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Published in: Cellulose 16/2020

03-10-2020 | Original Research

NaOH(KOH)-catalyzed vinylation of cellulose with acetylene gas in water

Authors: Lidiya N. Parshina, Ludmila A. Oparina, Anatolii P. Tantsyrev, Nina K. Gusarova, Boris A. Trofimov

Published in: Cellulose | Issue 16/2020

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Abstract

Diverse mercerized celluloses (powder cellulose and kraft pulp) have been successfully vinylated with acetylene in an aqueous solution of alkali metal hydroxides (KOH or NaOH) at 125–140 °C. Depending on the reaction conditions, degree of substitution (DS) of the hydroxyl groups by highly reactive polymerazable vinyloxy groups ranges 0.08–0.73, the yields of vinyl celluloses being 24–75%. The process is accompanied by alkaline degradation of the cellulose macromolecule.

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Appendix
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Literature
go back to reference Bikales NM, Segal L (1971) Cellulose and cellulose derivatives, V 1. Wiley, New York Bikales NM, Segal L (1971) Cellulose and cellulose derivatives, V 1. Wiley, New York
go back to reference Favorsky AE, Ivanov VI, Kuznetsova ZI (1941) Cellulose vinyl ethers. Dokl Akad Nauk SSSR 32:630–632 Favorsky AE, Ivanov VI, Kuznetsova ZI (1941) Cellulose vinyl ethers. Dokl Akad Nauk SSSR 32:630–632
go back to reference Hecht OF, Glickman SA, Duncan JJ, Chiddix ME (1970) Process for preparing partially vinylated fibrous cotton cellulose and resulting products. US Patent 3536441 Hecht OF, Glickman SA, Duncan JJ, Chiddix ME (1970) Process for preparing partially vinylated fibrous cotton cellulose and resulting products. US Patent 3536441
go back to reference Heinze T, Liebert T, Koschella A (2006) Esterification of polysaccharides. Springer, Berlin Heinze T, Liebert T, Koschella A (2006) Esterification of polysaccharides. Springer, Berlin
go back to reference Heinze T, El Seoud OA, Koschella A (2018) Cellulose derivatives. Synthesis, structure, and properties. Springer, Cham Heinze T, El Seoud OA, Koschella A (2018) Cellulose derivatives. Synthesis, structure, and properties. Springer, Cham
go back to reference Kalabin GA, Trofimov BA, Bzhezovsky VM, Kushnarev DF, Amosova SV, Gusarova NK, Alpert ML (1975) 13C NMR spectra and conjugation effects in alkoxy- and alkylthioethylenes. Izv Akad Nauk USSR Ser Khim, pp 576–581 Kalabin GA, Trofimov BA, Bzhezovsky VM, Kushnarev DF, Amosova SV, Gusarova NK, Alpert ML (1975) 13C NMR spectra and conjugation effects in alkoxy- and alkylthioethylenes. Izv Akad Nauk USSR Ser Khim, pp 576–581
go back to reference Obolenskaya AV, El’nitskaya ZP, Leonovich AA (1991) Laboratory works on wood and cellulose chemistry. Ecologiya, Moscow Obolenskaya AV, El’nitskaya ZP, Leonovich AA (1991) Laboratory works on wood and cellulose chemistry. Ecologiya, Moscow
go back to reference Popa V, Volf I (2018) Biomass as renewable raw material to obtain bioproducts of high-tech value. Elsevier, Amsterdam Popa V, Volf I (2018) Biomass as renewable raw material to obtain bioproducts of high-tech value. Elsevier, Amsterdam
go back to reference Rogovin ZA (1972) Cellulose chemistry. Khimiya, Moscow Rogovin ZA (1972) Cellulose chemistry. Khimiya, Moscow
