater than the thermodynamic equilibrium concentration thereof in the total dialkyl substituted benzenes produced.
Inventors
- 👤 Warren W. Kaeding
- 👤 Lewis B. Young
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 17:40
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/86; C07C2/862; C07C2/865; B; B01; B01J; B01J29/00; B01J29/04; B01J29/06; B01J29/061; B01J29/40; C07C2/54; C07C2/64; C07C2/66; C07C2/861; C07C2/864; C07C2/868; B01J2229/00; B01J2229/10; B01J2229/26; B01J2229/30; B01J2229/36; B01J2229/42; C07C2529/00; C07C2529/04; C07C2529/06; C07C2529/40
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
173 words
Process for effecting ethylation of a mono alkyl benzene wherein the alkyl substituent contains 1 or 2 carbon atoms which comprises contacting said mono alkyl benzene, under conversion conditions, with ethylene in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, which zeolite is characterized by an activity, in terms of alpha value of between about 2 and about 5000, a xylene sorption capacity greater than 1 gram/100 grams of zeolite and an ortho xylene sorption time for 30 percent of said capacity of greater than 10 minutes, said sorption capacity and sorption time being measured at 120° C. and a xylene pressure of 4.5 ± 0.8 mm. of mercury, said crystalline aluminosilicate zeolite having a silica to alumina ratio of at least about 12 and a constraint index within the approximate range of 1 to 12 to yield a resulting product in which the para ethyl derivative of said mono alkyl benzene is present in an amount greater than the thermodynamic equilibrium concentration thereof in the total dialkyl substituted benzenes produced.
Claim 2
Dependent Claim
173 words
Process for effecting ethylation of a mono alkyl benzene wherein the alkyl substituent contains 1 or 2 carbon atoms which comprises contacting said mono alkyl benzene, under conversion conditions, with ethylene in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, which zeolite is characterized by an activity, in terms of alpha value of between about 2 and about 5000, a xylene sorption capacity greater than 1 gram/100 grams of zeolite and an ortho xylene sorption time for 30 percent of said capacity of greater than 10 minutes, said sorption capacity and sorption time being measured at 120° C. and a xylene pressure of 4.5 ± 0.8 mm. of mercury, said crystalline aluminosilicate zeolite having a silica to alumina ratio of at least about 12 and a constraint index within the approximate range of 1 to 12 to yield a resulting product in which the para ethyl derivative of said mono alkyl benzene is present in an amount greater than the thermodynamic equilibrium concentration thereof in the total dialkyl substituted benzenes produced.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the mono alkyl benzene is toluene.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein the mono alkyl benzene is ethylbenzene.
Claim 5
Dependent Claim
57 words
The process of claim 1 wherein said conversion conditions include a temperature between about 250 and about 600° C., a pressure between about 0.1 and about 100 atmospheres utilizing a feed weight hourly space velocity between about 0.1 and about 100 and a molar feed ratio of mono alkyl benzene/ethylene agent between about 1 and about 10.
Claim 6
Dependent Claim
44 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by combining therewith between about 0.5 and about 40 weight percent of at least one oxide selected from the group consisting of the oxides of phosphorus, antimony, boron and magnesium.
Claim 7
Dependent Claim
30 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by combining therewith between about 1 and about 25 weight percent of an oxide of phosphorus.
Claim 8
Dependent Claim
30 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by combining therewith between about 1 and about 25 weight percent of an oxide of magnesium.
Claim 9
Dependent Claim
30 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by combining therewith between about 1 and about 20 weight percent of an oxide of boron.
Claim 10
Dependent Claim
30 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by combining therewith between about 6 and about 40 weight percent of an oxide of antimony.
Claim 11
Dependent Claim
37 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by steaming at a temperature between about 250° and about 1000° C. for a period of between about 0.5 and about 100 hours.
Claim 12
Dependent Claim
23 words
The process of claim 10 wherein the steamed catalyst has deposited thereon between about 2 and about 75 weight percent of coke thereon.
Claim 13
Dependent Claim
29 words
The process of claim 1 wherein the crystalline aluminosilicate zeolite has undergone prior modification by precoking to deposit between about 2 and about 75 weight percent of coke thereon.
Claim 14
Dependent Claim
12 words
The process of claim 1 wherein said crystalline aluminosilicate zeolite is ZSM-5.
Claim 15
Dependent Claim
14 words
The process of claim 13 wherein said ZSM-5 is admixed with a binder therefor.
Claim 16
Dependent Claim
16 words
The process of claim 1 wherein said crystalline aluminosilicate zeolite is admixed with a binder therefor.
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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) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |