Process for making renewable surfactant intermediates and surfactants from fats and oils and products thereof

Patent metadata

Field	Value
Publication number	US-9994497-B2
Application number	US-201514629526-A
Country	US
Kind code	B2
Filing date	Feb 24, 2015
Priority date	Feb 25, 2014
Publication date	Jun 12, 2018
Grant date	Jun 12, 2018

Abstract

The present invention relates generally to methods for producing renewable detergent compounds. More specifically, the invention relates to methods for producing detergent intermediates, including bio-linear alkylbenzene (LAB), bio-alcohols, and long chain bio-paraffins, from natural oils.

First claim

What is claimed is:

1. A method for producing an alkylbenzene and a detergent alcohol from a natural oil and petrol-based kerosene comprising:
a) providing a first feed stream comprising natural oil;
b) deoxygenating said first feed stream to form a stream comprising bio-paraffins;
c) removing volatile components and gases from said stream comprising bio-paraffins to form a purified bio-paraffin stream;
d) fractionating said purified bio-paraffin stream into three fractions, wherein a first fraction comprises a lower boiling range, a second fraction comprises a middle boiling range, and a third fraction comprises a high boiling range;
e) providing a second stream comprising petrol-based kerosene;
f) hydrotreating said second stream;
g) sieving said hydrotreated second stream to form a stream comprising kerosene-based paraffin;
h) combining said first fraction of purified bio-paraffin with said kerosene-based paraffin to form a combination, wherein greater than 50 wt % of said combination of said first fraction of purified bio-paraffin and said kerosene-based paraffin is derived from natural oil;
i) dehydrogenating said combination of said first fraction of purified bio-paraffin and said kerosene-based paraffin to form a stream comprising olefins;
j) alkylating said stream comprising olefins with a third feed stream comprising benzene to form a stream comprising alkylbenzenes;
k) dehydrogenating said second fraction of purified bio-paraffin to form a stream comprising olefins and paraffins;
l) separating said olefins from said paraffins in said stream comprising olefins and paraffins to form an olefin stream;
m) hydroformylating said olefin stream to form a stream comprising detergent alcohols.

2. The method of claim 1 , wherein said third fraction of purified bio-paraffin is sulfoxidized to form a stream comprising paraffin sulfonate.

3. The method of claim 1 , wherein said purified paraffin stream has greater than about 90% purity, wherein said purified paraffin stream comprises less than about 5% branched paraffins, less than about 3% olefins and cyclic compounds, and less than about 2% alcohols, esters, aldehydes, and fatty acids.

4. The method of claim 1 , wherein said purified bio-paraffin stream comprises paraffins ranging in chain length from C10 to C18.

5. The method of claim 1 , wherein said third feed stream comprises renewable benzene.

6. The method of claim 1 , wherein said natural oil is selected from the group consisting of coconut oil, palm kernel oil, palm oil, and mixtures thereof.

7. The method of claim 1 , wherein said alkylbenzenes are sulfonated.

8. The method of claim 1 , wherein said detergent alcohols are sulfated.

Assignees

• Procter & Gamble

Inventors

• Scheibel Jeffrey John
• Cron Scott Leroy
• Derose Stephen Anthony
• West Ryan Michael
• Vinson Phillip Kyle
• Williams Thomas Earl
• Garber Kevin Lee
• Depa Praveen Kumar

Classifications

• C07C305/04

  being acyclic and saturated · CPC title

• C07C29/16

  by oxo-reaction combined with reduction · CPC title

• C10G2300/1051

  Kerosene having a boiling range of about 180 - 230 °C · CPC title

• C07C5/333

  Catalytic processes · CPC title

• C10G29/205

  by reaction with hydrocarbons added to the hydrocarbon oil · CPC title