Skip to main content

Advertisement

SpringerLink
Log in

Synthesis and properties of polyurethane acrylate modified by different contents of stearyl alcohol

  • Published:
Journal of Coatings Technology and Research Aims and scope Submit manuscript

Abstract

Polyurethane acrylates (PUAs) modified by different amounts of stearyl alcohol were synthesized from stearyl alcohol (SA), isophorone diisocyanate, 2-hydroxyethyl acrylate, and polycaprolactone triol. The molecular structure was characterized by Fourier transform infrared spectroscopy. Real time infrared spectroscopy was used to investigate the kinetics of photopolymerization of synthesized PUAs. The volume shrinkage was measured by laser displacement sensor. The adhesion on glass, polycarbonate (PC), and polyvinyl chloride (PVC) was tested by the laser micrometer and universal testing machine. The glass transition temperature (T g) and storage modulus (E′) were measured by dynamic mechanical analyzer (DMA). The pendulum hardness, pencil hardness and flexibility were also measured. The results showed that the greater the amount of SA in synthesized PUAs, the lower the volume shrinkage and the better the adhesion to glass, PC, and PVC substrates.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Wang, F, Hu, J, Tu, W, “Study on Microstructure of UV-Curable Polyurethane Acrylate Films.” Prog. Org. Coat., 62 245–250 (2008)

    Article  Google Scholar 

  2. He, Y, Zhou, M, Wu, B, Jiang, Z, Nie, J, “Synthesis and Properties of Novel Polyurethane Acrylate Containing 3-(2-Hydroxyethyl) Isocyanurate Segment.” Prog. Org. Coat., 67 264–268 (2010)

    Article  Google Scholar 

  3. Xu, G, Shi, W, “Synthesis and Characterization of Hyperbranched Polyurethane Acrylate Used as UV Curable Oligomers for Coatings.” Prog. Org. Coat., 52 110–117 (2005)

    Article  Google Scholar 

  4. Rueggeberg, F, Tamareselvy, K, “Resin Cure Determination by Polymerization Shrinkage.” Dent. Mater., 11 265–268 (1995)

    Article  Google Scholar 

  5. Sakaguchi, R, Wiltbank, B, Murchison, C, “Cure Induced Stresses and Damage in Particulate Reinforced Polymer Matrix Composites: A Review of the Scientific Literature.” Dent. Mater., 21 43–46 (2005)

    Article  Google Scholar 

  6. Ernst, C, Meyer, G, Klöcker, K, Willershausen, B, “Determination of Polymerization Shrinkage Stress by Means of a Photoelastic Investigation.” Dent. Mater., 20 313–321 (2004)

    Article  Google Scholar 

  7. Lu, B, Xiao, P, Sun, M, Nie, J, “Reducing Volume Shrinkage by Low-Temperature Photopolymerization.” J. Appl. Polym. Sci., 104 1126–1130 (2007)

    Article  Google Scholar 

  8. Kloosterboer, J, Van de Hei, G, Gossink, R, “The Effects of Volume Relaxation and Thermal Mobilization of Trapped Radicals on the Final Conversion of Photopolymerized Diacrylate.” Polym. Commun., 25 322–325 (1984)

    Google Scholar 

  9. Uyama, S, Irokawa, A, Iwasa, M, “Influence of Irradiation Time on Volumetric Shrinkage and Flexural Properties of Flowable Resins.” Dent. Mater. J., 26 892–897 (2007)

    Article  Google Scholar 

  10. Yap, A, Soh, M, Siow, K, “Post-gel Shrinkage with Pulse Activation and Soft-Start Polymerization.” Oper. Dent., 27 81–87 (2002)

    Google Scholar 

  11. Silikas, N, Eliades, G, Watts, D, “Light Intensity Effects on Resin-Composite Degree of Conversion and Shrinkage Strain.” Dent. Mater., 16 292–296 (2000)

    Article  Google Scholar 

  12. Satterthwaite, J, Maisuria, A, Vogel, K, Watts, D, “Effect of Resin-Composite Filler Particle Size and Shape on Shrinkage-Stress.” Dent. Mater., 28 609–614 (2012)

    Article  Google Scholar 

  13. Ye, S, Azarnoush, S, Smith, I, Cramer, N, Stansbury, J, Bowman, C, “Using Hyperbranched Oligomer Functionalized Glass Fillers to Reduce Shrinkage Stress.” Dent. Mater., 28 1004–1011 (2012)

    Article  Google Scholar 

  14. Miao, X, Li, Y, Zhang, Q, Zhu, M, Wang, H, “Low Shrinkage Light Curable Dental Nanocomposites Using SiO2 Microspheres as Fillers.” Mater. Sci. Eng., 32 2115–2121 (2012)

    Article  Google Scholar 

  15. Sangermano, M, Ortiz, R, Urbina, B, Valdez, A, Santos, R, “Synthesis of an Epoxy Functionalized Spiroorthocarbonate Used as Low Shrinkage Additive in Cationic UV Curing of an Epoxy Resin.” Eur. Polym. J., 44 1046–1052 (2008)

    Article  Google Scholar 

  16. Li, T, Qin, H, Liu, Y, Zhong, X, Yu, Y, Serra, A, “Hyperbranched Polyester as Additives in Filled and Unfilled Epoxy-Novolac Systems.” Polymer, 53 5864–5872 (2012)

