Sulfonic acid functionalized hyper-cross-linked polymer: An efficient heterogeneous acid catalyst for the synthesis of N-containing bisphosphonates

Reddy, Sirigireddy Sudharsan; Kalla, Reddi Mohan Naidu; Varyambath, Anuraj; Kim, Il

doi:10.1016/j.catcom.2019.04.009

Cited by 17 publications

(8 citation statements)

References 35 publications

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“…In a three‐component reaction of aniline, triethyl orthoformate, and dialkyl phosphite, this catalyst showed excellent catalytic activity, and is able to synthesize N ‐containing bisphosphonates in over 90% of yields. [ 78 ] It should be noted that, the sulfonation of HCPs prepared by knitting of phenol monomer and FDA cross‐linker with chlorosulfonic acid may result in the formation of two types of acid sites, including SO 3 H and OSO 3 H. [ 79 ] The former was linked directly to the arene ring, and the latter was bonded with the OH group of the phenol. Both of them are strongly acidic, but the former acid species is generally more stable than the latter.…”

Section: Catalytic Applications Of Hypercrosslinked Polymers Construcmentioning

confidence: 99%

Low‐Cost Hypercrosslinked Polymers by Direct Knitting Strategy for Catalytic Applications

Son

et al. 2020

Adv Funct Materials

103

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Direct knitting of nucleophilic arene monomers in the presence of electrophilic cross‐linker, like formaldehyde dimethyl acetal, is proven to be a cost‐effective and versatile method for the synthesis of porous organic polymers. The resulting hypercrosslinked polymers (HCPs) are featured by hierarchical porous structure, high surface area, and pore volume. Coordinating functional groups can be easily installed with this method into the rigid aryl network. Direct knitting to HCPs has therefore been widely used in preparing heterogeneous solid catalysts. Wise selection of monomers with rational design of 3D structure and the synergy between the HCP support and the catalytically active species often lead to high efficiency of tailor‐made catalysts without sophisticated operations. On account of all these excellent properties, enthusiasm of researchers to use HCPs in catalysis is increasing rapidly. This review documents the necessity, feasibility, and the great contributions of using HCPs as invaluable tools for catalysis research, and summarizes state of the art of this chemistry. Similar type catalysts obtained by one‐step Scholl reaction are also included in this review.

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Section: Catalytic Applications Of Hypercrosslinked Polymers Construcmentioning

confidence: 99%

Low‐Cost Hypercrosslinked Polymers by Direct Knitting Strategy for Catalytic Applications

Son

et al. 2020

Adv Funct Materials

103

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“…POPs have been synthesized with high yields using various polymerization methods . POPs have a large specific surface area and robust interactions with other molecules, making them highly appropriate for gas absorption and separation, − catalysis, drug delivery, , and organic and/or inorganic pollutants treatment and sensing. − As a subunit of POPs, hyper-cross-linked polymers (HCPs) with highly knitted cross-linked networks and abundantly porous structures, have captured widespread attention owing to the great surface area and the variety of potential monomers. − The main strategy for the preparation of these porous materials is the Friedel–Crafts reaction of aromatic building blocks, such as post-cross-linking of “Davankov-type” resins, − or pre-synthetic self-polycondensation of multifunctional monomers . The post-cross-linking synthetic procedures of HCPs have received more attention because of their straightforward and low-cost preparation, thermal stability, and sustainable mass fabrication; however, owing to the relative impenetrable cross-linking bonds of HCPs, their functionalization is challenging and few procedures have been reported …”

Section: Introductionmentioning

confidence: 99%

Sulfur-Decorated Hyper-Cross-Linked Coal Tar: A Microporous Organic Polymer for Efficient and Expeditious Mercury Removal

Ramezani

Ozdemir

Khosropour

et al. 2020

ACS Appl. Mater. Interfaces

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Hyper-cross-linked microporous organic polymers are a class of porous materials that have captured widespread attention owing to their high surface areas and wide range of monomeric sources. Balancing economy with performance is the initial hurdle when designing effective hyper-cross-linked microporous organic polymers. Herein, we demonstrated an inexpensive sulfurated solvent-knitted hyper-cross-linked microporous polymer scaffold, named sulfur-decorated hyper-cross-linked coal tar (CTHP-SES), utilizing coal tar as an aromatic monomer with numerous positions for potential chelation of toxic metals, particularly mercury, from water. The resulting material illustrated selective adsorption of mercury from both water (1037 mg g −1 ) and the gas phase (416 mg g −1 ) with rapid kinetics (183.67 mg min −1 g −1 ), good recyclability (4 runs), and excellent stability under both strong basic and acidic conditions. CTHP-SES was able to reduce the concentration of the Hg(II) solution from 1 mg L −1 to 32 μg L −1 after 10 min due in part to the promising distribution coefficient (K d = 2.371 × 10 6 mL g −1 ). These results show that CTHP-SES offers a promising and practical platform to cope with a variety of environmental contaminations.

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“…For green chemical production, the recycling of catalysts is of great importance. Recently, there have been examples of highly efficient small-molecule catalysts grafted covalently onto solid supports, such as silica [1,2], zeolites [3,4], metal oxides [5,6], polymers [7,8], and metal-organic frameworks [9][10][11]. In this way, the stateof-the-art heterogeneous catalysts showed the advantages of easy separation and outstanding recovery capacity [12].…”

Section: Introductionmentioning

confidence: 99%

Tuning Microenvironment of Quaternary Ammonium Salt and Tertiary Amine Bifunctionalized Polyacrylonitrile Fiber for Cooperatively Catalyzed Aza-Michael Addition

Yuan

Zhao

et al. 2020

Catal Lett

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A series of novel polyacrylonitrile fiber catalysts modified with different ratio of quaternary ammonium salt (QA) to tertiary amine (TA) were screened for heterogeneously catalyzed aza-Michael addition in water. The best catalyst was found to be PAN PQ-1 F with a QA:TA ratio of 1:1, which can lead to high yield, excellent selectivity of solvent and great recyclability under optimized conditions. The special microenvironment of hydrophilic inner layer and hydrophobic surface layer of PAN PQ-1 F is conducive to the leaving of the product and the high conversion of the reaction. Based on the fact that appropriate microenvironment combined with the catalytic sites promoted the reaction, cooperative effect of QA and TA in the microenvironment of PAN PQ-1 F catalyst was proposed.

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Sulfonic acid functionalized hyper-cross-linked polymer: An efficient heterogeneous acid catalyst for the synthesis of N-containing bisphosphonates

Cited by 17 publications

References 35 publications

Low‐Cost Hypercrosslinked Polymers by Direct Knitting Strategy for Catalytic Applications

Low‐Cost Hypercrosslinked Polymers by Direct Knitting Strategy for Catalytic Applications

Sulfur-Decorated Hyper-Cross-Linked Coal Tar: A Microporous Organic Polymer for Efficient and Expeditious Mercury Removal

Tuning Microenvironment of Quaternary Ammonium Salt and Tertiary Amine Bifunctionalized Polyacrylonitrile Fiber for Cooperatively Catalyzed Aza-Michael Addition

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