Skip to main content
Erschienen in: Journal of Polymer Research 2/2016

01.02.2016 | Original Paper

Nanocomposites composed of poly(ɛ-caprolactone) and oligocaprolactone-modified imogolite utilizing biomimetic chelating method

verfasst von: Souta Miura, Naozumi Teramoto, Mitsuhiro Shibata

Erschienen in: Journal of Polymer Research | Ausgabe 2/2016

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

The imogolite modified with a catechol-terminated ε-caprolactone oligomer (CLO-imogolite) was synthesized by a biomimetic treatment of imogolite with 4-(hydroxyethylthioacetyl)catechol (HETAC) and subsequent ring-opening polymerization of ε-caprolactone (CL). The FT-IR analysis revealed that the catechol moieties certainly chelated to aluminum atoms on the surface of imogolite. The 1H-NMR spectral analysis of the CLO-imogolite revealed that the oligomerization of CL certainly occurred. The organo-fraction of CLO-imogolite was evaluated to be 35.6 wt% from the thermogravimetric analysis. Poly(ε-caprolactone) (PCL)/CLO-imogolite nanocomposites prepared by a solution casting method were comprised of homogeneously dispersed nanotubes and some aggregated nanotubes. Crystallization temperature of PCL/CLO-imogolite slightly rose with increasing CLO-imogolite and the formed crystalline particles were slightly finer than those of pure PCL. Tensile strengths and moduli of PCL/CLO-imogolite nanocomposites increased with increasing CLO-imogolite contents. The PCL/CLO-imogolite 3 wt% exhibited the highest elongation at break and tensile toughness, which were much higher than those of pure PCL and PCL/imogolite 3 wt%.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Bordes P, Pollet E, Avérous L (2009) Nano-biocomposites: biodegradable polyester/nanoclay systems. Prog Polym Sci 34:125–155CrossRef Bordes P, Pollet E, Avérous L (2009) Nano-biocomposites: biodegradable polyester/nanoclay systems. Prog Polym Sci 34:125–155CrossRef
2.
Zurück zum Zitat Okamoto M, John B (2013) Synthetic biopolymer nanocomposites for tissue engineering scaffolds. Prog Polym Sci 38:1487–1503CrossRef Okamoto M, John B (2013) Synthetic biopolymer nanocomposites for tissue engineering scaffolds. Prog Polym Sci 38:1487–1503CrossRef
3.
Zurück zum Zitat Raquez JM, Habibi Y, Murariu M, Dubois P (2013) Polylactide (PLA)-based nanocomposites. Prog Polym Sci 38:1504–1542CrossRef Raquez JM, Habibi Y, Murariu M, Dubois P (2013) Polylactide (PLA)-based nanocomposites. Prog Polym Sci 38:1504–1542CrossRef
4.
Zurück zum Zitat Saeed K, Park SY (2007) Preparation and properties of multiwalled carbon nanotube/polycaprolactone nanocomposites. J Appl Polym Sci 104:1957–1963CrossRef Saeed K, Park SY (2007) Preparation and properties of multiwalled carbon nanotube/polycaprolactone nanocomposites. J Appl Polym Sci 104:1957–1963CrossRef
5.
Zurück zum Zitat Xiao Y, Zhou S, Wang L, Gong T (2010) Electro-active shape memory properties of poly(ε-caprolactone)/functionalized multiwalled carbon nanotube nanocomposite. ACS Appl Mater Interfaces 2:3506–3514CrossRef Xiao Y, Zhou S, Wang L, Gong T (2010) Electro-active shape memory properties of poly(ε-caprolactone)/functionalized multiwalled carbon nanotube nanocomposite. ACS Appl Mater Interfaces 2:3506–3514CrossRef
6.
Zurück zum Zitat Bera R, Maiti S, Khatua BB (2015) High electromagnetic interference shielding with high electrical conductivity through selective dispersion of multiwall carbon nanotube in poly(ε-caprolactone)/MWCNT composites. J Appl Polym Sci 132:42161(1–6) Bera R, Maiti S, Khatua BB (2015) High electromagnetic interference shielding with high electrical conductivity through selective dispersion of multiwall carbon nanotube in poly(ε-caprolactone)/MWCNT composites. J Appl Polym Sci 132:42161(1–6)
7.
