CN1062556C - Process for producing alkyl sulfonate from gas of refinery plant - Google Patents
Process for producing alkyl sulfonate from gas of refinery plant Download PDFInfo
- Publication number
- CN1062556C CN1062556C CN97123334A CN97123334A CN1062556C CN 1062556 C CN1062556 C CN 1062556C CN 97123334 A CN97123334 A CN 97123334A CN 97123334 A CN97123334 A CN 97123334A CN 1062556 C CN1062556 C CN 1062556C
- Authority
- CN
- China
- Prior art keywords
- alkyl sulfonate
- mixed
- refinery gas
- isopropanol
- cobalt acetate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The present invention relates to a method for preparing alkyl sulfonate by using refinery gas as raw materials, which comprises the following steps: using refinery gas as raw materials so as to obtain branched chain olefin, carrying out free radical addition reaction for the branched chain olefin and sodium bisulfite, and preparing alkyl sulfonate by one step. The method has the advantage of easy acquisition of the raw materials without using additional sulfonating agents; the method leaves out a neutralization saponification process, shortens a production period, reduces production cost, simplifies operating condition, and easily controls product quality, and simultaneously, prepared branched chain alkyl sulfonate has good surfactivity; the present invention can be used as emulsifiers, oil displacement agents and cement additives.
Description
The present invention relates to a method for preparing alkyl sulfonate by using refinery gas as raw material
The alkyl sulfonate has good wetting, emulsifying and dispersing capabilities, and the traditional production process comprises the following steps:
(1) a sulfooxidation process of
Initiator
(2) The sulfochlorination process comprises the following reaction steps:
the traditional method takes paraffin as raw material, has complex process, long production period, complex influencing factors and difficult control of product quality, and simultaneously adopts the additional sulfonating agent sulfur dioxide to seriously pollute the environment. Aiming at the problems, the invention provides a method for preparing alkyl sulfonate by using refinery gas as a raw material.
The invention aims to develop a method for preparing sulfonate by using refinery gas as a raw material, which adopts the refinery gas as the raw material to prepare branched chain olefin, and then the branched chain olefin and sodium bisulfite generate free radical addition reaction to prepare alkyl sulfonate in one step, wherein the reaction comprises the following steps:
initiator
The invention relates to a method for preparing alkyl sulfonate by taking refinery gas as a raw material, which comprises the following steps:
(a) will be derived from C in refinery gas3、C4The carbon number distribution of the alkane mixed olefin prepared by catalytic oligomerization is C6-C25The branched olefin is fed into a reactor with a reflux stirring device to be mixed with sodium bisulfite, benzoyl peroxide, cobalt acetate, isopropanol and a small amount of water, and the mole of the reaction mixtureMolar ratio is as follows:
alkene 1
Sodium bisulfite/alkenes 1-5
Benzoyl peroxide 0.001-0.2
Cobalt acetate 0.001-0.2
Isopropanol 10
(b) Stirring the mixed reactants, heating the mixed reactants to 70-85 ℃, continuously blowing air with the air flow of 10-1001/h, and stirring the reactants for reaction for 2-24 hours;
(c) transferring the reacted mixture into a separator, cooling for 3 hours to form three layers, wherein the upper layer is unreacted oil, the middle layer is alcohol-water solution of alkyl sulfonate, the lower layer is excessive sodium sulfite and insoluble catalyst precipitate, and three layers of liquid are separated;
(d) extracting the middle layer liquid with light gasoline to remove unreacted hydrocarbon, extracting the lower layer liquid with isopropanol to recover alkyl sulfonate dissolved in the water phase, combining alcohol-water solution of alkyl sulfonate, and evaporating and concentrating to obtain the product.
Example 1:
firstly, the C in the refinery gas3、C4The carbon number distribution of the mixed alkane olefin is C6-C25Feeding the branched olefin 1 (molar ratio) into a reactor provided with a reflux stirring device, mixing with sodium bisulfite 1 (molar ratio), benzoyl peroxide 0.2 (molar ratio), cobalt acetate 0.1 (molar ratio), isopropanol 10 (molar ratio) and a small amount of water, stirring the mixed reactants, heating to 70 ℃, continuously blowing air with the air flow of 10-1001/h, and stirring to maintain the reaction for half an hour; transferring the reacted mixture into a separator, cooling for 3 hours to form three layers, and separating three layers of liquid; and extracting the middle layer liquid with light gasoline to remove unreacted hydrocarbon, extracting the lower layer liquid with isopropanol to recover alkyl sulfonate dissolved in the water phase, combining alcohol-water solutions of the alkyl sulfonates, and evaporating and concentrating to obtain the product.
