1.State Key Laboratory of Fine Chemicals, Liaoning High Performance Resin Engineering Research Center, Department of Polymer Science & Engineering, Dalian University of Technology, Dalian 116024, China
wangjinyan@dlut.edu.cn (J.Y.W.)
jian4616@dlut.edu.cn (X.G.J.)
Scan for full text
Construction of Aniline Trimer Based Conjugated Polymers through Schiff Base Reaction and Their Use as Feedstock for Infrared Stealth Coatings[J]. 高分子科学(英文版), 2023,41(6):851-858.
Xiang-Yu Li, Li-Shuai Zong, Yi-Bo Wang, et al. Construction of Aniline Trimer Based Conjugated Polymers through Schiff Base Reaction and Their Use as Feedstock for Infrared Stealth Coatings[J]. Chinese Journal of Polymer Science, 2023,41(6):851-858.
Construction of Aniline Trimer Based Conjugated Polymers through Schiff Base Reaction and Their Use as Feedstock for Infrared Stealth Coatings[J]. 高分子科学(英文版), 2023,41(6):851-858. DOI: 10.1007/s10118-022-2861-7.
Xiang-Yu Li, Li-Shuai Zong, Yi-Bo Wang, et al. Construction of Aniline Trimer Based Conjugated Polymers through Schiff Base Reaction and Their Use as Feedstock for Infrared Stealth Coatings[J]. Chinese Journal of Polymer Science, 2023,41(6):851-858. DOI: 10.1007/s10118-022-2861-7.
We employed amine-capped aniline trimer as one of the building block to construct novel Schiff-base-containing conductive polymer coatings through dialdehyde-amine polycondensation,reducing the band gap and improving the electrical conductivity of the structure was both beneficial to the reduction of infrared emissivity. The infrared emissivity of ATTPAL coatings was 0.587 at wavelength of 8-14 μm and 0.595 at wavelength of 2-22 μm.
In order to meet the demand for infrared stealth materials in the military field, conjugated polymers containing Schiff base moieties were designed and prepared. Various dialdehyde monomers were introduced and their effect on the comprehensive properties were systematically characterized. The resulted polymers could be cast in solution to prepare polymer coatings. The coatings exhibited high thermal stability up to 400 °C at 5% weight loss, and excellent mechanical performance with high Young's modulus and hardness. The infrared emissivity values varied from 0.587 to 0.627 at wavelength of 8−14 μm and ranged from 0.595 to 0.609 at wavelength of 2−22 μm. Specifically, it was found that the ATTPAL structure with carbazole moieties had a lower band gap and better electrical conductivity by photoelectric test and DFT theoretical analysis. Meanwhile, the infrared emissivity value of ATTPAL coating was the lowest compared with ,p,-phenyl and pyridyl containing analogues, suggesting it was potential material for the future development of infrared stealth technology. The combined results showed that reducing the band gap and improving the electrical conductivity of the structure were both beneficial to the reduction of infrared emissivity. It would positively provide new ideas for the design of infrared stealth materials.
Conjugated polymersSchiff baseDFTPhotoelectricInfrared emissivity
Gu,J.;Wang,W.;Yu,D.Temperaturecontrolandlowinfraredemissivitydouble-shellphasechangemicrocapsulesandtheirapplicationininfraredstealthfabric.Prog. Org. Coat.2021,159,106439..
Pan,W.;Zhou,Y.;He,M.;Bu,X.;Ding,B.;Huang,T.;Huang,S.;Li,S.Synthesis,helicity,andlowinfraredemissivityofopticallyactivepoly(N-propargylamide)sbearingstigmasterylmoieties.J. Mol. Struct.2017,1142,285−292..
Shi,M.;Xu,C.;Yang,Z.;Liang,J.;Wang,L.;Tan,S.;Xu,G.Achievinggoodinfrared-radarcompatiblestealthpropertyonmetamaterial-basedabsorberbycontrollingthefloatingrateofAltypeinfraredcoating.J. Alloys Compd.2018,764,314−322..
Tan,P.;Lu,F.;Han,Y.Mid-infraredoptimizedelectroreflectivedevicebasedonPEDOT/PSS.Sol. Energy Mater. Sol. Cells2021,219,110808..
Chang,Y.;Wang,Y.;Wang,W.;Yu,D.Highlyefficientinfraredstealthasymmetric-structurewaterbornepolyurethanecompositespreparedviaone-stepdensity-drivenfillerseparationmethod.Colloids Surf. A Physicochem. Eng. Asp.2021,614,126177..
