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US3932535A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane

Assignee: Dynamit Nobel AG
•
Filing: 1974-02-15
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Granted: 1976-01-13
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Expires: 1994-02-15
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Abstract

Abstract Process for the preparation of especially pure 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane (dichlordiane, DCD) by the chlorination of 2,2-bis-(4-hydroxyphenyl)-propane in the presence of solvents that are substantially indifferent to chlorine by prior-art methods; then, for purification, the chlorinated bis-phenol is dissolved in halogenated hydrocarbons and/or halogenated hydrocarbon in which are liquid at 20°C which they are readily soluble in the absence of an aqueous phase but in which they are at most only slightly soluble after the addition of water thereto; and the 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane, is thereby precipitated from this aqueous solution.

Inventors

  • 👤 Gunter Zoche
  • 👤 Hermann Richtzenhain
  • 👤 Roshdy Ismail

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 08:42
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/62; C07C37/68; C07C37/70; C07C37/84; C08; C08G; C08G63/00; C08G63/68; C08G63/682; C08G63/6824; C08G63/6826

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 90 words
A process for the purification of 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane obtained by chlorinating 2,2-bis-(4-hydroxyphenyl)-propane which comprises forming a solution of said 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane by mixing the same with a solvent thereof selected from the group consisting of benzene, toluene, chlorobenzene, 1,1,2,2-tetrachloroethane, methylenechloride, methyliodide, ethylbromide, trans-1,2-dichloroethylene, 1,2-dichloroethane, 1,2-dibromoethane and 1,4-dichlorobutane, adding sufficient water thereto to form a precipitate of said 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane, water and said solvent, which precipitate is insoluble in the remaining solvent, removing said precipitate from impurities which remain dissolved in the reaction mixture obtained from said chlorination and recovering 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane from said precipitate.
Claim 2
Dependent Claim 90 words
A process for the purification of 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane obtained by chlorinating 2,2-bis-(4-hydroxyphenyl)-propane which comprises forming a solution of said 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane by mixing the same with a solvent thereof selected from the group consisting of benzene, toluene, chlorobenzene, 1,1,2,2-tetrachloroethane, methylenechloride, methyliodide, ethylbromide, trans-1,2-dichloroethylene, 1,2-dichloroethane, 1,2-dibromoethane and 1,4-dichlorobutane, adding sufficient water thereto to form a precipitate of said 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane, water and said solvent, which precipitate is insoluble in the remaining solvent, removing said precipitate from impurities which remain dissolved in the reaction mixture obtained from said chlorination and recovering 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane from said precipitate.
Claim 3
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is methyliodide.
Claim 4
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is ethylbromide.
Claim 5
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is trans-1,2-dichloroethylene.
Claim 6
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is 1,2-dichloroethane.
Claim 7
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is 1,2-dibromoethane.
Claim 8
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is 1,4-dichlorobutane.
Claim 9
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is benzene.
Claim 10
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is toluene.
Claim 11
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is chlorobenzene.
Claim 12
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is 1,1,2,2-tetrachloroethane.
Claim 13
Dependent Claim 12 words
A process according to claim 1 wherein said solvent is methylene chloride.
Claim 14
Dependent Claim 42 words
A process according to claim 1 wherein said water is added in such proportions that the precipitated and crystalized phenolic compound has at least one of the following compositions: 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane : 1.6-2.4 water : 0.4-0.7 benzene and benzene is the solvent employed.
Claim 15
Dependent Claim 41 words
A process according to claim 1 wherein the solvent employed is 1,2-dichloroethylene and the water is added in such proportions that the precipitated and crystallized phenolic compound has at least one of the following compositions: 2,2-bis-(4-hydroxy-3-chlorophenyl)-propane : 2.5-3.5 water: 0.6-0.8 1,2-dichloroethane.
Claim 16
Dependent Claim 30 words
A process according to claim 1 wherein the amount of water added to said solution is greater than that amount necessary to form a saturated aqueous solution of said solvent.

References Cited (Backward Citations)

US2254904A Cited
US2812365A Cited
US3673262A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-12 1979-07-14 1980-01-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-12 1983-07-14 1984-01-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-12 1987-07-14 1988-01-13 $7700.00 Window Closed / Lapsed

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