Influence of Hydrogen Bonding on the Adhesive Properties of Photo-Curable Acrylics

Cashion, Matthew P.; Park, Taigyoo; Long, Timothy Edward

doi:10.1080/00218460902727332

Cited by 12 publications

(5 citation statements)

References 3 publications

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“…Hydrogen-bonding associations provide strategies to increase polymer apparent molecular weight to inhibit creep and cohesive failure, while improving interfacial adhesion. 47 To demonstrate the effectiveness of complementary multiple hydrogen bonding on polymer adhesion, we measured the peel strength (the ability to resist removal upon peeling) and shear resistance (the ability to resist flow when shear forces are applied). Additionally, a comparative study was performed on acrylic acid (AA)-and 4-vinylpyridine (VP)-based polymer analogues with similar molecular weights and hydrogen-bonding contents in order to qualitatively describe the influence of bond strength on polymer peel strength (Table 1).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Nucleobase Self-Assembly in Supramolecular Adhesives

et al. 2012

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Novel acrylic monomers functionalized with nucleobase-containing units (adenine and thymine) were prepared upon aza-Michael addition and successfully copolymerized with nbutyl acrylate. At a content of 7 mol %, adenine-containing units self-assembled into needle-like microstructures within amorphous polymer matrices as shown with atomic force microscopy (AFM), small-angle X-ray scattering (SAXS), and wide-angle X-ray diffraction (WAXD); thymine-containing units did not aggregate into distinct morphologies even to 30 mol %. Upon blending, thymine-and adenine-containing statistical copolymers associated into a thermodynamically stable complex, which was physically cross-linked through adenine−thymine base pairing. The molar fractions of the nucleobase monomer, nucleobase stacking interactions, and complementary hydrogen bonding principally influenced self-assembly. Additionally, the nucleobasefunctionalized polyacrylates exhibited tunable adhesive and cohesive strength.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Nucleobase Self-Assembly in Supramolecular Adhesives

et al. 2012

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“…44 The broad applicability and versatility of UPy to functionalize existing polymers makes it feasible to add new features. Indeed, the reversible bond formation makes supramolecular polymers perfect candidates for many different applications, such as processable, reversible adhesives, 40,45 which can offer the formation of strong bonds between two parts and also satisfy the demand of easy separation when needed. Recently, different concepts of reversible adhesives based on supramolecular polymers have been explored.…”

Section: ■ Introductionmentioning

confidence: 99%

“…The broad applicability and versatility of UPy to functionalize existing polymers makes it feasible to add new features. Indeed, the reversible bond formation makes supramolecular polymers perfect candidates for many different applications, such as processable, reversible adhesives, , which can offer the formation of strong bonds between two parts and also satisfy the demand of easy separation when needed. Recently, different concepts of reversible adhesives based on supramolecular polymers have been explored. ,,− We previously functionalized a telechelic poly(ethylene- co -butylene) (PEB) with either self-complementary hydrogen-bonding UPy motifs or 2,6-bis(1′-methylbenzimidazolyl)pyridine ligands, which can coordinate to metal ions and form a linear metallosupramolecular polymer .…”

Section: Introductionmentioning

confidence: 99%

Supramolecular Cross-Links in Poly(alkyl methacrylate) Copolymers and Their Impact on the Mechanical and Reversible Adhesive Properties

Heinzmann

Salz

Moszner

et al. 2015

ACS Appl. Mater. Interfaces

111

105

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Hydrogen-bonded, side-chain-functionalized supramolecular poly(alkyl methacrylate)s were investigated as light- and temperature-responsive reversible adhesives that are useful for bonding and debonding on demand applications. Here, 2-hydroxyethyl methacrylate (HEMA) was functionalized with 2-ureido-4[1H]pyrimidinone (UPy) via a hexamethylenediisocyanate (HMDI) linker, to create a monomer (UPy-HMDI-HEMA) that serves to form supramolecular cross-links by way of forming quadruple hydrogen bonded dimers. UPy-HMDI-HEMA was copolymerized with either hexyl methacrylate or butyl methacrylate to create copolymers comprising 2.5, 5, or 10 mol % of the cross-linker. The mechanical properties of all (co)polymers were investigated with stress-strain experiments and dynamic mechanical analysis. Furthermore, the adhesive properties were studied at temperatures between 20 and 60 °C by testing single lap joints formed with stainless steel substrates. It was found that increasing the concentration of the UPy-HMDI-HEMA cross-linker leads to improved mechanical and adhesive properties at elevated temperatures. Concurrently, the reversibility of the bond formation remained unaffected, where rebonded samples displayed the same adhesive strength as regularly bonded samples. Debonding on demand abilities were also tested exemplarily for one copolymer, which for light-induced debonding experiments was blended with a UV-absorber that served as light-heat converter. Single lap joints were subjected to a constant force and heated or irradiated with UV light until debonding occurred. The necessary debonding temperature was comparable for direct heating and UV irradiation and varied between 28 and 82 °C, depending on the applied force. The latter also influenced the debonding time, which under the chosen conditions ranged from 30 s to 12 min.

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“…The microstructural origin of the performance of the PCE:OSL is difficult to pinpoint with this study. However, a few statements can be safely made based on prior literature. ,,− The supramolecular assembly of lignin and PCE via hydrogen bonding likely provides some additional energy dissipation mechanisms and tackiness as observed for the 10 and 20 wt % OSL blends. The ability to form physically cross-linked polymer networks with the glassy lignin moieties further provides shear resistance to the assembly.…”

Section: Resultsmentioning

confidence: 99%

Potential of Organosolv Lignin Based Materials in Pressure Sensitive Adhesive Applications

Sivasankarapillai

Eslami

Laborie

2019

ACS Sustainable Chem. Eng.

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Blending lignin with other polymers has long been utilized as a potent approach to explore novel applications for lignin. Yet, combinations of organosolv lignin (OSL) with superplasticizer have been hardly explored as a potential to design novel material properties. In this study, a commercial superplasticizer, a polycarboxylate polyether (PCE) is blended with a beech-based organosolv lignin, and their miscibility and adhesive properties are studied over the entire compositional range. All blend compositions exhibit a single glass transition temperature (T g) that follows the Kwei model of miscible polymer blends, while a thermal stabilization effect is evidenced in blends containing up to 50% lignin. Fourier transform infrared spectroscopy (FTIR) investigations reveal specific interactions between functional groups in PCE and lignin OH groups as molecular basis for miscibility. The rheological properties, tackiness, and adhesive peel strength suggest that these blends have potential as a base formulation for pressure sensitive adhesive applications, albeit needing some fine-tuning.

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Influence of Hydrogen Bonding on the Adhesive Properties of Photo-Curable Acrylics

Cited by 12 publications

References 3 publications

Nucleobase Self-Assembly in Supramolecular Adhesives

Nucleobase Self-Assembly in Supramolecular Adhesives

Supramolecular Cross-Links in Poly(alkyl methacrylate) Copolymers and Their Impact on the Mechanical and Reversible Adhesive Properties

Potential of Organosolv Lignin Based Materials in Pressure Sensitive Adhesive Applications

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