DE711429C - Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids - Google Patents
Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acidsInfo
- Publication number
- DE711429C DE711429C DEK146974D DEK0146974D DE711429C DE 711429 C DE711429 C DE 711429C DE K146974 D DEK146974 D DE K146974D DE K0146974 D DEK0146974 D DE K0146974D DE 711429 C DE711429 C DE 711429C
- Authority
- DE
- Germany
- Prior art keywords
- alkali
- cellulose
- carboxylic acids
- preparation
- ether carboxylic
- 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
- 150000003839 salts Chemical class 0.000 title claims description 9
- 229920003086 cellulose ether Polymers 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 13
- 239000001913 cellulose Substances 0.000 claims description 13
- 239000003513 alkali Substances 0.000 claims description 10
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- -1 Salt sodium chloride Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000243 solution Substances 0.000 description 6
- VJHCJDRQFCCTHL-UHFFFAOYSA-N acetic acid 2,3,4,5,6-pentahydroxyhexanal Chemical compound CC(O)=O.OCC(O)C(O)C(O)C(O)C=O VJHCJDRQFCCTHL-UHFFFAOYSA-N 0.000 description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000004653 carbonic acids Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010257 thawing Methods 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
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/10—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals
- C08B11/12—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals substituted with carboxylic radicals, e.g. carboxymethylcellulose [CMC]
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 Herstellung von alkalilöslichen Salzen von Celluloseäthercarbonsäuren Das Hauptpatent 71o 6a6 betrifft die Herstellung wasserlöslicher Salze von C.elluloseäthercarbo,nsäuren aus Cellulose und Halogenfettsäure, insbesondere Chloressigsäure, in Gegenwart von Alkali. Es werden dabei dem Reaktionsgemisch chemisch indifferente Salze, durch die die Hydrolyse der gebildeten Alkalicellulose zurückgedrängt wird, zugesetzt. Dies wirkt sich günstig auf die Umsetzung wie auch auf die Eigenschaften der erhaltenen C-ellulos:eäther aus. In Weiterbildung dieses Verfahrens ist gefunden worden, daß der Zusatz der betreffenden, im Hauptpatent angeführten Salze auch dann vorteilhaft ist, wenn man durch geeignete Reaktionsbedingungen, insbesondere durch Anwendung verhältnismäßig geringer Mengen von Halogenfettsäure, dafür sorgt, daß Salze von Celluloseäthercarbonsäurenentstehen, die nicht wasserlöslich, sondern nur alkalilöslich sind. Derartige Produkte eignen sich besonders zur Herstellung waschfester Appreturen. Der Zusatz der erwähnten Salze wirkt sich bei der Herstellung dieser Celluloseäther vor allem dahingehend aus, daß man mit erheblich weniger Verätherungsmittel glatt und faserfrei lösliche Produkte erhält.Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids The main patent 71o 6a6 relates to the production of water-soluble salts of cellulose ether carbonic acids from cellulose and halogenated fatty acid, especially chloroacetic acid, in the presence of Alkali. There are chemically inert salts, through the reaction mixture which the hydrolysis of the alkali cellulose formed is suppressed, added. This has a favorable effect on the implementation as well as on the properties of the obtained C-ellulos: more ethereal. In a further development of this method it has been found that the addition of the relevant salts listed in the main patent is also advantageous is when you go through suitable reaction conditions, in particular through application relatively small amounts of halogenated fatty acid, ensures that salts of Cellulose ether carboxylic acids are formed, which are not soluble in water, but only soluble in alkali are. Such products are particularly suitable for the production of washable finishes. The addition of the salts mentioned affects the production of these cellulose ethers mainly to the effect that one smoothes with considerably less etherifying agent and contains fiber-free soluble products.
Um Produkte zu .erzielen, die nur in Alkalilaugen löslich sind, läßt man weniger als i Mol Halogenfettsäure auf die Cellulose zur Einwirkung kommen. Vorzugsweise wendet man nicht mehr als o, 5 Mol des Verätherungsmittels auf i Mol Cellulose (C6 11,0 0.5) an, beispielsweise :etwa o, 15 bis o,3 Mol. Die Alkalimenge beträgt zweckmäßig ,etwa 2 bis q. Mol auf i# Mol Cellulose. Es empfiehlt sich, zum Tauchen der Cellulose eine .etwa 15- bis 40%ige Lauge zu verwenden, vorzugsweiss; eine mit 2o bis 25% Alkali.In order to achieve products which are only soluble in alkaline solutions, less than 1 mole of halogenated fatty acid is allowed to act on the cellulose. Preferably, does not turn more than o, 5 moles of the Verätherungsmittels on i mole of cellulose (11.0 C6 0.5) to, for example: as o, o 1 5 to 3 mol, the amount of alkali is suitably about 2 to q.. Mole to i # mole of cellulose. It is advisable to use an approx. 15-40% caustic solution for dipping the cellulose, preferably white; one with 2o to 25% alkali.
