CN1402698A - Use of metathesis products of Fischer-Tropsch process products - Google Patents
Use of metathesis products of Fischer-Tropsch process products Download PDFInfo
- Publication number
- CN1402698A CN1402698A CN00812371A CN00812371A CN1402698A CN 1402698 A CN1402698 A CN 1402698A CN 00812371 A CN00812371 A CN 00812371A CN 00812371 A CN00812371 A CN 00812371A CN 1402698 A CN1402698 A CN 1402698A
- Authority
- CN
- China
- Prior art keywords
- composition
- branching
- alcohol
- carbon
- oxo
- 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.)
- Pending
Links
Images
Classifications
-
- 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
-
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
The invention provides oxo-alcohols, alkyl benzenes, and drilling fluid compositions derived from hydrocarbons derived by metathesis of Fischer-Tropsch hydrocarbons.
Description
Invention field
The present invention relates to alkylbenzene (AB), borehole fluids and oxo alcohol.
Background of invention
Light alkene is converted into higher alkene can be realized by isomery transposition method or transposition oligomerisation method.Traditional transposition method needs the olefin feedstock of high purity and high linearity and obtains the product of highly linear.
Various heterogeneous contact catalyzer such as WO
3/ SiO
2, Re
2O
7/ Al
2O
3And Re
2O
7/ Al
2O
3SiO
2And the binding substances of above-mentioned catalyzer and co-catalyst can be used for the metathesis reaction of non-functional olefines.But the binding substances of other catalyzer and co-catalyst is as using WCl in the homogeneous phase transposition
6And/or ReCl
6And co-catalyst, the application of having succeeded the invention is not restricted to any specific catalyst system, both has been not limited to homogeneous phase and also has been not limited to heterogeneous transposition.
Surprisingly, opposite with traditional view, find metathesis reaction is used for the product of Fischer-Tropsch process now, be about to the fischer-tropsch material and be used for the transposition process, this material contains side chain and non-branched-chain alkene and non-olefinic component simultaneously, can obtain containing the specific hydrocarbon of 8-18 carbon, this hydrocarbon can be used for the AB that derives, the pure and mild borehole fluids of oxo process.
Fischer-Tropsch process product or material mean a kind of product that obtains from following process herein, this process will be for containing the synthetic gas of carbon monoxide and hydrogen, at typically ferrum-based catalyst, cobalt-base catalyst and iron/cobalt-base catalyst, or under the existence of any other Fischer-Tropsch catalyst, under the Fischer-Tropsch reaction condition, carry out Fischer-Tropsch reaction.
Summary of the invention
The invention provides the product of 8 to 18 carbon that the Fischer-Tropsch process product by 5-10 carbon derives, wherein the product of 8 to 18 carbon has required branching or nonlinear degree.
Therefore, according to a first aspect of the invention, a kind of oxo process alcohol composition that comprises the oxo alcohol that contains 8-18 carbon atom is provided, wherein oxo alcohol is derived by alkene and is obtained, described alkene is to contain 5,6 by one or more, 7, the metathesis reaction of the Fisher-Tropsch derived thing material of 8,9 and/or 10 carbon obtains.
The 10%-99% of oxo alcohol in the composition typically is the oxo alcohol that 10%-90% can be a branching.
Oxo alcohol in the composition can mainly be linear, can have the oxo alcohol of the branching of 10%-49% to be present in the composition.
Composition comprises the oxo alcohol of the branching of 15%-35%.
Composition comprises the oxo alcohol of 24% branching.
Branching on the oxo alcohol of branching mainly is monomethyl branching, but also can have some two methyl-branched.
Typically, monomethyl branching will be above 90% of branching, or even surpass 95%.
Branching can mainly be positioned on the C4+ carbon, can have some branching to be positioned on the C2 carbon.
The branching that is positioned on the C4+ carbon typically surpasses 70%.
The branching that is positioned on the C4+ carbon can surpass 90%.
Typically, the oxo alcohol of 8 to 10 carbon can be used as plasticizer alcohol in the composition.
Typically, the oxo alcohol of 10 to 16 carbon can be used as detergent alcohol in the composition.
A kind of product that is typically obtained by the Fisher-Tropsch derived material transposition of 7 carbon and be suitable for generating from it oxo alcohol is listed in the table 1 of specification sheets ending.
Product in the table 1 can typically be used the Co-EP catalyzer, or any other suitable catalyzer carries out carbonylation, to form mainly is linear alcohol, and linear alcohol is relevant with the ratio of branched product with the metathesis product neutral line product of the Fisher-Tropsch derived material of 7 carbon with the ratio of branching alcohol.
