From monomers to polymers from renewable resources: Recent advances

Belgacem, 2008 Gandini, 2008, Polymers from renewable resources: a challenge for the future of macromolecular materials, Macromolecules, 41, 9491, 10.1021/ma801735u Gandini, 2011, The irruption of polymers from renewable resources on the scene of macromolecular science and technology, Green Chem, 13, 1061, 10.1039/c0gc00789g 2009 2011 Kalia, 2011 2012 2013 Coates, 2009, A virtual issue of Macromolecules: “Polymers from Renewable Resources”, Macromolecules, 42, 7987, 10.1021/ma902107w Eichhorn, 2010, Materials from renewable resources, MRS Bull, 35, 187, 10.1557/mrs2010.650 Raquez, 2010, Thermosetting (bio)materials derived from renewable resources: a critical review, Prog Polym Sci, 35, 487, 10.1016/j.progpolymsci.2010.01.001 Pillai, 2010, Challenges for natural monomers and polymers: novel design strategies and engineering to develop advanced polymers, Des Monomers Polym, 13, 87, 10.1163/138577210X12634696333190 Mathers, 2012, How well can renewable resources mimic commodity monomers and polymers?, J Polym Sci Part A: Polym Chem, 50, 1, 10.1002/pola.24939 Tschan, 2012, Synthesis of biodegradable polymers from renewable resources, Polym Chem, 3, 836, 10.1039/C2PY00452F Chen, 2012, Plastics derived from biological sources: present and future: a technical and environmental review, Chem Rev, 112, 2082, 10.1021/cr200162d Mülhaupt, 2013, Green polymer chemistry and bio-based plastics: dreams and reality, Macromol Chem Phys, 214, 159, 10.1002/macp.201200439 Meier, 2014, Sustainable polymers: reduced environmental impact, renewable raw materials and catalysis, Green Chem, 16, 1672, 10.1039/c4gc90006e Miller, 2014, Sustainable polymers: replacing polymers derived from fossil fuels, Polym Chem, 5, 3117, 10.1039/c4py90017k Lendlein, 2014 Anonymous, 2014 Corma, 2007, Chemical routes for the transformation of biomass into chemicals, Chem Rev, 107, 2411, 10.1021/cr050989d Bozell, 2010, Technology development for the production of biobased products from biorefinery carbohydrates – the US Department of Energy's “Top 10” revisited, Green Chem, 12, 539, 10.1039/b922014c Zhou, 2011, Catalytic conversion of lignocellulosic biomass to fine chemicals and fuels, Chem Soc Rev, 40, 5588, 10.1039/c1cs15124j Serrano-Ruiz, 2011, Transformations of biomass-derived platform molecules: from high added-value chemicals to fuels via aqueous-phase processing, Chem Soc Rev, 40, 5266, 10.1039/c1cs15131b Gallezot, 2012, Conversion of biomass to selected chemical products, Chem Soc Rev, 41, 1538, 10.1039/C1CS15147A Anonymous, 2014 Anonymous, 2014 Anonymous, 2014 Iwamoto, 2011, One step formation of propene from ethene or ethanol through metathesis on nickel ion-loaded silica, Molecules, 16, 7844, 10.3390/molecules16097844 Song, 2010, Phosphorus-modified ZSM-5 for conversion of ethanol to propylene, Appl Catal A: Gen, 384, 201, 10.1016/j.apcata.2010.06.035 Pagliaro, 2008, 170 Prati, 2009, From renewable to fine chemicals through selective oxidation: the case of glycerol, Top Catal, 52, 288, 10.1007/s11244-008-9165-1 Crotti, 2010, Alternative intermediates for glycerol valorization: iridium-catalyzed formation of acetals and ketals, Green Chem, 12, 2225, 10.1039/c0gc00096e Martin, 2011, Oligomerization of glycerol – a critical review, Eur J Lipid Sci Technol, 113, 100, 10.1002/ejlt.201000386 Salehpour, 2012, Reaction monitoring of glycerol step-growth polymerization using ATR-FTIR spectroscopy, Macromol React Eng, 6, 85, 10.1002/mren.201100071 Salehpour, 2011, Towards the sustainable production of higher-molecular-weight polyglycerol, Macromol Chem Phys, 212, 1284, 10.1002/macp.201100064 Kimura, 2000, Poly(ketomalonate) by catalytic oxidation of glycerol, 4. Anionic polymerization, J Polym Sci Part A: Polym Chem, 38, 664 Kimura, 2001, Oxidation assisted new reaction of glycerol, Polym Adv Technol, 12, 697, 10.1002/pat.91 Pagliaro, 2007, From glycerol to value-added products, Angew Chem Int Ed Engl, 46, 4434, 10.1002/anie.200604694 Zhou, 2008, Chemoselective catalytic conversion of glycerol as a biorenewable source to valuable commodity chemicals, Chem Soc Rev, 37, 527, 10.1039/B707343G Macierzanka, 2004, Esterification kinetics of glycerol with fatty acids in the presence of zinc carboxylates: preparation of modified acylglycerol emulsifiers, Ind Eng Chem Res, 43, 7744, 10.1021/ie040077m Lynn, 2005, Detergents and detergency, vol. 6 Johnson, 2009, The glycerin glut: options for the value-added conversion of crude glycerol resulting from biodiesel production, Environ Prog, 26, 338, 10.1002/ep.10225 Weiser, 2011, Poly(carbonate-ester)s of dihydroxyacetone and lactic acid as potential biomaterials, Biomacromolecules, 12, 977, 10.1021/bm101342p Helou, 2011, Functionalized polycarbonates from dihydroxyacetone: insights into the immortal ring-opening polymerization of 2,2-dimethoxytrimethylene carbonate, Polym Chem, 2, 2789, 10.1039/c1py00405k Zawaneh, 2006, Diblock copolymers based on dihydroxyacetone and ethylene glycol: synthesis, characterization, and nanoparticle formulation, Biomacromolecules, 7, 3245, 10.1021/bm0605457 Zelikin, 2005, Poly(carbonate-acetal)s from the dimer form of dihydroxyacetone, Macromolecules, 38, 5532, 10.1021/ma050049v Wang, 2004, Novel biodegradable aliphatic polycarbonate based on ketal protected dihydroxyacetone, Macromol Rapid Commun, 25, 959, 10.1002/marc.200300319 Fukuoka, 2011, Bioprocessing of glycerol into glyceric acid for use in bioplastic monomer, J Oleo Sci, 60, 369, 10.5650/jos.60.369 Al-Mesfer, 1987, Polymers for biodegradable medical device. III. Polymerization and copolymerization of cyclic derivatives of tartronic acid, Biomaterials, 8, 353, 10.1016/0142-9612(87)90005-6 Parzuchowski, 2008, Synthesis of new glycerol-based hyperbranched polycarbonates, Macromolecules, 41, 3859, 10.1021/ma8000912 Parzuchowski, 2009, Synthesis and characterization of hyperbranched polyesters from glycerol-based AB2 monomer, J Polym Sci Part A: Polym Chem, 47, 3860, 10.1002/pola.23452 Zhao, 2009, Synthesis and application of water-soluble hyperbranched poly(ester)s from maleic anhydride and glycerol, J Appl Polym Sci, 113, 3376, 10.1002/app.29965 Kurniasih, 2010, Supramolecular aggregates of water soluble dendritic polyglycerol architectures for the solubilization of hydrophobic compounds, Macromol Rapid Commun, 31, 1516, 10.1002/marc.201000112 Simões, 2012, Electrochemical valorisation of glycerol, ChemSusChem, 5, 2106, 10.1002/cssc.201200335 Schulz, 2011, Acrolein polymers, vol. 1, 134 Katryniok, 2010, Glycerol dehydration to acrolein in the context of new uses of glycerol, Green Chem, 12, 2079, 10.1039/c0gc00307g Corma, 2008, Biomass to chemicals: catalytic conversion of glycerol/water mixtures into acrolein, reaction network, J Catal, 257, 163, 10.1016/j.jcat.2008.04.016 Pham, 2013, Various radical polymerizations of glycerol-based monomers, Eur J Lipid Sci Technol, 115, 28, 10.1002/ejlt.201200202 Plasman, 2005, Polyglycerol esters demonstrate superior antifogging properties for films, Plast Addit Compd, 30, 10.1016/S1464-391X(05)00359-4 Sandler, 1966, Room temperature polymerization of glycidol, J Polym Sci Part A1, 4, 1253, 10.1002/pol.1966.150040523 Tokar, 1994, Cationic polymerization of glycidol: coexistence of the activated monomer and active chain end mechanism, Macromolecules, 27, 320, 10.1021/ma00080a002 Sunder A, Mülhaupt R. In presence of basic catalysts and solvent: continuous distillation; colorless; by-product inhibition. US 6,822,068, 2004. Kuzuyama, 2003, Diversity of the biosynthesis of the isoprene units, Nat Prod Rep, 20, 171, 10.1039/b109860h Anonymous, 2014 Bechthold, 2008, Succinic acid: a new platform chemical for biobased polymers from renewable resources, Chem Eng Technol, 31, 647, 10.1002/ceat.200800063 2013 Delhomme, 2009, Succinic acid from renewable resources as a C4 building-block chemical – a review of the catalytic possibilities in aqueous media, Green Chem, 11, 13, 10.1039/B810684C Jiang, 2013, Enzyme-catalyzed synthesis of unsaturated aliphatic polyesters based on green monomers from renewable resources, Biomolecules, 3, 461, 10.3390/biom3030461 Tai, 2012, Temperature-controlled phase-transfer catalysis for ethylene glycol production from cellulose, Chem Commun, 48, 7052, 10.1039/c2cc32305b Wang, 2012, Efficient conversion of microcrystalline cellulose to 1,2-alkanediols over supported Ni catalysts, Green Chem, 14, 758, 10.1039/c2gc15946e Rose, 2011, Cellulose-based sustainable polymers: state of the art and future trends, Macromol Rapid Commun, 32, 1299, 10.1002/marc.201100230 Kobayashi, 2013, Synthesis and utilisation of sugar compounds derived from lignocellulosic biomass, Green Chem, 15, 1740, 10.1039/c3gc00060e Kamm, 2006, vols. 1 and 2 Amidon, 2008, Biorefinery: conversion of woody biomass to chemicals, energy and materials, J Biobased Mater Bioenergy, 2, 100, 10.1166/jbmb.2008.302 Campbell, 2009, Managing the transition decades: tactical options for an uncertain route towards a clear strategic goal, Chem Eng Res Des, 87, 1101, 10.1016/j.cherd.2009.08.001 Singhvi, 2014, Lignocellulose processing: a current challenge, RSC Adv, 4, 8271, 10.1039/c3ra46112b Rodrigues Pinto, 2010, Comparative study of solid-phase extraction and liquid–liquid extraction for the reliable quantification of high value added compounds from oxidation processes of wood-derived lignin, Ind Eng Chem Res, 49, 12311, 10.1021/ie101680s Deepa, 2014, Solid acid catalyzed depolymerization of lignin into value added aromatic monomers, RSC Adv, 4, 12625, 10.1039/c3ra47818a Gandini, 2008, Terpenes: major sources, properties and applications, 17 Wilbon, 2013, Progress in renewable polymers from natural terpenes, terpenoids, and rosin, Macromol Rapid Commun, 34, 8, 10.1002/marc.201200513 Kukhta, 2011, Room temperature cationic polymerization of β-pinene using modified AlCl3 catalyst: toward sustainable plastics from renewable