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Characterization, coating and biological evaluation of polyol esters rosin derivatives as coating films

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Abstract

Polyol esters materials, which have been developed from ethylene glycol, glycerol, pentaerythritol and sorbitol with rosin, were investigated for their formed films and coating properties. Films were dried and characterized for chemical and mechanical resistances. Their films were highly resistant to water, solvents (acetone, toluene and methanol), and acids (10% hydrochloric acid and 20% sulfuric acid) and poorly resistant to alkali (10% sodium hydroxide) as well as adhesion, tensile strength, elongation test, modulus of elasticity, pinhole test and scratching and flexibility tests. Incorporation of ethylene glycol, glycerol, pentaerythritol and sorbitol with rosin was done to achieve good mechanical characteristics and high chemical resistance to these films. The prepared compounds were tested for antibacterial activity against Trametes versicolor and Gloeophyllum trabeum.

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References

  1. Ann-Therese, K, Lina, H, Colophony: Rosin in Unmodified and Modified Form. Springer, Basel (2020)

    Google Scholar 

  2. Silvestre, AJD, Gandini, A, “Chapter 4. Rosin: Major Sources, Properties and Applications.” In: Belgacem, MN, Gandini, A (eds.) Monomers, Polymers and Composites from Renewable Resources 1st, pp. 67–88. Oxford University Press, Oxford (2008)

    Chapter  Google Scholar 

  3. Liu, XO, Xin, WB, Zhang, JW, “Rosin-Derived Imide-Diacids as Epoxy Curing Agents for Enhanced Performance.” Prog. Polym. Bioresour. Technol., 101 2520–2524 (2010)

    Article  CAS  Google Scholar 

  4. Sheorey, DS, Dorle, AK, “Release Kinetics of Drugs from Rosin–Glycerol Ester Micro-capsule.” J. Microencapsul., 8 243–249 (1991)

    Article  CAS  Google Scholar 

  5. Nande, VS, Barabde, UV, Morkhade, DM, Patil, AT, Joshi, SB, “Synthesis and Characterization of PEGylated Derivatives of Rosin for Sustained Drug Delivery.” React. Funct. Polym., 66 1373–1383 (2006)

    Article  CAS  Google Scholar 

  6. Bicu, I, Mustata, F, “Polymers from Levopimaric Acid–Acrylic Acid Diels–Alder Adduct: Synthesis and Characterization.” J. Polym. Sci. A Polym. Chem., 45 5979–5990 (2007)

    Article  CAS  Google Scholar 

  7. Li, J, Rao, XP, Shang, SB, Gao, YQ, Song, J, “Synthesis and Antibacterial Activity of Amide Derivatives from Acrylopimaric Acid.” Bio Res., 7 1961–1971 (2012)

    CAS  Google Scholar 

  8. Surowiecki, J, Samazynski, T, Popek, H, “Product of the Heating of Rosin and Glycerol as an Anhydrous Binder in Tablet Preparation.” Farm. Pol., 27 693–694 (1971)

    CAS  Google Scholar 

  9. Manar, ER, Abdul-Raheim, MA, “Rosin: Chemistry, Derivatives, and Application.” J. BAOJ Chem, 4 039 (2018)

    Google Scholar 

  10. Hemmings, PW, Long, W, “Rosin Ester Derivative as Surfactant.” US Patent 5 552 519, 3 July 1996. Wolf, FR, “Chewing Gum Containing Cuphea Oil.” US Patent 6 077 547, 20 June 2000

  11. Chen, GF, “Developments in the Field of Rosin Chemistry and Its Implications in Coatings.” Prog. Org. Coat., 20 139–167 (1992)

    Article  CAS  Google Scholar 

  12. Kirk, O, Encyclopedia of Chemical Technology, 2nd ed., Vol. 17, p. 488. Wiley, New York (2000)

    Google Scholar 

  13. Pathak, YV, Shinghatgiri, M, Dorle, AK, “In Vivo Performance of Pentastergum Coated Aspirin Microcapsules.” J. Microencapsul., 4 107–110 (1987)