Xu,R.;Wang,W.;Yu,D.Preparationofsilver-platedhollowglassmicrospheresanditsapplicationininfraredstealthcoatingfabrics.Prog. Org. Coat.2019,131,1−10..
Yu,H.;Xu,G.;Shen,X.;Yan,X.;Shao,C.;Hu,C.Effectsofsize,shapeandfloatageofCuparticlesonthelowinfraredemissivitycoatings.Prog. Org. Coat.2009,66,161−166..
Chu,H.;Zhang,Z.;Liu,Y.;Leng,J.Silverparticlesmodifiedcarbonnanotubepaper/glassfiberreinforcedpolymercompositematerialforhightemperatureinfraredstealthcamouflage.Carbon2016,98,557−566..
Zhang,W.;Lv,D.PreparationandcharacterizationofSi/SiO2one-dimensionalphotoniccrystalwithultra-lowinfraredemissivityinthe3–5μmband.Optik2020,202,163738..
Zhang,H.;Boyan,Q.U.;Jin,L.;Chao,M.A.Infraredimagingsimulationofseasurfacedetectionofunderwatervehiclethermalwaketarget.J. Appl. Opt.2019,40,525−534..
Huang,W.;Ji,H.Effectofenvironmentalradiationonthelong-waveinfraredsignatureofcruiseaircraft.Aerosp. Sci. Technol.2016,56,125−134..
Zhou,X.;Xin,B.;Liu,Y.Researchprogressoninfraredstealthfabric.J. Phys. Conf. Ser.2021,1790,012058..
Fang,K.Y.;Wang,Y.J.;Zhao,Y.C.;Fang,F.Infraredstealthnanofibrouscompositeswiththermaladaptabilityandmechanicalflexibility.Compos. Sci. Technol.2020,201,108483..
Zhang,L.;Xu,G.;Wang,L.;Wang,B.;Ren,Z.;Dou,S.;Song,S.;Pan,M.;Li,X.;Li,Y.Achievingvariableinfraredemissivitymodulationregionsofpoly(aniline)films:theeffectoffilmsurfacemorphologyontheopticaltunability.Dyes Pigm.2021,187,109084..
Salihoglu,O.;Uzlu,H.B.;Yakar,O.;Aas,S.;Balci,O.;Kakenov,N.;Balci,S.;Olcum,S.;Suzer,S.;Kocabas,C.Graphene-basedadaptivethermalcamouflage.Nano Lett.2018,18,4541−4548..
Lyu,J.;Liu,Z.;Wu,X.;Li,G.;Fang,D.;Zhang,X.NanofibrousKevlaraerogelfilmsandtheirphase-changecompositesforhighlyefficientinfraredstealth.ACS Nano2019,13,2236−2245..
Zhu,Y.;Zhou,Y.;Zhang,T.;He,M.;Wang,Y.;Yang,X.;Yang,Y.Preparationandcharacterizationoflactate-intercalatedCo-Felayereddoublehydroxidesandexfoliatednanosheetfilmwithlowinfraredemissivity.Appl. Surf. Sci.2012,263,132−138..
Zhang,M.;Yang,G.;Zhang,L.;Zhang,Y.;Yin,J.;Ma,X.;Wen,J.;Dai,L.;Wang,X.;Chen,H.;Zhang,L.;Yin,L.;Jian,X.;Zhao,X.;Deng,L.ApplicationofZrB2thinfilmasalowemissivityfilmathightemperature.Appl. Surf. Sci.2020,527,146763..
Qin,Y.;Zhang,M.;Guan,Y.;Huang,X.LaserabsorptionandinfraredstealthpropertiesofAl/ATOcomposites.Ceram. Int.2019,45,14312−14315..
Li,E.;Bai,Y.;Dong,H.;Jia,R.;Zhao,X.;Wang,R.;Bao,M.;Ma,W.InfraredradiationandthermalpropertiesofAl-dopedSrZrO3perovskitesforpotentialinfraredstealthcoatingmaterialsinthehigh-temperatureenvironment.Ceram. Int.2021,47,23124−23133..
Zhang,P.;Cai,F.;Wang,G.J.;Yu,H.F.UV-Vis-NIRlight-deformableshape-memorypolyurethanedopedwithliquid-crystalmixtureandGOtowardsbiomimeticapplications.Chinese J. Polym. Sci.2022,40,166−174..
