US2795543A - Removal of copper and nickel from fatty acids - Google Patents
Removal of copper and nickel from fatty acids Download PDFInfo
- Publication number
- US2795543A US2795543A US232657A US23265751A US2795543A US 2795543 A US2795543 A US 2795543A US 232657 A US232657 A US 232657A US 23265751 A US23265751 A US 23265751A US 2795543 A US2795543 A US 2795543A
- Authority
- US
- United States
- Prior art keywords
- acid
- copper
- fatty acids
- nickel
- clay
- 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
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 24
- 239000000194 fatty acid Substances 0.000 title claims description 24
- 229930195729 fatty acid Natural products 0.000 title claims description 24
- 150000004665 fatty acids Chemical class 0.000 title claims description 24
- 229910052802 copper Inorganic materials 0.000 title description 26
- 239000010949 copper Substances 0.000 title description 26
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title description 24
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 title description 23
- 229910052759 nickel Inorganic materials 0.000 title description 12
- 239000002253 acid Substances 0.000 claims description 35
- 238000004061 bleaching Methods 0.000 claims description 15
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 239000011707 mineral Substances 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 7
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 5
- 239000000344 soap Substances 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 27
- 239000004927 clay Substances 0.000 description 16
- 235000011007 phosphoric acid Nutrition 0.000 description 14
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 13
- 239000000463 material Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910001779 copper mineral Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- ALKZAGKDWUSJED-UHFFFAOYSA-N dinuclear copper ion Chemical compound [Cu].[Cu] ALKZAGKDWUSJED-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/08—Refining
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
Definitions
- Saturated fattyacids are. frequently prepared'l from:
- unsaturated fatty acids by a hydrogenation proceduredn which metallic catalysts (usually nickel in someform) are used. In this procedure and in other processing steps" the fatty acids may also come in contact with metals. such as copper, in valves, transfer lines, pumps, and other;
- the present invention involves the treatment ofsatu rated fatty acids with bleachingclay in thepresence ofa' strong mineral acid.
- bleaching clays may be employed. Typical of these are the bleaching clays of the montmorillonite type, such asPikes Peak bleaching clay No. 9077.
- the bleaching clay is usually employed in a quantity of'from 1% to 3%, preferably about 2%, although larger quantities may beused but are usually found unnecessary.
- the quantity of strong mineralacid employed may vary from 0. 1% to 1% and preferably about 0.5%.
- the strong'mineral acidand the bleaching clay may be mixed with, the fatty acidsin any order but must be present simultaneously in. the treatment. Instead of adding the acid andclay separately, it is possible to add the acid to-the clay and then add the acid-containing clay to the fatty acid.
- the time of treatment may be varied widely depending upon the results desired. As will be seen from data For some uses for fatty acids, however, the cost of distillation isprohibitive. For-these uses it is necessary to remove traces of metal', particularly "ice Patented June 11, rear given hereinafter, it will be. found that treatment periods of even less than oneminuteare-effective:for: partial re.
- A. particular advantage of the present invention is the 4 fact thatthe process resultsin the removal of the-copper and nickel without the. depositof. any residual mineral,
- untreated acids employed as a-st'arting material contained' 312 X- l0 of copper, while the treated product obtained contained 3.7 10 of copper: No freemineral acid was present in thetreated product.
- Example 2 Several mixtures of fatty. acids: having approximately.
- Example 1' each of the samples, however, having.diiferent.percent-; ages of copper, were treated according to the process described in Example 1 and were analyzed for copper after treatment The results are indicated in the following table:
- Example 3 The process previously described was carried out continuously on a pilot plant scale. Fatty acid from storage was continuously fed to a mixing-1 kettle at a rate of 2.76 pounds per minute. An acid activated montmorillonite clay (Super Filtrol F0) was addedat. a rate of 0.0552. pound per minute and phosphoric acid wasfed. at a rate of 0.01623pound 85% H3PO4 per minute. The discharge from the kettle was regulated such-that'the averageresidence time in the kettle'was15 minutes. Themixturewithdrawn was filtered and the fatty acid was fed to a flaking roll. Samples were collected from the outlet, from the filter press and from the flaking rolls at 30 minute intervals. These were mixed into two composite samples which were analyzed for copper. A sample was also taken from the storage kettle and analyzed for copper. The results of these analyses are as follows:
- Example 4 A mixture of fatty acids of approximately the'same composition as those described in Example 1, and having a coppercontent of 2.9 lwas heated to 185 F. It was stirred and treated with 0.5 by weight. of hydrochloric acid (2.3 cc. of 37% acid having a S. G. of 1.18 at 60 F.). 2% by weight of Super Filtrol F0 was added and the mixture was heated and stirred for 15 minutes. It was then filtered and the filtered product was analyzed for copper. It was found to contain 5.9 10- No mineral acid remained in the product.
