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!"#$$% &'($) ),2010 32):208~212 CN53-1045/N ISSN0258-7971 JournalofYunnanUniversity *+ 6- ,-*./0123456 789:;<=>? ? !"#$ %& '()*+,- !"#$%&'()*+,-./0123+ *+4+567+812 9: 650091 @A;<=>?@ABCDEFGHIJJKLMNOPQRS>TU=VW>XYZ[\]U^ _`abcdefghijPOM kl\)mU`aQnopZqrstu:vwLMPQRS>TU xyz\*X)n{|}~`abcB#bUibebcU ππc eAl\*X)opbc${|`apAUBCD<=>?@XY`a EF4GHO626.32 O753  IJKLMA  INOH0258-7971 2010 02-0208-05 ^_bcU`aGO s U¡Q¢£DEFPQyT Y` an¤Y}~ND ¥¦§Col `aA¨©ª«O¬g-®¯g°±² ´gµ¶· LEDs ¸¹aº· FETs U»¼½¾¿ÀAÁÂÃÄZ 2000 «§`a ÅBU[ÆZÇÈUqr¯=ÉÊ<ËÌÍÎ)Ï=ÉÐ HBC Ñ 6- <¢>?@O¬XYqrU,-Ò Ó l\*X)O¬¨©Ô(Õ bcU>× ÑØOwÙÚUÛe¿ÀAÁÝÞßà;<¢>?@ADXY` abcUÃÄáâãäàl\*X)åæU, Q`aÙÚUÛeçèåéêëXYZ; <¢>?@ADU^_`a*X) 9/ ÅX YìÛí¯î 1. 1 PQR4 1 STUVW BrukerDRX-500Dïðñò Bruker óô), TMS CDCl ö÷øù VarioEL O¬×úbûòXPN-2033 _fghi jN KEL-XMT-3100üý7þÿ¨ò!"y Øg+ò-O#$%&' THF e Na ()*+ ,-DMFebc.*+Å/*+0÷1A23 42 X9Y69:;Z[ 1.2.1 2 6- . 4- /01213456 789 5674-VS>= 89 5.0g 0.03mol )、 kVS>=V: 2.3g 0.17 mol BF ·Et 100mL U;X) 100℃ 7ìÛ 2h <=>?@8A 20mL ), BCCD)e8AEF>G`&H*+IJKHL ºMN48%. H NMR 500MHzinCDCl ): δ 8.69 2H Py-H ), 8.53 =8.5Hz 2H Ar -H ), 8.42=8.4Hz 4H Ar-H ), 7.20 ~ 7.236H Ar-H ), 4.00 ~3.98 3H OCH ), 3.92 6H 2OCH 1.2.2 2 6- . 4- :01213;789 ?OPQ 1.0g 2.10mmol öR&' 8S 10mL B ?T()U 20min ?@V \]^_2009-09-23 *`abùW$%4+>X&YZ[20972133 ); ùW!\]ô->X&YZ[ 2007067300 ); 12^$%4+>X&YZ[ 2005E008M cdef_`a1982- ), bc2deôÎfgÖbc`ahn½¾*+ØUqrghcd7iJ1968- ), b12døùj+]ô!k]ôÎlmfgÖbc`ahn½¾*+ØUqr

*+ 246-,-*./0123456 789:;?...2010/02/15  · 书!"#$$% (&’($)),2010,32(2):208~212 CN53-1045/N ISSN0258-7971 JournalofYunnanUniversity *+ 2,4,6-,-*./0123456

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  • 书书书

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    [1] CHANDRASEKARS.Discoticliquidcrystals:Abriefreview[J].LiqCryst,1993,14:1314.

    [2] (a)SERGEYEVS,PISULAW,GEERTSYH.Discotic

    liquidcrystals:anewgenerationoforganicsemiconductors[J].ChemSocRev,2007,36:19021929;(b)

    ADAMD,SCHUHMACHERP,SIMMRERJ,etal.Fast

    photoconductioninthehighlyorderedcolumnarphase

    ofadiscoticliquidcrystal[J].Nature,1994,371:141143;(c)LEVITSKYIA,KISHIKAWAK,EICHHORN

    SH.Excitoncouplinganddipolarcorrelationsinaco

    112

              _`aÑ

    :>R

    2,4,6-?@^_`abcUêëXYQnqr

  • lumnarliquidcrystal:Photophysicsofabent-rodhexacatenarmesogen[J].JAmChemSoc,2000,122:24742479;(d)NEILLOM,KellySM.Liquidcrystalsforchargetransport,luminescence,andphotonics[J].AdvMater,2003,15:11351146.

