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US4292142A Expired / Lapsed US ⏱️ 0.0 years remaining

Separation of ethylbenzene from para- and meta-xylenes by extractive distillation

Assignee: International Synthetic Rubber Co Ltd
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Filing: 1981-01-12
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Granted: 1981-09-29
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Expires: 2001-01-12
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Abstract

Abstract Ethylbenzene and para-xylene and/or meta-xylene are difficult to separate by distillation because they boil only 2.3 C.° and 3.1 C.° apart. Ethylbenzene can be readily separated from the xylenes by using extractive distillation in which the extractive distillation agent is a mixture of oxygen-containing organic compounds boiling higher than the xylenes. The mixture typically includes phthalic anhydride and maleic anhydride with or without a solvent.

Inventors

  • 👤 Lloyd Berg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 16:05
CPC Classifications
C; C07; C07C; C07C7/00; C07C7/04; C07C7/05; C07C7/08

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 42 words
A method for the separation of ethylbenzene from p-xylene and/or m-xylene which comprises distilling a mixture of ethylbenzene and p-xylene and/or m-xylene in the presence of an effective amount of an extractive agent comprising a mixture of phthalic anhydride and maleic anhydride.
Claim 2
Independent Claim 42 words
A method for the separation of ethylbenzene from p-xylene and/or m-xylene which comprises distilling a mixture of ethylbenzene and p-xylene and/or m-xylene in the presence of an effective amount of an extractive agent comprising a mixture of phthalic anhydride and maleic anhydride.
Claim 3
Dependent Claim 241 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride, maleic anhydride and one of the following; Acetonylacetone, Acetphenone, Acetyl salicylic acid, Adiponitrile, p-tertiary Amyl phenol, Anisole, Azelaic acid, Benzaldehyde, Benzoic acid, Benzonitrile, Benzophenone, Benzyl acetate, Benzyl alcohol, Butoxypropanol, Butyl benzyl phthalate, o-secondary Butyl phenol, 2-tertiary Butyl phenol, 3-tertiary Butyl phenol, 4-tertiary Butyl phenol, 1,3-Butylene glycol, beta-Butyrolactone, Carbitol acetate, Citronellyl acetate, m-Cresol o-Cresol, Cuminaldehyde, Cyanoacetic acid, Decanoic acid, Dibenzofuran, 2,6-di-tertiary Butyl-p-cresol, Dibutyl ether, 2,5-di-tertiary Butyl hydroquinone, 2,6-di-tertiary Butyl phenol, Diethyl maleate, Diethyl malonate, Diethyl phenyl malonate, Diethyl phthalate, Diethyl succinate, Diethylene glycol butyl ether acetate, Diethylene glycol dimethyl ether, Diethylene glycol methyl ether, Dihydroterpinyl acetate, Diisobutyl ketone, Dimethyl formamide, 3,5-Dimethyl phenol, Dimethyl succinate, Dimethyl sulfone, Dimethyl sulfoxide, Ethyl acetoacetate, 2-Ethyl butyric acid, 2-Ethylhexanol, Ethyl hexyl acetate, Ethyl phenyl acetate, Ethyl salicylate, p-Ethyl phenol, Ethylene glycol butyl ether, Ethylene glycol ethyl ether acetate, Ethylene glycol mono stearate, Fenchyl alcohol, 9-Fluorenone, 1,6-Hexanediol, Hexahydrophthalic acid anhydride, Hexyl acetate, Hexylene glycol, Hexylene glycol diacetate, Hydro bis phenol A, Isoborneol, Isobornyl acetate, Isobornyl methyl ether, Isooctanol, Isophorone, Isopropyl myristate, Linalyl acetate, Menthyl acetate, Methyl benzoate, 4-Methyl benzophenone-2-carboxylic acid, Methyl hexanoate, Myristic acid, m-Nitroacetophenone, p-Nitroacetophenone, m-Nitrobenzaldehyde, m-Nitrobenzoic acid, 5-Nitroisophthalic acid diethyl ester, p-Nitrophenol, p-Nitrophenylacetic acid, p-Nitrotoluene, Nonanic acid, 2-Octanone, Phenethyl alcohol, Phenol, Phenyl acetate, Phenyl acetic acid, 2-Phenylphenol, 3-Phenyl-1-propanol, Propionic anhydride, Propoxypropanol, Propyl-p-hydroxybenzoate, Sebacic acid,, Succinic anhydride, Succinimide, Sulfolane, Sulfolene, Tetrahydrofurfuryl alcohol, 2,2',4,4'-Tetrahydroxybenzophenone, p-Tolualdehyde, Tributylphosphate, Triethylene glycol diacetate, o-Toluic acid.
