Biomass Approach toward Robust, Sustainable, Multiple-Shape-Memory Materials.

We report biomass-derived, shape-memory materials prepared via simple reactions, including “grafting from” ATRP and TAD click chemistry. Although the biomass, including plant oils and cellulose nanocrystals, has heterogeneous chemical structures in nature, these materials exhibit excellent multiple shape-memory properties toward temperature, water, and organic solvents, which are comparable to petroleum counterparts. The work presented herein provides burgeoning opportunities to design the next-generation, low-cost, biomass-prevalent, green materials for niche applications.

[1]  M. Hillmyer,et al.  A Virtual Issue of Macromolecules: “Polymers from Renewable Resources” , 2009 .

[2]  Filip Du Prez,et al.  One-Pot Thermo-Remendable Shape Memory Polyurethanes , 2014 .

[3]  C. Weder,et al.  Supramolecular Cross-Links in Poly(alkyl methacrylate) Copolymers and Their Impact on the Mechanical and Reversible Adhesive Properties. , 2015, ACS applied materials & interfaces.

[4]  Zhibin Guan,et al.  Modular design in natural and biomimetic soft materials. , 2011, Angewandte Chemie.

[5]  Chuanbing Tang,et al.  Controlled Polymerization of Next-Generation Renewable Monomers and Beyond , 2013 .

[6]  D. Tyler,et al.  Stimuli-Responsive Polymer Nanocomposites Inspired by the Sea Cucumber Dermis , 2008, Science.

[7]  Jianjun Cheng,et al.  Dynamic urea bond for the design of reversible and self-healing polymers , 2014, Nature Communications.

[8]  Walter Voit,et al.  Triple-Shape Memory Polymers Based on Self-Complementary Hydrogen Bonding. , 2012, Macromolecules.

[9]  Marc Behl,et al.  One‐Step Process for Creating Triple‐Shape Capability of AB Polymer Networks , 2009 .

[10]  Liang Yuan,et al.  Robust Amidation Transformation of Plant Oils into Fatty Derivatives for Sustainable Monomers and Polymers , 2015 .

[11]  P. Dubois,et al.  Designing Multiple-Shape Memory Polymers with Miscible Polymer Blends: Evidence and Origins of a Triple-Shape Memory Effect for Miscible PLLA/PMMA Blends , 2014 .

[12]  G. Assche,et al.  Novel synthetic strategy toward shape memory polyurethanes with a well-defined switching temperature , 2009 .

[13]  K. Matyjaszewski,et al.  Synthesis of Polymer Brushes Using Atom Transfer Radical Polymerization , 2003 .

[14]  Chuanbing Tang,et al.  Progress in renewable polymers from natural terpenes, terpenoids, and rosin. , 2013, Macromolecular rapid communications.

[15]  S. V. D. Heijden,et al.  Use of triazolinedione click chemistry for tuning the mechanical properties of electrospun SBS-fibers , 2015 .

[16]  T. Xie Recent advances in polymer shape memory , 2011 .

[17]  Krzysztof Matyjaszewski,et al.  Grafting from surfaces for "everyone": ARGET ATRP in the presence of air. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[18]  Stuart J. Rowan,et al.  Inherently Photohealable and Thermal Shape-Memory Polydisulfide Networks. , 2013, ACS macro letters.

[19]  Z. Guan,et al.  Multifunctional dendronized peptide polymer platform for safe and effective siRNA delivery. , 2013, Journal of the American Chemical Society.

[20]  T. Xie Tunable polymer multi-shape memory effect , 2010, Nature.

[21]  V. Van Speybroeck,et al.  Triazolinediones enable ultrafast and reversible click chemistry for the design of dynamic polymer systems. , 2014, Nature chemistry.

[22]  Justin R. Kumpfer,et al.  Thermo-, photo-, and chemo-responsive shape-memory properties from photo-cross-linked metallo-supramolecular polymers. , 2011, Journal of the American Chemical Society.

[23]  Z. Syrgiannis,et al.  Reaction of a triazolinedione with simple alkenes. Isolation and characterization of hydration products , 2009 .

[24]  Jeremy M. Lenhardt,et al.  From molecular mechanochemistry to stress-responsive materials , 2011 .

[25]  Liang Yuan,et al.  Amidation of triglycerides by amino alcohols and their impact on plant oil-derived polymers , 2016 .

[26]  Liang Yuan,et al.  Sustainable thermoplastic elastomers derived from plant oil and their “click-coupling” via TAD chemistry , 2015 .

[27]  W. Thielemans,et al.  Cellulose nanocrystals grafted with polystyrene chains through surface-initiated atom transfer radical polymerization (SI-ATRP). , 2009, Langmuir : the ACS journal of surfaces and colloids.

[28]  H. Arlinghaus,et al.  Rewritable Polymer Brush Micropatterns Grafted by Triazolinedione Click Chemistry. , 2015, Angewandte Chemie.

[29]  Youssef Habibi,et al.  Polylactide (PLA)-based nanocomposites , 2013 .

[30]  M. Meier,et al.  Shape Memory Polyurethanes from Renewable Polyols Obtained by ATMET Polymerization of Glyceryl Triundec-10-enoate and 10-Undecenol , 2011 .

[31]  R. Venditti,et al.  Poly(N-isopropylacrylamide) brushes grafted from cellulose nanocrystals via surface-initiated single-electron transfer living radical polymerization. , 2010, Biomacromolecules.

[32]  Kazuhiko Inoue,et al.  Recyclable shape-memory polymer: Poly(lactic acid) crosslinked by a thermoreversible Diels–Alder reaction , 2009 .

[33]  Chen Wang,et al.  Triple Shape Memory Materials Incorporating Two Distinct Polymer Networks Formed by Selective Thiol–Michael Addition Reactions , 2014 .

[34]  Sébastien Perrier,et al.  Smart hybrid materials by conjugation of responsive polymers to biomacromolecules. , 2015, Nature materials.

[35]  R. Langer,et al.  Light-induced shape-memory polymers , 2005, Nature.

[36]  M. Meier,et al.  Polyurethanes from polyols obtained by ADMET polymerization of a castor oil‐based diene: Characterization and shape memory properties , 2011 .

[37]  Jinsong Leng,et al.  Mechanisms of multi-shape memory effects and associated energy release in shape memory polymers , 2012 .

[38]  Robin Shandas,et al.  Two‐Stage Reactive Polymer Network Forming Systems , 2012 .

[39]  B. Gillis,et al.  Reaction of 4-phenyl-1,2,4-triazoline-3,5-dione with conjugated dienes , 1967 .

[40]  William M Reichert,et al.  Self-healing biomaterials. , 2011, Journal of biomedical materials research. Part A.

[41]  F. D. Prez,et al.  “Click”-Inspired Chemistry in Macromolecular Science: Matching Recent Progress and User Expectations , 2015 .