From fatty acid and lactone biobased monomers toward fully renewable polymer latexes

Moreno, Mónica; Goikoetxea, Monika; Cal, José C. de la; Barandiaran, Marı́a J.

doi:10.1002/pola.27422

Cited by 17 publications

(28 citation statements)

References 23 publications

(30 reference statements)

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“…In this regard, extensive research studies have been performed on the synthesis and polymerization of various biobased monomers, thus providing a broad platform for the utilization of the resulting polymers in coatings, plastics, adhesives, composites, etc. [2][3][4][5] .…”

Section: Introductionmentioning

confidence: 99%

Synergistic Effects of Cardanol- and High Oleic Soybean Oil Vinyl Monomers in Miniemulsion Polymers

Demchuk

Eshete

et al. 2019

ACS Sustainable Chem. Eng.

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Along with characterization of vinyl monomers from high oleic soybean oil (HOSBM) and cardanol (CBM) in free radical (co)polymerization, a series of stable latexes based on various ratios of these monomer mixtures have been synthesized using miniemulsion process. By combination of aliphatic fatty acid fragments of HOSBM with aromatic CBM structure, durable latexes from fully renewable feeds were expected, as well as the ability to balance thermomechanical properties of resulting crosslinked latex films. Biobased latexes were synthesized from 10-75 wt.% of CBM and 25-90 wt.% of HOSBM in the feed, characterized, and tested in films and coatings performance. Synergistic effects of both constituents in the films and coatings were observed. Incorporation of cardanol-based fragments enhances Young's modulus of the films, whereas the plant oil-based units contribute to softer and more flexible films. Even small (10 wt.%) fractions of CBM can provide noticeable strength to the soft latex polymer material based entirely on HOSBM. All crosslinked latex films in this study exhibit decent properties and performance in terms of pendulum and pencil hardness, water and solvent resistance as well as adhesion to the steel substrate. To the best of our knowledge, latexes from fully renewable plant-based monomer mixtures have not been reported before in literature.

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Section: Introductionmentioning

confidence: 99%

Synergistic Effects of Cardanol- and High Oleic Soybean Oil Vinyl Monomers in Miniemulsion Polymers

Demchuk

Eshete

et al. 2019

ACS Sustainable Chem. Eng.

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“…In order to overcome this drawback, some research groups focused on the copolymerization of vegetable oils with a more reactive co‐monomer to provide suitable additives for lubricating oil . However, FA could be also functionalized with (meth)acrylate moieties to overcome their poor reactivity in radical polymerization . For instance, Maiti et al .…”

Section: Introductionmentioning

confidence: 99%

Oleic acid‐based poly(alkyl methacrylate) as bio‐based viscosity control additive for mineral and vegetable oils

Lomège

Négrell

Robin

et al. 2018

Polymer Engineering & Sci

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This work described the design of an efficient oleic‐acid based viscosity control additive for lubricating oils as potential alternative to petroleum poly(alkyl)methacrylates (PAMAs) additives. Hence, Poly(2‐(methacryloyloxy)ethyl oleate) (PMAEO) was synthesized by free radical homopolymerization to afford a comb‐like polymer structure similar to common PAMAs. Then, in order to evaluate its efficiency as viscosity control additive, the resulting polymer was mixed at several concentrations from 1%wt to 10%wt with different oil compositions, including a mineral paraffinic oil (MPO) and an organic triglyceride oil (OTO). For all polymer‐solution blends, relative viscosities (RV) measurements showed that addition of PMAEO in MPO had a better contribution on oil viscosity at 100°C than at 20°C (RV = 1.16 at 40°C while RV = 1.25 for 3%wt of PMAEO in MPO). These results were attributed to the coil expansion of polymer chains with increasing temperature. Additionally, rheological studies showed that addition of 3%wt of PMAEO in MPO improved the MPO cold flow properties at −30°C by decreasing the required yield stress to put the oil in motion from 310 mPa to 42 mPa. These results are in total accordance with the common viscosimetric properties of PAMAs‐based viscosity control additives at low and high temperature in mineral oils. POLYM. ENG. SCI., 59:E164–E170, 2019. © 2018 Society of Plastics Engineers

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“…13 Briefly, L-lysine monohydrochloride monomer (2 g, 10.9 mmol) and KOH (0.61 g, 10.9 mmol) was introduced with Zr(OnBu) 4 catalyst (0.119 mL, 0.327 mmol) in a reactor and heated in an oven at 150 C under nitrogen flow without stirring during different times (5,10,15,20, and 25 h). The water formed during the polymerization was allowed to escape from the open reactor.…”

Section: Synthesis Of Pllmentioning

confidence: 99%

Syntheses of donor acceptor biobased photocurable water‐soluble resins based on poly‐l‐lysine

Koleilat

Giani

Joly‐Duhamel

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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We report a new kind of coating using UV waterborne technique with a biobased poly(amino acid) resin. Firstly we performed the thermal polycondensation of L-lysine during 15 h at 150 C to synthesize water-soluble oligomers of poly-Llysine (PLL) with 5-6 monomer units. These oligomers were then transformed in mild conditions to give photocurable water-soluble resins. We grafted on the poly-L-lysine backbone, allyl and maleamic acid functional groups, with a grafting rate close to 65% thanks to allyl glycidyl ether and maleic anhydride respectively. The influence of the reaction time and the reagents ratio on the grafting rate was investigated. Hence, the donor/acceptor photopolymerization of the mixture of allyl ether-poly-L-lysine (PLL-g-AE) with maleamic acid-poly-L-lysine (PLL-g-MA) in aqueous solution gave yellow transparent films.The degree of conversion and other kinetic parameters have been studied and detailed. This work contributes to the development of materials based on renewable resources and cleaner processes. It opens a new pathway to both fundamental and applied-driven research.

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From fatty acid and lactone biobased monomers toward fully renewable polymer latexes

Cited by 17 publications

References 23 publications

Synergistic Effects of Cardanol- and High Oleic Soybean Oil Vinyl Monomers in Miniemulsion Polymers

Synergistic Effects of Cardanol- and High Oleic Soybean Oil Vinyl Monomers in Miniemulsion Polymers

Oleic acid‐based poly(alkyl methacrylate) as bio‐based viscosity control additive for mineral and vegetable oils

Syntheses of donor acceptor biobased photocurable water‐soluble resins based on poly‐l‐lysine

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