journal article·2010-02-24

Synthesis and Curing of Hyperbranched Poly(triazole)s with Click Polymerization for Improved Adhesion Strength

Youhong Tang, Cathy K. W. Jim, Yang Liu, Lin Ye, Anjun Qin, Jacky W. Y. Lam, Chengbi Zhao, Ben Zhong Tang

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Abstract

We successfully synthesized hyperbranched poly(triazole)s by in situ click polymerization of diazides 1 and triyne 2 monomers on different metal surfaces (copper, iron, and aluminum) and characterized their adhesive properties. Optimizations were performed to obtain high adhesive strength at different temperatures by analyzing the effects of curing kinetics, annealing temperature and time, catalyst, monomer ratio, surface conditions, alkyl chain length of diazides 1, etc. The adhesive bonding strength with metal substrate is 2 orders of magnitude higher than similar hyperbranched poly(triazole)s made by click polymerization and clearly higher than some commercial adhesives at elevated temperatures. With the same conditions, adhesives prepared on aluminum and iron substrates have higher adhesive strength than those prepared on copper substrate, and an excess of triyne 2 monomer in synthesis has greater adhesive strength than an excess of diazide 1 monomer. Tof-SIMS experiment was employed to understand these phenomena, and the existence of an interphase between the polymer and metal surface was found to be critical for adhesive bonding with thicker interphase (excess of triyne 2 monomer) and the higher binding energy between polymer atoms and substrate atoms (e.g., aluminum substrate) generating the higher bonding strength. In addition, the light-emitting property of synthesized polymers under UV irradiation can be used to check the failure mode of adhesive bonding.
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Research context

OpenAlex topics: Click Chemistry and Applications · Synthesis and properties of polymers · Nanofabrication and Lithography Techniques

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong, China, Centre for Advanced Marine Materials, School of Civil Engineering and Transportation, South China University of Technology, Guangzhou 510641, China, Centre for Advanced Materials Technology, School of Aerospace, Mechanical and Mechatronic Engineering, The University of Sydney, NSW 2006, Australia, and Department of Polymer Science & Engineering, Zhejiang University, Hangzhou 310027, China

References (46)

