scholarly journals Preparation and Properties of Plant-Oil-Based Epoxy Acrylate-Like Resins for UV-Curable Coatings

Polymers ◽  
2020 ◽  
Vol 12 (9) ◽  
pp. 2165
Author(s):  
Jijun Tang ◽  
Jinshuai Zhang ◽  
Jianyu Lu ◽  
Jia Huang ◽  
Fei Zhang ◽  
...  

Novel oil-based epoxy acrylate (EA)-like prepolymers were synthesized via the ring-opening reaction of epoxidized plant oils with a new unsaturated carboxyl acid precursor (MAAMA) synthesized by reacting maleic anhydride (MA) with methallyl alcohol (MAA). Since the employed epoxidized oils including epoxidized soybean oil (ESO), epoxidized rubber seed oil (ERSO), and epoxidized wilsoniana seed oil (EWSO) possessed epoxy values of 7.34–4.38%, the obtained epoxy acrylate (EA)-like prepolymers (MMESO, MMERSO, and MMEWSO) indicated a C=C functionality of 7.81–4.40 per triglyceride. Furthermore, effects of the C=C functionality and the addition of hydroxyethyl methacrylate (HEMA) diluent on the ultimate properties of the resulting UV-cured EA-like materials were investigated and compared with those of commercially available acrylated ESO (AESO) resins. As the C=C functionality increased, the storage modulus at 25 °C (E’25), glass transition temperature (Tg), 5% weight–loss temperature (T5), tensile strength and modulus (σ and E), and hardness of the coating for both the pure EA and EA/HEMA resins increased significantly as well. These properties indicated similar trends when comparing the EA materials with 30% of HEMA with those pure EA materials. Specially, although ERSO had a clearly lower epoxy value that ESO, both the UV-cured pure MMERSO and MMERSO/HEMA materials showed much better E’25, Tg, σ, and E than their AESO counterparts, indicating that the MAAMA modification of epoxidized plant oils was much more effective than the modification of acrylic acid to achieve high-performance oil-based epoxy acrylate resins.

Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5455
Author(s):  
Yun Hu ◽  
Guoqiang Zhu ◽  
Jinshuai Zhang ◽  
Jia Huang ◽  
Xixi Yu ◽  
...  

Novel UV-curable polyurethane acrylate (PUA) resins were developed from rubber seed oil (RSO). Firstly, hydroxylated rubber seed oil (HRSO) was prepared via an alcoholysis reaction of RSO with glycerol, and then HRSO was reacted with isophorone diisocyanate (IPDI) and hydroxyethyl acrylate (HEA) to produce the RSO-based PUA (RSO-PUA) oligomer. FT-IR and 1H NMR spectra collectively revealed that the obtained RSO-PUA was successfully synthesized, and the calculated C=C functionality of oligomer was 2.27 per fatty acid. Subsequently, a series of UV-curable resins were prepared and their ultimate properties, as well as UV-curing kinetics, were investigated. Notably, the UV-cured materials with 40% trimethylolpropane triacrylate (TMPTA) displayed a tensile strength of 11.7 MPa, an adhesion of 2 grade, a pencil hardness of 3H, a flexibility of 2 mm, and a glass transition temperature up to 109.4 °C. Finally, the optimal resin was used for digital light processing (DLP) 3D printing. The critical exposure energy of RSO-PUA (15.20 mJ/cm2) was lower than a commercial resin. In general, this work offered a simple method to prepare woody plant oil-based high-performance PUA resins that could be applied in the 3D printing industry.


2021 ◽  
Vol 159 ◽  
pp. 106391
Author(s):  
Jia Huang ◽  
Jinshuai Zhang ◽  
Guoqiang Zhu ◽  
Xixi Yu ◽  
Yun Hu ◽  
...  

2012 ◽  
Vol 74 (1) ◽  
pp. 142-150 ◽  
Author(s):  
Ping Liu ◽  
Aijuan Gu ◽  
Guozheng Liang ◽  
Qingbao Guan ◽  
Li Yuan

2021 ◽  
Vol 50 (8) ◽  
pp. 2407-2417
Author(s):  
R.A. Hambali ◽  
M.A. Faiza ◽  
A. Zuliahani

Epoxidised rubber seed oil (ERSO) was successfully synthesized into non-isocyanate polyurethane via carboxylation method whereas peroxoformic acid was formed by in-situ reaction for epoxidation. The effects of temperature and ratio of hydrogen peroxide and formic acid to rubber seed oil carboxylation were studied. The optimum temperature for the epoxidation reaction was found at 50 °C to avoid ring opening reaction of epoxy whilst the optimum ratio of hydrogen peroxide and formic acid is equal molar of double bond: formic acid at 1:2 and 1:1, respectively. At a lower concentration of hydrogen peroxide and formic acid, the oxirane ring was stable due to the lower hydrolysis (oxirane cleavage) of an epoxide. The effect of using low content of formic acid tends to minimize unwanted epoxide ring opening to occur and make the epoxidation rate increased with increasing of oxirane number. Fourier transform infrared (FTIR) spectral displayed the presence of an epoxy functional group at 822 cm-1 and the disappearance of double bond peak at 3011 cm-1 corresponding to epoxidised oil and carbonyl group confirmed the epoxidation reaction had taken place. 1H-NMR was used to confirm the formation of carboxylate functionality after the reaction of epoxy at δ 4.83 and 4.61 ppm. In conclusion, ERSO has great potential to be used as a precursor in producing environmentally friendly non-isocyanate polyurethane.