- Example 5 The untreated mixed fatty acids ofthe preceding example were treated with 0.5% by weight of phosphoric acid (0.6% of 85% acid) ,and 2% by weight of Super Filtrol F0 at 185 F. Samples were removed at the end of min, 1 /2 min., 3 min., 5 min., min, and min. The results of the variation in time of treatment are shown in the following table:
- Example 6 The effect of varying concentrations of acid is indicated by the present example in which mixed fatty acids containing aproximately 55% palmitic and 45% stearic acids and having 3.4 10- of copper were treated with 2% of bleaching clay and with 0.1%, 0.25% and 0.5% of phosphoric acid. The results are indicated by the following table:
- Process of removing a metal selected from the group consisting of nickel and copper, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same which comprises treating the fatty acids in a molten condition with from 0.1, to 1% by weight of a concentrated strong mineral acid in the presence of sufficient bleaching earth to adsorb saidacid and separating the bleaching earth and the adsorbed acid from the fatty acids to leave the saturated fatty acid substantially free from mineral acid.
- Process of removing a metal selected from the group I consisting of copper and nickel, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same which comprises treating the fatty acids in a molten condition with from 0.1 to 1% by weight of a concentrated strong mineral acid in the presence of approximately 2% by weight of a bleaching earth, and separating the bleaching earth and the strong mineral acid adsorbed thereon to leave the fatty acid substantially free from mineral acid.
- Process of removing a metal selected from the group consisting of copper and nickel, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same which comprises treating the fatty acids in a liquid condition with approximately 0.5% by weight of concentrated phosphoric acid in the presence of approximately 2% by weight of montmorillonite clay and separating the montmorillonite clay with the phosphoric acid adsorbed thereon from the fatty acids to leave the fatty acid substantially free from phosphoric acid.
- bleaching earth is an acid activated montmorillonite clay.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Analytical Chemistry (AREA)
- Fats And Perfumes (AREA)
Description
United States Patent REMOVAL on Conan AND-NICKEL FROM FATTY Acms:
Joseph W. Opie, Minneapolis, Minn., assignor to General Mills, Inc., a corporation of Delaware No Drawing. Application June 20, 1951, Serial No. 232,657
6 Claims. 11. 210- -.41)
Saturated fattyacids: are. frequently prepared'l from:
unsaturated fatty acids by a hydrogenation proceduredn which metallic catalysts (usually nickel in someform) are used. In this procedure and in other processing steps" the fatty acids may also come in contact with metals. such as copper, in valves, transfer lines, pumps, and other;
pieces of equipment.- Copper andnickelLsoaps canthus: be formed and will be contained in the raw undlstilledr acid. For some uses the saturated. acids are first subjected to distillation and asa result'the metals remain behind-in the residue.
copper and nickel, by other means.
before.
to remove the mineral acid. These additional steps are slow and in some instances expensive.
It has now been found possible to remove copper and nickel from saturated fatty'acids without the necessity of resorting to distillation and without thenecessity of cumbersome operations, such as water washing, and the like.
It is therefore an object of the present invention. to provide a novel process of removing copper and nickel from fatty acids by a process which does not requiredistillation of the fatty acids, and which doesnot requirewater washing;
The present invention involves the treatment ofsatu rated fatty acids with bleachingclay in thepresence ofa' strong mineral acid. A wide variety of bleaching clays may be employed. Typical of these are the bleaching clays of the montmorillonite type, such asPikes Peak bleaching clay No. 9077. The bleaching clay is usually employed in a quantity of'from 1% to 3%, preferably about 2%, although larger quantities may beused but are usually found unnecessary. The quantity of strong mineralacid employed may vary from 0. 1% to 1% and preferably about 0.5%. The strong'mineral acidand the bleaching clay may be mixed with, the fatty acidsin any order but must be present simultaneously in. the treatment. Instead of adding the acid andclay separately, it is possible to add the acid to-the clay and then add the acid-containing clay to the fatty acid.
