Synthesis and properties of aqueous cyclic carbonate dispersion and non-isocyanate polyurethanes under atmospheric pressure

Wu, Zhijun; Tang, Liuyan; Dai, Jingtao; Qu, Jinqing

doi:10.1016/j.porgcoat.2019.105209

Cited by 13 publications

(6 citation statements)

References 37 publications

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“…This material can be categorized as a non-isocyanate polyurethane (NIPU) coating from renewable sources, which its study has been increasing in the last few years. Several reports exist on the NIPUs prepared using castor oil derivatives, 56 alkyd resins, 57 carbonated soybean oil, 52 succinic acid bis(cyclic carbonate), 58 water soluble carbonates, 59 and carbonated linseed derivatives. 60 P-HDA has a curing time and bio-based content similar to those reported in the literature.…”

Section: Resultsmentioning

confidence: 99%

Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂

Alarcon,

Gaglieri,

Bannach

et al. 2024

Green Chem.

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Section: Resultsmentioning

confidence: 99%

Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂

Alarcon,

Gaglieri,

Bannach

et al. 2024

Green Chem.

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“…This furnished water dispersible precursors upon neutralization with 2-dimethylaminoethanol or trimethylamine, respectively ( Scheme 4 a). 87 , 88 The thermal curing of the aqueous dispersion with (cyclo)aliphatic diamines at 90–120 °C provided PHU coatings on glass and tin with hardness of 2B to 3H and crosshatch adhesion grade of 0 (good) to 1 (moderate) and good resistance to impact. All coatings also displayed high gloss and excellent chemical resistance to toluene, xylene, alcohol, or acid; however, they rapidly delaminated in basic conditions.…”

Section: Approaches For the Preparation Of Nipu-based Adhesives And C...mentioning

confidence: 99%

“…Wu et al fabricated a library of carboxylic acid-functional poly(cyclic carbonate)s either by reacting trimellitic-, pyromellitic-, or benzophenone-3,3′,4,4′-tetra-carboxylic dianhydride with glycerol carbonate or via esterification of partly carbonated sorbitol with maleic anhydride. This furnished water dispersible precursors upon neutralization with 2-dimethylaminoethanol or trimethylamine, respectively (Scheme a). , The thermal curing of the aqueous dispersion with (cyclo)aliphatic diamines at 90–120 °C provided PHU coatings on glass and tin with hardness of 2B to 3H and crosshatch adhesion grade of 0 (good) to 1 (moderate) and good resistance to impact. All coatings also displayed high gloss and excellent chemical resistance to toluene, xylene, alcohol, or acid; however, they rapidly delaminated in basic conditions.…”

Section: Approaches For the Preparation Of Nipu-based Adhesives And C...mentioning

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.

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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.

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“…For example, EC-51 cyclic carbonate was first synthesized by bisphenol A epoxy resin (E-51) and CO 2 , then prepolymerized with diamines, and finally cured by the ethylene imine polymer (PEI) at room temperature to obtain the NIPU coatings, demonstrating high hardness, excellent impact strength, adhesion, and flexibility . Additionally, we also prepared sorbitol-based cyclic carbonate, aqueous cyclic carbonate dispersions, and waterborne NIPU coatings. , …”

Section: Introductionmentioning

confidence: 99%

Fluorine-Free Nonisocyanate Polyurethane Antismudge Coating Carrying 4,5-Epoxycyclohexane-1,2-dicarboxylic Acid Diglycidyl Ether Groups

Liu,

He,

Liu

et al. 2024

ACS Appl. Polym. Mater.

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Epoxycyclohexane-1,2-dicarboxylic acid diglycidyl ether cyclic carbonate (EDDC) was synthesized by chemical addition of carbon dioxide with 4,5-epoxycyclohexane-1,2-dicarboxylic acid diglycidylester (EDD) and then cross-linked with isophorondiamine (IPDA) and amino-modified poly-(dimethylsiloxane) (AMPDMS) to prepare a unique fluorine-free antismudge nonisocyanate polyurethane coating (NIPU). Notably, the specific surface energy of NIPU was affected dramatically by the AMPDMS component. When its content was 1.0 wt %, the NIPU demonstrated more than 98% optical transmittance with a surface roughness of about 0.401 nm. Moreover, the NIPU coatings exhibited remarkable repellency toward different liquids, such as pump oil, corn oil, water, milk, cola, orange juice, fingerprint solution, and so on, where the CaCO 3 powders could slide down with water, and no liquid droplets or CaCO 3 powder remained on the coating surface. When applied to different substrate surfaces including glass, tinplate, and ceramics, the NIPU coatings still demonstrated strong antigraffiti performance. Therefore, the NIPU possessed excellent easy-to-clean, antismudge property and wear resistance, showing great application prospects.

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Synthesis and properties of aqueous cyclic carbonate dispersion and non-isocyanate polyurethanes under atmospheric pressure

Cited by 13 publications

References 37 publications

Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂

Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂

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

Fluorine-Free Nonisocyanate Polyurethane Antismudge Coating Carrying 4,5-Epoxycyclohexane-1,2-dicarboxylic Acid Diglycidyl Ether Groups

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Synthesis and properties of aqueous cyclic carbonate dispersion and non-isocyanate polyurethanes under atmospheric pressure

Cited by 13 publications

References 37 publications

Greener preparation of a flexible material based on macaw palm oil derivatives and CO2

Greener preparation of a flexible material based on macaw palm oil derivatives and CO2

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

Fluorine-Free Nonisocyanate Polyurethane Antismudge Coating Carrying 4,5-Epoxycyclohexane-1,2-dicarboxylic Acid Diglycidyl Ether Groups

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Product

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Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂

Greener preparation of a flexible material based on macaw palm oil derivatives and CO₂