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References (19)
-
M. García-Martín, R. Pérez, E. Hernández, J. Espartero, S. Muñoz-Guerra, J. Galbis (2005)
Carbohydrate-Based Polycarbonates. Synthesis, Structure, and Biodegradation StudiesMacromolecules, 38
-
M. Blanc-Muesser, J. Defaye, D. Horton (1980)
Conformations in solution of the stereoisomeric, peracetylated aldohexose dimethyl acetals and diethyl dithioacetalsCarbohydrate Research, 87
-
Aditi Agarwal, Y. Vankar (2005)
Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel.Carbohydrate research, 340 9
-
A. Mccaig, B. Chomier, R. Wightman (1994)
Hydroxylated Piperidines: Synthesis of 1,5-Alkylimino-1,5-Dideoxy Derivatives of Xylitol, d- and l-Arabinitol, and RibitolJournal of Carbohydrate Chemistry, 13
-
B. Sumerlin, Andrew Vogt (2010)
Macromolecular Engineering through Click Chemistry and Other Efficient TransformationsMacromolecules, 43
-
B. Weisenberg, D. Mooradian (2002)
Hemocompatibility of materials used in microelectromechanical systems: platelet adhesion and morphology in vitro.Journal of biomedical materials research, 60 2
-
Tuğba Vardareli, S. Keskin, A. Usanmaz (2006)
Thermal Degradation of Poly(Allyl Methacrylate) by Mass Spectroscopy and TGAJournal of Macromolecular Science, Part A, 43
-
Haoyu Tang, Wanwan Li, Xinghe Fan, Xiaofang Chen, Zhihao Shen, Qifeng Zhou (2009)
Synthesis, preparation and properties of novel high-performance allyl-maleimide resinsPolymer, 50
-
G. Schnarr, D. Vyas, W. Szarek (1979)
Carbon-13 nuclear magnetic resonance spectra of acyclic carbohydrate derivatives : alditols, 1,2-bis(phenylhydrazones), and dithioacetalsJournal of The Chemical Society-perkin Transactions 1, 10
-
Mareike Bardts, H. Ritter (2010)
Microwave Assisted Synthesis of Thiol Modified Polymethacrylic acid and Its Cross‐Linking with Allyl Modified Polymethacrylic acid via Thiol‐ene “Click” ReactionMacromolecular Chemistry and Physics, 211
-
P. Lundberg, A. Bruin, J. Klijnstra, Andreas Nyström, M. Johansson, M. Malkoch, A. Hult (2010)
Poly(ethylene glycol)-based thiol-ene hydrogel coatings-curing chemistry, aqueous stability, and potential marine antifouling applications.ACS applied materials & interfaces, 2 3
-
T. Agag (2006)
Preparation and properties of some thermosets derived from allyl-functional naphthoxazinesJournal of Applied Polymer Science, 100
-
J. Moses, A. Moorhouse (2007)
The growing applications of click chemistry.Chemical Society reviews, 36 8
-
A. Dondoni (2008)
The emergence of thiol-ene coupling as a click process for materials and bioorganic chemistry.Angewandte Chemie, 47 47
-
J. Green, R. Langer, Daniel Anderson (2008)
A combinatorial polymer library approach yields insight into nonviral gene delivery.Accounts of chemical research, 41 6
-
D. Horton, J. Wander (1974)
Conformation of acyclic derivatives of sugars. XI. Conformations of the D-aldopentose diethyl and diphenyl dithioacetals in solutionJournal of Organic Chemistry, 39
-
S. Zulfiqar, Asifa Piracha, K. Masud (1996)
The thermal degradation of poly(allyl methacrylate)Polymer Degradation and Stability, 52
-
C. Becer, R. Hoogenboom, Ulrich Schubert, Ulrich Schubert (2009)
Click chemistry beyond metal-catalyzed cycloaddition.Angewandte Chemie, 48 27
-
W. Dunnavant, R. Markle, R. Sinclair, P. Stickney, J. Curry, J. Byrd (1968)
p,p'-Biphenol-Dianilinosilane Condensation CopolymersMacromolecules, 1
- Publisher
- Wiley
- Copyright
- Copyright © 2011 Wiley Subscription Services, Inc., A Wiley Company
- ISSN
- 2642-4150
- eISSN
- 2642-4169
- DOI
- 10.1002/pola.24530
- Publisher site
- See Article on Publisher Site
Abstract
Three new polymerizable diols, based on mono‐, di‐, and tri‐O‐allyl‐L‐arabinitol derivatives, were prepared from L‐arabinitol as versatile materials for the preparation of tailor‐made polyurethanes with varied degrees of functionalization. Their allyl functional groups can take part in thiol‐ene reactions, to obtain greatly diverse materials. This “click” reaction with 2‐mercaptoethanol was firstly studied on the highly hindered sugar precursor 2,3,4‐tri‐O‐allyl‐1,5‐di‐O‐trityl‐L‐arabinitol, to apply it later to macromolecules. A polyurethane with multiple pendant allyl groups was synthesized by polyaddition reaction of 2,3,4‐tri‐O‐allyl‐L‐arabinitol with 1,6‐hexamethylene diisocyanate, and then functionalized by thiol‐ene reaction. The coupling reaction took place in every allyl group, as confirmed by standard techniques. The thermal stability of the novel polyurethanes was investigated by thermogravimetric analysis and differential scanning calorimetry (DSC). This strategy provides a simple and versatile platform for the design of new materials whose functionality can be easily modified. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011
Journal
Journal of Polymer Science – Wiley
Published: Mar 1, 2011
Keywords: ; ; ; ;