# US 8,772,562 B2 · Process for making basestocks from renewable feedstocks

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- Number: US 8,772,562 B2
- Document ID: US8772562B2
- Status: Granted
- Kind: B2
- Application number: 12/943,131
- Filed: 2010-11-10
- Published: 2012-05-10
- Granted: 2014-07-08
- Earliest claimed: 2010-11-10
- Assignees: ExxonMobil Research and Engineering Company
- Applicants: Kun Wang; Margaret May-Som Wu; Alan Anthony Galuska; David Lawrence Stern
- Inventors: Kun Wang; Margaret May-Som Wu; Alan Anthony Galuska; David Lawrence Stern
- Web page: https://patentgrep.com/patent/US8772562B2

## CPC

- C10M 105/38: of polyhydroxy compounds
- C10M 107/10: containing aliphatic monomer having more than 4 carbon atoms
- C11C 3/00: Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom (sulfonated fats or oils C07C309/62; factice C08H; drying oils C09F)
- C11C 3/126: {using catalysts based principally on other metals or derivates}
- C11C 3/14: by isomerisation {(isomerisation induced by hydrogenation C11C3/12)}
- C10M 2205/0285: used as base material
- C10M 2207/2835: used as base material
- C10N 2020/02: Viscosity; Viscosity index
- C10N 2030/64: {Environmental friendly compositions}
- C10N 2030/74: {Noack Volatility}
- C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33)
- C11C: FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

A process for converting feedstock triglycerides to lube basestocks. The process has the steps of (a) metathesizing the feedstock triglycerides with ethylene in the presence of a metathesis catalyst to form alpha olefins and medium-chain triglycerides and (b) hydroisomerizing the medium-chain triglycerides in the presence of a hydroisomerization catalyst and hydrogen to form methyl-branched triglycerides. The alpha olefins may be oligomerized in the presence of an oligomerization catalyst to form poly(alpha olefins).

## Claims

### Claim 1

A process for converting feedstock long chain fatty acid glycerides to lube basestocks, comprising:
(a) metathesizing the feedstock long-chain fatty acid glycerides with ethylene in the presence of a metathesis catalyst to form alpha olefins and medium-chain glycerides,
(b) hydroisomerizing the medium-chain glycerides in the presence of a hydroisomerization catalyst and hydrogen to form methyl-branched glycerides, and
(c) oligomerizing the alpha olefins in the presence of an oligomerization catalyst to form poly(alpha olefins).

### Claim 2 (depends on 1)

The process of claim 1, wherein the reaction between the feedstock long-chain fatty acid glycerides and the ethylene is carried out at a temperature of from 40° C. to 260° C.

### Claim 3 (depends on 1)

The process of claim 1, wherein the metathesis catalyst is a catalyst system having a transition metal component and a non-transition metal component.

### Claim 4 (depends on 3)

The process of claim 3, wherein the transition metal component is selected from the group consisting of tungsten compound, a molybdenum compound, and a ruthenium compound; and wherein the non-transition metal component is selected from the group consisting of a tin compound, a lithium compound, and a magnesium compound.

### Claim 5 (depends on 1)

The process of claim 1, wherein the oligomerization is carried out at a temperature of from −100° C. to 300° C.

### Claim 6 (depends on 1)

The process of claim 1, wherein the oligomerization catalyst is selected from the group consisting of aluminum compounds and boron compounds.

### Claim 7 (depends on 1)

The process of claim 1, wherein the hydroisomerizing is carried out at a temperature of from 240° C. to 380° C.

### Claim 8 (depends on 1)

The process of claim 1, wherein the hydroisomerization catalyst is selected from the group consisting of iron, cobalt, nickel, ruthenium, rhodium, palladium, osmium, iridium, and platinum, and wherein the catalyst is on a solid support.

### Claim 9 (depends on 8)

The process of claim 8, wherein the hydroisomerization catalyst is platinum.

### Claim 10 (depends on 8)

The process of claim 8, wherein the hydroisomerization catalyst includes a molecular sieve having a SiO2:Al2O3 ratio of 200:1 to 30:1 and from 0.1 wt % to 2.7 wt % framework Al2O3 content.

### Claim 11 (depends on 10)

The process of claim 10, wherein the molecular sieve is selected from the group consisting of EU-1, ZSM-35, ZSM-11, ZSM-57, NU-87, ZSM-22, EU-2, EU-11, ZBM-30, ZS-48, ZSM-23, and a combination thereof.

### Claim 12 (depends on 11)

The process of claim 11, wherein the molecular sieve is ZSM-48.

### Claim 13 (depends on 8)

The process of claim 8, wherein the hydroisomerization catalyst further comprises a metal oxide refractory binder having a surface area of 100 m2/g or less.

### Claim 14 (depends on 13)

The process of claim 13, wherein the hydroisomerization catalyst exhibits a micropore surface area to total surface area of greater than or equal to 25%, wherein the total surface area equals the surface area of the external zeolite plus the surface area of the metal oxide refractory hinder.

### Claim 15 (depends on 13)

The process of claim 13, wherein the metal oxide refractory binder is selected from the group consisting of silica, alumina, titania, zirconia, and silica-alumina.

### Claim 16 (depends on 13)

The process of claim 13, further comprising a second metal oxide refractory binder different from the first metal oxide refractory binder.

### Claim 17 (depends on 16)

The process of claim 16, wherein the second metal oxide refractory binder is selected from the group consisting of silica, alumina, titanic, zirconia, and silica-alumina.

### Claim 18 (depends on 1)

The process of claim 1, wherein the hydroisomerization catalyst includes from 0.1 to 5 wt % platinum.

### Claim 19 (depends on 1)

The process of claim 1, wherein the alpha olefins include 1-decene and 1-heptene.

### Claim 20 (depends on 1)

The process of claim 1, wherein the feedstock glycerides have fatty acid chains each containing 10 to 40 carbon atoms.

### Claim 21 (depends on 1)

The process of claim 1, wherein the medium-chain glycerides have at least one fatty acid chain with less than 14 carbon atoms.

### Claim 22 (depends on 1)

The process of claim 1, wherein the feedstock glycerides are obtained from renewable or natural sources.