US2128732A - Process for manufacturing driers - Google Patents
Process for manufacturing driers Download PDFInfo
- Publication number
- US2128732A US2128732A US2128732DA US2128732A US 2128732 A US2128732 A US 2128732A US 2128732D A US2128732D A US 2128732DA US 2128732 A US2128732 A US 2128732A
- Authority
- US
- United States
- Prior art keywords
- metal
- driers
- castor oil
- oil
- drier
- 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
- 238000004519 manufacturing process Methods 0.000 title description 8
- 238000000034 method Methods 0.000 title description 7
- 229910052751 metal Inorganic materials 0.000 description 21
- 239000002184 metal Substances 0.000 description 21
- 239000004359 castor oil Substances 0.000 description 15
- 235000019438 castor oil Nutrition 0.000 description 15
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 8
- 239000010941 cobalt Substances 0.000 description 8
- 229910017052 cobalt Inorganic materials 0.000 description 8
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- -1 glycerol ester Chemical class 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 150000002736 metal compounds Chemical class 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 5
- 229940060184 oil ingredients Drugs 0.000 description 5
- 241000779819 Syncarpia glomulifera Species 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000011133 lead Substances 0.000 description 4
- 239000001739 pinus spp. Substances 0.000 description 4
- 229940036248 turpentine Drugs 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- 235000021388 linseed oil Nutrition 0.000 description 3
- 239000000944 linseed oil Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-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
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- IIGAELMXVLEZPM-GRVYQHKQSA-L cobalt(2+);(9z,12z)-octadeca-9,12-dienoate Chemical compound [Co+2].CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O.CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O IIGAELMXVLEZPM-GRVYQHKQSA-L 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N lead(II) oxide Inorganic materials [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 229960004232 linoleic acid Drugs 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
Definitions
- driers are manufactured by heating fatty acid, resinie acid, naphthenic acid or vegetable oil with suitable metal compounds whereby the corresponding metal soaps 5 are formed.
- linolic acid is the fatty acid used.
- fatty acids of wood oil and of late also the acids derived from castor oil have been suggested.
- cobalt drier which is manufactured from castor oil fatty acids. and has a cobalt content of at least about 15%.
- Cobalt linoleate with a content of 6% cobalt is pasty. In order to dissolve it in linseed oil, temperatures of 150 C. must be applied. Products with still higher cobalt content require correspondingly higher temperatures to effect solution.
- driers may be manufactured which have a normal metal content and which may be dissolved in linseed oil even at temperatures of 100 C. and which are soluble in turpentine or in a substitution product of turpentine at an ordinary temperature.
- the expression .normal metal content means that amount or content of metal in the finished drier which replaces exactly the hydroxyl hydrogen of the hydroxy fatty acid radical.
- Castor oil or other oils containing hydroxy groups are caused to react with suitable metal compounds or, if desired, with metals which themselves enter easily into reaction, and with only so much of the latter that one hydrogen atom 45 in each fatty acid radical of the glyceride is substituted by metal. 7
- the manganese product has about 5% of manganese, the lead product about 29% of lead.
- the temperature at which the oil and the metal compound are allowed to act on each other may not exceed 250 C. and the metal may not be applied in excess in view of the circumstance referred to above, since otherwise the final products are not soluble at a low temperature.
- Example 1 Castor oil is heated to 200 C. and so much of a suitable cobalt compound is added that the final product contains 7% of cobalt. Subsequently the mixture is heated further with stirring until solution is achieved, the temperature being at 220 C. A paste of a brown-red colour is obtained which dissolves in oil at 100 C.
- Example 2 In the same way as in Example 1, castor oil is heated with so much litharge that the final product contains 29% of lead. It is of importance to see that the temperature does not exceed 220 C. in order to avoid saponification of the castor oil.
- a drier for paints, varnishes and the like comprising a castor oil metal compound in which substantially only the hydroxyl hydrogen of the acid radical is replaced by a drier metal, which drier may be dissolved in linseed oil at 100 C.
- a drier for paints, varnishes and the like comprising a castor oil metal compound in which substantially only the hydroxyl hydrogen of the acid radical is replaced by a drier metal.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Description
Patented Aug. 30, 1938 UNITED STATES PATENT OFFICE PROCESS FOR MANUFACTURING DRIERS Netherlands No Drawing. Application October 15, 1935, Se-
rial No. 45,146. In Germany October 27, 1934 4 Claims.
