DE492062C - Process for the production of benzyl ethers of cellulose - Google Patents
Process for the production of benzyl ethers of celluloseInfo
- Publication number
- DE492062C DE492062C DEF45363D DEF0045363D DE492062C DE 492062 C DE492062 C DE 492062C DE F45363 D DEF45363 D DE F45363D DE F0045363 D DEF0045363 D DE F0045363D DE 492062 C DE492062 C DE 492062C
- Authority
- DE
- Germany
- Prior art keywords
- cellulose
- production
- benzyl
- benzyl ethers
- ethers
- 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
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
- C08B11/16—Aryl or aralkyl ethers
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 Benzyläthern der Cellulose Alkvläther cler Cellulose sind in den letzten Jahren bekannt geworden; ihre Darstellung und Isolierung ist nicht einfach.Process for the production of benzyl ethers of cellulose alkyl ethers Cellulose have become known in recent years; their representation and Isolation is not easy.
Es wurde gefunden, daß sich im Gegensatz hierzu die Benzvläther der Cellulose leicht herstellen lassen und daß diese Aralkcläthetden Alkyläthern gegenüber besonders wertvolle Eigenschaften besitzen. Die Her stellung derselben kann in der Weise bewerkstelligt werden, daß ein Benzvlhalogenid (z. B. Benzvlchlorid) mit _\ atroncellulose oder mit Ceilttlose und Natronlange unter Rühren und Kneten znsatntnengebracht wird. und zwar ohne Zusatz eines Lösungsmittels, mit oder ohne Zusatz eines Kondensationsmittels.It has been found that, in contrast, the Benzvläther the Cellulose can be easily produced and that these Aralkcläthetden alkyl ethers have particularly valuable properties. The manufacture of the same can be in the Manner that a benzyl halide (e.g. benzyl chloride) with _ \ atroncellulose or mixed with ceilings and soda long while stirring and kneading will. without the addition of a solvent, with or without the addition of a condensing agent.
Die nach dem vorliegenden Verfahren erhältliche Benzvlcellulose unterscheidet sielt in ihrem Verhalten, insbesondere in ihrer technischen Verarbeitungsfähigkeit, sehr vorteilhaft von den alkylierten Cellttlosen: Aus der Benzylcellulose lassen sich ohne Zusatz besonderer Weichtnachungs- oder Elastizitätsmittel ausgezeichnete elastische Filme und sonstige plastische Massen herstellen, wahrend die bekannten Celluloseiither, z. 1-3. Xthylcellulose, zur Weiterverarbeitung ohne Weichmachttngs- lind Flastizitätsmittel ungeeignet sind.The benzyl cellulose obtainable according to the present process differs is careful in their behavior, especially in their technical processing ability, very advantageous of the alkylated cellulose: leave the benzyl cellulose excellent without the addition of special softening or elasticity agents Produce elastic films and other plastic masses, while the known Cellulose iither, e.g. 1-3. Xthyl cellulose, for further processing without plasticizing and elasticity agents are unsuitable.
