WO2001002512A1 - Utilisation de produits de traitement fischer-tropsch dimerises et derives de vinylidene derives de ces produits - Google Patents

Utilisation de produits de traitement fischer-tropsch dimerises et derives de vinylidene derives de ces produits Download PDF

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Publication number
WO2001002512A1
WO2001002512A1 PCT/ZA2000/000121 ZA0000121W WO0102512A1 WO 2001002512 A1 WO2001002512 A1 WO 2001002512A1 ZA 0000121 W ZA0000121 W ZA 0000121W WO 0102512 A1 WO0102512 A1 WO 0102512A1
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WO
WIPO (PCT)
Prior art keywords
vinylidene
drilling fluid
derived
composition
methyl
Prior art date
Application number
PCT/ZA2000/000121
Other languages
English (en)
Inventor
Hester De Wet
Dave Hedley Morgan
Original Assignee
Sasol Technology (Pty) Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sasol Technology (Pty) Ltd. filed Critical Sasol Technology (Pty) Ltd.
Priority to AU65413/00A priority Critical patent/AU6541300A/en
Publication of WO2001002512A1 publication Critical patent/WO2001002512A1/fr

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Classifications

    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/32—Non-aqueous well-drilling compositions, e.g. oil-based
    • C09K8/34—Organic liquids

