US1940372A - Method of obtaining phytosterol, fatty acids and resin acids from raw soap or liquidresin obtained in the manufacture of cellulose according to the sulphate method - Google Patents
Method of obtaining phytosterol, fatty acids and resin acids from raw soap or liquidresin obtained in the manufacture of cellulose according to the sulphate method Download PDFInfo
- Publication number
- US1940372A US1940372A US556716A US55671631A US1940372A US 1940372 A US1940372 A US 1940372A US 556716 A US556716 A US 556716A US 55671631 A US55671631 A US 55671631A US 1940372 A US1940372 A US 1940372A
- Authority
- US
- United States
- Prior art keywords
- soap
- acids
- manufacture
- fatty acids
- phytosterol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000344 soap Substances 0.000 title description 20
- 239000002253 acid Substances 0.000 title description 11
- 239000011347 resin Chemical class 0.000 title description 9
- 229920005989 resin Chemical class 0.000 title description 9
- 150000007513 acids Chemical class 0.000 title description 8
- 235000014113 dietary fatty acids Nutrition 0.000 title description 7
- 239000000194 fatty acid Substances 0.000 title description 7
- 229930195729 fatty acid Natural products 0.000 title description 7
- 150000004665 fatty acids Chemical class 0.000 title description 7
- 238000000034 method Methods 0.000 title description 7
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 title description 5
- 238000004519 manufacturing process Methods 0.000 title description 5
- 229910021653 sulphate ion Inorganic materials 0.000 title description 5
- 239000001913 cellulose Substances 0.000 title description 4
- 229920002678 cellulose Polymers 0.000 title description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000000605 extraction Methods 0.000 description 4
- 239000003784 tall oil Substances 0.000 description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229940068065 phytosterols Drugs 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Definitions
- Liquid resin is generally obtained from said soap. Since the beginning of this century tests have been made technically to use the constituents of these products but still no satisfying solution of this problem seems to be at hand.
- phytosterols may be extensively employed in obtaining emulsions of a certain type inter alia of hydrated salves, the question of utilizing this soap may be regarded from quite a new point of view, for instance, in the production of water-absorbing salve bases by means of vaseline, parafllne and the like possesses a very high economic value.
- the raw soap or liquid resin, obtained in the manufacture of cellulose according to the sulphate process is extracted in a dried condition or in a highly concentrated solution by means of a suitable solvent, in which phytosterol and non-saponiflable substances are soluble.
- the said soap is diluted with a suitable quantity of water for instance 1 to 2 parts, the solution being extracted for example by means of ether, carbon disulphide, carbon tetrachloride, benzol or the like.
- the said soap is dried at about 100 C. at an extremely reduced pressure, for instance at a pressure below mm. of mercury, and is then obtained in aporous condition being very suitable for the extraction.
- the extraction is carried out for instance by means of ether.
- Benzine is unsuitable as an extraction agent, phytosterol being comparatively diiiiculty soluble in the same.
- Benzol is unsuitable in the extraction of dried soap, beneaol dissolving great quantities of the very soap.
- the extract obtained in one way or the other is shaked out by'means of caustic soda lye, the treatment absorbing dark-colored and smeary impurities, which are then removed,
- An improved method of obtaining phytosterol, fatty acids and resin acids from raw tall oil soap obtained in the manufacture of cellulose by the sulphate method comprising drying said soap at an extremely reduced pressure, that is at a pressure below that represented by 30 mm. of mercury, extracting the raw tall oil soap in a concentrated state with a solvent in which phytosterol and non-saponiflable substances are soluble, removing impurities from the extract by shaking with an alkaline material, and distilling off the solvent and crystallizing the remainder to obtain pure phytosterol.
- An improved method of obtaining phytosterol, Iatty'acids and resin acids from raw tall oil soap obtained in the manufacture of cellulose by the sulphate method comprising drying said soap at an extremely reduced pressure, that is at a pressure below that represented by 30 mm.
- EMMA SANDQVIBT, Administratri: of the estate of Hakan Sandqvist, deceased. 'I'ORSTEN OLOI" HJAL- meson memoir.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Detergent Compositions (AREA)
Description
Patented Dec. 19, 1933 UNITED STATES PATENT OFFICE Hakan Sandqvist, deceased, late of Stockholm,
Sweden, by Emma (Emelie) Sandqvist, Stockholm, Sweden,
administr atrix, and Torsten Olof Hjalmarsson Lindstriim, Kosta, Sweden No Drawing. Application August 12, 1931, Serial No. 556,716, and in Sweden March 22, .1928
2 Claims.
lye said soap containing indifferent substances,
resinand fatty acids in addition to water and alkali. Liquid resin is generally obtained from said soap. Since the beginning of this century tests have been made technically to use the constituents of these products but still no satisfying solution of this problem seems to be at hand.
Among the indifferent substances. of the said soap there are inter alia one or maybe two phytosterols. As phytosterols may be extensively employed in obtaining emulsions of a certain type inter alia of hydrated salves, the question of utilizing this soap may be regarded from quite a new point of view, for instance, in the production of water-absorbing salve bases by means of vaseline, parafllne and the like possesses a very high economic value.
