The DOI matches its Crossref record; 29 of the 29 references it cites were found in a registry or an index.
Fatty Acid-Derived Diisocyanate and Biobased Polyurethane Produced from Vegetable Oil: Synthesis, Polymerization, and Characterization
Abstract
A new linear saturated terminal diisocyanate was synthesized from oleic acid via Curtius rearrangement, and its chemical structure was identified by FTIR, (1)H and (13)C NMR, and MS. The feasibility of utilizing this new diisocyanate for the production of polyurethanes (PUs) was demonstrated by reacting it with commercial petroleum-derived polyols and canola oil-derived polyols, respectively. The physical properties of the PUs prepared from fatty acid-derived diisocyanate were compared to those prepared from the same polyols with a similar but petroleum-derived commercially available diisocyanate: 1,6-hexamethylene diisocyanate. It was found that the fatty acid-derived diisocyanate was capable of producing PUs with comparable properties within acceptable tolerances. This work is the first that establishes the production of linear saturated terminal diisocyanate derived from fatty acids and corresponding PUs mostly from lipid feedstock.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Hydrogen bonding in polymers. 4. Infrared temperature studies of a simple polyurethane
Coleman, M. M., Lee, K. H., Skrovanek, D. J., & Painter, P. C. (1986) · Macromolecules · doi:10.1021/ma00162a008 · Cited by 758
New Syntheses with Oils and Fats as Renewable Raw Materials for the Chemical Industry
Biermann, U., Friedt, W., Lang, S., Lühs, W., Machmüller, G., Metzger, J. O., Rüsch gen. Klaas, M., Schäfer, H. J., & Schneider, M. P. (2000) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20000703)39:13<2206::aid-anie2206>3.0.co;2-p · Cited by 712
Szycher's Handbook of Polyurethanes
(1999) · CRC Press eBooks · doi:10.1201/9781482273984 · Cited by 505
Thermoplastic elastomers : a comprehensive review
Legge, N. R., Holden, G., & Schroeder, J. H. (1987) · Medical Entomology and Zoology · Cited by 501
Mattia, J., & Painter, P. (2007) · Macromolecules · doi:10.1021/ma0626362 · Cited by 477
Thermal degradation of poly[(R)-3-hydroxybutyrate], poly[ε-caprolactone], and poly[(S)-lactide]
Aoyagi, Y., Yamashita, K., & Doi, Y. (2002) · Polymer Degradation and Stability · doi:10.1016/s0141-3910(01)00265-8 · Cited by 456
Mechanisms and Kinetics of Thermal Degradation of Poly(ε-caprolactone)
Persenaire, O., Alexandre, M., Degée, P., & Dubois, P. (2001) · Biomacromolecules · doi:10.1021/bm0056310 · Cited by 444
Levchik, S. V., & Weil, E. D. (2004) · Polymer International · doi:10.1002/pi.1314 · Cited by 431
Metzger, J. O., & Bornscheuer, U. (2006) · Applied Microbiology and Biotechnology · doi:10.1007/s00253-006-0335-4 · Cited by 407
Thermal degradation of segmented polyurethanes
Petrović, Z. S., Zavargo, Z., Flyn, J. H., & Macknight, W. J. (1994) · Journal of Applied Polymer Science · doi:10.1002/app.1994.070510615 · Cited by 404
Structure and Properties of Polyurethanes Prepared from Triglyceride Polyols by Ozonolysis
Petrović, Z. S., Zhang, W., & Javni, I. (2005) · Biomacromolecules · doi:10.1021/bm049451s · Cited by 336
Polyols and Polyurethanes from Hydroformylation of Soybean Oil
Guo, A., Demydov, D., Zhang, W., & Petrovic, Z. S. (2002) · Journal of Polymers and the Environment · doi:10.1023/a:1021022123733 · Cited by 311
Physical Properties of Polyurethanes Produced from Polyols from Seed Oils: II. Foams
Narine, S. S., Kong, X., Bouzidi, L., & Sporns, P. (2007) · Journal of the American Oil Chemists' Society · doi:10.1007/s11746-006-1008-2 · Cited by 258
Self-citationHydrogen-bonding properties of hard-segment model compounds in polyurethane block copolymers
