Versatile Epoxidized Soybean Oil-Based Resin with Excellent Adhesion and Film-Forming Property

Abstract

Deriving environmentally friendly and renewable polymers from epoxidized plant oils (EPOs) is one of the promising strategies for realizing the sustainable development of materials industry. Direct crosslinking EPOs without premodifications is a straightforward, efficient, and cost-effective way for the utilization of EPOs. Herein, a facile and green strategy that crosslinks epoxidized soybean oil with highly branched and flexible polyamine via ring-opening and amidation polymerizations successfully produced a novel resin with exceptional properties and versatile potential applications. After completely cured, the resin appeared to be super strong structural adhesive as it provided a room-temperature bonding strength of 12−24 MPa for metal and non-metal substrates, as well as a steel bonding strength of 11.6 MPa at cryogenic temperature (−196 °C), which is far superior to the previously reported oil-based adhesives. Meanwhile, the resin exhibited excellent film-forming ability. Particularly, by controlling the curing temperature, the films with tunable mechanical properties were obtained with a tensile strength of 3−40 MPa and an elongation at break of 17−230%. The features of uncured resin, including liquid viscoelasticity, good wettability, and high molecular weight, make it a qualified pressure-sensitive adhesive which demonstrated satisfied peel strength for various substrates.

Soybean-Based Bio-Adhesives: Role of Diamine on the Adhesive Properties

“… 31 The symmetric vibration of –CH 2 – is attributed to the peaks at 2855 cm –1 , 2844 cm –1 , and 2850 cm –1 in EDA, BDA, and PDA, whereas the asymmetric vibration of –CH 2 – is attributed to the peaks at 2924 cm –1 , 2922 cm –1 , and 2923 cm –1 , respectively, 32 which became weaker in MED, MBD, and MPD polymers. In epoxidized soyabean oil, the peak at 842 cm –1 is assigned to the out-of-plane deformation, whereas the peak at 1743 cm –1 represents stretching of the triglyceride carbonyls of ESO, 33 almost vanished in the final product, and the additional peak is found at around 1637 cm –1 , attributed to the amide carbonyl (−NH–C=O) stretching, 33 indicates that ester bonds have been converted into amide connections as a result of processes involving aliphatic amino groups and triglyceride. More specifically, the C–N stretching peak and the NH 2 bending peak of MED, MBD, and MPD polymers are observed between 1100 and 1700 cm –1 .…”

Synthesis and Performance of Biobased Polyurethane Adhesives from Epoxidized Soybean Oil and Isosorbide

“…Based on FTIR spectra, the degree of conversion (α) may be evaluated using an adaptation of the Beer–Lambert Law, as shown in eq , in which the reference band is theoretically constant throughout the reaction ( A R ) 0→ t , while the second band is associated with the reactive function of all groups that will take part of the polymerization reaction ( A C ) 0→ t . α = 1 − ( A C A R ) t ( A C A R ) 0 …”

Daidzein-Derived Thermosetting Resins via UV-Induced Thiol–Ene Click Reaction with Ultralow k and Tunable Mechanical Properties for Electronic Packaging

“…The development of polymer materials that are suitable for flexible electronic packaging and circuit protection is a crucial factor in promoting the commercial viability and life span of flexible electronic devices. − Currently, traditional packaging polymeric materials, such as epoxy resin, fail to meet the requirements of modern flexible electronic devices due to the high dielectric constants and confined toughness . On the other hand, the utilization of petroleum-based raw materials contributes to the increased environmental crisis, while the high energy consumption and lengthy preparation process further hinder their development. , Therefore, it is imperative to develop biomass thermosetting resins for flexible electronic packaging that have lower energy consumption and simpler manufacturing approaches. ,− …”