Tailoring Thermo-Mechanical Properties of Cationically UV-Cured Systems by a Rational Design of Vinyl Ether Ester Oligomers using Enzyme Catalysis
Sara Brännström
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Search for more papers by this authorMaja Finnveden
M. Finnveden, Prof. M. Martinelle, Department of Industrial Biotechnology, KTH Royal Institute of Technology, AlbaNova University Centre, SE-106 91 Stockholm, Sweden
Search for more papers by this authorNicolò Razza
N. Razza, Prof. M. Sangermano, Department of Applied Science and Technology, Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129 Torino, Italy
Search for more papers by this authorMats Martinelle
M. Finnveden, Prof. M. Martinelle, Department of Industrial Biotechnology, KTH Royal Institute of Technology, AlbaNova University Centre, SE-106 91 Stockholm, Sweden
Search for more papers by this authorEva Malmström
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Search for more papers by this authorCorresponding Author
Marco Sangermano
N. Razza, Prof. M. Sangermano, Department of Applied Science and Technology, Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129 Torino, Italy
Correspondence to: Prof. M. Johansson (E-mail: [email protected]) and Prof. M. Sangermano (E-mail: [email protected])Search for more papers by this authorCorresponding Author
Mats Johansson
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Correspondence to: Prof. M. Johansson (E-mail: [email protected]) and Prof. M. Sangermano (E-mail: [email protected])Search for more papers by this authorSara Brännström
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Search for more papers by this authorMaja Finnveden
M. Finnveden, Prof. M. Martinelle, Department of Industrial Biotechnology, KTH Royal Institute of Technology, AlbaNova University Centre, SE-106 91 Stockholm, Sweden
Search for more papers by this authorNicolò Razza
N. Razza, Prof. M. Sangermano, Department of Applied Science and Technology, Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129 Torino, Italy
Search for more papers by this authorMats Martinelle
M. Finnveden, Prof. M. Martinelle, Department of Industrial Biotechnology, KTH Royal Institute of Technology, AlbaNova University Centre, SE-106 91 Stockholm, Sweden
Search for more papers by this authorEva Malmström
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Search for more papers by this authorCorresponding Author
Marco Sangermano
N. Razza, Prof. M. Sangermano, Department of Applied Science and Technology, Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129 Torino, Italy
Correspondence to: Prof. M. Johansson (E-mail: [email protected]) and Prof. M. Sangermano (E-mail: [email protected])Search for more papers by this authorCorresponding Author
Mats Johansson
S. Brännström, Prof. E. Malmström, Prof. M. Johansson, Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56–58, SE-100 44 Stockholm, Sweden
Correspondence to: Prof. M. Johansson (E-mail: [email protected]) and Prof. M. Sangermano (E-mail: [email protected])Search for more papers by this authorAbstract
There is a demand for new sustainable polymeric materials. Vinyl ethers are, in this context, attractive oligomers since they polymerize fast, are non-toxic, and can be polymerized under ambient conditions. The availability of vinyl ether oligomers is, however, currently limited due to difficulties in synthesizing them without using tedious synthesis routes. This work presents the synthesis of a series of vinyl ether ester oligomers using enzyme catalysis under solvent-free conditions and the subsequent photoinduced cationic polymerization to form polymer thermosets with T gs ranging from −10 to 100 °C. The whole process is very efficient as the synthesis takes less than 1 h with no need for purification and the crosslinking is complete within 2 min.
Conflict of Interest
The authors declare no conflict of interest.
Supporting Information
| Filename | Description |
|---|---|
| macp201800335-sup-0001-SuppMat.pdf486.2 KB | Supporting Information |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1A. B. Scranton, C. N. Bowman, R. W. Peiffer, Photopolymerization: Fundamentals and Applications, ACS Publications, Washington, DC 1997.
10.1021/bk-1997-0673 Google Scholar
- 2J. V. Crivello, J. Polym. Sci., Part A: Polym. Chem. 1999, 37, 4241.
