Waterborne isocyanate-free polyurethane epoxy hybrid coatings synthesized from sustainable fatty acid diamine

Zhang, Cheng; Wang, Haoran; Zhou, Qixin

doi:10.1039/c9gc03335a

Cited by 46 publications

(34 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Its worldwide annual production has increased over 200% between the years 2000 and 2010, and it was predicted that by the year 2020, its production would be 6 times more than the demand, , which makes it an abundant raw material for the preparation of new sustainable HPHU sealants and adhesives. Many studies have characterized diglycerol dicarbonate (DGC)-based PHUs prepared from diamines of different chain lengths. − As for the diamines, bio-based and petrochemical ones are available, and this work uses both with more attention given to poly(dimethylsiloxane) diamines expected to give PHUs with high value-added end properties …”

Section: Introductionmentioning

confidence: 99%

Study of Moisture-Curable Hybrid NIPUs Based on Glycerol with Various Diamines: Emergent Advantages of PDMS Diamines

Younes

Price

Dandurand³

et al. 2020

ACS Omega

View full text Add to dashboard Cite

A sol/gel curing method is used in this work to synthesize hybrid partially bio-based polyhydroxyurethanes (PHUs) from dicarbonates derived from glycerol and various diamines. The method consists of end-capping the PHU prepolymers with moisture-sensitive groups, so sealants and adhesives can be produced from partially sustainable hybrid PHUs (HPHUs), similar to their preparation from end-capped conventional polyurethanes. Diglycerol dicarbonate (DGC) is synthesized and polymerized with different diamines of various chain lengths, and the resulting structural and thermal properties of the PHUs are qualitatively and quantitively characterized. This characterization led to two potential candidates: PHU 4, made of DGC and a poly(propylene glycol) diamine, and PHU 10, prepared from DGC and a poly(dimethylsiloxane) diamine. These polymers, with respective relative number-average molecular weights of 3200 and 7400 g/mol, are end-capped and left to cure under ambient lab conditions (22 °C and 40–50% humidity), and the curing processes are monitored rheologically. Notably, moisture curing does not require any catalyst. The chemical stability of the resulting hybrid PHUs (HPHUs) 4 and 10 in pure water is investigated to check the viability of applying them under outdoor conditions. Only HPHU 10 is found to be resistant to water and shows hydrophobicity with a contact angle of 109°. Tensile tests are conducted on HPHU 10 samples cured under lab conditions for a week and others cured for another week while being immersed in water. The mechanical properties, tensile strength and elongation at break, improve with the samples cured in water, indicating the high-water repellency of HPHU 10.

show abstract

Section: Introductionmentioning

confidence: 99%

Study of Moisture-Curable Hybrid NIPUs Based on Glycerol with Various Diamines: Emergent Advantages of PDMS Diamines

Younes

Price

Dandurand³

et al. 2020

ACS Omega

View full text Add to dashboard Cite

show abstract

“…6−11 There is tremendous interest both in academia and in industry to utilize NIPUs for many applications where traditional PUs are used currently as well as to explore new applications. NIPUs are already reported to be applied as adhesives 12,13 and coatings 14,15 commercially. However, the major challenges 16 of using NIPUs as coating materials include low glass transition temperature and poor mechanical properties owing to their lower molecular weight and presence of hydroxyl groups in their structure as compared to PUs.…”

mentioning

confidence: 99%

“…Unlike traditional polyurethanes (PUs), production of NIPUs via polyaddition of cyclic carbonates and amines avoids the use of toxic phosgene and isocyanate in its production process. , Sustainability aspects of such NIPUs can be further improved by the use of bioderived diamines or bis(cylic carbonate) monomers, thus reducing the dependency on fossil reserves. − There is tremendous interest both in academia and in industry to utilize NIPUs for many applications where traditional PUs are used currently as well as to explore new applications. NIPUs are already reported to be applied as adhesives , and coatings , commercially. However, the major challenges of using NIPUs as coating materials include low glass transition temperature and poor mechanical properties owing to their lower molecular weight and presence of hydroxyl groups in their structure as compared to PUs.…”

