Grafting phosphonated thiol on hydroxy telechelic polybutadiene

Boutevin, Bernard; Hervaud, Yves; Mouledous, G.

doi:10.1007/s002890050345

Cited by 31 publications

(20 citation statements)

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“…The radical addition of thiols to polymeric alkenes such as 1,2-butadiene and natural or synthetic rubber has been known for some time, [84][85][86][87][88][89] and it has recently been revived as a means of modifying polymers. In the presence of a suitable radical source or under UV irradiation, thiols undergo addition to alkenes predominantly in anti-Markovnikov fashion.…”

Section: Modification Of Polymers By Radical Thiol Additionmentioning

confidence: 99%

Synthesis of Functional Polymers by Post‐Polymerization Modification

2008

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Post-polymerization modification is based on the direct polymerization or copolymerization of monomers bearing chemoselective handles that are inert towards the polymerization conditions but can be quantitatively converted in a subsequent step into a broad range of other functional groups. The success of this method is based on the excellent conversions achievable under mild conditions, the excellent functional-group tolerance, and the orthogonality of the post-polymerization modification reactions. This Review surveys different classes of reactive polymer precursors bearing chemoselective handles and discusses issues related to the preparation of these reactive polymers by direct polymerization of appropriately functionalized monomers as well as the post-polymerization modification of these precursors into functional polymers.

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Section: Modification Of Polymers By Radical Thiol Additionmentioning

confidence: 99%

Synthesis of Functional Polymers by Post‐Polymerization Modification

2008

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“…The addition of mercaptoacetic acid [6][7] or mercaptoethanol 8) leads to carboxyor hydroxy-functionalized rubber, respectively. Other mercapto compounds such as phosphonated thiols [9][10] , fluorinated thiols 11) , and mercaptopropyltriethoxysilane 12) have been reacted to the elastomer substrates to impart better physico-mechanical properties of the materials. If the thiol groups are located in the backbone of a specific polymer, this mercapto-functionalized polymer can react with the double bond of a diene rubber during the melt blending process.…”

Section: Introductionmentioning

confidence: 99%

“…The functionalization of EPDM involves a two steps reaction adapted from the literature: a free-radical addition reaction of thioacetic acid to the double bond of the EPDM polymer 10) followed by a methanolysis of the acetylthio groups catalyzed by sodium hydroxide 18) .…”

Section: Introductionmentioning

confidence: 99%

Mercapto-modified copolymers in polymer blends, 1. Functionalization of EPDM with mercapto groups and its use in NBR/EPDM blends

Oliveira

Soares²,

Santos

et al. 1999

Macromol. Rapid Commun.

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SUMMARY: Ethylene-propylene-diene rubber (EPDM) was reacted with thioacetic acid in the presence of 2,29-azoisobutyronitrile (AIBN), giving rise to thioacetate-modified EPDM (EPDMTA). The extent of the incorporation was studied as a function of both thioacetic acid and AIBN concentration and reaction time. The products were analyzed by FTIR spectroscopy, sulfur content, and 1 H NMR spectroscopy. The hydrolysis of EPDMTA in a NaOH methanolic solution resulted in mercapto-modified EPDM (EPDMSH). The addition of 5 wt.-% of this functionalized copolymer to a sulfur-vulcanized nitrile rubber (NBR)/EPDM (70 : 30 wt.-%) blend accelerated the vulcanization process as indicated by oscillating disk rheometer analysis. In addition, an improvement of mechanical and ageing properties was also observed.

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“…On the other hand, diverse packing density of the polymer aggregation and the interaction of the polymer chain can be the causes for the lower thermal stability of the polyimides containing the flexible units than those with the BPDA and PMDA unit. 26 Reduction in the chain interactions, poor packing of the polymer chain, and lower thermal stability are due to the presence of bulky CF 3 groups.…”

Section: Thermal Stability Of Polymersmentioning

confidence: 99%

“…26,27 An efficient way to improve thermal stability and flame retardancy is to introduce thiourea and sulfone linkages in the backbone of a polymer. In this connection, we have explored the nonflammability and thermal stabilization of poly(thiourea-sulfone-imide)s (PTSIs) originating from the presence of SO 2 and C = S linkages.…”

Section: 25mentioning

confidence: 99%

Novel flame retardant poly(thiourea-sulfone-imide)s for high temperature applications: synthesis and characterization

Ergün

Aydınol²,

Őztürk³

et al. 2013

Turk J Chem

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Abstract:The synthesis and polymerization of a novel diamine monomer, 1,1-(sulfonylbis (4,1-phenylene)) bis (thiourea) (SPT), with various aromatic dianhydrides were carried out. In addition, the fabrication of poly(thiourea-sulfone-imide)s (PTSIs) with noble thermal properties and flame retardancy was conducted. The structures of SPT and polymers were characterized by FT-IR, 1 H NMR, and 13 C NMR spectroscopy along with elemental analysis. Crystallinity, organosolubility, inherent viscosity, and gel permeation chromatographic measurements were taken as well. The amorphous nature was exhibited by PTSIs containing C = S and -SO 2 -moieties in the backbone that were readily soluble in highly polar organic solvents. The inherent viscosities of PTSIs were 0.89-1.13 dL g −1 and molecular weights were 87,000-96,550 g mol −1 , respectively. Their thermal stability was studied in terms of temperature at 10% weight loss, which ranged between 478 and 526• C under inert atmosphere. Polyimides had a glass transition temperature around 253-268 • C depending on the dianhydrides used. The flame retardant properties of PTSIs were studied in terms of limiting oxygen index values and were measured in the range of 50-56.

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Grafting phosphonated thiol on hydroxy telechelic polybutadiene

Cited by 31 publications

References 0 publications

Synthesis of Functional Polymers by Post‐Polymerization Modification

Synthesis of Functional Polymers by Post‐Polymerization Modification

Mercapto-modified copolymers in polymer blends, 1. Functionalization of EPDM with mercapto groups and its use in NBR/EPDM blends

Novel flame retardant poly(thiourea-sulfone-imide)s for high temperature applications: synthesis and characterization

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