Silylation of Cellulose with Hexamethyldisilazane in Liquid AmmoniaFirst Examples of Completely Trimethylsilylated Cellulose

Mörmann, Werner; Demeter, Jürgen

doi:10.1021/ma9814393

Cited by 51 publications

(29 citation statements)

References 13 publications

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“…All three hydroxyl groups in the AGU including primary hydroxyl group at C6 and secondary hydroxyl groups at C2 and C3 (Fig. 1a) can participate in almost all the reactions as the alcoholic hydroxyl groups do, such as esterification, etherification, oxidation, silylation and polymer grafting Braun et al 2012;Coseri et al 2013;Dong and Roman 2007;Duan et al 2016;Filpponen and Argyropoulos 2010;Habibi et al 2010;Hasani et al 2008;Ma et al 2010;Mormann and Demeter 1999;Mormann and Wagner 1997;Pang et al 2016;Qiu and Hu 2013;Xu et al 2010;Yoo and Youngblood 2016). Among diverse chemical modifications, esterification represents one of the most promising technique, which was first adopted to synthesize cellulose derivatives (Klemm et al 1998a).…”

Section: Introductionmentioning

confidence: 99%

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

et al. 2018

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As the most abundant biopolymer in nature, cellulose has become a fascinating building block for the design of functional nanomaterials. Owing to the presence of numerous hydroxyl groups, cellulose provides a unique platform for the preparation of new materials via versatile chemical modifications. This critical review aims to present the advances about nanomaterials based on cellulose derivatives with the focus on cellulose esters within the last two decades, including the chemistry and application of these nanostructured materials. This review starts with the introduction on first fundamental aspects about diverse esterification techniques used up to now to modify cellulose. The in situ esterification for the isolation of nanocelluloses and diverse post esterification methods of nanocelluloses for the surface functionalization were highlighted in the following description. Various esterification strategies and further nanostructure constructions have been developed aiming to confer specific properties to cellulose esters, extending therefore their feasibility for highly sophisticated applications, which were summarized with respect to the categories of the introduced ester moieties. Thus, this review assembles and emphasizes the state-of-art knowledge of functional nanomaterials derived from diverse esterified cellulose compounds.

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Section: Introductionmentioning

confidence: 99%

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

et al. 2018

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“…The DS of the silylated polymers was calculated from the content of silicon determined gravimetrically (SiO 2 ) according to McHard. [9] Materials Trimethylsilylated Avicel PH-101 and hydrocellulose, prepared by silylation of cellulose with HMDS in liquid ammonia, [4,10] were dried at 90 8C under vacuum (0.01 mbar) to constant weight. 1,2-Bis(trimethylsiloxy)propane was prepared as described by Mormann and Wagner.…”

Section: Methods Of Characterizationmentioning

confidence: 99%

“…[3] In the course of our studies on the silylation of cellulose with hexamethyldisilazane (HMDS) in liquid ammonia we reported the synthesis of fully substituted cellulose (DS 3) and the synthesis of partially trimethylsilylated cellulose with predictable degree of silylation using saccarin as catalyst. [4] Controlled desilylation of trimethyl cellulose probably has a substitution pattern at the AGU which is different from that obtained in the silylation, if the DS is equal for both samples.…”

Section: Introductionmentioning

confidence: 93%

“…[4] This solution was transferred into an autoclave which was closed and ammonia was added. Pressure was released after the reaction and the partly desilylated cellulose was precipitated.…”

Section: Hydrolytic Desilylation Of Trimethylsilyl Cellulose In Thf/amentioning

confidence: 99%

“…As the activation of cellulose with ammonia had proven to be very successful for the silylation [4] we wondered if ammonia could benefit in the desilylation reaction as well. Apart from its activating effect ammonia has the advantage that it does not react with trimethylsiloxy groups.…”

Section: Introductionmentioning

confidence: 99%

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Controlled desilylation of cellulose with stoichiometric amounts of water in the presence of ammonia

Mörmann¹,

Demeter

2000

Macromol. Chem. Phys.

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Desilylation of trimethylsilyl cellulose with stoichiometric amounts of water has been achieved in THF/ammonia in the presence of saccharin as catalyst. Experimental degrees of silylation are in close agreement with calculated ones. Deviations occur if the desired DS is near 1. These are due to the insolubility of silyl cellulose with DS 1 in THF/ammonia and to the heterogeneous character of the reaction at this point. Hydrolysis of 1,2‐bis(trimethylsiloxy)propane in THF/ammonia showed that the secondary siloxy group is more readily cleaved than the primary. It also proved that the slow conversion of trimethylsilanol to hexamethyldisiloxane is responsible for the rather long reaction times required.

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Controlled desilylation of cellulose with stoichiometric amounts of water in the presence of ammonia

Mörmann¹,

Demeter²

2000

Macromol. Chem. Phys.

Self Cite

View full text Add to dashboard Cite

Silylation of Cellulose with Hexamethyldisilazane in Liquid AmmoniaFirst Examples of Completely Trimethylsilylated Cellulose

Cited by 51 publications

References 13 publications

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

Controlled desilylation of cellulose with stoichiometric amounts of water in the presence of ammonia

Controlled desilylation of cellulose with stoichiometric amounts of water in the presence of ammonia

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