Example 2:
firstly, the C in the refinery gas3、C4The carbon number distribution of the mixed alkane olefin is C6-C25The branched olefin 1 (molar ratio) was fed into a reactor equipped with a reflux stirrer, mixed with sodium hydrogen sulfite 3 (molar ratio), benzoyl peroxide 0.001 (molar ratio), cobalt acetate 0.001 (molar ratio), isopropyl alcohol 10 (molar ratio) and a small amount of water, and the mixed reaction mixture was stirred and heated to raise the temperatureContinuously blowing air at 80 ℃ with the air flow rate of 10-1001/b, and stirring to maintain the reaction for 5-30 hours; transferring the reacted mixture into a separator, cooling for 3 hours to form three layers, and separating three layers of liquid; and extracting the middle layer liquid with light gasoline to remove unreacted hydrocarbon, extracting the lower layer liquid with isopropanol to recover alkyl sulfonate dissolved in the water phase, combining alcohol-water solutions of the alkyl sulfonates, and evaporating and concentrating to obtain the product.
Example 3:
firstly, the C in the refinery gas3、C4The carbon number distribution of the mixed alkane olefin is C6-C25Feeding the branched olefin 1 (molar ratio) into a reactor provided with a reflux stirring device, mixing with sodium bisulfite 5 (molar ratio), benzoyl peroxide 0.2 (molar ratio), cobalt acetate 0.2 (molar ratio), isopropanol 10 (molar ratio) and a small amount of water, stirring the mixed reactants, heating to 85 ℃, continuously blowing air with the air flow of 10-1001/h, and stirring to maintain the reaction for 24 hours; transferring the reacted mixture into a separator, cooling for 3 hours to form three layers, and separating three layers of liquid; and extracting the middle layer liquid with light gasoline to remove unreacted hydrocarbon, extracting the lower layer liquid with isopropanol to recover alkyl sulfonate dissolved in the water phase, combining alcohol-water solutions of the alkyl sulfonates, and evaporating and concentrating to obtain the product.
Claims (1)
1. A method for preparing alkyl sulfonate by using refinery gas as a raw material is characterized by comprising the following steps:
(a) will be derived from C in refinery gas3、C4The carbon number obtained by catalytic oligomerization of the mixed alkane and olefin is C6-C25The branched olefin is fed into a reactor provided with a reflux stirring device to be mixed with sodium bisulfite, benzoyl peroxide, cobalt acetate, isopropanol and a small amount of water, and the molar ratio of the reaction mixture is as follows:
alkene 1
Sodium bisulfite/alkenes 1-5
Benzoyl peroxide 0.001-0.2
Cobalt acetate 0.001-0.2
Isopropanol 10
(b) Stirring the mixed reactants, heating the mixed reactants to 70-85 ℃, continuously blowing air with the air flow of 10-1001/b, and stirring the reactants for reaction for 2-24 hours;
(c) transferring the reacted mixture into a separator, cooling for 3 hours to form three layers, wherein the upper layer is unreacted oil, the middle layer is alcohol-water solution of alkyl sulfonate, the lower layer is excessive sodium sulfite and insoluble cobalt acetate precipitate, and three layers of liquid are separated;
(d) extracting the middle layer liquid with light gasoline to remove unreacted hydrocarbon, extracting the lower layer liquid with isopropanol to recover alkyl sulfonate dissolved in the water phase, combining alcohol-water solution of alkyl sulfonate, and evaporating and concentrating to obtain the product.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN97123334A CN1062556C (en) | 1997-12-05 | 1997-12-05 | Process for producing alkyl sulfonate from gas of refinery plant |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN97123334A CN1062556C (en) | 1997-12-05 | 1997-12-05 | Process for producing alkyl sulfonate from gas of refinery plant |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1218799A CN1218799A (en) | 1999-06-09 |
CN1062556C true CN1062556C (en) | 2001-02-28 |
Family
ID=5177086