biomass resources, Green Chem, 13, 2362, 10.1039/c1gc15593h Kobayashi, 2009, Controlled polymerization of a cyclic diene prepared from the ring-closing metathesis of a naturally occurring monoterpene, J Am Chem Soc, 131, 7960, 10.1021/ja9027567 Firdaus, 2011, Terpene-based renewable monomers and polymers via thiol-ene additions, Macromolecules, 44, 7253, 10.1021/ma201544e Firdaus, 2013, Renewable polyamides and polyurethanes derived from limonene, Green Chem, 15, 370, 10.1039/C2GC36557J Mathers, 2009, Functional hyperbranched polymers using ring-opening metathesis polymerization of dicyclopentadiene with monoterpenes, Macromolecules, 42, 1512, 10.1021/ma802441t Byrne, 2004, Alternating copolymerization of limonene oxide and carbon dioxide, J Am Chem Soc, 126, 11404, 10.1021/ja0472580 Robert, 2011, Tandem synthesis of alternating polyesters from renewable resources, Nat Commun, 2, 586, 10.1038/ncomms1596 Lowe, 2009, Oxidized dihydrocarvone as a renewable multifunctional monomer for the synthesis of shape memory polyesters, Biomacromolecules, 10, 2003, 10.1021/bm900471a Shin, 2011, Pressure-sensitive adhesives from renewable triblock copolymers, Macromolecules, 44, 87, 10.1021/ma102216d Lepoittevin, 2011, Radical polymerization and preliminary microbiological investigation of new polymer derived from myrtenol, Eur Polym J, 47, 1842, 10.1016/j.eurpolymj.2011.06.017 Martello, 2012, Bulk ring-opening transesterification polymerization of the renewable δ-decalactone using an organocatalyst, ACS Macro Lett, 1, 131, 10.1021/mz200006s Colonna, 2011, Synthesis and radiocarbon evidence of terephthalate polyesters completely prepared from renewable resources, Green Chem, 13, 2543, 10.1039/c1gc15400a Jeromenok, 2011, Intrinsically microporous polyesters from betulin – toward renewable materials for gas separation made from birch bark, Macromol Rapid Commun, 32, 1846, 10.1002/marc.201100532 2012 Wang, 2008, Synthesis of biobased epoxy and curing agents using rosin and the study of cure reactions, Green Chem, 10, 1190, 10.1039/b803295e Liu, 2009, Rosin-based acid anhydrides as alternatives to petrochemical curing agents, Green Chem, 11, 1018, 10.1039/b903955d Wang, 2009, Synthesis of rosin-based flexible anhydride-type curing agents and properties of the cured epoxy, Polym Int, 58, 1435, 10.1002/pi.2680 Liu, 2010, Rosin-derived imide-diacids as epoxy curing agents for enhanced performance, Bioresour Technol, 101, 2520, 10.1016/j.biortech.2009.11.028 Mustata, 2010, Epoxy resins cross-linked with rosin adduct derivatives: cross-linking and thermal behaviors, Ind Eng Chem Res, 49, 12414, 10.1021/ie101746v Galbis, 2008, Sugars as monomers, 89 Ghadban, 2013, Synthesis of glycopolymer architectures by reversible-deactivation radical polymerization, Polymers, 5, 431, 10.3390/polym5020431 Fenouillot, 2010, Prog Polym Sci, 35, 578, 10.1016/j.progpolymsci.2009.10.001 Rose, 2012, Isosorbide as a renewable platform chemical for versatile applications – Quo Vadis?, ChemSusChem, 5, 167, 10.1002/cssc.201100580 Petrovic, 2013 Wu, 2011, Isohexide derivatives from renewable resources as chiral building blocks, ChemSusChem, 5, 599, 10.1002/cssc.201100076 van Es, 2013, Rigid biobased building blocks, J Renew Mater, 1, 61, 10.7569/JRM.2012.634108 Thiyagarajan, 2011, Chiral building blocks from biomass: 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol, Tetrahedron, 67, 383, 10.1016/j.tet.2010.11.031 Jasinska, 2011, Novel, fully biobased semicrystalline polyamides, Macromolecules, 44, 3458, 10.1021/ma200256v Wu, 2012, Semicrystalline polyesters based on a novel renewable building block, Macromolecules, 45, 5069, 10.1021/ma300782h Lavilla, 2012, Bio-based aromatic polyesters from a novel bicyclic diol derived from d-mannitol, Macromolecules, 45, 8257, 10.1021/ma3013288 Lavilla, 2013, PET copolyesters made from a d-mannitol-derived bicyclic diol, Polym Chem, 4, 282, 10.1039/C2PY20531A Lavilla, 2011, Carbohydrate-based polyesters made from bicyclic acetalized galactaric acid, Biomacromolecules, 12, 2642, 10.1021/bm200445w Lavilla, 2012, Carbohydrate-based copolyesters made from bicyclic acetalized galactaric acid, J Polym Sci Part A: Polym Chem, 50, 1591, 10.1002/pola.25930 Lavilla, 2012, Bio-based poly(butylene terephthalate) copolyesters containing bicyclic diacetalized galactitol and galactaric acid: influence of composition on properties, Polymer, 53, 3432, 10.1016/j.polymer.2012.05.048 Begines, 2013, Synthesis and characterization of new carbohydrate-based polyureas, J Renew Mater, 1, 212, 10.7569/JRM.2013.634119 Noordover, 2007, Enhancing the functionality of biobased polyester coating resins through modification with citric acid, Biomacromolecules, 8, 3860, 10.1021/bm700775e Yokoe, 2005, Biodegradable polymers based on renewable resources, IX. Synthesis and degradation behavior of polycarbonates based on 1,4:3,6-dianhydrohexitols and tartaric acid derivatives with pendant functional groups, J Polym Sci Part A: Polym