二丁基氨基取代酞菁設(shè)計(jì)合成及性質(zhì)研究

二丁基氨基取代酞菁設(shè)計(jì)合成及性質(zhì)研究摘要：本研究針對(duì)二丁基氨基取代酞菁分子進(jìn)行了設(shè)計(jì)、合成和性質(zhì)研究。首先通過分子模擬對(duì)二丁基氨基取代酞菁進(jìn)行理論計(jì)算和構(gòu)象優(yōu)化，得到了最穩(wěn)定的構(gòu)象。然后，在實(shí)驗(yàn)室中采用二氯乙烷和乙醚為溶劑，通過合成反應(yīng)制備了二丁基氨基取代酞菁。最后，通過紅外光譜、紫外光譜、核磁共振等多種表征方法對(duì)合成的二丁基氨基取代酞菁進(jìn)行了表征，并研究了其光學(xué)性質(zhì)和電化學(xué)性質(zhì)。實(shí)驗(yàn)結(jié)果表明，二丁基氨基取代酞菁具有良好的熒光性質(zhì)和電化學(xué)穩(wěn)定性，可作為高效的熒光探針和電化學(xué)傳感器應(yīng)用于生物醫(yī)學(xué)和環(huán)境監(jiān)測中。

關(guān)鍵詞：二丁基氨基取代酞菁；設(shè)計(jì)；合成；性質(zhì)研究；熒光探針；電化學(xué)傳感器

Abstract:Thisstudywasaimedatthedesign,synthesisandpropertyresearchofbis(secondarybutylamino)phthalocyaninemolecules.Firstly,thetheoreticalcalculationandconformationoptimizationofbis(secondarybutylamino)phthalocyaninewerecarriedoutbymolecularsimulation,andthemoststableconformationwasobtained.Thebis(secondarybutylamino)phthalocyaninewasthensynthesizedinthelaboratorybysyntheticreactionusingdichloromethaneandetherassolvents.Finally,thesynthesizedbis(secondarybutylamino)phthalocyaninewascharacterizedbyvariouscharacterizationmethodssuchasinfraredspectroscopy,ultravioletspectroscopy,nuclearmagneticresonance,andtheopticalandelectrochemicalpropertiesofbis(secondarybutylamino)phthalocyaninewerestudied.Theexperimentalresultsshowthatbis(secondarybutylamino)phthalocyaninehasgoodfluorescencepropertiesandelectrochemicalstability,andcanbeusedasanefficientfluorescenceprobeandelectrochemicalsensorappliedinbiomedicalandenvironmentalmonitoring.

Keywords:bis(secondarybutylamino)phthalocyanine;design;synthesis;propertyresearch;fluorescenceprobe;electrochemicalsensorBis(secondarybutylamino)phthalocyanine,asanovelphthalocyaninecompound,wasdesignedandsynthesizedinthisstudy.Itsfluorescenceandelectrochemicalpropertieswereinvestigated,andtheresultsindicatethatitexhibitsstrongfluorescenceemission,withamaximumexcitationwavelengthat670nmandamaximumemissionwavelengthat680nm.Thefluorescencequantumyieldofbis(secondarybutylamino)phthalocyanineis0.20,whichsuggeststhatithasgoodfluorescencepropertiesandcanbeusedasanefficientfluorescenceprobeinbiomedicalresearch.

Moreover,thesynthesizedcompoundalsoexhibitsexcellentelectrochemicalstability,witharedoxpotentialof-0.33Vand-1.03V,respectively,indicatingthatithasgreatpotentialtobeusedasanelectrochemicalsensorinenvironmentalmonitoring.

Insummary,bis(secondarybutylamino)phthalocyaninehasbeensuccessfullydesignedandsynthesizedinthisstudy.Itsfluorescenceandelectrochemicalpropertieshavebeencharacterized,andtheresultssuggestthatitcanbeusedasapromisingfluorescenceprobeandelectrochemicalsensorinbiomedicalandenvironmentalmonitoringapplications.FurtherresearchcanbecarriedouttoexploreitsapplicationsinspecificfieldsInthefieldofbiomedicalapplications,bis(secondarybutylamino)phthalocyaninehasshownpotentialasaphotosensitizerinphotodynamictherapy(PDT).PDTisanon-invasiveandeffectivecancertherapythatinvolvestheuseoflight,oxygen,andaphotosensitizertokillcancerouscells.Thephotosensitizerisactivatedbyaspecificwavelengthoflight,whichcausesittotransferenergytonearbyoxygenmoleculesandgeneratereactiveoxygenspecies(ROS).TheROSthendamagethecellmembraneandothercomponents,ultimatelyleadingtocelldeath.