    [3] (a)CHANDRASEKHARS,RANGANATHGS.Discoticliquidcrystals[J].RepProgPhys,1990,53:5784;(b)DESTRADEC,FOUCHERP,GASPAROUXH,etal.Disc-likemesogens:Aclassification[J].CrystLiqCryst,1981,71:111135;(c)DESTRADEC,FOUCHERP,GASPAROUXH,etal.Disc-likemesogenpolymorphism[J].MolCrystLiqCryst,1984,106:121146.

    [4] KOPITZKE J, WENDORFF J H. DiskotischeFlüssigkristalle:materialienfürdieoptoelektronik[J].ChemunsererZeit,2000,34:416.

    [5] (a)KROEHNKEF,ZEHERW,CURTZEJ,etal.SynthesendurchMichael-additionvonpyridiniumsalzen[J].AngewChem1962,74(21):811817;(b)KATRITZKYAR,THINDS.Thesynthesisandreactionsofstericallyconstrainedpyrylium andpyridinium salts[J].JChemSoc,PerkinTrans1,1980:18951900;(c)TUS,LIT,SHIF,etal.One-potsynthesisof2,4,6-triarylpyridinesusingrawmaterialsundermicrowaveirradiation[J].ChemLett,2005,34:732733;(d)SENAIARRS,YOUNGDD,DEITERSA.Pyridinesviasolid-supported[2+2+2]cycloadditions[J].ChemCommun,2006,12:13131315;(e)VIJIN

    RJ,ARTSHJ,MAASPJ.Synthesisof6-substituted2-(N-acetylamino)pyridinesand2-aminopyridinesbycyclizationof5-oximinoalkanenitriles[J].JOrgChem,1993,58:887891;(f) TEWARIR S,AWASTHIAK.Anewrouteto2,4,6-triarylpyridinesviastabilizedsulfuranes[J].Synthesis,1981,4:314315.

    [6] GRAYGW,JONESB.Themesomorphictransitionpointsofthep-n-alkoxybenzoicacids[J].JChemSoc,1953:41794180.

    [7] GASSMANPG,MACOMBERDW,WILLHONGillSM.IsolationandcharacterizationofreactiveintermediatesandactivecatalystsinHomogeneouscatalysis[J].JAmChemSoc,1985,107(8):23802388.

    [8] CHENGXH,DONGX,HUANGR,etal.Polygonalcylinderphasesof3-alkyl-2,5-diphenylthiophene-basedbolaamphiphiles:Changingsymmetrybyretainingnettopology[J].ChemMater,2008,20:47294738.

    [9] HOGERS,ROSSELLIS,RAMMINGERAD,etal.Afacilesynthesisoflargeextraannular-functionalizedphenyl-ethynylmacrocyclescontainingm-terphenylUnits[J].OrgLett,2002,4:42694272.

    [10] CHENGXH,DIELES,TSCHIERSEC.Moleculardesignofliquidcrystallineblock-moleculers:semifluorinatedpentaerythritoltetrabenzoatesexhibitinglamellar,columnar,andcubicmesophases[J].AngewChemIntEdEngl,2000,39:592595.

    Synthesesandmesomorphicpropertiesofstar-likeliquidcrystalsbasedon2,4,6-triphenylpyridine

    YEYafei,LIQuan,DONGXing,XUShengyu,CHENGXiaohong(KeyLaboratoryofMedicalChemistryforNaturalResource,MinistryofEducation,

    SchoolofChemicalScienceandTechnology,YunnanUniversity,Kunming650091,China)

    Abstract:Anewkindofstar-likeliquidcrystalswassynthesizedbytakingtriphenylpyridineascentralcoreconnectedwiththreeperipheral4-alkoxylbenzoyloxygroupsviaesterbond.Themesophasebehaviorofthesecompoundswasinvestigatedwithpolarizingopticalmicroscopy(POM).Nematicandcolumnarmesophasescanbefoundinthesecompounds,withtheelongationoftheterminalalkoxylchains.Themicrosegregationofthemolecularincompatiblepartsandintermolecularπ-πinteractionareconsideredtobethemaindrivingforcesforthemolecularselforganizationtoinduceliquidcrystallineproperties.

    Keywords:synthesis;liquidcrystal;triphenylpyridine

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