Hydrogen bonding interactions in polyureas as studied by variable-temperature high-resolution spectroscopy

Chen, Q.; Yang, Guang; Wang, Y.; Wu, Xuewen; Kurosu, Hiromichi; Ando, Isao

doi:10.1016/s0022-2860(98)00402-5

Cited by 10 publications

(6 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Such microphase separation endows the polyurea with excellent physical and chemical properties. On the other hand, the existence of a large number of polar groups leads to the formation of strong hydrogen bonds in the polyurea matrix, which not only serve as weak sacrificial bonds help in dissipating energy and improving the mechanical performance, but also bring the polyurea with potential self‐healing ability 13–17 . Until now, despite significant efforts and advances have been made in preparing high performance and self‐healing polyurea coating, yet most of the work involves complex synthetic processes and techniques, which restricts the real‐world applications of polyurea coating in consideration of economic competitiveness and operability.…”

Section: Introductionmentioning

confidence: 99%

Facile method towards mono‐component polyurea composite coating with excellent mechanical properties and self‐recovery ability

Zhu

Wen

Wang

et al. 2021

J of Applied Polymer Sci

View full text Add to dashboard Cite

Polymeric coatings are often suffered from damages or irreversible deformations due to external impact during their server life, which may have adverse influences on the protection effect and aesthetics. Developing coatings that are mechanically robust and capable of recovering from deformation is urgently needed yet highly challenging. In this work, a class of mono‐component polyurea/asphalt composite coatings with excellent mechanical properties and self‐recovery ability is prepared through a facile method. The FTIR measurements indicate that the asphalt can react with polyurea, thus the interaction between asphalt and polyurea is enhanced. As a result, the mechanical stress and toughness of polyurea are increased. Moreover, the hydrogen bonds in the composite are identified by variable‐temperature FTIR, which endows the composite coating with self‐recovery ability as revealed by cyclic tensile tests. In addition, the thermal stability of polyurea is also improved after the inclusion of asphalt. Except for mechanically reinforcing, the incorporation of asphalt can also cut the cost as the mechanical properties of the composite coating are still better than pure polyurea even with 20 wt% asphalt. Moreover, the preparing process of the composite coating are quite facile, which hold great promise for large‐scale production and application.

show abstract

Section: Introductionmentioning

confidence: 99%

Facile method towards mono‐component polyurea composite coating with excellent mechanical properties and self‐recovery ability

Zhu

Wen

Wang

et al. 2021

J of Applied Polymer Sci

View full text Add to dashboard Cite

show abstract

“…Only NH peaks of PUR PTMO/2 and PUR PTMO+a‐PHB/2 appear upfield, at 6.4–6.7 ppm, what was expected because of an increase of temperature of measurement. According to the literature all of the NH peaks shift to upfield, while other signals (except for water) are independent of temperature 16…”

Section: Resultsmentioning

confidence: 88%

The structure of novel polyurethanes containing synthetic poly[(R,S)‐3‐hydroxybutyrate]

Brzeska

Dacko

Gębarowska

et al. 2012

J of Applied Polymer Sci

View full text Add to dashboard Cite

The aim of this study was to estimate the structure of new polyurethanes with the potential to be used in medicine. Atactic poly[(R,S)-3-hydroxybutyrate], obtained via a ring-opening polymerization, and polycaprolactonediol or polyoxytetramethylenediol were used to built the soft segments. 4,4 0 -methylene dicyclohexyl diisocyanate and 1,4-butanediol were the components to form hard segments. At FTIR spectra of obtained polyurethanes the bands attributed to AN¼ ¼C¼ ¼O groups completely disappeared, similarly as these of AOH groups and the new band characteristic for stretching vibrations of bonded urethane ANH groups appeared. Polyurethanes with low-mo-lecular weight were obtained. The observation of FTIR and 1 H-NMR spectra had been suggested that NH groups form two types of hydrogen bonds: with C¼ ¼O urethane (possibly with ester group) and ether groups. An addition of poly[(R,S)-3-hydroxybutyrate] caused the slight increase in number of urethane-urethane hydrogen bonds. For some of polyurethanes (based on polyoxytetramethylenediol) the allophanate structures were obtained. V C 2012 Wiley Periodicals, Inc. J Appl Polym Sci 125: [4285][4286][4287][4288][4289][4290][4291] 2012

show abstract

“…Thus, a coplanar six-membered ring could be formed by the establishment of an intra-HB between the N–H of pyrimidinone and the O atom of the amide. In addition, the N–Hs on the amide bonds were also confirmed to form hydrogen bonds by the shifts of δ N–H toward the higher field and widening the peak shape with the increase of temperature (Figure b) . The sulfoxide group in DMSO as a solvent has a stronger electron-donating ability than the carbonyl group in DAPyBA.…”

Section: Results and Discussionmentioning

confidence: 89%

Comprehensive Performance of Polyimide Reinforced by Multiple Hydrogen Bonds for Flexible Electronics Application

Chen

2023

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

Multiple hydrogen bonds (multi-HBs) can not only realize supramolecular polymerization but also significantly improve the mechanical properties of materials. Although it is known that hydrogen bonding can strengthen polymeric properties, the effect of multi-HBs has not been explored for high-performance polymers, especially polyimides (PIs). Here, a diamine monomer capable of forming multi-HBs, N,N′-(6-oxo-1,6-dihydropyrimidine-2,5-diyl)-bis(4-aminobenzamide) (DAPyBA), has been successfully designed and synthesized, and corresponding PI films have been prepared by polymerization of DAPyBA and 4,4-diaminodiphenyl ether (ODA) at different molar ratios with pyromellitic dianhydride (PMDA). All the PI films exhibited excellent heat resistance, with glass transition temperatures (T g) ranging from 354 to 397 °C and 5% weight loss temperatures (T d5) in the range from 455 to 574 °C. All the films also showed good mechanical properties and low coefficients of thermal expansion (CTE), and the mechanical properties and thermal dimensional stability of the PIs improved with increasing DAPyBA content due to the formation of multi-HBs. In particular, PI-50 presented a high tensile modulus (5.2 GPa), a low CTE (6.7 ppm K–1), and a high T g (354 °C), meeting the requirements of the flexible electronics and flexible printed circuit board. Meanwhile, the introduction of DAPyBA can effectively increase the adhesion of PI films on substrates due to the high contents of N and O atoms therein.

show abstract

Hydrogen bonding interactions in polyureas as studied by variable-temperature high-resolution spectroscopy

Cited by 10 publications

References 8 publications

Facile method towards mono‐component polyurea composite coating with excellent mechanical properties and self‐recovery ability

Facile method towards mono‐component polyurea composite coating with excellent mechanical properties and self‐recovery ability

The structure of novel polyurethanes containing synthetic poly[(R,S)‐3‐hydroxybutyrate]

Comprehensive Performance of Polyimide Reinforced by Multiple Hydrogen Bonds for Flexible Electronics Application

Contact Info

Product

Resources

About