Therefore, according to a second aspect of the invention, a kind of alkylbenzene (AB) composition is provided, said composition is included in the AB that contains 10-14 carbon atom on the alkane chain, wherein AB is derived by alkene and obtains, described alkene is to be obtained by one or more metathesis reactions that contain the Fisher-Tropsch derived material of 6,7 and/or 8 carbon.
The AB composition can comprise the alkyl chain AB of 10%-90% branching.
It mainly is the AB of linear alkyl chain that the AB composition can contain, and can have 10%-49% branched alkyl chain AB to be present in the composition.
Composition comprises the branched alkyl chain AB of 15%-35%.
Composition comprises about 24% branched alkyl chain AB.
Branching on the branched alkyl chain of AB mainly is monomethyl branching, but also can have some two methyl and/or ethyl branching.
Typically, monomethyl branching will be above 90% of branching, or even surpass 95%.
Branching can mainly be positioned on the C4+ carbon, can have some branching to be positioned on the C2 carbon.
The branching that is positioned on the C4+ carbon typically surpasses 70%.
The branching that is positioned on the C4+ carbon can surpass 90%.
A kind of typical AB product that is obtained by the transposition product preparation of the Fisher-Tropsch derived material of 9 carbon is listed in the table 3 of specification sheets ending place.
AB can be sulfonated to obtain can be used as the alkylbenzene sulfonate of washing composition.But the AB composition itself can be used as borehole fluids.
Table 3 and 4 product are by fractionation and obtain the AB fraction of the alkyl chain of 10-14 carbon, and it has following composition (only representing linear internal olefin):
Decene: 16.53%
Undecylene: 27.96%
Dodecylene: 26.19%
Tridecylene: 4.71%
Tetradecene: 0.91%
The major part of residuum is the internal olefin of the methyl-branched of 10-14 carbon.
Therefore, according to a third aspect of the present invention, provide the borehole fluids composition of a kind of 14-18 of comprising a carbon atom hydrocarbon, wherein hydrocarbon is derived by alkene and is obtained, and described alkene is that the metathesis reaction by the Fisher-Tropsch derived material of 8,9 and/or 10 carbon obtains.
Can be internal olefin by one or more Fisher-Tropsch derived materials that contain 8,9 and/or 10 carbon through the alkene deutero-hydrocarbon that metathesis reaction obtains.
The borehole fluids composition can comprise the hydrocarbon of the branching of 10%-90%.
Hydrocarbon in the borehole fluids composition can mainly be linear, can have the hydrocarbon of the branching of 10%-49% to be present in the composition.
Composition comprises the hydrocarbon of the branching of 15%-35%.
Composition comprises the hydrocarbon of about 24% branching.
Branching on the hydrocarbon of branching mainly is monomethyl branching, but also can have some two methyl and/or ethyl branching.
Branching can mainly be positioned on the C4+ carbon, can have some branching to be positioned on the C2 carbon.
The branching that is positioned on the C4+ carbon typically surpasses 70%.
The branching that is positioned on the C4+ carbon can surpass 90%.
Typically, monomethyl branching will be above 90% of branching, or even surpass 95%.
A kind of typical metathesis reaction by the Fisher-Tropsch derived material of 9 carbon obtains and the product of the borehole fluids composition that is suitable for deriving is listed in the table 2 of specification sheets ending place.
The product of table 2 is by fractionation and obtain the fraction of 14-17 carbon, and it has following proximate composition (representing methyl-branched and linear internal olefin simultaneously):
Tetradecene: 23.03%
15 carbenes: 38.40%
Cetene: 36.22%
Heptadecene: 2.35%
Detailed Description Of The Invention
Embodiment 1-alkylbenzene embodiment
A kind of C
11/ C
12Alkene and a kind of C that comes from the fischer-tropsch olefin metathesis
13/ C
14Olefin metathesis product is used for the alkylation of benzene with preparation alkylbenzene (AB).
In order to carry out the alkylation of benzene with metathesis product, with 1 mole of transposition alkene, 10 moles of benzene and be that the shape selectivity beta-zeolite catalyzer of 20wt% joins in the stainless steel autoclave based on alkene mixture.Autoclave is with N
2Charge into the N of 1000psig after the displacement
2Stir down mixture heating up to 170~190 ℃ were kept 14~15 hours, and postcooling and shift out autoclave.Filter reaction mixture is to remove catalyzer and to remove unreacted benzene with rotatory evaporator under vacuum condition.
