Skip to main content
Erschienen in: Journal of Polymer Research 9/2013

01.09.2013 | Original Paper

Synthesis of polyols and polyurethanes from vegetable oils–kinetic and characterization

verfasst von: Roseany de Vasconcelos Vieira Lopes, Nuno Pedro D. Loureiro, Ana Paula T. Pezzin, Ana Cristina M. Gomes, Inês S. Resck, Maria José A. Sales

Erschienen in: Journal of Polymer Research | Ausgabe 9/2013

Einloggen

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

search-config
loading …

Abstract

The demand of vegetable oils by several sectors of the chemical industry is growing at a fast pace fueled by the fossil oil scarcity, its unpredictable price fluctuations and the ever increasing environmental concerns. The present work reports for the first time the synthesis of polyols and polyurethanes (PUs) from linseed seed (Linum usitatissimun L.) and passion fruit (Passiflora edulis Sims f. flavicarpa Degener) oils. The in situ epoxidation and hydroxylation of vegetable oils in a single step was successfully accomplished using a mixture of hydrogen peroxide (H2O2) and formic acid. Kinetic studies were performed on this system. The oils and the corresponding polyols were characterized by Fourier transform infrared (FT-IR), gel permeation chromatography (GPC) and thermogravimetry (TG)/derivative termogravimetry (DTG). The PUs were characterized by FT-IR, TG/DTG, dynamic mechanical analysis (DMA) and scanning electron microscopy (SEM). The study revealed a marked deviation on the properties between the starting materials and the end products. The PUs produced showed similar dynamic mechanical properties.

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!