According to the invention the raw soap or liquid resin, obtained in the manufacture of cellulose according to the sulphate process is extracted in a dried condition or in a highly concentrated solution by means of a suitable solvent, in which phytosterol and non-saponiflable substances are soluble. In the last-mentioned case the said soap is diluted with a suitable quantity of water for instance 1 to 2 parts, the solution being extracted for example by means of ether, carbon disulphide, carbon tetrachloride, benzol or the like. In the first-mentioned case the said soap is dried at about 100 C. at an extremely reduced pressure, for instance at a pressure below mm. of mercury, and is then obtained in aporous condition being very suitable for the extraction. The extraction is carried out for instance by means of ether. Benzine is unsuitable as an extraction agent, phytosterol being comparatively diiiiculty soluble in the same. Benzol is unsuitable in the extraction of dried soap, beneaol dissolving great quantities of the very soap. The extract obtained in one way or the other is shaked out by'means of caustic soda lye, the treatment absorbing dark-colored and smeary impurities, which are then removed,
after which the solvent is distilled from the extract and the remainder. is recrystallized from alcohol- Awhite and fine crystallized phytosterol in a quantity of about 2% of the soap employed (with 30% of water) isob 1 Fatty and resin acids are precipitated from the extracted soap by meansv of a diluted acid for instance sulphuric acid' ";iwhereby-sodium (c1. aw-4) sulphate is obtained as a by-product about 10% of the weight of the soap). The fatty acids are extracted by means of petroleum ether, benzine, ligroin, or other suitable solvents, in which the resin acids are difiicultly soluble. The fatty acids are extracted from the obtained acid mixture in its present state or after having been absorbed by some suitable solvent, such as ether and having been filtered and from which the solvent has been removed by distillation.
Having nowdescribed our invention, what we claim as new and desire to secure by Letters Patent is 1. An improved method of obtaining phytosterol, fatty acids and resin acids from raw tall oil soap obtained in the manufacture of cellulose by the sulphate method, comprising drying said soap at an extremely reduced pressure, that is at a pressure below that represented by 30 mm. of mercury, extracting the raw tall oil soap in a concentrated state with a solvent in which phytosterol and non-saponiflable substances are soluble, removing impurities from the extract by shaking with an alkaline material, and distilling off the solvent and crystallizing the remainder to obtain pure phytosterol.
2. An improved method of obtaining phytosterol, Iatty'acids and resin acids from raw tall oil soap obtained in the manufacture of cellulose by the sulphate method, comprising drying said soap at an extremely reduced pressure, that is at a pressure below that represented by 30 mm. of mercury, extracting the raw tall oil soap in a concentrated state with a solvent in which phytosterol and non-saponiflable substances are soluble, treating the'residue of extracted soap with dilute acid to decompose the same and precipitate organic acids, treating the precipitated organic acids with a solvent, such as for instance a solvent selected from the group consisting of petroleum ether, benzine and ligroin and in which the resin acids are difllcultly soluble but in which the fatty acids are very soluble to separate the fatty and resin acids, and recovering the fatty acids from the solution.
EMMA (EMELIE) SANDQVIBT, Administratri: of the estate of Hakan Sandqvist, deceased. 'I'ORSTEN OLOI" HJAL- meson memoir.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE1940372X | 1928-03-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1940372A true US1940372A (en) | 1933-12-19 |
Family
ID=20424076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US556716A Expired - Lifetime US1940372A (en) | 1928-03-22 | 1931-08-12 | Method of obtaining phytosterol, fatty acids and resin acids from raw soap or liquidresin obtained in the manufacture of cellulose according to the sulphate method |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1940372A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2437643A (en) * | 1942-05-12 | 1948-03-09 | American Cyanamid Co | Separation of neutral fat from tall oil |
| US2580496A (en) * | 1948-07-14 | 1952-01-01 | Fulwal Chemical Corp | Separation of rosin acids |
| US2807607A (en) * | 1953-10-06 | 1957-09-24 | Eric O Ridgway | Recovery of rosin acids |
-
1931
- 1931-08-12 US US556716A patent/US1940372A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2437643A (en) * | 1942-05-12 | 1948-03-09 | American Cyanamid Co | Separation of neutral fat from tall oil |
| US2580496A (en) * | 1948-07-14 | 1952-01-01 | Fulwal Chemical Corp | Separation of rosin acids |
| US2807607A (en) * | 1953-10-06 | 1957-09-24 | Eric O Ridgway | Recovery of rosin acids |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US1917539A (en) | Conversion of cellulose | |
| US1940372A (en) | Method of obtaining phytosterol, fatty acids and resin acids from raw soap or liquidresin obtained in the manufacture of cellulose according to the sulphate method | |
| US1943427A (en) | Production of organic acids | |
| US2357252A (en) | Process for the recovery of phenols | |
| US1495891A (en) | Process for making fat-splitting sulphonic acids and product | |
| US2178786A (en) | Purification of alkyl sulphates | |
| US2072628A (en) | Rosin acid and process of producing the same | |
| US2437643A (en) | Separation of neutral fat from tall oil | |
| US1940146A (en) | Process of purifying phenolphthalein | |
| US2275186A (en) | Process for refining tall oil | |
| US2324012A (en) | Extraction of organic materials | |
| US2121032A (en) | Detergent and wetting agent and process of producing the same | |
| US1868596A (en) | Process of recovering sulphonic acids or their salts in a purified condition from impure sulphonation products | |
| US1642595A (en) | Process for obtaining sulpho-aromatic fatty acids | |
| US1645096A (en) | Manufacture of ergot preparation | |
| US2081865A (en) | Process for the manufacture of sulphonation products from higher molecular organic compounds | |
| US2208942A (en) | Process for the production and purification of sexual hormone derivatives | |
| US2154616A (en) | Grease-setting agent | |
| DE540514C (en) | Process for the preparation of purified sulfonic acids or their salts | |
| US2900333A (en) | Mineral white oil treatment | |
| US2235840A (en) | Process for producing hydroxy citronellal | |
| US1963257A (en) | Separation and purification of sulphonates with ammonia | |
| US2281485A (en) | Separation of sodium phenolate from sodium sulphite | |
| US1817686A (en) | Process for the manufacture of physiologically active substances from female internal secretory sex organs | |
| AT160562B (en) | Process for the production of vanillin. |