Skip to main content
Erschienen in: Polymer Bulletin 9/2015

01.09.2015 | Original Paper

A new route to polymeric materials derived from chitosan and natural rubber

verfasst von: Swarnalatha Venkatanarasimhan, Raghavachari Dhamodharan

Erschienen in: Polymer Bulletin | Ausgabe 9/2015

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

In this work, the synthesis and characterization of a new polymer, natural rubber-g-chitosan, from biopolymers available in nature is reported. In this process, soft and amorphous natural rubber (NR) is converted into a relatively more dimensionally stable new polymer (glass transition temperature changes from −68 to +94.5 °C), with versatile solubility in a variety of common organic solvents. For this purpose, mild epoxidation of NR is carried out to provide a reactive handle for the grafting of chitosan. Thus, chitosan-grafted natural rubber with different chitosan loading have been synthesized and characterized. The characterization of the new polymers revealed that the grafting process resulted in enhanced glass transition temperature in comparison to NR, remarkable improvement in thermal stability in comparison to NR and chitosan and the much needed solubility for the chitosan component, which is otherwise insoluble in common organic solvents. The NR-g-chitosan is fully amorphous in the solid state, similar to NR. These value-added characteristics promise the utility and processability of the newly synthesized materials in adhesives, packaging industries and in many other areas where natural rubber and chitosan are vitally employed.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Anhänge
Nur mit Berechtigung zugänglich
Literatur
1.
Zurück zum Zitat (2011) Biodegradable Plastics Market: by Types (Starch, PLA, PHA, PCL, and PBS), Applications, Regulations, Prices, Trends & Forecast (2011–2016), Markets and Markets, 361 (2011) Biodegradable Plastics Market: by Types (Starch, PLA, PHA, PCL, and PBS), Applications, Regulations, Prices, Trends & Forecast (2011–2016), Markets and Markets, 361
2.
Zurück zum Zitat Gent AN (2005) Rubber elasticity: basic concepts and behavior. In: Mark JE, Erman B, Eirich FR (eds) Science and technology of rubber, 3rd edn. Elsevier Academic Press, Burlington, p 2 Gent AN (2005) Rubber elasticity: basic concepts and behavior. In: Mark JE, Erman B, Eirich FR (eds) Science and technology of rubber, 3rd edn. Elsevier Academic Press, Burlington, p 2
3.
Zurück zum Zitat Dutta PK, Dutta J, Tripathi VS (2004) Chitin and chitosan: chemistry, properties and applications. J Sci Ind Res 63:20–31 Dutta PK, Dutta J, Tripathi VS (2004) Chitin and chitosan: chemistry, properties and applications. J Sci Ind Res 63:20–31
4.
Zurück zum Zitat Dash M, Chiellini F, Ottenbrite RM, Chiellini E (2011) Chitosan-A versatile semi-synthetic polymer in biomedical applications. Prog Polym Sci 36:981–1014CrossRef Dash M, Chiellini F, Ottenbrite RM, Chiellini E (2011) Chitosan-A versatile semi-synthetic polymer in biomedical applications. Prog Polym Sci 36:981–1014CrossRef
5.
Zurück zum Zitat Gandini A (2004) Polymers from renewable resources: a challenge for the future of macromolecular materials. Macromolecules 41:9491–9504CrossRef Gandini A (2004) Polymers from renewable resources: a challenge for the future of macromolecular materials. Macromolecules 41:9491–9504CrossRef
6.
Zurück zum Zitat Ravi Kumar MNV, Muzzarelli RAA, Muzzarelli C, Sashiwaand H, Domb AJ (2004) Chitosan chemistry and pharmaceutical perspectives. Chem Rev 104:6017–6084CrossRef Ravi Kumar MNV, Muzzarelli RAA, Muzzarelli C, Sashiwaand H, Domb AJ (2004) Chitosan chemistry and pharmaceutical perspectives. Chem Rev 104:6017–6084CrossRef
7.
Zurück zum Zitat Liu C, Shao Y, Jia D (2008) Chemically modified starch reinforced natural rubber composites. Polymer 49:2176–2181CrossRef Liu C, Shao Y, Jia D (2008) Chemically modified starch reinforced natural rubber composites. Polymer 49:2176–2181CrossRef
