DE648511C - Process for the production of naphthenates - Google Patents
Process for the production of naphthenatesInfo
- Publication number
- DE648511C DE648511C DEI40830D DEI0040830D DE648511C DE 648511 C DE648511 C DE 648511C DE I40830 D DEI40830 D DE I40830D DE I0040830 D DEI0040830 D DE I0040830D DE 648511 C DE648511 C DE 648511C
- Authority
- DE
- Germany
- Prior art keywords
- naphthenates
- metals
- earth
- parts
- production
- 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
- 125000005609 naphthenate group Chemical group 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 150000002739 metals Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 229910001385 heavy metal Inorganic materials 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 3
- 229910052761 rare earth metal Inorganic materials 0.000 claims description 3
- 150000002910 rare earth metals Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical class CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000944 linseed oil Substances 0.000 description 3
- 235000021388 linseed oil Nutrition 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000008149 soap solution Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- -1 B. Aluminum Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 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 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000010309 melting process Methods 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- UUUGYDOQQLOJQA-UHFFFAOYSA-L vanadyl sulfate Chemical compound [V+2]=O.[O-]S([O-])(=O)=O UUUGYDOQQLOJQA-UHFFFAOYSA-L 0.000 description 2
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical class C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 1
- VYLVYHXQOHJDJL-UHFFFAOYSA-K cerium trichloride Chemical compound Cl[Ce](Cl)Cl VYLVYHXQOHJDJL-UHFFFAOYSA-K 0.000 description 1
- 229940044175 cobalt sulfate Drugs 0.000 description 1
- 229910000361 cobalt sulfate Inorganic materials 0.000 description 1
- KTVIXTQDYHMGHF-UHFFFAOYSA-L cobalt(2+) sulfate Chemical compound [Co+2].[O-]S([O-])(=O)=O KTVIXTQDYHMGHF-UHFFFAOYSA-L 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 229940041260 vanadyl sulfate Drugs 0.000 description 1
- 229910000352 vanadyl sulfate Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Manufacture And Refinement Of Metals (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Naphthenaten Im Hauptpatent 647 919 ist ein Verfahren beschrieben, welches darin besteht, daß \Taphthenaten der Erdalkali- oder Schwermetalle, welche aus Lösungen der Naplitlienatseifen ausgefällt sind, zur Beschleunigung und Erleichterung des Schmelzprozesses solche Stoffe zugefügt werden, die mit dem Naphthenat in jedem Verhältnis sich zu Homogenen und niedrig schmelzenden Massen vereinigen. Als besonders geeignet sind angeführt die trocknenden oder halbtrocknenden Öle, wie Leinöl oder Leinölsäuren, weiterhin auch die nicht trocknenden Öle, wie Rizinusöl oder dessen Säure, und schließlich auch Stoffe, wie flüssige Triarylphosphate, Diakylplitlialate, Benzylbenzoat, Butylstearat, Dibutylstearate, Lind andere flüssige oder leicht schmelzbare, in der Technik der plastischen Massen als Weichmachungsmittel bezeichnete Stoffe, deren Siedepunkte zweckmäßigerweise oberhalb aoo° liegen. Es ist weiterhin darauf hingewiesen worden, daß sich solche Weichmachungsmittel@ auch in Verbindung mit freien Fettsäuren bzw. mit fetten Ölen verwenden lassen. .Process for the production of naphthenates in main patent 647 919 describes a process which consists in \ taphthenates of the alkaline earth or heavy metals which have precipitated from solutions of naplitlienate soaps, such substances were added to accelerate and facilitate the melting process that with the naphthenate in every proportion turn out to be homogeneous and low unite melting masses. The drying ones are listed as particularly suitable or semi-drying oils, such as linseed oil or linseed oil acids, still not drying oils, such as castor oil or its acid, and finally substances such as liquid triaryl phosphates, diakylplitlialates, benzyl benzoate, butyl stearate, dibutyl stearates, And other liquid or easily meltable ones in the technique of plastic masses Substances designated as plasticizers, whose boiling points are expedient lie above aoo °. It has also been pointed out that such Softeners @ also in connection with free fatty acids or with fatty oils let use. .
