1,3,5-Triazine-2,4,6-tribenzaldehyde derivative as a new crosslinking agent for synthesis of pH-thermo dual responsive chitosan hydrogels and their nanocomposites: Swelling properties and drug release behavior

Karimi, Ali Reza; Tarighatjoo, Mahsa; Nikravesh, Golara

doi:10.1016/j.ijbiomac.2017.07.128

Cited by 32 publications

(8 citation statements)

References 52 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Carboxymethyl chitosan (CMCS) is a water-soluble derivative of chitosan which presents outstanding biological properties [24]. Crosslinking of CS or CMCS with different aldehydes has been reported, including monoaldehydes [25], dialdehydes [26], and derivatives of aldehydes [27]. The resulting hydrogels present good mechanical strength [26,28], and have been studied for applications in tissue engineering.…”

Section: Introductionmentioning

confidence: 99%

Anti-bacterial dynamic hydrogels prepared from O-carboxymethyl chitosan by dual imine bond crosslinking for biomedical applications

Saint-Cyr

Soussan

et al. 2021

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

Imine dynamic hydrogels are synthesized via dual-imine bond crosslinking from O-carboxymethyl chitosan (CMCS) and a water soluble dynamer using a 'green' approach. Three dynamers are prepared through reaction of benzene-1,3,5-tricarbaldehyde and di-amino Jeffamine with molar mass of 500, 800 and 1900, respectively. Hydrogels, namely H500, H800 and H1900 are then obtained by mixing CMCS and dynamer aqueous solutions. FT-IR confirms the formation of hydrogels via imine bonding. H1900 presents larger pore size and higher storage modulus as compared to H500 and H800 due to the higher molar mass of Jeffamine linker. The hydrogels exhibit pH sensitive swelling behavior due to electrostatic attraction or repulsion in the pH range from 3 to 10. The highest swelling ratio is obtained at pH 8, reaching 7500% for H800. Self-healing of hydrogels is evidenced by rheological measurements with alternatively applied low and high strains, and by using a macroscopic approach with re-integration of injected filaments. Furthermore, the H1900 membrane exhibits outstanding antibacterial activity against an E. coli suspension at 10 8 CFU mL −1 . Therefore, dynamic hydrogels synthesized from CMCS and Jeffamine present outstanding rheological, swelling, self-healing and antibacterial properties, and are most promising as healthcare material in wound dressing, drug delivery and tissue engineering.

show abstract

Section: Introductionmentioning

confidence: 99%

Anti-bacterial dynamic hydrogels prepared from O-carboxymethyl chitosan by dual imine bond crosslinking for biomedical applications

Saint-Cyr

Soussan

et al. 2021

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

show abstract

“…Controlled and sustained release of metronidazole is important due to its short elimination half‐life . Various hydrophilic polymers such as hydroxypropyl methylcellulose, sodium alginate, chitosan, and xanthan gum are used as drug carriers for controlled release of metronidazole. Thus we have considered the metronidazole release from the chitosan‐based hydrogels cross‐linked with 10% of bis‐isatoic anhydride and nanocomposite hydrogels containing 0.1% or 0.3% MWCNT, where the metronidazole was incorporated into the gel through hydrogel bond formation.…”

Section: Resultsmentioning

confidence: 99%

“…Generally, the chemical cross‐linking seems to be a better approach to improve the mechanical strength and stability of hydrogels . Although chemically cross‐linked chitosan hydrogels were previously investigated by reaction of chitosan with dialdehydes, diisocyanates, tris‐aldehyde derivative of 1,3,5‐triazine, and cyanoguanidine, there is no report upon the use of isatoic anhydride as cross‐linker in preparation of chitosan based hydrogels containing amide bond as 2‐aminobenzamide.…”

Section: Introductionmentioning

confidence: 99%

Tunable Thermo‐ and pH‐Responsive Hydrogels and MWCNTs/Hydrogel Containing 2‐Aminobenzamide Units in Their Crosslink Chains

et al. 2019

Self Cite

View full text Add to dashboard Cite

In the present article, a new class of chitosan hydrogels containing 2‐aminobenzamide units in their crosslink chains was prepared by reaction of chitosan with different percentages of bis‐isatoic anhydride as cross‐linker at 70 °C. Then, multi‐walled carbon nanotubes (MWCNTs)/hydrogel nanocomposites were fabricated by crosslinking of chitosan with bis‐isatoic anhydride in the presence of 0.1% and 0.3% (w/w) MWCNTs. Scanning electron microscopy images have verified a 3D porous nanostructure with uniform morphology which MWCNTs were dispersed uniformly on the matrix of hydrogel nanocomposite. The swelling behaviours of the hydrogels and their nanocomposites were investigated by swelling the gels in media of different temperatures and pH. The results indicated the pH‐thermo dual behaviour of hydrogels. Finally, metronidazole was selected as a model drug for the investigation of the drug release properties of the prepared hydrogels. The metronidazole release was affected by physical properties of medium and chemical content of hydrogels.