With the methylene dichloride is solvent, with the chlorsulfonic acid of monovalent product is carried out sulfonation.Methylene dichloride is removed in distillation.Use in the sodium methylate in methyl alcohol and sulfonated products, evaporation is removed methyl alcohol and is promptly obtained alkylbenzene sulfonate, sodium salt mixt.
The alkyl chain of AB partly contains methyl and dimethyl-branched in the product mixtures.The phenyl moiety of AB mainly is positioned at the C2 carbon location of alkyl chain.
Shown in accompanying drawing I to XVI, gained AB comprises:
I. 1-methyl decyl benzene
II. 1-amyl group hexyl benzene
III. 1-propyl group octyl group benzene
IV. 1-butyl heptyl benzene
V. 1-ethyl nonyl benzene
VI. 1,1-dimethyl nonyl benzene
VII. 1,3-dimethyl nonyl benzene
VIII. 1,6,7-front three octyl group benzene
IX. 1,4-dimethyl nonyl benzene
X. 1,5-dimethyl nonyl benzene
XI. 1,6-dimethyl nonyl benzene
XII. 1,7-dimethyl nonyl benzene
XIII. 1,8-dimethyl nonyl benzene
XIV. 1,1,3-trimethylammonium octyl group benzene
XV. 1,3,7-trimethylammonium octyl group benzene
XVI. 1,1,4-trimethylammonium octyl group benzene
Embodiment 2-carbonylation embodiment
The fraction of three kinds of different carbon numbers of the fischer-tropsch olefin feedstock by metathesis reaction preparation, i.e. C
9/ C
10, C
11/ C
12, C
13/ C
14Fraction, quilt intermittently carbonylation are assessed its suitability as detergent alcohol (DA) raw material with according to speed of reaction and total olefin content.Compare with traditional fischer-tropsch olefin feedstock, the carbonylation speed of transposition raw material is generally high by 25% than the former, and this advantage adds its higher olefin(e) centent (>90%), makes reactor size and distillation demand significantly reduce.The linear lag of metathesis reaction product and just: different ratio in fact with use traditional olefin feedstock products therefrom in full accord.Therefore, for the DA process, the transposition raw material is better than traditional olefin feedstock.
Carbonylation intermittently
C with metathesis product
9/ C
10, C
11/ C
12, C
13/ C
14Each 100ml of carbon number fraction complete carbonylation of coordination cobalt catalyst.Temperature of reaction is 170 ℃, and original pressure is 85 crust, synthetic gas CO: H
2Than being 2: 1.Measure and respectively react the reduction in time of mesohigh still internal pressure to calculate (i) initial carbonylation rate and (ii) to finish the gas reforming of conversion of olefines (being complete carbonylation).Using cobalt-this reaction of EP catalyst is because it causes double-bond isomerization fast, makes that the internal double bonds in the transposition material can be fully exploited.
Batch experiment the results are summarized in following table 5.
Olefin(e) centent: the alkene composition of transposition material is from total gas consumption in the complete carbonylation research process.The total olefin content of transposition material is greater than 90%.This numerical value is apparently higher than about 50% of traditional olefin feed.
Carbonylation rate: reduction in time calculates carbonylation rate according to original pressure.Though the intrinsic speed of transposition material carbonylation (being rate constant) is slower than the carbonylation of traditional olefin feed, be enough to compensation by the olefin(e) centent that significantly exceeds of transposition material.The C of transposition material
9/ C
10And C
11/ C
12Two kinds of fractions all show the apparent carbonylation rate that is higher than traditional olefin feed 25%, and the C of transposition material
13/ C
14The carbonylation rate of fraction is slightly slower than similar traditional olefin feed.The slower carbonylation intrinsic speed of transposition material very likely is the internal olefin because of its larger amt.Therefore can before carrying out, the end position must carry out significant double-bond isomerization at carbonylation.
The linear lag and just: different ratio: the linear lag of metathesis product and just: different ratio is suitable with traditional olefin feed product.The linear lag to pure product does not produce detrimentally affect to the internal double bond of larger amt in the transposition material because the two key carbonylations in end position are better than the internal double bond carbonylation.
Intermittently carbonylation experimental result raw material carbon number fraction tradition transposition transposition transposition of table 5.
