US2531460A - Stabilized metallic soaps - Google Patents
Stabilized metallic soaps Download PDFInfo
- Publication number
- US2531460A US2531460A US2531460DA US2531460A US 2531460 A US2531460 A US 2531460A US 2531460D A US2531460D A US 2531460DA US 2531460 A US2531460 A US 2531460A
- Authority
- US
- United States
- Prior art keywords
- soaps
- composition
- solution
- drier
- solvent
- 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 claims description 34
- 239000000203 mixture Substances 0.000 claims description 16
- 239000003381 stabilizer Substances 0.000 claims description 16
- PCYQQSKDZQTOQG-UHFFFAOYSA-N dibutyl 2,3-dihydroxybutanedioate Chemical compound CCCCOC(=O)C(O)C(O)C(=O)OCCCC PCYQQSKDZQTOQG-UHFFFAOYSA-N 0.000 claims description 12
- 229910001385 heavy metal Inorganic materials 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000012454 non-polar solvent Substances 0.000 claims description 4
- 239000000243 solution Substances 0.000 description 22
- 239000002904 solvent Substances 0.000 description 18
- 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 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 6
- 229910052803 cobalt Inorganic materials 0.000 description 6
- 239000010941 cobalt Substances 0.000 description 6
- IFSWBZCGMGEHLE-UHFFFAOYSA-L cobalt(2+);naphthalene-2-carboxylate Chemical compound [Co+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 IFSWBZCGMGEHLE-UHFFFAOYSA-L 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000015096 spirit Nutrition 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- KTVIXTQDYHMGHF-UHFFFAOYSA-L Cobalt(II) sulfate Chemical compound [Co+2].[O-]S([O-])(=O)=O KTVIXTQDYHMGHF-UHFFFAOYSA-L 0.000 description 2
- YSAVZVORKRDODB-WDSKDSINSA-N Diethyl tartrate Chemical compound CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC YSAVZVORKRDODB-WDSKDSINSA-N 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N Ethyl lactate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229940044175 cobalt sulfate Drugs 0.000 description 2
- 229910000361 cobalt sulfate Inorganic materials 0.000 description 2
- VUSWCWPCANWBFG-UHFFFAOYSA-N cyclohex-3-ene-1-carboxylic acid Chemical compound OC(=O)C1CCC=CC1 VUSWCWPCANWBFG-UHFFFAOYSA-N 0.000 description 2
- 229940116333 ethyl lactate Drugs 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910000765 intermetallic Inorganic materials 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 150000003903 lactic acid esters Chemical class 0.000 description 2
- 239000011133 lead Substances 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil 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
- 239000003973 paint Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- GXOHBWLPQHTYPF-UHFFFAOYSA-N pentyl 2-hydroxypropanoate Chemical compound CCCCCOC(=O)C(C)O GXOHBWLPQHTYPF-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- KQSJSRIUULBTSE-UHFFFAOYSA-M sodium;3-(3-ethylcyclopentyl)propanoate Chemical compound [Na+].CCC1CCC(CCC([O-])=O)C1 KQSJSRIUULBTSE-UHFFFAOYSA-M 0.000 description 2
- 230000000087 stabilizing Effects 0.000 description 2
- -1 stearic Chemical group 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000003784 tall oil Chemical class 0.000 description 2
- 150000003899 tartaric acid esters Chemical class 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; DRIERS (SICCATIVES); TURPENTINE
- C09F9/00—Compounds to be used as driers (siccatives)
Definitions
- This invention relates to stabilized heavy metal salts or soaps.
- Heavy metal soaps have long been known as driers for paints and varnishes. These soaps, however, are somewhat unstable in that they have a tendency to partially precipitate out of solution on storage. I have found that certain compounds may be suitably employed as stabilizing agents with the primary purpose of maintaining these soaps in solution.
- the preferred stabilizers are ethyl lactate, amyl lactate, dibutyl tartrate and diethyl tartrate.
- the heavy metals normally included in driers are iron, lead, manganese and cobalt. Zinc is likewise sometimes included.
- the metal soaps may be those of the common aliphatic acids such as stearic, palmitic, lauric, linolenic, an oleic, naphthenic acid, rosin oil acids, rosin acids, or tall oil acids.
- the soap should be soluble in the customary solvents, such as mineral spirits, naphtha, xylene, benzene, toluene, Stoddards solvent and the like.
- the amount of stabilizer used may be from 1 to 3% by weight based on the final drier solution when one-half of the solution is solvent, and from 2 to 6% for the solvent free drier soaps; for example, 6% cobalt in the form of cobalt naphthenate may be dissolved in mineral spirits and 2 to 3% of dibutyl tartrate added. This mixture is then heated to 250 to 300 F. with stirring for from 5 to minutes. The recommended amount of the tartrates is 2% based on the drier solution for stabilizing the solution; the recommended amount of the lactates is 3%. These proportions must be doubled when the solvent free drier soaps are manufactured.
- preparing the solutions there are preferably used from about 40 to 90% by weight of the metal soap or soaps, 2 to 3% of the stabilizing agent, and the remainder a solvent.
- a composition of matter consisting essentially of a water insoluble drier soap of a heavy metal containing from 2 to 6% by weight of said soap of dibutyl tartrate, a stabilizing agent.
