Tert-butyl amine borane complex: An unusual application of a reducing agent on model molecules of cellulose based materials

Sanna, Cecilia; Sodo, Armida; Laguzzi, Giuseppe; Mancini, Giovanna; Bicchieri, Marina

doi:10.1016/j.culher.2008.10.008

Cited by 9 publications

(6 citation statements)

References 17 publications

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“…Out of our knowledge, nano-calcium carbonate particles have never been applied in paper restoration prior to this study. Only nano-calcium (or magnesium) hydroxides have been proposed, but it is to underline that the official methods allowed in Italy for cultural heritage objects on paper [ 6 ] forbid the use of hydroxides, due to the too high localized pH of the compounds that can induce a ß-alkoxy elimination with subsequent depolymerization.…”

Section: Resultsmentioning

confidence: 99%

Newly Developed Nano-Calcium Carbonate and Nano-Calcium Propanoate for the Deacidification of Library and Archival Materials

Bicchieri¹,

Valentini

Calcaterra

et al. 2017

Journal of Analytical Methods in Chemistry

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Paper-based cultural heritage objects are subject to natural deterioration due to internal and external factors, that is, the presence of heavy metals, incorrect conservation, humidity, exposure of the artifacts to pollutants, light, and high temperatures. To contrast the decay of the original objects, it is necessary to study and apply innovative specific techniques, set up novel preservation methodologies, and implement or synthesize new products. As the nanomaterial science field developed over the last decades, the usage of nanomaterials in cultural heritage gained a prominent role. Such an excitement for the novel materials opened the path for an uncontrolled transfer of nanoparticles developed for different applications to paper restoration, neglecting all their possible interactions with the support or the graphic media. The aim of this work was to synthesize new nanomaterials expressly conceived for the treatment of library materials. To evaluate their possible insertion in the official conservation treatments that are subjected to validation by Istituto Centrale Restauro e Conservazione Patrimonio Archivistico e Librario, the new nanomaterials were tested both on laboratory paper samples and on original documents. This work presents the results of these studies (some of which still preliminary) stressing the positive and extremely promising outcomes of this research.

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Section: Resultsmentioning

confidence: 99%

Newly Developed Nano-Calcium Carbonate and Nano-Calcium Propanoate for the Deacidification of Library and Archival Materials

Bicchieri¹,

Valentini

Calcaterra

et al. 2017

Journal of Analytical Methods in Chemistry

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“…In particular, the borane tert-butylamine complex in a non-aqueous solvent, has been widely used in the ICRCPAL Laboratories of Rome (previously known as ICPL) as a reducing agent for carbonyl functionalities (Bicchieri and Brusa 1997;Bicchieri et al 1999Bicchieri et al , 2000. More recently, its capability of neutralizing carboxyl groups has been evaluated (Sanna et al 2009) with the aim of developing a single treatment for inhibiting acid-catalyzed hydrolysis and oxidation of paper. Further data are needed to confirm these interesting preliminary results (Sanna et al 2009).…”

Section: Anti-oxidantsmentioning

confidence: 99%

“…More recently, its capability of neutralizing carboxyl groups has been evaluated (Sanna et al 2009) with the aim of developing a single treatment for inhibiting acid-catalyzed hydrolysis and oxidation of paper. Further data are needed to confirm these interesting preliminary results (Sanna et al 2009). Alternatively, J. Neevel proposed the usage of phytates as metal deactivators capable of inhibiting metal gall ink corrosion, back in 1995 (Neevel 1995).…”

Section: Anti-oxidantsmentioning

confidence: 99%

Alkaline Nanoparticles for the Deacidification and pH Control of Books and Manuscripts

Baglioni

Chelazzi

Giorgi

et al. 2016

Nanoscience and Cultural Heritage

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Manuscripts and books are susceptible to fast degradation owing to the presence of detrimental components used in the papermaking techniques, and to the action of environmental pollutants. As a result, the acidity of documents increases, promoting the acid-catalyzed depolymerization of cellulose. The latter process strongly reduces the mechanical properties of paper, reducing its long-term resistance to natural aging. The presence of inks concurs to degradation, making the conservation of manuscripts particularly demanding. In this chapter, the use of dispersions of alkaline earth metal hydroxide nanoparticles will be discussed as a method for counteracting the degradation of paper. These systems have proven efficient for the deacidification of cellulose-based artifacts, providing a mild alkaline buffer and maintaining a stable neutral environment. The palette of formulations nowadays available to conservators includes systems designed for the treatment of manuscripts featuring metal gall inks and modern industrial inks.

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“…It has some distinct applications such as a reducing agent for the restoration of art work. 4 Metal-catalyzed dehydrogenation is the most prominent route for dehydrogenation of TBAB. Bellham et al.…”

Section: Introductionmentioning

confidence: 99%

“…tert -Butylamine borane (TBAB) is a substituted amine borane having ∼6 wt % gravimetric storage. It has some distinct applications such as a reducing agent for the restoration of art work . Metal-catalyzed dehydrogenation is the most prominent route for dehydrogenation of TBAB.…”

Section: Introductionmentioning

confidence: 99%

Ionic Liquid Facilitated Dehydrogenation of tert-Butylamine Borane

et al. 2018

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The current work reports ionic liquid (IL) facilitated dehydrogenation of tert -butylamine borane (TBAB) at 90 and 105 °C. For the screening of potential IL solvent, solubility predictions of TBAB in ILs were performed by the conductor-like screening model segment activity coefficient (COSMO-SAC) model. The COSMO-SAC model predicted a logarithmic infinite dilution activity coefficient of −6.66 and −7.31 for TBAB in 1-butyl-3-methylimidazolium acetate [BMIM][OAc] and trihexyl(tetradecyl)phosphonium bis(2,4,4-trimethylpentyl)phosphinate [TDTHP][Phosph], respectively. Hydrogen (1.95 equiv) was seen to release from TBAB/[BMIM][OAc] at 105 °C, whereas TBAB/[TDTHP][Phosph] produced 1.63 equiv of hydrogen after 360 min of dehydrogenation. The proton nuclear magnetic resonance ( 1 H NMR) characterization of TBAB/IL systems revealed the structural integrity of ILs during dehydrogenation. Further characterization through the boron NMR ( 11 B NMR) technique disclosed the time-resolved formation and stability of the starting compound, intermediate boron moieties, and product distribution. The 11 B NMR characterization also revealed the fact that the TBAB/[TDTHP][Phosph] mixture dehydrogenates via bimolecular addition of TBAB by forming borohydride anion (−BH 4 – ). It was seen to oligomerize with the subsequent addition of TBAB in the oligomer chain. For the TBAB/[BMIM][OAc] system, the 11 B NMR characterization could not identify the borohydride anion but confirmed a faster formation of the B=N moiety when compared to the TBAB/[TDTHP][Phosph] system. On the basis of the NMR characterization, IL-facilitated dehydrogenation mechanism of TBAB is proposed.

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Tert-butyl amine borane complex: An unusual application of a reducing agent on model molecules of cellulose based materials

Cited by 9 publications

References 17 publications

Newly Developed Nano-Calcium Carbonate and Nano-Calcium Propanoate for the Deacidification of Library and Archival Materials

Newly Developed Nano-Calcium Carbonate and Nano-Calcium Propanoate for the Deacidification of Library and Archival Materials

Alkaline Nanoparticles for the Deacidification and pH Control of Books and Manuscripts

Ionic Liquid Facilitated Dehydrogenation of tert-Butylamine Borane

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