Degradation of cellulose at the wet-dry interface: I—study of the depolymerization

Jeong, Myung-Joon; Dupont, Anne-Laurence; Rie, E. René de la

doi:10.1007/s10570-012-9722-4

Cited by 15 publications

(11 citation statements)

References 19 publications

(20 reference statements)

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“…Additionally, it was observed that when aged together with TL (configuration B), aTL and bTL had a higher HTPA content than when they were aged without TL (configuration A). These results are consistent with our previous study where it was shown that TL clearly affected co-aging samples (in same vial) from other areas in the paper, as monitored by a decrease in their molar mass, but that its own molar mass was affected the least (Jeong et al, 2012). In addition, in configuration C, where direct contact during aging between TL and the other co-aging samples was prevented by placing the TL sample in a separate small glass tube inside the aging vial, the HTPA content of aTL and bTL also increased.…”

Section: Rp-hplc Methods Validationsupporting

confidence: 93%

“…Hydroperoxides, which are present in high concentration in tidelines are likely to play a role during aging. Oxidation products such as the volatile low molar mass formic and acetic acids, which have been found in large amounts tidelines (Souguir et al, 2008), would catalyze hydrolysis reactions during aging, leading to decreased molar mass of adjacent paper samples, as proposed by Jeong et al (2012). Formic acid in particular would have a crucial part, not only because this acid is the most abundantly present in the tideline, but also because it has been identified recently as very aggressive in vapour phase for paper, being responsible for significant molar mass decrease of cellulose even at room temperature (Tétreault, Dupont, Bégin, & Paris, 2013).…”

Section: Resultsmentioning

confidence: 99%

“…1 paper. According to the manufacturer, 5 g g −1 of iron are present on average, while 3 g g −1 had been previously measured in the paper batch used for this research (Jeong et al, 2012). The pretreatment with iron sulfate was carried out to achieve larger iron content in the paper (∼100 g g −1 ).…”

Section: Rp-hplc Methods Validationmentioning

confidence: 99%

“…Tidelines (brown lines) in paper can affect degradation of cellulose in the brown area itself and in neighboring areas (Jeong, Dupont, & De la Rie, 2012;Souguir, Dupont, & De la Rie, 2008). They can form in historical papers and books at the wet-dry interface upon local exposure to water or high relative humidity (Bone & Turner, 1950;Dupont, 1996a;Eusman, 1995;Hofenk de Graaff, 1994;Madaras & Turner, 1953).…”

Section: Introductionmentioning

confidence: 99%

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Degradation of cellulose at the wet–dry interface. II. Study of oxidation reactions and effect of antioxidants

Jeong

Dupont

Rie

2014

Carbohydrate Polymers

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To better understand the degradation of cellulose upon the formation of a tideline at the wet-dry interface when paper is suspended in water, the production of chemical species involved in oxidation reactions was studied. The quantitation of hydroperoxides and hydroxyl radicals was carried out in reverse phase chromatography using triphenylphosphine and terephthalic acid, respectively, as chemical probes. Both reactive oxygen species were found in the tideline immediately after its formation, in the range of micromoles and nanomoles per gram of paper, respectively. The results indicate that hydroxyl radicals form for the most part in paper before the tideline experiment, whereas hydroperoxides appear to be produced primarily during tideline formation. Iron sulfate impregnation of the paper raised the production of hydroperoxides. After hygrothermal aging in sealed vials the hydroxyl radical content in paper increased significantly. When aged together in the same vial, tideline samples strongly influenced the degradation of samples from other areas of the paper (multi-sample aging). Different types of antioxidants were added to the paper before the tideline experiment to investigate their effect on the oxidation reactions taking place. In samples treated with iron sulfate or artificially aged, the addition of Irgafos 168 (tris(2,4-ditert-butylphenyl) phosphate) and Tinuvin 292 (bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl 1,2,2,6,6-pentamethyl-4-piperidyl sebacate) reduced the concentration of hydroperoxides and hydroxyl radicals, respectively. Tinuvin 292 was also found to considerably lower the rate of cellulose chain scission reactions during hygrothermal aging of the paper.

