Use of cardanol-based acrylate as reactive diluent in UV-curable castor oil-based polyurethane acrylate resins

Hu, Yun; Shang, Qianqian; Tang, Jijun; Wang, Cuina; Zhang, Fei; Jia, Puyou; Feng, Guodong; Wu, Qiong; Liu, Chengguo; Hu, Lihong; Lei, Wen; Zhou, Yonghong

doi:10.1016/j.indcrop.2018.02.053

Cited by 65 publications

(50 citation statements)

References 42 publications

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“…The peaks at 1637 and 1619 cm −1 corresponded to the C=C stretching vibration in acrylate groups, which were much stronger than the peak at 1655 cm −1 , corresponding to the unsaturated double bonds in CoO [34]. The peak at 1406 cm −1 corresponded to the CH2vibration of CH2=C in the acrylate groups [24,34]. The peaks at 1296 and 1272 cm −1 corresponded to the CH bending vibration of CH= in the acrylate groups.…”

Section: Structure Analysis Of Vegetable Oil-based Acrylate Prepolymersmentioning

confidence: 94%

“…Hu et al used acryloyl chloride and cardanol hydroxyl to prepare monofunctional UV-curable reactive diluents, which were further mixed with a castor oil-based prepolymer to prepare UV-curable films. In comparison to petroleum-based reactive diluent 2-hydroxyethyl acrylate, the use of a cardanol-based reactive diluent facilitated the increase in thebio-based content of the films, reducing the viscosity and volume shrinkage of the systems [24]. Chen et al synthesized a UV-curable castor oil-based polyurethane acrylate (COME-PUA) through photo-click chemistry and the isocyanate polyurethane reaction.…”

Section: Introductionmentioning

confidence: 99%

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One-Step Synthesis of Novel Renewable Vegetable Oil-Based Acrylate Prepolymers and Their Application in UV-Curable Coatings

Lin

Zhang

et al. 2020

Polymers

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With the rapid development of social economy, problems such as volatile organic compound (VOC) pollution and the excessive consumption of global petroleum resources have become increasingly prominent. People are beginning to realize that these problems not only affect the ecological environment, but also hinder the development of the organic polymer material industry based on raw fossil materials. Therefore, the modification and application of bio-based materials are of theoretical and practical significance. In this study, a series of vegetable oil-based acrylate prepolymers were synthesized by one-step acrylation using palm oil, olive oil, peanut oil, rapeseed oil, corn oil, canola oil, and grapeseed oil as raw materials, and the effect of different double bond contents on the product structure and grafting rate was investigated. Furthermore, the as-prepared vegetable oil-based acrylate prepolymers, polyurethane acrylate (PUA-2665), trimethylolpropane triacrylate (TMPTA), and photoinitiator (PI-1173) were mixed thoroughly to prepare ultraviolet (UV)-curable films. The effect of different grafting numbers on the properties of these films was investigated. The results showed that as the degree of unsaturation increased, the acrylate grafting number and the cross-linking density increased, although the acrylation (grafting reaction) rate decreased. The reason was mainly because increasing the double bond content could accelerate the reaction rate, while the grafted acrylic groups had a steric hindrance effect to prevent the adjacent double bonds from participating in the reaction. Furthermore, the increase in grafting number brought about the increase in the structural functionality of prepolymers and the cross-linking density of cured films, which led to the enhancement in the thermal (glass transition temperature) and mechanical (tensile strength, Young’s modulus) properties of the cured films.

