Cationic copolymerization of tetrahydrofuran with ethylene oxide in the presence of diols: Composition, microstructure, and properties of copolymers

Bednarek, Melania; Kubisa, Przemysław

doi:10.1002/(sici)1099-0518(19990901)37:17<3455::aid-pola3>3.0.co;2-l

Cited by 17 publications

(18 citation statements)

References 8 publications

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“…. In the case of PET, it is clear that carbon atoms 1, 2, and 3 are attributed to the multi peaks at about 71 and 26 ppm, which is in good agreement with previous reports . In addition, other carbon atoms are clearly assigned.…”

Section: Resultssupporting

confidence: 91%

Comparison between properties of polyether polytriazole elastomers and polyether polyurethane elastomers

Zhai

Yang

2014

Polym. Adv. Technol.

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In order to explore the application of click chemistry in the field of elastomer materials, the comparison between the properties of polyurethane and polytriazole elastomers has been carried out. Propargyl‐terminated ethylene oxide‐tetrahydrofuran copolymer (PTPET) has been prepared from the ethylene oxide‐tetrahydrofuran copolymer (PET) by end modification. Using polyisocyanate N100 and polyazide compounds as cross‐linkers, PET polyurethane and PTPET polytriazole elastomers have been prepared through urethane and copper‐catalyzed azide‐alkyne huisgen [3 + 2] dipolar cycloaddition reactions, respectively. Mechanical properties indicate that, to be different from those of polyurethane elastomers, the modulus E and stress σb of polytriazole elastomers increase at first, and then decrease with the increase in R. At around the stoichiometric ratio, the modulus E and stress σb reach a maximum, and the strain εb reaches a minimum. Swelling tests demonstrate that the Mc of polytriazole elastomers has a minimum value at the stoichiometric ratio. The dynamic mechanical analysis indicates that both polyurethane and polytriazole elastomers have the same glass transition temperature of −64°C, although polytriazole elastomers exhibit lower dissipation factor tan δ. Thermal analysis shows that polytriazole elastomers have better thermal stability than polyurethane elastomers. Copyright © 2014 John Wiley & Sons, Ltd.

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Section: Resultssupporting

confidence: 91%

Comparison between properties of polyether polytriazole elastomers and polyether polyurethane elastomers

Zhai

Yang

2014

Polym. Adv. Technol.

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“…The same observations were made for the copolymerization of EPO with THF (entries 3-4). Decreasing the relative amount of THF:EPO led to gelling (compare Table 1, entry 6, with Table 2, entry 4) while increasing 40 the temperature suppressed gelling (compare Table 1, entry 6 with Table 2 entry 5). This is likely due to the higher activation energy for THF ring-opening (51.3 kcal/mol) compared to epoxide ring-opening (20 kcal/mol).…”

Section: Resultsmentioning

confidence: 99%

“…51 Both the polymers derived from methyloleate and cocoa butter, p (THF-35 EMO-MDI), entry 2, and p(THF-ECB-MDI), entry 3, were derived from oils with one epoxide group and the hydroxyl values of both macromonomers p(THF-EMO) and p(THF-ECB) were lower (25 and 27 mg KOH/g) than for that derived from palm oil p(THF-EPO). Therefore, the cross-link densities exhibited by the 40 methyloleate and cocoa butter derived polymers, p(THF-EMO-MDI), entry 2, and p(THF-ECB-MDI), were relatively low (3.2-3.4 x 10 -4 mol/cm 3 ) compared to that derived from palm oil, p(THF-EPO-MDI), 5.3 x 10 -4 mol/cm 3 . This relatively low crosslink density translated to a lower tensile strength, in the region of 45 5.3 MPa to 5.9 MPa, compared to 9.1 MPa for p(THF-EPO-MDI).…”

mentioning

confidence: 98%

“…Ring-opening of epoxidized vegetable oils (EVO's) with a range of nucleophiles furnishes secondary alcohol polyols which can be used to make polyurethanes. 5,[25][26][27][28][29] These secondary alcohols can also be used to ring-open ethylene oxide to give 40 polyols with primary hydroxyl functionality which are more reactive to polyurethane formation. 30 An alternative approach to furnish primary polyols from vegetable oils utilizes ring-opening of epoxides with 1,3-propanediol.…”

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confidence: 99%

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Copolymers of tetrahydrofuran and epoxidized vegetable oils: application to elastomeric polyurethanes

Clark

Hoong

2014

Polym. Chem.