Brunette, C. M., Hsu, S. L., & MacKnight, W. J. (1982) · Macromolecules · doi:10.1021/ma00229a014 · Cited by 255
Yeganeh, H., & Hojati-Talemi, P. (2007) · Polymer Degradation and Stability · doi:10.1016/j.polymdegradstab.2006.10.011 · Cited by 209
Lu, Y., & Larock, R. C. (2007) · Biomacromolecules · doi:10.1021/bm700522z · Cited by 198
Effect of different isocyanates on the properties of soy‐based polyurethanes
Javni, I., Zhang, W., & Petrovìć, Z. S. (2003) · Journal of Applied Polymer Science · doi:10.1002/app.11966 · Cited by 163
Uyama, H., Kuwabara, M., Tsujimoto, T., & Kobayashi, S. (2003) · Biomacromolecules · doi:10.1021/bm0256092 · Cited by 153
Physical Properties of Polyurethanes Produced from Polyols from Seed Oils: I. Elastomers
Narine, S. S., Kong, X., Bouzidi, L., & Sporns, P. (2006) · Journal of the American Oil Chemists Society · doi:10.1007/s11746-006-1006-4 · Cited by 142
Self-citationConformational Control in the Cyclization of Hydrogen-Bonded Supramolecular Polymers
ten Cate, A. T., Kooijman, H., Spek, A. L., et al. (2004) · Journal of the American Chemical Society · doi:10.1021/ja039408x · Cited by 135
Thermal degradation kinetics of the biodegradable aliphatic polyester, poly(propylene succinate)
Chrissafis, K., Paraskevopoulos, K., & Bikiaris, D. Ν. (2005) · Polymer Degradation and Stability · doi:10.1016/j.polymdegradstab.2005.04.028 · Cited by 111
Çaylı, G., & Küsefoǧlu, S. H. (2008) · Journal of Applied Polymer Science · doi:10.1002/app.28401 · Cited by 100
Kellerhals, M. B., Kessler, B., Witholt, B., Tchouboukov, A., & Brandl, H. (2000) · Macromolecules · doi:10.1021/ma000655k · Cited by 98
Production of Polyols from Canola Oil and their Chemical Identification and Physical Properties
Narine, S. S., Yue, J., & Kong, X. (2006) · Journal of the American Oil Chemists Society · doi:10.1007/s11746-006-1021-5 · Cited by 94
Self-citationMatsumura, S., Soeda, Y., & Toshima, K. (2006) · Applied Microbiology and Biotechnology · doi:10.1007/s00253-005-0269-2 · Cited by 83
Woodcock, S. R., Marwitz, A. J. V., Bruno, P., & Branchaud, B. P. (2006) · Organic Letters · doi:10.1021/ol0613463 · Cited by 51
Lactic and Ricinoleic Acid Based Copolyesters Stereocomplexation
Slivniak, R., Langer, R., & Domb, A. J. (2005) · Macromolecules · doi:10.1021/ma050157h · Cited by 38
Król, P., & Pilch‐Pitera, B. (2001) · European Polymer Journal · doi:10.1016/s0014-3057(00)00116-6 · Cited by 24
Abayasinghe, N. K., & Smith, D. W. (2003) · Macromolecules · doi:10.1021/ma0351423 · Cited by 10
Cited by
Vegetable oil-based polymeric materials: synthesis, properties, and applications
Xia, Y., & Larock, R. C. (2010) · Green Chemistry · doi:10.1039/c0gc00264j · Cited by 864
Gandini, A. (2011) · Green Chemistry · doi:10.1039/c0gc00789g · Cited by 695
Vegetable-oil-based polymers as future polymeric biomaterials
Miao, S., Wang, P., Su, Z., & Zhang, S. (2014) · Acta Biomaterialia · doi:10.1016/j.actbio.2013.08.040 · Cited by 573
Vegetable oil based eco-friendly coating materials: A review article
Alam, M., Akram, D., Sharmin, E., Zafar, F., & Ahmad, S. (2014) · Arabian Journal of Chemistry · doi:10.1016/j.arabjc.2013.12.023 · Cited by 458
Sustainable polymers from biomass: Bridging chemistry with materials and processing
Wang, Z., Ganewatta, M. S., & Tang, C. (2020) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2019.101197 · Cited by 422
Metadata
- Authors
- Hojabri, L., Kong, X., & Narine, S. S.
- Venue
- Biomacromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2009-03-12
- Volume
- 10
- Issue
- 4
- Pages
- 884-891
- ISSN
- 1525-7797 (ISSN-L)
- 1526-4602
- OpenAlex
- W1989634615
- Cited by
- 269
- References
- 29
- FWCI
- 9.48
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
