A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network <italic style="font-style: italic">via</italic> Reactive Melt Blending

Hong-Da Mao; Ting-Ting Zhang; Zhen-You Guo; Dong-Yu Bai; Jie Wang; Hao Xiu; Qiang Fu

doi:10.1007/s10118-023-2907-5

Your Location：

Home >

Browse articles >

A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network via Reactive Melt Blending

RESEARCH ARTICLE | Updated：2023-06-14

- A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network via Reactive Melt Blending
- Chinese Journal of Polymer Science Vol. 41, Issue 7, Pages: 1104-1114(2023)
- Affiliations：
  
  a.College of Polymer Science and Engineering, State Key Laboratory of Polymer Materials Engineering, Sichuan University, Chengdu 610065, China
  b.Chongqing University Key Laboratory of Micro/Nano Materials Engineering and Technology, Chongqing University of Arts and Sciences, Chongqing 402160, China
  c.Hubei Huifu Nanomaterial Co., LTD., Yichang 443007, China
- Author bio：
  
  iswangjie@126.com
- Funds：
- DOI：10.1007/s10118-023-2907-5
  CLC：
Scan for full text
Hong-Da Mao, Ting-Ting Zhang, Zhen-You Guo, et al. A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network via Reactive Melt Blending. [J]. Chinese Journal of Polymer Science 41(7):1104-1114(2023)
DOI：

Hong-Da Mao, Ting-Ting Zhang, Zhen-You Guo, et al. A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network via Reactive Melt Blending. [J]. Chinese Journal of Polymer Science 41(7):1104-1114(2023) DOI： 10.1007/s10118-023-2907-5.

摘要

H-bonds cross-linked polyethylene based on amide triazole ring-carboxylic acid units was prepared by reactive melt-blending. The multiple H-bonds with intrinsic reversibility can enhance the interchain interactions of polyethylene, imparting it with mechanical robustness, good creep and thermal resistance, and recyclability.

Abstract

Physical cross-linking by hydrogen-bonds (H-bonds), providing a good combination of application properties of thermosets and processability of thermoplastics, is a potential strategy to resolve the recycling problem of traditional chemically cross-linked polyethylene. However, ureidopyrimidone (UPy), the most widely used H-bonding motif, is unfavorable for large-scale industrial application due to its poor thermal stability. In this work, H-bonds cross-linked polyethylene was successfully prepared by reactive melt blending maleic anhydride grafted polyethylene (PE-,g,-MAH) with 3-amino-1,2,4-triazole (ATA) to form amide triazole ring-carboxylic acid units. Triazole ring can easily generate multiple H-bonds with carboxylic acid and amide. More importantly, these units are more thermal stable than UPy due to the absence of unstable urea group of UPy. The introduction of H-bonds cross-linking leads to an obvious improvement in mechanical properties and creep resistance and a good maintain in thermal properties and recyclability. Furthermore, the reinforcement effect monotonically improves with increasing the density of H-bonds. The obtained good properties are mainly attributed to largely enhanced interchain interactions induced by H-bonds cross-linking and intrinsic reversibility of H-bonds. This work develops a novel way for the simple fabrication of H-bonds cross-linked PE with high performance through reactive melt blending.

关键词

Keywords

Cross-linked polyethyleneHydrogen bondsRecyclability

references

Stuerzel,M.;Mihan,S.;Muelhaupt,R.Frommultisitepolymerizationcatalysistosustainablematerialsandall-polyolefincomposites.Chem. Rev.2016,116,1398−1433..

Wang,Z.B.;Mao,Y.M.;Li,X.K.;LiY.K.Jarumaneeroj,C.;Thitisak,B.;Tiyapiboonchaiya,P.;Rungswang,W.;HsiaoB.S.Theinfluenceofethylbranchonformationofshish-kebabcrystalsinbimodalpolyethyleneundershearatlowtemperature.Chinese J. Polym. Sci.2021,39,1050−1058..

An,M.F.;Lv,Y.;Xu,H.J.;Wang,B.J.;Wang,Y.X.;Gu,Q.;Wang,Z.B.Effectofgelsolutionconcentrationonthestructureandpropertiesofgel-spunultrahighmolecularweightpolyethylenefibers.Ind. Eng. Chem. Res.2016,55,8357−8363..

Gomez-Estaca,J.;Lopez-de-Dicastillo,C.;Hernandez-Munoz,P.;Catala,R.;Gavara,R.Advancesinantioxidantactivefoodpackaging.Trends Food Sci. Technol.2014,35,42−51..