During the treatment no particular temperature is necessary, but the saturated'fatty acids shouldbe-in a liquid condition for intimate contact with the clay and acid. Temperatures of around 185 F. have been found to be satisfactory.
The time of treatment may be varied widely depending upon the results desired. As will be seen from data For some uses for fatty acids, however, the cost of distillation isprohibitive. For-these uses it is necessary to remove traces of metal', particularly "ice Patented June 11, rear given hereinafter, it will be. found that treatment periods of even less than oneminuteare-effective:for: partial re.
, duction in the quantity of copper and nickel. Usually a minimum of about 3 minutes is desirable.
not necessary to extend the treatment period beyond.
It is usually about 20 minutes in order to obtain excellent copper and nickel removal.
A. particular advantage of the present invention is the 4 fact thatthe process resultsin the removal of the-copper and nickel without the. depositof. any residual mineral,
grams of a mixture offattyacids containing approximately 55% palmitic acid and 45% stearic acid were heated to C. and's'tirred. To this was added 0.88 g'. of 85% phosphoric acid and 3 g. of a montmorillonitelbleaching clay (Pikes-Peak- No. 9077). The mixture wasstirred for 20-minutes= and then filtered. The
untreated acids employed as a-st'arting material contained' 312 X- l0 of copper, while the treated product obtained contained 3.7 10 of copper: No freemineral acid was present in thetreated product.
Example 2 Several mixtures of fatty. acids: having approximately.
the samecomposition; as that? described: in Example 1', each of the samples, however, having.diiferent.percent-; ages of copper, were treated according to the process described in Example 1 and were analyzed for copper after treatment The results are indicated in the following table:
Percent Percent Percent Copper Copper Mineral Before After Acid Treatment Treatment 2. 6 10- 1. 7X10- None. 3 10- 2. 0X10: None.
2. 2 10- 1. 5X1O- None.
Example 3 The process previously described was carried out continuously on a pilot plant scale. Fatty acid from storage was continuously fed to a mixing-1 kettle at a rate of 2.76 pounds per minute. An acid activated montmorillonite clay (Super Filtrol F0) was addedat. a rate of 0.0552. pound per minute and phosphoric acid wasfed. at a rate of 0.01623pound 85% H3PO4 per minute. The discharge from the kettle was regulated such-that'the averageresidence time in the kettle'was15 minutes. Themixturewithdrawn was filtered and the fatty acid was fed to a flaking roll. Samples were collected from the outlet, from the filter press and from the flaking rolls at 30 minute intervals. These were mixed into two composite samples which were analyzed for copper. A sample was also taken from the storage kettle and analyzed for copper. The results of these analyses are as follows:
Percent Percent Copper Mineral Acid Sample from storage .2. 9X10 Composite from filter None. Composite from flaker- None.
It is thus apparent that the present process may readily be conducted on a continuous basis.
Example 4 A mixture of fatty acids of approximately the'same composition as those described in Example 1, and having a coppercontent of 2.9 lwas heated to 185 F. It was stirred and treated with 0.5 by weight. of hydrochloric acid (2.3 cc. of 37% acid having a S. G. of 1.18 at 60 F.). 2% by weight of Super Filtrol F0 was added and the mixture was heated and stirred for 15 minutes. It was then filtered and the filtered product was analyzed for copper. It was found to contain 5.9 10- No mineral acid remained in the product.
Example 5 The untreated mixed fatty acids ofthe preceding example were treated with 0.5% by weight of phosphoric acid (0.6% of 85% acid) ,and 2% by weight of Super Filtrol F0 at 185 F. Samples were removed at the end of min, 1 /2 min., 3 min., 5 min., min, and min. The results of the variation in time of treatment are shown in the following table:
Copper content Untreated'material 2.9 10- After minute treatment 2.6 10- After 1 /2 minute treatment 1.8 l0- After 3 minute treatment 3.2)(10- After 5 minute treatment 1.8 10 After 10 minute treatment 1.6 10- After 20 minute treatment 7 x10- It is apparent, therefore, that even on extremely short periods of contact some removal of copper is obtained, and the time required for removal of copper to a very low level is not very extended.