Chem, 43, 3909, 10.1002/pola.20830 Marín, 2008, Spectroscopic evidence for stereocomplex formation by enantiomeric polyamides derived from tartaric acid, Macromolecules, 41, 3734, 10.1021/ma800037m Marín, 2009, Linear polyurethanes made from naturally occurring tartaric acid, J Polym Sci Part A: Polym Chem, 47, 2391, 10.1002/pola.23330 Deebika, 2012, Liquid crystalline H-bonded polymers influenced by chiral and achiral spacers, J Polym Res, 19, 9920, 10.1007/s10965-012-9920-7 Chung, 2012, The laterally attached tartaric acid of polyurethane copolymer and its impact on shape memory and low-temperature flexibility, J Intell Mater Syst Struct, 23, 505, 10.1177/1045389X12436737 Dhamaniya, 2010, Synthesis and characterization of polyesters based on tartaric acid derivatives, Polymer, 51, 5392, 10.1016/j.polymer.2010.09.034 Kihara, 1996, Cyclic carbonate and l-lysine derivatives, J Polym Sci Part A: Polym Chem, 34, 2173, 10.1002/(SICI)1099-0518(199608)34:11<2173::AID-POLA10>3.0.CO;2-C Kihara, 1996, Polycondensation of o-hydroxy carboxylic acid derived from l-phenylalanine and ethylene carbonate, J Polym Sci Part A: Polym Chem, 34, 1819, 10.1002/(SICI)1099-0518(19960715)34:9<1819::AID-POLA21>3.0.CO;2-8 Bao, 2012, Water-soluble hyperbranched poly(ester urethane)s based on d,l-alanine: isocyanate-free synthesis, post-functionalization and application, Green Chem, 14, 2243, 10.1039/c2gc35261c Gandini, 2008, Furan derivatives and furan chemistry at the service of macromolecular materials, 115 Gandini, 1997, Furans in polymer chemistry, Prog Polym Sci, 22, 1203, 10.1016/S0079-6700(97)00004-X Moreau, 2004, Recent catalytic advances in the chemistry of substituted furans from carbohydrates and in the ensuing polymers, Top Catal, 27, 11, 10.1023/B:TOCA.0000013537.13540.0e Gandini, 2010, Furans as offspring of sugars and polysaccharides and progenitors of a family of remarkable polymers: a review of recent progress, Polym Chem, 1, 245, 10.1039/B9PY00233B Gandini, 2011, Furans as offsprings of sugars and polysaccharides and progenitors of an emblematic family of polymer siblings, 29 Gandini, 2011, Furan monomers and their polymers: synthesis, properties and applications, 179 Gandini, 2014, Furan resins, 93 Gandini, 2013, The furan/maleimide Diels–Alder reaction: a versatile click–unclick tool in macromolecular synthesis, Prog Polym Sci, 38, 1, 10.1016/j.progpolymsci.2012.04.002 Vilela, 2013, Thermoreversible nonlinear Diels–Alder polymerization of furan/plant oil monomers, J Polym Sci Part A: Polym Chem, 51, 2260, 10.1002/pola.26610 Gandini, 2013, A straightforward double coupling of furan moieties onto epoxidized triglycerides: synthesis of monomers based on two renewable resources, Green Chem, 15, 1514, 10.1039/c3gc40358k Lacerda, 2014, Marriage of furans and vegetable oils through click chemistry for the preparation of macromolecular materials, J Renew Mater, 2, 2, 10.7569/JRM.2013.634127 Lacerda, 2014, Two alternative approaches to the Diels–Alder polymerization of tung oil, RSC Adv, 4, 26829, 10.1039/c4ra03416c García-Astrain, 2013, Green chemistry for the synthesis of methacrylate-based hydrogels crosslinked through Diels–Alder reaction, Eur Polym J, 49, 3998, 10.1016/j.eurpolymj.2013.09.004 Jin, 2014, Highly coplanar very long oligo(alkylfuran)s: a conjugated system with specific head-to-head defect, J Am Chem Soc, 136, 2592, 10.1021/ja411842g Demirbas, 2003, Biodiesel fuels from vegetable oils via catalytic and non-catalytic supercritical alcohol transesterifications and other methods: a survey, Energy Convers Manage, 44, 2093, 10.1016/S0196-8904(02)00234-0 Ma, 1999, Biodiesel production: a review, Bioresour Technol, 70, 1, 10.1016/S0960-8524(99)00025-5 Chisti, 2007, Biodiesel from microalgae, Biotechnol Adv, 25, 294, 10.1016/j.biotechadv.2007.02.001 Fukuda, 2001, Biodiesel fuel production by transesterification of oils, J Biosci Bioeng, 92, 405, 10.1016/S1389-1723(01)80288-7 Lu, 2009, Novel polymeric materials from vegetable oils and vinyl monomers: preparation, properties, and applications, ChemSusChem, 2, 136, 10.1002/cssc.200800241 Meier, 2007, Plant oil renewable resources as green alternatives in polymer science, Chem Soc Rev, 36, 1788, 10.1039/b703294c Petrovic, 2008, Polyurethanes from vegetable oils, Polym Rev, 48, 109, 10.1080/15583720701834224 Xia, 2010, Vegetable oil-based polymeric materials: synthesis, properties, and applications, Green Chem, 12, 1893, 10.1039/c0gc00264j Biermann, 2011, Oils and fats as renewable raw materials in chemistry, Angew Chem Int Ed, 50, 3854, 10.1002/anie.201002767 Montero de Espinosa, 2011, Plant oils: the perfect renewable resource for polymer science?, Eur Polym J, 47, 837, 10.1016/j.eurpolymj.2010.11.020 2012 Lligadas, 2013, Renewable polymeric materials from vegetable oils: a perspective, Mater Today, 16, 337, 10.1016/j.mattod.2013.08.016 Lligadas, 2013, Monomers and polymers from plant oils via click chemistry reactions, J Polym Sci Part A: Polym Chem, 