1‐allyloxy‐2‐hydroxy‐propyl‐starch: Synthesis and characterization

Huijbrechts, Annemarie A. M. L.; Huang, Junrong; Schols, Henk A.; Lagen, Barend van; Visser, Gerben M.; Boeriu, Carmen G.; Sudhölter, Ernst J. R.

doi:10.1002/pola.22029

Cited by 24 publications

(12 citation statements)

References 29 publications

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“…Table 1 displays the reaction conditions and results of homogeneous synthesis of AHP-cellulose in 7 wt% NaOH/12 wt% urea aqueous solution. The DS of the polysaccharide derivatives with allyl groups could be estimated by several methods, such as 1 H NMR spectroscopy (Petri et al 1999;Huijbrechts et al 2007;Duanmu et al 2007), elemental analysis method (Heinze et al 2008) and titration (Martin 1949). Here, we used the 1 H NMR spectroscopy after peracetylation (Huijbrechts et al 2007) and elemental analysis after bromination to determine the DS of AHPcellulose.…”

Section: Resultsmentioning

confidence: 98%

“…The DS of the AHP-cellulose was determined by the integration of 1 H NMR spectra of peracetylated samples in DMSO-d6 using maleic acid (MA) as an internal standard (Huijbrechts et al 2007). MA gives a singlet at 6.2 ppm (2 H atoms) in 1 H NMR spectra.…”

Section: Determination Of the Degree Of Substitution (Ds)mentioning

confidence: 99%

“…Degree of substitution (DS): 0.36 revealed by NMR method (Huijbrechts et al 2007); yield of sample 7: mass = 4.17 g; calculated yield = 83.4 % (according to cellulose). Elemental analysis: C 48.12 %, H 6.81 %.…”

Section: Preparation Of Cellulose Solutionmentioning

confidence: 99%

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Homogenous synthesis of 3-allyloxy-2-hydroxypropyl-cellulose in NaOH/urea aqueous system

Liebert

Heinze

2012

Cellulose

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3-Allyloxy-2-hydroxypropylcelluloses (AHP-celluloses), reactive unsaturated cellulose derivatives, were homogeneously synthesized by the reaction of cellulose with allyl glycidyl ether (AGE) in NaOH/urea aqueous solution. Water-soluble AHPcelluloses with DS NMR = 0.32-0.67 were prepared from microcrystalline cellulose. The degree of substitution (DS) of AHP-celluloses could be controlled by varying the molar ratio of AGE and NaOH to AGU and the reaction conditions. The structure of AHPcellulose samples were characterized by means of FT-IR, NMR spectroscopy and size exclusion chromatography. The cellulose ether shows thermoreversible flocculation. Bromination reactions were carried out as subsequent functionalization both to illustrate the reactivity of the allyl function and to determine the DS values.

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Section: Resultsmentioning

confidence: 98%

Section: Determination Of the Degree Of Substitution (Ds)mentioning

confidence: 99%

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Homogenous synthesis of 3-allyloxy-2-hydroxypropyl-cellulose in NaOH/urea aqueous system

Liebert

Heinze

2012

Cellulose

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“…MALDI after digestion with pullulanase, α-amylase and amyloglucosidase (Huijbrechts, et al, 2007) Aminoethyl chitooligosaccharide TOF (DHB) Inhibitition of activity of angiotensin converting enzyme (Ngo, et al, 2008) Branched polyglucans L-TOF (DHB)…”

Section: Maldi-ftms (No Matrix)mentioning

confidence: 99%

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Harvey

2011

Mass Spectrometry Reviews

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This review is the fifth update of the original review, published in 1999, on the application of MALDI mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2008. The first section of the review covers fundamental studies, fragmentation of carbohydrate ions, use of derivatives and new software developments for analysis of carbohydrate spectra. Among newer areas of method development are glycan arrays, MALDI imaging and the use of ion mobility spectrometry. The second section of the review discusses applications of MALDI MS to the analysis of different types of carbohydrate. Specific compound classes that are covered include carbohydrate polymers from plants, N- and O-linked glycans from glycoproteins, biopharmaceuticals, glycated proteins, glycolipids, glycosides and various other natural products. There is a short section on the use of MALDI mass spectrometry for the study of enzymes involved in glycan processing and a section on the use of MALDI MS to monitor products of the chemical synthesis of carbohydrates with emphasis on carbohydrate-protein complexes and glycodendrimers. Corresponding analyses by electrospray ionization now appear to outnumber those performed by MALDI and the amount of literature makes a comprehensive review on this technique impractical. However, most of the work relating to sample preparation and glycan synthesis is equally relevant to electrospray and, consequently, those proposing analyses by electrospray should also find material in this review of interest.

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“…The synthesis of bio-based EPs is feasible from different natural materials such as wood biomass [1], industrial lignin [2] and starch [3]. One of the most common methods to prepare bio-based EPs is the epoxidation of different vegetable oils, which are basically fatty acid esters of glycerol [4][5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Novel high glass temperature sugar-based epoxy resins: Characterization and comparison to mineral oil-based aliphatic and aromatic resins

Niedermann¹,

Szebényi²,

Toldy³

2015

Express Polym. Lett.

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Abstract. Curing and rheological behaviour, glass transition temperature, mechanical and thermal properties of two newly synthesized glucopyranoside-(GPTE) and glucofuranoside-(GFTE) based renewable epoxy resin (EP) components were investigated and compared to aromatic and aliphatic EPs. The glucose-based EPs can be successfully cured with amine and anhydride type curing agents, their gel times are suitable for processing and can be well-adopted to the needs of the common composite preparation methods. GPTE showed the highest glass transition temperature (T g ) among all investigated resins, followed by GFTE and DGEBA. Below the T g there was no significant difference between the storage modulus values of the EP systems. The glucose-based EPs had lower tensile and bending strength, but their tensile modulus values are not significantly different from the mineral oil based EPs. The thermal stability of the synthesized GPTE and GFTE is between DGEBA and the aliphatic resins. In applications where bending stresses are dominant over the tensile ones, and outstanding T g is required, these glucose-based resins offer a feasible renewable option.

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1‐allyloxy‐2‐hydroxy‐propyl‐starch: Synthesis and characterization

Cited by 24 publications

References 29 publications

Homogenous synthesis of 3-allyloxy-2-hydroxypropyl-cellulose in NaOH/urea aqueous system

Homogenous synthesis of 3-allyloxy-2-hydroxypropyl-cellulose in NaOH/urea aqueous system

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2007–2008

Novel high glass temperature sugar-based epoxy resins: Characterization and comparison to mineral oil-based aliphatic and aromatic resins

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