Process for the preparation of essential oils modified nanocellulose and application thereof

Patent metadata

Field	Value
Publication number	US-11427651-B2
Application number	US-201917052187-A
Country	US
Kind code	B2
Filing date	May 2, 2019
Priority date	May 2, 2018
Publication date	Aug 30, 2022
Grant date	Aug 30, 2022

Abstract

The present invention provides a process for the preparation of essential oil modified nanocellulose and applications thereof. The invention further provides a process wherein the essential oil is covalently bonded with the nanocellulose such that the essential oil does not leach out. The edible coatings comprising the developed essential oil modified nanocellulose thus exhibit a prolonged antimicrobial effect.

First claim

The invention claimed is:

1. A process for the preparation of essential oil modified nanocellulose, comprising the steps of:
a) treating cotton rag with a base at a temperature in the range of 70-90 degree C. for a time period in the range of 2 to 4 hours to form alkali treated cotton rag;
b) subjecting bleaching treatment on the cotton rag of step (a) by using acetate buffer and sodium hypochlorite or hydrogen peroxide at a temperature in the range of 70-90 degree C. for a period of 2 hours; repeating steps a)-b) for 2 to 3 times to make the fibers white and washing with distilled water until pH becomes neutral to form washed bleached pulp;
c) grinding the pulp obtained in step (b) to form cellulose nanofibers (CNF);
d) dispersing the cellulose nanofibers obtained in step (c) in water to form a suspension;
e) adding 2,2,6,6 tetramethyl-1-piperidinyloxy (TEMPO), sodium bromide (NaBr) and sodium hypochlorite into the suspension of step (d) to form a first reaction mixture, adjusting the pH of the first reaction mixture to 10-11 followed by stirring at a temperature of 30 degree C. for the time period of 4 to 5 hours to obtain a solution of TEMPO oxidized cellulose nanofibers (TO-CNF);
f) adding borane dimethylsulfide (BH 3 -SMe 2 ) or BH 3 into a eugenol solution in solvent to form a second reaction mixture; stirring the second reaction mixture at a temperature of 0 to minus 5 degree C. for a period of 1 to 2 hours and further stirring the second reaction mixture at a temperature of 25 to 30 degree C. for a period ranging from 1 to 2 hours;
g) cooling the second reaction mixture of step (f) to a temperature in the range of 0 to minus 5 degree C., adding sodium hydroxide (NaOH) and H 2 O 2 into the second reaction mixture to form a third reaction mixture followed by stirring the third reaction mixture at a temperature in the range of 0 to minus 5 degree C. for a period of 30 min to 1 hour and stirring at a temperature of 25 to 30 degree C. for a period ranging from 1 to 2 hours to obtain 4-(3-hydroxypropyl)-2-methoxyphenol;
h) adding 4-Dimethylaminopyridine (DMAP) or triethyl amine or diisopropylethyl amine and 4-(3-hydroxypropyl)-2-methoxyphenol into the solution of TO-CNF as obtained in step (e) in solvent dimethyl formamide followed by cooling the mixture at a temperature in the range of 0 to minus 5 degree C. to form a fourth reaction mixture;
i) adding the coupling reagent Dicyclohexylcarbodiimide (DCC) to the fourth reaction mixture obtained in step (h) followed by stirring at a temperature of 0 to minus 5 degree C. for a period of 30 min to 1 hour and further stirring at a temperature in the range of 25 to 30 degree C. for a period ranging from 24 to 26 hours to obtain the desired essential oil modified nanocellulose.

2. The process as claimed in claim 1 , wherein the base is sodium hydroxide.

3. The process as claimed in claim 1 , wherein the ratio of nanocellulose to eugenol during modification reaction is 1:5 equivalents and is kept constant.

4. The process of claim 1 , wherein the solvent is tetrahydrofuran (THF).

5. A composite for edible coatings comprising the essential oil modified nanocellulose as obtained by the process as claimed in claim 1 , wherein the composite shows antimicrobial effect.

Assignees

• Council Scient Ind Res

Inventors

• Shanmuganathan Kadhiravan
• Yadav Prashant

Classifications

• D06L4/23

  using hypohalogenites · CPC title

• D21C5/00

  Other processes for obtaining cellulose, e.g. cooking cotton linters (obtaining fibres for spinning D01C); {Processes characterised by the choice of cellulose-containing starting materials} · CPC title

• D21C9/163

  with peroxides · CPC title

• D21C9/14

  with ClO2 or chlorites · CPC title

• D21H11/18

  Highly hydrated, swollen or fibrillatable fibres · CPC title