Synthesis of Polyurethane Acrylate and Application to Ultraviolet-Curable Pressure-Sensitive Adhesive

Ren, Yongmao; Hui-ming, Pan; Li, Longsi; Jianming, Xia; Yang, Yong

doi:10.1080/03602550600553283

Cited by 14 publications

(6 citation statements)

References 2 publications

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“…Acrylated polymers are highly popular in the glue [1,2] and coating [3,4,5] industry. They are well known for the crosslinkability between the double bonds and their fast reaction rates.…”

Section: Introductionmentioning

confidence: 99%

Study of Physical and Degradation Properties of 3D-Printed Biodegradable, Photocurable Copolymers, PGSA-co-PEGDA and PGSA-co-PCLDA

et al. 2018

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As acrylated polymers become more widely used in additive manufacturing, their potential applications toward biomedicine also raise the demand for biodegradable, photocurable polymeric materials. Polycaprolactone diacrylate (PCLDA) and poly(ethylene glycol) diacrylate (PEGDA) are two popular choices of materials for stereolithography (SLA) and digital light processing additive manufacturing (DLP-AM), and have been applied to many biomedical related research. However, both materials are known to degrade at a relatively low rate in vivo, limiting their applications in biomedical engineering. In this work, biodegradable, photocurable copolymers are introduced by copolymerizing PCLDA and/or PEGDA with poly(glycerol sebacate) acrylate (PGSA) to form a network polymer. Two main factors are discussed: the effect of degree of acrylation in PGSA and the weight ratio between the prepolymers toward the mechanical and degradation properties. It is found that by blending prepolymers with various degree of acrylation and at various weight ratios, the viscosity of the prepolymers remains stable, and are even more 3D printable than pure substances. The formation of various copolymers yielded a database with selectable Young’s moduli between 0.67–10.54 MPa, and the overall degradation rate was significantly higher than pure substance. In addition, it is shown that copolymers fabricated by DLP-AM fabrication presents higher mechanical strength than those fabricated via direct UV exposure. With the tunable mechanical and degradation properties, the photocurable, biodegradable copolymers are expected to enable a wider application of additive manufacturing toward tissue engineering.

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“…Acrylated polymers are highly popular in the glue [1,2] and coating [3,4,5] industry. They are well known for the crosslinkability between the double bonds and their fast reaction rates.…”

Section: Introductionmentioning

confidence: 99%

Study of Physical and Degradation Properties of 3D-Printed Biodegradable, Photocurable Copolymers, PGSA-co-PEGDA and PGSA-co-PCLDA

et al. 2018

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“…In Fig. 1c PU prepolymer exhibited the characteristic absorption peaks at about 810 cm −1 (C C band), 1600 cm −1 (C C bond), 1532 cm −1 (N-H bending and C-N stretch), 1720 cm −1 (C O stretch) and 3339 cm −1 (N-H stretching) (Yaobin et al, 2006). The free ends of isocyanates group were further reacted with hydroxyl ethyl acrylate (HEA) (Wang et al, 2008).…”

Section: Ft-ir Spectral Studiesmentioning

confidence: 99%

“…Outdoor resistance, pigment ability, and lower cost are due to the acrylic (AC) component (Kukanja, Golob, Ic-Valant, & Krajnc, 2000). Polyurethane acrylates are also applied as UV-curable, pressure-sensitive adhesive (PSA) due to decrease in emission of volatile organic compounds (Czech, 2004;Horigome, Ebe, & Kuroda, 2004;Yaobin, Huiming, Longsi, Jianming, & Yongqiang, 2006). Regarding textile applications of the material few reports on amino silicone based softener are also available Zuber et al, 2011).…”

Section: Introductionmentioning

confidence: 98%

Improvement of performance behavior of cellulosic fiber with polyurethane acrylate copolymers

Sultan

Bhatti

Zuber

et al. 2011

Carbohydrate Polymers

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“…Despite the aforementioned advantages of dental resin composites, there are still some drawbacks to overcome. These include volumetric shrinkage and low conversion of double bonds; the former leads to the formation of gaps at the tooth–resin interphase, which promotes recurrent caries, and the latter involves a considerable amount of residual monomer, which can elute; this leads to a cytotoxicity response and promotes bacterial activity . These shortcomings not only reduce the lifetime of restorations but also may have adverse effects on dental health.…”

Section: Introductionmentioning

confidence: 99%

Biobased isosorbide methacrylate monomer as an alternative to bisphenol A glycerolate dimethacrylate for dental restorative applications

Duarte

Medina

Reyes

et al. 2016

J of Applied Polymer Sci

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In this study, a new biobased isosorbide urethane methacrylic monomer [isosorbide‐derived urethane dimethacrylate (Is‐UDMA)] was evaluated as a replacement for currently used bisphenol A glycerolate dimethacrylate (Bis‐GMA) based dental restorative materials. Dental composites were prepared at different Is‐UDMA and Bis‐GMA concentrations. For these composites, the photocuring kinetics, volumetric shrinkage, viscoelastic properties, water sorption, and solubility were evaluated. The photocuring kinetics, followed by real‐time IR spectroscopy, showed higher double‐bond conversion (DC) values for the formulations containing the Is‐UDMA monomer; the highest DC (82%) was achieved by the formulation prepared with only the Is‐UDMA monomer. The volumetric shrinkage was reduced to 23.7% as compared with the dental resin formulated with Bis‐GMA. The viscoelastic properties of the formulations containing both Is‐UDMA and Bis‐GMA monomers in a 50:50 composition were superior to the rest of the tested formulations, including those prepared with pure polymers. This behavior was explained in terms of a compromise between crosslinking and rigidity (or flexibility) of the resulting polymer network. A preliminary test on microleakage in a dental enamel demonstrated that the new Is‐UDMA monomer is a potential replacement for the Bis‐GMA monomer in dental restorative materials. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 44591.

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Synthesis of Polyurethane Acrylate and Application to Ultraviolet-Curable Pressure-Sensitive Adhesive

Cited by 14 publications

References 2 publications

Study of Physical and Degradation Properties of 3D-Printed Biodegradable, Photocurable Copolymers, PGSA-co-PEGDA and PGSA-co-PCLDA

Study of Physical and Degradation Properties of 3D-Printed Biodegradable, Photocurable Copolymers, PGSA-co-PEGDA and PGSA-co-PCLDA

Improvement of performance behavior of cellulosic fiber with polyurethane acrylate copolymers

Biobased isosorbide methacrylate monomer as an alternative to bisphenol A glycerolate dimethacrylate for dental restorative applications

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