(BROMODIFLUOROMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Basic information
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Product Name:
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(BROMODIFLUOROMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
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Synonyms:
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(BROMODIFLUOROMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE;(Bromodifluoromethyl)triphenylphosphonium bromide 98%;(Bromodifluormethyl)triphenylphosphonium bromide;(Bromodifluoromethyl)triphenylphosphoniumbromide98%;(Bromodifluoromethyl)triphenylphosphonium bromide,97%;bromo(difluoro)methyl]-triphenylphosphanium,bromide
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CAS:
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58201-66-4
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MF:
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C19H15Br2F2P
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MW:
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472.1
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EINECS:
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Product Categories:
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Mol File:
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58201-66-4.mol
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(BROMODIFLUOROMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Chemical Properties
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Melting point
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179-184 °C
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form
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Crystalline Powder
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color
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White
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Hazard Codes
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Xi
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Risk Statements
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36/37/38
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Safety Statements
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24/25-36-26
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Hazard Note
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Irritant
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HS Code
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29310099
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Preparation of permanent color inks from water-soluble colorants using specific phosphonium salts
Current Patent Assignee: HP INC. - US6248161, 2001, B1
Patent Family Members: DE60000512 D1; DE60000512 T2; EP1020498 A1; EP1020498 B1; HK1027587 A1; ...
Abstract
Water-fastness in aqueous ink-jet inks containing water-soluble dyes is achieved by using a specific ionic species having a charge opposite to that on the dye molecule. Anionic dyes typically contain sulfonate (or carboxylate) anionic groups. Using at least one specific ionic species of opposite charge, specifically, phosphonium salts, causes the colorant components to “crash” or precipitate out of the water-based ink onto the print medium due to the formation of a suitable charge complex between the ionic parts of the dye and the opposite charge of the counter-ion species. Other positively charged salts, such as quaternary ammonium salts, carbonium salts, iodonium salts, sulfonium salts, and pyrillium salts may be used to improve aqueous dispersion stability and thus printability. Such additional cationic salt partially replaces the phosphonium salt(s). Alternatively, certain surfactants, such as aromatic ethoxylates, polyethylene oxide ethers, or polypropylene oxide ethers may be used to improve print quality.
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synthesis and crystal structure of bromodifluoromethyl-triphenylphosphonium bromide, [(C6H5)3PCF2Br]+ Br-
Bender; Wulff-Molder; Vogt; Ritschl; Meisel [Zeitschrift fur Naturforschung, B: Chemical Sciences, 2000, vol. 55, # 2, p. 167 - 170]
Abstract
Difluorobromomethyl-triphenylphosphonium bromide [(C6H5)3PCF2Br]+ Br- (1) has been prepared by the reaction of triphenylphosphine with dibromodifluoro-methane in acetonitrile or methylene chloride. The colorless crystals are monoclinic, space group P 21/n, Z=4, a = 1067.1(2), b = 1488,5(2), c = 1178,2(2) pm, β = 95,67(3)°. The lattice contains Br- anions and [(C6H5)3PCF2Br]+ cations with a Br-Br distance of 322,33(11) pm.. For the title compound the results of AM 1, PM 3 ,and MNDO calculations are in good agreement with corresponding values determined by the X-ray analysis only in the case of PM 3. The yellow-red [(C6H5)3PCF2Br]+ Br-3 (2) has been obtained by treating 1 with equimolar quantities of elemental bromine in methylene chloride solution.
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Phosphine- and Phosphite-Mediated Difluorocarbene Exchange Reactions of (Bromodifluoromethyl)phosphonium Salts. Evidence for Facile Dissociation of (Difluoromethylene)triphenylphosphorane
Burton, Donald J.; Naae, Douglas, G.; Flynn, Richard M.; Smart, Bruce E.; Brittelli, David R. [Journal of Organic Chemistry, 1983, vol. 48, # 20, p. 3616 - 3618]
Abstract
(Bromodifluoromethyl)triphenylphosphonium bromide undergoes facile exchange of the bromodifluoromethyl group with tertiary phosphine and trialkyl phosphite.A mechanism that involves formation of the difluoromethylene ylide and dissociation of the ylide into difluorocarbene and triphenylphosphine is proposed to account for the observed exchange process.
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