1.2.1 でpi"fつpi"xｆv"nkうw"OQH"n o"z¿c tác acid Lewis
X壱v"nk羽w"mjwpi"j英w"e挨"Îmko"nq衣k"MOF e„"e医w"vt¿e"ocpi"8員e"8k吋o"x逢嬰v"vt瓜k"uq" x噂k"eƒe"nq衣k"x壱v"nk羽w"z¿e"vƒe"t逸p"mjƒe"8„"n "u詠"rj¤p"d嘘"8欝pi"pj医v"v¤o"mko"nq衣i trong o衣pi"vkpj"vj吋."fq"8„"xk羽e"8鵜pj"j逢噂pi"jq衣v"v pj"z¿e"vƒe"vt‒p"v¤o"mko"nq衣k"vt荏"p‒p"mj違" thi x "e„"jk羽w"sw違 j挨puq"x噂k"eƒe"z¿e"vƒe"t逸p"vtw{隠p"vj嘘pi"mjƒe0"D‒p"e衣pj"8„."x噂k"v pj"
ej医v"nkpj"8瓜pị"x壱v"nk羽w"OQH"e„"vj吋"8逢嬰e"v鰻pi"j嬰r"x噂k"v¤o"mko"nq衣k 8逢嬰e"n詠c"ej丑p phù j嬰r"x噂k"o映e"8 ej"u穎"f映pi"z¿e"vƒe0"X噂k"pj英pi"8員e"v pj"vt‒p."x壱v"nk羽w"OQH"8逢嬰e xem là nq衣k"x壱v"nk羽w"t医v"e„"vtk吋p"x丑pi"rjƒv"vtk吋p"vjgq"j逢噂pi"z¿e"vƒe"v¤o"Ngyku"cekf0"
Frederik Vermoortele épi"eƒe"8欝pi"u詠"8«"u穎"f映pi"x壱v"nk羽w"OQH"WkQ"Î 66 x噂k" o瓜v"u嘘"pj„o"vj院"mjƒe"pjcw"vtqpi"e医w"vt¿e n o"z¿e"vƒe"f鵜"vj吋"ejq"rj違p"泳pi"v詠"8„pi" vòpi"e栄c"j嬰r"ej医v"ekvtqpgnncn"荏"322oC trong 6h x噂k"u違p"rj医o"ej pj"n "kuqrwngiqn0"A瓜" ejw{吋p"j„c"e栄c"rj違p"泳pi"8衣v"322'"x "8瓜"ej丑p"n丑e"u違p"rj育o"8衣v"vt‒p":2'vtqpi"vt逢運pi" j嬰r"u穎"f映pi"WkQ"Î 66 Î NO2."ej泳pi"v臼"jq衣v"v pj"z¿e"vƒe"ecq"e栄c"x壱v"nk羽w"p { 荏"8k隠w" mk羽p"rj違p"泳pi"rj́"j嬰r [11].
Hình 1.2.1: E医w"vt¿e"WkQ"x "rj違p"泳pi"v詠"8„pi"x”pi"e栄c"*-+-ekvtqpgnncn"u穎"f映pi"OQH" UiO Î 66 làm xúc tác [11].
P<o"4234."pj„o"vƒe"ik違"Jgtogpgiknfq"Ictekc"8«"v鰻pi"j嬰r"z¿e"vƒe"Hg*DVE+, o瓜v"vtqpi"pj英pi"nq衣k"OQH"8«"8逢嬰e"vj逢挨pi"o衣k"j„c"d荏k"DCUH"x "e„"v‒p"vj逢挨pi"o衣k"n " Basolite F 300, x "eƒe"nq衣k"x壱v"nk羽w"OKN"Î 88, MIL Î 100 và MIL Î 349"8吋"mj違q"uƒv" jq衣v"v pj"z¿e"vƒe"cho rj違p"泳pi"tgcttcpigogpv"e栄c"g-rkpgpg"qzkfg"8衣v"8瓜"ejw{吋p"j„c"v瑛"
10 Î 72'"x噂k"8瓜"ej丑p"n丑e"8院p"62'"荏"372oE"vtqpi"jck"vk院pi"vtqpi"8k隠w"mk羽p"mj»pi"u穎" f映pi"fwpi"o»k."VQP"?"30;"j-1 8嘘k"x噂k"Hg*DVE+"x "3605"j-1 8嘘k"x噂k"OKN"Î 3220"Rj違p" 泳pi"e pi"8逢嬰e"vk院p"j pj"x噂k"zúc tác MOF Î 199 Cu3(BTC)2 x噂k"8瓜"ejw{吋p"j„c"8衣v" 6:'"vtqpi"épi"vj運k" ikcp0"Z¿e"vƒe"8逢嬰e"vjw"j欝k"x "vƒk"u穎"f映pi"o "jq衣v"v pj"mj»pi" ik違o"8k"8ƒpi"m吋"[12].
Hình 1.2.2<"Rj違p"泳pi"tgcttcpigogpv"e栄c"g-rkpgpg"qzkfg"u穎"f映pi"Hg*DVE+"x "OKN"Î 100 làm xúc tác [12].
1.2.2 でpi"fつpi"xｆv"nkうw"OQH"n o"z¿e"vƒe"dcug"Ngyku
O瓜v"u嘘"x壱v"nk羽w"OQH"e„"mj違"p<pi"vj吋"jk羽p"jq衣v"v pj"z¿e"vƒe"pj逢"o瓜v"dcug"Ngyku" ejq"eƒe"rj違p"泳pi"j„c"j丑e0"Rj違p"泳pi"pi逢pi"v詠"C¦c"ÎOkejcgn"8逢嬰e"pj„o"pijk‒p"e泳w" e栄c"O0"Ucxqpgv"mj違q"uƒv"u穎"f映pi"z¿e"vƒe"OQH"KTOQH"Î 3 và [ZnF(Am2Taz)] x噂k"v¤o" dcug"Ngyku"vtqpi"8k隠w"mk羽p"mj»pi"fwpi"o»k"x "vk院p j pj"荏"47oẸ"8瓜"ejw{吋p"j„c"8衣v" ;2'"vtqpi"vt逢運pi"j嬰r"u穎"f映pi"KTOQH"Î 5"x "::'"vtqpi"vt逢運pi"j嬰r"]¥pH*Co2Taz)], TON = 1.4 h-1 và 0.15 h-1. Z¿e"vƒe"8逢嬰e"vjw"j欝k"x "vƒk"u穎"f映pi"dc"n亥p"o "jq衣v"v pj" ik違o"mj»pi"8ƒpi"m吋0"Pj„o"pijk‒p"e泳w"8欝pi"vj運k"e pi"mj違q"uƒv"jq衣v"v pj"z¿e"vƒe"e栄c" IRMOF Î 3 và [ZnF(Am2Vc¦+̲"vtqpi"rj違p"泳pi"gvjyldecanoat ester transesterification x噂k"ogvjcpqn0"A瓜"ejw{吋p"j„c"ucw"46j"8衣v"v逢挨pi"8逢挨pi";7'"vtqpi"e違"jck"vt逢運pi"j嬰r"荏"
pjk羽v"8瓜"3:2oC, TON = 3.3 h-1 và 0.3 h-10"Eƒe"m院v"sw違"pijk‒p"e泳w"vt‒p"cho vj医{"vtk吋p" x丑pi"e栄c"nq衣k"x壱v"nk羽w"z¿e"vƒe"p {"vtqpi"eƒe"rj違p"泳pi"z¿e"vƒe"d荏k"v¤o"dcug"Ngyku [13].
Hình 1.2.3<"E医w"vt¿e"KTOQH"Î 3 và [ZnF(Am2Vc¦+̲"x "rj違p"泳pi"C¦c"ÎOkejcgn"u穎" f映pi"OQH"n o"z¿e"vƒe [13].
1.2.3 でpi"fつpi"xｆv"nkうw"OQH"n o"z¿e"vƒe"ejq"eƒe"rjＶp"とpi"qz{"j„c"
Eƒe" rj違p" 泳pi" qz{" j„c" u穎" f映pi" z¿e" vƒe" 8欝pi" vj吋" jq員e" f鵜" vj吋" vtw{隠p" vj嘘pi" vj逢運pi"i¤{"tc"o瓜v"u嘘"違pj"j逢荏pi"x隠"o員v"o»k"vt逢運pi"mjk"vj逢運pi"v衣q"tc"eƒe"u違p"rj育o" rj映"mj»pi"oqpi"ow嘘p"vtqpi"swƒ"vt·pj"rj違p"泳pị"8員e"dk羽v"n "mjk"u穎"f映pi"eƒe"ej医v"qz{" j„c"e„"mko"nq衣k"vtqpi"e医w"vt¿e"pj逢"MOpQ4, K2Cr2O7, Ph(OAc)4. Vtqpi"u嘘"eƒe"ej医v"qz{" j„c."j嬰r"ej医v"j{ftq"rgtqzkfg"n "o瓜v"vtqpi"pj英pi"ej医v"qz{"j„c"8逢嬰e"u穎"f映pi"t瓜pi"t«k" x "jk羽w"sw違"pj医v"ejq"eƒe"rj違p"泳pi"qz{"j„c x·"pj英pi"逢w"8k吋o"x隠"o員v"jk羽w"sw違"e pi" pj逢" v"ejq"eƒe"u違p"rj育o"rj映"*u違p"rj育o"rj映"qz{"j„c"ej栄"{院w"n "p逢噂e+."jq員e ít n磯p"x院v" mko"nq衣k"x q"rj違p"泳pi"pj逢"eƒe"j嬰r"ej医v"mjƒe0"Vw{"pjk‒p."xk羽e"u穎"f映pi"ej医v"qz{"j„c" p {"e pi"8go"n衣k"o瓜v"u嘘"d医v"n嬰k"mjk"m院v"j嬰r"x噂k"eƒe"z¿e"vƒe"8欝pi"vj吋"jq員e"f鵜"vj吋"vj»pi" f映pi"mjƒe"pj逢"n "jq衣v"v pj"qz{"j„c"ik違o do o瓜v"rj亥p"ej医v"qz{"j„c"u胤"qz{"hóa xúc tác
mà không v衣q"tc"8逢嬰e"u違p"rj育o"oqpi"ow嘘p."fq"8„"vj逢運pi"rj違k"f́pi"n逢嬰pi"f逢"n噂p" ej医v"qz{"j„c0"Piq k"tc"ej医v"qz{"j„c"p { vtqpi"o瓜v"u嘘"8k隠w"mk羽p"rj違p"泳pi"8員e"vj́ còn f宇"d鵜"rj¤p"j栄{"v衣q"pjk隠w"u違p"rj育o"rj映"mj»pi"oqpi"ow嘘p"[14]. Xk羽e"v·o"o瓜v"nq衣k"z¿e" vƒe"vjc{"vj院. thân vjk羽p"j挨p"x噂k"o»k"vt逢運pi"pj逢pi"8欝pi"vj運k"d隠p"vtqpi"o»k"vt逢運pi"ej医v" qz{" j„c" x " ik違o" vjk吋w" 8逢嬰e" n逢嬰pi" u違p" rj育o" rj映" vj違k" tc" o»k" vt逢運pi" d‒p" piq k vt荏" vj pj"x医p"8隠"vjw"j¿v"u詠"ej¿"#"e栄c"eƒe"pj "mjqc"j丑e"vtqpi"vj運k"ikcp"swc0"M吋"v瑛"mjk"tc" 8運k"x "d逸v"8亥w"8逢嬰e"泳pif映pi"vtqpi"n pj"x詠e"z¿e"vƒẹ"x壱v"nk羽w"OQH"mj»pi"ej雨"i¤{"ej¿" #"vtqpi"n pj"x詠e"z¿e"vƒe"u穎"f映pi"v¤o"cekf"Î dcug"o "e”p"vjw"j¿v"u詠"swcp"v¤o"e栄c"eƒe" pj "pijk‒p"e泳w"vtqpi"xk羽e"泳pi"f映pi"vtqpi"eƒe"rj違p"泳pi"qz{"j„c0"Eƒe"x壱v"nk羽w"OQH"e„" e医w"vt¿e"v¤o"mko"nq衣k"n "eƒe mko"nq衣k"e„"v pj"mj穎"pj逢"Hg."Et."Eq."Op."EwÈ"e„"mj違" p<pi"z¿e"vƒe"ejq"eƒe"rj違p"泳pi"qz{"j„c"o瓜v"u嘘"j嬰r"ej医v"j英w"e挨0"
M0Dtqyp"épi"eƒe"8欝pi"u詠"8«"v鰻pi"j嬰r"x "mj違q"uƒv"jq衣v"v pj"z¿e"vƒe"e栄c"x壱v" nk羽w"OQH"Ew*J2dvge+*dr{+"vtqpi"rj違p"泳pi"grqz{"j„c"e栄c"e{enqjgzgpg x "rj違p"泳pi" qz{" j„c" e栄c" uv{tgpg" d荏k" ej医v" qz{" j„c tert-butyl hydroperoxide (TBHP)0" Rj違p" 泳pi" grqz{"j„c"e{enqjgzgpg"8衣v"8瓜"ejw{吋p"j„c"8607'"ucw"46j"荏"97oE"x噂k"8瓜"ej丑p"n丑e"8衣v" 73.1%, TON = 1886 h-10" U違p" rj育o" rj映" ucw" rj違p" 泳pi" n " e{enqjgzcpqpg" x " 4- cyclohexanong" ej雨" ejk院o" 909'" x " 3;04'0" V雨" n羽" ej医v" qz{" j„c" VDJR" u穎" f映pi" vtqpi" vt逢運pi"j嬰r"p {"d茨pi"x噂k"n逢嬰pi"vƒe"ej医v"ej pj."8k隠w"p {"ejq"vj医{"jk羽w"sw違"z¿e"vƒe"v嘘v" e pi"pj逢"mj違"p<pi"ej丑p"n丑e"v嘘v"mjk"u穎"f映pi"Ew*J2btec)(bpy) làm xúc tác [14].