Es wurde nun gefunden, daß sich das dort beschriebene Verfahren in vorteilhafter Weise auch für die Verarbeitung der ausgefällten Naphthenate der Erdmetalle, wie z. B. Aluminium, der seltenen I?rdinetalle (Cer, Zirkonium, Lathan und verwandte) und der Erdsätirernetalle, wie Vanädiuin, anwenden läßt. Auch diese Produkte, wie beispielsweise Aluminiumriaplitlienat, weisen ein Erweichungsgebiet oberhalb etwa 13o bis 4o° auf, so daß auch bei diesen für den Schmelzprozeß vorteilhafterweise zu wählende Temperaturen von etwa iso bis iGo° erforderlich wären. Setzt inan den erwähnten Naplithenaten während oder nach der Fiillung oder vor dem Einschmelzen in den Kessel die erwähnten Zuschlagstoffe zu, so wird auch hier das Einschmelzen erheblich beschleunigt und der Gefahr einer Zersetzung vorgebeugt.It has now been found that the method described there is in advantageously also for the processing of the precipitated naphthenates of the earth metals, such as B. Aluminum, the rare ferrous metals (cerium, zirconium, lathan and related) and who has the earth seeding salts applied, like Vanadiuin. Also these products like for example, aluminum riaplitlienat, have a softening area above about 13o to 4o °, so that this is also advantageous for the melting process temperatures to be selected from about iso to iGo ° would be required. Put in the mentioned naplithenates during or after filling or before melting If the additives mentioned are added to the boiler, the melting takes place here too significantly accelerated and the risk of decomposition prevented.
-In gleicher Weise lassen sich auch gen. mischte Naphtlienate von Schwermetallen mit Erdmetallen, seltenen Erdmetallen oder Erdsätireinetallen herstellen. , Die'nach dem vorliegenden Verfahren erhältlichen Naphthenate eignen sich als Ölverdickungs- und Grundiermittel sowie als Zusatz zu Sikkativen, deren Wirkung sie in manchen Fällen bemerkenswert zu beschleunigen vermögen. Sie können dabei sowohl mit den Schwermetall- und Erdalkalisalzen der Naphthensäure wie auch in Mischung mit Linoleaten und Resinaten zur Anwendung kommen.-In the same way, mixed naphthalenates of Manufacture heavy metals with earth metals, rare earth metals or earth saturation pure metals. , The 'naphthenates obtainable by the present process are suitable as oil thickeners and primers as well as an additive to siccatives, whose effect they in some Able to accelerate cases remarkably. You can do both with the heavy metal and alkaline earth salts of naphthenic acid as well as in a mixture with Linoleates and resinates are used.
Es ist bereits bekannt, ausgefällte Aluminiumnaphthenate nach dem Waschen und Abpressen bei Temperaturen von etwa 100 bis i io° zu trocknen. Diese Arbeitsweise, die dem allgemein üblichen Trocknungsverfahren entspricht, führt zu einem oberflächlichen Zierkrusten des Naphthenates, was ein weiteres Verdunsten des eingeschlossenen Wassers sehr erschwert, wenn nicht völlig verhindert; außerdem wird dabei das Naphthenat in großer Oberfläche der oxydierenden Einwirkung der Luft ausgesetzt, wodurch Farbe und Löslichkeit des Produktes erheblich leiden, so daß nach diesem Verfahren dunkle, schwer lösliche, wasserhaltige Naphthenate erzielt werden. Demgegenüber werden durch den Zusatz von Weichinachungsmitteln beim Arbeiten bei Temperaturen von etwa 130 bis 14o' in einem sehr rasch verlaufenden Schinetz- und Trockenprozeß sehr helle, leicht lösliche, wasserfreie und völlig homo-ene Trockenstoffe erhalten, die auch hinsichtlich des Geruches den bei i io° in der Trockenkammer getrockneten Produkten weit überlegen sind.It is already known to dry precipitated aluminum naphthenates after washing and pressing at temperatures of about 100 to 10 °. This procedure, which corresponds to the generally customary drying process, leads to a superficial decorative crust of the naphthenate, which makes further evaporation of the enclosed water very difficult, if not completely prevented; In addition, the large surface area of the naphthenate is exposed to the oxidizing action of the air, which considerably affects the color and solubility of the product, so that dark, sparingly soluble, water-containing naphthenates are obtained by this process. In contrast, the addition of plasticizers when working at temperatures of about 130 to 14o 'in a very rapid Schinetz and drying process gives very light-colored, easily soluble, anhydrous and completely homo-ene drying agents, which also have the same smell as i io ° are far superior to products dried in the drying chamber.
Beispiele i. iooo Gewichtsteile Naphthensäure, roh oder gereinigt, «erden je nach Säurezahl mit 260 bis 28o Teilen wasserfreier Soda unter Rühren bei Kochtemperatur verseift und die klare Seifeiilösuiig mit einer Lösung von 56o bis 58o Teilen Aluniiniuinclilorid Al Cl, quantitativ gefällt. Gelsen Ende der rällung gibt man zoo Teile Leinöl zu, wäscht das gefällte Aluminiumnaphthenat etwa dreimal mit heißem Wasser unter Rühren aus und entwässert nach Ablassen des letzten Waschwassers durch kurzes Schmelzen bei 13o bis 1q.00 C, worauf man die Schmelze abzieht.Examples i. 100 parts by weight of naphthenic acid, raw or purified, «Ground with 260 to 28o parts of anhydrous soda with stirring, depending on the acid number Saponified cooking temperature and the clear soap solution with a solution of 56o to 58o parts of Aluniiniuinclilorid Al Cl, quantitatively precipitated. Gelsen end of the rally if zoo parts of linseed oil are added, the precipitated aluminum naphthenate is washed about three times with hot water while stirring and drained after draining the last wash water by briefly melting at 13o to 1q.00 C, whereupon the melt is withdrawn.
