US2270947A - Core oil - Google Patents
Core oil Download PDFInfo
- Publication number
- US2270947A US2270947A US329301A US32930140A US2270947A US 2270947 A US2270947 A US 2270947A US 329301 A US329301 A US 329301A US 32930140 A US32930140 A US 32930140A US 2270947 A US2270947 A US 2270947A
- Authority
- US
- United States
- Prior art keywords
- liquor
- core
- proportion
- acids
- sterols
- 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
- 239000011162 core material Substances 0.000 description 31
- 239000002253 acid Substances 0.000 description 21
- 239000003921 oil Substances 0.000 description 21
- 235000019198 oils Nutrition 0.000 description 21
- 150000007513 acids Chemical class 0.000 description 17
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 15
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 15
- 229930182558 Sterol Natural products 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- 150000003432 sterols Chemical class 0.000 description 12
- 235000003702 sterols Nutrition 0.000 description 12
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 11
- 235000011613 Pinus brutia Nutrition 0.000 description 11
- 241000018646 Pinus brutia Species 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000002023 wood Substances 0.000 description 11
- 150000007524 organic acids Chemical class 0.000 description 10
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 10
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 9
- 235000011187 glycerol Nutrition 0.000 description 9
- 239000000047 product Substances 0.000 description 7
- 150000005846 sugar alcohols Polymers 0.000 description 7
- -1 for example Chemical compound 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B22—CASTING; POWDER METALLURGY
- B22C—FOUNDRY MOULDING
- B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
- B22C1/16—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents
- B22C1/20—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents
- B22C1/22—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins
- B22C1/2293—Natural polymers
Definitions
- This invention relates to core oils or core binders and to the method of producing them, and to foundry cores produced with the aid thereof.
- core oils or core binders suitable for use in the preparation of foundry cores are prepared by esterifying an organic acid-containing liquor, known throughout the trade as talloil, obtained from pine wood as a by-product in the manufacture of paper.
- This liquor may suitably be the refined product, sold in the trade under the trademark "Indusoil, which is characterized by the presence of a major proportion by weight of unsaturated fatty acids calculated as oleic, linoleic and linolenic, a minor proportion'by weight of rosin acids or acids calculated as rosin 'acids and a relatively small proportion of unsaponifiables (mainly sterols)
- a suitable refined liquor called Indusoil employed in the preparation of core oils in accordance with my invention has a specific gravity (at 155 C.) of about 0969; an acid number of about 164.0; a saponification number of about 170.0; and ester number of about 9.4; and iodine number (Wijs) of about 168.0; and a thiocyanogeniodine number of about 91.0, and is a refined mixture of fatty acids, rosin acids and sterols derived from the liquor from the sulfate process treatment of woods such as
- the esterification of the liquor to produce core oils in accordance with my invention is effected by reacting the liquor with an alcohol, preferably a polyhydric alcohol.
- the alcohol may be, suitably, a di-hydri alcohol such as ethylen glycol, diethylene glycol and the like, although I prefer that it be a trihydric alcohol, for example, glycerine.
- the esterification of the liquor may be carried out with monohydric alcohols having a molecular weight higher than methyl alcohol, but these monohydric alcohols are not preferred.
- Catalysts such as lime, sulfuric acid or other mineral acids and the like maybe used 65 re n composition,
- the liquor used to prepare core oils in accordance with my invention may be completely esterifled to form a product having an acid number of zero or substantially zero; however, in my preferred practice the liquor is only partially esterified to form a product having an acid number of about 6 to about and even higher, preferably about 15 to about 40.
- equivalent or stoichiometrical proportions of the reactants may be employed, although I prefer to use an excess of the liquor in respect of the alcohol, for example, glycerine, since an improved product is thereby obtained. An excess of glycerine or other polyhydric alcohol in respect of the liquor is to be avoided since this excess appears to affect deleteriously the resulting product.
- parts of the liquor for example, Indusoil
- glycerine preferably one low in water content such as the conventional high gravity glycerine
- the kettle may be made of any suitable corrosion-resisting material, although I prefer that it be made of stainless steel, aluminum or. other corrosion-resisting material substantially free from copper.
- the reactants are now heated, preferably in an atmosphere of CO2 or other inert gas, to a temperature in the order of, say, about 450 to about 600 F. until the reaction is substantially completed.
- the resulting product has an acid number in the order of about 35 to about 45.
- the esterified product gether the particles of sand to form the core, or
- a core oil composition containing the esterifled liquor in accordance with the present invention may contain, suitably, 50% .by weight of soy bean oil or other semi-drying natural vegetable, animal or synthetic oil, 20% by weight of the esterified liquor, 15% by weight of wood rosin,
- ester gum or other natural or synthetic resin 15% by weight of thinner such as kerosene, light mineral oils and the like. It is, of course, manifest that these proportions may be varied, as desired, in accordance with what is usually considered good practice.
- Cores formed with the core oils in accordance with the present invention dry rapidly and have unusual strength and are particularly advantageous in that they do not adhere to the metal and may be readily separated from the casting.
- core oils in accordance with th present invention I have found that cores may be formed at lower baking temperatures and that the resulting cores are unusually strong and durable and have no tendency to blow" or gas when brought in contact with the molten metal as is the case with so many of the cores produced by the aid of the prior art core oils.
- the improved core oils in accordance with the present invention have the further outstanding advantage of price, being less expensive than the core oils or" the prior art.
- a core oil comprising a polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
- a core oil comprising a partially esterifled polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a swan proportion of sterols.
- a core oil comprising a glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, 8. minor proportion of rosin acids and a small proportion of sterols.
- a core oil comprising a partially esterified glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
- a core material comprising sand and a partially esterifled polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
- a core material comprising sand and a partially esterifled glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
- the method of making core oil comprising reacting an organic acid mixture derived from pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols with less than stoichiometrical proportions of a polyhydric alcohol.
- the method of making core oil comprising reacting an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols with less than stoichiometrical proportions of glycerine.
- a core oil comprising a partially esterified glycol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Fats And Perfumes (AREA)
Description
Patented Jan. 27, 1942 CORE OIL William J. Bough, Chicago, Ill.
. No Drawing. Application April .12, 1940,
Serial No. 329,301
9 Claims.
This invention relates to core oils or core binders and to the method of producing them, and to foundry cores produced with the aid thereof.
In accordance with the present invention, core oils or core binders suitable for use in the preparation of foundry cores are prepared by esterifying an organic acid-containing liquor, known throughout the trade as talloil, obtained from pine wood as a by-product in the manufacture of paper. This liquor may suitably be the refined product, sold in the trade under the trademark "Indusoil, which is characterized by the presence of a major proportion by weight of unsaturated fatty acids calculated as oleic, linoleic and linolenic, a minor proportion'by weight of rosin acids or acids calculated as rosin 'acids and a relatively small proportion of unsaponifiables (mainly sterols) A suitable refined liquor called Indusoil employed in the preparation of core oils in accordance with my invention has a specific gravity (at 155 C.) of about 0969; an acid number of about 164.0; a saponification number of about 170.0; and ester number of about 9.4; and iodine number (Wijs) of about 168.0; and a thiocyanogeniodine number of about 91.0, and is a refined mixture of fatty acids, rosin acids and sterols derived from the liquor from the sulfate process treatment of woods such as pine.
A typical analysis of this refined liquor is as follows:
In the following analysis and in all examples hereinafter set forth, the term parts indicates parts by weight.
Parts, approximate Fatty acid calculated as linolenic acid-.. 19.25
Fatty acid calculated as linoleic acid 10.50
Fatty acid calculatedas oleic acid 23.04 Rosin acids (or acids calculated as rosin acids) 39.20
Unsaponifiables, largely sterols 8.01
The esterification of the liquor to produce core oils in accordance with my invention is effected by reacting the liquor with an alcohol, preferably a polyhydric alcohol. The alcohol may be, suitably, a di-hydri alcohol such as ethylen glycol, diethylene glycol and the like, although I prefer that it be a trihydric alcohol, for example, glycerine. If desired, the esterification of the liquor may be carried out with monohydric alcohols having a molecular weight higher than methyl alcohol, but these monohydric alcohols are not preferred. Catalysts such as lime, sulfuric acid or other mineral acids and the like maybe used 65 re n composition,
in the esterification reaction, but usually catalysts are not necessary since the reaction normally proceeds rapidly and effectively, particularly where the polyhydric alcohols are utilized.
The liquor used to prepare core oils in accordance with my invention may be completely esterifled to form a product having an acid number of zero or substantially zero; however, in my preferred practice the liquor is only partially esterified to form a product having an acid number of about 6 to about and even higher, preferably about 15 to about 40. Thus, equivalent or stoichiometrical proportions of the reactants may be employed, although I prefer to use an excess of the liquor in respect of the alcohol, for example, glycerine, since an improved product is thereby obtained. An excess of glycerine or other polyhydric alcohol in respect of the liquor is to be avoided since this excess appears to affect deleteriously the resulting product.
The following example illustrates the method employed in accordance with my invention to produce my novel core oil. My invention is not to be construed as limited to the proportions or to the details set forth in this illustrative example since these proportions and details may be varied and modified widely without departing from the scope of my invention as set forth in the appended claims.
parts of the liquor, for example, Indusoil, are mixed with 7.0 parts of glycerine, preferably one low in water content such as the conventional high gravity glycerine, in a conventional, closed, corrosion-resisting kettle. The kettle may be made of any suitable corrosion-resisting material, although I prefer that it be made of stainless steel, aluminum or. other corrosion-resisting material substantially free from copper. The reactants are now heated, preferably in an atmosphere of CO2 or other inert gas, to a temperature in the order of, say, about 450 to about 600 F. until the reaction is substantially completed. When heated to a temperature in the order of about 520 F. and held at that temperature for about /2 to about 2 hours, for example, the resulting product has an acid number in the order of about 35 to about 45. The esterified product gether the particles of sand to form the core, or
it may be used as a constituent of a conventional In the latter case it is substituted for a part or all of the conventional binding oils such as linseed oil, soy bean oil, China-wood oil, treated fish oils and the like. A core oil composition containing the esterifled liquor in accordance with the present invention may contain, suitably, 50% .by weight of soy bean oil or other semi-drying natural vegetable, animal or synthetic oil, 20% by weight of the esterified liquor, 15% by weight of wood rosin,
ester gum or other natural or synthetic resin and 15% by weight of thinner such as kerosene, light mineral oils and the like. It is, of course, manifest that these proportions may be varied, as desired, in accordance with what is usually considered good practice.
Cores formed with the core oils in accordance with the present invention dry rapidly and have unusual strength and are particularly advantageous in that they do not adhere to the metal and may be readily separated from the casting. By the aid of the core oils in accordance with th present invention, I have found that cores may be formed at lower baking temperatures and that the resulting cores are unusually strong and durable and have no tendency to blow" or gas when brought in contact with the molten metal as is the case with so many of the cores produced by the aid of the prior art core oils. The improved core oils in accordance with the present invention have the further outstanding advantage of price, being less expensive than the core oils or" the prior art.
I claim:
l. A core oil comprising a polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
2. A core oil comprising a partially esterifled polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a swan proportion of sterols.
3. A core oil comprising a glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, 8. minor proportion of rosin acids and a small proportion of sterols.
4. A core oil comprising a partially esterified glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
5. A core material comprising sand and a partially esterifled polyhydric alcohol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
6. A core material comprising sand and a partially esterifled glycerine ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
'7. The method of making core oil comprising reacting an organic acid mixture derived from pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols with less than stoichiometrical proportions of a polyhydric alcohol.
8. The method of making core oil comprising reacting an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols with less than stoichiometrical proportions of glycerine.
9. A core oil comprising a partially esterified glycol ester of an organic acid mixture derived from the liquor from the sulfate process treatment of pine wood comprising a major proportion of unsaturated fatty acids, a minor proportion of rosin acids and a small proportion of sterols.
WILLIAM J. HOUGH.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US329301A US2270947A (en) | 1940-04-12 | 1940-04-12 | Core oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US329301A US2270947A (en) | 1940-04-12 | 1940-04-12 | Core oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2270947A true US2270947A (en) | 1942-01-27 |
Family
ID=23284773
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US329301A Expired - Lifetime US2270947A (en) | 1940-04-12 | 1940-04-12 | Core oil |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2270947A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2421842A (en) * | 1944-12-01 | 1947-06-10 | Martin Frederick Charles | Process of producing tall oil drying oils |
| US2501297A (en) * | 1947-05-31 | 1950-03-21 | Whitehead Bros Co | Synthetic foundry sands |
| US2534743A (en) * | 1948-11-13 | 1950-12-19 | Monsanto Chemicals | Sand mold composition |
| US2572035A (en) * | 1948-08-14 | 1951-10-23 | Gen Mills Inc | Plastic tall oil rosin fraction |
| US2584300A (en) * | 1948-12-09 | 1952-02-05 | Johns Manville | Liquid binder |
| US2610966A (en) * | 1949-10-17 | 1952-09-16 | Hollingshead Corp | Process for treating tall oil with alkylene oxides |
| US2647888A (en) * | 1949-11-19 | 1953-08-04 | Gen Mills Inc | Plastic tall oil rosin fraction |
| US3053671A (en) * | 1959-06-25 | 1962-09-11 | Tobler August | No bake compositions for making molds and cores |
-
1940
- 1940-04-12 US US329301A patent/US2270947A/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2421842A (en) * | 1944-12-01 | 1947-06-10 | Martin Frederick Charles | Process of producing tall oil drying oils |
| US2501297A (en) * | 1947-05-31 | 1950-03-21 | Whitehead Bros Co | Synthetic foundry sands |
| US2572035A (en) * | 1948-08-14 | 1951-10-23 | Gen Mills Inc | Plastic tall oil rosin fraction |
| US2534743A (en) * | 1948-11-13 | 1950-12-19 | Monsanto Chemicals | Sand mold composition |
| US2584300A (en) * | 1948-12-09 | 1952-02-05 | Johns Manville | Liquid binder |
| US2610966A (en) * | 1949-10-17 | 1952-09-16 | Hollingshead Corp | Process for treating tall oil with alkylene oxides |
| US2647888A (en) * | 1949-11-19 | 1953-08-04 | Gen Mills Inc | Plastic tall oil rosin fraction |
| US3053671A (en) * | 1959-06-25 | 1962-09-11 | Tobler August | No bake compositions for making molds and cores |
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