168
Views
0
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis and Photostructuring of Hybrid Photopolymers with Cinnamate and Anil Moieties by using UV Light and Femtosecond Laser Pulses

, , , &
Pages 165-172 | Received 10 Jun 2011, Accepted 22 Jul 2011, Published online: 04 Jan 2013

References

  • Fouassier , J.-P. 1995 . Photopolymerization and Photocuring – Fundamental and Application , New York : Hanser .
  • Andrzejewska , E. 2001 . Photopolymerization kinetics of multifunctional monomers . Prog. Polym. Sci. , 26 ( 4 ) : 605 – 665 .
  • Decker , C. 2002 . Kinetic study and new applications of UV radiation curing . Macromol. Rapid Commun. , 23 : 1067 – 1093 .
  • Landuyt , K L V. , Snauwaert , J. , Munck , J D. , Peumans , M. , Yoshida , Y. , Poitevin , A. , Coutinho , E. , Suzuki , K. , Lambrechts , P. and Meerbeek , B V. 2007 . Systematic review of the chemical composition of contemporary dental adhesives . Biomaterials , 28 ( 26 ) : 3757 – 3785 .
  • Cramer , N.B. , Stansbury , J.W. and Bowman , C.N. 2011 . Recent advances and developments in composite dental restorative materials . J.Dent. Res. , 90 ( 4 ) : 402 – 416 .
  • Buruiana , E.C. , Buruiana , T. , Melinte , V. , Zamfir , M. , Colceriu , A. and Moldovan , M. 2007 . Synthesis of oligomeric urethane dimethacrylates with carboxylic groups and their testing in dental composites . J.Polym. Sci. Part A , 45 ( 10 ) : 1956 – 1967 .
  • Steinmann , B. and Schulthess , A. 1999 . Liquid, radiation-curable composition, especially for stereolithography United States No. 5,972,563
  • Omura , K. and Tomita , Y. 2010 . Photopolymerization kinetics and volume holographic recording in ZrO2 nanoparticle-polymer composites at 404 nm . J. Appl. Phys. , 107 ( 2 ) : 0231071 – 0231076 .
  • Nguyen , L.H. , Straub , M. and Gu , M. 2005 . Acrylate-based photopolymer for two-photon microfabrication and photonic applications . Adv. Funct. Mater. , 15 ( 2 ) : 209 – 216 .
  • Narayan , R J. , Doraiswamy , A. , Chrisey , D B. and Chichkov , B N. 2010 . Medical prototyping using two photon polymerization . Mater. Today , 13 ( 12 ) : 42 – 48 .
  • Malinauskas , M. , Zukauskas , A. , Bickauskaite , G. , Gadonas , R. and Juodkazis , S. 2010 . Mechanism of three-dimensional structuring of photopolymers by tightly focussed femtosecond laser pulses . Opt. Express , 18 ( 10 ) : 10209 – 10221 .
  • Huang , L. , Li , Y. , Yang , J. , Zeng , Z. and Chen , Y. 2009 . Self-initiated photopolymerization of hyperbranched acrylates . Polymer. , 50 ( 18 ) : 4325 – 4333 .
  • Dickens , S.H. , Stansbury , J.W. , Choi , K.M. and Floyd , C.J.E. 2003 . Photopolymerization kinetics of methacrylate dental resins . Macromolecules , 36 ( 16 ) : 6043 – 6053 .
  • Anseth , K.S. , Newman , S.M. and Bowman , C.N. 1995 . Polymeric dental composites: Properties and reaction behavior of multimethacrylate dental restorations . Adv. Polym. Sci. , 122 : 177 – 217 .
  • Anseth , K.S. , Wang , C.M. and Bowman , C.N. 1994 . Reaction behavior and kinetic constants for photopolymerizations of multi(meth)acrylate monomers . Polymer. , 35 ( 15 ) : 3243 – 3250 .
  • Anseth , K.S. , Bowman , C.N. and Peppas , N.A. 1994 . Polymerization kinetics and volume relaxation behavior of photopolymerized multifunctional monomers producing highly crosslinked networks . J. Polym. Sci.: Part A , 32 ( 1 ) : 139 – 147 .
  • Decker , C. 1996 . Photoinitiated crosslinking polymerizationion . Prog. Polym. Sci. , 21 ( 4 ) : 593 – 650 .
  • Gray , D. , Giakoumaki , A. , Copperwhite , R. , Gaidukeviciute , A. , MacCraith , B.D. , Oubaha , M. , Vamvakaki , M. , Farsari , M. , Ovsianikov , A. , Fotakis , C. , Sakellari , I. and Chichkov , B. 2010 . “ 3D microstructuring of hybrid organic-inorganic materials by two-photon polymerization technique ” . In Innovative Developments in Design and Manufacturing , Edited by: Bártolo , P.J. Boca Raton : CRC Press .
  • Sun , H.-B. and Kawata , S. 2004 . Two-Photon photopolymerization and 3D lithographic microfabrication . Adv. Polym. Sci. , 170 : 169 – 273 .
  • Ma , G. , Yang , D. , Li , Q. , Wang , K. , Chen , B. , Kennedy , J.F. and Nie , J. 2010 . Injectable hydrogels based on chitosan derivative/polyethylene glycol dimethacrylate/N,N-dimethylacrylamide as bone tissue engineering matrix . Carbohydr. Polym. , 79 ( 3 ) : 620 – 627 .
