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EP0218816A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Thiadiazole compounds and lubricant additives thereof

Assignee: Arkema Inc
•
Filing: 1986-07-23
•
Granted: —
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Expires: 2006-07-23
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Abstract

Abstract Novel thiadiazole compounds and lubricant compositions thereof prepared from the derivatives of dimercaptothiadiazole and maleic anhydride or a halosuccinate. Lubricating compositions containing the compound, or their metal salts, provide antiwear and antioxidant properties.

Inventors

  • 👤 James P. King
  • 👤 Billy L. Hill

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-09 00:04
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D417/00; C07D417/02; C07D417/12; C10; C10M; C10M135/00; C10M135/32; C10M135/36; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 199 words
A compound of the structure wherein: Q is a bivalent thiadiazole ring moiety selected from the group consisting essentially of 1,3,4-­thiadiazole; 1,2,4-thiadiazole; 1,2,3-thiadiazole; and 1,2,5-thiadiazole; z is a succinate group of the structure wherein A is an oxygen or nitrogen atom, with the proviso: when A is oxygen a is 1, b is zero, c is 1, and d is zero; and when A is nitrogen a, b, c, and d are each 1; R, R', R", and R"' are each independently selected from the group consisting essentially of hydrogen, alkyl, branched or straight chain alkylene of 1 through 22 carbon atoms, arylalkyl, and hetero­cyclicalkylene; with the further proviso that the number one and four carbon atoms of the succinate group Z can be linked by a single A in which case when A is oxygen a, b, c, and d are zero, and when A is nitrogen a is one and b, c, and d are zero; M is hydrogen and x is 1 or M is a metal ion selected from from Groups Ib to Vb, and transition elements of the Periodic Table and MoO₂⁺²; and x is a whole number equal to the valence of M.
Claim 2
Dependent Claim 199 words
A compound of the structure wherein: Q is a bivalent thiadiazole ring moiety selected from the group consisting essentially of 1,3,4-­thiadiazole; 1,2,4-thiadiazole; 1,2,3-thiadiazole; and 1,2,5-thiadiazole; z is a succinate group of the structure wherein A is an oxygen or nitrogen atom, with the proviso: when A is oxygen a is 1, b is zero, c is 1, and d is zero; and when A is nitrogen a, b, c, and d are each 1; R, R', R", and R"' are each independently selected from the group consisting essentially of hydrogen, alkyl, branched or straight chain alkylene of 1 through 22 carbon atoms, arylalkyl, and hetero­cyclicalkylene; with the further proviso that the number one and four carbon atoms of the succinate group Z can be linked by a single A in which case when A is oxygen a, b, c, and d are zero, and when A is nitrogen a is one and b, c, and d are zero; M is hydrogen and x is 1 or M is a metal ion selected from from Groups Ib to Vb, and transition elements of the Periodic Table and MoO₂⁺²; and x is a whole number equal to the valence of M.
Claim 3
Dependent Claim 47 words
The compound as defined in claim 1 wherein M is selected from the group consisting of zinc, copper with a valence state of 2, cobalt with a valence state of 2, MoO₂ with a valence state of 2, aluminum, and antimony with a valence state of 3.
Claim 4
Dependent Claim 29 words
The compound as defined in claim 1 wherein R, R', R", and R"' are each independently selected from the group consisting essentially of decyl, tridecyl, oleyl, 2-ethylhexyl, and isocetyl.
Claim 5
Dependent Claim 13 words
The compound as defined in claim 1 wherein Q is the 1,3,4-thiadiazole moiety.
Claim 6
Dependent Claim 12 words
The compound as defined in claim 1 of the name ditridecyl 2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-­succinate.
Claim 7
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[ditridecyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-zinc(2+).
Claim 8
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[ditridecyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-dibutyltin.
Claim 9
Dependent Claim 13 words
The compound as defined in claim 1 of the name bis[dioleyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-molybdenum dioxide.
Claim 10
Dependent Claim 13 words
The compound as defined in claim 1 of the name bis[ditridecyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-molybdenum dioxide.
Claim 11
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[ditridecyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-cobalt(2+).
Claim 12
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[ditridecyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-nickel(2+).
Claim 13
Dependent Claim 11 words
The compound as defined in claim 1 of the name N,N'-dioleyl-2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-­succinamide.
Claim 14
Dependent Claim 11 words
The compound as defined in claim 1 of the name bis[N,N'-dioleyl-2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinimide]-S-zinc(2+).
Claim 15
Dependent Claim 11 words
The compound as defined in claim 1 of the name N-oleyl-2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-­succinimide.
Claim 16
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[N-(2-ethylhexyl)-2-(2-thio-1,3,4-thiadiazol-5-­ylthio)-succinimide]-S-molybdenum dioxide.
Claim 17
Dependent Claim 12 words
The compound as defined in claim 1 of the name diisocetyl 2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-­succinate.
Claim 18
Dependent Claim 12 words
The compound as defined in claim 1 of the name bis[diisocetyl 2-(2-thio-1,3,4-thiadiazol-5-ylthio)-­succinate]-S-zinc(2+).
Claim 19
Dependent Claim 54 words
A lubricant comprising a major amount of a grease or oil of lubricating viscosity and a minor amount of a compound of claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17 as a lubricant additive to provide enhanced properties to said grease or oil.

References Cited (Backward Citations)

US2836564A Cited
US4193882A Cited
EP0104667A1 Cited
EP0146087A2 Cited
US4536189A Cited

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