Sustainable thermoplastic elastomers derived from plant oil and their "click-coupling" via TAD chemistry

Zhongkai Wang; Liang Yuan; Nathan M. Trenor; Laetitia Vlaminck; Stijn Billiet; Amrita Sarkar; Filip E. Du Prez; Morgan Stefik; Chuanbing Tang

doi:10.1039/c5gc00822k

Sustainable thermoplastic elastomers derived from plant oil and their "click-coupling" via TAD chemistry

Zhongkai Wang, Liang Yuan, Nathan M. Trenor, Laetitia Vlaminck, Stijn Billiet, Amrita Sarkar, Filip E. Du Prez, Morgan Stefik, Chuanbing Tang

Chemistry and Biochemistry

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78 Scopus citations

Abstract

We report the preparation of plant oil based triblock copolymers based on soybean oil monomers. The monomers were polymerized via atom transfer radical polymerization with subsequent chain extension, resulting in poly(styrene-b-soybean oil acrylate-b-styrene) (PS-b-PSBA-b-PS) and poly(styrene-b-soybean oil methacrylate-b-styrene) (PS-b-PSBMA-b-PS) triblock copolymers. These polymers, ranging from thermoplastics to thermoplastic elastomers (TPEs), were obtained by tuning molecular structures. We employed a "click coupling" strategy using triazolinedione (TAD) chemistry to create chemical junctions between the soft middle blocks of the triblock copolymers, which behave similar to physical chain entanglements. This method helps to overcome the drawbacks of plant oil based polymers, allowing for increase of tensile strength without sacrificing elongation. Cyclic tensile tests show that the "click coupled" triblock copolymers exhibit excellent elastic recovery characteristics.

Original language	English
Pages (from-to)	3806-3818
Number of pages	13
Journal	Green Chemistry
Volume	17
Issue number	7
DOIs	https://doi.org/10.1039/c5gc00822k
State	Published - 1 Jul 2015

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title = "Sustainable thermoplastic elastomers derived from plant oil and their {"}click-coupling{"} via TAD chemistry",

abstract = "We report the preparation of plant oil based triblock copolymers based on soybean oil monomers. The monomers were polymerized via atom transfer radical polymerization with subsequent chain extension, resulting in poly(styrene-b-soybean oil acrylate-b-styrene) (PS-b-PSBA-b-PS) and poly(styrene-b-soybean oil methacrylate-b-styrene) (PS-b-PSBMA-b-PS) triblock copolymers. These polymers, ranging from thermoplastics to thermoplastic elastomers (TPEs), were obtained by tuning molecular structures. We employed a {"}click coupling{"} strategy using triazolinedione (TAD) chemistry to create chemical junctions between the soft middle blocks of the triblock copolymers, which behave similar to physical chain entanglements. This method helps to overcome the drawbacks of plant oil based polymers, allowing for increase of tensile strength without sacrificing elongation. Cyclic tensile tests show that the {"}click coupled{"} triblock copolymers exhibit excellent elastic recovery characteristics.",

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AU - Wang, Zhongkai

AU - Yuan, Liang

AU - Trenor, Nathan M.

AU - Vlaminck, Laetitia

AU - Billiet, Stijn

AU - Sarkar, Amrita

AU - Du Prez, Filip E.

AU - Stefik, Morgan

AU - Tang, Chuanbing

PY - 2015/7/1

Y1 - 2015/7/1

N2 - We report the preparation of plant oil based triblock copolymers based on soybean oil monomers. The monomers were polymerized via atom transfer radical polymerization with subsequent chain extension, resulting in poly(styrene-b-soybean oil acrylate-b-styrene) (PS-b-PSBA-b-PS) and poly(styrene-b-soybean oil methacrylate-b-styrene) (PS-b-PSBMA-b-PS) triblock copolymers. These polymers, ranging from thermoplastics to thermoplastic elastomers (TPEs), were obtained by tuning molecular structures. We employed a "click coupling" strategy using triazolinedione (TAD) chemistry to create chemical junctions between the soft middle blocks of the triblock copolymers, which behave similar to physical chain entanglements. This method helps to overcome the drawbacks of plant oil based polymers, allowing for increase of tensile strength without sacrificing elongation. Cyclic tensile tests show that the "click coupled" triblock copolymers exhibit excellent elastic recovery characteristics.

AB - We report the preparation of plant oil based triblock copolymers based on soybean oil monomers. The monomers were polymerized via atom transfer radical polymerization with subsequent chain extension, resulting in poly(styrene-b-soybean oil acrylate-b-styrene) (PS-b-PSBA-b-PS) and poly(styrene-b-soybean oil methacrylate-b-styrene) (PS-b-PSBMA-b-PS) triblock copolymers. These polymers, ranging from thermoplastics to thermoplastic elastomers (TPEs), were obtained by tuning molecular structures. We employed a "click coupling" strategy using triazolinedione (TAD) chemistry to create chemical junctions between the soft middle blocks of the triblock copolymers, which behave similar to physical chain entanglements. This method helps to overcome the drawbacks of plant oil based polymers, allowing for increase of tensile strength without sacrificing elongation. Cyclic tensile tests show that the "click coupled" triblock copolymers exhibit excellent elastic recovery characteristics.

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JO - Green Chemistry

JF - Green Chemistry

IS - 7

ER -

Sustainable thermoplastic elastomers derived from plant oil and their "click-coupling" via TAD chemistry

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