DE1243811B - Lubricant additives - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

EDITORIAL

Int. Cl .:

ClOm

CIOM 169 / oOB 26

German class: 23 c -1/01

Number:
File number:
Registration date:
Display day:

1243 811
F43191IVc / 23c
June 16, 1964
July 6, 1967

It has been found that as lubricant additives have had carbodiimides used with excellent success.

Suitable carbodiimides are mono- and polycarbodiimides; they can belong to the aliphatic, cycloaliphatic and aromatic series. Examples of the monocarbodiimides are: diisopropyl-carbodiimide, di-n-butyl-carbodiimide, methyl-tert-butyl-carbodiimide, dicyclobexyl-carbodiimide, diphenyl-carbodiimide, di-p-tolyl-carbodiimide and 4,4'-didodecyl-diphenyl-diphenyl -carbodiimide; Diphenyl monocarbodiimides have proven to be particularly advantageous which have substituents in the phenyl radicals in the ortho position to the carbodiimide group, e.g. B. alkyl, alkoxy, aryl and aralkyl radicals, such as 2,2'-diethyl-diphenyl-carbodiimide, 2,2'-diisopropyl-diphenyl-carbodiimide, 2,2'-diethoxy-diphenyl carbodiimide, 2, 6,2 ', 6'-tetraethyl-diphenyl-carbodiimide, 2,6,2', 6'-tetraisopropyl-diphenyl-carbodiimide, 2,6,2 ', 6'-tetraethyl-3,3'-dichloro-diphenyl -carbodiimide, 2,2'-diethyl-6,6'-dichloro-diphenyl-carbodiimide, 2,6, 2 ', 6'-tetraisobutyl-3,3'-dinitro-diphenyl-carbodiimide and 2,4,6, 2 ', 4', 6 '- hexaisopropyl-diphenyl-carbodiimide. Examples of polycarbodiimides include tetramethylene-w, a / -bis- (tert-butylcarbodiimide), hexamethylene-w, (o'-bis- (tert-butyl-carbodiimide), tetramethylene-oj, c / -bis - (phenyl-carbodiimide) and the compounds obtained by heating aromatic polyisocyanates such as 1,3-diisopropylphenylene-2,4-diisocyanate, l-methyW ^ -diethylphenylene-2,4-diisocyanate and 3,5,3 ', 5'-Tetraisopropyl-diphenylmethane-4,4-diisocyanate, in the presence of tertiary amines, basic metal compounds, carboxylic acid metal salts or non-basic organ metal compounds at a temperature of at least 12O ⁰ C according to the method of the German patent 1156 401 are available.

With the help of the carbodiimides it is possible to improve lubricants of the most varied of types significantly, especially in terms of their resistance to oxidative attacks. This applies in particular to lubricants made from mineral oils, as well as to lubricating oils of synthetic origin, which are polyethers or polyether esters, in particular for lubricating oils based on synthetic polyethers or polyether esters which have _{multiple - (CH 2} ) ₄ -O groups Alternations with one another or with other alkylene-O groups and are described, for example, in German Patent 1,071,872. At the same time, the carbodiimides also act as a corrosion protection agent, and they also hold the breakdown products that are produced during the lubrication process as lubricant additives

Applicant:

Paint factories Bayer Aktiengesellschaft,

Leverkusen

Named as inventor:

Dr. Wolfram Neumann,

Dr. Walther Lohmar, Leverkusen

form, in solution. The amounts of carbodiimides required in each case can easily be determined by preliminary tests determine; In general, additions of 1 to 2 percent by weight, based on the lubricant, prove to be as sufficient.

It is noteworthy that the to be used according to the invention Lubricant additives with other lubricant additives, e.g. B. with detergents, agents to increase smear resistance and agents to improve the pour point and the viscosity, are compatible. A particularly advantageous embodiment of the present invention is that the lubricants the carbodiimides in Combination with diphenylamines known as anti-aging agents, such as 4,4'-di- (methylbenzyl) -diphenylamine, and / or hydroxyquinolines, such as 8-hydroxyquinoline, are added. This is surprisingly achieved a synergistic effect.

