US4226797A
Expired / Lapsed
US
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Preparation of monoalkyl sulfuric acids and their salts
Assignee: Shell USA Inc
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Filing: 1979-01-04
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Granted: 1980-10-07
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Expires: 1999-01-04
Abstract
Abstract Secondary monoalkyl sulfuric acids are obtained in high selectivity and at a fast reaction rate in a process wherein C 8 to C 22 olefins are sulfated with sulfuric acid in the presence of a large amount of added secondary C 8 to C 22 alcohols. Additionally, the resulting sulphation reaction effluent containing secondary monoalkyl sulfuric acids may be neutralized to prepare the salts thereof, in which case the alcohols in the neutralization reaction product are recovered and recycled to the sulfation reaction zone.
Inventors
- 👤 Pieter M. Bakker
- 👤 Cornelis E. Kind
- 👤 Volker G. Aurich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 18:18
CPC Classifications
C; C07; C07C; C07C303/00; C07C303/24
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
163 words
A process for preparing the salts of secondary monoalkyl sulphuric acids which comprises: (a) sulphating, in a sulphation reaction zone, an olefin reactant comprising one or more C 8 to C 22 olefins by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of between 25 and 400% mole of one or more added C 8 to C 22 secondary alcohols, based on the moles of said olefin reactant, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone, (b) neutralizing the secondary monoalkyl sulphuric acids so formed to yield the salts thereof, (c) recovering the C 8 to C 22 alcohols from the neutralization reaction product, and (d) recycling the recovered alcohols to the sulphation reaction zone.
Claim 2
Dependent Claim
163 words
A process for preparing the salts of secondary monoalkyl sulphuric acids which comprises: (a) sulphating, in a sulphation reaction zone, an olefin reactant comprising one or more C 8 to C 22 olefins by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of between 25 and 400% mole of one or more added C 8 to C 22 secondary alcohols, based on the moles of said olefin reactant, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone, (b) neutralizing the secondary monoalkyl sulphuric acids so formed to yield the salts thereof, (c) recovering the C 8 to C 22 alcohols from the neutralization reaction product, and (d) recycling the recovered alcohols to the sulphation reaction zone.
Claim 3
Dependent Claim
18 words
The process of claim 1, wherein the concentration of the sulphuric acid is from 75 to 90% w.
Claim 4
Dependent Claim
17 words
The process of claim 2, wherein the sulphation reaction temperature is from 0° C. to 40° C.
Claim 5
Dependent Claim
17 words
The process of claim 3 wherein the sulphation reaction time is from 2 minutes to 10 hours.
Claim 6
Dependent Claim
44 words
The process of claim 4, wherein the molar ratio of the secondary C 8 to C 22 alcohols recovered from the neutralization reaction product to the secondary C 8 to C 22 alcohols added to the sulphation reaction zone is from 0.75 to 1.25.
Claim 7
Dependent Claim
18 words
The process of claim 5, wherein unconverted sulphuric acid is removed from the sulphation reaction product by de-acidification.
Claim 8
Dependent Claim
20 words
The process of claim 6, wherein the neutralization reaction is carried out at a temperature between 50° and 100° C.
Claim 9
Dependent Claim
26 words
The process of claim 7, wherein the one or more secondary C 8 to C 22 alcohols are recovered from the neutralization reaction product by extraction.
Claim 10
Dependent Claim
120 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising one or more C 8 to C 22 olefins by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of between 25 and 400% mole of one or more added C 8 to C 22 secondary alcohols, based on the moles of said olefin reactant, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 11
Dependent Claim
120 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising one or more C 8 to C 22 olefins by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of between 25 and 400% mole of one or more added C 8 to C 22 secondary alcohols, based on the moles of said olefin reactant, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 12
Dependent Claim
18 words
The process of claim 9, wherein the concentration of the sulphuric acid is from 75 to 90% w.
Claim 13
Dependent Claim
17 words
The process of claim 10, wherein the sulphation reaction temperature is from 0° C. to 40° C.
Claim 14
Dependent Claim
17 words
The process of claim 11, wherein the sulphation reaction time is from 2 minutes to 10 hours.