Definitions

  • the dimerization of shorter hydrocarbons to form longer chain hydrocarbons, and thereafter to further process the thus obtained longer chain hydrocarbons, for example, to form aldehydes and alcohols is well known. Furthermore, the dimerization of cracked hydrocarbons having from 5 to 7 carbons to form vinylidene, and thereafter to use said vinylidene having from 10 to 14 carbons in the alkylation of benzene to form AB has also recently been disclosed.
  • the AB thus obtained is highly linear as the vinylidene used in the production thereof is highly linear.
  • dimerization is to be understood to include both dimerization where two molecules of equal carbon length are added together as well as cross-dimerization, where two molecules of unequal carbon length are added together.
  • an acceptable Alkyl Benzene (AB) composition having at least a substantial proportion of non-linear AB may be obtained by dimerization of Fischer-Tropsch olefins to obtain a Fischer-Tropsch derived vinylidene having both a linear and a branched fraction.
  • Such AB composition is suitable where a less linear AB is desired but does not require delinearization.
  • an alkyl benzene (AB) composition including AB of which the alkyl chain is derived from a vinylidene obtained by dimerization of Fischer-Tropsch olefins, said AB composition including between 10% and 90% branched alkyl chain AB derived from said vinylidene.
  • the Fischer-Tropsch olefins may be the products of a high temperature Fischer-Tropsch reaction or a low temperature Fischer-Tropsch reaction.
  • the vinylidene from which the AB is derived may be a dimerization product of one or more of a 5 to 9 carbon olefin from the Fischer-Tropsch process and thus the alkyl chain of the AB may include one or more AB having a 10 to 18 carbon atom alkyl chain.
  • the branched alkyl chain of the AB may have branches of from 1 to 2 carbons.
  • the AB composition includes predominantly linear alkyl chain AB.
  • the branched alkyl chain AB of the composition may be between 10% and 49% of the AB composition.
  • the branched alkyl chain AB is between 15% and 35% of the AB composition.
  • the branches of the branched alkyl chain of the AB may be mono-methyl, di- methyl,and/or tri-methyl.
  • the branched alkyl chain of the AB of the AB composition has at least one additional branch when compared to the conventional (non-Fischer-Tropsch) vinylidene derived AB.
  • the additional branch is a methyl branch.
  • the additional branch forms a di-methyl branch.
  • the AB of the invention is derived from vinylidene which is obtained by dimerization of Fischer-Tropsch olefins having from 5 to 9 carbons and having both linear and branched olefins in the dimerization feedstock.
  • the alkyl chain of the AB of the invention has from 10 to18 carbons.
  • a vinylidene derived drilling fluid According to a second aspect of the invention, there is provided a vinylidene derived drilling fluid.
  • the vinylidene may be derived from any source.
  • the vinylidene may be a dimerization product of an alpha-olefin.
  • the olefin from which the vinylidene is dimerized may be a crack-olefin or a Fischer-Tropsch olefin, or any other suitable olefin.
  • the olefins of the dimerization feedstock are of from 7 to 9 carbon atom length.
  • the drilling fluid derived from the vinylidene has both linear and branched fractions.
  • the Fischer-Tropsch derived drilling fluid is predominantly linear, however, the branched fraction may be between 10% and 90% of the drilling fluid.
  • the branched fraction of the Fischer-Tropsch derived drilling fluid is between 10% and 49% of the drilling fluid.
  • the branched fraction is between 15% and 35% of the drilling fluid.
  • the branching of the branched fraction is typically from 1 to 2 carbon atoms in length.
  • the branching is predominantly methyl branching, however, di-methyl, and/or tri-methyl.
  • An example of a dimerization process used to obtain vinylidene which may be used as a feedstock in the production of AB and/or drilling fluids broadly in accordance with the invention uses a metallocene/aluminoxane catalyst and a feedstock of at least 50% alpha olefins under oligomerisation reaction conditions of between -60°C and 280°C and pressures of up to 500 atmospheres, or more. It will however be clear to those skilled in the art that the present invention is not limited to any particular dimerization process and vinylidene produced by any dimerization process of alpha-olefins falls within the scope and spirit of the invention.
  • the two main products were 2-pentyl-1-undecene and 2-heptyl-1-nonene and methyl branched vinylidene olefins - 25%.
  • the product mixture contained methyl, di-methyl, tri-methyl and methyl branching.
  • the product mixture contained methyl and di-methyl branching on the alkyl chain portion of the AB.
  • the phenyl group of the AB's was predominantly on the C2 carbon of the alkyl chain.
  • the AB product was sulfonated with an equivalent of chlorosulfonic acid using methylene chloride as solvent.
  • the methylene chloride was distilled away.
  • the sulfonated product was neutralized with sodium methoxide in methanol and the methanol was evaporated to give alkyl benzene sulfonate, sodium salt mixture.
  • the same procedure as in example 1 was used except that the vinylidene olefins were different.
  • the mixture of vinylidene olefins consists of 2-hexyl-1-decene (2 - 40%) and methyl and dimethyl branched vinylidene olefins derived from a C 8 Fischer- Tropsch feed stream.
  • the alkyl benzene mixture contained methyl, di-methyl and tri-methyl branching.
  • EXAMPLE 3 Drilling Fluid
  • This product composition was a drilling fluid composition.
  • the drilling fluid composition included:
  • the drilling fluid composition included:
  • a mono-methyl branched component including 2-hexyl-8-methyl-1 -nonene, 2- hexyl-7-methyl-1 -nonene, 2-hexyl-6-methyl-1 -nonene, 2-hexyl-5-methyl-1 -nonene, 2- hexyl-4-methyl-1 -nonene, 2-(4-methylpentyl)-1-decene, 2-(3-methylpentyl)-1-decene, 2-(2-methylpentyl)-1-decene, 2-(1-methylpentyl)-1-decene, 2-hexyl-4-methyl-1- nonene, 2-(4-methylpentyl) )--8-methyl-1 -nonene, 2- (3-methylpentyl )-7-methyl-1- nonene, 2-(2-methylpentyl) )-6-methyl-1 -nonene, 2- (1-methylpentyl )-5-methyl-1- nonen
  • the drilling fluid compositions in accordance with the invention had the following physical properties:

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne un alkyl benzène et un liquide de forage dérivé de vinylidène. Ce vinylidène peut être dérivé d'oléfines par dimérisation. Ces oléfines peuvent être des oléfines Fischer-Tropsch.
PCT/ZA2000/000121 1999-07-06 2000-07-06 Utilisation de produits de traitement fischer-tropsch dimerises et derives de vinylidene derives de ces produits WO2001002512A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU65413/00A AU6541300A (en) 1999-07-06 2000-07-06 Use of dimerized fischer-tropsch process products and vinylidene derivatives thereof