He,Z.W.;Zhang,Q.;Li,C.X.;Han,H.T.;Lu,Y.Synthesisofthieno[3,4-b]pyrazine-basedalternatingconjugatedpolymersviadirectarylationfornear-infraredOLEDapplications.Chinese J. Polym. Sci.2022,40,138−146..
Pan,W.;He,M.;Bu,X.;Zhou,Y.;Ding,B.;Huang,T.;Huang,S.;Li,S.Microwaveabsorptionandinfraredemissivityofhelicalpolyacetylene@multiwalledcarbonnanotubescomposites.J. Mater. Sci. Mater. Electron.2017,28,8601−8610..
Cai,J.;Han,J.;Ma,G.;Liu,X.;Wang,J.;Jian,X.Constructionofdimetal-containingdithioleneandSchiffbaseconjugatedpolymercoating:exploitingmetalcoordinationasadesignstrategyforimprovinginfraredstealthproperties.Polym. Chem.2019,10,5839−5848..
P.;Hourquebie,P.Infraredswitchingelectroemissivedevicesbasedonhighlyconductingpolymers.Thin Solid Films1999,352,243−248..
Wen,H.L.;Lai,B.W.;Peng,H.L.;Xiong,Z.Q.;Liu,C.B.CharacterizationandinfraredstealthypropertiesoftwoSchiff-basecompoundsderivedfrom1-amino-2-hydroxypropaneandtheircomplexes.Chinese J. Struc. Chem.2020,39,279−286..
Yin,J.;Wang,C.;Zheng,H.;Zhang,L.;Zhang,M.;Ma,X.;Shen,T.;Zhang,W.T.;Weng,X.L.;Jiang,S.L.;Zhang,X.F.;Fan,J.F.;Deng,C.M.;Deng,L.J.PowercontrolledmicrostructureandinfraredpropertiesofairplasmasprayingbasedonYSZcoatings.Surf. Coat. Technol.2021,426,127768..
Louet,C.;Cantin,S.;Dudon,J.P.;Aubert,P.H.;Vidal,F.;Chevrot,C.Acomprehensivestudyofinfraredreflectivityofpoly(3,4-ethylenedioxythiophene)modellayerswithdifferentmorphologiesandconductivities.Sol. Energ. Mat. Sol. C.2015,143,141−51..
Zhang,L.;Wang,B.;Li,X.;Xu,G.;Dou,S.;Zhang,X.;Chen,X.;Zhao,J.;Zhang,K.;Li,Y.Furtherunderstandingofthemechanismsofelectrochromicdeviceswithvariableinfraredemissivitybasedonpolyanilineconductingpolymers.J. Mater. Chem. C2019,7,9878−9891..
Ji,W.F.;Chu,C.M.;Hsu,S.C.;Lu,Y.D.;Yu,Y.C.;Santiago,K.S.;Yeh,J.M.Synthesisandcharacterizationoforgano-solubleanilineoligomer-basedelectroactivedopedwithgoldnanoparticles,andapplicationtoelectrochemicalsensingofascorbicacid.Polymer2017,128,218−228..
Reddy,P.M.;Hsieh,S.R.;Lee,M.C.;Chang,C.J.;Pundi,A.;Chen,Y.S.;Lu,C.H.;Yeh,J.M.AnilinetrimerbasedchemicalsensorfordualresponsivedetectionofhazardousCN¯ionsandpHchanges.Dyes Pigm.2019,164,327−334..
Tagare,J.;Dubey,D.K.;Jou,J.H.;Vaidyanathan,S.Synthesis,photophysical,theoreticalandelectroluminescencestudyoftriphenylamine-imidazolebasedbluefluorophoresforsolution-processedorganiclightemittingdiodes.Dyes Pigm.2019,160,944−956..
Jagadeesan,S.;Mahesh,K.;Karpagam,S.Insightintotriphenylaminedonorthiazoleacceptorconjugatedoligomertoanalyzeemissionbehaviortowardsaggregationpathway.ChemistrySelect2019,4,11196−11205..
Garbay,G.;Giraud,L.;Gali,S.M.;Hadziioannou,G.;Grau,E.;Grelier,S.;Cloutet,E.;Cramail,H.;Brochon,C.Divanillin-basedpolyazomethines:towardbiobasedandmetal-freepi-conjugatedpolymers.ACS Omega2020,5,5176−5181..