It is well known that driers are manufactured by heating fatty acid, resinie acid, naphthenic acid or vegetable oil with suitable metal compounds whereby the corresponding metal soaps 5 are formed.
Usually linolic acid is the fatty acid used. In place thereof it has already been proposed to use the fatty acids of wood oil and of late also the acids derived from castor oil have been suggested.
The known processes utilizing the acids from castor oil or the glycerol ester of the acid, are used for the manufacture of driers with a high content of metal and, as a matter of fact, about twice the quantity of metal has been used or taken up by the castor oil, as compared with other prior known processes.
There is, for example, a known cobalt drier which is manufactured from castor oil fatty acids. and has a cobalt content of at least about 15%.
These driers obtained from castor oil acids are relatively difficultly soluble in oil, turpentine or turpentine substitute. In order to dissolve them in oil, the latter must be heated to about 200 C.
Cobalt linoleate with a content of 6% cobalt is pasty. In order to dissolve it in linseed oil, temperatures of 150 C. must be applied. Products with still higher cobalt content require correspondingly higher temperatures to effect solution.
It hasbeen found that driers may be manufactured which have a normal metal content and which may be dissolved in linseed oil even at temperatures of 100 C. and which are soluble in turpentine or in a substitution product of turpentine at an ordinary temperature. The expression .normal metal content means that amount or content of metal in the finished drier which replaces exactly the hydroxyl hydrogen of the hydroxy fatty acid radical. The method of producing such drying agents is as follows:
40, Castor oil or other oils containing hydroxy groups are caused to react with suitable metal compounds or, if desired, with metals which themselves enter easily into reaction, and with only so much of the latter that one hydrogen atom 45 in each fatty acid radical of the glyceride is substituted by metal. 7
In this way a drying agent is obtained which has merely a normal metal content, i. e., only the hydroxyl hydrogen of the acid radical is replaced 50 by metal.
For castor oil and cobalt a product with a maximum content of about 8% of cobalt is obtained, the manganese product has about 5% of manganese, the lead product about 29% of lead.
The temperature at which the oil and the metal compound are allowed to act on each other may not exceed 250 C. and the metal may not be applied in excess in view of the circumstance referred to above, since otherwise the final products are not soluble at a low temperature.
The following examples illustrate the manner in which the invention may be carried into effect:
Example 1.Castor oil is heated to 200 C. and so much of a suitable cobalt compound is added that the final product contains 7% of cobalt. Subsequently the mixture is heated further with stirring until solution is achieved, the temperature being at 220 C. A paste of a brown-red colour is obtained which dissolves in oil at 100 C.
Example 2.In the same way as in Example 1, castor oil is heated with so much litharge that the final product contains 29% of lead. It is of importance to see that the temperature does not exceed 220 C. in order to avoid saponification of the castor oil.
By the expression metals ordinarily employed in the production of driers and similar expressions, I have referenceto cobalt, manganese and lead.
I claim:
1. A drier for paints, varnishes and the like comprising a castor oil metal compound in which substantially only the hydroxyl hydrogen of the acid radical is replaced by a drier metal, which drier may be dissolved in linseed oil at 100 C.
2. A drier for paints, varnishes and the like comprising a castor oil metal compound in which substantially only the hydroxyl hydrogen of the acid radical is replaced by a drier metal.
3. Process for the manufacture of driers from castor oil which consists in heating said castor oil with one of the class consisting of metals and compounds of metals ordinarily employed in the production of driers in such proportions that substantially onlyrthe hydroxyl hydrogen of the fatty acid radical is replaced by a drier metal.
4. Process for the manufacture of driers in which castor oil is subjected to the action of one of the class consisting of metals and compounds of metal ordinarily employed in the production of driers at a temperature not exceeding 250 0., the metal or metal compound being employed in such proportion that in the resulting drier substantially only the hydroxyl hydrogen of the fatty acid radical is substituted by a drier metal.
REMMET PRIES'I'ER.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2128732A true US2128732A (en) | 1938-08-30 |
Family
ID=3429638
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US2128732D Expired - Lifetime US2128732A (en) | Process for manufacturing driers |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2128732A (en) |
-
0
- US US2128732D patent/US2128732A/en not_active Expired - Lifetime
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