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Synthesis and properties of UV-curable hyperbranched polyurethane and its application in the negative-type photoresist

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Abstract

UV-curable hyperbranched polyurethane (UV-HBPU) containing carboxyl groups was synthesized from isophorone diisocyanate (IPDI), diethanolamine (DEOA), polyethylene glycol (PEG-400), hydroxyethyl acrylate (HEA), and 2,2-bis (hydroxymethyl) propionic acid (DMPA). The UV-HBPU was used as a negative-type photoresist for a printed circuit board (PCB). Fourier-transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (1HNMR) spectroscopy of UV-HBPUs indicated that the synthesis was successful. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) showed that the thermal stability of the UV-HBPUs decreased as the HEA content increased. The polymer exhibited excellent photoresist properties, and the resolution of circuits based on this negative-type photoresist reached 10 μm.

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References

  1. J M J Fréchet. Functional Polymers and Dendrimers: Reactivity, Molecular Architecture, and Interfacial Energy[J]. Science, 1994, 263: 1 710–1 715

    Article  Google Scholar 

  2. Q F Sun, S Sato, M Fujita. Self-assembled Inverse Dendrimer[J]. Chem. Lett., 2011, 40: 726–727

    Article  Google Scholar 

  3. H Shimakoshi, M Nishi, A Tanaka, et al. Synthesis and Catalysis of B12-core-shell Hyperbranched Polymer[J]. Chem. Lett., 2010, 39: 22–23

    Article  Google Scholar 

  4. N Karak, S Rana, J W Cho. Synthesis and Characterization of Castor-oilmodified Hyperbranched Polyurethanes[J]. J. Appl. Polym. Sci., 2009, 112: 736–743

    Article  Google Scholar 

  5. F Bao, W Shi. Synthesis and Properties of Hyperbranched Polyurethane Acrylate Used for UV Curing Coatings[J]. Progress in Organic Coatings, 2010, 68: 334–339

    Article  Google Scholar 

  6. Y Hong, S J Coombs, W J Cooper. Film Blowing of Linear Lowdensity Polyethylene Blended with A Novel Hyperbranched Polymer Processing Aid[J]. Polymer, 2000, 41: 7 705–7 713

    Article  Google Scholar 

  7. C Sivakumar, A S Nasar. Shape-memory Polyurethanes Minimally Crosslinked with Hydroxyl-terminated AB2-type Hyperbranched Polyurethanes[J]. J. Appl. Polym. Sci., 2011, 120: 725–734

    Article  Google Scholar 

  8. A Zarrabi, M Adeli, M Vossoughi, et al. Design and Synthesis of Novel Polyglycerol Hybrid Nanomaterials for Potential Applications in Drug Delivery Systems[J]. Macromol. Biosci., 2011, 11: 383–390

    Article  Google Scholar 

  9. Y M Yu, T Sakamoto, K Watanabe, et al. Synthesis and Efficient Circularly Polarized Light Emission of an Optically Active Hyperbranched Poly(fluorenevinylene) Derivative[J]. Chem. Commun., 2011, 47: 3 799–3 801

    Article  Google Scholar 

  10. S Mahapatra, S Rana, J Cho. Synthesis of S-triazine-based Hyperbranched Polyurethane for Novel Carbon-nanotube-dispersed Nanocomposites[J]. J. Appl. Polym. Sci., 2011, 120: 474–483

    Article  Google Scholar 

  11. I In’, H Lee’, T Fujigaya, et al. A New Photoresist Based on Hyperbranched Poly(ary1ene ether phosphine oxide)[J]. Polym. Bull., 2003, 49: 349–355

    Article  Google Scholar 

  12. W Chiang, H Kuo. Preparation of Trimethylsilyl Group Containing Copolymer for Negative-type Photoresists that Enable Stripped by an Alkaline Solution[J]. European Polymer Journal, 2002, 38: 1 761–1 768

    Article  Google Scholar 

  13. M Okazaki, Y Shibasaki, M Ueda. New Negative-type Photosensitive Polyimide Based on Hyperbranched Poly(ether imide), A Cross-linker, and A Photoacid Generator[J]. Chem Lett., 2001, 8:762–763

    Article  Google Scholar 

  14. H Chen, J Yin. Preparation of Auto-Photosensitive Hyperbranched Copolyimide by the Condensation of 4,4′-(Hexafluoroisopropy1idene) diphthalic Anhydride and 3,3′,4,4′-Benzophenonetetracarboxylic Dianhydride with 1,3,5-Tris(4-aminophenoxy)benzene through a Stage Addition Reaction Method [J]. Polym. Bull., 2003, 50: 303–310

    Article  Google Scholar 

  15. H Chen, J Yin. Synthesis and Characterization of Negativetype Photosensitive Hyperbranched Polyimides with Excellent Organosolubility from An A 2+B3 Monomer System[J] Journal of Polymer Science: Part A: Polymer Chemistry, 2004, 42: 1 735–1 744

    Article  Google Scholar 

  16. M Rolandi, I Suez, H J Dai, et al. Dendrimer Monolayers as Negative and Positive Tone Resists for Scanning Probe Lithography[J]. Nano Letter, 2004, 4: 889–893

    Article  Google Scholar 

  17. L Liu, Y Zou. Design, Synthesis, and Imaging Study of A Photoactive Polymer Containing Aryl Substituted Diazoketo Groups[J]. Appl. Polym. Sci., 2012, 123: 554–561

    Article  Google Scholar 

  18. A Chen, C Yao, S Zeng, et al. Preparation and Properties of Hyperbranched Polyurethanes via Oligomeric A2 + bB2 Approach[J]. Polym. Bull., 2008, 61: 363–371

    Article  Google Scholar 

  19. B K Kim, J H Shin. Modification of Waterborne Polyurethane by Forming Latex Interpenetrating Polymer Networks with Acrylate Rubber[J]. Colloid Polym. Sci., 2002, 280: 716–724

    Article  Google Scholar 

  20. A Asif, L H Hu, W Shi. Synthesis, Rheological, and Thermal Properties of Waterborne Hyperbranched Polyurethane Acrylate Dispersions for UV Curable Coatings[J]. Colloid Polym. Sci., 2009, 287: 1 041–1 049

    Article  Google Scholar 

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Correspondence to Xiaoya Liu  (刘晓亚).

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Funded by the National Natural Science Foundation of China (Nos. 51203063, 51103064)

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Liu, J., Lin, L., Jia, X. et al. Synthesis and properties of UV-curable hyperbranched polyurethane and its application in the negative-type photoresist. J. Wuhan Univ. Technol.-Mat. Sci. Edit. 29, 208–212 (2014). https://doi.org/10.1007/s11595-014-0894-7

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  • DOI: https://doi.org/10.1007/s11595-014-0894-7

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