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Tris[(3-salicylideneimino)ethyl]amine an effective ATRP ligand for the copolymerization of n-butyl acrylate and 1-octene

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Abstract

The present work reports the synthesis of Schiff base ligand Tris[(3-salicylideneimino)ethyl]amine (Sal3Tren) and its copper complex (CuBr(I)/Sal3Tren) for the copolymerization of n-butyl acrylate (n-BA) and 1-octene using atom transfer radical polymerization (ATRP). The structure and morphology of the synthesized Sal3Tren and CuBr(I)/Sal3Tren were confirmed by structure-sensitive techniques, including 1H-13C NMR, FT-IR, PXRD, UV–VIS, TGA, SEM, CV, and CHNS. PXRD revealed the crystallite size of the Sal3Tren ligand and CuBr(I)/Sal3Tren complex to be 70.8 and 32.8 nm, respectively. FT-IR data showed coordination of the azomethine (-CH = N) group to the Cu ion in the CuBr(I)/Sal3Tren complex, which is in good concordance with UV–Vis results. TGA analysis showed the high thermal stability of Sal3Tren ligand up to 282 °C. The CuBr(I)/Sal3Tren catalyst resulted in > 14.5% 1-octene incorporation into the copolymeric chain at the optimized reaction condition [n-BA/1-oct/[CuBr]/[CuBr2]/Sal3Tren/EBiB = 100/100/1/0.1/1/1, Temperature = 100 °C, Time = 48 h]. The kinetic studies revealed a progressive increase of ln (1/1-X) with time, indicating first-order kinetics.

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Acknowledgements

The authors are highly grateful to the Director, CSIR-IIP, Dehradun, for his kind permission to publish these results. BS and SS are grateful to the CSIR-New Delhi for financial assistance in a research fellowship. AV acknowledges Department of Science and Technology (DST) for providing INSPIRE research fellowship. AcSIR-New Delhi is acknowledged for the Ph.D. registration. The authors are thankful to ASD, CSIR-IIP for their support in carrying out the analysis and characterizations.

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Authors and Affiliations

  1. Polymeric Materials Area, Chemical and Material Sciences Division, CSIR - Indian Institute of Petroleum, Dehradun - 248005, India

    Bhawna Sharma, Akash Verma, Swati Saini & Umesh Kumar

  2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad - 201002, India

    Bhawna Sharma, Akash Verma, Swati Saini & Umesh Kumar

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  1. Bhawna Sharma
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Umesh Kumar: Supervision, Conceptualization, Methodology, Data Review and Interpretation Bhawna Sharma: Experimental Work, Writing-original draft, Visualization, Methodology, Validation. Akash Verma: Experimental Work, Data review and Editing. Swati: Experimental Work, Data review and Editing.

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Correspondence to Umesh Kumar.

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Sharma, B., Verma, A., Saini, S. et al. Tris[(3-salicylideneimino)ethyl]amine an effective ATRP ligand for the copolymerization of n-butyl acrylate and 1-octene. J Polym Res 30, 126 (2023). https://doi.org/10.1007/s10965-023-03493-0

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