Preparation and flame retardancy of 3-(hydroxyphenylphosphinyl)-propanoic acid esters of cellulose and their fibers

Zheng, Yunbo; Song, Jun; Cheng, Bowen; Fang, Xiaolin; Yuan, Ya Mei

doi:10.1007/s10570-014-0486-x

Cited by 17 publications

(8 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…During these reactions, the carboxylic acids are activated by a reagent, which leads to an intermediately formed highly reactive carboxylic acid derivative. The activation of carboxylic acids with p-toluenesulfonyl chloride (TosCl) (Heinze and Liebert 2001;Heinze et al 2003;Shimizu et al 1991;Tosh et al 2000;Xu et al 2011;Zheng et al 2015) and N,N 0 -dicyclohexylcarbodiimide in combination with 4-pyrrolidinopyridine or 4-dimethylaminopyridine (Fujisawa et al 2011;Samaranayake and Glasser 1993;Wang et al 2014;Wu et al 2004;Yue and Cowie 2002) are typical examples of this synthetic technique (Grabner et al 2002;Heinze et al 2018). Homogeneous esterification of cellulose was carried out via in situ activation with TosCl in DMAc/LiCl for the synthesis of 3-(hydroxyphenylphosphinyl)-prop-anoic acid esters of cellulose (Zheng et al 2015).…”

Section: Fundamental Aspectsmentioning

confidence: 99%

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

et al. 2018

View full text Add to dashboard Cite

As the most abundant biopolymer in nature, cellulose has become a fascinating building block for the design of functional nanomaterials. Owing to the presence of numerous hydroxyl groups, cellulose provides a unique platform for the preparation of new materials via versatile chemical modifications. This critical review aims to present the advances about nanomaterials based on cellulose derivatives with the focus on cellulose esters within the last two decades, including the chemistry and application of these nanostructured materials. This review starts with the introduction on first fundamental aspects about diverse esterification techniques used up to now to modify cellulose. The in situ esterification for the isolation of nanocelluloses and diverse post esterification methods of nanocelluloses for the surface functionalization were highlighted in the following description. Various esterification strategies and further nanostructure constructions have been developed aiming to confer specific properties to cellulose esters, extending therefore their feasibility for highly sophisticated applications, which were summarized with respect to the categories of the introduced ester moieties. Thus, this review assembles and emphasizes the state-of-art knowledge of functional nanomaterials derived from diverse esterified cellulose compounds.

show abstract

Section: Fundamental Aspectsmentioning

confidence: 99%

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The second stage was between 200 and 320 °C, which corresponds to the chain thermal decomposition of the main polymer cellulose, and it was related to the degradation of carboxyl and hydroxyl in the CNC . The final step (between 320 and 600 °C) was attributed to the decomposition of leftover char from the second stage, and it produced various low-molecular-weight compounds, including hydrocarbons, CO, CO 2 , and H 2 O . However, the CMP3–DAC film showed obvious pyrolysis at 220 °C, indicating that the thermodynamic properties of the samples were enhanced.…”

Section: Results and Discussionmentioning

confidence: 99%

Preparation of Novel Biodegradable Cellulose Nanocrystal Proton Exchange Membranes for Direct Methanol Fuel-Cell Applications

Huang

Zhao

Song

et al. 2022

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

The material processing procedure of cellulose nanocrystals (CNCs) was investigated for use as a proton exchange membrane (PEM) of direct methanol fuel cells (DMFCs). The CNCs were prepared from pulp via the sulfuric acid hydrolysis homogenization method. Novel biodegradable and environmentally friendly PEMs with good proton conductivity and mechanical properties were successfully prepared by grafting cytidine monophosphate, taurine, and cysteine onto CNC backbones. The DMFC operation test demonstrated that the modified films had a good power output performance and lower methanol permeability comparable to those of the available commercial membrane, which was nonbiodegradable and involved toxic fluorination. Their high performance and environmental friendliness indicated that the modified films might have potential applications in DMFCs.

show abstract

“…During decomposition–carbonization, the cyclic structure began to carbonize, forming a stable polycyclic structure with dehydrogenation. Overall, these aromatic substances produced in the pyrolysis process appeared to work significantly in forming a dense char layer and impart excellent flame retardancy to PANVDC [ 15 , 16 , 17 ].…”

Section: Resultsmentioning

confidence: 99%

Flame-Retardant Mechanism and Mechanical Properties of Wet-Spun Poly(acrylonitrile-co-vinylidene chloride) Fibers with Antimony Trioxide and Zinc Hydroxystannate

et al. 2020

View full text Add to dashboard Cite

To produce flame retardant poly(acrylonitrile-co-vinylidene chloride) (PANVDC) fibers with limiting oxygen index (LOI) values above 28%, flame retardants are added to fibers. Because antimony trioxide (ATO) used widely for PANVDC is suspected as a carcinogen, non-toxic zinc hydroxystannate (ZHS) could be the alternative for reduction of ATO usage. Moreover, a flame retardant efficiency of the combination of ATO with ZHS could be expected because it was reported that ATO resists flame in the gas phase, whereas ZHS reacts in the condensed phase. Therefore, this study discussed the flame retardant mechanisms of ATO and ZHS in PANVDC, and evaluated the efficiency of the combination. PANVDC fibers with ATO and ZHS in 15 phr were produced by wet spinning. When ZHS was added, a more cyclized structure was detected (e.g., 1-methylnaphthalene) through pyrolysis−gas chromatography-mass spectrometry (Py-GC/MS). As a result of SEM-EDX analysis, Sb and Cl hardly remained in char layers of PANVDC-ATO; meanwhile, Zn, Sn, and Cl remained in that of PANVDC-ZHS. This implied that SbCl3 from reaction of ATO and HCl reacts in the gas phase, whereas ZnCl2 and SnCl2 from ZHS and HCl promotes the cyclization reaction of PANVDC in the condensed phase. The LOI values of PANVDC, PANVDC-ATO, and PANVDC-ZHS were 26.4%, 29.0%, and 33.5%, respectively. This suggests that ZHS is a highly effective for PANVDC. Meanwhile, the LOI of PANVDC containing ATO-ZHS mixture is 31.0%. The combination of ATO and ZHS exhibited no efficiency. The addition of ATO and ZHS slightly reduced the tenacities of the fibers, respectively, 3.11 and 3.75 from 4.42 g/den.

show abstract

Preparation and flame retardancy of 3-(hydroxyphenylphosphinyl)-propanoic acid esters of cellulose and their fibers

Cited by 17 publications

References 41 publications

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

Functional nanomaterials through esterification of cellulose: a review of chemistry and application

Preparation of Novel Biodegradable Cellulose Nanocrystal Proton Exchange Membranes for Direct Methanol Fuel-Cell Applications

Flame-Retardant Mechanism and Mechanical Properties of Wet-Spun Poly(acrylonitrile-co-vinylidene chloride) Fibers with Antimony Trioxide and Zinc Hydroxystannate

Contact Info

Product

Resources

About