Recent synthetic approaches and emerging bio‐inspired strategies for the development of sustainable pressure‐sensitive adhesives derived from renewable building blocks

Vendamme, Richard; Schüwer, Nicolas; Eevers, Walter

doi:10.1002/app.40669

Cited by 78 publications

(69 citation statements)

References 90 publications

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“…Commercial PSAs are dominated by acrylic polymers, styrenic block copolymers, and natural rubbers, which are mainly derived from petroleum resources 8. Given the associated environmental concerns and the depletion of petroleum resources, development of more sustainable PSAs has become necessary 8–10. One direct approach is to replace petroleum‐based monomers with those obtained from natural resources (e.g., starch, vegetable oils, cellulose, lignin).…”

Section: Introductionmentioning

confidence: 99%

Modification of Adhesive and Latex Properties for Starch Nanoparticle‐Based Pressure Sensitive Adhesives

Zhang

Cunningham

Dubé

2019

Macro Reaction Engineering

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Starch nanoparticle (SNP)‐based pressure sensitive adhesives (PSAs) with core‐shell particle morphology (starch nanoparticle core/acrylic polymer shell) are produced via seeded, semi‐batch emulsion polymerization at 15 wt% SNP loading (relative to total polymer weight) and 40 wt% latex solids. Crosslinker and chain transfer agent (CTA) are introduced to the acrylic shell polymer formulation at a range of concentrations according to a 32 factorial design to tailor the latex and adhesive properties of SNP‐based latexes. The crosslinker and CTA show no significant effect on polymerization kinetics, particle size, and viscosity. Latex gel content is predicted using an empirical model, which is a function of crosslinker and CTA concentration. Both the gel content and glass transition temperature strongly affect the adhesive properties (tack, peel strength, and shear strength) of the SNP‐based latex films. 3D response surfaces for the adhesive properties are constructed to facilitate the design of SNP‐based PSAs with desired properties.

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Section: Introductionmentioning

confidence: 99%

Modification of Adhesive and Latex Properties for Starch Nanoparticle‐Based Pressure Sensitive Adhesives

Zhang

Cunningham

Dubé

2019

Macro Reaction Engineering

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“…At present, the major materials used in developing PSA elastomers are acrylics, epoxies, natural rubbers, and other synthetic polymers [2], which are mainly petroleum derived (with the exception of natural rubber). With growing concerns of environmental issues and limitation of petroleum deposits, significant interests have been drawn to develop PSAs from more diverse renewable resources besides natural rubbers [4,5], such as gluten polypeptides [6], bacterial poly-3-hydroxyalkanoates [7], lactide-menthide copolymers [8], and lactide/ε-caprolactone/2-hydroxyethyl methacrylate/ butyl acrylate polymers [9].…”

Section: Introductionmentioning

confidence: 99%

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

Chou

Qian

et al. 2017

J Americ Oil Chem Soc

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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.

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“…The homopolymerization of epoxidized vegetable oils, involving cationic or radial mechanisms, enables the synthesis of 100% biobased materials and avoids the use of hardener (e,g,, toxic amines or anhydride, Scheme 3). These thermosets mainly find applications in coating and pressure-sensitive adhesives, due to their good flexibility resulting from the long aliphatic chains of the employed vegetable oils [13,44,45]. Direct homopolymerization of epoxidized vegetable oils can be achieved by ring opening polymerization of the epoxy moieties in the presence of acid catalysts.…”

Section: Homopolymerizationmentioning

confidence: 99%

Sustainable Synthetic Approaches for the Preparation of Plant Oil‐Based Thermosets

Llevot

2016

J Americ Oil Chem Soc

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a more sustainable future. Due to an ever-increasing population on our planet and industrial developments, a major focus is on energy and fuel supply, as well as chemical and polymer production. In search for alternatives to the finite fossil feedstocks, the renewability and structural diversity of biomass makes it an excellent candidate [1][2][3][4][5][6]. Especially in polymer science, the use of renewable resources has been intensively investigated and discussed in several reviews over the last years [7][8][9][10][11]. Amongst biomass, vegetable oils constitute a platform of aliphatic hydrocarbons, particularly studied as polymer precursors due to their good availability, low price, inherent biodegradability and potential for chemical modifications [12][13][14][15][16]. Vegetable oils are composed of triglycerides, which consist of three fatty acid chains esterified with glycerol. Fatty acids vary in their chain length, as well as degree and location of their unsaturations. The fatty acid structures of the plant oils discussed in this review are shown in Scheme 1 and the composition of these oils displayed in Table 1. The fatty acid composition of the triglycerides, depending on the plant origin, influences their properties significantly [14]. Well-defined fatty acids can be recovered after hydrolysis of triglycerides and further separation and purification [17]. The latter can be transformed into difunctional monomers for the synthesis of a broad range of thermoplastic polymers [18]. However, this additional step decreases the sustainability of the synthesis. Thus, the direct polymerization of poly-functional vegetable oils into thermoset polymers represents a "greener" approach towards polymeric materials.Thermosets are cross-linked polymeric materials known for their good thermomechanical properties and chemical resistance. The production of these polymers represents ~20% of the total annual polymer production [19]. Thermosets can be synthesized in different chemical ways and the production of biobased thermosets has been recently Abstract The good availability and high degree of functionalization possibilities of plant oils entitles them to be one of the most intensively studied renewable resources, especially in polymer science. However, in line with the principles of green chemistry, the use of renewable resources should be accompanied with catalytic procedures, comparably less or non-toxic chemicals, as well as reduction of waste and energy consumption to achieve an overall sustainable process. In this review, these aspects are addressed using the example of plant oil-based thermoset materials, which bear the advantage, in terms of sustainability, of not requiring a separation or purification step prior to polymerization. The direct homopolymerization of plant oils, as well as copolymerization, exclusively with other renewable resources, are highlighted. The sustainability of the synthesis of a broad range of thermosets including epoxy resins, polyurethane networks, polybenzoxazines and unsaturated poly...

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Recent synthetic approaches and emerging bio‐inspired strategies for the development of sustainable pressure‐sensitive adhesives derived from renewable building blocks

Cited by 78 publications

References 90 publications

Modification of Adhesive and Latex Properties for Starch Nanoparticle‐Based Pressure Sensitive Adhesives

Modification of Adhesive and Latex Properties for Starch Nanoparticle‐Based Pressure Sensitive Adhesives

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

Sustainable Synthetic Approaches for the Preparation of Plant Oil‐Based Thermosets

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