# US 9,040,766 B2 · Method for the manufacture of branched saturated hydrocarbons

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- Number: US 9,040,766 B2
- Document ID: US9040766B2
- Status: Granted
- Kind: B2
- Application number: 12/782,498
- Filed: 2010-05-18
- Published: 2010-11-25
- Granted: 2015-05-26
- Earliest claimed: 2009-05-19
- Assignees: Neste Oil Oyj
- Applicants: Mika Kettunen; Vaino Sippola; Marja Tiitta
- Inventors: Mika Kettunen; Vaino Sippola; Marja Tiitta
- Web page: https://patentgrep.com/patent/US9040766B2

## CPC

- C07C 5/03: of non-aromatic carbon-to-carbon double bonds
- B01J 29/005: {Mixtures of molecular sieves comprising at least one molecular sieve which is not an aluminosilicate zeolite, e.g. from groups B01J29/03 - B01J29/049 or B01J29/82 - B01J29/89}
- B01J 29/064: containing iron group metals, noble metals or copper
- B01J 29/068: Noble metals
- C07C 5/2775: {with crystalline alumino-silicates, e.g. molecular sieves}
- C07C 9/22: with more than fifteen carbon atoms
- C10G 3/45: {containing iron group metals or compounds thereof}
- C10G 3/47: {containing platinum group metals or compounds thereof}
- C10G 3/49: {containing crystalline aluminosilicates, e.g. molecular sieves}
- C10G 3/50: {in the presence of hydrogen, hydrogen donors or hydrogen generating compounds}
- C10G 45/62: containing platinum group metals or compounds thereof
- C10G 45/64: containing crystalline alumino-silicates, e.g. molecular sieves
- C10L 1/08: for compression ignition
- B01J 29/0308: {Mesoporous materials not having base exchange properties, e.g. Si-MCM-41}
- B01J 29/70: of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J 29/85: Silicoaluminophosphates [SAPO compounds]
- B01J 2229/20: to introduce other elements in the catalyst composition comprising the molecular sieve, but not specially in or on the molecular sieve itself
- B01J 2229/42: Addition of matrix or binder particles
- B01J 2229/62: in or on other molecular sieves
- C10G 2300/1014: of vegetal origin
- C10G 2300/1018: of animal origin
- C10G 2300/4006: Temperature
- C10G 2300/4012: Pressure
- C10G 2400/04: Diesel oil
- C10G 2400/08: Jet fuel
- Y02P 30/00: Technologies relating to oil refining and petrochemical industry
- Y02P 30/20: using bio-feedstock
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The invention relates to a method for the manufacture of branched saturated hydrocarbons, said method comprising the steps where a feed comprising olefins having at least 10 carbons is simultaneously hydrogenated and isomerized in the presence of hydrogen at a temperature of 100-400° C., under hydrogen partial pressure of 0.01-10 MPa, in the presence of a catalyst comprising a metal selected from the metals of Group VIIIb of the Periodic Table of Elements, a molecular sieve selected from ten member ring molecular sieves, twelve member ring molecular sieves and mesoporous molecular sieves embedded with zeolite, and a carrier, to yield branched saturated hydrocarbons.

## Claims

### Claim 1

A method for the manufacture of branched saturated hydrocarbons, said method comprising simultaneously hydrogenating and isomerizing a feed comprising olefins having at least 10 carbons in the presence of hydrogen at a temperature of 100-400° C., under hydrogen partial pressure of 0.01-10 MPa, in the presence of a catalyst comprising a metal selected from the metals of Group VIIIb of the Periodic table of Elements, a molecular sieve selected from ten member ring molecular sieves and mesoporous molecular sieves embedded with zeolite, and a carrier, to yield branched saturated hydrocarbons, wherein during the isomerizing, there is a catalytic conversion of hydrocarbons to more branched products.

### Claim 2 (depends on 1)

The method according to claim 1, further comprising separating said saturated hydrocarbons by distillation into fractions.

### Claim 3 (depends on 1, 2)

The method according to claim 1 or 2, wherein the hydrogen partial pressure is 0.01-5 MPa.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the temperature is 100-250° C.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the metal is at least one member selected from the group consisting of platinum, palladium, nickel, cobalt and iridium.

### Claim 6 (depends on 1)

The method according to claim 1, wherein the ten member ring molecular sieve is a member selected from SAPO-11, ZSM-23, and ZSM-22.

### Claim 7 (depends on 1)

The method according to claim 1, wherein the carrier is selected from clay, alumina, silica and zirconia.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the olefins comprise monoolefins.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the olefins comprise C10-C100 olefins.

### Claim 10 (depends on 1)

The method according to claim 1, wherein the olefins comprise C10-C50 olefins.

### Claim 11 (depends on 1)

The method according to claim 1, wherein the olefins originate from biological raw materials.

### Claim 12 (depends on 1)

The method according to claim 1, wherein base oil or base oil component is manufactured.

### Claim 13 (depends on 1)

The method according to claim 1, wherein diesel fuel is manufactured.

### Claim 14 (depends on 1)

The method according to claim 1, wherein component for aviation fuel is manufactured.

### Claim 15 (depends on 1)

The method according to claim 1, wherein the zeolite phase of the mesoporous molecular sieve embedded with zeolite is selected from MTT, TON, MTW, and BEA framework type zeolites.

### Claim 16 (depends on 1)

The method according to claim 1, wherein the temperature ranges from 120-200° C.

### Claim 17 (depends on 10)

The method according to claim 10, wherein the olefins comprise C32-C36 olefins.