DE572359C - Process for the production of drying oils - Google Patents
Process for the production of drying oilsInfo
- Publication number
- DE572359C DE572359C DEI39861D DEI0039861D DE572359C DE 572359 C DE572359 C DE 572359C DE I39861 D DEI39861 D DE I39861D DE I0039861 D DEI0039861 D DE I0039861D DE 572359 C DE572359 C DE 572359C
- Authority
- DE
- Germany
- Prior art keywords
- production
- drying oils
- water
- castor oil
- heated
- 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
Links
- 238000001035 drying Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 239000003921 oil Substances 0.000 title claims description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 5
- 239000004359 castor oil Substances 0.000 claims description 5
- 235000019438 castor oil Nutrition 0.000 claims description 5
- 235000011187 glycerol Nutrition 0.000 claims description 5
- 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 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 3
- 238000005809 transesterification reaction Methods 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000011347 resin Chemical class 0.000 claims description 2
- 229920005989 resin Chemical class 0.000 claims description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 125000005429 oxyalkyl group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- VPWAVWZPVGDNMN-UHFFFAOYSA-L calcium;2,3-dihydroxypropanoate Chemical compound [Ca+2].OCC(O)C([O-])=O.OCC(O)C([O-])=O VPWAVWZPVGDNMN-UHFFFAOYSA-L 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- -1 oxy fatty acids Chemical class 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 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 1
- 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 1
- 239000003513 alkali Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 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 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
- C09F5/00—Obtaining drying-oils
- C09F5/06—Obtaining drying-oils by dehydration of hydroxylated fatty acids or oils
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von trocknenden Ölen Ester höherer Oxyfettsäuren, z.B. Rizinusöl, können durch Erhitzen mit einem Überschuß von Glycerin evtl. unter Zusatz von Katalysatoren in den entsprechenden Mono-oder Diester bzw. in ein Gemisch von diesen übergeführt werden. Diese Glycerinester sind einer Weiterveresterung mit höheren gesättigten oder ungesättigten Fettsäuren bzw. Harzsäuren zugänglich.Process for the production of drying oils, esters of higher oxy fatty acids, e.g. castor oil, by heating with an excess of glycerine, possibly under Addition of catalysts in the corresponding mono- or diester or in a mixture be convicted of these. These glycerol esters are further esterified accessible with higher saturated or unsaturated fatty acids or resin acids.
Es wurde gefunden, daß unter geeigneten Bedingungen bereits während der Umesterung eine Abspaltung von Wasser aus dem Molekül der Ricinolsäure stattfindet, so daß Ester mehrfach ungesättigter Säuren entstehen. Man kann auch in der Weise arbeiten, daß die Wasserabspaltung erst nach beendigter Umesterung durch weiteres Erhitzen, gegebenenfalls in Anwesenheit geeigneter Katalysatoren, vor oder gleichzeitig mit der Einführung weiterer Säurereste zu Ende geführt wird. Die Menge des austretenden Wassers braucht nicht den aus, dem Hydroxylgehalt des Ausgangsstoffes berechneten, theoretisch möglichen Betrag zu .erreichen.It has been found that under suitable conditions already during the transesterification involves splitting off water from the ricinoleic acid molecule, so that esters of polyunsaturated acids are formed. One can also in that way work that the elimination of water only after the transesterification by further Heating, if appropriate in the presence of suitable catalysts, before or at the same time is brought to an end with the introduction of further acid residues. The amount of exiting Water does not need the value calculated from the hydroxyl content of the starting material, theoretically possible amount.
Die so erhaltenen Produkte zeigen trocknende Eigenschaften und geben Filme von vorzüglicher Wasser- und Alkalibeständigkeit. Sie sind daher in hohem Maße zur Herstellung von wasser- und sofiabeständigen Lacken, Rostschutzfärben, usw. geeignet.The products thus obtained show drying properties and give Films with excellent water and alkali resistance. They are therefore in high Dimensions for the production of water- and sofa-resistant paints, anti-rust paints, etc. suitable.
Beispiel i-46,6 kg Rizinusöl werden mit 9,2 kg Glycerin in Gegenwart von Zoo g Calciumglycerat unter beständigem Rühren auf 275° erhitzt. Nachdem 2,71 Wasser ausgetreten sind, wird dem noch heißen Reaktionsprodukt die theoretisch nötige Menge (84 kg) von Leinölfettsäuren zugesetzt und bis zur vollkommenen Veresterung weitererhitzt.Example i-46.6 kg of castor oil are present with 9.2 kg of glycerol von Zoo g calcium glycerate heated to 275 ° with constant stirring. After 2.71 Water have escaped, the still hot reaction product becomes the theoretically necessary Amount (84 kg) of linseed oil fatty acids added and until complete esterification further heated.
Beispiele 46,6kg Rizinusöl werden mit 9,2 kg Glycerin in Gegenwart von Zoo g Calciumglycerat unter beständigem Rühren auf 275° erhitzt. Nachdem 2,71 Wasser ausgetreten sind, wird dem noch heißen Reaktionsprodukt die theoretisch nötige Menge Kolophonium zugesetzt und bis zur vollkommenen Veresterung weitererhitzt.Examples 46.6 kg of castor oil are mixed with 9.2 kg of glycerol in the presence von Zoo g calcium glycerate heated to 275 ° with constant stirring. After 2.71 Water have escaped, the still hot reaction product becomes the theoretically necessary Amount of rosin added and further heated until complete esterification.
B,eis:piel3 46,6 kg Rizinusöl werden durch ein viertelstündiges Erhitzen auf 275° in Gegenwart von Zoo g Calciumglycerat mit 9,2 kg Glycerin umgeestert. Dem noch heißen Reaktionsprodukt werden dann 8q. kg Leinölfettsäure zugefügt und das Gemisch so lange auf 21o bis 23o° erhitzt, bis die Säurezahl nicht weiter sinkt. Dann werden 5010 Bleicherde zugesetzt und weiter auf 210 bis 23o° erhitzt, bis 2,71 Wasser ausgetreten sind.B, eis: piel3 46.6 kg of castor oil are obtained by heating for 15 minutes to 275 ° in the presence von Zoo g calcium glycerate with 9.2 kg glycerine interesterified. The still hot reaction product are then 8q. kg of linseed oil fatty acid added and the mixture heated to 21o to 23o ° until the acid number is not continues to decrease. Then 5010 fuller's earth are added and further to 210 to 23o ° heated until 2.71 water has escaped.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI39861D DE572359C (en) | 1929-11-20 | 1929-11-20 | Process for the production of drying oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI39861D DE572359C (en) | 1929-11-20 | 1929-11-20 | Process for the production of drying oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE572359C true DE572359C (en) | 1933-03-15 |
Family
ID=7190170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI39861D Expired DE572359C (en) | 1929-11-20 | 1929-11-20 | Process for the production of drying oils |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE572359C (en) |
-
1929
- 1929-11-20 DE DEI39861D patent/DE572359C/en not_active Expired
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