New thermoplastic poly(thiourethane-urethane) elastomers based on hexane-1,6-diyl diisocyanate (HDI)

Rogulska, Magdalena; Kultys, Anna; Olszewska, Elżbieta

doi:10.1007/s10973-013-3007-5

Cited by 50 publications

(55 citation statements)

References 28 publications

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“…Table 2 compiles characteristic temperatures for the degradation process of the SPURs, i.e., T 1 , T 5 , T 10 , T 50 , and T max , that refer to the temperatures of 1, 5, 10, and 50% mass loss and of the maximum rate of mass loss. Table 4 also gives the temperatures received for the RPUR, PTMO, and PHCD, while those obtained in inert atmosphere have already been demonstrated [20,22].…”

Section: Resultsmentioning

confidence: 86%

“…Using aliphatic isocyanate and the chain extender with specific structure (no possibility of forming colored benzenoid (quinonoid) structures) makes it possible to synthesize non-yellowing polymers [20]. These segmented polyurethanes (SPURs) in view of the presence of sulfur atoms may show improved adhesive properties to metals [20][21][22][23][24][25][26] and higher refractive index [20,[23][24][25][26] in comparison with the conventional polyurethanes derived from the butane-1,4-diol (BD) chain extender. To be able to make such a comparison, their analogs based on BD, PTMO or PHCD and HMDI were prepared in the same conditions as SPURs.…”

Section: Introductionmentioning

confidence: 99%

“…To facilitate the interpretation of the results received, the study also contains data obtained for the regular polyurethane (RPUR), derived from the diol OSOE and HMDI, which is a model of hard segments in these SPURs, as well as polymer diols used as soft segments, although some of them have already been presented [20,22].…”

Section: Introductionmentioning

confidence: 99%

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Transparent sulfur-containing thermoplastic polyurethanes with polyether and polycarbonate soft segments

Rogulska

2017

Polym. Bull.

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New thermoplastic polyether-and polycarbonate-based segmented polyurethanes were synthesized by a catalyzed one-step melt polyaddition from diphenyl sulfide-derivative diol, i.e., 2,2 0 -[sulfanediylbis(benzene-1,4-diyloxy)]diethanol as a nonconventional chain extender, 1,1 0 -methanediylbis(4-isocyanatocyclohexane), and 40, 50, and 60 mol% poly(hexane-1,6-diyl carbonate) diol (PHCD) of M n ¼ 860 g=mol or poly(oxytetramethylene) diol (PTMO) of M n ¼ 1000g=mol as soft segments. The structures and thermal properties of the polymers were examined by FTIR, elemental analysis, differential scanning calorimetry, thermogravimetry (TG), and TG-FTIR. Moreover, their Shore A/D hardness, tensile, physicochemical, adhesive, and optical properties were determined. The obtained colorless, transparent, amorphous materials exhibited elastomeric or plastic properties. The PTMO-based polymers showed lower glass-transition temperatures than those based on PHCD (from -29 to 5°C vs. from 11 to 43°C) as well as a higher degree of microphase separation. On the other hand, the polymers with the polycarbonate soft segments revealed better transparency (transmittance at 800 nm: 84-89% vs. 75-82%), higher tensile strength (up to 48.6 MPa vs. up to 28.3 MPa), and hardness in comparison with those with the polyether soft segments. The polymers decomposed in two (in helium) or three (in air) stages and possessed a relatively good thermal stability. Their temperatures of 1% mass loss were contained within the range of 255-274°C. In inert atmosphere, the values shown by polymers from PTMO were higher than those from PHCD, whereas in oxidative atmosphere, the situation was reversed. The newly synthesized sulfur-containing polymers showed a higher refractive index and adhesive strength to copper than analogous polymers based on butane-1,4-diol as a chain extender.

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Section: Resultsmentioning

confidence: 86%

Section: Introductionmentioning

confidence: 99%

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Transparent sulfur-containing thermoplastic polyurethanes with polyether and polycarbonate soft segments

Rogulska

2017

Polym. Bull.

