Date of Award

Spring 5-15-2024

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Dr. Ram K. Gupta

Second Advisor

Dr. Khamis Siam

Third Advisor

Dr. Timothy Dawsey

Fourth Advisor

Dr. Anuradha Ghosh

Keywords

effects of diamines, epoxidized soyabean oil, bio-based resin, diamines, adhesive, oil

Abstract

Synthesizing environmentally friendly materials from renewable feedstock is crucial for reducing pressure on non-renewable resources such as petroleum products. Plant oils (POs) play a vital role in the formation of polymers. However, modifications are essential for better performance. One possible approach to achieve sustainable development in the materials sector is to produce polymers from epoxidized plant oils (EPOs), which are renewable and environmentally beneficial. Polymers with a high concentration of functional groups can be used as crosslinking agents to enhance the properties of EPO-based polymers.

This work produced a resin with unique properties and potential uses by crosslinking epoxidized soyabean oil (ESO) with highly branched and flexible polyamine by ring-opening and amidation polymerizations. In this study, ESO was reacted with aliphatic amines such as ethylene diamine (ED), butane diamine (BD), and pentane diamine (PD) in the presence of ammonium chloride as a catalyst at 195°C to form the corresponding polymer via deamination reaction. Some advantages include solvent-free steps, which do not require purification and premodifications. This approach is straightforward and ecologically benign. After curing, melamine pentane diamine-ESO (MPD-ESO) maintained its position as the strongest structural adhesive among the synthesized resins, with a lap shear strength of 1996 kPa for galvanized steel. Regardless of the curing temperature, galvanized steel’s lap shear strength consistently outperforms. Melamine ethylene diamine-ESO (MED-ESO) resin in strength comparisons, at 100°C, galvanized steel has a lap shear strength of about 300 kPa, higher than copper-coated aluminium and aluminium; at 180°C, this value increases to 750 kPa. While MPD-ESO resin has a shear strength of 1996 kPa at 180oC, melamine butane diamine-ESO (MBD-ESO) resin only has 1220 kPa. This increasing chain length study was performed to determine the change in the thermal and mechanical properties of the resin. Thermogravimetric analysis confirms the increase in 5%, 10%, and maximum weight loss temperatures with increasing chain length. Galvanized steel lap shear strength also increases on moving from ED to PD.

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