Zurück zum Zitat Someya Y, Nakazato T, Teramoto N, Shibata M (2004) Thermal and mechanical properties of poly(butylene succinate) nanocomposites with various organo-modified montmorillonites. J Appl Polym Sci 91:1463–1475CrossRef Someya Y, Nakazato T, Teramoto N, Shibata M (2004) Thermal and mechanical properties of poly(butylene succinate) nanocomposites with various organo-modified montmorillonites. J Appl Polym Sci 91:1463–1475CrossRef
8.
Zurück zum Zitat Shibata M, Someya Y, Orihara M, Miyoshi M (2006) Thermal and mechanical properties of plasticized poly(L-lactide) nanocomposites with organo-modified montmorillonites. J Appl Polym Sci 99:2594–2602CrossRef Shibata M, Someya Y, Orihara M, Miyoshi M (2006) Thermal and mechanical properties of plasticized poly(L-lactide) nanocomposites with organo-modified montmorillonites. J Appl Polym Sci 99:2594–2602CrossRef
9.
Zurück zum Zitat Shibata M, Teramoto N, Someya Y, Tsukao R (2007) Nanocomposites based on poly(ε-caprolactone) and the montmorillonite treated with dibutylamine-terminated ε-caprolactone oligomer. J Appl Polym Sci 104:3112–3119CrossRef Shibata M, Teramoto N, Someya Y, Tsukao R (2007) Nanocomposites based on poly(ε-caprolactone) and the montmorillonite treated with dibutylamine-terminated ε-caprolactone oligomer. J Appl Polym Sci 104:3112–3119CrossRef
10.
Zurück zum Zitat Ma W, Yah WO, Otsuka H, Takahara A (2012) Applicatopn of imogolite clay nanotubes in organic-inorganic nanohybrid materials. J Mater Chem 22:11887–11892CrossRef Ma W, Yah WO, Otsuka H, Takahara A (2012) Applicatopn of imogolite clay nanotubes in organic-inorganic nanohybrid materials. J Mater Chem 22:11887–11892CrossRef
11.
Zurück zum Zitat Bhagabati P, Chaki TK, Khastgir D (2015) One-step in situ modification of halloysite nanotubes: augmentation in polymer-filler interface adhesion in nanocomposites. Ind Eng Chem Res 54:6698–6712CrossRef Bhagabati P, Chaki TK, Khastgir D (2015) One-step in situ modification of halloysite nanotubes: augmentation in polymer-filler interface adhesion in nanocomposites. Ind Eng Chem Res 54:6698–6712CrossRef
12.
Zurück zum Zitat Yamamoto K, Otsuka H, Wada S, Sohn D, Takahara A (2005) Preparation and properties of [poly(methyl methacrylate)/imogolite] hybrid via surface modification using phosphoric acid ester. Polymer 46:12386–12392CrossRef Yamamoto K, Otsuka H, Wada S, Sohn D, Takahara A (2005) Preparation and properties of [poly(methyl methacrylate)/imogolite] hybrid via surface modification using phosphoric acid ester. Polymer 46:12386–12392CrossRef
13.
Zurück zum Zitat Thomas B, Coradin T, Laurent G, Valentin R, Mouloungui Z, Babonneau F, Baccile N (2012) Biosurfactant-mediated one-step synthesis of hydrophobic functional imogolite nanotubes. RSC Adv 2:426–435CrossRef Thomas B, Coradin T, Laurent G, Valentin R, Mouloungui Z, Babonneau F, Baccile N (2012) Biosurfactant-mediated one-step synthesis of hydrophobic functional imogolite nanotubes. RSC Adv 2:426–435CrossRef
14.
Zurück zum Zitat Shikinaka K, Abe A, Shigehara K (2015) Nanohybrid film consisted of hydrophobized imogolite and various aliphatic polyesters. Polymer 68:279–283CrossRef Shikinaka K, Abe A, Shigehara K (2015) Nanohybrid film consisted of hydrophobized imogolite and various aliphatic polyesters. Polymer 68:279–283CrossRef
15.
Zurück zum Zitat Lee H, Dellatore SM, Miller WM, Messersmith PB (2007) Mussel-inspired surface chemistry for multifunctional coatings. Science 318:426–430CrossRef Lee H, Dellatore SM, Miller WM, Messersmith PB (2007) Mussel-inspired surface chemistry for multifunctional coatings. Science 318:426–430CrossRef
16.
Zurück zum Zitat Lee H, Messersmith PB, Lee BP (2007) A reversible wet/dry adhesive inspired by mussels and geckos. Nature 448:338–341CrossRef Lee H, Messersmith PB, Lee BP (2007) A reversible wet/dry adhesive inspired by mussels and geckos. Nature 448:338–341CrossRef
