US 5,314,633 AGranted

Low pressure derived mixed phosphorous- and sulfur- containing reaction products useful in power transmitting compositions and process for preparing same

AssigneeExxon Chemical Patents Inc.

InventorsJack Ryer, Antonio Gutierrez, James S. Puckace, Raymond F. Watts, Craig W. Gleason, Daniel R. Mills, Edmund H. Braun, II, Stanley J. Brois

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Abstract

A phosphorous- and sulfur-containing additive and its use to impart anti-wear and/or antioxidant properties to oleaginous compositions such as fuels and lubricating oils, particularly power transmission compositions, such as automatic transmission fluids, is disclosed. The additive comprises a mixture of products formed by simultaneously reacting (1) a beta-hydroxy thioether, such as thiobisethanol, and (2) a phosphorous-containing reactant, such as tributyl phosphite. The reaction is carried out under reduced pressure conditions (e.g., -40 KPa to -100 KPa) to limit the amount of thioether species in said additive to less than about 45 mole %.

Claims10

Dependent claims

A hydrocarbon soluble or dispersible mixture of compounds comprising phosphorous- and sulfur-containing reaction product prepared by reacting an admixture comprising:

(1) at least one organic phosphite ester selected from esters represented by at least one of the formulas II, III or IV:
##STR48## wherein R.sub.1, independently, represents the same or different C.sub.1 -C.sub.5 saturated or unsaturated, straight or branched chain aliphatic hydrocarbyl radical;
(2) hydrocarbyl thioalkanol represented by at least one of the following formulas V or VI:
##STR49## wherein R.sub.2 represents a C.sub.8 -C.sub.30 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical having at most two unsaturated linkages;
R.sub.3 represents a C.sub.2 -C.sub.4 alkanetriyl radical;
R.sub.4 represents H or a C.sub.1 -C.sub.18 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical;
R.sub.5 represents a C.sub.2 -C.sub.30 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical;
and n represents a number of from about 1 to 6;
and
(3) heterodialkanol having the following formula VII:
##STR50## wherein R.sub.6 and R.sub.7 each independently represent hydrogen, or a C.sub.1 -C.sub.12 alkyl;
Z is a linking group selected from --S--, --O--, and >NR.sub.18, wherein R.sub.18 is hydrogen, C.sub.1 -C.sub.4 alkyl, or monohydroxy-substituted C.sub.1 -C.sub.12 alkyl;
and;
a, b, c and d each independently represent the same or different number 1-3;
said reaction having been conducted at a temperature of from about 70.degree. to about 130.degree. C. for a period of from about 1 to about 10 hours at reduced pressure of from about -40 KPa to about -100 KPa so as to form said dispersible mixture of compounds comprising less than about 45 mole %, based on the entire mixture, of thioether containing species.

12 more elements

A hydrocarbon soluble or dispersible mixture of compounds comprising phosphorous- and sulfur-containing reaction product prepared by reacting at a temperature of from about 70.degree. to about 130.degree. C. and a reduced pressure of from about -40 KPa to about -100 KPa an admixture comprising:

(1) at least about ten mole percent, based on the total number of moles of reactants in said admixture, of at least one organic phosphite ester represented by at least one of formulas II, III and IV:
##STR54## wherein R.sub.1, independently, represents the same or different C.sub.1 -C.sub.5 saturated or unsaturated, straight or branched chain aliphatic, substituted or unsubstituted hydrocarbyl radical;
(2) hydrocarbyl thioalkanol comprising a compound represented by at least one of the formulas V and VI:
##STR55## wherein R.sub.2 represents a C.sub.8 -C.sub.30 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical having at most two unsaturated linkages;
R.sub.3 represents a C.sub.2 -C.sub.4 alkanetriyl radical;
R.sub.4 represents H or a C.sub.1 -C.sub.18 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical;
R.sub.5 represents a C.sub.2 -C.sub.30 saturated or unsaturated, substituted or unsubstituted straight or branched chain hydrocarbyl radical;
and n represents a number of from about 1 to 6;
and
(3) heterodialkanol comprising a compound having the following formula VII:
##STR56## wherein R.sub.6 and R.sub.7 each independently represent H or C.sub.1 -C.sub.12 alkyl;
a, b, c and d each, independently, represent the same or different number 1 -3;
and Z is --O--, --S--, or --S--S--;
wherein said mixture of reaction products comprises less than about 45 mole % of thioether species, and wherein three is at least one --SCH.sub.2 CH.sub.2 OH group in the structure of at least one of reactants V, VI and VII.

11 more elements

Dependencies are inferred from the claim text.

Facts

Application: 07/963,971Filed 20 Oct 1992 · division
Priority: 24 Jun 1988
Granted: 24 May 1994
Term ends: Not estimatedThe source records don’t support an estimate.

Classification51 codes

C10L 10/08
Use of additives to fuels or fires for particular purposes: for improving lubricity; for reducing wear
C07F 9/1411
Esters of phosphorous acids: with hydroxyalkyl compounds with further substituents on alkyl
C10L 1/2406
Containing sulfur, selenium and/or tellurium: mercaptans; hydrocarbon sulfides
C10L 1/2641
Phosphorus bond to oxygen: oxygen bonds only

Family

Serial210,831Parent of this continuation-in-part · filed 24 Jun 1988
Serial370,315Parent of this continuation-in-part · filed 22 Jun 1989
Serial560,675Parent of this division · filed 31 Jul 1990
US 5,185,090 AParent of this division
US 5,242,612 AParent of this continuation-in-part
US 5,314,633 AThis patent

From the US filing history. Foreign family members aren’t listed.