51, 2111, 10.1002/pola.26620 Mosiewicki, 2013, A short review on novel biocomposites based on plant oil precursors, Eur Polym J, 49, 1243, 10.1016/j.eurpolymj.2013.02.034 Petrović, 2013, Biological oils as precursors to novel polymeric materials, J Renew Mater, 1, 167, 10.7569/JRM.2013.634112 Xia, 2013, Bio-based thermosetting polymers from vegetable oils, J Renew Mater, 1, 3, 10.7569/JRM.2012.634103 Miao, 2014, Vegetable-oil-based polymers as future polymeric biomaterials, Acta Biomater, 10, 1692, 10.1016/j.actbio.2013.08.040 Güner, 2006, Polymers from triglyceride oils, Prog Polym Sci, 31, 633, 10.1016/j.progpolymsci.2006.07.001 Vilela, 2015, Plant oils as purveyors of macromolecular materials – their status in review, Ind Crop Prod Gandini, 2015 Galià, 2010, Vegetable oil-based thermosetting polymers, Eur J Lipid Sci Technol, 112, 87, 10.1002/ejlt.200900096 Garrison, 2014, Effects of unsaturation and different ring-opening methods on the properties of vegetable oil-based polyurethane coatings, Polymer, 55, 1004, 10.1016/j.polymer.2014.01.014 Gandini, 2010, Epoxy polymers based on renewable resources, 55 Pelletier, 2006, Acrylated vegetable oils as photocrosslinkable materials, J Appl Polym Sci, 99, 3218, 10.1002/app.22322 Pelletier, 2006, Preparation of acrylated and urethanated triacylglycerols, Eur J Lipid Sci Technol, 108, 411, 10.1002/ejlt.200501168 Khot, 2001, Development and application of triglyceride-based polymers and composites, J Appl Polym Sci, 82, 703, 10.1002/app.1897 La Scala, 2005, Property analysis of triglyceride-based thermosets, Polymer, 46, 61, 10.1016/j.polymer.2004.11.002 Meier, 2009, Metathesis with oleochemicals: new approaches for the utilization of plant oils as renewable resources in polymer science, Macromol Chem Phys, 210, 1073, 10.1002/macp.200900168 Rybak, 2007, Cross-metathesis of fatty acid derivatives with methyl acrylate: renewable raw materials for the chemical industry, Green Chem, 9, 1356, 10.1039/b712293d Kreye, 2011, Poly-α,β-unsaturated aldehydes derived from castor oil via ADMET polymerization, Eur J Lipid Sci Technol, 113, 31, 10.1002/ejlt.201000108 Türünç, 2011, Thiol-ene vs. ADMET: a complementary approach to fatty acid-based biodegradable polymers, Green Chem, 13, 314, 10.1039/c0gc00773k Miao, 2012, Polyamide precursors from renewable 10-undecenenitrile and methyl acrylate via olefin cross-metathesis, Green Chem, 14, 2179, 10.1039/c2gc35648a Akintayo, 2012, Acyclic triene metathesis polymerization of plukenetia conophora oil: branched polymers by direct polymerization of renewable resources, Macromol Chem Phys, 213, 87, 10.1002/macp.201100539 Montero de Espinosa, 2013, Acyclic diene metathesis polymerization and heck polymer–polymer conjugation for the synthesis of star-shaped block copolymers, Macromol Rapid Commun, 34, 1381, 10.1002/marc.201300472 Türünç, 2010, Fatty acid derived monomers and related polymers via thiol-ene (click) additions, Macromol Rapid Commun, 31, 1822, 10.1002/marc.201000291 Lowe, 2010, Thiol-ene “click” reactions and recent applications in polymer and materials synthesis, Polym Chem, 1, 17, 10.1039/B9PY00216B Türünç, 2013, The thiol-ene (click) reaction for the synthesis of plant oil derived polymers, Eur J Lipid Sci Technol, 115, 41, 10.1002/ejlt.201200148 Lligadas, 2013, Renewable polyols for polyurethane synthesis via thiol-ene/yne couplings of plant oils, Macromol Chem Phys, 214, 415, 10.1002/macp.201200582 González-Paz, 2013, Thiol-yne reaction of alkyne-derivatized fatty acids, J Renew Mater, 1, 187, 10.7569/JRM.2013.634114 Janes, 2012, Soybean oil based fibers made without solvent or heat, ACS Macro Lett, 1, 1138, 10.1021/mz300325g Lluch, 2011, “Click” synthesis of fatty acid derivatives as fast-degrading polyanhydride precursors, Macromol Rapid Commun, 32, 1343, 10.1002/marc.201100155 Hong, 2010, Catalyst- and solvent-free “click” chemistry: a facile approach to obtain cross-linked biopolymers from soybean oil, Biomacromolecules, 11, 2960, 10.1021/bm100772g Burton, 2010, Heterogeneity in the chemistry, structure and function of plant cell walls, Nat Chem Biol, 6, 724, 10.1038/nchembio.439 Ralph, 2004, Lignins: natural polymers from oxidative coupling of 4-hydroxyphenyl-propanoids, Phytochem Rev, 3, 29, 10.1023/B:PHYT.0000047809.65444.a4 Gellerstedt, 2008, Lignins: major sources, structure and properties, 201 Lora, 2008, Industrial commercial lignins: sources, properties and applications, 225 Gandini, 2008, Lignins as components of macromolecular materials, 243 Hatakeyama, 2010, Lignin structure, properties, and applications, Adv Polym Sci, 232, 1 Doherty, 2011, Value-adding to cellulosic ethanol: lignin polymers, Ind Crops Prod, 33, 259, 10.1016/j.indcrop.2010.10.022 Thakur, 2014, Progress in green polymer composites from lignin for multifunctional applications: a review, ACS Sustain Chem Eng, 2, 1072, 10.1021/sc500087z Banoub, 2007, Elucidation of the complex molecular structure of wheat straw lignin polymer