  • Clapper , J.D. , Skeie , J.M. , Mullins , R.F. and Guymon , C.A. 2007 . Development and characterization of photopolymerizable biodegradable materials from PEG–PLA–PEG block macromonomers . Polymer. , 48 ( 22 ) : 6554 – 6564 .
  • Tashiro , T. 2001 . Antibacterial and bacterium adsorbing macromolecules . Macromol. Mater. Eng. , 286 ( 2 ) : 63 – 87 .
  • Lee , S.-Y. and Tae , G. 2007 . Formulation and in vitro characterization of an in situ gelable, photo-polymerizable Pluronic hydrogel suitable for injection . J.Control. Rel. , 119 ( 3 ) : 313 – 319 .
  • Nivasu , V.M. , Reddy , T.T. and Tammishetti , S. 2004 . In situ polymerizable polyethyleneglycol containing polyesterpolyol acrylates for tissue sealant applications . Biomaterials , 25 ( 16 ) : 3283 – 3291 .
  • Moszner , N. , Gianasnudis , A. , Klapdohr , S. , Fischer , U.K. and Rheinberger , V. 2008 . Sol–gel materials: 2. Light-curing dental composites based on ormocers of cross-linking alkoxysilane methacrylates and further nano-components . Dent. Mater. , 24 ( 6 ) : 851 – 856 .
  • Bhuian , B. , Winfield , R.J. , O'Brien , S. and Crean , G.M. 2006 . Investigation of the two-photon polymerisation of a Zr-based inorganic–organic hybrid material system . Appl. Surf. Sci. , 252 ( 13 ) : 4845 – 4849 .
  • Ovsianikov , A. , Deiwick , A. , Vlierberghe , S V. , Dubruel , P. , Moller , L. , Drager , G. and Chichkov , B. 2011 . Laser fabrication of three-dimensional CAD scaffolds from photosensitive gelatin for applications in tissue engineering . Biomacromolecules , 12 ( 4 ) : 851 – 858 .
  • Tripathi , V.S. , Kandimalla , V.B. and Ju , H. 2006 . Preparation of ormosil and its applications in the immobilizing biomolecules . Sensor. Actuator. B Chem. , 114 ( 2 ) : 1071 – 1082 .
  • Mahy , R. , Bouammali , B. , Oulmidi , A. , Challioui , A. , Derouet , D. and Brosse , J.C. 2006 . Photosensitive polymers with cinnamate units in the side position of chains: Synthesis, monomer reactivity ratios and photoreactivity . Eur. Polym. J. , 42 ( 10 ) : 2389 – 2397 .
  • Giménez , R. , Piñol , M. , Serrano , J.L. , Viñuales , A.I. , Rosenhauer , R. and Stumpe , J. 2006 . Photo-induced anisotropic films based on liquid crystalline copolymers containing stilbene units . Polymer , 47 ( 16 ) : 5707 – 5714 .
  • Rameshbabu , K. , Kim , Y. , Kwon , T. , Yoo , J. and Kim , E. 2007 . Facile one-pot synthesis of a photo patternable anthracene polymer . Tetrahedron Lett. , 48 ( 27 ) : 4755 – 4760 .
  • Buruiana , E.C. , Jitaru , F. , Hitruc , G. and Buruiana , T. 2011 . Synthesis and properties of photosensitive poly(urethane-acrylate) containing anil groups with application in the chemosensors area . Polym. Eng. Sci. , 51 ( 5 ) : 884 – 893 .
  • Buruiana , T. , Melinte , V. , Jitaru , F. , Aldea , H. and Buruiana , E.C. 2012 . Photopolymerization experiments and properties of some urethane/urea methacrylates tested in dental composites . J. Compos. Mater. , 46 ( 4 ) : 371 – 382 .
  • Kawatsuki , N. , Ono , H. , Takatsuka , H. , Yamamoto , T. and Sangen , O. 1997 . Liquid crystal alignment on photoreactive side-chain liquid-crystalline polymer generated by linearly polarized UV light . Macromolecules , 30 ( 21 ) : 6680 – 6682 .
  • Buruiana , T. , Melinte , V. , Chibac , A. , Matiut , S. and Balan , L. 2012 . Synthesis, evaluation and preliminary antibacterial testing of hybrid composites based on urethane oligodimethacrylates and Ag nanoparticles . J. Biomater. Sci. Polym. Ed. , 23 ( 7 ) : 955 – 972 .
  • Sung , S.-J. , Cho , K.-Y. , Yoo , J.-H. , Kim , W.S. , Chang , H.-S. , Cho , I. and Park , J.-K. 2004 . Dimerization behavior of cinnamate group attached to flexible polymer backbone and its effect on the molecular orientation . Chem. Phys. Lett. , 394 ( 4–6 ) : 238 – 243 .
  • Lee , K.-S. , Kim , R.H. , Yang , D.-Y. and Park , S.H. 2008 . Advances in 3D nano/microfabrication using two-photon initiated polymerization . Prog. Polym. Sci. , 33 ( 6 ) : 631 – 681 .
  • Matei , A. , Zamfirescu , M. , Radu , C. , Dinescu , M. , Buruiana , E.C. , Buruiana , T. , Sima , L.E. and Petrescu , S.M. 2011 . Laser processing of ormosils for tissue engineering applications . Appl. Phys. A Mater. Sci. Process , 104 ( 3 ) : 821 – 827 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.