2. iooo Gewichtsteile Naphthensäure werden nach Beispiel i verseift, die klare Seifenlösung zuerst mit einer Lösung von 310 bis 32o Teilen Cobaltsulfat Co S 04 # 7H20 verseift, hierauf 75 Teile Sojaölfettsäure zugegeben, dann die restliche Naphthenseife mit einer Lösung von Zoo bis 21o Teilen Cerchlorid CeCls quantitativ ausgefällt, nach Beendigung der Fällung noch 75 Teile Rizinusöl eingetragen und wie oben angegeben ausgewaschen. Nach Abziehen des letzten Waschwassers wird das Cobaltcernaphthenat bei 13o bis 140' C eingeschmolzen, während gleichzeitig das anhaftende Wasser verdampft wird, wodurch eine völlig homogene, leicht bewegliche Schmelze entsteht.2. 100 parts by weight of naphthenic acid are saponified according to Example 1, the clear soap solution is first saponified with a solution of 310 to 32o parts of cobalt sulfate Co S 04 # 7H20 , then 75 parts of soybean oil fatty acid are added, then the remaining naphthenic soap with a solution of zoo to 21o parts of cerium chloride CeCls precipitated quantitatively, 75 parts of castor oil were added after the end of the precipitation and washed out as indicated above. After the last wash water has been drawn off, the cobalt cerium naphthenate is melted at 130 to 140 ° C., while the adhering water is evaporated at the same time, resulting in a completely homogeneous, easily mobile melt.
3. iooo Gewichtsteile Naphthensäure, roh oder gereinigt, werden je nach der Säurezahl mit einer Lösung von 2c0 bis 21o Gewichtsteilen Ätznatron unter Rühren kochend verseift. Die klare Seifenlösung wird mit einer Lösung von 320 bis 33o Gewichtsteilen Vanadylsulfat (V0) SO, # 2 H.0 quantitativ ausgefällt und der entstandene Niederschlag etwa dreimal heiß ausgewaschen. Nach Ablassen des letzten Waschwassers werden ioo Gewichtsteile Triphenylphosphat zugegeben und" im Fällungskessel so lange auf etwa 130 bis 140' C erhitzt, bis das anhaftende Wasser restlos verdampft ist, worauf nian die Schmelze unmittelbar in die Versandgefäße abfließen läßt.3. 100 parts by weight of naphthenic acid, raw or purified, are saponified at the boil with stirring with a solution of 20 to 210 parts by weight of caustic soda, depending on the acid number. The clear soap solution is quantitatively precipitated with a solution of 320 to 33o parts by weight of vanadyl sulfate (V0) SO, # 2 H.0 and the precipitate formed is washed out about three times while hot. After the last wash water has been drained off, 100 parts by weight of triphenyl phosphate are added and the mixture is heated to about 130 to 140 ° C. in the precipitation kettle until the adhering water has completely evaporated, whereupon the melt can drain directly into the shipping containers.
Claims (2)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1930647919D DE647919C (en) | 1931-03-03 | 1930-06-03 | Process for the production of heavy metal and alkaline earth naphthenates |
| DEI40830D DE648511C (en) | 1931-03-03 | 1931-03-03 | Process for the production of naphthenates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI40830D DE648511C (en) | 1931-03-03 | 1931-03-03 | Process for the production of naphthenates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE648511C true DE648511C (en) | 1937-08-11 |
Family
ID=7190400
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1930647919D Expired DE647919C (en) | 1931-03-03 | 1930-06-03 | Process for the production of heavy metal and alkaline earth naphthenates |
| DEI40830D Expired DE648511C (en) | 1931-03-03 | 1931-03-03 | Process for the production of naphthenates |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1930647919D Expired DE647919C (en) | 1931-03-03 | 1930-06-03 | Process for the production of heavy metal and alkaline earth naphthenates |
Country Status (1)
| Country | Link |
|---|---|
| DE (2) | DE647919C (en) |
-
1930
- 1930-06-03 DE DE1930647919D patent/DE647919C/en not_active Expired
-
1931
- 1931-03-03 DE DEI40830D patent/DE648511C/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE647919C (en) | 1937-07-16 |
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