Sustainable Hydrogels Based on Lignin-Methacrylate Copolymers with Enhanced Water Retention and Tunable Material Properties

Rajan, Kalavathy; Mann, Jeffrey K.; English, E. S.; Harper, David P.; Carrier, Danielle Julie; Rials, Timothy G.; Labbé, Nicole; Chmely, Stephen C.

doi:10.1021/acs.biomac.8b00282

Cited by 41 publications

(35 citation statements)

References 40 publications

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“…Poly(2‐hydroxyethyl methacrylate) (pHEMA) has been widely applied in biomaterials due to its biocompatibility and versatile polymer fabrication. Hydrogels containing pHEMA can absorb and hold significant quantities of water in their three‐dimensional network . Special attention has been paid to poly( N , N ‐dimethylacrylamide), which can be used as a hydrophilic component in copolymers .…”

Section: Resultsmentioning

confidence: 99%

Facile and green preparation of thermal and ph sensitive hydrogel microspheres based on spray drying and the diels–alder reaction

Wei

Yang

Chu

et al. 2019

Polymer Engineering & Sci

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Thermal and pH dual-sensitive hydrogel microspheres were fabricated using spray drying. During the spray drying, chemical crosslinks were formed in situ via the Diels-Alder reaction without the involvement of any catalysts or organic solvents. The structures and morphologies of the products were characterized by Fourier Transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR), Raman spectroscopy, scanning electron microscopy (SEM), X-ray diffraction (XRD), and thermogravimetric analysis (TGA). A general weighing method was applied to study the swelling behavior of the microspheres at different temperatures and pHs. Using urea as a model molecule, the ability of the microspheres to control the release of urea was explored by spectrophotometry and calculated from the calibration curve obtained from the reaction of urea and diaminobenzaldehyde. The as-prepared microspheres show a reversible and reproducible volume change with varying pH or temperature, and their swelling ratios increase with increasing temperature or pH. Furthermore, the urea release rates can be tuned by changing the pH or the temperature. Since spray drying can easily produce microspheres on a large scale, the strategy demonstrated here has the potential for applications in the green preparation of hydrogel microspheres. FIG. 7. The swelling ratio of the HMP as a function of temperature (left) and the reversibility and repeatability of the swelling behavior of the HMP (right). FIG. 8. The swelling ratio of the HMP as a function of pH (left) and the reversibility and repeatability of the swelling behavior of the HMP (right).

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Section: Resultsmentioning

confidence: 99%

Facile and green preparation of thermal and ph sensitive hydrogel microspheres based on spray drying and the diels–alder reaction

Wei

Yang

Chu

et al. 2019

Polymer Engineering & Sci

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“…16 Our group has also recently demonstrated that engineered hydrogels containing methacrylatemodified hardwood lignin exhibited increase in water retention capacity and tunable mechanical properties. 17 Moreover, alkene-functionalized lignin was successfully harnessed for photo-induced polymerization reactions. 18 In short, these studies demonstrate that designing lignin building blocks via chemical modification of the OH groups is a feasible approach for formulating 3D printing resins with tunable properties.…”

Section: Introductionmentioning

confidence: 99%

Lignin-Containing Photoactive Resins for 3D Printing by Stereolithography

Sutton¹,

Rajan²,

Harper³

et al. 2018

Preprint

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Generating compatible and competitive materials that are environmentally sustainable and economically viable is paramount for the success of additive manufacturing using renewable materials. We report the successful application of renewable, modified lignin-containing photopolymer resins in a commercial stereolithography system. Resins were fabricated within operable ranges for viscosity and cure properties, using up to 15% modified lignin by weight with the potential for higher amounts. A four-fold increase in ductility in cured parts with higher lignin concentration is noted as compared to commercial SLA resins. Excellent print quality was seen in modified lignin resins, with good layer fusion, high surface definition, and visual clarity. These materials can be used to generate new products for additive manufacturing applications and help fill vacant material property spaces, where ductility, sustainability, and application costs are critical.

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“…We used a procedure for lignin acylation that we have reported previously [ 30 , 34 ], which is an adaptation of the method for syringyl methacrylate synthesis reported by Epps et al [ 35 ]. Briefly, one equivalent of either methacrylic anhydride or acrylic anhydride was mixed with lignin (1 equiv.…”

Section: Methodsmentioning

confidence: 99%

Improving UV Curing in Organosolv Lignin-Containing Photopolymers for Stereolithography by Reduction and Acylation

et al. 2021

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Despite recent successes in incorporating lignin into photoactive resins, lignin photo-properties can be detrimental to its application in UV-curable photopolymers, especially in specialized engineered resins for use in stereolithography printing. We report on chemical modification techniques employed to reduce UV absorption by lignin and the resulting mechanical, thermal, and cure properties of these modified lignin materials. Lignin was modified using reduction and acylation reactions and incorporated into a 3D printable resin formulation. UV–Vis absorption at the 3D printing range of 405 nm was reduced in all modified lignins compared to the unmodified sample by 25% to ≥ 60%. Resins made with the modified lignins showed an increase in stiffness and strength with lower thermal stability. Studying these techniques is an important step in developing lignin for use in UV-curing applications and further the effort to valorize lignin towards commercial use.

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Sustainable Hydrogels Based on Lignin-Methacrylate Copolymers with Enhanced Water Retention and Tunable Material Properties

Cited by 41 publications

References 40 publications

Facile and green preparation of thermal and ph sensitive hydrogel microspheres based on spray drying and the diels–alder reaction

Facile and green preparation of thermal and ph sensitive hydrogel microspheres based on spray drying and the diels–alder reaction

Lignin-Containing Photoactive Resins for 3D Printing by Stereolithography

Improving UV Curing in Organosolv Lignin-Containing Photopolymers for Stereolithography by Reduction and Acylation

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