Method for preparing curable bicyclic compound derived from biomass

Patent metadata

Field	Value
Publication number	US-9422305-B2
Application number	US-201314078667-A
Country	US
Kind code	B2
Filing date	Nov 13, 2013
Priority date	Sep 8, 2009
Publication date	Aug 23, 2016
Grant date	Aug 23, 2016

Abstract

The present invention relates to a curable bicyclic compound derived from biomass, solvent-free curable composition and a method for preparing thereof. The curable compound derived from biomass according to the invention comprises a bicycle structure, to which one of two epoxide functional groups are bonded.

First claim

What is claimed is:

1. A method for preparing a curable bicyclic compound derived from biomass, the method comprising:
a step of preparing starting materials furan and maleic anhydride by preparing furan from hemicellulose extracted from biomass and maleic anhydride from cellulose extracted from biomass;
a step of preparing an intermediate compound comprising a bicycle and two alcohol functional groups by reacting the starting materials through Diels-Alder reaction and consecutive reduction; and
a step of preparing a curable bicyclic compound comprising bicycle and two epoxide functional groups by reacting the intermediate compound and epichlorohydrin.

2. The method according to claim 1 , wherein the reduction at the step of preparing the intermediate compound involves hydrogenation.

3. The method according to claim 1 , wherein the step of preparing a curable bicyclic compound involves reacting a mixture comprising the intermediate compound and the epichlorohydrin using PTC (Phase Transfer Catalyst) as a catalyst in a bi-phasic solvent system where a sodium hydroxide aqueous solution is added.

4. The method according to claim 1 , wherein the curable bicyclic compound comprising a bicycle and two epoxide functional groups is represented by the following chemical structure I or chemical structure II:

Assignees

• Korea Ind Tech Inst

Inventors

• Cho Jin Ku
• Kim Sang Yong
• Lee Do Hoon
• Kim Bo Ra
• Kim Baek Jin
• Jung Jae Won
• Lee Sang Hyeup
• Lee Jae Soung

Classifications

• C08G59/04

  of polyhydroxy compounds with epihalohydrins or precursors thereof · CPC title

• C07D493/08 Primary

  Bridged systems · CPC title

• C08F2/48

  by ultraviolet or visible light · CPC title

• A61K31/06

  the aromatic ring being substituted by nitro groups · CPC title

• C07D407/14 Primary

  containing three or more hetero rings · CPC title