Show source-provided references
1. Michael A. · J. Prakt. Chem. · 1893 · 48 · 9410.1002/prac.18930480114 ↗
2. Huisgen R. · Angew. Chem. · 1963 · 75 · 60410.1002/ange.19630751304 ↗
3. Huisgen R. · Angew. Chem., Int. Ed. · 1963 · 2 · 56510.1002/anie.196305651 ↗
4. Huisgen R. · Angew. Chem. · 1963 · 75 · 74210.1002/ange.19630751603 ↗
5. Huisgen R. · Angew, Chem. Int. Ed. · 1963 · 2 · 63310.1002/anie.196306331 ↗
6. Kolb H. C. · Angew. Chem. · 2001 · 113 · 205610.1002/1521-3757(20010601)113:11<2056::AID-ANGE2056>3.0.CO;2-W ↗
7. Kolb H. C. · Angew. Chem., Int. Ed. · 2001 · 40 · 200410.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5 ↗
8. Tornoe C. W. · J. Org. Chem. · 2002 · 67 · 305710.1021/jo011148j ↗
9. Rostovtsev V. V. · Angew. Chem., Int. Ed. · 2002 · 41 · 259610.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4 ↗
10. Hawker C. J. · Aust. J. Chem. · 2007 · 60 · 38110.1071/CH07107 ↗
11. Hawker C. J. · Science · 2005 · 309 · 120010.1126/science.1109778 ↗
12. Lutz J. -F. · Angew. Chem. · 2007 · 119 · 103610.1002/ange.200604050 ↗
13. Lutz J. -F. · Angew. Chem., Int. Ed. · 2007 · 46 · 101810.1002/anie.200604050 ↗
14. Binder W. H. · Macromol. Rapid Commun. · 2007 · 28 · 1510.1002/marc.200600625 ↗
15. Binder W. H. · Macromol. Rapid Commun. · 2008 · 29 · 95210.1002/marc.200800089 ↗
16. Meldal M. · Chem. Rev. · 2008 · 108 · 295210.1021/cr0783479 ↗
17. Fournier D. · Chem. Soc. Rev. · 2007 · 36 · 136910.1039/b700809k ↗
18. Becer C. R. · Angew. Chem., Int. Ed. · 2009 · 48 · 490010.1002/anie.200900755 ↗
19. Kim Y. H. · J. Am. Chem. Soc. · 1990 · 112 · 459210.1021/ja00167a094 ↗
20. Scheel A. J. · Macromol. Rapid Commun. · 2004 · 25 · 117510.1002/marc.200400097 ↗
21. Smet M. · Collect. Czech. Chem. Commum. · 2004 · 69 · 109710.1135/cccc20041097 ↗
22. van Steenis D. J. V. C. · Chem. Commum. · 2005 · 34 · 433310.1039/b507776a ↗
23. Bakbak S. · Macromolecules · 2006 · 39 · 679310.1021/ma0615912 ↗
24. Qin A. · Macromolecules · 2008 · 41 · 380810.1021/ma800538m ↗
25. Shaw S. J. · Mater. Sci. Technol. · 1987 · 3 · 58910.1179/mst.1987.3.8.589 ↗
26. Qafsaoui W. · J. Appl. Electrochem. · 2001 · 31 · 22310.1023/A:1004127706145 ↗
27. Qafsaoui W. · J. Appl. Electrochem. · 2000 · 30 · 95910.1023/A:1004056527379 ↗
28. Cao P. · Langmuir · 2002 · 18 · 10010.1021/la010575p ↗
29. Díaz D. D. · J. Polym. Sci., Part A: Polym. Chem. · 2004 · 42 · 439210.1002/pola.20330 ↗
30. Liu Y. · J. Polym. Sci., Part A: Polym. Chem. · 2007 · 45 · 518210.1002/pola.22262 ↗
31. Wang Q. · J. Am. Chem. Soc. · 2003 · 125 · 319210.1021/ja021381e ↗
32. Wu P. · Angew. Chem., Int. Ed. · 2004 · 43 · 392810.1002/anie.200454078 ↗
33. Himo F. · J. Am. Chem. Soc. · 2005 · 127 · 21010.1021/ja0471525 ↗
34. Zheng R. · Macromolecules · 2006 · 39 · 797310.1021/ma061127x ↗
35. Qin A. · Macromolecules · 2007 · 40 · 230810.1021/ma062859s ↗
36. Zhang L. · J. Am. Chem. Soc. · 2005 · 127 · 1599810.1021/ja054114s ↗
37. Boren B. C. · J. Am. Chem. Soc. · 2008 · 130 · 892310.1021/ja0749993 ↗
38. Popova I. · Langmuir · 1997 · 13 · 616910.1021/la970618v ↗
39. Venables J. D. · J. Mater. Sci. · 1984 · 19 · 243110.1007/BF00550796 ↗
40. Bougeard D. · J. Chem. Phys. · 1976 · 64 · 515210.1063/1.432190 ↗
41. Scholl H. · Corros. Sci. · 1992 · 33 · 196710.1016/0010-938X(92)90195-9 ↗
42. Himo F. · J. Am. Chem. Soc. · 2002 · 124 · 1221010.1021/ja0206644 ↗
43. Nayak S. K. · Phys. Rev. B · 1998 · 57 · 378710.1103/PhysRevB.57.3787 ↗
44. Hancock R. D. · Prog. Inorg. Chem. · 1989 · 37 · 18710.1021/ic00301a007 ↗
45. Pattrick G. · Inorg. Chem. · 1991 · 30 · 141910.1021/ic00006a050 ↗
46. Daoudi A. · J. Mol. Spectrosc. · 1999 · 194 · 810.1006/jmsp.1998.7596 ↗