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US4937385A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the manufacture of dialkyl disulfides and polysulfides

Assignee: Arkema Inc
•
Filing: 1988-05-18
•
Granted: 1990-06-26
•
Expires: 2008-05-18
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Abstract

Abstract A process is disclosed for continuously preparing dialkyl disulfides and dialkyl polysulfides by reacting at elevated temperature and in the presence of a solid, particulate catalyst an alkene and hydrogen sulfide in a first reaction zone, and then passing the reactor effluent into a second reaction zone where it is reacted at elevated temperature with molten, elemental sulfur in the presence of a solid, particulate catalyst.

Inventors

  • 👤 Bernard Buchholz
  • 👤 Edward J. Dzierza
  • 👤 Robert B. Hager

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 07:52
CPC Classifications
C; C07; C07C; C07C319/00; C07C319/14; C07C319/16

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 106 words
A process for the preparation of di(C 2 -C 20 )alkyl disulfides and polysulfides which comprises continuously reacting over a solid, particulate catalyst in a first reaction zone a C 2 -C 20 alkene with hydrogen sulfide at elevated temperature whereby an effluent product containing a C 2 -C 20 alkylmercaptan is continuously formed, and then continuously reacting over a solid, particulate catalyst, which is a Type X, Type Y or Type L zeolite catalyst, in a second reaction zone said effluent product and molten, elemental sulfur at elevated temperature whereby the major product continuously formed is a di(C 2 -C 20 )alkyl disulfide or polysulfide.
Claim 2
Dependent Claim 106 words
A process for the preparation of di(C 2 -C 20 )alkyl disulfides and polysulfides which comprises continuously reacting over a solid, particulate catalyst in a first reaction zone a C 2 -C 20 alkene with hydrogen sulfide at elevated temperature whereby an effluent product containing a C 2 -C 20 alkylmercaptan is continuously formed, and then continuously reacting over a solid, particulate catalyst, which is a Type X, Type Y or Type L zeolite catalyst, in a second reaction zone said effluent product and molten, elemental sulfur at elevated temperature whereby the major product continuously formed is a di(C 2 -C 20 )alkyl disulfide or polysulfide.
Claim 3
Dependent Claim 15 words
The process of claim 1 wherein the alkene is C 2 to C 12 alkene.
Claim 4
Dependent Claim 30 words
The process of claim 1 wherein a major proportion of any hydrogen sulfide in said effluent product is removed prior to reacting said effluent product in said second reaction zone.
Claim 5
Dependent Claim 14 words
The process of claim 1 wherein the zeolite catalyst is a Type Y zeolite.
Claim 6
Dependent Claim 31 words
The process of claim 4 wherein the Type Y zeolite catalyst is an alkali metal zeolite, containing from 3 to 13% by weight alkali metal, expressed as the alkali metal oxide.
Claim 7
Dependent Claim 13 words
The process of claim 5 wherein the alkali metal is sodium or potassium.
Claim 8
Dependent Claim 44 words
The process of claim 2 wherein the temperature in said second reaction zone is in the range of from 125° C. to 400° C. and the reaction is carried out under a pressure within the range of from about atmospheric to about 800 psig.
Claim 9
Dependent Claim 37 words
The process of claim 7 wherein the temperature in said second reaction zone is in the range of from 125° C. to 225° C. and the pressure is in the range of from 100 to 400 psig.
Claim 10
Dependent Claim 24 words
The process of claim 2 wherein the molar ratio of alkyl mercaptan to sulfur in said second reaction zone ranges from 1:0.05 to 1:3.
Claim 11
Dependent Claim 31 words
The process of claim 9 wherein the molar velocity of said alkyl mercaptan reacting in said second reaction zone ranges from 25 to 1250 gram-moles per kilogram of catalyst per 24-hours.
Claim 12
Dependent Claim 29 words
The process of claim 10 wherein the molar ratio of alkyl mercaptan to sulfur ranges from 1:0.15 to 1:3 and a dialkyl polysulfide is formed as the major product.
Claim 13
Dependent Claim 29 words
The process of claim 10 wherein the molar ratio of alkyl mercaptan to sulfur ranges from 1:0.05 to 1:0.15 and a dialkyl disulfide is formed as the major product.
Claim 14
Dependent Claim 27 words
The process of claim 2 wherein any unreacted sulfur present in the product from said second reaction zone is separated and recycled to said second reaction zone.
Claim 15
Dependent Claim 36 words
The process of claim 2 wherein any dialkyl polysulfide present in the product from said second reaction zone is separated and recycled to said second reaction zone, and dialkyl disulfide is collected as the principal product.
Claim 16
Dependent Claim 31 words
The process of claim 2 wherein any by-product dialkyl sulfide and carbon disulfide present in the product from said second reaction zone are separated and recycled to said first reaction zone.
Claim 17
Dependent Claim 30 words
The process of claim 2 wherein an inert gas is present in the reaction mixture at levels up to 50% by weight, in at least one of said reaction zones.
Claim 18
Dependent Claim 105 words
The process of claim 6 wherein the alkene is C 2 to C 9 alkene, the temperature in said second reaction zone is in the range from 125° C. to 225° C., the pressure in said second reaction zone is in the range from 100 to 400 psig, the molar velocity of the C 2 to C 9 alkyl mercaptan contained in said effluent product is in the range from 25 to 1250 gram-moles per kilogram of catalyst per 24-hours, and the molar ratio of elemental C 2 to C 9 alkyl mercaptan to elemental sulfur is in the range of from 1:0.1 to 1:2.
Claim 19
Dependent Claim 42 words
The process of claim 17 wherein at least a portion of any hydrogen sulfide present in said effluent product is removed therefrom whereby said effluent product contains no more than about 50% hydrogen sulfide based on the weight of said effluent product.
Claim 20
Dependent Claim 12 words
The process of claim 18 wherein the alkene is ethylene or nonene.
Claim 21
Dependent Claim 28 words
The process of claim 19 wherein diethyl or dinonyl polysulfide is separated from the product of said second reaction zone and continuously recycled to said second reaction zone.
Claim 22
Dependent Claim 17 words
The process of claim 19 wherein diethyl or dinonyl polysulfide is continuously collected as the principal product.
Claim 23
Dependent Claim 42 words
The process of claim 20 wherein the elevated temperature of said first reaction zone is between about 80° and 350° C. and the reaction in said first reaction zone is carried out at a pressure ranging from about 100 and 400 psig.
Claim 24
Dependent Claim 42 words
The process of claim 21 wherein the elevated temperature of said first reaction zone is between about 80° and 350° C. and the reaction in said first reaction zone is carried out at a pressure ranging from about 100 and 400 psig.

References Cited (Backward Citations)

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US4119550A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-06-25 1993-12-25 1994-06-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-06-25 1997-12-25 1998-06-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-06-25 2001-12-25 2002-06-26 $7700.00 Window Closed / Lapsed

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