Kovalchuk,A.I.;Kobzar,Y.L.;Tkachenko,I.M.;Kurioz,Y.I.;Tereshchenko,O.G.;Shekera,O.V.;Nazarenko,V.G.;Shevchenko,V.V.Photoactivefluorinatedpoly(azomethine)swithAzogroupsinthemainchainforopticalstorageapplicationsandcontrollingliquidcrystalorientation.ACS Appl. Polym. Mater.2019,2,455−463..
Grivani,G.;Ghavami,A.;Eigner,V.;Dušek,M.;Khalaji,A.D.Anewoxidovanadium(IV)SchiffbasecomplexcontainingasymmetrictetradentateONN′O′Schiffbaseligand:synthesis,characterization,crystalstructuredetermination,thermalstudyandcatalyticactivity.Chin. Chem. Lett.2015,26,779−784..
Huo,J.;Luo,B.;Chen,Y.Crystallinecovalentorganicframeworksfromtriazinenodesasporousadsorbentsfordyepollutants.ACS Omega2019,4,22504−22513..
Han,J.;Yuan,K.;Liu,C.;Wang,J.;Jian,X.Donor-acceptorcopolymerscontainingthephthalazinone-thiophenestructuresynthesizedbyclassicalnucleophilicaromaticpolymerization.RSC Adv.2015,5,30445−30455..
Nouruzi,N.;Dinari,M.;Mokhtari,N.;Gholipour,B.;Rostamnia,S.;Khaksar,S.;Boluki,R.Poroustriazinepolymer:anovelcatalystforthethree-componentreaction.Appl. Organomet. Chem.2020,34,e5677..
Li,D.;Zhang,Z.;Zhao,S.;Wang,Y.;Zhang,H.Diboron-containingfluorophoreswithextendedladder-typepi-conjugatedskeletons.Dalton Trans.2011,40,1279−85..
Liu,Z.;Bao,C.;Zhang,G.;Zhang,K.;Lei,G.;Zhang,Q.;Peng,Q.;Liu,Y.Enhancementthephotovoltaicperformanceofconjugatedpolymerbasedonsimplehead-to-headalkylthiosidechainsengineeredbithiophene.Chin. Chem. Lett.2020,31,2459−2464..
Hsiao,S.H.;Wang,H.M.;Liao,S.H.Redox-stableandvisible/near-infraredelectrochromicaramidswithmain-chaintriphenylamineandpendent3,6-di-tert-butylcarbazoleunits.Polym. Chem.2014,5,2473..
Mangione,M.I.;Spanevello,R.A.;Minudri,D.;Cavallo,P.;Otero,L.;Fungo,F.Electrochemicalfilmsdepositionandelectro-opticalpropertiesofbis-carbazol-triphenylamineend-capeddendrimericpolymers.Electrochim. Acta2018,263,585−595..
Han,J.;Weng,Z.;Wu,Z.;Cai,J.;Wang,J.;Jian,X.Constructionofflexibleandstablenear-infraredabsorbingpolymerfilmscontainingnickel-bis(dithiolene)moietiesvialigand-exchangepost-polymerizationmodification.Polym. Chem.2017,8,3977−3991..
Li,Z.;Gao,X.;Hu,X.;Zhang,X.;Jia,C.;Liu,C.;Shen,L.;Zhu,H.;Cui,M.;Lu,Z.;Guo,H.Dithienylethenesfunctionalizedbytriphenyletheneanddifluoroboronβ-diketonatefragments:synthesis,opticalswitchingbehaviorandfluorescentturn-onsensingforvolatileorganicamines.Dyes Pigm.2021,192,109422..
Zgou,H.;Bouzzine,S.M.;Bouzakraoui,S.;Hamidi,M.;Bouachrine,M.Theoreticalstudyofstructuralandelectronicpropertiesofoligo(thiophene-phenylene)sincomparisonwitholigothio-phenesandoligophenylenes.Chin. Chem. Lett.2008,19,123−126..
Larciprete,M.C.;Paoloni,S.;Orazi,N.;Mercuri,F.;Orth,M.;Gloy,Y.;Centini,M.;LiVoti,R.;Sibilia,C.Infraredemissivitycharacterizationofcarbonnanotubesdispersedpoly(ethyleneterephthalate)fibers.Int. J. Therm. Sci.2019,146,106109..
Hu,C.;Xu,G.;Shen,X.;Shao,C.;Yan,X.Theepoxy-siloxane/Alcompositecoatingswithlowinfraredemissivityforhightemperatureapplications.Appl. Surf. Sci.2010,256,3459−3463..
0
浏览量
6
Downloads
0
CSCD
关联资源
相关文章
相关作者
相关机构