Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes
Abstract
:1. Introduction
2. Materials and Characterization
2.1. Materials
2.2. Characterization
3. Polymerization of ω-Pentadecalactone (PDL) by ROP
4. Synthesis of PUs
5. Results and Discussion
5.1. Synthesis and Characterization of α, ω-PPDL Diols by ROP
5.2. Synthesis and Characterization of PPDL Containing Urethanes
5.3. Infrared Spectroscopy (FT-IR)
5.4. Morphology of PUs by SEM
5.5. Mechanical Properties of PUs
5.6. Thermal, Thermomechanical, and Shape Memory Behavior
6. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Code | Composition in the Feed/Molar Ratio |
---|---|
PU 1 | PCL(50)-HDI-(PPDL-1)/1-3-1 |
PU 2 | PCL(50)-HDI-(PPDL-2)/1-3-1 |
PU 3 | PCL(50)-HDI-(PPDL-3)/1-3-1 |
PU 4 | PCL(50)-HDI-(PPDL-1)-HDI/1-3-1-1 |
PU 5 | PCL(50)-HDI-(PPDL-2)-HDI/1-3-1-1 |
PU 6 | PCL(50)-HDI-(PPDL-3)-HDI/1-3-1-1 |
Sample | PDL/Initiator (mol ratio) a | Catalyst (mol%) | Conv. (%) b | DP b,c | Mn (NMR) b,c |
---|---|---|---|---|---|
1 | 10/1 | 0.1 | 9.1 | 4.4 | 1150 |
2 | 20/1 | 0.1 | 12.2 | 6.5 | 1650 |
3 | 30/1 | 0.1 | 13.5 | 18.2 | 4460 |
4 | 40/1 | 0.1 | 12.9 | 12 | 2970 |
5 | 50/1 | 0.1 | 10.8 | 17.4 | 4270 |
6 | 10/1 | 0.5 | 24 | 10 | 2490 |
7 | 10/1 | 1.0 | 31.4 | 12.4 | 3070 |
8 | 10/1 | 1.5 | 80.6 | 22 | 5370 |
9 | 10/1 | 2.0 | 85 | 22 | 5370 |
10 | 10/1 | 2.5 | 80 | 20.2 | 4940 |
Sample | Initiator a | Conv.(%) (NMR) b | DPn | Mn (NMR) c | Mn (GPC) | Mw/Mn |
---|---|---|---|---|---|---|
PPDL-1 | BDO | 92.6 | 20 | 4890 * | - | - |
PPDL-2 | PEG200 | ~100 | 12 | 2990 * | - | - |
PPDL-3 | PCD | ~100 | - | - | 5880 ** | 1.5 |
Code | E (MPa) | εm (%) | σm (MPa) | εR (%) | σR (MPa) |
---|---|---|---|---|---|
PU 1 | 427 ± 52 | 8.6 ± 1.8 | 18.5 ± 5.4 | 428 ± 26 | 21.5 ± 3.2 |
PU 2 | 397 ± 35 | 9.9 ± 0.4 | 18.5 ± 1.9 | 596 ± 125 | 29.3 ± 4.1 |
PU 3 | 292 ± 4 | 9.4 ± 0.1 | 15.3 ± 0.3 | 749 ± 13 | 30.8 ± 1.1 |
PU 4 | 235 ± 17 | 11.5 ± 1.3 | 12.4 ± 0.8 | 892 ± 122 | 29.9 ± 3.2 |
PU 5 | 329 ± 35 | 10.6 ± 0.2 | 15.9 ± 1.3 | 627 ± 127 | 26.2 ± 1.5 |
PU 6 | 334 ± 2 | 8.9 ± 0.5 | 14.8 ± 1.1 | 756 ± 126 | 27.2 ± 0.5 |
Code | Tm(°C) | Hm (J/g) | Cr(PCL) (%) | Tm(°C) | Hm (J/g) | Cr (PPDL) (%) |
---|---|---|---|---|---|---|
PU 1 | 65.3 | 87.7 | 70.7 | 86.7 | 9.7 | 91.6 |
PU 2 | 64.9 | 84.4 | 66.7 | 85.5 | 6.8 | 87.8 |
PU 3 | 64.2 | 96.0 | 76.0 | - | - | - |
PU 4 | 65.9 | 75.5 | 61.0 | 86.5 | 8.7 | 83.4 |
PU 5 | 65.2 | 84.8 | 65.6 | 85.4 | 5.0 | 64.5 |
PU 6 | 64.9 | 104.4 | 82.8 | - | - | - |
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Czifrák, K.; Lakatos, C.; Árpád Kordován, M.; Nagy, L.; Daróczi, L.; Zsuga, M.; Kéki, S. Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes. Polymers 2020, 12, 1928. https://doi.org/10.3390/polym12091928
Czifrák K, Lakatos C, Árpád Kordován M, Nagy L, Daróczi L, Zsuga M, Kéki S. Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes. Polymers. 2020; 12(9):1928. https://doi.org/10.3390/polym12091928
Chicago/Turabian StyleCzifrák, Katalin, Csilla Lakatos, Marcell Árpád Kordován, Lajos Nagy, Lajos Daróczi, Miklós Zsuga, and Sándor Kéki. 2020. "Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes" Polymers 12, no. 9: 1928. https://doi.org/10.3390/polym12091928
APA StyleCzifrák, K., Lakatos, C., Árpád Kordován, M., Nagy, L., Daróczi, L., Zsuga, M., & Kéki, S. (2020). Block Copolymers of Poly(ω-Pentadecalactone) in Segmented Polyurethanes: Novel Biodegradable Shape Memory Polyurethanes. Polymers, 12(9), 1928. https://doi.org/10.3390/polym12091928