DE609844C - Process for the production of condensation products - Google Patents
Process for the production of condensation productsInfo
- Publication number
- DE609844C DE609844C DEI38483D DEI0038483D DE609844C DE 609844 C DE609844 C DE 609844C DE I38483 D DEI38483 D DE I38483D DE I0038483 D DEI0038483 D DE I0038483D DE 609844 C DE609844 C DE 609844C
- Authority
- DE
- Germany
- Prior art keywords
- condensation products
- rosin
- production
- oils
- condensation
- 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
- 239000007859 condensation product Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 10
- 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 claims description 9
- 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 claims description 9
- 239000003921 oil Substances 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 239000010685 fatty oil Substances 0.000 claims description 3
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 235000021003 saturated fats Nutrition 0.000 claims 1
- 235000021081 unsaturated fats Nutrition 0.000 claims 1
- 239000004359 castor oil Substances 0.000 description 8
- 235000019438 castor oil Nutrition 0.000 description 8
- 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 8
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical class C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004867 fossil resin Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- VLHZUYUOEGBBJB-UHFFFAOYSA-N hydroxy stearic acid Natural products OCCCCCCCCCCCCCCCCCC(O)=O VLHZUYUOEGBBJB-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000012262 resinous product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000001993 wax 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
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Verfahren zur Herstellung von Kondensationsprodukten Es wurde gefunden, daß man wertvolle Kondensationsprodukte durch Erhitzen von gesättigten oder ungesättigten, Oxygruppen ,enthaltenden fetten - Ölen und Kolophonium erhält, wenn man die Kondensation bei etwa 26o° unter Verwendung von etwa i bis 3 Mol Kolophonium auf i Mol fette Öle vornimmt. Die Kondensation kann z. B. im Vakuum oder unter Durchleiten eines indifferenten Gases erfolgen. Man kann in Gegenwart oder Abwesenheit von Kondensations- oder Verdünnungsmitteln arbeiten und 'erhält fast säurefreie, dicke Öle oder Wachse, die viskoser oder härter sind als die Ausgangsöle und für Schihier- und andere technische Zwecke mit Vorteil verwendet werden können.Process for the production of condensation products It has been found that valuable condensation products can be obtained by heating saturated or unsaturated, Oxy groups, containing fats - oils and rosin is obtained when the condensation occurs at about 260 ° using about 1 to 3 moles of rosin on 1 mole of fats Oils. The condensation can, for. B. in a vacuum or by passing a indifferent gas take place. In the presence or absence of condensation or thinners work and 'receives almost acid-free, thick oils or waxes, which are more viscous or harder than the starting oils and for skiing and other technical applications Purposes can be used with advantage.
Die Viskosität der erhaltenen Kondensationsprodukte ist etwa q.- bis iomal so groß wie die des Rizinusöles unter gleichen Bedingungen und ist abhängig von dem Gehalt des Produktes an Kolophonium. Die Kondensationsprodukte sind im Gegensatz zu Rizinusöl mit Kohlenwasserstoffeh mischbar. Diese Mischbarkeit mit Kohlenwasserstoffeh und die hohe Viskosität bewirken, daß die Qualität von niedrigen viskosen Kohlenwasserstoffeh durch einen Zusatz der genannten Kondensationsprodukte verbessert werden kann, was z. B. - gerade für Schmierzwecke sehr wichtig ist. Die Löslichkeit der neuen Kondensationsprodukte in Kohlenwasserstoffen ermöglicht auch ihre Verwendung in Verbindung mit anderen in Kohlenwasserstoffeh löslichen Produkten.The viscosity of the condensation products obtained is about q.- to iomal as large as that of castor oil under the same conditions and is dependent on the rosin content of the product. The condensation products are in opposition Can be mixed with castor oil with hydrocarbons. This miscibility with hydrocarbons and the high viscosity cause the quality of low viscous hydrocarbons by adding the condensation products mentioned, what can be improved z. B. - is very important especially for lubrication purposes. The solubility of the new condensation products in hydrocarbons also allows their use in conjunction with others in products soluble in hydrocarbons.
