Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis
A phosphate ester-forming reaction was carried out by mixing epoxidized soybean oil with up to 1.5% o-phosphoric acid. In situ oligomerization took effect almost instantly producing a clear, homogeneous, highly viscous, and a low-acid product with a high average functionality. The resulting epoxide...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2011-01-01
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| Series: | International Journal of Polymer Science |
| Online Access: | http://dx.doi.org/10.1155/2011/936973 |
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| author | Arnold A. Lubguban Zuleica R. Lozada Yuan-Chan Tu Hongyu Fan Fu-Hung Hsieh Galen J. Suppes |
| author_facet | Arnold A. Lubguban Zuleica R. Lozada Yuan-Chan Tu Hongyu Fan Fu-Hung Hsieh Galen J. Suppes |
| author_sort | Arnold A. Lubguban |
| collection | DOAJ |
| description | A phosphate ester-forming reaction was carried out by mixing epoxidized soybean oil with up to 1.5% o-phosphoric acid. In situ oligomerization took effect almost instantly producing a clear, homogeneous, highly viscous, and a low-acid product with a high average functionality. The resulting epoxide was used as a reactant for urethane bioelastomer synthesis and evaluated for rigid foam formulation. Results have shown that with a number of catalysts tested phosphoric acid significantly enhances a solvent-free oxirane ring cleavage and polymerization of the epoxidized soybean oil via phosphate-ester formation at room temperature. The resulting phosphoric acid-catalyzed epoxide-based bioelastomer showed an 80% decrease in extractable content and increased tensile strength at the same isocyanate loading relative to the noncatalyzed epoxide. The oligomerized epoxidized soybean oil materials exhibited ASTM hydroxyl values 40% less than the nonoligomerized starting material which translates to reduced isocyanate loadings in urethane applications. |
| format | Article |
| id | doaj-art-f561e2761b964e99ad2d79f5454c6e00 |
| institution | Kabale University |
| issn | 1687-9422 1687-9430 |
| language | English |
| publishDate | 2011-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | International Journal of Polymer Science |
| spelling | doaj-art-f561e2761b964e99ad2d79f5454c6e002025-02-03T05:47:01ZengWileyInternational Journal of Polymer Science1687-94221687-94302011-01-01201110.1155/2011/936973936973Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer SynthesisArnold A. Lubguban0Zuleica R. Lozada1Yuan-Chan Tu2Hongyu Fan3Fu-Hung Hsieh4Galen J. Suppes5Department of Chemical Engineering, University of Missouri-Columbia, W2033 Lafferre Hall, Columbia, MO 65211, USADepartment of Chemical Engineering, University of Missouri-Columbia, W2033 Lafferre Hall, Columbia, MO 65211, USADepartment of Biological Engineering, University of Missouri-Columbia, 248 AE Building, Columbia, MO 65211, USADepartment of Biological Engineering, University of Missouri-Columbia, 248 AE Building, Columbia, MO 65211, USADepartment of Biological Engineering, University of Missouri-Columbia, 248 AE Building, Columbia, MO 65211, USADepartment of Chemical Engineering, University of Missouri-Columbia, W2033 Lafferre Hall, Columbia, MO 65211, USAA phosphate ester-forming reaction was carried out by mixing epoxidized soybean oil with up to 1.5% o-phosphoric acid. In situ oligomerization took effect almost instantly producing a clear, homogeneous, highly viscous, and a low-acid product with a high average functionality. The resulting epoxide was used as a reactant for urethane bioelastomer synthesis and evaluated for rigid foam formulation. Results have shown that with a number of catalysts tested phosphoric acid significantly enhances a solvent-free oxirane ring cleavage and polymerization of the epoxidized soybean oil via phosphate-ester formation at room temperature. The resulting phosphoric acid-catalyzed epoxide-based bioelastomer showed an 80% decrease in extractable content and increased tensile strength at the same isocyanate loading relative to the noncatalyzed epoxide. The oligomerized epoxidized soybean oil materials exhibited ASTM hydroxyl values 40% less than the nonoligomerized starting material which translates to reduced isocyanate loadings in urethane applications.http://dx.doi.org/10.1155/2011/936973 |
| spellingShingle | Arnold A. Lubguban Zuleica R. Lozada Yuan-Chan Tu Hongyu Fan Fu-Hung Hsieh Galen J. Suppes Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis International Journal of Polymer Science |
| title | Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis |
| title_full | Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis |
| title_fullStr | Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis |
| title_full_unstemmed | Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis |
| title_short | Isocyanate Reduction by Epoxide Substitution of Alcohols for Polyurethane Bioelastomer Synthesis |
| title_sort | isocyanate reduction by epoxide substitution of alcohols for polyurethane bioelastomer synthesis |
| url | http://dx.doi.org/10.1155/2011/936973 |
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