8.
Zurück zum Zitat Bras J, Hassan ML, Bruzesse C, Hassan E, El-Wakil NA, Dufresne A (2010) Mechanical, barrier, and biodegradability properties of bagasse cellulose whiskers reinforced natural rubber nanocomposites. Ind Crops Prod 32:627–633CrossRef Bras J, Hassan ML, Bruzesse C, Hassan E, El-Wakil NA, Dufresne A (2010) Mechanical, barrier, and biodegradability properties of bagasse cellulose whiskers reinforced natural rubber nanocomposites. Ind Crops Prod 32:627–633CrossRef
9.
Zurück zum Zitat Bhatt R, Shah D, Patel KC, Trivedi U (2008) PHA–rubber blends: synthesis, characterization and biodegradation. Bioresour Technol 99:4615–4620CrossRef Bhatt R, Shah D, Patel KC, Trivedi U (2008) PHA–rubber blends: synthesis, characterization and biodegradation. Bioresour Technol 99:4615–4620CrossRef
10.
Zurück zum Zitat Chang YW, Eom JP, Kim JG, Kim HT, Kim DK (2010) Preparation and characterization of shape memory polymer networks based on carboxylated telechelic poly(ε-caprolactone)/epoxidized natural rubber blends. J Ind Eng Chem 16:256–260CrossRef Chang YW, Eom JP, Kim JG, Kim HT, Kim DK (2010) Preparation and characterization of shape memory polymer networks based on carboxylated telechelic poly(ε-caprolactone)/epoxidized natural rubber blends. J Ind Eng Chem 16:256–260CrossRef
11.
Zurück zum Zitat Da Cruz AGB, Goes JC, Figueir SD, Feitosa JPA, Ricardo NMPS, Sombra ASB (2003) On the piezoelectricity of collagen/natural rubber blend films. Eur Polym J 39:1267–1272CrossRef Da Cruz AGB, Goes JC, Figueir SD, Feitosa JPA, Ricardo NMPS, Sombra ASB (2003) On the piezoelectricity of collagen/natural rubber blend films. Eur Polym J 39:1267–1272CrossRef
12.
Zurück zum Zitat Bitinis N, Verdejo R, Cassagnau P, Manchado MAL (2011) Structure and properties of polylactide/natural rubber blends. Mater Chem Phys 129:823–831CrossRef Bitinis N, Verdejo R, Cassagnau P, Manchado MAL (2011) Structure and properties of polylactide/natural rubber blends. Mater Chem Phys 129:823–831CrossRef
13.
Zurück zum Zitat Parulekar Y, Mohanty AK (2006) Biodegradable toughened polymers from renewable resources: blends of polyhydroxybutyrate with epoxidized natural rubber and maleated polybutadiene. Green Chem 8:206–213CrossRef Parulekar Y, Mohanty AK (2006) Biodegradable toughened polymers from renewable resources: blends of polyhydroxybutyrate with epoxidized natural rubber and maleated polybutadiene. Green Chem 8:206–213CrossRef
14.
Zurück zum Zitat Amnuaypanicha S, Patthanaa J, Phinyocheep P (2009) Mixed matrix membranes prepared from natural rubber/poly(vinyl alcohol) semi-interpenetrating polymer network (NR/PVA semi-IPN) incorporating with zeolite 4A for the pervaporation dehydration of water–ethanol mixtures. Chem Eng Sci 64:4908–4918CrossRef Amnuaypanicha S, Patthanaa J, Phinyocheep P (2009) Mixed matrix membranes prepared from natural rubber/poly(vinyl alcohol) semi-interpenetrating polymer network (NR/PVA semi-IPN) incorporating with zeolite 4A for the pervaporation dehydration of water–ethanol mixtures. Chem Eng Sci 64:4908–4918CrossRef
15.
Zurück zum Zitat Minnath MA, Unnikrishnan G, Purushothaman E (2011) Transport studies of thermoplastic polyurethane/natural rubber (TPU/NR) blends. J Membr Sci 379:361–369CrossRef Minnath MA, Unnikrishnan G, Purushothaman E (2011) Transport studies of thermoplastic polyurethane/natural rubber (TPU/NR) blends. J Membr Sci 379:361–369CrossRef
16.
Zurück zum Zitat Lertwattanaseri T, Ichikawa N, Mizoguchi T, Tanaka Y, Chirachanchai S (2009) Epoxidized natural rubber bionanocomposite: a model case of bionanocomposite using nanofibrous chitosan and its consequent functional properties. Chem Lett 38:798–799CrossRef Lertwattanaseri T, Ichikawa N, Mizoguchi T, Tanaka Y, Chirachanchai S (2009) Epoxidized natural rubber bionanocomposite: a model case of bionanocomposite using nanofibrous chitosan and its consequent functional properties. Chem Lett 38:798–799CrossRef
17.
Zurück zum Zitat Johns J, Rao V (2009) Mechanical properties and swelling behaviour of cross-linked natural rubber/chitosan blends. Int J Polym Anal Charact 14:508–526CrossRef Johns J, Rao V (2009) Mechanical properties and swelling behaviour of cross-linked natural rubber/chitosan blends. Int J Polym Anal Charact 14:508–526CrossRef
18.
Zurück zum Zitat Nair KG, Dufresne A (2003) Crab shell chitin whiskers reinforced natural rubber nanocomposites. 3. Effect of chemical modification of chitin whiskers. Biomacromolecules 4:835–1842CrossRef Nair KG, Dufresne A (2003) Crab shell chitin whiskers reinforced natural rubber nanocomposites. 3. Effect of chemical modification of chitin whiskers. Biomacromolecules 4:835–1842CrossRef
19.
Zurück zum Zitat Ismail H, Shaari SM, Othman N (2011) The effect of chitosan loading on the curing characteristics, mechanical and morphological properties of chitosan-filled natural rubber (NR), epoxidised natural rubber (ENR) and styrene-butadiene rubber (SBR) compounds. Polym Test 30:784–790CrossRef Ismail H, Shaari SM, Othman N (2011) The effect of chitosan loading on the curing characteristics, mechanical and morphological properties of chitosan-filled natural rubber (NR), epoxidised natural rubber (ENR) and styrene-butadiene rubber (SBR) compounds. Polym Test 30:784–790CrossRef
20.
Zurück zum Zitat Johns J, Nakason C (2011) Dielectric properties of natural rubber/chitosan blends: effects of blend ratio and compatibilization. J Non Cryst Solids 357:1816–1821CrossRef Johns J, Nakason C (2011) Dielectric properties of natural rubber/chitosan blends: effects of blend ratio and compatibilization. J Non Cryst Solids 357:1816–1821CrossRef
21.
Zurück zum Zitat Riyajan S-A, Sukhlaaied W (2013) Effect of chitosan content on gel content of epoxidized natural rubber grafted with chitosan in latex form. Mater Sci Eng C 33:1041–1047CrossRef Riyajan S-A, Sukhlaaied W (2013) Effect of chitosan content on gel content of epoxidized natural rubber grafted with chitosan in latex form. Mater Sci Eng C 33:1041–1047CrossRef
22.
Zurück zum Zitat Mas Haris MRH, Raju G (2014) Preparation and characterization of biopolymers comprising chitosan-grafted-ENR via acid-induced reaction of ENR50 with chitosan. Express Polym Lett 8:85–94CrossRef Mas Haris MRH, Raju G (2014) Preparation and characterization of biopolymers comprising chitosan-grafted-ENR via acid-induced reaction of ENR50 with chitosan. Express Polym Lett 8:85–94CrossRef
23.
Zurück zum Zitat Ravindra R, Krovvidi KR, Khan AA (1998) Solubility parameter of chitin and chitosan. Carbohydr Polym 36:121–127CrossRef Ravindra R, Krovvidi KR, Khan AA (1998) Solubility parameter of chitin and chitosan. Carbohydr Polym 36:121–127CrossRef
24.
Zurück zum Zitat Gelling IR (1991) Epoxidised natural rubber. J Nat Rubber Res 6:184–205 Gelling IR (1991) Epoxidised natural rubber. J Nat Rubber Res 6:184–205
25.
Zurück zum Zitat Othmer DF, Ku PL (1960) Solubility data for ternary liquid systems acetic acid and formic acid distributed between chloroform and water. J Chem Eng Data 5:42–44CrossRef Othmer DF, Ku PL (1960) Solubility data for ternary liquid systems acetic acid and formic acid distributed between chloroform and water. J Chem Eng Data 5:42–44CrossRef
26.
Zurück zum Zitat Sarvari MH, Sharghi H (2008) Sulfamic acid catalyzed ring opening of epoxides with amines under solvent-free conditions. J Iran Chem Soc 5:384–393CrossRef Sarvari MH, Sharghi H (2008) Sulfamic acid catalyzed ring opening of epoxides with amines under solvent-free conditions. J Iran Chem Soc 5:384–393CrossRef
27.
Zurück zum Zitat Ng SC, Gan LH (1981) Reaction of natural rubber latex with performic acid. Eur Polym J 17:1073–1077CrossRef Ng SC, Gan LH (1981) Reaction of natural rubber latex with performic acid. Eur Polym J 17:1073–1077CrossRef
28.
