Alkyl aromatic hydroalkylation for the production of plasticizers

Patent metadata

Field	Value
Publication number	US-9815767-B2
Application number	US-201615138055-A
Country	US
Kind code	B2
Filing date	Apr 25, 2016
Priority date	Jan 28, 2013
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

Provided are compounds of the following:

wherein R 1 is a saturated or unsaturated cyclic hydrocarbon optionally substituted with an alkyl and/or an OXO-ester, and R 2 is a C 4 to C 14 hydrocarbyl, preferably the residue of a C 4 to C 14 OXO-alcohol. Also provided are processes for making the compounds and plasticized polymer compositions containing said compounds.

First claim

The invention claimed is:

1. A mixture comprising at least two compounds represented by the formula:

wherein R 1 is a saturated or unsaturated cyclic hydrocarbon substituted with an OXO-ester, and R 2 is a C 4 to C 14 hydrocarbyl,
wherein in the first compound, R 1 is a saturated cyclic hydrocarbon substituted with OXO-ester, and in the second compound R 1 is an unsaturated cyclic hydrocarbon substituted with an OXO-ester.

2. The mixture of claim 1 , wherein in the first and/or second compound R 1 is located at the ortho-, meta- or para-position.

3. The mixture of claim 2 , wherein in the second compound R 1 is a phenyl group located at the para-position where the phenyl is substituted with an OXO-ester at the ortho-, meta-, or para-position.

4. The mixture of claim 1 , wherein in the first and/or second compound R 2 is not linear.

5. The mixture of claim 1 , wherein in the first and/or second compound R 2 is branched.

6. The mixture of claim 1 where each R 1 is a C 6 ring optionally substituted with an OXO-ester.

7. A process for making a mixture comprising at least two compounds of the formula:

wherein R 1 is a cyclic hydrocarbon substituted with an OXO-ester, and R 2 is a C 4 to C 14 alkyl group, wherein in the first compound, R 1 is a saturated cyclic hydrocarbon substituted with OXO-ester, and in the second compound R 1 is an unsaturated cyclic hydrocarbon substituted with an OXO-ester, the process comprising the steps of:
reacting benzene or alkylated benzene under conditions appropriate to form alkylated biphenyl;
optionally alkylating biphenyl to form said alkylated biphenyl;
oxidizing the alkyl group(s) on said alkylated biphenyl to form acid groups; and
reacting said acid groups with an OXO-alcohol under esterification conditions to form said compounds, wherein after reacting said acid groups with an OXO-alcohol under esterification conditions, the reaction product is contacted with a basic solution.

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Dakka Jihad M
• Decaul Lorenzo C
• Costello Christine A
• Mozeleski Edmund J
• Osterrieth Pierre
• Zushma Stephen
• Godwin Allen D
• Smimova Diana
• Faler Catherine A
• Deflorio Victor
• Naert Didier A

Classifications

• Y10T428/31935

  Ester, halide or nitrile of addition polymer · CPC title

• C08J2327/06

  Homopolymers or copolymers of vinyl chloride · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• Y10T428/2964

  Artificial fiber or filament · CPC title

• D06N7/0002

  Wallpaper or wall covering on textile basis · CPC title