Self-assembly and functionalization of alternating copolymer vesicles

Li, Chuanlong; Chen, Chuanshuang; Li, Shanlong; Rasheed, Tahir; Huang, Ping; Huang, Tong; Zhang, Yinglin; Huang, Wei; Zhou, Yongfeng

doi:10.1039/c7py00908a

Cited by 42 publications

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“…First, the polymerization process is very simple just by using DA directly with no need of further modification, and the click polymerization is fast and almost quantitative. [ 29–32 ] On the contrary, in the reported CFPs, polymerizable groups like double bonds should be incorporated into catechol structures first before polymerization. [ 33 ] Second, the alternating structure enables the polymers with high catechol content (50% molar ratio) and regular catechol sequence, which are beneficial to the isotropic adhesion.…”

Section: Methodsmentioning

confidence: 99%

Mussel‐Inspired Alternating Copolymer as a High‐Performance Adhesive Material Both at Dry and Under‐Seawater Conditions

Sha

Zhang

et al. 2020

Macromol. Rapid Commun.

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crosslinking [2,3] and metal ion chelation processes. [4,5] Thus, up to now, great efforts have been made to incorporate DOPA or catechol groups in a broad range of designed polymers to get mussel-inspired adhesives, which showed good bonding performances both at dry and underwater conditions. These polymers were generally named as "catecholfunctionalized polymers" (CFPs).Up to now, notable accomplishments have been achieved by using CFPs for high performance adhesion at atmospheric environment. Yu and Deming and co-workers reported the synthesis of DOPA-containing copolypeptides, exhibiting a bonding strength of 4.0 MPa on aluminum. [6] Wilker et al. synthesized poly[(3,4-dihydroxystyrene)-co-styrene] via anionic polymerization method, which achieved a bonding strength of 11 MPa on aluminum by using CaCO 3 particles as reinforcing materials. [7] Subsequently, they also incorporated the CFPs with poly(lactic acid) [8][9][10] or pendant oligo(ethylene glycol) moieties [4] to produce biodegradable/biocompatible adhesives with good dry-state bonding strength. Wan et al. synthesized catechol-functionalized poly(vinyl alcohol) via esterification reactions [11] and acetal formation reactions, [12] exhibiting bonding strengths of 4.0 MPa on glass and 14.9 MPa on stainless steel, respectively. Kaneko et al. synthesized a hyperbranched CFP via thermal polycondensation reaction between 3,4-dihydroxycinnamic acid and 4-hydroxycinnamic acid, which showed a bonding strength of ≈10 MPa on steel. [13] Then, they also prepared a similar hyperbranched polymer system with the bonding strength on steel up to 15 MPa. [14] However, despite great progress, the bonding strength of most reported CFPs on metal substrates is smaller than 15 MPa. Recently, Messersmith and co-workers [15] and Detrembleur and co-workers [16] separately reported the synthesis of catechol-functionalized polybenzoxazines and polyhydroxyurethanes, which were used to prepare thermoset adhesive materials with excellent bonding strength of 20.5 MPa on aluminum and 22.1 MPa on stainless steel, respectively. To our knowledge, these two polymers represent the best adhesive materials among CFPs for dry-state adhesion on metal Marine mussels have the ability to cling to various surfaces at wet or underwater conditions, which inspires the research of catechol-functionalized polymers (CFPs) to develop high-performance adhesive materials. However, these polymeric adhesives generally face the problems of complex synthetic route, and it is still high challenging to prepare CFPs with excellent adhesive performance both at dry and underwater conditions. Herein, a mussel-inspired alternating copolymer, poly(dopamine-alt-2,2-bis(4-glycidyloxyphenyl) propane) (P (DA-a-BGOP)), is synthesized in one step by using commercially available monomers through epoxy-amino click chemistry. The incorporation of polar groups and rigid bisphenol A structures into the polymer backbone enhances the cohesion energy of polymer matrix. The alternating polymer structure endows the polymers with high...

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Section: Methodsmentioning

confidence: 99%

Mussel‐Inspired Alternating Copolymer as a High‐Performance Adhesive Material Both at Dry and Under‐Seawater Conditions

Sha

Zhang

et al. 2020

Macromol. Rapid Commun.

