GRAFTING METHOD OF FLUORINATED COMPOUNDS TO CELLULOSE AND CELLULOSE ACETATE: CHARACTERIZATION AND BIODEGRADATION STUDY

Cellulose (Cell) and cellulose acetate (CA) are attractive durable materials; they can acquire various properties through modification in order to obtain valuable industrial products. First, a series of novel fluorinated cellulose carbamate and fluorinated CA carbamate have been synthesized. The introduction of fluoro-groups onto cellulose and CA chain backbone was achieved by the one-pot grafting method using diisocyanate as a coupling agent, which can be considered as a green procedure. The compounds prepared were characterized by Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR), X-ray diffractometry (XRD), thermogravimetric analysis (TGA) and differential thermogravimetry (DTG) measurements. The results obtained from these analytical techniques confirm that modification occurs successfully. Second, the solubility behavior and biodegradation process of these new fluorinated materials have been studied. The results show that these new materials exhibit better solubility compared to cellulose, but this solubility decreases compared to that of CA. The phenomenon of biodegradation was studied using two methods, the rate of biodegradability was determined. The results of this part show that the biodegradation of fluorinated materials decreases compared to that of the starting materials. These novel materials are biodegradable, can substitute currently used industrial non-biodegradable products and be promising agents for several uses, such as bioplastics, drug carriers, etc. A sustainable development and an increased use of green chemistry principles are among the essential objectives of this work.

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Sulfonated carbon as a new, reusable heterogeneous catalyst for one-pot synthesis of acetone soluble cellulose acetate

RSC Advances ◽

10.1039/c5ra25716f ◽

2016 ◽

Vol 6 (11) ◽

pp. 8829-8837 ◽

Cited By ~ 13

Author(s):

Lakhya Jyoti Konwar ◽

Päivi Mäki-Arvela ◽

Ashim Jyoti Thakur ◽

Narendra Kumar ◽

Jyri-Pekka Mikkola

Keyword(s):

Acetic Anhydride ◽

Cellulose Acetate ◽

Heterogeneous Catalyst ◽

One Pot ◽

One Pot Synthesis ◽

The One

A sulfonated carbon (SO3H/PhSO3H-carbon) catalyzed process was developed for the one-pot synthesis of acetone soluble-cellulose acetate (CA) via acetylation of cellulose with acetic anhydride.

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Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst

Polish Journal of Chemical Technology ◽

10.2478/pjct-2020-0012 ◽

2020 ◽

Vol 22 (2) ◽

pp. 9-19 ◽

Cited By ~ 2

Author(s):

Fangping Li ◽

Jun Zhang ◽

Longjiang Wang ◽

Weijian Liu ◽

Qahtan A. Yousif

Keyword(s):

Reaction Times ◽

Catalytic Amount ◽

X Ray Diffraction ◽

One Pot ◽

X Ray ◽

Magnetic Nanostructure ◽

The One ◽

High Yields ◽

Green Procedure ◽

Work Up

AbstractA green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst is described. The catalyst was characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). These strategies possess some merits such as simple work-up method, easy preparation of the catalyst, short reaction times, good-to-high yields, and non-use of hazardous solvents during all steps of the reactions. Moreover, due to the magnetic nature of the catalyst, it was readily recovered by magnetic decantation and can be recycled at least six runs with no considerable decrease in catalytic activity.

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Development of N,N-disulfo-1,1,3,3-tetramethylguanidinium chlorometallates as heterogeneous catalysts for one pot synthesis of 1,2-dihydro-1-aryl-3H-naphth[1, 2-e][1,3]oxazin-3-one derivatives

Current Organocatalysis ◽

10.2174/2213337207999200721012534 ◽

2020 ◽

Vol 07 ◽

Author(s):

Arup Kumar Dutta ◽

Ruli Borah ◽

Kabita Boruah

Keyword(s):

