journal article·2016-05

Preparation, characterization, and thermo-mechanical properties of poly (ε-caprolactone)-piperazine-based polyurethane-urea shape memory polymers

Alireza Eyvazzadeh Kalajahi, Mostafa Rezaei, Farhang Abbasi

Journal of Materials Science· Volume 51· Issue 9
Publisher page

Abstract

A series of segmented polyurethane-urea (PUU) shape memory polymers were synthesized from poly e-caprolactone (PCL)-diol, hexamethylene diisocyanate, and piperazine (PP) with different hard to soft segment ratios. Chemical structure of PUUs was characterized using hydrogen nuclear magnetic resonance and attenuated total reflective-Fourier transform infrared spectroscopy methods. The results confirmed the formation of urethane and urea groups as well as incorporation of PP ring into polymer chain. Differential scanning calorimetry and wide angle X-ray scattering analyses were conducted to study the thermal properties and crystalline morphology of PUUs. It was found that crystallization of PUUs originated from PCL crystals. The reduction in degree of crystallinity was also observed with increasing of hard segment content (HSC). Mechanical properties were examined by tensile test at two different temperatures; above and below the PCL melting temperature. It was revealed that the chemical composition and temperature greatly affect the mechanical behavior of PUUs. A correlation between mechanical properties and physical structure of PUUs was established. Shape memory properties of PUUs were studied at two different programming processes. All of the samples show shape recovery over 94 % with a broad recovery temperature ranging from 40 to 65 °C. However, the shape fixity showed a great dependence on both HSC and programming process. The reasons of this dependency were discussed.
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Research context

OpenAlex topics: Polymer composites and self-healing · Photochromic and Fluorescence Chemistry · Marine Sponges and Natural Products

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References (39)