Hình 1.2.4<"Rj違p"泳pi"qz{"j„c"e{enqjgzgpg"u穎"f映pi"Ew*J2dvge+*dr{+"n o"z¿e"vƒe"x噂k" u詠"e„"o員v"e栄c"ej医v"qz{"j„c"VDJR [14].
Mko"nq衣k"Xcpcfkwo"n "o瓜v"vtqpi"pj英pi"mko"nq衣k"vj逢運pi"8逢嬰e"u穎"f映pi"ejq"rj違p" 泳pi"qz{"j„c0"M0"Ngwu"épi"pj„o"pijk‒p"e泳w"8«"vj詠e"jk羽p"xk羽e"mj違q"uƒv"jq衣v"v pj"z¿e" tác e栄c" x壱v" nk羽w" OKN" Î 69" x噂k" v¤o" mko" nq衣k" Xcpcfkwo vt‒p" rj違p" 泳pi" qz{" j„c"
e{enqjgzgpg"u穎"f映pi"VDJR"n "ej医v"qz{"j„c."m院v"sw違"e pi"v逢挨pi"v詠"pj逢"vt逢運pi"j嬰r"u穎" f映pi" Ew*J2dvge+*dr{+" x噂k" 8瓜" ejw{吋p" j„c" 8衣v" 72'0" O瓜v" vtqpi" pj英pi" 8k吋o" o噂k" e栄c" pijk‒p"e泳w"p {"uq"x噂k"vt逢噂e"8¤{"n "mj違"p<pi"d鵜"ngcejkpi"e栄c"xcpcfkwo"mjk"u穎"f映pi"eƒe" nq衣k"fwpi"o»k"mjƒe"pjcw0"Mjk"u穎"f映pi"ej医v"qz{"j„c"VDJR"vtqpi"fwpi"f鵜ej"p逢噂e"vj·" n逢嬰pi"mko"nq衣k"xcpcfkwo"d鵜"ngcej"tc"mj臼k"z¿e"vƒe"8ƒpi"m吋."pj逢pi"8嘘k"x噂k"VDJR"j”c" vcp"vtqpi"fwpi"o»k"j英w"e挨."xcpcfkwo"j亥w"pj逢"mj»pi"d鵜"ngcej"tc"mj臼k"z¿e"vƒe0"OKN"Î 69"e„"vj吋"8逢嬰e"vjw"j欝k"x "vƒk"u穎"f映pi"x k"n亥p"o "jq衣v"v pj"x磯p"v逢挨pi"8嘘k"ecq [15].
Bêp"e衣pj"xk羽e"u穎"f映pi"eƒe"ej医v"qz{"j„c"j英w"e挨."rj違p"泳pi"qz{"j„c"u穎"f映pi"qz{" 荏"8k隠w"mk羽p"ƒr"uw医v"vj»pi"vj逢運pi"e pi"pj壱p"8逢嬰e"t医v"pjk隠w"u詠 swcp"v¤o"fq"v pj"ej医v" vj¤p"vjk羽p"x噂k"o»k"vt逢運pi"x "t医v" v"mjk"v衣q"u違p"rj育o"rj映"ucw"rj違p"泳pi0"Matthias J.Beier épi"pj„o"e瓜pi"u詠"8«"v鰻pi"j嬰r"x壱v"nk羽w"OQH"Eq"UVC"Î 34"x "mj違q"uƒv"jq衣v"v pj"z¿e" vƒe"ejq"rj違p"泳pi"Cgtqdke"grqz{"e栄c"G-uvkndgpg0"A瓜"ejw{吋p"j„c"8衣v 322'"ucw"34j"x噂k" 8瓜"ej丑p"n丑e"8衣v"i亥p";2' [16].
Hình 1.2.5<"E医w"vt¿e"e栄c"UVC"Î 12 [16].
Pj英pi"pijk‒p"e泳w"vt‒p"8«"ej泳pi"okpj"8逢嬰e"vk隠o"p<pi e栄c"x壱v"nk羽w"OQH"8嘘k" x噂k"eƒe"rj違p"泳pi"qz{"j„c0"X壱v"nk羽w"OQH"e„"vj吋"vj ej"pijk"x "jq衣v"8瓜pi"v嘘v"x噂k"pjk隠w" ej医v"qz{"j„ce pi"pj逢"8k隠w"mk羽p"rj違p"泳pi"mjƒe"pjcw"e瓜pi"x噂k"mj違"p<pi"vjw"j欝k"x "vƒk"
u穎"f映pi"ecq"n o"ejq"OQH"vt荏"vj pj"o瓜v"vtqpi"pj英pi"x壱v"nk羽w"z¿e"vƒe vk隠o"p<pi j英w" jk羽w"ejq"eƒe"rj違p"泳pi"qz{"j„c0"
1.3 Tình hình pijk‒p"e泳w"x隠"eƒe"rj違p"泳pi oxy hóa ijfir"8»k"EÎ C và C Îf鵜"v嘘
Eƒe"rj違p"泳pi"ijfir"8»k"E"Î C và C Î f鵜"v嘘vtw{隠p"vj嘘pi"u穎"f映pi"z¿e"vƒe"8欝pi"vj吋" là các ow嘘k"e栄c"eƒemko"nq衣k"ejw{吋p"vk院r8«8„pi"xck"vt” swcp"vt丑pi"vtqpi"v鰻pi"j嬰r"j英w" e挨"x "vjw"j¿v"u詠"ej¿"#"e栄c"eƒe"pj "mjqc"j丑e"vtqpi"o瓜v"vj運k"ikcp"f k"[17], [18], [19]. Vw{"pjk‒p."rj逢挨pi"rjƒr"p {"v欝p"v衣k"pjk隠w"mjw{院v"8k吋o"n噂p"x隠"mj c"e衣pj jk羽w"sw違 kinh v院"x "d違q"x羽"o»k"vt逢運pi"pj逢 ej医v"dcp"8亥w"rj違k"8逢嬰e"8逢c"x隠"f衣pi"eƒe"f磯p"zw医v"x噂k"eƒe" pj„o"ej泳e"rj́"j嬰r.8”k"j臼k"xk羽e"u穎"f映pi"o瓜v"n逢嬰pi"n噂p"z¿e"vƒe"mj»pi"e„"mj違"p<pi"vjw" j欝k, 8k隠w"mk羽p"rj違p"泳pi"mj逸e"pijk羽v."vtqpi"o瓜v"u嘘"vt逢運pi"j嬰r"rj違k"u穎"f映pi"eƒe"jq衣v" ej医v"v逢挨pi"8嘘k"8瓜e"j衣k jq員e"eƒe"mko"nq衣k"sw#"jk院o8吋"j厩"vt嬰"rj違p"泳piÈ"[20], [21].
Rj違p"泳pi"ijfir"8»k"d茨pi"eƒej"vƒej"j{ftqigp"vt詠e"vk院r"v瑛"nk‒p"m院v"E"Î H 8逢嬰e"jq衣v" hóa o "mj»pi"e亥p"vj»pi"swc"eƒe"f磯p"zw医v"jcnqigp"jq員e"eƒe"pj„o"ej泳e"j丑cv"v pj"ecq 8逢嬰e"rjƒv"vtk吋p"pj逢"o瓜v"rj逢挨pi"rjƒr jk羽w"sw違 mj逸e"rj映e"eƒe"pj逢嬰e"8k吋o"e栄c"rj違p" 泳pi"ijfir"8»k"vtw{隠p"vj嘘pi"[22].
1.3.1 RjＶp"とpi"qz{"j„c"ijfir"8»k"E"Î C
Pjk隠w"e»pi"vt·pj"pijk‒p"e泳w"8逢嬰e"nk‒p"v映e"e»pi"d嘘"vtqpi"pj英pi"p<o"i亥p"8¤{"8«" cho tj医{"jk羽w"sw違"e栄c"rj逢挨pi"rjƒr"ijfir"8»k"vt詠e"vk院r"vƒej"j{ftqigp"v瑛"nk‒p"m院v"E"Î H 8«"8逢嬰e"jq衣v"j„c"8嘘k"x噂k"eƒe"rj違p"泳pi"ijfir"8»k"E"Î C. Tác ik違Nk"x "eƒe"8欝pi"u詠 8«" pijk‒p"e泳w"vj詠e"jk羽p"rj違p"泳pi"ijfir"8»k"vƒej"j{ftqigp"vt詠e"vk院r"vj»pi"swc"nk‒p"m院v"E"Î J"8欝pi"vj運k"u穎"f映pi"ej医v"qz{"j„c và 8衣v"8逢嬰e"eƒe"m院v"sw違"t医v"mj違"swcp"[20], [23], [24].
Hình 1.3.1: Pj違p"泳pi"dgp¦{nke"cnm{ncvkqp"ijfir"8»k"E"ÎE"u穎"f映pi"ej医v"qz{"j„c"vƒej" j{ftqigp"vt詠e"vk院r"x噂k"z¿e"vƒe"HgEn2 [20].
Hình 1.3.2<"Rj違p"泳pi"cnmcpg"cnm{ncvkqp"ijfir"8»k"E"ÎE"u穎"f映pi"ej医v"qz{"j„c"vƒej" j{ftqigp"vt詠e"vk院r"x噂k"z¿e"vƒe"HgEn2 [20].
Vtqpi"e挨"ej院"8逢嬰e"8隠"pij鵜."ej医v"qz{"j„c"vjco"ikc"x q"swƒ"vt·pj"vƒej"j{ftqigp"x " v衣q"i嘘e"v詠"fq0"O瓜v"8k隠w"vj¿"x鵜"n "eƒe"rj違p"泳pi"ijfir"E"ÎE"vtw{隠p"vj嘘pi"vj逢運pi"8”k"j臼k" u穎"f映pi"eƒe"dcug"o衣pj"j厩"vt嬰"rj違p"泳pi"jq員e"e亥p"u詠"e„"o員v"e栄c"o瓜v"u嘘"nkicpf"vtqpi" swƒ"vt·pj"rj違p"泳pi"vj·"eƒe"rj違p"泳pi"ijfir"E"ÎE"d茨pi"eƒej jq衣v"j„c"nk‒p"m院v"E"Î H tách j{ftqigp"vt詠e"vk院r"j亥w"pj逢"mj»pi"e亥p"vj‒o"eƒe"nkicpf"o "x磯p"ejq"jk羽w"uw医v"ejw{吋p" hóa ccq"vtqpi"8k隠w"mk羽p"v逢挨pi"8逢挨pi"[25]. Nk"x "eƒe"8欝pi"u詠"8欝pi"vj運k"e pi"8隠"zw医v" v鰻pi" j嬰r" eƒe" f磯p" zw医v" vgvtcj{ftqkuqswkpqnkpg" d茨pi" eƒe" rj違p" 泳pi" qz{" j„c" ejq" 8瓜" ejw{吋p"j„c"e pi"pj逢"jk羽w"uw医v"u違p"rj育o"ucw"rj違p"泳pi"t医v"ecq"8衣v"i亥p";2'"ucw"5"ik運 x噂k"u詠"e„"o員v"e栄c"z¿e"vƒe"EwDt"7"oqn'"x "ej医v"qz{"j„c"vgtv-butyl hydroperoxide 1 8逢挨pi"n逢嬰pi"vtqpi"8k隠w"mk羽p"mhông dung môi [26].
