The synthesis and tissue adhesiveness of temperature-sensitive hyperbranched poly(amino acid)s with functional side groups

Lu, Dedai; Zhang, Yongyong; Li, Tingʹe; Li, Yunfei; Hong-sen, Wang; Shen, Zhiqiang; Wei, Qiangbing; Lei, Ziqiang

doi:10.1039/c5py01844g

Cited by 25 publications

(32 citation statements)

References 41 publications

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“…Thes uccess of synthetic adhesives in wet environments is most often conditioned by ap revious cleaning of the substrates,e ither by chemical treatments and/or partial drying. [101] An interesting alternative to avoid this preliminary step is the introduction of surface conditioners within the polymeric backbone to improve the close contact with the surface.T he objective is to minimise the effect of detrimental agents such as certain solvents or salts.F or example,s everal studies have demonstrated that the presence of cationic groups (such as iminium, ammonium, or guanidinium groups) in the material backbone significantly enhances its underwater adhesion (Figure 9), [101,[111][112][113][114][115][116][117] which is primarily the result of displacement of the surface salt from the substrate because of competition with the cationic groups included in the polymer backbone.T he flexibility and length of the cationic and the catecholic groups as well as the distance between them are crucial for enhancement of the adhesion. [113,115] Finding the optimum charge is challenging,asanexcess can be detrimental because of 1) the prevalence of charge-charge repulsions or 2) competition between cationic and catechol moieties for negative surfaces.…”

Section: Roles Of Other Functional Groups In the Polymeric Backbonementioning

confidence: 99%

The Chemistry behind Catechol‐Based Adhesion

et al. 2018

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The adhesion of some marine organisms to almost any kind of surface in wet conditions has aroused increasing interest in recent decades. Numerous fundamental studies have been performed to understand the scientific basis of this behaviour, with catechols having been found to play a key role. Several novel bio-inspired adhesives and coatings with value-added performances have been developed by taking advantage of the knowledge gained from these studies. To date there has been no detailed overview focusing exclusively on the complex mode of action of these materials. The aim of this Review is to present recent investigations that elucidate the origin of the strong and versatile adsorption capacities of the catechol moiety and the effects of extrinsic factors that play important roles in the overall adhesion process, such as pH value, solvent, and the presence of metal ions. The aim is to detail the chemistry behind the astonishing properties of natural and synthetic catechol-based adhesive materials.

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Section: Roles Of Other Functional Groups In the Polymeric Backbonementioning

confidence: 99%

The Chemistry behind Catechol‐Based Adhesion

et al. 2018

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“…These were then soaked for 12 h in a PBS buffer solution (pH = 7.4) [36]. For the adhesion test, polyaspartamide glues were spread on two pieces (2.0 cm×1.5 cm cross area) of the porcine skin surface.…”

Section: Porcine Skin Preparation and Testmentioning

confidence: 99%

Bioinspired dopamine-conjugated polyaspartamide as a novel and versatile adhesive material

Wang¹,

Jeon²,

Bhang³

et al. 2017

Express Polym. Lett.

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Abstract. Biomimetic dopamine-conjugated polyaspartamides as novel adhesive materials were synthesized and characterized. These modified polyaspartamides contain three different groups combined with dopamine (DOPA), i.e., γ-amino butyric acid (GABA), ethanolamine (EA) and octylamine (OA), which are referred to as PolyAspAm (DOPA/GABA), PolyAspAm(DOPA/EA) and PolyAspAm(DOPA/OA), respectively. These three water-swollen polymer glues show good adhesion (0.1~0.4 MPa) with various daily-life materials (aluminum foil, glass and paper) as well as some plastic substrates (PET and PMMA). Compared to the polymers with more hydrophilic groups (GABA and EA), the polymer glue with the hydrophobic alkyl group (OA) exhibited higher adhesive strength values on most substrates. In addition, when applied to biological porcine skin, these glues demonstrated adhesion of values of 15~20 kPa with EA-and OA-conjugated polymers. These results suggest the great potential of dopamine-modified polyaspartamides as versatile and efficient polymeric glues for industrial and biomedical applications.

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“…Porcine skin samples were cut into rectangular pieces (7.5 cm in length × 2.0 cm in width) and washed with a sodium chloride aqueous solution. These were then soaked for 12 h in a phosphate‐buffered saline (PBS) solution (pH = 7.4) . For the adhesion tests, polyaspartamide glues were spread on two pieces (2.0 cm × 1.5 cm) of the porcine skin surface.…”

Section: Methodsmentioning

confidence: 99%

“…For bioadhesive materials and applications, nontoxicity is as important as high adhesion performance. Nowadays, a wealth of reports has been published on a variety of potential bioadhesives using porcine skin as the substrate due to its similarity to the human dermis . Fan et al .…”

Section: Introductionmentioning

confidence: 99%

Hydrophobicity‐enhanced adhesion of novel biomimetic biocompatible polyaspartamide derivative glues

Wang

Lee

Jeon

et al. 2018

Polymer International

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The development of wet bioadhesives for tissue fixation and wound care remains a challenge. While various commercial bioadhesive products based on both natural and synthetic materials are available, both types of adhesive have several drawbacks including weak adhesion or toxicity. In this study, we present a novel mussel‐inspired synthetic adhesive based on polyaspartamide derivatives modified with dopamine and a series of hydrophobic n‐alkylamines (lauryl, octyl, hexyl and butyl), which shows very strong adhesion toward various types of substrates such as paper, glass and metals as well as several common plastics (0.1–0.6 MPa). Additionally, the effect of adding metal ions (Mg2+, Ca2+) as a coordination crosslinker to enhance adhesion performance was investigated using acryl plastic substrate. Even under deionized water conditions, the strong adhesion was found to be maintained for an appreciably long time after 24 h. This novel and biocompatible polymer glue system has potential in various applications including as a medical tissue adhesive and sealant. © 2018 Society of Chemical Industry

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The synthesis and tissue adhesiveness of temperature-sensitive hyperbranched poly(amino acid)s with functional side groups

Abstract: The adhesive strength of poly(amino acid)s can be improved by clicking a cross-link, forming a disulfide bond and so on. In addition, the adhesion strength becomes better on grafting with different monomers at 37 °C.

Cited by 25 publications

References 41 publications

The Chemistry behind Catechol‐Based Adhesion

The Chemistry behind Catechol‐Based Adhesion

Bioinspired dopamine-conjugated polyaspartamide as a novel and versatile adhesive material

Hydrophobicity‐enhanced adhesion of novel biomimetic biocompatible polyaspartamide derivative glues

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