Claim 15
Dependent Claim
138 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least one C n olefin, wherein n is an integer between 8 and 22 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, wherein m is an integer between 8 and 22 inclusive, under the provision that n-2≦m≦n+2, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 16
Dependent Claim
138 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least one C n olefin, wherein n is an integer between 8 and 22 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, wherein m is an integer between 8 and 22 inclusive, under the provision that n-2≦m≦n+2, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 17
Dependent Claim
12 words
The process of claim 13, wherein m is defined such that n-1≦m≦n+1.
Claim 18
Dependent Claim
12 words
The process of claim 14, wherein m is defined such that n=m.
Claim 19
Dependent Claim
130 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least on C n olefin, wherein n is an integer between 12 and 18 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, where m is defined such that n-3≦m≦n+3, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 20
Dependent Claim
130 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least on C n olefin, wherein n is an integer between 12 and 18 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, where m is defined such that n-3≦m≦n+3, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 21
Dependent Claim
138 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least one C n olefin, wherein n is an integer between 8 and 22 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulfuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 20% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, wherein m is an integer between 8 and 22 inclusive, under the provision that n-3≦m≦n+3, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 22
Dependent Claim
138 words
A process for preparing secondary monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant comprising at least one C n olefin, wherein n is an integer between 8 and 22 inclusive, by reacting at a temperature from -20° C. to 50° C. said olefin reactant with sulfuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 20% mole, based on the moles of said olefin reactant, of one or more added C m secondary alcohols, wherein m is an integer between 8 and 22 inclusive, under the provision that n-3≦m≦n+3, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 23
Dependent Claim
103 words
A process for the preparation of secondary monoalkyl sulphuric acids which comprises reacting, in a sulphation reaction zone, at a temperature from -20° C. to 50° C. a C n olefin with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole of added C n secondary alcohol, wherein n is an integer between 8 and 22 inclusive, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 24
Dependent Claim
103 words
A process for the preparation of secondary monoalkyl sulphuric acids which comprises reacting, in a sulphation reaction zone, at a temperature from -20° C. to 50° C. a C n olefin with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole of added C n secondary alcohol, wherein n is an integer between 8 and 22 inclusive, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 25
Dependent Claim
141 words
A process for the preparation of monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant mixture comprising one or more C 8 to C 22 olefins by reacting, at a temperature from -20° C. to 50° C. said olefin reactant mixture with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant mixture, of one or more added C 8 to C 22 secondary alcohols, which alcohols have been obtained from the same said olefin reactant mixture by sulphation and hydrolysis or hydration, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 26
Dependent Claim
141 words
A process for the preparation of monoalkyl sulphuric acids which comprises sulphating, in a sulphation reaction zone, an olefin reactant mixture comprising one or more C 8 to C 22 olefins by reacting, at a temperature from -20° C. to 50° C. said olefin reactant mixture with sulphuric acid, having an initial concentration between 75 and 100% by weight, in the presence of at least 15% mole, based on the moles of said olefin reactant mixture, of one or more added C 8 to C 22 secondary alcohols, which alcohols have been obtained from the same said olefin reactant mixture by sulphation and hydrolysis or hydration, the amount of sulphuric acid added to the sulphation reaction zone being in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 27
Dependent Claim
41 words
The process of claim 19, wherein the amount of sulphuric acid added to the sulphation reaction zone is in the ratio of from 1.5 to 15 moles of sulphuric acid per mole of olefin plus alcohol added to said reaction zone.
Claim 28
Dependent Claim
18 words
The process of claim 19, wherein the concentration of the sulphuric acid is from 75 to 90% w.
Claim 29
Dependent Claim
17 words
The process of claim 21, wherein the sulphation reaction temperature is from 0° C. to 40° C.
Claim 30
Dependent Claim
17 words
The process of claim 22, wherein the sulphation reaction time is from 2 minutes to 10 hours.
References Cited (Backward Citations)
US2049055A
Cited
US2640070A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-07 | 1984-04-07 | 1984-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-07 | 1988-04-07 | 1988-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-07 | 1992-04-07 | 1992-10-07 | $7700.00 | Window Closed / Lapsed |