The parts given in the following examples are parts by weight.

example 1

100 parts of a naphthenic mineral oil are mixed with 1 part of 2,6,2 ', 6'-tetraisopropyl-diphenyl-carbodiimide. The resistance of the mineral oil to oxidative attacks is considerably improved in this way; the effect of the applied carbodiimide is increased by adding 0.2 parts of 4,4 '- (dimethylbenzyl) diphenylamine and / or 8-hydroxyquinoline. This is evident from relevant comparative tests, the results of which are shown in Table I, in which the neutralization numbers (mg KOH / g oil) of the oils provided with the various additives are listed after oxidative action.
In the table means
A = oil without additives;
, 50 B = oil with 1% 2,6,2 ', 6'-tetraisopropyl-diphenyl-

carbodiimide;
C = oil with 0.2% 4,4'-dimethylbenzyldiphenylamine;

709 609/400

Claims (1)

D = oil with 1% 2,6,2 ', 6'-tetraisopropyl-diphenylcarbodiimide and 0.2% 4,4'-dimethylbenzyldiphenylamine; E = oil with 1% 2,6,2 ', 6'-tetraisopropyl-diphenylcarbodiimide and 0.2% 8-hydroquinoline: F = oil with 0.2% 4,4'-dimethylbenzyldiphenylamine and 0.2% 8-hydroxyquinoline;
G = oil with 1% 2,6,2 ', 6'-tetraisopropyl-diphenyl- carbodiimide, 0.2% 4,4'-dimethylbenzyldiphe- nylamiu and 0.3% 8-hydroxyquinoline. Table 1 Duration of the oxidative A, \ B. C. Neutralization numbers E. , F G Exposure in hours 0.07 I. 0.05 0.08 i ^D 0.12 0.14 0.10 0 2.88 0.20 0.40 0.05 0.04 0.07 0.06 50 0.34 0.66 0.16 0.02 0.12 0.08 100 0.70 1.06 0.24 0.16 ; 0.25 0.09 200 1.00 1.55 I 0.24 0.20 ! 0.43 0.11 300 1.39 2.48 ; 0.80 0.28 0.65 0.16 400 1.92 '1.20. 0.57 , 0.99 ' 0.30 500 3.10 1.43 2.46 M7 0.54 600 1.60 1.40 0.86 700 ¹ 1.79 '1.60 1.06 800 1.89 1.79: 1.19 900 1.97 1.96 y 1.25 1000 2.20 To carry out the comparative tests, in accordance with the ASTM oxidation test D 943-54, 300 ml of the oil to be examined were poured into a 60 cm high glass cylinder with a diameter of 4.5 cm, together with 60 ml of distilled water, and the oil Water mixture, iron and copper spirals were introduced based on the conditions prevailing during the lubrication processes. Then 3 liters of oxygen per hour were blown through the oil-water mixture through a tube which reached almost to the bottom of the test cylinder at 95 ^{: C.} At certain time intervals, 10 ml of the oil were removed to determine the nitralization number. If the neutralization number had reached a value above 2 or if the duration of the oxidative action was 1000 hours, the test was terminated. Example 2 100 parts of a Polyathcrölcs, which according to Example 2 of German patent specification 1 120 139 by polymerizing a mixture of tetrahydrofuran, Ethylene oxide and propylene oxide in the presence of formaldehyde dimethyl acetate and boron fluoride compounds of tetrahydrofuran was prepared, 2 parts of one of the tables listed Additive added. From the neutralization numbers there, which are made in accordance with those in Example I. Information has been determined, it can be seen that in this way the resistance of the oil to oxidative influences can also be improved considerably. In the table means
A - ■ Oil without additives;
B - oil with 2% di-n-butyl-carbodiimide;
C - oil with 2% di-cyelohexyl-carbodiimide;
D ^ = oil with 2'V ₀ 2,6.2'.6'-tetraethyl-4,4'-dimethyl- diphenyl carbodiimide:
E ---- oil with 2 °, o 2.6.2 ', e'-tetraethyl-diphenyl-carbo- diimide; F = - ■ Oil with 2% 2,6,2 ', 6'-teiraisopiopyl-diphenylcarbodiimide. Table II D; uter der o \\ thalnen
Influence in Siumia Neutral i
C. 50
100
200
300
400
500
600
700
800
900
1000 Use of carbodiimides as lubricant additives, optionally in combination with as Antioxidants known diphenylamines and / or hydroxyquinolines. 0.02 0.00 0.00 0.01 0.01 0.03 0.2 0.00 0.00 0.01 ¹ 0.01 0.03 0.58 0.00 0.00 0.01 0.01 0.03 1.35 0.01 0.00 0.01 0.01 0.03 1 / -7 0, (i6 0.00 0.02 0.01 0.05 2.50 0.15 0.00 0.05 0, OL 0.12 0.21 0.03 ^: 0.15 0.01 0.20 0.29 0.08 0.34 0.02 0.28 0.38 0.14 0.58 0.12 0.36 i 0.48 0.21 0.90 0.30 0.47 0.53 0.29 0.95 I 0.54 0.49 0.53 0.39 0.95 I 0.84 0.49 Claim: