# US 10,370,612 B2 · Method and composition for contemporaneously dimerizing and hydrating a feed having butene to produce a gasoline composition

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- Number: US 10,370,612 B2
- Document ID: US10370612B2
- Status: Granted
- Kind: B2
- Application number: 15/472,848
- Filed: 2017-03-29
- Published: 2017-07-13
- Granted: 2019-08-06
- Earliest claimed: 2011-11-01
- Assignees: Saudi Arabian Oil Company
- Applicants: Saudi Arabian Oil Company
- Inventors: Wei Xu; Thamer A. Mohammad; Aadesh Harale; Kareemuddin M. Shaik
- Web page: https://patentgrep.com/patent/US10370612B2

## CPC

- C10L 10/10: for improving the octane number
- C07C 2/28: with ion-exchange resins
- C07C 29/04: by hydration of carbon-to-carbon double bonds
- C10G 50/00: Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C10L 1/023: {for spark ignition}
- C10L 1/06: for spark ignition
- C10L 1/125: {water}
- C10L 1/1608: {Well defined compounds, e.g. hexane, benzene}
- C10L 1/182: containing hydroxy groups; Salts thereof {(C10L1/1802, C10L1/1805, C10L1/1808, C10L1/1811, C10L1/1814, C10L1/1817 take precedence)}
- C10L 1/1824: {mono-hydroxy}
- C07C 2531/10: sulfonated
- C10G 2300/305: Octane number, e.g. motor octane number [MON], research octane number [RON]
- C10G 2400/02: Gasoline
- C10L 2200/0254: Oxygen containing compounds
- C10L 2270/023: for gasoline engines
- C10L 2290/24: Mixing, stirring of fuel components
- 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
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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

## Abstract

Methods for producing alcohols and oligomers contemporaneously from a hydrocarbon feed containing mixed butenes using an acid based catalyst are provided. Additionally, methods for producing fuel compositions having alcohols and oligomers prepared from mixed olefins are also provided as embodiments of the present invention. In certain embodiments, the catalyst can include a dual phase catalyst system that includes a water soluble acid catalyst and a solid acid catalyst.

## Claims

### Claim 1

A gasoline composition, the composition comprising:
a fuel-grade gasoline; and
an octane enhancing additive comprising mixed butanols and DIBs, wherein the octane enhancing additive is prepared by contacting a mixed butene stream with a dual phase catalyst system and water under conditions operable to oligomerize and hydrate the butenes to form the octane enhancing additive.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the octane enhancing additive is present in an amount of between about 5 and 30% by weight of the gasoline composition.

### Claim 3 (depends on 1)

The composition of claim 1, wherein the gasoline composition has an increased RON and a decreased RVP, relative to the fuel-grade gasoline prior to being combined with the octane enhancing additive comprising the mixed butanols and DIBs.

### Claim 4 (depends on 1)

The composition of claim 1, wherein the dual phase catalyst system comprises a water soluble acid catalyst and a water insoluble acid catalyst.

### Claim 5 (depends on 4)

The composition as claimed in claim 4, wherein the water soluble acid catalyst is an organic acid selected from acetal acid, tosylate acid and perflurated acetic acid.

### Claim 6 (depends on 4)

The composition as claimed in claim 4, wherein the water soluble acid catalyst is an inorganic acid selected from HCl, H3PO4, and H2SO4.

### Claim 7 (depends on 4)

The composition as claimed in claim 4, wherein the water insoluble acid catalyst is selected from ion exchange resin, zeolite, and a supported acid.