Curing behaviour and mechanical properties of dicarboxylated telechelic poly(ɛ‐caprolactone)s/styrene–(epoxidized butadiene)–styrene triblock copolymer reactive blends

Tsukahara, Yasuhisa; Ismail, Hanafi; Takenaka, Kazunari; Yoshimoto, Norihisa; Kaeriyama, Kyoji

doi:10.1002/(sici)1097-0126(199905)48:5<398::aid-pi158>3.0.co;2-0

Cited by 4 publications

(6 citation statements)

References 6 publications

(9 reference statements)

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“…14−17 For example, Tsukahara et al studied the curing behavior and mechanical properties of low molar mass carboxy-telechelic poly(ε-caprolactone) cured with a poly(styrene)-block-epoxidized poly(butadiene)-block-poly(styrene) triblock copolymer. 16 The cured materials were formed within 2 h at 180 °C and exhibited elastomeric properties at temperatures above the glass transition temperature (T g ) of poly(styrene). Similarly, Biju et al reported the synthesis of thermoset materials from carboxy-telechelic poly(tetramethylene oxide) cured with pyromellitic dianhydride and an epoxy resin although no mechanical properties were reported.…”

Section: Introductionmentioning

confidence: 99%

“…Because they are readily reactive, carboxy-telechelic polymers have been used in the synthesis of thermoset materials. − For example, Tsukahara et al studied the curing behavior and mechanical properties of low molar mass carboxy-telechelic poly(ε-caprolactone) cured with a poly(styrene)- block -epoxidized poly(butadiene)- block -poly(styrene) triblock copolymer . The cured materials were formed within 2 h at 180 °C and exhibited elastomeric properties at temperatures above the glass transition temperature ( T g ) of poly(styrene).…”

Section: Introductionmentioning

confidence: 99%

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Carboxy-Telechelic Polyolefins in Cross-Linked Elastomers

Martínez

Hillmyer

2014

Macromolecules

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We demonstrate that ring-opening metathesis copolymerization of 3-hexyl-cis-cyclooctene and cis-cyclooctene in the presence of maleic acid as a chain transfer agent leads to precise control over the molar mass, branching and crystallinity of the resulting carboxy-telechelic polyalkenamers. Subsequent hydrogenation using a silica-supported platinum catalyst had a negligible effect on the carboxy functionality and led to telechelic polyolefins with high thermal resistance, low glass transition temperatures (<−57 °C), little to no crystallinity, and viscosities similar to those of liquid silicon rubber prior to cross-linking. These properties are ideal for easily processable reactive polyolefin prepolymers that can be readily cured to form elastomers. We demonstrate that a fast and controlled curing process can be achieved in the presence of polyfunctional aziridines. The properties of the thermoset elastomer products were evaluated by tensile, differential scanning calorimetry, and dynamic mechanical analyses.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Carboxy-Telechelic Polyolefins in Cross-Linked Elastomers

Martínez

Hillmyer

2014

Macromolecules

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“…Polymers that contain functional groups at both termini of the chain have found utility in the synthesis of block copolymers for polymeric networks, − as blending agents, − and as surface modifiers. , Telechelic polymers have traditionally been synthesized using anionic, , radical, − ring-opening, − and olefin metathesis − polymerizations.…”

Section: Introductionmentioning

confidence: 99%

Living Polymerization of Sulfur Ylides. Synthesis of Terminally Functionalized and Telechelic Polymethylene

et al. 2002

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The boron-catalyzed polymerization of dimethylsulfoxonium methylide (1) has been used to prepare telechelic polymethylene polymers. The functional polymers were synthesized by hydroboration of substituted α-olefins. Functional groups including biotin, carbohydrates, primary and secondary amines, and dansyl and pyrene fluorescent groups were tolerant to the reaction conditions. The living polymerization of ylide 1 was initiated and catalyzed by the organoborane. Oxidation of the resulting tris(polymethylene) organoborane produced ω-hydroxy-terminated polymethylenes. The reactions were used to produce α,ω-polymethylenes with molecular weights in the range of 1000−17 000 with polydispersities < 1.1.

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“…The resulting cured polymers, having high temperature elasticity above the T g of poly(styrene), showed stress−strain curves that depended on the blend ratio and molar mass of the carboxy prepolymer. 22 Mono-, bi-, and trifunctional carboxy-telechelic microspheres were prepared via suspension polymerization of carboxy-terminated oligocaprolactones and divinylbenzene. Their ion-exchange capacities corresponded to the total carboxy amount.…”

Section: ■ Introductionmentioning

confidence: 99%

“…End-carboxylated telechelic poly(ε-caprolactone) (PCL) ( F = 1.4–2.0) was cross-linked thermally with poly(styrene)-epoxided poly(butadiene)-poly(styrene) triblock copolymer to investigate the curing behavior and the mechanical properties of the thermoset elastomers. The resulting cured polymers, having high temperature elasticity above the T g of poly(styrene), showed stress–strain curves that depended on the blend ratio and molar mass of the carboxy prepolymer . Mono-, bi-, and trifunctional carboxy-telechelic microspheres were prepared via suspension polymerization of carboxy-terminated oligocaprolactones and divinylbenzene.…”

Section: Introductionmentioning

confidence: 99%

Thermoset Elastomers Derived from Carvomenthide

Yang

Lee

Choi³

et al. 2014

Biomacromolecules

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Renewable thermoset elastomers were prepared using the plant-based monomer carvomenthide. Controlled ring-opening transesterification polymerization of carvomenthide using diethylene glycol as an initiator gave α,ω-dihydroxyl poly(carvomenthide) (HO-PCM-OH), which was subsequently converted to carboxy-telechelic poly(carvomenthide) (HOOC-PCM-COOH) by esterification with excess succinic anhydride through a one-pot, two-step process, leading to no crystallinity, high viscosity, strong thermal resistance, and low glass transition temperature of the resulting functionalized polyester. Thermal curing processes of the resulting 3, 6, and 12 kg mol(-1) prepolymers were achieved with trifunctional aziridine to give cross-linked PCM elastomers. The thermal properties, mechanical behavior, and biocompatibility of the rubbery thermoset products were investigated by differential scanning calorimetry, thermal gravimetric analysis, dynamic mechanical analysis, tensile tests under static and cyclic loads, and cell adherence. These new materials are useful candidates to satisfy the design objective for the engineering of a variety of soft tissues.

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Curing behaviour and mechanical properties of dicarboxylated telechelic poly(ɛ‐caprolactone)s/styrene–(epoxidized butadiene)–styrene triblock copolymer reactive blends

Cited by 4 publications

References 6 publications

Carboxy-Telechelic Polyolefins in Cross-Linked Elastomers

Carboxy-Telechelic Polyolefins in Cross-Linked Elastomers

Living Polymerization of Sulfur Ylides. Synthesis of Terminally Functionalized and Telechelic Polymethylene

Thermoset Elastomers Derived from Carvomenthide

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