C
11/ C
12C
9/ C
10C
11/ C
12C
13/ C
14Olefin(e) centent * (the quality % of charging) 50% 90% 97% 93% apparent carbonylation rate 80 105 91 58 (mmol
AlcoholHour
-1) carbonylation rate constant 32 22 20 16
γ is apparentk
Lumbed=[alkene] linear lag (quality %) 51% 68% 63% 58% is being just: different from (mol: mol) 5.1 5.8 5.4 6.2
* suppose that for traditional olefin feedstock 10% carbonylation calculates.
Embodiment 3-borehole fluids
C
16The fischer-tropsch internal olefin obtains by metathesis reaction and can be used for the borehole fluids composition.
The borehole fluids composition comprises about 75% internal linear alkene and about 25% interior branched-chain alkene, and wherein interior branched olefin mainly is monomethyl, two methyl and ethyl branching.
Borehole fluids composition of the present invention has following physical properties:
Listed character is the typical C of olefin product prepared in accordance with the present invention
12-C
16The character of internal linear and branching binding substances:
Viscosity: be 1-2cSt in the time of 100 ℃
Flash-point:>90 ℃
Linear: side chain ratio: 1: 1 to 5: 1
Pour point:<0 ℃
The example of internal olefin that can be used for borehole fluids is as follows:
1) a kind of borehole fluids comprises:
A kind of linear component constitutes about 75.1% of composition; With
A kind of component of monomethyl branching constitutes about 24.9% of borehole fluids composition.
2) a kind of borehole fluids composition comprises:
A kind of its amount be 2 to 40% mainly be the linear component of 16 carbon-3-alkene,
Depend on process condition; With
A kind of component of monomethyl branching is about 60% to 98% of borehole fluids composition.
Table 1. washing C
7The quality of fraction rhythmic reaction and component balance sheet
Reaction condition corresponding to upper table: catalyst quality (g) 51.81C7 quality of material (g) 316.38 product qualities (g) 280.55 methyl-hexene+just-heptene charging (mol) 2.90 methyl-hexene+just-heptene discharging (mol) 0.26 heptene conversion ratio 91.06 gained C10-14 (mol) 0.94 yield mol% 65.18 selective (%) 71.58
Component | Charging (quality %) | Product (quality %) |
3-methyl isophthalic acid-hexene | 1.0693 | ?0.0000 |
5-methyl isophthalic acid-hexene | 2.3655 | ?0.0000 |
4-methyl isophthalic acid-hexene | 3.8129 | ?0.0000 |
2-methyl isophthalic acid-hexene | 6.0078 | ?0.2428 |
The 2-methyl hexane | 1.6928 | ?2.0457 |
The 3-methyl hexane | 3.0273 | ?3.3236 |
The 1-heptene | 75.6871 | ?0.9740 |
The n-heptane | 2.5700 | ?2.3867 |
Heptene (suitable, anti-) | 0.0000 | ?0.0000 |
The 3-heptene | 0.9803 | ?3.1209 |
Diene or cyclenes | 1.0121 | ?0.0791 |
The 2-heptene | 0.0000 | ?3.2820 |
Diene or cyclenes | 0.5091 | ?0.0000 |
Ethene | ?1.9997 | |
Propylene | ?3.4060 | |
Butylene | ?3.6816 | |
Amylene | ?4.1432 | |
Hexene | ?7.2954 | |
The heptene of methyl-branched | ?1.3442 | |
The n-octene | ?9.7463 | |
The n-nonene | ?7.4719 |
The nonene of methyl-branched | ?1.4163 | |
The n-decene | ?9.2216 | |
The decene of methyl-branched | ?2.7138 | |
The n-hendecene | ?12.5128 | |
The hendecene of methyl-branched | ?2.3198 | |
The n-laurylene | ?12.0218 | |
The laurylene of methyl-branched | ?0.4282 | |
Tridecylene | ?2.9284 | |
Tetradecene | ?0.7476 | |
Ten pentaenes | ?0.1664 | |
Unknown material | ?1.2655 | ?0.1664 |
Heavy component | ?0.9803 |
The quality and the component balance sheet of the rhythmic reaction that table 2. acetonitrile cleans
Reaction condition corresponding to upper table: C9: Re207 1000: 1 catalyst qualities (g) 75C9 quality of material (g) 10.71 product qualities (g) 9.99 methyl-octene+just-nonene charging (mol) 0.07 methyl-octene+just-nonene discharging (mol) 0.01 nonene conversion ratio 80.56 gained C14-18 (mol) 0.02 yield mol% 52.28 selective (%) 64.90