    Article  CAS  Google Scholar 

  14. Sheorey, DS, Dorle, AK, “Release Kinetics and Drugs from Rosin-Glycerol Ester Microcapsules Prepared by Solvent Evaporation Technique.” J. Microencapsul., 8 243–246 (1991)

    Article  CAS  Google Scholar 

  15. Kanlaya, P, Sumrit, W, Amorn, P, “Synthesis and Characterization of Water Soluble Rosin-Polyethylene Glycol 1500 Derivative.” Int. J. Chem. Eng. Appl., 7 277–281 (2016)

    CAS  Google Scholar 

  16. Shobhit, K, Satish, KG, “Rosin: A Naturally Derived Excipient in Drug Delivery Systems.” Polim. Med. Rev., 43 45–48 (2013)

    Google Scholar 

  17. Ossama, MA, Ashraf, ME, Maher, AE, “Synthesis of New Polyurethane Coating Based on Rosin for Corrosion Protection of Petroleum Industries Equipment.” Int. J. Eng. Res. Appl., 4 148–155 (2014)

    Google Scholar 

  18. Hubbe, MA, “Acidic and Alkaline Sizings for Printing, Writing, and Drawing Papers.” Book Pap. Group Annu., 23 139–151 (2005)

    Google Scholar 

  19. Piispanen, P, Hedman, B, Norin, T, “Synthesis and Characterization of Dehydroabietic Acid Derivatives Suitable for Surfactant Synthesis.” J. Surfactants Deterg., 5 165–168 (2002)

    Article  CAS  Google Scholar 

  20. Satturwar, PM, Fulzele, SV, Dorle, AK, “Evaluation of Polymerized Rosin for the Formulation and Development of Transdermal Drug Delivery System: A Technical Note.” AAPS Pharm. Sci. Technol., 6 E649–E654 (2005)

    Article  Google Scholar 

  21. Barabde, UV, Fulzele, SV, Satturwar, PM, Dorle, AK, Joshi, SB, “Film Coating and Biodegradation Studies of New Rosin Derivative.” React. Funct. Polym., 62 241–248 (2005)

    Article  CAS  Google Scholar 

  22. Ray, SS, Kundu, AK, Ghosh, M, Maiti, S, “A New Route to Synthesize Polyamideimide from Rosin.” Eur. Polym. J., 21 131–133 (1985)

    Article  CAS  Google Scholar 

  23. Prinz, S, Müllner, U, Heilmann, J, Winkelmann, K, Sticher, O, Haslinger, E, Hüfner, A, “Oxidation Products of Abietic Acid and Its Methyl Ester.” J. Nat. Prod., 65 1530–1534 (2002)

    Article  CAS  Google Scholar 

  24. Santos, CD, Zukerman-Schpector, J, Imamura, PM, “Chemical Transformation of Abietic Acid to New Chiral Derivatives.” J. Braz. Chem. Soc., 14 998–1004 (2003)

    Article  Google Scholar 

  25. Presser, A, Poetschger, I, Haslinger, E, Huefner, A, “Chemin-Form Abstract: Synthetic Transformations of Abietic Acid. Part 5. Structure Modification and Ozonization.” Chem. Inf., (2002). https://doi.org/10.1002/chin.200225170

    Article  Google Scholar 

  26. Atta, AM, El-Saeed, SM, Farag, RK, “New Vinyl Ester Resins Based on Rosin for Coating Applications.” React. Funct. Polym., 66 1596–1608 (2006)

    Article  CAS  Google Scholar 

  27. Mustata, F, Bicu, I, “A Novel Route for Synthesizing Esters and Polyesters from the Diels–Alder Adduct of Levopimaric Acid and Acrylic Acid.” Eur. Polym. J., 46 1316–1327 (2010)

    Article  CAS  Google Scholar 

  28. Sinha Roy, S, Kundu, AK, Maiti, S, “Polymers from Renewable Resources—13. Polymers from Rosin Acrylic Acid Adduct.” Eur. Polym. J., 26 471–474 (1990)