Example 6 The effect of varying concentrations of acid is indicated by the present example in which mixed fatty acids containing aproximately 55% palmitic and 45% stearic acids and having 3.4 10- of copper were treated with 2% of bleaching clay and with 0.1%, 0.25% and 0.5% of phosphoric acid. The results are indicated by the following table:
Copper Material Content,
percent Untreated material 3. 4X1H Untreated material, 2% clay and 0.1% phosphoric acid 2. 8X10 Untreated material, 2% clay and phosphoric acid 7. 9X1O- Untreated material, 2% clay and .5% phosphoric acid 1. 8X10" Example 7 Instead of adding the acid and the clay separately, it is possible to treat the clay with the acid preliminarily and then add the acid-treated clay to the fatty acids. For this purpose a mixture of fatty acids containing 55% palmitic and 45% stearic acids, and having 3X10" of copper, was treated with a bleaching clay upon which 4 had been absorbed 28% by weight of phosphoric acid. A sufficient quantity of this clay was employed to introduce the quantities of phosphoric acid indicated in the following table. The results obtained are indicated in the table:
Percent Percent HaPO4 Used Copper No mineral acid remained in any of these samples. It
5 is evident from this table that the quantity of metals removed does not materially change once a certain minimum quantity of acid has been employed.
I claim as my invention:
1. Process of removing a metal selected from the group consisting of nickel and copper, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same, which comprises treating the fatty acids in a molten condition with from 0.1, to 1% by weight of a concentrated strong mineral acid in the presence of sufficient bleaching earth to adsorb saidacid and separating the bleaching earth and the adsorbed acid from the fatty acids to leave the saturated fatty acid substantially free from mineral acid.
2. Process of removing a metal selected from the group I consisting of copper and nickel, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same, which comprises treating the fatty acids in a molten condition with from 0.1 to 1% by weight of a concentrated strong mineral acid in the presence of approximately 2% by weight of a bleaching earth, and separating the bleaching earth and the strong mineral acid adsorbed thereon to leave the fatty acid substantially free from mineral acid.
3. Process according to claim 2 in which the mineral 9 "acid is phosphoric acid.
4. Process according to claim 2 in which the bleaching earth is a montmorillonite clay.
5. Process of removing a metal selected from the group consisting of copper and nickel, said metal being present at least partially in the form of soaps, from saturated fatty acids containing the same, which comprises treating the fatty acids in a liquid condition with approximately 0.5% by weight of concentrated phosphoric acid in the presence of approximately 2% by weight of montmorillonite clay and separating the montmorillonite clay with the phosphoric acid adsorbed thereon from the fatty acids to leave the fatty acid substantially free from phosphoric acid.
6. Process according to claim 2 in which the bleaching earth is an acid activated montmorillonite clay.
References Cited in the file of this patent
Claims (1)
1. PROCESS OF REMOVING A METAL SELECTED FROM THE GROUP CONSISTING OF NICKLE AND COPPER, SAID METAL BEING PRESENT AT LEAST PARTIALLY IN THE FORM OF SOAPS, FROM SATURATED FATTY ACIDS CONTAINING THE SAME, WHICH COMPRISES TREATING THE FATTY ACIDS IN A MOLTEN CONDITION WITH FROM 0.1 TO 1% BY WEIGHT OF A CONCENTRATED STRONG MINERAL ACID IN THE PRESENCE OF SUFFICIENT BLEACHING EARTH TO ADSORB SAID ACID AND SEPARATING THE BLEACHING EARTH AND THE ADSORBED ACID FROM THE FATTY ACIDS TO LEAVE THE SATURATED FATTY ACID SUBSTANTIALLY FREE FROM MINERAL ACID.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US232657A US2795543A (en) | 1951-06-20 | 1951-06-20 | Removal of copper and nickel from fatty acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US232657A US2795543A (en) | 1951-06-20 | 1951-06-20 | Removal of copper and nickel from fatty acids |