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN97123334A Expired - Fee Related CN1062556C (en) | 1997-12-05 | 1997-12-05 | Process for producing alkyl sulfonate from gas of refinery plant |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1062556C (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110639426A (en) * | 2019-10-10 | 2020-01-03 | 太原理工大学 | Branched alkyl sulfonate surfactant and preparation process thereof |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1247760A (en) * | 1968-10-03 | 1971-09-29 | Chevron Res | Process for the production of hydrogenated olefin sulfonates |
GB1421250A (en) * | 1972-06-21 | 1976-01-14 | Snam Progetti | Production of alkyl sulphonates |
GB1463183A (en) * | 1973-02-21 | 1977-02-02 | Unilever Ltd | Preparation of alkane sulphonates |
GB1481187A (en) * | 1973-12-20 | 1977-07-27 | Snam Progetti | Production of alkylmonosulphonates and alkylenedisulphonates |
WO1991003461A1 (en) * | 1989-09-08 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Process for making short-chain alkane sulphonic acids from olefines |
-
1997
- 1997-12-05 CN CN97123334A patent/CN1062556C/en not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1247760A (en) * | 1968-10-03 | 1971-09-29 | Chevron Res | Process for the production of hydrogenated olefin sulfonates |
GB1421250A (en) * | 1972-06-21 | 1976-01-14 | Snam Progetti | Production of alkyl sulphonates |
GB1463183A (en) * | 1973-02-21 | 1977-02-02 | Unilever Ltd | Preparation of alkane sulphonates |
GB1481187A (en) * | 1973-12-20 | 1977-07-27 | Snam Progetti | Production of alkylmonosulphonates and alkylenedisulphonates |
WO1991003461A1 (en) * | 1989-09-08 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Process for making short-chain alkane sulphonic acids from olefines |
Also Published As
Publication number | Publication date |
---|---|
CN1218799A (en) | 1999-06-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5347045A (en) | Sulfonated 2,2'-bis (diphenylphosphinomethyl)-1,1'-binaphthalenes, process for their preparation and their use in a process for the hydroformylation of olefinically unsaturated compounds | |
NO144144B (en) | PROCEDURE FOR SELECTIVE PREPARATION OF METHYL-TERT-BUTYLETS FROM METHANOL AND ISOBUTYLENE | |
WO2006047545A2 (en) | Process for the preparation of highly purified, dialkyl phosphinic acids | |
CN1062556C (en) | Process for producing alkyl sulfonate from gas of refinery plant | |
CN1810780A (en) | Methylsulfonic acid preparing process | |
CN1043572C (en) | A process for the production of ketene dimers | |
CN1036131C (en) | Reaction for direct making low-carbon olefin from synthetic gas | |
CN1117958A (en) | Process for producing methyl tert-butyl ether for producing high-purity isobutylene | |
US4454074A (en) | Salts of dicyclopentadiene sulfonate and method of preparing | |
CN104245667B (en) | The production of alkane sulfonic acid ester | |
US7235697B2 (en) | Use of H2S-containing offgas streams for preparing sulfur-containing products | |
CN112375095A (en) | Process for continuously preparing methylaluminoxane | |
BRPI0416091B1 (en) | Homogeneous process for the hydrogenation of dicarboxylic acids and / or anhydrides thereof | |
CN1039587C (en) | Preparation method of aluminoxane compound | |
CN1069278A (en) | The manufacture method of plasticizing agent of phenyl alkylbenzene sulfonate | |
WO1996026946A1 (en) | Alpha-olefin catalyst and process | |
CN115521194B (en) | Method for regulating and controlling catalytic performance of catalyst based on anion-pi action | |
EP1326947B1 (en) | Isomerisation process | |
CN1109020A (en) | One step process for producing sodium thiohydride | |
CA1124259A (en) | Petroleum sulfonates | |
CN1243824A (en) | Process for preparing monomer of sodium allylsulfonate | |
SU1263694A1 (en) | Method of producing surface-active substances | |
SU298120A1 (en) | METHOD OF OBTAINING CARBON CHAIN POLYMERS | |
CA1215384A (en) | Salts of dicyclopentadiene sulfonate and method of preparing | |
SU975706A1 (en) | Process for producing olefin sulfonates |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C06 | Publication | ||
PB01 | Publication | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C19 | Lapse of patent right due to non-payment of the annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |