DE564896C - Solvents, plasticizers and swelling agents - Google Patents
Solvents, plasticizers and swelling agentsInfo
- Publication number
- DE564896C DE564896C DEI34038D DEI0034038D DE564896C DE 564896 C DE564896 C DE 564896C DE I34038 D DEI34038 D DE I34038D DE I0034038 D DEI0034038 D DE I0034038D DE 564896 C DE564896 C DE 564896C
- Authority
- DE
- Germany
- Prior art keywords
- solvents
- plasticizers
- parts
- ester
- swelling agents
- 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
- 239000003795 chemical substances by application Substances 0.000 title claims description 7
- 239000002904 solvent Substances 0.000 title claims description 6
- 239000004014 plasticizer Substances 0.000 title claims description 5
- 230000008961 swelling Effects 0.000 title claims description 4
- 150000002148 esters Chemical class 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229920003002 synthetic resin Polymers 0.000 claims description 5
- 239000000057 synthetic resin Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 125000004185 ester group Chemical group 0.000 claims description 3
- 239000000025 natural resin Substances 0.000 claims description 3
- 239000001993 wax Substances 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- MOWWOOBXTGKYPJ-UHFFFAOYSA-N 2-acetyloxyethyl 2-hydroxybenzoate Chemical compound CC(=O)OCCOC(=O)C1=CC=CC=C1O MOWWOOBXTGKYPJ-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- FOTGWAMRYKVMFN-UHFFFAOYSA-N C(C)(=O)OCCCOC(C(O)C)=O Chemical compound C(C)(=O)OCCCOC(C(O)C)=O FOTGWAMRYKVMFN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000782205 Guibourtia conjugata Species 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Description
Lösungs-, Weichmachungs- und Quellmittel Es wurde gefunden, daß die Ester von Oxycarbonsäuren, welche in der Estergruppe mindestens eine freie oder verkappte Hydroxylgruppe enthalten, ausgezeichnete Lösungs-, Weichmachungs- und Quellmittel für Natur-und Kunstharze, härtbare Kunstmassen und Wachse sind. Sie können hierbei allein oder in Mischung miteinander oder mit anderen Stoffen, insbesondere mit anderen Lösungs-, Weichmachungs- oder Duellmitteln, verwendet werden. Unter-einer verkappten Hy droxylgruppe ist eine veresterte oder verätherte 1-ydroxylgruppe zu verstehen.Solvents, plasticizers and swelling agents It has been found that the Esters of oxycarboxylic acids which contain at least one free or in the ester group Containing blocked hydroxyl group, excellent dissolving, plasticizing and Swelling agents for natural and synthetic resins, hardenable synthetic masses and waxes are. she can be used alone or in a mixture with one another or with other substances, in particular with other solvents, plasticizers or dueling agents. Under-one blocked hydroxyl group is an esterified or etherified 1-hydroxyl group to understand.
Die genannten Ester besitzen sehr geringe Flüchtigkeit und trotzdem ein ausgezeichnetes Lösungsvermögen, so daB sie namentlich als Weichmachungs- und Duellmittel für zahlreiche Zwecke, insbesondere der Industrie der Filme, Lacke und Kunststoffe, mit Vorteil Verwendung finden können.The esters mentioned have very low volatility and yet an excellent dissolving power, so that it can act as a plasticizer and Dueling agent for numerous purposes, especially the industry of films, varnishes and Plastics can be used with advantage.
Von den in Betracht kommenden Estern, die eine freie oder verkappte Hydroxylgruppe enthalten, seien insbesondere genannt Milchsäureoxyäthylester, Milchsäureacetyloxy äthylester, Salicylsäureoxyäthylester, Salicylsäureacetyloxyäthylester, Milchsäureoxypropylester, Milchsäureacetyloxypropylester, p-Oxybenzoesäureoxyäthylester und seine Acy lderivate, Oxynaphthoesäureoxyäthylester usw. Man kann auch Ester von Oxycarbonsäuren verwenden, welche mehrere freie oder verkappte Hydroxylgruppen in der Estergruppe enthalten. Beispiel i 3o Teile eines nach Patent 407668 hergestellten Kunstharzes aus Phenol, Cyclohexanon und Formaldehyd und 15 Teile p-Oxybenzoesäureoxyäthylester werden in 4.0o Teilen Butylacetat und q.5o Teilen Spiritus gelöst. Nach Zusatz von qo Teilen niedrigviskos löslicher Nitrocellulose zu der so dargestellten Harzlösung erhält man einen Lack, welcher sehr geschmeidige, hochglänzende Überzüge liefert.Of the esters that can be considered which contain a free or blocked hydroxyl group, there may be mentioned in particular lactic acid oxyethyl ester, lactic acid acetyloxy ethyl ester, salicylic acid oxyethyl ester, salicylic acid acetyloxyethyl ester, lactic acid oxypropyl ester, lactic acid acetyloxypropyl ester, p-oxyethyl ester, etc. which contain several free or blocked hydroxyl groups in the ester group. Example i 3o parts of a synthetic resin prepared according to patent 407668 from phenol, cyclohexanone and formaldehyde and 15 parts of p-oxybenzoic acid oxyethyl ester are dissolved in 40o parts of butyl acetate and 50% of alcohol. After adding qo parts of low-viscosity, soluble nitrocellulose to the resin solution thus represented, a lacquer is obtained which gives very smooth, high-gloss coatings.
