US4070407A
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US
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Alkylation/transalkylation in presence of crystalline aluminosilicate catalyst
Assignee: Mobil Oil AS
•
Filing: 1975-05-27
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Granted: 1978-01-24
•
Expires: 1995-05-27
Abstract
Abstract A process is provided for alkylation or transalkylation of aromatic hydrocarbons by contacting same with an alkylating or transalkylating agent in a reaction zone maintained under alkylation/transalkylation effective conditions and in the presence of a catalyst comprising a crystalline aluminosilicate zeolite characterized by a unique X-ray diffraction pattern, said catalyst under said conditions being capable of affording a high and selective yield of desired alkylaromatic product while maintaining excellent aging properties.
Inventors
- 👤 Werner O. Haag
- 👤 David H. Olson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:29
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/86; C07C2/862; C07C2/864; B; B01; B01J; B01J29/00; B01J29/04; B01J29/06; B01J29/65; C07C2/54; C07C2/64; C07C2/66; C07C6/00; C07C6/08; C07C6/12; C07C6/123; C07C6/126; B01J2229/00; B01J2229/10; B01J2229/26; B01J2229/30; B01J2229/42; C07C2529/00; C07C2529/04; C07C2529/06
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
199 words
A process for effecting alkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with an alkylating agent under conditions effective for accomplishing said alkylation including a reactor inlet temperature between about 100° F and about 1200° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to alkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 1 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from ethylenediamine or pyrrolidine and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 2
Dependent Claim
199 words
A process for effecting alkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with an alkylating agent under conditions effective for accomplishing said alkylation including a reactor inlet temperature between about 100° F and about 1200° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to alkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 1 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from ethylenediamine or pyrrolidine and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the alkylating agent is an olefin.
Claim 4
Dependent Claim
30 words
The process of claim 2 wherein the reactor inlet temperature is between about 100° F and 950° F and the reactor pressure is between about 25 psig and 800 psig.
Claim 5
Dependent Claim
35 words
The process of claim 2 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 6
Dependent Claim
34 words
The process of claim 2 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 7
Dependent Claim
10 words
The process of claim 5 wherein said binder is alumina.
Claim 8
Dependent Claim
12 words
The process of claim 1 wherein the alkylating agent is an alcohol.
Claim 9
Dependent Claim
30 words
The process of claim 7 wherein the reactor inlet temperature is between about 400° F and 1200° F and the reactor pressure is between about 25 psig and 800 psig.
Claim 10
Dependent Claim
35 words
The process of claim 7 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 11
Dependent Claim
34 words
The process of claim 7 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 12
Dependent Claim
10 words
The process of claim 10 wherein said binder is alumina.
Claim 13
Dependent Claim
199 words
A process for effecting transalkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with a transalkylating agent under conditions effective for accomplishing said transalkylation including a reactor inlet temperature between about 650° F and about 1100° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to transalkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 1 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from ethylenediamine or pyrrolidine and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 14
Dependent Claim
199 words
A process for effecting transalkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with a transalkylating agent under conditions effective for accomplishing said transalkylation including a reactor inlet temperature between about 650° F and about 1100° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to transalkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 1 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from ethylenediamine or pyrrolidine and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 15
Dependent Claim
17 words
The process of claim 12 wherein the reactor pressure is between about 25 psig and 800 psig.
Claim 16
Dependent Claim
35 words
The process of claim 12 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 17
Dependent Claim
34 words
The process of claim 12 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 18
Dependent Claim
10 words
The process of claim 15 wherein said binder is alumina.
Claim 19
Dependent Claim
18 words
The process of claim 12 wherein the aromatic hydrocarbon charge is toluene and the transalkylating agent is trimethylbenzene.
Claim 20
Dependent Claim
18 words
The process of claim 12 wherein the aromatic hydrocarbon charge is toluene and the transalkylating agent is toluene.
