IP Library Granted Patent US 6,982,355
Granted Patent B2
US 6,982,355 · App. 10/924,378 · Granted Jan 3, 2006

Integrated Fischer-Tropsch process for production of linear and branched alcohols and olefins

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Quick Facts
Patent No.
US 6,982,355
App. No.
10/924,378
Granted
Jan 3, 2006
Kind
B2
Abstract

A process is disclosed for making high value olefins and alcohols from synthesis gas as well as a process for an improved yield of alpha-olefins from synthesis gas. The process for hydroformulation of olefins is also provided.

Claims (32)

1. An integrated process to make high value linear alcohols, branched alcohols and linear olefins from synthesis gas wherein:

a) separating a Fischer-Tropsch synthesis product into HFTL and LFTL fractions;

b) contacting the LFTL fraction with a dehydration catalyst to produce a dehydrated LFTL fraction comprising olefins and paraffins;

c) separating the dehydrated LFTL fraction into at least C 5 –C 9 and C 10 –C 13 olefin/paraffin fractions; and

d) contacting the C 5 –C 9 and C 10 –C 13 olefin/paraffin fractions with synthesis gas to form C 5 –C 9 and C 10 –C 13 aldehyde/paraffin fractions.

2. The process of claim 1 further comprising the step of:

e) reacting the aldehydes in the C 5 –C 9 and C 10 –C 13 aldehyde/paraffin fractions with hydrogen gas to form C 5 –C 9 and C 10 –C 13 alcohol/paraffin fractions.

3. The process of claim 2 further comprising the step of:

f) distilling the C 5 –C 9 and C 10 –C 13 alcohol/paraffin fractions to obtain C 5 –C 9 and C 10 –C 13 alcohol fractions and C 5 –C 9 and C 10 –C 13 paraffin fractions.

4. The process of claim 3 further comprising the steps of:

g) combining and dehydrogenating the C 5 –C 9 and C 10 –C 13 paraffin fractions to form a C 5 –C 13 fraction comprising olefins; and

h) recycling the C 5 –C 13 fraction comprising olefins to step d).

5. The process of claim 3 further comprising the step of:

i) distilling the C 5 –C 9 and C 10 –C 13 alcohol fractions to obtain individual carbon number alcohol fractions.

6. The process of claim 5 further comprising the step of:

j) isomerically distilling one or more individual carbon number alcohol fractions to obtain one or more fractions of individual carbon number linear alcohol fractions.

7. The process of claim 6 further comprising the step of:

k) dehydrating one or more fractions of individual carbon number linear alcohol fractions to form one or more corresponding high-linearity alpha-olefin fractions.

8. The process of claim 1 further comprising the steps of:

m) hydroprocessing the HFTL to produce a C 5 –C 9 branched naphtha fraction; and

n) dehydrogenating the C 5 –C 9 branched naphtha to form a C 5 –C 9 internal olefin fraction.

9. The process of claim 8 further comprising the step of:

o) hydroformylating the C 5 –C 9 internal olefin fraction comprising the steps of:

i) reacting the C 5 –C 9 internal olefins with synthesis gas to form a C 5 –C 9 branched aldehyde/paraffin fraction; and

ii) reacting the C 5 –C 9 branched aldehyde/paraffin fraction with hydrogen gas to form a C 5 –C 9 branched alcohouparaffin fraction.

10. The process of claim 1 wherein the dehydrated LFTL is passed over a molecular sieve and C 6 and C 8 olefin fractions are separated.

11. The process of claim 10 further comprising the step of isomerically distilling the C 6 and C 8 olefin fractions to obtain C 6 and C 8 alpha-olefin fractions.

12. An integrated process to make high value linear alcohols, branched alcohols and linear olefins from synthesis gas wherein:

a) separating a Fischer-Tropsch synthesis product into HFTL and LFTL fractions;

b) contacting the LFTL fraction with a dehydration catalyst to produce a dehydrated LFTL fraction comprising olefins and paraffins;

c) separating the dehydrated LFTL fraction into at least C 5 –C 9 and C 10 –C 13 olefin/paraffin fractions; and

d) contacting the C 5 –C 9 and C 10 –C 13 olefin/paraffin fractions with synthesis gas to form C 5 –C 9 and C 10 –C 13 aldehyde/paraffin/alcohol fractions.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Jul 1, 2022
From: UMB BANK, N.A., AS COLLATERAL TRUSTEE
To: REG SYNTHETIC FUELS, LLC; RENEWABLE ENERGY GROUP, INC.; REG SENECA, LLC; REG BIOFUELS, LLC
Reel/Frame 060562/0428 →
PATENT SECURITY AGREEMENT Recorded Jun 19, 2021
From: REG SYNTHETIC FUELS, LLC
To: UMB BANK, N.A., AS COLLATERAL TRUSTEE
Reel/Frame 056628/0673 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2014
From: SYNTROLEUM CORPORATION
To: REG SYNTHETIC FUELS, LLC
Reel/Frame 033430/0470 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2004
From: ABAZAJIAN, ARMEN N.
To: SYNTROLEUM CORPORATION
Reel/Frame 015862/0768 →