Abstract
To clarify the relation between packing structure and reactivity of monomer molecules in the photoinduced solid-state polymerization, we analyzed crystal structures by X-ray diffraction for a series of dialkyl muconates with various types of side group. Single crystal of diethyl (Z,Z)-muconate (diethyl (Z,Z)-2,4-hexadiendioate) changed into the stereoregular polymer crystal by irradiating visible or ultraviolet light at room temperature. The dicyclohexyl (Z,Z)-muconate and the dibenzyl (Z,Z)-muconate showed the isomerization reactions from (Z,Z) form to (E,E) form. The bisdecyl (Z,Z)-muconate and bis(2,2,2-trichloroethyl) (Z,Z)-muconate changed into amorphous polymers. All the compounds used in this study have the columnar structures. The distance of the butadiene carbon atoms of the neighboring molecules along the columnar axis was 3.5−6.4 A; almost no correlation could be found with the reactivity. The tilt angle of molecular axis from the columnar axis was estimated to be 38−78°, which could not be ass...
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