Beispiele i. Zu iooog :einer Alkalicellulose, die 33011o Cellulose und 1q.,5% Ätznatron enthält, werden 200g Natriumchlorid zugesetzt. Nachdem die Massre 30 Minuten verrührt ist, wird sie mit einer neutralisierten Lösung von 6o g Monochloressigsäure in 30o ccm Wasser versetzt. Der Ansatz wird 3 Stunden bei 35'J und i Stunde bei q.0° gehalten und dann in bekannter Weise mit verdünnter Mineralsäure gefällt. Die abgeschiedene Celluloseglykolsäure wird gewaschen und getrocknet. Es werden 3¢o g eines fasrigen Produktes erhalten, das sich in 8volumprozentiger Natronlauge bei o° faserfrei löst.Examples i. To iooog: an alkali cellulose containing 33011o cellulose and 1q., 5% caustic soda, 200g sodium chloride are added. After the mass has been stirred for 30 minutes, a neutralized solution of 60 g of monochloroacetic acid in 30 ° cc of water is added. The batch is kept at 35 ° for 3 hours and at 0 ° for 1 hour and then precipitated in a known manner with dilute mineral acid. The separated cellulose glycolic acid is washed and dried. 3 og of a fibrous product are obtained which dissolves fiber-free in 8% by volume sodium hydroxide solution at 0 °.
2. Es wird in der gleichen Weise wie im Beispiel i gearbeitet; an Stelle des Chlornatriums wird jedoch Natriumformiat verwendet. Es wird ein Produkt von ungefähr den gleichen Eigenschaften wie gemäß Beispiel i erhalten.2. It is worked in the same way as in example i; at Sodium formate is used instead of sodium chloride. It becomes a product obtained from approximately the same properties as in Example i.
3. iooo g einer Alkalicellulose der gleichen Zusammensetzung wie in Beispiel i, die man noch 20 Stunden in bekannter Weise bei normaler Temperatur hat reifen lassen, werden mit 200g Natriumchlorid 3o Minuten lang verrührt. Dann wird eine neutralisierte Lösung von 3 5 9 Monochloressigsäure in 30o ccm Wasser zugesetzt und der Ansatz 3 Stunden bei 35° gerührt. Aus der Masse, die das Natriumsalz der Celluloseglykolsäure `enthält, können in üblicher Weise durch Fällen mit verdünnter Salzsäure, Waschen und Trocknen 3409 Celluloseglykolsäure erhalten werden. Rührt man diese in eine 8volumprozentige Natronlauge ein und bringt die entstandene Aufschwemmung sodann zum Ausfrieren, so erhält man nach dem Auftauen eine vollkommen klare Lösung, die beispielsweise für Appreturzwecke verwendet werden kann.3. 100 g of an alkali cellulose of the same composition as in Example i, which has been allowed to mature for 20 hours in a known manner at normal temperature, are stirred with 200 g of sodium chloride for 30 minutes. Then a neutralized solution of 3 5 9 monochloroacetic acid in 30o ccm of water is added and the batch is stirred for 3 hours at 35 °. From the mass containing the sodium salt of cellulose glycolic acid, 3409 cellulose glycolic acid can be obtained in the usual way by precipitation with dilute hydrochloric acid, washing and drying. If this is stirred into an 8 percent by volume sodium hydroxide solution and the resulting suspension then freezes out, a completely clear solution is obtained after thawing, which can be used for finishing purposes, for example.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK146974D DE711429C (en) | 1937-06-23 | 1937-06-23 | Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK146974D DE711429C (en) | 1937-06-23 | 1937-06-23 | Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE711429C true DE711429C (en) | 1941-10-11 |
Family
ID=7251326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEK146974D Expired DE711429C (en) | 1937-06-23 | 1937-06-23 | Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE711429C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1044592B (en) * | 1956-06-26 | 1958-11-20 | Waldhof Zellstoff Fab | Process for the production of chromatography paper and fibrous ion exchangers |
-
1937
- 1937-06-23 DE DEK146974D patent/DE711429C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1044592B (en) * | 1956-06-26 | 1958-11-20 | Waldhof Zellstoff Fab | Process for the production of chromatography paper and fibrous ion exchangers |
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