    Article  Google Scholar 

  17. Liu, J, Howard, G, Lewis, S, Barros, M, Stansbury, J, “A Study of Shrinkage Stress Reduction and Mechanical Properties of Nanogel-Modified Resin Systems.” Eur. Polym. J., 48 1819–1828 (2012)

    Article  Google Scholar 

  18. Ge, J, Trujillo, M, Stansbury, J, “Synthesis and Photopolymerization of Low Shrinkage Methacrylate Monomers Containing Bulky Substituent Groups.” Dent. Mater., 21 1163–1169 (2005)

    Article  Google Scholar 

  19. Morell, M, Erber, M, Ramis, X, Ferrando, F, Voit, B, Serra, A, “New Epoxy Thermosets Modified with Hyperbranched Poly(ester-amide) of Different Molecular Weight.” Eur. Polym. J., 46 1498–1509 (2010)

    Article  Google Scholar 

  20. Lai, J, Johnson, A, Douglas, R, “Organosilicon Dental Composite Restoratives Based on 1,3-bis[(p-Acryloxymethyl) phenethyl] Tetramethyldisiloxane.” Dent. Mater., 20 570–578 (2004)

    Article  Google Scholar 

  21. Atai, M, Watts, D, Atai, Z, “Shrinkage Strain-Rates of Dental Resin-Monomer and Composite Systems.” Biomaterials, 26 5015–5020 (2005)

    Article  Google Scholar 

  22. Park, M, Kim, B, Kim, J, “Reflective Mode of HPDLC with Various Structures of Polyurethane Acrylate.” Polymer, 44 1595–1602 (2003)

    Article  Google Scholar 

  23. Nishida, H, Morikawa, H, Nakahara, T, Ogata, T, Kusumoto, K, Endo, T, “Catalytic Double Ring-Opening Polyaddition of Spiro Orthoester with Acid Chloride for Shrinkage-Controlled Molding.” Polymer, 46 2531–2540 (2005)

    Article  Google Scholar 

  24. Weinmann, W, Thalacker, C, Guggenberger, R, “Siloranes in Dental Composites.” Dent. Mater., 21 68–74 (2005)

    Article  Google Scholar 

  25. Canadell, L, Hunt, B, Cook, A, Mantecón, A, Cádiz, V, “Copolymerization of a Silicon-Containing Spiroorthoester with a Phosphorus-Containing Diglycidyl Compound: Influence on Flame Retardancy and Shrinkage.” Polym. Degrad. Stab., 92 1934–1941 (2007)

    Article  Google Scholar 

  26. Miller, M, Holder, A, Chappelow, C, Eick, J, “A Theoretical Study of an Expanding Monomer and an Oxirane Part 1: Expanding Monomer Reactions.” J. Mol. Struct., 756 185–194 (2005)

    Article  Google Scholar 

  27. Jiang, T, He, Y, Jian, Y, Nie, J, “Exploration for Decreasing the Volume Shrinkage for Photopolymerization.” Prog. Org. Coat., 75 398–403 (2012)

    Article  Google Scholar 

  28. Jian, Y, He, Y, Jiang, T, Li, C, Yang, W, Nie, J, “Volume Shrinkage of UV-Curable Coating Formulation Investigated by Real-Time Laser Reflection Method.” J. Coat. Technol. Res., 10 231–237 (2013)

    Article  Google Scholar 

  29. Qin, L, He, Y, Liu, B, Jian, Y, Li, C, Nie, J, “Preparation and Properties of Polyurethane Acrylates Modified by Saturated Alcohols.” Prog. Org. Coat., 76 1594–1599 (2013)

    Article  Google Scholar 

  30. Awaja, F, Gilbert, M, Kelly, G, Fox, B, Pigram, P, “Adhesion of Polymers.” Prog. Polym. Sci., 34 948–968 (2009)

    Article  Google Scholar 

  31. Jian, Y, He, Y, Jiang, T, Li, C, Yang, W, Nie, J, “Polymerization Shrinkage of (Meth)acrylate Determined by Reflective Laser Beam Scanning.” J. Poly. Sci. B, 50 923–928 (2012)

    Article  Google Scholar 

  32. Hill, L, “Calculation of Crosslink Density in Short Chain Networks.” Prog. Org. Coat., 31 235–243 (1997)

    Article  Google Scholar 

  33. Wen, M, Scriven, L, McCormick, A, “Differential Scanning Calorimetry and Cantilever Deflection Studies of Polymerization Kinetics and Stress in Ultraviolet Curing of Multifunctional (Meth)acrylate Coatings.” Macromolecules, 35 112–120 (2002)

    Article  Google Scholar 

  34. Zhang, Y, Zhan, F, Shi, W, “Photopolymerization Behavior and Properties of Highly Branched Poly(thioether-urethane) Acrylate Used for UV-Curing Coatings.” Prog. Org. Coat., 71 399–405 (2011)

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Key Laboratory of Carbon Fiber and Functional Polymers (Beijing University of Chemical Technology) Ministry of Education, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, 100029, People’s Republic of China

    Lili Qin, Jun Nie & Yong He

Authors
  1. Lili Qin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jun Nie
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yong He
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Yong He.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Qin, L., Nie, J. & He, Y. Synthesis and properties of polyurethane acrylate modified by different contents of stearyl alcohol. J Coat Technol Res 12, 197–204 (2015). https://doi.org/10.1007/s11998-014-9625-4

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11998-014-9625-4

Keywords

Search

Navigation