Note: Intro -- Sustainability & -- Green Polymer Chemistry Volume 1: Green Products and Processes -- ACS Symposium Series1372 -- Sustainability & -- Green Polymer Chemistry Volume 1: Green Products and Processes -- Library of Congress Cataloging-in-Publication Data -- Foreword -- Preface -- Sustainability and Green Polymer Chemistry-An Overview -- Green Sustainable Products from Plant Oils -- Green Sustainable Products from Plant Oils -- Soybeans and Beyond, How Bioadvantaged Polymers Are Forming the Foundations for the 21st-Century Bioeconomy -- Emulsion Polymerization of Plant Oil-Based Acrylic Monomers: Resourceful Platform for Biobased Waterborne Materials -- Green Processes and Materials -- Green Processes and Materials -- Nature-Inspired Resins for Additive Manufacturing -- Sustainable Photo-curable Polymers in Additive Manufacturing Arena: A Review -- Foam Templating: A Greener Route to Porous Polymers -- Synthesis and Characterization of Plasma Crosslinked Electrospun Fiber Mats from Allyl-Functionalized Polysuccinimide -- Green Materials for Medicine -- Green Materials for Medicine -- Green Chemistry Principles In Advancing Hierarchical Functionalization of Polymer-Based Nanomedicines -- Thermoresponsive Biodegradable Polymeric Materials for Biomedical Application -- Green Hydrogels Based on Starch: Preparation Methods for Biomedical Applications -- Green Polymer Additives -- Green Polymer Additives -- Phosphorus Flame Retardants from Crop Plant Phenolic Acids -- Reactive Flame Retardants from Starch-Derived Isosorbide -- Editors' Biographies -- Indexes -- Indexes -- Author Index -- Subject Index -- Preface -- 1 -- Sustainability and Green Polymer Chemistry-An Overview -- Introduction -- Sustainability and Polymers-R& -- D Approaches -- Reduction or Replacement of Polymer Waste -- Use of Agro-Based Materials. , Degradation (or Recycling) of Plastics after Use -- New Polymers That Can Biodegrade -- Reduced Use of Polymers -- New or Improved Polymer Processes -- Reduced Cost and Energy -- Toxicity Reduction -- Atom Economy and Reaction Efficiency -- Use of Polymers to Address Other SDGs -- Conclusions -- Acknowledgments -- References -- Green Sustainable Products from Plant Oils -- 2 -- Soybeans and Beyond, How Bioadvantaged Polymers Are Forming the Foundations for the 21st-Century Bioeconomy -- Soybean Meal Based Polymers -- Figure 1. Average soybean seed composition. Source United Soybean Board, data as of October 2015. -- Figure 2. Structure of a SBO triglyceride, were R1, R2, and R3 represent fatty acid chains. -- Soybean Oil-Based Polymers -- Figure 3. SBO unsaturation site with three possible chemical modifications: (1) an epoxidation reaction, followed by a (2) methacrylation or (3) acrylation of the epoxide or a (4) hydrolysis of the epoxide. -- Figure 4. Polymerization kinetics comparison between AEHOSO and AESO. Reaction conditions: [Solvent]:[monomer]=4 (volumetric), [Monomer]:[CTA]:[AIBN]=208:1:0.5 (molar). Reaction temperature: < -- 90 °C. -- Future Outlook for Soybeans -- Conclusions -- Acknowledgments -- References -- 3 -- Emulsion Polymerization of Plant Oil-Based Acrylic Monomers: Resourceful Platform for Biobased Waterborne Materials -- Introduction -- Synthesis, Structure and Physico-chemical Properties of Acrylic Monomers from Plant Oil Triglycerides -- Figure 1. Schematic of synthesis of acrylic monomers based on plant oil triglycerides where R1, R2, R3 are saturated and unsaturated fatty acid chains with one or several double bonds. Reprinted with permission from Ref. 16. Copyright 2015, American Chemical Society. , Figure 2. 