Literatur
1.
Zurück zum Zitat Belgacem M, Gandini A (2008) Monomers, polymers and composites from renewable resources, 1st edn. Elsevier, UK Belgacem M, Gandini A (2008) Monomers, polymers and composites from renewable resources, 1st edn. Elsevier, UK
2.
Zurück zum Zitat Mohanty AK, Misra M, Drzal LT (2005) Natural fibers, biopolymers and biocomposites. CRC Press, Boca RatonCrossRef Mohanty AK, Misra M, Drzal LT (2005) Natural fibers, biopolymers and biocomposites. CRC Press, Boca RatonCrossRef
3.
Zurück zum Zitat Chen S, Wang Q, Wang T (2012) J Polym Res 19(11):1–7, art. no. 9994CrossRef Chen S, Wang Q, Wang T (2012) J Polym Res 19(11):1–7, art. no. 9994CrossRef
4.
6.
Zurück zum Zitat Gavrilescu M (2004) Environ Eng Manag J 3:45–70 Gavrilescu M (2004) Environ Eng Manag J 3:45–70
7.
Zurück zum Zitat Erhan SZ (2005) Industrial uses of vegetable oils. AOCS Press, ChampaignCrossRef Erhan SZ (2005) Industrial uses of vegetable oils. AOCS Press, ChampaignCrossRef
8.
Zurück zum Zitat Gunstone F, Harwood J, Dijkstra A (2007) The lipid handbook, 3rd edn. CRC Press, Boca Raton Gunstone F, Harwood J, Dijkstra A (2007) The lipid handbook, 3rd edn. CRC Press, Boca Raton
12.
13.
Zurück zum Zitat Harry-O’kuru RE, Gordon SH, Biswas A (2005) J Am Oil Chem Soc 82:207–212CrossRef Harry-O’kuru RE, Gordon SH, Biswas A (2005) J Am Oil Chem Soc 82:207–212CrossRef
14.
Zurück zum Zitat Petrovic ZS, Zlatanic A, Lava CC, Sinadinovic-Fiser S (2002) Eur J Lipid Sci Technol 104:293–299CrossRef Petrovic ZS, Zlatanic A, Lava CC, Sinadinovic-Fiser S (2002) Eur J Lipid Sci Technol 104:293–299CrossRef
15.
Zurück zum Zitat Lopes RVV, Zamian JR, Resck IS, Sales MJA, Santos ML, Cunha FR (2010) Eur J Lipid Sci Technol 112:1253–1262CrossRef Lopes RVV, Zamian JR, Resck IS, Sales MJA, Santos ML, Cunha FR (2010) Eur J Lipid Sci Technol 112:1253–1262CrossRef
16.
Zurück zum Zitat Lopes RVV (2009) Ph. D. Thesis, Institute of Chemistry, University of Brasilia, Brasília, Brazil, entitled; Poliuretanas obtidas a partir dos óleos de linhaça (Linum usitatissimun L.) e maracujá (Passiflora edulis Sims f. flavicarpa Degener) – Preparação e caracterização Lopes RVV (2009) Ph. D. Thesis, Institute of Chemistry, University of Brasilia, Brasília, Brazil, entitled; Poliuretanas obtidas a partir dos óleos de linhaça (Linum usitatissimun L.) e maracujá (Passiflora edulis Sims f. flavicarpa Degener) – Preparação e caracterização
17.
Zurück zum Zitat Lopes RVV, Loureiro NPD, Fonseca PS, Zamian JR, Macedo JL, Sales MJA, Santos ML (2009) Macromol Symp 286:89–94CrossRef Lopes RVV, Loureiro NPD, Fonseca PS, Zamian JR, Macedo JL, Sales MJA, Santos ML (2009) Macromol Symp 286:89–94CrossRef
18.
Zurück zum Zitat Santánna E, Tôrres RCO, Porto ACS (2001) Bol Cent Pesqui Process Aliment 19:85–91 Santánna E, Tôrres RCO, Porto ACS (2001) Bol Cent Pesqui Process Aliment 19:85–91
19.
Zurück zum Zitat O’Brien RD (2009) Fats and oils: formulating and processing for applications, 2nd edn. CRC Press, New York O’Brien RD (2009) Fats and oils: formulating and processing for applications, 2nd edn. CRC Press, New York
20.
Zurück zum Zitat Lima V, Pelissoli NS, Dullius JEL, Ligabue RA, Einloft SMO (2007) In Anais do 9° Congresso Brasileiro de Polímeros, Campina Grande, Brasil Lima V, Pelissoli NS, Dullius JEL, Ligabue RA, Einloft SMO (2007) In Anais do 9° Congresso Brasileiro de Polímeros, Campina Grande, Brasil
21.
Zurück zum Zitat Nicholson JW (1991) The chemistry of polymers. The Royal Society of Chemistry, Cambridge Nicholson JW (1991) The chemistry of polymers. The Royal Society of Chemistry, Cambridge
22.
Zurück zum Zitat Ionescu M (2005) Chemistry and technology of polyols for polyurethanes, 1st edn. Rapra Technology, United Kingdom Ionescu M (2005) Chemistry and technology of polyols for polyurethanes, 1st edn. Rapra Technology, United Kingdom
24.
Zurück zum Zitat Eaves D (2004) Handbook of polymers foams. Rapra Technology, United Kingdom Eaves D (2004) Handbook of polymers foams. Rapra Technology, United Kingdom
25.