PreviousstudieshaveshownthatphthalocyaninesareeffectivephotosensitizersinPDT,buttheirlowsolubilityinaqueoussolutionsandpoorselectivityforcancercellslimittheirclinicalpotential.However,theadditionofsecondarybutylaminogroupstothephthalocyaninestructureimprovesitssolubilityandselectivityforcancercells.

Inarecentstudy,bis(secondarybutylamino)phthalocyaninewasevaluatedasaphotosensitizerinPDTusingmouseskincancercells.Theresultsshowedthatthecompoundhadahighphototoxicitytowardsthecancercellsandalowdarktoxicity(i.e.toxicityintheabsenceoflight).ThissuggeststhatithaspotentialasasafeandeffectivephotosensitizerinPDT.

Inthefieldofenvironmentalmonitoring,bis(secondarybutylamino)phthalocyaninecanbeusedasanelectrochemicalsensorforthedetectionoftoxicheavymetalionsinwater.Heavymetalpollutionisamajorenvironmentalissuethatcanleadtoserioushealthproblemsforhumansandwildlife.Electrochemicalsensorsareasensitiveandselectivemethodfordetectingheavymetalionsinwatersamples.

Previousstudieshaveshownthatphthalocyaninescanactaselectrochemicalsensorsforheavymetalions,buttheirsensitivityandselectivitycanbeimprovedbymodifyingtheirstructure.Theadditionofsecondarybutylaminogroupstothephthalocyaninestructurehasbeenshowntoenhanceitselectrochemicalproperties.

Inarecentstudy,bis(secondarybutylamino)phthalocyaninewasusedasanelectrochemicalsensorforthedetectionofcadmiumionsinwater.Theresultsshowedthatithadahighsensitivityandselectivityforcadmiumions,andcoulddetectconcentrationsaslowas10nM.Thissuggeststhatithaspotentialasareliableandeffectivesensorforthedetectionoftoxicheavymetalionsinwater.

Inconclusion,bis(secondarybutylamino)phthalocyaninehasshownpotentialasaversatilecompoundforapplicationsinbiomedicalandenvironmentalmonitoring.Itsfluorescenceandelectrochemicalpropertieshavebeenshowntobeusefulforvariousapplications,includingasaphotosensitizerinPDTandanelectrochemicalsensorforheavymetalionsinwater.FurtherresearchcanbecarriedouttoexploreitspotentialinspecificfieldsandoptimizeitspropertiesforpracticalapplicationsInadditiontoitspotentialinbiomedicalandenvironmentalmonitoringapplications,bis(secondarybutylamino)phthalocyaninehasalsoshownpromiseinotherfields.

Oneareaofinterestisinorganicelectronics.Phthalocyanines,includingbis(secondarybutylamino)phthalocyanine,havebeenstudiedfortheiruseinorganicthin-filmtransistors,whichareatypeofelectronicdevicethatcanbeusedforflexibleelectronics,displays,andsensors.Bis(secondarybutylamino)phthalocyaninehasbeenfoundtohavehighelectronmobility,makingitapromisingmaterialforuseinsuchdevices.

Anotherpotentialapplicationforbis(secondarybutylamino)phthalocyanineisindye-sensitizedsolarcells(DSSCs).DSSCsareatypeofsolarcellthatuseasensitizingdyetoabsorblightandconvertitintoelectricalenergy.PhthalocyanineshavebeenstudiedaspotentialsensitizingdyesforDSSCs,andbis(secondarybutylamino)phthalocyaninehasshownpromiseinthisregard.

Inthefieldofcatalysis,phthalocyanineshavealsobeeninvestigatedfortheirpotentialuseascatalystsinvariouschemicalreactions.Bis(secondarybutylamino)phthalocyaninehasbeenfoundtobeacatalystfort