Hình 1.3.4<"Rj違p"泳pi"ijfir"8»k"E"ÎE"ik英c"f磯p"zw医v"vgvtcj{ftqswkpqnkpg"x "ocnqpcvg"u穎" f映pi"ej医v"qz{"j„c"vƒej"j{ftqigp"vt詠e"vk院r"x噂k"z¿e"vƒe"EwDt"[26].
D‒p"e衣pj"8„."eƒe"nq衣k"z¿e"vƒe"8欝pi"vj吋"v¤o"mko"nq衣k"ejw{吋p"vk院r"e pi"8逢嬰e"pijk‒p" e泳w" u穎" f映pi jk羽w" sw違" ejq" nq衣k" rj違p" 泳pi" p {." 8k吋p" j·pj" pj逢" eqrrgt"[24]." u逸v"[27], palladium [28], ruthenium [29]."épi"x噂k"eƒe"nq衣k"ej医v"qz{"j„c"mjƒe"pjcw0"
1.3.2 RjＶp"とpi"qz{"j„c"ijfir"8»k"E"Î O
P<o"4228."Nk"épi"eƒe"8欝pi"u詠"8«"e»pi"d嘘"e»pi"vt·pj"pijk‒p"e泳w"x隠"rj違p"泳pi" ijfir"8»k"E"Î Q"vjgq"rj逢挨pi"rjƒr"qz{"j„c"jq衣v"j„c"vt詠e"vk院r"nk‒p"m院v"E"Î J"ik英c"eƒe" j嬰r" ej医v" cnfgj{fg" x eƒe" j嬰r" ej医v" -dicarbonyl0" Rj違p" 泳pi" u穎" f映pi" vgtv-butyl j{ftqrgtqzkfg"n o"ej医v"qz{"j„c"x "z¿e"vƒe"n "EwDt0"Jk羽w"uw医v"rj違p"泳pi"8衣v"ecq"pj医v"n " ;4'"ucw"38"ik運"rj違p"泳pi"荏":2oE0"O員e"f́"x磯p"e”p"j衣p"ej院"mjk"rj違p"泳pi"mj»pi"jk羽w" sw違" mjk" u穎" f映pi" vƒe" ej医v" dcp" 8亥w" n eƒe" -fkmgvqpg" x”pi" pj逢pi" pijk‒p" e泳w" 8«" i„r" rj亥p"vj¿e"8育{"u詠"rjƒv"vtk吋p"e栄c"rj逢挨pi"rjƒr"qz{"j„c"ijfir"8»k"d茨pi"eƒej"jq衣v"j„c"vt詠e" vk院r"nk‒p"m院v"E"ÎJ0"E挨"ej院"rj違p"泳pi"e pi"8逢嬰e"Nk"8隠"pij鵜"vjgq"e挨"ej院"i嘘e"v詠"fq [30].
J·pj"30509<"E挨"ej院"8隠"pij鵜"e栄c"rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"cnfgj{fg"x " - fkectdqp{n"u穎"f映pi"z¿e"vƒe"8欝pi"[30].
P<o"4232."pj„o"pijk‒p"e泳w"e栄c"[w"x "eƒe"8欝pi"u詠"8«"rjƒv"vtk吋p"rj逢挨pi"rjƒr" qz{"j„c"vƒej"j{ftqigp"vt詠e"vk院r"v瑛"nk‒p"m院v"E"Î J"8吋"vk院p"j pj"rj違p"泳pi"ijfir"8»k"E"Î Q"8„pi"x”pi""p瓜k"rj¤p"v穎"e栄c"4-methyl-1-phenylpropanol-4"x噂k u詠"j厩"vt嬰"8欝pi"vj運k" e栄c"dcug"Nk2CO3 x "ej医v"qz{"j„c"RjK*QCe+2. Hi羽w"uw医v"rj違p"泳pi"8衣v"::'"ucw"58"ik運 [31].
Hình 1.3.8<"Rj違p"泳pi"qz{"j„c"8„pi"x”pi"p瓜k"rj¤p"v穎"e栄c"4-methyl-1-phenylpropanol-2 [31].
Vw{"jk羽w"uw医v"rj違p"泳pi"ecq"pj逢pi"m院v"sw違"pijk‒p"e泳w"x磯p"e”p"j衣p"ej院"mjk"rj違k" u穎"f映pi"vj‒o"dcug o衣pj"j厩"vt嬰"rj違p"泳pị"z¿e"vƒe"ralladium 8逸v"vk隠p0"Eƒe rj違p"泳pi" ijfir"8»k"E"Îf鵜"v嘘.8員e dk羽v"n "E"ÎQ."ucw"8„"8逢嬰e"rjƒv"vtk吋p"vjgq"ejk隠w"j逢噂pi"u穎"f映pi" mko"nq衣k"t飲"vk隠p"j挨p"n o"z¿e"vƒẹ"e pi"pj逢"vtƒpj"u穎"f映pi"vj‒o"dcug"jq員e"nkicpf"j厩"vt嬰0" O瓜v"vtqpi"pj英pi"e»pi"vt·pj"p鰻k"d壱v"8逢嬰e"e»pi"d嘘"d荏k"K. Rajender Ređy và 8欝pi"u詠 khi vj詠e"jk羽p"rj違p"泳pi"qz{"j„c"ijfir"8»k"E"Î O v鰻pi"j嬰r"eƒe"j嬰r"ej医v"ectdcocvg"v瑛" eƒe"f磯p"zw医v"hqtocokfg"[32]0"Eƒe"j嬰r"ej医v"ectdcocvg vj逢運pi 8逢嬰e"u穎"f映pi"t瓜pi"t«k vtqpi"p»pi"pijk羽r pj逢"vjw嘘e fk羽v"e臼."vjw嘘e"vt瑛"u¤w"x "vjw嘘e fk羽v"p医o0"Vw{"pjk‒p."swƒ" vt·pj"v鰻pi"j嬰r"vtw{隠p"vj嘘pi"eƒe"j嬰r"ej医v"p {"vj逢運pi"8k"v瑛"piw欝p"piw{‒p"nk羽w8瓜e"j衣k là rjquigpg"x "eƒe"f磯p"zw医v"e栄c"p„."vtqpi"swƒ"vt·pj"v鰻pi"j嬰r"ukpj"tc"eƒe"j嬰r"ej医v"vtwpi" ikcp"n "eƒe"f磯p"zw医v"ejnqtqocvg"jc{"kuqe{cpcvg"i¤{"違pj"j逢荏pi"8院p"o»k"vt逢運pi"[33]. K. Rajender Ređy vj詠e"jk羽p"rj違p"泳pi"v鰻pi"j嬰r"f磯p"zw医v"ectdcocvg"8k"v瑛"piw{‒p"nk羽w"n " eƒe"j嬰r"ej医v" -dicarbonyn"rjgpqn"x "hqtocokfg."u穎"f映pi"ej医v"qz{"j„c"VDJR"3"8逢挨pi" n逢嬰pi"x噂k"u詠"e„"o員v"e栄c"eƒe"ow嘘k"mko"nq衣k"8欝pi"7"oqn'"8„pi"xck"vt”"z¿e"vƒe0"Ucw"5" ik運. rj違p"泳pi"荏":2oE"8衣v"jk羽w"uw医v"vt‒p":2'0"Ak隠w"mk羽p"rj違p"泳pi"‒o"f鵜w."jk羽w"uw医v" rj違p"泳pi"ecq"épi"xk羽e"vjc{"vj院"z¿e"vƒe"mko"nq衣k"8逸v"vk隠p"d茨pi"eƒe"z¿e"vƒe"mko"nq衣k" ejw{吋p"vk院r"t飲"vk隠p"pj逢"8欝pi"n o"ejq"rj違p"泳pi"qz{"j„c"ijfir"E"Î Q"d茨pi"eƒej jq衣v" j„c"nk‒p"m院v"E"Î H vt荏"p‒p"pjk隠w"vtk吋p"x丑pi"x "vjw"j¿v"u詠"ej¿"#"e栄c"pjk隠w"pj "mjqc"j丑e0"
Hình 1.3.9<"O瓜v"u嘘"rj違p"泳pi"ijfir"8»k"E"ÎQ"v衣q"f磯p"zw医v"ectdcocvg"x噂k"u詠"e„"o員v"e栄c" ej医v"qz{"j„c"x "ow嘘k"mko"nq衣k"8欝pi"ik英"xck"vt”"z¿c tác [32].
P<o"4234."C. Oliver Kappe épi"eƒe"8欝pi"u詠"vk院r"v映e"rjƒv"vtk吋p"j逢噂pi"rj違p" 泳pi"qz{"j„c"ijfir"8»k"E"ÎQ"vƒej"j{ftqigp"vt‒p"rj違p"泳pi"ik英c"eƒe"j嬰r"ej医v" -carbonyl rjgpqn" jq員e" eƒe" j嬰r" ej医v" -mgvqguvgt" x噂k" eƒe" gvjgt" v衣q" vj pj" eƒe" j嬰r" ej医v" cegvcn" scaffold [34].
Hình 1.3.10<"O瓜v"u嘘"rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"eƒe"eƒe"j嬰r"ej医v" -carbonyl rjgpqn"jq員e"eƒe"j嬰r"ej医v" -mgvqguvgt"x噂k"eƒe"gvjgt"[34].
Rj違p"泳pi"8逢嬰e"vj詠e"jk羽p"vtqpi"8k隠w"mk羽p"e„"o員v"ej医v"qz{"j„c"TBHP x "u穎"f映pi" z¿e"vƒe"ow嘘k"mko"nq衣k8欝pị"jk羽w"uw医v"rj違p"泳pi"ucw"5"ik運 荏"pjk羽v"8瓜":2oC Î 100oE"8衣v" v瑛"72% Î :2'0"O員e"f́"e„"pjk隠w"vk院p"d瓜"uq"x噂k"rj違p"泳pi"ijfir"8»k"vtw{隠p"vj嘘pị"eƒe" rj違p"泳pi oxy hóa ijfir"8»k"vj詠e"jk羽p"vjgq"eƒej"jq衣v"j„c"vt詠e"vk院r nk‒p"m院v"E"Î H nêu vt‒p"x磯p"e”p"o瓜v"u嘘"j衣p"ej院"pj医v"8鵜pj."8k吋p"j·pj"n "xk羽e"u穎"f映pi"z¿e"vƒe"8欝pi"vj吋"j衣p" ej院"mj違"p<pi"vjw"j欝k"x "vƒk"u穎"f映pị"e pi"pj逢"xk羽e"rj違k"u穎"f映pi"n逢嬰pi"ej医v"qz{"j„c" v逢挨pi"8嘘k"n噂p"vtqpi"o瓜v"u嘘"vt逢運pi"j嬰r0"Xk羽e"v·o"x "rjƒv"vtk吋p"nq衣k"z¿e"vƒe"f鵜"vj吋"vjgq" swcp"8k吋o"j„c"j丑e"zcpj"vjc{"vj院"ejq"z¿e"vƒe"8欝pi"vj吋"n "xk羽e"e亥p"8逢嬰e"suan tâm và pijk‒p"e泳w"[35].
