Preparation and Biosafety Assessment of Water-Soluble Hyperbranched Polyester Nanoparticles with Carboxylic Acid Functional Groups

The chemical interaction of high-nitrogen cellulose ether with acetic, propionic, butyric and isobutyric acids has been studied. The general laws and features of the electrophilic substitution of functional groups of cellulose nitroesters are revealed. The preferred directions of the chemical interaction of cellulose nitrate with carboxylic acid chlorides are established: O-acylation of nitrate and hydroxyl groups; O-acylation of the glucopyranose ring; O-acylation of the ether bond with depolymerization of the chain of an SC molecule; hydrolysis of nitrate groups; destruction of the chain of a macromolecule of nitric acid ester with the formation of water-soluble organic compounds. The structure, properties and possibilities of using synthesized mixed cellulose ethers were studied. Effective methods have been developed for the chemical modification of cellulose nitrates with carboxylic acid chlorides. The probable directions of the reaction of the interaction of cellulose nitrates with electrophilic reagents are predicted based on quantum-chemical calculations of point charges on the atoms of the reacting molecules. The reactivity of highly substituted cellulose nitrates in reactions with carboxylic acid chlorides has been established. The optimal conditions for the interaction of cellulose nitrates with carboxylic acid chlorides have been identified and a mathematical model of the reaction kinetics has been constructed. The possibility of a directed change in the composition of chemically modified cellulose nitrates depending on the synthesis conditions has been established. As a result of the combined use of physicochemical research methods, the chemical composition was determined and the structure of the synthesized compounds was determined: cellulose acetyl nitrates, cellulose propionyl nitrates, cellulose butyryl nitrates, and cellulose isobutyryl nitrates. Using gel chromatography, it was found that the molecular weight characteristics of the synthesized samples are directly dependent on the conditions of their synthesis. It was found that electrophilic substitution of the functional groups of cellulose nitrate proceeds more intensively in the pyridine medium.

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Water-soluble polymers and gels from the polycondensation between cyclodextrins and poly(carboxylic acid)s: A study of the preparation parameters

Journal of Applied Polymer Science ◽

10.1002/app.21391 ◽

2005 ◽

Vol 97 (2) ◽

pp. 433-442 ◽

Cited By ~ 81

Author(s):

B. Martel ◽

D. Ruffin ◽

M. Weltrowski ◽

Y. Lekchiri ◽

M. Morcellet

Keyword(s):

Carboxylic Acid ◽

Water Soluble ◽

Water Soluble Polymers ◽

Soluble Polymers

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Water-soluble copper(II) complexes with 4,5-dichloro-isothiazole-3-carboxylic acid and heterocyclic N-donor ligands: Synthesis, crystal structures, cytotoxicity, and DNA binding study

Inorganica Chimica Acta ◽

10.1016/j.ica.2020.119778 ◽

2020 ◽

Vol 510 ◽

pp. 119778 ◽

Cited By ~ 3

Author(s):

Julia A. Eremina ◽

Elizaveta V. Lider ◽

Taisiya S. Sukhikh ◽

Lyubov S. Klyushova ◽

Maria L. Perepechaeva ◽

...

Keyword(s):

Carboxylic Acid ◽

Dna Binding ◽

Crystal Structures ◽

Water Soluble ◽

Binding Study ◽

Donor Ligands

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A novel synthesis of carboxylic acid derivatives having a quaternary carbon at 3-position and functional groups at 4-position from 1-chlorovinyl p-tolyl sulfoxides and acetic acid esters

Tetrahedron Letters ◽

10.1016/s0040-4039(02)00414-8 ◽

2002 ◽

Vol 43 (16) ◽

pp. 3033-3036 ◽

Cited By ~ 14

Author(s):

Tsuyoshi Satoh ◽

Shimpei Sugiyama ◽

Hiroyuki Ota

Keyword(s):

Acetic Acid ◽

Carboxylic Acid ◽

Functional Groups ◽

Quaternary Carbon ◽

Novel Synthesis ◽

Acetic Acid Esters ◽

Acid Esters

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Development of variously functionalized nitrile oxides

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.11.138 ◽

2015 ◽

Vol 11 ◽

pp. 1241-1245 ◽

Cited By ~ 3

Author(s):

Haruyasu Asahara ◽

Keita Arikiyo ◽

Nagatoshi Nishiwaki

Keyword(s):

Carboxylic Acid ◽

Nucleophilic Substitution ◽

Functional Groups ◽

Grignard Reagent ◽

Cycloaddition Reaction ◽

Chemical Transformations ◽

Nitrile Oxides ◽

Weinreb Amide ◽

Isoxazole Derivatives ◽

Acid Esters

N-Methylated amides (N,4-dimethylbenzamide and N-methylcyclohexanecarboxamide) were systematically subjected to chemical transformations, namely, N-tosylation followed by nucleophilic substitution. The amide function was converted to the corresponding carboxylic acid, esters, amides, aldehyde, and ketone upon treatment with hydroxide, alkoxide, amine, diisobutylaluminium hydride and Grignard reagent, respectively. In these transformations, N-methyl-N-tosylcarboxamides behave like a Weinreb amide. Similarly, N-methyl-5-phenylisoxazole-3-carboxamide was converted into 3-functionalized isoxazole derivatives. Since the amide was prepared by the cycloaddition reaction of ethynylbenzene and N-methylcarbamoylnitrile oxide, the nitrile oxide served as the equivalent of the nitrile oxides bearing a variety of functional groups such as carboxy, alkoxycarbonyl, carbamoyl, acyl and formyl moieties.

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Concomitant polymorphs of aryl-ether amine via catemer and dimer carboxylic acid supramolecular interactions and their effect on optical properties

10.21203/rs.3.rs-264441/v1 ◽

2021 ◽

Author(s):

Mehboobali Pannipara ◽

Abdullah G Al-Sehemi

Keyword(s):

Optical Properties ◽

Carboxylic Acid ◽

Crystal Lattice ◽

Functional Groups ◽

Molecular Orbital ◽

Acid Group ◽

Supramolecular Interactions ◽

Aryl Ether ◽

Stability Calculation ◽

The Stability

Abstract Carboxylic acid supramolecular synthon exhibited dimer or catemer motifs in the crystal lattice depend on the substituent and other functional groups present in the structure. In general, presence of other competing functional groups produced catemer motifs whereas unsubstituted acids showed dimer. In this manuscript, we have synthesized a new aryl ether amine-based Schiff base with carboxylic acid functionality ( 1 ) and demonstrated polymorphic structure via catemer ( 1a ) and dimer ( 1b ) motifs in the solid state. In both the structure, carboxylic acid group adopted different orientation in the crystal lattice. The different H-bonding lead to modulation of optical properties that was further supported highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) calculation. Further the stability calculation indicates that catemer structure was more stable by 8.54 kcal/mole relative to dimer motifs. In contrast, naphthyl group attached carboxylic acid structure did not show neither dimer nor catemer motifs in the crystal lattice as compared to diethylaminophenyl group, which confirm the presence of other substituent or competing functional groups strongly influence on the motifs of supramolecular interactions.

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