CS252999B1 - O- (3-Atoin-2-hydroxypropyl) cellulose and its preparation - Google Patents

Abstract

The solution concerns a new cellulose derivative, which is prepared by reacting O-(3-chloro-2-hydroxypropyl)cellulose with an aqueous ammonia solution at room temperature for 4 to 8 hours to obtain O-(3-amino-2-hydroxypropyl)cellulose, which is isolated from the reaction mixture. The substance prepared in this way is used in the preparation of weakly basic anions and in organic synthesis in the preparation of benzoylated and benzylated cellulose esters [O- (benzoyl-O-(3-amino-2-hydroxypropyl] cellulose, O-benzyl-O-(3-amino-2--hydroxypropyl) cellulose)]

Description

The present invention relates to a novel cellulose derivative which is prepared by reacting O- (3-chloro-2-hydroxypropyl) cellulose with aqueous ammonia at room temperature for 4-8 hours to give O- (3-amino-2-hydroxypropyl) ) cellulose which is isolated from the reaction mixture. The substance thus prepared has utility in the preparation of weak base anion exchangers and in organic synthesis for the preparation of benzylated and benzylated cellulose esters [O- (benzoyl-O- (3-arn-2-oxo-propyl) cellulose, O-benzyl-O- (3 -amino-2-hydroxypropyl) cellulose] 252999 23 2 3

The present invention relates to O- (3-amino-2-hydroxypropylcellulose and a process for its preparation. The preparation of O- (3-amino-2-hydroxypropyl) cellulose is not known from the literature.

SUMMARY OF THE INVENTION The present invention relates to O- (3-amino-2-hydroxypropyl) cellulose and to a process for preparing O- (3-chloro-2-hydroxypropyl cellulose) with an aqueous ammonia solution at room temperature for 4 to 4 hours. 8 hours, whereby O- (3-amino-2-hydroxypropyl) cellulose is isolated from the reaction mixture, the finished product should have a nitrogen content of 1 to 1.5% by weight, and the new cellulose derivative can be used after esterification with e.g. for benzoylated diethylaminoethylcellulose in the separation of cereal proteins in column chromatography, The advantage of the proposed method for the preparation of O- (3-amino-2-hydroxypropyl) cellulose is that it extends the range of this cellulose ether group to a novel derivative obtained by the previously unpublished procedure. any type of cellulose (spherical, fibrous and powdered materials) The starting O- [3-chloro-2-hydroxypropyl] cellulose is 1 < 1 > cellulose uptake derivative L. Petruš, P. Gemeiner, Chem., 38, 133 (1984). O- (3-Amino-2-hydroxy-propyl cellulose has the property of being prepared from microcrystalline, fibrous, spherical cellulose as required) further use for column, thin layer chromatography, etc., it has the property that it can be further modified, e.g., esterified by benzoylation, and then used to isolate the transcript ribonucleic acids in column chromatography. Example 1

The aspirated spherical O- (3-chloro-2-oxo-propyl) cellulose mixture (10 g, 20% dry matter, 4.75% chlorine and 25% 9 9% aqueous ammonia solution (40 mL) reacted with stirring at room temperature for 4 hours, the solid phase was filtered through a S-2 frit, washed with water (5 X 60 ml ·), 0.5 mol, L · 1 aqueous sodium hydroxide solution (3 X 40 ml) and finally water to the neutral reaction of the filtrate to give a white spherical O- (3-amino-2-hydroxypropyl cellulose (11.5 g, 16.5% solids, 1.09% nitrogen, 0.0% w / w). chlorine) Example 2

A mixture of O- (3-chloro-2-hydroxypropyl) cellulose (2 g, 5.70% w / w chlorine, prepared from starting beech sulfate cellulose) and 25% w / w. aqueous ammonia solution (30 ml) was reacted with stirring at room temperature for 8 hours, followed by the procedure of Example 1, except that the solid phase was finally washed with methanol (3 x 50 ml) and dried from ether. (3-amino-2-oxo-propyl) cellulose (1.9 grams, 1.05 wt% nitrogen, 0.0 wt% chlorine).

A mixture of O- (3-chloro-2-hydroxypropyl) cellulose (2 g, 5.17% chlorine by weight, prepared from starting cellulose) and 25% w / w. aqueous ammonia solution (20 ml) was reacted with stirring at room temperature for 8 hours. The procedure was as in Example 2. White O- (3-amino-2-hydroxypropyl cellulose (1.9 g, 0.96% nitrogen, 0.0% chlorine) was obtained.

The invention has utility in the preparation of weak base anion exchangers and in organic synthesis for the preparation of benzylated and benzylated cellulose esters of [O-benzoyl-O- (3-amino-2-hydroxypropyl) cellulose, O-benzyl-O- (3-amino-2-hydroxypropyl) cellulose].

Claims (2)

SUBJECT O- (3-amino-2-hydroxypropyl) cellulose of the formula R = O - CH 2 CH (OH) CH 2 NH 2 wherein R represents cellulose 2. A process for the preparation of propyl cellulose O- (3-amino-2-hydroxy-YANNESIS) of the formula I as defined in claim 1, wherein O- (3-chloro-2-hydroxypropyl) cellulose is reacted with an aqueous ammonia solution at room temperature for 4 to 8 hours and then the product is isolated from the reaction mixture.