US3968177A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for preparing straight-chain primary alcohols
Assignee: Huels AG
•
Filing: 1974-09-11
•
Granted: 1976-07-06
•
Expires: 1994-09-11
Abstract
Abstract Straight-chain, primary alcohols are prepared by reacting straight-chain 1-chloroalkanes having 6 to 20 carbon atoms with alkali salts of monocarboxylic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of monocarboxylic acids or alcohols based upon the alkali salt of the carboxylic acid and at temperatures ranging from 150° to 300°C. The esters formed are saponified in alkaline medium to the straight-chain, primary alcohols and separated.
Inventors
- 👤 Manfred Kaufhold
- 👤 Harald Kett
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 21:27
CPC Classifications
C; C07; C07C; C07C31/00; C07C31/02; C07C31/125; C07C29/00; C07C17/00; C07C17/093; C07C17/16; C07C19/00; C07C19/01; C07C19/075; C07C29/09; C07C29/095; C07C29/12; C07C29/124; C07C29/132; C07C31/12
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
94 words
In a process for preparing straight-chain, primary alcohols having 6 - 20 carbon atoms, the improvement comprising: reacting at a temperature of about 150° to 300°C straight-chain 1-chloroalkanes having 6 to 20 carbon atoms with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids based on said alkali salts of the alkanoic acids to form esters, saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6 - 20 carbon atoms and separating said straight-chain, primary alcohols.
Claim 2
Dependent Claim
94 words
In a process for preparing straight-chain, primary alcohols having 6 - 20 carbon atoms, the improvement comprising: reacting at a temperature of about 150° to 300°C straight-chain 1-chloroalkanes having 6 to 20 carbon atoms with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids based on said alkali salts of the alkanoic acids to form esters, saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6 - 20 carbon atoms and separating said straight-chain, primary alcohols.
Claim 3
Dependent Claim
126 words
In a process for preparing straight-chain, primary alcohols having 6 - 20 carbon atoms, comprising: a. chlorinating straight-chain paraffins having 6 to 20 carbon atoms to form chlorinated paraffins; b. dehydrochlorinating and fractionally distilling said chlorinated paraffins; the improvement comprising: c. separating straight-chain 1-chloroalkanes having 6 to 20 carbon atoms as a sump product; d. reacting said straight-chain 1-chloroalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms and at a temperature of about 150° to 300°C to form esters; e. saponifying said esters in an alkaline medium to form said straight-chain, primary alcohols having 6-20 carbon atoms; and f. separating said straight-chain, primary alcohols.
Claim 4
Dependent Claim
126 words
In a process for preparing straight-chain, primary alcohols having 6 - 20 carbon atoms, comprising: a. chlorinating straight-chain paraffins having 6 to 20 carbon atoms to form chlorinated paraffins; b. dehydrochlorinating and fractionally distilling said chlorinated paraffins; the improvement comprising: c. separating straight-chain 1-chloroalkanes having 6 to 20 carbon atoms as a sump product; d. reacting said straight-chain 1-chloroalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids having 4 to 22 carbon atoms and at a temperature of about 150° to 300°C to form esters; e. saponifying said esters in an alkaline medium to form said straight-chain, primary alcohols having 6-20 carbon atoms; and f. separating said straight-chain, primary alcohols.
Claim 5
Dependent Claim
18 words
The process of claim 2, wherein said alkali salts of alkanoic acids have 4 to 10 carbon atoms.
Claim 6
Dependent Claim
14 words
The process of claim 3, wherein said reacting temperature is about 200° to 250°C.
Claim 7
Dependent Claim
21 words
The process of claim 2, wherein step (d) is carried out for a period of about 10 minutes to 5 hours.
Claim 8
Dependent Claim
20 words
The process of claim 5, wherein step (d) is carried out for a period of about 1 to 2 hours.
Claim 9
Dependent Claim
51 words
The process of claim 2, wherein said 1-chloroalkanes have a chlorine content of about 11 to 29 percent and are selected from the group consisting of lauryl chloride, 1-chloro-undecane, n-hexyl-chloride, 1-chloro-C20 alkane, 1-chloro-C22 alkane, mixtures of C-11 to C-14 1-chloroalkanes, 1-chloro-octane, 1-chloro-nonane, 1-chloro-decane, 1-chloro-tridecane, 1-chloropentedecane, 1-chloro-hexadecane, 1-chloro-heptadecane, 1-chloro-nonadecane and mixtures thereof.
Claim 10
Dependent Claim
155 words
In a process for preparing straight-chain, primary alcohols comprising dehydrochlorinating a solution consisting essentially of higher paraffinic hydrocarbons and not more than about 50 percent based on the total moles in solution of monochlorinated higher paraffinic hydrocarbon, said dehydrochlorinating comprising subjecting said solution to reflux fractional distillation at 100° - 500°C in the presence of a metallic iron catalyst; the improvement comprising: a. separating straight-chain 1-chloroalkanes having 6 to 20 carbon atoms as a sump product in said reflux fractional distillation; b. reacting said straight-chain 1-chloroalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids corresponding to the alkanoic structure of said alkali salts and at a temperature of about 150° to 300°C to form esters; c. saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6-20 carbon atoms; and d. separating said straight-chain, primary alcohols.
Claim 11
Dependent Claim
155 words
In a process for preparing straight-chain, primary alcohols comprising dehydrochlorinating a solution consisting essentially of higher paraffinic hydrocarbons and not more than about 50 percent based on the total moles in solution of monochlorinated higher paraffinic hydrocarbon, said dehydrochlorinating comprising subjecting said solution to reflux fractional distillation at 100° - 500°C in the presence of a metallic iron catalyst; the improvement comprising: a. separating straight-chain 1-chloroalkanes having 6 to 20 carbon atoms as a sump product in said reflux fractional distillation; b. reacting said straight-chain 1-chloroalkanes with alkali salts of alkanoic acids having 4 to 22 carbon atoms in the presence of 1 to 10 mole percent of alkanoic acids corresponding to the alkanoic structure of said alkali salts and at a temperature of about 150° to 300°C to form esters; c. saponifying said esters in an alkaline medium to form straight-chain, primary alcohols having 6-20 carbon atoms; and d. separating said straight-chain, primary alcohols.
References Cited (Backward Citations)
US1430324A
Cited
US1962941A
Cited
US2049207A
Cited
US2245538A
Cited
US2444129A
Cited
US3240834A
Cited
US3277204A
Cited
US3510500A
Cited
US3294851A
Cited
US3655701A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-07-06 | 1980-01-05 | 1980-07-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-07-06 | 1984-01-05 | 1984-07-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-07-06 | 1988-01-05 | 1988-07-06 | $7700.00 | Window Closed / Lapsed |