Show source-provided references
1. Behl M, Lendlein A (2007) Shape-memory polymers. Mater Today 10:20–2810.1016/S1369-7021(07)70047-0 ↗
2. Behl M, Razzaq MY, Lendlein A (2010) Multifunctional shape-memory polymers. Adv Mater 22:3388–341010.1002/adma.200904447 ↗
3. Ratna D, Karger-Koscic J (2008) Recent advances in shape memory polymers and composites: a review. J Mater Sci 43:254–269. doi: 10.1007/s10853-007-2176-710.1007/s10853-007-2176-7 ↗
4. Zhao Q, Behl M, Lendlein A (2013) Shape-memory polymers with multiple transitions: complex actively moving polymers. Soft Matter 9:1744–175510.1039/C2SM27077C ↗
5. Jiang H, Kelch S, Lendlein A (2006) Polymers move in response to light. Adv Mater 18:1471–147510.1002/adma.200502266 ↗
6. Lee HF, Yu HH (2011) Study of electroactive shape memory polyurethane–carbon nanotube hybrids. Soft Matter 7:3801–380710.1039/c0sm01101k ↗
7. Schmidt A (2006) Electromagnetic activation of shape memory polymer networks containing magnetic nanoparticles. Macromol Rapid Commun 27:1168–117210.1002/marc.200600225 ↗
8. Serrano MC, Ameer GA (2012) Recent insights into the biomedical applications of shape-memory polymers. Macromol Biosci 12:1156–117110.1002/mabi.201200097 ↗
9. Lendlein A, Langer R (2002) Biodegradable, elastic shape-memory polymers for potential biomedical applications. Science 296:1673–167610.1126/science.1066102 ↗
10. Lendlein A, Behl M, Hiebl B, Wischke C (2010) Shape-memory polymers as a technology platform for biomedical applications. Expert Rev Med Devices 7:357–37910.1586/erd.10.8 ↗
11. Metcalfe A, Desfaits AC, Salazkin I, Yahia L, Sokolowski WM, Raymond J (2003) Cold hibernated elastic memory foams for endovascular interventions. Biomaterials 24:491–49710.1016/S0142-9612(02)00362-9 ↗
12. Small W, Wilson T, Benett W, Loge J, Maitland D (2005) Laser-activated shape memory polymer intravascular thrombectomy device. Opt Express 13:8205–821310.1364/OPEX.13.008204 ↗
13. Petrovic ZS, Ferguson J (1991) Polyurethane elastomers. Prog Polym Sci 16:695–83610.1016/0079-6700(91)90011-9 ↗
14. Kim BK, Lee SY (1996) Polyurethane having shape memory effects. Polymer 37:5781–579310.1016/S0032-3861(96)00442-9 ↗
15. Kloss J, Munaro M, Souza GPD, Gulmint JV, Wang SH, Zawadzki S, Akcelrud L (2002) Poly(ester urethane)s with polycaprolactone soft segments: a morphological study. J Polym Sci, Part A 40:4117–413010.1002/pola.10499 ↗
16. Ping P, Wang W, Chen X, Jing X (2005) Poly (ε-caprolactone) polyurethane and its shape-memory property. Biomacromolecules 6:587–59210.1021/bm049477j ↗
17. Ji FL, Hu JL, Li TC, Wong YW (2007) Morphology and shape memory effect of segmented polyurethanes. Part І: with crystalline reversible phase. Polymer 48:5133–514510.1016/j.polymer.2007.06.032 ↗
18. Wang W, Ping P, Chen X, Jing X (2007) Biodegradable polyurethane based on random copolymer of L-lactide and ε-caprolactone and its shape-memory property. J Appl Polym 104:4182–418710.1002/app.26039 ↗
19. Krol P (2007) Synthesis methods, chemical structures and phase structures of linear polyurethanes. Properties and applications of linear polyurethanes in polyurethane elastomers, copolymers and ionomers. Prog Mater Sci 52:915–101510.1016/j.pmatsci.2006.11.001 ↗
20. He Y, Xie D, Zhang X (2014) The structure, microphase-separated morphology, and property of polyurethanes and polyureas. J Mater Sci 49:7339–7352. doi: 10.1007/s10853-014-8458-y10.1007/s10853-014-8458-y ↗
21. Ping P, Wang W, Chen X, Jing X (2007) The Influence of hard-segments on two-phase structure and shape memory properties of PCL-based segmented polyurethanes. J Polym Sci, Part B 45:557–57010.1002/polb.20974 ↗
22. Korley LTJ, Pate BD, Thomas EL, Hammond PT (2006) Effect of the degree of soft and hard segment ordering on the morphology and mechanical behavior of semicrystalline segmented polyurethanes. Polymer 47:3073–308210.1016/j.polymer.2006.02.093 ↗
23. Gorna K, Polowinski S, Gogolewski S (2002) Synthesis and characterization of biodegradable poly (ε-caprolactone urethane)s. I. effect of the polyol molecular weight, catalyst, and chain extender on the molecular and physical characteristics. J Polym Sci, Part A 40:156–17010.1002/pola.10096 ↗
24. Chen S, Hu J, Zhuo H, Chen S (2011) Effect of MDI–BDO hard segment on pyridine-containing shape memory polyurethanes. J Mater Sci 46:5294–5304. doi: 10.1007/s10853-011-5469-910.1007/s10853-011-5469-9 ↗
25. Bogdanov B, Toncheva V, Schacht E, Finelli L, Sarti B, Scandola M (1999) Physical properties of poly(ester-urethanes) prepared from different molar mass polycaprolactone-diols. Polymer 40:3171–318210.1016/S0032-3861(98)00552-7 ↗
26. Yang JH, Chun BC, Chung YC, Cho JH (2003) Comparison of thermal/mechanical properties and shape memory effect of polyurethane block-copolymers with planar or bent shape of hard segment. Polymer 44:3251–325810.1016/S0032-3861(03)00260-X ↗
27. Momtaz M, Razavi-Nouri M, Barikani M (2014) Effect of block ratio and strain amplitude on thermal, structural, and shape memory properties of segmented polycaprolactone-based polyurethanes. J Mater Sci 49:7575–7584. doi: 10.1007/s10853-014-8466-y10.1007/s10853-014-8466-y ↗
28. Szycher M (1988) Biostability of polyurethane elastomers: a critical review. J Biomater Appl 3:297–40210.1177/088532828800300207 ↗
29. Wang YL, Huang MN, Luo YF, Li YG (2010) In vitro degradation of poly (lactide-co-p-dioxanone)-based shape memory poly (urethane–urea). Polym Degrad Stab 95:549–55610.1016/j.polymdegradstab.2009.12.016 ↗
30. Reddy TT, Kano A, Maruyama A, Takahara A (2010) Synthesis, characterization and drug release of biocompatible/biodegradable non-toxic poly(urethane urea)s based on poly(ε-caprolactone)s and lysine based diisocyanate. J Biomater Sci Polym Ed 21:1483–150210.1163/092050609X12518804794785 ↗
31. Heijkantsa RGJC, Calcka RV, Tienenb TG, Groota JH, Bumab P, Penningsa AJ, Vethb RPH, Schouten AJ (2005) Uncatalyzed synthesis, thermal and mechanical properties of polyurethanes based on poly(ε-caprolactone) and 1,4-butane diisocyanate with uniform hard segment. Biomaterials 26:4219–422810.1016/j.biomaterials.2004.11.005 ↗
32. Hernandez LM, Sanchez FH, Ribelles JLG, Serra RS (2011) Segmented poly(urethane-urea) elastomers based on polycaprolactone: structure and properties. J Appl Polym Sci 119:2093–210410.1002/app.32929 ↗
33. Wang Y, Li Y, Luo Y, Huang M, Liang Z (2009) Synthesis and characterization of a novel biodegradable thermoplastic shape memory polymer. Mater Lett 63:347–34910.1016/j.matlet.2008.10.014 ↗
34. Chun BC, Cho TK, Chung YC (2006) Enhanced mechanical and shape memory properties of polyurethane block copolymers chain-extended by ethylene diamine. Eur Polym J 42:3367–337310.1016/j.eurpolymj.2006.08.013 ↗
35. Ruan C, Wang Y, Zhang M, Luo Y, Fu C, Huang M, Sun J, Hu C (2012) Design, synthesis and characterization of novel biodegradable shape memory polymers based on poly(D, L-lactic acid) diol, hexamethylene diisocyanate and piperazine. Polym Int 61:524–53010.1002/pi.3197 ↗
36. Ruan C, Hu N, Hu Y, Jiang L, Cai Q, Wang H, Pan H, Lu WW, Wang Y (2014) Piperazine-based polyurethane-ureas with controllable degradation as potential bone scaffolds. Polymer 55:1020–102710.1016/j.polymer.2014.01.011 ↗
37. Ruan C, Hu Y, Jiang L, Cai Q, Pan H, Wang H (2014) Tunable degradation of piperazine-based polyurethane ureas. J Appl Polym Sci 131:40527–4053210.1002/app.40527 ↗
38. Storey RF, Sherman JW (2002) Kinetics and mechanism of the stannous octoate-catalyzed bulk polymerization of ε–caprolactone. Macromolecules 35:1504–151210.1021/ma010986c ↗
39. Crescenzi V, Manzini G, Calzolari G, Borr C (1972) Thermodynamics of fusion of poly-β-propiolactone and poly-ε-caprolactone. comparative analysis of the melting of aliphatic polylactone and polyester chains. Eur Polym J 8:449–46310.1016/0014-3057(72)90109-7 ↗