Ryou,M.H.;Lee,Y.M.;Park,J.K.;Choi,J.W.Mussel-inspiredpolydopamine-treatedpolyethyleneseparatorsforhigh-powerLi-ionbatteries.Adv. Mater.2011,23,3066−3070..

Hubert,L.;David,L.;Seguela,R.;Vigier,G.;Degoulet,C.;Germain,Y.Physicalandmechanicalpropertiesofpolyethyleneforpipesinrelationtomoleculararchitecture.I.Microstructureandcrystallisationkinetics.Polymer2001,42,8425−8434..

Chen,L.;Hou,J.R.;Chen,Y.W.;Wang,H.J.;Duan,Y.X.;Zhang,J.M.Synergisticeffectofconductivecarbonblackandsilicaparticlesforimprovingthepyroresistivepropertiesofhighdensitypolyethylenecomposites.Compos. Part B2019,178,8..

Gibb,B.C.Plasticsareforever.Nat. Chem.2019,11,394−395..

Du,Z.C.;Yang,H.;Luo,X.H.;Xie,Z.X.;Fu,Q.;Gao,X.Q.Theroleofmoldtemperatureonmorphologyandmechanicalpropertiesofpepipeproducedbyrotationalshear.Chinese J. Polym. Sci.2020,38,653−664..

Cao,W.;Wang,K.;Zhang,Q.;Du,R.N.;Fu,Q.Thehierarchystructureandorientationofhighdensitypolyethyleneobtainedviadynamicpackinginjectionmolding.Polymer2006,47,6857−6867..

Thomas,J.;Joseph,B.;Jose,J.P.;Maria,H.J.;Main,P.;Rahman,A.A.;Francis,B.;Ahmad,Z.;Thomas,S.Recentadvancesincross-linkedpolyethylene-basednanocompositesforhighvoltageengineeringapplications:acriticalreview.Ind. Eng. Chem. Res.2019,58,20863−20879..

Khonakdar,H.A.;Morshedian,J.;Wagenknecht,U.;Jafari,S.H.Aninvestigationofchemicalcrosslinkingeffectonpropertiesofhigh-densitypolyethylene.Polymer2003,44,4301−4309..

Chen,Z.;Leatherman,M.D.;Daugulis,O.;Brookhart,M.Nickel-catalyzedcopolymerizationofethyleneandvinyltrialkoxysilanes:catalyticproductionofcross-linkablepolyethyleneandelucidationofthechain-growthmechanism.J. Am. Chem. Soc.2017,139,16013−16022..

Wang,B.;Wang,M.;Xing,Z.;Zeng,H.;Wu,G.Preparationofradiationcrosslinkedfoamsfromlow-densitypolyethylene/ethylene-vinylacetate(LDPE/EVA)copolymerblendwithasupercriticalcarbondioxideapproach.J. Appl. Polym. Sci.2013,127,912−918..

Lehn,J.M.Dynamiccombinatorialchemistryandvirtualcombinatoriallibraries.Chem. Eur. J.1999,5,2455−2463..

Jin,Y.;Yu,C.;Denman,R.J.;Zhang,W.Recentadvancesindynamiccovalentchemistry.Chem. Soc. Rev.2013,42,6634−54..

Hu,Z.;Li,Y.;Xu,X.;Yuan,W.;Yang,L.;Shao,Q.;Guo,Z.;Ding,T.;Huang,Y.Efficientintrinsicself-healingepoxyacrylateformedfromhost-guestchemistry.Polymer2019,164,79−85..

Xia,S.;Song,S.;Gao,G.Robustandflexiblestrainsensorsbasedondualphysicallycross-linkeddoublenetworkhydrogelsformonitoringhuman-motion.Chem. Eng. J.2018,354,817−824..

Wei,H.;Tong,L.;Yu,S.;Zhang,J.;Dong,Y.;Li,X.;Ding,Y.Non-covalentlycrosslinkedanionexchangemembranes:effectofureahydrogen-bondinggroupposition.Polymer2019,179,121654..

Wojtecki,R.J.;Meador,M.A.;Rowan,S.J.Usingthedynamicbondtoaccessmacroscopicallyresponsivestructurallydynamicpolymers.Nat. Mater.2011,10,14−27..

Feng,P.;Wang,W.;Hou,J.;Wang,K.;Cheng,S.;Jiang,K.A3Dcoral-likestructuredNaVPO4F/Cconstructedbyanovelsynthesisrouteashigh-performancecathodematerialforsodium-ionbattery.Chem. Eng. J.2018,353,25−33..

