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PreprintCC BYChemRxiv

Biobased Pressure-Sensitive Adhesives from Tulipalin A and Lauryl Methacrylate Synthesized via PhotoATRP

4 affiliations
  1. 1Polymer Institute, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava, Slovakia, 84541
  2. 2Pretreatment and Finishing of Cellulose Based Textiles Dept., Textile Research Institute, National Research Centre, Dokki, Giza, Egypt
  3. 3Faculty of Chemical and Food Technology, STU, Radlinského 9, Bratislava, Slovakia, 81237
  4. 4Centre for Advanced Materials Application, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava, Slovakia, 84104

Abstract

Biobased pressure-sensitive adhesives (PSAs) were prepared from Tulipalin A (α-methyleneγ-butyrolactone, MBL) and lauryl methacrylate (LMA) as the principal renewable monomers using photochemically induced atom transfer radical polymerization (photoATRP).Copolymerization kinetics at different MBL/LMA feed ratios showed controlled behavior over the investigated conversion range, with increasing molar mass and relatively low dispersity.A copolymer containing approximately 20 mol% MBL and 80 mol% LMA exhibited a glasstransition temperature below room temperature and was selected for PSA optimization.The effects of MBL content, molar mass, acrylic acid (AA), and small amounts of 1,6-hexanediol diacrylate (HDDA) on the adhesion-cohesion balance were systematically evaluated.Depending on formulation, peel strength ranged from approximately 2 to 35 N/2.5 cm, static shear resistance ranged from a few hours to more than 80 days under a 0.5 kg load, and the shear adhesion failure temperature (SAFT) reached 66 °C.Comparison with analogous formulations prepared by free-radical photopolymerization indicated a more favorable adhesion-cohesion balance for the photoATRP-derived materials.Rheological and thermal analyses further confirmed PSA-like viscoelastic behavior and high thermal decomposition stability.Overall, the formulation can be tuned from removable to permanent adhesion while maintaining a biobased content above 70 wt% and without requiring a conventional tackifier.

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BibTeX
@misc{zain2026biobased,
  title = {{Biobased Pressure-Sensitive Adhesives from Tulipalin A and Lauryl Methacrylate Synthesized via PhotoATRP}},
  author = {Gamal Zain and Katarína Mosnáčková and Markus Weber and Anna Vykydalová and Branislav Horváth and Angela Kleinová and Jaroslav Mosnáček},
  howpublished = {ChemRxiv},
  year = {2026},
  month = sep,
  doi = {10.26434/chemrxiv.15008237/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008237/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Biobased Pressure-Sensitive Adhesives from Tulipalin A and Lauryl Methacrylate Synthesized via PhotoATRP
AU  - Gamal Zain
AU  - Katarína Mosnáčková
AU  - Markus Weber
AU  - Anna Vykydalová
AU  - Branislav Horváth
AU  - Angela Kleinová
AU  - Jaroslav Mosnáček
PY  - 2026
DA  - 2026/09/03
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15008237/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008237/v1
AB  - Biobased pressure-sensitive adhesives (PSAs) were prepared from Tulipalin A (α-methyleneγ-butyrolactone, MBL) and lauryl methacrylate (LMA) as the principal renewable monomers using photochemically induced atom transfer radical polymerization (photoATRP).Copolymerization kinetics at different MBL/LMA feed ratios showed controlled behavior over the investigated conversion range, with increasing molar mass and relatively low dispersity.A copolymer containing approximately 20 mol% MBL and 80 mol% LMA exhibited a glasstransition temperature below room temperature and was selected for PSA optimization.The effects of MBL content, molar mass, acrylic acid (AA), and small amounts of 1,6-hexanediol diacrylate (HDDA) on the adhesion-cohesion balance were systematically evaluated.Depending on formulation, peel strength ranged from approximately 2 to 35 N/2.5 cm, static shear resistance ranged from a few hours to more than 80 days under a 0.5 kg load, and the shear adhesion failure temperature (SAFT) reached 66 °C.Comparison with analogous formulations prepared by free-radical photopolymerization indicated a more favorable adhesion-cohesion balance for the photoATRP-derived materials.Rheological and thermal analyses further confirmed PSA-like viscoelastic behavior and high thermal decomposition stability.Overall, the formulation can be tuned from removable to permanent adhesion while maintaining a biobased content above 70 wt% and without requiring a conventional tackifier.
ER  -