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Section: Rp-hplc Methods Validationsupporting

confidence: 93%

Section: Resultsmentioning

confidence: 99%

Section: Rp-hplc Methods Validationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Degradation of cellulose at the wet–dry interface. II. Study of oxidation reactions and effect of antioxidants

Jeong

Dupont

Rie

2014

Carbohydrate Polymers

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“…Organic compounds with a high oxidative power such as hydroperoxides, the initial products in free radical autocatalytic oxidation, have been identified in pure cellulose paper [23e25]. Their presence was identified as free hydroperoxides cleaved from the cellulose chain as well as hydroperoxide functionalized cellulose, and their adverse impacts on cellulose degradation were quantified [24,25]. Hydroperoxides are also known to cause discolouration of black and white photographic prints [26,27].…”

Section: Introductionmentioning

confidence: 99%

The impact of volatile compounds released by paper on cellulose degradation in ambient hygrothermal conditions

Tétreault¹,

Dupont²,

Bégin³

et al. 2013

Polymer Degradation and Stability

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International audienceThe reactivity towards cellulose of various volatile compounds commonly released by paper was studied. Sheets of Whatman No. 1 (W1) and No. 40 (W40) were exposed to various concentrations of these compounds in vapour phase ranging from 20 to 80 ppm in closed vessels for 52 days in controlled ambient conditions, after which they were hygrothermally aged. The measured properties of the paper were copper number, degree of polymerization, zero-span breaking length, pH and yellowness index. The results showed that hydrogen peroxide was the most aggressive among the volatile compounds tested as it severely degraded W1 cellulose. The exposure of W1 to formic acid led to significant degradation, designating this volatile organic compound (VOC) as the most reactive toward cellulose among the carboxyl and carbonyl functionalized VOCs tested. On the other hand, acetic acid was found comparatively less reactive. Nitrogen oxides, which were produced up to 3 ppm from a side-reaction of the carboxylic acids with the magnesium nitrate used to control the relative humidity in the closed vessels, appeared to contribute significantly to the degradation despite their low concentration. Antagonistic effects were evidenced in binary vapour mixtures where the presence of aldehydes (formalde-hyde and acetaldehyde) counteracted substantially the degradation induced by the most reactive compounds. It was also shown that acetaldehyde, hexanal and furfural in individual exposures had little to no reactivity. Upon exposure to formaldehyde, the rate of glycosidic bond cleavage of cellulose induced by the ageing of W1 was significantly reduced

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Understanding paper degradation: identification of products of cellulosic paper decomposition at the wet-dry “tideline” interface using GC-MS

et al. 2016

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Cellulose paper degradation products forming in the "tideline" area at the wet-dry interface of pure cellulose paper were analyzed using gas chromatography-electron ionization-mass spectrometry (GC-EI-MS) and high-resolution electrospray ionization-mass spectrometry (ESI-MS, LTQ Orbitrap) techniques. Different extraction protocols were employed in order to solubilize the products of oxidative cellulose decomposition, i.e., a direct solvent extraction or a more laborious chromophore release and identification (CRI) technique aiming to reveal products responsible for paper discoloration in the tideline area. Several groups of low molecular weight compounds were identified, suggesting a complex pathway of cellulose decomposition in the tidelines formed at the cellulose-water-oxygen interface. Our findings, namely the appearance of a wide range of linear saturated carboxylic acids (from formic to nonanoic), support the oxidative autocatalytic mechanism of decomposition. In addition, the identification of several furanic compounds (which can be, in part, responsible for paper discoloration) plus anhydro carbohydrate derivatives sheds more light on the pathways of cellulose decomposition. Most notably, the mechanisms of tideline formation in the presence of molecular oxygen appear surprisingly similar to pathways of pyrolytic cellulose degradation. More complex chromophore compounds were not detected in this study, thereby revealing a difference between this short-term tideline experiment and longer-term cellulose aging.

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Degradation of cellulose at the wet-dry interface: I—study of the depolymerization

Cited by 15 publications

References 19 publications

Degradation of cellulose at the wet–dry interface. II. Study of oxidation reactions and effect of antioxidants

Degradation of cellulose at the wet–dry interface. II. Study of oxidation reactions and effect of antioxidants

The impact of volatile compounds released by paper on cellulose degradation in ambient hygrothermal conditions

Understanding paper degradation: identification of products of cellulosic paper decomposition at the wet-dry “tideline” interface using GC-MS

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