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Section: Structure Analysis Of Vegetable Oil-based Acrylate Prepolymersmentioning

confidence: 94%

Section: Introductionmentioning

confidence: 99%

One-Step Synthesis of Novel Renewable Vegetable Oil-Based Acrylate Prepolymers and Their Application in UV-Curable Coatings

Lin

Zhang

et al. 2020

Polymers

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“…The rigid structure of cardanol would effectively enhance the thermal stability of thermosets. Hu et al [44] synthesized cardanyl acrylate (CA) from cardanol via reacting with AC for the modification of a castor oil-based polyfunctional polyurethane acrylate resin (Figure 3a). The T g , thermal stability, hardness, and hydrophobicity of the resins were greatly enhanced by the incorporation of CA.…”

Section: Novel Monomers Synthesized From Renewable Materialsmentioning

confidence: 99%

“…Synthesis routes of ( a ) CA, ( b ) COPERAA and ( c ) acrylated betulin from cardanol, castor oil and betulin with AC [44,45,46,47]. …”

Section: Figurementioning

confidence: 99%

A Review on Styrene Substitutes in Thermosets and Their Composites

Fei

Qiu

et al. 2019

Polymers

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In recent decades, tremendous interest and technological development have been poured into thermosets and their composites. The thermosets and composites with unsaturated double bonds curing system are especially concerned due to their versatility. To further exploit such resins, reactive diluents (RDs) with unsaturated sites are usually incorporated to improve their processability and mechanical properties. Traditional RD, styrene, is a toxic volatile organic compound and one of the anticipated carcinogens warned by the National Institute of Health, USA. Most efforts have been conducted on reducing the usage of styrene in the production of thermosets and their composites, while very few works have systematically summarized these literatures. Herein, recent developments regarding styrene substitutes in thermosets and their composites are reviewed. Potential styrene alternatives, such as vinyl derivatives of benzene and (methyl)acrylates are discussed in details. Emphasis is focused on the strategies on developing novel RD monomers through grafting unsaturated functional groups on renewable feedstocks such as carbohydrates, lignin, and fatty acids. This review also highlights the development and characteristics of RD monomers and their influence on processability and mechanical performance of the resulting thermosets and composites.

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“…Commonly, PUA has been synthesized from polyether or polyester polyol of synthetic polymers as they have reactive sites to react with the isocyanate group. The properties of vegetable oil that can be modified to polyol have been studied to produce bio-based polymer PUA [6,7,8,9,10].…”

Section: Introductionmentioning

confidence: 99%

Enhancement of Plasticizing Effect on Bio-Based Polyurethane Acrylate Solid Polymer Electrolyte and Its Properties

et al. 2018

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Polyurethane acrylate (PUA) from vegetable oil has been synthesized and prepared for solid polymer electrolyte. Polyol has been end-capped with Toluene 2,4-Diisocyanate (TDI) followed by hydroxylethylmethylacrylate (HEMA) in a urethanation process to produce PUA. The mixtures were cured to make thin polymeric films under UV radiation to produce excellent cured films which exhibit good thermal stability and obtain high ionic conductivity value. 3 to 15 wt. % of ethylene carbonate (EC) mixed with 25 wt. % LiClO4 was added to PUA to obtain PUA electrolyte systems. PUA modified with plasticizer EC 9 wt. % achieved the highest conductivity of 7.86 × 10−4 S/cm, and relatively improved the linear sweep voltammetry, transference number and dielectric properties. Fourier Transform Infrared Spectroscopy (FTIR) and dielectric analysis were presented. Thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), followed by X-ray Diffraction (XRD) and morphology have been studied. The addition of plasticizer to the polyurethane acrylate shows significant improvement in terms of the conductivity and performance of the polymer electrolyte.

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Use of cardanol-based acrylate as reactive diluent in UV-curable castor oil-based polyurethane acrylate resins

Cited by 65 publications

References 42 publications

One-Step Synthesis of Novel Renewable Vegetable Oil-Based Acrylate Prepolymers and Their Application in UV-Curable Coatings

One-Step Synthesis of Novel Renewable Vegetable Oil-Based Acrylate Prepolymers and Their Application in UV-Curable Coatings

A Review on Styrene Substitutes in Thermosets and Their Composites

Enhancement of Plasticizing Effect on Bio-Based Polyurethane Acrylate Solid Polymer Electrolyte and Its Properties

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