Reference

The preparative scale separation and the identification of constituents of anthraquinone-derived dye mixtures

The preparative scale separation and the identification of constituents of anthraquinone-derived dye mixtures. Part 3. Products from the combustion of red and violet smoke mixtures. Rubin, I. B.; Buchanan, M. V.; Moneyhun, J. H. (Anal. Chem. Div., Oak Ridge Natl. Lab., Oak Ridge, TN 37830, USA). Anal. Chim. Acta, 155, 151-8 (English) 1983. CODEN: ACACAM. ISSN: 0003-2670. DOCUMENT TYPE: Journal CA Section: 50 (Propellants and Explosives) Section cross-reference(s): 41 Two colored-smoke grenades, red and violet, were detonated, and the particulate and vapor-phase portions were collected and analyzed. The original dye mixes were also analyzed for comparison. The CHCl3-sol. portion of each dye mix was fractionated by liq. chromatog. on silica gel, as was the original red dye mix, while the original violet smoke mix was fractionated by differential soly. Major components were collected in essentially pure fractions, while the impurities were concd. in other fractions. The dye portion of the red smoke mix was substantially unchanged on combustion, with the major component remaining as 1-methylaminoanthraquinone [82-38-2]. A significant amt. (>5%) of 1-aminoanthraquinone [82-45-1] was formed, however. The dye portion of the violet smoke mix was quant. converted from 1,4-diamino-2,3-dihydroanthraquinone [81-63-0] to 1,4-diaminoanthraquinone [128-95-0] upon combustion. The nonvolatile and(or) CHCl3-insol. portions consisted mainly of NaCl, KCl, elemental S, and undifferentiated carbonaceous matter. Major constituents of the vapor phases were CS2, toluene [108-88-3], C2-benzenes, styrene [100-42-5], chloromethylbenzene [25168-05-2], and naphthalene [91-20-3]. Aliph. and arom. hydrocarbons, alkylbenzenes, and thiophenes, as well as a no. of other compds.Except for chemicals metioned above, 82-38-2 is also used., were detected in smaller quantities. .

Anthrimides

Anthrimides. Flohr, Helmut; Patsch, Manfred; Epple, Gerhard (BASF A.-G. , Fed. Rep. Ger.). Ger. Offen. DE 3325277 A1 26 Jan 1984, 12 pp. 117-05-5 and 89298-80-6 are cas registry numbers. These chemicals are also mentioned in this article. (German). (Germany). CODEN: GWXXBX. CLASS: IC: C07C103-82. APPLICATION: DE 83-3325277 13 Jul 1983. PRIORITY: DE 82-3226428 15 Jul 1982. DOCUMENT TYPE: Patent CA Section: 41 (Dyes, Organic Pigments, Fluorescent Brighteners, and Photographic Sensitizers) Anthrimides are prepd., without isolation of intermediates, by (a) oxidizing leuco-1,4-diaminoanthraquinone (I) to 1,4-diaminoanthraquinone (II) [128-95-0] in PhNO2, (b) monobenzoylating II at 33-39° with 1.3-1.5 mol PhCOCl [98-88-4] per mol II in the presence of 0.8-1.2% (based on PhNO2) H2O, and (c) condensing the resultant 1-amino-4-(benzoylamino)anthraquinone (III) [81-46-9] with an arom. halo compd. in the presence of Cu. The III formed in b contains <3% I or bis(benzoylamino) compd. The anthrimides can be carbazolized to vat dyes by known methods. For example, heating a mixt. of I 22.5, PhNO2, 218, and piperidine 0.3 part at 150-155° for 1.5 h, purging with N to remove H2O, cooling to 60°, adding 2.1 parts H2O and 15.2 parts Na2CO3, adding 18 parts PhCOCl during 2 h at 33-39°, stirring 1 h at 35°, adding dibromofluoranthene [89298-78-2] 16.2, Na2CO3 9.6, and Cu oxide 2 parts, and heating at 185-190° gave 40 parts anthrimide [89298-77-1]. .