A facile approach to catechol containing UV dismantlable adhesives

Wang, Yao-Zong; Li, Lei; Du, Fu‐Sheng; Li, Zi‐Chen

doi:10.1016/j.polymer.2015.05.032

Cited by 37 publications

(24 citation statements)

References 66 publications

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“…Detachable adhesives have attracted great interest due to their potential applications in reusable products and reworkable systems [22][23][24][25][26]. Adhesives used in many applications, and a variety of strong adhesives that can be employed in extreme environments have been developed [27].…”

Section: Application Of Photo-depolymerizable Poly (Olefin Sulfone)s mentioning

confidence: 99%

“…Therefore, if the chemical structure of the adhesive material can be changed after adhesion, the adhesion strength may also change. Studies have been reported on the adhesive strength of substrates fastened using degradable polymers [23,24,26]. The results showed that depolymerizable polymers can act as detachable adhesives.…”

Section: Application Of Photo-depolymerizable Poly (Olefin Sulfone)s mentioning

confidence: 99%

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Poly(olefin sulfone)s

Sasaki¹,

Le²,

Naka³

2018

Alkenes

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In this chapter, we introduce poly(olefin sulfone)s and review the recent progress on the photoinduced depolymerization of poly(olefin sulfone)s as well as their applications. Poly(olefin sulfone)s combined with photobase generators (PBGs) are depolymerized upon irradiation with light. A poly(olefin sulfone) is a 1:1 alternating copolymer of olefin monomer and sulfur dioxide in which the protons on the carbons adjacent to the sulfonyl groups can be readily abstracted by a base. This removal leads to a depolymerization chain reaction, resulting in incorporation of a photobase generating chromophore that can undergo a photoinduced unzipping reaction. During this reaction, the original olefin monomer and sulfur dioxide are regenerated from the primary chain of the poly(olefin sulfone). The photoinduced depolymerization of poly(olefin sulfone)s has been investigated for a wide variety of applications, including stereolithography, printable microcircuit fabrication, and removable adhesives.

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Section: Application Of Photo-depolymerizable Poly (Olefin Sulfone)s mentioning

confidence: 99%

Section: Application Of Photo-depolymerizable Poly (Olefin Sulfone)s mentioning

confidence: 99%

Poly(olefin sulfone)s

Sasaki¹,

Le²,

Naka³

2018

Alkenes

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“…Exposing the adhesive to visible light cleaved the ortho ‐nitrobenzyl protecting group in situ, which resulted in the activation of the adhesive through intermolecular crosslinking and interfacial binding of the deprotected catechol moiety. Catechol has been coupled to light‐degradable adhesive consisting of diortho‐nitrobenzaldehyde in the polymer backbone and the solidified adhesive degraded in response to UV light irradiation . Similarly, catechol‐containing adhesive formulated with a photocleavable nitrobenzyloxycarbonyl containing crosslinker has also demonstrated UV‐mediated degradation .…”

Section: Multifunctional Biomedical Adhesivesmentioning

confidence: 99%

Multifunctional Biomedical Adhesives

Pinnaratip

Bhuiyan

Meyers

et al. 2019

Adv Healthcare Materials

132

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Currently available biomedical adhesives are mainly engineered to have one function (i.e., providing mechanical support for the repaired tissue). To improve the performance of existing bioadhesives and broaden their applications in medicine, numerous multifunctional bioadhesives are reported in the literature. These adhesives can be categorized as passive or active by design. Passive multifunctional bioadhesives contain inherent compositions and structural designs that can carry out additional functions without added external influences. These adhesives exhibit new functionalities such as antimicrobial properties, self‐healing abilities, the ability to promote cellular ingrowth, and the ability to be reshaped. Conversely, active multifunctional bioadhesives respond to environmental changes (e.g., pH, temperature, electricity, light, and biomolecule concentration), which initiate a change in the adhesive to release encapsulated drugs or to activate or deactivate the bioadhesive for interfacial binding. This review article highlights recent advances in multifunctional bioadhesives.

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“…1 H NMR experiments provided spectroscopic evidence for the intended photodegradation. Wang et al prepared linear polymers containing also main‐chain o ‐nitrobenzyl ester groups and additionally pendent catechol moieties via a Passerini multicomponent polymerization . In addition to the photodegradable o ‐nitrobenzyl ester linkages, the catechol was incorporated to tune the T g and the adhesive strength to glass substrates.…”

Section: Irreversible Switching Of the Adhesive Propertiesmentioning

confidence: 99%

(De)bonding on Demand with Optically Switchable Adhesives

Hohl

Weder

2019

Advanced Optical Materials

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nature of polymer-based adhesives prevent their easy removal and stifle or complicate debonding, rebonding, (end-of-life) recycling, and repair. In this context, the development of debonding-on-demand (DoD) adhesive technologies is attracting rapidly growing interest. Indeed, DoD techniques have already entered commercial exploitation in applications such as easily removable wound dressings, [2,3] temporal fixation in semiconductor manufacturing, [4][5][6] and the repair, replacement, or recycling of components. [7][8][9] While many debonding technologies employ heat to reduce the adhesive strength by imparting physical property changes of the adhesive, [10][11][12][13][14] light-induced debonding technologies represent an emerging field and have been much less explored. Photoirradiation is an attractive alternative to thermal debonding as it allows an efficient, contactless, remote stimulation that can be temporally and spatially controlled. [15][16][17][18] Moreover, factors such as the irradiation wavelength, intensity, and time can easily be tuned and it is often possible to focus the energy entry to the adhesive and minimize or avoid exposure of (sensitive) substrates. Of course, the approach requires that at least one of the substrates to be bonded is sufficiently transparent.The design of a light-debondable adhesive system is strongly related to the adhesive type and the requirements imparted by the application(s) for which the adhesive is designed. For instance, pressure-sensitive adhesives (PSAs), such as used in adhesive tapes, need to efficiently adhere under ambient conditions with only a brief application of pressure, they should withstand the (comparably small) loads experienced while bonded, and they must also be easily removable, ideally without leaving any residues on the substrate. [19,20] PSAs are therefore normally based on lightly physically or chemically cross-linked rubbery polymers such as natural rubber, styrene butadiene block copolymers, and acrylics. These materials provide a balance between adhesive and cohesive performance, i.e., adequate stiffness and strength to resist deformation and cohesive failure, and appropriate elasticity in order to establish adequate contact with the substrate. [1] On the other hand, structural adhesives must be able to effectively transmit large loads across the bonded joint and the high strength and high rigidity required for this function are usually achieved by the formation of glassy networks. Examples of such materials include cross-linked epoxy resins, which may possess shear strengths of >35 MPa, cyanoacrylates (superglues), acrylics, and polyurethanes. [19] Adhesives that enable bonding and especially debonding on demand (DoD) have attracted rapidly growing interest in the last decade, as these capabilities greatly improve the functionality of adhesives, particularly in connection with temporal fixation, repair, and recycling. Indeed, DoD techniques have already entered commercial exploitation in applications such as easily removable wound dressin...

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A facile approach to catechol containing UV dismantlable adhesives

Cited by 37 publications

References 66 publications

Poly(olefin sulfone)s

Poly(olefin sulfone)s

Multifunctional Biomedical Adhesives

(De)bonding on Demand with Optically Switchable Adhesives

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