EJ姶愛PI"4 VJ衛E"PIJK烏O
2.1 V鰻pi"j嬰r"x壱v"nk羽w"OQH"vt‒p"u挨"u荏"v¤o"8欝pi
Rj逢挨pi"rjƒr"pjk羽v"fwpi"o»k"8逢嬰e"n詠c"ej丑p"8吋"v鰻pi"j嬰r"x壱v"nk羽w"OQH"v¤o"8欝pi" Cu2(BDC)2(BPY) vtqpi"pijk‒p"e泳w"p {<"rj違p"泳pi"ik英c"ow嘘k"mko"nq衣k"x "e亥w"p嘘k"j英w" e挨"8逢嬰e"vj詠e"jk羽p"荏"pjk羽v"8瓜"ecq0"Vkpj"vj吋"j·pj"vj pj"ucw"swƒ"vt·pj"rj違p"泳pi"u胤"8逢嬰e" n丑ẹ"i衣p"t穎c"8吋"nq衣k"d臼"v衣r"ej医v"x "vtcq"8鰻k"x噂k"fwpi"o»k"e„"pjk羽v"8瓜"u»k"vj医r"8吋"vjw壱p" n嬰k"ejq"swƒ"vt·pj"jq衣v"j„c0"Ikck"8q衣p"ew嘘k."vkpj"vj吋"vjw"8逢嬰e"ucw"swƒ"vt·pj"vtcq"8鰻k"fwpi" o»k"u胤"8逢嬰e"jq衣v"j„c"vtqpi"ej¤p"mj»pi"荏"pjk羽v"8瓜"vj ej"j嬰r"8吋"vjw"8逢嬰e"x壱v"nk羽w"e„"8瓜" z嘘r"ecqépi"eƒe"v pj"ej医v"x壱v"n#"Îj„c"j丑e"rj́"j嬰r0"
2.1.1 J„c"ejＸv
Fcpj"uƒej"v‒p"x "piw欝p"i嘘e"eƒe"j„c"ej医v"8逢嬰e"u穎"f映pi"vtqpi"swƒ"vt·pj"v鰻pi"j嬰r" x壱v"nk羽w"OQH"Ew2(BPDC)2(BPY) và trong quá trình vj詠e"jk羽p"eƒe"rj違p"泳pi"mj違q"uƒv" jq衣v"v pj"e栄c"z¿e"vƒe"8逢嬰e"8隠"e壱r"d‒p"f逢噂k<"
D違pi: Fcpj"uƒej"eƒe"jqƒ"ej医v"x "piw欝p"i嘘e"jqƒ"ej医v
STT V‒p"jqƒ"ej医v J«pi"u違p"zw医v A瓜"vkpj"mjk院v
1 6.6Ó-biphenyldicarboxylic acid Acros 98%
2 Cu(NO3)2.3H2O AR -
3 P.PÓ-dimethyl formamide Merck 97%
4 CH3OH AR -
5 6.6Ó-bipyridine Merck 98%
6 2-hydroxybenzaldehyde Acros 97%
7 1,4-dioxane Merck 95%
8 Tert-butyl hydroperoxide Merck 95%
10 Pyridine Merck 95%
11 CH3OH AR -
12 Diethyl ether AR -
2.1.2 Quy tt·pj"vごpi"jぢr"Ew2(BPDC)2(BPY)
F詠c"vjgq"sw{"vt·pj"v鰻pi"j嬰r"8逢嬰e"8逢c"tc"d荏k"Uvwctv"N0"Lcogu"x "eƒe"8欝pi"u詠 [36]."x壱v"nk羽w"Ew2(BPDC)2*DR[+"8逢嬰e"v鰻pi"j嬰r"vjgq"rj逢挨pi"rjƒr"pjk羽v"fwpi"o»k"i欝o" eƒe"d逢噂e<"j厩p"j嬰r"6.6Ó-biphenyldicarboxylic acid (H2DRFẸ"20325;ị"206"ooqn+."6.6Ó- bipyridine (BPY, 0.033g, 0.2 mmol) và Cu(NO3)2. 3H2O (0.105g, 0.4 ooqn+"8逢嬰e"j”c" vcp" vtqpi" e嘘e" vj栄{" vkpj" ej泳c" j厩p" j嬰r" fwpi" f鵜ej" 52" on" P.P-dimethylformamide (DMF), 0.3 ml pyridine và 3 ml methanol CH3QJ0"E嘘e"vj栄{"vkpj"ucw"8„"8逢嬰e"ikc"pjk羽v" 8院p"92oC trong 5 phút t欝k"ejw{吋p"swc"eƒe"ejck"dk"42"on0"Eƒe"ejck"dk"8逢嬰e"ikc"pjk羽v"8院p" 120oE"x "ik英"vtqpi"x”pi"46"ik運0"Ucw"8„."eƒe"ejck"dk"8逢嬰e"n o"piw瓜k"v瑛"v瑛"8院p"pjk羽v"8瓜" rj”pị"j厩p"j嬰r"t逸p"u違p"rj育o"ucw"rj違p"泳pi"8逢嬰e"vƒej"mj臼k"fwpi"f鵜ej"x "t穎c"x噂k"FOH" 5"n亥p"*32"on1n亥p+."u違p"rj育o"ucw"mjk"t穎c"d茨pi"FOH vk院r"v映e8逢嬰e"vtcq"8鰻k"fwpi"o»k"x噂k" CH3QJ"5"n亥p"*32"on1n亥p+."t欝k"8逢嬰e"jq衣v"j„c"荏"362oE"vtqpi"8"ik運"f逢噂k"8k隠w"mk羽p"ej¤p" mj»pi0"M院v"sw違"vjw"8逢嬰e"0.103 gam Cu2(BPDC)2*DR[+"vkpj"vj吋"o w"zcpj"n映e"*jk羽w" uw医v"8衣v"8907'"v pj"vjgq"Ew*PQ3)2).
2.2 Mj違q"uƒv"jq衣v"v pj"z¿e"vƒe
2.2.1 RjＶp"とpiqz{"j„c"ijfir"8»k"ikのc"2-hydroxybenzaldehyde và 1,4-dioxane
X壱v"nk羽w"OQH"v¤o"8欝pi"Ew2(BPDC)2*DR[+"8逢嬰e"n詠c"ej丑p"u穎"f映pi"n o"z¿e"vƒe" ejq"rj違p"泳pi"ik英c"2-hydroxybenzaldehyde và 1,4-dioxanẹ Sw{"vt·pj"rj違p"泳pi"vk‒w" dk吋w"n o瓜v"n逢嬰pi"Ew2(BPDC)2*DR[+"*8逢嬰e"v pj"vt逢噂e"f詠c"vjgq"v雨"n羽"oqn"ik英c"Ew"x "2- hydroxybenzaldehyde+"8逢嬰e"8逢c"x q"d·pj"rj違p"泳pi"*d·pj"e亥w"5"e鰻"- 47"on+"ej泳c"u印p j厩p" j嬰r" i欝o"2-hydroxybenzaldehyde (0.143 ml, 1.0 mmol), 1,4-dioxane (4 ml, 50 mmol), tert-butylhydroperoxifg"*VDJR."92'"vtqpi"p逢噂ẹ"20658"on."502"ooqn+"n "ej医v"
oxy hóa và n-jgzcfgecpg"*203"on+"n o"p瓜k"ejw育p0"J厩p"j嬰r"rj違p"泳pi"8逢嬰e"ikc"pjk羽v" 8院p" 322oE" x " ik英" 鰻p" 8鵜pj" vtqpi" 4 ik運0" A瓜" ejw{吋p" j„c" e栄c"2-hydroxybenzaldehyde 8逢嬰e"v pj"f詠c"x q"xk羽e"n医{"o磯w"ikƒp"8q衣p"vjgq"vj運k"ikcp."vtqpi"8„"o磯w"8逢嬰e"vt ej"n{" x噂k"j厩p"j嬰r"J2Q"<"fkgvj{ngvjgt"x噂k"v雨"n羽"3"<"5."n o"mjcp"x噂k"Pc2SO4 mjcp."u穎"f映pi"vjk院v" d鵜"rj¤p"v ej"o磯w"d茨pi"u逸e"m#"mj "*IE+."zƒe"8鵜pj"u違p"rj育o"d茨pi"u逸e"m#"mj "ijfir"mj鰻k" rj鰻"*IE"ÎOƯ0"Mj違"p<pi"vjw"j欝k"x "vƒk"u穎"f映pi"e栄c"z¿e"vƒe"8逢嬰e"mj違q"uƒv"d茨pi"eƒej" n丑e"vƒej"z¿e"vƒe"Ew2(BPDC)2*DR[+"tc"mj臼k"j厩p"j嬰r"ucw"rj違p"泳pị"t穎c"n衣k"x噂k"FOH"x " ogvjcpqn"5"n亥p"*32"on1n亥p+"t欝k"u医{"mj» trong không khí0"Z¿e"vƒe"ucw"8„"8逢嬰e"u穎"f映pi" n衣k ejq"rj違p"泳pi x噂k"8k隠w"mk羽p"pj逢"dcp"8亥w0"A吋"ej泳pi v臼"v pj"f鵜"vj吋"e栄c"z¿e"vƒẹ"rj違p" 泳pi"8逢嬰e"vj詠e"jk羽p"x噂k"eƒe"8k隠w"mk羽p"pj逢"dcp"8亥w."ucw"mjq違pi"42"rj¿v."rj違p"泳pi"8逢嬰e" f瑛pi"n衣k"j衣"pjk羽v"8瓜"zw嘘pi"pjk羽v"8瓜"rj”pị"z¿e"vƒe"8逢嬰e"vƒej"tc"mj臼k"j厩p"j嬰r"d茨pi" rj逢挨pi"rjƒr"n{"v¤ọ"ucw"8„"rj違p"泳pi"vk院r"v映e"8逢嬰e"ikc"pjk羽v"8院p"322oE"x "mjw医{"vj‒o" 322"rj¿v"p英c0"O磯w"vk院r"v映e"8逢嬰e"n医{"ikƒp"8q衣p"vjgq"vj運k"ikcp"x "rj¤p"v ej"IE"8吋"vjgq" f k"u詠"vjc{"8鰻k"e栄c"8瓜"ejw{吋p"j„c0"
Hình 2.2.1<"Rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"2-hydroxybenzaldehyde và 1,4-dioxanẹ 2.2.2 RjＶp"とpi"qz{"j„c"ijfir"8»k"ikのc"2-hydroxybenzaldehyde và N,N-
dimethylformamide
X壱v"nk羽w"OQH"v¤o"8欝pi"Ew2(BPDC)2*DR[+"8逢嬰e"n詠c"ej丑p"n o"z¿e"vƒe"ejq"rj違p" 泳pi"ik英c"2-hydroxybenzaldehyde và N,N-fkogvj{nhqtocokfg"*FOH+0"Sw{"vt·pj"rj違p" 泳pi"vk‒w"dk吋w"i欝o"o瓜v"n逢嬰pi"Ew2(BPDC)2*DR[+"*8逢嬰e"v pj"vt逢噂e"f詠c"vjgq"v雨"n羽"oqn" ik英c"Ew"x "2-hydroxybenzaldehyde+"8逢嬰e"8逢c"x q"d·pj"rj違p"泳pi"*d·pj"e亥w"5"e鰻"- 25 on+"ej泳c"u印p"j厩p"j嬰r"i欝o"2-hydroxybenzaldehyde (0.143 ml, 1.0 mmol), DMF (4 ml,
50 mmol), tert-butylhydroperoxide (TBHP, 70% vtqpi"p逢噂ẹ"2043:"on."307 mmol) là ej医v"qz{"j„c"x "p-jgzcfgecpg"*203" on+"n o" p瓜k"ejw育p0"J厩p"j嬰r"rj違p"泳pi"8逢嬰e"ikc" pjk羽v" 8院p" 322oE" x " ik英" 鰻p" 8鵜pj" vtqpi" 4" ik運0" A瓜" ejw{吋p" j„c" e栄c" 2- hydroxybenzaldehyde 8逢嬰e"v pj"f詠c"x q"xk羽e"n医{"o磯w"ikƒp"8q衣p"vjgq"vj運k"ikcp."vtqpi" 8„" o磯w" 8逢嬰e" vt ej" n{" x噂k" j厩p" j嬰r" J2Q" <" fkgvj{ngvjgt" x噂k" v雨" n羽" 3" <" 5." n o" mjcp" x噂k" Na2SO4 mjcp."u穎"f映pi"vjk院v"d鵜"rj¤p"v ej"o磯w"d茨pi"u逸e"m#"mj "*IE+."zƒe"8鵜pj"u違p"rj育o" d茨pi"u逸e"m#"mj "ijfir"mj鰻k"rj鰻"*IE"ÎOƯ0"Mj違"p<pi"vjw"j欝k"x "vƒk"u穎"f映pi"e栄c"z¿e"vƒe" 8逢嬰e"mj違q"uƒv"8逢嬰e"mj違q"uƒv"d茨pi"eƒej"n丑e"vƒej"z¿e"vƒe"Ew2(BPDC)2*DR[+"tc"mj臼k"j厩p" j嬰r" ucw" rj違p" 泳pị" t穎c" n衣k" x噂k" FOH" x " EJ3OH 5" n亥p" *32" on1n亥p+" t欝k" u医{" mj» trong không khí0"Z¿e"vƒe"ucw"8„"8逢嬰e"u穎"f映pi"n衣k"ejq"rj違p"泳pi"x噂k"8k隠w"mk羽p"pj逢"dcp"8亥ụ A吋"ej泳pi"v臼"v pj"f鵜"vj吋"e栄c"z¿e"vƒẹ"rj違p"泳pi"8逢嬰e"vj詠e"jk羽p"x噂k"eƒe"8k隠w"mk羽p"pj逢"dcp" 8亥w."ucw"mjq違pi"32"rj¿v."rj違p"泳pi"8逢嬰e"f瑛pi"n衣k"j衣"pjk羽v"8瓜"zw嘘pi"pjk羽v"8瓜"rj”pị" z¿e"vƒe"8逢嬰e"vƒej"tc"mj臼k"j厩p"j嬰r"d茨pi"rj逢挨pi"rjƒr"n{"v¤ọ"ucw"8„"rj違p"泳pi"vk院r"v映e" 8逢嬰e"ikc"pjk羽v"8院p"322oE"x "mjw医{"vj‒o"322"rj¿v"p英c0"O磯w"vk院r"v映e"8逢嬰e"n医{"ikƒp" 8q衣p"vjgq"vj運k"ikcp"x "rj¤p"v ej"IE"8吋"vjgq"f k"u詠"vjc{"8鰻k"e栄c"8瓜"ejw{吋p"j„c0"