Dong,H.;Xin,Z.;Lu,X.;Lv,Y.EffectofN-substituentsonthesurfacecharacteristicsandhydrogenbondingnetworkofpolybenzoxazines.Polymer2011,52,1092−1101..

Grande,A.M.;Bijleveld,J.C.;Garcia,S.J.;vanderZwaag,S.Acombinedfracturemechanical-rheologicalstudytoseparatethecontributionsofhydrogenbondsanddisulphidelinkagestothehealingofpoly(urea-urethane)networks.Polymer2016,96,26−34..

Sijbesma,R.P.;Beijer,F.H.;Brunsveld,L.;Folmer,B.J.B.;Hirschberg,J.;Lange,R.F.M.;Lowe,J.K.L.;Meijer,E.W.Reversiblepolymersformedfromself-complementarymonomersusingquadruplehydrogenbonding.Science1997,278,1601−1604..

Lin,Y.L.;Li,G.J.Anintermolecularquadruplehydrogen-bondingstrategytofabricateself-healingandhighlydeformablepolyurethanehydrogels.J. Mater. Chem. B2014,2,6878−6885..

Houston,K.R.;Jackson,A.M.S.;Yost,R.W.;Carman,H.S.;Ashby,V.S.Supramolecularengineeringpolyesters:endgroupfunctionalizationofglycolmodifiedPETwithureidopyrimidinone.Polym. Chem.2016,7,6744−6751..

Hympanova,L.;MoridaCunha,M.G.M.C.;Rynkevic,R.;Wachf,R.A.;Olejnik,A.K.;Dankers,P.Y.W.;Arts,B.;Mes,T.;Bosman,A.W.;Albersen,M.;Deprest,J.Experimentalreconstructionofanabdominalwalldefectwithelectrospunpolycaprolactone-ureidopyrimidinonemeshconservescomplianceyetmayhaveinsufficientstrength.J. Mech. Behav. Biomed. Mater.2018,88,431−441..

Zhang,J.P.;Zhang,F.S.Recyclingwastepolyethylenefilmforamphotericsuperabsorbentresinsynthesis.Chem. Eng. J.2018,331,169−176..

Zych,A.;Verdelli,A.;Soliman,M.;Pinalli,R.;Vachon,J.;Dalcanale,E.Physicallycross-linkedpolyethyleneviareactiveextrusion.Polym. Chem.2019,10,1741−1750..

Tellers,J.;Canossa,S.;Pinalli,R.;Soliman,M.;Vachon,J.;Dalcanale,E.Dynamiccross-linkingofpolyethyleneviasextuplehydrogenbondingarray.Macromolecules2018,51,7680−7691..

vanBeek,D.J.M.;Spiering,A.J.H.;Peters,G.W.M.;teNijenhuis,K.;Sijbesma,R.P.Unidirectionaldimerizationandstackingofureidopyrimidinoneendgroupsinpolycaprolactonesupramolecularpolymers.Macromolecules2007,40,8464−8475..

Wang,P.;Cai,Z.S.Highlyefficientflame-retardantepoxyresinwithanovelDOPO-basedtriazolecompound:thermalstability,flameretardancyandmechanism.Polym. Degrad. Stabil.2017,137,138−150..

Cai,J.X.;Xie,C.P.;Xiong,J.;Zhang,J.Y.;Yin,P.;Pang,S.P.Highperformanceandheat-resistantpyrazole-1,2,4-triazoleenergeticmaterials:tuningthethermalstabilitybyasymmetricframeworkandazo-bistriazolebridge.Chem. Eng. J.2022,433,134480..

Chino,K.;Ashiura,M.Themoreversiblecross-linkingrubberusingsupramolecularhydrogen-bondingnetworks.Macromolecules2001,34,9201−9204..

Liu,J.;Liu,J.;Wang,S.;Huang,J.;Wu,S.;Tang,Z.;Guo,B.;Zhang,L.Anadvancedelastomerwithanunprecedentedcombinationofexcellentmechanicalpropertiesandhighself-healingcapability.J. Mater. Chem. A2017,5,25660−25671..

Xiong,C.;Li,X.;He,H.;Xue,B.;Wang,Y.;Li,J.;Zhu,Z.AthermallyreversiblehealingEPDMbasedelastomerwithhighertensilepropertiesanddampingproperties.J. Appl. Polym. Sci.2021,138,e49767..

