Sulfonation of styrene

Salts of /3-styrenesulfonic acid have been prepared by the sulfonation of styrene with dioxane sulfotrioxide,2 by heating styrene with ammonium sulfamate,3 or by the reaction of styrene with sodium bisulfite in the presence of oxygen.4... 

Two novel reagents for the selective sulfonation of styrene to the (3-sultone (49) are reported (94ZOR948). The action of sulfur trioxide on the olefin CF2 CFS03SiMe3, yields the p-sultone (50) (94JFC89). 

Table V. Effect of Temperature on Sulfonation of Styrene-Polypropylene Graft Copolymers as Measured by Capacities of...

Table VI. Effect of Time on Sulfonation of Styrene-Polyprogylene Copol3nners as Measured by Capacities of Ion Exchange Resins...

Sommelet reaction, 33, 93 Sorbic acid, 5-hydroxy-/3-methyl, J-lactone, 32, 57 Stannic chloride, 33, 91 Stearic acid, 34, 15 Stearone, 33, 84 cis-Stilbene, 33, 88 fraws-Stilbene, 33, 89 Stirrer, for caustic fusion, 30, 104, 105 seal for, 30, 54 Stobbe condensation, 30, 18 Styrene, 33, 72 34, 85 reaction with sulfuric acid, 35, 83 Styrene dibromide, 30, 73 Styrene oxide, 31, 3 0-Styrenesulfonyl chloride, 34, 85 Succinic acid, 34, 44 Succinic acid, < -benzhydrylidene-, a-ETHYL ESTER, 30, 18 CLNNAMYL-, 31, 85 DIPHENYL ESTER, 34, 44 HEPTANOYL-, DIETHYL ESTER, 34, 51 PHENYL-, 30, 83 Succinic anhydride, 34, 40 SUCCINONITRILE, a, -DIPHENYL-, 32, 63 Sulfide, methyl 2-thienyl, 35, 85 Sulfonation of styrene, 34, 85 Sulfonyl chloride, from sodium sulfonate, 34, 85... 

Sulfonation of PEP- and ETFE-based grafted films at PSI was performed by using 30% chlorosulfonic acid in dichloromethane (at 95 C, 5 h) and membranes with reasonably good sulfonic acid content have been observed. Sulfonation conditions almost identical to those used at PSI have been used by others for the sulfonation of PFA-g-polystyrene films, i.e., a mixture of chlorosulfonic acid and 1,1,2,2-tetrachloroethane (30 70 v/v, 90 °C, 5h) [133]. Phadnis et al. [83] performed the sulfonation of styrene-acrylic acid grafted FEP films in concentrated sulfuric acid (at room temperature). Concentrated... 

Low-capacity cation-exchange resins are obtained by superficial sulfonation of styrene-divinylbenzene copolymer beads. The resin beads are treated with concentrated sulfuric acid and a thin layer of sulfonic acid groups is formed on the surface. The final capacity of the resin is related to the thickness of the layer and is dependent on the type of resin, the bead diameter, and the temperature and time of contact with the sulfuric acid. Typical capacities range from 0.005 to 0.1 mequiv g . ... 

N. Walsby, M. Paronen, J. Juhanoja and F. Sundholm, Sulfonation of styrene-grafted poly(vinylidene fluoride) films, J. Appl. Polym Sci. 81, 1572 (2001). 

Cross-linked macromolecular gels have been prepared by Eriedel-Crafts cross-linking of polystyrene with a dihaloaromatic compound, or Eriedel-Crafts cross-linking of styrene—chloroalkyl styrene copolymers. These polymers in their sulfonated form have found use as thermal stabilizers, especially for use in drilling fluids (193). Cross-linking polymers with good heat resistance were also prepared by Eriedel-Crafts reaction of diacid haUdes with haloaryl ethers (194). 

Combination techniques such as microscopy—ftir and pyrolysis—ir have helped solve some particularly difficult separations and complex identifications. Microscopy—ftir has been used to determine the composition of copolymer fibers (22) polyacrylonitrile, methyl acrylate, and a dye-receptive organic sulfonate trimer have been identified in acryHc fiber. Both normal and grazing angle modes can be used to identify components (23). Pyrolysis—ir has been used to study polymer decomposition (24) and to determine the degree of cross-linking of sulfonated divinylbenzene—styrene copolymer (25) and ethylene or propylene levels and ratios in ethylene—propylene copolymers (26). 

The resins used are highly cross-linked organic polymers with acidic functional groups. The most common of the resins used are sulfonated copolymers of styrene and divinylben2ene (see Ion exchange). 

