Synthesis and characterization of film-forming poly(urethaneimide) cationomers containing quaternary ammonium groups

Awkal, Michel; Jonquières, Anne; Clément, Robert; Lochon, Pierre

doi:10.1016/j.polymer.2006.05.058

Cited by 19 publications

(6 citation statements)

References 26 publications

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“…Physicochemical interactions with acid–base nature, electrostatic interactions, interactions through hydrogen bonds, as well as polar and dispersity interactions can be improved in this method. Those effects are decisive inter alia for improved mechanical strength of polyurethane elastomers, permeability, and selectivity of polyurethane membranes, which are especially suitable for separation of organic mixtures by pervaporation and vapor permeation methods 8…”

Section: Introductionmentioning

confidence: 99%

Waterborne cationomer polyurethane coatings with improved hydrophobic properties

Król¹,

Król²,

Stagraczyński³

et al. 2012

J of Applied Polymer Sci

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The AFM method was used to investigate the phase structure of the coatings, which have been obtained after application of polyurethane cationomers, synthesized in the reaction of 4,4′‐methylenebis(phenyl isocyanate) or isophorone diisocyanate with polyoxyethylene glycol (M = 600) and N‐methyl or N‐butyldiethanolamine with 2,2,3,3‐tetrafluoro‐1,4‐butanediol. Changes were discussed in the surface‐free energy (SFE) and its components, as calculated independently according to the method suggested by van Owens–Wendt, in relation to chemical structures of cationomers, as well as morphology of coating surfaces obtained from those cationomers. Fluorine incorporated into cationomers (about 2–5%) contributed to lower SFE values, down to about 30 mJ/m2. An attempt was made to use 1H‐NMR spectroscopy to provide more extensive grounds for the effect of polyurethane chemical structures (by parameters κ) on the SFE of coatings obtained from such polyurethanes, with the values of SFE (γS, γ italicpitalics) and determined by the Owens–Wendt method. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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Section: Introductionmentioning

confidence: 99%

Waterborne cationomer polyurethane coatings with improved hydrophobic properties

Król¹,

Król²,

Stagraczyński³

et al. 2012

J of Applied Polymer Sci

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“…Three new additional peaks at ~2.36, 2.68, and 4.14 ppm were observed in PU-MDEA only. These peaks were assigned to protons in the MDEA segment according to previous reports [21,22]. It was noted that the signal at 4.14 ppm, corresponding to the proton (labeled as j) of the MDEA segment in PU-MDEA, was shifted when compared with that reported previously (i.e., 3.64 ppm) [22].…”

Section: Resultsmentioning

confidence: 90%

“…These peaks were assigned to protons in the MDEA segment according to previous reports [21,22]. It was noted that the signal at 4.14 ppm, corresponding to the proton (labeled as j) of the MDEA segment in PU-MDEA, was shifted when compared with that reported previously (i.e., 3.64 ppm) [22]. This shift was attributed to the change in the adjacent chemical environment of proton j, resulting from the reaction between MDEA monomer and isocyanate group in the prepolymer.…”

Section: Resultsmentioning

confidence: 99%

Design, characterization, dyeing properties, and application of acid-dyeable polyurethane in the manufacture of microfiber synthetic leather

2015

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The difficulty in dyeing microfiber synthetic leather filled with ordinary polyurethane presents a significant challenge in maintaining the uniformity and highly realistic appearance of the resulting products. In the present study, a type of acid-dyeable polyurethane (PU-MDEA; MDEA=N-methyldiethanolamine) was synthesized, and its chemical structure and dyeing properties were investigated. Nuclear magnetic resonance analysis indicated that cationic groups were successfully incorporated into the PU-MDEA backbone via chain extension using MDEA. The amorphous nature of PU-MDEA was determined by differential scanning calorimetry, X-ray diffraction, and polarizing optical microscopy. Owing to the strong binding between these cationic groups and acid dye, as well as the reduced resistance to dye penetration, PU-MDEA showed better dyeability toward the acid dyes studied herein when compared with the control sample (microfiber synthetic leather filled with ordinary polyurethane). The adsorption isotherm experiment revealed that the dyeing process conformed to the Langmuir model, thereby indicating that the acid dyes attached to PU-MDEA via strong ionic bonding rather than van der Waals forces or hydrogen bonding. Additionally, it was found that the wastewater resulting from the dyeing of the microfiber synthetic leather filled with PU-MDEA exhibited environmentally friendly characteristics when compared with that displayed by the control sample (microfiber synthetic leather filled with ordinary polyurethane). Thus, the current results show the potential of PU-MDEA, as a filler, in the manufacture of microfiber synthetic leather to achieve fast dyeing rate, high dye uptake, and good color fastness, thereby improving the uniformity and highly realistic appearance of the resulting products.

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“…As one of the important consequences of that, changes are observed in the surface free energy (SFE) of the coatings which are obtained from cationomers. That value is the determining factor for the polar performance of coats, and that in turn affects their chemical and biological resistance as well as their transfer properties with regard to gases and liquids, and also with regard to body fluids in case of biomaterials [18, 19]. For example, the relation was proven some time ago between the polar performance of the polyurethane material and its interactions with blood [20] and with microorganisms which can settle on the coat of the polyurethane elastomer [21].…”

Section: Introductionmentioning

confidence: 99%

Comparison of phase structures and surface free energy values for the coatings synthesised from linear polyurethanes and from waterborne polyurethane cationomers

Król

Pielichowska

et al. 2011

Colloid Polym Sci

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WAXS, DSC and AFM methods were employed to compare phase structures of the coatings obtained from waterborne polyurethane cationomers which had been synthesised in the reaction of some diisocyanates (MDI, IPDI, TDI and HDI) with polyoxyethylene glycols (M = 600 and 2,000) and butane1,4-diol or N-methyl- or N-butyldiethanolamine and 2,2,3,3-tetrafluoro-1,4-butanediol. The structures were also analysed of the coatings derived from linear polyurethanes which had been synthesised on the basis of similar raw materials. Better rigidity was found for generally amorphous cationomer coats. Changes were discussed in the surface free energy (SFE) values and in their components, as calculated independently with the use of the van Oss–Good and Owens–Wendt methods. Polyurethane coats turned out more hydrophobic as compared to cationomer ones. In both coat types, fluorine incorporated into cationomers contributed to lower SFE values: from 50 down to about 30 mJ/m2.

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Synthesis and characterization of film-forming poly(urethaneimide) cationomers containing quaternary ammonium groups

Cited by 19 publications

References 26 publications

Waterborne cationomer polyurethane coatings with improved hydrophobic properties

Waterborne cationomer polyurethane coatings with improved hydrophobic properties

Design, characterization, dyeing properties, and application of acid-dyeable polyurethane in the manufacture of microfiber synthetic leather

Comparison of phase structures and surface free energy values for the coatings synthesised from linear polyurethanes and from waterborne polyurethane cationomers

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