Wang,S.S.;Zhao,Z.Q.;Wang,N.;Zhao,J.R.;Feng,Y.Structureandmechanismoffunctionalisotacticpolypropyleneviain situchlorinationgraftcopolymerization.Polym. Int.2011,60,1068−1077..

Barra,G.M.;Crespo,J.S.;Bertolino,J.R.;Soldi,V.;Pires,A.T.N.MaleicanhydridegraftingonEPDM:qualitativeandquantitativedetermination.J. Braz. Chem. Soc.1999,10,31−34..

Liu,J.;Wang,S.;Tang,Z.;Huang,J.;Guo,B.;Huang,G.Bioinspiredengineeringoftwodifferenttypesofsacrificialbondsintochemicallycross-linkedcis-1,4-polyisoprenetowardahigh-performanceelastomer.Macromolecules2016,49,8593−8604..

Song,Y.;Liu,C.Waste-reducingpreparationofPE-g-MAHandPE-g-DBMviasolidphasegraftingreactionandtheirapplicationascompatibilizers.J. Appl. Polym. Sci.2006,101,3781−3790..

Nojiri,S.;Yamada,H.;Kimata,S.;Ikeda,K.;Senda,T.;Bosman,A.W.Supramolecularpolypropylenewithself-complementaryhydrogenbondingsystem.Polymer2016,87,308−315..

Martin,S.;Vega,J.F.;Exposito,M.T.;Flores,A.;Martinez-Salazar,J.Athree-phasemicrostructuralmodeltoexplainthemechanicalrelaxationsofbranchedpolyethylene:aDSC,WAXDandDMTAcombinedstudy.Colloid. Polym. Sci.2011,289,257−268..

Stehling,F.C.;Mandelkern,L.Theglasstemperatureoflinearpolyethylene.Macromolecules1970,3,242−252..

Armstrong,G.;Buggy,M.Thermalstabilityofsomeself-assemblinghydrogen-bondedpolymersandrelatedmodelcomplexes.Polym. Int.2002,51,1219−1224..

Pietrasanta;Robin,J.;Torres,N.;Boutevin,B.Mechanicalperformanceimprovementoflow-densitypolyethyleneblends.Mech. Time-Depend. Mater.1998,2,85−95..

Jose,J.P.;Thomas,S.Alumina-claynanoscalehybridfillerassemblingincross-linkedpolyethylenebasednanocomposites:mechanicsandthermalproperties.Phys. Chem. Chem. Phys.2014,16,14730−14740..

Liu,S.Q.;Gong,W.G.;Zheng,B.C.Theeffectofperoxidecross-linkingonthepropertiesoflow-densitypolyethylene.J. Macromol. Sci. Part B- Phys.2014,53,67−77..

Wang,W.;Zhang,Y.;Liu,W.Bioinspiredfabricationofhighstrengthhydrogelsfromnon-covalentinteractions.Prog. Polym. Sci.2017,71,1−25..

Zhang,Q.;Cai,H.;Ren,X.;Kong,L.;Liu,J.;Jiang,X.Thedynamicmechanicalanalysisofhighlyfilledricehuskbiochar/high-densitypolyethylenecomposites.Polymers2017,9,628..

Xia,H.;Song,M.;Zhang,Z.;Richardson,M.Microphaseseparation,stressrelaxation,andcreepbehaviorofpolyurethanenanocomposites.J. Appl. Polym. Sci.2007,103,2992−3002..

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Insertion of Supramolecular Segments into Covalently Crosslinked Polyurethane Networks towards the Fabrication of Recyclable Elastomers

Structural Manipulation of Aminal-crosslinked Polybutadiene for Recyclable and Healable Elastomers

Tailoring the Properties of Diels-Alder Reaction Crosslinked High-performance Thermosets by Different Bismaleimides

Related Author

No data

Related Institution

Key Laboratory of Colloid and Interface Chemistry of the Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University

National Engineering Research Center for Colloidal Materials, School of Chemistry and Chemical Engineering, Shandong University

Department of Polymer Materials and Engineering, South China University of Technology

State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Material Science and Engineering, Donghua University

School of Chemistry and Chemical Engineering, Southwest University

⁰

A Cross-linked Polyethylene with Recyclability and Mechanical Robustness Enabled by Establishment of Multiple Hydrogen Bonds Network via Reactive Melt Blending

DOI：10.1007/s10118-023-2907-5

摘要

Abstract

关键词

Keywords

references