10.1002/(SICI)1099-0518(19991201)37:23<4241::AID-POLA1>3.0.CO;2-R CAS Web of Science® Google Scholar
- 3N. B. Cramer, C. N. Bowman, J. Polym. Sci., Part A: Polym. Chem. 2001, 39, 3311.
- 4Y. Yagci, Macromol. Symp. 2006, 240, 93.
- 5R. S. Davidson, Exploring the Science, Technology and Applications of UV and EB Curing, Sita Technology Limited, London 1999.
- 6J. Crivello, Surf. Coat. Technol. 1998, 168, 208.
- 7J. V. Crivello, J. H. W. Lam, Macromolecules, 1977, 10, 1307.
- 8J. Crivello, J. Lam, J. Polym. Sci., Part A: Polym. Chem. 1978, 16, 2441.
- 9J. V. Crivello, J. Ma, F. Jiang, J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 3465.
- 10M. Sangermano, Pure Appl. Chem. 2012, 84, 2089.
- 11M. Sangermano, N. Razza, J. V. Crivello, Macromol. Mater. Eng. 2014, 299, 775.
- 12M. Sangermano, S. Spera, R. Bongiovanni, A. Priola, C. Busetto, Macromol. Chem. Phys. 2000, 201, 2441.
- 13J. V. Crivello, J. L. Lee, D. A. Conlon, J. Radiat. Curing 1983, 10.
- 14M. Sangermano, M. Sturari, A. Chiappone, I. Roppolo, Macromol. Mater. Eng. 2015, 300, 340.
- 15M. Benedetti, T.R. Congdon, S.P. Bassett, M. Alauhdin, S.M. Howdle, D.M. Haddleton, R. Pisano, M. Sangermano, T.L. Schiller, Polym. Chem. 2017, 8, 972.
- 16F. Artusio, M. Bazzano, R. Pisano, P.-E. Coulon, G. Rizza, T. Schiller, M. Sangermano, Polymer 2018, 139, 155.
- 17C. Hedfors, K. Hult, M. Martinelle, J. Mol. Catal. B: Enzym. 2010, 66, 120.
- 18S. Lobedanz, T. Damhus, T. V. Borchert, T. T. Hansen, H. Lund, W. Lai, M. Lin, M. Leclerc, O. Kirk, Kirk-Othmer Encycl. Chem. Technol. 2016, 1.
- 19M. C. Franssen, P. Steunenberg, E. L. Scott, H. Zuilhof, J. P. Sanders, Chem. Soc. Rev. 2013, 42, 6491.
- 20J. Zhang, H. Shi, D. Wu, Z. Xing, A. Zhang, Y. Yang, Q. Li, Process Biochem. 2014, 49, 797.
- 21C. Hedfors, E. Östmark, E. Malmström, K. Hult, M. Martinelle, Macromolecules 2005, 38, 647.
- 22M. Takwa, K. Hult, M. Martinelle, Macromolecules 2008, 41, 5230.
- 23Y. Mei, A. Kumar, R. A. Gross, Macromolecules 2002, 35, 5444.
- 24L. Ragupathy, U. Ziener, R. Dyllick-Brenzinger, B. von Vacano, K. Landfester, J. Mol. Catal. B: Enzym. 2012, 76, 94.
- 25Y. Poojari, S. J. Clarson, Biocatal. Agric. Biotechnol. 2013, 2, 7.
10.1016/j.bcab.2012.10.002 Google Scholar
- 26S. Brännström, M. Finnveden, M. Johansson, M. Martinelle, E. Malmström, Eur. Polym. J. 2018, 103, 370.
- 27M. Finnveden, S. Brännström, M. Johansson, E. Malmström, M. Martinelle, RSC Adv. 2018, 8, 24716.
- 28B. Guo, Y. Chen, Y. Lei, L. Zhang, W. Y. Zhou, A. B. M. Rabie, J. Zhao, Biomacromolecules 2011, 12, 1312.