17.
Zurück zum Zitat Ye Q, Zhou F, Liu W (2011) Bioinspired catecholic chemistry for surface modification. Chem Soc Rev 40:4244–4258CrossRef Ye Q, Zhou F, Liu W (2011) Bioinspired catecholic chemistry for surface modification. Chem Soc Rev 40:4244–4258CrossRef
18.
Zurück zum Zitat Waite JH, Tanzer ML (1981) Polyphenolic substance of Mytilus edulis: novel adhesive containing L-dopa and hydroxyproline. Science 212:1038–1040CrossRef Waite JH, Tanzer ML (1981) Polyphenolic substance of Mytilus edulis: novel adhesive containing L-dopa and hydroxyproline. Science 212:1038–1040CrossRef
19.
Zurück zum Zitat Waite JH (1987) Nature’s underwater adhesive specialist. Int J Adhes Adhes 7:9–14CrossRef Waite JH (1987) Nature’s underwater adhesive specialist. Int J Adhes Adhes 7:9–14CrossRef
20.
Zurück zum Zitat Yu M, Hwang J, Deming T (1999) Role of L-3,4-dihydroxyphenylalanine in mussel adhesive proteins. J Am Chem Soc 121:5825–5826CrossRef Yu M, Hwang J, Deming T (1999) Role of L-3,4-dihydroxyphenylalanine in mussel adhesive proteins. J Am Chem Soc 121:5825–5826CrossRef
21.
Zurück zum Zitat Brubaker CE, Messersmith PB (2011) Enzymatically degradable mussel-inspired adhesive hydrogel. Biomacromolecules 12:4326–4334CrossRef Brubaker CE, Messersmith PB (2011) Enzymatically degradable mussel-inspired adhesive hydrogel. Biomacromolecules 12:4326–4334CrossRef
22.
Zurück zum Zitat Yang L, Phua SL, Teo JKH, Toh CL, Lau SK, Ma J, Lu X (2011) A biomimetic approach to enhancing interfacial interactions: polydopamine-coated clay as reinforcement for epoxy resin. ACS Appl Mater Interfaces 3:3026–3032CrossRef Yang L, Phua SL, Teo JKH, Toh CL, Lau SK, Ma J, Lu X (2011) A biomimetic approach to enhancing interfacial interactions: polydopamine-coated clay as reinforcement for epoxy resin. ACS Appl Mater Interfaces 3:3026–3032CrossRef
23.
Zurück zum Zitat Liu Y, Meng H, Konst S, Sarmiento R, Rajachar R, Le BP (2014) Injectable dopamine-modified poly(ethylene glycol) nanocomposite hydrogel with enhanced adhesive property and bioactivity. ACS Appl Mater Interfaces 6:16982–16992CrossRef Liu Y, Meng H, Konst S, Sarmiento R, Rajachar R, Le BP (2014) Injectable dopamine-modified poly(ethylene glycol) nanocomposite hydrogel with enhanced adhesive property and bioactivity. ACS Appl Mater Interfaces 6:16982–16992CrossRef
24.
Zurück zum Zitat Ding X, Vegesna GK, Meng H, Winter A, Lee BP (2015) Nitro-group functionalization of dopamine and its contribution to the viscoelastic properties of catechol-containing nanocomposite hydrogels. Macromol Chem Phys 216:1109–1119CrossRef Ding X, Vegesna GK, Meng H, Winter A, Lee BP (2015) Nitro-group functionalization of dopamine and its contribution to the viscoelastic properties of catechol-containing nanocomposite hydrogels. Macromol Chem Phys 216:1109–1119CrossRef
25.
Zurück zum Zitat Suzuki M, Inukai K, Maeda M (2006) Synthesis of imogolite from inorganic solution influence of solution concentration on forming precursor for the synthesis of large quantities of imogolite. J Vac Soc Jpn 49:29–33CrossRef Suzuki M, Inukai K, Maeda M (2006) Synthesis of imogolite from inorganic solution influence of solution concentration on forming precursor for the synthesis of large quantities of imogolite. J Vac Soc Jpn 49:29–33CrossRef
26.
Zurück zum Zitat Teramoto N, Hayashi A, Yamanaka K, Sakiyama A, Nakano A, Shibata M (2012) Preparation and mechanical properties of photo-crosslinked fish gelatin/imogolite nanofiber composite hydrogel. Materials 5:2573–2585CrossRef Teramoto N, Hayashi A, Yamanaka K, Sakiyama A, Nakano A, Shibata M (2012) Preparation and mechanical properties of photo-crosslinked fish gelatin/imogolite nanofiber composite hydrogel. Materials 5:2573–2585CrossRef
