Synthesis of functionalized carbon microspheres and their catalyst activity in C—O and C—N bond formation reactions

Patent metadata

Field	Value
Publication number	US-10195599-B2
Application number	US-201815911018-A
Country	US
Kind code	B2
Filing date	Mar 2, 2018
Priority date	Jun 25, 2013
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

Disclosed herein is a simple process for functionalization/grafting of carbon microspheres obtained from bagasse with various active functional groups onto it and use of the same as catalyst for various organic reactions, having very high selectivity and conversion rate.

First claim

The invention claimed is:

1. A process for preparation of functionalized carbon microspheres by grafting catalytically active functional groups on to carbon microspheres obtained from bagasse to generate an acidic or basic surface wherein said process comprises the steps of:
a) heating bagasse, water and oxalic acid at a temperature ranging between 150 to 180° C. for a time period ranging between 6 to 12 hours to obtain carbon microspheres; and
b) refluxing of carbon microspheres as obtained in step (a) and an organic solvent selected from the group consisting of n-pentane, n-hexane, toluene, and lower alcohols in the presence of a functional group grafting agent at a temperature ranging between 80-120° C. for a time period in the range of 8 to 12 hours to obtain functionalized carbon microspheres,
wherein a C—O formation reaction is an epoxidation process which comprises mixing an olefin, an oxidant H 2 O 2 , an organic solvent acetonitrile and amine functionalized carbon microspheres to obtain a reaction mixture followed by immersing the reaction mixture in a thermostat oil bath at a temperature ranging between 60-80° C. for a time period ranging between 24 to 48 hours to obtain an epoxide with yield in the range of 45-90%.

2. The process as claimed in claim 1 , wherein the olefin is selected from the group consisting of cyclic olefines selected from the group consisting of Cyclohexene, Cyclococetene, 1,3 cyclohexene, Pentene, and 1,5 cyclooctadiene.

3. The process as claimed in claim 1 , wherein the epoxide is produced from cyclic epoxides selected from the group consisting of Cyclohexeneepoxide, Cycloocene epoxide, Penteneoxide-oxabicyclo[4.1.0]hept-2-ene 1, and Z)-9-oxabicyclo[6.1.0]non-4-ene.

4. The process as claimed in claim 1 , wherein a C—N bond formation reaction is a nitroaldol reaction which comprises mixing substituted benzaldehyde selected from the group consisting of benzaldehyde, and p-hydroxybenzaldehyde, nitromethane and amine functionalized carbon microspheres to obtain a reaction mixture followed by immersing the reaction mixture in a thermostat oil bath at a temperature in the range of 70-100° C. for a time period in the range of 0.5 to 35 hours to obtain nitroalcohol and nitrostyrene with yield in the range of 30 to 95% and conversion in the range of 10 to 98%.

Assignees

• Council Scient Ind Res

Inventors

• Biradar Ankush Venkatrao
• Umbarkar Shubhangi Bhalchandra
• Dongare Mohan Keraba

Classifications

• B01J31/0205

  comprising carbonyl groups or oxygen-containing derivatives, e.g. acetals, ketals, cyclic peroxides · CPC title

• B01J31/10

  sulfonated · CPC title

• B01J21/18 Primary

  Carbon · CPC title

• C01B32/05

  Preparation or purification of carbon not covered by groups C01B32/15, C01B32/20, C01B32/25, C01B32/30 · CPC title

• B01J31/0225

  comprising sulfonic acid groups or the corresponding salts · CPC title