Modification of epoxy adhesives by hydroxyurethane components on the basis of renewable raw materials

Figovsky, Oleg; Shapovalov, L.; Birukova, O.; Leykin, A.

doi:10.1134/s1995421213040047

Cited by 19 publications

(18 citation statements)

References 10 publications

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“…PHUs exhibit outstanding adhesion properties due to the presence of hydroxyl groups hanging off the main polycarbonate chain [9]. The resulting mechanical and adhesion properties of PHU are consistent with the results previously obtained in Polymate [1,10].…”

Section: Brief Description Of Recent Work In the Field Of Nipusupporting

confidence: 88%

Synthesis and Application of Nonisocyanate Polyurethanes

Figovsky¹,

Shapovalov²,

Leykin³

2016

ChChT

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The latest published achievements in the research and developments of non-isocyanate polyurethanes on the base of five-membered cyclic carbonates and amines are briefly presented. Preparations of hybrid epoxy-amine hydroxyurethane-grafted polymers with a controlled number of cross-links are described. Examples of the use of hydroxyurethanes of different nature for modification of the oligomeric compositions are also given.

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Section: Brief Description Of Recent Work In the Field Of Nipusupporting

confidence: 88%

Synthesis and Application of Nonisocyanate Polyurethanes

Figovsky¹,

Shapovalov²,

Leykin³

2016

ChChT

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“…Adding CLO increases the elongation at break of the resin from 1.5% to 2.3%. This may be explained based upon the reactivity difference between the epoxy‐amine and cyclic carbonate‐amine . For reaction with epoxy groups, functionality of DETA is five, while it is three for the reaction with the cyclic carbonate (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

“…In the present study, ELO was synthesized from linseed oil. As the incorporation of cyclocarbonate groups in the structure of an epoxy leads to having a more toughened amine cured thermosets, ELO was CO 2 fixed by use of CO 2 gas to make carbonated linseed oil (CLO). The epoxy blends were prepared with 10% content of ELO or CLO as bio‐resourced reactive diluents.…”

Section: Introductionmentioning

confidence: 99%

Linseed oil‐based reactive diluents preparation to improve tetra‐functional epoxy resin properties

Rad

Karami

Zohuriaan‐Mehr

et al. 2019

Polymers for Advanced Techs

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Two kinds of bio-resourced reactive diluents have been synthesized from linseed oil.The prepared epoxidized linseed oil (ELO) and the cyclocarbonated linseed oil (CLO) were separately blended with a petroleum-based tetra-functional epoxy resin (TGDDM) to improve its processability and to overcome the brittleness of the thermoset network therefrom. The linseed oil modifications were spectrally established, and processability improvement of the resin blends was rheologically confirmed. The curing of samples was studied by differential scanning calorimetry, and their mechanical properties (ie, tensile, flexural, fracture toughness, and adhesion) were investigated as well. Scanning electron microscopy images were obtained to reconfirm the toughness improvement of the modified thermosets. In contrast of the epoxidized soybean oil (ie, the most conventionally studied bio-based reactive diluent), ELO and CLO had no negative effects on the thermoset material characteristics. They improved properties such as tensile strength (up to 43.2 MPa), fracture toughness (1.1 MPa m 1/2 ), and peel-adhesion strength (4.5 N/25 mm). It was concluded that ELO and CLO were efficient reactive diluents to be used in formulations of polymer composites, surface coatings, and structural adhesives based on epoxy resins.

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“…To surpass these limitations, one elegant approach focused on the design of hybrid formulations [ 15 ] including epoxies, alkoxysilane or acrylic that combine different curing chemistries to overcome some of the limitations of aminolysis. Addition of epoxies within NIPU formulations is very popular as it improved drastically the mechanical performances of the final polymer [ 16–18 ] while alkoxysilane chemistry [ 19,20 ] represented an alternative to endow materials with better properties or to speed up the curing process. It has also been demonstrated that the incorporation of additives within the formulations, such as fillers [ 21,22 ] or adhesion promoters such as dopamine strongly improved the adhesive performances of NIPUs.…”

Section: Figurementioning

confidence: 99%

Synergetic Effect of Dopamine and Alkoxysilanes in Sustainable Non‐Isocyanate Polyurethane Adhesives

Gomez-Lopez

Grignard

Calvo³

et al. 2020

Macromol. Rapid Commun.

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The preparation of non‐isocyanate polyurethanes (NIPUs) by polyaddition of (poly)cyclic carbonates to (poly)amines represents one of the most optimistic alternatives for replacing conventional polyurethanes prepared by the toxic isocyanate chemistry. However, the limited reactivity of conventional five membered cyclic carbonates even in the presence of catalysts restricts their industrial implementation. One way to mitigate this lack of reactivity is to combine with other chemistries to create hybrid‐NIPUs with superior performance. In this article the combination of the adhesive promoter, dopamine, and the fast‐curing promoter, an aminopropyl trimethoxysilane, is found to create a synergetic effect on the rheological and adhesive properties of NIPUs. After demonstrating the importance of adjusting soft/hard ratios to obtain lap‐shear strength adhesion values up to 21 MPa on stainless steel, these values are retained when adding dopamine and silane compounds. Importantly, the adhesive properties of NIPU are preserved at high temperature (T > 200 °C) for optimal compositions. Finally, adhesion tests on various substrates (polyamide, high density polyethylene, poly(methyl methacrylate), oak wood, and aluminum) show best performances on polar substrates confirming the strong interactions of hydroxyl groups of NIPU and dopamine.

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Modification of epoxy adhesives by hydroxyurethane components on the basis of renewable raw materials

Cited by 19 publications

References 10 publications

Synthesis and Application of Nonisocyanate Polyurethanes

Synthesis and Application of Nonisocyanate Polyurethanes

Linseed oil‐based reactive diluents preparation to improve tetra‐functional epoxy resin properties

Synergetic Effect of Dopamine and Alkoxysilanes in Sustainable Non‐Isocyanate Polyurethane Adhesives

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