<p>Two series of discotic dimers <b>T3Dn</b> and <b>T5Dn</b> based on hexapropoxytriphenylene (<b>HAT3</b>) and hexapentyloxytriphenylene(HAT5), respectively, with polymethylene linkage O(CH<sub>2</sub>)<i><sub>n</sub></i>O (<i>n</i> = 3–12) have been synthesised. Their mesomorphism was investigated by differential scanning calorimetry, polarising optical microscopy and X-ray diffraction. The results showed that side chains induced a phase transition from col<sub>hp</sub> phase to col<sub>h</sub> phase, namely dimers <b>T3Dn</b> (<i>n</i> = 6–12) based on <b>HAT3</b> exhibiting a single col<sub>hp</sub> phase, dimers <b>T4Dn</b> (<i>n</i> = 6, 7, 11, 12) based on <b>HAT4</b> showing a highly ordered col<sub>hp</sub> phase in low-temperature region and a col<sub>h</sub> phase in high-temperature region, dimers <b>T4Dn</b> (<i>n</i> = 8–10) based on <b>HAT4</b> displaying a single col<sub>hp</sub> phase and dimers <b>T5Dn</b> (<i>n</i> = 6–11) based on <b>HAT5</b> indicating a single col<sub>h</sub> phase. Dimers <b>T4Dn</b> showed a phase competition between col<sub>h</sub> phase and col<sub>hp</sub> phase induced by linkages. Surprisingly, a unique phenomenon was found by us, that is, those compounds in which linkage lengths were twice those of side chains showed the largest enthalpies, the smallest intracolumnar spacings and the highest charge-carrier mobilities among their homologues, respectively, which implied that they formed the most highly ordered phase among their homologues.</p
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