go back to reference Shokri J, Adibkia K (2013) Application of cellulose and cellulose derivatives in pharmaceutical industries. In: Van de Ven T, Godbout L (eds) Cellulose—medical, pharmaceutical and electronic applications. IntechOpen, Hoboken, New York, pp 48–66 Shokri J, Adibkia K (2013) Application of cellulose and cellulose derivatives in pharmaceutical industries. In: Van de Ven T, Godbout L (eds) Cellulose—medical, pharmaceutical and electronic applications. IntechOpen, Hoboken, New York, pp 48–66
go back to reference Shostakovsky MF (1952) Vinyl ethers. Academy of Science. USSR Press, Moscow Shostakovsky MF (1952) Vinyl ethers. Academy of Science. USSR Press, Moscow
go back to reference Shostakovsky MF, Prilezhaeva EN, Tsymbal LV (1956) Synthesis and transformations of vinyl ethers of highest polyatomic alcohols and cellulose. II. Cellulose-based vinyl ethers. Zh Obshch Khim 26:739–745 Shostakovsky MF, Prilezhaeva EN, Tsymbal LV (1956) Synthesis and transformations of vinyl ethers of highest polyatomic alcohols and cellulose. II. Cellulose-based vinyl ethers. Zh Obshch Khim 26:739–745
go back to reference Shostakovsky MF, Polyakov AI, Smagin VV, Lavrova KF, Vasil’eva LV (1968) Mixed cellulose derivatives. USSR Patent 229483 Shostakovsky MF, Polyakov AI, Smagin VV, Lavrova KF, Vasil’eva LV (1968) Mixed cellulose derivatives. USSR Patent 229483
go back to reference Shtishevsky V, Obolonskaya NA, Nikitin NI (1951) Vinylation of cellulose Zh Prikl Khim 24:1045–1051 Shtishevsky V, Obolonskaya NA, Nikitin NI (1951) Vinylation of cellulose Zh Prikl Khim 24:1045–1051
go back to reference Tedeschi RJ (1982) Acetylene-based chemicals from coal and other natural resources. Marcel Dekker Inc, New-York Tedeschi RJ (1982) Acetylene-based chemicals from coal and other natural resources. Marcel Dekker Inc, New-York
go back to reference Trofimov BA (1981) Heteroatom derivative of acetylene. New polyfunctional monomers, reagents and semiproducts. Nauka, Moscow Trofimov BA (1981) Heteroatom derivative of acetylene. New polyfunctional monomers, reagents and semiproducts. Nauka, Moscow
go back to reference Voronova MI, Petrova SN, Lebedeva TN, Ivanova ON, Prusov AN, Zakharov AG (2003) Structural changes induced in flax cellulose by alkaline treatment. Russ J Appl Chem 76:1993–1997CrossRef Voronova MI, Petrova SN, Lebedeva TN, Ivanova ON, Prusov AN, Zakharov AG (2003) Structural changes induced in flax cellulose by alkaline treatment. Russ J Appl Chem 76:1993–1997CrossRef
go back to reference Wüstenberg T (2014) Cellulose and cellulose derivatives in the food industry: fundamentals and applications. Wiley-VCH, WeinheimCrossRef Wüstenberg T (2014) Cellulose and cellulose derivatives in the food industry: fundamentals and applications. Wiley-VCH, WeinheimCrossRef
go back to reference Zakharov AG, Prusov AN (2008) Regularities of structure formation during the processing of cellulose and its derivatives in the presence of liquid. In: Zakharov AG (ed) Scientific basis of the chemical technology of carbohydrates. LKI Press, Moscow, pp 155–221 Zakharov AG, Prusov AN (2008) Regularities of structure formation during the processing of cellulose and its derivatives in the presence of liquid. In: Zakharov AG (ed) Scientific basis of the chemical technology of carbohydrates. LKI Press, Moscow, pp 155–221
Metadata
Title
NaOH(KOH)-catalyzed vinylation of cellulose with acetylene gas in water
Authors
Lidiya N. Parshina
Ludmila A. Oparina
Anatolii P. Tantsyrev
Nina K. Gusarova
Boris A. Trofimov
Publication date
03-10-2020
Publisher
Springer Netherlands
Published in
Cellulose / Issue 16/2020
Print ISSN: 0969-0239
Electronic ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-020-03435-9

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