Phenyl phosphine oxide

New poly(ether ketone)s derived from bis[4-(4-fluorobenzoyl)phenyl]phenyl-phosphine oxide was reported by Fitch et al.106 These polymers are thermally stable and have high i, values (about 200°C). 

A few functional dihalides have been prepared. Some of these monomers are tabulated in Table 6.2. The monomers could be nitrated and then reduced to amine-functionalized monomers (Scheme 6.26).203 This approach was used to nitrate DCDPS or bis-4-fluorophenyl phenyl phosphine oxide.204 These monomers were used to copolymerize with some other activated dihalides as the comonomers. 

Bayer, Otto, 197-199 BB monomers, 11-12 BCPPO. See Bis(4-chlorophenyl)phenyl phosphine oxide (BCPPO)... 

Bis(4-fluorobenzoyl)phenol, 349 Bis(4-fluorophenyl)phenyl phosphine oxide (BFPPO), 345. See also BFPPO monomer Bis(haloaryl) sulfones, 364 Bishaloimides, 346... 

LDA (0.118 g, 1.1 mmol) was added to (SP)-f-butyl(phenyl)phosphine oxide (0.182 g, 1 mmol) in tetrahydrofuran (5 ml) under an atmosphere of nitrogen at -78°C. After 15 min, the solution was treated with a solution of benzaldehyde (0.117 g, 1.1 mol) in tetrahydrofuran (2 ml), and the resultant mixture was stirred at -78°C for 3 h. Evaporation of the solvent and flash chromatography of the residue provided the (SP)-f-butyl(phenyl)(a-hydroxybenzyl)phosphine oxide (0.22 g, 77%) with a diastereoisomeric ratio of 98 2, which exhibited spectral data in accord with the proposed structure. 

Wang, L.-S. and Wang, X.-L. Solubilities of dichlorophenylphosphine sulfide and bis(2-carboxyphenyl)phenyl phosphine oxide in water, J. Chem. Eng. Data, 45(5) 743-745, 2000. 

As shown in Scheme 7, the polymerization of bis(4-fluorophenyl) phenyl-phosphine oxide (BFPO) with bisphenols [XIII] was carried out, and thermal properties of the obtained polyethers [XIV-A (ffinh = 0.63 dl/g) and XIV-B i)inh = 0.48 dl/g)] were studied by DSC and TG (12). In this study, 2,2-bis(4-hydroxyphenyl) propane and 4,4 -dihydroxybiphenyl were used as compounds XIII s. 

Parker et al. (30) reported the synthesis of phosphorous containing bismaleimides and demonstrated their outstanding non-flammability characteristics. Graphite fabric composites prepared from such P-containing BMI as a matrix resin show a LOI of 100 and an anaerobic char yield of 88% at 700 °C. Other P-containing BMI have recently been synthesized (31) for example, bis(3-maleimidophenoxy-4-phenyl)phenyl phosphine oxide (Figure 8) has been tested as a composite matrix resin with the aim of improving the fibre/resin interfacial adhesion. 

Treatment of the 1 2 adduct 62 with one equiv. of hydrogen peroxide in methanol gave mainly a pure, crystalline compound (m.p. 209-210.5°) whose structure was presumed to be bis(3-0-acetyl-5,6-dideoxy -1,2-0 - isopropylidene - 6-C-nitro - / -L-idofuranose-5-yl)phenyl-phosphine oxide (69) therefore, the original 1 2 adduct 62 was assumed to be a mixture consisting mainly of the corresponding phosphine compound. 

In CC14 and tetrachloro ethylene, the products identified were phosphinic acid (1), phosphinylacetic acid (5), and methyl(octyl)(phenyl) phosphine oxide (3) (40, 41). But gas chromatography alone was not able to identify 50% of the unknown compounds. 

Ren, H., Sun, J., Wu, B., and Zhou, Q., Synthesis and properties of a phosphorus-containing flame retardant epoxy resin based on bisphenoxy(3-hydroxy) phenyl phosphine oxide, Polym. Degrad. Stab., 2007, 92, 956-961. 

