Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies

César Saldías, Ligia Gargallo, Claudia Sandoval, Angel Leiva, Deodato Radic, Julio Caballero, Mario Saavedra, Fernando D. González-Nilo

Resultado de la investigación: Article

7 Citas (Scopus)

Resumen

Inclusion complexes (ICs) between poly(ε-caprolactone)diol (PEC) with α-cyclodextrin (α-CD) (α-CD-PEC) and γ-cyclodextrin (γ-CD) (γ-CD-PEC) were prepared and characterized by FT-IR, 1H NMR, thermogravimetry, surface activity and wettability measurements. The thermal stabilities of the inclusion complexes are very similar. The thermal stability of PEC is better than ICs and CDs. Stable monolayers of PEC and α-CD-PEC and γ-CD-PEC complexes have been obtained at the air-water interface using the Langmuir Technique. The surface pressure-area isotherms (π-A) were found to be of different types, depending on the CD utilized. From the surface free energy values of PEC and ICs it was possible to conclude that ICs are more hydrophobic than cyclodextrins. PEC is the most hydrophobic. The surface parameters the minimum area A0, the critical surface pressure πc, and static elasticity ε0 were also estimated for ICs and PEC. In order to describe the experimental results, molecular dynamic simulation (MDS) was performed. In addition, the physical properties that stabilize CD-CD, CD-polymer and CD-solvent interactions were elucidated by MDS. Theoretical results have demonstrated that complexes are stabilized by hydrophobic interactions between the cavity of CDs and the -(CH2)5-units of PEC, and also by hydrogen-bond formation between the hydroxyl groups situated along the rim of CD molecules threaded onto the PEC chain. CD-CD hydrogen-bond formation is maximized in 1:2 γ-CD-PEC complex and 1:1 α-CD-PEC complexes.

Idioma originalEnglish
Páginas (desde-hasta)2926-2932
Número de páginas7
PublicaciónPolymer
Volumen50
N.º13
DOI
EstadoPublished - 19 jun 2009

Huella dactilar

Cyclodextrins
Molecular dynamics
Hydrogen bonds
Thermodynamic stability
Computer simulation
Hydroxyl Radical
Free energy
Isotherms
Wetting
Thermogravimetric analysis
polycaprolactone
Elasticity
Monolayers
Polymers
Physical properties
Nuclear magnetic resonance
Molecules
Water
Air

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry

Citar esto

Saldías, César ; Gargallo, Ligia ; Sandoval, Claudia ; Leiva, Angel ; Radic, Deodato ; Caballero, Julio ; Saavedra, Mario ; González-Nilo, Fernando D. / Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies. En: Polymer. 2009 ; Vol. 50, N.º 13. pp. 2926-2932.
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title = "Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies",
abstract = "Inclusion complexes (ICs) between poly(ε-caprolactone)diol (PEC) with α-cyclodextrin (α-CD) (α-CD-PEC) and γ-cyclodextrin (γ-CD) (γ-CD-PEC) were prepared and characterized by FT-IR, 1H NMR, thermogravimetry, surface activity and wettability measurements. The thermal stabilities of the inclusion complexes are very similar. The thermal stability of PEC is better than ICs and CDs. Stable monolayers of PEC and α-CD-PEC and γ-CD-PEC complexes have been obtained at the air-water interface using the Langmuir Technique. The surface pressure-area isotherms (π-A) were found to be of different types, depending on the CD utilized. From the surface free energy values of PEC and ICs it was possible to conclude that ICs are more hydrophobic than cyclodextrins. PEC is the most hydrophobic. The surface parameters the minimum area A0, the critical surface pressure πc, and static elasticity ε0 were also estimated for ICs and PEC. In order to describe the experimental results, molecular dynamic simulation (MDS) was performed. In addition, the physical properties that stabilize CD-CD, CD-polymer and CD-solvent interactions were elucidated by MDS. Theoretical results have demonstrated that complexes are stabilized by hydrophobic interactions between the cavity of CDs and the -(CH2)5-units of PEC, and also by hydrogen-bond formation between the hydroxyl groups situated along the rim of CD molecules threaded onto the PEC chain. CD-CD hydrogen-bond formation is maximized in 1:2 γ-CD-PEC complex and 1:1 α-CD-PEC complexes.",
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Saldías, C, Gargallo, L, Sandoval, C, Leiva, A, Radic, D, Caballero, J, Saavedra, M & González-Nilo, FD 2009, 'Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies', Polymer, vol. 50, n.º 13, pp. 2926-2932. https://doi.org/10.1016/j.polymer.2009.04.044

Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies. / Saldías, César; Gargallo, Ligia; Sandoval, Claudia; Leiva, Angel; Radic, Deodato; Caballero, Julio; Saavedra, Mario; González-Nilo, Fernando D.