- composition of matter consisting essentially of a non-polar solvent, 40 to 90% by weight of said composition of a water insoluble drier soap of a heavy metal, and 2 to 3% by weight of said composition, of dibutyl tartrate, a stabilizing agent.
Description
Patented Nov. 28, 1950 STABILIZED METALLIC SOAPS Howard Packer, Chicago, Ill., assignor to Witco Chemical Company, a corporation of Illinois No Drawing. Application September 9, 1947, Serial No. 773,083
2 Claims.
This invention relates to stabilized heavy metal salts or soaps.
The present application is a continuation-inpart of my copending application Serial No. 692,- 135, filed August 21, 1946 (now abandoned).
Heavy metal soaps have long been known as driers for paints and varnishes. These soaps, however, are somewhat unstable in that they have a tendency to partially precipitate out of solution on storage. I have found that certain compounds may be suitably employed as stabilizing agents with the primary purpose of maintaining these soaps in solution. The preferred stabilizers are ethyl lactate, amyl lactate, dibutyl tartrate and diethyl tartrate.
The heavy metals normally included in driers are iron, lead, manganese and cobalt. Zinc is likewise sometimes included.
The metal soaps may be those of the common aliphatic acids such as stearic, palmitic, lauric, linolenic, an oleic, naphthenic acid, rosin oil acids, rosin acids, or tall oil acids. The soap should be soluble in the customary solvents, such as mineral spirits, naphtha, xylene, benzene, toluene, Stoddards solvent and the like.
It has been found that preferred stabilizing agents When added to the heavy metallic soaps react to form a complex metallic compound. This compound is of a nature as yet unknown. The amount of stabilizer used may be from 1 to 3% by weight based on the final drier solution when one-half of the solution is solvent, and from 2 to 6% for the solvent free drier soaps; for example, 6% cobalt in the form of cobalt naphthenate may be dissolved in mineral spirits and 2 to 3% of dibutyl tartrate added. This mixture is then heated to 250 to 300 F. with stirring for from 5 to minutes. The recommended amount of the tartrates is 2% based on the drier solution for stabilizing the solution; the recommended amount of the lactates is 3%. These proportions must be doubled when the solvent free drier soaps are manufactured.
In preparing the solutions there are preferably used from about 40 to 90% by weight of the metal soap or soaps, 2 to 3% of the stabilizing agent, and the remainder a solvent.
'pounds of a solution of cobalt naphthenate in Stoddards solvent was prepared by the commonly used method of interacting aqueous solutions of sodium naphthenate and cobalt sulfate, and dissolving the cobalt naphthenate product in the solvent. Suflicient solvent was added to reduce the cobalt concentration of the solution to about 6%. The resulting solution was heated to 250 F. in a kettle and agitated mechanically. 16 pounds of dibutyl tartrate was added to the kettle. Agitation was continued for five minutes and then the heating was stopped. The stabilized drier solution was filtered and run into drums.
Having described my invention, it is my intention that the invention be not limited by any of the details of description unless otherwise specified, but rather be construed broadly within its spirit and scope as set out in the accompanying claims.
I claim:
1. A composition of matter consisting essentially of a water insoluble drier soap of a heavy metal containing from 2 to 6% by weight of said soap of dibutyl tartrate, a stabilizing agent.
2. A composition of matter consisting essentially of a non-polar solvent, 40 to 90% by weight of said composition of a water insoluble drier soap of a heavy metal, and 2 to 3% by weight of said composition, of dibutyl tartrate, a stabilizing agent.
HOWARD PACKER.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS
Claims (1)
- 2. A COMPOSITION OF MATTER CONSISTING ESSENTIALLY OF A NON-POLAR SOLVENT, 40 TO 90% BY WEIGHT OF SAID COMPOSITION OF A WATER INSOLUBLE DRIER SOAP OF A HEAVY METAL, AND 2 TO 3% BY WEIGHT OF SAID COMPOSITION, OF DIBUTYL TARTRATE, A STABILIZING AGENT.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2531460A true US2531460A (en) | 1950-11-28 |
Family
ID=3437598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US2531460D Expired - Lifetime US2531460A (en) | Stabilized metallic soaps |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2531460A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1969213A (en) * | 1930-11-29 | 1934-08-07 | Distillers Co Yeast Ltd | Copper salt compositions, particularly as a preservative liquid for treating timber fabric and other materials |
| US2081407A (en) * | 1937-05-25 | Drier | ||
| US2119743A (en) * | 1937-09-09 | 1938-06-07 | Philip J Harrah | Door check |
| US2390830A (en) * | 1945-12-11 | Stabilized solutions of metallic | ||
| US2425828A (en) * | 1944-12-13 | 1947-08-19 | Nopco Chem Co | Metallic soap dispersions |
-
0
- US US2531460D patent/US2531460A/en not_active Expired - Lifetime
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2081407A (en) * | 1937-05-25 | Drier | ||
| US2390830A (en) * | 1945-12-11 | Stabilized solutions of metallic | ||
| US1969213A (en) * | 1930-11-29 | 1934-08-07 | Distillers Co Yeast Ltd | Copper salt compositions, particularly as a preservative liquid for treating timber fabric and other materials |
| US2119743A (en) * | 1937-09-09 | 1938-06-07 | Philip J Harrah | Door check |
| US2425828A (en) * | 1944-12-13 | 1947-08-19 | Nopco Chem Co | Metallic soap dispersions |
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