Dimcthyl-4-oxo-4-phenyl-/>v-4//-l,4-teUuraphosphorm This reaction must be performed under a nitrogen atmosphere. 17.4 g (100 mmol) of disodium telluride are prepared from 4.6 g (200 mmol) of sodium and 12.8 g (100 mmol) of tellurium in liquid ammonia. When the reaction between sodium and tellurium is complete, 175 ml of methanol are cautiously added to the sodium telluride suspension in liquid ammonia. The ammonia is allowed to evaporate, and the mixture is then heated on a water bath kept at 40". Methanol is added to bring the volume to 150 ml. 6.1 g (30 mmol) of bis[l-propyn-l-yl](phenyl)phosphine oxide are added, the mixture is stirred for 5 h, 500 ml of ice/water are added, and the resultant mixture is extracted several times with chloroform. The combined extracts are filtered, and the filtrate is washed with water, dried with anhydrous magnesium chloride, and filtered. The solvent is evaporated from the filtrate under aspirator vacuum and the residue is recrystallized several times from toluene yield 7.0 g (71%) m.p. 179-182". Similarly prepared were the following compounds1 ... 

Bromocomplexes of plutonium are limited in number tri- and tetravalent complexes with organic cations, namely C(C6 5)3P l3 PuBrg(c) (70) and [(C2H5)4N]2 PuBr5(c) (71) have been reported. Also, adducts of the type PuBr. 2L (with L = hexamethylphosphora-mide and tri phenyl phosphine oxide) are known (72.). No thermodynamic information are available on these species. More recently, however, the compound Cs2PuBr5(c) has been prepared (63) and its enthalpy of solution in 1 M HCl was measured as - 75.3 + 0.21 kJ. mol l. This measurement leads to a value of AHS(Cs2PuBr, c) =... 

Resins prepared by Timberlake [1] consisting of benzoguanamine-modified phenol-formaldehyde or melamine-phenol-formaldehyde resins were treated with tris(4-methoxy- phenyl)phosphine oxide to prepare coatings in printed circuit boards. Isomeric mixtures of tris(2-hydroxyphenyl)-phosphine oxide compounds were also converted into resins by Brennan [2] by reacting with tris(4-methoxy-phenyl)phos-phine oxide derivatives. 

VINYL ETHERS . MethoxymethyRdi-phenyl)phosphine oxide. 

The self-assembly of two tripodal caps, such as rra[4-(/ra 5 -Pt(PEt3)2(N03))phenyl]-phosphine oxide, with three l,8-ifr(4-pyridinylethynyl)anthracene connectors afforded a nanoscopic prism 40 in an incredible 98 % the C- and Si- capped analogous were also reported <03JA9647>. 

The mode of reaction of alkyl- or arylphosphonic halides with Grignard reagents in ether is most often unpredictable. Bis(p-tolyl)phenyl-phosphine oxide is reported as the major product from phenylphos-phonic dichloride and the required quantity of Grignard reagent (148). Attempted synthesis of diallylphenylphosphine oxide under similar circumstances gave only undistillable black oils and tars (13). Equimolar quantities of reactants furnished diphenylphosphinic acid in good yield plus a small quantity of triphenylphosphine oxide (45). 

Tetravalent phosphorus halides are known to react with lithium reagents, but data is scarce. Aryllithium reagents easily displace chloride ion from phosphoryl chloride in the synthesis of tertiary phosphine oxides (143,144,174). A small quantity of the corresponding phosphinic acid (42) was isolated in the preparation of tris(p-dimethylamino-phenyl)phosphine oxide (43) (174). Choice of conditions and concentrations of reactants may well favor either the single or the double dis-... 

High-dilution coupling of l,3,5-tris(mercaptomethyl)benzene with tris[(3-bromomethyl)phenyl] phosphine oxide afforded the thiacyclophane (171) in 17% yield <88TL5I0I>. Compound (I7I) was converted into the C3 phospha[2.2.2]cyclophane (172) in three steps, but, again, diastereomeric complexes were not observed when the latter was reacted with a homochiral palladium(II) complex. 

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