Toward a detoxification fabric against nerve gas agents: guanidine-functionalized poly[2-(3-butenyl)-2-oxazoline]/Nylon-6,6 nanofibers

Ying, Wu; Kim, Sohee; Lee, Min Woo; Go, Na Yeong; Jung, Hakyung; Ryu, Sam Gon; Lee, Bumjae; Lee, Kyung Jin

doi:10.1039/c7ra01278k

Cited by 18 publications

(20 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Moreover, the amine group was also confirmed at 2600–3200 cm −1 . After guanidine functionalization on the amino TPU fiber, the appearance of NH stretching at 3320 cm −1 could be ascribed to the additional amine groups of guanidine, as illustrated in the enlarged spectra (right column of Figure ) . In all spectra, characteristic bands for TPU were maintained during surface reactions.…”

Section: Resultsmentioning

confidence: 86%

“…However, in the case of catalytic reactions such as DFP and DDVP decontamination, this would probably not make a significant difference, since most such reactions occur immediately on the surface without infiltration into the polymer. Moreover, if the molar ratio of treated fiber to DFP or DDVP is higher than 10 to 1 in the system, the decontamination effect will be greater owing to the increased contact volume with toxic materials …”

Section: Resultsmentioning

confidence: 99%

“…Development of a simple pathway for the synthesis of functionalizable TPU will extend the scope of its applications. Several works, including our previous report, have presented the synthesis and application of “clickable polyurethane,” which can be used as a basic platform to produce TPU with large numbers of the desired functional groups through an azide–alkyne click reaction …”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Highly functionalized thermoplastic polyurethane from surface click reactions

Choi

Moon

Ryu

et al. 2018

J of Applied Polymer Sci

Self Cite

View full text Add to dashboard Cite

Thermoplastic polyurethane (TPU) functionalized with azido groups is useful because not only it allows the convenient introduction of various desired functional groups via the azide-alkyne click reaction, but also it is elastic, flexible, and easily proccessable. However, after undergoing click reaction with useful functional groups on polymer chain directly, the polymer becomes hard and non-soluble in organic solvents, losing its useful properties. Therefore, a surface click reaction is performed on the azido TPU electrospun fiber to introduce specific functional groups (here amine and guanidine for catalytic reaction). The amine-and guanidine-treated TPU fibers effectively convert diisopropyl fluorophosphates-the simulant of toxic nerve gases-and 2,2-dichlorovinyl dimethyl phosphate-one of the insecticides to a non-toxic product via decontamination by hydrolysis, with the amine and guanidine functional groups acting as nucleophilic catalysts.Here, we synthesized easily proccessable azido TPU and introduced useful functional groups via a click reaction. Organobasic moieties were introduced onto pre-structured azido TPU (i.e., the nanofiber web from electrospinning) via a surface click reaction with quite high yield. The resulting nanofiber web with tailored functional groups could be used as a catalytic membrane for the detoxification of toxic chemicals, including chemical warfare agents (CWAs) and insecticides. 17 EXPERIMENTAL MaterialsTo synthesize azido TPU, methylene chloride (MC) (99.5%), tetrahydrofuran (THF) (99.5%), N,N 0 -dimethylformamide (DMF) Additional Supporting Information may be found in the online version of this article.

show abstract

Section: Resultsmentioning

confidence: 86%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Highly functionalized thermoplastic polyurethane from surface click reactions

Choi

Moon

Ryu

et al. 2018

J of Applied Polymer Sci

Self Cite

View full text Add to dashboard Cite

show abstract

“…Furthermore, the protection time duration is limited by the adsorbing capacity of the adsorbent used [ 4 , 5 ]. To overcome these disadvantages, many research projects have studied detoxifying materials that can decompose CWAs into non-hazardous materials and their application to fabrics for preparing protective clothing with detoxification properties [ 6 , 7 , 8 , 9 , 10 , 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

Detoxification Properties of Guanidinylated Chitosan Against Chemical Warfare Agents and Its Application to Military Protective Clothing

