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US3919338A Expired / Lapsed US ⏱️ 0.0 years remaining

Improved process for the liquid phase chlorination of C{HD 8{B {14 C{HD 16 {B paraffin hydrocarbons

Assignee: Dover Chemical Corp
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Filing: 1974-03-12
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Granted: 1975-11-11
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Expires: 1994-03-12
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Abstract

Abstract An improved process for the liquid phase chlorination of a C8 to C16 paraffin hydrocarbon mixture is provided which is capable of yielding a product of enhanced quality through the elimination of an undesirable side reaction in the gaseous mixture which is in contact with the liquid mass where the desired chlorination reaction is carried out. A minor quantity of an additive (e.g. carbon tetrachloride) is provided in the reaction zone and is at least partially present in the gaseous mixture where an undesirable reaction between paraffin hydrocarbon vapor and gaseous chlorine is eliminated. Not only is the product color improved, but the liquid phase chlorination reaction has been found to proceed at a more rapid rate.

Inventors

  • 👤 Albert J Henderson
  • 👤 John E Krol

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 22:04
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/093; C07C17/10

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 222 words
IN A PROCESS FOR THE PRODUCTION OF CHLORINATED PARAFFIN HYDROCARBONS COMPRISING CHLORINATING AT A TEMPERATURE OF ABOUT 80* TO 120*C, A PARAFFIN HYDROCARBON MIXTURE WHICH IS A LIQUID AT ROOM TEMPERATURE CONTAINING ON THE AVERAGE EIGHT TO 16 CARBON ATOMS PER MOLECULE AND CONSISTING MAINLY OF SATURATED STRAIGHT CHAIN HYDROCARBONS WHILE IN THE LIQUID STATE AND PRESENT IN A REACTION ZONE WHEREIN A GASEOUS MIXTURE COMPRISING A MINOR PROPORTIONS OF PARAFFIN HYDROCARBON VAPOR AND GASEOUS CHLORINE EXISTS IN CONTACTT WITH SAID LIQUID HYDROCARBON DURING AT LEAST A PORTION OF THE CHLORINATION REACTION, THE IMPROVEMENT COMPRISING PROVIDING IN SAID REACTION ZONE ABOUT 2 TO 20 PERCENT BY WEIGHT BASED UPON THE WEIGHPT OF SAID PARAFFIN HYYDROCARBON MIXTTURE OF AN ADDITIVE SELECTTED FROM THE GROUP CONSISTING OF CARBON TETRACHLORIDE, CHLOROFORM, ETHYLENE, DICHLORIDE, 1,1,1-TRICHLOROETHANE 1,1,2-TRICHLOROETHANE, AND PERCHLOROETHANE, WITH SAID ADDITIVE BEING UNDER REFLUX DURING SAID CHLORINATION REACTION AND AT LEAST PARTIALLY VOLATILIZED AND PRESENT IN SAID GASEOUS MIXTUURE IN CONTACT WITH SAID LIQUID HYDROCARBON WHERE IT SERVES TO ELIMINATE AN UNDESIRABLE REACTION BETWEEN SAID PARAFFIN HYDROCARBON VAPOR AND SAID GASEOUS CHLORINE THEREBY IMPROVING THE QUALITY OF THE RESULTING CHLORINATED PARAFFIN HYDROCARBON PRODUCT, AND WITH NO SOLVENT FOR SAID HYDROCARBON MIXTURE BEING PRESENT IN SAID REACTION ZONE OTHER THAN SAID MINOR CONCENTRATION OF SAID ADDITIVE WHICH PRIMARILY SERVES A ROLE OTHER THAN THAT OF S SOLVENT.
Claim 2
Dependent Claim 222 words
IN A PROCESS FOR THE PRODUCTION OF CHLORINATED PARAFFIN HYDROCARBONS COMPRISING CHLORINATING AT A TEMPERATURE OF ABOUT 80* TO 120*C, A PARAFFIN HYDROCARBON MIXTURE WHICH IS A LIQUID AT ROOM TEMPERATURE CONTAINING ON THE AVERAGE EIGHT TO 16 CARBON ATOMS PER MOLECULE AND CONSISTING MAINLY OF SATURATED STRAIGHT CHAIN HYDROCARBONS WHILE IN THE LIQUID STATE AND PRESENT IN A REACTION ZONE WHEREIN A GASEOUS MIXTURE COMPRISING A MINOR PROPORTIONS OF PARAFFIN HYDROCARBON VAPOR AND GASEOUS CHLORINE EXISTS IN CONTACTT WITH SAID LIQUID HYDROCARBON DURING AT LEAST A PORTION OF THE CHLORINATION REACTION, THE IMPROVEMENT COMPRISING PROVIDING IN SAID REACTION ZONE ABOUT 2 TO 20 PERCENT BY WEIGHT BASED UPON THE WEIGHPT OF SAID PARAFFIN HYYDROCARBON MIXTTURE OF AN ADDITIVE SELECTTED FROM THE GROUP CONSISTING OF CARBON TETRACHLORIDE, CHLOROFORM, ETHYLENE, DICHLORIDE, 1,1,1-TRICHLOROETHANE 1,1,2-TRICHLOROETHANE, AND PERCHLOROETHANE, WITH SAID ADDITIVE BEING UNDER REFLUX DURING SAID CHLORINATION REACTION AND AT LEAST PARTIALLY VOLATILIZED AND PRESENT IN SAID GASEOUS MIXTUURE IN CONTACT WITH SAID LIQUID HYDROCARBON WHERE IT SERVES TO ELIMINATE AN UNDESIRABLE REACTION BETWEEN SAID PARAFFIN HYDROCARBON VAPOR AND SAID GASEOUS CHLORINE THEREBY IMPROVING THE QUALITY OF THE RESULTING CHLORINATED PARAFFIN HYDROCARBON PRODUCT, AND WITH NO SOLVENT FOR SAID HYDROCARBON MIXTURE BEING PRESENT IN SAID REACTION ZONE OTHER THAN SAID MINOR CONCENTRATION OF SAID ADDITIVE WHICH PRIMARILY SERVES A ROLE OTHER THAN THAT OF S SOLVENT.
Claim 3
Dependent Claim 29 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said paraffin hydrocarbon mixture contains at least 90 per cent normal paraffins by weight.
Claim 4
Dependent Claim 30 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said paraffin hydrocarbon mixture contains on the average 10 to 13 carbon atoms per molecule.
Claim 5
