Water repellence and oxygen and water vapor barrier of PVOH-coated substrates before and after surface esterification

Polymers

Volumn 6, Issue 11, 2014, Pages 2764-2783

  Schmid, Markus ^a,b   Sängerlaub, Sven ^a,b   Miesbauer, Oliver ^a,b   Jost, Verena ^a,b   Werthan, Johannes ^a   Stinga, Camelia ^c   Samain, Daniel ^c   Stramm, Cornelia ^a   Noller, Klaus ^a   Müller, Kajetan ^a,d  

^a FRAUNHOFER INSTITUTE FOR PROCESS ENGINEERING AND PACKAGING IVV   (Germany)

^b TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^c BT3 Technologies   (France)

^d Fachhochschule Kempten Hochschule fur Technik und Wirtschaft   (Germany)

Author keywords

Barrier properties; chemical grafting; Esterification; Poly(vinyl alcohol); Water repellence

Indexed keywords

BUILDING MATERIALS; CELLULOSE; CELLULOSE FILMS; CHAIN LENGTH; CHAINS; CHEMICAL MODIFICATION; CHLORINE COMPOUNDS; ESTERIFICATION; ESTERS; FATTY ACIDS; GAS ADSORPTION; HYDROLYSIS; OXYGEN; POLYVINYL ALCOHOLS; POLYVINYL CHLORIDES; WATER VAPOR;

AVERAGE MOLECULAR WEIGHT; BARRIER PROPERTIES; CHEMICAL GRAFTING; POLYVINYL ALCOHOL (PVOH); REGENERATED CELLULOSE FILMS; WATER REPELLENCE; WATER REPELLENT SURFACES; WATER VAPOR TRANSMISSION RATE;

GRAFTING (CHEMICAL);

CHLORIDES; COPOLYMERIZATION; ESTERIFICATION; FATTY ACIDS; PERMEABILITY; POLYVINYL ALCOHOL; SURFACE PROPERTIES; WATER REPELLENCE; WATER VAPOR;

EID: 84921051051     PISSN: None     EISSN: 20734360     Source Type: Journal    
DOI: 10.3390/polym6112764     Document Type: Article

References (56)

