GB1078572A - Improvements relating to the production of detergent alkylate - Google Patents
Improvements relating to the production of detergent alkylateInfo
- Publication number
- GB1078572A GB1078572A GB2197/64A GB219764A GB1078572A GB 1078572 A GB1078572 A GB 1078572A GB 2197/64 A GB2197/64 A GB 2197/64A GB 219764 A GB219764 A GB 219764A GB 1078572 A GB1078572 A GB 1078572A
- Authority
- GB
- United Kingdom
- Prior art keywords
- catalyst
- product
- vol
- liquid phase
- range
- 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
Links
- 239000003599 detergent Substances 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 239000011651 chromium Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 239000000539 dimer Substances 0.000 abstract 1
- 238000006471 dimerization reaction Methods 0.000 abstract 1
- 230000000447 dimerizing effect Effects 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- -1 ethylene, propylene Chemical group 0.000 abstract 1
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- 229910052748 manganese Inorganic materials 0.000 abstract 1
- 239000011572 manganese Substances 0.000 abstract 1
- 150000005673 monoalkenes Chemical class 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000012188 paraffin wax Substances 0.000 abstract 1
- 238000005120 petroleum cracking Methods 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 238000004227 thermal cracking Methods 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/107—Monocyclic hydrocarbons having saturated side-chain containing at least six carbon atoms, e.g. detergent alkylates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/16—Acids of sulfur; Salts thereof; Sulfur oxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/20—Acids of halogen; Salts thereof ; Complexes thereof with organic compounds
- C07C2/22—Metal halides; Complexes thereof with organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/12—Silica and alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/14—Silica and magnesia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
- C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/128—Compounds comprising a halogen and an iron group metal or a platinum group metal
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2197/64A GB1078572A (en) | 1964-01-17 | 1964-01-17 | Improvements relating to the production of detergent alkylate |
| FR1231A FR1429340A (fr) | 1964-01-17 | 1965-01-08 | Procédé amélioré de préparation de produits d'alkylation aromatiques détergents |
| NL6500287A NL6500287A (enrdf_load_stackoverflow) | 1964-01-17 | 1965-01-11 | |
| US425059A US3442964A (en) | 1964-01-17 | 1965-01-12 | Production of detergent alkylate |
| BE658263D BE658263A (enrdf_load_stackoverflow) | 1964-01-17 | 1965-01-13 | |
| DE1965B0080137 DE1518527A1 (de) | 1964-01-17 | 1965-01-16 | Verfahren zur Herstellung von Detergens-Alkylaten |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2197/64A GB1078572A (en) | 1964-01-17 | 1964-01-17 | Improvements relating to the production of detergent alkylate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1078572A true GB1078572A (en) | 1967-08-09 |
Family
ID=9735300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2197/64A Expired GB1078572A (en) | 1964-01-17 | 1964-01-17 | Improvements relating to the production of detergent alkylate |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3442964A (enrdf_load_stackoverflow) |
| BE (1) | BE658263A (enrdf_load_stackoverflow) |
| DE (1) | DE1518527A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1429340A (enrdf_load_stackoverflow) |
| GB (1) | GB1078572A (enrdf_load_stackoverflow) |
| NL (1) | NL6500287A (enrdf_load_stackoverflow) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3959400A (en) * | 1973-10-01 | 1976-05-25 | Mobil Oil Corporation | Olefin dimerization |
| US4465788A (en) * | 1982-09-10 | 1984-08-14 | Chevron Research Company | Olefin oligomerization with an activated catalyst |
| US5132478A (en) * | 1989-01-06 | 1992-07-21 | Mobil Oil Corporation | Alkylaromatic lubricant fluids |
| US5254274A (en) * | 1989-01-06 | 1993-10-19 | Mobil Oil Corporation | Alkylaromatic lubricant fluids |
| US5171915A (en) * | 1989-02-21 | 1992-12-15 | Mobil Oil Corporation | Alkylaromatic lubricants from alpha-olefin dimer |
| US5026948A (en) * | 1989-02-21 | 1991-06-25 | Mobil Oil Corporation | Disproportionation of alpha-olefin dimer to liquid lubricant basestock |
| US5015795A (en) * | 1989-02-21 | 1991-05-14 | Mobil Oil Corporation | Novel synthetic lube composition and process |