Heterogeneous Catalysts ◽

Analytical Techniques ◽

Aromatic Aldehydes ◽

One Pot ◽

Metal Chlorides ◽

One Pot Synthesis ◽

Three Component Reaction ◽

The One ◽

Acidic Compounds ◽

Recyclable Heterogeneous Catalyst

Background: Four members of N,N-disulfo-1,1,3,3-tetramethylguanidinium chlorometallates [DSTMG]n[X], where n= 1 or 2; X= FeCl4 - , Zn2Cl6 2-, NiCl4 2-, MnCl4 2- were synthesized as solid Brønsted-Lewis acidic compounds and studied the catalytic activity with the most acidic salt for three-component synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2- e][1,3]oxazin-3-ones. Methods: N,N-disulfo-1,1,3,3-tetramethylguanidinium chlorometallates of the four transition metal cations such as Fe(III), Zn(II), Ni(II) and Mn(II) were prepared after treatment of the parent ionic liquid N,N-disulfo-1,1,3,3- tetramethylguanidinium chloride [DSTMG][Cl] with the respective metal chlorides in different mole fractions at 75 ºC. The synthesis of 1,2-dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-ones was carried out via three-component reaction of 2-naphthol, aromatic aldehydes and urea under neat condition at 90 ºC using 7 mol% of the [DSTMG][FeCl4] catalyst. Results: The characterization of synthesized chlorometallates were done using spectroscopic and other analytical techniques including thermogravimetric analysis and Hammett acidity studies. Among the four salts, the salt of Fe(III) ion was observed as the strong Brønsted acidic hydrophobic salt and thus chosen for the catalytic study. Conclusion: A new type of chlorometallates of guanidinium cation with composition [DSTMG]n[X], where X= FeCl4 - /Zn2Cl6 2-/ NiCl4 2-/ MnCl4 2- and n= 1 or 2 were developed as –SO3H functionalized solid acids with varied thermal stability (150-250 ºC) and physisorbed water (0-20%) as observed from the thermogravimetric study. From them, the most Brønsted acidic Fe(III) salt was employed as efficient recyclable heterogeneous catalyst for the one-pot synthesis of 1,2- dihydro-1-aryl-3H-naphth[1,2-e][1,3]oxazin-3-ones in neat condition.

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A Simple and Green Procedure for the One-Pot Synthesis of α-Aminophosphonates with Quaternary Ammonium Salts as Efficient and Recyclable Reaction Media

Synthesis ◽

10.1055/s-0034-1380523 ◽

2015 ◽

Vol 47 (13) ◽

pp. 1869-1876 ◽

Cited By ~ 3

Author(s):

Da-Zhen Xu ◽

Ya-Qin Yu

Keyword(s):

Quaternary Ammonium ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

One Pot ◽

One Pot Synthesis ◽

The One ◽

Green Procedure ◽

Reaction Media

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ChemInform Abstract: A Simple and Green Procedure for the One-Pot Synthesis of α-Aminophosphonates with Quaternary Ammonium Salts as Efficient and Recyclable Reaction Media.

ChemInform ◽

10.1002/chin.201550174 ◽

2015 ◽

Vol 46 (50) ◽

pp. no-no

Author(s):

Ya-Qin Yu ◽

Da-Zhen Xu

Keyword(s):

Quaternary Ammonium ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

One Pot ◽

One Pot Synthesis ◽

The One ◽

Green Procedure ◽

Reaction Media

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A Series of Metal-Organic Frameworks for Selective CO2 Capture and Catalytic Oxidative Carboxylation of Olefins

10.26434/chemrxiv.7068509 ◽

2018 ◽

Author(s):

Huong T. D. Nguyen ◽

Y B. N. Tran ◽

Hung N. Nguyen ◽

Tranh C. Nguyen ◽

Felipe Gándara ◽

...

Keyword(s):

Room Temperature ◽

Gas Adsorption ◽

New Materials ◽

One Pot ◽

Acid Gas ◽

Naphthalene Diimide ◽

Styrene Carbonate ◽

Metal Organic ◽

Adsorption Of Co ◽

The One

Three novel lanthanide metal˗organic frameworks (Ln-MOFs), namely MOF-590, -591, and -592 were constructed from a naphthalene diimide tetracarboxylic acid. Gas adsorption measurements of MOF-591 and -592 revealed good adsorption of CO2 (low pressure, at room temperature) and moderate CO2 selectivity over N2 and CH4. Accordingly, breakthrough measurements were performed on a representative MOF-592, in which the separation of CO2 from binary mixture containing N2 and CO2 was demonstrated without any loss in performance over three consecutive cycles. Moreover, MOF-590, MOF-591, and MOF-592 exhibited catalytic activity in the one-pot synthesis of styrene carbonate from styrene and CO2 under mild conditions (1 atm CO2, 80 °C, and solvent-free). Among the new materials, MOF-590 revealed a remarkable efficiency with exceptional conversion (96%), selectivity (95%), and yield (91%).

