AT104879B - Basic materials for the production of drying oils, varnishes, lacquers, etc. like - Google Patents
Basic materials for the production of drying oils, varnishes, lacquers, etc. likeInfo
- Publication number
- AT104879B AT104879B AT104879DA AT104879B AT 104879 B AT104879 B AT 104879B AT 104879D A AT104879D A AT 104879DA AT 104879 B AT104879 B AT 104879B
- Authority
- AT
- Austria
- Prior art keywords
- drying oils
- varnishes
- lacquers
- production
- basic materials
- Prior art date
Links
- 238000001035 drying Methods 0.000 title claims description 11
- 239000003921 oil Substances 0.000 title claims description 10
- 239000002966 varnish Substances 0.000 title claims description 5
- 239000004922 lacquer Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000000463 material Substances 0.000 title claims description 3
- 150000002148 esters Chemical class 0.000 claims description 6
- -1 synthetic threads Substances 0.000 claims description 5
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 3
- 239000004033 plastic Substances 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 150000004676 glycans Chemical class 0.000 description 4
- 150000002772 monosaccharides Chemical class 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000001293 FEMA 3089 Substances 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000015096 spirit Nutrition 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- FBWMYSQUTZRHAT-HZJYTTRNSA-N (9z,12z)-octadeca-9,12-dienoyl chloride Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(Cl)=O FBWMYSQUTZRHAT-HZJYTTRNSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241000396377 Tranes Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229940049918 linoleate Drugs 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 235000021309 simple sugar Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
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Grundstoffe zur Herstellung von trocknenden Ölen, Firnissen, Lacken n. dgl.
Es wurde gefunden, dass die Ester solcher ungesättigter Fettsäuren, wie sie in den natürlichen trocknenden Ölen enthalten sind, mit Mono-oder Polysacchariden hervorragende Grundstoffe zur Herstellung von trocknend n Ölen, Firnissen, Lacken, plastischen Massen, Films, Kunstfäden und ähnlicher Produkte darstellen. Als Fettsäuren kommen beispielsweise Ölsäure, Linolsäure, insbesondere Linolen- säure, ferner Holzölsäure, die stark ungesättigten Fettsäuren der Trane mit hoher Jodzahl in Betracht.
Unter den zahlreichen zur Verfügung stehenden Mono-und Polysacchariden haben sieh besonders Traubenzucker, Stärke, Zellulose und ihre Derrivate, Hydrozellulose als vorteilhafte Ausgangsstoffe bewährt.
Die Herstellung dieser Ester erfolgt nach den bekannten Methoden, beispielsweise durch Einwirkung der Fettsäurechloride auf die Mono- oder Polysaccharide bei Gegenwart von salzsäurebindenden Mitteln wie Pyridin, Chinolin oder ähnlich wirkenden Basen ; durch Umsetzung von Alkalizellulose mit Fettsäurechloriden oder durch Einwirkung von Fettsäureanhydriden auf die Mono-oder Polysaccharid' in Gegenwart geeigneter Kondensationsmittel. Man kann auch in der Weise verfahren, dass man nicht die einzelnen Fettsäurechloride oder Anhydride zur Reaktion bringt, sondern eine Mischung solcher Fettsäurechloride oder Anhydride, wie sie sich aus den Gesamtfettsäuren der trocknenden Öle erhalten lassen, gegebenenfalls nach vorheriger Abtrennung der gesättigten Fettsäuren.
Diese neuen Produkte sind beispielsweise leicht löslich in aromatischen Kohlenwasserstoffen, Lackbenzinen; Terpentinöl, Azeton, trocknenden und nichttrocknenden Ölen und lassen sich mit einer grossen Anzahl von Harzen zu homogenen Lösungen oder Massen verarbeiten. Die Ester der einfachen Zuckerarten stellen bei gewöhnlicher Temperatur viskose Öle dar ; die der Stärke und Zellulosen bilden hellfarbige, fliessende halbfeste bis weichelastische Massen.
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wird, durch Sauerstoffaufnahme zu elastischen, festen Films auf, die in d : m angewendeten Lösungsmittd und in den gebräuchlichsten Verdünnungsmitteln der Lacktechnik völlig unlöslich sind.
Dieser Trockenprozess wird darch Zusatz geringer Mengen Sikkative wesentlich abgekürzt.
