Synthesis and thermal properties of bismaleate and bisfumarate telechelic oligomers from hydroxytelechelic polybutadienes

Boutevin, Gilles; Robin, Jean Jacques; Boutevin, Bernard; Améduri, Bruno

doi:10.1002/app.12556

Cited by 6 publications

(6 citation statements)

References 14 publications

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“…Two methods were used to initiate the grafting: the adding of an initiator in the polymer–monomer system or ozonization of the polymer. We ozonized the polymer to increase the grafting yield of copolymers because it has been shown that the treatment of polymer with the ozone followed copolymerization with a vinylic or acrylic monomer is an interesting way to prepare grafted copolymers 19–26…”

Section: Introductionmentioning

confidence: 99%

Study of compatibilization of HDPE–PET blends by adding grafted or statistical copolymers

Torres¹,

Robin

Boutevin

2001

J of Applied Polymer Sci

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ABSTRACT:The reactive compatibilization of blends of HDPE-PET [high-density polyethylene-poly(ethylene terephthalate)] was investigated in this study. The compatibilizers used were two grafted copolymers prepared by reactive extrusion containing 1.20 -2.30 wt % GMA such as HDPE-g-GMA and one statistical copolymer containing 1 wt % GMA such as Lotader AX8920. HDPE was successfully functionalized using a melt free-radical grafting technique. Grafting was initiated in two ways: adding an initiator in the polymer-monomer mixture or activation by ozone of polymer. Ozonization of HDPE by the introduction of a peroxide lead to a better grafting yield and to better grafting efficiency of the samples. The effects of the three compatibilizers were evaluated by studying the morphology and the thermal and mechanical properties of HDPE-PET (70/30 wt %) blends. Significant improvements were observed, especially in morphology, elongation at break, and Charpy impact strength of the compatibilized blends. A more pronounced compatibilizing effect was obtained with the statistical copolymer, for which the elongation at break and the impact strength were increased by 100%, while the uncompatibilized blends showed a 60% decrease in the Young's modulus and the strength at break. We also were able to show that the grafting yield increase of 1.20 -2.30 wt % of GMA did not affect the properties of the blends because the grafted copolymers possess very similar chemical structures. However, compatibilization of blends with grafted copolymers is an interesting method, particularly for recycled blends, because the synthesis of these compatibilizers is easy and cheap in comparison to statistical copolymer.

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Section: Introductionmentioning

confidence: 99%

Study of compatibilization of HDPE–PET blends by adding grafted or statistical copolymers

Torres¹,

Robin

Boutevin

2001

J of Applied Polymer Sci

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“…The reaction was also quantitative and the product was characterized by 1 H NMR spectrometry. [51] Synthesis of the a,v-Bismaleate Oligomers A 250 mL one-necked round-bottom flask equipped with a magnetic stirrer, an inverse Dean-Stark apparatus and a condenser was charged with 1 mol of glycolysate, 2.2 mol of maleate hemiester, 0.5 mol-% of methane sulfonic acid in respect to the hemiester compound, and 50 mL of CHCl 3 . The weights of the reagents used are indicated in Table 2.…”

Section: Synthesis Of the Methyl Maleate Hemiestermentioning

confidence: 99%

Synthesis and Characterization of UV‐Curable Resins from the Glycolysis of PET: Vinyl Ether/Maleate UV‐Curing System

Auvergne¹,

Colomines²,

Robin³

et al. 2007

Macro Chemistry & Physics

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The synthesis and characterization of photopolymerizable unsaturated α,ω‐bismaleate poly(ethylene terephthalate) oligomer resins based on glycolysis of PET waste using diethylene glycol and the study of their photopolymerization with divinyl ethers have been described in a previous article. The use of PET glycolysis by DEG can be problematic because this oligoester is partially crystalline. The objective of this paper is to develop the UV‐curing technology for a new kind of glycolysate that are completely amorphous. Glycolysates with different molecular weights have been synthesized and functionalized by a methyl hemiester of maleic acid. The photopolymerization of these new functionalized oligoesters with divinyl ether is studied and the materials obtained are characterized. The influence of the glycolysate structures on the properties of the crosslinked materials is highlighted.magnified image

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“…These R,ω-difunctional compounds are powerful intermediates for polycondensation or polyaddition reactions. 14,16,25,26 Except for commercially available perfluoropolyethers (Krytox, 27 Fomblin Z-deal and Z-Dol, 28 Demnum, 29 or Aflunox 30 produced by DuPont, Ausimont, Daikin, or Nippon Mektron companies, respectively), few telechelic elastomers have been obtained: they can be achieved from the polymerization of functional vinyl ether, 31 from fluorinated R,ω-diiodides. 26 Nevertheless, an elegant way deals with the radical copolymerization of vinylidene fluoride (VDF) with hexafluoropropene (HFP) initiated from functional initiator as pioneered by Rice and Sandberg.…”

Section: Introductionmentioning

confidence: 99%

“…Interestingly, fluorinated elastomers − (Table ) have shown enhanced properties and can solve both first drawbacks, but curability still remains a disadvantage, although cross-linkings from polyamines, , polyphenols, ,, peroxides, ,, or electron beam , are possible.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Novel Fluorotelechelic Macrodiols Containing Vinylidene Fluoride, Hexafluoropropene and Chlorotrifluoroethylene

et al. 2002

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The dead-end radical copolymerization of 1,1-difluoroethylene (or vinylidene fluoride, VDF or VF2) with hexafluoropropene (HFP) initiated by hydrogen peroxide for obtaining original fluorinated telechelic elastomers is presented. The influence of the process (solution or emulsion) and the nature and amounts of solvents were studied. Various initial [H2O2]i/[fluoroolefins]i molar ratios, ranging from 5 to 40%, were used, showing that the higher the hydrogen peroxide amount, the lower the molecular weights of the polymers obtained leading to fluorinated telechelics. Hence, low molecular weight copolymers, the M n of which ranged from 800 to 3200, were synthesized. A careful structural analysis of these fluorinated telechelics was performed and enabled one to determine the fluorinated base units of both alkenes in the copolymers. Interestingly, these liquid to oily products exhibited low glass transition temperatures (from -80 to -40 °C). The mechanism of the reaction was approached and showed that the hydroxyl radical generated from hydrogen peroxide reacted to the hydrogenated carbon atoms of VDF but also to the fluorinated carbons of VDF and HFP, yielding COOH end groups, and is discussed. The selective reduction of these carboxylic end groups was achieved in the presence of lithium aluminum hydride leading to fluorinated telechelic diols.

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Synthesis and thermal properties of bismaleate and bisfumarate telechelic oligomers from hydroxytelechelic polybutadienes

Cited by 6 publications

References 14 publications

Study of compatibilization of HDPE–PET blends by adding grafted or statistical copolymers

Study of compatibilization of HDPE–PET blends by adding grafted or statistical copolymers

Synthesis and Characterization of UV‐Curable Resins from the Glycolysis of PET: Vinyl Ether/Maleate UV‐Curing System

Synthesis and Properties of Novel Fluorotelechelic Macrodiols Containing Vinylidene Fluoride, Hexafluoropropene and Chlorotrifluoroethylene

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