Process for obtaining glycan extracts from apple pomace, process for producing functionalized glycans, and functionalized glycan that can be produced by the process and its use
View Patent ↗Disclosed is a process for obtaining glycan extracts from apple pomace in which a mixture comprising apple pomace and water is extracted into water so that an aqueous glycan extract is obtained; at least one alcohol is added to the extract, whereby a solid glycan extract is precipitated; and the solid glycan extract is separated from the liquid. Also disclosed is a process for producing functionalized glycan wherein the glycan is converted using at least one amine into at least one functionalized glycan. Also disclosed are a functionalized glycan that is produced by the method and uses thereof.
1 . A process for producing functionalized glycan comprising the process comprising:
(a) providing a mixture comprising apple pomace and water;
(b) subjecting the mixture to an extraction treatment in which at least one glycan is extracted from the apple pomace into the water so that an aqueous glycan extract is obtained and comprises the at least one glycan;
(c) adding at least one alcohol to the aqueous glycan extract, whereby a solid glycan extract is precipitated and comprises the at least one glycan; and
(d) separating the solid glycan extract from remaining liquid component (i) and obtaining a solid glycan extract from apple pomace that contains at least one glycan and converting the at least one glycan into at least one functionalized glycan by reacting with at least one amine selected from the group consisting of 2-chloro-N,N-diethylethylamine, 2-chloro-N,N-dimethylethylamine, 3-dimethylamino-1-propyl chloride, 1-(2-chloroethyl)-pyrrolidine, 1-(2-chloroethyl)piperidine, 1-(3-chloropropyl)piperidine, (2-chloroethyl)trimethylammonium chloride, and (3-chloro-2-hydroxypropyl)trimethylammonium chloride.
2 . The process according to claim 1 , wherein the at least one functionalized glycan is separated from reactants and/or secondary products.
3 . The process according to claim 1 , wherein the conversion is carried out by dissolving the solid glycan extract in at least one solvent, the resulting solution is admixed with the at least one amine, and the resulting reaction mixture is subjected to a temperature treatment.
4 . The process according to claim 3 , wherein the temperature treatment is subjected
at a temperature in a range from 10° C. to 150° C.; and/or
over a time period of 30 minutes to 24 hours; and/or
with stirring.
5 . The process according to claim 3 , wherein sodium hydroxide is added to the solution before the solution is admixed with the at least one amine in the conversion step.
6 . A functionalized glycan produced by a process comprising:
(a) providing a mixture comprising apple pomace and water,
(b) subjecting the mixture to an extraction treatment in which at least one glycan is extracted from the apple pomace into the water so that an aqueous glycan extract is obtained and comprises the at least one glycan,
(c) adding at least one alcohol to the aqueous glycan extract, whereby a solid glycan extract is precipitated and comprises the at least one glycan, and
(d) separating the solid glycan extract from remaining liquid component, and
(e) reacting the solid glycan extract with at least one amine to produce the functionalized glycan, wherein the at least one amine is selected from the group consisting of 2-chloro-N,N-diethylethylamine, 2-chloro-N,N-dimethylethylamine, 3-dimethylamino-1-propyl chloride, 1-(2-chloroethyl)-pyrrolidine, 1-(2-chloroethyl)piperidine, 1-(3-chloropropyl)piperidine, (2-chloroethyl)trimethylammonium chloride, and (3-chloro-2-hydroxypropyl)trimethylammonium chloride.
7 . A method of making a binder for a lacquer, an additive for a printing ink, an additive for paper making, and/or adhesive in a biocompatible material comprising utilizing a functionalized glycan according to claim 6 .