Component | Charging (quality %) | Product (quality %) |
3-methyl isophthalic acid-octene | 0.1407 | ?0.0000 |
7+4-methyl isophthalic acid-octene | 0.9809 | ?0.0000 |
6-methyl isophthalic acid-octene | 0.9637 | ?0.0000 |
2-methyl isophthalic acid-octene | ?0.8992 | ?0.0000 |
The 4+2-methyloctane | ?1.1467 | ?1.4687 |
The 3-methyloctane | ?1.5091 | ?1.8279 |
The n-nonene | ?75.5614 | ?15.3960 |
The n-nonane | ?11.3149 | ?13.3231 |
Diene/cyclenes | ?1.7378 | ?1.1135 |
Ethene | ?1.6064 | |
Propylene | ?2.5809 | |
Butylene | ?2.1397 | |
Amylene | ?1.3528 | |
Hexene | ?0.7844 | |
Heptene | ?1.4035 | |
The n-octene | ?4.4380 | |
The n-decene | ?10.1435 | |
The n-hendecene | ?1.7770 | |
The n-laurylene | ?1.5719 | |
Tridecylene | ?3.5240 | |
The C13 of methyl-branched | ?0.0000 | |
Tetradecene | ?7.5024 | |
The C14 of methyl-branched | ?0.6842 | |
Ten pentaenes | ?12.9260 | |
The C15 of methyl-branched | ?0.7234 | |
Hexadecylene | ?12.8760 | |
17 alkene | ?0.8366 | |
Unknown material | ?5.7457 | ?0.8366 |
The quality % of component in the table 3 alkylbenzene product
Component | Quality % |
The C of branching 10Benzene | ????0.51 |
The C of branching 10Benzene | ????0.12 |
The C of branching 10Benzene | ????0.14 |
The C of branching 10Benzene | ????0.20 |
The C of branching 10Benzene | ????0.29 |
The C of branching 10Benzene | ????0.39 |
5-decyl benzene | ????2.91 |
4-decyl benzene | ????2.79 |
The C of branching 10Benzene | ????0.17 |
The C of branching 10Benzene | ????0.76 |
3-decyl benzene | ????4.34 |
The C of branching 10Benzene | ????0.25 |
The C of branching 10Benzene | ????0.82 |
The C of branching 11Benzene | ????1.23 |
2-decyl benzene | ????6.87 |
The C of branching 11Benzene | ????0.70 |
The C of branching 11Benzene | ????0.57 |
The C of branching 11Benzene | ????0.88 |
5+6-decyl benzene | ????7.95 |
The C of branching 11Benzene | ????0.52 |
4-undecyl benzene | ????4.59 |
The C of branching 11Benzene | ????1.78 |
3-undecyl benzene | ????8.49 |
The C of branching 11Benzene | ????1.10 |
The C of branching 12Benzene | ????0.41 |
The C of branching 12Benzene | ????0.93 |
2-undecyl benzene | ????10.22 |
The C of branching 12Benzene | ????0.59 |
The C of branching 12Benzene | ????0.94 |
The 6-dodecylbenzene | ????4.57 |
The 5-dodecylbenzene | ????3.83 |
The C of branching 12Benzene | ????0.71 |
The 4-dodecylbenzene | ????3.85 |
The C of branching 12Benzene | ????0.49 |
The C of branching 12Benzene | ????0.54 |
The C of branching 12Benzene | ????0.82 |
The 3-dodecylbenzene | ????5.96 |
The C of branching 12Benzene | ????0.66 |
The C of branching 13Benzene | ????0.74 |
The 2-dodecylbenzene | ????7.92 |
The 5+6-tridecyl benzene | ????1.04 |
The 4-tridecyl benzene | ????0.73 |
The 3-tridecyl benzene | ????1.42 |
The 2-tridecyl benzene | ????1.38 |
The C of branching 14Benzene | ????0.46 |
The C of branching 14Benzene | ????1.45 |
5+6-tetradecyl benzene | ????0.50 |
4-tetradecyl benzene | ????0.21 |
3-tetradecyl benzene | ????0.51 |
2-tetradecyl benzene | ????0.77 |
Table 4: the linearity of alkylbenzene product and a fractional analysis
Component | ????% |
C 10The total linear general branchization of 2-decyl benzene 3-decyl benzene 4-decyl benzene 5-decyl benzene | ????6.87 ????4.34 ????2.79 ????2.91 ????16.90 ????3.65 |
C 11The total linear general branchization of 2-undecyl benzene 3-undecyl benzene 4-undecyl benzene 5+6-undecyl benzene | ????10.22 ????8.49 ????4.59 ????7.95 ????31.26 ????6.78 |
C 12The total linear general branch of 2-detergent alkylate 3-detergent alkylate 4-detergent alkylate 5-detergent alkylate 6-detergent alkylate | ????7.92 ????5.96 ????3.85 ????3.83 ????4.57 ????26.13 ????6.08 |
C 13The total linear general branchization of 2-tridecyl benzene 3-tridecyl benzene 4-tridecyl benzene 5+6-tridecyl benzene | ????1.38 ????1.42 ????0.73 ????1.04 ????4.56 ????0.74 |