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US14244399P 1999-07-06 1999-07-06
US60/142,443 1999-07-06
ZA99/04378 1999-07-06
ZA994378 1999-07-06

Publications (1)

Publication Number Publication Date
WO2001002512A1 true WO2001002512A1 (fr) 2001-01-11

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/ZA2000/000121 WO2001002512A1 (fr) 1999-07-06 2000-07-06 Utilisation de produits de traitement fischer-tropsch dimerises et derives de vinylidene derives de ces produits

Country Status (2)

Country Link
AU (1) AU6541300A (fr)
WO (1) WO2001002512A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012054369A2 (fr) * 2010-10-19 2012-04-26 Shell Oil Company Fluide de forage
US11319474B2 (en) 2017-02-03 2022-05-03 Saudi Arabian Oil Company Oil-based fluid compositions for hydrocarbon recovery applications

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990011986A1 (fr) * 1989-04-03 1990-10-18 Mobil Oil Corporation Alcoylation aromatique a l'aide d'un dimere d'olefines alpha
EP0449257A2 (fr) * 1990-03-30 1991-10-02 M-I Drilling Fluids Company Fluide de forage à base d'huile d'hydrocarbures synthétiques
US5196625A (en) * 1990-04-27 1993-03-23 Chevron Research & Technology Company Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl) benzenes and (C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphite containing catalyst
US5196624A (en) * 1990-04-27 1993-03-23 Chevron Research And Technology Company Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl)benzenes and C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphine containing catalyst
EP0627481A1 (fr) * 1993-06-01 1994-12-07 Albemarle Corporation Emulsions inverses de forage
WO1995021225A1 (fr) * 1994-02-02 1995-08-10 Chevron Chemical Company Olefines lineaires a squelette isomerise
WO1997004038A1 (fr) * 1995-07-24 1997-02-06 Union Oil Company Of California Fluide de forage synthetique economique non toxique
WO1997038956A1 (fr) * 1996-04-16 1997-10-23 The Procter & Gamble Company Procede de fabrication d'agents tensioactifs contenant des groupes alkyles a chaine ramifiee

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990011986A1 (fr) * 1989-04-03 1990-10-18 Mobil Oil Corporation Alcoylation aromatique a l'aide d'un dimere d'olefines alpha
US4990718A (en) * 1989-04-03 1991-02-05 Mobil Oil Corporation Aromatic alkylation with alpha-olefin dimer
EP0449257A2 (fr) * 1990-03-30 1991-10-02 M-I Drilling Fluids Company Fluide de forage à base d'huile d'hydrocarbures synthétiques
US5196625A (en) * 1990-04-27 1993-03-23 Chevron Research & Technology Company Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl) benzenes and (C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphite containing catalyst
US5196624A (en) * 1990-04-27 1993-03-23 Chevron Research And Technology Company Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl)benzenes and C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphine containing catalyst
EP0627481A1 (fr) * 1993-06-01 1994-12-07 Albemarle Corporation Emulsions inverses de forage
WO1995021225A1 (fr) * 1994-02-02 1995-08-10 Chevron Chemical Company Olefines lineaires a squelette isomerise
WO1997004038A1 (fr) * 1995-07-24 1997-02-06 Union Oil Company Of California Fluide de forage synthetique economique non toxique
WO1997038956A1 (fr) * 1996-04-16 1997-10-23 The Procter & Gamble Company Procede de fabrication d'agents tensioactifs contenant des groupes alkyles a chaine ramifiee

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012054369A2 (fr) * 2010-10-19 2012-04-26 Shell Oil Company Fluide de forage
WO2012054369A3 (fr) * 2010-10-19 2012-06-28 Shell Oil Company Fluide de forage
US11319474B2 (en) 2017-02-03 2022-05-03 Saudi Arabian Oil Company Oil-based fluid compositions for hydrocarbon recovery applications

Also Published As

Publication number Publication date
AU6541300A (en) 2001-01-22

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