J·pj"40404<"Rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"2-hydroxybenzaldehyde và N,N- dimethylformamidẹ
2.3 Rj逢挨pi"rjƒr"rj¤p"v ej
Eƒe"rj逢挨pi"rjƒr"j„c"n#"8逢嬰e"u穎"f映pi"8吋"mk吋o"vtc"eƒe"v pj"ej医v"8員e"vt逢pi"e栄c" x壱v"nk羽w"z¿e"vƒe"OQH"v¤o"8欝pi"Ew2(BPDC)2(BPY). Fk羽p"v ej"d隠"o員v"tk‒pi"x "rj¤p"d嘘" n厩"z嘘r"e栄c"z¿e"vƒe"8逢嬰e"zƒe"8鵜pj"d茨pi"rj逢挨pi"rjƒr"j医r"rj映"x壱v"n#"vj詠e"jk羽p"vt‒p"oƒ{" Oketqogtkvkeu"CUCR"42420"Eƒe"o磯w"8逢嬰e"jq衣v"j„c"荏"pjk羽v"8瓜"362o
vtqpi"4"ik運"vt逢噂e"mjk"8逢嬰e"vk院p"j pj"j医r"rj映"pkvtqigp"荏"pjk羽v"8瓜"99M"x "ƒr"uw医v"vj医r0" Rj¤p"v ej"pjk羽v"vt丑pi"n逢嬰pi"*VIC+"8吋"zƒe"8鵜pj"8瓜"d隠p"pjk羽v"e栄c"x壱v"nk羽w"z¿e"vƒe"8逢嬰e" vk院p"j pj"vt‒p"oƒ{"Pgv¦uej"Vjgtoqcpcn{¦gt"UVC"62;"x噂k"v嘘e"8瓜"ikc"pjk羽v"32"oC/phút v瑛"pjk羽v"8瓜"rj”pi"n‒p":22"oE"vtqpi"8k隠w"mk羽p"mj "vt挨. Rj¤p"v ej"pjk宇w"z衣"vkc"Z"*ZTF+" mk吋o"vtc"vkpj"vj吋"x壱v"nk羽w"8逢嬰e"vk院p"j pj"vt‒p"oƒ{"F:"Cfxcpeg"Dtwmgt"pjk宇w"z衣"vkc"Z" f衣pi"d瓜v."x噂k"piw欝p"rjƒv"n "Ew"Mg0"Rj¤p"v ej"piw{‒p"v嘘"8逢嬰e"vk院p"j pj"d茨pi"rj逢挨pi" rjƒr"rj鰻"j医r"vjw"piw{‒p"v穎"*CCƯ"trên máy AA-8:22"Ujkocf¦w0"Rj鰻"j欝pi"piq衣k"*HV- KT+"8逢嬰e"vj詠e"jk羽p"vt‒p"oƒ{"FT.IR Nicolet 6700."x噂k"o磯w"8逢嬰e"pfip"xk‒p"MDt0"Eƒe"m院v" sw違" m pj" jk吋p" xk" 8k羽p" v穎" swfiv" *UGƠ 8逢嬰e" 8q" vt‒p" oƒ{"S4800 Scanning Electron Oketqueqrg"x "m pj"jk吋p"xk"8k羽p"v穎"vtw{隠p"swc"*VGƠ"8逢嬰e"8q"d茨pi"oƒ{"JEOL JEM 1400 Transmission Electron Microscopẹ
A瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"8逢嬰e"zƒe"8鵜pj"d茨pi"rj逢挨pi"rjƒr"rj¤p"v ej"u逸e"m#" mj "*IE+"vt‒p"oƒ{"Ujkocf¦w"4232"Rnwu0"Oƒ{"u穎"f映pi"8亥w"f”"kqp"j„c"pi丑p"n穎c"*HKF+" x噂k"e瓜v"rj¤p"e詠e"{院w"UDR-5 *ejk隠w"f k"e瓜v"?"52"ọ"8逢運pi"m pj"vtqpi"?"2.47"oọ"d隠" f {"n噂r"hkno"?"2047" m)0"Ej逢挨pi"vt·pj"pjk羽v"ejq"e違"jck"rj違p"泳pi"8逢嬰e"e k"8員v"pj逢"ucw<" o磯w"8逢嬰e"ikc"pjk羽v"n‒p"322oE"x "ik英"v衣k"8¤{"vtqpi"207"rj¿v."ucw"8„"vk院r"v映e"8逢嬰e"ikc" pjk羽v"v瑛"322"n‒p"352oE"x噂k"v嘘e"8瓜"ikc"pjk羽v"62oE1rj¿v."o磯w"vk院r"v映e"8逢嬰e"ikc"pjk羽v"v瑛" 130oC lên 180oE"x噂k"v嘘e"8瓜"ikc"pjk羽v"62oE"1rj¿v"x "ik英"vtqpi"3 rj¿v."ucw"épi"o磯w" 8逢嬰e"ikc"pjk羽v"v瑛"3:2o
C lên 280oE"x噂k"v嘘e"8瓜"ikc"pjk羽v"72oE1rj¿v"x "ik英"荏"4:2o
C trong 2 phút. Eƒe"o磯w"8逢嬰e"rj¤p"v ej"u逸e"m "mj "ijfir"mj嘘k"rj鰻"*IE-MS) trên máy Hewlett Packard GC-OU"7;94"x噂k"e瓜v"TVZ-7OU"*ejk隠w"f k"e瓜v"?"52"ọ"8逢運pi"m pj"trong = 2.47"oọ"d隠"f {"n噂r"hkno"?"2.25 ơ0"O磯w"8逢嬰e"ikc"pjk羽v"v瑛"82"n‒p"522"oE"x噂k"v嘘e"8瓜" ikc"pjk羽v"37"oE1rj¿v."ik英"v衣k"8¤{"5"rj¿v0"M院v"sw違"mj嘘k"rj鰻"8逢嬰e"uq"uƒpj"x噂k"rj鰻"ejw育p" e„"vtqpi"vj逢"xk羽p"PKUV.
EJ姶愛PI"5 M蔭V"SW謂"XÉ"DÉP"NW一P
3.1 M院v"sw違"rj¤p"v ej các tj»pi"u嘘j„c"n#"e栄c"x壱v"nk羽w"OQH"Ew2(BPDC)2(BPY)
M院v"sw違"rj¤p"v ej"pjk宇w"z衣"vkc"Z"*j·pj"503.1+"mk吋o"vtc"e医w"vt¿e"vkpj"vj吋"e栄c"x壱v" nk羽w"ejq"vj医{"x壱v"nk羽w"Ew2(BPDC)2*DR[+"vjw"8逢嬰e"e„"e医w"vt¿e"vkpj"vj吋"ecq0"O k"pjk宇w" z衣"ecq"pj医v"zw医v"jk羽p"v衣k"x鵜"vt "i„e"j姻r"4 = 6o, phù h嬰p v噂i các k院t qu違 nhi宇u x衣 tia X vj逢運ng th医y c栄a các v壱t li羽w"OQH"*4 ">"37o+"x "8欝ng th運i phù h嬰p v噂k"e»pi"vt·pj"8«" 8逢嬰c công b嘘vt逢噂e"8¤{ c栄a Uvwctv"N0"Lcogu"x "eƒe"8欝pi"u詠 [36] (hình 3.1.2).
J·pj"50303<"M院v"sw違"pjk宇w"z衣"vkc"Z"*ZTF+"e栄c"x壱v"nk羽w"Ew2(BPDC)2(BPY) ngay sau khi v鰻pi"j嬰r (a)."x壱v"nk羽w"ucw"mjk"vtcq"8鰻k"fwpi"o»k"x噂k"EJ3OH (b) và x壱v"nk羽w"ucw"mjk"8逢嬰e"
Hình 3.1.2: M院v"sw違"pjk宇w"z衣"vkc"Z"*ZTF+"e栄c"x壱v"nk羽w"Ew2(BPDC)2(BPY) 8逢嬰e"e»pi" d嘘"d荏k"Stuart L. James và eƒe"8欝pi"u詠 [36].
M院v"sw違"rj鰻"HV"Î IR (hình 3.1.3+"ejq"vj医{"ion Cu2+ 8«"vjco"ikc"rj違p"泳pi"épi" x噂k"e亥w"p嘘k"j英w"e挨"6.6-dkrjgp{nfkectdqz{nke"cekf"x "6.6Ó-bipyridine0"X鵜"vt "o k"j医r"vjw" C=O vtqpi" rj鰻" HV" Î IR e栄c" 6.6Ó-dkrjgp{nfkectdqz{nke" cekf" 荏" u嘘" u„pi" 3942" eo-1 8«" f鵜ej" ejw{吋p" ucpi" x鵜" vt " u嘘" u„pi" 3862" eo-1 vtqpi" rj鰻" HV" Î KT" e栄c" x壱v" nk羽w" Cu2(BPDC)2*DR[+."8欝pi"vj運k"x鵜"vt "o k"j医r"vjw"E"?"P"荏"u嘘"u„pi"3882"eo-1
và C ÎP"荏" u嘘"u„pi"3322"eo-1vtqpi"rj鰻"HV"ÎKT"e栄c"6.6Ó-dkr{tkfkpg"e pi"e„"u詠"vjc{"8鰻k"j·pj"f衣pi" x "x鵜"vt "u嘘"u„pi"mjk"uq x噂k"rj鰻"HV"Î KT"e栄c"x壱v"nk羽w"8cpi"mj違q"uƒv0"Eƒe"pj壱p"zfiv"vt‒p" ejq"vj医{"eƒe"e亥w"p嘘k"j英w"e挨"i欝o"pj„o"ÎEQQJ"vtqpi"6.6Ó-biphenyldicarboxylic acid và ÎẺP"e pi"pj逢"-CÎP"8«"nk‒p"m院v"jq p"vq p"x噂k"mko"nq衣k0"
Hình 3.1.3<"Rj鰻"HV-KT"e栄c"6.6Ó-biphenyldicarboxylic cekf"*c+."6.6Ó-bipyridine (b) và x壱v"nk羽w"Ew2(BPDC)2(BPY) (c).
M院v"sw違8逢運pij医r"rj映 x "ik違k"j医r"rj映 N2 荏"99M"x "ik違p"8欝"rj¤p"d嘘"n厩"z嘘r"e栄c" Cu2(BPDC)2*DR[+"8逢嬰e"vj吋"jk羽p"荏"j·pj"50306"x "j·pj"503070"M院v"sw違"8逢運pi"j医r"rj映" N2 ejq"vj医{"mj違"p<pi"j医r"rj映"mj "ecq"e栄c"x壱v"nk羽w Cu2(BPDC)2(BPY) pj運"u荏"j英w"d隠" o員v" tk‒pi" n噂p0" 雲" ƒr" uw医v" R1Ro ?" 3." vj吋" v ej" j医r" rj映" v嘘k" 8c" e栄c" x壱v" nk羽w" Cu2(BPDC)2*DR[+"z医r"z雨"4:2"eo31i0"D隠"o員v"tk‒pi"v pj"vjgq"rj逢挨pi"rjƒr"Ncpiowkt"n " 1547 m2/g *n医{"mjq違pi"ƒr"uw医v"v pj"vqƒp"R1Ro = 0.05 Î 0.3).
Hình 3.1.4<"A逢運pi"j医r"rj映"x "ik違k"j医r"P2荏"99M"vtqpi"mjq違pi"ƒr"uw医v"R1Ro = 0 Î 1.
Hình 3.1.5: Ik違p"8欝"rj¤p"d嘘"n厩"z嘘r"e栄c"Ew2(BPDC)2(BPY).
F詠c" x q" 8逢運pi" rj¤p" d嘘" n厩" z嘘r" e„" vj吋" vj医{" 8逢嬰e rj¤p" d嘘" n厩" z嘘r" e栄c" Cu2(BPDC)2*DR[+" v逢挨pi" 8嘘k" rj泳e" v衣r, tuy pjk‒p" x磯p" rj́" j嬰r" x噂k" o瓜v" u嘘" e»pi" d嘘"
vt逢噂e" 8„" x隠" x壱v" nk羽w" OQH"[37], [38]. Kích th逢噂e" 8逢運pi" m pj" n厩" z嘘r" vtwpi" d·pj" e栄c" Cu2(BPDC)2*DR[+"e„"jck"nq衣k."nq衣k"xk"n厩"z嘘r"x噂k"mjq違pi"rj¤p"d嘘"mfiq"t瓜pi v瑛"8"8院p"32" Aox "nq衣k"n厩"z嘘r"vtwpi"d·pj"x噂k"mjq違pi"rj¤p"d嘘"mfiq"t瓜pi"v瑛"37"8院p"42 Ao.
