Synthesis and properties of butyl rubber-poly(ethylene oxide) graft copolymers with high PEO content

Karamdoust, Solmaz; Bonduelle, Colin; Amos, Ryan C.; Turowec, Bethany A.; Guo, Sharon; Ferrari, Lorenzo; Gillies, Elizabeth R.

doi:10.1002/pola.26733

Cited by 11 publications

(21 citation statements)

References 48 publications

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“…Each copolymer exhibited a sharp melting transition ( T m ) due to crystalline PEO blocks in addition to a glass transition temperature ( T g ) corresponding to the amorphous PIB (Supporting information). As previously reported, it was found that, while the T g remained relatively constant ( ca −65 °C), the T m of the PEO decreased upon incorporation into the copolymer in comparison with that of the PEO homopolymer. For example, copolymer 1.5‐PEO750‐8% ( 3 ) containing 8 wt% PEO with a mass of 750 g mol −1 had a T m of 18 °C in comparison with PEO homopolymer of 750 Da which had a T m of 32 °C.…”

Section: Resultssupporting

confidence: 81%

“…Despite the high hydrophobicity of PIB, we were able to demonstrate in recent work that upon the incorporation of sufficient PEO content it was possible to disperse the lin ‐PIB‐ g ‐PEO in water through the preparation of nanometre‐sized spherical particles . Particles with different diameters in the range ca 30–500 nm were obtained by dissolving the copolymers in THF, rapidly adding water, and then removing the THF by dialysis against water.…”

Section: Resultsmentioning

confidence: 87%

“…As shown in Scheme , the sequence of synthetic steps involved epoxidation of the double bond moieties of the isoprene groups using m ‐CPBA, epoxide opening using aqueous HCl in toluene, and finally activation of the resulting allylic alcohols using 4‐nitrophenyl chloroformate to provide the activated polymers 2a − 2c . A one‐pot sequence was used for the conversion of 1a − 1c to 2a − 2c , in comparison with the two‐ to three‐pot sequences previously reported . The entire sequence can be performed in less than 5 h, with purification of 2a − 2c by precipitation in acetone.…”

Section: Resultsmentioning

confidence: 99%

“…We have recently explored PIB‐poly(ethylene oxide) (PEO) graft copolymers prepared by the derivatization and subsequent grafting of PEO onto the isoprene units in PIB‐ co ‐polyisoprene (PIP) containing 2–7 mol% isoprene, a polymer commonly referred to as butyl rubber . The synthesis was well controlled and highly reproducible, allowing a wide range of PEO contents to be explored.…”

Section: Introductionmentioning

confidence: 99%

“…At lower PEO content, these copolymers exhibited unusual micrometre‐scale patterning when spin coated on surfaces . At higher PEO content, films of the material resisted the adsorption of proteins and the growth of cells . In addition, it was possible to prepare stable nanosized assemblies in aqueous solution .…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and properties of arborescent polyisobutylene‐poly(ethylene oxide) graft copolymers: a comparison of linear and arborescent graft copolymer architectures

Karamdoust

Crewdson

Ingratta

et al. 2014

Polymer International

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Section: Resultssupporting

confidence: 81%

Section: Resultsmentioning

confidence: 87%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis and properties of arborescent polyisobutylene‐poly(ethylene oxide) graft copolymers: a comparison of linear and arborescent graft copolymer architectures

Karamdoust

Crewdson

Ingratta

et al. 2014

Polymer International

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Synthesis, properties and degradation of polyisobutylene-polyester graft copolymers

Turowec

Gillies

2016

Polym. Int.

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The development of copolymers is a promising approach for combining the favorable properties of two polymers and obtaining new properties of the combination. In this work, graft copolymers of polyisobutylene (PIB) and polycaprolactone or poly(d,l‐lactide) were synthesized and studied. Amine‐terminated polyesters were synthesized and were grafted onto an activated PIB backbone synthesized from butyl rubber, a copolymer of isobutylene and 2 mol% isoprene. The polyester content was tuned from 15 to 44 wt% by varying the molar mass of the polyester blocks and the number of molar equivalents used in the grafting reaction. The graft copolymers with higher polyester content underwent nanoscale phase separation, as demonstrated by differential scanning calorimetry and atomic force microscopy imaging. This was found to provide enhanced mechanical properties such as increased tensile strength and Young's modulus relative to the starting rubber or physical blends. Despite the significant polyester content of the graft copolymers and the susceptibility of the polyesters to degradation, the graft copolymers underwent negligible mass loss in 5 mol L−1 NaOH over a period of eight weeks. These results suggest that polyesters can be incorporated into PIB to tune and enhance its properties, while maintaining high chemical stability. © 2016 Society of Chemical Industry

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Versatile synthesis of siloxane‐based graft copolymers with tunable grafting density

D'Ambra,

Czuczola,

Getty

et al. 2023

Journal of Polymer Science

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A versatile synthetic platform is reported that affords high molecular weight graft copolymers containing polydimethylsiloxane (PDMS) backbones and vinyl‐based polymer side chains with excellent control over molecular weight and grafting density. The synthetic approach leverages thiol‐ene click chemistry to attach an atom‐transfer radical polymerization (ATRP) initiator to a variety of commercially available poly(dimethylsiloxane‐co‐methylvinylsiloxane) backbones (PDMS‐co‐PVMS), followed by controlled radical polymerization with a wide scope of vinyl monomers. Selective degradation of the siloxane backbone with tetrabutylammonium fluoride confirmed the controlled nature of side‐chain growth via ATRP, yielding targeted side‐chain lengths for copolymers containing up to 50% grafting density and overall molecular weights in excess of 1 MDa. In addition, by using a mixture of thiols, grafting density and functionality can be further controlled by tuning initiator loading along the backbone. For example, solid‐state fluorescence of the graft copolymers was achieved by incorporating a thiol‐containing fluorophore along the siloxane backbone during the thiol‐ene click reaction. This simple synthetic platform provides facile control over the properties of a wide variety of grafted copolymers containing flexible PDMS backbones and vinyl polymer side chains.

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Synthesis and properties of butyl rubber-poly(ethylene oxide) graft copolymers with high PEO content

Cited by 11 publications

References 48 publications

Synthesis and properties of arborescent polyisobutylene‐poly(ethylene oxide) graft copolymers: a comparison of linear and arborescent graft copolymer architectures

Synthesis and properties of arborescent polyisobutylene‐poly(ethylene oxide) graft copolymers: a comparison of linear and arborescent graft copolymer architectures

Synthesis, properties and degradation of polyisobutylene-polyester graft copolymers

Versatile synthesis of siloxane‐based graft copolymers with tunable grafting density

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