Effective Biobased Phosphorus Flame Retardants from Starch-Derived -2,5-(Hydroxymethyl)Furan.

Molecules

Department of Chemistry and Biochemistry, Center for Applications in Polymer Science, Central Michigan University, Mt. Pleasant, MI 48858-0001, USA.

Published: January 2020

A series of biobased phosphorus flame retardants has been prepared by converting starch-derived -2,5-(hydroxymethyl)furan to the corresponding diacrylate followed by Michael addition of phosphite to generate derivatives with phosphorus moieties attached via P-C bonds. All compounds behave as effective flame retardants in DGEBA epoxy resin. The most effective is the DOPO derivative, 2,5-di[(3-dopyl-propanoyl)methyl]furan. When incorporated into a DGEBA blend at a level to provide 2% phosphorus, a material displaying a LOI of 30, an UL 94 rating of V0 and a 40% reduction in combustion peak heat release rate compared to that for resin containing no additive is obtained. The analogous compounds generated from bisphenol A and tetrabromobisphenol A exhibit similar flame-retarding properties.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037623PMC
http://dx.doi.org/10.3390/molecules25030592DOI Listing

Publication Analysis

Top Keywords

flame retardants
12
biobased phosphorus
8
phosphorus flame
8
starch-derived -25-hydroxymethylfuran
8
effective biobased
4
phosphorus
4
retardants starch-derived
4
-25-hydroxymethylfuran series
4
series biobased
4
retardants prepared
4

Similar Publications

Analysis of potential human accumulation differences and mechanisms of environmental new flame retardants: Based on in vitro experiments and theoretical calculations.

Sci Total Environ

January 2025

Institute of Organic Contaminant Control and Soil Remediation, College of Resources and Environmental Sciences, Nanjing Agricultural University, Nanjing 210095, China. Electronic address:

Hundreds of new flame retardants (NFRs) are widely used, causing environmental pollution and threating human health. In this study, based on the interaction of NFRs and human serum albumin (HSA), we assessed the differences in potential human accumulation of 8 NFRs including 1,2-Dibromo-4-(1,2-dibromoethyl)cyclohexane (TBECH), tetrabromobisphenol A bis(dibromopropyl ether) (TBBPA-DBPE), 2,4,6-tribromophenol (TBP), pentabromophenol (PBP), tri-n-butyl phosphate (TnBP), triphenyl phosphate (TPP), Tri(2-chloroethyl) phosphate (TCEP), and Tri(1,3-dichloro-2-propyl) phosphate (TDCP). All NFRs could bind to HSA and cause slight damage to its structure, suggesting their potential human accumulation ability.

View Article and Find Full Text PDF

Environmentally relevant concentrations of DBDPE (decabromodiphenyl ethane) induce intestinal toxicity in silkworms (Bombyx mori L.).

Environ Pollut

January 2025

Nanjing Institute of Environmental Science, Ministry of Ecology and Environment of China, Nanjing, 210042, China; Key Laboratory of Pesticide Environmental Assessment and Pollution Control, Ministry of Ecology and Environmental of China, Nanjing, 210042, China. Electronic address:

Decabromodiphenyl ethane (DBDPE) is one of the most extensively used novel brominated flame retardants, and it has been frequently detected in the global environment. Although organisms encounter various pollutants through the intestine, the toxicity effects of DBDPE exposure on the intestine and the potential mechanisms remain unclear. Here, by morphological observation, histopathology, high-throughput sequencing, and transcriptomics methods, we evaluated the effects of environmental (0.

View Article and Find Full Text PDF

Background: Tris (2-chloroethyl) phosphate (TCEP), a widely used flame retardant, is widespread in the environment and potentially harmful to organisms. However, the specific mechanisms of TCEP-induced neurological and reproductive toxicity in fish are largely unknown. Turbot (Scophthalmus maximus) is cultivated on a large scale, and the emergence of pollutants with endocrine disrupting effects seriously affects its economic benefits.

View Article and Find Full Text PDF

Combined exposure to mixed brominated flame retardants on obstructive sleep apnea syndrome in US adults.

BMC Public Health

January 2025

Department of Social Medicine, School of Health Management, Harbin Medical University, Harbin, 150081, China.

Background: Accumulating research highlights that exposure to serum brominated flame retardants (BFRs) may elevate health risks. The effects of serum BFRs, both alone and in combination, on obstructive sleep apnea syndrome (OSAS) have not been thoroughly studied. Our main goal was to examine the association between individual and mixtures of serum BFRs and OSAS risk.

View Article and Find Full Text PDF

Emerging and legacy organophosphate flame retardants in the tropical estuarine food web: Do they exhibit similar bioaccumulation patterns, trophic partitioning and dietary exposure?

Water Res X

May 2025

Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Provincial Key Laboratory of Applied Marine Biology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.

Emerging organophosphate flame retardants (E-OPFRs) are a new class of pollutants that have attracted increasing attention, but their bioaccumulation patterns and trophodynamic behaviors in aquatic food webs still need to be validated by comparison with legacy OPFRs (L-OPFRs). In this study, we simultaneously investigated the bioaccumulation, trophic transfer, and dietary exposure of 8 E-OPFRs and 10 L-OPFRs in a tropical estuarine food web from Hainan Island, China. Notably, the ΣL-OPFRs concentration (16.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!