Die vorliegenden Substanzen stellen hochwertige Produkte mit neuen, insbesondere für di'- Lackindustrie bedeutungsvollen Eigenschaften dar, die an nachstehenden Beispielen erläutert
Beispiel 1. Glukoselinoleat, das durch Einwirkung von Linolsäurechlorid auf eine Lösung von Traubenzucker in Pyridin erhalten wird, ist ein helles Öl von etwas höherer Viskosität als Leinöl, das für
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zu einem linoxynartigen Bauteilen auftrocknet.
Beispiel 2. Der gemischte Ester der Stärke mit dem gesamten flüssigen Fettsäureanteil d @ Leinöls (Ölsäure, Linol- und Linolensäuremischung) ist eine bei gewöhnlicher Temperatur weiche, kaum fliessende Masse, die sich beispielsweise in Azeton, Terpentinöl, Benzol in jed Verhältnis löst.
Ein" Lösung von 50 Gewichtsteilen dieser Estermisehung in 50 Gewichtsteilen Lackbenzin oder Terpentinöl unter Zusatz von 1 Gewichtsteil leinölsaurem Kobalt trocknet im Aufstrich in etwa 6 Stunden zu einer
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hartelastische, unlöslichen Schicht von hoher Widerstandsfähigkeit gegen mechanischen Angriff aufDie Eigenschaften dieses Lackes können durch Zusatz von niehttroeknenden oder trocknenden Ölen oder Harzen in weiten Grenzen abgeändert werden.
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Basic materials for the production of drying oils, varnishes, lacquers etc.
It has been found that the esters of such unsaturated fatty acids, as they are contained in natural drying oils, with mono- or polysaccharides are excellent raw materials for the production of drying oils, varnishes, lacquers, plastic masses, films, synthetic threads and similar products. Possible fatty acids are, for example, oleic acid, linoleic acid, in particular linolenic acid, and also wood oleic acid, the highly unsaturated fatty acids of the Trane with a high iodine number.
Among the numerous available monosaccharides and polysaccharides, especially grape sugar, starch, cellulose and its derivatives, hydrocellulose have proven to be advantageous starting materials.
These esters are produced by known methods, for example by the action of the fatty acid chlorides on the mono- or polysaccharides in the presence of hydrochloric acid-binding agents such as pyridine, quinoline or similarly acting bases; by reaction of alkali cellulose with fatty acid chlorides or by the action of fatty acid anhydrides on the mono- or polysaccharide in the presence of suitable condensing agents. One can also proceed in such a way that one does not bring the individual fatty acid chlorides or anhydrides to the reaction, but a mixture of such fatty acid chlorides or anhydrides as can be obtained from the total fatty acids of the drying oils, optionally after the saturated fatty acids have been separated off beforehand.
These new products are, for example, easily soluble in aromatic hydrocarbons, mineral spirits; Turpentine oil, acetone, drying and non-drying oils and can be processed with a large number of resins to form homogeneous solutions or masses. The esters of the simple sugars are oils that are viscous at ordinary temperature; those of starch and celluloses form light-colored, flowing, semi-solid to soft elastic masses.
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becomes elastic, solid film due to the uptake of oxygen, which is completely insoluble in the solvents used and in the most common thinners in paint technology.
This drying process is considerably shortened by adding small amounts of siccatives.
The present substances represent high-quality products with new properties that are particularly important for the paint industry, which are explained in the following examples
Example 1. Glucose linoleate, which is obtained by the action of linoleic acid chloride on a solution of grape sugar in pyridine, is a light-colored oil of slightly higher viscosity than linseed oil, which is used for
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dries to a linoxyn-like component.
Example 2. The mixed ester of starch with the entire liquid fatty acid content d @ linseed oil (oleic acid, linoleic and linolenic acid mixture) is a soft, barely flowing mass at normal temperature, which dissolves, for example, in acetone, turpentine oil, benzene in any ratio.
A "solution of 50 parts by weight of this ester mixture in 50 parts by weight of mineral spirits or turpentine oil with the addition of 1 part by weight of linoleum acid cobalt dries in a spread in about 6 hours
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Hard-elastic, insoluble layer with high resistance to mechanical attack. The properties of this varnish can be changed within wide limits by adding non-drying or drying oils or resins.
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Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE104879X | 1923-11-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT104879B true AT104879B (en) | 1926-12-10 |
Family
ID=5650174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT104879D AT104879B (en) | 1923-11-10 | 1924-10-18 | Basic materials for the production of drying oils, varnishes, lacquers, etc. like |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT104879B (en) |
-
1924
- 1924-10-18 AT AT104879D patent/AT104879B/en active
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