Synthesis and surface mobility of segmented polyurethanes with fluorinated side chains attached to hard blocks

Tan, Hao

doi:10.1016/s0032-3861(03)01234-5

Cited by 4 publications

(8 citation statements)

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“…The first T g represents the glass transition of the soft segment domains and the second T g represents that of the hard segment domains. 29 The wide endothermal peak reveals the dissociation of the domains with long-range order. Table VI shows the molecular weights and tensile properties of the PCU, FPCU-A, and B.…”

Section: Bulk Characterization Resultsmentioning

confidence: 99%

“…The soft segment of FPCU, poly(1,6-hexyl-1,5-pentyl carbonate)diol (PHPCD) with 3:2 molar ratio of 1,6-hexyl and 1,5-pentyl linkages, was synthesized according to the literature. 29 The hydroxyl number and number-average molecular weight were 106.1 6 1.3 mg KOH/g and 1058 Da, respectively.…”

Section: Introductionmentioning

confidence: 94%

“…Tan et al investigated synthesis and surface properties of polycarbonate urethanes with fluorinated side chains attached on hard blocks. 29,30 And self-assembled micro-domains of fluorocarbon clusters on the uppermost surface were observed in some fluorinated poly(carbonate urethane)s. 30 Until now, most of research focused on fluorocarbon end-capped polyether polyurethanes and fluorocarbon end-capped polycarbonate urethanes were seldom investigated. Since polycarbonate urethanes proved to be more biostable than polyether ones, 5,8 the addition of fluorocarbon tails may further improve their biostability.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of fluorocarbon chain end‐capped poly(carbonate urethane)s as biomaterials: A novel bilayered surface structure

Xie

Tan

et al. 2007

J Biomedical Materials Res

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Poly(carbonate urethane)s (PCUs) are usually considered as biostable elastomers for long-term implantation. However, their hydrolytic stability is still questionable. The biodegradation appears to be initiated by oxidative and hydrolytic substances released by inflammatory cells. Therefore, the biostability of polyurethane might be improved with control of surface structure to reduce inflammatory response. A new type of PCUs end-capped with perfluoro chains was synthesized to explore a new avenue. A fluorinated alcohol, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-1-octanol (PDFOL), was end-capped to the backbones of PCUs by reaction of the --OH in PDFOL with the --NCO end groups in PCU backbones. Contact angle measurement, X-ray photoelectron spectroscopy, atomic force microscopy, and attenuated total reflectance-Fourier transform infrared spectroscopy were used to examine their surface structure and properties. Elemental analysis, gel permeation chromatography, differential scanning calorimetry, and tensile testing were used to assess bulk chemistry and properties. The fluorocarbon end-capped poly (carbonate urethane)s (FPCUs) maintained the high mechanical properties (about 40 MPa tensile strength) and typical microphase separation structure of polyurethane elastomers. Results from surface analyses revealed the presence of a double-layered structure at the surfaces of the FPCUs. The first one was composed of fluorocarbon tails rising up on the uppermost layer and the second one made up of hard-segments. This novel bilayered surface structure could protect the weak carbonate linkages in soft segments, and consequently, may potentially increase the biostability of this kind of polyurethanes.

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Section: Bulk Characterization Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 94%

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of fluorocarbon chain end‐capped poly(carbonate urethane)s as biomaterials: A novel bilayered surface structure

Xie

Tan

et al. 2007

J Biomedical Materials Res

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“…The F-containing PUs typically have a variety of excellent or unique properties, such as good chemical resistance, low surface tension, low refractive indices, and low dielectric constants. [5,6] These PUs can be obtained by incorporating fluoro chain extenders, [7][8][9][10] fluorinated soft segments, [11][12][13][14] or fluorinated hard segments. [15,16] For example, Tan et al prepared a unique chain extender [i.e., 3-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-octyloxy) propane-1,2-diol (PFOPDOL)] that was used to synthesize a specific PU polymer.…”

Section: Introductionmentioning

confidence: 99%

“…In addition, this F-containing PU was non-polar. [7] Chen and co-workers compared three types of F-containing PUs prepared from three chain extenders including 1,4-butanediol, 2,2,3,3-tetrafluoro-1,4-butanediol, and 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol. The results indicated that F-containing PUs had high Tgs and high contact angles.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders

Chiu

Lee

et al. 2015

Polym. Adv. Technol.

