Segmented linear shape memory polyurethanes with thermoreversible diels-alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Segmented linear polyurethanes (PUs) containing Diels-Alder (DA) adduct were synthesized in toluene solution from poly("-caprolactone) (PCL, Mn = 10, 25 and 50 kg/mol), diisocyanate (methylene diphenyl diisocyanate (MDI), 2,4- toluene diisocyanate (TDI), 1,6-hexamethylenediisocyanate, (HDI)), furfurylamine (FA) and bismaleimide (BMI). The order of the segments in the PUs was -PCL-MDI-FA-BMI-. The PUs were characterized by size-exclusion chromatography (SEC), different spectroscopic (1H-NMR, attenuated total reflectance Fourier-transform infrared, AT-FTIR), thermal and mechanical analysis (differential scanning calorimetry, DSC, dynamical mechanical analysis, DMA). The DA and retro-DA reactions were identified by1H-NMR for both the synthesized PU and the coupling components (i.e. FA and BMI). Tensile mechanical and shape memory (SM) properties of the PUs were also determined. The DA coupling in the PU was improved by heat treatment above the melting temperature (Tm) of PCL. DMA traces showed a plateau-like region above Tm of PCL confirming the presence of a physical network the netpoints of which are given by the hard segments including the DA couplers. This feature suggested good SM behavior that was confirmed both qualitatively and quantitatively.

Original languageEnglish
Pages (from-to)324-336
Number of pages13
JournalExpress Polymer Letters
Volume10
Issue number4
DOIs
Publication statusPublished - Apr 1 2016

Fingerprint

diisocyanates
Polycaprolactone
Polyurethanes
bismaleimide
Shape memory effect
molecular weight
Molecular weight
methylene
toluene
Dynamic mechanical analysis
Diels-Alder reactions
nuclear magnetic resonance
Toluene
chromatography
exclusion
Toluene 2,4-Diisocyanate
Nuclear magnetic resonance
couplers
adducts
plateaus

Keywords

  • Diels-Alder adduct
  • Mechanical properties
  • Polyurethanes
  • Smart polymers
  • Thermal properties

ASJC Scopus subject areas

  • Polymers and Plastics
  • Materials Chemistry
  • Chemical Engineering(all)
  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

@article{01ac2a18a5ed49f1938825dd6b0c5d52,
title = "Segmented linear shape memory polyurethanes with thermoreversible diels-alder coupling: Effects of polycaprolactone molecular weight and diisocyanate type",
abstract = "Segmented linear polyurethanes (PUs) containing Diels-Alder (DA) adduct were synthesized in toluene solution from poly({"}-caprolactone) (PCL, Mn = 10, 25 and 50 kg/mol), diisocyanate (methylene diphenyl diisocyanate (MDI), 2,4- toluene diisocyanate (TDI), 1,6-hexamethylenediisocyanate, (HDI)), furfurylamine (FA) and bismaleimide (BMI). The order of the segments in the PUs was -PCL-MDI-FA-BMI-. The PUs were characterized by size-exclusion chromatography (SEC), different spectroscopic (1H-NMR, attenuated total reflectance Fourier-transform infrared, AT-FTIR), thermal and mechanical analysis (differential scanning calorimetry, DSC, dynamical mechanical analysis, DMA). The DA and retro-DA reactions were identified by1H-NMR for both the synthesized PU and the coupling components (i.e. FA and BMI). Tensile mechanical and shape memory (SM) properties of the PUs were also determined. The DA coupling in the PU was improved by heat treatment above the melting temperature (Tm) of PCL. DMA traces showed a plateau-like region above Tm of PCL confirming the presence of a physical network the netpoints of which are given by the hard segments including the DA couplers. This feature suggested good SM behavior that was confirmed both qualitatively and quantitatively.",
keywords = "Diels-Alder adduct, Mechanical properties, Polyurethanes, Smart polymers, Thermal properties",
author = "Cs Lakatos and K. Czifr{\'a}k and R. Papp and J. Karger-Kocsis and M. Zsuga and S. K{\'e}ki",
year = "2016",
month = "4",
day = "1",
doi = "10.3144/expresspolymlett.2016.30",
language = "English",
volume = "10",
pages = "324--336",
journal = "Express Polymer Letters",
issn = "1788-618X",
publisher = "BME-PT and GTE",
number = "4",

