“…These peaks are also present in the mPA (4) spectra, except the terminal methylene protons (-C H 2 OH) at (i) 3.6 ppm [ 17 , 19 ], due to the reaction of the -OH group with the urethane group from AOI [ 6 ] and, therefore, a new peak (l) around 3.5 ppm is present, which is assigned to the urethane groups (-N H CH 2 -) [ 2 , 6 , 19 ]. The mLA (5) spectra follows the same interpretation, presenting the typical oligLA peaks at (r) 5.2 ppm from methine proton -O-C H (CH 3 )-C(O)-O-, (n) 1.4 ppm from the methyl group -C H 3 adjacent to the methine proton previously mentioned and (o) 1.5 and (q) 4.3 ppm assigned to the methylene proton (-C H 2 ) in the oligLA backbone [ 2 , 6 , 19 ], along with the presence of two new signals at (l) 3.5 and (m) 3.6 ppm which were assigned to the urethane groups (-NH-C H 2 - and - N H -C=O protons), respectively [ 6 , 18 , 19 ], resulting from the reaction of the oligLA hydroxyl groups with the AOI urethane groups. Moreover, in both mLA (5) and mPA (4) spectra, the three resonance peaks are present at (c) 5.9, (e) 6.2 and (d) 6.5ppm, assigned to the olefinic protons of AOI, confirming the success of the synthesis.…”
Section: Resultsmentioning
confidence: 99%
“…The biodegradability and capacity of the surgical adhesives being absorbed by the organism is an important property when they are aimed to be used in internal applications [ 6 , 21 ]. To assess the hydrolytic degradation of the photocrosslinked materials, three samples of each adhesive were placed in PBS (pH 7.4) and incubated at 37 °C, to replicate physiological conditions.…”
Section: Resultsmentioning
confidence: 99%
“…Among the synthetic aliphatic polyesters, two of the most frequently used polymers in biomedical applications are poly(lactic acid) (PLA) and polycaprolactone diol (PCL), both approved by the Food and Drug Administration [ 5 , 6 , 7 ]. PLA is a highly versatile biodegradable and biocompatible polymer [ 8 ] with a glass transition temperature (T g ) above room temperature, making it a hard and brittle material [ 9 , 10 ].…”
The preparation of photocrosslinkable bioadhesives synthesized from oligomers of lactic acid and polycaprolactone (PCL), both functionalized with 2-isocyanoethyl acrylate (AOI), were studied. The obtained modified macromers of LA-AOI (mLA) and PCL-AOI (mCL) were chemically characterized by 1H NMR and used to formulate polymeric blends with different mass proportions, 1:1, 1:2 and 2:1, respectively. Subsequently, the produced blends were crosslinked, considering two UV irradiation times: 30 and 120 s. After their production, the thermal and mechanical properties of bioadhesives were assessed, where upon the rheology, gel content, hydrolytic degradation and dynamic contact angles were determined. Furthermore, the cytotoxic profile of bioadhesives was evaluated in contact with human dermal fibroblasts cells, whereas their antibacterial effect was studied monitoring Escherichia coli and S. aureus growth. Overall, flexible and resistant films were obtained, presenting promising features to be used as surgical bioadhesives.
“…These peaks are also present in the mPA (4) spectra, except the terminal methylene protons (-C H 2 OH) at (i) 3.6 ppm [ 17 , 19 ], due to the reaction of the -OH group with the urethane group from AOI [ 6 ] and, therefore, a new peak (l) around 3.5 ppm is present, which is assigned to the urethane groups (-N H CH 2 -) [ 2 , 6 , 19 ]. The mLA (5) spectra follows the same interpretation, presenting the typical oligLA peaks at (r) 5.2 ppm from methine proton -O-C H (CH 3 )-C(O)-O-, (n) 1.4 ppm from the methyl group -C H 3 adjacent to the methine proton previously mentioned and (o) 1.5 and (q) 4.3 ppm assigned to the methylene proton (-C H 2 ) in the oligLA backbone [ 2 , 6 , 19 ], along with the presence of two new signals at (l) 3.5 and (m) 3.6 ppm which were assigned to the urethane groups (-NH-C H 2 - and - N H -C=O protons), respectively [ 6 , 18 , 19 ], resulting from the reaction of the oligLA hydroxyl groups with the AOI urethane groups. Moreover, in both mLA (5) and mPA (4) spectra, the three resonance peaks are present at (c) 5.9, (e) 6.2 and (d) 6.5ppm, assigned to the olefinic protons of AOI, confirming the success of the synthesis.…”
Section: Resultsmentioning
confidence: 99%
“…The biodegradability and capacity of the surgical adhesives being absorbed by the organism is an important property when they are aimed to be used in internal applications [ 6 , 21 ]. To assess the hydrolytic degradation of the photocrosslinked materials, three samples of each adhesive were placed in PBS (pH 7.4) and incubated at 37 °C, to replicate physiological conditions.…”
Section: Resultsmentioning
confidence: 99%
“…Among the synthetic aliphatic polyesters, two of the most frequently used polymers in biomedical applications are poly(lactic acid) (PLA) and polycaprolactone diol (PCL), both approved by the Food and Drug Administration [ 5 , 6 , 7 ]. PLA is a highly versatile biodegradable and biocompatible polymer [ 8 ] with a glass transition temperature (T g ) above room temperature, making it a hard and brittle material [ 9 , 10 ].…”
The preparation of photocrosslinkable bioadhesives synthesized from oligomers of lactic acid and polycaprolactone (PCL), both functionalized with 2-isocyanoethyl acrylate (AOI), were studied. The obtained modified macromers of LA-AOI (mLA) and PCL-AOI (mCL) were chemically characterized by 1H NMR and used to formulate polymeric blends with different mass proportions, 1:1, 1:2 and 2:1, respectively. Subsequently, the produced blends were crosslinked, considering two UV irradiation times: 30 and 120 s. After their production, the thermal and mechanical properties of bioadhesives were assessed, where upon the rheology, gel content, hydrolytic degradation and dynamic contact angles were determined. Furthermore, the cytotoxic profile of bioadhesives was evaluated in contact with human dermal fibroblasts cells, whereas their antibacterial effect was studied monitoring Escherichia coli and S. aureus growth. Overall, flexible and resistant films were obtained, presenting promising features to be used as surgical bioadhesives.
“…Review irradiation at 254−354 nm (UVA−UVC) for 120 s 60 and also modified with methacrylic anhydride and cross-linked in the same manner, 61 but the UV intensity was not mentioned.…”
The invasive practice of suturing for wound closure has persisted for millennia; with the rate of medical development, it is staggering that there are few viable alternatives to invasive mechanical fasteners. Biocompatible and biodegradable polymers are attractive candidates for versatile bioadhesives and could revolutionize surgical procedures. Bioadhesives can be broadly placed into two groups: activated and instant. Almost all commercially available bioadhesives are instant, which cross-link by mixing two components or on contact with moisture. Activated bioadhesives, on the other hand, allow control of when and where a bioadhesive cross-links and, in some cases, the extent of cross-linking. Despite significant progress, there has been little translation of activated bioadhesives to clinical use. This review discusses recent developments in UV-activated bioadhesives toward addressing unmet clinical needs.
“…Common photocurable polymers employ UV radiation for curing, which often results in the denaturation of biomolecules and a subsequent loss of bioactivity [168,169]. To overcome this drawback, Seo et al switched to the use of visible light by modifying chitosan with photocurable furfuryl moieties and visible light initiator systems [136,170,171].…”
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