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Aminomethyl derivatives of benzothiazolinethione as lubricant additives

Assignee: BASF Corp
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Filing: 1986-05-22
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Granted: 1988-04-12
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Expires: 2006-05-22
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Abstract

Abstract The invention relates to lubricant compositions comprising (a) one or more mineral oils or synthetic oils and (b) 0.05 to 5% by weight of at least one compound of formulae I, II and III ##STR1## wherein R 1 , R 2 , R 3 , R 4 and R 5 are as defined in claim 1; and (c) further optional lubricant additives. Some of these compounds are new and can be prepared by Mannich reaction from the appropriate 2-mercaptobenzothiazoles, an aldehyde R 2 --CHO and a primary or secondary mono- or diamine. These Mannich bases are useful additives for lubricants for reducing friction, wear, corrosion and oxidation.

Inventors

  • 👤 Hugo Camenzind
  • 👤 Emyr Phillips

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 01:45
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/60; C07D277/62; C07D277/68; C07D277/70; C10; C10M; C10M135/00; C10M135/32; C10M135/36; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 245 words
A lubricant composition stabilized to reduce friction, wear, corrosion and oxidation, which comprises (a) one or more mineral oils or synthetic oils, and (b) 0.05 to 5% by weight, based on the oil, of at least one compound of formula I ##STR24## wherein R 1 is hydrogen, C 1 -C 12 alkyl, C 2 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro, R 2 is hydrogen, C 1 -C 12 alkyl, 2-furyl, phenyl or phenyl which is substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro, and R 3 and R 4 are each independently of the other hydrogen, C 1 -C 20 alkyl, said alkyl interrupted by one or more members selected from O, S and N atoms or said alkyl containing oxo or thiono groups, or are C 3 -C 24 alkenyl, C 3 -C 12 alkoxyalkyl, C 5 -C 8 cycloalkyl, phenyl or phenyl which is substituted by C 1 -C 12 alkyl, C 1 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro; or are naphthyl, C 7 -C 9 phenylalkyl, 2-furylmethyl or 2-(tetrahydrofuryl)methyl; or R 3 and R 4 , together with nitrogen atom to which they are attached, form a 5- or 6-membered ring containing the N-atom, or said ring additionally containing further hetero atoms selected from O, N and S atoms or containing oxo or thiono groups, or said ring fused to a benzene nucleus.
Claim 2
Dependent Claim 245 words
A lubricant composition stabilized to reduce friction, wear, corrosion and oxidation, which comprises (a) one or more mineral oils or synthetic oils, and (b) 0.05 to 5% by weight, based on the oil, of at least one compound of formula I ##STR24## wherein R 1 is hydrogen, C 1 -C 12 alkyl, C 2 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro, R 2 is hydrogen, C 1 -C 12 alkyl, 2-furyl, phenyl or phenyl which is substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro, and R 3 and R 4 are each independently of the other hydrogen, C 1 -C 20 alkyl, said alkyl interrupted by one or more members selected from O, S and N atoms or said alkyl containing oxo or thiono groups, or are C 3 -C 24 alkenyl, C 3 -C 12 alkoxyalkyl, C 5 -C 8 cycloalkyl, phenyl or phenyl which is substituted by C 1 -C 12 alkyl, C 1 -C 4 alkoxy, C 2 -C 24 alkoxycarbonyl or nitro; or are naphthyl, C 7 -C 9 phenylalkyl, 2-furylmethyl or 2-(tetrahydrofuryl)methyl; or R 3 and R 4 , together with nitrogen atom to which they are attached, form a 5- or 6-membered ring containing the N-atom, or said ring additionally containing further hetero atoms selected from O, N and S atoms or containing oxo or thiono groups, or said ring fused to a benzene nucleus.
Claim 3
Dependent Claim 21 words
A lubricant composition according to claim 1, comprising 0.1 to 3% by weight of at least one compound of formula I.
Claim 4
Dependent Claim 41 words
A lubricant composition according to claim 1, which contains a compound of formula I, wherein the sum of the carbon atoms contained in the radicals R 1 , R 2 , R 3 , and R 4 is more than 10.
Claim 5
Dependent Claim 19 words
A lubricant composition according to claim 1, which contains a compound of formula I, wherein R 2 is hydrogen.
Claim 6
Dependent Claim 19 words
A lubricant composition according to claim 4, which contains a compound of formula I, wherein R 1 is hydrogen.
Claim 7
Dependent Claim 73 words
A lubricant composition according to claim 5, which contains a compound of formula I, wherein R 3 and R 4 are each independently of the other hydrogen, C 1 -C 24 alkyl, Chd 3-C 24 alkenyl, cyclohexyl, phenyl, phenyl which is substituted by C 1 -C 12 alkyl or C 2 -C 24 alkoxycarbonyl, or are C 7 -C 10 -phenylalkyl, 2-methoxyethyl or 3-methoxypropyl and R 5 is C 2 -C 12 alkylene.
Claim 8
Dependent Claim 17 words
A lubricant composition according to claim 1, which contains a compound of formula I of formula ##STR25##

References Cited (Backward Citations)

GB1028924A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-04-12 1991-10-12 1992-04-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-04-12 1995-10-12 1996-04-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-04-12 1999-10-12 2000-04-12 $7700.00 Window Closed / Lapsed

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