IP Library Granted Patent US 10,774,016
Granted Patent B2
US 10,774,016 · App. 15/916,753 · Granted Sep 15, 2020

Safe aromatics

Inventors: Anthony J. Kriech (Indianapolis, IN); Julia Austin (Indianapolis, IN); Matthew Kriech (Brownsburg, IN)
Assignee: Heritage Research Group
C07C2/70B01J27/053B01J31/00C07C15/46C01B17/69C10G2300/1059C10G2300/1096C10G2300/4081C10G2300/80
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Quick Facts
Patent No.
US 10,774,016
App. No.
15/916,753
Granted
Sep 15, 2020
Kind
B2
Abstract

A method for reducing the mutagenicity of polycyclic aromatic compounds (PAC's) having one or more bay regions which involves alkylating the PAC's with an alkylating agent in the presence of a catalyst to lower the mutagenicity down to as much as about 0.1. The resulting alkylated polycyclic aromatic compounds retain their physical and chemical properties for safe industrial use including as rubber processing oils, inks, etc.

Claims (14)

1. A method of reducing the mutagenicity of polycyclic aromatic compounds, which method comprises:

identifying a composition comprising one or more polycyclic aromatic compounds, wherein the one or more polycyclic aromatic compounds each comprise at least one bay region;

contacting the polycyclic aromatic compounds with alkylating agent selected from styrene and hexene in the presence of a catalyst selected from Lewis acids and protonic acids to provide one or more polycyclic aromatic compounds that are alkylated at a position blocking the at least one bay region; and

recovering the alkylated polycyclic aromatic compounds,

wherein the mutagenicity of the alkylated polycyclic aromatic compounds is less than 1.0.

2. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 1 , wherein the composition comprising one or more polycyclic aromatic compounds is selected from heavy vacuum gas oils, light cycle oil, reclamite B, and a cat cracker slurry.

3. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 2 , wherein the composition comprising one or more polycyclic aromatic compounds comprises heavy vacuum gas oils.

4. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 3 , wherein the alkylating agent is styrene and the catalyst is a protonic acid.

5. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 1 , wherein the mutagenicity of the alkylated polycyclic aromatic compounds is 0.8 or less.

6. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 5 , wherein the mutagenicity of the alkylated polycyclic aromatic compounds is 0.5 or less.

7. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 6 , wherein the mutagenicity of the alkylated polycyclic aromatic compounds is 0.3 or less.

8. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 1 , wherein the composition comprising the polycyclic aromatic compounds is distilled prior to contacting the polycyclic aromatic compounds with the alkylating agent in the presence of the catalyst.

9. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 1 , wherein the catalyst is selected from AlCl 3 , sulfuric acid, and methyl sulfonic acid.

10. The method of reducing the mutagenicity of polycyclic aromatic compounds according to claim 4 , wherein the catalyst is selected from sulfuric acid and methyl sulfonic acid.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 23, 2021
From: HERITAGE RESEARCH GROUP
To: HERITAGE RESEARCH GROUP, LLC
Reel/Frame 057264/0328 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2018
From: KRIECH, ANTHONY J.; AUSTIN, JULIA; KRIECH, MATTHEW
To: HERITAGE RESEARCH GROUP
Reel/Frame 045524/0057 →
Continuity (2)
Provisional Application 62469846 · Mar 10, 2017
Related Publication 20180258010A1 · Sep 13, 2018