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The Lewis Acid ring-opening of epoxidized vegetable oils (EVO's) in the presence of tetrahydrofuran (THF) gives rise to polyether polyol co-polymers p(THF-stat-EVO). The effect of Lewis acid, vegetable oil substrate (epoxidised methyloleate EMO, epoxidised cocoa butter ECB, and epoxidised palm oil EPO) and conditions (concentration, temperature and time) on the molecular weight, polydispersity, hydroxyl 10 value and thermal properties of the p(THF-stat-EVO) macromonomers was determined. Elastomeric polyurethanes were prepared from p(THF-stat-EVO) macromonomers and MDI and their mechanical and thermal properties determined. The properties of the polyurethane derived from p(THF-EPO) were compared to that derived from the homopolymer of epoxidised palm oil (EPO) prepared by Lewis acid ring-opening in the absence of THF. The co-polymer incorporating THF gave rise to a material with

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“…[28][29][30][31][32] The ringopening copolymerization of THF with PO in the presence of HTPB was realized by slowly adding PO to the reaction system containing THF, toluene, and Lewis acid catalyst at 0 °C. [28][29][30][31][32] The ringopening copolymerization of THF with PO in the presence of HTPB was realized by slowly adding PO to the reaction system containing THF, toluene, and Lewis acid catalyst at 0 °C.…”

Section: Synthesis Mechanism and Characterization Of The Triblock Copmentioning

confidence: 99%

Preparation of a P(THF-co-PO)-b-PB-b-P(THF-co-PO) triblock copolymer via cationic ring-opening polymerization and its use as a thermoset polymer

et al. 2015

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The triblock copolymer poly(tetrahydrofuran-co-propylene oxide)-b-polybutadiene-b-poly(tetrahydrofuran-co-propylene oxide) [P(THF-co-PO)-b-PB-b-P(THF-co-PO)] was synthesized via the cationic ring-opening copolymerization of tetrahydrofuran (THF) and propylene oxide (PO) in the presence of hydroxyl-terminated polybutadiene (HTPB). The copolymerization mechanism was studied using Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), and size-exclusion chromatography coupled with multi-angle laser light scattering (SEC-MALLS). The results showed both active chain end (ACE) and activated monomer (AM) mechanisms contribute to the chain propagation process to different extents, and the copolyether segments in triblock copolymer had a gradient microstructure accordingly. Differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and viscosity testing results showed that the triblock copolymer had lower Tg than HTPB, low crystallization tendency and viscosity, and excellent thermal stability. To explore its potential applications, the triblock copolymer was used to prepare elastomer by thermosetting process. Dynamic thermomechanical analysis (DMA) and tensile test results indicated that the triblock copolymer based elastomer had lower Tg, as well as dramatically higher tan δ value and elongation at break, than HTPB based elastomer because of the introduction of copolyether segments.

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Cationic copolymerization of tetrahydrofuran with ethylene oxide in the presence of diols: Composition, microstructure, and properties of copolymers

Cited by 17 publications

References 8 publications

Comparison between properties of polyether polytriazole elastomers and polyether polyurethane elastomers

Comparison between properties of polyether polytriazole elastomers and polyether polyurethane elastomers

Copolymers of tetrahydrofuran and epoxidized vegetable oils: application to elastomeric polyurethanes

Preparation of a P(THF-co-PO)-b-PB-b-P(THF-co-PO) triblock copolymer via cationic ring-opening polymerization and its use as a thermoset polymer

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