(19)
(11) EP 0 608 018 A1

(12) EUROPEAN PATENT APPLICATION

(43) Date of publication:
27.07.1994 Bulletin 1994/30

(21) Application number: 94200064.7

(22) Date of filing: 13.01.1994
(51) International Patent Classification (IPC)5C10M 137/12, C10M 169/04, C10M 173/02
// C10N30/06 ,(C10M173/02, 137:12)
(84) Designated Contracting States:
DE FR GB IT NL

(30) Priority: 22.01.1993 US 7204

(71) Applicant: Akzo Nobel N.V.
NL-6824 BM Arnhem (NL)

(72) Inventors:
  • Marolewski, Theodore Alan
    New City, New York 10956 (US)
  • Burkhardt, Eric William
    Brewster, New York 10509 (US)

(74) Representative: Schalkwijk, Pieter Cornelis et al
AKZO NOBEL N.V. Patent Department (Dept. APTA) P.O. Box 9300
NL-6800 SB Arnhem
NL-6800 SB Arnhem (NL)


(56) References cited: : 
   
       


    (54) Amino alkyl phosphonate as antiwear additive for lubricant containing hydrophylic basestock


    (57) Lubricants containing hydrophilic basestocks (e.g., water-based lubricants or organic-based lubricants with polyalkylene glycol basestocks containing free hydroxy groups) can be formulated with an amino alkyl phosphonate antiwear additive.


    Description

    BACKGROUND OF THE INVENTION



    [0001] A variety of organophosphorus compounds either alone, reacted with, or in admixture with other compounds have been suggested as lubricant additives in the following prior art disclosures, for example:

    (1) U.S. Patent No. 3,553,131 discloses use of a mixture of an organic phosphonate and an organic amine;

    (2) U.S. Patent No. 4,077,892 mentions the reaction of a partially esterified multifunctional alcohol with a phosphorus trihalide or a dihydrocarbyl phosphonate;

    (3) U.S. Patent No. 4,228,020 shows the combination of graphite and a di-lower alkyl hydrocarbyl phosphonate;

    (4) U.S. Patent No. 4,231,781 teaches use of halophenoxy-alkoxy phosphonates as lubricants or lubricant additives;

    (5) U.S. Patent No. 4,664,828 relates to the use of certain hydrogen phosphonates as additives in certain water-based fluids;

    (6) U.S. Patent No. 5,059,335 teaches the use of hydroxyalkane phosphonic acids and derivatives as antiwear and extreme pressure additives in lubricants;

    (7) French Patent No. 1,566,028 shows the use of certain phosphorus compounds as sludge control agents in functional fluids; and

    (8) British Patent No. 748,137 shows the use of an ester or metal salt of a hydroxy phosphonic acid in lubricating oils.


    British Patent No. 899,101 shows that amino-phosphonates of the formula


    where R1 and R2 can, for example, be alkyl and R3 and R4 can also be alkyl, are useful as load-carrying additives in certain diester basestocks of the formula


    where n is from 4 to 14 and R is C4-C18 alkyl. These lubricants are hydrophobic in nature rather than hydrophilic. Most recently, U.S. Patent No. 5,124,055 shows lubricating oil compositions comprising an oil of suitable lubricating viscosity and a co-sulfurized blend of soybean oil and an ester, amide, ester-amide, or fatty amine derivative containing at least one substituent group. One class of suitable amines can be prepared by reacting a dialkyl phosphate with formaldehyde and a dialkanol amine to yield the following type of product:


    SUMMARY OF THE INVENTION



    [0002] The present invention relates to lubricants comprising a hydrophilic basestock which also comprise an amino alkyl phosphonate as an antiwear additive. A preferred amino alkyl phosphonate is an 0,0-dialkyl N,N-bis(hydroxyalkyl) amino methyl phosphonate.

    DETAILED DESCRIPTION OF THE INVENTION



    [0003] The lubricant compositions to which the present invention relates are those which contain hydrophilic basestocks. The term "hydrophilic basestock" as used herein is intended to cover non-petroleum and non-organic, hydrophilic basestocks and be inclusive of both water-based lubricants, which may contain hydrophilic associative thickeners (such as nonionic polyalkylene glycol), and those lubricants containing an organic molecule as the basestock component, such as polyalkylene glycols containing free hydroxy groups. Such types of lubricants are well known to persons of ordinary skill in the art and are useful, for example, as hydraulic fluids and lubricants (e.g., polyalkylene glycol-based products) or as chain lubricants and metal working fluids (e.g., water-based lubricants).

    [0004] The present invention relates to the use of an effective amount of an amino alkyl phosphonate in such type of lubricants as an antiwear additive. Generally speaking, it is contemplated that the amount of this type of phosphonate additive can range from about 0.1% to about 10%, by weight of the lubricant, preferably from about 0.2% to about 2%.