show abstract

“…Kompozitin şişme değerleri artan pH ile birlikte kitosanın amin grupları ile uyumlu olarak azalır. Bu kitosanın NH2 gruplarının asidik ortamda iyonlaşarak NH3 + formuna dönüşmesi ve bu dönüşümün kompozit ağının genişlemesine ve daha fazla suyu bünyesine almasına sebep olmasından kaynaklanır [28] [29]. Ayrıca C ve S amorf ve kristal kısımlardan oluşan yarı kristal malzemelerdir ve bunların amorf bölümleri yüksek oranda -OH grubu içerir.…”

Section: C/s/g Kompozitinin şIşme Davranışlarıunclassified

Çapraz Bağlı Kitosan Selüloz Grafen Kompozitinin Şişme Davranışlarının İncelenmesi

Özkan

2021

Fırat Üniversitesi Mühendislik Bilimleri Dergisi

View full text Add to dashboard Cite

Öz: Kitosan/selüloz biyopolimer matrisi grafen ile katkılandıktan sonra basit ve pratik bir yolla çapraz bağlı üçlü absorban kompozit sistemi üretildi. Kitosan iyi film özelliği gösteren, birçok fonksiyonel gruba ve geniş kullanım alanına sahip, yeryüzünde selülozdan sonra en çok bulunan ikinci biyopolimer malzemedir. Kitosanın düşük mekanik özelliklerini arttırmak ve kırılgan yapısını elimine ederek daha esnek bir yapı elde etmek için selüloz ile karıştırıldı. Bu biyopolimer karışım, üretilecek malzemeye iletkenlik kazandırmak ve geniş kullanım alanına sahip bir malzeme üretebilmek için grafen ile katkılandı. Bu kapsamda üç farklı oranda çapraz bağlayıcı kullanılarak hazırlanan kompozitlerin sıvı absorplama özelliklerine pH'ın ve çapraz bağlayıcı miktarının etkisini araştırmak amacıyla şişme testleri yapıldı. Çapraz bağlayıcı olarak glutaraldehit kullanıldı. Artan çapraz bağlayıcı miktarı ve pH ile birlikte şişme ve absorplanan sıvı oranının azaldığı gözlendi. Hazırlanan kompozitlerin mekanik özellikleri çekme testleri ile araştırıldı ve çapraz bağlayıcı miktarı kompozitin çekme dayanımını arttırırken bu artışın çapraz bağlayıcı miktarı ile orantılı olmadığı tespit edildi. Hazırlanan kompozitin yapısal ve moleküler özellikleri FT-IR ve FESEM analizleri ile tespit edildi. Bu analizlerin sonucunda üç bileşenin birbiri içerisinde iyi bir biçimde dağıldığı, bu bileşenler arasında molekül içi ve moleküller arası bağlar ve sinerjik etki sebebiyle güçlü bir etkileşimin olduğu bunun sonucunda da kompozitin yeniden yapılandığı gösterildi.

show abstract

1,3,5-Triazine-2,4,6-tribenzaldehyde derivative as a new crosslinking agent for synthesis of pH-thermo dual responsive chitosan hydrogels and their nanocomposites: Swelling properties and drug release behavior

Cited by 32 publications

References 52 publications

Anti-bacterial dynamic hydrogels prepared from O-carboxymethyl chitosan by dual imine bond crosslinking for biomedical applications

Anti-bacterial dynamic hydrogels prepared from O-carboxymethyl chitosan by dual imine bond crosslinking for biomedical applications

Tunable Thermo‐ and pH‐Responsive Hydrogels and MWCNTs/Hydrogel Containing 2‐Aminobenzamide Units in Their Crosslink Chains

Çapraz Bağlı Kitosan Selüloz Grafen Kompozitinin Şişme Davranışlarının İncelenmesi

Contact Info

Product

Resources

About