Diphenylsulfone

The diphenylsulfone group is suppHed to the repeat unit of aU polysulfones by DCDPS the differentiating species between various polysulfones comes from the choice of bisphenol. There are three commercially important polysulfones referred to genericaHy by the common names polysulfone (PSF), polyethersulfone (PES), and polyphenylsulfone (PPSF). The repeat units of these polymers are shown in Table 1. 

Oxidative coupling of aromatic compounds via the SchoU reaction has been appHed successhiUy to synthesise a polyarylethersulfone (18). High molecular weight polymer was obtained upon treating 4,4 -di(l-naphthoxy)diphenylsulfone and 4,4 -di(l-naphthoxy)ben2ophenone with ferric chloride. Equimolar amounts of the Lewis acid are required and the method is limited to naphthoxy-based monomers and other systems that can undergo the SchoU reaction. 

QH5SO (e.g., the base peak in diphenylsulfone) (should also observe m/z 141)... 

Fig. 5.36). The polycondensation took place by heating with CsF as a catalyst at 240° C in diphenylsulfone. The degree of branching of 65% has been determinated by proton NMR comparing with model. This hyperbranched polyetherimide is soluble in many organic solvents except paraffins, methanol, ethanol, and water. 

The S-oxygenation of the hexaamine-dithiophenolate macrocycles should provide a potential entry into the novel class of binucleating polyamine-disulfonate and -disulfinate macrocycles. Indeed, such ligands can be prepared by the oxidation of dinuclear nickel complexes of the parent hexaaza-dithiopheno-late macrocycles followed by the decomposition of the oxidation products in acidic solution. The dinuclear nickel complexes [Nin2(L36)(L )]+ (L = Cr (70) and OAc (71)) of the hexaaza-diphenylsulfonate ligand (L36)2- (Fig. 38) are obtained by... 

Direct copolymerization techniques have also been employed in the s)m-thesis of sulfonated poly(aryl ether ketones),i i polyimides, i 5 and poly(benzoimidazoles). The synthesis of random disulfonated biphenol poly(arylene ether sulfone) copolymers (BPSH x where x represents the percentage of disulfonated diphenylsulfone moieties in the polymer versus unsulfonated diphenylsulfone moities) (14) is shown in Scheme 3.5. 

The third poly(aryl ether) surveyed as a coblock for polyimide copolymerization was poly(aryl ether ether ketone), PEEK, which is a highly crystalline polymer (40-50 % crystallinity) with a Tg of 145 °C and a Tj of 340 °C. However, PEEK is only soluble in diphenylsulfone at temperatures in excess of 300 °C or in strong acids [50]. This insolubility in organic solvents makes the synthesis and... 

VIII. Ultrarotabsorptionsspektren und Struktur einiger substituierter Diphenylsulfone und Sulfoxyde. J. Amer. chem. Soc. 73, 1220 (1951). 

Phenylpiperidine has been prepared by warming aniline with 1,5-dibromopentane 4,8 heating 5-anilino-l-bromopentane 6 the dehydration of 5-anilino-l-pentanol over alumina 7 the electrolytic reduction of N-phenylglutarimide 8 the catalytic hydrogenation of l-phenyl-3-hydroxypyridinium chloride 9 the action of bromobenzene on piperidine in the presence of lithium 10 the reaction of fluorobenzene, 1-methylpiperidine, and phenyl-lithium 11 the action of diphenylsulfone on piperidine in the presence of sodamide 12 the diazotization and deamination of l-(2-aminophenyl)piperidine 13 and of l-(4-aminophenyl)piperidine 14 and the present method.18... 

The synthesis of the poly-(o-chlorophenyl)-imides was accomplished in two steps involving low-temperature reaction between the diamines and bis(phthalic anhydrides) in NMP followed by catalytic imidisation of the PCA directly in the reaction solutions using the catalytic complex pyridine acetic anhydride. The synthesis of polyimides from l,l-dichloro-2,2-di-(3-amino-4-aminophenyl)-ethylene proceeded homogeneously throughout the course of the reaction, as did reactions of 3,3 -diamino-4,4 -dichlorobenzophenone with the dianhydride of diphenyloxide-3,3, 4,4 -tetracarboxylic acid. As to reactions of 3,3 -diamino-4,4 -dichlorobenzophenone with the dianhydrides of pyromellitic and diphenylsulfone-3,3, 4,4 -tetracarboxylic acids, these were homogeneous at the PCA formation step but heterogeneous at the polyimide formation step. Some properties of these polyimides are given in Tables 3.3 and 3.4. 

Method. All measurements were made on a mixture of PVC and solvent in the ratio 1 1.07 by weight. Chlorinated hydrocarbons with boiling points around 60° C. were used as solvents. Nitrogen was obtained by thermal decomposition of diphenylsulfone-3,3 -disulfhydrazide. The thermal decomposition commenced at 148° C., at which temperature it yields 140 cc. of nitrogen per gram of substance at normal pressure (8). 

Bis( x-nitro-4-hydroxy phenyl )-sulfone(called x-Di-nitro-x-dioxy-diphenylsulfon in Ger), yel plates (from AcOH), mp 229-230°, burns without exploding other props and method of prepn arc given in Beil 6, [858]... 

Sulfonyl-bis(2,6-dinitrophenol) in CA 5th Decennial Formula Index] [called Bis(3.5-dinitro -4-oxy-phenyl)-sulfon or 3.5.3 .5 -Tetranitro-4.4 -dioxy-diphenylsulfon in Ger], 0aS[(02N)2C6H2.0H]2 mw 430.27, N 13.02% very bitter-tasting straw-yel ndlsffrom boiling w), mp 257-258°(Ref 4) insol in most org solvs can be prepd by nitrating either bis(3-nitro-4-hydroxy-phenyl)-sulfone or bis(4-hydroxyphenyl)-sulfone and by hydrolyzing bis(3,5-dinitro-4-chlorophenyl) -sulfone(Refs 1 2). It forms salts which can be used in ignition compositions(Ref 3)... 

Herlem et al463 have observed that asphaltene is dissolved in fluorosulfuric acid and the process is accompanied by strong redox reactions (SO2 and HF evolution). The products are mainly functionalized by SO3H groups, but SO2F groups were also detected by XPS. Indeed, model studies with benzene showed the formation of benzenesulfonic acid, diphenylsulfone, and benzenesulfonyl fluoride. For alkylbenzenes, sulfonation was not accompanied by cracking of the alkyl chain. 

In addition, autocatalytic reactions may also be catalyzed by impurities, for example, by heavy metals or acids. As an example, it is known that the decomposition of dihydroxy-diphenylsulfone is catalyzed by iron [2], In a diagram, as represented in Figure 12.17, the maximum allowed iron concentration can easily be defined. This gives a reliable way of establishing a critical limit for the process, which can also easily be checked before a batch is started. 

Chiral biphenyl-2,2 -sulfone-3,3 hisfenchol 436 is synthesized by cyclization of diphenylsulfone with BuLi and subsequent addition of (—)-fenchone 435 (Scheme 70) <2005T10449>. 

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