Weiss et al. [75] have synthesized Na and Zn salt of sulfonated styrene(ethylene-co-butylene)-styrene triblock ionomer. The starting material is a hydrogenated triblock copolymer of styrene and butadiene with a rubber mid-block and PS end-blocks. After hydrogenation, the mid-block is converted to a random copolymer of ethylene and butylene. Ethyl sulfonate is used to sulfonate the block copolymer in 1,2-dichloroethane solution at 50°C using the procedure developed by Makowski et al. [76]. The sulfonic acid form of the functionalized polymer is recovered by steam stripping. The neutralization reaction is carried out in toluene-methanol solution using the appropriate metal hydroxide or acetate. 

Copolymer of Styrene with 2-Acrylamido-2-methylpropane Sulfonic Acid... 

In copolymers containing the styrene sulfonate moiety and maleic anhydride units, the maleic anhydride units can be functionalized with alkyl amine [1411-1416]. The water-soluble polymers impart enhanced deflocculation characteristics to the mud. Typically, the deflocculants are relatively low-molecular-weight polymers composed of styrene sodium sulfonate monomer maleic anhydride, as the anhydride and/or the diacid and a zwitterionic functionalized maleic anhydride. Typically the molar ratio of styrene sulfonate units to total maleic anhydride units ranges from 3 1 to 1 1. The level of alkyl amine functionalization of the maleic anhydride units is 75 to 100 mole-percent. The molar concentrations of sulfonate and zwitterionic units are not necessarily equivalent, because the deflocculation properties of these water-soluble polymers can be controlled via changes in their ratio. 

Chromatography by ion exchange on a sulfonated poly(styrene-co-divinyl benzene) phase has been proposed as a replacement for titrimetry.57 Eluted by a dilute solution of a neutral salt such as sodium ethanesulfonate, the conductance of the protons can be measured in the absence of a suppressor from sub-millimolar to molar concentration. The response factors of mono-, di-, and trichloroacetic acid and of o-phthalic acid were large and essentially equivalent to ethanesulfonic acid, while the response factor of acetic acid was far smaller. A syringe pump has generated pressures as high as 72,000 psi (5000 bar) in a capillary column packed with 1 p particles, generating a fraction capacity of 300 peaks in 30 minutes.58... 

Figure 10 Separation of monochloroacetate, dichloroacetate, and trichloroacetate on a sulfonated poly(styrene-divinyl benzene) column with suppressed conductivity detection. Column 2% cross-linked sulfonated poly(styrene-divinyl benzene) capacity 0.02 meq/g. Flow rate 64 ml/hr. Eluant 15 mM sodium phenate. Suppressor 0.28 x 25 cm Dowex 50W X8 column (200-400 mesh). Detector Chromatronix conductivity cell connected to a Dow conductivity meter. (Reprinted with permission from Small, H., Stevens, T. S., and Bauman, W. C., Anal. Chem., 47,1801,1975. 1975 Analytical Chemistry.)...

The additive feed tank must be large enough to handle all additives plus a carrier solution of styrene. The pounds of dodecylbenzene sulfonate, tricalcium phosphate, and benzoyl peroxide (50% water) used per batch are... 

Oleum sulfonation of a styrene DVB co-polymer results in a polysulfonated polymer where more than one SO3H group might be present in the aromatic ring. Resin D, which is created via Path E/D is both polysulfonated and chlorinated resin. The results from the test study show that the same resin, with... 

The monosulfonated PPh derivative, Ph2P(m-C6H4S03K) (DPM) and its rhodium complex, HRh(CO)(DPM)3 have been synthesized and characterized by IR and NMR spectroscopic techniques. The data showed that the structure was similar to [HRh(CO)(PPh3)3]. The catalytic activity and selectivity of [HRh(CO)(DPM)3] in styrene hydroformylation were studied in biphasic catalytic systems.420 421 Rh1 complexes [Rh(acac)(CO)(PR3)] with tpa (131), cyep (132), (126), ompp (133), pmpp (134), tmpp (135), PPh2(pyl), PPh(pyl)2, and P(pyl)3 were characterized with NMR and IR spectra. Complexes with (131), (132), and (126) were catalysts for hydrogenation of C—C and C—O bonds, isomerization of alkenes, and hydroformylation of alkenes.422 Asymmetric hydroformylation of styrene was performed using as catalyst precursor [Rh(//-0 Me)(COD)]2 associated with sodium salts of m-sulfonated diarylphosphines.423... 

Grafting of functional monomers onto fluoropolymers produced a wide variety of permselective membranes. Grafting of styrene (with the following sulfonation), (meth)acrylic acids, 4-vinylpyridine, A-vinylpyrrolidone onto PTFE films gave membranes for reverse omosis,32-34 ion-exchange membrane,35-39 membranes for separating water from organic solvents by pervaporation,49-42 as well as other kinds of valuable membranes. 

Sulfonated poly(styrene-divinylbenzene) ion- exchange resins, manufacture of, 23 536... 

---