2018 ◽  
Vol 6 (7) ◽  
pp. 8340-8349 ◽  
Author(s):  
Qiong Wu ◽  
Yun Hu ◽  
Jijun Tang ◽  
Jing Zhang ◽  
Cuina Wang ◽  
...  

2020 ◽  
Vol 25 ◽  
pp. 101526
Author(s):  
Fei Zhang ◽  
Yun Hu ◽  
Jinshuai Zhang ◽  
Jia Huang ◽  
Rukuan Liu ◽  
...  

2022 ◽  
Vol 163 ◽  
pp. 106631
Author(s):  
Ying Wang ◽  
Rongjun Qu ◽  
Yuankai Pan ◽  
Yuexin Luo ◽  
Ying Zhang ◽  
...  

2017 ◽  
Vol 46 (6) ◽  
pp. 485-495 ◽  
Author(s):  
Emiliana Rose Jusoh Taib ◽  
Luqman Chuah Abdullah ◽  
Min Min Aung ◽  
Mahiran Basri ◽  
Mek Zah Salleh ◽  
...  

Purpose This paper aims to demonstrate the synthesis of polyesterification reaction of non-edible jatropha seed oil (JO) and acrylic acid, which leads to the production of acrylated epoxidised-based resin. To understand the physico-chemical characteristics when synthesis the JO-based epoxy acrylate, the effect of temperature on the reaction, concentration of acrylic acid and role of catalyst on reaction time and acid value were studied. Design/methodology/approach First, the double bond in JO was functionalised by epoxidation using the solvent-free performic method. The subsequent process was acrylation with acrylic acid using the base catalyst triethylamine and 4-methoxyphenol as an inhibitor respectively. The physico-chemical characteristics during the synthesis of the epoxy acrylate such as acid value was monitored and analysed. The formation of the epoxy and acrylate group was confirmed by a Fourier transform infrared spectroscopy spectra analysis and nuclear magnetic resonance analysis. Findings The optimum reaction condition was achieved at a ratio of epoxidised JO to acrylic acid of 1:1.5 and the reaction temperature of 110°C. This was indicated by the acid value reduction from 86 to 15 mg KOH/g sample at 6 hours. Practical implications The JO-based epoxy acrylate synthesised has a potential to be used in formulations the prepolymer resin for UV curable coating applications. The JO which is from natural resources and is sustainable raw materials that possible reduce the dependency on petroleum-based coating. Originality/value The epoxidised jatropha seed oil epoxy acrylate was synthesised, as a new type of oligomer resin that contains a reactive acrylate group, which can be alternative to petroleum-based coating and can used further in the formulation of the radiation curable coating.


2018 ◽  
Author(s):  
Jilse Sebastian ◽  
Vishnu Vardhan Reddy Mugi ◽  
C. Muraleedharan ◽  
Santhiagu A
Keyword(s):  
Seed Oil ◽  

2020 ◽  
Vol 04 ◽  
Author(s):  
Lívia Gonçalves Ferreira Rodrigues ◽  
Juliana Falcão Alves de Carvalho ◽  
Cristal dos Santos Cerqueira Pinto ◽  
Elisabete Pereira Santos ◽  
Claudia Regina Elias Mansur

Background:: The use of polymers in hair care products is widespread, and silicones in particular are extensively used in cosmetic formulations. In addition, plant oils can also be used for hair treatment. Objective: In the present work, oil-in-water (O/W) nanoemulsions were prepared to repair chemical damage to human hair samples, to investigate the combined use of a silicone polyether copolymer (surfactant) that has a branch composed of poly(ethylene oxide) in its chains, and two types of plant oils: coconut and ojon oil. Materials and Methods:: Surfactant-oil-water formulations were obtained by ultrasonic processing. The nanoemulsions were then applied to human hair strands previously damaged with sodium hydroxide, to compare the treated strands with untreated ones. The efficacy of the formulations was investigated by scanning electron microscopy, thermogravimetric analysis and mechanical tests. Results and Discussion:: Stables nanoemulsions were obtained with average size of the dispersed droplets up to 400 nm. The micrographs suggest that the action mechanism of the nanoemulsions depends not only on the type of plant oil used and size of the droplets dispersed in the system, but also on the type of hair that receives the treatment. The thermal analysis showed that the use of nanoemulsion changed the temperature of keratin interconversion to higher values, which can make hair fibers more resistant to heat. Hair resistance was improved when comparing virgin samples to the damaged ones. Conclusion:: The nanoemulsions were efficient in the treatment of the hair samples, which showed a significant improvement of their mechanical properties.


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