A瓜"d隠p"pjk羽v"e栄c"x壱v"nk羽w"OQH"n "o瓜v"vtqpi"u嘘"eƒe"vj»pi"u嘘"jóa În#"swcp"vt丑pi" vtqpi" xk羽e" 8ƒpj" ikƒ" mj違" p<pi" 泳pi" f映pi" e栄c" x壱v" nk羽w vtqpi" eƒe" rj違p" 泳pi" j„c" j丑e. Rj逢挨pi"rjƒr"rj¤p"v ej"pjk羽v"vt丑pi"n逢嬰pi"8逢嬰e"n詠c"ej丑p"u穎"f映pi"8吋"8ƒpj"ikƒ"8瓜"d隠p" pjk羽v" e栄c" x壱v" nk羽w" Ew2(BPDC)2(BPY). M院v" sw違" rj¤p" v ej" pjk羽v" vt丑pi" n逢嬰pi" e栄c" Cu2(BPDC)2(BPY) (hình 3.1.6) cho vj医{" e„" eƒe" mjq違pi" o医v"mj嘘k"n逢嬰pi"swcp"vt丑pi<" mjq違pi"v瑛"322"8院p"372oẸ"8瓜"ik違o"mj嘘k"n逢嬰pit医v"pj臼"*50399'+"v逢挨pi"泳pi"x噂k"u詠"o医v" mj嘘k"n逢嬰pi"e栄c"eƒe"fwpi"o»k"e”p"u„v"n衣k"vtqpi"e医w"vt¿e"x壱v"nk羽w"荏"ikck"8q衣p"v鰻pi"j嬰r"x " ikck"8q衣p"vtcq"8鰻k"fwpi"o»k."8k隠w"p {"e pi"ejq"vj医{"ikck"8q衣p"vtcq"8鰻k"fwpi"o»k"x " jq衣v"j„c"8«"ik¿r"nq衣k"j亥w"j院v"eƒe"rj亥p"v穎"fwpi"o»k"d‒p"piq k"x "d‒p"vtqpi"e医w"vt¿e"x壱v" nk羽w0"Mjq違pi"v瑛"492"8院p"542o C 8瓜"ik違o"mj鰻k"n逢嬰pi"8衣v"4;'"x "mjq違pi"v瑛"542"8院p"i亥p" 400oE"8衣v"44'"e„"vj吋"f詠"8qƒp"v逢挨pi"泳pi"x噂k"u詠"rjƒ"x叡"e医w"vt¿e"mjwpi"j英w"e挨"Î kim nq衣k0"Eƒe"m院v"sw違"p {"ejq"vj医{"x壱v"nk羽w"8逢嬰e"v鰻pi"j嬰r"e„"8瓜"d隠p"pjk羽v"ecq."rj́"j嬰r"x噂k" eƒe"m院v"sw違"8逢嬰e"e»pi"d嘘"vt逢噂e"8¤{"x隠"x壱v"nk羽w"OQH"[39], [40]. Hình 3.1.6<"M院v"sw違"rj¤p"v ej"pjk羽v"vt丑pi"n逢嬰pi"*VIC+"e栄c"x壱v"nk羽w"Ew2(BPDC)2(BPY)
M院v"sw違"ej映r"UGO"*j·pj"50309c+"x "VGO"*j·pj"50309d+"ejq"vj医{"f衣pi"j·pj"j丑e" e栄c"Ew2(BPDC)2*DR[+"n "pj英pi"mj嘘k"j·pj"n壱r"rj逢挨pi"8逢嬰e"u逸r"z院r"v逢挨pi"8嘘k"8隠w"8員p" vtqpi"mj»pi"ikcp."8欝pi"vj運k rj亥p"p q"ejq"vj医{"u詠"zw医v"jk羽p"x "rj¤p"d嘘 rj泳e"v衣r e栄c" eƒe"n厩"z嘘r"vtqpi"e医w"vt¿e"e栄c"x壱v"nk羽w0"
(a) (b)
Hình 3.1.7<"M院v"sw違"ej映r"UGO"*c+"x "VGO"*d+"e栄c"x壱v"nk羽w"Ew2(BPDC)2(BPY)
3.2. M院v"sw違"mj違q"uƒv"rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"2-hydroxybenzaldehyde và 1,4-dioxane
O瓜v"vtqpi"pj英pi"j逢噂pi"泳pi"f映pi"swcp"vt丑pi"x "p鰻k"d壱v"pj医v"e栄c"x壱v"nk羽w"OQH" vtqpi"n pj"x詠e"j„c"j丑e"n "mj違"p<pi"rjƒv"vtk吋p"vjgq"j逢噂pi"z¿e"vƒe"v¤o"cekf"Ngyku0"X噂k" 8員e"8k吋o"o壱v"8瓜"v¤o"mko"nq衣k"ecq"x "8衣v"8逢嬰e"u詠"rj¤p"d嘘"8欝pi"pj医v"vtqpi"e医w"trúc."x壱v" nk羽w"OQH"8逢嬰e"zgo"pj逢"o瓜v"vtqpi"pj英pi"z¿e"vƒe"cekf"Ngyku"j英w"jk羽w"ejq"pjk隠w"rj違p" 泳pi"j英w"e挨"pj逢"8«"8逢嬰e"8隠"e壱r"vtqpi"rj亥p"ik噂k"vjk羽w"v鰻pi"swcp0"Vtqpi"pijk‒p"e泳w" này, rj違p"泳pi"ik英c"4-hydroxybenzaldehyde và 1,4-fkqzcpg"8逢嬰e"n詠c"ej丑p"8吋"8ƒpj"ikƒ" jq衣t tính xúc tác tâm acid Lewis e栄c" x壱v" nk羽w" OQH" Ew2(BPDC)2*DR[+0" U違p" rj育o" ej pj"e栄c"rj違p"泳pi"n "4-(1,4-dioxan-2-yloxy)benzaldehydẹ
O瓜v"vtqpi"eƒe"{院w"v嘘"違pj"j逢荏pi"n噂p"8院p"v嘘e"8瓜"x "8瓜"ejw{吋p"j„c"e栄c"o瓜v"rj違p" 泳pi" n " pjk羽v" 8瓜. Rj違p" 泳pi" 8逢嬰e" vj詠e" jk羽p" x噂k" v雨" n羽" oqn" vƒe" ej医v" ik英c" 4- hydroxybenzaldehyde và 1,4-dioxane là 1:50, dùng 5"8逢挨pi"n逢嬰pi ej医v"qz{"j„c"vgtv- dwv{n"j{ftqrgtqzkfg"épi"u詠"e„"o員v e栄c"7"oqn'"z¿e"vƒe"Ew2(BPDC)2(BPY) x "8逢嬰e" vk院p"j pj"mj違q"uƒv"荏"eƒe"pjk羽v"8瓜":2oC, 90oC và 100oC. M院v"sw違" ejq"vj医{. mjk"v<pi" pjk羽v"8瓜"rj違p"泳pi"vj·"v嘘e"8瓜"rj違p"泳pi"x "8瓜"ejw{吋p"j„c"4-j{ftqz{dgp¦cnfgj{fg"v<pi" 8ƒpi" m吋0" 雲 pjk羽v" 8瓜" :2oẸ" v嘘e" 8瓜" rj違p" 泳pi" t医v" ej壱ọ" 8瓜" ejw{吋p" j„c 2- hydroxybenzaldehyde 8衣v"8逢嬰e"ej雨"37'"ucw"342"rj¿v0"Mjk"v<pi"pjk羽v"8瓜"rj違p"泳pi"n‒p" 90oC và 100oC thì v嘘e8瓜 rj違p"泳pi"v<pi"pjcpj"x "8瓜 chuy吋p"j„c"8衣v";;% sau n亥p"n逢嬰v 120 phút và 80 phút. M院v"sw違"mj違q"uƒv"này rj́"j嬰r"x噂k"m院v"nw壱p"e栄c"pjk隠u pijk‒p"e泳w" vt逢噂e"8¤{: khi v<pi pjk羽v"8瓜"vj·"v嘘e"8瓜"e栄c"rj亥p"n噂p"eƒe"rj違p"泳pi"ijfir"8»k"E"Î E"jq員e" C Î f鵜"v嘘"8隠w"v<pi"[41, 42]. Khi sq"uƒpj"x噂k"pijk‒p"e泳we栄c"vƒe"ik違Mcrrg"x "eƒe"8欝pi" u詠 [34], tropi"8„"vƒe"ik違"vj詠e"jk羽p rj違p"泳piijfir"8»k ik英c"4Ó-hydroxyacetophenone và 1,4-dioxane x噂k 8瓜" ejw{吋p" j„c 8衣v 80'" ucw" 3:2" rj¿v" vj·" rj違p" 泳pi ik英c" 4- hydroxybenzaldehyde và 1,4-fkqzcpg"vk院p"j pj"vtqpi"8k隠w"mk羽p pijk‒p"e泳w"p {"8衣v"v嘘e" 8瓜"pjcpj"j挨p"8ƒpi"m吋. Njk羽v"8瓜"322o
C 8逢嬰e"ej丑pvk院p"j pj"eƒe"mj違q"uƒv"vk院r"vjgq.
J·pj"50404<"謂pj"j逢荏pi"e栄c"pjk羽v"8瓜"8院p"8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"qz{"j„c"ijfir"8»k"
P欝pi"8瓜"z¿e"vƒe"n "o瓜v"vtqpi"eƒe"{院w"v嘘"swcp"vt丑pi"違pj"j逢荏pi"n噂p"8院p"v嘘e"8瓜" rj違p" 泳pi" mjk" u穎" f映pi" z¿e" vƒe" f鵜" vj吋0" Fq" 8„." 違pj" j逢荏pi" e栄c" p欝pi" 8瓜" z¿e" vƒe" Cu2(BPDC)2*DR[+" n " {院w" v嘘" 8逢嬰e" n詠c" ej丑p" mj違q" uƒv" vk院r" vjgq0" Rj違p" 泳pi" 8逢嬰e" vk院p" j pj"荏"pjk羽v"8瓜"322oE"x噂k"v雨"n羽 mol vƒe"ej医v"4-hydroxybenzaldehyde và 1,4-dioxane là 1:50 x噂k" u詠" jk羽p fk羽p" e栄c" 5" 8逢挨pi" n逢嬰pi" ej医v" qz{" j„c" vgtv-butyl hydroperoxide và 8逢嬰e"mj違q"uƒv"荏"eƒe"p欝pi"8瓜"z¿e"vƒe"mjƒe"pjcw"dcq"i欝o 1 mol%, 3 mol% và 5 mol%. Mjk"mj»pi"e„"o員v"z¿e"vƒẹ"rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehyde và 1,4-fkqzcpg"z違{"tc"x噂k"v嘘e"8瓜 t医v"ej壱o"x 8衣v"8瓜"ejw{吋p"j„c"t医v"vj医r."ej雨"mjq違pi"8'" ucw"342"rj¿v"rj違p"泳pi0"Mjk"j o"n逢嬰pi"z¿e"vƒe"u穎"f映pi"n "3 mol%."rj違p"泳pi"z違{"tc" pjcpj"j挨p x "8衣v"8瓜"ejw{吋p"j„c"j挨p";2'"ucw"342"rj¿v0"V<pi"j o"n逢嬰pi"z¿e"vƒe"v瑛"3" oqn'"n‒p"5"oqn'."v嘘e"8瓜"rj違p"泳pi"v<pi"pjanh 8ƒpi"m吋"x "ucw"322"rj¿v"vj·"rj違p"泳pi" z違{"tci亥p"pj逢jq p"vq p."8瓜"ejw{吋p"j„c"8衣v"j挨p";;'0"V嘘e"8瓜"rj違p"泳pi"vk院r"v映e"8逢嬰e" v<pi"n‒p"mjk"v<pi"j o"n逢嬰pi"z¿e"vƒe"n‒p"7"oqn'."8瓜"ejw{吋p"j„c"8衣v"j挨p";;'"ej雨"ucw" 80 phút. Vtqpi"pijk‒p"e泳w"p {."j o"n逢嬰pi"5"oqn'"z¿c tác Cu2(BPDC)2*DR[+"8逢嬰e" ej丑p"8吋"vk院r"v映e"vk院p"j pj"eƒe"mj違q"uƒv"vk院r"vjgq"f詠c"vt‒p"eƒe"e¤p"pj逸e"x隠"o員v"n嬰k" ej" mkpj"v院x "jk羽w"sw違"z¿e"vƒe. Eƒe"m院v"sw違"mj違q"uƒv"p {"e pi"rj́"j嬰r"x噂k"eƒe"pijk‒p"e泳w" vt逢噂e" 8¤{ x " 8欝pi" vj運k" ejq" vj医{" mj違" p<pi" 泳pi" f映pi" ecq" e栄c" nq衣k" x壱v" nk羽w" Cu2(BPDC)2*DR[+"vtqpi"n pj"x詠e"z¿e"vƒe"f鵜"vj吋."8k吋p"j·pj là uq"uƒpj"x噂k"eƒe"m院v"sw違" 8«"8逢嬰e"e»pi"d嘘 vt逢噂e"8¤{0"Vƒe"ik違"E0"Oliver Kappe 8« vj詠e"jk羽p"rj違p"泳pi"qz{"j„c" ijfir"8»k"ik英c"4Ó-hydroxyacetophenone và 1,4-fkqzcpg."u穎"f映pi"z¿e"vƒe"Ew*QCe)2 x噂k" j o"n逢嬰pi"7"oqn', m院v"sw違 8瓜"ejw{吋p"j„c 4Ó-hydroxyacetophenone 8衣v"8逢嬰e"322'" sau 180 phút [34], hay 荏"o瓜v"u嘘"pijk‒p"e泳w"mjƒe"x隠"rj違p"泳pi"qz{"j„c"ijfir"8»k"E"Î O vj·"j o"n逢嬰pi"z¿e"vƒe"v¤o"8欝pi"8逢嬰e"u穎"f映pi"vjc{"8鰻k"vtqpi"mjq違pi"3"oqn'"8院p"32" mol% tính theo tác ch医v"ej pj *v́{"vjgq"v pj"ej医v"e栄c"nq衣k"z¿e"vƒe"8逢嬰e"u穎"f映pi+"dcq" i欝o<"rj違p"泳pi"ik英c"P.P-fkcnm{nhqtocokfg"x噂k" -mgvq"guvgt"x "pj„o"vj院"4-carbonyl- phenol (1 mol% CuCl [43], 5 mol% CuBr2 hay 5 mol% Cu(OAc)2 [21]) x "rj違p"泳pi" ijfir" 8»k" ik英c" cekf" ectdqz{nke" x " P.P-dialkylformamide (10 mol% Cu(ClO4)2.6H2O [44]).
