Di-Hydroxylated soybean oil polyols with varied hydroxyl values and their influence on UV-curable pressure-sensitive adhesives

JAOCS, Journal of the American Oil Chemists' Society

Volumn 91, Issue 8, 2014, Pages 1425-1432

  Li, Yonghui ^a   Sun, Xiuzhi Susan ^a  

^a KANSAS STATE UNIVERSITY   (United States)

Author keywords

Biobased product; Di hydroxylated soybean oil; Epoxidized soybean oil(s) (ESO); Hydroxyl value(s) (OHV); Peel adhesion strength; Physical properties; Polyol; Pressure sensitive adhesive(s) (PSA); UV curing

Indexed keywords

ADHESION; ADHESIVES; ALCOHOLS; BOND STRENGTH (MATERIALS); CURING; DIFFERENTIAL SCANNING CALORIMETRY; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GEL PERMEATION CHROMATOGRAPHY; NON NEWTONIAN FLOW; PHYSICAL PROPERTIES; POLYOLS; SOYBEAN OIL; THERMOGRAVIMETRIC ANALYSIS; TITRATION;

BIO-BASED PRODUCTS; EPOXIDIZED SOYBEAN OIL; HYDROXYL VALUES; PEEL ADHESION STRENGTH; POLYOL; PRESSURE-SENSITIVE ADHESIVES; UV-CURING;

ESSENTIAL OILS;

GLYCINE MAX;

EID: 84905096256     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-014-2474-6     Document Type: Article

References (23)

1. Johnston J (2003) Pressure sensitive adhesive tapes: A guide to their function, design, manufacture, and use. Pressure Sensitive Tape Council, Northbrook
2. Aranyi C, Gutfreud K, Hawryiewicz EJ, Wall JS (1971) Pressure-sensitive adhesive tape comprising gluten hydrolypate derivatives. US Patent 3607370
3. Cohen E, Binshtok O, Dotan A, Dodiuk H (2013) Prospective materials for biodegradable and/or biobased pressure-sensitive adhesives: a review. J Adhes Sci Technol 27:1998-2013
4. Bunker S, Staller C, Willenbacher N, Wool R (2003) Miniemulsion polymerization of acrylated methyl oleate for pressure sensitive adhesives. Int J Adhes Adhes 23:29-38
5. Shin J, Martello M, Shrestha M, Wissinger J, Tolman W, Hillmyer M (2011) Pressure-sensitive adhesives from renewable triblock copolymers. Macromolecules 44:87-94
6. Ahn K, Sung J, Kim N, Kraft S, Sun X (2012) UV-curable pressure-sensitive adhesives derived from functionalized soybean oils and rosin ester. Polym Int. doi: 10.1002/pi.4420
7. Petrovic ZS (2008) Polyurethanes from vegetable oils. Polym Rev 48:109-155 (Pubitemid 351219982)
8. Guo A, Cho Y, Petrovic Z (2000) Structure and properties of halogenated and nonhalogenated soy-based polyols. J Polym Sci Part A: Polym Chem 38:3900-3910
9. Stemmelen M, Pessel F, Lapinte V, Caillol S, Habas JP, Robin JJ (2011) A fully biobased epoxy resin from vegetable oils: from the synthesis of the precursors by thiol-ene reaction to the study of the final material. J Polym Sci Part A: Polym Chem 49:2434-2444
10. Xia Y, Larock RC (2010) Vegetable oil-based polymeric materials: synthesis, properties, and applications. Green Chem 12:1893-1909
11. Desroches M, Escouvois M, Auvergne R, Caillol S, Boutevin B (2012) From vegetable oils to polyurethanes: synthetic routes to polyols and main industrial products. Polym Rev 52:38-79
12. Sinadinovic-Fiser S, Jankovic M, Petrovic ZS (2001) Kinetics of in situ epoxidation of soybean oil in bulk catalyzed by ion exchange resin. J Am Oil Chem Soc 78:725-731 (Pubitemid 32932260)
13. Pfister D, Xia Y, Larock R (2011) Recent advances in vegetable oil-based polyurethanes. Chemsuschem 4:703-717
14. Guo Y, Hardesty J, Mannari V, Massingill J Jr (2007) Hydrolysis of epoxidized soybean oil in the presence of phosphoric acid. J Am Oil Chem Soc 84:929-935 (Pubitemid 47482108)
15. Godoy S, Ferrao M, Gerbase A (2007) Determination of the hydroxyl value of soybean polyol by attenuated total reflectance/Fourier transform infrared spectroscopy. J Am Oil Chem Soc 84:503-508 (Pubitemid 46906522)
16. Harry-O'kuru RE, Carriere CJ (2002) Synthesis, polyhydroxy triglycerides derived from milkweed oil. J Agric Food Chem 50:3214-3221 (Pubitemid 34533626)
17. Lozada Z, Suppes G, Tu Y, Hsieh F (2009) Soy-based polyols from oxirane ring opening by alcoholysis reaction. J Appl Polym Sci 113:2552-2560
18. Lin B, Yang L, Dai H, Yi A (2008) Kinetic studies on oxirane cleavage of epoxidized soybean oil by methanol and characterization of polyols. J Am Oil Chem Soc 85:113-117
19. Monteavaro L, Silva E, Costa A, Samios D, Gerbase A, Petzhold C (2005) Polyurethane networks from formiated soy polyols: synthesis and mechanical characterization. J Am Oil Chem Soc 82:365-371 (Pubitemid 43066419)
20. Ahn BK, Kraft S, Wang D, Sun XS (2011) Thermally stable, transparent, pressure-sensitive adhesives from epoxidized and dihydroxyl soybean oil. Biomacromolecules 12:1839-1843
21. Kong X, Liu G, Qi H, Curtis JM (2013) Preparation and characterization of high-solid polyurethane coating systems based on vegetable oil derived polyols. Prog Org Coat 76:1151-1160
22. Caillol S, Desroches M, Boutevin G, Loubat C, Auvergne R, Boutevin B (2012) Synthesis of new polyester polyols from epoxidized vegetable oils and biobased acids. Eur J Lipid Sci Technol 114:1447-1459
23. Creton C (2003) Pressure-sensitive adhesives: an introductory course. MRS Bull 28:434-439