27.
Zurück zum Zitat Crescenzi V, Manzini G, Calzolari G, Borri 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 8:449–463CrossRef Crescenzi V, Manzini G, Calzolari G, Borri 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 8:449–463CrossRef
28.
Zurück zum Zitat McBride MB, Wesselink LG (1988) Chemisorption of catechol on gibbsite, boehmite, and noncrystalline alumina surfaces. Environ Sci Technol 22:703–708CrossRef McBride MB, Wesselink LG (1988) Chemisorption of catechol on gibbsite, boehmite, and noncrystalline alumina surfaces. Environ Sci Technol 22:703–708CrossRef
29.
Zurück zum Zitat Lee KS, Chang YW (2013) Thermal, mechanical, and rheological properties of poly(ɛ-caprolactone)/halloysite nanotube nanocomposites. J Appl Polym Sci 126:2807–2816CrossRef Lee KS, Chang YW (2013) Thermal, mechanical, and rheological properties of poly(ɛ-caprolactone)/halloysite nanotube nanocomposites. J Appl Polym Sci 126:2807–2816CrossRef
30.
Zurück zum Zitat Neppalli R, Causin V, Mareg C, Saini R, Mba M, Marigo A (2011) Structure, morphology, and biodegradability of poly (ɛ-caprolactone)-based nanocomposites. Polym Eng Sci 51:1489–1496CrossRef Neppalli R, Causin V, Mareg C, Saini R, Mba M, Marigo A (2011) Structure, morphology, and biodegradability of poly (ɛ-caprolactone)-based nanocomposites. Polym Eng Sci 51:1489–1496CrossRef
31.
Zurück zum Zitat Wu W, Cao X, Zhang Y, He G (2013) Polylactide/halloysite nanotube nanocomposites: thermal, mechanical properties, and foam processing. J Appl Polym Sci 130:443–452CrossRef Wu W, Cao X, Zhang Y, He G (2013) Polylactide/halloysite nanotube nanocomposites: thermal, mechanical properties, and foam processing. J Appl Polym Sci 130:443–452CrossRef
32.
Zurück zum Zitat Cumkur EA, Baouz T, Yilmazer U (2015) Poly(lactic acid)–layered silicate nanocomposites: the effects of modifier and compatibilizer on the morphology and mechanical properties. J Appl Polym Sci 132:42553 (1–12) CrossRef Cumkur EA, Baouz T, Yilmazer U (2015) Poly(lactic acid)–layered silicate nanocomposites: the effects of modifier and compatibilizer on the morphology and mechanical properties. J Appl Polym Sci 132:42553 (1–12) CrossRef
33.
Zurück zum Zitat Karger-Kocsis J, Moskala EJ, Shang PP (2001) Work of fracture and strain-induced cold crystallization behavior of amorphous copolyester sheets. J Therm Anal Calorimetry 63:671–678CrossRef Karger-Kocsis J, Moskala EJ, Shang PP (2001) Work of fracture and strain-induced cold crystallization behavior of amorphous copolyester sheets. J Therm Anal Calorimetry 63:671–678CrossRef
34.
Zurück zum Zitat Men Y, Rieger J (2003) Role of the entangled amorphous network in tensile deformation of semicrystalline polymers. Phys Rev Lett 91:095502(1–4) Men Y, Rieger J (2003) Role of the entangled amorphous network in tensile deformation of semicrystalline polymers. Phys Rev Lett 91:095502(1–4)
35.
Zurück zum Zitat Shibita A, Takase H, Shibata M (2014) Semi-interpenetrating polymer networks composed of poly(L-lactide) and diisocyanate-bridged 4-arm star-shaped ɛ-caprolactone oligomers. Polymer 55:5407–5416CrossRef Shibita A, Takase H, Shibata M (2014) Semi-interpenetrating polymer networks composed of poly(L-lactide) and diisocyanate-bridged 4-arm star-shaped ɛ-caprolactone oligomers. Polymer 55:5407–5416CrossRef
Metadaten
Titel
Nanocomposites composed of poly(ɛ-caprolactone) and oligocaprolactone-modified imogolite utilizing biomimetic chelating method
verfasst von
Souta Miura
Naozumi Teramoto
Mitsuhiro Shibata
Publikationsdatum
01.02.2016
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 2/2016
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-015-0912-2

Weitere Artikel der Ausgabe 2/2016

Journal of Polymer Research 2/2016 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.