1H NMR spectra of linseed oil-based (LSM) and olive oil-based (OVM) monomers. Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 3. FT-IR spectra of linseed oil-based (LSM) and olive oil-based (OVM) monomers. Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 4. General formula of the plant oil-based monomers. Reprinted with permission from Ref. 19. Copyright 2018, Elsevier. -- Free Radical Polymerization Behavior of the Plant Oil-Based Monomers -- Figure 5. Free radical polymerization kinetics of different [LSM] initiated by 0.038 mol/L of AIBN at 75°C (A) and polymerization rate vs. monomer concentration for the POBMs (B). Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 6. Free radical polymerization kinetics of LSM (1 mol/L) at different concentrations of AIBN at 75°C (A) and polymerization rate vs. initiator concentration for the POBMs (B). Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 7. Chain transfer constant on monomer (CM) in homopolymerization of the POBMs determined using the Mayo method (A) and dependence of CM on temperature for SBM (B). Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 8. Allylic transfer mechanism in free radical polymerization. Reprinted with permission from Ref. 17. Copyright 2016, American Chemical Society. -- Figure 9. 1H NMR spectrum of poly(LSM), and poly(OVM) polymers. -- Features of Emulsion Copolymerization for the POBMs and Styrene-A Hydrophobic Monomer -- Formation of Colloid Solutions of the POBMs. Micellar Structure -- Figure 10. Possible location of the polar "heads" in a direct micelle from the SDS molecules and the POBM/SDS aggregate 32. , Figure 11. TEM micrograph of micelles prepared by mixing SDS (0.02M) and HO-SBM (0.01M) (inset shows morphology of selected individual micelle). Reprinted with permission from Ref. 31. Copyright 2019, Elsevier. -- Figure 12. Chemical structure of plant oil-based monomer (A), surfactant (B) and schematic of POBM solubilization by SDS molecules (C). Reprinted with permission from Ref. 31. Copyright 2019, Elsevier. -- Emulsion Copolymerization Kinetics of the POBMs with Styrene-A Hydrophobic Monomer -- Figure 13. Conversion-time changes in emulsion copolymerization of styrene with 5 (3,4) and 20 wt% (5,6) of OVM (A) and SBM (B) at 2.5% (3,5) and 5% (4,6) of SDS. Graphs 1,2 show conversion vs. time curves in styrene homopolymerization at 2.5% and 5% of SDS, respectively. Reprinted with permission from Ref. 47. Copyright 2017, Elsevier. -- Figure 14. Rate of styrene copolymerization with 5% (1,2) and 20% (3,4) of OVM (A) and SBM (B) at 2.5% (2,4) and 5% (1,3) of SDS. B (inset) shows the rate of styrene homopolymerization in the presence of 2.5% (2) and 5% (1) of SDS. Reprinted with permission from Ref. 47. Copyright 2017, Elsevier. -- Figure 15. Log-log plots of the rate of emulsion polymerization of styrene (a) and plant oil-based monomers [OVM, b-(5%), d-(20%) and SBM, c-(5%), e-(20%)] vs. [SDS] at 60°C and 1.5% APS (A) and vs. [APS] at 60°C and 5% of SDS (B). Reprinted with permission from Ref. 47. Copyright 2017, Elsevier. -- Mechanism of Latex Particles Formation from Hydrophobic Monomers-The POBMs and Styrene -- Figure 16. Latex particles' number change vs. conversion in emulsion polymerization of styrene and SBM/OVM at 2.5% and 5% (inset) of SDS. Reprinted with permission from Ref. 47. Copyright 2017, Elsevier. -- Properties of Latex Polymers from Hydrophobic Monomers: The POBMs and Styrene. , Emulsion Copolymerization of the POBMs with Hydrophilic Monomers: Effect of Counterpart Aqueous Solubility -- Study of Latex Particles' Nucleation in POBM Emulsion Copolymerization with Hydrophilic Monomers of Various Aqueous Solubility -- Figure 17. Dependence of latex polymer particles originated from micellar (Np,M) and homogeneous (Np,H) nucleation on the POBM nature and content in copolymerization with MMA. CSDS= 1.4% per oleophase. Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. -- Figure 18. Dependence of latex polymer particles originated from micellar (Np,M) and homogeneous (Np,H) nucleation on the POBM nature and content, and [SDS] in copolymerization with MA (CSDS= 1.4% per oleophase, *[SDS]= 4.2%). Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. -- Study of POBM Copolymerization Kinetics with Hydrophilic Monomers of Various Aqueous Solubility -- Figure 19. Log-log plots of the rate of emulsion (co)polymerization of MMA and POBMs vs. [APS] at 1.5% of SDS (A), and vs. [SDS] at 1.5% APS (B). Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. -- Figure 20. Log-log plots of the rate of emulsion (co)polymerization of VA and POBMs vs. [APS] at 2.5% of SDS (A) and vs. [SDS] at 1.5% APS (B). Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. -- Figure 21. Log-log plots of the rate of emulsion (co)polymerization of MA and POBMs vs. [APS] ([SDS]=2.5% for MA homopolymerization and copolymerization with OVM and 0.75% for copolymerization with SBM (A) and vs. [SDS] ([APS]=1.5%) (B). Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. -- Figure 22. Dependence of MA/POBM copolymer molecular weight (A) and OVM content in resulted copolymers (B) on [SDS] for monomer feed ratio [MA/MMA]:[OVM]=90:10. Reprinted with permission from Ref. 67. Copyright 2019, Elsevier. , Versatile Platform for Controlling Properties of Plant Oil-Based Latex Polymer Networks.

Note: Intro -- Sustainability & -- Green Polymer Chemistry Volume 2: Biocatalysis and Biobased Polymers -- ACS Symposium Series1373 -- Sustainability & -- Green Polymer Chemistry Volume 2: Biocatalysis and Biobased Polymers -- Library of Congress Cataloging-in-Publication Data -- Foreword -- Preface -- Use of Enzymes in Polymers -- Use of Enzymes in Polymers -- Green Pathways for the Enzymatic Synthesis of Furan-Based Polyesters and Polyamides -- α-Glucan Phosphorylase-Catalyzed Enzymatic Reactions to Precisely Synthesize Non-natural Polysaccharides -- Enzyme Catalyzed Hydrolysis of Synthetic Polymers -- Crystal Structures of Polyethylene Terephthalate-Degrading Enzyme Cut190 in Substrate-Bound States Reveal the Enzymatic Reaction Cycle Accelerated by Calcium Ion -- Green Sustainable Building Blocks -- Green Sustainable Building Blocks -- Cellulose-Derived Levoglucosenone, a Great Versatile Chemical Platform for the Production of Renewable Monomers and Polymers -- Bio-Based Aromatics: Aminobenzoic Acid Derivatives for High-Performance Bioplastics -- Green Sustainable Films and Bioplastics -- Green Sustainable Films and Bioplastics -- Xylose Utilization for Polyhydroxyalkanoate Biosynthesis -- Polyhydroxyalkanoates for Biodegradable Mulch Films Applications -- Physical Properties and Structures of Novel Bio-Based Films and Fibers Derived from Paramylon Esters -- Bioplastics from Vegetable Waste: A Versatile Platform for the Fabrication of Polymer Films -- Design and Evaluation of Agro-Based Food Packaging Films -- Editors' Biographies -- Indexes -- Indexes -- Author Index -- Subject Index -- Preface -- Use of Enzymes in Polymers -- 1 -- Green Pathways for the Enzymatic Synthesis of Furan-Based Polyesters and Polyamides -- Introduction -- Figure 1. Entangle elements for sustainable polymers. , Scheme 1. Chemical structure of FDCA and its ester DMFDCA. -- Bio-Based Polymers -- Furan-Based Monomers -- Figure 2. Major conversion pathways from biomass