Statt des p-Oxybenzoesäureoxyäthylesters sind mit gleichem Erfolg seine Acylderivate, ferner der Salicylsäureoxyäthylester bzw. dessen Acylderivate verwendbar. Die genannten Substanzen lösen auch leicht und klar Harze, wie sie nach den Patenten 337 993 und 357 091 sowie Patent 561626 erhalten werden, ebenso Naturharze, wie Kolophonium, Kopalarten usw. Die Harze können auf diese Weise Lacken oder Massen aus Cellulosederivaten leicht einverleibt werden. Beispiel z 2o Teile eines durch Kondensation von Bernsteinsäure mit Glycerin hergestellten Kunstharzes werden in 25o Teilen Glykolmonomethylätheracetat und 15o Teilen Methylacetat gelöst. Der Lösung werden 25 Teile Salicylsäureacetyloxyäthylester zugesetzt. Fügt man zu dieser Lösung 5o Teile acetonlöslicher Acetylcellulose hinzu, so erhält man einen Lack, dex nach dem Verdunsten der niedrigsiedenden Lösungsmittel einen farblosen, glänzenden Überzug von großer Elastizität liefert.Instead of the p-oxybenzoic acid oxyethyl ester, its acyl derivatives, and also the salicylic acid oxyethyl ester or its acyl derivatives, can be used with equal success. The substances mentioned also easily and clearly dissolve resins such as those obtained according to patents 337 993 and 357 091 and patent 561 626 , as well as natural resins such as colophony, copal species, etc. The resins can easily be incorporated into varnishes or compositions made from cellulose derivatives in this way . Example z 20 parts of a synthetic resin produced by condensation of succinic acid with glycerol are dissolved in 250 parts of glycol monomethyl ether acetate and 150 parts of methyl acetate. 25 parts of acetyloxyethyl salicylate are added to the solution. If 50 parts of acetone-soluble acetylcellulose are added to this solution, a varnish is obtained which, after evaporation of the low-boiling solvents, gives a colorless, glossy coating of great elasticity.
Beispiel 3 Man überzieht zu lackierende Gegenstände, z. B. polierte Metallplatten, mit einem -Lack aus Ioo Teilen eines Kunstharzes aus Phthalsäureanhydrid und Glycerin, ¢o Teilen Salicyjsäureoxyäthylester und Zoo Teilen Aceton und härtet nach dem Verdunsten des Acetons mehrere Stunden bei 15o bis 16o'. Man erhält einen unlöslichen und unschmelzbaren, wasserunempfindlichen Überzug, welcher nicht mehr die Sprödigkeit des reinen gehärteten Harzes aus Phthalsäureanhydrid und Glycerin aufweist.Example 3 Objects to be painted are coated, e.g. B. polished Metal plates with a lacquer made from 100 parts of a synthetic resin made from phthalic anhydride and glycerol, o parts of salicyjic acid oxyethyl ester and zoo parts of acetone and hardens after evaporation of the acetone several hours at 15o to 16o '. You get one insoluble and infusible, water-insensitive coating, which is no longer the brittleness of the pure hardened resin made from phthalic anhydride and glycerine having.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI34038D DE564896C (en) | 1928-04-04 | 1928-04-04 | Solvents, plasticizers and swelling agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI34038D DE564896C (en) | 1928-04-04 | 1928-04-04 | Solvents, plasticizers and swelling agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE564896C true DE564896C (en) | 1932-11-24 |
Family
ID=7188601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI34038D Expired DE564896C (en) | 1928-04-04 | 1928-04-04 | Solvents, plasticizers and swelling agents |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE564896C (en) |
-
1928
- 1928-04-04 DE DEI34038D patent/DE564896C/en not_active Expired
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