Biobased, Biodegradable, and Water-Soluble Amine-Functionalized Non-Isocyanate Polyurethanes for Potential Home Care Application

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Biobased, Biodegradable, and Water-Soluble Amine-Functionalized Non-Isocyanate Polyurethanes for Potential Home Care Application
Title:
Biobased, Biodegradable, and Water-Soluble Amine-Functionalized Non-Isocyanate Polyurethanes for Potential Home Care Application
Journal Title:
ACS Applied Polymer Materials
Keywords:
Publication Date:
15 June 2023
Citation:
Choong, P. S., Tam, K. W. E., Chong, N. X., Seayad, A. M., Seayad, J., & Jana, S. (2023). Biobased, Biodegradable, and Water-Soluble Amine-Functionalized Non-Isocyanate Polyurethanes for Potential Home Care Application. ACS Applied Polymer Materials, 5(7), 5503–5513. https://doi.org/10.1021/acsapm.3c00827
Abstract:
Non-isocyanate polyurethanes (NIPUs) synthesized using bis-/poly(cyclic carbonate) and di-/polyamine monomers provide a safer alternative to conventional polyurethanes (PUs) produced from highly toxic di/polyisocyanates and di/polyols. Water based NIPUs could potentially substitute waterborne PUs, particularly, in applications where the presence of minute amounts of isocyanate impurity in the final PU product might cause severe consequences. Nevertheless, direct syntheses of water-soluble NIPUs are uncommon. Herein we report a single step synthesis of water-soluble and bio-derived linear amine-NIPUs by the polyaddition reaction of succinic bis(cyclic carbonate) (SuBCC) with different commercial polyamines. These amineNIPUs contain secondary (-NH-) or tertiary (-NR-) amine groups in their main-chain imparting 2 good water solubility/dispersibility. Consequently, the water-soluble amine-NIPUs were evaluated for their function as anti-soil/dirt redepositioning agents, one of the key ingredients present in laundry detergents used in home care applications. It is demonstrated that amine-NIPUs in this study are effective in retaining >90% whiteness (L*) of cotton and polyester cloths after model dirt deposition and wash cycle. Remarkably, these polymers were non-cytotoxic when tested on human keratinocyte HaCaT cells and non-skin irritant by in vitro skin irritation assay using reconstructed human epidermis, which emphasizes their suitability for home care application further. The amine-NIPUs were also found to degrade slowly (65% in 32 days) under hydrolytic conditions similar to that of sea water (pH 8.4 at 23oC), and were biodegradable in activated sludge (up to 66% in 28 days) as determined by Zahn Wellens OECD-302-B assay. This work may pave the way toward the development and utilization of green, sustainable and biodegradable NIPUs in home care and other applications replacing current toxic, nondegradable, and petroleum-based ingredients.
License type:
Publisher Copyright
Funding Info:
This research / project is supported by the Agency for Science, Technology and Research (A*STAR) - Advanced Manufacturing and Engineering (AME) IAF-PP Specialty Chemicals Programme
Grant Reference no. : A1786a0027
Description:
This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Applied Polymer Materials, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see doi.org/10.1021/acsapm.3c00827
ISSN:
2637-6105
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