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NIR LEDs and NIR lasers as feasible alternatives to replace oven processes for treatment of thermal-responsive coatings

  • Christian SchmitzEmail author
  • Bernd Strehmel
Article
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Abstract

Near-infrared (NIR) laser sources (800–1000 nm) can potentially reduce the processing time for curing by a fast heating and incorporation of NIR absorbers into the coating. The latter converts NIR laser light absorbed into thermal energy. This curing technique was successfully applied to one-component thermoset coatings based on blocked polyisocyanate/hydroxy-polyester and melamine formaldehyde/hydroxy-acrylate resins with heptamethine cyanines as near-infrared absorbing material. The laser curing was additionally compared with LED sources. In general, the curing time significantly decreases in comparison with traditional heat sources. Furthermore, the photopolymerization of acrylates or epoxides can be induced simultaneously by adding suitable initiators due to photochemical generation of radicals and cations. Curing of the thermoset resin system and the photopolymerization process created interpenetrating networks. Principally, the techniques reported based on photonic NIR sources may help to substitute oven techniques where thermal activation of curing reactions is typically induced by oven or heating with infrared radiators for coating applications.

Keywords

Laser curing Near-infrared light Thermoset coating Light-emitting diode Thermal radiation Radiation curing 

Notes

Acknowledgments

The authors thank the county of North Rhine-Westphalia for funding the project REFUBELAS (Grant 005-1703-0006) and FEW Chemicals GmbH for the NIR sensitizers.

Supplementary material

11998_2019_197_MOESM1_ESM.pdf (99 kb)
Supplementary material 1 (PDF 98 kb)

