Polyurethanes with monodisperse rigid segments based on a diamine-diamine chain extender

G.J.E. Biemond, K. Braspenning, R.J. Gaymans

Research output: Contribution to journalArticleAcademicpeer-review

21 Citations (Scopus)

Abstract

Polyether(bisurethane-bisurea-bisamide)s (PEUUA) based on poly(tetramethylene oxide) (PTMO) were synthesized by chain extension of PTMO endcapped with a diisocyanate (DI), and a diamine-diamide extender. The prepolymers were PTMOs with molecular weights between 1270 and 2200 g mol-1, either endcapped with 4,4-diphenylmethane diisocyanate (MDI), 2,4-toluene diisocyanate (2,4-TDI), or 1,6-hexane diisocyante (HDI) and with a low content of free diisocyanate (<0.1 wt %). The diamine-diamide (6A6) extender was based on hexamethylene diamine (6) and adipic acid (A). In this way, segmented polyurethanes with monodisperse rigid segments (DI-6A6-DI) were obtained. The PEUUAs were characterized by DSC as well as temperature-dependent FTIR and DMTA. The mechanical properties of the polymers were evaluated by compression set and tensile test measurements. The polyurethanes with monodisperse rigid segments displayed low glass transition temperatures, almost temperature-independent rubbery plateaus and sharp melting temperatures. The crystallinities of the hard segments were 70-80% upon heating and 40-60% upon cooling. The rate of crystallization was moderately fast as the supercooling (Tm - Tc) was in the order 36-54°C. The polyurethanes based on HDI had a much higher rubber modulus as compared to the MDI and 2,4-TDI-based polymers, because of a higher degree of crystallinity and/or a higher aspect ratio of the crystallites. The HDI residues are flexible and not sterically hindered and could therefore be more easily packed than MDI or 2,4-TDI residues. Polyurethanes with monodisperse DI-6A6-DI hard segments have interesting properties
Original languageUndefined
Pages (from-to)2180-2189
JournalJournal of applied polymer science
Volume107
Issue number4
DOIs
Publication statusPublished - 2008

Keywords

  • IR-68969
  • METIS-254522

Cite this

Biemond, G.J.E. ; Braspenning, K. ; Gaymans, R.J. / Polyurethanes with monodisperse rigid segments based on a diamine-diamine chain extender. In: Journal of applied polymer science. 2008 ; Vol. 107, No. 4. pp. 2180-2189.
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abstract = "Polyether(bisurethane-bisurea-bisamide)s (PEUUA) based on poly(tetramethylene oxide) (PTMO) were synthesized by chain extension of PTMO endcapped with a diisocyanate (DI), and a diamine-diamide extender. The prepolymers were PTMOs with molecular weights between 1270 and 2200 g mol-1, either endcapped with 4,4-diphenylmethane diisocyanate (MDI), 2,4-toluene diisocyanate (2,4-TDI), or 1,6-hexane diisocyante (HDI) and with a low content of free diisocyanate (<0.1 wt {\%}). The diamine-diamide (6A6) extender was based on hexamethylene diamine (6) and adipic acid (A). In this way, segmented polyurethanes with monodisperse rigid segments (DI-6A6-DI) were obtained. The PEUUAs were characterized by DSC as well as temperature-dependent FTIR and DMTA. The mechanical properties of the polymers were evaluated by compression set and tensile test measurements. The polyurethanes with monodisperse rigid segments displayed low glass transition temperatures, almost temperature-independent rubbery plateaus and sharp melting temperatures. The crystallinities of the hard segments were 70-80{\%} upon heating and 40-60{\%} upon cooling. The rate of crystallization was moderately fast as the supercooling (Tm - Tc) was in the order 36-54°C. The polyurethanes based on HDI had a much higher rubber modulus as compared to the MDI and 2,4-TDI-based polymers, because of a higher degree of crystallinity and/or a higher aspect ratio of the crystallites. The HDI residues are flexible and not sterically hindered and could therefore be more easily packed than MDI or 2,4-TDI residues. Polyurethanes with monodisperse DI-6A6-DI hard segments have interesting properties",
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author = "G.J.E. Biemond and K. Braspenning and R.J. Gaymans",
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doi = "10.1002/app.27282",
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Polyurethanes with monodisperse rigid segments based on a diamine-diamine chain extender. / Biemond, G.J.E.; Braspenning, K.; Gaymans, R.J.

