Gas chromatographic—mass spectrometric study of reactions of halodeoxycelluloses with thiols in aqueous solutions

Aoki, Nobuyoshi; Koganei, Katsuya; Chang, Hu-Sheng; Furuhata, Ken-ichi; Sakamoto, Munenori

doi:10.1016/0144-8617(95)00027-5

Cited by 14 publications

(6 citation statements)

References 9 publications

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“…under heterogeneous conditions in aqueous sodium hydroxide, giving a maximum conversion of 65% [109]. When the pH was too basic, 5,6-elimination and 3,6-cyclisation competed with the S N reaction.…”

Section: Saccharide Carbon As Electrophilementioning

confidence: 99%

Chemical Modification of Polysaccharides

Cumpstey¹

2013

ISRN Organic Chemistry

210

117

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This review covers methods for modifying the structures of polysaccharides. The introduction of hydrophobic, acidic, basic, or other functionality into polysaccharide structures can alter the properties of materials based on these substances. The development of chemical methods to achieve this aim is an ongoing area of research that is expected to become more important as the emphasis on using renewable starting materials and sustainable processes increases in the future. The methods covered in this review include ester and ether formation using saccharide oxygen nucleophiles, including enzymatic reactions and aspects of regioselectivity; the introduction of heteroatomic nucleophiles into polysaccharide chains; the oxidation of polysaccharides, including oxidative glycol cleavage, chemical oxidation of primary alcohols to carboxylic acids, and enzymatic oxidation of primary alcohols to aldehydes; reactions of uronic-acid-based polysaccharides; nucleophilic reactions of the amines of chitosan; and the formation of unsaturated polysaccharide derivatives.

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Section: Saccharide Carbon As Electrophilementioning

confidence: 99%

Chemical Modification of Polysaccharides

Cumpstey¹

2013

ISRN Organic Chemistry

210

117

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“…Although these transformations involve more than one step, one of the merits of this approach is that all reactions are regioselective, preferentially occurring at primary hydroxyl groups, and thus, result in regioselectively substituted aminated polysaccharide derivatives such as 6-amino-6-deoxy-cellulose . In the case of bromination, it can be essentially perfectly regioselective for polysaccharides containing a free 6-hydroxymethylene group (e.g., cellulose, amylose, chitin). − …”

Section: Applications Of Staudinger Reactions To Polysaccharide Funct...mentioning

confidence: 99%

Staudinger Reactions for Selective Functionalization of Polysaccharides: A Review

Shu

Edgar

2015

Biomacromolecules

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Staudinger reactions are frequently highly chemoselective and can occur under very mild conditions, so are attractive methods for efficient functionalization of polysaccharides. This review describes recent investigations that exploit Staudinger-related reactions to effectively alter physical and chemical properties of polysaccharides in order to make them more diversely applicable. Staudinger-related reactions, such as Staudinger reduction, Staudinger ligation, and traceless Staudinger ligation comprise a powerful family of techniques enabling preparation of a wide range of polysaccharide derivatives with excellent chemoselectivity and the potential for excellent regioselectivity when combined with other methods. The remarkably mild conditions of the Staudinger reactions, combined with the abiotic nature of the azide group, make these reactions exceptionally attractive for modification of intact biological entities, including living cells.

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“…A wide variety of subsequent reactions on halodeoxycellulose derivatives are possible, including conversions with thiourea and iminodiacetic acid and with thiols yielding unusual polymers. Thus, 6‐sulfonate‐6‐deoxycelluloses and 6‐mercapto‐6‐deoxycellulose were synthesized, which were exploited as S‐containing derivative for metal ion adsorption.…”

Section: Development Of New Adsorbents From Lignocellulosic Residuesmentioning

confidence: 99%

Chemical modifications of lignocellulosic materials and their application for removal of cations and anions from aqueous solutions

Melo

Neto

Barros

et al. 2015

J of Applied Polymer Sci

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This review discussed the last 10 years progress in the use of lignocellulosic materials chemically modified as low-cost biosorbents. Thus, the chemical modifications, such as chemical pretreatment, oxidation, as well as the grafting of carboxyl groups, amines, amides, etc., on lignocellulosic fibers, that aim to increase the number of adsorption sites and maximize toxic metal ion adsorption capacity have been addressed. The literature presents results that indicated performances of biosorbents equal to or even higher than conventional methods and adsorbents. Many efforts have been concentrated on the improvements of these biosorbents through chemical modifications. However, some difficulties still exist, including the discharge of colored organic compounds resulting from the pretreatments and the development of fast, clean, and low-cost synthesis of selective and multifunctional adsorbents. Thus, the challenge for future research is to find solutions to these difficulties in order to finally make lignocellulosics biosorbents that can replace conventional adsorbent materials.

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Gas chromatographic—mass spectrometric study of reactions of halodeoxycelluloses with thiols in aqueous solutions

Cited by 14 publications

References 9 publications

Chemical Modification of Polysaccharides

Chemical Modification of Polysaccharides

Staudinger Reactions for Selective Functionalization of Polysaccharides: A Review

Chemical modifications of lignocellulosic materials and their application for removal of cations and anions from aqueous solutions

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