1065-05-0

Usage

Uses

Used in Coordination Chemistry and Catalysis:
2,2,4,4,6,6-hexakis(2,2,2-trifluoroethoxy)-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine is used as a ligand in coordination chemistry and catalysis due to its unique structure and properties. It plays a crucial role in the development of new catalysts for organic synthesis, enhancing the efficiency and selectivity of various chemical reactions.
Used in Materials Science:
2,2,4,4,6,6-hexakis(2,2,2-trifluoroethoxy)-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine is of interest for its potential use in materials science, where its unique properties can contribute to the development of advanced materials with specific characteristics. Its application in this field can lead to the creation of new materials with improved performance in various applications.
Used in the Synthesis of Organophosphorus Compounds:
2,2,4,4,6,6-hexakis(2,2,2-trifluoroethoxy)-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine serves as a building block for the synthesis of other organophosphorus compounds. Its unique structure allows for the development of a wide range of organophosphorus compounds with diverse applications in various industries.
Used as a Stabilizing Agent for Metal Nanoparticles:
In the field of nanotechnology, 2,2,4,4,6,6-hexakis(2,2,2-trifluoroethoxy)-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine has been studied for its potential applications as a stabilizing agent for metal nanoparticles. Its ability to stabilize nanoparticles can enhance their performance and durability in various applications, such as catalysis, electronics, and medicine.

Upstream product

• 940-71-6 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine 
• 75-89-8 2,2,2-trifluoroethanol 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 
• 74868-58-9 hexakis(imidazolyl)cyclotriphosphazene 
• 77772-20-4 C₁₂H₁₈Cl₃N₉P₃⁽³⁺⁾*3Cl^(1-) 
• 106938-63-0 Toluene-4-sulfonic acid 2,4,4,6,6-pentakis-(2,2,2-trifluoro-ethoxy)-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinin-2-yl ester 
• 56859-55-3 (2,2,2-trifluoroethoxy)trimethylsilane 
• 24524-93-4 Pentakis-(2,2,2-trifluor-aethoxy)-monohydroxy-cyclotriphosphazen, Natriumsalz 
• 53640-39-4 2,2,4,4,6,6-hexa-(p-chlorophenoxo)cyclotri-λ⁵-phosphazatriene 

Downstream Products

• 333-36-8 1,1,1-trifluoro-2-(2,2,2-trifluoroethoxy)ethane 
• 24524-93-4 Pentakis-(2,2,2-trifluor-aethoxy)-monohydroxy-cyclotriphosphazen, Natriumsalz 
• 7736-60-9 N₃P₃(OCH₂CF₃)5OPh 
• 17351-95-0 (2,2,2-trifluoroethoxy)benzene 

Relevant academic research and scientific papers

Polyfluoroalkoxy and aryloxy cyclic phosphazenes: an alternative synthetic route to substitution reactions using siloxanes in the presence of fluoride ion catalysts

Keywords: Polyfluoroalkoxy cyclic phosphazenes; Aryloxy cyclic phosphazenes; Synthesis; Fluoride ion catalyst; NMR spectroscopy; X-Ray crystal structures

Synthesis and hydrolysis of hexakis(imidazolyl)cyclotriphosphazene

The reaction of imidazole with hexachlorocyclotriphosphazene (I) has yielded hexakis(imidazolyl)cyclotriphosphazene (II). Compound II has been studied as a model for the analogous linear high polymer which is a prospective biodegradable carrier macromolecule. Compound II is hydrolytically unstable and decomposes to hydroxyphosphazenes, imidazole, and phosphate in aqueous media. A kinetic analysis of the removal of the first imidazolyl group from II in unbuffered 20% aqueous tetrahydrofuran within the pH range of 6.5-7.8 has shown that the hydrolysis is autocatalyzed by the free imidazole liberated in this step. Initially, the displacement of imidazole is a first-order process with respect to [II], but the release of imidazole gives rise to faster, second-order reaction in which the rate depends on the first powers of [II] and [imidazole]. The evidence favors the influence of free imidazole as a general-base catalyst and not via the formation of hydroxide ion. N-Methylimidazole reacts with I to form an unusual series of highly reactive yellow salts of the general formula [N3P3Cl6-x(C4H6N 2)x]x+XCl (VII). The chemistry of II and VII is discussed in terms of its relationship to the synthesis and reactions of the analogous linear high polymeric phosphazenes.

Synthesis and application of additives based on trifluoroethoxy-cyclo-phosphazene into polymer nanofibers

This paper is focused on the synthesis and application of phosphazene derivatives, hexakis(2,2,2–trifluoroethoxy)-cyclo-triphosphazene and tetrakis(2,2,2-trifluoroethoxy)-diamino-cyclo-triphosphazene. These compounds were used as additives into some common polymers. As the synthesized compounds themselves show enhanced hydrophobicity, the nanofibers, made from them by electrospinning technology, should exhibit the enhanced hydrophobicity, too. It was found that hydrophobic properties of fibers are influenced by number of trifluoroethoxy groups bound to the phosphazene cycle. The use of these modified nanofibers especially in surface protection is expected. The result of the use can be the creation of efficient, removable, compact protect layer for long-term objects storing.