C 14The total linear general branchization of 2-tetradecyl benzene 3-tetradecyl benzene 4-tetradecyl benzene 5+6-tetradecyl benzene | ????0.77 ????0.51 ????0.21 ????0.50 ????1.98 ????1.91 |
Claims (49)
1. oxo process alcohol composition that comprises the oxo alcohol that contains 8-18 carbon atom, wherein oxo alcohol is derived by alkene and is obtained, and described alkene is to be selected from by one or more to contain 5,6, the fischer-tropsch derived thing hydrocarbon of the hydrocarbon of 7,8,9 and/or 10 carbon atoms obtains through metathesis reaction.
2. the oxo process alcohol composition of claim 1, wherein the oxo alcohol of 10%-99% is the oxo alcohol of branching in the composition.
3. claim 1 or 2 oxo process alcohol composition, wherein the oxo alcohol of composition mainly is linear, has the oxo alcohol of the branching of 10%-49% to be present in the composition.
4. the oxo process alcohol composition of claim 3, wherein the oxo alcohol of 15%-35% is the oxo alcohol of branching in the composition.
5. the described oxo process alcohol composition of claim 3, wherein 24% oxo alcohol is the oxo alcohol of branching in the composition.
6. each oxo process alcohol composition of claim 2-5, wherein the branching on the oxo alcohol of branching mainly is monomethyl branching.
7. each oxo process alcohol composition of claim 2-6, wherein the branching on the oxo alcohol of branching comprises some dimethyl-branched.
8. each oxo process alcohol composition of claim 2-7, wherein monomethyl branching surpasses 90% of branching.
9. each oxo process alcohol composition of claim 2-8, wherein monomethyl branching surpasses 95% of branching.
10. each oxo process alcohol composition of claim 2-9, wherein branching mainly is positioned on the C4+ carbon.
11. each oxo process alcohol composition of claim 2-10, some of them branching is present on the C2 carbon.
12. the oxo process alcohol composition of claim 10 or 11, the branching that wherein is positioned on the C4+ carbon surpasses 70%.
13. each oxo process alcohol composition of claim 10-12, the branching that wherein is positioned on the C4+ carbon surpasses 90%.
14. a plasticizer alcohol is derived by each at least a fraction of oxo process alcohol composition of aforementioned claim, wherein said fraction comprises the hydrocarbon of 8-10 carbon.
15. a detergent alcohol is derived by each at least a fraction of oxo process alcohol composition of aforementioned claim, wherein said fraction comprises the hydrocarbon of 10-16 carbon.
A 16. alkylbenzene (AB) composition, be included in the AB that contains 10-14 carbon atom on its alkyl chain, described AB is derived by alkene and obtains, and described alkene is to be obtained through metathesis reaction by one or more fischer-tropsch derived hydrocarbon that are selected from the hydrocarbon that contains 6,7 and/or 8 carbon atoms.
17. the alkylbenzene of claim 16 (AB) composition, wherein the AB composition comprises the alkyl chain AB of 10%-90% branching.
18. the alkylbenzene of claim 16 or 17 (AB) composition, wherein the AB composition mainly comprises linear alkyl chain AB, has the alkyl chain AB of the branching of 10%-49% to be present in the composition.
19. the alkylbenzene of claim 18 (AB) composition, wherein composition comprises the alkyl chain AB of 15%-35% branching.
20. the alkylbenzene of claim 18 or 19 (AB) composition, wherein composition comprises the alkyl chain AB of 24% branching.
21. each alkylbenzene (AB) composition of claim 17-20, wherein the branching on the branched alkyl chain of AB mainly is monomethyl branching.
22. each alkylbenzene (AB) composition of claim 17-20, wherein the branching on the branched alkyl chain of AB comprises dimethyl and/or ethyl branching.
