THESIS
2016
xxi, 133 pages : illustrations (some color) ; 30 cm
Abstract
Polymerizations based on triple-bond building blocks have emerged as useful techniques
for the construction of conjugated polymers with novel molecular structures and unique
functional properties. In this thesis work, I have launched a program for developing
alkyne-based polymerization methods from highly efficient small molecule reactions and
exploring the properties and potential applications of the obtained polymer materials. Several
acetylenic polymerization reactions have been successfully developed: (1) transition
metal-free homocoupling polymerizations of bis(haloalkyne)s for the syntheses of
1,3-diyne-containing luminescent polymers and halogen-rich conjugated polyenyne, (2)
palladium-catalyzed A
2+B
2 two-component polymerization of unactivated internal diynes and dipheno...[
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Polymerizations based on triple-bond building blocks have emerged as useful techniques
for the construction of conjugated polymers with novel molecular structures and unique
functional properties. In this thesis work, I have launched a program for developing
alkyne-based polymerization methods from highly efficient small molecule reactions and
exploring the properties and potential applications of the obtained polymer materials. Several
acetylenic polymerization reactions have been successfully developed: (1) transition
metal-free homocoupling polymerizations of bis(haloalkyne)s for the syntheses of
1,3-diyne-containing luminescent polymers and halogen-rich conjugated polyenyne, (2)
palladium-catalyzed A
2+B
2 two-component polymerization of unactivated internal diynes and diphenols to generate polymers bearing heterocyclic benzofurans and (3) multicomponent
polycouplings of terminal diynes, monoaldehydes and Lewis acids for the construction of
stereoregular polymers with 1,5-dihalo-1,4-diene skeletons.
The major research work of this program focused on the synthesis of diverse monomers,
systematic study of polymerization behaviors, characterization of polymer structures and
exploration of functional properties of the polymers and their practical applications. The
acetylenic polymers were synthesized in high yields with high molecular weights (M
w up to
~1.7 × 10
5). The structures and properties of the polymers were carefully characterized and
evaluated by standard spectroscopic techniques such as IR, NMR, TGA, PL, XRD, XPS and
elemental analysis. Apart from the excellent solubility and thermal stability, some novel
functional properties, such as high light refractivity (refractive index up to ~2.1),
aggregation-induced/enhanced emission and photosensitivity, were also discovered and
demonstrated.
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