Preparation method of hexa(2, 2, 2-trifluoroethoxy)cyclotriphosphazene

The invention discloses a preparation method of hexachlorocyclotriphosphazene(2, 2, 2-trifluoroethoxy)cyclotriphosphazene, which comprises the following steps: reacting hexachlorocyclotriphosphazene with trifluoroethanol in an organic solvent under the action of an acid-binding agent to synthesize the hexa(2, 2, 2-trifluoroethoxy)cyclotriphosphazene. The method has the advantages that the reactionroute is simple, the reaction time is greatly shortened, and the yield is high.

Synthesis of new polyelectrolytes via backbone quaternization of poly(aryloxy- and alkoxyphosphazenes) and their small molecule counterparts

Novel polyelectrolytes were synthesized by quaternization of the backbone of poly(alkoxy- and aryloxyphosphazenes) with strong alkylation reagents. As models for the synthesis of these polymers, similar quaternization reactions were also carried out on small-molecule alkoxy and aryloxy cyclotriphosphazenes. The quaternized small molecules and high polymers were characterized by 1H NMR, 31P NMR, DSC, TGA, and AC impedance studies. The quaternized poly(alkoxyphosphazenes) showed ionic conductivities of 2.58 × 10-4 S?cm-1 at 25 °C and 2.09 × 10 -3 S?cm-1 at 80 °C, which are among the highest values for known solvent-free ionically conducting polymers.

Substituent exchange reactions of trimeric and tetrameric aryloxycyclophosphazenes with sodium 2,2,2-trifluoroethoxide

Substituent exchange reactions of sodium 2,2,2-trifluoroethoxide with trimeric and tetrameric aryloxycyclophosphazenes with phenoxy, 4-formylphenoxy, 4-cyanophenoxy and 4-nitrophenoxy side groups were conducted at 66°C in THF and monitored by 31P NMR and mass spectrometry. These are model reactions for their counterparts with high polymeric linear organophosphazenes. The ease of displacement of OAr in cyclic trimeric and tetrameric molecules by CF3CH2O increased significantly with the presence of electron-withdrawing substituents in the polyphosphazene in the order, phenoxy ? 4-formylphenoxy 4-cyanophenoxy ≈ 4-nitrophenoxy. Fully substituted 2,2,2-trifluoroethoxyphosphazene trimer and tetramer were formed by side group exchange, but these reactions were followed by an attack by the nucleophile on the α-carbon of the 2,2,2-trifluoroethoxy groups linked to phosphorus to give a species in which one trifluoroethoxy group had been replaced by an ONa unit, and bis(trifluoroethyl) ether was formed as a side product. On the other hand, only partly exchanged species were formed when sodium phenoxide reacted with the trifluoroethoxy phosphazene trimer and tetramer, but again a product with an ONa side group was formed eventually together with phenyltrifluoroethyl ether generated via alpha-carbon attack. The relative sensitivity of 2,2,2-trifluoroethoxy and phenoxyphosphazene cyclic trimers and tetramers to the presence of trifluoroethoxide was established.

Effects of Mass Transfer and Extraction of Quarternary Salts on a Substitution Reaction by Phase-Transfer Catalysis

The substitution reaction of hexachlorocyclotriphosphazene with 2,2,2-trifluoroethanol using quaternary ammonium salts as the phase-transfer catalysts in an organic solvent/alkaline solution has been investigated.The pseudo-first-order reaction rate constant of the two-phase reaction and the rate constant ratios of the sequential substitution reaction in the organic phase were obtained.The hydration number of the catalyst, QOCH2CF3, is determined from the experimental data.The reaction reactivity is influenced by the content of the acids, which include water and alcohol in the aqueous phase.For an extraction mechanism, the reactivities of all kinds of catalysts in the organic phase with the same kind of solvent are the same.The effects of mass transfer and the extraction of quaternary ammonium salts on the conversion are used to explain the experimental data.The obtained results can be used as a reference for selecting the appropriate solvent and catalyst as well as for determining the appropriate content in the aqueous phase.Meanwhile, the desired distributed products, including the intermediate and final products, can be obtained by the appropriate choice of reaction conditions.

REACTIONS OF THE HYDROLYZED PHOSPHAZENE N3P3(OCH2CF3)5ONa

N3P3(OCH2CF3)5ONa reacts readily with compounds which have an active chloride.Examples are p-toluenesulfonyl chloride, benzoyl chloride and triphenyldichlorophosphorane.The p-toluenesulfonate undergoes further reaction with sodium salts.These reactions describe a novel approach to the synthesis of new substituted phosphazenes.