Solubilities of 2-Carboxyethylphenylphosphinic Acid and 4-Carboxyphenylphenylphosphinic Acid in Water

Wang, Zhongwei; Sun, Qixin; Wu, and Junsheng; Wang, Lisheng

doi:10.1021/je0340396

Cited by 45 publications

(51 citation statements)

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“…The solubilities were measured by a gravimetric method. 8,9 The apparatus for the solubilities measurement was the same as that described in the literature. 9 A equilibrium cell with agitation was connected with a constant temperature water bath by rubber pipe.…”

Section: Methodsmentioning

confidence: 99%

“…8,9 The apparatus for the solubilities measurement was the same as that described in the literature. 9 A equilibrium cell with agitation was connected with a constant temperature water bath by rubber pipe. The temperature was controlled within 0.1 K. For determining the solubilities, the following procedure was applied: for each measurement, an excess amount of solute was added to 100 g of solvent in the equilibrium cell, and then agitation was started.…”

Section: Methodsmentioning

confidence: 99%

“…Solubility Measurement. The solubilities were measured by a gravimetric method. , The apparatus for the solubilities measurement was the same as that described in the literature …”

Section: Methodsmentioning

confidence: 99%

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Solubilities of Some Phosphaspirocyclic Compounds in Selected Solvents

2006

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The solubilities of 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9- dioxide from (303.15 to 311.35) K in dichloromethane and from (298.15 to 357.65) K in acetic acid, 3,9-dihydroxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9-dioxide from (309.35 to 331.55) K in acetonitrile and from (295.75 to 319.15) K in acetone, 2,4,8,10-tetraoxa-3,9-dioxide-3,9-diphosphaspiro[5.5]undecane-3,9-melamine salt from (293.15 to 343.15) K in water, and 3,9-(bis-2,2‘-carboxyetheyl)-3,9-dioxo-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5] undecane from (332.15 to 342.15) K in ethyl acetate were determined using a gravimetric method. The estimated uncertainty of all the solubility values based on error analysis and repeated observations was within 2.5 %.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

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Solubilities of Some Phosphaspirocyclic Compounds in Selected Solvents

2006

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“…4-carboxyphenylphenylphosphinic acid ( 43 , Figure 19 ) was prepared by addition of toluene to dichlorophenylphosphine and anhydrous aluminum chloride followed by hydrolysis and the oxidation reaction [ 86 ], achieving a yield of 33.1%. Its solubility in water was investigated from 26.70 °C to 94.52 °C and experimental data was correlated using a second-order polynomial with an absolute average deviation of 2.1%.…”

Section: Flame Retardants With P-c Aromatic Bonmentioning

confidence: 99%

Recent Developments in Organophosphorus Flame Retardants Containing P-C Bond and Their Applications

et al. 2017

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Organophosphorus compounds containing P-C bonds are increasingly developed as flame retardant additives due to their excellent thermal and hydrolytic stability and ease of synthesis. The latest development (since 2010) in organophosphorus flame retardants containing P-C bonds summarized in this review. In this review, we have broadly classified such phosphorus compounds based on the carbon unit linked to the phosphorus atom i.e., could be a part of either an aliphatic or an aromatic unit. We have only considered those published literature where a P-C bond was created as a part of synthetic strategy to make either an intermediate or a final organophosphorus compound with an aim to use it as a flame retardant. General synthetic strategies to create P-C bonds are briefly discussed. Most popular synthetic strategies used for developing P-C containing phosphorus based flame retardants include Michael addition, Michaelis–Arbuzov, Friedels–Crafts and Grignard reactions. In general, most flame retardant derivatives discussed in this review have been prepared via a one- to two-step synthetic strategy with relatively high yields greater than 80%. Specific examples of P-C containing flame retardants synthesized via suitable synthetic strategy and their applications on various polymer systems are described in detail. Aliphatic phosphorus compounds being liquids or low melting solids are generally applied in polymers via coatings (cellulose) or are incorporated in the bulk of the polymers (epoxy, polyurethanes) during their polymerization as reactive or non-reactive additives. Substituents on the P atoms and the chemistry of the polymer matrix greatly influence the flame retardant behavior of these compounds (condensed phase vs. the gas phase). Recently, aromatic DOPO based phosphinate flame retardants have been developed with relatively higher thermal stabilities (>250 °C). Such compounds have potential as flame retardants for high temperature processable polymers such as polyesters and polyamides. A vast variety of P-C bond containing efficient flame retardants are being developed; however, further work in terms of their economical synthetic methods, detailed impact on mechanical properties and processability, long term durability and their toxicity and environmental impact is much needed for their potential commercial exploitations.

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“…The new stretching vibration at 1064 cm ‐1 corresponds to the P–O–C vibration. All of the above indicates that the formation of a phosphorus acid ester is achieved . Figure shows the MALDI‐TOF spectrum of PEDPP polymer.…”

Section: Resultsmentioning

confidence: 97%

Study on the thermal degradation behavior and flame‐retardant property of polylactide/PEDPP blends

Lin

Han

Wang

et al. 2013

Polymers for Advanced Techs

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A phosphorus‐containing polyester, poly (ethylene diglycol phenylphosphinate) (PEDPP) was synthesized from phenylphosphonic dichloride and ethylene diglycol. The structure of PEDPP has been determined by Fourier transform infrared (FTIR) spectroscopy, 1H nuclear magnetic resonance and matrix assisted laser desorption ionization‐time of flight‐mass spectrometer. A series of polylactide (PLA) blends with various content of PEDPP as flame retardant was prepared by direct melt compounding; the PLA/PEDPP blend is partially miscible. PEDPP is an effective flame retardant for PLA. The limiting oxygen index values increased from 19.7% for pure PLA to 29.0% for the blend containing 10wt% PEDPP. Thermogravimetric analysis‐FTIR analysis indicated that the PEDPP affected the pyrolytic decomposition process of PLA, which is established by the change of the pyrolytic decomposition rate and the gross mass of gaseous fuel formation. The pyrolytic decomposition activation energies of PLA and PLA/10%PEDPP were estimated via Flynn–Wall–Ozawa method. Copyright © 2013 John Wiley & Sons, Ltd.

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Solubilities of 2-Carboxyethylphenylphosphinic Acid and 4-Carboxyphenylphenylphosphinic Acid in Water

Cited by 45 publications

References 4 publications

Solubilities of Some Phosphaspirocyclic Compounds in Selected Solvents

Solubilities of Some Phosphaspirocyclic Compounds in Selected Solvents

Recent Developments in Organophosphorus Flame Retardants Containing P-C Bond and Their Applications

Study on the thermal degradation behavior and flame‐retardant property of polylactide/PEDPP blends

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