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US3926758A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of 1,1,2,3-tetrachloropropene from 2,3-trichloropropane

Assignee: Monsanto Co
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Filing: 1974-04-04
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Granted: 1975-12-16
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Expires: 1994-04-04
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Abstract

Abstract This process prepares 1,1,2,3-tetrachloropropene from 1,2,3trichloropropane. 1,2,2,3-Tetrachloropropane is obtained as a byproduct. The product and by-product of this process are useful as intermediates in the preparation of pesticides.

Inventors

  • 👤 Lowell R Smith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 11:09
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/25; C07C17/013; C07C17/04; C07C17/093; C07C17/10; C07C17/35; C07C17/358; C07C19/00; C07C19/01; C07C21/00; C07C21/02; C07C21/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 248 words
A PROCESS WHICH COMPRISES FEEDING A STREAM CONSISTING ESSENTIALLY OF 1,2,3-TRICHLOROPROPANE TO LIQUID-PHASE CHLORINATOR, CHLORINATING THE FEED STREAM WITH CHLORINE GAS IN THE PRESENCE OF ACTINIC LIGHT SO THAT FROM ABOUT 20 TO ABOUT 60 PERCENT BY WEIGHT OF THE CHLORINATOR EFFLUENT REMAINS AS UNREACTED 1,2,3-TRICHLOROPROPANE, PASSING THE CHLORINATOR EFFLUENT TO A FRACTIONATING COLUMN, FRACTIONATING SAID CHLORINATOR EFFLUENT INTO A 1,2,3-TRICHLOROPROPANE, FRACTION, A 1,2,2,3-TETRACHLOROPROPANE FRACTION, A 1,1,2,2,3-PENTACHLOROPROPANE FRACTION A 1,1,1,2,3-PENTACHLOROPROPANE AND HEAVY ENDS FRACTION, AND A 1,1,2,3,3-PENTACHLOROPORPANE AND HE HEAVY ENDS FRACTION, RECYCLING THE 1,2,3-TRICHLOROPROPANE FRACTON FROM THE FRACTIONATING COLUMN TO THE CHLORINATOR, PASSING THE 1,1,2,3-TETRACHLOROPROPANE FRACTION FROM THE FRACTIONATING COLUMN TO A CAUSTIC DEHYDROCHLRINATOR, DEHYDROCHLORINATING THE 1,1,2,3TETRACHLOROPROPANE, PASSING THE DEHYDROCHLORIMATOR EFFLUENT WHICH COMPRISES MIXED TRICHLOROPROPENES TO A SECOND LIQUIDPHASE CHLORINATOR, ADDING CHLORINE IN THE PRESENCE OF ACTINIC LIGHT TO THE CARBON CARBON DOUBLE BOND OF THE TRICHLOROPROPENES CONTAINED IN THE DEHUDROCHLORINATOR EFFLUENT, PASSING THE SECOND CHLORINATOR EFFLUENT WHICH COMPRISES 1,1,1,2,3PENTACHLOROPROPANE AND 1,1,2,23-PENTACHLOROPROPANES FRACTION FROM SECOND CAUSTIC DEHYDROCHLRINATRO EFFLUENT PASSING 1,1,2,2,3-PENTACHLOROPROPANES FRACTION FROM THE FACTIONATING COLUMN TO THE SECOND CHLORINATOR EFFLUENT AND THE 1,1,1,2,3CHLORINATING THE SECOND CHLORINATOR EFFLUENT AND THE 1,1,1,2,3AND 1,1,2,2,3-PENTACHLOROPROPANES FRACTION FROM THE FRACTIONATING COLUMN PASSING THE SECOND DEHUDROCHLORINATOR EFFLUENT WHICH COMPRISES 1,1,2,3-TETRACHLOROPROPENE, TO 1,1,2,3-TETRARACHLOROPROPENE TO AN ISOMERIZER PACKED WITH CLAY GRANULES, AND ISOMERIZING 2,3,3,3-TETRACHLOROPROPANE, TO 1,1,2,3-TETRACHLOROPROPANE BY HEATING THE SECOND DEHYDROCHLORINATOR EFFLUENT IN CONTACT WITH SAID CLAY GRANULES TO A TEMPERATURE OF FROM ABOUT 150*C TO ABOUT 200*C FOR FROM ABOUT 0.4 TO ABOUT 2 HOURS AND REMOVING THE ISONERIZER EFFLUENT COMPRISING THE PRODUCT 1,1,2,3-TETRACHLORPOPROPANE.
Claim 2
Dependent Claim 248 words
