36195-34-3Relevant academic research and scientific papers
Softwood Lignin-Based Methacrylate Polymers with Tunable Thermal and Viscoelastic Properties
Holmberg, Angela L.,Nguyen, Ngoc A.,Karavolias, Michael G.,Reno, Kaleigh H.,Wool, Richard P.,Epps, Thomas H.
, p. 1286 - 1295 (2016)
Softwood (guaiacylic) lignin-based methacrylate polymers (LBMPs) that exhibit excellent glass transition temperatures (Tg's), desirable thermal stabilities (greater than 100°C above Tg), and intermediate shear-flow resistances, in co
Photoinitiated copolymerization of acetonyl methacrylate
Bukowska-Sluz, Izabela,Ruda, Wieslaw,Gawdzik, Barbara
, p. 909 - 913 (2013)
Synthesis of two methacrylate monomers derivatives of carbonyl compounds: vanillin and acetone are presented. The obtained acetonyl methacrylate was used for copolymerization with methyl methacrylate. Copolymerizations were carried out in the presence of
Multicatalytic Transformation of (Meth)acrylic Acids: a One-Pot Approach to Biobased Poly(meth)acrylates
Fouilloux, Hugo,Placet, Vincent,Qiang, Wei,Robert, Carine,Thomas, Christophe M.
supporting information, p. 19374 - 19382 (2021/07/21)
Shifting from petrochemical feedstocks to renewable resources can address some of the environmental issues associated with petrochemical extraction and make plastics production sustainable. Therefore, there is a growing interest in selective methods for transforming abundant renewable feedstocks into monomers suitable for polymer production. Reported herein are one-pot catalytic systems, that are active, productive, and selective under mild conditions for the synthesis of copolymers from renewable materials. Each system allows for anhydride formation, alcohol acylation and/or acid esterification, as well as polymerization of the formed (meth)acrylates, providing direct access to a new library of unique poly(meth)acrylates.
A sustainable waterborne vanillin-eugenol-acrylate miniemulsion with suitable antibacterial properties as a substitute for the styrene-acrylate emulsion
Liu, Chenyang,Lyu, Bin,Ma, Jianzhong,Thakur, Vijay Kumar,Zhang, Lei,Zhang, Yuehong
, p. 7576 - 7588 (2021/10/12)
In this work, we have performed a solvent-free, facile synthesis of renewable aromatic monomers, double bond modified vanillin (DV) and double bond modified eugenol (DE). The resulting DV and DE were respectively used as sustainable alternatives for petro
Lignin model compounds as bio-based reactive diluents for liquid molding resins
Stanzione, Joseph F.,Sadler, Joshua M.,La Scala, John J.,Wool, Richard P.
experimental part, p. 1291 - 1297 (2012/08/28)
Lignin is a copious paper and pulping waste product that has the potential to yield valuable, low molecular weight, single aromatic chemicals when strategically depolymerized. The single aromatic lignin model compounds, vanillin, guaiacol, and eugenol, were methacrylated by esterification with methacrylic anhydride and a catalytic amount of 4-dimethylaminopyridine. Methacrylated guaiacol (MG) and methacrylated eugenol (ME) exhibited low viscosities at room temperature (MG: 17 cP and ME: 28 cP). When used as reactive diluents in vinyl ester resins, they produced resin viscosities higher than that of vinyl ester-styrene blends. The relative volatilities of MG (1.05 wt % loss in 18 h) and ME (0.96 wt % loss in 18 h) measured by means of thermogravimetric analysis (TGA) were considerably lower than that of styrene (93.7 wt % loss in 3 h) indicating the potential of these chemicals to be environmentally friendly reactive diluents. Bulk polymerization of MG and ME generated homopolymers with glass transition temperatures (Tgs) of 92 and 103 °C, respectively. Blends of a standard vinyl ester resin with MG and ME (50 wt % reactive diluent) produced thermosets with Tgs of 127 and 153 °C, respectively, which are comparable to vinyl ester-styrene resins, thus demonstrating the ability of MG and ME to completely replace styrene as reactive diluents in liquid molding resins without sacrificing cured-resin thermal performance. Copyright
Vanillin-based resin for use in composite applications
Stanzione Iii, Joseph F.,Sadler, Joshua M.,La Scala, John J.,Reno, Kaleigh H.,Wool, Richard P.
scheme or table, p. 2346 - 2352 (2012/09/08)
Lignin is an abundant, renewable material that has the potential to yield valuable, low molecular weight, single aromatic chemicals when strategically depolymerized. In order to generate a highly bio-based thermoset for use in polymer composites, a lignin-derived chemical, vanillin, was methacrylated in a two-step, one-pot synthesis to produce a vinyl ester resin (87 cP at 25 °C) with a 1:1 mole ratio of a mono-functional monomer, methacrylated vanillin, to cross-linking agent, glycerol dimethacrylate. The synthetic scheme was solventless, required little catalyst and moderate reaction temperatures while generating no by-products. Upon resin curing, a hard, transparent thermoset with a broad glass transition, Tg = 155 °C (based on the tan δ maximum), and a temperature of maximum decomposition rate, Tmax, of 426 °C was produced. Overall, a potentially 100% bio-based thermoset was synthesized possessing comparable thermo-gravimetric and thermo-mechanical properties to commercial vinyl ester-based thermosets.
Esters derived from vanillin and vanillal and aromatic and functionalized aliphatic carboxylic acids
Dikusar,Kozlov
, p. 992 - 996 (2007/10/03)
Reactions of vanillin and vanillal with aromatic and functionally substituted aliphatic carboxylic acid chlorides in the presence of pyridine afforded the corresponding previously unknown esters.