| US5012020A (en) * | 1989-05-01 | 1991-04-30 | Mobil Oil Corporation | Novel VI enhancing compositions and Newtonian lube blends |
| US5132477A (en) * | 1991-04-29 | 1992-07-21 | Mobil Oil Corporation | Process for producing alkylaromatic lubricant fluids |
| EP1002029B1 (en) * | 1997-07-21 | 2003-05-14 | The Procter & Gamble Company | Improved alkylbenzenesulfonate surfactants |
| BR9810780A (pt) | 1997-07-21 | 2001-09-18 | Procter & Gamble | Produtos de limpeza compreendendo tensoativos de alquilarilssulfonato aperfeiçoados, preparados através de olefinas de vinilideno e processos para preparação dos mesmos |
| PH11998001775B1 (en) * | 1997-07-21 | 2004-02-11 | Procter & Gamble | Improved alkyl aryl sulfonate surfactants |
| EP1002030B1 (en) | 1997-07-21 | 2003-05-21 | The Procter & Gamble Company | Detergent compositions containing mixtures of crystallinity-disrupted surfactants |
| HUP0002735A3 (en) | 1997-07-21 | 2001-12-28 | Procter & Gamble | Improved processes for making alkylbenzenesulfonate surfactants and products thereof |
| KR100447695B1 (ko) | 1997-08-08 | 2004-09-08 | 더 프록터 앤드 갬블 캄파니 | 개질된 알킬아릴의 제조방법 |
| CA2346711C (en) | 1998-10-20 | 2003-12-30 | Kevin Lee Kott | Laundry detergents comprising modified alkylbenzene sulfonates |
| WO2000023548A1 (en) | 1998-10-20 | 2000-04-27 | The Procter & Gamble Company | Laundry detergents comprising modified alkylbenzene sulfonates |
| US6774099B1 (en) | 1999-01-20 | 2004-08-10 | The Procter & Gamble Company | Dishwashing detergent compositions containing mixtures or crystallinity-disrupted surfactants |
| EP1022326A1 (en) | 1999-01-20 | 2000-07-26 | The Procter & Gamble Company | Hard surface cleaning compositions comprising modified alkylbenzene sulfonates |
| EP1144574A1 (en) | 1999-01-20 | 2001-10-17 | The Procter & Gamble Company | Dishwashing compositions containing alkylbenzenesulfonate surfactants |
| EP1022325A3 (en) | 1999-01-20 | 2003-01-02 | The Procter & Gamble Company | Hard surface cleaning compositions comprising modified alkylbenzene sulfonates |
| US7202205B1 (en) | 1999-09-01 | 2007-04-10 | Daniel Stedman Connor | Processes for making surfactants via adsorptive separation and products thereof |
| DE10039995A1 (de) * | 2000-08-11 | 2002-02-21 | Basf Ag | Verfahren zur Herstellung von Alkylarylsulfonaten |
| WO2003029172A2 (de) * | 2001-10-01 | 2003-04-10 | Basf Aktiengesellschaft | Verfahren zur herstellung von alkylarylverbindungen und sulfonaten davon |
| CN115178267A (zh) * | 2022-07-19 | 2022-10-14 | 山东京博石油化工有限公司 | 一种用于混合丁烯选择性齐聚的催化剂及其制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2718526A (en) * | 1951-11-23 | 1955-09-20 | Universal Oil Prod Co | Production of alkyl aromatic sulfonic acids and the alkylate therefor |
| GB852079A (en) * | 1957-12-24 | 1960-10-26 | British Hydrocarbon Chem Ltd | Production of alkyl benzenes |
| US3109869A (en) * | 1958-04-09 | 1963-11-05 | Sinclair Research Inc | Process for dimerizing olefins |
| GB910540A (en) * | 1960-08-10 | 1962-11-14 | British Hydrocarbon Chem Ltd | Production of alkylbenzenes |
| BE616998A (enrdf_load_stackoverflow) * | 1960-09-23 | |||
| GB913795A (en) * | 1960-09-23 | 1962-12-28 | British Hydrocarbon Chem Ltd | Production of akyllbenzenes |
| US3351654A (en) * | 1961-05-19 | 1967-11-07 | Exxon Research Engineering Co | Process of preparing biodegradable alkylbenzene sulfonates by dimerizing an olefin of 5 to 10 carbon atoms with a silica-alumina catalyst |
| US3196174A (en) * | 1962-03-01 | 1965-07-20 | Exxon Research Engineering Co | Perhydro bis-(isoprenyl) alkyl aryl sulfonates |
| US3214462A (en) * | 1962-06-07 | 1965-10-26 | Atlantic Refining Co | Alkyl benzene sulfonates having high susceptibility to bacteriological degradation |
| US3317628A (en) * | 1963-07-12 | 1967-05-02 | Monsanto Co | Polymerization of olefins using ammoniated cobalt salt impregnated carbon catalyst |
-
1964
- 1964-01-17 GB GB2197/64A patent/GB1078572A/en not_active Expired
-
1965
- 1965-01-08 FR FR1231A patent/FR1429340A/fr not_active Expired
- 1965-01-11 NL NL6500287A patent/NL6500287A/xx unknown
- 1965-01-12 US US425059A patent/US3442964A/en not_active Expired - Lifetime
- 1965-01-13 BE BE658263D patent/BE658263A/xx unknown
- 1965-01-16 DE DE1965B0080137 patent/DE1518527A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US3442964A (en) | 1969-05-06 |
| BE658263A (enrdf_load_stackoverflow) | 1965-07-13 |
| DE1518527A1 (de) | 1969-04-10 |
| NL6500287A (enrdf_load_stackoverflow) | 1965-07-19 |
| FR1429340A (fr) | 1966-02-25 |
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