Application of ionic liquids in synthesis of polymeric binders for coatings

Strehmel, Veronika; Berdzinski, Stefan; Ehrentraut, L.; Faßbender, C.; Horst, Joachim; Leeb, E.; Liepert, J.; Ruby, M.-P.; Senkowski, V.; Straßburg, P.; Wenda, A.; Strehmel, Christine

doi:10.1016/j.porgcoat.2015.07.025

Cited by 16 publications

(19 citation statements)

References 32 publications

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“…Ionic polymers are generally synthesized either by solution polymerization of various ionic monomers or bulk polymerization in the case that ionic liquid monomers are applied . Ionic liquid monomers are ionic liquids that are substituted with a polymerizable functional group.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of ionic polymers by free radical polymerization using aprotic trimethylsilylmethyl‐substituted monomers

Kaestner

Strehmel

2020

Journal of Polymer Science

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Aprotic ionic polymers containing trimethylsilylmethyl-substituted imidazolium structures are synthesized using free radical polymerization of monomers comprising a vinyl group either at the cation or at the anion. Bulk polymerization is used for the room temperature ionic liquid monomer 1-trimethylsilylmethyl-3-vinylimidazolium bis(trifluoromethylsulfonyl)imide. In contrast to this, solution polymerization is applied for 1-trimethylsilylmethyl-3-methylimidazolium p-styrene sulfonate because this monomer undergoes self-polymerization during melting at a higher temperature than selected for bulk polymerization.Glass transition temperature (T g ) of the ionic polymers and intrinsic viscosity measurements indicate differences between these polymers, which are composed either of a polycation with a trimethylsilylmethyl substituent at each vinylimidazolium segment of the polymer chain and mobile bis(trifluoromethylsulfonyl)imide (NTf 2 − ) anions or a polyanion containing p-styrene sulfonate segments and mobile 1-trimethylsilylmethyl-3methylimidazolium cations. The new aprotic ionic polymers containing trimethylsilylmethyl substituents may be interesting for application in adhesive, interlayer and membrane manufacturing.free radical polymerization, glass transition temperature, intrinsic viscosity, ionic liquid monomers, polymerizable cation, polymerizable anion, trimethylsilylmethyl substituted ionic liquids

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Section: Introductionmentioning

confidence: 99%

“…Mostly, free radical polymerization of vinyl‐substituted ionic monomers or ionic liquid monomers has been applied for polyelectrolyte manufacturing. Typical applications for those ionic polymers are found in gas separation membranes, water repellant surfaces, antistatic coatings, and antimicrobial surfaces …”

Section: Introductionmentioning

confidence: 99%

Synthesis of ionic polymers by free radical polymerization using aprotic trimethylsilylmethyl‐substituted monomers

Kaestner

Strehmel

2020

Journal of Polymer Science

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“…They have progressively been used as solvents and substances with catalytic properties [3,4] as well as conductive fillers [5]. Miscellaneous reports on using ILs in polymerization processes have been published [6][7][8][9][10][11][12]. For instance, Wu et al [12] have recently investigated the cationic polymerization of isobutyl vinyl ether in 1-octyl-3-methylimidazolium tetrafluoroborate ( 4 ] could not be controlled, due to the presence of β-proton elimination, the monomer addition experiments confirmed the existence of long-lived species.…”

Section: Introductionmentioning

confidence: 99%

Acceleration effect of ionic liquids on polycyclotrimerization of dicyanate esters

Fainleib¹,

Grigoryeva²,

Starostenko³

et al. 2016

Express Polym. Lett.

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“…Further principles are application of renewable resources for example for manufacturing of monomers and design of safe monomers that are examples for safe chemicals . The latter may be also realized by development of ionic liquid monomers because of their negligible vapor pressure and their liquid nature to benefit from the environmentally friendly character of photoinitiated polymerization . In addition, ionic liquid monomers do not require any solvent during photoinitiated polymerization, and their structure can be widely modified by selection of various organic or inorganic cations and anions.…”

Section: Introductionmentioning

confidence: 99%

“…In addition, ionic liquid monomers do not require any solvent during photoinitiated polymerization, and their structure can be widely modified by selection of various organic or inorganic cations and anions. Although vinylimidazolium halides have been intensively investigated previously, selection of bis(trifluoromethylsulfonyl)imide (NTf 2 ) as anion causes the room temperature ionic liquid properties of these ionic monomers …”

Section: Introductionmentioning

confidence: 99%

Green Approach of Photoinitiated Polymerization Using Monomers Derived from Oleic Acid and Ionic Liquid

Sanay

Strehmel

2019

ChemistrySelect

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Bio-based monomers synthesized from oleic acid mix and nonvolatile ionic liquid monomers were investigated by photo-DSC using 2,4,6-trimethylbenzoylphenyl phosphinate (Irgacure® TPOÀ L) or dibenzoyldiethylgermane (Ivocerin®) as photoinitiator. The results were compared with those obtained for commercial hexanediol-1,6-di(meth)acrylate. The ionic liquid monomers (N-octyl-N'-vinylimidazolium bis(trifluoromethylsulfonyl)imide (NTf 2 ) and N-decyl-N'-vinylimidazolium NTf 2 ) showed lower reactivity compared to the diacrylate and slightly higher reactivity than the methacrylates. The vinyl group bound at the imidazolium ring fully converted during photoinitiated polymerization as confirmed by 1 H NMR analysis. Final conversion was higher for the imidazole-functionalized methacrylate derived from fatty acid compared to both the hydroxyfunctionalized derivative and hexandiol-1,6-dimethacrylate although the maximum of the polymerization rate was lower for the bio-based monomers indicating their lower reactivity.

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Application of ionic liquids in synthesis of polymeric binders for coatings

Cited by 16 publications

References 32 publications

Synthesis of ionic polymers by free radical polymerization using aprotic trimethylsilylmethyl‐substituted monomers

Synthesis of ionic polymers by free radical polymerization using aprotic trimethylsilylmethyl‐substituted monomers

Acceleration effect of ionic liquids on polycyclotrimerization of dicyanate esters

Green Approach of Photoinitiated Polymerization Using Monomers Derived from Oleic Acid and Ionic Liquid

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