References

  1. 1.
    Tillet, G, Boutevin, B, Ameduri, B, “Chemical Reactions of Polymer Crosslinking and Post-crosslinking at Room and Medium Temperature.” Prog. Polym. Sci., 36 (2) 191–217 (2011)CrossRefGoogle Scholar
  2. 2.
    Enns, JB, Gillham, JK, “Time-Temperature-Transformation (TTT) Cure Diagram-Modeling the Cure Behavior of Thermosets.” J. Appl. Polym. Sci., 28 (8) 2567–2591 (1983)CrossRefGoogle Scholar
  3. 3.
    Hampshire, RJ, “The Use of Radiant Heat Transfer in the Curing of Coatings on Complex Geometries and Problematic Substrates.” Pigment Resin Technol., 26 (4) 225–228 (1997)CrossRefGoogle Scholar
  4. 4.
    Dickie, RA, Bauer, DR, Ward, SM, Wagner, DA, “Modeling Paint and Adhesive Cure in Automotive Applications.” Prog. Organ. Coat., 31 (3) 209–216 (1997)CrossRefGoogle Scholar
  5. 5.
    Sawyer, M, “Infrared Curing Systems Offer Alternative to Tried-and-True Convection Heat Sources.” Met. Finish., 104 (11) 9–11 (2006)CrossRefGoogle Scholar
  6. 6.
    Abliz, D, Duan, Y, Steuernagel, L, Xie, L, Li, D, Ziegmann, G, “Curing Methods for Advanced Polymer Composites—A Review.” Polym. Polym. Compos., 21 (6) 341–348 (2013)Google Scholar
  7. 7.
    Howell, JR, Siegel, R, Mengüc, MR, Thermal Radiation Heat Transfer. CRC Press, New York, 2010CrossRefGoogle Scholar
  8. 8.
    Kane, R, Sirek, S, “The T3 Quartz Infrared Lamps.” In: Kane, R, Sell, H (eds.) Revolution in Lamps: A Chronicle of 50 Years of Progress, pp. 65–74. Fairmont Press, Lilburn, 2001Google Scholar
  9. 9.
    Baumann, H, Hoffmann-Walbeck, T, Wenning, W, Lehmann, H-J, Simpson, CD, Mustroph, H, Stebani, U, Telser, T, Weichmann, A, Studenroth, R, Imaging Technology, 3. Imaging in Graphic Arts. Ullmann’s Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH & Co. KGaA, New York, 2015Google Scholar
  10. 10.
    Schubert, EF, Light Emitting Diodes-Schubert. Cambridge University Press, Cambridge, 2006CrossRefGoogle Scholar
  11. 11.
    Bachmann, F, Takahashi, R, “Chances and Limitations of High-Power Diode Lasers.” Rev. Laser Eng., 31 (5) 313–317 (2003)CrossRefGoogle Scholar
  12. 12.
    Bao, L, Bai, J, Price, K, DeVito, M, Grimshaw, M, Dong, W, Guan, X, Zhang, S, Zhou, H, Bruce, K, Dawson, D, Kanskar, M, Martinsen, R, Haden, J, “Reliability of High Power/Brightness Diode Lasers Emitting from 790 to 980 nm.” Proc. SPIE, pp. 8605 (2013)Google Scholar
  13. 13.
    Kanskar, M, Bao, L, Bai, J, Chen, Z, Dahlen, D, DeVito, M, Dong, W, Grimshaw, M, Haden, J, Guan, X, Hemenway, M, Kennedy, K, Martinsen, R, Tibbals, J, Urbanek, W, Zhang, S, “High Reliability of High Hower and High Brightness Diode Lasers.” Proc. of SPIE, 8965 (2014)Google Scholar
  14. 14.
    Abhinandan, L, Chari, R, Nath, AK, Trivedi, MK, “Laser Curing of Thermosetting Powder Coatings: A Detailed Investigation.” J. Laser Appl., 11 (6) 248–257 (1999)CrossRefGoogle Scholar
  15. 15.
    Blais, C, Chalco, PA, “Semiconductor Chip Packaging Method which Heat Cures an Encapsulant Deposited on a Chip Using a Laser Beam to Heat the Back Side of the Chip.” US Patent 5,457,299, 1995Google Scholar
  16. 16.
    Chala, TF, Wu, CM, Chou, MH, Gebeyehu, MB, Cheng, KB, “Highly Efficient Near Infrared Photothermal Conversion Properties of Reduced Tungsten Oxide/Polyurethane Nanocomposites.” Nanomaterials (Basel), 7 (7) 191 (2017)CrossRefGoogle Scholar
  17. 17.
    Chua, CT, Lee, YP, Zhou, MS and Chan, L, “Laser Curing of Spin-On Dielectric Thin Films.” US Patent 6,121,130, 2000Google Scholar
  18. 18.
    Hirshey, JA, Busiello, M, “Manufacturing System Implementing Laser-Curing of Epoxied Joints.” US Patent 0305070 A1, 2017Google Scholar
  19. 19.
    Hong, Z, Liang, R, “IR-Laser Assisted Additive Freeform Optics Manufacturing.” Sci. Rep., 7 (1) 7145 (2017)CrossRefGoogle Scholar
  20. 20.
    Hoult, AP, Crane, SJ, “Diode-Laser Curing of Liquid Epoxide Encapsulants.” US Patent 613794 B2, 2005Google Scholar
  21. 21.
    Mackwood, AP, Crafer, RC, “Thermal Modelling of Laser Welding and Related Processes: A Literature Review.” Opt. Laser Technol., 37 (2) 99–115 (2005)CrossRefGoogle Scholar