Dependent Claim 29 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said paraffin hydrocarbon mixture during said chlorination is provided at about 95* to 110*C.
Claim 6
Dependent Claim 44 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said additive is present in said reaction zone in a concentration of about 5 to 10 per cent by weight based upon the weight of said paraffin hydrocarbon mixture.
Claim 7
Dependent Claim 20 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said additive is carbon tetrachloride.
Claim 8
Dependent Claim 28 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said additive is dissolved in said paraffin hydrocarbon mixture prior to said chlorination.
Claim 9
Dependent Claim 31 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said resulting chlorinated paraffin hydrocarbon product contains about 10 to 75 per cent chlorine by weight.
Claim 10
Dependent Claim 31 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 1 wherein said resulting chlorinated paraffin hydrocarbon product contains about 40 to 73 per cent chlorine by weight.
Claim 11
Dependent Claim 218 words
In a process for the production of chlorinated paraffin hydrocarbons having about 40 to 73 percent chlorine by weight comprising chlorinating a paraffin hydrocarbon mixture which is a liquid at room temperature containing on the average 10 to 13 carbon atoms per molecule and consisting mainly of saturated straight chain hydrocarbons while present in the liquid state at a temperature of about 95* to 110*C. and present in a reaction zone wherein a gaseous mixture comprising a minor proportion of paraffin hydrocarbon vapor and gaseous chlorine exists in contact with said liquid hydrocarbon during at least a portion of the chlorination reaction; the improvement comprising providing in said reaction zone about 5 to 10 percent by weight based upon the weight of said paraffin hydrocarbon mixture of carbon tetrachloride, with said carbon tetrachloride being under reflux during said chlorination reaction and at least partially volatilized and present in said gaseous mixture in contact with said liquid hydrocarbon where it serves to eliminate an undesirable reaction between said paraffin hydrocarbon vapor and said gaseous chlorine thereby improving the quality of the resulting chlorinated paraffin hydrocarbon product, and with no solvent for said hydrocarbon mixture being present in said reaction zone other than said minor concentration of said additive which serves primarily a role other than that of a solvent.
Claim 12
Dependent Claim 218 words
In a process for the production of chlorinated paraffin hydrocarbons having about 40 to 73 percent chlorine by weight comprising chlorinating a paraffin hydrocarbon mixture which is a liquid at room temperature containing on the average 10 to 13 carbon atoms per molecule and consisting mainly of saturated straight chain hydrocarbons while present in the liquid state at a temperature of about 95* to 110*C. and present in a reaction zone wherein a gaseous mixture comprising a minor proportion of paraffin hydrocarbon vapor and gaseous chlorine exists in contact with said liquid hydrocarbon during at least a portion of the chlorination reaction; the improvement comprising providing in said reaction zone about 5 to 10 percent by weight based upon the weight of said paraffin hydrocarbon mixture of carbon tetrachloride, with said carbon tetrachloride being under reflux during said chlorination reaction and at least partially volatilized and present in said gaseous mixture in contact with said liquid hydrocarbon where it serves to eliminate an undesirable reaction between said paraffin hydrocarbon vapor and said gaseous chlorine thereby improving the quality of the resulting chlorinated paraffin hydrocarbon product, and with no solvent for said hydrocarbon mixture being present in said reaction zone other than said minor concentration of said additive which serves primarily a role other than that of a solvent.
Claim 13
Dependent Claim 29 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 10 wherein said paraffin hydrocarbon mixture contains at least 95 per cent normal paraffins by weight.
Claim 14
Dependent Claim 29 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 10 wherein said carbon tetrachloride is dissolved in said paraffin hydrocarbon mixture prior to said chlorination.
Claim 15
Dependent Claim 28 words
An improved process for the production of chlorinated paraffin hydrocarbons according to claim 10 wherein gaseous chlorine is continuously introduced into said paraffin hydrocarbon mixture during said chlorination.

References Cited (Backward Citations)

US1129165A Cited
US1248065A Cited
US3259561A Cited
US3567610A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-11-10 1979-05-12 1979-11-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-11-10 1983-05-12 1983-11-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-11-10 1987-05-12 1987-11-11 $7700.00 Window Closed / Lapsed

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