to building blocks and polymers. -- Scheme 2. FDCA derivation routes. -- Enzymatic Polymerization -- Scheme 3. General mechanism of Lipases catalysis. -- Scheme 4. Main lipase-catalyzed synthesis methods of polyesters. -- Scheme 5. Basic elemental modes lipase-catalyzed reaction on polyesters synthesis. -- Scheme 6. Lipase-catalyzed polymerizations of furan-based polyesters. -- Furan-Based Polyesters -- Figure 3. Comparison of degree of polymerization of the furan-based copolyesters using first approach obtained from feed ratio of DMFDCA, BHMF, and aliphatic diols = 50%: 12.5%: 37.5% and from the second approach the feed ratio of DMFDCA, BHMF and diacid ethyl esters = 12.5%: 50%: 37.5%. Reproduced with permission from reference 81. Copyright 2019 John Wiley & -- Sons. -- Figure 4. Comparison of Wide-Angle X-Ray Diffraction (WAXD) spectra of the furan-based polyesters from (a) DMFDCA, BHMF, diacid ethyl esters with the feed ratio 12.5 %: 50 % : 37.5 % and (b) DMFDCA, BHMF, aliphatic diol with the feed ratio of 50 %: 12.5 % : 37.5 %. Reproduced with permission from ref. 81. Copyright 2019 John Wiley & -- Sons. -- Furan-Based Polyamides and Poly(ester amides)s -- Scheme 7. Basic elemental modes of lipase-catalyzed reactions in polyamide synthesis. -- Scheme 8. Lipase-catalyzed polymerization of FDCA-based polyamides. -- Scheme 9. Lipase-catalyzed synthesis of FDCA-based poly(ester amide)s from a) DMFDCA, aliphatic diols, and aliphatic diamines and b) DMFDCA and aliphatic aminoalcohols. -- ILs and DESs as Alternative Green Reaction Medium -- Figure 5. Examples of ILs involving of simple salts. -- Figure 6. Structures of some halide salts and hydrogen-bond donors used in the formation of DESs. , Conclusion -- Acknowledgments -- References -- 2 -- α-Glucan Phosphorylase-Catalyzed Enzymatic Reactions to Precisely Synthesize Non-natural Polysaccharides -- Introduction -- Figure 1. Cellulase-catalyzed enzymatic polymerization to produce (a) cellulose and (b,c) its derivatives. -- Characteristics of GP-Catalyzed Enzymatic Reactions -- Figure 2. GP-catalyzed (a) phosphorolysis, (b) glycosylation, and (c) enzymatic polymerization. -- Figure 3. GP-catalyzed enzymatic polymerization using modified primer to produce amylose-grafted material. -- Figure 4. GP-catalyzed (a) polymerization to produce glycogen hydrogel, (b) glucuronylation and subsequent glucosaminylation to produce amphoteric glycogen, and (c) subsequent polymerization to produce amphoteric glycogen hydrogel. -- Synthesis of Non-natural Oligo- and Polysaccharides by GP-Catalyzed Enzymatic Glycosylations -- Figure 5. Potato GP-catalyzed enzymatic glycosylations using monosaccharide 1-phosphates (substrate analogs of Glc-1-P) as glycosyl donors, with Glc4 as a glycosyl acceptor, to produce non-natural pentasaccharides. -- Figure 6. Thermostable GP-catalyzed enzymatic glucuronylation using GlcA-1-P as a glycosyl donor with glycosyl acceptor -- (a) Glc3 and (b) oxidized maltoheptaose (Glc6-GlcCOONa) produce α-glucuronylated tetrasaccharides and carboxylate-terminated maltooligosaccharides (GlcA-Glcn-GlcCOONa), respectively. -- Figure 7. Cross-linking of water-soluble chitin with GlcA-Glcn-GlcCOONa using a condensing agent to produce network chitin. -- GP-Catalyzed Enzymatic Polymerization to Produce Amylose Analog Polysaccharides -- Figure 8. Two-step synthesis of dGlc-1-P in the presence of Pi and potato GP (a) and (b) and (c) potato GP-catalyzed enzymatic polymerization of resulting dGlc-1-P to produce 2-deoxyamylose. , Figure 9. Thermostable GP-catalyzed consecutive glucosaminylations/mannosylations using GlcN-1-P/Man-1-P with Glc3 in acetate