  22. 22.
    Simone, G, “An Experimental Investigation on the Laser Cure of Thermosetting Powder: An Empirical Model for the Local Coating.” Prog. Org. Coat., 68 (4) 340–346 (2010)CrossRefGoogle Scholar
  23. 23.
    Suzuki, A, Mochizuki, N, “PET Microfiber Prepared by Carbon Dioxide Laser Heating.” J. Appl. Polym. Sci., 88 (14) 3279–3283 (2003)CrossRefGoogle Scholar
  24. 24.
    Baumann, H, “Lithographische Druckplatten für Laserbelichtung.” Chemie in unserer Zeit, 48 (1) 14–29 (2015)CrossRefGoogle Scholar
  25. 25.
    Kunita, K, Oohashi, H, Ooshima, Y, “Novel Trialkoxy-Substituted Onium Salts as Highly Sensitive and Stable Photoinitiators Reactive to IR Laser.” J. Photopolym. Sci. Technol., 27 (6) 695–702 (2014)CrossRefGoogle Scholar
  26. 26.
    Forbes, A, Bayer, A, Meinschien, J, Mitra, T, Brodner, M, Lizotte, TE, “Beam Shaping of Line Generators Based on High Power Diode Lasers to Achieve High Intensity and Uniformity Levels.” Proc. of SPIE, 7062 70620X-70620X-7 (2008)Google Scholar
  27. 27.
    Beier, B, “Arraytechnologie Statt Einzelner Laserdiode.” Laser Tech. J., 8 (2) 34–36 (2011)CrossRefGoogle Scholar
  28. 28.
    Wood, GL, Homburg, O, Hauschild, D, Kubacki, F, Lissotschenko, V, Dubinskii, MA, “Efficient Beam Shaping for High-Power Laser Applications.” Proc. of SPIE 6216 621608-1-621608-8 (2006)Google Scholar
  29. 29.
    Neukum, J, “Diodenlaserbarren in der Druckindustrie.” Laser Tech. J., 8 (4) 22–23 (2011)CrossRefGoogle Scholar
  30. 30.
    Hoynant, P, Pitz, H, “Verfahren zum Trocknen von Druckfarbe und Druckfarbe.” German Patent 102008056237, 2009Google Scholar
  31. 31.
    Pitz, H, Hauck, A, Anweiler, W, Hachmann, P, “Method for Drying an Ink on a Printed Material in a Printing Press and Printing Press.” German Patent 10316472, 2004Google Scholar
  32. 32.
    Stollenwerk, J, Weigt, W, Zschuppe, M, Meixner, M, “Sol-Gel-Lacke: Laser statt Trockenöfen.” Farbe und Lack, 121 (3) 88–92 (2013)Google Scholar
  33. 33.
    Brömme, T, Schmitz, C, Oprych, D, Wenda, A, Strehmel, V, Grabolle, M, Resch-Genger, U, Ernst, S, Reiner, K, Keil, D, Lüs, P, Baumann, H, Strehmel, B, “Digital Imaging of Lithographic Materials by Radical Photopolymerization and Photonic Baking with NIR Diode Lasers.” Chem. Eng. Technol., 39 (1) 13–25 (2016)CrossRefGoogle Scholar
  34. 34.
    Kasha, M, Rawls, HR, Ashraf El-Bayoumi, M, “The Exciton Model in Molecular Spectroscopy.” Pure Appl. Chem., 11 (3–4) 371–392 (1965)Google Scholar
  35. 35.
    West, W, Pearce, S, “The Dimeric State of Cyanine Dyes.” J. Phys. Chem., 69 (6) 1894–1903 (1965)CrossRefGoogle Scholar
  36. 36.
    Emerson, ES, Conlin, MA, Rosenoff, AE, Norland, KS, Rodriguez, H, Chin, D, Bird, GR, “The Geometrical Structure and Absorption Spectrum of a Cyanine Dye Aggregate.” J. Phys. Chem., 71 (8) 2396–2403 (1967)CrossRefGoogle Scholar
  37. 37.
    Schmitz, C, Halbhuber, A, Keil, D, Strehmel, B, “NIR-Sensitized Photoinitiated Radical Polymerization and Proton Generation with Cyanines and LED Arrays.” Prog. Org. Coat., 100 32–46 (2016)CrossRefGoogle Scholar
  38. 38.
    Brömme, T, Oprych, D, Horst, J, Pinto, PS, Strehmel, B, “New Iodonium Salts in NIR Sensitized Radical Photopolymerization of Multifunctional Monomers.” RSC Adv., 5 (86) 69915–69924 (2015)CrossRefGoogle Scholar
  39. 39.
    Crivello, JV, Lam, JHW, “Diaryliodonium Salts. A New Class of Photoinitiators for Cationic Polymerization.” Macromolecules, 10 (6) 1307–1315 (1977)CrossRefGoogle Scholar
  40. 40.
    Pohlers, G, Scaiano, JC, Sinta, R, “A Novel Photometric Method for the Determination of Photoacid Generation Efficiencies Using Benzothiazole and Xanthene Dyes as Acid Sensors.” Chem. Mater., 9 (12) 3222–3230 (1997)CrossRefGoogle Scholar
  41. 41.
    Crivello, JV, Lam, JHW, “Dye-Sensitized Photoinitiated Cationic Polymerization.” J. Polym. Sci. Polym. Chem. Ed., 16 (10) 2441–2451 (1978)CrossRefGoogle Scholar
  42. 42.
    Crivello, JV, “A New Visible Light Sensitive Photoinitiator System for the Cationic Polymerization of Epoxides.” J. Polym. Sci. Part A Polym. Chem., 47 (3) 866–875 (2009)CrossRefGoogle Scholar