Zurück zum Zitat Abu Bakar NHH, Ismail J, Abu Bakar M (2010) Silver nanoparticles in polyvinylpyrrolidone grafted natural rubber. React Funct Polym 70:168–174CrossRef Abu Bakar NHH, Ismail J, Abu Bakar M (2010) Silver nanoparticles in polyvinylpyrrolidone grafted natural rubber. React Funct Polym 70:168–174CrossRef
29.
Zurück zum Zitat Liu D, Wei Y, Yao P, Jiang L (2006) Determination of the degree of acetylation of chitosan by UV spectrophotometry using dual standards. Carbohydr Res 341:782–785CrossRef Liu D, Wei Y, Yao P, Jiang L (2006) Determination of the degree of acetylation of chitosan by UV spectrophotometry using dual standards. Carbohydr Res 341:782–785CrossRef
30.
Zurück zum Zitat Tian F, Liu Y, Hu K, Zhao B (2003) The depolymerization mechanism of chitosan by hydrogen peroxide. J Mater Sci 38:4709–4712CrossRef Tian F, Liu Y, Hu K, Zhao B (2003) The depolymerization mechanism of chitosan by hydrogen peroxide. J Mater Sci 38:4709–4712CrossRef
31.
Zurück zum Zitat Enescu D, Hamciuc V, Pricop L, Hamaide T, Harabagiu L, Simionescu VJ (2009) Polydimethylsiloxane-modified chitosan I. Synthesis and structural characterisation of graft and crosslinked copolymers. Polym Res 16:73–80CrossRef Enescu D, Hamciuc V, Pricop L, Hamaide T, Harabagiu L, Simionescu VJ (2009) Polydimethylsiloxane-modified chitosan I. Synthesis and structural characterisation of graft and crosslinked copolymers. Polym Res 16:73–80CrossRef
32.
Zurück zum Zitat Sabnis S, Block LH (1997) Improved infrared spectroscopic method for the analysis of degree of N-deacetylation of chitosan. Polym Bull 39:67–71CrossRef Sabnis S, Block LH (1997) Improved infrared spectroscopic method for the analysis of degree of N-deacetylation of chitosan. Polym Bull 39:67–71CrossRef
33.
Zurück zum Zitat Mivehi L, Bahrami SH, Malek RMA (2008) Properties of polyacrylonitrile-N-(2-hydroxy) propyl-3-trimethylammonium chitosan chloride blend films and fibers. J Appl Polym Sci 109:545–554CrossRef Mivehi L, Bahrami SH, Malek RMA (2008) Properties of polyacrylonitrile-N-(2-hydroxy) propyl-3-trimethylammonium chitosan chloride blend films and fibers. J Appl Polym Sci 109:545–554CrossRef
34.
Zurück zum Zitat Aziz SB, Abidin ZHZ (2013) Electrical conduction mechanism in solid polymer electrolytes: new concepts to Arrhenius equation. J Soft Matter 8:323868-1–323868-8. doi:10.1155/2013/323868 Aziz SB, Abidin ZHZ (2013) Electrical conduction mechanism in solid polymer electrolytes: new concepts to Arrhenius equation. J Soft Matter 8:323868-1–323868-8. doi:10.​1155/​2013/​323868
35.
Zurück zum Zitat Abu Bakar NHH, Ismail J, Abu Bakar M (2007) Synthesis and characterization of silver nanoparticles in natural rubber. Mater Chem Phys 104:276–283CrossRef Abu Bakar NHH, Ismail J, Abu Bakar M (2007) Synthesis and characterization of silver nanoparticles in natural rubber. Mater Chem Phys 104:276–283CrossRef
36.
Zurück zum Zitat Sakurai K, Maegawa T, Takahashi T (2000) Glass transition temperature of chitosan and miscibility of chitosan/poly(N-vinyl pyrrolidone) blends. Polymer 41:7051–7056CrossRef Sakurai K, Maegawa T, Takahashi T (2000) Glass transition temperature of chitosan and miscibility of chitosan/poly(N-vinyl pyrrolidone) blends. Polymer 41:7051–7056CrossRef
37.
Zurück zum Zitat Gelling IR (1985) Modification of natural rubber latex with peracetic acid. Rubber Chem Technol 58:86–96CrossRef Gelling IR (1985) Modification of natural rubber latex with peracetic acid. Rubber Chem Technol 58:86–96CrossRef
Metadaten
Titel
A new route to polymeric materials derived from chitosan and natural rubber
verfasst von
Swarnalatha Venkatanarasimhan
Raghavachari Dhamodharan
Publikationsdatum
01.09.2015
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 9/2015
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-015-1403-7

Weitere Artikel der Ausgabe 9/2015

Polymer Bulletin 9/2015 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.