Three　azobenzenes　4~6　conjugated　with　4,4＇-dimethoxy-triphenylamine　redox　center　have　been　synthesized　by　palladium-catalyzed　Sonogashira　coupling　reactions　in　moderate　yield　after　column　chromatographic　purification.　They　are　all　stable　when　exposed　in　air　and　moisture　in　both　the　solid　and　solution　state.　The　1H　NMR　spectra　of　4~6　showned　that　the　azobenzene　groups　are　in　the　trans　configuration.　The　UV/Vis　spectra　of　the　target　molecule　were　studied.　The　UV/Vis　absorption　bands　of　4~6　are　less　clearly　separated,　which　is　similar　to　those　for　aminoazobenzen　or　pseudostilbene.　The　absorption　bands　at　the　π→π*　band　of　4　and　6　are　redshifted,　due　to　the　strong　electronic　interaction　between　the　azobenzene　unit　and　the　para-triphenylamine　unit,　which　results　in　the　formation　of　a　longer　conjugation　system　than　the　corresponding　meta　isomers.　Electrochemical　and　spectroelectrochemical　studies　indicate　excellent　redox　reversibility　of　these　compounds.　Significant　spectra　change　upon　the　process　of　redox　makes　these　compounds　have　potential　applications　of　electrochemical　switching.　Among　the　derivatives,　compound　4　exhibits　the　highest　cis　form　(45%)　in　the　photostationary　state　(PSS)　upon　light　irradiation　at　435　nm.　The　photoisomerization　studies　indicate　that　the　photochemistry　properties　is　strongly　influenced　by　the　substituted　position　of　the　triphenylamine　moiety.　Photoisomerization　studies　showed　that　these　compounds　have　fast　photoisomerization　rate　due　to　the　higher　photoisomerization　quantum　yield,　which　is　an　order　of　magnitude　larger　than　that　of　ferrocenyl　(ethynyl)　azobenzenes.　Both　compounds　4　and　6　exhibit　excellent　fatigue　resistance　and　reversibility　under　several　repeated　reversible　isomerization　cycles.　The　cis-to-trans　photoisomerization　of　4　can　be　not　only　achieved　by　irradiation　at　UV　lignt,　but　also　realized　by　a　more　efficient　way　of　change　the　state　of　redox　center.　Our　study　will　provide　a　good　basis　for　research　in　design　new　type　of　multiple-response　molecular　switches.　©　2019　Chinese　Chemical　Society　&　SIOC,　CAS.