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“…This kind of stacking manner seems to be typical in the amphiphilic ACP assemblies. Our research showed that the amphiphilic ACPs could self‐assemble into vesicles, whereas the polymeric chains stacking in the membranes of these vesicles also arranged in a similar manner . Details of the process and the corresponding results are shown in Figure .…”

Section: Self‐assembly Of Amphiphilic Acpsmentioning

confidence: 99%

“…Our research showedthat the amphiphilic ACPs could self-assemble into vesicles, whereas the polymeric chainss tacking in them embranes of these vesiclesa lso arrangedi nasimilarm anner. [17] Details of the process and the correspondingr esultsa re shown in Figure 4. As demonstrated by Figure 4a,P (DHO-a-DHBDT) was firstly synthesized by click copolymerization between the DHBDTand ODE monomers.…”

Section: Self-assembly Of Amphiphilic Acpsmentioning

confidence: 99%

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Self‐assembly of Amphiphilic Alternating Copolymers

et al. 2019

Chemistry A European J

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Polymer self‐assembly has been a hot research topic for several decades. Different types of polymers with various architectures, like block copolymers, brush polymers, hyperbranched polymers and dendrimers, etc., are currently being investigated. Alternating copolymers (ACPs) are regular copolymers with an alternating monomeric unit structure in the polymer backbones. However, despite the great progress in the synthesis of ACPs, their self‐assembly is still in an infant stage. Very recently, our group reported a new type of amphiphilic ACPs through click copolymerization and obtained spheres, vesicles, nanotubes, and even hierarchical sea urchin‐like aggregates through the self‐assembly process. In addition, we have found some intriguing features in the self‐assembly of amphiphilic ACPs when compared with other copolymers, including their facile syntheses, readily functionalization, novel self‐assembly structures, new folding‐chain mechanisms, and uniform but ultrathin feature length. In this Concept article, we present the self‐assembly of amphiphilic ACPs together with their unique features by reviewing our latest results and related studies. Moreover, the future perspective on the self‐assembly of amphiphilic ACPs is also proposed. Our aim is to capture the attention and interest of chemists in this new area of polymerization.

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“…In the control experiments,two samples of amino vesicles and amino RBCs were prepared (Supporting Information, Figures S19-S21). [13] In the same amino concentrations with amino-SUAs,t he capture efficiencies of amino-vesicles and amino-RBCs with FITC-BSA (7.14 nm)a re 7.31 %a nd 31.1 %, respectively. Evidently,t he complex structure of SUAs with aR BC core and many radiating tubular spines is also important for the high protein capture efficiencya tu ltra-low concentration.…”

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confidence: 94%

Emulsion‐Assisted Polymerization‐Induced Hierarchical Self‐Assembly of Giant Sea Urchin‐like Aggregates on a Large Scale

Huang

et al. 2018

Angewandte Chemie

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Hierarchical solution self-assembly has become an important biomimetic method to prepare highly complex and multifunctional supramolecular structures.H owever,d espite great progress,i ti ss till highly challenging to prepare hierarchical self-assemblies on al arge scale because the selfassembly processes are generally performed at high dilution. Now,anemulsion-assisted polymerization-induced self-assembly (EAPISA) method with the advantages of in situ selfassembly,s calable preparation, and facile functionalization was used to prepare hierarchical multiscale sea urchin-like aggregates (SUAs). The obtained SUAs from amphiphilic alternating copolymers have am icrometer-sized rattan balllike capsule (RBC) acting as the hollowc ore body and radiating nanotubes tens of micrometers in length as the hollow spines.They can capture model proteins effectively at an ultralow concentration (ca. 10 nm)a fter functionalization with amino groups through clickc opolymerization.

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Self-assembly and functionalization of alternating copolymer vesicles

Abstract: This work reports novel alternating copolymer vesicles and their facile functionalization with carboxyl and amino groups through click copolymerization.

Cited by 42 publications

References 63 publications

Mussel‐Inspired Alternating Copolymer as a High‐Performance Adhesive Material Both at Dry and Under‐Seawater Conditions

Mussel‐Inspired Alternating Copolymer as a High‐Performance Adhesive Material Both at Dry and Under‐Seawater Conditions

Self‐assembly of Amphiphilic Alternating Copolymers

Emulsion‐Assisted Polymerization‐Induced Hierarchical Self‐Assembly of Giant Sea Urchin‐like Aggregates on a Large Scale

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