Linear polythioesters. XIII.. Products of polycondensation of isomeric di(mercaptomethyl)–dimethylbenzenes with adipoyl and sebacoyl chlorides

Podkościelny, Wawrzyniec; Szubińska, Stanisława

doi:10.1002/app.1988.070350108

Cited by 31 publications

(13 citation statements)

References 5 publications

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“…While polyurethanes are placed the sixth of the most used plastics in the world ranking, its thiol counterparts, which contains the particular structure units depicted in Scheme , are relatively poor investigated. In fact, polythiourethanes (polythiocarbamates) are materials with high potential in different modern applications (e.g., lenses, optical fibers, advanced coatings, and medical technology) owing to their enhanced refractive index, adhesive strength, biocompatibility, and hardness combined with extensible and flexible characteristics. Their strong hydrogen bonding is another vital property that induces excellent mechanical properties to the resulting materials thereof.…”

Section: Chemistrymentioning

confidence: 99%

Sulfur Chemistry in Polymer and Materials Science

Mutlu

Ceper

et al. 2018

Macromol. Rapid Commun.

254

220

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The ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.1002/marc.201800650. ChemistryBefore moving to the recent advances within the last 5 years in the diverse applications of sulfur chemistry in polymer and Sulfur-Containing PolymersSulfur and its functional groups are major players in an area of exciting research taking place in modern polymer and materials science, both in academia and industry. In fact, manifold sulfur-based reactions that are both exceptionally versatile as well as tremendously useful have been implemented, and further utilized for the design and preparation of polymeric materials that lead to a plethora of applications ranging from medicine to optics and nanotechnology to separation science. Hence, within this review, an overview of strategies and developments used over the last 5 years to reinforce the importance of the sulfur functional group in modern polymer and materials science is presented. In particular, many important references in the primary literature of sulfur chemistry are referred to, including thiol-ene, thiol-yne, thiol-Michael addition, disulfide cross-linking, and thiol-disulfide exchange, among others, by explaining and illustrating the important principles. Last but not least, the grand aim to underpin the importance of sulfur in modern polymer and materials science is achieved by presenting selected examples in diverse fields and postulating the respective potential for real-world applications. he is now a full professor at KIT.sulfur atoms, and tetraphenylethene-bearing di(alkyl bromide) (Scheme 3). The yield of the polymerization was dependent on the di(alkyl bromide) monomer; the longer spacer between the aromatic moiety and the reactive bromide end groups Scheme 1. The discussion henceforth focuses on the synthesis of polymers possessing the depicted sulfur functional groups. Scheme 2.Representative examples of polythioethers prepared via A) the nucleophilic substitution reaction between an electrophilic dihalide with nucleophilic derivatives of dithiols under alkaline conditions; B) the thiol-ene/yne addition reaction between AA and BB type monomers (i.e., dithiols and dienes/diynes); and C) radical or ionic ring-opening of sulfurcontaining strained rings.Scheme 3. The thiol-bromo polymerization of conformationally fixed monomers to provide multifunctional polymers. [19] Macromol. Rapid Commun. 2019, 40, 1800650 Scheme 4. The regioselective selective nucleophilic aromatic substitution between thiol and fluorinated aromatic compounds, the para-fluorothiol reaction (PFTR).Scheme 5. Synthesis of a linear polymer via PFTR-reaction. [21]

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Section: Chemistrymentioning

confidence: 99%

Sulfur Chemistry in Polymer and Materials Science

Mutlu

Ceper

et al. 2018

Macromol. Rapid Commun.

254

220

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“…Gradual hydrolysis of the chloroformate endgroups produced more and more chains of structure 42, and finally all reaction products are cycles, but high averagemolecular-weight cyclic polycarbonates were detected up to masses of 55 000 Da. In this context, the work of Podkoscielny et al [91][92][93] should be mentioned, which deals with syntheses of poly(thioester)s from aliphatic or aromatic dithiols and various dicarboxylic acid dichlorides [Equation (77)]. These authors also compared polycondensations in homogeneous organic solution with interfacial polycondensations.…”

Section: The Role Of Cyclizationmentioning

confidence: 99%

Polycondensation of ‘a − b_n’ or ‘a₂ + + b_n’ Monomers ‐ A Comparison

Kricheldorf

2007

Macromol. Rapid Commun.

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Characteristic similarities and differences in polycondensations of ‘a − b’ and ‘a2 + b2’ monomers are described including cyclic ‘a − b’ and cyclic ‘a2’ monomers. Polycondensations of ‘ab3’ monomers that yield (hyper)branched polymers are compared with polycondensations of ‘a2 + b3’ monomers that yield (hyper)branched, multicylic, or crosslinked polymers. In all cases the influence of cyclization reactions on structure and molecular weight of the reaction products is considered. Furthermore, the definitions of polycondensation and condensative chain polymerization are discussed along with a differentiation between kinetically controlled and thermodynamically controlled polycondensations.magnified image

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“…The spectral pattern of 10 showed good accordance with that of 9. The 1 H-NMR spectra of 10 showed signals based on the a-methylene cial polycondensation 9 of dithiols with acid dichlorides. In this work, syntheses of polythioesters and b-methine protons corresponding to the thioether moiety at 2.86 and 5.89 ppm.…”

Section: Resultsmentioning

confidence: 99%