A PROCESS WHICH COMPRISES FEEDING A STREAM CONSISTING ESSENTIALLY OF 1,2,3-TRICHLOROPROPANE TO LIQUID-PHASE CHLORINATOR, CHLORINATING THE FEED STREAM WITH CHLORINE GAS IN THE PRESENCE OF ACTINIC LIGHT SO THAT FROM ABOUT 20 TO ABOUT 60 PERCENT BY WEIGHT OF THE CHLORINATOR EFFLUENT REMAINS AS UNREACTED 1,2,3-TRICHLOROPROPANE, PASSING THE CHLORINATOR EFFLUENT TO A FRACTIONATING COLUMN, FRACTIONATING SAID CHLORINATOR EFFLUENT INTO A 1,2,3-TRICHLOROPROPANE, FRACTION, A 1,2,2,3-TETRACHLOROPROPANE FRACTION, A 1,1,2,2,3-PENTACHLOROPROPANE FRACTION A 1,1,1,2,3-PENTACHLOROPROPANE AND HEAVY ENDS FRACTION, AND A 1,1,2,3,3-PENTACHLOROPORPANE AND HE HEAVY ENDS FRACTION, RECYCLING THE 1,2,3-TRICHLOROPROPANE FRACTON FROM THE FRACTIONATING COLUMN TO THE CHLORINATOR, PASSING THE 1,1,2,3-TETRACHLOROPROPANE FRACTION FROM THE FRACTIONATING COLUMN TO A CAUSTIC DEHYDROCHLRINATOR, DEHYDROCHLORINATING THE 1,1,2,3TETRACHLOROPROPANE, PASSING THE DEHYDROCHLORIMATOR EFFLUENT WHICH COMPRISES MIXED TRICHLOROPROPENES TO A SECOND LIQUIDPHASE CHLORINATOR, ADDING CHLORINE IN THE PRESENCE OF ACTINIC LIGHT TO THE CARBON CARBON DOUBLE BOND OF THE TRICHLOROPROPENES CONTAINED IN THE DEHUDROCHLORINATOR EFFLUENT, PASSING THE SECOND CHLORINATOR EFFLUENT WHICH COMPRISES 1,1,1,2,3PENTACHLOROPROPANE AND 1,1,2,23-PENTACHLOROPROPANES FRACTION FROM SECOND CAUSTIC DEHYDROCHLRINATRO EFFLUENT PASSING 1,1,2,2,3-PENTACHLOROPROPANES FRACTION FROM THE FACTIONATING COLUMN TO THE SECOND CHLORINATOR EFFLUENT AND THE 1,1,1,2,3CHLORINATING THE SECOND CHLORINATOR EFFLUENT AND THE 1,1,1,2,3AND 1,1,2,2,3-PENTACHLOROPROPANES FRACTION FROM THE FRACTIONATING COLUMN PASSING THE SECOND DEHUDROCHLORINATOR EFFLUENT WHICH COMPRISES 1,1,2,3-TETRACHLOROPROPENE, TO 1,1,2,3-TETRARACHLOROPROPENE TO AN ISOMERIZER PACKED WITH CLAY GRANULES, AND ISOMERIZING 2,3,3,3-TETRACHLOROPROPANE, TO 1,1,2,3-TETRACHLOROPROPANE BY HEATING THE SECOND DEHYDROCHLORINATOR EFFLUENT IN CONTACT WITH SAID CLAY GRANULES TO A TEMPERATURE OF FROM ABOUT 150*C TO ABOUT 200*C FOR FROM ABOUT 0.4 TO ABOUT 2 HOURS AND REMOVING THE ISONERIZER EFFLUENT COMPRISING THE PRODUCT 1,1,2,3-TETRACHLORPOPROPANE.
Claim 3
Dependent Claim 27 words
The process of claim 1 wherein said feed stream is chlorinated so that from about 30 to about 50 percent of the chlorinator effluent remains as 1,2,3-trichloropropane.
Claim 4
Dependent Claim 16 words
The process of claim 1 wherein 1,2,2,3-tetrachloropropane is recovered from the fractionating column as a by-product.
Claim 5
Dependent Claim 10 words
The process of claim 1 wherein the clay is attapulgite.
Claim 6
Dependent Claim 15 words
The process of claim 1 wherein the second dehydrochlorinator effluent is isomerized under reflux conditions.
Claim 7
Dependent Claim 20 words
The process of claim 5 wherein the second dehydrochlorinator effluent is refluxed for from about 0.5 to about 1.3 hours.

References Cited (Backward Citations)

US2111043A Cited
US2446475A Cited
US2420975A Cited
US2485507A Cited
US3028439A Cited
US3398204A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-12-15 1979-06-16 1979-12-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-12-15 1983-06-16 1983-12-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-12-15 1987-06-16 1987-12-16 $7700.00 Window Closed / Lapsed

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