1. Cunha, A.G.; Gandini, A. Turning polysaccharides into hydrophobic materials: A critical review. Part 1. Cellulose. Cellulose 2010, 17, 875-889.
2. Schmid, M.; Hinz, L.-V.; Wild, F.; Noller, K. Effects of hydrolysed whey proteins on the techno-functional characteristics of whey protein-based films. Materials 2013, 6, 927-940.
3. Schmid, M.; Hammann, F.; Winkler, H. Technofunctional properties of films made from ethylene vinyl acetate/whey protein isolate compounds. Packag. Technol. Sci. 2013, 27, 521-533.
4. Schmid, M. Properties of cast films made from different ratios of whey protein isolate, hydrolysed whey protein isolate and glycerol. Materials 2013, 6, 3254-3269.
5. Bugnicourt, E.; Schmid, M.; Nerney, O.M.; Wildner, J.; Smykala, L.; Lazzeri, A.; Cinelli, P. Processing and validation of whey-protein-coated films and laminates at semi-industrial scale as novel recyclable food packaging materials with excellent barrier properties. Adv. Mater. Sci. Eng. 2013, 2013, doi:10.1155/2013/496207.
6. Schmid, M.; Dallmann, K.; Bugnicourt, E.; Cordoni, D.; Wild, F.; Lazzeri, A.; Noller, K. Properties of whey protein coated films and laminates as novel recyclable food packaging materials with excellent barrier properties. Int. J. Polym. Sci. 2012, 2012, doi:10.1155/2012/562381.
7. Schmid, M.; Benz, A.; Stinga, C.; Samain, D.; Zeyer, K.P. Fundamental investigations regarding barrier properties of grafted PVOH layers. Int. J. Polym. Sci. 2012, 2012, doi:10.1155/2012/637837.
8. Endres, H.-J.; Siebert-Raths, A. Engineering Biopolymers-Markets, Manufacturing, Properties and Applications; Carl Hanser-Verlag: München, Germany, 2011.
9. Endres, H.-J.; Siebert-Raths, A. Technische Biopolymere: Rahmenbedingungen, Marktsituation, Herstellung, Aufbau und Eigenschaften; Carl Hanser-Verlag: München, Germany, 2009; Volume 1.
10. Roy, D.; Semsarilar, M.; Guthrie, J.T.; Perrier, S. Cellulose modification by polymer grafting: A review. Chem. Soc. Rev. 2009, 38, 2046-2064.
11. Yam, K.L. The Wiley Encyclopedia of Packaging Technology, 3rd ed.; Wiley: Hoboken, NJ, USA, 2009.
12. Cecutti, C.; Mouloungui, Z.; Gaset, A. Synthesis of new diesters of 1,4:3,6-dianhydro-D-glucitol by esterification with fatty acid chlorides. Bioresour. Technol. 1998, 66, 63-67.
13. Diamantoglou, M.; Kundinger, E.F. Derivatization of Cellulose in Homogeneous Reaction. In Cellulose and Cellulose Derivatives: Cellucon'93 Proceedings: Physico-Chemical Aspects and Industrial Applications; Kennedy, J.F., Phillips, G.O., Williams, P.A., Piculell, J.L., Eds.; Elsevier: Amsterdam, The Netherlands, 1995; pp. 141-152.
14. Enthaler, S. Application of fatty acid chlorides in the iron-catalyzed depolymerization of polyethers. Eur. J. Lipid Sci. Technol. 2013, 115, 239-245.
15. Fang, J.M.; Fowler, P.A.; Tomkinson, J.; Hill, C.A.S. An investigation of the use of recovered vegetable oil for the preparation of starch thermoplastics. Carbohydr. Polym. 2002, 50, 429-434.
16. Grote, C.; Heinze, T. Starch derivatives of high degree of functionalization 11: Studies on alternative acylation of starch with long-chain fatty acids homogeneously in N, N-dimethyl acetamide/LiCl. Cellulose 2005, 12, 435-444.
17. Sonntag, N.O.V.; Trowbridge, J.R.; Krems, I.J. Reactions of fatty acid chlorides. I. Preparation of fatty acid anhydrides. J. Am. Oil Chem. Soc. 1954, 31, 151-157.
18. Aburto, J.; Alric, I.; Borredon, E. Preparation of long-chain esters of starch using fatty acid chlorides in the absence of an organic solvent. Starch-Staerke 1999, 51, 132-135.
19. Chang, F.; Masaki, T.; Kurachi, K.; Isobe, Y.; Onimura, K.; Oishi, T. Synthesis of polymer blends using waste pulp modified with alkyl ester groups. Kobunshi Ronbunshu 2007, 64, 254-260.
20. 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, 3040-3045.
21. Ratanakamnuan, U.; Atong, D.; Aht-Ong, D. Cellulose esters from waste cotton fabric via conventional and microwave heating. Carbohydr. Polym. 2012, 87, 84-94.
22. Vaca-Garcia, C.; Thiebaud, S.; Borredon, M.E.; Gozzelino, G. Cellulose esterification with fatty acids and acetic anhydride in lithium chloride/N, N-dimethylacetamide medium. J. Am. Oil Chem. Soc. 1998, 75, 315-319.
23. Yasuda, M.; Watanabe, S.; Goda, T.; Ogino, H. Synthesis of oil absorbent polymer material having hydrophobic group and evaluation of their ability. Kagaku Kogaku Ronbunshu 2010, 36, 526-531.
24. Talja, R.A.; Kulomaa, T.P.S.; Labafzadeh, S.; Kyllönen, L.E.; King, A.W.T.; Kilpeläinen, I.; Poppius-Levlin, K. Cellulose esters from birch kraft pulps-New biomaterials for barrier coating. In Proceedings of the 16th International Symposium on Wood, Fiber and Pulping Chemistry, ISWFPC, Tianjin, China, 8-10 June 2011.
25. Baba, T.; Nagasawa, N.; Ito, H.; Yaida, O.; Miyamoto, T. Recovery of surface properties of damaged wool fibers. Text. Res. J. 2001, 71, 885-890.
26. Pandey, K.K.; Nagaveni, H.C.; Mahadevan, K.M. Fungal resistance of rubber wood modified by fatty acid chlorides. Int. Biodeterior. Biodegrad. 2011, 65, 890-895.
27. Memmi, A.; Granet, R.; Gahbiche, M.A.; Fekih, A.; Bakhrouf, A.; Krausz, P. Fatty esters of cellulose from olive pomace and barley bran: Improved mechanical properties by metathesis crosslinking. J. Appl. Polym. Sci. 2006, 101, 751-755.