En: Polymer, Vol. 50, N.º 13, 19.06.2009, p. 2926-2932.

Resultado de la investigación: Article

TY - JOUR

T1 - Inclusion complexes containing poly(ε-caprolactone)diol and cyclodextrins. Experimental and theoretical studies

AU - Saldías, César

AU - Gargallo, Ligia

AU - Sandoval, Claudia

AU - Leiva, Angel

AU - Radic, Deodato

AU - Caballero, Julio

AU - Saavedra, Mario

AU - González-Nilo, Fernando D.

PY - 2009/6/19

Y1 - 2009/6/19

N2 - Inclusion complexes (ICs) between poly(ε-caprolactone)diol (PEC) with α-cyclodextrin (α-CD) (α-CD-PEC) and γ-cyclodextrin (γ-CD) (γ-CD-PEC) were prepared and characterized by FT-IR, 1H NMR, thermogravimetry, surface activity and wettability measurements. The thermal stabilities of the inclusion complexes are very similar. The thermal stability of PEC is better than ICs and CDs. Stable monolayers of PEC and α-CD-PEC and γ-CD-PEC complexes have been obtained at the air-water interface using the Langmuir Technique. The surface pressure-area isotherms (π-A) were found to be of different types, depending on the CD utilized. From the surface free energy values of PEC and ICs it was possible to conclude that ICs are more hydrophobic than cyclodextrins. PEC is the most hydrophobic. The surface parameters the minimum area A0, the critical surface pressure πc, and static elasticity ε0 were also estimated for ICs and PEC. In order to describe the experimental results, molecular dynamic simulation (MDS) was performed. In addition, the physical properties that stabilize CD-CD, CD-polymer and CD-solvent interactions were elucidated by MDS. Theoretical results have demonstrated that complexes are stabilized by hydrophobic interactions between the cavity of CDs and the -(CH2)5-units of PEC, and also by hydrogen-bond formation between the hydroxyl groups situated along the rim of CD molecules threaded onto the PEC chain. CD-CD hydrogen-bond formation is maximized in 1:2 γ-CD-PEC complex and 1:1 α-CD-PEC complexes.

AB - Inclusion complexes (ICs) between poly(ε-caprolactone)diol (PEC) with α-cyclodextrin (α-CD) (α-CD-PEC) and γ-cyclodextrin (γ-CD) (γ-CD-PEC) were prepared and characterized by FT-IR, 1H NMR, thermogravimetry, surface activity and wettability measurements. The thermal stabilities of the inclusion complexes are very similar. The thermal stability of PEC is better than ICs and CDs. Stable monolayers of PEC and α-CD-PEC and γ-CD-PEC complexes have been obtained at the air-water interface using the Langmuir Technique. The surface pressure-area isotherms (π-A) were found to be of different types, depending on the CD utilized. From the surface free energy values of PEC and ICs it was possible to conclude that ICs are more hydrophobic than cyclodextrins. PEC is the most hydrophobic. The surface parameters the minimum area A0, the critical surface pressure πc, and static elasticity ε0 were also estimated for ICs and PEC. In order to describe the experimental results, molecular dynamic simulation (MDS) was performed. In addition, the physical properties that stabilize CD-CD, CD-polymer and CD-solvent interactions were elucidated by MDS. Theoretical results have demonstrated that complexes are stabilized by hydrophobic interactions between the cavity of CDs and the -(CH2)5-units of PEC, and also by hydrogen-bond formation between the hydroxyl groups situated along the rim of CD molecules threaded onto the PEC chain. CD-CD hydrogen-bond formation is maximized in 1:2 γ-CD-PEC complex and 1:1 α-CD-PEC complexes.

KW - Inclusion complexes

KW - Molecular dynamic simulation

KW - Surface pression-area isotherm

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U2 - 10.1016/j.polymer.2009.04.044

DO - 10.1016/j.polymer.2009.04.044

M3 - Article

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JF - Polymer

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