23. the alkylbenzene of claim 21 or 22 (AB) composition, wherein monomethyl branching surpasses 90% of branching.
24. the alkylbenzene of claim 21 or 22 (AB) composition, wherein monomethyl branching surpasses 95% of branching.
25. each alkylbenzene (AB) composition of claim 17-24, wherein branching mainly is positioned on the C4+ carbon of alkyl chain of AB.
26. each alkylbenzene (AB) composition of claim 17-25, some of them branching are positioned on the C2 carbon of alkyl chain of AB.
27. each alkylbenzene (AB) composition of claim 17-26 wherein surpasses on the C4+ carbon of alkyl chain that 70% branching is positioned at AB.
28. each alkylbenzene (AB) composition of claim 17-26 wherein surpasses on the C4+ carbon of alkyl chain that 90% branching is positioned at AB.
29. a detergent composition comprises each Sulfonation of Alkylbenzene product of claim 16-28.
30. a borehole fluids composition comprises each AB composition of claim 16-28.
31. a borehole fluids composition comprises the hydrocarbon that contains 14-18 carbon atom, described hydrocarbon is derived by alkene and is obtained, and described alkene is to be obtained through metathesis reaction by one or more fischer-tropsch derived hydrocarbon that are selected from the hydrocarbon that contains 8,9 and/or 10 carbon atoms.
32. the borehole fluids composition of claim 31, wherein hydrocarbon is an internal olefin.
33. the borehole fluids composition of claim 31 or 32, it comprises the hydrocarbon of the branching of 10%-90%.
34. each borehole fluids composition of claim 31-33, wherein hydrocarbon mainly is linear.
35. the borehole fluids composition of claim 33 or 34, said composition comprises the hydrocarbon of the branching of 10%-49%.
36. the borehole fluids composition of claim 33 or 34, said composition comprises the hydrocarbon of the branching of 15%-35%.
37. the borehole fluids composition of claim 33 or 34, said composition comprise the hydrocarbon of 24% branching.
38. each borehole fluids composition of claim 33-37, wherein the branching on the hydrocarbon of branching mainly is monomethyl branching.
39. each borehole fluids composition of claim 33-38, it comprises some dimethyl and/or ethyl branching.
40. each borehole fluids composition of claim 33-39, wherein branching mainly is positioned on the C4+ carbon of alkyl chain of AB.
41. each borehole fluids composition of claim 33-40, it comprises the branching on the C2 carbon of the alkyl chain that is positioned at AB.
42. each borehole fluids composition of claim 33-41 wherein surpasses on the C4+ carbon of alkyl chain that 70% branching is positioned at AB.
43. each borehole fluids composition of claim 33-42 wherein surpasses on the C4+ carbon of alkyl chain that 90% branching is positioned at AB.
44. each borehole fluids composition of claim 38-43, wherein monomethyl branching surpasses 90% of branching.
45. each borehole fluids composition of claim 38-44, wherein monomethyl branching surpasses 95% of branching.
46. an oxo process alcohol composition, in fact such as here description and illustrating.
47. an alkylbenzene composition is in fact as describing here and illustrating.
48. a borehole fluids composition is in fact as describing here and illustrating.