    [0005] The preferred type of amino alkyl phosphonate for use herein is an 0,0-dialkyl N,N-bis(hydroxyalkyl) amino methyl phosphonate of the formula

    where each R can be the same or different and are alkyl groups, preferably C1 to C4 alkyl groups, and each R1 can be the same or different and are alkylene groups, preferably C1 to C4 alkylene groups. A more preferred material for use in the present invention is 0,0-diethyl N,N-bis(2-hydroxyethyl) amino methyl phosphonate which is available commercially under the trademark FYROL® 6 from Akzo Chemicals Inc.

    [0006] In addition to the aforementioned types of basestock and phosphonate, the lubricant compositions intended by the present invention can contain other functional additives known to persons of ordinary skill in the art.

    [0007] The present invention is further illustrated by the Examples which follow.

    EXAMPLES 1-8



    [0008] These Examples illustrate four ball wear test data for a number of compositions containing hydroxyl-containing and acetate ester-containing polyglycol lubricants. The four ball test was conducted at 600 rpm for one hour at 54°C using a 40 kg load. The various ingredients described in the data given below are:

    Polyol A: a multifunctional polyether polyglycol containing terminal hydroxyls having CAS No. 025791-96-2. It was a viscous liquid having a specific gravity of 1.033.



    [0009] Polyol B: a multifunctional polyether glycol in which the terminal hydroxyl groups of Polyol A have been converted to the corresponding acetate ester. It has CAS No. 76308-92-4.

    [0010] FYROL® 6 brand: a commercially available flame retardant, 0,0-diethyl N,N-bis(2-hydroxyethyl) amino methyl phosphonate, from Akzo Chemicals Inc.

    [0011] DAPRAL® GE 202 brand: a commercially available thickener, from Akzo Chemicals Inc., which is a partial ester of a branched carboxylic acid copolymer having a comb-like structure with an average molecular weight of 20,000. The main chain consists of carbon atoms only, the alkyl branches are hydrophobic, and the ester and ether groups are hydrophilic.

    [0012] SYN-O-AD® 8478 brand: is a commercially available lubricant additive, tert-butylphenyl diphenyl phosphate ester from Akzo Chemicals Inc.

    [0013] In the wear test data which follows, a lower wear scar reading is more desirable:



    [0014] A comparison of the results of Test Nos. 3 and 4, above illustrates the importance of using a hydrophilic lubricant basestock (Polyol A) as compared to one in which a hydroxyl group, for example, is replaced with a less hydrophilic group, such as acetate (Polyol B). Test No. 6 illustrates the inferior results obtained using a conventional hydrocarbon additive, whereas Test No. 7 illustrates the lack of positive effect using a conventional thickener.

    EXAMPLES 9-12



    [0015] These Examples illustrate the use of the present invention in a water-based conveyor chain lubricant. A composition was formulated comprising deionized water and 5% of a non-ionic polyalkylene glycol thickener having a molecular weight of 3000, which is commercially available under the trademark DAPRAL@ GT 282 from Akzo Chemicals Inc. A four ball wear test was conducted at 75°C, 40 kg load, for one hour at 1800 rpm. The test, which was quite noisy, was only conducted for one-half hour and was terminated. The scar was 2.6 mm.

    [0016] A series of blends were then formulated as described below under similar conditions and the following wear data was obtained. In the tests the following new ingredients, as compared to those used in Examples 1-8 were used:

    DAPRAL®712 brand: a commercially available thickener which is an ester of a branched carboxylic acid copolymer having a comb-like structure with an average molecular weight of 7,000 from Akzo Chemicals Inc.



    [0017] VICTAWET® 12 brand: a nonionic phosphate ester surfactant from Akzo Chemicals Inc.

    [0018] The results are as follows:



    [0019] The foregoing Examples should not be construed in a limitating sense since they are merely intended to illustrate certain embodiments of the invention. The scope of protection sought is set forth in the claims which follow.


    Claims

    1. A lubricant composition comprising a hydrophilic basestock selected from the group consisting of water-based basestocks containing hydrophilic associative thickeners and organic molecule-containing basestocks, and an effective amount, as an antiwear additive, of an amino alkyl phosphonate.
     
    2. A lubricant as claimed in Claim 1 wherein the amount of phosphonate is from 0.1 % to 10%, by weight of the composition.
     
    3. A lubricant as claimed in any one of Claims 1-2 wherein the amino alkyl phosphonate is an 0,0-dialkyl N,N-bis(hydroxyalkyl) amino methyl phosphonate.
     
    4. A lubricant as claimed in Claim 3 wherein the alkyl moieties are C1 to C4 alkyl.
     
    5. A lubricant as claimed in Claim 4 wherein the alkyl moieties are ethyl.
     





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