by atmospheric pressure photoionization quadrupole time-of-flight tandem mass spectrometry, Rapid Commun Mass Spectrom, 21, 2867, 10.1002/rcm.3159 Delmas, 2008, Vegetal refining agrochemistry, Chem Eng Technol, 31, 792, 10.1002/ceat.200800052 Belgacem, 2008, Partial or total oxypropylation of natural polymers and the use of the ensuing materials as composites or polyol macromonomers, 273 Aniceto, 2012, Biomass-based polyols through oxypropylation reaction, ChemSusChem, 5, 1358, 10.1002/cssc.201200032 Cateto, 2009, Optimization study of lignin oxypropylation in view of the preparation of polyurethane rigid foams, Ind Eng Chem Res, 48, 2583, 10.1021/ie801251r Voitl, 2010, Reply to “Comments on ‘demonstration of a process for the conversion of kraft lignin into vanillin and methyl vanillate by acidic oxidation in aqueous methanol”’, Ind Eng Chem Res, 49, 3501, 10.1021/ie100313f Borges da Silva, 2009, An integrated process to produce vanillin and lignin-based polyurethanes from kraft lignin, Chem Eng Res Des, 87, 1276, 10.1016/j.cherd.2009.05.008 Rodrigues Pinto, 2011, Insights into oxidative conversion of lignin to high-added-value phenolic aldehydes, Ind Eng Chem Res, 50, 741, 10.1021/ie102132a Amarasekara, 2012, Vanillin based polymers: I. An electrochemical route to polyvanillin, Green Chem, 14, 2395, 10.1039/c2gc35645g Stanzione, 2012, Vanillin-based resin for use in composite applications, Green Chem, 14, 2346, 10.1039/c2gc35672d Aouf, 2012, Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers, Green Chem, 14, 2328, 10.1039/c2gc35558b Mialon, 2010, Biorenewable polyethylene terephthalate mimics derived from lignin and acetic acid, Green Chem, 12, 1704, 10.1039/c0gc00150c Mialon, 2011, Polyalkylenehydroxybenzoates (PAHBs): biorenewable aromatic/aliphatic polyesters from lignin, Macromol Rapid Commun, 32, 1386, 10.1002/marc.201100242 Kleinert, 2008, Phenols from lignin, Chem Eng Technol, 31, 736, 10.1002/ceat.200800073 Zakzeski, 2012, Catalytic lignin valorization process for the production of aromatic chemicals and hydrogen, ChemSusChem, 5, 1602, 10.1002/cssc.201100699 Zhu, 2014, Lignin depolymerization via an integrated approach of anode oxidation and electro-generated H2O2 oxidation, RSC Adv, 4, 6232, 10.1039/c3ra47516f Ragauskas, 2014, Lignin valorization: improving lignin processing in the biorefinery, Science, 344, 10.1126/science.1246843 Mansouri, 2006, Lignin-based wood panel adhesives without formaldehyde, Holz Als Roh- Und Werkst, 65, 65, 10.1007/s00107-006-0130-z Wang, 2009, Synthesis of phenol–formaldehyde resol resins using organosolv pine lignins, Eur Polym J, 45, 3380, 10.1016/j.eurpolymj.2009.10.003 Jin, 2010, Preparation and characterization of phenol–formaldehyde adhesives modified with enzymatic hydrolysis lignin, Bioresour Technol, 101, 2046, 10.1016/j.biortech.2009.09.085 Kim, 2010, Preparation of a thermoresponsive lignin-based biomaterial through atom transfer radical polymerization, Biomacromolecules, 11, 981, 10.1021/bm901455p Saito, 2012, Turning renewable resources into value-added polymer: development of lignin-based thermoplastic, Green Chem, 14, 3295, 10.1039/c2gc35933b Chung, 2012, Improved lignin polyurethane properties with Lewis acid treatment, ACS Appl Mater Interfaces, 4, 2840, 10.1021/am300425x Hatakeyama, 2013, Advances of polyurethane foams derived from lignin, J Renew Mater, 1, 113, 10.7569/JRM.2012.634111 Klemm, 2005, Cellulose: fascinating biopolymer and sustainable raw material, Angew Chem Int Ed, 44, 3358, 10.1002/anie.200460587 Pérez, 2010, Structure and engineering of celluloses, 25, 10.1016/S0065-2318(10)64003-6 Belgacem, 2011, Production, chemistry and properties of cellulose-based materials, 151 1998, vols. 1 and 2 2001 Heinze, 2008, Cellulose chemistry: novel products and synthesis paths, 343 2014 2015, Adv Polym Sci Nishino, 2004, All-cellulose composite, Macromolecules, 37, 7683, 10.1021/ma049300h Nishino, 2007, All-cellulose composite prepared by selective dissolving of fiber surface, Biomacromolecules, 8, 2712, 10.1021/bm0703416 Soykeabkaew, 2008, All-cellulose composites by surface selective dissolution of aligned ligno-cellulosic fibres, Compos Sci Technol, 68, 2201, 10.1016/j.compscitech.2008.03.023 Soykeabkaew, 2009, All-cellulose nanocomposites by surface selective dissolution of bacterial cellulose, Cellulose, 16, 435, 10.1007/s10570-009-9285-1 Gindl, 2005, All-cellulose nanocomposite, Polymer, 46, 10221, 10.1016/j.polymer.2005.08.040 Gindl, 2006, Structure and properties of a pulp fibre-reinforced composite with regenerated cellulose matrix, Appl Phys A, 83, 19, 10.1007/s00339-005-3451-6 Benoit, 2007, Phase transformations in microcrystalline cellulose due to partial dissolution, Cellulose, 14, 311, 10.1007/s10570-007-9121-4 Duchemin, 2009, Structure–property relationship of all-cellulose composites, Compos Sci Technol, 69, 1225, 10.1016/j.compscitech.2009.02.027 Han, 2010, Preparation of all-cellulose composite by selective