Crosslinking of cellulose by olefin metathesis

Journal of Carbohydrate Chemistry

Volumn 22, Issue 1, 2003, Pages 47-55

  Joly, N ^a   Granet, R ^a   Krausz, P ^a  

^a UNIVERSITY OF LIMOGES   (France)

Author keywords

Cellulose; Crosslinking; Metathesis; Microwave; Plastic films

Indexed keywords

ALKENE; CELLULOSE; LITHIUM CHLORIDE; N,N DIMETHYLACETAMIDE;

ARTICLE; CATALYST; CROSS LINKING; CRYSTAL STRUCTURE; FILM; GEL; INFRARED SPECTROSCOPY; MICROWAVE IRRADIATION; PROTON NUCLEAR MAGNETIC RESONANCE; RING CLOSING METATHESIS; TIME;

EID: 0037245902     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1081/CAR-120019013     Document Type: Article

References (18)

1. Glasser, W.G.; McCartney, B.K.; Samaranayake, G. Cellulose derivatives with low degree of substitution. 3. The biodegradability of cellulose esters using a simple enzyme assay. Biotechnol. Prog. 1994, 10 (2), 214-219.
2. Wang, P.; Tao, B.Y. Synthesis of cellulose-fatty acid esters for use as biodegradable plastics. J. Environ. Polym. Degrad. 1995, 3 (2), 115-119.
3. Gourson, C.; Benhaddou, R.; Granet, R.; Krausz, P.; Saulnier, L.; Thibault, J.F. Preparation of biodegradable plastic in microwave oven and solvent-free conditions. C. R. Acad. Sci., Paris, Ser. IIc, Macromol. Chem. 1999, 2 (2), 75-78.
4. McCormick, C.L.; Callais, P.A. Derivatization of cellulose in lithium chloride and N,N-dimethylacetamide solutions. Polymer 1987, 28 (13), 2317-2323.
5. Tosh, B.; Saikia, C.N.; Dass, N.N. Homogeneous esterification of cellulose in lithium chloride/N,N-dimethylacetamide solvent system: effect of temperature and catalyst. Carbohydr. Res. 2000, 327 (3), 345-352.
6. Satgé, C.; Verneuil, B.; Branland, P.; Granet, R.; Krausz, P.; Rozier, J.; Petit, C. Rapid homogeneous esterification of cellulose induced by microwave irradiation. Carbohydr. Polym. 2002, 49 (3), 373-376.
7. Yang, C.Q.; Wang, X.; Lu, Y. Infrared spectroscopy studies of cyclic anhydrides as intermediates for esters crosslinking of cotton cellulose by polycarboxylic acids. IV. In situ free radical copolymerization of maleic acid and itaconic acid on cotton. J. Appl. Polym. Sci. 2000, 75 (2), 327-336.
8. Yang, C.Q.; Xu, Y. Paper wet performance and ester crosslinking of wood pulp cellulose by poly(carboxylic acid)s. J. Appl. Polym. Sci. 1998, 67 (4), 649-658.
9. Chen, J.-C.; Chiu, S.-T.; Chen, C.-C. Crosslinking of sulfonated cotton cellulose. Part III: agent distribution and reaction kinetics. Tex. Res. J. 2000, 70 (5), 386-390.
10. 3)] and its reactions. Angew. Chem., Int. Ed. Engl. 1995, 34 (18), 2039-2041.
11. Descotes, G.; Ramza, J.; Basset, J.-M.; Pagano, S. Metathesis of Ω-unsaturated glucosides with chloro-aryloxide complexes of tungsten, as a new way leading to unsaturated bolaamphiphiles. Tetrahedron Lett. 1994, 35 (40), 7379-7382.
12. Ramza, J.; Descotes, G.; Basset, J.-M.; Mutch, A. Metathesis of Ω-unsaturated glycosides with chloro-aryloxide complexes of tungsten, as a new synthetic route leading to unsaturated neutral bolaforms. J. Carbohydr. Chem. 1996, 15 (2), 125-136.
13. Jørgensen, M.; Hadwiger, P.; Madsen, R.; Stütz, A.E.; Wrodnigg, T.M. Olefin metathesis in carbohydrate chemistry. Curr. Org. Chem. 2000, 4 (6), 565-588.
14. El Sukkari, H.; Gesson, J.-P.; Renoux, B. Ring closing metathesis and cross metathesis of carbohydrate derivatives. Tetrahedron Lett. 1998, 39 (23), 4043-4046.
15. Batoux, N.; Benhaddou-Zerrouki, R.; Bressolier, P.; Granet, R.; Laumont, G.; Aubertin, A.-M.; Krausz, P. Nucleoside homodimerisation by cross metathesis. Tetrahedron Lett. 2001, 42 (8), 1491-1493.
16. Samaranayake, G.; Glasser, W.G. Cellulose derivatives with low DS. I. A novel acylation system. Carbohydr. Polym. 1993, 22 (1), 1-7.
17. Sjöholm, E.; Gustafsson, K.; Eriksson, B.; Brown, W.; Colmsjö, A. Aggregation of cellulose in lithium chloride/N,N-dimethylacetamide. Carbohydr. Polym. 2000, 41 (2), 153-161.
18. Gourson, C.; Benhaddou, R.; Granet, R.; Krausz, P.; Verneuil, B.; Branland, P.; Chauvelon, G.; Thibault, J.-F.; Saulnier, L. Valorization of maize bran to obtain biodegradable plastic films. J. Appl. Polym. Sci. 1999, 74 (13), 3040-3045.