Claim 4
Dependent Claim 20 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride and benzoic acid.
Claim 5
Dependent Claim 60 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride, benzoic acid and one of the following; Diisononyl phthalate, Diethylene glycol ethyl ether acetate, Methyl salicylate, Diisobutyl ketone, Diisononyl phthalate, Diisobutyl phthalate, Diethyl maleate, Methyl hexanoate, Isobutyl isobutyrate, Dimethylsulfoxide, Dimethylformamide, n-Octanol, n-Decanol, Ethyl acetoacetate, 4-Nitrophenol, 4-tertiary Butyl phenol, Dimethylsulfone, 4-tertiary Butyl catechol, 2-Phenylphenol.
Claim 6
Dependent Claim 38 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride, salicylic acid and one of the following; Diisobutyl phthalate, Methyl hexanoate, Ethylene glycol phenyl ether, and the pair Dimethylsulfoxide, Methyl hexanoate.
Claim 7
Dependent Claim 50 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of benzoic acid, maleic anhydride and one of the following; Diethyl maleate, Methyl hexanoate, Acetophenone, Triethylene glycol diacetate, Diethylene glycol hexyl ether, Dimethyl phthalate, Dibutyl phthalate, Diisononyl adipate, Tributyl phosphate, n-Octanol, 1,6-Hexanediol, 4-secondary Butyl phenol, p-Ethylbenzaldehyde.
Claim 8
Dependent Claim 61 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of benzoic acid, maleic anhydride, phthalic anhydride and one of the following; Glycerol triacetate, Diethyl maleate, Phenyl acetate, Ethylene glycol diacetate, Dimethyl adipate, Ethylene glycol methyl ether acetate, Diethylene glycol diethyl ether, Tributyl phosphate, Tricresyl phosphate, Catechol, Ethyl acetoacetate, Phenol, o-Cresol, 2,6-Dibutyl phenol, Diisobutyl ketone, Tetrahydrofurfuryl alcohol.
Claim 9
Dependent Claim 41 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of maleic anhydride and one of the following pairs; m-Nitrobenzoic acid & Butoxypropanol, 4-tertiary Butyl catechol & Nonanic acid, 2-Phenylphenol & Isobornyl acetate, p-Nitrophenol & Myristic acid.
Claim 10
Dependent Claim 27 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride and one of the following; Levulinic acid, m-Nitrobenzoic acid, Acetonylacetone.
Claim 11
Dependent Claim 35 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of phthalic anhydride and one of the following pairs; Acetylsalicylic acid & Isophorone, Azelaic acid & Isophorone, o-Toluic acid & Phenol.
Claim 12
Dependent Claim 26 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of hexahydrophthalic anhydride, maleic anhydride and one of the following; Butoxypropanol, n-Octanol.
Claim 13
Dependent Claim 28 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of maleic anhydride, azelaic acid and one of the following; Ethylphenyl acetate, Phenylacetic acid.
Claim 14
Dependent Claim 23 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Phthalic anhydride, Benzoic acid, Dimethylsulfoxide and Methyl hexanoate.
Claim 15
Dependent Claim 25 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Phthalic anhydride, Succinic acid, Ethylene glycol diacetate and Carbitol acetate.
Claim 16
Dependent Claim 22 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Benzoic acid, Succinic anhydride and Diethyl maleate.
Claim 17
Dependent Claim 22 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Phthalic anhydride, Methyl p-hydroxybenzoate and Diethyl oxalate.
Claim 18
Dependent Claim 22 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Benzoic acid, Salicylic acid and Tributyl phosphate.
Claim 19
Dependent Claim 19 words
The process of claim 1 in which the extractive distillation agent comprises a mixture of Maleic anhydride and m-Nitroacetophenone.

References Cited (Backward Citations)

US2431655A Cited
US2945902A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-09-28 1985-03-30 1985-09-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-09-28 1989-03-30 1989-09-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-09-28 1993-03-30 1993-09-29 $7700.00 Window Closed / Lapsed

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