Kwon

Jeong

2020

Polymers

View full text Add to dashboard Cite

This study investigates the detoxification properties of guanidinylated chitosan against chemical warfare agents and its application to the preparation of military protective clothing. Guanidinylated chitosan was synthesized by chitosan guanidinylation with cyanamide. The detoxification properties of the guanidinylated chitosan were then evaluated using a chemical warfare agent simulant, called diisopropylfluorophosphate (DFP). Cotton fabric was treated with 1 wt.% of guanidinylated chitosan in acetic acid and water solution using the simple and conventional textile treatment method of pad–dry–cure. The detoxification properties of the guanidinylated chitosan-treated cotton fabric were evaluated to investigate the application of guanidinylated chitosan to the preparation of military protective clothing. Subsequently, 71.3% of DFP was hydrolyzed to non-hazardous diisopropylhydrogenphosphate (DHP) in 2 h because of the base organocatalytic activity of 0.02 g guanidinylated chitosan itself. Moreover, 60.1% of DFP was hydrolyzed by the catalytic activity of the guanidinylated chitosan-treated cotton fabric, which contained only 0.0002 g of guanidinylated chitosan. This result shows that the guanidinylated chitosan itself has detoxification properties for hydrolyzing DFP to DHP, and its detoxification properties can be more efficient when applied to cotton fabric because it showed 84.3% of the detoxification properties with only 1 wt.% of guanidinylated chitosan. For the first time, this study shows that guanidinylated chitosan has considerable detoxification properties and can be used as an agent to prepare protective clothing.

show abstract

“…However, many hard segments cannot be introduced into polyolefins because of coordination polymerization selectivity. Furthermore, the hard segment cannot be introduced by chemical modification using polar polymers (e.g., polyamide, polyurethane, polyester, and polysiloxane) due to the lack of active functional groups in the polyolefin chain. Thus, the introduction of active functional groups in the polyolefin chain has become a critical focus of research in order to address the issues of stability at high temperatures.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Multifunctionalized Graft‐Type Polyolefin‐Based Elastomers with a High Utility Temperature

Ying

Lee

Yang

et al. 2017

Macro Chemistry & Physics

Self Cite

View full text Add to dashboard Cite

A novel polyolefin‐based elastomer of polyolefin‐graft‐poly(t‐butylstyrene) is synthesized from styrene moieties via graft‐from anionic living polymerization. The afforded elastomer comprises a soft poly(ethylene‐t‐1‐hexene‐t‐divinylbenzene) segment and a hard poly(t‐butylstyrene) [P(t‐BS)] segment. The polymerization proceeds via complete lithiation of the pendent styrene groups (polyolefin elastomer) and subsequent graft anionic polymerization of 4‐tert‐butylstyrene (2000–10 000 g mol−1). The graft‐from living anionic polymerization controls the grafting size with excellent efficiency by increasing the monomer concentration. To introduce functional groups into the polymer chain‐end, vinyl isoprene units are introduced into the polyolefin‐graft‐poly(t‐butylstyrene) anion to form polyolefin‐graft‐[poly(t‐butylstyrene)‐block‐polyisoprene] via living block copolymerization. Subsequent graft chain‐end multicarboxyl functionalization via thiol‐ene “click” reactions introduces carboxyl groups into the [P(t‐BS)] graft chain‐end. The water contact angle of this multicarboxyl functionalized product exhibits a sharper decrement, which affects its hydrophilicity significantly. This process produces a novel, well‐defined functionalized graft‐type polyolefin‐based elastomer with a high utility temperature and excellent mechanical properties.

show abstract

Toward a detoxification fabric against nerve gas agents: guanidine-functionalized poly[2-(3-butenyl)-2-oxazoline]/Nylon-6,6 nanofibers

Abstract: A novel guanidine-functionalized polymer, poly[2-(3-butenyl)-2-oxazoline] (PBuOxz), has been co-electrospun with Nylon-6,6 to form fibers that could be used for the decontamination of chemical warfare agents (CWAs).

Cited by 18 publications

References 59 publications

Highly functionalized thermoplastic polyurethane from surface click reactions

Highly functionalized thermoplastic polyurethane from surface click reactions

Detoxification Properties of Guanidinylated Chitosan Against Chemical Warfare Agents and Its Application to Military Protective Clothing

Synthesis of Multifunctionalized Graft‐Type Polyolefin‐Based Elastomers with a High Utility Temperature

Contact Info

Product

Resources

About