Chemistry and Chemical Biology ETDs

Keda HuFollow

Publication Date

4-13-2017

Abstract

The advance of conjugated polymers (CPs) is largely relied on the development of new polymerization methods, the discovery of novel polymers that possess unique chemical and physical properties, and understanding of their structure-property relationship. We have employed a set of trans-enediynes (trans-EDYs) for the preparation of four series of CPs, polydiacetylenes (PDAs), platinum-segmented PDAs, polytriacetylenes (PTAs) and boron doped polyacetylenes (BPAs). The resulting polymers displayed interesting optical and electrochemical properties which could be fine-tuned by the attachment of various side chains on the EDY moieties. We have applied acyclic EDY metathesis for the synthesis of PDAs, a class of CPs that are widely studied as sensory materials and are exclusively prepared by topo chemical polymerization, a solid state polymerization. Our method represents the first example of solution processable PDAs with direct attachment of functional groups on the double bonds of PDAs which are otherwise not accessible. PTAs are a class of nonaromatic all carbon CPs that have potential applications in nonlinear optical devices. We have prepared the first PTA bearing aromatic groups directly attached to the double bonds, allowing dramatic changes in polymer physical and electronic properties. Several Pt containing CPs have been prepared with new structural design that is completely different than established Pt-bisacetylide polymers in that the conjugation direction of the organic chromophores is orthogonal to that of the main-chain, which could lead to better tunability and enhanced crystallinity. Organoboron CPs have found applications in OLED and sensors due to their unique optoelectronic properties. A series of boron doped polyacetylenes (BPAs) have been obtained by hydroboration of functionalized trans-EDYs and these BPAs represent the first examples of boron main-chain conjugated polymers without aromatic units.

Project Sponsors

University of New Mexico and NSF

Language

English

Keywords

conjugated polymer, trans enediyne, polydiacetylene, platinum-segmented polydiacetylene, polytriacetylene, boron doped polyacetylene

Document Type

Dissertation

Degree Name

Chemistry

Level of Degree

Doctoral

Department Name

Department of Chemistry and Chemical Biology

First Committee Member (Chair)

Yang Qin

Second Committee Member

Charles E. Melançon III

Third Committee Member

Ramesh Giri

Fourth Committee Member

Changjian Feng

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