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*In this study, biodegradable fluorine-containing polyurethanes (PU/OFHD) were synthesized using 4,4'-diphenylmethane diisocyanate, polycaprolactone diol (PCL), and 2, 2,3,3,4,4,5,5,. PCL is a biodegradable soft segment, and OFHD is a fluoro chain extender. In addition, other polyurethanes (PU/HD) were synthesized using 4,4'-diphenylmethane diisocyanate, PCL, and another chain extender [i.e., 1,6-hexanediol (HD)] for comparison.Gel permeation chromatography analysis indicated that the molecular weight of PU/OFHD is greater than that of PU/HD.19 F nuclear magnetic resonance analysis revealed that the OFHD chain extender was successfully incorporated into the backbone of PU. According to Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy analyses, strong interactions between the C=O and CF 2 groups in PU/OFHD exist. Based on thermal analysis, PU/OFHD exhibited an initial decomposition temperature that was 6.5-7.9°C higher than that of PU/HD. Differential scanning calorimetry and dynamic mechanical analysis analyses indicated that both the glass transition (Tg) and dynamic Tg of PU/OFHD are higher than those of PU/HD. Mechanical property analysis demonstrated that the tensile strength of PU/OFHD is higher than that of PU/HD. Moreover, PU/OFHD exhibited better chemical resistance than PU/HD. The scanning electron microscope images indicated that both PU/HD and PU/OFHD exhibited higher hydrolytic degradation at a higher PCL content. However, PU/OFHD is less degradable than PU/HD. Copyright

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Modification of poly(ether urethane) with fluorinated phosphorylcholine polyurethane for improvement of the blood compatibility

Tan

Zhang

et al. 2011

J Biomedical Materials Res

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In order to improve the blood compatibility, poly(ether urethane) (PEU) and fluorinated phosphorylcholine polyurethane (P-HFPC) were used to prepare PU/P-HFPC blends by solution mixing. The hemocompatibility in vitro was evaluated with protein adsorption and platelet-rich plasma (PRP) contact tests. It was found that the amount of adsorbed protein on surface was decreased by 87%, and almost no platelet adhesion and activation was observed on the surface of blends when P-HFPC content was above 5 wt %. After adding P-HFPC, the blends basically kept favorable mechanical properties of PEU though the content of P-HFPC rises to 20 wt %. To better understand the relationship between structure and properties, the phase structure and surface property of the blend films were further investigated via differential scanning calorimetry, dynamic mechanical analysis, atomic force microscopy, X-ray photoelectron spectroscopy, and contact angle measurements. The results indicated that the fluorinated phosphorylcholine units could be easily enriched on the surface of blend films due to the phase separation between the PEU and P-HFPC. Therefore, ordinary poly(ether urethane)s can obtain both satisfactory blood compatibility and good mechanical properties just by blending with small amount of P-HFPC.

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Synthesis and surface mobility of segmented polyurethanes with fluorinated side chains attached to hard blocks

Cited by 4 publications

References 0 publications

Synthesis and characterization of fluorocarbon chain end‐capped poly(carbonate urethane)s as biomaterials: A novel bilayered surface structure

Synthesis and characterization of fluorocarbon chain end‐capped poly(carbonate urethane)s as biomaterials: A novel bilayered surface structure

Synthesis and properties of biodegradable polycaprolactone/polyurethanes using fluoro chain extenders

Modification of poly(ether urethane) with fluorinated phosphorylcholine polyurethane for improvement of the blood compatibility

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