Alkylated Anisole-Containing Lubricating Oil Base Stocks and Processes for Preparing the Same

Patent metadata

Field	Value
Publication number	US-2020362258-A1
Application number	US-202016945322-A
Country	US
Kind code	A1
Filing date	Jul 31, 2020
Priority date	Dec 28, 2016
Publication date	Nov 19, 2020
Grant date	—

Abstract

Compounds having the formula (F-I) below are provided herein:

wherein R 1 and R 2 at each occurrence are independently a C 1 -C 5000 alkyl group; R 3 at each occurrence is independently hydrogen or a C 1 -C 5000 alkyl group; R 4 is a C 1 -C 50 alkyl group or an unsubstituted or substituted phenyl group; R 5 at each occurrence is independently hydrogen or a C 1 -C 30 alkyl group; n is 1, 2, 3, or 4; and m+n is 5. Processes for preparing compounds of formula (F-I) as well as base stock and lubricant compositions containing compounds of formula (F-I) are also provided.

First claim

1 - 14 . (canceled)

15 . A process for making a compound of claim 1 comprising:
reacting a compound having the following formula (F-Ia):

with an olefin-containing material comprising a compound having the following formula (F-Ib):

in the presence of an acid catalyst.

16 . The process of claim 15 , wherein the olefin-containing material comprises at least about 75 wt % of the compound of formula (F-Ib) where R 3 is hydrogen.

17 . The process of claim 15 , wherein the olefin-containing material comprises at least about 50 wt % of the compound of formula (F-Ib) where R 3 is a C 1 -C 100 alkyl group.

18 . The process of claim 15 , wherein the olefin-containing material comprises a mixture of: (i) about 1.0 to about 99 wt % of the compound of formula (F-Ib) where R 3 is hydrogen; and (ii) about 1.0 to about 99 wt % of the compound of formula (F-Ib) where R 3 is a C 1 -C 100 alkyl group.

19 . The process of claim 15 , wherein the olefin-containing material has an isotacticity of at least about 60 mol %.

20 . The process of claim 15 , wherein the acid catalyst is a solid acid catalyst selected from the group consisting of a solid Lewis acid, an acid clay, a polymeric acidic resin, silica-alumina, a mineral acid and a combination thereof.

21 . The process of claim 15 , wherein the acid catalyst comprises one or more molecular sieve having a framework structure selected from the group consisting of BEA, EUO, FAU, FER, HEU, MEL, MFI, MOR, MRE, MTW, MTT, MWW, OFF, and combinations thereof.

22 . The process of claim 21 , wherein the molecular sieve is selected from the group consisting of ZSM-5, ZSM-11, ZSM-12, ZSM-23, ZSM-35, ZSM-48, ZSM-50, Zeolite Beta, MCM-56, MCM-22, MCM-36, MCM-49, zeolite Y, zeolite X, and combinations thereof.

23 . The process of claim 15 , wherein at least about 50 mol % of the compounds produced have the moiety comprising R 1 , R 2 , and R 3 bonded to the phenyl ring at a position para to the —O—R 4 moiety.

24 . A lubricant base stock comprising one or more of the compound of claim 1 , wherein the lubricant base stock has one or more of:
(i) a hydrolytic stability, measured according to ASTM D-2619, of about 0.01 to about 1.0 mg KOH/g; (ii) a solubility of measured according to Fedors Correlation, of about 8 to about 10 d(i) at 25° C. (cal/cc) A 1/2; and (iii) a rotating pressure vessel oxidation test (RPVOT) break time, measured according to ASTM D-2272, of at least about 200 minutes.

25 . A formulated lubricant composition comprising one or more of the lubricant base stocks of claim 24 in an amount from about 5 wt % to about 90 wt %, based on the total weight of the formulated lubricant composition.

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Lewis Kyle G
• Fitch Beth A
• Han Wenning W

Classifications

• C10N2030/06

  Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure · CPC title

• C10N2030/10

  Inhibition of oxidation, e.g. anti-oxidants · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title

• C07C41/30

  by increasing the number of carbon atoms, e.g. by oligomerisation · CPC title

• C10M105/18 Primary

  Ethers, e.g. epoxides · CPC title