Mechanochemical synthesis of two-dimensional aromatic polyamides

Yang, Yang; Bu, Fanxing; Liu, Jingjing; Shakir, Imran; Xu, Yuxi

doi:10.1039/c7cc02648j

Cited by 39 publications

(30 citation statements)

References 32 publications

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“…Notably, a mechanochemical approach has been also reported . It appears, however, that more work in this direction is needed before it can be evaluated whether mechanochemistry is a broadly feasible method.…”

Section: Where the Field Might Gomentioning

confidence: 99%

Synthetic 2D Polymers: A Critical Perspective and a Look into the Future

Wang

Schlüter

2018

Macromol. Rapid Commun.

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structural order, in short: 2D polymers, and that the past is thus well taken care of.When talking about 2D polymers it is important to note that we use the term "polymer" in Staudinger's sense, that is, it is referring to a macromolecule whose structure, except for the end groups, can entirely be described by repeat units (RU). [4] This clause is important, as the term "2D polymer" had been used in various different meanings way before we proposed a definition in 2009. [2a] Examples include linear polymers confined to 2D space [5] as well as smectic liquid crystalline phases stabilized through linear polymerizations within the layers. [6] Though interesting in their own right, such macromolecules will not be considered in the current review article. When talking about synthetic 2D polymers, we refer to 2D polymers which can be synthesized under mild, typical organic chemistry-style conditions and not to 2D polymers including graphene [7] or (BN) x 2D PolymersThis feature article provides both a critical perspective as to where synthetic 2D polymers currently stand and a rather substantial view into how the future of this exciting field of polymer chemistry might look. It starts out by addressing strategic considerations meant to familiarize the reader with what to expect when entering the field. To better understand these considerations, the very nature of a 2D polymer is addressed in comparison to other organic 2D materials. Thereafter, the article moves quite intensely and critically into synthetic and mechanistic issues of 2D polymers before concentrating on the important structural analytics that one has to go through when unequivocally establishing these novel sheet-like polymeric objects. After a short excursion into the matter of exfoliation, the feature article then culminates in a section attempting to forecast the future. Key differences between 1D and 2D polymers are highlighted, and those considered by the authors to be the most attractive and burning research goals are further discussed. It is hoped that the reader will find this speculative section inspiring enough such that ideas that will help in advancing 2D polymers even faster are generated.

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Section: Where the Field Might Gomentioning

confidence: 99%

Synthetic 2D Polymers: A Critical Perspective and a Look into the Future

Wang

Schlüter

2018

Macromol. Rapid Commun.

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“…Nevertheless, this method is not a high-throughput one as the majority of COFs remain as powders in solutions. A few physical approaches, such as ultrasonication,16 ball milling,17,18 and mechanical delamination,19,20 have been utilised to exfoliate COF powders into nanosheets. However, these physical methods usually break the COFs into small pieces, decreasing the quality of the materials.…”

Section: Introductionmentioning

confidence: 99%

A highly soluble, crystalline covalent organic framework compatible with device implementation

et al. 2019

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“…A two-step procedure, consisting of amide coupling followed by catalytic transfer hydrogenation, was employed to prepare 5 by solid state ball milling. The formation of amide 4 in the first step was accomplished through mechanochemical K 2 CO 3 –assisted coupling of solid 4-nitrobenzoylchloride ( 3 ) (1.1 eq) with N , N -diethylethylenediamine in the presence of silica as the milling auxiliary [75,76]. Simple extraction with ethyl acetate furnished the pure nitro intermediate 4 in 88% yield.…”

Section: Resultsmentioning

confidence: 99%

Mechanochemical Catalytic Transfer Hydrogenation of Aromatic Nitro Derivatives

2018

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Mechanochemical ball milling catalytic transfer hydrogenation (CTH) of aromatic nitro compounds using readily available and cheap ammonium formate as the hydrogen source is demonstrated as a simple, facile and clean approach for the synthesis of substituted anilines and selected pharmaceutically relevant compounds. The scope of mechanochemical CTH is broad, as the reduction conditions tolerate various functionalities, for example nitro, amino, hydroxy, carbonyl, amide, urea, amino acid and heterocyclic. The presented methodology was also successfully integrated with other types of chemical reactions previously carried out mechanochemically, such as amide bond formation by coupling amines with acyl chlorides or anhydrides and click-type coupling reactions between amines and iso(thio)cyanates. In this way, we showed that active pharmaceutical ingredients Procainamide and Paracetamol could be synthesized from the respective nitro-precursors on milligram and gram scale in excellent isolated yields.

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Mechanochemical synthesis of two-dimensional aromatic polyamides

Cited by 39 publications

References 32 publications

Synthetic 2D Polymers: A Critical Perspective and a Look into the Future

Synthetic 2D Polymers: A Critical Perspective and a Look into the Future

A highly soluble, crystalline covalent organic framework compatible with device implementation

Mechanochemical Catalytic Transfer Hydrogenation of Aromatic Nitro Derivatives

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