49. a novel oxo process alcohol composition, a kind of novel alkylbenzene composition or a kind of novel borehole fluids composition, it is in fact as described herein.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14238199P | 1999-07-06 | 1999-07-06 | |
ZA99/04377 | 1999-07-06 | ||
ZA994377 | 1999-07-06 | ||
US60/142,381 | 1999-07-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1402698A true CN1402698A (en) | 2003-03-12 |
Family
ID=26840054
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN00812371A Pending CN1402698A (en) | 1999-07-06 | 2000-07-06 | Use of metathesis products of Fischer-Tropsch process products |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1198442A1 (en) |
JP (1) | JP2003527315A (en) |
CN (1) | CN1402698A (en) |
AU (1) | AU6541500A (en) |
BR (1) | BR0012225A (en) |
CA (1) | CA2376603A1 (en) |
WO (1) | WO2001002328A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10305562A1 (en) * | 2003-02-10 | 2004-08-26 | Sasol Germany Gmbh | Ester mixtures based on branched alcohols and / or branched acids and their use as a polymer additive |
US8524965B2 (en) * | 2005-12-21 | 2013-09-03 | Chevron Oronite Company Llc | Method of making an alkylated aromatic using acidic ionic liquid catalyst |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5116618A (en) * | 1974-07-31 | 1976-02-10 | Nissan Chemical Ind Ltd | Arukirubenzenno seizohoho |
US4544792A (en) * | 1984-12-13 | 1985-10-01 | Mobil Oil Corporation | Upgrading Fischer-Tropsch olefins |
EP0276096A1 (en) * | 1987-01-21 | 1988-07-27 | Mobil Oil Corporation | An olefin metathesis process |
GB2258258B (en) * | 1991-07-27 | 1995-04-19 | David Brankling | Drilling fluid |
WO1994012589A1 (en) * | 1991-07-27 | 1994-06-09 | Oilfield Chemical Technology Limited | Drilling fluid |
GB9216014D0 (en) * | 1992-07-28 | 1992-09-09 | British Petroleum Co Plc | Lubricating oils |
MA24137A1 (en) * | 1996-04-16 | 1997-12-31 | Procter & Gamble | MANUFACTURE OF BRANCHED SURFACES. |
EG22088A (en) * | 1996-04-16 | 2002-07-31 | Procter & Gamble | Alkoxylated sulfates |
FR2789072B1 (en) * | 1999-01-29 | 2001-04-13 | Inst Francais Du Petrole | PROCESS FOR THE METATHESIS OF OLEFINS IN THE PRESENCE OF A CATALYST STABILIZING AGENT |
-
2000
- 2000-07-06 BR BR0012225-4A patent/BR0012225A/en not_active IP Right Cessation
- 2000-07-06 JP JP2001507773A patent/JP2003527315A/en active Pending
- 2000-07-06 CA CA002376603A patent/CA2376603A1/en not_active Abandoned
- 2000-07-06 WO PCT/ZA2000/000123 patent/WO2001002328A1/en active Application Filing
- 2000-07-06 AU AU65415/00A patent/AU6541500A/en not_active Abandoned
- 2000-07-06 CN CN00812371A patent/CN1402698A/en active Pending
- 2000-07-06 EP EP00952774A patent/EP1198442A1/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
JP2003527315A (en) | 2003-09-16 |
AU6541500A (en) | 2001-01-22 |
EP1198442A1 (en) | 2002-04-24 |
CA2376603A1 (en) | 2001-01-11 |
BR0012225A (en) | 2002-03-26 |
WO2001002328A1 (en) | 2001-01-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1088095C (en) | Process and apparatus for converting C4 olefine fraction to polyisobutylene and propene | |
CN101583581B (en) | Oxygenate conversion to olefins with dimerization and metathesis | |
JP4214474B2 (en) | Process for producing propylene and hexene from C4 olefin streams | |
US8237003B2 (en) | Metathesis catalyst and process for use thereof | |
US8809563B2 (en) | Metathesis catalyst and process for use thereof | |
CN1185186C (en) | Process for separating olefins from saturated hydrocarbons | |
US20050236300A1 (en) | Process for well fluids base oil via metathesis of alpha-olefins | |
CN1817840A (en) | Method of alkene hydroformylation | |
CN1228404A (en) | Preparation of propene and, if desired, 1-butene | |
CN101573313A (en) | Oxygenate conversion to olefins with metathesis | |
CN1333201A (en) | Multi-stage preparation process of carbonyl synthesizing aldehyde and/or alcohol | |
US20030236175A1 (en) | Process for well fluids base oil via metathesis of alpha-olefins | |
CN1298374A (en) | Method of making dimethylnaphtalenes | |
WO2011100022A2 (en) | Metathesis catalyst and process for use thereof | |
CN1555352A (en) | Method of increasing the carbon chain length of olefinic compounds | |
CN1402698A (en) | Use of metathesis products of Fischer-Tropsch process products | |
CN110172013B (en) | Process for synthesizing tertiary amyl alcohol based on catalytic distillation solvent method | |
US9024034B2 (en) | Metathesis catalysts and processes for use thereof | |
CA2777176C (en) | Metathesis catalysts and processes for use thereof | |
CN1182087C (en) | Process for separating linear alpha olefins from a stream containing saturated hydrocarbons, internal olefins, branched olefins and linear alpha olefins | |
CN1765862A (en) | Method for synthesizing alkynol by ketone and acetylene | |
CN1525952A (en) | Carbonylation process | |
CN104692994B (en) | Method by micro passage reaction synthesis ethylidene norbornene | |
CN112321449A (en) | Method for preparing primary and secondary amide compound | |
CN113121297B (en) | Method for producing aromatic hydrocarbon by using methanol |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |