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Structure⁻Property Studies on a New Family of Halogen Free Flame Retardants Based on Sulfenamide and Related Structures.
Polymers (Basel). 2016 Oct 14; 8(10)P

Abstract

A wide variety of molecules containing S⁻N or S⁻N⁻S cores were synthesized, and their flame retardant properties in polypropylene (PP), low density polyethylene (LDPE) and polystyrene (PS) were investigated. In addition, polymers or oligomers bearing the sulfenamide functionality (SN) were also synthesized. It was shown that this radical generator family based on sulfenamides is very versatile in terms of structural modifications, and the thermal decomposition range can be easily adjusted by changing the R groups attached to the core. The thermal stabilities of the different sulfenamides were examined by thermogravimetric analysis (TGA). Radicals generated by the homolytic cleavage of the S⁻N or S⁻N⁻S bonds at an elevated temperature can effectively interact with the intermediate products of polymer thermolysis and provide excellent flame retardant properties. The choice of most suitable SN-structure varies depending on the polymer type. For polypropylene DIN 4102-1 B2 and UL94 VTM-2 classifications were achieved with only 0.5 to 1 wt % of sulfenamide, and, in some cases, no flaming dripping was observed. Also for LDPE thin films, sulfenamides offered the DIN 4102-1 B2 rating at low dosage. In the case of polystyrene, the very stringent UL94 V-0 classification was even achieved at a loading of 5 wt % of sulfenamide.

Authors+Show Affiliations

Faculty of Science and Engineering, Chemical Engineering, Polymer Technology and Center for Functional Materials, Åbo Akademi University, Biskopsgatan 8, Abo 20500, Finland. Teija.tirri@abo.fi.Faculty of Science and Engineering, Chemical Engineering, Polymer Technology and Center for Functional Materials, Åbo Akademi University, Biskopsgatan 8, Abo 20500, Finland. maubert@abo.fi.Faculty of Science and Engineering, Chemical Engineering, Polymer Technology and Center for Functional Materials, Åbo Akademi University, Biskopsgatan 8, Abo 20500, Finland. WPawelec@uclan.ac.uk.Faculty of Science and Engineering, Chemical Engineering, Polymer Technology and Center for Functional Materials, Åbo Akademi University, Biskopsgatan 8, Abo 20500, Finland. anton.holappa@gmail.com.Faculty of Science and Engineering, Chemical Engineering, Polymer Technology and Center for Functional Materials, Åbo Akademi University, Biskopsgatan 8, Abo 20500, Finland. cwilen@abo.fi.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

30974635

Citation

Tirri, Teija, et al. "Structure⁻Property Studies On a New Family of Halogen Free Flame Retardants Based On Sulfenamide and Related Structures." Polymers, vol. 8, no. 10, 2016.
Tirri T, Aubert M, Pawelec W, et al. Structure⁻Property Studies on a New Family of Halogen Free Flame Retardants Based on Sulfenamide and Related Structures. Polymers (Basel). 2016;8(10).
Tirri, T., Aubert, M., Pawelec, W., Holappa, A., & Wilén, C. E. (2016). Structure⁻Property Studies on a New Family of Halogen Free Flame Retardants Based on Sulfenamide and Related Structures. Polymers, 8(10). https://doi.org/10.3390/polym8100360
Tirri T, et al. Structure⁻Property Studies On a New Family of Halogen Free Flame Retardants Based On Sulfenamide and Related Structures. Polymers (Basel). 2016 Oct 14;8(10) PubMed PMID: 30974635.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Structure⁻Property Studies on a New Family of Halogen Free Flame Retardants Based on Sulfenamide and Related Structures. AU - Tirri,Teija, AU - Aubert,Melanie, AU - Pawelec,Weronika, AU - Holappa,Anton, AU - Wilén,Carl-Eric, Y1 - 2016/10/14/ PY - 2016/07/20/received PY - 2016/09/08/revised PY - 2016/09/29/accepted PY - 2019/4/13/entrez PY - 2016/10/14/pubmed PY - 2016/10/14/medline KW - flame retardant KW - halogen free KW - polypropylene KW - polystyrene KW - radical generator KW - sulfenamide JF - Polymers JO - Polymers (Basel) VL - 8 IS - 10 N2 - A wide variety of molecules containing S⁻N or S⁻N⁻S cores were synthesized, and their flame retardant properties in polypropylene (PP), low density polyethylene (LDPE) and polystyrene (PS) were investigated. In addition, polymers or oligomers bearing the sulfenamide functionality (SN) were also synthesized. It was shown that this radical generator family based on sulfenamides is very versatile in terms of structural modifications, and the thermal decomposition range can be easily adjusted by changing the R groups attached to the core. The thermal stabilities of the different sulfenamides were examined by thermogravimetric analysis (TGA). Radicals generated by the homolytic cleavage of the S⁻N or S⁻N⁻S bonds at an elevated temperature can effectively interact with the intermediate products of polymer thermolysis and provide excellent flame retardant properties. The choice of most suitable SN-structure varies depending on the polymer type. For polypropylene DIN 4102-1 B2 and UL94 VTM-2 classifications were achieved with only 0.5 to 1 wt % of sulfenamide, and, in some cases, no flaming dripping was observed. Also for LDPE thin films, sulfenamides offered the DIN 4102-1 B2 rating at low dosage. In the case of polystyrene, the very stringent UL94 V-0 classification was even achieved at a loading of 5 wt % of sulfenamide. SN - 2073-4360 UR - https://www.unboundmedicine.com/medline/citation/30974635/Structure⁻Property_Studies_on_a_New_Family_of_Halogen_Free_Flame_Retardants_Based_on_Sulfenamide_and_Related_Structures_ L2 - https://www.mdpi.com/resolver?pii=polym8100360 DB - PRIME DP - Unbound Medicine ER -
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