Process for well fluids base oil via metathesis of alpha-olefins

a technology of well fluids and metathesis, which is applied in the direction of hydrocarbon preparation catalysts, wellbore/well accessories, sealing/packing, etc., can solve the problems of low production efficiency, high risk of waxy paraffin deposits in down hole equipment or risers, and low economic benefits of well fluids base oil

Inactive Publication Date: 2003-12-04
INEOS USA LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

They do, however, possess the disadvantage of being relatively toxic to marine life and the discharge of drilling muds containing these oils into marine waters is usually strictly controlled because of the serious effects that the oil components may have on marine organisms.
On the other hand, linear paraffins tend to have high pour point temperatures and the higher molecular weight fractions tend to be waxy so that in the low temperature environments frequently encountered in offshore drilling, there is a significant risk that waxy paraffin deposits will be formed in the down hole equipment or in the riser connecting the sea bed to the drilling equipment.
In either event, this is unacceptable with the result that highly paraffinic oils have not achieved any significant utility as bases for well fluids.
Thus it is seen that metathesis reactions are catalytic reactions and, very importantly, equilibrium limited.
This means that reaction is typically not complete but results in a final equilibrium mixture of reactants and products.
Because 8-heptadecene has an odd number of carbons atoms, it is not possible for the double bond in this internal linear olefin to be at the very center of the molecule.
Especially unwanted in the feed are excess amounts of branched (non-linear) alpha-olefins that will lead to production of branched metathesis products.
Applicants have no ready answer to the reason for their low toxicity to marine life.
It is now recognized that unsaturated fats having excess trans isomer may pose a threat to humans at least equal to that posed by saturated fats.

Method used

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  • Process for well fluids base oil via metathesis of alpha-olefins
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  • Process for well fluids base oil via metathesis of alpha-olefins

Examples

Experimental program
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Effect test

examples 1-5

[0073] In a glass slurry reactor a magnetic stirrer constantly agitated the reactor mixture so the 1-decene liquid and Catalyst A were in good contact during the one-hour reaction. Mineral oil bath provided homogeneous heating to the reactor, typically set at 60.degree. C. A septum on top of the reactor prevented the reaction mixture from contacting ambient air or moisture. For non-equilibrium operations during the reaction, nitrogen was introduced into contact with the reaction mixture through a syringe. A mass flow meter was always used to monitor the flow rate of the reaction off-gas in ml / min. Gas chromatography was used to analyze the 1-decene feed and the reaction products. Percent conversion of 1-decene was calculated by subtracting the weight % 1-decene in the product mixture from that in the feed, dividing by the amount in the feed, and then multiplying by 100. Selectivity was calculated by dividing the sum of the weight of C16, C17 and C18 olefins in the product mixture by...

examples 11-21

[0086] When subjected to isomerization conditions in the presence of an olefin isomerization catalyst, the metathesis liquids obtained using Catalyst A or Catalyst B acquire some unique and especially salient properties. The data of Table 5 show the unique properties obtained by using Catalyst B extrudates for self-metathesis of 1-decene followed by isomerization of the self-metathesis product of 1-decene. The metathesis was conducted using a continuous flow reactor with nitrogen gas flowing concurrently with the 1-decene feed. The ratio of nitrogen purge flow to 1-decene was 1.5 g nitrogen to 1 g 1-decene. The beginning reactor temperature was 40.degree. C., the WHSV was 1, and a pressure of 1 atmosphere was employed. The initial conversion rate for fresh catalyst was always 90% with high selectivity (95-97% without accounting for ethylene). As the catalyst deactivates the conversion fell to .about.75% at which time reactor temperature was increased to raise conversion rate but sel...

example 24

[0094] Example 24 was done to illustrate the cross-metathesis embodiment of the inventive process. For Example 24, 1-octene and 1-decene were subjected to cross-metathesis in a manner similar to previous examples of self-metathesis of 1-decene. Experimental conditions were: 10 grams of catalyst A in a tubular fixed bed reactor with upflow of the continuous liquid feed, feed was 30 wt % 1-octene and 70 wt % 1-decene, 1.0 WHSV (weight hourly space velocity), co-current nitrogen purging using 1.5 g N.sub.2 per g of liquid feed, and a metathesis reactor temperature of 40.degree. C. The reactor product sample was taken after 24 hours of reaction time. The resulting compositions are given in Table 9 below.

9TABLE 9 Cross Metathesis of 1-octene and 1-decene Feed, Product, Species wt % wt % light gases 0 10 C2 to C7 olefins C8 olefins 30 2.9 C10 olefins 70 6.5 C11 olefins 0 0.3 C12 olefins 0 0.1 C13 olefins 0 0.3 C14 olefins 0 7.9 C15 olefins 0 2.5 C16 olefins 0 32.9 C17 olefins 0 1.8 C18 ol...

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Abstract

Disclosed is a process for preparation of compositions having utility as well fluid base oils. The process involves metathesis of alpha-olefins followed by isomerization of the metathesis products. The base oils resulting from the process of this invention are environmentally friendly in that they are only mildly toxic to marine life and have very low pour point temperatures. These properties make the base oils ideal candidates for use as components of well fluids for cold climates and offshore applications.

Description

RELATIONSHIP TO PRIOR APPLICATIONS[0001] (Not Applicable)STATEMENT REGARDING FEDERALLY FUNDED RESEARCH[0002] (Not Applicable)[0003] The invention relates generally to a process for making compositions having utility as base oils for well fluids. The multi-step process involves metathesis of alpha-olefins followed by isomerization of the metathesis products. The base oils resulting from the process of this invention are environmentally friendly and have very low pour point temperatures. These properties make the base oils ideal candidates for use as components of well fluids for cold land drilling climates and also for cold offshore drilling applications. The products formed by the metathesis portion of the process (absent the isomerization step) are also valuable and have utility (as produced) as components of lube oils, lube oil additives, alkenyl succinic anhydrides, surfactants, and plasticizers or as precursors to selected members of the preceding list.[0004] Historically, first...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07C5/25C07C5/27C07C6/04C09K8/34
CPCC07C5/2512C07C5/2518C07C5/2708C09K8/34C07C2521/04C07C2523/36C07C6/04
Inventor TWU, FRED CHUN-CHIENCHRISTENSEN, S. ALEXHENSEY, SCOTTROST, WILLIAM R.
Owner INEOS USA LLC
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