Mussel‐mimetic, bioadhesive polymers from plant‐derived materials. Issue 1 (16th July 2013)

• Record Type: Journal Article
• Authors: Hiraishi, Noriko; Kaneko, Daisaku; Taira, Shu; Wang, Siqian; Otsuki, Masayuki; Tagami, Junji
• Is Part Of: Journal of investigative and clinical dentistry. Volume 6:Issue 1(2015:Feb.)
• Page Start: 59
• Page End: 62
• Publication Date: 2013-07-16
• Subjects: Dentistry -- Periodicals; Mouth -- Diseases -- Periodicals; Mouth Diseases -- Periodicals; Tooth Diseases -- Periodicals; 617.6
• DOI: 10.1111/jicd.12054
• Languages: English
• ISSNs: 2041-1618

Abstract

<abstract abstract-type="main" id="jicd12054-abs-0001"> <title>Abstract</title> <sec id="jicd12054-sec-0001" sec-type="section"> <title>Aim</title> <p>Mussel‐mimetic, bioadhesive polymers are synthesized from plant‐derived sources. The strong adhesive action is caused by interactions between the catechol groups at the end of the polymer terminal chains and the substrate surface. Here, we present a preliminary study of the adhesion properties and a discussion of the adhesion mechanism.</p> </sec> <sec id="jicd12054-sec-0002" sec-type="section"> <title>Methods</title> <p>Two bioadhesive polymers were synthesized from natural plant‐derived monomers by the transesterification of: (a) caffeic acid (3, 4‐dihydroxycinnamic acid; DHCA) and <italic>p</italic>‐coumaric acid (4‐hydroxycinnamic acid; 4HCA) to produce poly(DHCA‐<italic>co</italic>‐4HCA); and (b) 4‐dihydroxyhydrocinnamic acid (DHHCA) and 3‐(3‐hydroxyphenyl) propionic acid (3HPPA) to produce poly(DHHCA‐<italic>co</italic>‐3HPPA). Thermoplastic poly(DHCA‐<italic>co</italic>‐4HCA) or poly(DHHCA‐<italic>co</italic>‐3HPPA) was placed between glass, carbon, steel, or bovine dentin substrates, and a lap shear adhesion test was conducted to compare them using conventional cyanoacrylate glue and epoxy resin.</p> </sec> <sec id="jicd12054-sec-0003" sec-type="section"> <title>Results</title> <p>The greatest adhesion for all tested substrates was exhibited by poly(DHHCA‐<italic>co</italic>‐3HPPA), followed by epoxy resin adhesive, poly(DHCA‐<italic>co</italic>‐4HCA), and cyanoacrylate adhesive. The adhesive strength of poly(DHHCA‐<italic>co</italic>‐3HPPA) was greater than 25.6 MPa for glass, 29.6 MPa for carbon, 15.7 MPa for steel, and 16.3 MPA for bovine dentin.</p> </sec> <sec id="jicd12054-sec-0004" sec-type="section"> <title>Conclusion</title> <p>The adhesion of poly(DHHCA‐<italic>co</italic>‐3HPPA) might be the strongest reported for a mussel‐mimic adhesive system, and could be a feasible alternative to petroleum adhesives.</p> </sec> </abstract>