Es war durchaus nicht zu erwartet, daß sich mit dem z. ß. itrt Vergleich 711m T@iallzvlsulfat relativ trägen Benzylchlorid in so besonders einfacher und glatter Weise eine Aralkylierung der Cellulose ausführen lassen würde, insbesondere, da mit den Alkylierungsmitteln der niederen Fettreihe, so z.13. mit den an sich sehr reaktionsfähigen Alkvlestern der anorganischen Säuren. nach den bekannten Verfahren die Alkylierung der Cellulose meist nicht einfach verläuft und der Zusatz von Lösungs- und Kontaktmitteln für den glatten Verlauf zweckmäßig oder erforderlich ist, oder eine genügende Alkylierung zwecks Gewinnung eines wasserunlöslichen, technisch als Film usw. verwertbaren Celluloseäthers erst heim Arbeiten in tnehrerett Phasen. dazu unter Verwendung eines bedeutenden Vberschttsses an Alkali und :1lkylierungsmitteln, erreicht wird. (Französische Patetttschrifi 447974, Beispiel j bis 1c1: ('hem. Centr. Blatt 19r;. I, Seite 8r/82.) Beispiel t t;Z g C ellulose in Form von feuchter N atroncellttlose werden mit 380 g Benzylchlc>rid gemischt und ant Rückfiußkühler oder im offenen Kolben im Dampfbad einige Stunden zweckmäßig unter Rühren erhitzt. Die erhaltene gelblich plastische Masse wird zur Entfernung der Salze mit Wasser gewaschen und eventuell mit Dampf behandelt 7t11- Entfernung überschüssig angewandten ßenzvlchlorids. Mit einem passenden Lösungsmittel (der Äther löst sich in den meisten organischen Lösungsmitteln) kann der Äther sodann gereinigt werden.It was by no means to be expected that the z. ß. itrt comparison 711m T @ iallzvlsulfat relatively sluggish benzyl chloride would allow an aralkylation of cellulose to be carried out in such a particularly simple and smooth manner, especially since with the alkylating agents of the lower fat series, e.g. with the very reactive alkyl esters of inorganic acids. According to the known processes, the alkylation of cellulose is usually not easy and the addition of solvents and contact agents is appropriate or necessary for smooth flow, or sufficient alkylation for the purpose of obtaining a water-insoluble, technically usable as a film, etc. cellulose ether only after work in tnehrerett Phases. to achieve this, using a significant excess of alkali and alkylating agents. (French patent writing 447974, example j to 1c1: ('hem. Centr. Blatt 19r ;. I, page 8r / 82.) Example tt; Z g Cellulose in the form of moist n atron cellulose are mixed with 380 g benzyl chloride and The yellowish plastic mass obtained is washed with water to remove the salts and possibly treated with steam most organic solvents) the ether can then be purified.
An Stelle von Benzvlchlorid können auch dessen Homologen, wie -Xvlvlchlorid, Yylylbromid, ferner die \itro-, Halogen- usw. Substitutionsprodukte des Benzylchlorids und dessen Homologen Verwendung finden.Instead of benzyl chloride, its homologues, such as -Xvlvlchlorid, Yylyl bromide, also the itro, halogen, etc. substitution products of benzyl chloride and its homologues are used.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF45363D DE492062C (en) | 1919-09-26 | 1919-09-26 | Process for the production of benzyl ethers of cellulose |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF45363D DE492062C (en) | 1919-09-26 | 1919-09-26 | Process for the production of benzyl ethers of cellulose |
Publications (1)
Publication Number | Publication Date |
---|---|
DE492062C true DE492062C (en) | 1930-02-15 |
Family
ID=7100461
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF45363D Expired DE492062C (en) | 1919-09-26 | 1919-09-26 | Process for the production of benzyl ethers of cellulose |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE492062C (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE34904E (en) * | 1989-10-30 | 1995-04-11 | Hercules Incorporated | Alkylaryl hydrophobically modified cellulose ethers |
US5504123A (en) * | 1994-12-20 | 1996-04-02 | Union Carbide Chemicals & Plastics Technology Corporation | Dual functional cellulosic additives for latex compositions |
US6372901B1 (en) | 1989-01-31 | 2002-04-16 | Union Carbide Corporation | Polysaccharides with alkyl-aryl hydrophobes and latex compositions containing same |
-
1919
- 1919-09-26 DE DEF45363D patent/DE492062C/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6372901B1 (en) | 1989-01-31 | 2002-04-16 | Union Carbide Corporation | Polysaccharides with alkyl-aryl hydrophobes and latex compositions containing same |
US6372902B1 (en) | 1989-01-31 | 2002-04-16 | Union Carbide Corporation | Process for preparing polysaccharides with alkyl-aryl hydrophobes and latex compositions containing same |
USRE34904E (en) * | 1989-10-30 | 1995-04-11 | Hercules Incorporated | Alkylaryl hydrophobically modified cellulose ethers |
US5504123A (en) * | 1994-12-20 | 1996-04-02 | Union Carbide Chemicals & Plastics Technology Corporation | Dual functional cellulosic additives for latex compositions |
US5583214A (en) * | 1994-12-20 | 1996-12-10 | Union Carbide Chemicals & Plastics Technology Corporation | Dual functional cellulosic additives for latex compositions |
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