Synthesis and characterization of pendant nitro group containing poly(arylene ether)s and amine functionalized polymers therefrom

POLY 147

Anbanandam Parthiban, a_parthiban@ices.a-star.edu.sg, Soubhi Mahmasoni, Damar Yoga Kusuma, Han Yu, T. R. Babu Rao, and C. L. L. Chai. New Synthesis Techniques and Applications, Institute of Chemical and Engineering Sciences, 1, Pesek Road, Jurong Island, Singapore, 627833, Singapore
Amine functionalized polymers have many industrial applications. Due to their ability to complex metals and their tendency to form aggregates by interacting with surfaces, they are useful in waste water and effluent treatments. They are also used as flocculants in the paper industry. These polymers have potential applications as toughening agents in thermosetting resins or, as matrixes in their own right with the incorporation of crosslinking agents. Owing to the reactive nature of the amino group, they can also impart structural diversities in polymers. Apart from the functional group transformations involving the pendant amino groups, comb like polymers and other grafted co-polymers can also be made. Among the poly(arylene ether) family of aromatic polymers, amine functionalized polymers have been reported in poly(arylene ether sulfone)s and poly(arylene ether ketone)s. The polymers rather contain electron withdrawing groups e.g. sulfone and carbonyl groups linked to the aromatic unit which can reduce the nucleophilicity of the amino group. For the amino group to remain nucleophilic the polymer should not contain groups that could reduce the nucleophilic nature of the amino groups. Poly(arylene ether)s which do not contain any electron withdrawing groups are suitable electron rich amino group functionalized polymers. This preprint reports the synthesis and characterization of one such electron rich amino group functionalized poly(arylene ether). Poly(arylene ether)s having pendant nitro groups were prepared by nucleophilic aromatic substitution of 2,4-dichloronitro benzene. This nitro group containing polymer was reduced nearly quantitatively in a subsequent step under high pressures of hydrogen using Pd catalyst.
 

General Papers: Functional Materials
6:00 PM-8:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Polymer Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007