Über Additionsverbindungen der Cellulose mit Hydrazin, Äthylendiamin und Tetramethylendiamin

Trogus, Carl; Heß, Kurt

doi:10.1515/zpch-1931-1434

Cited by 34 publications

(28 citation statements)

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“…The strong interactions and the regularity of cellulose chains often result in crystalline complex involving solvent constituents. 2,3 Crystal structures of these so-called crystallosolvates have been extensively studied to understand solute-solvent interactions at the atomic resolution. Among such "complexable" molecules are ammonia 4 and ethylenediamine 5 that are the major ingredients in the historical cellulose solvents, cuprammonium hydroxide and cupriethylenediamine hydroxide.…”

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confidence: 99%

Fivefold Helical Cellulose Trapped in a Sulfuric Acid Framework

Ogawa

Pérez

et al. 2021

Crystal Growth & Design

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Sulfuric acid aqueous solution effectively dissolves cellulose at a concentration of 64 wt% when it is pre-cooled at -20 ˚C. Although this low-temperature acid solution has a high potential as an aqueous cellulose solvent, the molecular detail of its swelling and dissolution mechanism is not known. In this study, we followed the swelling behavior of cellulose in sulfuric acid using X-ray diffraction and found a crystalline complex of cellulose and sulfuric acid at -20 ˚C. In this structure, the sulfuric acid molecules are organized in a similar manner to those in its tetrahydrate crystal. Cellulose molecules adopt a rare five-fold helical conformation, and their hydroxyl groups participate in the hydration of sulfuric acid. This complexation is acid-concentration dependent and occurs only above 62 wt%, indicating that the deficiency of the number of water molecules around sulfuric acid to form tetrahydrate drives the sulfuric acid to recruit cellulose hydroxyl groups. It swells and opens the cellulose structure without completely destroying the crystalline order as can be confirmed by the partial reversibility to regenerate cellulose I. ASSOCIATED CONTENT Supporting InformationThe Supporting Information is available free of charge on the ACS Publications website. Experimental procedures, details of exhaustive search of unit-cell parameters and regeneration experiments of cellulose-sulfuric acid complex. (PDF)

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confidence: 99%

Fivefold Helical Cellulose Trapped in a Sulfuric Acid Framework

Ogawa

Pérez

et al. 2021

Crystal Growth & Design

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“…With intramicellar swelling, such as produced by ethylenediamine (57), where there is the appearance of a new crystalline pattern corresponding to the formation of a swelling compound, the cellulose particle may be observed to increase in diameter. This increase in particle diameter is of the same order as the lateral increase in the unit cell dimensions calculated from the x-ray diagram (12,47).…”

Section: B Degradationmentioning

confidence: 99%

X-ray Studies Regarding the Structure and Behavior of Native Cellulose.

Sisson¹

1940

Chem. Rev.

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“…Complexes of cellulose with primary and secondary aliphatic amino compounds have been described by Davis et al [4J, who reported on complexes with the primary aliphatic monoamines, and by Trogus and Hess [7], and Creely et al [I], who discussed the primary aliphatic diamines. Creely and co-workers E2, 3] demonstrated that complexes of cellulose can be prepared with di-secondary diamines, as well as with diamines containing primary and secondary amino groups.…”

Section: Introductionmentioning

confidence: 99%

Complexes of Cellulose with Cyclic Amines and Diamines

Creely

Wade

1978

Textile Research Journal

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Several aromatic amines and one heterocyclic amine were applied to cotton cellulose in an attempt to form hydrogen bonded complexes. The complexes formed with aniline, benzylamine, and furfurylamine were relatively unstable, but that formed with p -phenylenediamine was relatively stable. All samples required pretreatment with ethylamine to form the product. The complexes were characterized by x-ray diffraction techniques in which the distension of the 101 planes was compared to that of the aliphatic amine-cellulose complexes. Similarity was noted between d(101) of cyclic aminecelluloses and of aliphatic amine-celluloses when computed molecular lengths of the amines were similar. A 1:1 ratio of amine to anhydroglucose units in the furfurylamine-cellulose was indicated by thermogravimetric analysis. The p pheny l enediamine-cellulose decomposed between 150 and 300°C and had a 1:2 ratio of diamine to AHG units.

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Über Additionsverbindungen der Cellulose mit Hydrazin, Äthylendiamin und Tetramethylendiamin

Cited by 34 publications

References 0 publications

Fivefold Helical Cellulose Trapped in a Sulfuric Acid Framework

Fivefold Helical Cellulose Trapped in a Sulfuric Acid Framework

X-ray Studies Regarding the Structure and Behavior of Native Cellulose.

Complexes of Cellulose with Cyclic Amines and Diamines

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