Claim 21
Dependent Claim
200 words
A process for effecting alkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with an alkylating agent under conditions effective for accomplishing said alkylation including a reactor inlet temperature between about 100° F and about 1200° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to alkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 2 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from a 2-(hydroxyalkyl) trialkylammonium compound and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 22
Dependent Claim
200 words
A process for effecting alkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with an alkylating agent under conditions effective for accomplishing said alkylation including a reactor inlet temperature between about 100° F and about 1200° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to alkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 2 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from a 2-(hydroxyalkyl) trialkylammonium compound and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 23
Dependent Claim
200 words
A process for effecting transalkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with a transalkylating agent under conditions effective for accomplishing said transalkylation including a reactor inlet temperature between about 650° F and about 1100° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to transalkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 2 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from a 2-(hydroxyalkyl) trialkylammonium compound and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 24
Dependent Claim
200 words
A process for effecting transalkylation of an aromatic hydrocarbon charge selected from the group consisting of aromatic hydrocarbons and aromatic hydrocarbons containing a non-polar substituent which comprises contacting said hydrocarbon charge with a transalkylating agent under conditions effective for accomplishing said transalkylation including a reactor inlet temperature between about 650° F and about 1100° F, a reactor pressure between atmospheric and about 3000 psig, employing a mole ratio of hydrocarbon charge to transalkylating agent in the approximate range of 1:3 to 20:1 and a weight hourly space velocity between about 0.5 and 1000 in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, or a product of heating said zeolite to a temperature of from about 500° F to about 1500° F, characterized by the X-ray diffraction pattern of Table 2 and a formula, expressed in terms of mole ratios of oxides in the anhydrous state, as follows: (0.3-2.5)R.sub.2 O:(0-0.8)M.sub.2 O:Al.sub.2 O.sub.3 : > 8SiO.sub.2 wherein R is an organic nitrogen-containing cation derived from a 2-(hydroxyalkyl) trialkylammonium compound and M is an alkali metal cation, said zeolite being further characterized, after calcination at 600° C, by exhibiting a sorption ratio of n-hexane/2-methylpentane of less than 10 at 90° C.
Claim 25
Dependent Claim
12 words
The process of claim 19 wherein the alkylating agent is an olefin.
Claim 26
Dependent Claim
30 words
The process of claim 21 wherein the reactor inlet temperature is between about 100° F and 950° F and the reactor pressure is between about 25 psig and 800 psig.
Claim 27
Dependent Claim
35 words
The process of claim 21 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 28
Dependent Claim
34 words
The process of claim 21 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 29
Dependent Claim
10 words
The process of claim 24 wherein said binder is alumina.
Claim 30
Dependent Claim
12 words
The process of claim 19 wherein the alkylating agent is an alcohol.
Claim 31
Dependent Claim
30 words
The process of claim 26 wherein the reactor inlet temperature is between about 400° F and 1200° F and the reactor pressure is between about 25 psig and 800 psig.
Claim 32
Dependent Claim
35 words
The process of claim 26 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 33
Dependent Claim
34 words
The process of claim 26 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 34
Dependent Claim
10 words
The process of claim 29 wherein said binder is alumina.
Claim 35
Dependent Claim
17 words
The process of claim 20 wherein the reactor pressure is between about 25 psig and 800 psig.
Claim 36
Dependent Claim
35 words
The process of claim 20 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is characterized by a SiO 2 :Al 2 O 3 ratio between greater than 8 and about 50.
Claim 37
Dependent Claim
34 words
The process of claim 20 wherein the crystalline aluminosilicate zeolite or the product of heating said zeolite is combined in an amount between about 1 and about 99 weight percent in a binder therefor.
Claim 38
Dependent Claim
10 words
The process of claim 33 wherein said binder is alumina.
Claim 39
Dependent Claim
18 words
The process of claim 20 wherein the aromatic hydrocarbon charge is toluene and the transalkylating agent is trimethylbenzene.
Claim 40
Dependent Claim
18 words
The process of claim 20 wherein the aromatic hydrocarbon charge is toluene and the transalkylating agent is toluene.
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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) | 1981-01-23 | 1981-07-25 | 1982-01-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-23 | 1985-07-25 | 1986-01-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-23 | 1989-07-25 | 1990-01-24 | $7700.00 | Window Closed / Lapsed |