    Article  Google Scholar 

  29. Lewis, JB, Hedrick, GW, “Hydroxymethylated Derivatives of Resin Acids. Use in Polyurethane Films.” Ind. Eng. Chem. Prod. Res. Dev., 9 304–310 (1970)

    Article  CAS  Google Scholar 

  30. Minor, JC, Lawrence, RV, “Esterification of Methylolated Rosin.” Ind. Eng. Chem., 50 1127–1130 (1958)

    Article  CAS  Google Scholar 

  31. Erciyes, AT, Kabasakal, OS, Erkal, FS, “Use of Methylolated Abietic Acid and Toluene Diisocyanate in the Modification of Triglyceride Oils.” J. Coat. Technol., 63 83–88 (1991)

    CAS  Google Scholar 

  32. Fulzele, SV, Satturwar, PM, Dorle, AK, “Studies on In Vivo Biocompatibility of Novel Biomaterials.” Eur. J. Pharm. Sci., 20 53–61 (2003)

    Article  CAS  Google Scholar 

  33. Etymology: Gk, bios, life; L, activus, with energy, Mosby’s Medical Dictionary, 8th edition (Elsevier, Amsterdam, 2009)

  34. Miller-Keane Encyclopedia & Dictionary of Medicine, Nursing, and Allied Health, 7th Edition. by Saunders, an imprint of Elsevier, Inc (2003)

  35. Test for Acid Value, in Annual Book of American Society for Testing and Materials Standards, American Society for Testing and Materials. Philadelphia, ASTM:D1639–90

  36. Standard Test Method for Hydroxyl Value of Fatty Oils and Acids. ASTM International. ASTM D1957-86 (2001)

  37. Standard Test Method for Water and Alkali Resistances, Philadelphia, ASTM:D1647-89

  38. Indian Standard Specification, I.S, 159 (1950)

  39. Standard Test Method for Solvent Resistance, Philadelphia, ASTM:D 1647-59

  40. Standard Test Method for Adhesion, Philadelphia, ASTM: D 3359-95 (1995)

  41. Baldo, N, Dal Ben, M, Pasetto, M, vande Ven, M, Molenaar, AAA,EN 12697-26, ASTM D 4123

  42. Standard Test Method for Elongation Test, Philadelphia, ASTM D4791

  43. American Petroleum Institute, Recommended Practice 5L2 (RP5L2) Third Edition, May 31 1987 (Reaffirmed January 1, 1994).

  44. Standard Test Method for Film Hardness by Pencil Test, Philadelphia, ASTM:D 3363–92a

  45. Standard Test Method for Bend Test, Philadelphia, ASTM: D 522-93a

  46. Munder, BJ, Dekay, GH, Banker, GS, “Evaluation of Polymeric Materials.” J. Pharm. Sci., 53 395–401 (1963)

    Article  Google Scholar 

  47. Lethola, VM, Heinamaki, JT, Nikupaavo, P, Ylirwsi, JK, “The Mechanical and Adhesion Properties of Aqueous Based Hydroxypropyl Methylcellulose Coating Systems Containing Polydextrose and Titanium Dioxide.” Ind. Pharm., 21 675–685 (1995)

    Article  Google Scholar 

Download references

Acknowledgment

The authors would like to thank Dr. Mai El Sawy (Assistant Lecturer at Basic Science department, British University in Egypt (BUE), associate member at CERN, the European Organization for Nuclear Research, Geneva, Switzerland) for revising the context.

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  1. Chemistry Department, Faculty of Science (Girls), Al-Azhar University, Cairo, Egypt

    A. A. Soliman, M. M. Elsawy, N. A. Alian & N. O. Shaker

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  1. A. A. Soliman
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Correspondence to M. M. Elsawy.

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Soliman, A.A., Elsawy, M.M., Alian, N.A. et al. Characterization, coating and biological evaluation of polyol esters rosin derivatives as coating films. J Coat Technol Res 18, 373–381 (2021). https://doi.org/10.1007/s11998-020-00408-2

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