In: Journal of applied polymer science, Vol. 107, No. 4, 2008, p. 2180-2189.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Polyurethanes with monodisperse rigid segments based on a diamine-diamine chain extender

AU - Biemond, G.J.E.

AU - Braspenning, K.

AU - Gaymans, R.J.

PY - 2008

Y1 - 2008

N2 - Polyether(bisurethane-bisurea-bisamide)s (PEUUA) based on poly(tetramethylene oxide) (PTMO) were synthesized by chain extension of PTMO endcapped with a diisocyanate (DI), and a diamine-diamide extender. The prepolymers were PTMOs with molecular weights between 1270 and 2200 g mol-1, either endcapped with 4,4-diphenylmethane diisocyanate (MDI), 2,4-toluene diisocyanate (2,4-TDI), or 1,6-hexane diisocyante (HDI) and with a low content of free diisocyanate (<0.1 wt %). The diamine-diamide (6A6) extender was based on hexamethylene diamine (6) and adipic acid (A). In this way, segmented polyurethanes with monodisperse rigid segments (DI-6A6-DI) were obtained. The PEUUAs were characterized by DSC as well as temperature-dependent FTIR and DMTA. The mechanical properties of the polymers were evaluated by compression set and tensile test measurements. The polyurethanes with monodisperse rigid segments displayed low glass transition temperatures, almost temperature-independent rubbery plateaus and sharp melting temperatures. The crystallinities of the hard segments were 70-80% upon heating and 40-60% upon cooling. The rate of crystallization was moderately fast as the supercooling (Tm - Tc) was in the order 36-54°C. The polyurethanes based on HDI had a much higher rubber modulus as compared to the MDI and 2,4-TDI-based polymers, because of a higher degree of crystallinity and/or a higher aspect ratio of the crystallites. The HDI residues are flexible and not sterically hindered and could therefore be more easily packed than MDI or 2,4-TDI residues. Polyurethanes with monodisperse DI-6A6-DI hard segments have interesting properties

AB - Polyether(bisurethane-bisurea-bisamide)s (PEUUA) based on poly(tetramethylene oxide) (PTMO) were synthesized by chain extension of PTMO endcapped with a diisocyanate (DI), and a diamine-diamide extender. The prepolymers were PTMOs with molecular weights between 1270 and 2200 g mol-1, either endcapped with 4,4-diphenylmethane diisocyanate (MDI), 2,4-toluene diisocyanate (2,4-TDI), or 1,6-hexane diisocyante (HDI) and with a low content of free diisocyanate (<0.1 wt %). The diamine-diamide (6A6) extender was based on hexamethylene diamine (6) and adipic acid (A). In this way, segmented polyurethanes with monodisperse rigid segments (DI-6A6-DI) were obtained. The PEUUAs were characterized by DSC as well as temperature-dependent FTIR and DMTA. The mechanical properties of the polymers were evaluated by compression set and tensile test measurements. The polyurethanes with monodisperse rigid segments displayed low glass transition temperatures, almost temperature-independent rubbery plateaus and sharp melting temperatures. The crystallinities of the hard segments were 70-80% upon heating and 40-60% upon cooling. The rate of crystallization was moderately fast as the supercooling (Tm - Tc) was in the order 36-54°C. The polyurethanes based on HDI had a much higher rubber modulus as compared to the MDI and 2,4-TDI-based polymers, because of a higher degree of crystallinity and/or a higher aspect ratio of the crystallites. The HDI residues are flexible and not sterically hindered and could therefore be more easily packed than MDI or 2,4-TDI residues. Polyurethanes with monodisperse DI-6A6-DI hard segments have interesting properties

KW - IR-68969

KW - METIS-254522

U2 - 10.1002/app.27282

DO - 10.1002/app.27282

M3 - Article

VL - 107

SP - 2180

EP - 2189

JO - Journal of applied polymer science

JF - Journal of applied polymer science

SN - 0021-8995

IS - 4

ER -