DE538686C - Process for the preparation of water-insoluble products from water-soluble cellulose alkyl ethers - Google Patents
Process for the preparation of water-insoluble products from water-soluble cellulose alkyl ethersInfo
- Publication number
- DE538686C DE538686C DEF58899D DEF0058899D DE538686C DE 538686 C DE538686 C DE 538686C DE F58899 D DEF58899 D DE F58899D DE F0058899 D DEF0058899 D DE F0058899D DE 538686 C DE538686 C DE 538686C
- Authority
- DE
- Germany
- Prior art keywords
- water
- alkyl ethers
- preparation
- soluble cellulose
- cellulose alkyl
- 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
- 229920002678 cellulose Polymers 0.000 title claims description 10
- 239000001913 cellulose Substances 0.000 title claims description 9
- 150000005215 alkyl ethers Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 229920003086 cellulose ether Polymers 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/005—Crosslinking of cellulose derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
Verfahren zur Darstellung von wasserunlöslichen Produkten aus wasserlöslichen Cellulosealkyläthern Es wurde gefunden, daß man wasserlösliche Cellulosealltvläther in wasserunlösliche Produkte überführen kann, wenn man die wasserlöslichen Celluloseäther mit Aldehvden in Gegenwart reaktionsfördernder Mittel behandelt. Mit Hilfe dieses Verfahrens ist es möglich, Gebilde, die seither unter Verwendung teurer organischer Lösungsmittel aus Cellulosederivaten erzeugt wurden, nun aus wässeriger Lösung herzustellen und durch einfache Behandlung wasserunlöslich zu machen. Man kann dabei so verfahren, daß man beispielsweise Gebilde aus @ethi@cellulose, wie Filme, Folien, Cberzüge, längere Zeit mit Formaldeliy d entweder in Lösung oder in Dampfform bei gewöhnlicher oder erhöhter Temperatur behandelt.Process for the preparation of water-insoluble products from water-soluble ones Cellulose alkyl ethers It has been found that water-soluble cellulose alkyl ethers are used can be converted into water-insoluble products if one uses the water-soluble cellulose ethers treated with aldehydes in the presence of reactive agents. With the help of this It is possible to use more expensive organic structures since then Solvents produced from cellulose derivatives can now be produced from aqueous solution and to make it water-insoluble by simple treatment. One can proceed like this that, for example, structures made of @ ethi @ cellulose, such as films, foils, coatings, long time with Formaldeliy d either in solution or in vapor form with ordinary or treated at elevated temperature.
An Stelle des Formaldehyds lassen sich auch andere Aldehyde, -wie z. B. Acetaldehyd, Benzaldelivd, verwenden. Beispielsweise erhält man wasserunlösliche Filme aus wasserlöslicher Methv lcellulose, -wenn man sie längere Zeit bei gewöhnlicher Temperatur in einem Bad aus Acetaldehvd, dem geringe Mengen Essigsäurehydrid beigemischt sincl, beläßt. Bei erhöhter Temperatur geht die Einwirkung schneller vor sich.Instead of formaldehyde, other aldehydes, such as z. B. acetaldehyde, Benzaldelivd, use. For example, water-insoluble ones are obtained Films made of water-soluble methv lcellulose, -if you keep them for a long time with ordinary Temperature in a bath made of acetaldehyde, mixed with small amounts of acetic acid hydride sincl, leaves. At higher temperatures, the action takes place more quickly.
Aus der Literatur ist zwar schon bekannt. daß man wasserlösliche Cellulosealkvläther mit Eiweiß fällenden Mitteln, insbesondere Gerbstoffen oder deren Ersatzprodukten, in wasserunlösliche Abkömmlinge überführen kann. Jedoch ist die Wirkung dieser Verbindungen auf wasserlösliche C elluloseall:yläther entweder keine durchgreifende oder aber es treten, wenn dies der Fall ist, Trübungen in den aus den Cellulosealkyläthern hergestellten Gebilden auf. Dagegen lassen sich die wasserlöslichen Celluloseall;vläther durch Behandlung mit Aldehvden in igegenwart von reaktionsfördernden Mitteln weitgehend wasserunlöslich machen, ohne daß irgendwelche Schädigungen durch Trübungen, Brüchigwerden usw. eintreten.It is already known from the literature. that you can use water-soluble cellulose alkanols with protein precipitating agents, in particular tanning agents or their substitute products, can convert into water-insoluble descendants. However, the effect of these compounds is on water-soluble cellulose ether either no radical or else If this is the case, cloudiness occurs in the cellulose alkyl ethers manufactured structures. In contrast, the water-soluble cellulose can be used as a ether largely by treatment with aldehydes in the presence of reaction-promoting agents make water-insoluble without any damage due to cloudiness or brittleness etc. occur.
Beispiele i. 500 ccm do°/"ige Formaldelivdlösung -werden mit 2o°!"iger :Natronlauge versetzt und auf 95° C gebracht. In diese Lösung -wird beispielsweise eine Methylcellulosefolie 1/.. Stunde lang eingelegt, dann Abtropfen gelassen und 2 Stunden bei ;o bis ioo° C getrocknet. Die Festigkeit des Ausgangsmaterials ist nicht verändert. Die optischen Eigenschaften, Temperaturbeständigkeit und Lösungsfähigkeit gegenüber organischen Lösungsmitteln sind ebenfalls unverändert. Die Lösungsfähigkeit gegenüber Wasser von i2° C ist auf 1f_, herabgemindert.Examples i. 500 ccm do% formaldehyde solution - are mixed with 2o °! "Iger: sodium hydroxide solution and brought to 95 ° C. A methyl cellulose film, for example, is placed in this solution for 1 / ... hour, then allowed to drip off and dried for 2 hours at from 0 to 100 ° C. The strength of the starting material is not changed. The optical properties, temperature resistance and solubility against organic solvents are also unchanged. The solvency to water at 12 ° C is reduced to 1f_,.
2. Ein Äthylcellulosegegenstand, hergestellt aus einer- bei i o° C in Wasser löslichen Äthylcellulose, wird in Mischung von 5o g Acetaldehyd und 5 g Essigsäureanhydrid gebracht und ungefähr 30 Minuten darin belassen. Nach dem Auswaschen und Trocknen ist der Gegenstand gegen kaltes Wasser beständiger geworden.2. An ethyl cellulose article made from ethyl cellulose which is soluble in water at 10 ° C. is mixed with 50 g of acetaldehyde and 5 g of acetic anhydride and left in it for about 30 minutes. After washing and drying, the item has become more resistant to cold water.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF58899D DE538686C (en) | 1925-05-16 | 1925-05-16 | Process for the preparation of water-insoluble products from water-soluble cellulose alkyl ethers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF58899D DE538686C (en) | 1925-05-16 | 1925-05-16 | Process for the preparation of water-insoluble products from water-soluble cellulose alkyl ethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE538686C true DE538686C (en) | 1931-11-16 |
Family
ID=7108670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF58899D Expired DE538686C (en) | 1925-05-16 | 1925-05-16 | Process for the preparation of water-insoluble products from water-soluble cellulose alkyl ethers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE538686C (en) |
-
1925
- 1925-05-16 DE DEF58899D patent/DE538686C/en not_active Expired
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