mentioning

confidence: 99%

Biobased Nonisocyanate Polyurethanes as Recyclable and Intrinsic Self-Healing Coating with Triple Healing Sites

et al. 2021

View full text Add to dashboard Cite

Polymer coatings having high amounts of renewable carbon and self-healing properties are highly sought after in a sustainability perspective. We report here the development of bio-/ CO 2 -derived nonisocyanate polyurethane (NIPU) coatings which are recyclable and healable via three different types of healing mechanisms. These NIPUs contain furan rings in their main chain which after cross-linking with bismaleimides form organogels having a thermo-reversible sol−gel transition and solvent-borne coatings with improved properties. Judicial selection of the bismaleimide cross-linker structure enabled us to produce recyclable and intrinsic healable coatings mediated by heat (thermo-healing), moisture (moisture-healing), and, more interestingly, dry conditions at room temperature (self-healing). The intrinsic moisture-healing property of NIPU-based coatings is unprecedented and is mainly due to the presence of hydroxyl functionalities in the NIPU structure. The uniqueness of these cross-linked biobased NIPU as recyclable coatings having triple healing sites present in their structure gives these materials potential for sustainable and functional applications.

show abstract

“…All coatings also displayed high gloss and excellent chemical resistance to toluene, xylene, alcohol, or acid; however, they rapidly delaminated in basic conditions. Zhang et al 89 and Ma et al 90 synthesized a series of aminoterminated PHUs oligomers (M n up to ∼5000 g/mol) containing tertiary amine (Scheme 4b) and carboxylic acid moieties (Scheme 4c). Upon appropriate acid/base treatment, the aqueous polymer dispersions were then mixed with a water emulsion/suspension of epoxy hardeners prior to deposition onto glass or Al.…”

Section: ■ Introductionmentioning

confidence: 99%

Poly(hydroxyurethane) Adhesives and Coatings: State-of-the-Art and Future Directions

Gomez-Lopez

Panchireddy

Grignard

et al. 2021

ACS Sustainable Chem. Eng.

101

View full text Add to dashboard Cite

Polyurethane (PU) adhesives and coatings are widely used to fabricate high-quality materials due to their excellent properties and their versatile nature, which stems from the wide range of commercially available polyisocyanate and polyol precursors. This polymer family has traditionally been used in a wide range of adhesive applications including the bonding of footwear soles, bonding of wood (flooring) to concrete (subflooring), in the automotive industry for adhering different car parts, and in rotor blades, in which large surfaces are required to be adhered. Moreover, PUs are also frequently applied as coatings/paints for automotive finishes and can be applied over a wide range of substrates such as wood, metal, plastic, and textiles. One of the major drawbacks of this polymer family lies in the use of toxic isocyanate-based starting materials. In the context of the REACH regulation, which places restrictions on the use of substances containing free isocyanates, it is now urgent to find greener routes to PUs. While non-isocyanate polyurethanes (NIPUs) based on the polyaddition of poly(cyclic carbonate)s to polyamines have emerged in the past decade as greener alternatives to conventional PUs, their industrial implementation is at an early stage of development. In this review article, recent advances in the application of NIPUs in the field of adhesives and coatings are summarized. The article also draws attention to the opportunities and challenges of implementing NIPUs at the industrial scale.

show abstract

Waterborne isocyanate-free polyurethane epoxy hybrid coatings synthesized from sustainable fatty acid diamine

Abstract: This study proposed an effective method to prepare environmental-friendly waterborne epoxy modified non-isocyanate polyurethanes.

Cited by 46 publications

References 45 publications

Study of Moisture-Curable Hybrid NIPUs Based on Glycerol with Various Diamines: Emergent Advantages of PDMS Diamines

Study of Moisture-Curable Hybrid NIPUs Based on Glycerol with Various Diamines: Emergent Advantages of PDMS Diamines

Biobased Nonisocyanate Polyurethanes as Recyclable and Intrinsic Self-Healing Coating with Triple Healing Sites

Poly(hydroxyurethane) Adhesives and Coatings: State-of-the-Art and Future Directions

Contact Info

Product

Resources

About