Publications (1)
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US2795543A true US2795543A (en) | 1957-06-11 |
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US232657A Expired - Lifetime US2795543A (en) | 1951-06-20 | 1951-06-20 | Removal of copper and nickel from fatty acids |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3163066A (en) * | 1959-10-01 | 1964-12-29 | Kimberly Clark Co | Papermaking machine |
US3489779A (en) * | 1965-12-23 | 1970-01-13 | Exxon Research Engineering Co | Purification of neo-carboxylic acids by treating with sulfuric acid and a phase-separating agent |
US3895042A (en) * | 1969-11-17 | 1975-07-15 | Canada Packers Ltd | Clay-heat refining process |
US4089880A (en) * | 1975-03-13 | 1978-05-16 | Sullivan Systems Inc. | Proces for refining fatty oils |
US4113752A (en) * | 1971-09-23 | 1978-09-12 | Showa Sangyo Kabushiki Kaisha | Method for refining of palm oils |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1740012A (en) * | 1925-01-29 | 1929-12-17 | Godal Arne | Process of bleaching fatty acids |
US1871082A (en) * | 1927-05-20 | 1932-08-09 | Ig Farbenindustrie Ag | Bleaching artificial fatty acids |
US2260910A (en) * | 1936-01-02 | 1941-10-28 | Kellens Eugene | Process for purifying and decolorizing oily and fatty materials |
US2296850A (en) * | 1938-04-09 | 1942-09-29 | Dicalite Company | Acidified diatomaceous earth filter aid |
US2413009A (en) * | 1943-10-06 | 1946-12-24 | Taussky Ilona | Processes of refining, purifying, and hydrogenating fats, fatty acids, and waxes |
US2434699A (en) * | 1945-04-10 | 1948-01-20 | Ralph H Huff | Refining unsaturated acids and esters |
US2458554A (en) * | 1945-10-18 | 1949-01-11 | Nat Lead Co | Process for treating fatty oils |
US2475420A (en) * | 1947-05-07 | 1949-07-05 | Emery Industries Inc | Treatment of fatty acids |
US2483414A (en) * | 1945-01-03 | 1949-10-04 | Lever Brothers Ltd | Process of bleaching fats and oils and making soap therefrom |
US2602807A (en) * | 1945-12-26 | 1952-07-08 | Armour & Co | Recovery of catalyst from hydrogenated oil |
-
1951
- 1951-06-20 US US232657A patent/US2795543A/en not_active Expired - Lifetime
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1740012A (en) * | 1925-01-29 | 1929-12-17 | Godal Arne | Process of bleaching fatty acids |
US1871082A (en) * | 1927-05-20 | 1932-08-09 | Ig Farbenindustrie Ag | Bleaching artificial fatty acids |
US2260910A (en) * | 1936-01-02 | 1941-10-28 | Kellens Eugene | Process for purifying and decolorizing oily and fatty materials |
US2296850A (en) * | 1938-04-09 | 1942-09-29 | Dicalite Company | Acidified diatomaceous earth filter aid |
US2413009A (en) * | 1943-10-06 | 1946-12-24 | Taussky Ilona | Processes of refining, purifying, and hydrogenating fats, fatty acids, and waxes |
US2483414A (en) * | 1945-01-03 | 1949-10-04 | Lever Brothers Ltd | Process of bleaching fats and oils and making soap therefrom |
US2434699A (en) * | 1945-04-10 | 1948-01-20 | Ralph H Huff | Refining unsaturated acids and esters |
US2458554A (en) * | 1945-10-18 | 1949-01-11 | Nat Lead Co | Process for treating fatty oils |
US2602807A (en) * | 1945-12-26 | 1952-07-08 | Armour & Co | Recovery of catalyst from hydrogenated oil |
US2475420A (en) * | 1947-05-07 | 1949-07-05 | Emery Industries Inc | Treatment of fatty acids |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3163066A (en) * | 1959-10-01 | 1964-12-29 | Kimberly Clark Co | Papermaking machine |
US3489779A (en) * | 1965-12-23 | 1970-01-13 | Exxon Research Engineering Co | Purification of neo-carboxylic acids by treating with sulfuric acid and a phase-separating agent |
US3895042A (en) * | 1969-11-17 | 1975-07-15 | Canada Packers Ltd | Clay-heat refining process |
US4113752A (en) * | 1971-09-23 | 1978-09-12 | Showa Sangyo Kabushiki Kaisha | Method for refining of palm oils |
US4089880A (en) * | 1975-03-13 | 1978-05-16 | Sullivan Systems Inc. | Proces for refining fatty oils |
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