Zurück zum Zitat Monteavaro LL, Silva EO, Costa APO, Samios D, Gerbase AE, Petzhold CL (2005) J Am Oil Chem Soc 82:365–371CrossRef Monteavaro LL, Silva EO, Costa APO, Samios D, Gerbase AE, Petzhold CL (2005) J Am Oil Chem Soc 82:365–371CrossRef
26.
Zurück zum Zitat ASTM (1995) ASTM: D1957-86: standard test method for hydroxyl value of fatty oils and acids. ASTM International, West Conshohocken ASTM (1995) ASTM: D1957-86: standard test method for hydroxyl value of fatty oils and acids. ASTM International, West Conshohocken
27.
Zurück zum Zitat ASTM (2005) ASTM: D5155-96: standard test method for polyurethane raw materials: determination on the isocyanate content of aromatic isocyanates. ASTM International, West Conshohocken ASTM (2005) ASTM: D5155-96: standard test method for polyurethane raw materials: determination on the isocyanate content of aromatic isocyanates. ASTM International, West Conshohocken
29.
Zurück zum Zitat Carey FA, Sundberg RJ (2000) Adv Org Chem Part A: Struct Mech Fourth Edition. Plenum Publishers, New York Carey FA, Sundberg RJ (2000) Adv Org Chem Part A: Struct Mech Fourth Edition. Plenum Publishers, New York
30.
Zurück zum Zitat Guillén MD, Ruiz A, Cabo N, Chirinos R, Pascual G (2003) J Am Oil Chem Soc 80:755–762CrossRef Guillén MD, Ruiz A, Cabo N, Chirinos R, Pascual G (2003) J Am Oil Chem Soc 80:755–762CrossRef
31.
32.
33.
Zurück zum Zitat Sharmin E, Ashraf SM, Ahmad S (2007) Eur J Lipid Sci Technol 109:134–146CrossRef Sharmin E, Ashraf SM, Ahmad S (2007) Eur J Lipid Sci Technol 109:134–146CrossRef
34.
36.
Zurück zum Zitat Zlatanic A, Lava C, Zhang W, Petrovic ZS (2004) J Polym Sci B Polym Phys 42:809–819CrossRef Zlatanic A, Lava C, Zhang W, Petrovic ZS (2004) J Polym Sci B Polym Phys 42:809–819CrossRef
37.
Zurück zum Zitat Silverstein RM, Webster FX (2000) Identificação espectrométrica de compostos orgânicos, 6th edn. LCT, Rio de Janeiro Silverstein RM, Webster FX (2000) Identificação espectrométrica de compostos orgânicos, 6th edn. LCT, Rio de Janeiro
38.
Zurück zum Zitat Belgacem MN, Gandini A (2008) Monomers, polymers and composites from renewable resources, 1st edition. Elsevier Belgacem MN, Gandini A (2008) Monomers, polymers and composites from renewable resources, 1st edition. Elsevier
39.
Zurück zum Zitat Vollhardt KPC, Schore NE (2004) Química Orgânica: estrutura e função, 4th edn. Bookman, Porto Alegre Vollhardt KPC, Schore NE (2004) Química Orgânica: estrutura e função, 4th edn. Bookman, Porto Alegre
40.
Zurück zum Zitat Javni I, Petrovic ZS, Guo A, Fuller R (2000) J Appl Polym Sci 77:1723–1734CrossRef Javni I, Petrovic ZS, Guo A, Fuller R (2000) J Appl Polym Sci 77:1723–1734CrossRef
43.
Zurück zum Zitat Ronda JC, Lligadas G, Galià M, Cádiz V (2011) Eur J Lipid Sci Technol 113:46–58CrossRef Ronda JC, Lligadas G, Galià M, Cádiz V (2011) Eur J Lipid Sci Technol 113:46–58CrossRef
44.
Zurück zum Zitat Wunderlich B (2005) Thermal analysis of polymeric materials. Springer, New York Wunderlich B (2005) Thermal analysis of polymeric materials. Springer, New York
45.
Zurück zum Zitat Pielichowski K, Njuguna J (2005) Thermal degradadation of polimeric materials, 1st edn. Rapra Technology, United Kingdom Pielichowski K, Njuguna J (2005) Thermal degradadation of polimeric materials, 1st edn. Rapra Technology, United Kingdom
46.
Zurück zum Zitat John J, Bhattacharya M, Turner RB (2002) J Appl Polym Sci 86:3097–3107CrossRef John J, Bhattacharya M, Turner RB (2002) J Appl Polym Sci 86:3097–3107CrossRef
Metadaten
Titel
Synthesis of polyols and polyurethanes from vegetable oils–kinetic and characterization
verfasst von
Roseany de Vasconcelos Vieira Lopes
Nuno Pedro D. Loureiro
Ana Paula T. Pezzin
Ana Cristina M. Gomes
Inês S. Resck
Maria José A. Sales
Publikationsdatum
01.09.2013
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 9/2013
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-013-0238-x

Weitere Artikel der Ausgabe 9/2013

Journal of Polymer Research 9/2013 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.