  43. 43.
    Xiao, P, Zhang, J, Dumur, F, Tehfe, MA, Morlet-Savary, F, Graff, B, Gigmes, D, Fouassier, JP, Lalevée, J, “Visible Light Sensitive Photoinitiating Systems: Recent Progress in Cationic and Radical Photopolymerization Reactions Under Soft Conditions.” Prog. Polym. Sci., 41 32–66 (2015)CrossRefGoogle Scholar
  44. 44.
    Yagci, Y, Jockusch, S, Turro, NJ, “Photoinitiated Polymerization: Advances, Challenges, and Opportunities.” Macromolecules, 43 (15) 6245–6260 (2010)CrossRefGoogle Scholar
  45. 45.
    Fouassier, JP, Morlet-Savary, F, Lalevée, J, Allonas, X, Ley, C, “Dyes as Photoinitiators or Photosensitizers of Polymerization Reactions.” Materials, 3 (12) 5130–5142 (2010)CrossRefGoogle Scholar
  46. 46.
    Hatano, T, Fukui, K, Karatsu, T, Kitamura, A, Urano, T, “Sensitization Mechanisms of Photopolymer Coating Layer using Infrared Dye.” J. Photopolym. Sci. Technol., 13 (5) 697–701 (2000)CrossRefGoogle Scholar
  47. 47.
    Karatsu, T, Yanai, M, Yagai, S, Mizukami, J, Urano, T, Kitamura, A, “Evaluation of Sensitizing Ability of Barbiturate-Functionalized Non-Ionic Cyanine Dyes; Application for Photoinduced Radical Generation System Initiated by Near IR Light.” J. Photochem. Photobiol. A, 170 (2) 123–129 (2005)CrossRefGoogle Scholar
  48. 48.
    Zhang, S, Li, B, Tang, L, Wang, X, Liu, D, Zhou, Q, “Studies on the Near Infrared Laser Induced Photopolymerization Employing a Cyanine Dye-Borate Complex as the Photoinitiator.” Polymer, 42 (18) 7575–7582 (2001)CrossRefGoogle Scholar
  49. 49.
    Urano, T, Ishikawa, M, Sato, Y, Itoh, H, “Sensitizer Dyes and Sensitization Mechanisms in Photopolymer Coating Layer II.” J. Photopolym. Sci. Technol., 12 (5) 711–716 (1999)CrossRefGoogle Scholar
  50. 50.
    Bonardi, AH, Dumur, F, Grant, TM, Noirbent, G, Gigmes, D, Lessard, BH, Fouassier, JP, Lalevée, J, “High Performance Near-Infrared (NIR) Photoinitiating Systems Operating under Low Light Intensity and in the Presence of Oxygen.” Macromolecules, 51 (4) 1314–1324 (2018)CrossRefGoogle Scholar
  51. 51.
    Schmitz, C, Strehmel, B, “Photochemical Treatment of Powder Coatings and VOC-Free Coatings with NIR Lasers Exhibiting Line-Shaped Focus: Physical and Chemical Solidification.” ChemPhotoChem, 1 (1) 26–34 (2017)CrossRefGoogle Scholar
  52. 52.
    Schmitz, C, Strehmel, B, “Laser Focus on Curing.” Eur. Coat. J., 4 40–44 (2018)Google Scholar
  53. 53.
    Bonardi, AH, Bonardi, F, Morlet-Savary, F, Dietlin, C, Noirbent, G, Grant, TM, Fouassier, JP, Dumur, F, Lessard, BH, Gigmes, D, Lalevée, J, “Photoinduced Thermal Polymerization Reactions.” Macromolecules, 51 (21) 8808–8820 (2018)CrossRefGoogle Scholar
  54. 54.
    Lee, JM, Subramani, S, Lee, YS, Kim, JH, “Thermal Decomposition Behavior of Blocked Diisocyanates Derived from Mixture of Blocking Agents.” Macromol. Res., 13 (5) 427–434 (2005)CrossRefGoogle Scholar
  55. 55.
    Griffin, GR, Willwerth, LJ, “The Thermal Dissociation of Blocked Toluene Diisocyanates.” Ind. Eng. Chem. Product Res. Dev., 1 (4) 265–268 (1962)CrossRefGoogle Scholar
  56. 56.
    Schmitz, C, Pang, Y, Gläser, M, Gülz, A, Horst, J, Jäger, M, Strehmel, B, “New High-Power LED Opens Photochemistry for NIR-Sensitized Radical and Cationic Photopolymerization.” Angewandte Chemie, submitted for publication (2018)Google Scholar
  57. 57.
    Brömme, T, Schmitz, C, Moszner, N, Burtscher, P, Strehmel, N, Strehmel, B, “Photochemical Oxidation of NIR Photosensitizers in the Presence of Radical Initiators and Their Prospective Use in Dental Applications.” Chem. Sel., 1 (3) 524–532 (2016)Google Scholar
  58. 58.
    Paints and Varnishes—Pendelum Damping Test.” DIN EN ISO 1522:2007-04 (2007)Google Scholar

Copyright information

© American Coatings Association 2019

Authors and Affiliations

  1. 1.Department of Chemistry, Institute of Coatings and Surface ChemistryNiederrhein University of Applied SciencesKrefeldGermany

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