J·pj"50405<"謂pj"j逢荏pi"e栄c"j o"n逢嬰pi"z¿e"vƒe"Ew2(BPDC)2*DR[+"vtqpi"rj違p"泳pi"qz{" j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehyde và 1,4-dioxanẹ
O瓜v" {院w" v嘘 swcp" vt丑pi mjƒe" 違pj" j逢荏pi" 8院p" rj違p" 泳pi ik英c" 4- hydroxybenzaldehyde và 1,4-dioxane s穎"f映pi"z¿e"vƒe"Ew2(BPDC)2(BPY) 8逢嬰e"mj違q" uƒv" vk院r" vjgq" n " v雨" n羽" oqn" ik英c" eƒe" vƒe" ej医v0" Rj違p" 泳pi" qz{" j„c" ijfir" 8»k" ik英c" 4- hydroxybenzaldehyde và 1,4-fkqzcpg" 8逢嬰e" vj詠e" jk羽p" vtqpi" o»k" vt逢運pi không dung o»k"x噂k"n逢嬰pi"f逢"n噂p"vƒe"ej医v"ej pj"vj泳"jck"3.6-dioxane, dq"8„ vƒe"ej医v"jck"e„"vj吋"8逢嬰e" zgo" 8欝pi" vj運k" 8違o" pj壱p" xck" vt”" fwpi" o»k" e栄c" rj違p" 泳pi0" Eƒe" v雨" n羽" oqn" vƒe" ej医v" 4- hydroxybenzaldehyde:1,4-fkqzcpg"8逢嬰e" ej丑p"8吋"mj違q"uƒv"n亥p" n逢嬰v"n "3<47."3<5907"x " 3<72."j o"n逢嬰pi"z¿e"vƒe"u穎"f映pi"n "5"oqn'"épi"u詠"e„"o員v"e栄c"5"8逢挨pi"n逢嬰pi"ej医v" oxy hóa tert-butyl hydroperoxide và rj違p"泳pi"8逢嬰e"vk院p"j pj"荏"pjk羽v"8瓜"n "322oC. M院v" sw違"mj違q"uƒv"ejq"vj医{."mjk"v雨"n羽"oqn"vƒe"ej医v"ik違o"u胤"f磯p"8院p"8瓜"ejw{吋p"j„c"e栄c"rj違p" 泳pi"ik違o0"Vw{"pjk‒p."mjk"u穎"f映pi"47"8逢挨pi"n逢嬰pi"3.6-fkqzcpg."rj違p"泳pi"x磯p"8衣v"8逢嬰e" 8瓜"ejw{吋p"j„c"i亥p";7'"ucw"vj運k"ikcp"342"rj¿v"x "vk院r"v映e"v<pi"n‒p";:'"vtqpi"épi" vj運k"ikcp"mjk"u穎"f映pi"5907"8逢挨pi"n逢嬰pi"3.6-fkqzcpg0"V<pi"v雨"n羽"vƒe"ej医v"n‒p"3<72"vj·" rj違p"泳pi"ejw{吋p"j„c"i亥p"pj逢"jq p"vq p."8瓜"ejw{吋p"j„c"8衣v"8逢嬰e"j挨p";;'"ucw"322" phút (hình 3.2.4). Ak隠w"p {"ejq"vj医{."xk羽e"u穎"f映pi"f逢 pjk隠w"vƒe"ej医v"mj»pi"e”p"違pj"
j逢荏pi"t "t羽v"8院p"8瓜pi"j丑e"rj違p"泳pi"p英c0 Vw{"pjk‒p."8吋"j厩"vt嬰"mj違"p<pi"rj¤p"vƒp"e栄c" vƒe"ej医v."e pi"pj逢"f詠c"vt‒p"xk羽e"uq"uƒpj"v嘘e"8瓜"x "8瓜"ejw{吋p"j„c"rj違p"泳pi 8衣v 8逢嬰e" trong ćpi"vj運k"ikcp"vj·"v雨"n羽"vƒe"ej医v"3<72"8逢嬰e"n詠c"ej丑p"ejq"eƒe"mj違q"uƒv"vk院r"vjgq0"M院v" sw違"p {"e pi"rj́"j嬰r"x噂k"mj違q"uƒv"e栄c"eƒe"pijk‒p"e泳w"8«"8逢嬰e"e»pi"d嘘"vt逢噂e"8„"[21].
J·pj"50406<"謂pj"j逢荏pi"e栄c"v雨"n羽"vƒe"ej医v"n‒p"v嘘e"8瓜"x "8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"qz{" j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehyde và 1,4-dioxanẹ
A嘘k" x噂k" eƒe" rj違p" 泳pi" ijfir" 8»k" u穎" f映pi" z¿e" vƒe" t逸p" mko" nq衣k" ejw{吋p" vk院r" vj·" fwpi"o»k"8„pi"o瓜v"xck"vt”"swcp"vt丑pi<"piq k"xk羽e"j”c"vcp"v衣q"u詠"rj¤p"vƒp"v嘘v"eƒe"vƒe" ej医v"e pi"pj逢"eƒe"u違p"rj育o"vtqpi"j羽"rj違p"泳pi"vj·"fwpi"o»k"e”p"ik英"xck"vt”"n o"d隠p" eƒe"u違p"rj育o"vtwpi"ikcp0"[院w"v嘘"8瓜"rj¤p"e詠e"e栄c"eƒe"fwpi"o»k"n "o瓜v"vtqpi"pj英pi"{院w" v嘘"swcp"vt丑pi"8吋"8ƒpj"ikƒ"x "ik違k"vj ej"eƒe"違pj"j逢荏pi"e栄c"fwpi"o»k"n‒p"swƒ"vt·pj"rj違p" 泳pi0 Rj違p" 泳pi" qz{" j„c" ijfir" 8»k" ik英c" 4-hydroxybenzaldehyde và 1,4-dioxane trong pijk‒p" e泳w" p {" 8逢嬰e" vj詠e" jk羽p" x噂k" 3.6-fkqzcpg" 8„pi" xck" vt”" vƒe" ej医v" ej pj" vj泳" jck" 8欝pi"vj運k"e pi"e„"vj吋"8逢嬰e"zgo"8„pi"xck"vt”"fwpi"o»k"ejq"rj違p"泳pi0"Fq"8„."eƒe"fwpi" o»k"vqnwgpg."cegvqpkvtkng"x "gvj{ncegvcvg"8逢嬰e"n詠c"ej丑p"8吋"mj違q"uƒv u詠"違pj"j逢荏pi"e栄c" dupi"o»k"8院p"v嘘e"8瓜"x "8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"u胤"8„pi"xck"vt”"n "8欝pi"fwpi"o»k *épi"x噂k"3.6-dioxane) vtqpi"pijk‒p"e泳w"p {0 A¤{"n "o瓜v"vtqpi"pj英pi"{院w"v嘘"o荏"t瓜pi"
rj衣o"xk mj違q"uƒv e栄c"pijk‒p"e泳w"p {"uq"x噂k"eƒe"e»pi"d嘘"vt逢噂e"8¤{ x隠"rj違p"泳pi"qz{" j„c"ijfir"8»k"ik英c"4-carbony phenol và các ether. Rj違p"泳pi"8逢嬰e"vk院p"j pj"vtqpi"j厩p" j嬰r" 3.6-fkqzcpg" x " 8欝pi" fwpi" o»k" *x噂k" v雨" n羽" vj吋" v ej" 3<3+ u穎" f映pi" 5" oqn'" z¿e" vƒe" Cu2(BPDC)2*DR[+" épi" u詠" e„" o員v" e栄c" 5" 8逢挨pi" n逢嬰pi" ej医v" qz{" j„c" vgtv-butyl hydroperoxide, v雨" n羽" oqn" vƒe" ej医v" ik英c" 4-hydroxybenzaldehyde:1,4-dioxane là 1:50, rj違p"泳pi"8逢嬰evk院p"j pj"rj違p"泳pi"荏"pjk羽v"8瓜"322oC. M院v"sw違"mj違q"uƒv"ejq"vj医{"v嘘e"8瓜" rj違p"泳pi"ik違o"mjk"e„"o員v"8欝pi"fwpi"o»k0"X噂k"8欝pi"fwpi"o»k"vqnwgpg."v嘘e"8瓜"rj違p" 泳pi"ik違o"pj姻."8瓜"ejw{吋p"j„c"ik違o"x "8衣v";4'"ucw"vj運k"ikcp"rj違p"泳pi"342"rj¿v0"Khi u穎"f映pi"8欝pi"fwpi"o»k"cegvqpkvtkng"x "gvj{ncegvcvg"vj·"v嘘e"8瓜"rj違p"泳pi"ik違o"o衣pj."8瓜" ejw{吋p"j„c"ucw"342"rj¿v"ej雨"8衣v"n亥p"n逢嬰v"8:'"x "5:' (hình 3.2.5). Ak隠w"p {"e„"vj吋" ik違k"vj ej"f詠c"vt‒p"xk羽e"mjk"e„"o員v"8欝pi"fwpi"o»k."j厩p"j嬰r"rj違p"泳pi"d鵜"rjc"nq«pị" v鰻pi"vj吋"v ej"j厩p"j嬰r"v<pi"f磯p"8院p"zƒe"uw医v"xc"ej衣o"jk羽w"sw違"e栄c"eƒe"rj¤p"v穎"vtqpi" j厩p"j嬰r"ik違o0"D‒p"e衣pj"8„"8瓜"rj¤p"e詠e"fwpi"o»k"vjc{"8鰻k"e pi"f磯p"8院p"vjc{"8鰻k"mj違" p<pi"j”c"vcp"eƒe"vƒe"ej医v"vtqpi"j厩p"j嬰r"rj違p"泳pi0"Eƒe"{院w"v嘘"p {"8«"違pj"j逢荏pị"n o" ik違o"v嘘e"8瓜"rj違p泳pi"x "8瓜"ejw{吋p"j„c"u違p"rj育o0"
J·pj"50407<"謂pj"j逢荏pi"e栄c"8欝pi"fwpi"o»k"n‒p"v嘘e"8瓜"x "8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi" qz{"j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehyde và 1,4-dioxanẹ