28. Namazi, H.; Fathi, F.; Dadkhah, A. Hydrophobically modified starch using long-chain fatty acids for preparation of nanosized starch particles. Sci. Iran. 2011, 18, 439-445.
29. Neumann, U.; Wiege, B.; Warwel, S. Synthesis of hydrophobic starch esters by reaction of starch with various carboxylic acid imidazolides. Starch-Staerke 2002, 54, 449-453.
30. Prakash, G.K.; Mahadevan, K.M. Enhancing the properties of wood through chemical modification with palmitoyl chloride. Appl. Surf. Sci. 2008, 254, 1751-1756.
31. Salla, J.; Pandey, K.K.; Prakash, G.K.; Mahadevan, K.M. Photobleaching and dimensional stability of rubber wood esterified by fatty acid chlorides. J. Wood Chem. Technol. 2012, 32, 121-136.
32. Thiebaud, S.; Aburto, J.; Alric, I.; Borredon, E.; Bikiaris, D.; Prinos, J.; Panayiotou, C. Properties of fatty-acid esters of starch and their blends with LDPE. J. Appl. Polym. Sci.1997, 65, 705-721.
33. Thiebaud, S.; Borredon, M.E. Solvent-free wood esterification with fatty acid chlorides. Bioresour. Technol. 1995, 52, 169-173.
34. Thiebaud, S.; Borredon, M.E.; Baziard, G.; Senocq, F. Properties of wood esterified by fatty-acid chlorides. Bioresour. Technol. 1997, 59, 103-107.
35. Shaikh, S.; Asrof Ali, S.K.; Hamad, E.Z.; Al-Nafaa, M.; Al-Jarallah, A.; Abu-Sharkh, B. Synthesis, characterization, and solution properties of hydrophobically modified poly(vinyl alcohol). J. Appl. Polym. Sci. 1998, 70, 2499-2506.
36. Langowski, H.-C. Permeation of gases and condensable substances through monolayer and multilayer structures. In Plastic Packaging, Interactions with Food and Pharmaceuticals, 2nd ed.; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2008; pp. 297-347.
37. Müller, K. Multilayer films for bag-in-container systems used in disposable kegs: Basic principles of possible barrier concepts. Brew. Sci. 2013, 66, 31-36.
38. Axelson-Larsson, L. Oxygen permeability at high temperatures and relative humidities. Packag. Technol. Sci. 1992, 5, 297-306.
39. Lahtinen, K.; Kuusipalo, J. Statistical model predicting water vapor transmission rates of high-barrier-coated papers. In Proceedings of the 67th Annual Technical Conference & Exhibition, Society of Plastics Engineers, Chicago, IL, USA, 22-24 June 2009.
40. Stinga, N.C. Utilisation de la chimie chromatogénique pour la conception et la réalisation de matériaux cellulosiques barrières à l'eau, aux graisses et aux gaz. Ph. D. Thesis, Universite Joseph Fourier, Grenoble, France, 2008; p. 242. (In French)
41. Anonymous, Mowiol-Polyvinyl Alcohol; Kuraray Specialities Europe KSE GmbH: Frankfurt am Main, Germany, 2003
42. Samain, D. Method for Treating a Solid Material to Make it Hydrophobic, Material Obtained and Uses. US6342268, 29 January 2002.
43. Schmid, M.; Samain, D. Improved barrier properties for Innovative food packaging applications by nanoscale surface modification-A chemical grafting process. In Proceedings of the BIOPOLPACK 2nd Congress on Biodegradable Polymer Packaging, Milan, Italy, 10-11 May 2012.
44. Stinga, N.C.; Samain, D.; Guerin, D. Film Having Water, Grease, Gas and Water Vapour Barrier Properties. US20110014458, 20 January 2011.
45. Deutsches Institut für Normung (DIN). Testing of Plastics and Elastomer Films, Paper, Board and other Sheet Materials-Determination of Water Vapour Transmission-Part 1: Gravimetric Method; Beuth Verlag GmbH: Berlin, Germany, 2001.
46. Langowski, H.-C. Flexible Materialien mit ultrahohen Barriereeigenschaften. Flexible ultra high barrier materials. Vak. Forsch. Prax. 2002, 14, 297-302.
47. Langowski, H.-C. Stofftransport durch polymere und anorganische Schichten. Transport of substances through polymeric and inorganic layers. Vak. Forsch. Prax. 2005, 17, 6-13.
48. Miesbauer, O.; Langowski, H.-C. Nanoskalige Komponenten in Barrierefolien. In Nanotechnologie in der Lebensmittelindustrie: zum Kenntnisstand nanoskaliger Wirkstoffcarrier in Lebensmitteln und Verpackungsmaterialien; Weber, H., Ed.; Behr's Verlag: Hamburg, Germany, 2010; pp. 45-67.
49. Deutsches Institut für Normung (DIN). Testing of Plastics-Determination of Gas Transmission Rate-Part 3: Oxygenspecific Carrier Gas Method for Testing of Plastic Films and Plastics Mouldings; Beuth Verlag GmbH: Berlin, Germany, 1998.
50. Günzler, H.; Heise, H.M. IR-Spektrospkopie: Eine Einführung; VCH Verlagsgesellschaft mbH: Weinheim, Germany, 1996.
51. Penn, L.S.; Wang, H. Chemical modification of polymer surfaces: A review. Polym. Adv. Technol. 1994, 5, 809-817.
52. Hallensleben, M.L. Polyvinyl compounds, others. In Ullmann's Encyclopedia of Industrial Chemistry; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2000.
53. Matricarde Falleiro, R.M.; Akisawa Silva, L.Y.; Meirelles, A.J.A.; Krähenbühl, M.A. Vapor pressure data for fatty acids obtained using an adaptation of the DSC technique. Therm. Acta 2012, 547, 6-12.
54. Hanika, M.; Langowski, H.C.; Moosheimer, U.; Peukert, W. Inorganic layers on polymer films-Influence of defects and morphology on barrier properties. Chem. Eng. Technol. 2003, 26, 605-614.
55. Mueller, K.; Schoenweitz, C.; Langowski, H.C. Thin laminate films for barrier packaging application-Influence of down gauging and substrate surface properties on the permeation properties. Packag. Technol. Sci. 2012, 25, 137-148.
56. Belitz, H.-D.; Grosch, W.; Schieberle, P. Lehrbuch der Lebensmittelchemie, 6th ed.; Springer: Berlin, Germany, 2008. (In German)