Man hat zwar schon Kolophonium und Rizinusöl unter Druck mit Wasserstoff unter Zusatz von Katalysatoren bei erhöhter Temperatur behandelt. Der Unterschied zwischen dem bekannten Verfahren und dem vorliegenden, bei dem eine Behandlung mit Wasserstoff und Katalysatoren nicht stattfindet, äußert sich in den Eigenschaften der Endprodukte: Das bei dem bekannten Verfahren erhaltene Produkt besitzt salbenartige Konsistenz, während im vorliegenden Falle viskose Öle gebildet werden. Man hat ferner bereits Phenolformaldehydharze mit Rizinusöl gekocht und hierdurch ein auch in der Kälte klar bleibendes Harz erhalten, jedoch läßt sich hieraus über die Eigenschaften der bei dem vorliegenden Verfahren erhältlichen Ester nichts entnehmen. Diese aus Rizinusöl oder anderen, Oxyggruppen enthaltenden fetten Ölen und Kolophonium erhaltenen Ester sind auch grundsätzlich verschieden von den Lakken bzw. Firnissen, die erhalten werden, wenn fertige Harzsäureester in fetten Ölen unter Erwärmen gelöst werden. Man hat eine Erhöhung des Schmelzpunktes fossiler Harze bei deren Überführung in Salze oder Ester festgestellt. Überraschenderweise tritt aber im speziellen Fall der Veresterung von Kolophonium gemäß dem vorliegenden Verfahren eine Erniedrigung des Schmelzpunktes -ein, die den Verfahrensprodukten die obengenannten, technisch wertvollen Eigenschaften verleiht.You already have rosin and castor oil under pressure with hydrogen treated with the addition of catalysts at elevated temperature. The difference between the known method and the present, in which a treatment with Hydrogen and catalysts does not take place, is expressed in the properties of the end products: The product obtained in the known process is ointment-like Consistency, while in the present case viscous oils are formed. One also has phenol-formaldehyde resins have already been boiled with castor oil and this is also a part of the Resin which remains clear in the cold is obtained, but the properties can be derived from this none of the esters obtainable in the present process can be found. This out Castor oil or other fatty oils containing oxyg groups and rosin Esters are also fundamentally different from the paints or varnishes that are received when finished rosin acid esters are dissolved in fatty oils with warming. There is an increase in the melting point of fossil resins when they are converted into Salts or esters noted. Surprisingly, however, occurs in the special case the esterification of rosin according to the present procedure a lowering of the melting point, which gives the process products the abovementioned, gives technically valuable properties.
Beispiel i i So 'Teile Rizinusöl und 5o Teile Kolophonium werden 6 Stunden lang auf 260' bei i 5 min Druck erhitzt. Man erhält ein klares, schwach gelbliches hochviskoses Öl.Example ii Parts of castor oil and 50 parts of rosin are heated to 260 ° for 6 hours at pressure for 5 minutes. A clear, pale yellowish, highly viscous oil is obtained.
Verwendet man bei der Kondensation auf i 5o Teile Rizinusöl i oo bis i 5o Teile Kolophonium, so ist das erhaltene, fast neutrale Öl noch viskoser und mit Paraffinöl gut mischbar. Es eignet sich vorzüglich als Schmiermittel.If one uses 100 to 150 parts of colophony in the condensation on 15o parts of castor oil, the almost neutral oil obtained is even more viscous and readily miscible with paraffin oil. It is particularly suitable as a lubricant.
An Stelle des Rizinusöles können auch Oxystearinsäureester oder andere Oxygruppen enthaltende Öle verwendet werden. Beispiel 2 3,4o Teile Dioxystearinsäureäthylester werden mit 3 Teilen Abietinsäure so lange im Vakuum auf 26o° erhitzt, bis die Säurezahl praktisch auf Null . gefallen ist. Man erhält ein harzartiges Produkt, das in Kohlenwasserstoffen löslich ist. .Instead of the castor oil, oxystearic acid esters or others can also be used Oils containing oxy groups can be used. Example 2 3.4o parts of ethyl dioxystearate are heated with 3 parts of abietic acid in vacuo to 26o ° until the acid number practically to zero. has fallen. A resinous product is obtained which is in hydrocarbons is soluble. .
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI38483D DE609844C (en) | 1929-06-25 | 1929-06-25 | Process for the production of condensation products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI38483D DE609844C (en) | 1929-06-25 | 1929-06-25 | Process for the production of condensation products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE609844C true DE609844C (en) | 1935-03-06 |
Family
ID=7189792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI38483D Expired DE609844C (en) | 1929-06-25 | 1929-06-25 | Process for the production of condensation products |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE609844C (en) |
-
1929
- 1929-06-25 DE DEI38483D patent/DE609844C/en not_active Expired
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