Chlorogenic Acid Containing Bioinspired Polyurethanes: Biodegradable Medical Adhesive Materials

Abstract

Highly adhesive bioinspired polyurethanes (PUs) based on the chlorogenic acid (CLA) were prepared from 4,4 0 -methylenebis (cyclohexyl isocyanate) (MCI) and polyethylene glycol 200 (PEG 200). The polyurethanes exhibited the lowest glass transition temperature (T g ), improved thermal stability and good adhesive properties. The highest adhesion strength was found as 373.3 AE 47.5 kPa for 10% CLA containing PUs. The polyurethanes were observed to be biodegradable and were in the range of 19-24% for 8 weeks as depending on chlorogenic acid containing of PUs. As a result, prepared biocompatible-adhesive bioinspired polyurethanes are good candidates for medical applications as a tissue adhesive material.

Degradable Adhesives for Surgery and Tissue Engineering

“…The authors have reported the effect of incorporation of chlorogenic acid and xylose in these polyurethanes. The xylose incorporated polymers showed stronger adhesion (94.0 ± 2.8 kPa) compared to the chlorogenic acid-incorporated polymers (40.09 ± 5.08 kPa) on soft tissue. , A bone adhesive developed by reinforcing a polyurethane matrix with nanocrystals of hydroxyapatite showed improved adhesive performance on wet bone in comparison to the commercial bone cement …”

“…The xylose incorporated polymers showed stronger adhesion (94.0 ± 2.8 kPa) compared to the chlorogenic acid-incorporated polymers (40.09 ± 5.08 kPa) on soft tissue. 132,133 A bone adhesive developed by reinforcing a polyurethane matrix with nanocrystals of hydroxyapatite showed improved adhesive performance on wet bone in comparison to the commercial bone cement. 4 Tissue adhesives employing different techniques like laser welding, layer-by-layer assembly, and temperature-dependent hardening have also been developed.…”

Design of Xylose-Based Semisynthetic Polyurethane Tissue Adhesives with Enhanced Bioactivity Properties

“…26−30 In previous studies, for chlorogenic acid (CLA)-based polyurethanes, the highest adhesion values were measured as 226.6 ± 35.2 kPa and 373.3 ± 47.5 kPa for 1 and 24 h curing times in 10% of CLA containing PUs, respectively. 9 According to our adhesion test results, NPU-PEG-X-15% polymer showed higher values than CLA-based PUs.…”

“…Surgical adhesives can be divided as biological, synthetic, semisynthetic and biomimetic. − Among the synthetic or semisynthetic bioadhesives, polyurethanes have been considered as a promising adhesive material due to their biocompatibility and biodegradability properties. , UV curable polyurethane adhesive based on polycaprolactone diol and 2-isocyanatoethyl methacrylate was developed by Ferreira et al According to their results, biodegradability was around 10% after 6 weeks and material is slightly hemolytic . In the another study, Ferreira et al developed a biodegradable urethane-based bioadhesive containing free isocyanate groups.…”

Poly(tetramethylene oxide) (PTMO)‐grafted carbon nanotubes for preparing PTMO‐based polyurethane films with enhanced storage moduli

“…On the other hand, polyurethanes (PUs) are one of the most versatile materials and are widely used in different application such as Shape memories, coatings, adhesives, and thermoplastic elastomers . PUs generally consist of a soft segment which is formed from linear, long chain diol and hard segment built from diisocyanate and low molecular weight diol or diamine.…”