Main-Chain Scission of Acrylic Polymers via Intrachain Transesterification and Their Application in UV-curable Dismountable Adhesives

In this study, we report degradable acrylic polymers obtained by main-chain scission (MCS) via intramolecular transesterification and their application as UV-curable adhesives that allow for gentle dismounting. The solution polymerization of ethyl α-(hydroxymethyl)-acrylate (<b>1</b>) and cyclic allyl sulfide <b>2</b> afforded copolymers with ester bonds in their main chains, which underwent MCS in the presence of 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD). Similar bulk polymerization afforded cross-linked copolymers swollen in <i>N</i>,<i>N</i>-dimethylformamide (DMF), which were decomposed into soluble oligomers via MCS by TBD. Two glass plates were adhered by the bulk photopolymerization of <b>1</b> (90 mol %) and <b>2</b> (10 mol %) with strengths higher than 9.0 MPa. Soaking these plates in a 10 mM TBD/DMF solution at 25 °C drastically reduced their adhesion strength, and the plates easily peeled off. The adhesion areas decreased over time owing to dissolution by MCS. Thus, MCS using an intramolecular reaction was effective in achieving fast and selective dismounting under ambient conditions.

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Publication Details

Journal
ACS Polymers Au
Published
2025-08-14
DOI
https://doi.org/10.1021/acspolymersau.5c00060
Citations
1
Primary Topic
Photopolymerization techniques and applications
Type
article
Field-Weighted Citation Impact
0.94
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article

Main-Chain Scission of Acrylic Polymers via Intrachain Transesterification and Their Application in UV-curable Dismountable Adhesives

Yasuhiro Kohsaka, K Naganuma
1 citations
ACS Polymers Au
Photopolymerization techniques and applications
0.94
article

Main-Chain Scission of Acrylic Polymers via Intrachain Transesterification and Their Application in UV-curable Dismountable Adhesives

Yasuhiro Kohsaka, K Naganuma
article en
1 citations

Abstract

In this study, we report degradable acrylic polymers obtained by main-chain scission (MCS) via intramolecular transesterification and their application as UV-curable adhesives that allow for gentle dismounting. The solution polymerization of ethyl α-(hydroxymethyl)-acrylate (<b>1</b>) and cyclic allyl sulfide <b>2</b> afforded copolymers with ester bonds in their main chains, which underwent MCS in the presence of 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD). Similar bulk polymerization afforded cross-linked copolymers swollen in <i>N</i>,<i>N</i>-dimethylformamide (DMF), which were decomposed into soluble oligomers via MCS by TBD. Two glass plates were adhered by the bulk photopolymerization of <b>1</b> (90 mol %) and <b>2</b> (10 mol %) with strengths higher than 9.0 MPa. Soaking these plates in a 10 mM TBD/DMF solution at 25 °C drastically reduced their adhesion strength, and the plates easily peeled off. The adhesion areas decreased over time owing to dissolution by MCS. Thus, MCS using an intramolecular reaction was effective in achieving fast and selective dismounting under ambient conditions.

ACS Polymers AuVol. 5(5)
Shinshu University (JP)
Openalex Percentile: Top 21%
Photopolymerization techniques and applications
0.94
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