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-2016167031-A1
Application number	US-201414901456-A
Country	US
Kind code	A1
Filing date	Jun 25, 2014
Priority date	Jun 25, 2013
Publication date	Jun 16, 2016
Grant date	—

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

1 . A process for preparation of functionalized carbon microspheres by grafting catalytically active functional groups on to carbon microspheres obtained from bagasse to generate acidic or basic surface wherein said process comprising the steps of;
a) heating bagasse, water and oxalic acid at temperature ranging between 150 to 180° C. for a period ranging between 6 to 12 h to obtain carbon microspheres; 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 or lower alcohols in the presence of functional group grafting agent at temp ranging between 80-120° C. for a period in the range of 8-12 h h to obtain functionalized carbon microspheres.

2 . The process as claimed in claim 1 , wherein functional group grafting agent in step (b) is selected from the group consisting of 3-aminopropyltrimethoxysilane (APTMS) (3-(2aminoethylamino) propyl)-trimethoxysilane, (3-(mecaptopropyl)-trimethoxy sila, 3-cyanopropyltriethoxysilane.

3 . The process as claimed in claim 1 , wherein the active functional groups are selected from the group consisting of silylated acid, amine, SO 3 H groups to obtain acidic, or basic functional characteristics.

4 . The process as claimed in claim 1 , wherein the diameter or the particle size of functionalized CMS is 1 to 5 μm.

5 . The process as claimed in claim 1 , wherein the said functionalized carbon microspheres catalyze C—O and C—N bond formation reactions in high selectivity and conversion rate.

6 . The process as claimed in claim 5 , wherein C—O formation reactions is epoxidation process which comprises mixing 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 thermostat oil bath at temperature ranging between 60-80° C. for a period ranging between 24-48 h to obtain the epoxide with yield in the range of 45-90% and conversion in the range of 45-95%.

7 . The process as claimed in claim 6 , wherein olefin is selected from the group consisting of cyclic olefins selected from the group consisting of Cyclohexene, Cyclococetene, 1,3 cyclohexene, Pentene, 1,5 cyclooctadiene.

8 . The process as claimed in claim 6 , wherein epoxide is produced from the group consisting of cyclic epoxides consists of Cyclohexeneepoxide, Cycloocene epoxide, Penteneoxide-oxabicyclo[4.1.0]hept-2-ene 1, Z)-9-oxabicyclo[6.1.0]non-4-ene

9 . The process as claimed in claim 5 , wherein C—N bond formation reactions is nitroaldol reactions which comprises mixing substituted benzaldehyde, nitromethane and amine functionalized carbon microspheres to obtain a reaction mixture followed by immersing the reaction mixture in thermostat oil bath at temperature in the range of 70-100° C. for a period in the range of 0.5-35 h to obtain nitroalcohol and nitrostyrene with yield in the range of 30 to 95% and conversion in the range of 10 to 98%.

10 . The process as claimed in claim 6 , wherein substituted benzaldehyde is selected from the group consisting of p- hydroxyl benzaldehyde, Benzaldehyde or p-hydroxybenzaldehyde.

Assignees

• Council Scient Ind Res

Inventors

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

Classifications

• B01J2231/4205

  C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type · CPC title

• B01J31/0237 Primary

  Amines · CPC title

• B01J21/18 Primary

  Carbon · CPC title

• C07C201/14

  by formation of nitro groups together with reactions not involving the formation of nitro groups · CPC title

• B01J2231/342

  Aldol type reactions, i.e. nucleophilic addition of C-H acidic compounds, their R3Si- or metal complex analogues, to aldehydes or ketones · CPC title