dissolving of cellulose surface in PEG/NaOH aqueous solution, Carbohydr Polym, 79, 614, 10.1016/j.carbpol.2009.09.008 Ouajai, 2009, Preparation, structure and mechanical properties of all-hemp cellulose biocomposites, Compos Sci Technol, 69, 2119, 10.1016/j.compscitech.2009.05.005 Nilsson, 2010, A non-solvent approach for high-stiffness all-cellulose biocomposites based on pure wood cellulose, Compos Sci Technol, 70, 1704, 10.1016/j.compscitech.2010.06.016 Junior de Menezes, 2009, Self-reinforced composites obtained by the partial oxypropylation of cellulose fibers, 1. Characterization of the materials obtained with different types of fibers, Carbohydr Polym, 76, 437, 10.1016/j.carbpol.2008.11.006 Junior de Menezes, 2008, Self-reinforced composites obtained by the partial oxypropylation of cellulose fibers, 2. Effect of catalyst on the mechanical and dynamic mechanical properties, Cellulose, 16, 239, 10.1007/s10570-008-9271-z Klemm, 2011, Nanocelluloses: a new family of nature-based materials, Angew Chem Int Ed, 50, 5438, 10.1002/anie.201001273 Weder, 2009, Review: current international research into cellulose nanofibres and nanocomposites, J Mater Sci, 45, 1 Eichhorn, 2011, Cellulose nanowhiskers: promising materials for advanced applications, Soft Matter, 7, 303, 10.1039/C0SM00142B 2012 Missoum, 2013, Nanofibrillated cellulose surface modification: a review, Materials, 6, 1745, 10.3390/ma6051745 Habibi, 2014, Key advances in the chemical modification of nanocelluloses, Chem Soc Rev, 43, 1519, 10.1039/C3CS60204D Zhang, 2013, Cellulose nanofibrils: from strong materials to bioactive surfaces, J Renew Mater, 1, 195, 10.7569/JRM.2013.634115 Habibi, 2010, Cellulose nanocrystals: chemistry, self-assembly, and applications, Chem Rev, 110, 3479, 10.1021/cr900339w Siró, 2010, Microfibrillated cellulose and new nanocomposite materials: a review, Cellulose, 17, 459, 10.1007/s10570-010-9405-y Pecoraro, 2008, Bacterial cellulose from Gluconacetobacter xylinus: preparation, properties and applications, 369 Henriksson, 2008, Cellulose nanopaper structures of high toughness, Biomacromolecules, 9, 1579, 10.1021/bm800038n Berglund, 2010, Cellulose biocomposites – from bulk moldings to nanostructured systems, MRS Bull, 35, 201, 10.1557/mrs2010.652 Fukuzumi, 2009, Transparent and high gas barrier films of cellulose nanofibers prepared by TEMPO-mediated oxidation, Biomacromolecules, 10, 162, 10.1021/bm801065u Nakagaito, 2010, Displays from transparent films of natural nanofibers, MRS Bull, 35, 214, 10.1557/mrs2010.654 Gatenholm, 2010, Bacterial nanocellulose as a renewable material for biomedical applications, MRS Bull, 35, 208, 10.1557/mrs2010.653 Trovatti, 2013, The future of bacterial cellulose and other microbial polysaccharides, J Renew Mater, 1, 28, 10.7569/JRM.2012.634104 Gandini, 2011, Modifying cellulose fiber surfaces in the manufacture of natural fiber composites, 3 Wang, 2012, Ionic liquid processing of cellulose, Chem Soc Rev, 41, 1519, 10.1039/c2cs15311d Cunha, 2010, Turning polysaccharides into hydrophobic materials: a critical review, Part 1. Cellulose, Cellulose, 17, 875, 10.1007/s10570-010-9434-6 Rinaudo, 2006, Chitin and chitosan: properties and applications, Prog Polym Sci, 31, 603, 10.1016/j.progpolymsci.2006.06.001 Peniche, 2008, Chitin and chitosan: major sources, properties and applications, 517 Fernandes, 2008, The bulk oxypropylation of chitin and chitosan and the characterization of the ensuing polyols, Green Chem, 10, 93, 10.1039/B711648A Dash, 2011, Chitosan – a versatile semi-synthetic polymer in biomedical applications, Prog Polym Sci, 36, 981, 10.1016/j.progpolymsci.2011.02.001 Peniche, 2011, Chitosan nanoparticles: a contribution to nanomedicine, Polym Int, 60, 883, 10.1002/pi.3056 Fernandes, 2011, Novel materials based on chitosan and cellulose, Polym Int, 60, 875, 10.1002/pi.3024 Cunha, 2008, What is the real value of chitosan's surface energy?, Biomacromolecules, 9, 610, 10.1021/bm701199g Cunha, 2010, Turning polysaccharides into hydrophobic materials: a critical review, Part 2. Hemicelluloses, chitin/chitosan, starch, pectin and alginates, Cellulose, 17, 1045, 10.1007/s10570-010-9435-5 Zheludkevich, 2011, Self-healing protective coatings with “green” chitosan based pre-layer reservoir of corrosion inhibitor, J Mater Chem, 21, 4805, 10.1039/c1jm10304k Carneiro, 2012, Chitosan-based self-healing protective coatings doped with cerium nitrate for corrosion protection of aluminum alloy 2024, Prog Org Coat, 75, 8, 10.1016/j.porgcoat.2012.02.012 Carneiro, 2013, Chitosan as a smart coating for controlled release of corrosion inhibitor 2-mercaptobenzothiazole, ECS Electrochem Lett, 2, C19, 10.1149/2.002306eel Carvalho, 2008, Starch: major sources, properties and applications as thermoplastic materials, 321 Carvalho, 2011, Starch as source of polymeric materials, 81 Jannsen, 2009 Xie, 2012, Rheology to understand and optimize processibility, structures and properties of starch polymeric