Poly(ether sulfone) of Isosorbide, Isomannide and Isoidide

Chatti, Saber; Hani, M.; Bornhorst, Kirstin; Kricheldorf, Hans R.

doi:10.1177/0954008308088296

Cited by 25 publications

(15 citation statements)

References 8 publications

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“…Moreover, the safety of ISB has been demonstrated by its use in pharmaceuticals and cosmetics. The commercial application of ISB production technology has been developing over the past few years 53,54 . A French agricultural company recently has achieved the world’s highest annual high-purity ISB production of 20,000 tons.…”

Section: Introductionmentioning

confidence: 99%

Sustainable and recyclable super engineering thermoplastic from biorenewable monomer

et al. 2019

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Environmental and health concerns force the search for sustainable super engineering plastics (SEPs) that utilise bio-derived cyclic monomers, e.g. isosorbide instead of restricted petrochemicals. However, previously reported bio-derived thermosets or thermoplastics rarely offer thermal/mechanical properties, scalability, or recycling that match those of petrochemical SEPs. Here we use a phase transfer catalyst to synthesise an isosorbide-based polymer with a high molecular weight >100 kg mol −1 , which is reproducible at a 1-kg-scale production. It is transparent and solvent/melt-processible for recycling, with a glass transition temperature of 212 °C, a tensile strength of 78 MPa, and a thermal expansion coefficient of 23.8 ppm K −1 . Such a performance combination has not been reported before for bio-based thermoplastics, petrochemical SEPs, or thermosets. Interestingly, quantum chemical simulations show the alicyclic bicyclic ring structure of isosorbide imposes stronger geometric restraint to polymer chain than the aromatic group of bisphenol-A.

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Section: Introductionmentioning

confidence: 99%

Sustainable and recyclable super engineering thermoplastic from biorenewable monomer

et al. 2019

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“…These diols have attracted considerable attention in the field of materials science 6–11. These sugar‐based stereoisomeric diols represent highly useful diol components for the syntheses of various polymers such as polyesters,12–18 polyamides,19, 20 polyethersulfones,21, 22 poly(ester amide)s,23–26 poly(ester imide)s,26–28 polyurethanes,29 or polycarbonates 29–36. As an extension of the series of our studies on polymers syntheses based on the diols 1a–c, we describe in this paper synthesis and characterization of poly (ether ketone)s (PEKs), which can substitute the conventional ones based on diphenols.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Poly(ether ketone)s Derived from Biobased Diols

Abderrazak

Fildier

Romdhane

et al. 2013

Macro Chemistry & Physics

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A new class of poly(ether ketone)s (PEKs) is prepared by polycondensation of various diols produced from biomass and various difl uoro aromatics. After optimization of the reaction conditions, polycondensation of isosorbide and 4,4 ′ -difl uorodiphenylketone (2a) gives PEK1 with a high yield, moderate viscosity (0.31 dL g − 1 ), and a glass-transition temperature ( T g ) of 170 ° C. The optimum conditions are applied to the synthesis of a series of PEKs (PEK 2-9) from difl uoro agents and sugar diols. The polycondensation of isomannide (1b) with 1,4-di(p-fl uorobenzoyl)benzene (2b) gives the best results with an inherent viscosity of 0.52 dL g − 1 and the mass spectrum shows an abundance of cyclic structures. Similar conditions are used for the preparation of high-molarmass copoly(ether ketone)s from a stoechiometric mixture of isosorbide/bisphenol-A.

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“…Therefore, numerous studies were devoted to preparation and characterization of polyesters derived from isosorbide. [1][2][3][4][5][6][7][8][9][10] Polyesters prepared from isosorbide may be subdivided into two groups. First, fully aliphatic polyesters derived from nalkane a,v dicarboxylic acids and second, polyesters derived from aromatic dicarboxylic acids.…”

Section: Introductionmentioning

confidence: 99%

(Co‐)Polyesters Derived from Isosorbide and 1,4‐Cyclohexane Dicarboxylic Acid and Succinic Acid

Garaleh

Yashiro

Kricheldorf

et al. 2010

Macro Chemistry & Physics

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The homopolyester of isosorbide and cis–trans 1,4‐cyclohexane dicarboxylic acid (CHDA) was prepared by three different methods, but only polycondensation of isosorbide and CHDA dichloride yielded a satisfactory molecular weight (corrected $\overline M _{\rm n} $ = 11 000 Da). For the best sample the MALDI‐TOF mass spectrum revealed a high content of cycles. The homopolyester of CHDA and isomannide or isoidide was prepared analogously. For the homopolyesters of CHDA high glass transition temperatures were found (Tg = 146 °C for isosorbide, 133 °C for isomannide, and 115 °C for isoidide), whereas the polyester of isosorbide and succinic acid (SuA) has a Tg around 77 °C. Copolyester of isosorbide and various molar ratios of CHDA and SuA were prepared by two different methods, but only rather low molecular weights were obtained. SEC measurements with and without “universal calibration” revealed that the normal calibration with polystyrene overestimates the real molecular weights by 30–45%.magnified image

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Poly(ether sulfone) of Isosorbide, Isomannide and Isoidide

Cited by 25 publications

References 8 publications

Sustainable and recyclable super engineering thermoplastic from biorenewable monomer

Sustainable and recyclable super engineering thermoplastic from biorenewable monomer

Synthesis of New Poly(ether ketone)s Derived from Biobased Diols

(Co‐)Polyesters Derived from Isosorbide and 1,4‐Cyclohexane Dicarboxylic Acid and Succinic Acid

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