Moisture-triggered self-healing of a polyurethane coating based on isocyanate–oxazolidine-loaded microcapsules synthesized via thiol-ene photopolymerization without CO2 release

Lin, Yi; Song, Xinyan; Zhu, Chenjing; Huang, Jianhui; Bai, Xiaoxu; Zhang, Haichen; Wang, Kun; Hu, Huawen; Li, Guangji

doi:10.1016/j.porgcoat.2021.106687

Cited by 3 publications

(1 citation statement)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To mitigate the adverse effects of gas formation, latent hardeners have been developed that become active when exposed to moisture. − Typical examples of latent hardeners for curing of 1K PU systems are blocked amines, such as imines and oxazolidines. The commercially available latent hardeners Incozol BH and Vestamin A139 are aldimine-based (Scheme ) and widely used in the PU coating, sealants, and adhesive industry. , These latent hardeners that contain more than one aldimine group per molecule hydrolyze readily, and the polyamine generated reacts fast with the isocyanate prepolymer.…”

Section: Introductionmentioning

confidence: 99%

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Türel,

Eling,

Cristadoro

et al. 2024

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

Moisture-curing one-component polyurethane systems in adhesive, sealant, and coating applications may show blister formation upon cure. Blisters can be formed when carbon dioxide, generated in the reaction with isocyanate and water, is trapped in the film. This problem can be mitigated by employing latent hardeners such as blocked polyamines, which are activated upon moisture exposure. The hydrolysis of the latent hardener yields the polyamine that quickly reacts with the isocyanate, forming urea linkages, and then chain extends the polymer. The hydrolysis also releases the blocking agent, which can potentially create an unpleasant odor. In this work, a series of di-and trifunctional aldimines were synthesized from commercially available polyamines, biobased hydroxymethyl furfural, and lauroyl chloride. Hydroxymethyl furfural was first esterified with lauroyl chloride and subsequently condensed with the polyamines to form the aldimines. The application of these novel aldimines in a model moisture-curing system allowed the preparation of blister-and odorfree castings. Based on our results, the mechanical performance of the different aldimines in casting and adhesive applications could be related to the polymer network density. This was dependent on the rate of the aldimine hydrolysis reaction to produce the polyamine. In particular, the use of aldimines prepared from polyether amines and 1,5-diamino-2-methylpentane showed excellent adhesive properties.

show abstract

Section: Introductionmentioning

confidence: 99%

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Türel,

Eling,

Cristadoro

et al. 2024

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

show abstract

Preparation and properties of double-layer phenolic/polyurethane coated isophorone diisocyanate self-healing microcapsules

Yuan,

Zhi,

Wang

et al. 2024

Sci Rep

View full text Add to dashboard Cite

Stability of Ti ₃ C ₂ -MXene/Waterborne polyurethane composite emulsion and investigation of visible light-driven film self-healing performance

Qi,

Gong,

Liu

et al. 2024

Advanced Composite Materials

View full text Add to dashboard Cite

Moisture-triggered self-healing of a polyurethane coating based on isocyanate–oxazolidine-loaded microcapsules synthesized via thiol-ene photopolymerization without CO2 release

Cited by 3 publications

References 45 publications

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Preparation and properties of double-layer phenolic/polyurethane coated isophorone diisocyanate self-healing microcapsules

Stability of Ti ₃ C ₂ -MXene/Waterborne polyurethane composite emulsion and investigation of visible light-driven film self-healing performance

Contact Info

Product

Resources

About

Moisture-triggered self-healing of a polyurethane coating based on isocyanate–oxazolidine-loaded microcapsules synthesized via thiol-ene photopolymerization without CO2 release

Cited by 3 publications

References 45 publications

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Novel Furfural-Derived Polyaldimines as Latent Hardeners for Polyurethane Adhesives

Preparation and properties of double-layer phenolic/polyurethane coated isophorone diisocyanate self-healing microcapsules

Stability of Ti 3 C 2 -MXene/Waterborne polyurethane composite emulsion and investigation of visible light-driven film self-healing performance

Contact Info

Product

Resources

About

Stability of Ti ₃ C ₂ -MXene/Waterborne polyurethane composite emulsion and investigation of visible light-driven film self-healing performance