materials, Prog Polym Sci, 37, 595, 10.1016/j.progpolymsci.2011.07.002 Xie, 2014, Thermoplastic starch, J Renew Mater, 2, 95, 10.7569/JRM.2014.634104 2014 Li, 2008, The relationship between starch gelatinization and morphology control in melt-processed polymer blends with thermoplastic starch, Macromol Chem Phys, 209, 991, 10.1002/macp.200700637 Liu, 2009, Thermal processing of starch-based polymers, Prog Polym Sci, 34, 1348, 10.1016/j.progpolymsci.2009.07.001 Liu, 2010, Mechanism of degradation of starch, a highly branched polymer, during extrusion, Macromolecules, 43, 2855, 10.1021/ma100067x Da Róz, 2009, Preparation and characterization of cross-linked starch polyurethanes, Carbohydr Polym, 77, 526, 10.1016/j.carbpol.2009.01.035 Hedin, 2010, UV induced cross-linking of starch modified with glycidyl methacrylate, Carbohydr Polym, 79, 606, 10.1016/j.carbpol.2009.09.019 Leng, 2011, Hydrophobic thermoplastic starches modified with polyester-based polyurethane microparticles: effects of various diisocyanates, Ind Eng Chem Res, 50, 11130, 10.1021/ie201133z Carvalho, 2005, Surface chemical modification of thermoplastic starch: reactions with isocyanates, epoxy functions and stearoyl chloride, Ind Crops Prod, 21, 331, 10.1016/j.indcrop.2004.04.027 Sankri, 2010, Thermoplastic starch plasticized by an ionic liquid, Carbohydr Polym, 82, 256, 10.1016/j.carbpol.2010.04.032 Le Corre, 2010, Starch nanoparticles: a review, Biomacromolecules, 11, 1139, 10.1021/bm901428y Martins, 2009, New biocomposites based on thermoplastic starch and bacterial cellulose, Compos Sci Technol, 69, 2163, 10.1016/j.compscitech.2009.05.012 Chang, 2010, Preparation and properties of glycerol plasticized-starch (GPS)/cellulose nanoparticle (CN) composites, Carbohydr Polym, 79, 301, 10.1016/j.carbpol.2009.08.007 Moad, 2011, Chemical modification of starch by reactive extrusion, Prog Polym Sci, 36, 218, 10.1016/j.progpolymsci.2010.11.002 Carvalho AJF. Thermoplastic starch modification by reactive extrusion: depolymerization/poymerization processing. Private communication; 2014. Nossa, 2015, Thermoreversible crosslinked thermoplastic starch, Polym Int, 10.1002/pi.4925 Junior de Menezes, 2007, Oxypropylation of corn starch granules, Biomacromolecules, 8, 2047, 10.1021/bm070389j Lan, 2010, Design, preparation and characterization of self-reinforced starch films through chemical modification, Macromol Mater Eng, 295, 1025, 10.1002/mame.201000186 Liebert, 2011, Pure, transparent-melting starch esters: synthesis and characterization, Macromol Rapid Commun, 32, 1312, 10.1002/marc.201100283 Avérous, 2008, Polylactic acid: synthesis, properties and applications, 433 2011 2012 Chodak, 2008, Polyhydroxyalkanoates: origin, properties and applications, 451 Chen, 2009, A microbial polyhydroxyalkanoates (PHA) based bio- and materials industry, Chem Soc Rev, 38, 2434, 10.1039/b812677c 2010 2014 Spiridon, 2008, Hemicelluloses: major sources, properties and applications, 289 Rinaudo, 2008, Polyelectrolytes derived from natural polysaccharides, 495 2009, vol. 1017 Zhang, 2008, Proteins as sources of materials, 479 Verbeek, 2010, Extrusion processing and properties of protein-based thermoplastics, Macromol Mater Eng, 295, 10, 10.1002/mame.200900167 Rabotyagova, 2011, Protein-based block copolymers, Biomacromolecules, 12, 269, 10.1021/bm100928x Khosravi, 2010, Protein-based adhesives for particleboards, Ind Crops Prod, 32, 275, 10.1016/j.indcrop.2010.05.001 Silvestre, 2008, Cork and suberins: major sources, properties, applications, 305 Ranathunge, 2011, Suberin research in the genomics era – new interest for an old polymer, Plant Sci, 180, 399, 10.1016/j.plantsci.2010.11.003 Serra, 2014, Deconstructing a plant macromolecular assembly: chemical architecture, molecular flexibility, and mechanical performance of natural and engineered potato suberins, Biomacromolecules, 15, 799, 10.1021/bm401620d Sousa, 2011, Novel suberin-based biopolyesters: from synthesis to properties, J Polym Sci Part A: Polym Chem, 49, 2281, 10.1002/pola.24661 Sousa, 2012, Synthesis of aliphatic suberin-like polyesters by ecofriendly catalytic systems, High Perform Polym, 24, 4, 10.1177/0954008311431114 Garcia, 2014, Ex situ reconstitution of the plant biopolyester suberin as a film, Biomacromolecules, 15, 1806, 10.1021/bm500201s Trovatti, 2013, Simple green approach to reinforce natural rubber with bacterial cellulose nano fibers, Biomacromolecules, 14, 2667, 10.1021/bm400523h Hillmyer, 2014, Aliphatic polyester block polymers: renewable, degradable, and sustainable, Acc Chem Res, 47, 2390, 10.1021/ar500121d Pizzi, 2013, Bioadhesives for wood and fibers: a critical review, Rev Adhesion Adhesives, 1, 88, 10.7569/RAA.2013.097303 Li, 2012, Tailoring the structure of cellular vitreous carbon foams, Carbon, 50, 2026, 10.1016/j.carbon.2012.01.004 Morelli, 2013, Polymers from renewable resources: perspectives in biomedical applications, J Renew Mater, 1, 83, 10.7569/JRM.2012.634106