GB1105796A - Method of isolating anthracene, phenanthrene and carbazole from mixtures of the same - Google Patents

Method of isolating anthracene, phenanthrene and carbazole from mixtures of the same

Info

Publication number
GB1105796A
GB1105796A GB35179/66A GB3517966A GB1105796A GB 1105796 A GB1105796 A GB 1105796A GB 35179/66 A GB35179/66 A GB 35179/66A GB 3517966 A GB3517966 A GB 3517966A GB 1105796 A GB1105796 A GB 1105796A
Authority
GB
United Kingdom
Prior art keywords
anthracene
phenanthrene
carbazole
glycerol
triethylene glycol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB35179/66A
Inventor
Ljubov Davydovna Gluzman
Valery Mikhailovich Pospelov
Vladimir Julianovich Tverskoi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
UK NI UGLEKHIMICHESKY I
Original Assignee
UK NI UGLEKHIMICHESKY I
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by UK NI UGLEKHIMICHESKY I filed Critical UK NI UGLEKHIMICHESKY I
Publication of GB1105796A publication Critical patent/GB1105796A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/005—Processes comprising at least two steps in series
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/04—Purification; Separation; Use of additives by distillation
    • C07C7/05—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds
    • C07C7/06—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds by azeotropic distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/84—Separation, e.g. from tar; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/24—Anthracenes; Hydrogenated anthracenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Mixtures of carbazole with phenanthrene and/or anthracene (e.g a crude anthracene) are separated by fractional azeotropic distillation in the presence of glycerol or triethylene glycol, followed by further purification. The amount of glycerol or triethylene glycol used is usually 3-4 times that of the mixture to be separated, and during the distillation further solvent is added to the mixture in an amount equal to the distillate being obtained. The azeotropes collected are the 250-270 DEG C. fraction in the case of glycerol, and the 265-275 DEG C. fraction in the case of triethylene glycol. Carbazole remains in the residue, and anthracene and/or phenanthrene are collected in the azeotrope, from which they are recovered by the following steps:- (a) The azeotrope is mixed at 200 DEG C. or above with 5 times its weight of a solvent such as toluene, xylene or naphtha, anthracene and phenanthrene being precipitated and filtered off at 80-100 DEG C.; (b) The precipitate is dissolved in 5-10 times its weight of a solvent such as xylene at 100 DEG C., followed by cooling to 30 DEG C., anthracene being precipitated; and (c) The filtrate from (b) is distilled first to remove solvent and then phenanthrene is collected at 315-345 DEG C. and is purified by recrystallization.ALSO:Carbazole is separated from admixture with phenanthrene and/or anthracene (e.g. from a crude anthracene) by fractional azeotropic distillation in the presence of glycerol or triethylene glycol. The amount of glycerol or triethylene glycol used is usually 3-4 times that of the mixture to be separated, and during the distillation further solvent is added to the mixture in an amount equal to the distillate being obtained. Carbazole remains in the residue.
GB35179/66A 1966-08-16 1966-08-05 Method of isolating anthracene, phenanthrene and carbazole from mixtures of the same Expired GB1105796A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
BE685548 1966-08-16

Publications (1)

Publication Number Publication Date
GB1105796A true GB1105796A (en) 1968-03-13

Family

ID=3849222

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35179/66A Expired GB1105796A (en) 1966-08-16 1966-08-05 Method of isolating anthracene, phenanthrene and carbazole from mixtures of the same

Country Status (2)

Country Link
BE (1) BE685548A (en)
GB (1) GB1105796A (en)

Also Published As

Publication number Publication date
BE685548A (en) 1967-02-01

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