Reactions of carbenes with unsaturated polyester

Lishanskii, I.S.; Tsitokhtsev, V. A.; Vinogradova, N. D.

doi:10.1016/0032-3950(66)90447-3

Cited by 4 publications

(1 citation statement)

References 3 publications

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“…[34][35][36][37][38][39][40][41][42][43][44][45][46] The former is well-represented by (scorpionate)copper-catalyzed cylopropanation of 1,4-cis-polybutadiene with ethyl diazoacetate, reported by Perez and coworkers to be quantitative and lead to a 106 °C increase in the polymer's Tg. [47][48][49][50][51][52] As another set of examples, Cetin, Durmaz, and coworkers published a thorough study of 1,3-dipolar and Diels-Alder cycloadditions on polyesters with backbone-embedded acetylene dicarboxylate moieties (Figure 4B). 53 They evaluated numerous dipoles and dienes-azide, oxime, nitrone, furan, 2,3-dimethyl-1,3-butadiene, and anthracene-and observed nearly complete conversions (80-100%) within 16 hours at 40 °C for the dipolar cycloadditions, and ~80% conversion after 16 hour at 80-120 °C for the Diels-Alder ones.…”

Section: Cycloadditionmentioning

confidence: 99%

Editing of Polymer Backbones

Zhukhovitskiy

Ditzler

King

et al. 2022

Preprint

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Polymers are at the epicenter of modern technological progress and ensuing environmental pollution. Considerations of both polymer functionality and lifecycle are crucial in these contexts, and the polymer backbone—the core of a polymer—is at the root of these issues. Just as the meaning of a sentence can be altered through editing the words, so too could the function and sustainability of a polymer be transformed through chemical modification of its backbone. Yet, polymer modification has primarily been focused on the polymer periphery. In this Review, we attempt to bring a greater focus to transformations of the polymer backbone by defining some concepts fundamental to this topic (e.g., “polymer backbone” and “backbone editing”), collecting and categorizing examples of backbone editing scattered throughout a century’s-worth of chemistry literature, and outlining critical directions for further research. In so doing, we lay the foundation for the field of polymer backbone editing and hope to accelerate its development.

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Section: Cycloadditionmentioning

confidence: 99%

Editing of Polymer Backbones

Zhukhovitskiy

Ditzler

King

et al. 2022

Preprint

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The Reactions of Diazoacetic Esters with Alkenes, Alkynes, Heterocyclic and Aromatic Compounds

Dave

Warnhoff

2011

Organic Reactions

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After the first unsuccessful attempt of Curtius in 1884 to affect the reaction of ethyl diazoacetate with toluene other researchers studied the reaction. Later, Buchner and Curtius treated several aromatic, olefinic, and acetylenic compounds with diazoacetic esters to form cyclopropanes. Since then the reactions of diazoacetates with various unsaturated compounds have been studied. The carbalkoxy carbenes are of interest since they are believed to be intermediates in higher temperature thermal and photochemical reactions of diazoacetates.

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The addition of carbalkoxycarbenes to conjugated diene polymers

Lishanskii¹,

Tsitokhtsev²

1968

Polymer Science U.S.S.R.

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Reactions of carbenes with unsaturated polyester

Cited by 4 publications

References 3 publications

Editing of Polymer Backbones

Editing of Polymer Backbones

The Reactions of Diazoacetic Esters with Alkenes, Alkynes, Heterocyclic and Aromatic Compounds

The addition of carbalkoxycarbenes to conjugated diene polymers

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