Crosslinking of poly(vinyl alcohol) and poly(vinyl acetate) using poly(maleic anhydride‐ alt −2,4‐dimethyl‐1,3‐pentadiene) as polyfunctional crosslinker and decrosslinking by ozone degradation

Crosslinking and decrosslinking reactions of poly(vinyl alcohol) (PVA) and poly(vinyl acetate) (PVAc) using an alternating copolymer of maleic anhydride and 2,4-dimethyl-1,3-pentadiene (PMAD) as the polyfunctional crosslinker and subsequent ozone degradation are reported. PVA and PVAc are heated at 200 °C for 0.5 to 3 h in the presence of 5 to 30 wt % of PMAD in the solid state to obtain the corresponding crosslinked polymers. The reactions of a hydroxy group of PVA and an acetate group of PVAc with an anhydride group of PMAD slowly proceed to give insoluble polymers with a loose crosslinking structure. Almost no change in the thermal decomposition temperatures and the IR spectra is observed during the crosslinking reactions. The crosslinked PVA produces hydrogels with a high swelling ratio of 500 to 1700%, which are readily degradable during a reaction with ozone in water at 0 °C. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 44229.

[1]  A. Matsumoto,et al.  Crosslinking and ozone degradation of thermosetting resins based on maleic anhydride/diene copolymer and polyfunctional alcohols , 2015 .

[2]  A. Matsumoto,et al.  Synthesis of Degradable Thermosetting Resin Using MaleicAnhydride/Diene Copolymers and Difunctional Crosslinkers , 2015 .

[3]  Masashi Yamamoto,et al.  Degradation of Polymers for Resist Using Microbubbles on Ozonized Water , 2015 .

[4]  A. Matsumoto,et al.  Radical Alternating Copolymerization of Twisted 1,3-Butadienes with Maleic Anhydride as a New Approach for Degradable Thermosetting Resin , 2014 .

[5]  A. Matsumoto,et al.  Controlled Radical Polymerization of 3-Methylenecyclopentene with N-Substituted Maleimides To Yield Highly Alternating and Regiospecific Copolymers , 2013 .

[6]  Barbara D Boyan,et al.  A review of polyvinyl alcohol and its uses in cartilage and orthopedic applications. , 2012, Journal of biomedical materials research. Part B, Applied biomaterials.

[7]  O. Fichet,et al.  (Semi-)Interpenetrating polymer networks as fuel cell membranes , 2011 .

[8]  L. Klumperman Mechanistic considerations on styrene–maleic anhydride copolymerization reactions , 2010 .

[9]  B. Bolto,et al.  Crosslinked poly(vinyl alcohol) membranes , 2009 .

[10]  Jang‐Kyo Kim,et al.  Cleaning and Functionalization of Polymer Surfaces and Nanoscale Carbon Fillers by UV/Ozone Treatment: A Review , 2009 .

[11]  Thomas Lippert,et al.  Photochemical Modification of Cross-Linked Poly(dimethylsiloxane) by Irradiation at 172 nm , 2004 .

[12]  E. Chernikova,et al.  Effect of comonomer composition on the controlled free-radical copolymerization of styrene and maleic anhydride by reversible addition–fragmentation chain transfer (RAFT) , 2003 .

[13]  Roberto Solaro,et al.  Biodegradation of poly(vinyl alcohol) based materials , 2003 .

[14]  S. Kim,et al.  Immobilization of poly(ethylene glycol) or its sulfonate onto polymer surfaces by ozone oxidation. , 2001, Biomaterials.

[15]  H. Maeda,et al.  Mechanism of tumor-targeted delivery of macromolecular drugs, including the EPR effect in solid tumor and clinical overview of the prototype polymeric drug SMANCS. , 2001, Journal of controlled release : official journal of the Controlled Release Society.

[16]  Y. Ikada,et al.  Ozone‐induced graft polymerization onto polymer surface , 1993 .

[17]  J. Robin Overview of the Use of Ozone in the Synthesis of New Polymers and the Modification of Polymers , 2004 .

[18]  F. Cataldo The action of ozone on polymers having unconjugated and cross- or linearly conjugated unsaturation: chemistry and technological aspects , 2001 .

[19]  Dorel Feldman,et al.  Synthetic fibre-reinforced concrete , 1995 .

[20]  M. Rätzsch ALTERNATING MALEIC ANHYDRIDE COPOLYMERS , 1988 .