Synthesis and characterization of acrylic polyols and polymers from soybean oils for pressure-sensitive adhesives

Self Cite

Plant oils are attractive renewable feedstocks for biobased pressure‐sensitive adhesives (PSAs). In this study, we investigated how the PSA adhesion properties were influenced by the compositions comprised of epoxidized soybean oil (ESO), 3,4‐epoxycyclohexylmethyl 3,4‐epoxycyclohexanecarboxylate (ECHM), dihydroxyl soybean oil (DSO), rosin ester, and cationic photo initiator. When the amounts of ESO and photo‐initiator were constant, the variables of ECHM, DSO, and rosin amounts and their interactions were significant in influencing PSA peel adhesion strength, with p values smaller than 0.05 under a 95% significance level. Rosin amounts with the largest coefficient of 0.94 compared to the other variables are the most determinant factors. The peel adhesion strength was higher when using relatively a lower level of ECHM and a higher level of ESO and rosin. A model with the coefficient of determination (R2) of 95.06% was obtained to describe the relationship between the amount of resin constituents (ECHM, DSO, and rosin) and PSA peel adhesion strength in the experimental variable ranges. The optimal PSA formulation without cohesive failure was (ECHM = 0.04, DSO = 0.7, rosin = 0.7), resulting in a peel adhesion strength of 4.45 N/in. Structure–property relationships of the PSAs were established via thermal and rheological studies.

Section: Psa Compositionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Optimization of Soybean Oil Based Pressure‐Sensitive Adhesives Using a Full Factorial Design

Chou

Qian

et al. 2017

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“…Maleinized tung oil polymerized with a variety of diols produced cross‐linked acid‐functionalized polyesters with good peel strength and aging resistance (Li & Li, ; Wu et al, , ). Acrylic polyols synthesized from ESO with controlled degree of acrylation and hydroxyl functionality were radically cured to obtain polymers with a good balance of flexibility and cross‐linking, suitable for PSA applications (Li & Sun, ).…”

Section: Introductionmentioning

confidence: 99%

Pressure Sensitive Adhesives Based on Epoxidized Soybean Oil: Correlation Between Curing Conditions and Rheological Properties

Ciannamea

Ruseckaite

2018

Renewable resources, including vegetable oils, can be used as feedstock for the manufacture of pressure sensitive adhesives (PSA) that can compete with those derived from petrochemical sources, but with the environmental benefit of being sustainable. Completely bio-based PSA with tunable viscoelastic properties were synthesized from mixtures of epoxidized soybean oil and sebacic acid by a solvent-free one-step reaction, in the absence of catalyst. Curing conditions and pot-life were determined for formulations with stoichiometric acid/epoxy ratio. Curing time ranged from the gel point (t gel ) to t gel + 30 min at the selected temperature (170 C) to study the correlation between the reaction, rheological behavior, and potential adhesive performance. These renewable PSA can be tailored by controlling the curing parameters according to the desired application, since the rheological profile and gel content were greatly dependent on the curing conditions. In particular, the obtained adhesives cured at 170 C between 65 and 75 min showed the best balance between tack and cohesion.Keywords Sebacic acid Á Renewable Á Bio-based Á Dicarboxylic acids Á Viscoelastic properties J Am Oil Chem Soc (2018) 95: 525-532.

“…E ′ of polymers at 25°C is listed in Table as an example. To better understand the dynamic mechanical properties, the experimental cross‐link density ( ν e ) and molecular weight between cross‐links ( M c ) were calculated from the DMA data (Li and Sun, ) and are listed in Table .…”

Section: Resultsmentioning

confidence: 99%

Epoxidized and Acrylated Epoxidized Camelina Oils for Ultraviolet‐Curable Wood Coatings

Wang

Sun

2018

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Camelina oil contains nearly 90% unsaturated fatty acids and can be modified into functional monomers and polymers for value-added industrial applications. In this study, we synthesized epoxidized camelina oil (ECO) and acrylated epoxidized camelina oil (AECO) and evaluated their potential applications as ultraviolet (UV)-curable clear films and wood coatings. ECO and AECO were characterized using Fourier transform infrared spectroscopy and 1 H nuclear magnetic resonance. Curing kinetics, thermal, mechanical, and coating properties of the polymers were investigated. The peak curing time of ECO was 0.51 min and that of AECO was only 0.09 min under UV intensity of 50 mW cm −2 . Polymerized AECO (pAECO) exhibited higher glass transition temperature, mechanical strength (storage modulus, Young's modulus, and tensile strength), crosslink density, and gloss value compared with polymerized ECO (pECO). Both pAECO and pECO coatings showed good pencil hardness (6H) and strong adhesion to wood substrates (5B, with 0% chipping off during crosscut tape adhesion test). Compared with corresponding soybean oil polymers, pAECO and pECO had better thermal and mechanical properties, respectively, attributed to their higher monomer functionalities. ECO and AECO are promising candidates for UV-curable coating applications, which adds value to camelina oilseed feedstock.