Shi Xiaowen

A new cross-linked quaternized-chitosan resin as the support of borohydride reducing agent

A new cross-linked resin was prepared by an inverse emulsion method under the protection of amino group. The resin reacted with glycidyl trimethylammonium chloride to form the quaternary ammonium ion resin, whose chloride was exchanged with potassium borohydride to get the borohydride exchange resin (CBER). CBER was used as a new polymer-supported reducing agent for the reduction of carbonyl compounds to corresponding alcohols, and exhibited a relatively high chemoselectivity and possessed the advantage of easy work-up.

Solid-Phase Preparation and Characterization of Chitosan

Chitosan was prepared with stressing method by blending chitin and solid alkali in a single-screw extruder at given temperature and characterized by potentiometric titration, gel permeation chromatography (GPC), infrared spectrum (IR) and carbon-13 magnetic resonance sperctroscopy (13C NMR). Chitosan with a deacetylation degree (DD) of 76.1% was obtained at a mass ratio 0.2:1:1 for H2O/chitin/NaOH at 160°C for 12 min. Compared to conventional solution method(usually 1: 10 for chitin/NaOH), the alkali assumption greatly decreased. Molecular weight of chitosan obtained by solid-phase method (S3,Mw 1.54×105) was lower than that obtained by suspension method (Y2,Mw 3.34 ×105). During deacetylation, molecular weight decreased with high reaction temperature and long reaction time but remained same at different initial ratios of NaOH/chitin. It might be concluded that degradation of chitosan was caused by breakout of the main chain of the oxidized chitosan catalyzed by alkali during the deactylation. IR and13C NMR showed that structures of chitosans prepared by solid-phase method were not changed.