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“…On the basis of the studies conducted for selected polymers, it was stated that the introduction of sulfur atoms to the polymer chain improved their adhesive strength [12,[14][15][16] and refractive index [15,16]. Polymer antimicrobial activity against Gram-positive bacteria was also discovered [15].…”

Section: Introductionmentioning

confidence: 99%

Aliphatic polycarbonate-based thermoplastic polyurethane elastomers containing diphenyl sulfide units

Rogulska

Kultys

2016

J Therm Anal Calorim

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New thermoplastic polyurethane elastomers (TPUs) were obtained by a one-step melt polyaddition from 30, 45 and 60 mol% aliphatic polycarbonate diol of M n = 2000 g mol -1 (Desmophen Ò C2200, Bayer), 1,1 0 -methanediylbis(4-isocyanatocyclohexane) (HMDI) or 1,6-diisocyanatohexane (HDI) and 2,2 0 -[sulfanediylbis(benzene-1,4-diyloxy)]diethanol (acting as a chain extender). The TPUs were examined by FTIR, UV-Vis, atomic force microscopy, X-ray diffraction analysis, differential scanning calorimetry, thermogravimetry (TG) and TG-FTIR. Moreover, their Shore A/D hardness, tensile, adhesive and optical properties were determined. The obtained TPUs were transparent or opaque high molar mass materials, showing amorphous or partially crystalline structures. The HDI-based TPUs exhibited lower glass-transition temperatures than those based on HMDI (from -35 to -31°C vs. from -20 to 1°C) as well as a higher degree of microphase separation. The TPUs were stable up to 262-272°C, taking into account the temperature of 1 % mass loss, with somewhat higher values shown by those from HDI. They decomposed in two stages. The main volatile products of the hard-segment decomposition were carbon dioxide, water and carbonyl sulfide, while aliphatic ethers, aldehydes and unsaturated alcohols, as well as carbon dioxide, originated from the soft-segment decomposition. The synthesized TPUs, with hardness in the range of 80-90°Sh A, possessed a good tensile strength (33.0-38.7 MPa), similar to that of the commercial biodurable medical grade TPU ChronoFlex Ò AL 80A (37.9 MPa), prepared from aliphatic polycarbonate diol, HMDI and butane-1,4-diol.

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“…In contrast, the aliphatic diisocyanate-based TPUs show no change of colour in the same condition [3]. This paper is a continuation of research on the new TPUs derived from aliphatic-aromatic sulphur-containing chain extenders as well as derivatives of diphenylmethane [5][6][7][8][9][10][11][12][13], diphenylethane [14][15][16], benzophenone [17][18][19], diphenyl ether [20] and diphenyl sulphide [21,22]. Based on the test results, it can be concluded that the introduction of sulphur atoms into the structure of a polymer has increased their adhesive strength [21] and refractive index [11,12].…”

Section: Introductionmentioning

confidence: 73%

New thermoplastic polyurethane elastomers based on aliphatic diisocyanate

Puszka

Kultys

2016

J Therm Anal Calorim

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New segmented polyurethanes (SPURs) were synthesized by one-step melt polyaddition from a poly (oxytetramethylene)diol of M n = 1000 g mol -1 (PTMO) or a poly(hexamethylene carbonate)diol of M n = 860 g mol -1 (PHCD) as soft segments, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane (IPDI), and 2,2 0 -methylenebisas an unconventional chain extender. Furthermore, some of SPURs were modified by the addition of a carboxylic group by means of 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoic acid. The effects of the kind and amount of the polymer diol and chain extender used on the structure and properties of the polymers were studied. The polymers were examined by attenuated total reflection Fourier transform infrared spectroscopy, gel permeation chromatography, thermogravimetric analysis (TG), TG-FTIR, differential scanning calorimetry (DSC), Shore A/D hardness and tensile testing. The obtained SPURs were amorphous, colourless, high molar mass materials which showed elastomeric or plastic properties. Their T g s were in the range of -51 to 29°C. It was observed that the polymers with a PHCD demonstrated a better segmental miscibility (higher T g s), as well as greater hardness and tensile strengths, but smaller elongations at break than PTMO-based ones. All of the polymers exhibited a relatively good thermal stability.

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New thermoplastic poly(thiourethane-urethane) elastomers based on hexane-1,6-diyl diisocyanate (HDI)

Cited by 50 publications

References 28 publications

Transparent sulfur-containing thermoplastic polyurethanes with polyether and polycarbonate soft segments

Transparent sulfur-containing thermoplastic polyurethanes with polyether and polycarbonate soft segments

Aliphatic polycarbonate-based thermoplastic polyurethane elastomers containing diphenyl sulfide units

New thermoplastic polyurethane elastomers based on aliphatic diisocyanate

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