buffer to produce non-natural heterooligosaccharides, composed of α(1→4)-linked GlcN/Man chains. -- Figure 10. Thermostable GP-catalyzed enzymatic polymerization of GlcN-1-P using (a) Glc3 and (b) maltooligosaccharide-functionalized amylouronic acid as primers in an ammonium buffer containing MgCl2 to produce amylosamine and amphoteric block polysaccharides, composed of α(1→4)-linked GlcN and GlcA chains, respectively. -- Figure 11. Thermostable GP-catalyzed enzymatic copolymerization of GlcN-1-P/Man-1-P with Glc-1-P, using Glc3 as a primer in an ammonium buffer containing MgCl2 to produce non-natural glucosaminoglucan and mannoglucan. -- Conclusions -- References -- 3 -- Enzyme Catalyzed Hydrolysis of Synthetic Polymers -- Introduction -- Figure 1. X-ray crystal structures of (a) Cutinase from Fusarium solani (PDB: 1CEX) 38, (b) PETase from Ideonella sakaiensis (PDB: 6EQE) 11 and (c) MHETase from Ideonella sakaiensis (PDB: 6QG9) 12. The catalytic triad comprising of serine, histidine, and aspartic acid is encircled with the solid line while the residues from the lid domain (Phe415, Leu254 and Trp397) encircled with the dotted line. -- Fungal and Bacterial Cutinases -- Figure 2. (a) Activity profile of HiC, PmC and FsC as a function of temperature. Low-crystalline PET films were incubated with enzymes at pH 8 and the activities were measured using a pH STAT titration system. (b) SEM micrographs showing HiC mediated hydrolysis of lcPET films (left). An increase in surface roughness with 95% weight loss was observed after 96 hours of enzyme exposure (right). Adapted with permission from reference 36. Copyright 2009 American Chemical Society. -- PETase and MHETase. , Figure 3. (a) PETase catalyzes the hydrolysis of PET to BHET, MHET, and TPA. MHET is further hydrolyzed by MHETase to its monomers, TPA and EG. Comparison of active site cleft (b) and (c) and catalytic triad (d) and (e) of PETase and cutinase, respectively. Trp159 is present exclusively in PETase. Adapted with permission from reference 11. Copyright 2018 National Academy of Sciences. -- Figure 4. SEM micrographs of (a) PET and (b) PEF films in the presence of buffer, wild-type PETase and PETase double mutant, S238F/W159H. The films were imaged after 96 hours of incubation with either the enzyme or phosphate buffer. Adapted with permission from reference 11. Copyright 2018 National Academy of Sciences. -- Increasing the Surface Adsorption of Polymer Degrading Enzymes -- Figure 5. (a) Confocal images demonstrating the exo-PETase function of MHETase. (b) Schematic of MHETase hydrolysis in the presence of MHET, BHET or termini modified PET. Adapted with permission from reference 45. Copyright 2020 American Chemical Society. -- Figure 6. (a) Activity profile of PET films in the presence of Thc_Cut1, Thc_Cut1+CBM and Thc_Cut1+PBM. Reproduced with permission from reference 50. Copyright 2013 American Chemical Society. (b) Model of Thc_Cut1+PBM (left). ThC_Cut1 with PBM domain shows faster hydrolysis of PBA films compared to wt ThC_Cut1. Adapted with permission from reference 16. Copyright 2015 American Chemical Society. -- Increasing the Stability/Activity of Polymer Degrading Enzymes via Additives. , Figure 7. (a) TfCut2 mediated hydrolysis of lcPET films observed in the presence or absence of the surfactants C12-N(CH3)3+ or C12-OSO3−. Reproduced from reference 58. Copyright 2014 under Nature, Creative Commons Attribution 4.0. (b) Higher PET hydrolysis is observed in the presence of glycosylated LCC (LCC-G) than non-glycosylated enzyme (LCC-NG). Reproduced with permission from reference 61. Copyright 2018 American Chemical Society.