}

TY - JOUR

T1 - Segmented linear shape memory polyurethanes with thermoreversible diels-alder coupling

T2 - Effects of polycaprolactone molecular weight and diisocyanate type

AU - Lakatos, Cs

AU - Czifrák, K.

AU - Papp, R.

AU - Karger-Kocsis, J.

AU - Zsuga, M.

AU - Kéki, S.

PY - 2016/4/1

Y1 - 2016/4/1

N2 - Segmented linear polyurethanes (PUs) containing Diels-Alder (DA) adduct were synthesized in toluene solution from poly("-caprolactone) (PCL, Mn = 10, 25 and 50 kg/mol), diisocyanate (methylene diphenyl diisocyanate (MDI), 2,4- toluene diisocyanate (TDI), 1,6-hexamethylenediisocyanate, (HDI)), furfurylamine (FA) and bismaleimide (BMI). The order of the segments in the PUs was -PCL-MDI-FA-BMI-. The PUs were characterized by size-exclusion chromatography (SEC), different spectroscopic (1H-NMR, attenuated total reflectance Fourier-transform infrared, AT-FTIR), thermal and mechanical analysis (differential scanning calorimetry, DSC, dynamical mechanical analysis, DMA). The DA and retro-DA reactions were identified by1H-NMR for both the synthesized PU and the coupling components (i.e. FA and BMI). Tensile mechanical and shape memory (SM) properties of the PUs were also determined. The DA coupling in the PU was improved by heat treatment above the melting temperature (Tm) of PCL. DMA traces showed a plateau-like region above Tm of PCL confirming the presence of a physical network the netpoints of which are given by the hard segments including the DA couplers. This feature suggested good SM behavior that was confirmed both qualitatively and quantitatively.

AB - Segmented linear polyurethanes (PUs) containing Diels-Alder (DA) adduct were synthesized in toluene solution from poly("-caprolactone) (PCL, Mn = 10, 25 and 50 kg/mol), diisocyanate (methylene diphenyl diisocyanate (MDI), 2,4- toluene diisocyanate (TDI), 1,6-hexamethylenediisocyanate, (HDI)), furfurylamine (FA) and bismaleimide (BMI). The order of the segments in the PUs was -PCL-MDI-FA-BMI-. The PUs were characterized by size-exclusion chromatography (SEC), different spectroscopic (1H-NMR, attenuated total reflectance Fourier-transform infrared, AT-FTIR), thermal and mechanical analysis (differential scanning calorimetry, DSC, dynamical mechanical analysis, DMA). The DA and retro-DA reactions were identified by1H-NMR for both the synthesized PU and the coupling components (i.e. FA and BMI). Tensile mechanical and shape memory (SM) properties of the PUs were also determined. The DA coupling in the PU was improved by heat treatment above the melting temperature (Tm) of PCL. DMA traces showed a plateau-like region above Tm of PCL confirming the presence of a physical network the netpoints of which are given by the hard segments including the DA couplers. This feature suggested good SM behavior that was confirmed both qualitatively and quantitatively.

KW - Diels-Alder adduct

KW - Mechanical properties

KW - Polyurethanes

KW - Smart polymers

KW - Thermal properties

UR - http://www.scopus.com/inward/record.url?scp=84955559449&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84955559449&partnerID=8YFLogxK

U2 - 10.3144/expresspolymlett.2016.30

DO - 10.3144/expresspolymlett.2016.30

M3 - Article

AN - SCOPUS:84955559449

VL - 10

SP - 324

EP - 336

JO - Express Polymer Letters

JF - Express Polymer Letters

SN - 1788-618X

IS - 4

ER -