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A Study on the Rearrangement of Dialkyl 1-Aryl-1-hydroxymethylphosphonates to Benzyl Phosphates

Current Organic Chemistry ◽

10.2174/1385272824666200226114306 ◽

2020 ◽

Vol 24 (4) ◽

pp. 465-471 ◽

Cited By ~ 2

Author(s):

Zita Rádai ◽

Réka Szabó ◽

Áron Szigetvári ◽

Nóra Zsuzsa Kiss ◽

Zoltán Mucsi ◽

...

Keyword(s):

Quantum Chemical ◽

Room Temperature ◽

Phase Transfer ◽

One Pot ◽

Substrate Dependence ◽

Triethylbenzylammonium Chloride ◽

One Step ◽

The Pudovik Reaction ◽

The One ◽

Solid Liquid

The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPs) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs2CO3 as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP→BP conversion.

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An Overview of the One-pot Synthesis of Imidazolines

Current Organic Chemistry ◽

10.2174/1385272824999201001153735 ◽

2020 ◽

Vol 24 (20) ◽

pp. 2341-2355

Author(s):

Thaipparambil Aneeja ◽

Sankaran Radhika ◽

Mohan Neetha ◽

Gopinathan Anilkumar

Keyword(s):

Asymmetric Catalysis ◽

Organic Compounds ◽

Ring Opening ◽

Ecological Impact ◽

Chiral Auxiliary ◽

One Pot ◽

One Pot Synthesis ◽

The One ◽

Synthetic Intermediate ◽

Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

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Synthesis and Kinetics of Highly Substituted Piperidines in the Presence of Tartaric Acid as a Catalyst

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207321666180228115130 ◽

2018 ◽

Vol 21 (4) ◽

pp. 302-311

Author(s):

Younes Ghalandarzehi ◽

Mehdi Shahraki ◽

Sayyed M. Habibi-Khorassani

Keyword(s):

Ambient Temperature ◽

Tartaric Acid ◽

Aromatic Aldehydes ◽

One Pot ◽

Rate Determining Step ◽

State Approximation ◽

Solvent Free Conditions ◽

Steady State Approximation ◽

Absorbance Changes ◽

The One

Aim & Scope: The synthesis of highly substituted piperidine from the one-pot reaction between aromatic aldehydes, anilines and β-ketoesters in the presence of tartaric acid as a catalyst has been investigated in both methanol and ethanol media at ambient temperature. Different conditions of temperature and solvent were employed for calculating the thermodynamic parameters and obtaining an experimental approach to the kinetics and mechanism. Experiments were carried out under different temperature and solvent conditions. Material and Methods: Products were characterized by comparison of physical data with authentic samples and spectroscopic data (IR and NMR). Rate constants are presented as an average of several kinetic runs (at least 6-10) and are reproducible within ± 3%. The overall rate of reaction is followed by monitoring the absorbance changes of the products versus time on a Varian (Model Cary Bio- 300) UV-vis spectrophotometer with a 10 mm light-path cell. Results: The best result was achieved in the presence of 0.075 g (0.1 M) of catalyst and 5 mL methanol at ambient temperature. When the reaction was carried out under solvent-free conditions, the product was obtained in a moderate yield (25%). Methanol was optimized as a desirable solvent in the synthesis of piperidine, nevertheless, ethanol in a kinetic investigation had none effect on the enhancement of the reaction rate than methanol. Based on the spectral data, the overall order of the reaction followed the second order kinetics. The results showed that the first step of the reaction mechanism is a rate determining step. Conclusion: The use of tartaric acid has many advantages such as mild reaction conditions, simple and readily available precursors and inexpensive catalyst. The proposed mechanism was confirmed by experimental results and a steady state approximation.

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