A嘘k"x噂k"eƒe"rj違p"泳pi"qz{"j„c"ijfir"8»k."u詠"e„"o員v"e栄c"ej医v"qz{"j„c"n "{院w"v嘘" ik英"xck"vt”"swcp"vt丑pi"sw{院v"8鵜pj"vtqpi"xk羽e"jq衣v"j„c"nk‒p"m院v"E"Î H và tham gia tách nq衣k"j{ftqigp"vt逢噂e"mjk"v衣q"nk‒p"m院v"ijfir"8»k"E"Î Q"o噂k0"Fq"8„."{院w"v嘘"8逢嬰e"n詠c"ej丑p" mj違q"uƒv"vk院r"vjgq"n "違pj"j逢荏pi"e栄c"eƒe"nq衣k"ej医v"qz{"j„c"mjƒe"pjcw"n‒p"rj違p"泳pi"qz{" j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehye và 1,4-dioxane (hình 3.2.6)0"Vtqpi"mj違q"uƒv" p {." rj違p" 泳pi" 8逢嬰e" vk院p" j pj" 荏" pjk羽v" 8瓜" 322oE" x噂k" v雨" n羽" vƒe" ej医v" 4- hydroxybenzaldehyde:1,4-fkqzcpg"n "3<72."j o"n逢嬰pi"z¿e"vƒe"Ew2(BPDC)2*DR[+"8逢嬰e" u穎"f映pi"n "5"oqn'"épi"u詠"e„"o員v"e栄c"5"8逢挨pi"n逢嬰pi"ej医v"qz{"j„c"8逢嬰e"n詠c"ej丑p0"Eƒe" ej医v"qz{"j„c"8逢嬰e"ej丑p"mj違q"uƒv"vtqpi"pijk‒p"e泳w"p {"i欝o"vgtv-butyl hydroperoxide, hydrogen peroxide, AgNO3, MnO2, PhI(OAc)2 x "qz{"vtqpi"8k隠w"mk羽p"mj "sw{吋p"d·pj vj逢運pi0"M院v"sw違"ejq"vj医{."vgtv-dwv{n"j{ftqrgtqzkfg"n "ej医v"qz{"j„c"rj́"j嬰r"pj医v"8逢嬰e" n詠c"ej丑p"ejq"rj違p"泳pi"ik英c"4-hydroxybenzaldehyde và 1,4-fkqzcpg"vtqpi"8k隠w"mk羽p"u穎" f映pi"z¿e"vƒe"Ew2(BPDC)2*DR[+."8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"i亥p"pj逢"jq p"vq p."8衣v" 99% saw"322"rj¿v"rj違p"泳pi0"Mjk"u穎"f映pi"ej医v"qz{"j„c"RjK*QCe+2, quá trình oxy hóa ijfir"8»k"fk宇p"tc"mj„"mj<p"j挨p"8ƒpi"m吋"uq"x噂k"mjk"u穎"f映pi"vgtv-dwv{n"j{ftqrgtqzkfg."v嘘e" 8瓜"rj違p"泳pi"ik違o"o衣pj"x "8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"ej雨"8衣v"6;'"ucw"342"rj¿v0"Các ej医v"qz{"j„cx»"e挨"mjƒe"pj逢"j{ftqigp"rgtqzkfg."CiPQ3, MnO2 x "qz{"vtqpi"8k隠w"mk羽p" mj "sw{吋p"d·pj"vj逢運pi"8逢嬰e"ej泳pi"okpj"mj»pi"rj́"j嬰r"x噂k"rj違p"泳pi"qz{"j„c"ijfir" 8»k"vtqpi"pijk‒p"e泳w"p {"mjkejq"m院v"sw違"8瓜"ejw{吋p"j„c"t医vvj医r."n亥p"n逢嬰v"n "4;'."56'" và 12%. Eƒe"m院v"nw壱p"p {"e pi"rj́"j嬰r"x噂k"eƒe"pijk‒p"e泳w"8«"8逢嬰e"e»pi"d嘘"vt逢噂e"8„0" Tert-dwv{n" j{ftqrgtqzkfg" e pi" n " ej医v" qz{" j„c" 8逢嬰e" ej丑p" vtqpi" pj英pi" pijk‒p" e泳w" e»pi"d嘘"8亥w"vk‒p"x "8逢嬰e"zgo"n "o瓜v"vtqpi"pj英pi"ej医v"qz{"j„c"rj́"j嬰r"pj医v"vtqpi"eƒe" rj違p"泳pi"qz{"j„c"ijfir"8»k"E"Îf鵜v嘘"u穎"f映pi"z¿e"vƒe"8欝pi"vj吋"v¤o"mko"nq衣k"8欝pi""[21, 34]. Xck"vt”"swcp"vt丑pi"e栄c"ej医v"qz{"j„c"vgtv-dwv{n"j{ftqrgtqzkfg"vtqpi"eƒe"rj違p"泳pi" qz{"j„c"ijfir"8»k"E"Î Q"e pi"8逢嬰e"mj鰯pi"8鵜pj"d荏k"pijk‒p"e泳w"e栄c"Ejcpi"[45] e pi" pj逢"vtqpi"eƒe"e»pi"d嘘"e栄c"Zkcqdkpi"Ycp"épi"eƒe"8欝pi"u詠"[46]. Trong các ngjk‒p"e泳w" này, tert-butyl hydroperoxide 8逢嬰e"mj違q"uƒv"uq"uƒpj"jk羽w"sw違"x噂k"o瓜v"u嘘"ej医v"qz{"j„c" vj»pi"f映pi"mjƒe"vtqpi"rj違p"泳pi"qz{"j„c"ijfir"8»k"x "8隠w"ejq"m院v"sw違"v嘘v"pj医v0"Piq k"
tc"eƒe"pijk‒p"e泳w"p {"e pi"ej雨"tc"xck"vt”"e栄c"vgtv-butyl hydroperoxide khi tham gia vào e挨"ej院"rj違p"泳pi"荏"eƒe"ikck"8q衣p"j·pj"vj pj"j嬰r"ej医v"vtwpi"ikcp"e pi"pj逢"v衣q"eƒe"i嘘e" v詠"fq"d茨pi"xk羽e"vtcq"8鰻k"piw{‒p"v穎"j{ftqigp0 X噂k"eƒe"m院v"sw違"mj違q"uƒv"vt‒p."vgtv-butyl j{ftqrgtqzkfg"8逢嬰e"n詠c"ej丑p"n "ej医v"qz{"j„c"ejq"eƒe"mj違q"uƒv"vk院r"vjgq0"
H·pj"50408<"謂pj"j逢荏pi"e栄c"eƒe"ej医v"qz{"j„c"mjƒe"pjcw"n‒p"rj違p"泳pi"qz{"j„c"ijfir"8»k" ik英c"4-hydroxybenzaldehyde và 1,4-fkqzcpg"x噂k"z¿e"vƒe"Ew2(BPDC)2(BPY).
謂pj"j逢荏pi"e栄c"j o"n逢嬰pi"ej医v"qz{"j„c"e pi"8逢嬰e"mj違q"uƒv"*j·pj"50409+0"Hàm n逢嬰pi"ej医v"qz{"j„c"e„"違pj"j逢荏pi8院p"v嘘e"8瓜 x "8瓜"ejw{吋p"j„c rj違p"泳pi0"Vtqpi"mj違q" uƒv"p {."j o"n逢嬰pi"ej医v"qz{"j„c"vgtv-dwv{n"j{ftqrgtqzkfg"8逢嬰e"n詠c"ej丑p"u穎"f映pi"x噂k" eƒe"8逢挨pi"n逢嬰pi"vjc{"8鰻k"3."4"x "5"uq"x噂k"4-j{ftqz{dgp¦cnfgj{fg0"Rj違p"泳pi"vj詠e"jk羽p" 荏"322oE"x噂k"u詠"e„"o員v"e栄c"5"oqn'"z¿e tác Cu2(BPDC)2*DR[+."v雨"n羽"oqn"e栄c"jck"vƒe" ej医v"ej pj"n "3<720"M院v"sw違"ejq"vj医{"mjk"u穎"f映pi"5"8逢挨pi"n逢嬰pi"ej医v"qz{"j„c"vgtv-butyl j{ftqrgtqzkfg"vj·"8瓜"ejw{吋p"j„c"rj違p"泳pi"8衣v"8逢嬰e"i亥p"pj逢"jq p"vq p"ucw"322"rj¿v." vtqpi"mjk"8„"8瓜"ejw{吋p"j„c"8衣v"8逢嬰e";6'"mjk u穎"f映pi"4"8逢挨pi"n逢嬰pi""x "vtqpi"vt逢運pi" j嬰r"u穎"f映pi"3"8逢挨pi"n逢嬰pi"vgtv-butyl hydroperoxide vj·"v嘘e"8瓜"rj違p"泳pi"ik違o"pjcpj." 8瓜"ejw{吋p"j„c"ej雨"8衣v"9;'"ucw"342"rj¿v. Xck"vt”"swcp"vt丑pi"e栄c"j o"n逢嬰pi"ej医v"qz{" j„c"8嘘k"x噂k"eƒe"rj違p"泳pi"qz{"j„c"ijfir"8»k"e pi"8逢嬰e 8隠"e壱r"vtqpi"pj英pi"pijk‒p"e泳w"
vt逢噂e"8¤{ [34, 45, 46]. Vtqpi"8„."n逢嬰pi"ej医v"qz{"j„c"8逢嬰e"u穎"f映pi"p茨o"vtqpi"mjq違pi" v瑛"3"Î8"8逢挨pi"n逢嬰pi"uq"x噂k"vƒe"ej医v"ej pj."x "u詠"vjc{"8鰻k"j o"n逢嬰pi"ej医v"qz{"j„c"違pj" j逢荏pi"n噂p"8院p"v嘘e"8瓜"rj違p"泳pi0" Ejcpi"x "Zkcqdkpi"Ycp"vtqpi"eƒe"pijk‒p"e泳w"e栄c" o·pj"8隠w"ej丑p"j o"n逢嬰pi"ej医v"qz{"j„c"v嘘k"逢w"n "8"8逢挨pi"n逢嬰pi [45, 46]."vtqpi"mjk"荏" pijk‒p"e泳w"i亥p"8¤{"pj医v"vj·"C. Oliver Kappe ej丑p"404"8逢挨pi"n逢嬰pi"ej医v"qz{"j„c"8吋" mj違q"uƒv"ejq"rj違p"泳pi"qz{"j„c"ijfir"8»k"ik英c"4-hydroxybenzaldehyde và 1,4-dioxane [34]. N逢嬰pi"ej医v"qz{"j„c"8逢嬰e"u穎"f映pi"vtqpi"pijk‒p"e泳w"p {"e pi"rj́"j嬰r"x噂k"m院v" sw違"e栄c"pijk‒p"e泳w"8«"8逢嬰e"e»pi"d嘘"8„0
J·pj"50409<"謂pj"j逢荏pi"e栄c"j o"n逢嬰pi"ej医v"qz{"j„c"n‒p"8瓜"ejw{吋p"j„c"e栄c"rj違p"泳pi"
ik英c"4-hydroxybenzaldehyde và 1,4-dioxanẹ
V亥o"swcp"vt丑pi"x "xck"vt”"e亥p"vjk院v"e栄c"ej医v"qz{"j„c"vtqpi"rj違p"泳pi"qz{"j„c" ijfir"8»k ik英c"4-hydroxybenzaldehyde và 1,4-dioxane vk院r"v映e 8逢嬰e"mj鰯pi"8鵜pj"d茨pi" eƒe"mj違q"uƒv"u穎"f映pi"ej医v"ej嘘pi"qz{"j„c"*j·pj"5040:+0""Ascorbic acid và phloroglucinol 8逢嬰e"ej丑p"n o"ej医v"ej嘘pi"qz{"j„c"ejq"mj違q"uƒv"p {0"Rj違p"泳pi"8逢嬰e"vk院p"j pj"x噂k"v雨"n羽 mol vƒe" ej医v" 4-hydroxybenzaldehyde:1,4-fkqzcpg" n " 3<72." u穎" f映pi" 5" oqn'" z¿e" vƒe" Cu2(BPDC)2*DR[+" épi" u詠" e„" o員v" e栄c" 5" 8逢挨pi" n逢嬰pi" ej医v" qz{" j„c" vgtv-butyl j{ftqrgtqzkfg." pjk羽v" 8瓜" rj違p" 泳pi" n " 322oE0" Ucw" 42" rj¿v" vj詠e" jk羽p" rj違p" 泳pị" ej医v"